EP0155232B1 - Procédé de teinture de matières textiles cellulosiques - Google Patents
Procédé de teinture de matières textiles cellulosiques Download PDFInfo
- Publication number
- EP0155232B1 EP0155232B1 EP85810091A EP85810091A EP0155232B1 EP 0155232 B1 EP0155232 B1 EP 0155232B1 EP 85810091 A EP85810091 A EP 85810091A EP 85810091 A EP85810091 A EP 85810091A EP 0155232 B1 EP0155232 B1 EP 0155232B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- process according
- dyes
- adduct
- graft polymer
- acrylamide
- 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.)
- Expired
Links
- 238000000034 method Methods 0.000 title claims description 45
- 238000004043 dyeing Methods 0.000 title claims description 22
- 239000004753 textile Substances 0.000 title claims description 15
- 239000000463 material Substances 0.000 title claims description 14
- 239000000975 dye Substances 0.000 claims description 55
- 229920000578 graft copolymer Polymers 0.000 claims description 38
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 36
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 28
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 239000000080 wetting agent Substances 0.000 claims description 16
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 15
- 229920002678 cellulose Polymers 0.000 claims description 14
- 239000001913 cellulose Substances 0.000 claims description 14
- 229920000642 polymer Polymers 0.000 claims description 12
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 11
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 11
- 238000005507 spraying Methods 0.000 claims description 10
- 239000000985 reactive dye Substances 0.000 claims description 9
- 239000003513 alkali Substances 0.000 claims description 6
- 239000000982 direct dye Substances 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 125000002947 alkylene group Chemical group 0.000 claims description 5
- 150000002191 fatty alcohols Chemical class 0.000 claims description 5
- 238000005470 impregnation Methods 0.000 claims description 5
- 238000010025 steaming Methods 0.000 claims description 4
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 3
- 150000008052 alkyl sulfonates Chemical class 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 claims description 3
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 2
- 239000000194 fatty acid Substances 0.000 claims description 2
- 229930195729 fatty acid Natural products 0.000 claims description 2
- 150000004665 fatty acids Chemical class 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 239000000243 solution Substances 0.000 description 36
- 239000004744 fabric Substances 0.000 description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 20
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- 239000000203 mixture Substances 0.000 description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 11
- 230000033228 biological regulation Effects 0.000 description 11
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical group [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 11
- 235000019394 potassium persulphate Nutrition 0.000 description 11
- 229920000742 Cotton Polymers 0.000 description 10
- 244000299507 Gossypium hirsutum Species 0.000 description 10
- 238000003756 stirring Methods 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 6
- 238000010521 absorption reaction Methods 0.000 description 6
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 6
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 5
- VXIVSQZSERGHQP-UHFFFAOYSA-N chloroacetamide Chemical compound NC(=O)CCl VXIVSQZSERGHQP-UHFFFAOYSA-N 0.000 description 5
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 4
- PXIPVTKHYLBLMZ-UHFFFAOYSA-N Sodium azide Chemical compound [Na+].[N-]=[N+]=[N-] PXIPVTKHYLBLMZ-UHFFFAOYSA-N 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- 238000009413 insulation Methods 0.000 description 4
- -1 maleic acid ester Chemical class 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- 235000019353 potassium silicate Nutrition 0.000 description 4
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 4
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 3
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 238000010411 cooking Methods 0.000 description 3
- 239000003599 detergent Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 3
- 239000004952 Polyamide Substances 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- HNRMPXKDFBEGFZ-UHFFFAOYSA-N ethyl trimethyl methane Natural products CCC(C)(C)C HNRMPXKDFBEGFZ-UHFFFAOYSA-N 0.000 description 2
- 238000010559 graft polymerization reaction Methods 0.000 description 2
- 238000009998 heat setting Methods 0.000 description 2
- 235000012054 meals Nutrition 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- 229920002401 polyacrylamide Polymers 0.000 description 2
- 229920002239 polyacrylonitrile Polymers 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- XXQBEVHPUKOQEO-UHFFFAOYSA-N potassium superoxide Chemical compound [K+].[K+].[O-][O-] XXQBEVHPUKOQEO-UHFFFAOYSA-N 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- 239000001488 sodium phosphate Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 150000003871 sulfonates Chemical class 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 239000002759 woven fabric Substances 0.000 description 2
- SOSQXPIKTBUEKF-UHFFFAOYSA-N 1,4-dihexoxy-1,4-dioxobutane-2-sulfonic acid Chemical class CCCCCCOC(=O)CC(S(O)(=O)=O)C(=O)OCCCCCC SOSQXPIKTBUEKF-UHFFFAOYSA-N 0.000 description 1
- OXLXSOPFNVKUMU-UHFFFAOYSA-N 1,4-dioctoxy-1,4-dioxobutane-2-sulfonic acid Chemical class CCCCCCCCOC(=O)CC(S(O)(=O)=O)C(=O)OCCCCCCCC OXLXSOPFNVKUMU-UHFFFAOYSA-N 0.000 description 1
- LDMOEFOXLIZJOW-UHFFFAOYSA-N 1-dodecanesulfonic acid Chemical class CCCCCCCCCCCCS(O)(=O)=O LDMOEFOXLIZJOW-UHFFFAOYSA-N 0.000 description 1
- TXNSZCSYBXHETP-UHFFFAOYSA-N 2-chloro-n-(hydroxymethyl)acetamide Chemical compound OCNC(=O)CCl TXNSZCSYBXHETP-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-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
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- 240000008886 Ceratonia siliqua Species 0.000 description 1
- 235000013912 Ceratonia siliqua Nutrition 0.000 description 1
- 240000000491 Corchorus aestuans Species 0.000 description 1
- 235000011777 Corchorus aestuans Nutrition 0.000 description 1
- 235000010862 Corchorus capsularis Nutrition 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- 239000004386 Erythritol Substances 0.000 description 1
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Natural products OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- 239000004280 Sodium formate Substances 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- OUUQCZGPVNCOIJ-UHFFFAOYSA-M Superoxide Chemical compound [O-][O] OUUQCZGPVNCOIJ-UHFFFAOYSA-M 0.000 description 1
- SAQSTQBVENFSKT-UHFFFAOYSA-M TCA-sodium Chemical compound [Na+].[O-]C(=O)C(Cl)(Cl)Cl SAQSTQBVENFSKT-UHFFFAOYSA-M 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 1
- 229910000397 disodium phosphate Inorganic materials 0.000 description 1
- 235000019800 disodium phosphate Nutrition 0.000 description 1
- 239000000986 disperse dye Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- YRIUSKIDOIARQF-UHFFFAOYSA-N dodecyl benzenesulfonate Chemical class CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 YRIUSKIDOIARQF-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 1
- 235000019414 erythritol Nutrition 0.000 description 1
- 229940009714 erythritol Drugs 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 239000000834 fixative Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- VIKNJXKGJWUCNN-XGXHKTLJSA-N norethisterone Chemical compound O=C1CC[C@@H]2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1 VIKNJXKGJWUCNN-XGXHKTLJSA-N 0.000 description 1
- IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachlorophenol Chemical class OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 description 1
- TWBKZBJAVASNII-UHFFFAOYSA-N pentadecane-1-sulfonic acid Chemical class CCCCCCCCCCCCCCCS(O)(=O)=O TWBKZBJAVASNII-UHFFFAOYSA-N 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 description 1
- 235000019254 sodium formate Nutrition 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- LIBWRRJGKWQFSD-UHFFFAOYSA-M sodium;2-nitrobenzenesulfonate Chemical compound [Na+].[O-][N+](=O)C1=CC=CC=C1S([O-])(=O)=O LIBWRRJGKWQFSD-UHFFFAOYSA-M 0.000 description 1
- PLQISZLZPSPBDP-UHFFFAOYSA-M sodium;pentadecane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCCCCCS([O-])(=O)=O PLQISZLZPSPBDP-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000000271 synthetic detergent Substances 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 description 1
- 235000019801 trisodium phosphate Nutrition 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/60—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
- D06P1/613—Polyethers without nitrogen
- D06P1/6131—Addition products of hydroxyl groups-containing compounds with oxiranes
- D06P1/6133—Addition products of hydroxyl groups-containing compounds with oxiranes from araliphatic or aliphatic alcohols
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
- D06P1/5207—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- D06P1/525—Polymers of unsaturated carboxylic acids or functional derivatives thereof
- D06P1/5257—(Meth)acrylic acid
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/916—Natural fiber dyeing
- Y10S8/918—Cellulose textile
Definitions
- the present invention relates to a process for the block-free dyeing of textile materials which consist entirely or partially of cellulose fibers with substantive dyes or preferably with reactive dyes.
- the present invention relates to a process for dyeing cellulose-containing textile material with substantive dyes or reactive dyes by block-free impregnation of the textile material with an aqueous dye liquor and fixation of the dyes by exposure to heat or by the cold dwell method, the dye liquor dyes and optionally other auxiliaries, such as, for. B. contains wetting agents or fixing alkalis, characterized in that the dye liquor contains a graft polymer which is obtainable from an adduct of an alkylene oxide with an at least trihydric aliphatic alcohol having 3 to 10 carbon atoms and acrylamide or methacrylamide.
- the dye liquor can also contain mixtures of the polymers mentioned.
- graft polymers which can be obtained by graft polymerization of methacrylamide or, in particular, acrylamide onto an adduct of 4 to 100 mol, preferably 40 to 80 mol, of propylene oxide with 3 to 6 carbon atoms having trivalent to hexavalent alkanols.
- alkanols can be straight-chain or branched. Examples include glycerol, trimethylolethane, trimethylolpropane, erythritol, pentaerythritol, mannitol or sorbitol.
- graft polymers are those which are prepared by grafting methacrylamide or acrylamide onto addition products of mixtures of ethylene oxide and propylene oxide or else of ethylene oxide alone with the polyhydric alcohols mentioned.
- Graft polymers of acrylamide and addition products of 40 to 80 moles of propylene oxide with 1 mole of glycerol have proven to be particularly suitable.
- the graft polymers used according to the invention advantageously contain 2.5 to 50% by weight of the defined adduct as the parent chain and 50 to 97.5% by weight of grafted methacrylamide or preferably acrylamide as the side chains.
- the graft polymers preferably have 2.5 to 30% by weight of the alkylene oxide adduct as defined and 70 to 97.5% by weight of grafted methacrylamide or, in particular, acrylamide.
- the amide content is more preferably 80 to 97.5% by weight, based on the graft polymer.
- these products are those which are / included as a trunk chain 4 to 10 wt 0 o of the adduct of 40 to 80 mol propylene oxide onto 1 mol of glycerol and 90 to 96 wt .-% of acrylamide are particularly preferred.
- the graft polymers used according to the invention are prepared by methods known per se, expediently in such a way that (1) an adduct of an alkylene oxide with an at least trihydric aliphatic alcohol of 3 to 10 carbon atoms with (2) acrylamide or methacrylamide and in the presence of Catalysts, advantageously polymerized at a temperature of 40 to 100 ° C.
- Free radical-forming organic or preferably inorganic initiators are expediently used as catalysts.
- Suitable organic initiators for carrying out the radical polymerization are, for. B. symmetrical peroxidicarbonates, butyl peroctoates, butyl perbenzoates, peracetates or peroxidicarbamates.
- Suitable inorganic initiators are hydrogen superoxide, perborates, persulfates or peroxidisulfates.
- the preferred initiator or activator is potassium peroxydisulfate.
- These catalysts can be used in amounts of 0.05 to 5 percent by weight, advantageously 0.05 to 2 percent by weight and preferably 0.1 to 1 percent by weight, based on the starting products.
- the graft polymerization is advantageously carried out in an inert atmosphere, e.g. B. in a nitrogen atmosphere carried out.
- the graft polymers are obtained as a very viscous mass.
- gel-like products with a dry content of e.g. B. 0.5 to 20 wt .-%, preferably 2 to 20 wt .-%.
- preservatives such as. B. chloroacetamide, N-hydroxymethylchloroacetamide, pentachlorophenolates, alkali metal nitrites, triethanolamine or preferably hydroquinone monomethyl ether or antibacterial agents, such as. B. sodium azide or surface-active quaternary ammonium compounds, which have one or two fatty alkyl radicals, are added. Mixtures of these preservatives and germicidal compounds can also advantageously be used.
- the particularly preferred 2 to 5% solutions of the graft polymers obtained have a viscosity of 3,000 to 150,000, preferably 15,000 to 120,000 and in particular 40,000 to 80,000 mPas (milli Pascals Second).
- the polyalkylene oxide adducts used to prepare the graft polymers generally have a molecular weight of 400 to 6000, preferably 3000 to 4500.
- the amount in which the acrylic acid amide polymers are used alone or as a mixture in the dyeing liquors can vary within wide limits. Quantities of 0.1 to 20 g, preferably 0.5 to 10 g and in particular 1 to 5 g in the form of 2 to 10 O -form aqueous solutions per liter of dye liquor have proven to be advantageous.
- the dyes used in the process according to the invention are the substantive dyes usually used for dyeing cellulose textile materials or, above all, reactive dyes.
- the usual direct dyes are suitable as noun dyes, for example the "Direct Dyes” mentioned in Color Index, 3rd edition (1971) Volume 2 on pages 2005-2478.
- Reactive dyes are understood to be the usual dyes which form a chemical bond with the cellulose, e.g. B. the "Reactive Dyes” listed in Color Index, in Volume 3 (3rd edition, 1971) on pages 3391-3560 and in Volume 6 (revised 3rd edition, 1975) on pages 6268-6345.
- the amount of the dyes generally depends on the desired color strength and is advantageously 0.1 to 80 g per liter of liquor, preferably 2 to 50 g / l of liquor.
- the preparations When using reactive dyes, the preparations usually contain fixing alkalis.
- Alkaline compounds for fixing the reactive dyes are, for example, sodium carbonate, sodium bicarbonate, sodium hydroxide, disodium phosphate, trisodium phosphate, borax, aqueous ammonia or alkali donors, such as, for. B. sodium trichloroacetate used.
- a mixture of water glass and a 30% aqueous sodium hydroxide solution has proven itself very well as an alkali.
- the pH of the dye liquors containing alkali is usually 7.5 to 13.2, preferably 8.5 to 11.5.
- the dyeing liquors are expediently prepared by dissolving the dye and by adding the acrylamide polymer and alkali.
- the dyeing liquors may contain other conventional additives, e.g. B. electrolytes such. B. sodium chloride or sodium sulfate and also sequestering agents, reducing agents, such as. B. nitrobenzenesulfonic acid sodium salt also urea, glycerol and / or sodium formate.
- thickeners such as. B. alginates, cellulose derivatives, starch ether or core meal ether such as locust bean meal ether may be contained therein.
- alkali-resistant wetting agents for.
- the sulfonates mentioned as wetting agents are generally present as alkali metal salts, but especially as sodium salts or ammonium salts.
- the amounts used in which the wetting agents are added to the dye liquor are advantageously between 1 to 20 g, preferably 2 to 10 g, per liter of liquor.
- An advantageous embodiment of the invention consists in impregnating the cellulose material with a dyeing liquor which contains the graft polymer according to the definition in combination with a wetting agent which consists of (A) an alkyl sulfonate whose alkyl radical has 8 to 20 carbon atoms and (B) an adduct from 2 to 40 moles of ethylene oxide to 1 mole of fatty alcohol or fatty acid each having 8 to 22 carbon atoms or to 1 mole of alkylphenol with a total of 4 to 12 carbon atoms in the alkyl part.
- Components (A) and (B) are generally present in a weight ratio of 5: 1 to 1: 1, preferably 5: 1 to 2: 1 and in particular 4: 1 to 3: 1.
- Preferred ethylene oxide adducts (B) are those obtained by adding 2 to 10 moles of ethylene oxide to 1 mole of fatty alcohol having 8 to 12 carbon atoms.
- the process according to the invention is suitable for dyeing textiles which consist of or contain cellulose.
- cellulose material comes from regenerated or in particular natural cellulose, such as. B. celling wool, viscose silk, hemp, linen, jute or preferably cotton, and fiber mixtures z.
- B. those made of polyamide / cotton or in particular polyester / cotton the polyester content can be pre-dyed, dispersed or simultaneously with disperse dyes. With fiber blends, too Acid or dispersion dyes are sprayed.
- the textile is applicable in any form, such as. B. yarns, skeins, woven fabrics, knitted fabrics, felts, preferably in the form of textile fabrics, such as woven fabrics, knitted fabrics or carpets, which consist entirely or partially of native, regenerated or modified cellulose. Both raw and pretreated goods can be used.
- Raw cotton e.g. B. used in cable or hose form.
- the cellulose-containing textile material can be impregnated by application or, preferably, by spraying the dye liquor.
- the fiber material is advantageously sprayed on at room temperature through a nozzle with a fine distribution, the flow rate being set such that a liquor absorption of 20 to 150% and particularly 80 to 150% can be achieved.
- the textile material is subjected to a heat treatment process in order to fix the applied dyes.
- the dyes are preferably fixed by the cold residence method.
- the heat setting step can be carried out by a steaming process, a heat retention process, a thermal insulation process or by a microwave treatment.
- the textile materials impregnated with the dye liquor for fixing the dyes are subjected to a treatment in a steamer with possibly superheated steam, expediently at a temperature of 98 to 210 ° C., advantageously 100 to 180 ° C. and preferably 102 to 120 ° C.
- the impregnated goods are left in the moist state, e.g. B. 5 to 120 minutes, advantageously at temperatures of 85 to 102 ° C.
- the wetted goods can be preheated to 85 to 102 ° C by infrared treatment.
- the residence temperature is preferably 95 to 100 ° C.
- the fixation of the dyes by the so-called thermal insulation process can be done after or without intermediate drying z. B. at a temperature of 100 to 210 ° C.
- the thermal insulation is preferably carried out at a temperature of 120 to 210 ° C., preferably 140 to 180 ° C. and after intermediate drying at 80 to 120 ° C. of the impregnated goods.
- the thermal insulation can take 20 seconds to 5 minutes, preferably 30 to 60 seconds.
- the heat setting of the dyes can be carried out using microwaves. After impregnation with the dye liquor, the goods are expediently rolled up and treated in a chamber by means of microwaves.
- the microwave treatment can take 2 to 120 minutes. Preferably 2 to 15 minutes will suffice.
- Microwaves are electromagnetic waves (radio waves) in the frequency range from 300 to 100,000 MHz, preferably 1000 to 30,000 MHz.
- the dyes are expediently fixed in accordance with the cold dwell process by storing the impregnated and preferably paneled or rolled goods at room temperature (15 to 30 ° C.), for. B. for 3 to 24 hours, the cold residence time is known to depend on the dye. If necessary, it can also be stored at a slightly elevated temperature (30 to 80 ° C).
- the dyed cellulose material can be washed out in the usual way to remove unfixed dye.
- the substrate is treated, for example, at from 40 ° C. to cooking temperature in a solution which contains soap or synthetic detergent. Treatment with a fixative can then be carried out to improve wet fastness.
- level and vivid colorations are obtained which are characterized by a calm product appearance. Furthermore, the fastness to use of the colored goods, such as. B. Light fastness, fastness to rubbing and wet fastness are not adversely affected by the use of the defined acrylic acid amide polymer.
- the increasingly viscous solution is kept at 50 ° C. for a further 5 hours, with portions being diluted with an additional 400 g of water.
- 1.7 g of hydroquinone monomethyl ether are added, the mixture is cooled to room temperature with stirring and 1794 g of a free-flowing gel with a polymer content of 4.3% are obtained. Measured at 25 ° C, this gel has a viscosity of 64202 mPas.
- a solution of 0.45 g of chloroacetamide and 0.45 g of hydroquinone monomethyl ether in 177 g of water is then added to the viscous solution, and 446 g of a gel with a graft polymer content of 4.2%. Measured at 25 ° C, this gel has a viscosity of 96750 mPas.
- Instructions 5 If the addition product specified in instruction 4 is replaced by a further addition product of 53 mol of propylene oxide and 1 mol of trimethylpropane, 446 g of a gel with a graft polymer content of 4.2% are obtained. This gel, measured at 25 ° C, has a viscosity of 19500 mPas.
- Instructions 7 A mixture of 15.1 g of acrylamide, 6.5 of an adduct of 70 moles of propylene oxide with 1 mole of glycerol and 0.025 g of potassium peroxydisulfate in 200 g of water is heated to 50 ° C. while stirring and passing over nitrogen, and the mixture is heated for 3 hours Temperature maintained. The increasingly viscous solution is then heated to 55 ° C. for 5 hours. A solution of 0.4 g of chloroacetamide and 0.4 g of hodroquinone monomethyl ether in 291 g of water is added to the gel, and 512 g of a gel with a polymer content of 4.2% are obtained. Measured at 25 ° C, this gel has a viscosity of 16300 mPas.
- Instructions 8 A mixture of 13 g of acrylamide, 8.7 g of an adduct of 70 moles of propylene oxide with 1 mole of glycerol and 0.015 g of potassium peroxydisulfate in 150 g of water is heated to 50 ° C. with stirring and passing over nitrogen and at this temperature for 4 hours held. The increasingly viscous solution is then heated to 65 ° C. for 2 hours and to 60 ° C. for a further 3 hours. A solution of 0.4 g of chloroacetamide and 0.4 g of hydroquinone monomethyl ether in 347 g of water is added to the gel, and 519 g of a gel with a polymer content of 4.2% is obtained. Measured at 25 ° C, this gel has a viscosity of 15582 mPas.
- the knitted fabric is then placed in a container, sealed airtight and stored at 25 ° C. for 6 hours.
- the knitted fabric is then rinsed and washed for 20 minutes at cooking temperature with a nonionic detergent (0.5 g / l of the addition product of 9 mol of ethylene oxide with 1 mol of nonylphenol) in a liquor ratio of 1:40.
- the substrate is then rinsed again and dried. A level and strong blue coloration is obtained, which is well colored, is characterized by a very calm product appearance and shows no edge marking.
- Spraying takes place with a nozzle.
- the plush fabric is then stored in an airtight manner at 25 ° C for 16 hours. It is rinsed at 50 ° C and dried.
- the dye solution is applied where it is needed, thus avoiding a complete penetration of the entire tissue.
- Spraying can be carried out directly after dyeing the polyacrylonitrile fiber without intermediate drying (wet-on-wet).
- a cotton plush fabric with a polyester base 80:20 (basis weight 280 g / m 2 ) is made with a liquor containing 30 g of the dye of the formula in liters
- the knitted fabric contains, sprayed through a nozzle, the flow rate being set so that a liquor absorption of 60% is achieved.
- the knitted fabric is then dried on a drying unit at 120 ° C. and then thermosolated at 210 ° C. for 60 seconds.
- the plush knitted fabric is then placed in a container, sealed airtight and left for 6 hours Stored at 25 ° C.
- the knitted fabric is then rinsed and washed for 20 minutes at boiling temperature with a nonionic detergent (0.5 g / l of the addition product of 9 mol of ethylene oxide with 1 mol of nonylphenol) in a liquor ratio of 1:40.
- a nonionic detergent 0.5 g / l of the addition product of 9 mol of ethylene oxide with 1 mol of nonylphenol
- a uniformly colored, deeply colored, level red coloration is obtained on both sides. Similar effects are obtained if, instead of the graft polymer prepared according to regulation 2, the same amount of the graft polymers prepared according to regulations 1 and 4 are used.
- 75 ml of soda water glass contains 26.3.27.7% of silicate, padding on the foulard, so that a liquor absorption of 110% results.
- the mixed fabric is then placed in a container and sealed airtight and stored at 25 ° C. for 6 hours.
- the knitted fabric is then rinsed and washed for 20 minutes at cooking temperature with nonionic detergent (0.5 g / l of the addition product of 9 mol of ethylene oxide with 1 mol of nonylphenol) in a liquor ratio of 1:40. It is then rinsed and dried again. A strong, level, evenly colored, level red color is obtained on both sides.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Coloring (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Claims (17)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1148/84 | 1984-03-08 | ||
| CH114884 | 1984-03-08 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0155232A1 EP0155232A1 (fr) | 1985-09-18 |
| EP0155232B1 true EP0155232B1 (fr) | 1988-06-08 |
Family
ID=4203605
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP85810091A Expired EP0155232B1 (fr) | 1984-03-08 | 1985-03-04 | Procédé de teinture de matières textiles cellulosiques |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4612016A (fr) |
| EP (1) | EP0155232B1 (fr) |
| JP (1) | JPS60209082A (fr) |
| KR (1) | KR850006566A (fr) |
| CA (1) | CA1241804A (fr) |
| DE (1) | DE3563228D1 (fr) |
| ZA (1) | ZA851716B (fr) |
Families Citing this family (37)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0295205A1 (fr) * | 1987-06-05 | 1988-12-14 | Ciba-Geigy Ag | Procédé de teinture ou apprêt par foulardage avec fixation à la continue de matières textiles |
| CA1318054C (fr) * | 1988-10-03 | 1993-05-18 | Hans-Ulrich Berendt | Polymeres greffes solubles ou dispersables dans l'eau, preparation et utilisation de ces polymeres |
| US7931699B2 (en) * | 2002-12-27 | 2011-04-26 | Hbi Branded Apparel Enterprises, Llc | Compositions for spray dyeing cellulosic fabrics |
| US7931700B2 (en) * | 2002-12-27 | 2011-04-26 | Hbi Branded Apparel Enterprises, Llc | Composition for dyeing of cellulosic fabric |
| CN100365194C (zh) * | 2003-01-13 | 2008-01-30 | 美利肯公司 | 化学剂在织物图案染色中的选择性应用 |
| US7014665B2 (en) * | 2003-01-13 | 2006-03-21 | Milliken & Company | Selective application of chemical agents in the pattern dyeing of textiles |
| US8814953B1 (en) | 2003-06-23 | 2014-08-26 | Hbi Branded Apparel Enterprises, Llc | System and method for spray dyeing fabrics |
| US7799097B2 (en) * | 2003-06-23 | 2010-09-21 | Hbi Branded Apparel Enterprises, Llc | Processes for spray dyeing fabrics |
| US7404473B2 (en) | 2003-09-09 | 2008-07-29 | Wabtec Holding Corp. | Automatic parking brake for a rail vehicle |
| US7703698B2 (en) | 2006-09-08 | 2010-04-27 | Kimberly-Clark Worldwide, Inc. | Ultrasonic liquid treatment chamber and continuous flow mixing system |
| US7810743B2 (en) * | 2006-01-23 | 2010-10-12 | Kimberly-Clark Worldwide, Inc. | Ultrasonic liquid delivery device |
| US8034286B2 (en) | 2006-09-08 | 2011-10-11 | Kimberly-Clark Worldwide, Inc. | Ultrasonic treatment system for separating compounds from aqueous effluent |
| US20080063806A1 (en) * | 2006-09-08 | 2008-03-13 | Kimberly-Clark Worldwide, Inc. | Processes for curing a polymeric coating composition using microwave irradiation |
| US9283188B2 (en) * | 2006-09-08 | 2016-03-15 | Kimberly-Clark Worldwide, Inc. | Delivery systems for delivering functional compounds to substrates and processes of using the same |
| US7674300B2 (en) * | 2006-12-28 | 2010-03-09 | Kimberly-Clark Worldwide, Inc. | Process for dyeing a textile web |
| US7740666B2 (en) * | 2006-12-28 | 2010-06-22 | Kimberly-Clark Worldwide, Inc. | Process for dyeing a textile web |
| US20080155762A1 (en) * | 2006-12-28 | 2008-07-03 | Kimberly-Clark Worldwide, Inc. | Process for dyeing a textile web |
| US7568251B2 (en) | 2006-12-28 | 2009-08-04 | Kimberly-Clark Worldwide, Inc. | Process for dyeing a textile web |
| US20080156428A1 (en) * | 2006-12-28 | 2008-07-03 | Kimberly-Clark Worldwide, Inc. | Process For Bonding Substrates With Improved Microwave Absorbing Compositions |
| US20080156427A1 (en) * | 2006-12-28 | 2008-07-03 | Kimberly-Clark Worldwide, Inc. | Process For Bonding Substrates With Improved Microwave Absorbing Compositions |
| US8182552B2 (en) * | 2006-12-28 | 2012-05-22 | Kimberly-Clark Worldwide, Inc. | Process for dyeing a textile web |
| US7998322B2 (en) * | 2007-07-12 | 2011-08-16 | Kimberly-Clark Worldwide, Inc. | Ultrasonic treatment chamber having electrode properties |
| US7947184B2 (en) * | 2007-07-12 | 2011-05-24 | Kimberly-Clark Worldwide, Inc. | Treatment chamber for separating compounds from aqueous effluent |
| WO2009055128A2 (fr) * | 2007-08-17 | 2009-04-30 | Massachusetts Institute Of Technology | Compositions pour la défense chimique et biologique, et procédés associés |
| US20090147905A1 (en) * | 2007-12-05 | 2009-06-11 | Kimberly-Clark Worldwide, Inc. | Ultrasonic treatment chamber for initiating thermonuclear fusion |
| US8454889B2 (en) | 2007-12-21 | 2013-06-04 | Kimberly-Clark Worldwide, Inc. | Gas treatment system |
| US8858892B2 (en) | 2007-12-21 | 2014-10-14 | Kimberly-Clark Worldwide, Inc. | Liquid treatment system |
| US8632613B2 (en) * | 2007-12-27 | 2014-01-21 | Kimberly-Clark Worldwide, Inc. | Process for applying one or more treatment agents to a textile web |
| US20090166177A1 (en) | 2007-12-28 | 2009-07-02 | Kimberly-Clark Worldwide, Inc. | Ultrasonic treatment chamber for preparing emulsions |
| US8206024B2 (en) | 2007-12-28 | 2012-06-26 | Kimberly-Clark Worldwide, Inc. | Ultrasonic treatment chamber for particle dispersion into formulations |
| US8215822B2 (en) | 2007-12-28 | 2012-07-10 | Kimberly-Clark Worldwide, Inc. | Ultrasonic treatment chamber for preparing antimicrobial formulations |
| US8057573B2 (en) | 2007-12-28 | 2011-11-15 | Kimberly-Clark Worldwide, Inc. | Ultrasonic treatment chamber for increasing the shelf life of formulations |
| US9421504B2 (en) | 2007-12-28 | 2016-08-23 | Kimberly-Clark Worldwide, Inc. | Ultrasonic treatment chamber for preparing emulsions |
| US8163388B2 (en) * | 2008-12-15 | 2012-04-24 | Kimberly-Clark Worldwide, Inc. | Compositions comprising metal-modified silica nanoparticles |
| US8685178B2 (en) * | 2008-12-15 | 2014-04-01 | Kimberly-Clark Worldwide, Inc. | Methods of preparing metal-modified silica nanoparticles |
| DE202010007668U1 (de) * | 2010-06-07 | 2010-11-11 | Oschatz, Christian, Dipl.-Ing. | Autositzbezugsstoff aus regenerierbaren Naturfaserstoffen |
| CN115012234B (zh) * | 2022-07-18 | 2023-08-04 | 苏州联胜化学有限公司 | 一种用于回用水活性染色的抗絮凝匀染剂及其制备方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH5206A (de) * | 1892-04-12 | 1892-10-31 | Blickensderfer George Canfield | Schreibmaschine |
| DK412776A (da) * | 1975-09-18 | 1977-03-19 | Cassella Farbwerke Mainkur Ag | Koldtvandsoploselige statiske copolymerisater, deres fremstilling og anvendelse |
| US4397650A (en) * | 1978-09-19 | 1983-08-09 | United Merchants & Manufacturers, Inc. | Textile dyeing process |
| DE2918607A1 (de) * | 1979-05-09 | 1980-11-13 | Hoechst Ag | Verfahren zum klotzfaerben von bahnfoermigen textilien aus cellulosefasern |
| DE2932124A1 (de) * | 1979-08-08 | 1981-02-26 | Hoechst Ag | Verfahren und vorrichtung zum auftragen von praeparationen auf warenbahnen |
| DE3202548A1 (de) * | 1982-01-27 | 1983-08-04 | Bayer Ag, 5090 Leverkusen | Faerbeverfahren unter verwendung salzhaltiger schaeume |
| DE3364940D1 (en) * | 1982-07-06 | 1986-09-04 | Ciba Geigy Ag | Water-soluble or dispersible graft polymers, their production and use |
| US4494956A (en) * | 1982-12-14 | 1985-01-22 | Ciba-Geigy Corporation | Process for pad dyeing cellulosic textile materials |
-
1985
- 1985-02-27 US US06/706,226 patent/US4612016A/en not_active Expired - Fee Related
- 1985-03-04 DE DE8585810091T patent/DE3563228D1/de not_active Expired
- 1985-03-04 EP EP85810091A patent/EP0155232B1/fr not_active Expired
- 1985-03-06 CA CA000475823A patent/CA1241804A/fr not_active Expired
- 1985-03-07 KR KR1019850001470A patent/KR850006566A/ko not_active Ceased
- 1985-03-07 ZA ZA851716A patent/ZA851716B/xx unknown
- 1985-03-08 JP JP60046330A patent/JPS60209082A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| EP0155232A1 (fr) | 1985-09-18 |
| US4612016A (en) | 1986-09-16 |
| KR850006566A (ko) | 1985-10-14 |
| CA1241804A (fr) | 1988-09-13 |
| ZA851716B (en) | 1985-10-30 |
| DE3563228D1 (en) | 1988-07-14 |
| JPS60209082A (ja) | 1985-10-21 |
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