CA2409504A1 - Water- and oil-repellent composition - Google Patents

Water- and oil-repellent composition Download PDF

Info

Publication number: CA2409504A1
Authority: CA; Canada
Prior art keywords: fluorine; composition; fluorochemical; polyol; dicarboxylic acid
Prior art date: 2000-06-12
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.): Abandoned

Application number

CA002409504A

Other languages

English (en)

French (fr)

Inventor

Chetan P. Jariwala

Thomas P. Klun

Jeffrey G. Linert

Richard M. Stern

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

3M Innovative Properties Co

Original Assignee

Individual

Priority date (The priority date 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 date listed.)

2000-06-12

Filing date

2000-10-25

Publication date

2001-12-20

2000-10-25 Application filed by Individual filed Critical Individual

2001-12-20 Publication of CA2409504A1 publication Critical patent/CA2409504A1/en

Status Abandoned legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 353
239000005871 repellent Substances 0.000 title claims abstract description 31
229910052731 fluorine Inorganic materials 0.000 claims abstract description 91
239000011737 fluorine Substances 0.000 claims abstract description 91
YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims abstract description 90
229920005862 polyol Polymers 0.000 claims abstract description 76
HBGGXOJOCNVPFY-UHFFFAOYSA-N diisononyl phthalate Chemical compound CC(C)CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC(C)C HBGGXOJOCNVPFY-UHFFFAOYSA-N 0.000 claims abstract description 73
150000003077 polyols Chemical class 0.000 claims abstract description 72
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims abstract description 50
238000006243 chemical reaction Methods 0.000 claims abstract description 47
229920000642 polymer Polymers 0.000 claims abstract description 40
239000000758 substrate Substances 0.000 claims abstract description 37
125000003118 aryl group Chemical group 0.000 claims abstract description 34
150000002762 monocarboxylic acid derivatives Chemical class 0.000 claims abstract description 23
125000001072 heteroaryl group Chemical group 0.000 claims abstract description 22
-1 heteroaliphatic Chemical group 0.000 claims description 98
239000000835 fiber Substances 0.000 claims description 27
150000002009 diols Chemical class 0.000 claims description 25
239000002904 solvent Substances 0.000 claims description 18
238000011282 treatment Methods 0.000 claims description 18
230000000699 topical effect Effects 0.000 claims description 17
229920001169 thermoplastic Polymers 0.000 claims description 16
125000001931 aliphatic group Chemical group 0.000 claims description 15
239000004744 fabric Substances 0.000 claims description 14
239000007788 liquid Substances 0.000 claims description 13
239000000463 material Substances 0.000 claims description 13
239000002253 acid Substances 0.000 claims description 12
238000000576 coating method Methods 0.000 claims description 12
125000005420 sulfonamido group Chemical group S(=O)(=O)(N*)* 0.000 claims description 12
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 11
239000000155 melt Substances 0.000 claims description 10
229920001187 thermosetting polymer Polymers 0.000 claims description 9
125000002723 alicyclic group Chemical group 0.000 claims description 8
239000011248 coating agent Substances 0.000 claims description 8
150000001875 compounds Chemical class 0.000 claims description 8
238000010128 melt processing Methods 0.000 claims description 8
238000004519 manufacturing process Methods 0.000 claims description 7
239000000178 monomer Substances 0.000 claims description 6
239000012713 reactive precursor Substances 0.000 claims description 6
229920006395 saturated elastomer Polymers 0.000 claims description 6
239000004416 thermosoftening plastic Substances 0.000 claims description 6
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 4
229920003232 aliphatic polyester Chemical group 0.000 claims description 4
239000000919 ceramic Substances 0.000 claims description 4
QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 4
125000004185 ester group Chemical group 0.000 claims description 3
239000011521 glass Substances 0.000 claims description 3
125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 3
229920006294 polydialkylsiloxane Chemical group 0.000 claims description 3
238000006116 polymerization reaction Methods 0.000 claims description 3
239000004634 thermosetting polymer Substances 0.000 claims description 3
UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 2
239000008135 aqueous vehicle Substances 0.000 claims description 2
125000002529 biphenylenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C12)* 0.000 claims description 2
238000005266 casting Methods 0.000 claims description 2
239000002131 composite material Substances 0.000 claims description 2
238000001704 evaporation Methods 0.000 claims description 2
230000008020 evaporation Effects 0.000 claims description 2
229920000592 inorganic polymer Polymers 0.000 claims description 2
229920000620 organic polymer Polymers 0.000 claims description 2
OSFBJERFMQCEQY-UHFFFAOYSA-N propylidene Chemical group [CH]CC OSFBJERFMQCEQY-UHFFFAOYSA-N 0.000 claims description 2
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 84
LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 description 72
229920000728 polyester Polymers 0.000 description 59
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 57
239000003921 oil Substances 0.000 description 56
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 42
HUFHNYZNTFSKCT-UHFFFAOYSA-N n-ethyl-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluoro-n-(2-hydroxyethyl)octane-1-sulfonamide Chemical compound OCCN(CC)S(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F HUFHNYZNTFSKCT-UHFFFAOYSA-N 0.000 description 41
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 39
FDQSRULYDNDXQB-UHFFFAOYSA-N benzene-1,3-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=CC(C(Cl)=O)=C1 FDQSRULYDNDXQB-UHFFFAOYSA-N 0.000 description 34
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 27
238000010998 test method Methods 0.000 description 26
238000000034 method Methods 0.000 description 25
230000000052 comparative effect Effects 0.000 description 22
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 21
239000000047 product Substances 0.000 description 21
239000000243 solution Substances 0.000 description 21
125000004432 carbon atom Chemical group C* 0.000 description 20
239000004745 nonwoven fabric Substances 0.000 description 20
239000000654 additive Substances 0.000 description 18
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 17
239000004750 melt-blown nonwoven Substances 0.000 description 17
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 16
ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 15
125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 15
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 14
238000012360 testing method Methods 0.000 description 13
DCAYPVUWAIABOU-UHFFFAOYSA-N hexadecane Chemical compound CCCCCCCCCCCCCCCC DCAYPVUWAIABOU-UHFFFAOYSA-N 0.000 description 12
238000003756 stirring Methods 0.000 description 12
239000004417 polycarbonate Substances 0.000 description 11
239000005020 polyethylene terephthalate Substances 0.000 description 11
229920000139 polyethylene terephthalate Polymers 0.000 description 11
239000004814 polyurethane Substances 0.000 description 10
239000007787 solid Substances 0.000 description 10
PLGACQRCZCVKGK-UHFFFAOYSA-N 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluoro-n-(2-hydroxyethyl)-n-methyloctane-1-sulfonamide Chemical compound OCCN(C)S(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F PLGACQRCZCVKGK-UHFFFAOYSA-N 0.000 description 9
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
238000010276 construction Methods 0.000 description 9
150000002148 esters Chemical class 0.000 description 9
XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 9
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 9
150000002763 monocarboxylic acids Chemical class 0.000 description 9
SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 9
229920002635 polyurethane Polymers 0.000 description 9
230000008569 process Effects 0.000 description 9
230000002940 repellent Effects 0.000 description 9
YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 8
239000004793 Polystyrene Substances 0.000 description 8
238000001125 extrusion Methods 0.000 description 8
DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 8
229910052757 nitrogen Inorganic materials 0.000 description 8
239000012299 nitrogen atmosphere Substances 0.000 description 8
239000008188 pellet Substances 0.000 description 8
229920001223 polyethylene glycol Polymers 0.000 description 8
229920001451 polypropylene glycol Polymers 0.000 description 8
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 8
239000004952 Polyamide Substances 0.000 description 7
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 7
150000001991 dicarboxylic acids Chemical class 0.000 description 7
239000000539 dimer Substances 0.000 description 7
238000005227 gel permeation chromatography Methods 0.000 description 7
XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 7
229920003229 poly(methyl methacrylate) Polymers 0.000 description 7
229920002647 polyamide Polymers 0.000 description 7
229920001610 polycaprolactone Polymers 0.000 description 7
239000004632 polycaprolactone Substances 0.000 description 7
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 6
229920002556 Polyethylene Glycol 300 Polymers 0.000 description 6
239000002202 Polyethylene glycol Substances 0.000 description 6
125000000217 alkyl group Chemical group 0.000 description 6
WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 6
229920000058 polyacrylate Polymers 0.000 description 6
229920000515 polycarbonate Polymers 0.000 description 6
239000004926 polymethyl methacrylate Substances 0.000 description 6
229920002223 polystyrene Polymers 0.000 description 6
239000011593 sulfur Substances 0.000 description 6
229910052717 sulfur Inorganic materials 0.000 description 6
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 5
239000004698 Polyethylene Substances 0.000 description 5
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
125000002843 carboxylic acid group Chemical group 0.000 description 5
238000001816 cooling Methods 0.000 description 5
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 5
238000002844 melting Methods 0.000 description 5
229940117969 neopentyl glycol Drugs 0.000 description 5
239000001301 oxygen Substances 0.000 description 5
229910052760 oxygen Inorganic materials 0.000 description 5
229920000573 polyethylene Polymers 0.000 description 5
239000000376 reactant Substances 0.000 description 5
239000011541 reaction mixture Substances 0.000 description 5
239000000126 substance Substances 0.000 description 5
239000008096 xylene Substances 0.000 description 5
DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 4
RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 4
IZXIZTKNFFYFOF-UHFFFAOYSA-N 2-Oxazolidone Chemical compound O=C1NCCO1 IZXIZTKNFFYFOF-UHFFFAOYSA-N 0.000 description 4
BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 4
238000005481 NMR spectroscopy Methods 0.000 description 4
229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
229920002582 Polyethylene Glycol 600 Polymers 0.000 description 4
230000000996 additive effect Effects 0.000 description 4
PWAXUOGZOSVGBO-UHFFFAOYSA-N adipoyl chloride Chemical compound ClC(=O)CCCCC(Cl)=O PWAXUOGZOSVGBO-UHFFFAOYSA-N 0.000 description 4
125000002947 alkylene group Chemical group 0.000 description 4
PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 4
239000004205 dimethyl polysiloxane Chemical group 0.000 description 4
WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 4
238000009826 distribution Methods 0.000 description 4
125000005842 heteroatom Chemical group 0.000 description 4
238000002156 mixing Methods 0.000 description 4
229920000435 poly(dimethylsiloxane) Chemical group 0.000 description 4
229920000166 polytrimethylene carbonate Polymers 0.000 description 4
239000002244 precipitate Substances 0.000 description 4
238000010992 reflux Methods 0.000 description 4
239000002689 soil Substances 0.000 description 4
FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 4
WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 3
LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 3
QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
239000004606 Fillers/Extenders Substances 0.000 description 3
229920000877 Melamine resin Polymers 0.000 description 3
NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 3
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229920001410 Microfiber Polymers 0.000 description 3
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
239000005642 Oleic acid Substances 0.000 description 3
ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 3
239000004743 Polypropylene Substances 0.000 description 3
150000007513 acids Chemical class 0.000 description 3
239000004676 acrylonitrile butadiene styrene Substances 0.000 description 3
150000008064 anhydrides Chemical class 0.000 description 3
238000000137 annealing Methods 0.000 description 3
238000007664 blowing Methods 0.000 description 3
229920001577 copolymer Polymers 0.000 description 3
238000000354 decomposition reaction Methods 0.000 description 3
150000001990 dicarboxylic acid derivatives Chemical class 0.000 description 3
235000014113 dietary fatty acids Nutrition 0.000 description 3
238000004821 distillation Methods 0.000 description 3
239000000839 emulsion Substances 0.000 description 3
239000000194 fatty acid Substances 0.000 description 3
229930195729 fatty acid Natural products 0.000 description 3
150000004665 fatty acids Chemical class 0.000 description 3
239000010408 film Substances 0.000 description 3
150000002221 fluorine Chemical class 0.000 description 3
150000004820 halides Chemical class 0.000 description 3
QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 3
JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 3
239000003658 microfiber Substances 0.000 description 3
239000002480 mineral oil Substances 0.000 description 3
235000010446 mineral oil Nutrition 0.000 description 3
125000000896 monocarboxylic acid group Chemical group 0.000 description 3
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
239000003960 organic solvent Substances 0.000 description 3
LUYQYZLEHLTPBH-UHFFFAOYSA-N perfluorobutanesulfonyl fluoride Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)S(F)(=O)=O LUYQYZLEHLTPBH-UHFFFAOYSA-N 0.000 description 3
229920001643 poly(ether ketone) Polymers 0.000 description 3
229920001748 polybutylene Polymers 0.000 description 3
229920000193 polymethacrylate Polymers 0.000 description 3
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239000000843 powder Substances 0.000 description 3
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238000010926 purge Methods 0.000 description 3
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150000003456 sulfonamides Chemical class 0.000 description 3
238000002411 thermogravimetry Methods 0.000 description 3
150000004072 triols Chemical class 0.000 description 3
230000004580 weight loss Effects 0.000 description 3
239000002759 woven fabric Substances 0.000 description 3
PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
BYEAHWXPCBROCE-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound FC(F)(F)C(O)C(F)(F)F BYEAHWXPCBROCE-UHFFFAOYSA-N 0.000 description 2
DSRUAYIFDCHEEV-UHFFFAOYSA-N 1,1,2,2,3,3,4,4,4-nonafluoro-n-(2-hydroxyethyl)-n-methylbutane-1-sulfonamide Chemical compound OCCN(C)S(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F DSRUAYIFDCHEEV-UHFFFAOYSA-N 0.000 description 2
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NEOGGGHDLGYATP-UHFFFAOYSA-N 1,6-dimethylimidazo[4,5-b]pyridin-2-amine Chemical compound CC1=CN=C2N=C(N)N(C)C2=C1 NEOGGGHDLGYATP-UHFFFAOYSA-N 0.000 description 2
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239000005977 Ethylene Substances 0.000 description 2
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
229920002121 Hydroxyl-terminated polybutadiene Polymers 0.000 description 2
229920000106 Liquid crystal polymer Polymers 0.000 description 2
ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 2
LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 2
229920002534 Polyethylene Glycol 1450 Polymers 0.000 description 2
229920002596 Polyethylene Glycol 900 Polymers 0.000 description 2
239000004642 Polyimide Substances 0.000 description 2
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
102100021669 Stromal cell-derived factor 1 Human genes 0.000 description 2
101710088580 Stromal cell-derived factor 1 Proteins 0.000 description 2
UWHCKJMYHZGTIT-UHFFFAOYSA-N Tetraethylene glycol, Natural products OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 2
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
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125000004122 cyclic group Chemical group 0.000 description 1
QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 description 1
VKONPUDBRVKQLM-UHFFFAOYSA-N cyclohexane-1,4-diol Chemical compound OC1CCC(O)CC1 VKONPUDBRVKQLM-UHFFFAOYSA-N 0.000 description 1
238000011161 development Methods 0.000 description 1
150000004985 diamines Chemical class 0.000 description 1
238000006471 dimerization reaction Methods 0.000 description 1
VNGOYPQMJFJDLV-UHFFFAOYSA-N dimethyl benzene-1,3-dicarboxylate Chemical compound COC(=O)C1=CC=CC(C(=O)OC)=C1 VNGOYPQMJFJDLV-UHFFFAOYSA-N 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
WJJMNDUMQPNECX-UHFFFAOYSA-N dipicolinic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=N1 WJJMNDUMQPNECX-UHFFFAOYSA-N 0.000 description 1
238000007598 dipping method Methods 0.000 description 1
SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
AARDXTDLEASBCE-UHFFFAOYSA-N dodecane;tetradecane Chemical compound CCCCCCCCCCCC.CCCCCCCCCCCCCC AARDXTDLEASBCE-UHFFFAOYSA-N 0.000 description 1
239000000975 dye Substances 0.000 description 1
229920006351 engineering plastic Polymers 0.000 description 1
239000003623 enhancer Substances 0.000 description 1
230000032050 esterification Effects 0.000 description 1
238000005886 esterification reaction Methods 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
239000003063 flame retardant Substances 0.000 description 1
125000001153 fluoro group Chemical group F* 0.000 description 1
125000004785 fluoromethoxy group Chemical group [H]C([H])(F)O* 0.000 description 1
238000005187 foaming Methods 0.000 description 1
SYLAFCZSYRXBJF-UHFFFAOYSA-N furan-3,4-dicarboxylic acid Chemical compound OC(=O)C1=COC=C1C(O)=O SYLAFCZSYRXBJF-UHFFFAOYSA-N 0.000 description 1
238000004817 gas chromatography Methods 0.000 description 1
235000011187 glycerol Nutrition 0.000 description 1
ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
229940015043 glyoxal Drugs 0.000 description 1
125000001188 haloalkyl group Chemical group 0.000 description 1
229910052736 halogen Inorganic materials 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
150000002367 halogens Chemical group 0.000 description 1
FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid group Chemical group C(CCCCC)(=O)O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
229920005669 high impact polystyrene Polymers 0.000 description 1
239000008240 homogeneous mixture Substances 0.000 description 1
229920001519 homopolymer Polymers 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
230000002209 hydrophobic effect Effects 0.000 description 1
CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 description 1
238000001746 injection moulding Methods 0.000 description 1
230000010354 integration Effects 0.000 description 1
230000002452 interceptive effect Effects 0.000 description 1
QQVIHTHCMHWDBS-UHFFFAOYSA-L isophthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC(C([O-])=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-L 0.000 description 1
150000002531 isophthalic acids Chemical class 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
239000010985 leather Substances 0.000 description 1
125000005647 linker group Chemical group 0.000 description 1
235000020778 linoleic acid Nutrition 0.000 description 1
OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
229910052943 magnesium sulfate Inorganic materials 0.000 description 1
238000012423 maintenance Methods 0.000 description 1
239000000594 mannitol Substances 0.000 description 1
235000010355 mannitol Nutrition 0.000 description 1
230000000873 masking effect Effects 0.000 description 1
238000005259 measurement Methods 0.000 description 1
238000002074 melt spinning Methods 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
LOTWRKOXHCMWDB-UHFFFAOYSA-N n,n-bis(2-hydroxyethyl)benzamide Chemical compound OCCN(CCO)C(=O)C1=CC=CC=C1 LOTWRKOXHCMWDB-UHFFFAOYSA-N 0.000 description 1
ZSBOIPHQFKYRMG-UHFFFAOYSA-N n-ethyl-1,1,2,2,3,3,4,4,4-nonafluoro-n-(2-hydroxyethyl)butane-1-sulfonamide Chemical compound OCCN(CC)S(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F ZSBOIPHQFKYRMG-UHFFFAOYSA-N 0.000 description 1
KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical class C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 description 1
NXPPAOGUKPJVDI-UHFFFAOYSA-N naphthalene-1,2-diol Chemical compound C1=CC=CC2=C(O)C(O)=CC=C21 NXPPAOGUKPJVDI-UHFFFAOYSA-N 0.000 description 1
DFQICHCWIIJABH-UHFFFAOYSA-N naphthalene-2,7-diol Chemical compound C1=CC(O)=CC2=CC(O)=CC=C21 DFQICHCWIIJABH-UHFFFAOYSA-N 0.000 description 1
229920003052 natural elastomer Polymers 0.000 description 1
229920001194 natural rubber Polymers 0.000 description 1
BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 1
LUUFSCNUZAYHAT-UHFFFAOYSA-N octadecane-1,18-diol Chemical compound OCCCCCCCCCCCCCCCCCCO LUUFSCNUZAYHAT-UHFFFAOYSA-N 0.000 description 1
230000003287 optical effect Effects 0.000 description 1
230000020477 pH reduction Effects 0.000 description 1
239000000123 paper Substances 0.000 description 1
239000011087 paperboard Substances 0.000 description 1
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
125000005010 perfluoroalkyl group Chemical group 0.000 description 1
125000005003 perfluorobutyl group Chemical group FC(F)(F)C(F)(F)C(F)(F)C(F)(F)* 0.000 description 1
CXGONMQFMIYUJR-UHFFFAOYSA-N perfluorododecanoic acid Chemical compound OC(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F CXGONMQFMIYUJR-UHFFFAOYSA-N 0.000 description 1
239000005011 phenolic resin Substances 0.000 description 1
229920001568 phenolic resin Polymers 0.000 description 1
XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
125000000612 phthaloyl group Chemical group C(C=1C(C(=O)*)=CC=CC1)(=O)* 0.000 description 1
239000000049 pigment Substances 0.000 description 1
150000003047 pimelic acids Chemical class 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004033 plastic Substances 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
229920001707 polybutylene terephthalate Polymers 0.000 description 1
229920005906 polyester polyol Polymers 0.000 description 1
229920002959 polymer blend Polymers 0.000 description 1
229920000098 polyolefin Polymers 0.000 description 1
229920006324 polyoxymethylene Polymers 0.000 description 1
229920000909 polytetrahydrofuran Polymers 0.000 description 1
229920005749 polyurethane resin Polymers 0.000 description 1
239000004800 polyvinyl chloride Substances 0.000 description 1
229920000915 polyvinyl chloride Polymers 0.000 description 1
XRVCFZPJAHWYTB-UHFFFAOYSA-N prenderol Chemical compound CCC(CC)(CO)CO XRVCFZPJAHWYTB-UHFFFAOYSA-N 0.000 description 1
229950006800 prenderol Drugs 0.000 description 1
238000012545 processing Methods 0.000 description 1
SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 description 1
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
239000011253 protective coating Substances 0.000 description 1
238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
238000011160 research Methods 0.000 description 1
230000002441 reversible effect Effects 0.000 description 1
238000006798 ring closing metathesis reaction Methods 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
230000003678 scratch resistant effect Effects 0.000 description 1
150000003330 sebacic acids Chemical class 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
125000006850 spacer group Chemical group 0.000 description 1
239000004575 stone Substances 0.000 description 1
238000013517 stratification Methods 0.000 description 1
229920000638 styrene acrylonitrile Polymers 0.000 description 1
150000003442 suberic acids Chemical class 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
150000003444 succinic acids Chemical class 0.000 description 1
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
150000003460 sulfonic acids Chemical class 0.000 description 1
235000011149 sulphuric acid Nutrition 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
150000003504 terephthalic acids Chemical class 0.000 description 1
239000004753 textile Substances 0.000 description 1
150000003573 thiols Chemical class 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
238000004448 titration Methods 0.000 description 1
ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
239000000326 ultraviolet stabilizing agent Substances 0.000 description 1
150000003672 ureas Chemical class 0.000 description 1
150000003673 urethanes Chemical class 0.000 description 1
229920001567 vinyl ester resin Polymers 0.000 description 1
239000003039 volatile agent Substances 0.000 description 1
238000005406 washing Methods 0.000 description 1
239000001993 wax Substances 0.000 description 1
238000004260 weight control Methods 0.000 description 1
239000002023 wood Substances 0.000 description 1
210000002268 wool Anatomy 0.000 description 1
239000004711 α-olefin Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C17/00—Surface treatment of glass, not in the form of fibres or filaments, by coating
- C03C17/28—Surface treatment of glass, not in the form of fibres or filaments, by coating with organic material
- C03C17/32—Surface treatment of glass, not in the form of fibres or filaments, by coating with organic material with synthetic or natural resins
- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C17/00—Surface treatment of glass, not in the form of fibres or filaments, by coating
- C03C17/28—Surface treatment of glass, not in the form of fibres or filaments, by coating with organic material
- C03C17/32—Surface treatment of glass, not in the form of fibres or filaments, by coating with organic material with synthetic or natural resins
- C03C17/324—Polyesters
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/682—Polyesters containing atoms other than carbon, hydrogen and oxygen containing halogens
- C08G63/6824—Polyesters containing atoms other than carbon, hydrogen and oxygen containing halogens derived from polycarboxylic acids and polyhydroxy compounds
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/688—Polyesters containing atoms other than carbon, hydrogen and oxygen containing sulfur
- C08G63/6884—Polyesters containing atoms other than carbon, hydrogen and oxygen containing sulfur derived from polycarboxylic acids and polyhydroxy compounds
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
- D06M13/236—Esters of carboxylic acids; Esters of carbonic acid containing halogen atoms
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/402—Amides imides, sulfamic acids
- D06M13/438—Sulfonamides ; Sulfamic acids
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/507—Polyesters
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/507—Polyesters
- D06M15/5075—Polyesters containing sulfonic groups
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/10—Repellency against liquids
- D06M2200/11—Oleophobic properties
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/10—Repellency against liquids
- D06M2200/12—Hydrophobic properties

Landscapes

Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Engineering & Computer Science (AREA)
Textile Engineering (AREA)
Organic Chemistry (AREA)
Geochemistry & Mineralogy (AREA)
General Chemical & Material Sciences (AREA)
Materials Engineering (AREA)
Life Sciences & Earth Sciences (AREA)
Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)

CA002409504A 2000-06-12 2000-10-25 Water- and oil-repellent composition Abandoned CA2409504A1 (en)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
US09/592,105		2000-06-12
US09/592,105 US6586522B1 (en)	2000-06-12	2000-06-12	Water- and oil-repellent composition
PCT/US2000/029420 WO2001096654A1 (en)	2000-06-12	2000-10-25	Water- and oil-repellent composition

Publications (1)

Publication Number	Publication Date
CA2409504A1 true CA2409504A1 (en)	2001-12-20

Family

ID=24369302

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002409504A Abandoned CA2409504A1 (en)	2000-06-12	2000-10-25	Water- and oil-repellent composition

Country Status (7)

Country	Link
US (2)	US6586522B1 (2)
EP (1)	EP1290269A1 (2)
JP (1)	JP2004503690A (2)
KR (1)	KR100674050B1 (2)
AU (1)	AU2001212313A1 (2)
CA (1)	CA2409504A1 (2)
WO (1)	WO2001096654A1 (2)

Families Citing this family (39)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US6762137B2 (en) *	2000-12-21	2004-07-13	Kimberly-Clark Worldwide, Inc.	Water repellant meltblown webs and laminates
US6753380B2 (en) *	2001-03-09	2004-06-22	3M Innovative Properties Company	Water-and oil-repellency imparting ester oligomers comprising perfluoroalkyl moieties
AU2003247563A1 (en) *	2002-06-19	2004-01-06	Dow Corning Corporation	Fire and stain resistant compositions
US20060003154A1 (en) *	2004-06-30	2006-01-05	Snowden Hue S	Extruded thermoplastic articles with enhanced surface segregation of internal melt additive
US7285595B2 (en) *	2004-06-30	2007-10-23	Kimberly-Clark Worldwide, Inc.	Synergistic fluorochemical treatment blend
US20060135673A1 (en) *	2004-12-15	2006-06-22	Temperante John A	Fluorochemical esters blends as repellent polymer melt additives
US7396866B2 (en) *	2004-12-15	2008-07-08	3M Innovative Properties Company	Fluorochemical diesters as repellent polymer melt additives
US7906057B2 (en) *	2005-07-14	2011-03-15	3M Innovative Properties Company	Nanostructured article and method of making the same
US7651863B2 (en) *	2005-07-14	2010-01-26	3M Innovative Properties Company	Surface-enhanced spectroscopic method, flexible structured substrate, and method of making the same
US20070014997A1 (en) *	2005-07-14	2007-01-18	3M Innovative Properties Company	Tool and method of making and using the same
US7820563B2 (en)	2006-10-23	2010-10-26	Hawaii Nanosciences, Llc	Compositions and methods for imparting oil repellency and/or water repellency
WO2008051221A2 (en) *	2006-10-23	2008-05-02	Nano-Structured Consumer Products, Llc	Compositions and methods for imparting oil repellency and/or water repellency
WO2008154414A2 (en) *	2007-06-08	2008-12-18	3M Innovative Properties Company	Water- and oil-repellency imparting ester oligomers comprising perfluoroalkyl moieties
WO2008154421A1 (en) *	2007-06-08	2008-12-18	3M Innovative Properties Company	Blends of fluoroalkyl-containing ester oligomers with polydicarbodiimide(s)
EP2206735B1 (en) *	2007-11-01	2012-03-21	Asahi Glass Company, Limited	Fluorinated copolymer, water-proof and oil-proof agent composition, and their production methods
BRPI0909956A2 (pt) *	2008-06-12	2016-04-19	3M Innovative Properties Co	fibras finas produzidas por extrusão em blocos com passagem de ar quente em alta velocidade (melt blown) e métodos de fabricação
EP2291285A4 (en)	2008-06-12	2011-11-02	3M Innovative Properties Co	BIOCOMPATIBLE HYDROPHILIC COMPOSITIONS
EP2414574B1 (en)	2009-03-31	2018-12-12	3M Innovative Properties Company	Dimensionally stable nonwoven fibrous webs and methods of making and using the same
CN102612529A (zh) *	2009-09-02	2012-07-25	纳幕尔杜邦公司	包含氟乙烯基醚官能化的芳族部分的聚酯
JP2013503943A (ja) *	2009-09-02	2013-02-04	イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー	フルオロビニルエーテル官能基化芳香族部分を含むポリアラミド
AU2010289576B2 (en) *	2009-09-02	2015-07-16	E. I. Du Pont De Nemours And Company	Polyester films with improved oil repellency
US20110218319A1 (en) *	2009-09-02	2011-09-08	E. I. Du Pont De Nemours And Company	Polyaramid films comprising fluorovinylether functionalized aromatic moieties
WO2011028766A2 (en) *	2009-09-02	2011-03-10	E. I. Du Pont De Nemours And Company	Fluorinated 4-oxo-chroman-carboxylates
KR20120070579A (ko) *	2009-09-02	2012-06-29	이 아이 듀폰 디 네모아 앤드 캄파니	플루오로에테르 작용화된 방향족 다이에스테르 및 그 유도체
US9081134B2 (en)	2009-10-29	2015-07-14	Lg Chem, Ltd.	Substrate having low reflection and high contact angle, and production method for same
BR112012014963A2 (pt)	2009-12-17	2018-06-05	3M Innovative Properties Co	mantas fibrosas não tecidas dimensionalmente estáveis e métodos de fabricação e uso das mesmas
BR112012015043A2 (pt) *	2009-12-17	2017-03-01	3M Innovative Properties Co	manta fibrosa não tecida dimensionalmente estável, fibras finas produzidas por sopro em fusão (meltblown), e métodos de fabricação e uso das mesmas
BR112012021246A2 (pt)	2010-02-23	2018-04-03	3M Innovative Properties Co	mantas fibrosas de não tecido dimensionalmente estáveis e métodos de preparo e uso das mesmas.
TW201221714A (en)	2010-10-14	2012-06-01	3M Innovative Properties Co	Dimensionally stable nonwoven fibrous webs and methods of making and using the same
CN103360585B (zh) *	2012-03-31	2016-06-08	上海展辰涂料有限公司	一种氟改性高抗划伤亮光树脂及其制备方法
CN103321050B (zh) *	2013-06-07	2015-04-22	张家港市德宝化工有限公司	用于聚酯纤维的浴中抗皱剂及其制备方法
KR20170077162A (ko)	2014-10-28	2017-07-05	쓰리엠 이노베이티브 프로퍼티즈 컴파니	반발 표면을 포함하는 스프레이 적용 시스템 구성 요소 및 방법
WO2017074709A1 (en)	2015-10-28	2017-05-04	3M Innovative Properties Company	Solvent-based repellent coating compositions and coated substrates
CN108348937A (zh)	2015-10-28	2018-07-31	3M创新有限公司	包括拒液表面的喷雾施用系统部件和方法
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EP3448944A4 (en)	2016-04-26	2019-11-13	3M Innovative Properties Company	ARTISTS SUBJECT TO ICE FORMATION WITH A REPELLENT SURFACE COMPRISING SILOXONE MATERIAL
US11028252B2 (en) *	2017-06-13	2021-06-08	3M Innovative Properties Company	Melt additive compounds, methods of using the same, and articles and compositions including the same
KR102419404B1 (ko) *	2017-12-26	2022-07-08	아크조노벨코팅스인터내셔널비.브이.	플루오린화 에테르 중합체, 이의 제조방법 및 이의 용도
JP7232206B2 (ja) *	2020-02-28	2023-03-02	富士フイルム株式会社	磁気記録媒体、磁気テープカートリッジおよび磁気記録再生装置

Family Cites Families (22)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2803656A (en)	1956-01-23	1957-08-20	Minnesota Mining & Mfg	Fluorocarbonsulfonamidoalkanols and sulfates thereof
US3255131A (en) *	1961-05-10	1966-06-07	Minnesota Mining & Mfg	Fluorochemical-containing varnishes
DE2024909B2 (de)	1970-05-22	1977-09-29	Bayer Ag, 5090 Leverkusen	Verfahren zur herstellung von n-hydroxyalkyl-perfluoralkansulfonamiden und einige n,n-bis-(hydroxyalkyl)-perfluor-alkansulfonamide
US3959229A (en)	1973-05-23	1976-05-25	Imperial Chemical Industries Limited	Textile treatments
US4219625A (en)	1977-12-16	1980-08-26	Allied Chemical Corporation	Fluorinated polyol esters
JPS56165072A (en)	1980-05-23	1981-12-18	Dainippon Ink & Chemicals	Water and oil repellent process
EP0113217A3 (en)	1982-12-30	1985-08-28	Minnesota Mining And Manufacturing Company	Fluorochemical polyesters and fibrous substrates treated therewith
US4958039A (en)	1984-08-24	1990-09-18	E. I. Du Pont De Nemours And Company	Modified fluorocarbonylimino biurets
JPS621725A (ja)	1985-06-28	1987-01-07	Teijin Ltd	ポリエステルの製造法
US4705840A (en)	1985-10-04	1987-11-10	Minnesota Mining And Manufacturing Company	Catalysts for the curing of a water-curable isocyanate-functional prepolymer
JPS62129310A (ja)	1985-11-29	1987-06-11	Unitika Ltd	含フツ素ポリエステル
US5025052A (en)	1986-09-12	1991-06-18	Minnesota Mining And Manufacturing Company	Fluorochemical oxazolidinones
US5149576A (en)	1990-11-26	1992-09-22	Kimberly-Clark Corporation	Multilayer nonwoven laminiferous structure
US5145727A (en)	1990-11-26	1992-09-08	Kimberly-Clark Corporation	Multilayer nonwoven composite structure
JPH04272217A (ja)	1991-02-20	1992-09-29	Kuraray Co Ltd	高発色性ポリエステル系繊維
JPH0592915A (ja)	1991-03-29	1993-04-16	Shiseido Co Ltd	外用剤
US5244951A (en)	1991-05-02	1993-09-14	Minnesota Mining And Manufacturing Company	Durably hydrophilic, thermoplastic fiber
GB9309443D0 (en)	1993-05-07	1993-06-23	Courtaulds Coatings Holdings	Segregating coating compositions
US5688468A (en)	1994-12-15	1997-11-18	Ason Engineering, Inc.	Process for producing non-woven webs
TW426712B (en)	1995-12-21	2001-03-21	Du Pont	Fluorinated diester melt additives for thermoplastic polymers and their uses
IN186438B (2)	1996-03-29	2001-09-01	Daikin Ind Ltd
DE69818661T2 (de)	1997-05-14	2004-07-01	Minnesota Mining And Manufacturing Co., St. Paul	Ein kondensationsprodukt eines fluorchemischen polyäthers und eines polyisocyanats enthaltende fluorchemische zusammensetzung um einem substrat fleckenentfernende eigenschaften zu verleihen

2000
- 2000-06-12 US US09/592,105 patent/US6586522B1/en not_active Expired - Fee Related
- 2000-10-25 JP JP2002510757A patent/JP2004503690A/ja not_active Withdrawn
- 2000-10-25 WO PCT/US2000/029420 patent/WO2001096654A1/en not_active Ceased
- 2000-10-25 CA CA002409504A patent/CA2409504A1/en not_active Abandoned
- 2000-10-25 AU AU2001212313A patent/AU2001212313A1/en not_active Abandoned
- 2000-10-25 KR KR1020027016884A patent/KR100674050B1/ko not_active Expired - Fee Related
- 2000-10-25 EP EP00973848A patent/EP1290269A1/en not_active Withdrawn
2003
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US6586522B1 (en)	2003-07-01
WO2001096654A1 (en)	2001-12-20
AU2001212313A1 (en)	2001-12-24
US20030199621A1 (en)	2003-10-23
KR20030011885A (ko)	2003-02-11
KR100674050B1 (ko)	2007-01-26
US6960642B2 (en)	2005-11-01
JP2004503690A (ja)	2004-02-05
EP1290269A1 (en)	2003-03-12

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Publication	Publication Date	Title
US6586522B1 (en)	2003-07-01	Water- and oil-repellent composition
US6753380B2 (en)	2004-06-22	Water-and oil-repellency imparting ester oligomers comprising perfluoroalkyl moieties
US20080306238A1 (en)	2008-12-11	Water- and oil-repellency imparting ester oligomers comprising perfluoroalkyl moieties
AU2002231185A1 (en)	2003-03-20	Water- and oil-repellency imparting ester oligomers comprising perfluoroalkyl moieties
EP2158264B1 (en)	2019-04-10	Blends of fluoroalkyl-containing ester oligomers with polydicarbodiimide(s)
KR100451334B1 (ko)	2004-11-16	열가소성섬유용플루오르화에스테르용융물첨가제
US6288157B1 (en)	2001-09-11	Alkylated fluorochemical oligomers and use thereof
US6592988B1 (en)	2003-07-15	Water-and oil-repellent, antistatic composition
CA2439252C (en)	2011-01-25	Water- and oil-repellency imparting urethane oligomers comprising perfluoroalkyl moieties
CA1135908A (en)	1982-11-23	Soil resistant yarn finish composition for synthetic organic polymer yarn
JP2010285629A (ja)	2010-12-24	撥水および撥油性帯電防止組成物
JP2000502340A (ja)	2000-02-29	熱可塑性ポリマー用フッ素化ジエステル溶融添加剤
EP0088389A1 (en)	1983-09-14	Soil repellent fluorinated esters of multi-ring anhydride systems