CA1155249A - Methode de modification d'un produit de polyamide synthetique ou naturel - Google Patents

Methode de modification d'un produit de polyamide synthetique ou naturel

Info

Publication number: CA1155249A
Authority: CA; Canada
Prior art keywords: product; mole; monomer; polyamide product; polyamide
Prior art date: 1980-12-16
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

Application number

CA000366884A

Other languages

English (en)

Inventor

Koichi Saito

Tatsuji Kojima

Yoshikazu Kosaka

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.)

Toray Industries Inc

Original Assignee

Toray Industries Inc

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.)

1980-12-16

Filing date

1980-12-16

Publication date

1983-10-11

1980-12-16 Application filed by Toray Industries Inc filed Critical Toray Industries Inc

1980-12-16 Priority to CA000366884A priority Critical patent/CA1155249A/fr

1983-10-11 Application granted granted Critical

1983-10-11 Publication of CA1155249A publication Critical patent/CA1155249A/fr

Status Expired legal-status Critical Current

Links

238000000034 method Methods 0.000 title claims abstract description 27
239000004952 Polyamide Substances 0.000 title claims abstract description 24
229920002647 polyamide Polymers 0.000 title claims abstract description 24
239000000178 monomer Substances 0.000 claims abstract description 38
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims abstract description 21
239000004744 fabric Substances 0.000 claims abstract description 18
238000010559 graft polymerization reaction Methods 0.000 claims abstract description 18
239000007864 aqueous solution Substances 0.000 claims abstract description 12
239000000835 fiber Substances 0.000 claims abstract description 11
239000010985 leather Substances 0.000 claims abstract description 5
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 22
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 20
229920002292 Nylon 6 Polymers 0.000 claims description 13
239000004677 Nylon Substances 0.000 claims description 9
229920001778 nylon Polymers 0.000 claims description 9
239000003054 catalyst Substances 0.000 claims description 5
229910052751 metal Inorganic materials 0.000 claims description 5
239000002184 metal Substances 0.000 claims description 5
150000003863 ammonium salts Chemical class 0.000 claims description 2
125000002843 carboxylic acid group Chemical group 0.000 claims description 2
238000006116 polymerization reaction Methods 0.000 abstract description 7
230000002378 acidificating effect Effects 0.000 abstract description 4
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract description 3
229920002554 vinyl polymer Polymers 0.000 abstract description 3
239000002253 acid Substances 0.000 abstract description 2
239000010408 film Substances 0.000 abstract 1
239000000047 product Substances 0.000 description 37
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 10
239000000203 mixture Substances 0.000 description 9
JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 7
239000002689 soil Substances 0.000 description 7
239000000243 solution Substances 0.000 description 6
239000007795 chemical reaction product Substances 0.000 description 5
229920000728 polyester Polymers 0.000 description 5
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium peroxydisulfate Substances [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 4
VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 description 4
229910001870 ammonium persulfate Inorganic materials 0.000 description 4
238000006243 chemical reaction Methods 0.000 description 4
238000011109 contamination Methods 0.000 description 4
239000003999 initiator Substances 0.000 description 4
150000002978 peroxides Chemical class 0.000 description 4
239000003352 sequestering agent Substances 0.000 description 4
230000003068 static effect Effects 0.000 description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
ZGTMUACCHSMWAC-UHFFFAOYSA-L EDTA disodium salt (anhydrous) Chemical compound [Na+].[Na+].OC(=O)CN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O ZGTMUACCHSMWAC-UHFFFAOYSA-L 0.000 description 3
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 3
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
239000003638 chemical reducing agent Substances 0.000 description 3
239000003795 chemical substances by application Substances 0.000 description 3
230000005484 gravity Effects 0.000 description 3
238000005259 measurement Methods 0.000 description 3
230000035699 permeability Effects 0.000 description 3
229920000642 polymer Polymers 0.000 description 3
229910052700 potassium Inorganic materials 0.000 description 3
239000011591 potassium Substances 0.000 description 3
229910052708 sodium Inorganic materials 0.000 description 3
239000011734 sodium Substances 0.000 description 3
210000002268 wool Anatomy 0.000 description 3
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
229920000742 Cotton Polymers 0.000 description 2
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-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
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 2
239000003599 detergent Substances 0.000 description 2
230000000694 effects Effects 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
229920001519 homopolymer Polymers 0.000 description 2
229910052742 iron Inorganic materials 0.000 description 2
GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
238000005406 washing Methods 0.000 description 2
239000002759 woven fabric Substances 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
239000004342 Benzoyl peroxide Substances 0.000 description 1
OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
239000003109 Disodium ethylene diamine tetraacetate Substances 0.000 description 1
JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 1
229920000299 Nylon 12 Polymers 0.000 description 1
239000011398 Portland cement Substances 0.000 description 1
DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
229910000831 Steel Inorganic materials 0.000 description 1
230000004913 activation Effects 0.000 description 1
125000003368 amide group Chemical group 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
230000008901 benefit Effects 0.000 description 1
235000019400 benzoyl peroxide Nutrition 0.000 description 1
230000005540 biological transmission Effects 0.000 description 1
239000011575 calcium Substances 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
230000008859 change Effects 0.000 description 1
239000011280 coal tar Substances 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
238000000576 coating method Methods 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
239000010949 copper Substances 0.000 description 1
238000007598 dipping method Methods 0.000 description 1
235000019301 disodium ethylene diamine tetraacetate Nutrition 0.000 description 1
238000003912 environmental pollution Methods 0.000 description 1
239000012530 fluid Substances 0.000 description 1
230000006872 improvement Effects 0.000 description 1
239000002649 leather substitute Substances 0.000 description 1
239000012280 lithium aluminium hydride Substances 0.000 description 1
-1 lithium aluminum hydride Chemical compound 0.000 description 1
239000000463 material Substances 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
239000004745 nonwoven fabric Substances 0.000 description 1
238000009974 package dyeing Methods 0.000 description 1
JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
229920002239 polyacrylonitrile Polymers 0.000 description 1
230000000379 polymerizing effect Effects 0.000 description 1
229920002635 polyurethane Polymers 0.000 description 1
239000004814 polyurethane Substances 0.000 description 1
USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
238000010926 purge Methods 0.000 description 1
230000002285 radioactive effect Effects 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
238000009991 scouring Methods 0.000 description 1
239000012279 sodium borohydride Substances 0.000 description 1
229910000033 sodium borohydride Inorganic materials 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
235000011121 sodium hydroxide Nutrition 0.000 description 1
LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical class [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 1
229910052979 sodium sulfide Inorganic materials 0.000 description 1
GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
235000010265 sodium sulphite Nutrition 0.000 description 1
235000019832 sodium triphosphate Nutrition 0.000 description 1
239000007787 solid Substances 0.000 description 1
238000005507 spraying Methods 0.000 description 1
239000010959 steel Substances 0.000 description 1
239000011550 stock solution Substances 0.000 description 1
RABUZJZUBFMWSH-UHFFFAOYSA-N sulfane;hydroiodide Chemical compound [SH3+].[I-] RABUZJZUBFMWSH-UHFFFAOYSA-N 0.000 description 1
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 1
UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 description 1
238000005303 weighing Methods 0.000 description 1
239000013585 weight reducing agent Substances 0.000 description 1

Landscapes

Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

CA000366884A 1980-12-16 1980-12-16 Methode de modification d'un produit de polyamide synthetique ou naturel Expired CA1155249A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000366884A CA1155249A (fr)	1980-12-16	1980-12-16	Methode de modification d'un produit de polyamide synthetique ou naturel

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA000366884A CA1155249A (fr)	1980-12-16	1980-12-16	Methode de modification d'un produit de polyamide synthetique ou naturel

Publications (1)

Publication Number	Publication Date
CA1155249A true CA1155249A (fr)	1983-10-11

Family

ID=4118713

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000366884A Expired CA1155249A (fr)	1980-12-16	1980-12-16	Methode de modification d'un produit de polyamide synthetique ou naturel

Country Status (1)

Country	Link
CA (1)	CA1155249A (fr)

1980
- 1980-12-16 CA CA000366884A patent/CA1155249A/fr not_active Expired

Legal Events

Date	Code	Title	Description
2000-10-11	MKEX	Expiry

Publication	Publication Date	Title
CA1250497A (fr)	1989-02-28	Methode pour ameliorer les proprietes d'un substrat en polymere, et polymere modifie ainsi produit
US3616183A (en)	1971-10-26	Polyester sheath-core conjugate filaments
AU726339B2 (en)	2000-11-02	Process for improving polyamide, acrylic, aramid, cellulosic and polyester properties, and modified polymers produced thereby
US4065598A (en)	1977-12-27	Process for polymeric modification of a fiber
US3092512A (en)	1963-06-04	Table ii
US4369036A (en)	1983-01-18	Method of modifying synthetic or natural polyamide products
WO1997008278A1 (fr)	1997-03-06	Appret pour fils textiles, contenant un lubrifiant et un agent antisouillure
CA1248709A (fr)	1989-01-17	Methode pour l'amelioration des proprietes des fibres de polymere, et fibres ainsi produites
US4097546A (en)	1978-06-27	Ozone resistant, cationic dyeable nylon containing lithium, magnesium or calcium salts of sulfonated polystyrene copolymers
CA1155249A (fr)	1983-10-11	Methode de modification d'un produit de polyamide synthetique ou naturel
GB2365014A (en)	2002-02-13	Dyeable polyester fibre
US4808188A (en)	1989-02-28	Polyester fibers, yarns and fabrics with enhanced hydrophilicity and method of producing same with borohydride anions and lithium cations
US5017658A (en)	1991-05-21	Dyeable polypropylene fibers for clothes
EP0052156B1 (fr)	1984-10-03	Procédé de modification de polyamide naturel ou synthétique
JP2003530479A (ja)	2003-10-14	ポリアミドの特性を改善する方法
CN118461176B (zh)	2025-12-30	一种高强聚乳酸复合纤维及其制备方法
CA1079465A (fr)	1980-06-17	Fibres ou filaments acryliques a fort coefficient de retrecissabilite
Tsatsaroni et al.	1990	The role of polyoxyethylenated stearylamines in the dyeing of cotton with direct dyes
US20090053953A1 (en)	2009-02-26	Process for the production of acrylic fibre for fabrics with a low pilling formation and acrylic fibres thus obtained
US2686103A (en)	1954-08-10	Process of modifying regenerated cellulose and product resulting therefrom
JPH057617A (ja)	1993-01-19	脱臭素材
WO1996026308A1 (fr)	1996-08-29	Fibre de polyolefine pouvant etre teinte
JPH03130416A (ja)	1991-06-04	芯鞘複合ポリエステル繊維およびそれからなる布帛
CA1068462A (fr)	1979-12-25	Methode de production en continu de filaments et de fibres teints hautement retrecissables
JPS6324013B2 (fr)	1988-05-19