JP2008544041A5 - - Google Patents
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- JP2008544041A5 JP2008544041A5 JP2008516897A JP2008516897A JP2008544041A5 JP 2008544041 A5 JP2008544041 A5 JP 2008544041A5 JP 2008516897 A JP2008516897 A JP 2008516897A JP 2008516897 A JP2008516897 A JP 2008516897A JP 2008544041 A5 JP2008544041 A5 JP 2008544041A5
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- JP
- Japan
- Prior art keywords
- acid
- composition
- solvent
- group
- amount
- 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.)
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- 239000000203 mixture Substances 0.000 claims description 48
- 239000002904 solvent Substances 0.000 claims description 21
- 239000003054 catalyst Substances 0.000 claims description 20
- -1 alkali metal carboxylates Chemical class 0.000 claims description 19
- 239000012948 isocyanate Substances 0.000 claims description 12
- 150000002513 isocyanates Chemical class 0.000 claims description 10
- 239000005056 polyisocyanate Substances 0.000 claims description 9
- 229920001228 polyisocyanate Polymers 0.000 claims description 9
- 229910052783 alkali metal Inorganic materials 0.000 claims description 7
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 7
- 239000000463 material Substances 0.000 claims description 7
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 6
- 150000007942 carboxylates Chemical class 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 4
- 229910019142 PO4 Inorganic materials 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 4
- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 3
- 239000000010 aprotic solvent Substances 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 239000010452 phosphate Substances 0.000 claims description 3
- AATNZNJRDOVKDD-UHFFFAOYSA-N 1-[ethoxy(ethyl)phosphoryl]oxyethane Chemical group CCOP(=O)(CC)OCC AATNZNJRDOVKDD-UHFFFAOYSA-N 0.000 claims description 2
- PTTPXKJBFFKCEK-UHFFFAOYSA-N 2-Methyl-4-heptanone Chemical compound CC(C)CC(=O)CC(C)C PTTPXKJBFFKCEK-UHFFFAOYSA-N 0.000 claims description 2
- 125000005600 alkyl phosphonate group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 claims description 2
- 125000000524 functional group Chemical group 0.000 claims description 2
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical group OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 2
- 150000002576 ketones Chemical class 0.000 claims description 2
- 150000005677 organic carbonates Chemical class 0.000 claims description 2
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 claims description 2
- 150000003462 sulfoxides Chemical class 0.000 claims description 2
- 150000003512 tertiary amines Chemical class 0.000 claims description 2
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 4
- 239000011495 polyisocyanurate Substances 0.000 claims 4
- 229920000582 polyisocyanurate Polymers 0.000 claims 4
- 229920002635 polyurethane Polymers 0.000 claims 4
- 239000004814 polyurethane Substances 0.000 claims 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 3
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 claims 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims 2
- JBDSSBMEKXHSJF-UHFFFAOYSA-N cyclopentanecarboxylic acid Chemical compound OC(=O)C1CCCC1 JBDSSBMEKXHSJF-UHFFFAOYSA-N 0.000 claims 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims 2
- BTCSSZJGUNDROE-UHFFFAOYSA-N gamma-aminobutyric acid Chemical compound NCCCC(O)=O BTCSSZJGUNDROE-UHFFFAOYSA-N 0.000 claims 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims 2
- LPNBBFKOUUSUDB-UHFFFAOYSA-N p-toluic acid Chemical compound CC1=CC=C(C(O)=O)C=C1 LPNBBFKOUUSUDB-UHFFFAOYSA-N 0.000 claims 2
- 235000021317 phosphate Nutrition 0.000 claims 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 claims 2
- OGNSCSPNOLGXSM-UHFFFAOYSA-N (+/-)-DABA Natural products NCCC(N)C(O)=O OGNSCSPNOLGXSM-UHFFFAOYSA-N 0.000 claims 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 claims 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims 1
- LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 claims 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 1
- LODHFNUFVRVKTH-ZHACJKMWSA-N 2-hydroxy-n'-[(e)-3-phenylprop-2-enoyl]benzohydrazide Chemical compound OC1=CC=CC=C1C(=O)NNC(=O)\C=C\C1=CC=CC=C1 LODHFNUFVRVKTH-ZHACJKMWSA-N 0.000 claims 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims 1
- JVTKAQYLRKDVOL-UHFFFAOYSA-N 3,3-dimethylcyclohexane-1-carboxylic acid Chemical compound CC1(C)CCCC(C(O)=O)C1 JVTKAQYLRKDVOL-UHFFFAOYSA-N 0.000 claims 1
- QEYMMOKECZBKAC-UHFFFAOYSA-N 3-chloropropanoic acid Chemical compound OC(=O)CCCl QEYMMOKECZBKAC-UHFFFAOYSA-N 0.000 claims 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 claims 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims 1
- 239000005711 Benzoic acid Substances 0.000 claims 1
- XEJHAXPBSKXOMR-UHFFFAOYSA-N CC[Ca] Chemical compound CC[Ca] XEJHAXPBSKXOMR-UHFFFAOYSA-N 0.000 claims 1
- ZCUFTCUMEDALHC-UHFFFAOYSA-N CC[K] Chemical compound CC[K] ZCUFTCUMEDALHC-UHFFFAOYSA-N 0.000 claims 1
- NTZRDKVFLPLTPU-UHFFFAOYSA-N CC[Na] Chemical compound CC[Na] NTZRDKVFLPLTPU-UHFFFAOYSA-N 0.000 claims 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 claims 1
- 239000005642 Oleic acid Substances 0.000 claims 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims 1
- 229920005830 Polyurethane Foam Polymers 0.000 claims 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-N Salicylic acid Natural products OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical group [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 claims 1
- 235000011054 acetic acid Nutrition 0.000 claims 1
- 229940114077 acrylic acid Drugs 0.000 claims 1
- 239000001361 adipic acid Substances 0.000 claims 1
- 235000011037 adipic acid Nutrition 0.000 claims 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 150000001408 amides Chemical class 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 229960004050 aminobenzoic acid Drugs 0.000 claims 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims 1
- 235000010233 benzoic acid Nutrition 0.000 claims 1
- 229960004365 benzoic acid Drugs 0.000 claims 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims 1
- 229910000019 calcium carbonate Inorganic materials 0.000 claims 1
- NDWWLJQHOLSEHX-UHFFFAOYSA-L calcium;octanoate Chemical compound [Ca+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O NDWWLJQHOLSEHX-UHFFFAOYSA-L 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 229930016911 cinnamic acid Natural products 0.000 claims 1
- 235000013985 cinnamic acid Nutrition 0.000 claims 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 claims 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims 1
- 150000002009 diols Chemical class 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 1
- 125000001033 ether group Chemical group 0.000 claims 1
- BLHLJVCOVBYQQS-UHFFFAOYSA-N ethyllithium Chemical compound [Li]CC BLHLJVCOVBYQQS-UHFFFAOYSA-N 0.000 claims 1
- 235000019253 formic acid Nutrition 0.000 claims 1
- 239000001530 fumaric acid Substances 0.000 claims 1
- 229960003692 gamma aminobutyric acid Drugs 0.000 claims 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims 1
- BTAUEIDLAAYHSL-UHFFFAOYSA-M lithium;octanoate Chemical group [Li+].CCCCCCCC([O-])=O BTAUEIDLAAYHSL-UHFFFAOYSA-M 0.000 claims 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims 1
- 239000011976 maleic acid Substances 0.000 claims 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 claims 1
- NXHXNTAEDQTBLD-UHFFFAOYSA-N n,n-dimethyl-3-(triazinan-1-yl)propan-1-amine Chemical compound CN(C)CCCN1CCCNN1 NXHXNTAEDQTBLD-UHFFFAOYSA-N 0.000 claims 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 claims 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims 1
- 229960002969 oleic acid Drugs 0.000 claims 1
- 235000006408 oxalic acid Nutrition 0.000 claims 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims 1
- IUGYQRQAERSCNH-UHFFFAOYSA-N pivalic acid Chemical compound CC(C)(C)C(O)=O IUGYQRQAERSCNH-UHFFFAOYSA-N 0.000 claims 1
- 229920000233 poly(alkylene oxides) Polymers 0.000 claims 1
- 229920005862 polyol Polymers 0.000 claims 1
- 150000003077 polyols Chemical class 0.000 claims 1
- 239000011496 polyurethane foam Substances 0.000 claims 1
- 229910000027 potassium carbonate Inorganic materials 0.000 claims 1
- PHZLMBHDXVLRIX-UHFFFAOYSA-M potassium lactate Chemical compound [K+].CC(O)C([O-])=O PHZLMBHDXVLRIX-UHFFFAOYSA-M 0.000 claims 1
- 239000001521 potassium lactate Substances 0.000 claims 1
- 235000011085 potassium lactate Nutrition 0.000 claims 1
- 229960001304 potassium lactate Drugs 0.000 claims 1
- VAKMIIPDYZXBEV-DPMBMXLASA-M potassium;(z,12r)-12-hydroxyoctadec-9-enoate Chemical compound [K+].CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O VAKMIIPDYZXBEV-DPMBMXLASA-M 0.000 claims 1
- VUDCQRVTUKBZGG-UHFFFAOYSA-M potassium;3-hydroxy-2-(hydroxymethyl)-2-methylpropanoate Chemical compound [K+].OCC(C)(CO)C([O-])=O VUDCQRVTUKBZGG-UHFFFAOYSA-M 0.000 claims 1
- RLEFZEWKMQQZOA-UHFFFAOYSA-M potassium;octanoate Chemical compound [K+].CCCCCCCC([O-])=O RLEFZEWKMQQZOA-UHFFFAOYSA-M 0.000 claims 1
- 235000019260 propionic acid Nutrition 0.000 claims 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims 1
- 229960004889 salicylic acid Drugs 0.000 claims 1
- 229910000077 silane Inorganic materials 0.000 claims 1
- 229960005480 sodium caprylate Drugs 0.000 claims 1
- 229910000029 sodium carbonate Inorganic materials 0.000 claims 1
- BYKRNSHANADUFY-UHFFFAOYSA-M sodium octanoate Chemical compound [Na+].CCCCCCCC([O-])=O BYKRNSHANADUFY-UHFFFAOYSA-M 0.000 claims 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 claims 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 claims 1
- 229940005605 valeric acid Drugs 0.000 claims 1
- 238000000034 method Methods 0.000 description 4
- 239000006260 foam Substances 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- VXHWJCHITGLBND-UHFFFAOYSA-N 1-propyltriazinane Chemical compound CCCN1CCCNN1 VXHWJCHITGLBND-UHFFFAOYSA-N 0.000 description 1
- 239000004604 Blowing Agent Substances 0.000 description 1
- 239000004970 Chain extender Substances 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/152,427 US8729146B2 (en) | 2005-06-14 | 2005-06-14 | Catalyst composition and process using same |
| US11/152,427 | 2005-06-14 | ||
| PCT/US2006/020725 WO2006138050A1 (en) | 2005-06-14 | 2006-05-31 | Catalyst composition and process using same |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2008544041A JP2008544041A (ja) | 2008-12-04 |
| JP2008544041A5 true JP2008544041A5 (enExample) | 2013-02-21 |
| JP5670614B2 JP5670614B2 (ja) | 2015-02-18 |
Family
ID=36968623
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008516897A Active JP5670614B2 (ja) | 2005-06-14 | 2006-05-31 | 触媒組成物及びその使用方法 |
Country Status (16)
| Country | Link |
|---|---|
| US (2) | US8729146B2 (enExample) |
| EP (1) | EP1913048B1 (enExample) |
| JP (1) | JP5670614B2 (enExample) |
| KR (1) | KR101392735B1 (enExample) |
| CN (1) | CN101248100B (enExample) |
| AU (1) | AU2006259810A1 (enExample) |
| BR (1) | BRPI0611854B1 (enExample) |
| CA (1) | CA2611739C (enExample) |
| ES (1) | ES2764770T3 (enExample) |
| MX (1) | MX2007015708A (enExample) |
| PL (1) | PL1913048T3 (enExample) |
| RU (1) | RU2008101421A (enExample) |
| TW (1) | TWI508985B (enExample) |
| UA (1) | UA92176C2 (enExample) |
| WO (1) | WO2006138050A1 (enExample) |
| ZA (1) | ZA200800346B (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8729146B2 (en) | 2005-06-14 | 2014-05-20 | Momentive Performance Materials Inc. | Catalyst composition and process using same |
| US8530534B2 (en) * | 2006-05-04 | 2013-09-10 | Air Products And Chemicals, Inc. | Trimerization catalysts from sterically hindered salts |
| CN101412798B (zh) * | 2008-11-21 | 2011-08-10 | 优洁（亚洲）有限公司 | 软质聚氨酯低回弹泡沫及其制备方法 |
| US10023681B2 (en) | 2012-10-24 | 2018-07-17 | Evonik Degussa Gmbh | Delay action catalyst for improving the stability of polyurethane systems having halogen containing blowing agents |
| DK3046943T3 (da) * | 2013-09-16 | 2020-04-27 | Dow Global Technologies Llc | Polyurethanelastomer til anvendelse til isolering af undersøiske rørledninger |
| CN104558467B (zh) * | 2014-12-31 | 2018-02-23 | 江苏奥斯佳材料科技有限公司 | 一种聚氨酯催化剂及其应用 |
| CN104558468B (zh) * | 2014-12-31 | 2018-02-23 | 江苏奥斯佳材料科技有限公司 | 一种聚氨酯催化剂在合成硬质聚氨酯材料中的应用 |
| US10889681B2 (en) | 2014-12-31 | 2021-01-12 | Jiangsu Osic Performance Materials Co. Ltd. | Polyurethane catalyst and application thereof |
| CN104558469B (zh) * | 2014-12-31 | 2018-02-23 | 江苏奥斯佳材料科技有限公司 | 一种聚氨酯催化剂在合成软质聚氨酯泡沫塑料中的应用 |
| CN110172132A (zh) * | 2019-05-31 | 2019-08-27 | 绵阳彩馥兰科技有限责任公司 | 一种复合催化剂 |
| JP2023161191A (ja) * | 2022-04-25 | 2023-11-07 | 株式会社イノアックコーポレーション | ポリウレタンフォーム |
| US20250129200A1 (en) | 2023-10-18 | 2025-04-24 | Covestro Llc | Polyisocyanurate foam-forming compositions, polyisocyanurate foams, insulated assemblies, and methods of making thereof |
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| US1489820A (en) * | 1921-11-29 | 1924-04-08 | Peerless Insulated Wire And Ca | Compacting head for wire-covering machines |
| US2764565A (en) * | 1951-12-24 | 1956-09-25 | Bayer Ag | Process and apparatus for the manufacture of polyurethane plastics |
| US2894919A (en) * | 1954-08-02 | 1959-07-14 | Lockheed Aircraft Corp | Flexible resilient cellular polyurethane resin products |
| US3210300A (en) * | 1961-10-23 | 1965-10-05 | Du Pont | Preparation of polyurethane foams having an open cell, skeletal structure |
| US3745133A (en) * | 1968-02-05 | 1973-07-10 | Upjohn Co | Cellular isocyanurate containing polymers |
| DE1770914A1 (de) * | 1968-07-19 | 1972-01-13 | Bayer Ag | Kunststoffe auf Isocyanatbasis |
| US3705119A (en) * | 1970-08-06 | 1972-12-05 | Rohm & Haas | Splitting blocked isocyanates with a carboxylic acid salt of calcium,strontium,magnesium,or barium |
| US3954684A (en) * | 1974-07-09 | 1976-05-04 | The Upjohn Company | Foam process using tertiary amine/quaternary ammonium salt catalyst |
| DE2732292A1 (de) | 1977-07-16 | 1979-02-01 | Bayer Ag | Verfahren zur herstellung von polyurethankunststoffen |
| DE2832253A1 (de) | 1978-07-22 | 1980-01-31 | Bayer Ag | Verfahren zur herstellung von formschaumstoffen |
| US4304690A (en) * | 1979-04-02 | 1981-12-08 | Texaco Development Corp. | Compounds from aminated alkoxylated aliphatic alcohol |
| US4334032A (en) * | 1979-09-21 | 1982-06-08 | Basf Wyandotte Corporation | Foamed polymers containing low molecular weight urethane modifier compound |
| DE3100262A1 (de) * | 1981-01-08 | 1982-08-05 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von isocyanuratgruppen aufweisenden polyisocyanaten, als katalysator-komponente fuer dieses verfahren geeignete loesungen, sowie die verwendung der verfahrensprodukte als isocyanat-komponente bei der herstellung von polyurethanen |
| DE3127464C2 (de) * | 1981-07-11 | 1986-10-30 | Akzo Gmbh, 5600 Wuppertal | Linear segmentierte Polyurethane und Verfahren zu deren Herstellung |
| US4710521A (en) * | 1986-07-25 | 1987-12-01 | The Celotex Corporation | Catalyst mixtures for polyisocyanurate foam |
| US4900776A (en) * | 1988-12-01 | 1990-02-13 | Georgia-Pacific Resins, Inc. | Potassium catalyst system for preparing polyurethane based plywood-patch compositions |
| DE4020255A1 (de) * | 1990-06-26 | 1992-01-02 | Bayer Ag | Verfahren zur herstellung von urethan- und ueberwiegend isocyanuratgruppen aufweisenden hartschaumstoffen und deren verwendung als daemmaterialien |
| US5147897A (en) | 1990-08-27 | 1992-09-15 | Nisshinbo Industries, Inc. | Method for producing non-yellowing polyurethane urea foam |
| AU727418B2 (en) * | 1997-04-01 | 2000-12-14 | Huntsman Ici Chemicals Llc | Polyisocyanate based xerogels |
| EP1311594A2 (en) * | 2000-08-18 | 2003-05-21 | Huntsman International Llc | One component thermoset polyurethane system |
| ES2242906T3 (es) * | 2001-11-28 | 2005-11-16 | Akzo Nobel N.V. | Carboxilatos de metal alcalino-terreo carbonatados neutros. |
| JP4104539B2 (ja) * | 2003-04-22 | 2008-06-18 | 花王株式会社 | ポリイソシアヌレートフォームの製造法 |
| US20040249078A1 (en) * | 2003-06-04 | 2004-12-09 | Honeywell International, Inc. | Foam catalyst systems |
| US8729146B2 (en) | 2005-06-14 | 2014-05-20 | Momentive Performance Materials Inc. | Catalyst composition and process using same |
-
2005
- 2005-06-14 US US11/152,427 patent/US8729146B2/en active Active
-
2006
- 2006-05-31 JP JP2008516897A patent/JP5670614B2/ja active Active
- 2006-05-31 UA UAA200800407A patent/UA92176C2/ru unknown
- 2006-05-31 PL PL06771470T patent/PL1913048T3/pl unknown
- 2006-05-31 AU AU2006259810A patent/AU2006259810A1/en not_active Abandoned
- 2006-05-31 MX MX2007015708A patent/MX2007015708A/es active IP Right Grant
- 2006-05-31 ES ES06771470T patent/ES2764770T3/es active Active
- 2006-05-31 CA CA2611739A patent/CA2611739C/en active Active
- 2006-05-31 EP EP06771470.9A patent/EP1913048B1/en active Active
- 2006-05-31 BR BRPI0611854-2A patent/BRPI0611854B1/pt active IP Right Grant
- 2006-05-31 WO PCT/US2006/020725 patent/WO2006138050A1/en not_active Ceased
- 2006-05-31 CN CN2006800281047A patent/CN101248100B/zh active Active
- 2006-05-31 RU RU2008101421/04A patent/RU2008101421A/ru not_active Application Discontinuation
- 2006-05-31 KR KR1020087001095A patent/KR101392735B1/ko active Active
- 2006-06-13 TW TW095121008A patent/TWI508985B/zh active
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2008
- 2008-01-11 ZA ZA200800346A patent/ZA200800346B/xx unknown
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2014
- 2014-02-21 US US14/186,094 patent/US20140171295A1/en not_active Abandoned
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