JPS6324009B2 - - Google Patents
Info
- Publication number
- JPS6324009B2 JPS6324009B2 JP55050697A JP5069780A JPS6324009B2 JP S6324009 B2 JPS6324009 B2 JP S6324009B2 JP 55050697 A JP55050697 A JP 55050697A JP 5069780 A JP5069780 A JP 5069780A JP S6324009 B2 JPS6324009 B2 JP S6324009B2
- Authority
- JP
- Japan
- Prior art keywords
- diol
- polyurethane
- alicyclic organic
- diamine
- diisocyanate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 229920002635 polyurethane Polymers 0.000 claims description 74
- 239000004814 polyurethane Substances 0.000 claims description 74
- 125000002723 alicyclic group Chemical group 0.000 claims description 59
- 150000002009 diols Chemical class 0.000 claims description 59
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 46
- 125000005442 diisocyanate group Chemical group 0.000 claims description 39
- 150000004985 diamines Chemical class 0.000 claims description 36
- 239000002649 leather substitute Substances 0.000 claims description 27
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical group CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 claims description 23
- 239000000203 mixture Substances 0.000 claims description 23
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 22
- 229920000642 polymer Polymers 0.000 claims description 19
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 13
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical group CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 13
- 239000003960 organic solvent Substances 0.000 claims description 12
- 229920000515 polycarbonate Polymers 0.000 claims description 6
- 239000004417 polycarbonate Substances 0.000 claims description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical group C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 5
- 229920001451 polypropylene glycol Chemical group 0.000 claims description 5
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 3
- 239000000243 solution Substances 0.000 description 29
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 25
- 239000000975 dye Substances 0.000 description 23
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
- -1 hydrogen compound Chemical class 0.000 description 15
- 230000006866 deterioration Effects 0.000 description 11
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 11
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 9
- 229920003225 polyurethane elastomer Polymers 0.000 description 9
- 239000004970 Chain extender Substances 0.000 description 8
- 125000001931 aliphatic group Chemical group 0.000 description 8
- 238000005452 bending Methods 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 8
- 230000000704 physical effect Effects 0.000 description 8
- 125000003118 aryl group Chemical group 0.000 description 7
- 239000000835 fiber Substances 0.000 description 7
- 230000015271 coagulation Effects 0.000 description 6
- 238000005345 coagulation Methods 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 229920001400 block copolymer Polymers 0.000 description 5
- 239000003153 chemical reaction reagent Substances 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- 230000002265 prevention Effects 0.000 description 5
- 239000002994 raw material Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 150000002483 hydrogen compounds Chemical class 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000004745 nonwoven fabric Substances 0.000 description 4
- 238000012546 transfer Methods 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 238000004043 dyeing Methods 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 239000000806 elastomer Substances 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000010410 layer Substances 0.000 description 3
- 238000013508 migration Methods 0.000 description 3
- 230000005012 migration Effects 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- 239000000980 acid dye Substances 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 230000001112 coagulating effect Effects 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229920001610 polycaprolactone Polymers 0.000 description 2
- 239000004632 polycaprolactone Substances 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000000985 reactive dye Substances 0.000 description 2
- 239000002345 surface coating layer Substances 0.000 description 2
- 238000004383 yellowing Methods 0.000 description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- MVVQNBYRSDXHRF-UHFFFAOYSA-N 2-[2-hydroxyethyl(2-methylpropyl)amino]ethanol Chemical compound CC(C)CN(CCO)CCO MVVQNBYRSDXHRF-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- YJSGNHSYRAKFFB-UHFFFAOYSA-N 2-methyl-1,1-dipropylhydrazine Chemical compound CCCN(NC)CCC YJSGNHSYRAKFFB-UHFFFAOYSA-N 0.000 description 1
- WZMFSLLIVPQAJK-UHFFFAOYSA-N 4-(1-aminopropyl)piperazin-1-amine Chemical compound NC(CC)N1CCN(CC1)N WZMFSLLIVPQAJK-UHFFFAOYSA-N 0.000 description 1
- DZIHTWJGPDVSGE-UHFFFAOYSA-N 4-[(4-aminocyclohexyl)methyl]cyclohexan-1-amine Chemical compound C1CC(N)CCC1CC1CCC(N)CC1 DZIHTWJGPDVSGE-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- SUAKHGWARZSWIH-UHFFFAOYSA-N N,N‐diethylformamide Chemical compound CCN(CC)C=O SUAKHGWARZSWIH-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 229930182556 Polyacetal Natural products 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000007824 aliphatic compounds Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 206010003549 asthenia Diseases 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000005034 decoration Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000921 polyethylene adipate Polymers 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
- D06N3/00—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof
- D06N3/12—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins
- D06N3/14—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins with polyurethanes
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
- C08G18/4018—Mixtures of compounds of group C08G18/42 with compounds of group C08G18/48
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4833—Polyethers containing oxyethylene units
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0041—Optical brightening agents, organic pigments
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
- D06N3/00—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof
- D06N3/0056—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof characterised by the compounding ingredients of the macro-molecular coating
- D06N3/0065—Organic pigments, e.g. dyes, brighteners
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5069780A JPS56145948A (en) | 1980-04-15 | 1980-04-15 | Polyurethane composition suitable for synthetic leather |
| US06/250,554 US4367307A (en) | 1980-04-15 | 1981-04-03 | Polyurethane composition having good light resistance |
| EP81301612A EP0038202B1 (en) | 1980-04-15 | 1981-04-13 | Polyurethane composition containing a dye |
| DE8181301612T DE3162932D1 (en) | 1980-04-15 | 1981-04-13 | Polyurethane composition containing a dye |
| CA000375312A CA1150877A (en) | 1980-04-15 | 1981-04-13 | Polyurethane composition having good light resistance |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5069780A JPS56145948A (en) | 1980-04-15 | 1980-04-15 | Polyurethane composition suitable for synthetic leather |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS56145948A JPS56145948A (en) | 1981-11-13 |
| JPS6324009B2 true JPS6324009B2 (US20080261052A1-20081023-C00031.png) | 1988-05-19 |
Family
ID=12866098
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5069780A Granted JPS56145948A (en) | 1980-04-15 | 1980-04-15 | Polyurethane composition suitable for synthetic leather |
Country Status (5)
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS57143318A (en) * | 1981-02-27 | 1982-09-04 | Kuraray Co Ltd | Polyurethane composition suitable for artificial leather |
| JPS57143319A (en) * | 1981-02-27 | 1982-09-04 | Kuraray Co Ltd | Polyurethane composition having improved light resistance |
| EP0305596B1 (en) * | 1983-02-10 | 1992-01-15 | Toray Industries, Inc. | Process for dyeing ultrafine polyamide fibers |
| JPS59150133A (ja) * | 1983-02-10 | 1984-08-28 | 東レ株式会社 | 皮革状ヤ−ン |
| DE3414978A1 (de) * | 1984-04-19 | 1985-10-31 | Industrie-Entwicklungen Krüpper, 8059 Wartenberg | Griffbaender auf der basis von mit kunststoff beschichteten traegermaterialien |
| IT1198254B (it) * | 1986-12-24 | 1988-12-21 | Raffineria Olii Lubirificanti | Procedimento per migliorare la tingibilita' di manufatti tessili tessuti o non tessuti |
| DE3736652A1 (de) * | 1987-10-29 | 1989-05-11 | Bayer Ag | Verfahren zur herstellung von beschichtungen |
| AU651378B2 (en) * | 1990-09-28 | 1994-07-21 | Kuraray Co., Ltd. | Suede-like napped sheet excellent in sweat resistance |
| GB9417172D0 (en) * | 1994-08-25 | 1994-10-12 | Sandoz Ltd | Improvements in or relating to organic compounds |
| TW440633B (en) * | 1996-09-27 | 2001-06-16 | Kuraray Co | Suede-like artificial leather and its preparation |
| DE60010604T2 (de) * | 1999-09-17 | 2005-05-19 | Topy Kogyo K.K. | Glänzende Oberflächenstruktur und Verfahren zu ihrer Herstellung |
| US6538056B1 (en) | 2000-10-10 | 2003-03-25 | Clariant International Ltd. | Polyolefin articles with long-term elevated temperature stability |
| US20030006526A1 (en) * | 2001-04-30 | 2003-01-09 | Fusion Specialties, Inc. | Molded Display Forms |
| ES2265300B1 (es) * | 2006-07-17 | 2008-02-01 | Antonio Oliva Gurgui | "derivados de poliuretanos y usos correspondientes y procedimientos de fabricacion de marcas al agua". |
| US8496860B2 (en) * | 2009-07-31 | 2013-07-30 | Fusion Specialties, Inc. | Foam-backed, hollow articles made by cold rotational molding |
| JP5797697B2 (ja) * | 2012-07-30 | 2015-10-21 | 三洋化成工業株式会社 | ポリウレタン樹脂 |
| KR102332011B1 (ko) * | 2013-09-30 | 2021-11-26 | 주식회사 쿠라레 | 입모풍 인공 피혁 및 그 제조 방법 |
| US10689801B2 (en) | 2014-04-22 | 2020-06-23 | Millikan & Company | Colored coatings and artificial leathers containing colorant complexes |
| US9903069B2 (en) | 2014-04-22 | 2018-02-27 | Milliken & Company | Colored coatings and artificial leathers |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4948789A (US20080261052A1-20081023-C00031.png) * | 1972-05-04 | 1974-05-11 | ||
| JPS54160703A (en) * | 1978-06-06 | 1979-12-19 | Honey Kasei Kk | Artificial leather |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2221756C3 (de) * | 1972-05-04 | 1980-06-26 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von lösungsmittelbeständigen, lichtechten, knick- und reibfesten Polyurethanüberzügen auf textlien Substraten, Leder oder Kunstleder oder von Folien |
| DE2221750A1 (de) * | 1972-05-04 | 1973-11-15 | Bayer Ag | Verfahren zur herstellung von polyurethanharnstoff-loesungen |
| DE2252280C3 (de) * | 1972-10-25 | 1981-03-19 | Bayer Ag, 5090 Leverkusen | Textilbeschichtungen und Syntheseleder aus Polycarbonat-Polyharnstoff-Elastomeren |
| IN141276B (US20080261052A1-20081023-C00031.png) * | 1973-06-22 | 1977-02-12 | Bayer Ag |
-
1980
- 1980-04-15 JP JP5069780A patent/JPS56145948A/ja active Granted
-
1981
- 1981-04-03 US US06/250,554 patent/US4367307A/en not_active Expired - Lifetime
- 1981-04-13 DE DE8181301612T patent/DE3162932D1/de not_active Expired
- 1981-04-13 CA CA000375312A patent/CA1150877A/en not_active Expired
- 1981-04-13 EP EP81301612A patent/EP0038202B1/en not_active Expired
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4948789A (US20080261052A1-20081023-C00031.png) * | 1972-05-04 | 1974-05-11 | ||
| JPS54160703A (en) * | 1978-06-06 | 1979-12-19 | Honey Kasei Kk | Artificial leather |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS56145948A (en) | 1981-11-13 |
| DE3162932D1 (en) | 1984-05-10 |
| EP0038202B1 (en) | 1984-04-04 |
| US4367307A (en) | 1983-01-04 |
| EP0038202A1 (en) | 1981-10-21 |
| CA1150877A (en) | 1983-07-26 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPS6324009B2 (US20080261052A1-20081023-C00031.png) | ||
| US8288006B2 (en) | Artificial leather | |
| US4271217A (en) | Process for producing polyurethane resins and sheet materials | |
| JPS582979B2 (ja) | ポリウレタン被覆の製造方法 | |
| US7144535B2 (en) | Procedure for the preparation of a highly durable composite textile material workable at high temperature, and the composite textile material thus obtained | |
| EP0619332B1 (en) | Polyurethane and leatherlike sheet made therefrom | |
| US3575894A (en) | Process for making water vapor permeable microporous sheeting | |
| US4386127A (en) | Dense, elegant and pliable sheet material comprising fibrous base impregnated with a diol-hindered amine polyurethane system | |
| JPH0673669A (ja) | 透湿性防水布帛の製造方法 | |
| JPS6324008B2 (US20080261052A1-20081023-C00031.png) | ||
| JPS5863759A (ja) | コ−テイング剤に適しているポリウレタン組成物 | |
| JPS6329687B2 (US20080261052A1-20081023-C00031.png) | ||
| JP2001019735A (ja) | ポリウレタン樹脂およびこれを用いた皮革様シート状物 | |
| JP2782203B2 (ja) | 人工皮革用ポリウレタン組成物 | |
| EP0110657B1 (en) | A method for producing a composite sheet material | |
| JPS6329688B2 (US20080261052A1-20081023-C00031.png) | ||
| JPS6133851B2 (US20080261052A1-20081023-C00031.png) | ||
| JPH06207381A (ja) | ポリウレタン及び皮革様シート | |
| JPH0345144B2 (US20080261052A1-20081023-C00031.png) | ||
| JPH049806B2 (US20080261052A1-20081023-C00031.png) | ||
| JPS6364553B2 (US20080261052A1-20081023-C00031.png) | ||
| JPH0437186B2 (US20080261052A1-20081023-C00031.png) | ||
| JP3032623B2 (ja) | ポリウレタンの製造方法 | |
| JPH1192656A (ja) | 耐黄変性に優れたポリウレタン樹脂組成物及びこれを用いた皮革様シート | |
| JP2024020871A (ja) | 湿気硬化型ポリウレタンホットメルト接着剤 |
