JP2013521373A5 - - Google Patents

Info

Publication number

JP2013521373A5

JP2013521373A5 JP2012556110A JP2012556110A JP2013521373A5 JP 2013521373 A5 JP2013521373 A5 JP 2013521373A5 JP 2012556110 A JP2012556110 A JP 2012556110A JP 2012556110 A JP2012556110 A JP 2012556110A JP 2013521373 A5 JP2013521373 A5 JP 2013521373A5

Authority

JP

Japan

Prior art keywords

terminal

diisocyanate

lactamized

elastomer

hydroxylated compound

Prior art date

2011-02-24

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.)

Granted

Links

• Espacenet
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• 229920001971 elastomer Polymers 0.000 claims description 45
• 239000000806 elastomer Substances 0.000 claims description 45
• 125000005442 diisocyanate group Chemical group 0.000 claims description 41
• 150000001875 compounds Chemical class 0.000 claims description 25
• DVPHDWQFZRBFND-DMHDVGBCSA-N 1-o-[2-[(3ar,5r,6s,6ar)-2,2-dimethyl-6-prop-2-enoyloxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-[4-[(2s,3r)-1-butan-2-ylsulfanyl-2-(2-chlorophenyl)-4-oxoazetidin-3-yl]oxy-4-oxobutanoyl]oxyethyl] 4-o-[(2s,3r)-1-butan-2-ylsulfanyl-2-(2-chloropheny Chemical group C1([C@H]2[C@H](C(N2SC(C)CC)=O)OC(=O)CCC(=O)OC(COC(=O)CCC(=O)O[C@@H]2[C@@H](N(C2=O)SC(C)CC)C=2C(=CC=CC=2)Cl)[C@@H]2[C@@H]([C@H]3OC(C)(C)O[C@H]3O2)OC(=O)C=C)=CC=CC=C1Cl DVPHDWQFZRBFND-DMHDVGBCSA-N 0.000 claims description 22
• 150000001408 amides Chemical class 0.000 claims description 15
• 238000006116 polymerization reaction Methods 0.000 claims description 14
• 239000003054 catalyst Substances 0.000 claims description 12
• 238000000034 method Methods 0.000 claims description 12
• 230000000379 polymerizing effect Effects 0.000 claims description 10
• 235000010290 biphenyl Nutrition 0.000 claims description 8
• 239000004305 biphenyl Substances 0.000 claims description 8
• 125000006267 biphenyl group Chemical group 0.000 claims description 8
• JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims description 8
• ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 8
• 238000002360 preparation method Methods 0.000 claims description 8
• 229920000909 polytetrahydrofuran Polymers 0.000 claims description 7
• 239000004721 Polyphenylene oxide Substances 0.000 claims description 6
• 150000002009 diols Chemical class 0.000 claims description 6
• 239000000203 mixture Substances 0.000 claims description 6
• 229920000570 polyether Polymers 0.000 claims description 6
• LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 4
• JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 claims description 4
• 239000004952 Polyamide Substances 0.000 claims description 4
• 239000000654 additive Substances 0.000 claims description 4
• 239000003795 chemical substances by application Substances 0.000 claims description 4
• 150000003951 lactams Chemical class 0.000 claims description 4
• 239000000155 melt Substances 0.000 claims description 4
• 239000002184 metal Substances 0.000 claims description 4
• 239000000178 monomer Substances 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
• 229920002647 polyamide Polymers 0.000 claims description 4
• 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 3
• RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 3
• 238000004519 manufacturing process Methods 0.000 claims description 3
• DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 3
• RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims description 2
• 239000004970 Chain extender Substances 0.000 claims description 2
• 239000004609 Impact Modifier Substances 0.000 claims description 2
• 239000006057 Non-nutritive feed additive Substances 0.000 claims description 2
• 239000002202 Polyethylene glycol Substances 0.000 claims description 2
• 239000012963 UV stabilizer Substances 0.000 claims description 2
• KXBFLNPZHXDQLV-UHFFFAOYSA-N [cyclohexyl(diisocyanato)methyl]cyclohexane Chemical compound C1CCCCC1C(N=C=O)(N=C=O)C1CCCCC1 KXBFLNPZHXDQLV-UHFFFAOYSA-N 0.000 claims description 2
• -1 and if necessary Polymers 0.000 claims description 2
• 239000003963 antioxidant agent Substances 0.000 claims description 2
• 125000004432 carbon atom Chemical group C* 0.000 claims description 2
• 239000003086 colorant Substances 0.000 claims description 2
• 229920001940 conductive polymer Polymers 0.000 claims description 2
• 229920001577 copolymer Polymers 0.000 claims description 2
• 239000000945 filler Substances 0.000 claims description 2
• 239000003063 flame retardant Substances 0.000 claims description 2
• 125000001183 hydrocarbyl group Chemical group 0.000 claims description 2
• WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 2
• 239000004611 light stabiliser Substances 0.000 claims description 2
• 239000000314 lubricant Substances 0.000 claims description 2
• 239000000463 material Substances 0.000 claims description 2
• 239000012764 mineral filler Substances 0.000 claims description 2
• 239000002105 nanoparticle Substances 0.000 claims description 2
• 239000002071 nanotube Substances 0.000 claims description 2
• 239000000049 pigment Substances 0.000 claims description 2
• 229920000163 poly(trimethylene ether) Polymers 0.000 claims description 2
• 229920001610 polycaprolactone Polymers 0.000 claims description 2
• 239000004632 polycaprolactone Substances 0.000 claims description 2
• 229920000515 polycarbonate Polymers 0.000 claims description 2
• 239000004417 polycarbonate Substances 0.000 claims description 2
• 229920000728 polyester Polymers 0.000 claims description 2
• 229920001223 polyethylene glycol Polymers 0.000 claims description 2
• 229920000642 polymer Polymers 0.000 claims description 2
• 229920001451 polypropylene glycol Polymers 0.000 claims description 2
• 239000003381 stabilizer Substances 0.000 claims description 2
• RTTZISZSHSCFRH-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC(CN=C=O)=C1 RTTZISZSHSCFRH-UHFFFAOYSA-N 0.000 description 1
• 239000005059 1,4-Cyclohexyldiisocyanate Substances 0.000 description 1
• SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 description 1
• PAUHLEIGHAUFAK-UHFFFAOYSA-N 1-isocyanato-1-[(1-isocyanatocyclohexyl)methyl]cyclohexane Chemical compound C1CCCCC1(N=C=O)CC1(N=C=O)CCCCC1 PAUHLEIGHAUFAK-UHFFFAOYSA-N 0.000 description 1
• ICLCCFKUSALICQ-UHFFFAOYSA-N 1-isocyanato-4-(4-isocyanato-3-methylphenyl)-2-methylbenzene Chemical compound C1=C(N=C=O)C(C)=CC(C=2C=C(C)C(N=C=O)=CC=2)=C1 ICLCCFKUSALICQ-UHFFFAOYSA-N 0.000 description 1
• 239000005058 Isophorone diisocyanate Substances 0.000 description 1
• 238000000748 compression moulding Methods 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
• 238000001125 extrusion Methods 0.000 description 1
• 238000001746 injection moulding Methods 0.000 description 1
• 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 1
• 229920001169 thermoplastic Polymers 0.000 description 1