JPH07268780A - Antimicrobial fiber products - Google Patents
Antimicrobial fiber productsInfo
- Publication number
- JPH07268780A JPH07268780A JP7995094A JP7995094A JPH07268780A JP H07268780 A JPH07268780 A JP H07268780A JP 7995094 A JP7995094 A JP 7995094A JP 7995094 A JP7995094 A JP 7995094A JP H07268780 A JPH07268780 A JP H07268780A
- Authority
- JP
- Japan
- Prior art keywords
- antibacterial
- compound
- fiber product
- weight
- antibacterial agent
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000835 fiber Substances 0.000 title claims abstract description 42
- 230000000845 anti-microbial effect Effects 0.000 title abstract 3
- -1 alkylbenzene sulfonic acid salt Chemical class 0.000 claims abstract description 33
- 150000001767 cationic compounds Chemical class 0.000 claims abstract description 31
- 150000001449 anionic compounds Chemical class 0.000 claims abstract description 19
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims abstract description 16
- 150000001875 compounds Chemical class 0.000 claims abstract description 15
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 8
- 238000010828 elution Methods 0.000 claims abstract description 5
- 125000005210 alkyl ammonium group Chemical group 0.000 claims abstract description 4
- 239000004753 textile Substances 0.000 claims description 65
- 239000003242 anti bacterial agent Substances 0.000 claims description 59
- 230000000844 anti-bacterial effect Effects 0.000 claims description 58
- 239000011230 binding agent Substances 0.000 claims description 25
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 13
- 229910052757 nitrogen Inorganic materials 0.000 claims description 9
- 239000007787 solid Substances 0.000 claims description 7
- 229920000768 polyamine Polymers 0.000 claims description 6
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical class NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 claims description 3
- 229920006318 anionic polymer Polymers 0.000 claims description 2
- 239000003945 anionic surfactant Substances 0.000 claims 1
- 238000005406 washing Methods 0.000 abstract description 17
- 229920001577 copolymer Polymers 0.000 abstract description 10
- 239000000178 monomer Substances 0.000 abstract description 5
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Natural products O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract description 4
- 229910021645 metal ion Inorganic materials 0.000 abstract description 4
- 229920002845 Poly(methacrylic acid) Polymers 0.000 abstract description 3
- 229910021536 Zeolite Inorganic materials 0.000 abstract description 3
- 238000005299 abrasion Methods 0.000 abstract description 3
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 abstract description 3
- 239000010457 zeolite Substances 0.000 abstract description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical class C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract description 2
- 150000002500 ions Chemical class 0.000 abstract description 2
- 239000004599 antimicrobial Substances 0.000 abstract 4
- 230000002542 deteriorative effect Effects 0.000 abstract 1
- 238000005342 ion exchange Methods 0.000 abstract 1
- 125000001453 quaternary ammonium group Chemical class 0.000 abstract 1
- 125000002348 vinylic group Chemical group 0.000 abstract 1
- 239000000047 product Substances 0.000 description 54
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 27
- 229920000742 Cotton Polymers 0.000 description 24
- 229920000642 polymer Polymers 0.000 description 20
- 238000011282 treatment Methods 0.000 description 18
- 238000004043 dyeing Methods 0.000 description 17
- 239000004744 fabric Substances 0.000 description 17
- 230000000694 effects Effects 0.000 description 15
- 239000007864 aqueous solution Substances 0.000 description 13
- 239000006185 dispersion Substances 0.000 description 11
- 238000000034 method Methods 0.000 description 11
- 239000000049 pigment Substances 0.000 description 9
- 125000002091 cationic group Chemical group 0.000 description 8
- 229920006317 cationic polymer Polymers 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 8
- 239000010419 fine particle Substances 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 239000011259 mixed solution Substances 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 6
- 229920000297 Rayon Polymers 0.000 description 6
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 6
- 239000004745 nonwoven fabric Substances 0.000 description 6
- 235000019645 odor Nutrition 0.000 description 6
- 238000007639 printing Methods 0.000 description 6
- 229920005989 resin Polymers 0.000 description 6
- 239000011347 resin Substances 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 239000000839 emulsion Substances 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 239000002964 rayon Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- 241000894006 Bacteria Species 0.000 description 3
- 229920002125 Sokalan® Polymers 0.000 description 3
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 239000003595 mist Substances 0.000 description 3
- 239000004584 polyacrylic acid Substances 0.000 description 3
- 229920001281 polyalkylene Polymers 0.000 description 3
- 229920005749 polyurethane resin Polymers 0.000 description 3
- 238000012805 post-processing Methods 0.000 description 3
- 230000002195 synergetic effect Effects 0.000 description 3
- 229920002994 synthetic fiber Polymers 0.000 description 3
- 239000012209 synthetic fiber Substances 0.000 description 3
- 239000011787 zinc oxide Substances 0.000 description 3
- KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 description 2
- 241000233866 Fungi Species 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 229960000686 benzalkonium chloride Drugs 0.000 description 2
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical group 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 2
- 230000009878 intermolecular interaction Effects 0.000 description 2
- 239000004816 latex Substances 0.000 description 2
- 229920000126 latex Polymers 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920001225 polyester resin Polymers 0.000 description 2
- 239000004645 polyester resin Substances 0.000 description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000006104 solid solution Substances 0.000 description 2
- 238000009987 spinning Methods 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- SFVFIFLLYFPGHH-UHFFFAOYSA-M stearalkonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SFVFIFLLYFPGHH-UHFFFAOYSA-M 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 210000004243 sweat Anatomy 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- 239000000057 synthetic resin Substances 0.000 description 2
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- 239000002759 woven fabric Substances 0.000 description 2
- YWMSPYAVKFABPD-UHFFFAOYSA-M (3,4-dichlorophenyl)methyl-dodecyl-dimethylazanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)CC1=CC=C(Cl)C(Cl)=C1 YWMSPYAVKFABPD-UHFFFAOYSA-M 0.000 description 1
- CEPZWWNWJNBTIM-UHFFFAOYSA-N (3-bromo-2,3-diiodoprop-2-enyl) ethyl carbonate Chemical compound CCOC(=O)OCC(I)=C(Br)I CEPZWWNWJNBTIM-UHFFFAOYSA-N 0.000 description 1
- WQRWNOKNRHCLHV-TWGQIWQCSA-N (z)-2-bromo-3-phenylprop-2-enal Chemical compound O=CC(/Br)=C/C1=CC=CC=C1 WQRWNOKNRHCLHV-TWGQIWQCSA-N 0.000 description 1
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- TUBQDCKAWGHZPF-UHFFFAOYSA-N 1,3-benzothiazol-2-ylsulfanylmethyl thiocyanate Chemical compound C1=CC=C2SC(SCSC#N)=NC2=C1 TUBQDCKAWGHZPF-UHFFFAOYSA-N 0.000 description 1
- QUFZJIHSEXWUQN-UHFFFAOYSA-N 1-(hydroxymethylamino)propan-2-ol Chemical compound CC(O)CNCO QUFZJIHSEXWUQN-UHFFFAOYSA-N 0.000 description 1
- GKQHIYSTBXDYNQ-UHFFFAOYSA-M 1-dodecylpyridin-1-ium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+]1=CC=CC=C1 GKQHIYSTBXDYNQ-UHFFFAOYSA-M 0.000 description 1
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 description 1
- FRPZMMHWLSIFAZ-UHFFFAOYSA-N 10-undecenoic acid Chemical compound OC(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-N 0.000 description 1
- SQRDRPSVGROPHX-UHFFFAOYSA-N 2,3,3-triiodoprop-2-en-1-ol Chemical compound OCC(I)=C(I)I SQRDRPSVGROPHX-UHFFFAOYSA-N 0.000 description 1
- LINPIYWFGCPVIE-UHFFFAOYSA-N 2,4,6-trichlorophenol Chemical compound OC1=C(Cl)C=C(Cl)C=C1Cl LINPIYWFGCPVIE-UHFFFAOYSA-N 0.000 description 1
- HGVPAERCRRHYPS-UHFFFAOYSA-N 2-(3,5-dimethyl-1H-pyrazol-4-yl)-4-phenyl-1H-pyrimidin-6-one Chemical compound CC1=NNC(=C1C1=NC(=CC(=N1)C1=CC=CC=C1)O)C HGVPAERCRRHYPS-UHFFFAOYSA-N 0.000 description 1
- BUAXCDYBNXEWEB-UHFFFAOYSA-N 2-(chloromethyl)oxirane;n-methylmethanamine Chemical compound CNC.ClCC1CO1 BUAXCDYBNXEWEB-UHFFFAOYSA-N 0.000 description 1
- DHVLDKHFGIVEIP-UHFFFAOYSA-N 2-bromo-2-(bromomethyl)pentanedinitrile Chemical compound BrCC(Br)(C#N)CCC#N DHVLDKHFGIVEIP-UHFFFAOYSA-N 0.000 description 1
- FEWFXBUNENSNBQ-UHFFFAOYSA-N 2-hydroxyacrylic acid Chemical compound OC(=C)C(O)=O FEWFXBUNENSNBQ-UHFFFAOYSA-N 0.000 description 1
- 229940100555 2-methyl-4-isothiazolin-3-one Drugs 0.000 description 1
- HFOCAQPWSXBFFN-UHFFFAOYSA-N 2-methylsulfonylbenzaldehyde Chemical compound CS(=O)(=O)C1=CC=CC=C1C=O HFOCAQPWSXBFFN-UHFFFAOYSA-N 0.000 description 1
- 229940044120 2-n-octyl-4-isothiazolin-3-one Drugs 0.000 description 1
- 229940061334 2-phenylphenol Drugs 0.000 description 1
- IJALWSVNUBBQRA-UHFFFAOYSA-N 4-Isopropyl-3-methylphenol Chemical compound CC(C)C1=CC=C(O)C=C1C IJALWSVNUBBQRA-UHFFFAOYSA-N 0.000 description 1
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 description 1
- HWWKEEKUMAZJLL-UHFFFAOYSA-N 4-bromo-2,5-dichlorophenol Chemical compound OC1=CC(Cl)=C(Br)C=C1Cl HWWKEEKUMAZJLL-UHFFFAOYSA-N 0.000 description 1
- CFKMVGJGLGKFKI-UHFFFAOYSA-N 4-chloro-m-cresol Chemical compound CC1=CC(O)=CC=C1Cl CFKMVGJGLGKFKI-UHFFFAOYSA-N 0.000 description 1
- UXENQWAADCTWLI-UHFFFAOYSA-N 5-chloro-4,5-dihydro-1,2-thiazole Chemical class ClC1CC=NS1 UXENQWAADCTWLI-UHFFFAOYSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- LVDKZNITIUWNER-UHFFFAOYSA-N Bronopol Chemical compound OCC(Br)(CO)[N+]([O-])=O LVDKZNITIUWNER-UHFFFAOYSA-N 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
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- GHXZTYHSJHQHIJ-UHFFFAOYSA-N Chlorhexidine Chemical compound C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 GHXZTYHSJHQHIJ-UHFFFAOYSA-N 0.000 description 1
- WJLVQTJZDCGNJN-UHFFFAOYSA-N Chlorhexidine hydrochloride Chemical compound Cl.Cl.C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 WJLVQTJZDCGNJN-UHFFFAOYSA-N 0.000 description 1
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- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
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- 239000004606 Fillers/Extenders Substances 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
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- 208000008454 Hyperhidrosis Diseases 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229920000881 Modified starch Polymers 0.000 description 1
- BACYUWVYYTXETD-UHFFFAOYSA-N N-Lauroylsarcosine Chemical compound CCCCCCCCCCCC(=O)N(C)CC(O)=O BACYUWVYYTXETD-UHFFFAOYSA-N 0.000 description 1
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- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
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- VBIIFPGSPJYLRR-UHFFFAOYSA-M Stearyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C VBIIFPGSPJYLRR-UHFFFAOYSA-M 0.000 description 1
- 239000002174 Styrene-butadiene Substances 0.000 description 1
- 241001584775 Tunga penetrans Species 0.000 description 1
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- AKGZDINYLOSBTE-UHFFFAOYSA-N [(e)-n'-(diaminomethylideneamino)carbamimidoyl]azanium;chloride Chemical compound Cl.NC(=N)NN=C(N)N AKGZDINYLOSBTE-UHFFFAOYSA-N 0.000 description 1
- SHOKWSLXDAIZPP-UHFFFAOYSA-N [4-(4-iodooxy-2-methyl-5-propan-2-ylphenyl)-5-methyl-2-propan-2-ylphenyl] hypoiodite Chemical compound C1=C(OI)C(C(C)C)=CC(C=2C(=CC(OI)=C(C(C)C)C=2)C)=C1C SHOKWSLXDAIZPP-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
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- 125000005396 acrylic acid ester group Chemical group 0.000 description 1
- 125000005211 alkyl trimethyl ammonium group Chemical group 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 229910000266 aqualite Inorganic materials 0.000 description 1
- 229910052785 arsenic Inorganic materials 0.000 description 1
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- UREZNYTWGJKWBI-UHFFFAOYSA-M benzethonium chloride Chemical compound [Cl-].C1=CC(C(C)(C)CC(C)(C)C)=CC=C1OCCOCC[N+](C)(C)CC1=CC=CC=C1 UREZNYTWGJKWBI-UHFFFAOYSA-M 0.000 description 1
- 229960001950 benzethonium chloride Drugs 0.000 description 1
- JBIROUFYLSSYDX-UHFFFAOYSA-M benzododecinium chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 JBIROUFYLSSYDX-UHFFFAOYSA-M 0.000 description 1
- 150000004283 biguanides Chemical class 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- KHAVLLBUVKBTBG-UHFFFAOYSA-N caproleic acid Natural products OC(=O)CCCCCCCC=C KHAVLLBUVKBTBG-UHFFFAOYSA-N 0.000 description 1
- LDVVMCZRFWMZSG-UHFFFAOYSA-N captan Chemical compound C1C=CCC2C(=O)N(SC(Cl)(Cl)Cl)C(=O)C21 LDVVMCZRFWMZSG-UHFFFAOYSA-N 0.000 description 1
- DKVNPHBNOWQYFE-UHFFFAOYSA-M carbamodithioate Chemical compound NC([S-])=S DKVNPHBNOWQYFE-UHFFFAOYSA-M 0.000 description 1
- TWFZGCMQGLPBSX-UHFFFAOYSA-N carbendazim Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 229920003118 cationic copolymer Polymers 0.000 description 1
- SXPWTBGAZSPLHA-UHFFFAOYSA-M cetalkonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SXPWTBGAZSPLHA-UHFFFAOYSA-M 0.000 description 1
- 229960000228 cetalkonium chloride Drugs 0.000 description 1
- YMKDRGPMQRFJGP-UHFFFAOYSA-M cetylpyridinium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 YMKDRGPMQRFJGP-UHFFFAOYSA-M 0.000 description 1
- 229960001927 cetylpyridinium chloride Drugs 0.000 description 1
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229960003260 chlorhexidine Drugs 0.000 description 1
- 229960002152 chlorhexidine acetate Drugs 0.000 description 1
- 229960003333 chlorhexidine gluconate Drugs 0.000 description 1
- YZIYKJHYYHPJIB-UUPCJSQJSA-N chlorhexidine gluconate Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.C1=CC(Cl)=CC=C1NC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)NC1=CC=C(Cl)C=C1 YZIYKJHYYHPJIB-UUPCJSQJSA-N 0.000 description 1
- 229960004504 chlorhexidine hydrochloride Drugs 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- CRQQGFGUEAVUIL-UHFFFAOYSA-N chlorothalonil Chemical compound ClC1=C(Cl)C(C#N)=C(Cl)C(C#N)=C1Cl CRQQGFGUEAVUIL-UHFFFAOYSA-N 0.000 description 1
- 229920006026 co-polymeric resin Polymers 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- BERDEBHAJNAUOM-UHFFFAOYSA-N copper(I) oxide Inorganic materials [Cu]O[Cu] BERDEBHAJNAUOM-UHFFFAOYSA-N 0.000 description 1
- OMZSGWSJDCOLKM-UHFFFAOYSA-N copper(II) sulfide Chemical compound [S-2].[Cu+2] OMZSGWSJDCOLKM-UHFFFAOYSA-N 0.000 description 1
- FMWMEQINULDRBI-UHFFFAOYSA-L copper;sulfite Chemical compound [Cu+2].[O-]S([O-])=O FMWMEQINULDRBI-UHFFFAOYSA-L 0.000 description 1
- 238000012258 culturing Methods 0.000 description 1
- KRFJLUBVMFXRPN-UHFFFAOYSA-N cuprous oxide Chemical compound [O-2].[Cu+].[Cu+] KRFJLUBVMFXRPN-UHFFFAOYSA-N 0.000 description 1
- 229940112669 cuprous oxide Drugs 0.000 description 1
- NMCCNOZOBBWFMN-UHFFFAOYSA-N davicil Chemical compound CS(=O)(=O)C1=C(Cl)C(Cl)=NC(Cl)=C1Cl NMCCNOZOBBWFMN-UHFFFAOYSA-N 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- WURGXGVFSMYFCG-UHFFFAOYSA-N dichlofluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=CC=C1 WURGXGVFSMYFCG-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- JCALZGYNNQTXGP-UHFFFAOYSA-M dimethyl-[[4-(6-methylheptyl)phenyl]methyl]-[2-(2-phenoxyethoxy)ethyl]azanium chloride Chemical compound [Cl-].C(CCCCC(C)C)C1=CC=C(C[N+](C)(C)CCOCCOC2=CC=CC=C2)C=C1 JCALZGYNNQTXGP-UHFFFAOYSA-M 0.000 description 1
- GQOKIYDTHHZSCJ-UHFFFAOYSA-M dimethyl-bis(prop-2-enyl)azanium;chloride Chemical compound [Cl-].C=CC[N+](C)(C)CC=C GQOKIYDTHHZSCJ-UHFFFAOYSA-M 0.000 description 1
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical class CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
- REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Natural products C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- 238000010018 discharge printing Methods 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 239000004664 distearyldimethylammonium chloride (DHTDMAC) Substances 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- 150000004659 dithiocarbamates Chemical class 0.000 description 1
- DDXLVDQZPFLQMZ-UHFFFAOYSA-M dodecyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)C DDXLVDQZPFLQMZ-UHFFFAOYSA-M 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000006081 fluorescent whitening agent Substances 0.000 description 1
- 235000012055 fruits and vegetables Nutrition 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 150000002357 guanidines Chemical class 0.000 description 1
- 229940083094 guanine derivative acting on arteriolar smooth muscle Drugs 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical compound O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000011081 inoculation Methods 0.000 description 1
- 239000000077 insect repellent Substances 0.000 description 1
- 125000002346 iodo group Chemical group I* 0.000 description 1
- 238000009981 jet dyeing Methods 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- BEGLCMHJXHIJLR-UHFFFAOYSA-N methylisothiazolinone Chemical compound CN1SC=CC1=O BEGLCMHJXHIJLR-UHFFFAOYSA-N 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 235000019426 modified starch Nutrition 0.000 description 1
- XAVCZNYPFYJSJJ-UHFFFAOYSA-N n-(pyridin-1-ium-1-ylmethyl)octadecanamide;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC(=O)NC[N+]1=CC=CC=C1 XAVCZNYPFYJSJJ-UHFFFAOYSA-N 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- JPMIIZHYYWMHDT-UHFFFAOYSA-N octhilinone Chemical compound CCCCCCCCN1SC=CC1=O JPMIIZHYYWMHDT-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000010292 orthophenyl phenol Nutrition 0.000 description 1
- 229940070805 p-chloro-m-cresol Drugs 0.000 description 1
- 239000003002 pH adjusting agent Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 150000003864 primary ammonium salts Chemical class 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- MCSINKKTEDDPNK-UHFFFAOYSA-N propyl propionate Chemical compound CCCOC(=O)CC MCSINKKTEDDPNK-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- ILVXOBCQQYKLDS-UHFFFAOYSA-N pyridine N-oxide Chemical compound [O-][N+]1=CC=CC=C1 ILVXOBCQQYKLDS-UHFFFAOYSA-N 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 108700004121 sarkosyl Proteins 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 238000013268 sustained release Methods 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
- 208000013460 sweaty Diseases 0.000 description 1
- BWMISRWJRUSYEX-SZKNIZGXSA-N terbinafine hydrochloride Chemical compound Cl.C1=CC=C2C(CN(C\C=C\C#CC(C)(C)C)C)=CC=CC2=C1 BWMISRWJRUSYEX-SZKNIZGXSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 201000004647 tinea pedis Diseases 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 description 1
- LPUCKLOWOWADAC-UHFFFAOYSA-M tributylstannyl 2-methylprop-2-enoate Chemical compound CCCC[Sn](CCCC)(CCCC)OC(=O)C(C)=C LPUCKLOWOWADAC-UHFFFAOYSA-M 0.000 description 1
- XDRDMVYFQARLNH-UHFFFAOYSA-N tridecan-1-amine;hydrochloride Chemical compound Cl.CCCCCCCCCCCCCN XDRDMVYFQARLNH-UHFFFAOYSA-N 0.000 description 1
- PUVAFTRIIUSGLK-UHFFFAOYSA-M trimethyl(oxiran-2-ylmethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1CO1 PUVAFTRIIUSGLK-UHFFFAOYSA-M 0.000 description 1
- JUCMEGHTBYSTGQ-UHFFFAOYSA-N trimethyl-[2-(2-methylprop-2-enoyloxy)propyl]azanium Chemical class C[N+](C)(C)CC(C)OC(=O)C(C)=C JUCMEGHTBYSTGQ-UHFFFAOYSA-N 0.000 description 1
- GAAKLDANOSASAM-UHFFFAOYSA-N undec-10-enoic acid;zinc Chemical compound [Zn].OC(=O)CCCCCCCCC=C GAAKLDANOSASAM-UHFFFAOYSA-N 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229960002703 undecylenic acid Drugs 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229940118257 zinc undecylenate Drugs 0.000 description 1
- LTVDFSLWFKLJDQ-UHFFFAOYSA-N α-tocopherolquinone Chemical compound CC(C)CCCC(C)CCCC(C)CCCC(C)(O)CCC1=C(C)C(=O)C(C)=C(C)C1=O LTVDFSLWFKLJDQ-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
Description
【発明の詳細な説明】Detailed Description of the Invention
【０００１】[0001]
【産業上の利用分野】本発明は、細菌やカビ等の微生物
に対して、所謂抗菌効果を発揮する抗菌性繊維製品類に
関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to antibacterial fiber products which exhibit a so-called antibacterial effect against microorganisms such as bacteria and mold.
【０００２】[0002]
【従来の技術及び解決しようとする課題】近年、より快
適な生活環境を求める声が高まり、さまざまな衛生的問
題がクローズアップされるようになった。それに伴い現
在では多種多様な衛生加工商品が市場に出回っており、
抗菌加工を施された繊維製品類もその１つに挙げられ
る。そのような抗菌性繊維製品類としては、大別する
と、抗菌剤を直接練り込んで混合紡糸した合成繊維で構
成されたもの、及び、繊維やその製品類に対して後加工
により抗菌剤を担持させたものが挙げられる。しかし前
者は繊維の表面に露出した抗菌剤だけが抗菌効果を発揮
するものであるため、効果が弱く、一方、効果を向上さ
せるために多量の抗菌剤を練り込めば繊維強度が低下
し、コストも高くなるという欠点を有していた。しかも
該方法にては当然ながら天然繊維からなる製品類を得る
ことはできない。それ故、加工方法としては後者の後加
工法が望ましいと考えられる。2. Description of the Related Art In recent years, there has been an increasing demand for a more comfortable living environment, and various hygienic problems have come to the fore. Along with that, a wide variety of hygiene products are now on the market,
Textile products that have been subjected to antibacterial processing are also one of them. Such antibacterial fiber products are roughly classified into those composed of synthetic fibers obtained by directly kneading an antibacterial agent and mixing and spinning, and carrying antibacterial agents by post-processing on fibers and their products. The ones that have been made are listed. However, in the former case, only the antibacterial agent exposed on the surface of the fiber exerts the antibacterial effect, so the effect is weak, while if a large amount of the antibacterial agent is kneaded in order to improve the effect, the fiber strength decreases and the cost is reduced. It also had the drawback of becoming high. Moreover, it is naturally impossible to obtain products made of natural fibers by this method. Therefore, it is considered that the latter post-processing method is desirable as the processing method.
【０００３】しかしながら、このような後加工法を採用
する場合であっても、例えば、繊維に対して親和性を有
さない抗菌剤については、バインダー等の接着成分を多
量に使用して、繊維表面に対して物理的に固着させるし
かなく、繊維本来の風合及び感触を損なわずに十分な量
の抗菌剤を担持させることは事実上不可能であった。一
方繊維に対して親和性を有するものについては、そのほ
とんどが、抗菌成分を徐々に溶出することによって効果
を発揮する溶出型抗菌剤であり、該抗菌剤が担持された
繊維製品類は、当然ながら洗濯等によって抗菌成分を溶
出しやすいため、持続性に欠けるものであった。また、
有機シリコーン４級アンモニウム塩等のように繊維表面
に対する結合力が強い抗菌剤もあるが、抗菌効果の強さ
については十分なものであるとはいえなかった。However, even when such a post-processing method is adopted, for example, for an antibacterial agent having no affinity for fibers, a large amount of an adhesive component such as a binder is used, It was practically impossible to carry a sufficient amount of antibacterial agent without physically impairing the original feeling and feel of the fiber only by physically fixing it to the surface. On the other hand, most of those that have an affinity for fibers are elution type antibacterial agents that exert their effect by gradually elution of the antibacterial component, and the textile products carrying the antibacterial agent are naturally However, the antibacterial component is likely to be eluted by washing and the like, and thus lacks sustainability. Also,
Although there are antibacterial agents such as organic silicone quaternary ammonium salts that have a strong binding force to the fiber surface, the antibacterial effect is not sufficient.
【０００４】本発明は、従来技術に存した上記のような
問題点に鑑み行われたものであって、その目的とすると
ころは、抗菌性能に優れると共に、耐久性や洗濯堅牢度
及び摩擦堅牢度等の諸堅牢度にも優れ、而も繊維本来の
風合及び感触が損なわれない抗菌性繊維製品類を提供す
ることにある。The present invention has been made in view of the above problems existing in the prior art, and its object is to have excellent antibacterial performance, durability, washing fastness and friction fastness. It is intended to provide antibacterial fiber products which are excellent in various fastness such as degree and do not impair the original feeling and feel of the fiber.
【０００５】[0005]
【課題を解決するための手段】本発明者らは従来技術に
存した上記問題点を解決すべく鋭意研究を重ねてきた。
その結果、繊維製品類をイオン的に処理すれば、担持さ
れる抗菌剤の量が大幅に増大するとともに、諸般の堅牢
度や抗菌効果の持続性等についても顕著に向上すること
を見出し、さらに研究を重ねた結果、本発明の抗菌性繊
維製品類を完成するに至った。すなわち本発明の抗菌性
繊維製品類は、イオン的に処理された繊維製品類に抗菌
剤が担持されてなるものである。Means for Solving the Problems The inventors of the present invention have conducted extensive studies to solve the above problems existing in the prior art.
As a result, it was found that if the textile products are treated ionically, the amount of the antibacterial agent to be carried is significantly increased, and various fastnesses and durability of the antibacterial effect are remarkably improved. As a result of repeated research, the antibacterial textile products of the present invention have been completed. That is, the antibacterial fiber products of the present invention are prepared by supporting an antibacterial agent on ionically treated fiber products.
【０００６】本発明にて繊維製品類に施されるイオン的
処理、すなわちカチオン的処理又はアニオン的処理は、
それぞれカチオン性化合物又はアニオン性化合物を、繊
維製品類の全体又は一部に対して物理的および／または
化学的に担持させることによってなされる。このような
処理は、例えばカチオン性化合物又はアニオン性化合物
を含有する液中に繊維製品類を浸漬した状態で行なった
り、そのような液を用いて繊維製品類にパディングを施
したり、そのような液を繊維製品類に霧状に吹きつけた
り、カチオン性化合物又はアニオン性化合物を含有する
捺染ペーストで捺染したりすることにより行なうことが
できる。The ionic treatment applied to the textile products in the present invention, that is, the cationic treatment or the anionic treatment,
This is carried out by physically and / or chemically supporting a cationic compound or an anionic compound on the whole or a part of the textile products. Such a treatment is carried out, for example, in a state in which the textile products are immersed in a liquid containing a cationic compound or an anionic compound, or the textile products are padded with such a liquid, It can be carried out by spraying the liquid on the textile products in a mist state or by printing with a printing paste containing a cationic compound or an anionic compound.
【０００７】本発明で用いられるカチオン性化合物の例
としては、アルキルアンモニウム塩タイプ、ピリジニウ
ム塩タイプ等の低分子化合物；及び一般にジシアンジア
ミドタイプ、ポリアミンタイプ、ポリカチオンタイプ
（例えばポリ−４−ビニルピリジン塩酸塩、第３級アミ
ンポリマー、４級アンモニウム塩タイプのポリマー、４
級アンモニウム塩ポリマーと他のビニル系ポリマーから
なる共重合物）等と呼ばれる高分子化合物を挙げること
ができる。より具体的には、まず上述の低分子化合物と
しては、トリメチルオクタデシルアンモニウムクロライ
ド、トリメチルヘキサデシルアンモニウムクロライド、
トリメチルラウリルアンモニウムクロライド、ジメチル
ラウリルアンモニウムクロライド、ラウリルメチルアン
モニウムクロライド、ラウリルジメチルベンジルアンモ
ニウムクロライド、アルキルベンジルジメチルアンモニ
ウムクロライド、ステアリルベンジルジメチルアンモニ
ウムクロライド、アルキルトリメチルアンモニウムクロ
ライド、２，３−エポキシプロピルトリメチルアンモニ
ウムクロライド、３−クロロ−２−ヒドロキシプロピル
トリメチルアンモニウムクロライド、特開昭５２−１５
５２８５号公報及び特開昭５２−１５５２８６号公報に
開示されているようなトリアジン環を有するアルキルア
ンモニウム塩化合物、ラウリルピリジニウムクロライ
ド、ステアリルアミドメチルピリジニウムクロライドな
どを例示することができる。Examples of the cationic compound used in the present invention include low molecular compounds such as alkylammonium salt type and pyridinium salt type; and generally dicyandiamide type, polyamine type, polycation type (eg poly-4-vinylpyridine hydrochloride). Salts, tertiary amine polymers, quaternary ammonium salt type polymers, 4
Examples thereof include polymer compounds called "copolymers of primary ammonium salt polymers and other vinyl polymers". More specifically, first, as the above-mentioned low molecular weight compound, trimethyl octadecyl ammonium chloride, trimethyl hexadecyl ammonium chloride,
Trimethyllaurylammonium chloride, dimethyllaurylammonium chloride, laurylmethylammonium chloride, lauryldimethylbenzylammonium chloride, alkylbenzyldimethylammonium chloride, stearylbenzyldimethylammonium chloride, alkyltrimethylammonium chloride, 2,3-epoxypropyltrimethylammonium chloride, 3- Chloro-2-hydroxypropyltrimethylammonium chloride, JP-A-52-15
Examples thereof include alkylammonium salt compounds having a triazine ring, laurylpyridinium chloride, stearylamidomethylpyridinium chloride and the like as disclosed in JP-A No. 5285 and JP-A No. 52-155286.
【０００８】また上述の高分子化合物の例としては、ジ
シアンジアミドのホルマリン縮合物、ポリアルキレンポ
リアミン、ポリアルキレンポリアミンとグアニジン誘導
体との縮合物、ポリエチレンイミン類、ポリアミドポリ
アミン類、ポリアミノアルキルアクリレート類、ポリア
ミノアルキルメタクリレート類、ポリアミノアルキルオ
キシアルキルアクリレート類、ポリアミノアルキルオキ
シアルキルメタクリレート類、ポリアミノアルキルアク
リルアミド類、ポリアミノアルキルメタクリルアミド
類、ポリアミノアルキルオキシアルキルアクリルアミド
類、ポリアミノアルキルオキシアルキルメタクリルアミ
ド類、ポリ−４−ビニルピリジン塩酸塩、特開昭５４−
６４１８６号公報に開示されているようなポリアクリロ
ニトリルポリマーなどの第３級アミンポリマー、特公昭
４３−２４３号公報に開示されているようなジメチルア
ミン−エピクロルヒドリン縮重合物、特開昭５７−１１
２４８０号公報に開示されているような２−メタクリル
オキシプロピルトリメチルアンモニウム塩ポリマー、特
開昭５５−７６１７７号公報に開示されているようなジ
メチルジアリルアンモニウムクロライド系ポリマー、特
開昭５１−１１２９８７号公報に開示されているような
ポリエピクロルヒドリン−トリメチルアミン反応物、特
開昭５７−２１００８３号公報に開示されているような
１−ビニルイミダゾールの４級化物重合体、特開昭６０
−９９７９号公報及び特開昭６０−９９８０号公報に記
載されているようなポリアルキレンポリアミン類のエポ
キシ化合物による４級化物のポリマー、特開昭５７−４
７３０９号公報記載のアクリルアミド及びこれと共重合
可能なカチオン性単量体の共重合物、特開昭６３−２３
４００７号公報記載の４級アンモニウム塩基を有するカ
チオン性重合体、特開昭６３−２８４２２５号公報記載
のアミノアルキルアクリルアミド系ポリマーの４級塩な
どの４級アンモニウム塩タイプのポリマー、特開昭５６
−１２８３８２号公報に開示されている次式［Ｉ］のモ
ノマー単位からなるポリマー（式中、Ｒ1 及びＲ2 は、
互いに独立して、水素、アルキル基又はアリール基を表
わし、Ｘはハロゲンを表わす。）、Examples of the above-mentioned polymer compounds include formalin condensates of dicyandiamide, polyalkylene polyamines, condensates of polyalkylene polyamines and guanidine derivatives, polyethyleneimines, polyamide polyamines, polyaminoalkyl acrylates, polyaminoalkyls. Methacrylates, polyaminoalkyloxyalkyl acrylates, polyaminoalkyloxyalkyl methacrylates, polyaminoalkylacrylamides, polyaminoalkylmethacrylamides, polyaminoalkyloxyalkylacrylamides, polyaminoalkyloxyalkylmethacrylamides, poly-4-vinylpyridine hydrochloride Salt, JP-A-54-
Tertiary amine polymers such as polyacrylonitrile polymers as disclosed in Japanese Patent No. 64186, dimethylamine-epichlorohydrin polycondensation polymers as disclosed in Japanese Patent Publication No. 43-243, JP-A-57-11
2-methacryloxypropyltrimethylammonium salt polymer as disclosed in Japanese Patent No. 2480, dimethyldiallylammonium chloride-based polymer as disclosed in Japanese Patent Laid-Open No. 55-76177, and Japanese Patent Laid-Open No. 51-112987. Polyepichlorohydrin-trimethylamine reaction product as disclosed in JP-A-57-210083, a quaternized polymer of 1-vinylimidazole as disclosed in JP-A-57-210083, JP-A-60.
No. 9979 and Japanese Patent Application Laid-Open No. 60-9980, polymers of quaternized products of epoxy compounds of polyalkylene polyamines, Japanese Patent Application Laid-Open No. 57-4.
Copolymers of acrylamide and cationic monomers copolymerizable therewith described in JP-A-7309, JP-A-63-23
A cationic polymer having a quaternary ammonium salt group described in JP-A-4007, a quaternary ammonium salt type polymer such as a quaternary salt of an aminoalkylacrylamide polymer described in JP-A-63-284225, and JP-A-56.
-128382 discloses a polymer comprising a monomer unit of the following formula [I] (wherein R 1 and R 2 are
Independently of each other, hydrogen, an alkyl group or an aryl group is represented, and X is halogen. ),
【０００９】[0009]
【化１】 [Chemical 1]
【００１０】次式［II］のモノマー単位からなるポリマ
ー（式中、Ｒ1 及びＲ2 は、互いに独立して、水素、ア
ルキル基又はアリール基を表わし、Ｘはハロゲンを表わ
す。）（商品名：シャロールＤＣシリーズ、第一工業製
薬社製）、A polymer comprising monomer units of the following formula [II] (wherein R 1 and R 2 independently of each other represent hydrogen, an alkyl group or an aryl group, and X represents halogen). : Charol DC series, manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.,
【００１１】[0011]
【化２】 [Chemical 2]
【００１２】並びに、これらの４級アンモニウム塩ポリ
マーと他のビニル系ポリマーからなる共重合物などを例
示することができる。In addition, copolymers composed of these quaternary ammonium salt polymers and other vinyl polymers can be exemplified.
【００１３】比較的高分子量（大略５万以上）のカチオ
ン性化合物を使用すれば、一種のバインダー効果が発揮
されるので、種々の堅牢度向上に役立つものとなる。こ
のようなバインダー効果を発揮するカチオン性化合物と
しては、上記高分子化合物の他、アクリル酸エステル系
エマルジョン（例えば、大日本インキ化学工業社製のボ
ンコート［商標］ＳＦＣシリーズ、カネボーＮＳＣ社製
のヨドゾール［商標］ＡＦシリーズ、住友化学工業社製
のＣＧＣシリーズ）、特開昭６２−１８７７０２号公報
開示のカチオン性エマルジョン、特開昭６２−１３１０
０３号公報開示のカチオン性共重合体、特開昭６２−２
０１９１４号公報開示のカチオン性ポリマー、特開昭６
２−２６３２１１号公報開示のカチオン性ラテックス等
を例示することができる。When a cationic compound having a relatively high molecular weight (approximately 50,000 or more) is used, a kind of binder effect is exerted, which is useful for improving various fastnesses. Examples of the cationic compound exhibiting such a binder effect include acrylic acid ester emulsions (for example, Boncoat [trademark] SFC series manufactured by Dainippon Ink and Chemicals, iodosol manufactured by Kanebo NSC Co., Ltd.) in addition to the above-mentioned polymer compounds. [Trademark] AF series, CGC series manufactured by Sumitomo Chemical Co., Ltd., cationic emulsion disclosed in JP-A-62-187702, JP-A-62-1310
No. 03, the cationic copolymer disclosed in JP-A-62-2
Cationic polymer disclosed in Japanese Patent No.
Examples thereof include the cationic latex disclosed in JP-A-2-263211.
【００１４】上記のようなカチオン性化合物を繊維製品
類に対して物理的および／または化学的に担持させてカ
チオン的に処理することにより、後述の抗菌剤がこの化
合物との間にある種のイオンコンプレックスを形成した
り、両者の間に諸般の分子間相互作用が働いたりするこ
とによって、抗菌剤が従来よりもはるかに多量に、而も
強固に担持される。また、カチオン性化合物の多くは、
細菌類や真菌類に対して抗菌作用を発揮する窒素カチオ
ンを分子中に有する。繊維製品類に担持させるカチオン
性化合物としてこのような窒素カチオン性化合物を用い
れば、その抗菌作用と抗菌剤の効果とが相まって、より
強い抗菌効果を発揮し得るものとなり、好適である。The above-mentioned cationic compound is physically and / or chemically supported on the textiles and treated cationically, so that the antibacterial agent to be described later may be mixed with this compound. By forming an ion complex and various intermolecular interactions between them, the antibacterial agent is supported in a much larger amount and more firmly than ever before. Most of the cationic compounds are
It has a nitrogen cation in its molecule that exerts an antibacterial action against bacteria and fungi. It is preferable to use such a nitrogen cationic compound as a cationic compound to be supported on the textile products, because the antibacterial action and the effect of the antibacterial agent are combined to exert a stronger antibacterial effect.
【００１５】また更に、カチオン的処理において繊維製
品類に担持させるカチオン性化合物として、例えば４級
アンモニウム塩系の溶出型抗菌剤や、有機シリコーン４
級アンモニウム塩系の固定型抗菌剤のような、カチオン
性の抗菌剤を用いれば、抗菌作用をより一層強いものと
できるのでより好適である。Further, as the cationic compound to be carried on the textile products in the cationic treatment, for example, a quaternary ammonium salt-based elution-type antibacterial agent or organic silicone 4
It is more preferable to use a cationic antibacterial agent such as a fixed ammonium salt-based fixed antibacterial agent because the antibacterial effect can be further enhanced.
【００１６】上記４級アンモニウム塩系溶出型抗菌剤の
例としては、塩化ベンザルコニウム、ポリオキシエチレ
ントリメチルアンモニウムクロライド、塩化ベンゼトニ
ウム、塩化セチルピリジニウム、ステアリルジメチルベ
ンジルアンモニウムクロライド、ｐ−イソオクチルフェ
ノキシエトキシエチルジメチルベンジルアンモニウムク
ロライド、ジステアリルジメチルアンモニウムクロライ
ド、（３，４−ジクロルベンジル）ドデシルジメチルア
ンモニウムクロライド、ジイソブチルクレゾキシエトキ
シエチルベンジルアンモニウム塩、アルキルジメチルエ
チルアンモニウム塩、アルキルキノリニウム塩、アルキ
ルアミドプロピルジメチルベンジルアンモニウム塩等が
挙げられる。Examples of the above quaternary ammonium salt type elution type antibacterial agents include benzalkonium chloride, polyoxyethylene trimethyl ammonium chloride, benzethonium chloride, cetylpyridinium chloride, stearyl dimethylbenzyl ammonium chloride, p-isooctylphenoxyethoxyethyl. Dimethylbenzylammonium chloride, distearyldimethylammonium chloride, (3,4-dichlorobenzyl) dodecyldimethylammonium chloride, diisobutylcrezoxyethoxyethylbenzylammonium salt, alkyldimethylethylammonium salt, alkylquinolinium salt, alkylamidopropyl Examples thereof include dimethylbenzyl ammonium salt.
【００１７】上記有機シリコーン４級アンモニウム塩系
固定型抗菌剤としては、炭素数８乃至２２の長鎖アルキ
ル基を有するＮ−トリメトキシシリルプロピル−Ｎ−ア
ルキル−Ｎ，Ｎ−ジメチルアンモニウムクロライド、３
−（トリメトキシシリルプロピル）ジデシルメチルアン
モニウムクロライド等が挙げられる。これらのカチオン
性化合物は、単独で用いることもでき、２種以上を併用
することもできる。The organic silicone quaternary ammonium salt-based fixed type antibacterial agent is N-trimethoxysilylpropyl-N-alkyl-N, N-dimethylammonium chloride having a long-chain alkyl group having 8 to 22 carbon atoms, 3
Examples thereof include- (trimethoxysilylpropyl) didecylmethylammonium chloride. These cationic compounds may be used alone or in combination of two or more.
【００１８】本発明では、繊維製品類が施されるイオン
的処理のうちでも、上記のような相乗的な抗菌効果を奏
するカチオン化処理が特に好ましい。しかしながら、繊
維製品類に担持される抗菌剤自体がカチオン性を示す場
合などにおいては、繊維製品類はアニオン性化合物によ
りアニオン的に処理されていてもよい。In the present invention, among the ionic treatments for textile products, the cationization treatment which exerts the above synergistic antibacterial effect is particularly preferable. However, in the case where the antibacterial agent itself carried on the textiles exhibits a cationic property, the textiles may be anionically treated with an anionic compound.
【００１９】本発明で用いられるアニオン性化合物とし
ては、アルキル硫酸エステル塩、アルキルベンゼンスル
ホン酸塩、アルキルナフタレンスルホン酸塩、アルキル
スルホコハク酸塩、アルキルジフェニルエーテルジスル
ホン酸塩、アルキルりん酸塩、ポリオキシエチレンアル
キル硫酸エステル、ポリオキシエチレンアルキルアリル
硫酸エステル塩、ポリオキシエチレンアルキルエーテル
硫酸塩、ポリオキシエチレンアルキルフェニルエーテル
硫酸塩、ポリオキシエチレンポリスチリルフェニルエー
テル硫酸エステル、ポリオキシエチレンアルキルりん酸
エステル等のアニオン性界面活性剤；並びにポリアクリ
ル酸、ポリメタクリル酸、及び、ポリ−α−ヒドロキシ
アクリル酸、並びにこれらと他のビニル系ポリマーとの
共重合物、エチレン／無水マレイン酸コポリマー、ブチ
レン／無水マレイン酸コポリマー、ビニルエーテル／無
水マレイン酸コポリマー、アニオン変性ポリビニルアル
コール、アラビアゴム、カルボキシメチルセルロース、
ヒドロキシエチルセルロース、ヒドロキシプロピルセル
ロース、デンプン誘導体等のアニオン性高分子化合物等
を例示することができる。The anionic compound used in the present invention includes alkyl sulfate ester salts, alkylbenzene sulfonates, alkylnaphthalene sulfonates, alkylsulfosuccinates, alkyl diphenyl ether disulfonates, alkyl phosphates, polyoxyethylene alkyls. Anionic properties such as sulfuric acid ester, polyoxyethylene alkyl allyl sulfuric acid salt, polyoxyethylene alkyl ether sulfuric acid salt, polyoxyethylene alkylphenyl ether sulfuric acid salt, polyoxyethylene polystyryl phenyl ether sulfuric acid ester, polyoxyethylene alkyl phosphoric acid ester, etc. Surfactants; and polyacrylic acid, polymethacrylic acid, and poly-α-hydroxyacrylic acid, and copolymers of these with other vinyl-based polymers, ethylene / Maleic anhydride copolymer, butylene / maleic anhydride copolymers, vinyl ether / maleic anhydride copolymer, anion-modified polyvinyl alcohol, gum arabic, carboxymethylcellulose,
Examples thereof include anionic polymer compounds such as hydroxyethyl cellulose, hydroxypropyl cellulose and starch derivatives.
【００２０】アニオン性化合物についても、比較的高分
子量（大略５万以上）のものを使用すれば、一種のバイ
ンダー効果が発揮されて種々の堅牢度向上に役立つもの
となるので好適である。上記のようなアニオン性化合物
は、単独で用いることもでき、２種以上を併用すること
もできる。上記のようなアニオン性化合物を繊維製品類
に対して物理的および／または化学的に担持させてアニ
オン的に処理することにより、前述のカチオン化処理を
行なった場合と同様にして、後述の抗菌剤が従来よりも
はるかに多量にしかも強固に担持される。Also for the anionic compound, it is preferable to use a compound having a relatively high molecular weight (approximately 50,000 or more) because a kind of binder effect is exhibited and various fastnesses are improved. The above-mentioned anionic compounds may be used alone or in combination of two or more kinds. The anionic compound as described above is physically and / or chemically supported on a textile product and treated anionically to give an antibacterial agent to be described later in the same manner as in the case where the above-mentioned cationization treatment is carried out. The agent is supported in a much larger amount and more firmly than before.
【００２１】イオン的処理において繊維製品類に担持さ
れるカチオン性化合物やアニオン性化合物の好適な量
は、繊維製品類に対して０．０１乃至２０重量％（より
好ましくは０．１乃至５重量％）程度である。上記のよ
うにイオン的に処理された繊維製品類に抗菌剤を担持さ
せる方法としては特に限定されないが、例えば抗菌剤を
含有する水溶液や水系分散液に繊維製品類を浸漬し、液
中の抗菌剤を繊維製品類に吸尽させたり、そのような水
溶液や水系分散液を用いて繊維製品類にパディングを施
したり、そのような水溶液や水系分散液を繊維製品類に
対して霧状に吹き付けたり、抗菌剤を含有する捺染ペー
ストを繊維製品類に捺染したりすることにより、抗菌剤
を繊維製品類に担持させることができる。本発明におけ
る抗菌剤としては、一般に毒性が極めて強いとされるも
のを除いてほとんどのものを使用することができる。The suitable amount of the cationic compound or anionic compound supported on the textiles in the ionic treatment is 0.01 to 20% by weight (more preferably 0.1 to 5% by weight) based on the textiles. %). The method for supporting the antibacterial agent on the fiber products ionically treated as described above is not particularly limited, but for example, the textile product is immersed in an aqueous solution or an aqueous dispersion containing the antibacterial agent, and the antibacterial agent in the liquid is immersed. The textile product is exhausted, the textile product is padded with such an aqueous solution or aqueous dispersion, and such aqueous solution or aqueous dispersion is sprayed onto the textile product in a mist form. Alternatively, the textile product can be loaded with the antibacterial agent by printing the textile paste with a printing paste containing the antibacterial agent. As the antibacterial agent in the present invention, most of the antibacterial agents can be used except those which are generally considered to be extremely toxic.
【００２２】使用し得る抗菌剤を例示するならば、４級
アンモニウム塩系抗菌剤及び有機シリコーン４級アンモ
ニウム塩系抗菌剤；ウンデシル酸、ウンデシレン酸、ウ
ンデシレン酸亜鉛等の脂肪酸及びその金属塩；クロルヘ
キシジン、クロルヘキシジン塩酸塩、クロルヘキシジン
酢酸塩、クロルヘキシジングルコネート、ポリヘキサメ
チレンビグアニジン塩酸塩等のビグアニド誘導体；硫化
銅、亜硫化銅、亜酸化銅、酸化亜鉛等の金属化合物；金
属イオン交換ゼオライト、金属イオン交換フタロシアニ
ン、金属イオン担持水溶性ガラス等の金属イオン担持系
抗菌剤；ｐ−クロル−ｍ−クレゾール、２，４，６−ト
リクロルフェノール、４−ブロム−２，５−ジクロルフ
ェノール等のハロゲン化フェノール類；テトラメチルチ
ウラムジスルフィド、トリフェナルサジンジチオカーバ
メート等のジチオカーバメート系化合物；トリフェナル
サジンクロライド、クロルフェナルサジン等のフェナル
サジン系化合物；２−メトキシカルボニルアミノベンズ
イミダゾール、２−（４−チアゾリル）ベンズイミダゾ
ール、ベンズイミダゾールカルバミン酸メチル等のベン
ズイミダゾール系化合物；４−クロルフェニル−３−ヨ
ードプロパルギルホルマール、１−ブロム−３−エトキ
シカルボニルオキシ−１，２−ジヨード−１−プロペ
ン、２，３，３−トリヨードアリルアルコール、ジヨー
ドメチル−ｐ−トリルスルホン等のヨード系抗菌剤；
Ｎ，Ｎ−ジメチル−Ｎ’−（フルオロジクロルメチルチ
オ）−Ｎ’−フェニルスルファミド、Ｎ−（トリクロル
メチルチオ）−４−シクロヘキセン−１，２−ジカルボ
キシイミド、Ｎ−（フルオロジクロルメチルチオ）フタ
ルイミド等の窒素イオウハロゲン系化合物；トリブチル
スズメタクリレート等の有機スズポリマー；２−ｎ−オ
クチル−４−イソチアゾリン−３−オン、５−クロロ−
２−メチル−４−イソチアゾリン−３−オン等のイソチ
アゾリン誘導体；10,10'−オキシビスフェノキサアルシ
ン等の有機ヒ素系抗菌剤；２，３，５，６−テトラクロ
ル−４−（メチルスルホニル）ピリジン；α−ブロムシ
ンナムアルデヒド；２−（３，５−ジメチルピラゾリ
ル）−４−ヒドロキシ−６−フェニルピリミジン；キト
サン；２−ヒドロキシフェニル−２’，４’−ジクロロ
ベンジルエーテル；ウンデシレン酸モノエタノールアミ
ド；アルキルポリアミノエチルグリシン；４−イソプロ
ピル−３−メチルフェノール；臭化アルキルイソキノリ
ニウム；２−ブロム−２−ニトロ−１，３−プロパンジ
オール；１，２−ジブロモ−２，４−ジシアノブタン；
ラウロイルサルコシンナトリウム；アルキレンビスフェ
ノールナトリウム塩；２−フェニルフェノール及びその
ナトリウム塩；２−ピリジンチオールオキシドナトリウ
ム；２，２’−ジオチビス（ピリジン−１−オキシ
ド）；２−チオシアノメチルチオベンズチアゾール；Ｎ
−（２−ヒドロキシプロピル）アミノメタノール；テト
ラクロロイソフタロニトリル等を挙げることができる。As examples of antibacterial agents that can be used, quaternary ammonium salt antibacterial agents and organic silicone quaternary ammonium salt antibacterial agents; fatty acids such as undecyl acid, undecylenic acid, zinc undecylenate, and metal salts thereof; chlorhexidine. , Biguanide derivatives such as chlorhexidine hydrochloride, chlorhexidine acetate, chlorhexidine gluconate, polyhexamethylene biguanidine hydrochloride; metal compounds such as copper sulfide, copper sulfite, cuprous oxide, zinc oxide; metal ion exchanged zeolite, metal ions Metal ion-supporting antibacterial agents such as exchanged phthalocyanine and metal ion-supporting water-soluble glass; halogenation of p-chloro-m-cresol, 2,4,6-trichlorophenol, 4-bromo-2,5-dichlorophenol, etc. Phenols; tetramethylthiuram disulfi , Dithiocarbamate compounds such as triphenalsadine dithiocarbamate; phenalazine compounds such as triphenalsadine chloride and chlorphenalsazine; 2-methoxycarbonylaminobenzimidazole, 2- (4-thiazolyl) benzimidazole, benzimidazolecarbamic acid Benzimidazole compounds such as methyl; 4-chlorophenyl-3-iodopropargylformal, 1-bromo-3-ethoxycarbonyloxy-1,2-diiodo-1-propene, 2,3,3-triiodoallyl alcohol, Iodo-based antibacterial agents such as diiodomethyl-p-tolylsulfone;
N, N-dimethyl-N '-(fluorodichloromethylthio) -N'-phenylsulfamide, N- (trichloromethylthio) -4-cyclohexene-1,2-dicarboximide, N- (fluorodichloromethylthio) ) Nitrogen-sulfur halogen compounds such as phthalimide; organotin polymers such as tributyltin methacrylate; 2-n-octyl-4-isothiazolin-3-one, 5-chloro-
Isothiazoline derivatives such as 2-methyl-4-isothiazolin-3-one; Organic arsenic antibacterial agents such as 10,10'-oxybisphenoxaarsine; 2,3,5,6-Tetrachloro-4- (methylsulfonyl) Pyridine; α-bromocinnamaldehyde; 2- (3,5-dimethylpyrazolyl) -4-hydroxy-6-phenylpyrimidine; chitosan; 2-hydroxyphenyl-2 ', 4'-dichlorobenzyl ether; undecylenic acid monoethanolamide Alkyl polyaminoethylglycine; 4-isopropyl-3-methylphenol; alkylisoquinolinium bromide; 2-bromo-2-nitro-1,3-propanediol; 1,2-dibromo-2,4-dicyanobutane. ;
Lauroyl sarcosine sodium; Alkylene bisphenol sodium salt; 2-Phenylphenol and its sodium salt; 2-Pyridinethiol oxide sodium; 2,2'-Diothibis (pyridine-1-oxide); 2-Thiocyanomethylthiobenzthiazole; N
-(2-hydroxypropyl) aminomethanol; tetrachloroisophthalonitrile and the like can be mentioned.
【００２３】これらの抗菌剤は単独で用いることもで
き、２種以上を併用することもできる。また必要に応
じ、これらの抗菌剤を公知のマイクロカプセル化法によ
りマイクロカプセル又は固溶体微粒子中に含有させたも
のや、合成樹脂のマトリックス中に分散させてマトリッ
クス微粒子としたものを用いることもできる。上記した
ような抗菌剤を含有する水溶液、水系分散液、捺染ペー
スト等には、抗菌剤の抗菌作用を劣化させない範囲内
で、ｐＨ調整剤、湿潤剤、保護コロイド、界面活性剤、
紫外線吸収剤、酸化防止剤、帯電防止剤、難燃剤、防腐
剤、消臭剤、忌避剤、防虫剤、樹脂架橋剤、粘度調節
剤、可塑剤、柔軟剤、香料、一般染顔料、可逆変色性材
料、紫外線発光型色素、蛍光顔料、蓄光顔料、夜光顔
料、メタリック顔料、体質顔料、金属粉、蛍光増白剤、
電解質、防抜染剤、有機溶剤、熱硬化性樹脂、乾燥調整
剤等を添加しても差し支えない。These antibacterial agents can be used alone or in combination of two or more kinds. If necessary, these antibacterial agents may be contained in microcapsules or solid solution fine particles by a known microencapsulation method, or may be dispersed in a synthetic resin matrix to form matrix fine particles. Aqueous solutions containing the above-mentioned antibacterial agents, aqueous dispersions, printing pastes, etc., within the range that does not deteriorate the antibacterial action of the antibacterial agent, pH adjusting agents, wetting agents, protective colloids, surfactants,
UV absorbers, antioxidants, antistatic agents, flame retardants, preservatives, deodorants, repellents, insect repellents, resin crosslinking agents, viscosity modifiers, plasticizers, softeners, perfumes, general dyes, reversible discoloration Materials, ultraviolet light emitting dyes, fluorescent pigments, phosphorescent pigments, luminescent pigments, metallic pigments, extender pigments, metal powder, fluorescent whitening agents,
An electrolyte, an anti-discharge printing agent, an organic solvent, a thermosetting resin, a drying adjusting agent, etc. may be added.
【００２４】繊維製品類に担持される抗菌剤の好適な量
は、繊維製品類に対して０．０１乃至５０重量％（より
好ましくは０．１乃至２５重量％）程度である。本発明
の抗菌性繊維製品類は、その繊維製品類の風合及び感触
を損なわない量のバインダーで処理されることにより、
繊維製品類に対する抗菌剤の固着がさらに強化されたも
のとなる。バインダー処理が施されるべき時期は特に限
定されない。例えば、カチオン化処理又はアニオン化処
理と同時に行なうこともでき、抗菌剤を担時させる工程
と同時に又はその工程後に行なうこともできる。また、
複数回のバインダー処理を施してもよい。A suitable amount of the antibacterial agent carried on the textiles is about 0.01 to 50% by weight (more preferably 0.1 to 25% by weight) based on the textiles. The antibacterial textile products of the present invention are treated with a binder in an amount that does not impair the texture and feel of the textile products,
The adhesion of the antibacterial agent to the textile products is further enhanced. The time when the binder treatment should be performed is not particularly limited. For example, it may be performed simultaneously with the cationization treatment or the anionization treatment, or may be performed simultaneously with the step of supporting the antibacterial agent or after the step. Also,
You may give a binder process of multiple times.
【００２５】また、バインダー処理は例えば、バインダ
ーを含む水溶液或は水系分散液に繊維製品類を浸漬した
状態で行なったり、そのような水溶液或は水系分散液を
用いて繊維製品類にパディングを施したり、そのような
水溶液或は水系分散液を繊維製品類に対して霧状に吹き
つけたり、バインダーを含む捺染ペーストを繊維製品類
に捺染したりすることにより行なうことができる。使用
し得るバインダーとしては、アクリル酸エステル樹脂、
メタクリル酸エステル樹脂、酢酸ビニル樹脂、ポリウレ
タン樹脂、ポリエステル樹脂、スチレンブタジエンラテ
ックス、ポリオレフィン樹脂、ポリアクリル酸、ポリメ
タクリル酸、或はこれらの誘導体、又はこれらと他のビ
ニル系ポリマーとの共重合物を例示することができる。
本発明においては、これらの中でアクリル酸エステル樹
脂、ポリウレタン樹脂が好ましい。The binder treatment is carried out, for example, while the textiles are immersed in an aqueous solution or an aqueous dispersion containing the binder, or the textiles are padded with such an aqueous solution or an aqueous dispersion. Alternatively, such an aqueous solution or an aqueous dispersion may be sprayed onto the textile products in a mist state, or the textile printing paste containing the binder may be printed on the textile products. As a binder that can be used, an acrylic ester resin,
Methacrylic acid ester resin, vinyl acetate resin, polyurethane resin, polyester resin, styrene butadiene latex, polyolefin resin, polyacrylic acid, polymethacrylic acid, or their derivatives, or copolymers of these with other vinyl polymers It can be illustrated.
In the present invention, of these, acrylic ester resins and polyurethane resins are preferable.
【００２６】バインダーの使用量は、繊維製品類に対し
バインダー固形分において０．０１乃至１０重量％（好
ましくは０．３乃至５重量％）程度である。本発明の繊
維製品類に用いられる繊維の例としては、木綿、麻等の
セルロース繊維、羊毛、絹等のタンパク繊維、ビスコー
スレーヨン、キュプラ等の再生繊維、アセテート、トリ
アセテート等の半合成繊維、ポリアミド、ポリエステ
ル、アクリル、ポリウレタン等の合成繊維等を挙げるこ
とができる。The binder is used in an amount of about 0.01 to 10% by weight (preferably 0.3 to 5% by weight) based on the solid content of the binder based on the textile products. Examples of fibers used in the textile products of the present invention include cotton, hemp and other cellulose fibers, wool, silk and other protein fibers, viscose rayon, cupra and other recycled fibers, acetate, triacetate and other semi-synthetic fibers, Examples thereof include synthetic fibers such as polyamide, polyester, acrylic and polyurethane.
【００２７】上記繊維を使用した本発明の繊維製品類と
しては、糸、スライバー、バラ毛、原綿、紙、織物、編
物、不織布、及びこれらの織物、編物、不織布を用いた
被服などの縫製品、ウレタンフォーム等の合成樹脂フォ
ーム等を例示することができる。縫製品の具体例として
は、Ｔシャツ、トレーナー、ジャンパー、ジーンズ、浴
衣、パジャマ、靴下、パンティーストッキング、下着
類、帽子、手袋、サポーター、包帯、靴用中敷、タオ
ル、ハンカチ、シーツ、カーテン、カーペット等を挙げ
ることができる。本発明の繊維製品類は、上記繊維を２
種以上用いた混紡糸又は交織製品であってもよい。ま
た、予め着色されたものであってもよい。Textile products of the present invention using the above fibers include yarn, sliver, loose wool, raw cotton, paper, woven fabric, knitted fabric, non-woven fabric, and sewn products such as clothing using these woven fabric, knitted fabric and non-woven fabric. Examples thereof include synthetic resin foams such as urethane foam. Specific examples of sewn products include T-shirts, trainers, jumpers, jeans, yukata, pajamas, socks, pantyhose, underwear, hats, gloves, supporters, bandages, insoles for shoes, towels, handkerchiefs, sheets, curtains, and so on. Carpet etc. can be mentioned. The textile products of the present invention include the above-mentioned fibers 2
It may be a blended yarn or a mixed woven product using at least one kind. Further, it may be colored in advance.
【００２８】[0028]
【発明の効果】本発明の抗菌性繊維製品類は、以下のよ
うな優れた効果を示す。カチオン性化合物又はアニオン
性化合物によりイオン的に処理された繊維製品類におい
て、そのカチオン性化合物又はアニオン性化合物が、抗
菌剤との間にある種のイオンコンプレックスを形成した
り、両者間に諸般の分子間相互作用が働くことによっ
て、抗菌剤が多量に、而も強固に担時されているため、
抗菌性能に優れると共に、耐久性や洗濯堅牢度及び摩擦
堅牢度等の諸堅牢度にも優れ、而も繊維本来の風合及び
感触が損なわれない。The antibacterial textile products of the present invention have the following excellent effects. In textiles ionically treated with a cationic compound or an anionic compound, the cationic compound or anionic compound forms a kind of ionic complex with the antibacterial agent, Due to the intermolecular interaction, a large amount of antibacterial agent is carried, and even more firmly,
In addition to being excellent in antibacterial performance, it is excellent in durability and various fastnesses such as fastness to washing and fastness to rubbing, and the original texture and feel of the fiber are not impaired.
【００２９】また、カチオン性化合物によりカチオン的
に処理された繊維製品類において、そのカチオン性化合
物が窒素カチオン性化合物である場合、その窒素カチオ
ン性化合物が細菌類や真菌類に対して発揮する抗菌作用
と、繊維製品類がその窒素カチオン性化合物のほかに更
に担持した抗菌剤が本来有する抗菌作用との相乗効果に
よって、より強力な抗菌効果を発揮する。更に、カチオ
ン性化合物によりカチオン的に処理された繊維製品類に
おいて、そのカチオン性化合物が４級アンモニウム塩系
の溶出型抗菌剤および／または有機シリコーン４級アン
モニウム塩系の固定型抗菌剤である場合、その抗菌作用
と、繊維製品類がそのカチオン性化合物としての抗菌剤
のほかに更に担持した抗菌剤が本来有する抗菌作用との
相乗効果によって、より一層強力な抗菌効果を発揮す
る。Further, in the textile products cationically treated with a cationic compound, when the cationic compound is a nitrogen cationic compound, the nitrogen cationic compound exerts an antibacterial effect against bacteria and fungi. A stronger antibacterial effect is exhibited by the synergistic effect of the effect and the antibacterial effect originally possessed by the antibacterial agent further supported by the textile products in addition to the nitrogen-cationic compound. Furthermore, in the case of textiles that have been cationically treated with a cationic compound, the cationic compound is a quaternary ammonium salt-based eluting antibacterial agent and / or an organic silicone quaternary ammonium salt-based fixed antibacterial agent. Further, by the synergistic effect of the antibacterial action and the antibacterial action inherent to the antibacterial agent further carried by the textile products in addition to the antibacterial agent as the cationic compound, a stronger antibacterial effect is exhibited.
【００３０】また、繊維製品類が比較的高分子量のカチ
オン性化合物又はアニオン性化合物によりイオン的に処
理されたものである場合、それらの化合物が一種のバイ
ンダー効果を発揮するので、耐久性や洗濯堅牢度及び摩
擦堅牢度等の諸堅牢度が向上する。また更に、繊維製品
類がイオン的に処理されていることにより、抗菌剤がバ
インダー等の接着成分を要せずとも繊維製品類に対し実
用的に十分に強固に固着しているため、繊維本来の風合
及び感触が損なわれない量のバインダーによって処理さ
れたものについては、その程度の少量のバインダーによ
り抗菌剤の固着が更に十分に強化されたものとなってい
る。When the textile products are ionically treated with a relatively high molecular weight cationic compound or anionic compound, those compounds exert a kind of binder effect, so that durability and washing are improved. Various fastnesses such as fastness and friction fastness are improved. Furthermore, since the fiber products are treated ionically, the antibacterial agent firmly adheres to the fiber products practically and sufficiently without the need for an adhesive component such as a binder. For those treated with an amount of the binder that does not impair the texture and feel, the adhesion of the antibacterial agent is further sufficiently strengthened with such a small amount of binder.
【００３１】[0031]
【実施例】以下に本発明の実施例を挙げて本発明をさら
に詳細に説明するが、本発明はこれらに限定されるもの
ではない。実施例１ 精練済みの綿糸３０Ｗで丸編みされた５０ｃｍ幅の綿編
物（天ジク）５０ｋｇ（３００ｍ長）を裏返し、その綿
編物がループ状に循環する２０００リットル容量の液流
染色機を用いて浴比１：３０となるように水を投入した
後、染色機を作動させ、綿編物の循環を開始させた。循
環状態において、生地重量に対し３重量％の第４級アン
モニウム塩タイプの窒素カチオン性ポリマー水溶液［固
形分約３０重量％］（窒素カチオン性ポリマーは、上記
式［II］〔式中、Ｒ1 及びＲ2 はメチル基、Ｘは塩素〕
のモノマー単位からなるポリマー〔分子量：約２万〕）
を予め１００重量倍の水で希釈したものを、染色機内に
徐々に投入した後、染色機内の溶液を徐々に昇温させて
７０℃で３０分間処理し、前記綿編物をカチオン化し
た。続いて、３分間のすすぎを２回繰り返し行い、余分
なカチオン性化合物を取り除いた。The present invention will be described in more detail with reference to examples of the present invention, but the present invention is not limited thereto. Example 1 Using a jet dyeing machine with a capacity of 2000 liters, 50 kg (300 m long) of a 50 cm wide cotton knit (tenjiku) circularly knitted with 30 W of scoured cotton yarn is turned over and the cotton knit is circulated in a loop. After adding water so that the bath ratio was 1:30, the dyeing machine was operated to start circulation of the cotton knit. In the circulating state, an aqueous solution of a quaternary ammonium salt type nitrogen cationic polymer of 3% by weight based on the weight of the dough [solid content: about 30% by weight] (the nitrogen cationic polymer is represented by the above formula [II] [in the formula, R 1 And R 2 is a methyl group and X is chlorine]
Polymer consisting of monomer units [Molecular weight: about 20,000])
What was previously diluted with 100 times by weight of water was gradually introduced into the dyeing machine, and then the solution in the dyeing machine was gradually heated and treated at 70 ° C. for 30 minutes to cationize the cotton knitted fabric. Subsequently, rinsing for 3 minutes was repeated twice to remove excess cationic compound.
【００３２】綿編物の循環を一旦停止させた後、この染
色機に、浴比１：２０となるように水を投入し、再び循
環を開始させた。次いで、金属イオン交換ゼオライト微
粉末（金属イオンは銀、銅、亜鉛）を水中に１０重量％
分散させた分散液を生地重量に対し１０重量％用意し、
これを１００重量倍の水で希釈して、染色機内に徐々に
投入した後、常温で３０分間処理した。次いで、染色機
内の混合液を徐々に昇温させて６０℃で１５分間処理し
た後、この綿編物を２分間すすぎ、染色機から取り出し
て遠心脱水機を用いて脱水した。そして、テンタリング
マシンを用いて１００乃至１２０℃でこの綿編物を乾燥
させた。After the circulation of the cotton knit was once stopped, water was added to the dyeing machine so that the bath ratio was 1:20, and the circulation was restarted. Next, metal ion-exchanged zeolite fine powder (metal ions are silver, copper, zinc) in water at 10% by weight.
Prepare 10% by weight of the dispersed liquid based on the weight of the dough,
This was diluted with 100 times by weight of water and gradually charged into the dyeing machine, and then treated at room temperature for 30 minutes. Then, the mixed solution in the dyeing machine was gradually heated and treated at 60 ° C. for 15 minutes, the cotton knitted fabric was rinsed for 2 minutes, taken out from the dyeing machine, and dehydrated using a centrifugal dehydrator. Then, this cotton knitted fabric was dried at 100 to 120 ° C. using a tentering machine.
【００３３】このようにして得られた綿編物を用いて縫
製した男性用肌着は長時間着用しても汗臭等の悪臭を発
生させないものであった。すなわち、この男性用肌着は
優れた抗菌効果を発揮するものであった。この男性用肌
着は、繰り返し洗濯しても抗菌効果を失わず、而も、そ
の風合及び感触は共に良好であった。The underwear for men sewn using the thus obtained cotton knit did not cause a bad odor such as sweat odor even when worn for a long time. That is, this male underwear exhibited an excellent antibacterial effect. This men's underwear did not lose its antibacterial effect even after repeated washing, and its texture and feel were good.
【００３４】実施例２ ポリエステル３５％・綿６５％の９０ｃｍ幅の混紡編物
（スムースニット）５０ｋｇ（１５０ｍ長）を、２００
０リットル容量のジッガー染色機に、その編物が拡布状
態で繰り返し反転往復するようにセットし、浴比１：１
５となるように水を投入した後、染色機を作動させてそ
の編物の反転往復を開始させた。続いて、ブチレン／無
水マレイン酸コポリマーの１０％水溶液を生地重量に対
して２５重量％用意し、これを５０重量倍の水で希釈し
て、徐々に染色機内に投入した後４０℃で２５分間処理
し、この編物をアニオン化した。続いて３分間のすすぎ
を２回繰り返し行い、余分なアニオン性化合物を取り除
いた。 Example 2 200 kg of 50 kg (150 m length) of a mixed knitted fabric (smooth knit) having a width of 90 cm and made of 35% polyester and 65% cotton is used.
Set the knitted fabric in a 0 liter capacity Jigger dyeing machine so that the knitted fabric repeatedly reciprocates in a spread state, and the bath ratio is 1: 1.
After the water was added so as to become 5, the dyeing machine was operated to start the reciprocating reciprocation of the knitted fabric. Subsequently, 25% by weight of a 10% aqueous solution of butylene / maleic anhydride copolymer was prepared with respect to the weight of the fabric, and this was diluted with 50 times by weight of water and gradually added into the dyeing machine, followed by 25 minutes at 40 ° C. The knitted fabric was treated and anionized. Subsequently, rinsing for 3 minutes was repeated twice to remove excess anionic compound.
【００３５】一旦反転往復を停止させ、この染色機に浴
比１：１５となるように水を投入した後、反転往復を再
開させた。次いで、塩化ベンザルコニウムの２０％水溶
液を生地重量に対し１０重量％用意し、これを５０重量
倍の水で希釈して、徐々に染色機内に投入し、染色機内
の溶液を徐々に昇温させて７０℃で２０分間処理した。
次に２分間のすすぎを１回行ない、この編物を染色機か
ら取り出して遠心脱水機にて脱水した後、タンブラー乾
燥機を用いて８０乃至１００℃で乾燥させた。このよう
にして得られた抗菌性混紡編物は優れた抗菌効果を示
し、耐洗濯性及び耐摩擦性も良好であった。而も、編物
の風合及び感触は元の生地と変わらず柔軟であった。The reciprocating reciprocating reciprocation was once stopped, water was added to the dyeing machine so that the bath ratio was 1:15, and then the reversing reciprocating reciprocating was restarted. Next, prepare a 10% by weight solution of 20% benzalkonium chloride based on the weight of the fabric, dilute it with 50 times the weight of water, and gradually add it to the dyeing machine to gradually raise the temperature of the solution in the dyeing machine. And treated at 70 ° C. for 20 minutes.
Then, the fabric was rinsed once for 2 minutes, taken out from the dyeing machine, dehydrated by a centrifugal dehydrator, and then dried at 80 to 100 ° C. using a tumbler dryer. The antibacterial blended / spun product thus obtained exhibited excellent antibacterial effect, and had good washing resistance and abrasion resistance. Moreover, the texture and feel of the knitted fabric were as soft as the original fabric.
【００３６】実施例３ ２−ヒドロキシフェニル−２’，４’−ジクロロベンジ
ルエーテル ５５重量部に対し、ポリメチレンポリフェ
ニルイソシアネート４０重量部を添加して溶解させた。
この溶液を、２％ポリビニルアルコール水溶液３００重
量部中に加え、粒径が２μｍ程度となるよう撹拌速度を
調節して乳化した。次に、水５０重量部に対してジエチ
レントリアミン５重量部が溶解した水溶液を、前記乳化
物に徐々に添加した後、この混合液を昇温させて８０℃
で約３時間撹拌を続けることにより、徐放性の抗菌剤含
有固溶体微粒子が分散した分散液約４５０部を得た。 Example 3 To 55 parts by weight of 2-hydroxyphenyl-2 ', 4'-dichlorobenzyl ether, 40 parts by weight of polymethylene polyphenyl isocyanate was added and dissolved.
This solution was added to 300 parts by weight of a 2% aqueous solution of polyvinyl alcohol and emulsified by adjusting the stirring speed so that the particle diameter was about 2 μm. Next, an aqueous solution in which 5 parts by weight of diethylenetriamine was dissolved in 50 parts by weight of water was gradually added to the emulsion, and the temperature of this mixed solution was raised to 80 ° C.
By continuing the stirring for about 3 hours, about 450 parts of a dispersion liquid in which the sustained-release antibacterial agent-containing solid solution fine particles were dispersed was obtained.
【００３７】予め淡黄色に染色された靴下（綿６０％・
アクリル４０％の混紡１００重量部）を、水２０００重
量部（浴比１：２０）、含窒素縮合物系のカチオン性ポ
リマー（商品名：サンドフィックスＷＥ：サンド社製）
２重量部、セチルジメチルベンジルアンモニウムクロラ
イド２重量部、及びエチレングリコール１０重量部から
なるカチオン性化合物の水溶液中に浸漬し、この水溶液
を徐々に昇温させて６０℃で２０分間処理した。続いて
その靴下を水でよくすすぎ、余分なカチオン性化合物を
取除き、脱水した。Socks (60% cotton
Acrylic 40% mixed spinning 100 parts by weight), water 2000 parts by weight (bath ratio 1:20), nitrogen-containing condensate-based cationic polymer (trade name: Sandfix WE: Sand Co.)
It was immersed in an aqueous solution of a cationic compound consisting of 2 parts by weight, 2 parts by weight of cetyldimethylbenzylammonium chloride, and 10 parts by weight of ethylene glycol, and this aqueous solution was gradually heated and treated at 60 ° C. for 20 minutes. The socks were then rinsed thoroughly with water to remove excess cationic compound and dehydrated.
【００３８】次に、水２０００重量部（浴比１：２
０）、及び上記にて得られた微粒子分散液２０重量部か
らなる浴に、上記のカチオン化された靴下を浸漬し、そ
の浴を徐々に昇温させて７０℃で２０分間処理した。続
いて、同浴中にポリウレタン樹脂エマルジョン（商品
名：スーパーフレックス３００ 第一工業製薬社製）１
５重量部（バインダー固形分：３０重量％）を投入し、
６０℃で１５分間処理した後、脱水、乾燥した。このよ
うにして得られた抗菌作用を有する靴下は、一日中連続
着用していてもいやな臭気を発せず、而も、継続的に着
用することによって水虫を軽減させる効果があった。ま
た、このような効果は繰り返し洗濯しても失れわれなか
った。Next, 2000 parts by weight of water (bath ratio 1: 2)
0) and 20 parts by weight of the fine particle dispersion obtained above were immersed in the cationized socks, and the bath was gradually heated to 70 ° C. for 20 minutes. Then, in the same bath, polyurethane resin emulsion (Product name: Superflex 300 manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) 1
5 parts by weight (binder solid content: 30% by weight) were added,
It was treated at 60 ° C. for 15 minutes, dehydrated and dried. The socks thus obtained having an antibacterial action did not give off an unpleasant odor even when continuously worn all day long, and had the effect of reducing athlete's foot by continuously wearing them. Moreover, such an effect was not lost even after repeated washing.
【００３９】実施例４ レーヨン１００％・太さ２デニールの糸の束５ｋｇを５
束準備し、１０００リットル容量の噴射自動綛染機に、
これらの糸束がループ状に循環するようにセットし、浴
比１：１５となるよう染色機内に水を投入した後、染色
機を作動させて糸束の循環を開始させた。続いて、糸重
量に対して５重量％の窒素カチオン性ポリマー（商品
名：サンフィックスＰＡＣ−７ 三洋化成社製）を予め
５０重量倍の水で希釈したものを、徐々に染色機内に投
入した後、常温で３０分間処理して糸束の糸をカチオン
化した。 Example 4 5 kg of a bundle of 100% rayon / thickness 2 denier yarn
Prepare a bunch and put it into an automatic spraying machine with a capacity of 1000 liters.
These yarn bundles were set so as to circulate in a loop, water was put into the dyeing machine so that the bath ratio was 1:15, and then the dyeing machine was operated to start circulation of the yarn bundle. Subsequently, 5 wt% of the nitrogen cationic polymer (trade name: Sunfix PAC-7 manufactured by Sanyo Kasei Co., Ltd.) with respect to the yarn weight, previously diluted with 50 wt times of water, was gradually put into the dyeing machine. After that, the yarn of the yarn bundle was cationized by treating at room temperature for 30 minutes.
【００４０】次いで３分間のすすぎを２回繰り返して行
なって余分な窒素カチオン性ポリマーを取り除いた後脱
水し、熱風乾燥機を用いて１００乃至１２０℃で乾燥さ
せた。その後、このようにカチオン化したレーヨン糸
を、パディング機を用いて、予め準備した水１００重量
部、ポリエステル系樹脂エマルジョン（バインダー固形
分３０重量％）４重量部、及び粒径約３μｍの銀イオン
担持溶解性ガラス６重量部からなるパッド浴中に浸漬
し、マングルで絞り率１００％となるように脱水した
後、熱風乾燥機を用いて１００乃至１２０℃で乾燥させ
た。Then, rinsing for 3 minutes was repeated twice to remove excess nitrogen cationic polymer, followed by dehydration and drying at 100 to 120 ° C. using a hot air dryer. Then, using a padding machine, 100 parts by weight of water, 4 parts by weight of a polyester resin emulsion (binder solid content: 30% by weight), and a silver ion having a particle diameter of about 3 μm were used for the cationized rayon yarn. It was immersed in a pad bath consisting of 6 parts by weight of the supported soluble glass, dehydrated with a mangle to a squeezing ratio of 100%, and then dried at 100 to 120 ° C. using a hot air dryer.
【００４１】さらに、水１００重量部、シリコーン系柔
軟剤（商品名：ソフナーＡＱ 松井色素化学工業所社
製）１重量部からなる浴に前記の乾燥したレーヨン糸を
浸漬し、４０℃で３分間処理した。次いで、マングルで
絞り率８０％となるように脱水し、熱風乾燥機を用いて
８０乃至１００℃で乾燥させた後、巻き取った。このよ
うにして得られたレーヨン糸は、優れた抗菌作用を有
し、耐洗濯性及び耐摩擦性にも優れると共に、非常に柔
軟な風合及び感触を有していた。Further, the dried rayon yarn was immersed in a bath consisting of 100 parts by weight of water and 1 part by weight of a silicone type softener (trade name: Sofner AQ, manufactured by Matsui Pigment Chemicals Co., Ltd.), and the mixture was dried at 40 ° C. for 3 minutes. Processed. Then, it was dehydrated with a mangle to a squeezing ratio of 80%, dried at 80 to 100 ° C. using a hot air dryer, and then wound. The rayon yarn thus obtained had an excellent antibacterial action, was excellent in washing resistance and abrasion resistance, and had a very soft texture and feel.
【００４２】実施例５ まず、綿Ｔシャツ（天ジク１２０重量部）を精練して糊
や不純物を取り除いた。 Example 5 First, a cotton T-shirt (120 parts by weight of cloth) was scoured to remove glue and impurities.
【００４３】次に、水２４００重量部（浴比１：２
０）、カチオン性ポリマー（商品名：Fixer Ｐ 松井色
素化学工業所社製）２重量部、及びカチオン性バインダ
ー（バインダー固形分：４０重量％；商品名：バインダ
ーＭＲＣ 松井色素化学工業所社製）３重量部からなる
浴にＴシャツを浸漬し、この浴を徐々に昇温させて７０
℃で１５分間処理してこのＴシャツをカチオン化し、そ
の後水ですすいで余分なカチオン性化合物を取り除い
た。続いて水２４００重量部（浴比１：２０）、酸化亜
鉛微粒子６重量部、光可逆変色性微粒子の５０％水系分
散液（商品名：Photopia Aqualite Ink Blue AQ-T松井
色素化学工業所社製）２０重量部、及び蛍光色顔料分散
液（商品名：GlowColor Pink MIB 松井色素化学工業
所社製）５重量部からなる浴にカチオン化した前記Ｔシ
ャツを浸漬し、この浴を徐々に昇温させて７０℃で２０
分間処理した。次いでこのＴシャツを再び水でよくすす
いだ後、脱水し、タンブラー乾燥機を用いて８０乃至１
００℃で乾燥し、さらに１３０℃で９０秒間の熱処理を
行なった。Next, 2400 parts by weight of water (bath ratio 1: 2)
0), 2 parts by weight of a cationic polymer (trade name: Fixer P manufactured by Matsui Dye Chemical Industry Co., Ltd.), and a cationic binder (binder solid content: 40% by weight; brand name: Binder MRC manufactured by Matsui Dye Chemical Industry Co., Ltd.). Dip the T-shirt in a bath consisting of 3 parts by weight and gradually raise the temperature of the bath to 70
The T-shirt was cationized by treating it at 15 ° C for 15 minutes and then rinsed with water to remove excess cationic compounds. Subsequently, 2400 parts by weight of water (bath ratio 1:20), 6 parts by weight of zinc oxide fine particles, 50% aqueous dispersion of photoreversible discoloring fine particles (trade name: Photopia Aqualite Ink Blue AQ-T, manufactured by Matsui Pigment Chemicals Co., Ltd. ) 20 parts by weight, and 5 parts by weight of a fluorescent color pigment dispersion (trade name: GlowColor Pink MIB, manufactured by Matsui Dye Chemicals Co., Ltd.) are immersed in the cationized T-shirt, and the temperature of the bath is gradually raised. 20 at 70 ℃
Processed for a minute. The T-shirt was then rinsed well with water again, dehydrated and then tumbled to 80-1.
It was dried at 00 ° C. and further heat-treated at 130 ° C. for 90 seconds.
【００４４】このようにして得られたＴシャツは、その
優れた抗菌作用により汗臭等のいやな臭気を抑え、長時
間着用されていてもさわやかな着心地を維持するもので
あった。また、このＴシャツは、光の照射の有無により
ピンク色と紫色との間で可逆的に変化する機能をも有し
ており、これらの作用及び機能は、洗濯を繰り返しても
失われることはなかった。また、このＴシャツは風合及
び感触も良好であった。The T-shirt thus obtained had an excellent antibacterial effect to suppress unpleasant odors such as sweat odor and kept refreshing comfort even when worn for a long time. This T-shirt also has the function of reversibly changing between pink and purple depending on the presence or absence of light irradiation, and these actions and functions are not lost even after repeated washing. There wasn't. In addition, this T-shirt had a good feel and feel.
【００４５】実施例６ 水８００重量部、ｐ−イソオクチルフェノキシエトキシ
エチルジメチルベンジルアンモニウムクロライド ２重
量部、及びエチレングリコール５重量部からなる混合液
に、精練済の原綿４０重量部を浸漬し、混合液を徐々に
昇温させて５０℃で３０分間処理した後、原綿を水でよ
くすすぎ、脱水した。次に、水８００重量部、酸化亜鉛
微粒子３重量部、及び２−ヒドロキシフェニル−２’，
４’−ジクロロベンジルエーテル ４重量部からなる混
合液中に上記原綿を浸漬し、この混合液を徐々に昇温さ
せて７０℃で１５分間処理した後、この原綿を水でよく
すすぎ、脱水した。 Example 6 40 parts by weight of scoured raw cotton is immersed in a mixed solution of 800 parts by weight of water, 2 parts by weight of p-isooctylphenoxyethoxyethyl dimethylbenzylammonium chloride, and 5 parts by weight of ethylene glycol, and mixed. After gradually raising the temperature of the liquid and treating it at 50 ° C. for 30 minutes, the raw cotton was thoroughly rinsed with water and dehydrated. Next, 800 parts by weight of water, 3 parts by weight of zinc oxide fine particles, and 2-hydroxyphenyl-2 ',
The above raw cotton was immersed in a mixed solution containing 4 parts by weight of 4'-dichlorobenzyl ether, the mixed solution was gradually heated and treated at 70 ° C for 15 minutes, and then the raw cotton was rinsed well with water and dehydrated. .
【００４６】続いて水８００重量部、ポリアクリル酸エ
ステル共重合樹脂（バインダー固形分：４０重量％；商
品名：バインダーＭＲＹ 松井色素化学工業所社製）４
重量部、エチレン尿素系縮合物架橋剤（商品名：フィク
サーＦ 松井色素化学工業所社製）０．３部からなる混
合液に上記原綿を浸漬し、この混合液を徐々に昇温させ
て８０℃で１５分間処理した後、原綿を水でよくすす
ぎ、脱水、乾燥した。このようにして得られた原綿を敷
布団の中綿として用いたところ、長期間日干しせずに使
用しても汗臭くなることはなく、またカビが発生するこ
ともなかった。Subsequently, 800 parts by weight of water and polyacrylic acid ester copolymer resin (binder solid content: 40% by weight; trade name: binder MRY, manufactured by Matsui Dye Chemical Industry Co., Ltd.) 4
The raw cotton is dipped in a mixed solution of 0.3 part by weight of an ethylene urea-based condensate cross-linking agent (trade name: Fixer F, manufactured by Matsui Pigment Chemicals Co., Ltd.), and the temperature of the mixed solution is gradually raised to 80 After treating at 15 ° C. for 15 minutes, the raw cotton was rinsed well with water, dehydrated and dried. When the raw cotton thus obtained was used as the batting of the mattress, it did not give a sweaty odor even if it was used without being sun-dried for a long period of time, and no mold was generated.
【００４７】実施例７ 実施例６において原綿を不織布４０重量部に代える以外
は実施例６と同様に処理することにより、抗菌作用を有
する不織布を得た。上記不織布を果物、野菜類の個別包
装紙として使用したところ、腐敗を抑制して長期間保存
することができた。 Example 7 A non-woven fabric having an antibacterial action was obtained by the same treatment as in Example 6 except that the raw cotton was replaced by 40 parts by weight of the non-woven fabric. When the above non-woven fabric was used as an individual wrapping paper for fruits and vegetables, it was possible to suppress spoilage and store it for a long time.
【００４８】比較例１ カチオン化処理を行なわないこと以外はすべて実施例１
と同様に処理したところ、得られた綿編物はほとんど抗
菌作用を示さず、商品価値のないものであった。 Comparative Example 1 Example 1 was repeated except that no cationization treatment was carried out.
When treated in the same manner as described above, the obtained cotton knit had almost no antibacterial action and was of no commercial value.
【００４９】比較例２ アニオン化処理を行なわないこと以外はすべて実施例２
と同様に処理したところ、得られた混紡編物は、処理直
後は若干の抗菌作用を示すが、１回の洗濯でその効果が
全く失われてしまい、商品価値のないものであった。 Comparative Example 2 Example 2 was repeated except that no anionization treatment was carried out.
When treated in the same manner as described above, the obtained mixed-spun knitted fabric exhibited a slight antibacterial action immediately after the treatment, but the effect was completely lost by one washing, and it had no commercial value.
【００５０】比較例３ カチオン化処理を行なわないこと以外はすべて実施例４
と同様にして処理したところ、得られたレーヨン糸はほ
とんど抗菌作用を示さず、また、洗濯堅牢度及び摩擦堅
牢度も劣っていた。 Comparative Example 3 Example 4 was repeated except that no cationization treatment was carried out.
When treated in the same manner as above, the obtained rayon yarn showed almost no antibacterial action, and was poor in washing fastness and rubbing fastness.
【００５１】＜抗菌性評価試験＞試験菌体 黄色ブドウ球菌（Staphylococcus aureus)洗濯方法 ＪＩＳ ＬＯ２１７ １０３法に準じた。試験結果 実施例１、実施例５及び比較例１でそれぞれ得られ
た繊維製品類について、繊維製品衛生加工協議会のシェ
ークフラスコ法に準拠して評価試験を行なった結果を表
１に示す。<Antibacterial Evaluation Test> Test microbial cells Staphylococcus aureus washing method According to JIS LO217 103 method. Test Results Table 1 shows the results of an evaluation test conducted on the textile products obtained in Example 1, Example 5 and Comparative Example 1 in accordance with the shake flask method of the Textile Products Sanitation Council.
【００５２】[0052]
【表１】 [Table 1]
【００５３】また、実施例６及び実施例７で得られた原
綿及び不織布についてもシェークフラスコ法にて減菌率
を求めたところ、それぞれ９９．８％及び９８．１と優
れた抗菌効果を示した。 実施例２乃至４並びに比較例２及び比較例３で得ら
れた繊維製品類について菌数測定法にて評価試験を行な
った結果を表２に示す。The sterilization rates of the raw cotton and the non-woven fabrics obtained in Examples 6 and 7 were also determined by the shake flask method to show 99.8% and 98.1, respectively, showing excellent antibacterial effects. It was Table 2 shows the results of evaluation tests conducted on the textile products obtained in Examples 2 to 4 and Comparative Examples 2 and 3 by the bacterial count method.
【００５４】[0054]
【表２】 [Table 2]
【００５５】 無加工試料の接種直後生菌数：４．３×１０5 （個） 無加工試料の１８時間培養後生菌数：２．７×１０8
（個） 上記表１及び表２に示される通り、実施例１乃至７の繊
維製品類は優れた抗菌作用を示し、繰り返し洗濯しても
効果がほとんど低下しなかった。一方比較例１のもの
は、実施例１と比較して抗菌効果がほとんどなく、商品
価値のないものであった。また比較例２のものは、洗濯
前においては弱い抗菌作用を示すものの、１回の洗濯で
ほとんどその効果が失われてしまった。比較例３のもの
は、実施例４と比べて抗菌作用が非常に弱く、洗濯堅牢
度も劣っていた。Immediately after inoculation of the unprocessed sample, the number of viable cells: 4.3 × 10 5 (pieces) After culturing the unprocessed sample for 18 hours, the number of viable cells: 2.7 × 10 8
(Pieces) As shown in Tables 1 and 2 above, the textile products of Examples 1 to 7 exhibited excellent antibacterial action, and the effect was hardly reduced even after repeated washing. On the other hand, Comparative Example 1 had almost no antibacterial effect as compared with Example 1 and had no commercial value. Further, the product of Comparative Example 2 exhibited a weak antibacterial action before washing, but the effect was almost lost by one washing. In Comparative Example 3, the antibacterial action was very weak and the washing fastness was inferior as compared with Example 4.
Claims (13)
が担持されてなる抗菌性繊維製品類。1. An antibacterial fiber product obtained by supporting an antibacterial agent on an ionically treated fiber product.
された繊維製品類に抗菌剤が担持されてなる抗菌性繊維
製品類。2. An antibacterial fiber product obtained by supporting an antibacterial agent on a fiber product cationically treated with a cationic compound.
である請求項２記載の抗菌性繊維製品類。3. The antibacterial textile product according to claim 2, wherein the cationic compound is a nitrogen cationic compound.
ニウム塩系化合物、ピリジニウム塩系化合物、ジシアン
ジアミド系化合物、ポリアミン系化合物及びポリカチオ
ン系化合物からなる群から選ばれた１種又は２種以上の
化合物である請求項３記載の抗菌性繊維製品類。4. The nitrogen cationic compound is one or more compounds selected from the group consisting of alkylammonium salt compounds, pyridinium salt compounds, dicyandiamide compounds, polyamine compounds and polycation compounds. The antibacterial textile product according to claim 3.
の溶出型抗菌剤および／または有機シリコーン４級アン
モニウム塩系の固定型抗菌剤である請求項２記載の抗菌
性繊維製品類。5. The antibacterial fiber product according to claim 2, wherein the cationic compound is a quaternary ammonium salt-based elution type antibacterial agent and / or an organic silicone quaternary ammonium salt-based fixed antibacterial agent.
量の、比較的高分子量のカチオン性化合物で処理される
ことにより、繊維製品類に対する抗菌剤の固着が強化さ
れた請求項２、請求項３、請求項４又は請求項５記載の
抗菌性繊維製品類。6. An antibacterial agent adhered to a textile product is strengthened by treating the textile product with an amount of a relatively high molecular weight cationic compound that does not impair the texture and feel of the textile product. The antibacterial textile product according to claim 3, claim 4 or claim 5.
して０．０１乃至２０重量％であると共に、カチオン性
化合物の分子量がほぼ５万以上である請求項６記載の抗
菌性繊維製品類。7. The antibacterial fiber product according to claim 6, wherein the amount of the cationic compound is 0.01 to 20% by weight based on the fiber product and the molecular weight of the cationic compound is about 50,000 or more. Kind.
された繊維製品類に抗菌剤が担持されてなる抗菌性繊維
製品類。8. An antibacterial fiber product obtained by supporting an antibacterial agent on a fiber product anionically treated with an anionic compound.
剤および／またはアニオン性高分子化合物である請求項
８記載の抗菌性繊維製品類。9. The antibacterial textile product according to claim 8, wherein the anionic compound is an anionic surfactant and / or an anionic polymer compound.
い量の、比較的高分子量のアニオン性化合物で処理され
ることにより、繊維製品類に対する抗菌剤の固着が強化
された請求項８又は請求項９記載の抗菌性繊維製品類。10. The adhesion of the antibacterial agent to the textiles is enhanced by treating the textiles with an amount of anionic compound having a relatively high molecular weight that does not impair the texture and feel of the textiles. Or the antibacterial textile product according to claim 9.
対して０．０１乃至２０重量％であると共に、アニオン
性化合物の分子量がほぼ５万以上である請求項１０記載
の抗菌性繊維製品類。11. The antibacterial textile product according to claim 10, wherein the amount of the anionic compound is 0.01 to 20% by weight with respect to the textile products and the molecular weight of the anionic compound is about 50,000 or more. Kind.
い量のバインダーで処理されることにより、繊維製品類
に対する抗菌剤の固着が強化された請求項１、請求項
２、請求項３、請求項４、請求項５、請求項６、請求項
７、請求項８、請求項９、請求項１０又は請求項１１記
載の抗菌性繊維製品類。12. The adhesion of the antibacterial agent to the textiles is enhanced by treating the textiles with an amount of a binder that does not impair the feel and feel of the textiles. The antibacterial fiber products according to claim 4, claim 5, claim 6, claim 7, claim 8, claim 9, claim 10, or claim 11.
対して０．０１乃至１０重量％である請求項１２記載の
抗菌性繊維製品類。13. The antibacterial fiber product according to claim 12, wherein the solid content of the binder is 0.01 to 10% by weight based on the fiber product.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7995094A JPH07268780A (en) | 1994-03-24 | 1994-03-24 | Antimicrobial fiber products |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7995094A JPH07268780A (en) | 1994-03-24 | 1994-03-24 | Antimicrobial fiber products |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH07268780A true JPH07268780A (en) | 1995-10-17 |
Family
ID=13704594
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7995094A Pending JPH07268780A (en) | 1994-03-24 | 1994-03-24 | Antimicrobial fiber products |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH07268780A (en) |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH09273073A (en) * | 1996-04-01 | 1997-10-21 | Toyobo Co Ltd | Method for processing textile products having bioresistance |
| JPH10245777A (en) * | 1997-02-25 | 1998-09-14 | Barnhardt Mfg Co | Open and wet-processed intermediate natural fiber product having long-term antibacterial properties and suitable for use in final products, and method for producing the same |
| JP2002038373A (en) * | 2000-07-26 | 2002-02-06 | Daiwa Kagaku Kogyo Kk | Antibacterial fiber |
| JP2002069848A (en) * | 2000-09-04 | 2002-03-08 | Gunze Ltd | Fiber treatment agent, fiber treatment method and fiber product |
| JP2005299072A (en) * | 2004-04-08 | 2005-10-27 | Rohm & Haas Co | Fiber substrates with antibacterial finishes and their production and use |
| JP2007524010A (en) * | 2004-02-25 | 2007-08-23 | スプリーム・エラスティック・コーポレーション | Antimicrobial composite yarns, composite fabrics and methods for providing articles made therefrom |
| JP2007277759A (en) * | 2006-04-06 | 2007-10-25 | Sakai Ovex Co Ltd | Anti-microbial fiber structure and method for producing the same |
| JP2010139964A (en) * | 2008-12-15 | 2010-06-24 | Topcon Corp | Optical component |
| US7790217B2 (en) * | 2005-08-22 | 2010-09-07 | Quick-Med Technologies, Inc. | Method of attaching an antimicrobial cationic polyelectrolyte to the surface of a substrate |
| JP2015190086A (en) * | 2014-03-28 | 2015-11-02 | ユニチカトレーディング株式会社 | Antimicrobial woven fabric |
| CN115418851A (en) * | 2022-08-26 | 2022-12-02 | 叶家龙 | A kind of preparation method of graphene antibacterial composite fabric |
| CN116427048A (en) * | 2023-05-25 | 2023-07-14 | 福州大学 | A kind of preparation method of modified starch/polyethylene composite antibacterial fiber |
| CN117180852A (en) * | 2023-11-06 | 2023-12-08 | 岚山环保科技（上海）有限公司 | Multifunctional air filter screen based on activated carbon and preparation method thereof |
-
1994
- 1994-03-24 JP JP7995094A patent/JPH07268780A/en active Pending
Cited By (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH09273073A (en) * | 1996-04-01 | 1997-10-21 | Toyobo Co Ltd | Method for processing textile products having bioresistance |
| JPH10245777A (en) * | 1997-02-25 | 1998-09-14 | Barnhardt Mfg Co | Open and wet-processed intermediate natural fiber product having long-term antibacterial properties and suitable for use in final products, and method for producing the same |
| JP2002038373A (en) * | 2000-07-26 | 2002-02-06 | Daiwa Kagaku Kogyo Kk | Antibacterial fiber |
| JP2002069848A (en) * | 2000-09-04 | 2002-03-08 | Gunze Ltd | Fiber treatment agent, fiber treatment method and fiber product |
| JP2007524010A (en) * | 2004-02-25 | 2007-08-23 | スプリーム・エラスティック・コーポレーション | Antimicrobial composite yarns, composite fabrics and methods for providing articles made therefrom |
| US7939686B2 (en) | 2004-02-25 | 2011-05-10 | Supreme Corporation | Method for providing antimicrobial composite yarns, composite fabrics and articles made therefrom |
| JP2005299072A (en) * | 2004-04-08 | 2005-10-27 | Rohm & Haas Co | Fiber substrates with antibacterial finishes and their production and use |
| US7790217B2 (en) * | 2005-08-22 | 2010-09-07 | Quick-Med Technologies, Inc. | Method of attaching an antimicrobial cationic polyelectrolyte to the surface of a substrate |
| US8092854B2 (en) | 2005-08-22 | 2012-01-10 | Quick-Med Technologies, Inc. | Method of attaching an antimicrobial cationic polyelectrolyte to the surface of a substrate |
| JP2007277759A (en) * | 2006-04-06 | 2007-10-25 | Sakai Ovex Co Ltd | Anti-microbial fiber structure and method for producing the same |
| JP2010139964A (en) * | 2008-12-15 | 2010-06-24 | Topcon Corp | Optical component |
| JP2015190086A (en) * | 2014-03-28 | 2015-11-02 | ユニチカトレーディング株式会社 | Antimicrobial woven fabric |
| CN115418851A (en) * | 2022-08-26 | 2022-12-02 | 叶家龙 | A kind of preparation method of graphene antibacterial composite fabric |
| CN116427048A (en) * | 2023-05-25 | 2023-07-14 | 福州大学 | A kind of preparation method of modified starch/polyethylene composite antibacterial fiber |
| CN117180852A (en) * | 2023-11-06 | 2023-12-08 | 岚山环保科技（上海）有限公司 | Multifunctional air filter screen based on activated carbon and preparation method thereof |
| CN117180852B (en) * | 2023-11-06 | 2024-01-26 | 岚山环保科技（上海）有限公司 | Multifunctional air filter screen based on activated carbon and preparation method thereof |
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