NO131946B - - Google Patents

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Info

Publication number: NO131946B
Authority: NO; Norway
Prior art keywords: resin; thiol; fabric; treated; resins
Prior art date: 1968-07-15

Application number

NO2932/69A

Other languages

English (en)

Norwegian (no)

Other versions

NO131946C (de

Inventor

T D Brown

M Rushforth

W Wilson

K Winterbottom

B Dobinson

Original Assignee

Iws Nominee Co Ltd

Ciba Geigy

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.)

1968-07-15

Filing date

1969-07-14

Publication date

1975-05-20

1969-07-14 Application filed by Iws Nominee Co Ltd, Ciba Geigy filed Critical Iws Nominee Co Ltd

1975-05-20 Publication of NO131946B publication Critical patent/NO131946B/no

1975-08-27 Publication of NO131946C publication Critical patent/NO131946C/no

Links

229920005989 resin Polymers 0.000 claims description 140
239000011347 resin Substances 0.000 claims description 140
238000000034 method Methods 0.000 claims description 31
229920006295 polythiol Polymers 0.000 claims description 22
239000000835 fiber Substances 0.000 claims description 17
102000011782 Keratins Human genes 0.000 claims description 16
108010076876 Keratins Proteins 0.000 claims description 16
125000002947 alkylene group Chemical group 0.000 claims description 16
125000003396 thiol group Chemical group [H]S* 0.000 claims description 13
125000004432 carbon atom Chemical group C* 0.000 claims description 9
239000004753 textile Substances 0.000 claims description 9
230000014759 maintenance of location Effects 0.000 claims description 6
125000001931 aliphatic group Chemical group 0.000 claims description 5
125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 claims description 4
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
239000002657 fibrous material Substances 0.000 claims description 3
125000002252 acyl group Chemical group 0.000 claims description 2
125000000217 alkyl group Chemical group 0.000 claims description 2
125000004430 oxygen atom Chemical group O* 0.000 claims description 2
239000004744 fabric Substances 0.000 description 58
150000003573 thiols Chemical group 0.000 description 53
239000000463 material Substances 0.000 description 43
238000005406 washing Methods 0.000 description 40
239000000243 solution Substances 0.000 description 29
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 25
238000011282 treatment Methods 0.000 description 22
239000007788 liquid Substances 0.000 description 19
238000012360 testing method Methods 0.000 description 17
CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 16
239000003054 catalyst Substances 0.000 description 16
229950011008 tetrachloroethylene Drugs 0.000 description 16
CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 16
238000001035 drying Methods 0.000 description 13
IRXCDPBORZPMNE-UHFFFAOYSA-N hydrogen sulfite;2-hydroxyethylazanium Chemical compound [NH3+]CCO.OS([O-])=O IRXCDPBORZPMNE-UHFFFAOYSA-N 0.000 description 13
239000000203 mixture Substances 0.000 description 13
210000002268 wool Anatomy 0.000 description 13
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 12
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 11
239000003795 chemical substances by application Substances 0.000 description 11
-1 poly(oxyalkylene) Polymers 0.000 description 11
150000002170 ethers Chemical class 0.000 description 10
239000000839 emulsion Substances 0.000 description 9
239000000126 substance Substances 0.000 description 9
238000010521 absorption reaction Methods 0.000 description 8
238000005108 dry cleaning Methods 0.000 description 8
238000003825 pressing Methods 0.000 description 8
230000000717 retained effect Effects 0.000 description 8
239000002904 solvent Substances 0.000 description 7
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 6
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
238000006243 chemical reaction Methods 0.000 description 6
230000002045 lasting effect Effects 0.000 description 6
150000005846 sugar alcohols Polymers 0.000 description 6
LGJCFVYMIJLQJO-UHFFFAOYSA-N 1-dodecylperoxydodecane Chemical compound CCCCCCCCCCCCOOCCCCCCCCCCCC LGJCFVYMIJLQJO-UHFFFAOYSA-N 0.000 description 5
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 5
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 5
XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 5
150000001875 compounds Chemical class 0.000 description 5
230000000694 effects Effects 0.000 description 5
150000002148 esters Chemical class 0.000 description 5
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 4
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
239000007864 aqueous solution Substances 0.000 description 4
239000003638 chemical reducing agent Substances 0.000 description 4
125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
239000003960 organic solvent Substances 0.000 description 4
238000010561 standard procedure Methods 0.000 description 4
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 4
NKFIBMOQAPEKNZ-UHFFFAOYSA-N 5-amino-1h-indole-2-carboxylic acid Chemical compound NC1=CC=C2NC(C(O)=O)=CC2=C1 NKFIBMOQAPEKNZ-UHFFFAOYSA-N 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical class C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 3
239000002585 base Substances 0.000 description 3
HDFRDWFLWVCOGP-UHFFFAOYSA-N carbonothioic O,S-acid Chemical compound OC(S)=O HDFRDWFLWVCOGP-UHFFFAOYSA-N 0.000 description 3
125000001309 chloro group Chemical group Cl* 0.000 description 3
238000001816 cooling Methods 0.000 description 3
239000003995 emulsifying agent Substances 0.000 description 3
238000005886 esterification reaction Methods 0.000 description 3
238000009950 felting Methods 0.000 description 3
150000002334 glycols Chemical class 0.000 description 3
238000004519 manufacturing process Methods 0.000 description 3
229920001228 polyisocyanate Polymers 0.000 description 3
239000005056 polyisocyanate Substances 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
238000005507 spraying Methods 0.000 description 3
230000008961 swelling Effects 0.000 description 3
PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
ZWVMLYRJXORSEP-UHFFFAOYSA-N 1,2,6-Hexanetriol Chemical compound OCCCCC(O)CO ZWVMLYRJXORSEP-UHFFFAOYSA-N 0.000 description 2
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
PMNLUUOXGOOLSP-UHFFFAOYSA-N 2-mercaptopropanoic acid Chemical compound CC(S)C(O)=O PMNLUUOXGOOLSP-UHFFFAOYSA-N 0.000 description 2
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
229920000742 Cotton Polymers 0.000 description 2
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 2
241001494479 Pecora Species 0.000 description 2
LZUFVIDZUMNQML-UHFFFAOYSA-N S(=O)(O)O.C(O)CN.S(=O)(O)O.S(=O)(O)O.C(O)CN Chemical group S(=O)(O)O.C(O)CN.S(=O)(O)O.S(=O)(O)O.C(O)CN LZUFVIDZUMNQML-UHFFFAOYSA-N 0.000 description 2
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
239000002253 acid Substances 0.000 description 2
229910021529 ammonia Inorganic materials 0.000 description 2
239000006286 aqueous extract Substances 0.000 description 2
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 2
WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
OWBTYPJTUOEWEK-UHFFFAOYSA-N butane-2,3-diol Chemical compound CC(O)C(C)O OWBTYPJTUOEWEK-UHFFFAOYSA-N 0.000 description 2
239000004202 carbamide Substances 0.000 description 2
238000009960 carding Methods 0.000 description 2
229910052801 chlorine Inorganic materials 0.000 description 2
RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
239000003599 detergent Substances 0.000 description 2
ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 2
239000003822 epoxy resin Substances 0.000 description 2
230000032050 esterification Effects 0.000 description 2
235000019441 ethanol Nutrition 0.000 description 2
238000002474 experimental method Methods 0.000 description 2
UFAPLAOEQMMKJA-UHFFFAOYSA-N hexane-1,2,5-triol Chemical compound CC(O)CCC(O)CO UFAPLAOEQMMKJA-UHFFFAOYSA-N 0.000 description 2
NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
150000002432 hydroperoxides Chemical class 0.000 description 2
150000007529 inorganic bases Chemical class 0.000 description 2
210000003127 knee Anatomy 0.000 description 2
210000002414 leg Anatomy 0.000 description 2
238000005259 measurement Methods 0.000 description 2
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
239000012299 nitrogen atmosphere Substances 0.000 description 2
150000007530 organic bases Chemical class 0.000 description 2
239000012044 organic layer Substances 0.000 description 2
230000001590 oxidative effect Effects 0.000 description 2
125000005702 oxyalkylene group Chemical group 0.000 description 2
150000002978 peroxides Chemical class 0.000 description 2
239000004033 plastic Substances 0.000 description 2
229920003023 plastic Polymers 0.000 description 2
239000004014 plasticizer Substances 0.000 description 2
229920000233 poly(alkylene oxides) Polymers 0.000 description 2
229920000647 polyepoxide Polymers 0.000 description 2
YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
230000001105 regulatory effect Effects 0.000 description 2
239000000344 soap Substances 0.000 description 2
HYHCSLBZRBJJCH-UHFFFAOYSA-M sodium hydrosulfide Chemical compound [Na+].[SH-] HYHCSLBZRBJJCH-UHFFFAOYSA-M 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
JMYZLRSSLFFUQN-UHFFFAOYSA-N (2-chlorobenzoyl) 2-chlorobenzenecarboperoxoate Chemical compound ClC1=CC=CC=C1C(=O)OOC(=O)C1=CC=CC=C1Cl JMYZLRSSLFFUQN-UHFFFAOYSA-N 0.000 description 1
LDVVMCZRFWMZSG-OLQVQODUSA-N (3ar,7as)-2-(trichloromethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione Chemical class C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)Cl)C(=O)[C@H]21 LDVVMCZRFWMZSG-OLQVQODUSA-N 0.000 description 1
VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 1
OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 1
XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
BYACHAOCSIPLCM-UHFFFAOYSA-N 2-[2-[bis(2-hydroxyethyl)amino]ethyl-(2-hydroxyethyl)amino]ethanol Chemical compound OCCN(CCO)CCN(CCO)CCO BYACHAOCSIPLCM-UHFFFAOYSA-N 0.000 description 1
TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 1
WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 description 1
BJUPZVQSAAGZJL-UHFFFAOYSA-N 2-methyloxirane;propane-1,2,3-triol Chemical class CC1CO1.OCC(O)CO BJUPZVQSAAGZJL-UHFFFAOYSA-N 0.000 description 1
NTKCAHRZWRIYFH-UHFFFAOYSA-N 2-sulfanyloctadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(S)C(O)=O NTKCAHRZWRIYFH-UHFFFAOYSA-N 0.000 description 1
DYAOREPNYXXCOA-UHFFFAOYSA-N 2-sulfanylundecanoic acid Chemical compound CCCCCCCCCC(S)C(O)=O DYAOREPNYXXCOA-UHFFFAOYSA-N 0.000 description 1
FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
235000002198 Annona diversifolia Nutrition 0.000 description 1
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239000004358 Butane-1, 3-diol Substances 0.000 description 1
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241000282836 Camelus dromedarius Species 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
229910052684 Cerium Inorganic materials 0.000 description 1
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 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
239000004593 Epoxy Substances 0.000 description 1
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
241000282842 Lama glama Species 0.000 description 1
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239000004952 Polyamide Substances 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
241001416177 Vicugna pacos Species 0.000 description 1
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230000002378 acidificating effect Effects 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
238000013019 agitation Methods 0.000 description 1
150000001299 aldehydes Chemical class 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
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238000010006 anti-felting Methods 0.000 description 1
239000012298 atmosphere Substances 0.000 description 1
CNZGMXDLDHBNCP-UHFFFAOYSA-N bis(2-hydroxyethyl)azanium;hydrogen carbonate Chemical compound OC(O)=O.OCCNCCO CNZGMXDLDHBNCP-UHFFFAOYSA-N 0.000 description 1
BMRWNKZVCUKKSR-UHFFFAOYSA-N butane-1,2-diol Chemical compound CCC(O)CO BMRWNKZVCUKKSR-UHFFFAOYSA-N 0.000 description 1
235000019437 butane-1,3-diol Nutrition 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000011575 calcium Substances 0.000 description 1
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IGBSAAYMSMEDQY-UHFFFAOYSA-N carboxy hydrogen carbonate;2-propan-2-ylperoxypropane Chemical compound OC(=O)OC(O)=O.CC(C)OOC(C)C IGBSAAYMSMEDQY-UHFFFAOYSA-N 0.000 description 1
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ZMIGMASIKSOYAM-UHFFFAOYSA-N cerium Chemical compound [Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce] ZMIGMASIKSOYAM-UHFFFAOYSA-N 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
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GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
238000004945 emulsification Methods 0.000 description 1
ODLMAHJVESYWTB-UHFFFAOYSA-N ethylmethylbenzene Natural products CCCC1=CC=CC=C1 ODLMAHJVESYWTB-UHFFFAOYSA-N 0.000 description 1
239000000834 fixative Substances 0.000 description 1
235000019253 formic acid Nutrition 0.000 description 1
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150000008282 halocarbons Chemical class 0.000 description 1
LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
150000004679 hydroxides Chemical class 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
238000005470 impregnation Methods 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
239000011133 lead Substances 0.000 description 1
239000004850 liquid epoxy resins (LERs) Substances 0.000 description 1
239000000594 mannitol Substances 0.000 description 1
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238000002156 mixing Methods 0.000 description 1
210000000050 mohair Anatomy 0.000 description 1
239000004745 nonwoven fabric Substances 0.000 description 1
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
239000008363 phosphate buffer Substances 0.000 description 1
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238000012545 processing Methods 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000010992 reflux Methods 0.000 description 1
239000004627 regenerated cellulose Substances 0.000 description 1
238000005096 rolling process Methods 0.000 description 1
150000003335 secondary amines Chemical class 0.000 description 1
230000001235 sensitizing effect Effects 0.000 description 1
238000007086 side reaction Methods 0.000 description 1
239000002002 slurry Substances 0.000 description 1
238000002791 soaking Methods 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
239000004296 sodium metabisulphite Substances 0.000 description 1
235000010262 sodium metabisulphite Nutrition 0.000 description 1
GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
241000894007 species Species 0.000 description 1
239000007921 spray Substances 0.000 description 1
230000006641 stabilisation Effects 0.000 description 1
238000011105 stabilization Methods 0.000 description 1
238000003756 stirring Methods 0.000 description 1
238000003860 storage Methods 0.000 description 1
229920002994 synthetic fiber Polymers 0.000 description 1
FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
229940071127 thioglycolate Drugs 0.000 description 1
QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
238000009489 vacuum treatment Methods 0.000 description 1
238000005303 weighing Methods 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
239000002759 woven fabric Substances 0.000 description 1
230000037303 wrinkles Effects 0.000 description 1

Classifications

- 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
- D06M23/00—Treatment of fibres, threads, yarns, fabrics or fibrous goods made from such materials, characterised by the process
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/334—Polymers modified by chemical after-treatment with organic compounds containing sulfur
- C08G65/3342—Polymers modified by chemical after-treatment with organic compounds containing sulfur having sulfur bound to carbon and hydrogen
- 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
- D06M15/63—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing sulfur in the main chain, e.g. polysulfones
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31725—Of polyamide
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2369—Coating or impregnation improves elasticity, bendability, resiliency, flexibility, or shape retention of the fabric
- Y10T442/2385—Improves shrink resistance
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2369—Coating or impregnation improves elasticity, bendability, resiliency, flexibility, or shape retention of the fabric
- Y10T442/2393—Coating or impregnation provides crease-resistance or wash and wear characteristics
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2762—Coated or impregnated natural fiber fabric [e.g., cotton, wool, silk, linen, etc.]

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Engineering & Computer Science (AREA)
Textile Engineering (AREA)
Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
General Chemical & Material Sciences (AREA)
Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

NO2932/69A 1968-07-15 1969-07-14 NO131946C (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GB33687/68A GB1278934A (en)	1968-07-15	1968-07-15	Treatment of keratinous fibres and fabrics

Publications (2)

Publication Number	Publication Date
NO131946B true NO131946B (de)	1975-05-20
NO131946C NO131946C (de)	1975-08-27

Family

ID=10356154

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO2932/69A NO131946C (de)	1968-07-15	1969-07-14

Country Status (14)

Country	Link
US (1)	US3645781A (de)
JP (1)	JPS5145719B1 (de)
AT (1)	AT294764B (de)
BE (1)	BE735585A (de)
CH (2)	CH535318A (de)
ES (1)	ES369844A1 (de)
FR (1)	FR2014611B1 (de)
GB (1)	GB1278934A (de)
HU (1)	HU163917B (de)
NL (1)	NL153618B (de)
NO (1)	NO131946C (de)
PL (1)	PL82721B1 (de)
SE (1)	SE365827B (de)
YU (1)	YU177169A (de)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
BE755576A (fr) *	1969-09-02	1971-03-01	Ciba Geigy	Traitement de fibres et tissus keratiques
BE758960A (fr) *	1969-11-14	1971-05-13	Ciba Geigy	Procede de modification de matieres keratiniques
BE759941A (fr) *	1969-12-05	1971-06-07	Ciba Geigy	Modification des textiles et des fibres pour leur conferer des caracteristiques d'irretrecissabilite et de pressage permanent
ZA71790B (en) *	1970-02-26	1971-10-27	Ciba Geigy Ag	Treatment of keratinous fibres and fabrics
GB1358837A (en) *	1970-07-02	1974-07-03	Ciba Geigy Uk Ltd	Treatment of fibres and the fibres thus treated
GB1423342A (en) *	1971-12-09	1976-02-04	Iws Nominee Co Ltd	Polymeric compounds and process for their preparation
US4066392A (en) *	1973-06-21	1978-01-03	I.W.S. Nominee Company Limited	Process for modifying keratinous materials
JPS52164400U (de) *	1976-06-07	1977-12-13
US5362486A (en) *	1992-04-10	1994-11-08	Helene Curtis, Inc.	In-situ polymerization of oligomers onto hair
DE102015206301B4 (de) *	2015-04-09	2016-10-27	Adidas Ag	Gestrickter Beutel

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2780567A (en) *	1954-03-22	1957-02-05	Rohm & Haas	Stabilization of protein-containing textiles
US2831830A (en) *	1954-05-24	1958-04-22	Shell Dev	Sulfur-containing resinous products from polyepoxides
US2974432A (en) *	1956-02-20	1961-03-14	Koret Of California	Press-free crease retained garments and method of manufacture thereof
US3278496A (en) *	1961-03-01	1966-10-11	Diamond Alkali Co	Thiol terminated liquid polymers
BE636248A (de) *	1962-10-24
US3351622A (en) *	1963-09-30	1967-11-07	Stevens & Co Inc J P	Polymers and textile materials treated therewith

1968
- 1968-07-15 GB GB33687/68A patent/GB1278934A/en not_active Expired
1969
- 1969-07-01 CH CH1007269A patent/CH535318A/de unknown
- 1969-07-01 CH CH1007269D patent/CH1007269A4/xx unknown
- 1969-07-03 BE BE735585D patent/BE735585A/xx unknown
- 1969-07-10 YU YU01771/69A patent/YU177169A/xx unknown
- 1969-07-14 SE SE09933/69A patent/SE365827B/xx unknown
- 1969-07-14 NO NO2932/69A patent/NO131946C/no unknown
- 1969-07-14 PL PL1969134803A patent/PL82721B1/pl unknown
- 1969-07-14 HU HUNO135A patent/HU163917B/hu unknown
- 1969-07-14 US US841557A patent/US3645781A/en not_active Expired - Lifetime
- 1969-07-14 AT AT674669A patent/AT294764B/de not_active IP Right Cessation
- 1969-07-15 JP JP44055533A patent/JPS5145719B1/ja active Pending
- 1969-07-15 FR FR6924036A patent/FR2014611B1/fr not_active Expired
- 1969-07-15 NL NL696910854A patent/NL153618B/xx unknown
- 1969-07-15 ES ES369844A patent/ES369844A1/es not_active Expired

Also Published As

Publication number	Publication date
ES369844A1 (es)	1971-07-16
HU163917B (de)	1973-11-28
CH535318A (de)	1972-08-31
NO131946C (de)	1975-08-27
BE735585A (de)	1969-12-16
SE365827B (de)	1974-04-01
NL6910854A (de)	1970-01-19
JPS5145719B1 (de)	1976-12-04
DE1934678B2 (de)	1977-03-10
NL153618B (nl)	1977-06-15
FR2014611A1 (de)	1970-04-17
AT294764B (de)	1971-12-10
YU177169A (en)	1977-02-28
FR2014611B1 (de)	1974-12-20
PL82721B1 (en)	1975-10-31
DE1934678A1 (de)	1970-01-22
US3645781A (en)	1972-02-29
GB1278934A (en)	1972-06-21
CH1007269A4 (de)	1972-08-31

Publication	Publication Date	Title
US4923623A (en)	1990-05-08	Starch with curable amine functional silicone for fabric wrinkle reduction and shape retention
US4014857A (en)	1977-03-29	Fluorinated oily soil release agents
US5006125A (en)	1991-04-09	Process for improving the dyeability and whiteness of cellulosic fabrics
NO131946B (de)	1975-05-20
US4032565A (en)	1977-06-28	Cross-linkable compounds
US3510247A (en)	1970-05-05	Modification of cellulosic materials with tertiary bis-acrylamides
US3706527A (en)	1972-12-19	Treatment of keratinous fibres and fabrics with polythiols
EP1051550A1 (de)	2000-11-15	Behandlung von geweben
US5320645A (en)	1994-06-14	Process for imparting wrinkle resistance and durable press finish to a fibrous garment
US3051674A (en)	1962-08-28	Textile finishing composition comprising an aqueous dispersion of the interaction product of urea, formaldehyde, a fatty acid amide and a primary amine
US3961892A (en)	1976-06-08	Textile softening agents
US3813220A (en)	1974-05-28	Process for modifying keratinous material,composition useful therein,and keratinous material bearing thereon said composition
US3706528A (en)	1972-12-19	Modifying keratinous textiles and fibres with mercaptan polyesters
US5135541A (en)	1992-08-04	Flame retardant treatment of cellulose fabric with crease recovery: tetra-kis-hydroxy-methyl phosphonium and methylolamide
NO179374B (no)	1996-06-17	Fremgangsmåte for behandling av et celluloseholdig stoff for å gjöre det flammeretarderende og krölleresistent
US5858023A (en)	1999-01-12	Softening agents
US3860446A (en)	1975-01-14	Treatment of keratinous fibres and fabrics
US3856464A (en)	1974-12-24	Method of modifying keratinous textiles and fibres and products obtained
EP0553217B1 (de)	2000-01-12	Weichmacher
KR19980079813A (ko)	1998-11-25	모 혼방 직물, 특히 모 혼방 의류의 처리방법
EP1409784A1 (de)	2004-04-21	Behandlung von textilien mit fluorierten polyethern
US3552910A (en)	1971-01-05	Method of shrinkproofing a proteinaceous textile material and product thereof
US3891389A (en)	1975-06-24	Shrinkage-control treatment for knitted fabrics
US3271101A (en)	1966-09-06	Process for treating fibrous materials and resulting products
GB2360795A (en)	2001-10-03	Anionically dyeable, durable press, natural fibre products