JPH0345144B2 - - Google Patents
Info
- Publication number
- JPH0345144B2 JPH0345144B2 JP21787483A JP21787483A JPH0345144B2 JP H0345144 B2 JPH0345144 B2 JP H0345144B2 JP 21787483 A JP21787483 A JP 21787483A JP 21787483 A JP21787483 A JP 21787483A JP H0345144 B2 JPH0345144 B2 JP H0345144B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- polyurethane
- hydrogen
- general formula
- coating layer
- 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
- 239000011247 coating layer Substances 0.000 claims description 34
- -1 amine compound Chemical class 0.000 claims description 24
- 239000012948 isocyanate Substances 0.000 claims description 22
- 239000000463 material Substances 0.000 claims description 16
- 239000010410 layer Substances 0.000 claims description 13
- 229920003225 polyurethane elastomer Polymers 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- 239000001257 hydrogen Substances 0.000 claims description 11
- 239000007795 chemical reaction product Substances 0.000 claims description 9
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 8
- 150000002009 diols Chemical group 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
- 125000001424 substituent group Chemical group 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- 229910052736 halogen Inorganic materials 0.000 claims description 6
- 150000002367 halogens Chemical class 0.000 claims description 6
- 150000002431 hydrogen Chemical group 0.000 claims description 4
- 125000001142 dicarboxylic acid group Chemical group 0.000 claims description 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- 229920002635 polyurethane Polymers 0.000 description 55
- 239000004814 polyurethane Substances 0.000 description 55
- 239000000203 mixture Substances 0.000 description 36
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 26
- 150000001412 amines Chemical class 0.000 description 14
- 238000000034 method Methods 0.000 description 14
- 239000000758 substrate Substances 0.000 description 13
- 239000007788 liquid Substances 0.000 description 12
- 239000002904 solvent Substances 0.000 description 12
- 150000002513 isocyanates Chemical class 0.000 description 11
- 150000001875 compounds Chemical class 0.000 description 10
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 239000012790 adhesive layer Substances 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000003431 cross linking reagent Substances 0.000 description 7
- 229920001610 polycaprolactone Polymers 0.000 description 7
- 238000004383 yellowing Methods 0.000 description 7
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- NWHNXXMYEICZAT-UHFFFAOYSA-N 1,2,2,6,6-pentamethylpiperidin-4-ol Chemical compound CN1C(C)(C)CC(O)CC1(C)C NWHNXXMYEICZAT-UHFFFAOYSA-N 0.000 description 5
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 5
- 239000004970 Chain extender Substances 0.000 description 5
- 239000005058 Isophorone diisocyanate Substances 0.000 description 5
- 238000005108 dry cleaning Methods 0.000 description 5
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 5
- 239000002649 leather substitute Substances 0.000 description 5
- 230000000704 physical effect Effects 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 4
- 125000002947 alkylene group Chemical group 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000004132 cross linking Methods 0.000 description 4
- 230000006866 deterioration Effects 0.000 description 4
- 125000005442 diisocyanate group Chemical group 0.000 description 4
- 238000002845 discoloration Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 239000004332 silver Substances 0.000 description 4
- 229910052709 silver Inorganic materials 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000003381 stabilizer Substances 0.000 description 4
- 239000002344 surface layer Substances 0.000 description 4
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 3
- CGXOAAMIQPDTPE-UHFFFAOYSA-N 1,2,2,6,6-pentamethylpiperidin-4-amine Chemical compound CN1C(C)(C)CC(N)CC1(C)C CGXOAAMIQPDTPE-UHFFFAOYSA-N 0.000 description 3
- FTVFPPFZRRKJIH-UHFFFAOYSA-N 2,2,6,6-tetramethylpiperidin-4-amine Chemical compound CC1(C)CC(N)CC(C)(C)N1 FTVFPPFZRRKJIH-UHFFFAOYSA-N 0.000 description 3
- VDVUCLWJZJHFAV-UHFFFAOYSA-N 2,2,6,6-tetramethylpiperidin-4-ol Chemical compound CC1(C)CC(O)CC(C)(C)N1 VDVUCLWJZJHFAV-UHFFFAOYSA-N 0.000 description 3
- 229920001410 Microfiber Polymers 0.000 description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 description 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 3
- 150000001555 benzenes Chemical group 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 3
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 3
- 238000010409 ironing Methods 0.000 description 3
- 230000007774 longterm Effects 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 229920002451 polyvinyl alcohol Polymers 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- AMAMTFYJXKJFBH-UHFFFAOYSA-N 1-benzyl-2,2,6,6-tetramethylpiperidin-4-amine Chemical compound CC1(C)CC(N)CC(C)(C)N1CC1=CC=CC=C1 AMAMTFYJXKJFBH-UHFFFAOYSA-N 0.000 description 2
- VLTHAKKFNPUWSB-UHFFFAOYSA-N 1-benzyl-2,2,6,6-tetramethylpiperidin-4-ol Chemical compound CC1(C)CC(O)CC(C)(C)N1CC1=CC=CC=C1 VLTHAKKFNPUWSB-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 238000005452 bending Methods 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 239000004632 polycaprolactone Substances 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 239000001054 red pigment Substances 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 239000012463 white pigment Substances 0.000 description 2
- GLFNAKWJKOQJNT-UHFFFAOYSA-N 1,2,2,6,6-pentamethyl-4-phenylpiperidin-4-ol Chemical compound C1C(C)(C)N(C)C(C)(C)CC1(O)C1=CC=CC=C1 GLFNAKWJKOQJNT-UHFFFAOYSA-N 0.000 description 1
- FHSMJSFOSXRNES-UHFFFAOYSA-N 1,2,2-trimethyl-1-azaspiro[5.5]undecan-4-amine Chemical compound CN1C(C)(C)CC(N)CC11CCCCC1 FHSMJSFOSXRNES-UHFFFAOYSA-N 0.000 description 1
- NSCVEXDDAGYATM-UHFFFAOYSA-N 1,2,2-trimethyl-1-azaspiro[5.5]undecan-4-ol Chemical compound CN1C(C)(C)CC(O)CC11CCCCC1 NSCVEXDDAGYATM-UHFFFAOYSA-N 0.000 description 1
- OFIMUXHNLPZBDO-UHFFFAOYSA-N 1-benzyl-2,2,6,6-tetramethyl-4-phenylpiperidin-4-ol Chemical compound CC1(C)CC(O)(C=2C=CC=CC=2)CC(C)(C)N1CC1=CC=CC=C1 OFIMUXHNLPZBDO-UHFFFAOYSA-N 0.000 description 1
- AMHNWQMJFIQASF-UHFFFAOYSA-N 1-benzyl-2,2-diethyl-6,6-dimethylpiperidin-4-amine Chemical compound CCC1(CC)CC(N)CC(C)(C)N1CC1=CC=CC=C1 AMHNWQMJFIQASF-UHFFFAOYSA-N 0.000 description 1
- NCRLIOVBQDWRCW-UHFFFAOYSA-N 1-benzyl-2,2-dimethyl-1-azaspiro[5.5]undecan-4-amine Chemical compound C=1C=CC=CC=1CN1C(C)(C)CC(N)CC21CCCCC2 NCRLIOVBQDWRCW-UHFFFAOYSA-N 0.000 description 1
- KAYGSJSLWDFMJQ-UHFFFAOYSA-N 1-benzyl-2,2-dimethyl-1-azaspiro[5.5]undecan-4-ol Chemical compound C=1C=CC=CC=1CN1C(C)(C)CC(O)CC21CCCCC2 KAYGSJSLWDFMJQ-UHFFFAOYSA-N 0.000 description 1
- PTSAMJUYPPPFOB-UHFFFAOYSA-N 1-benzyl-2-ethyl-2,6,6-trimethylpiperidin-4-amine Chemical compound CCC1(C)CC(N)CC(C)(C)N1CC1=CC=CC=C1 PTSAMJUYPPPFOB-UHFFFAOYSA-N 0.000 description 1
- MYVBVGNLSHJYDS-UHFFFAOYSA-N 1-benzyl-2-ethyl-2,6,6-trimethylpiperidin-4-ol Chemical compound CCC1(C)CC(O)CC(C)(C)N1CC1=CC=CC=C1 MYVBVGNLSHJYDS-UHFFFAOYSA-N 0.000 description 1
- IRANSJHFDQYYLN-UHFFFAOYSA-N 1-benzyl-4-ethyl-2,2,6,6-tetramethylpiperidin-4-ol Chemical compound CC1(C)CC(CC)(O)CC(C)(C)N1CC1=CC=CC=C1 IRANSJHFDQYYLN-UHFFFAOYSA-N 0.000 description 1
- NFCIMBZDJLFHNB-UHFFFAOYSA-N 2,2,4,6,6-pentamethylpiperidin-4-ol Chemical compound CC1(C)CC(C)(O)CC(C)(C)N1 NFCIMBZDJLFHNB-UHFFFAOYSA-N 0.000 description 1
- ANWUNKVMALBHSR-UHFFFAOYSA-N 2,2,6,6-tetramethyl-4-phenylpiperidin-4-ol Chemical compound C1C(C)(C)NC(C)(C)CC1(O)C1=CC=CC=C1 ANWUNKVMALBHSR-UHFFFAOYSA-N 0.000 description 1
- JFQJBKMTCYNANZ-UHFFFAOYSA-N 2,2-diethyl-1,6,6-trimethylpiperidin-4-amine Chemical compound CCC1(CC)CC(N)CC(C)(C)N1C JFQJBKMTCYNANZ-UHFFFAOYSA-N 0.000 description 1
- CIJJWMDFPFCWCZ-UHFFFAOYSA-N 2,2-diethyl-1,6,6-trimethylpiperidin-4-ol Chemical compound CCC1(CC)CC(O)CC(C)(C)N1C CIJJWMDFPFCWCZ-UHFFFAOYSA-N 0.000 description 1
- PGPTXEBBLMXPBC-UHFFFAOYSA-N 2,2-diethyl-6,6-dimethylpiperidin-4-amine Chemical compound CCC1(CC)CC(N)CC(C)(C)N1 PGPTXEBBLMXPBC-UHFFFAOYSA-N 0.000 description 1
- SKTJKGMWKIKKGI-UHFFFAOYSA-N 2,2-diethyl-6,6-dimethylpiperidin-4-ol Chemical compound CCC1(CC)CC(O)CC(C)(C)N1 SKTJKGMWKIKKGI-UHFFFAOYSA-N 0.000 description 1
- QXONKKMHFDOBDZ-UHFFFAOYSA-N 2,2-dimethyl-1-azaspiro[5.5]undecan-4-amine Chemical compound N1C(C)(C)CC(N)CC11CCCCC1 QXONKKMHFDOBDZ-UHFFFAOYSA-N 0.000 description 1
- KQFLQICIXFFTQZ-UHFFFAOYSA-N 2,2-dimethyl-1-azaspiro[5.5]undecan-4-ol Chemical compound N1C(C)(C)CC(O)CC11CCCCC1 KQFLQICIXFFTQZ-UHFFFAOYSA-N 0.000 description 1
- TXTIIWDWHSZBRK-UHFFFAOYSA-N 2,4-diisocyanato-1-methylbenzene;2-ethyl-2-(hydroxymethyl)propane-1,3-diol Chemical compound CCC(CO)(CO)CO.CC1=CC=C(N=C=O)C=C1N=C=O TXTIIWDWHSZBRK-UHFFFAOYSA-N 0.000 description 1
- MUGNCLWPYHLVAV-UHFFFAOYSA-N 2-ethyl-1,2,6,6-tetramethylpiperidin-4-amine Chemical compound CCC1(C)CC(N)CC(C)(C)N1C MUGNCLWPYHLVAV-UHFFFAOYSA-N 0.000 description 1
- UJFNZOJMVLFBMD-UHFFFAOYSA-N 2-ethyl-1,2,6,6-tetramethylpiperidin-4-ol Chemical compound CCC1(C)CC(O)CC(C)(C)N1C UJFNZOJMVLFBMD-UHFFFAOYSA-N 0.000 description 1
- JSHYJTOWIPTKAI-UHFFFAOYSA-N 2-ethyl-2,6,6-trimethylpiperidin-4-amine Chemical compound CCC1(C)CC(N)CC(C)(C)N1 JSHYJTOWIPTKAI-UHFFFAOYSA-N 0.000 description 1
- GBRQBWGSVYCIBF-UHFFFAOYSA-N 2-ethyl-2,6,6-trimethylpiperidin-4-ol Chemical compound CCC1(C)CC(O)CC(C)(C)N1 GBRQBWGSVYCIBF-UHFFFAOYSA-N 0.000 description 1
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-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
- JZMBVZKTMHMISV-UHFFFAOYSA-N 4-ethyl-1,2,2,6,6-pentamethylpiperidin-4-ol Chemical compound CN1C(CC(CC1(C)C)(O)CC)(C)C JZMBVZKTMHMISV-UHFFFAOYSA-N 0.000 description 1
- GCQYGOGEJYKAHX-UHFFFAOYSA-N 4-ethyl-2,2,6,6-tetramethylpiperidin-4-ol Chemical compound CCC1(O)CC(C)(C)NC(C)(C)C1 GCQYGOGEJYKAHX-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- QOSMNYMQXIVWKY-UHFFFAOYSA-N Propyl levulinate Chemical compound CCCOC(=O)CCC(C)=O QOSMNYMQXIVWKY-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001414 amino alcohols Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 125000004427 diamine group Chemical group 0.000 description 1
- JXCHMDATRWUOAP-UHFFFAOYSA-N diisocyanatomethylbenzene Chemical compound O=C=NC(N=C=O)C1=CC=CC=C1 JXCHMDATRWUOAP-UHFFFAOYSA-N 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- UXGNZZKBCMGWAZ-UHFFFAOYSA-N dimethylformamide dmf Chemical compound CN(C)C=O.CN(C)C=O UXGNZZKBCMGWAZ-UHFFFAOYSA-N 0.000 description 1
- MCPKSFINULVDNX-UHFFFAOYSA-N drometrizole Chemical compound CC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 MCPKSFINULVDNX-UHFFFAOYSA-N 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 125000003827 glycol group Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 238000009981 jet dyeing Methods 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000003658 microfiber Substances 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000921 polyethylene adipate Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000001953 sensory effect Effects 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- VOZKAJLKRJDJLL-UHFFFAOYSA-N tolylenediamine group Chemical group CC1=C(C=C(C=C1)N)N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
Landscapes
- Synthetic Leather, Interior Materials Or Flexible Sheet Materials (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21787483A JPS60110982A (ja) | 1983-11-21 | 1983-11-21 | 皮革状シ−ト物 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21787483A JPS60110982A (ja) | 1983-11-21 | 1983-11-21 | 皮革状シ−ト物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60110982A JPS60110982A (ja) | 1985-06-17 |
| JPH0345144B2 true JPH0345144B2 (enrdf_load_html_response) | 1991-07-10 |
Family
ID=16711120
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP21787483A Granted JPS60110982A (ja) | 1983-11-21 | 1983-11-21 | 皮革状シ−ト物 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60110982A (enrdf_load_html_response) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002068500A1 (fr) | 2001-02-23 | 2002-09-06 | Toyo Boseki Kabushiki Kaisha | Catalyseur de polymerisation pour polyester, polyester produit par le meme et procede de production de polyester |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6952462B2 (ja) | 2016-12-15 | 2021-10-20 | スリーエム イノベイティブ プロパティズ カンパニー | 電線収容体、コネクタアセンブリ、及び防水性コネクタ |
-
1983
- 1983-11-21 JP JP21787483A patent/JPS60110982A/ja active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002068500A1 (fr) | 2001-02-23 | 2002-09-06 | Toyo Boseki Kabushiki Kaisha | Catalyseur de polymerisation pour polyester, polyester produit par le meme et procede de production de polyester |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS60110982A (ja) | 1985-06-17 |