JP2012513528A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2012513528A5 JP2012513528A5 JP2011543605A JP2011543605A JP2012513528A5 JP 2012513528 A5 JP2012513528 A5 JP 2012513528A5 JP 2011543605 A JP2011543605 A JP 2011543605A JP 2011543605 A JP2011543605 A JP 2011543605A JP 2012513528 A5 JP2012513528 A5 JP 2012513528A5
- Authority
- JP
- Japan
- Prior art keywords
- polymer composition
- group
- item
- sulfur
- nitrogen
- 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.)
- Granted
Links
- 229920000642 polymer Polymers 0.000 claims description 151
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 124
- 125000005842 heteroatom Chemical group 0.000 claims description 72
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 71
- 229910052757 nitrogen Inorganic materials 0.000 claims description 71
- 229910052760 oxygen Inorganic materials 0.000 claims description 71
- 239000001301 oxygen Substances 0.000 claims description 71
- 229910052717 sulfur Inorganic materials 0.000 claims description 71
- 239000011593 sulfur Substances 0.000 claims description 71
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 70
- 238000000034 method Methods 0.000 claims description 67
- 239000000654 additive Substances 0.000 claims description 53
- 230000000996 additive effect Effects 0.000 claims description 52
- 125000001931 aliphatic group Chemical group 0.000 claims description 37
- 125000000623 heterocyclic group Chemical group 0.000 claims description 29
- 229910052739 hydrogen Inorganic materials 0.000 claims description 27
- 239000001257 hydrogen Substances 0.000 claims description 27
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims description 25
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims description 24
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 23
- 229920000379 polypropylene carbonate Polymers 0.000 claims description 16
- 150000002892 organic cations Chemical class 0.000 claims description 15
- 125000004429 atom Chemical group 0.000 claims description 14
- 238000000354 decomposition reaction Methods 0.000 claims description 12
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical group O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 8
- 229920001577 copolymer Polymers 0.000 claims description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 229910017052 cobalt Inorganic materials 0.000 claims description 6
- 239000010941 cobalt Substances 0.000 claims description 6
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 6
- 150000002118 epoxides Chemical class 0.000 claims description 6
- LVRCYPYRKNAAMX-UHFFFAOYSA-M bis(triphenylphosphine)iminium chloride Chemical compound [Cl-].C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)N=P(C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 LVRCYPYRKNAAMX-UHFFFAOYSA-M 0.000 claims description 5
- 229910052751 metal Inorganic materials 0.000 claims description 5
- 239000002184 metal Substances 0.000 claims description 5
- 239000001569 carbon dioxide Substances 0.000 claims description 4
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 4
- -1 glycidyl ester Chemical class 0.000 claims description 4
- 125000001072 heteroaryl group Chemical group 0.000 claims description 4
- 150000002431 hydrogen Chemical class 0.000 claims description 4
- BQBCSZFEFRYJPX-UHFFFAOYSA-M tetrapropylazanium;2,2,2-trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F.CCC[N+](CCC)(CCC)CCC BQBCSZFEFRYJPX-UHFFFAOYSA-M 0.000 claims description 4
- LENBOWGJEQXFCI-UHFFFAOYSA-M tetrapropylazanium;formate Chemical compound [O-]C=O.CCC[N+](CCC)(CCC)CCC LENBOWGJEQXFCI-UHFFFAOYSA-M 0.000 claims description 4
- HJHUXWBTVVFLQI-UHFFFAOYSA-N tributyl(methyl)azanium Chemical compound CCCC[N+](C)(CCCC)CCCC HJHUXWBTVVFLQI-UHFFFAOYSA-N 0.000 claims description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- OHNNZOOGWXZCPZ-RNGGSSJXSA-N (1R,2S,4R,5S)-3-oxatricyclo[3.2.1.02,4]octane Chemical compound C1C[C@H]2[C@@H]3O[C@@H]3[C@@H]1C2 OHNNZOOGWXZCPZ-RNGGSSJXSA-N 0.000 claims description 2
- RRKODOZNUZCUBN-CCAGOZQPSA-N (1z,3z)-cycloocta-1,3-diene Chemical compound C1CC\C=C/C=C\C1 RRKODOZNUZCUBN-CCAGOZQPSA-N 0.000 claims description 2
- CCEFMUBVSUDRLG-KXUCPTDWSA-N (4R)-limonene 1,2-epoxide Natural products C1[C@H](C(=C)C)CC[C@@]2(C)O[C@H]21 CCEFMUBVSUDRLG-KXUCPTDWSA-N 0.000 claims description 2
- USGYMDAUQBQWFU-UHFFFAOYSA-N 1,2,5,6-diepoxycyclooctane Chemical compound C1CC2OC2CCC2OC12 USGYMDAUQBQWFU-UHFFFAOYSA-N 0.000 claims description 2
- RBACIKXCRWGCBB-UHFFFAOYSA-N 1,2-Epoxybutane Chemical compound CCC1CO1 RBACIKXCRWGCBB-UHFFFAOYSA-N 0.000 claims description 2
- WEEGYLXZBRQIMU-UHFFFAOYSA-N 1,8-cineole Natural products C1CC2CCC1(C)OC2(C)C WEEGYLXZBRQIMU-UHFFFAOYSA-N 0.000 claims description 2
- ODPSNCFWRIRLNI-UHFFFAOYSA-M 2,2,2-trifluoroacetate;trimethyl(phenyl)azanium Chemical compound [O-]C(=O)C(F)(F)F.C[N+](C)(C)C1=CC=CC=C1 ODPSNCFWRIRLNI-UHFFFAOYSA-M 0.000 claims description 2
- WHNBDXQTMPYBAT-UHFFFAOYSA-N 2-butyloxirane Chemical compound CCCCC1CO1 WHNBDXQTMPYBAT-UHFFFAOYSA-N 0.000 claims description 2
- SLJFKNONPLNAPF-UHFFFAOYSA-N 3-Vinyl-7-oxabicyclo[4.1.0]heptane Chemical compound C1C(C=C)CCC2OC21 SLJFKNONPLNAPF-UHFFFAOYSA-N 0.000 claims description 2
- BCWMBWSIQNQIHR-UHFFFAOYSA-N 4-ethyl-7-oxabicyclo[4.1.0]heptane Chemical compound C1C(CC)CCC2OC21 BCWMBWSIQNQIHR-UHFFFAOYSA-N 0.000 claims description 2
- GJEZBVHHZQAEDB-UHFFFAOYSA-N 6-oxabicyclo[3.1.0]hexane Chemical compound C1CCC2OC21 GJEZBVHHZQAEDB-UHFFFAOYSA-N 0.000 claims description 2
- MELPJGOMEMRMPL-UHFFFAOYSA-N 9-oxabicyclo[6.1.0]nonane Chemical compound C1CCCCCC2OC21 MELPJGOMEMRMPL-UHFFFAOYSA-N 0.000 claims description 2
- YOBHDZXCTJRBRJ-UHFFFAOYSA-L C(C)(=O)[O-].C(CCC)[N+](CCCC)(CCCC)CCCC.C(=O)[O-].C(CCC)[N+](CCCC)(CCCC)CCCC Chemical compound C(C)(=O)[O-].C(CCC)[N+](CCCC)(CCCC)CCCC.C(=O)[O-].C(CCC)[N+](CCCC)(CCCC)CCCC YOBHDZXCTJRBRJ-UHFFFAOYSA-L 0.000 claims description 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 2
- GXBYFVGCMPJVJX-UHFFFAOYSA-N Epoxybutene Chemical compound C=CC1CO1 GXBYFVGCMPJVJX-UHFFFAOYSA-N 0.000 claims description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 claims description 2
- CCEFMUBVSUDRLG-XNWIYYODSA-N Limonene-1,2-epoxide Chemical compound C1[C@H](C(=C)C)CCC2(C)OC21 CCEFMUBVSUDRLG-XNWIYYODSA-N 0.000 claims description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 2
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 claims description 2
- DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 claims description 2
- SVBXPEXMMWJPIE-UHFFFAOYSA-N acetic acid;propan-1-amine Chemical compound CCC[NH3+].CC([O-])=O SVBXPEXMMWJPIE-UHFFFAOYSA-N 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- VZTDIZULWFCMLS-UHFFFAOYSA-N ammonium formate Chemical compound [NH4+].[O-]C=O VZTDIZULWFCMLS-UHFFFAOYSA-N 0.000 claims description 2
- IGRQAIHMOCDDNT-UHFFFAOYSA-M benzyl(trimethyl)azanium;2,2,2-trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F.C[N+](C)(C)CC1=CC=CC=C1 IGRQAIHMOCDDNT-UHFFFAOYSA-M 0.000 claims description 2
- FWYSSOIRLVHQNC-UHFFFAOYSA-M benzyl(trimethyl)azanium;acetate Chemical compound CC([O-])=O.C[N+](C)(C)CC1=CC=CC=C1 FWYSSOIRLVHQNC-UHFFFAOYSA-M 0.000 claims description 2
- IIAZMNFNSAERNY-UHFFFAOYSA-M benzyl(trimethyl)azanium;formate Chemical compound [O-]C=O.C[N+](C)(C)CC1=CC=CC=C1 IIAZMNFNSAERNY-UHFFFAOYSA-M 0.000 claims description 2
- SMKNBYSXDYPBME-UHFFFAOYSA-M butanoate;tetrabutylazanium Chemical compound CCCC([O-])=O.CCCC[N+](CCCC)(CCCC)CCCC SMKNBYSXDYPBME-UHFFFAOYSA-M 0.000 claims description 2
- BLWUXYZPUFJVSE-UHFFFAOYSA-M butanoate;tetraethylazanium Chemical compound CCCC([O-])=O.CC[N+](CC)(CC)CC BLWUXYZPUFJVSE-UHFFFAOYSA-M 0.000 claims description 2
- OYGSFKZFXQKZDS-UHFFFAOYSA-M butanoate;tetramethylazanium Chemical compound C[N+](C)(C)C.CCCC([O-])=O OYGSFKZFXQKZDS-UHFFFAOYSA-M 0.000 claims description 2
- KWAJGRXLJIZCBX-UHFFFAOYSA-M butanoate;tetrapropylazanium Chemical compound CCCC([O-])=O.CCC[N+](CCC)(CCC)CCC KWAJGRXLJIZCBX-UHFFFAOYSA-M 0.000 claims description 2
- ZWAJLVLEBYIOTI-UHFFFAOYSA-N cyclohexene oxide Chemical compound C1CCCC2OC21 ZWAJLVLEBYIOTI-UHFFFAOYSA-N 0.000 claims description 2
- FWFSEYBSWVRWGL-UHFFFAOYSA-N cyclohexene oxide Natural products O=C1CCCC=C1 FWFSEYBSWVRWGL-UHFFFAOYSA-N 0.000 claims description 2
- KILGFPYIDVPYOJ-UHFFFAOYSA-M decyl(trimethyl)azanium;2,2,2-trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F.CCCCCCCCCC[N+](C)(C)C KILGFPYIDVPYOJ-UHFFFAOYSA-M 0.000 claims description 2
- DLBDHPNTQYIUKL-UHFFFAOYSA-M decyl(trimethyl)azanium;acetate Chemical compound CC([O-])=O.CCCCCCCCCC[N+](C)(C)C DLBDHPNTQYIUKL-UHFFFAOYSA-M 0.000 claims description 2
- GTJKYHDJZXFOGV-UHFFFAOYSA-M decyl(trimethyl)azanium;formate Chemical compound [O-]C=O.CCCCCCCCCC[N+](C)(C)C GTJKYHDJZXFOGV-UHFFFAOYSA-M 0.000 claims description 2
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 2
- RUFLTPAJOPIVFK-UHFFFAOYSA-M ethyl(trimethyl)azanium;2,2,2-trifluoroacetate Chemical compound CC[N+](C)(C)C.[O-]C(=O)C(F)(F)F RUFLTPAJOPIVFK-UHFFFAOYSA-M 0.000 claims description 2
- SPDXHVHWEDYCOL-UHFFFAOYSA-M ethyl(trimethyl)azanium;acetate Chemical compound CC([O-])=O.CC[N+](C)(C)C SPDXHVHWEDYCOL-UHFFFAOYSA-M 0.000 claims description 2
- BSUDZFZHIFRFDH-UHFFFAOYSA-M ethyl(trimethyl)azanium;formate Chemical compound [O-]C=O.CC[N+](C)(C)C BSUDZFZHIFRFDH-UHFFFAOYSA-M 0.000 claims description 2
- QMMOXUPEWRXHJS-UHFFFAOYSA-N pentene-2 Natural products CCC=CC QMMOXUPEWRXHJS-UHFFFAOYSA-N 0.000 claims description 2
- AOLHFTSRLXHBNU-UHFFFAOYSA-M propanoate;tetrabutylazanium Chemical compound CCC([O-])=O.CCCC[N+](CCCC)(CCCC)CCCC AOLHFTSRLXHBNU-UHFFFAOYSA-M 0.000 claims description 2
- ZEKIXPPWVVMOMQ-UHFFFAOYSA-M propanoate;tetraethylazanium Chemical compound CCC([O-])=O.CC[N+](CC)(CC)CC ZEKIXPPWVVMOMQ-UHFFFAOYSA-M 0.000 claims description 2
- XNWSMNKRGNKRKP-UHFFFAOYSA-M propanoate;tetramethylazanium Chemical compound CCC([O-])=O.C[N+](C)(C)C XNWSMNKRGNKRKP-UHFFFAOYSA-M 0.000 claims description 2
- VTIZRIDYIWLCRE-UHFFFAOYSA-M propanoate;tetrapropylazanium Chemical compound CCC([O-])=O.CCC[N+](CCC)(CCC)CCC VTIZRIDYIWLCRE-UHFFFAOYSA-M 0.000 claims description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 2
- WTEXQPWIUJQYJQ-UHFFFAOYSA-M tetrabutylazanium;2,2,2-trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F.CCCC[N+](CCCC)(CCCC)CCCC WTEXQPWIUJQYJQ-UHFFFAOYSA-M 0.000 claims description 2
- WGYONVRJGWHMKV-UHFFFAOYSA-M tetrabutylazanium;benzoate Chemical compound [O-]C(=O)C1=CC=CC=C1.CCCC[N+](CCCC)(CCCC)CCCC WGYONVRJGWHMKV-UHFFFAOYSA-M 0.000 claims description 2
- SBOOKGHQWGEWCB-UHFFFAOYSA-M tetraethylazanium;2,2,2-trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F.CC[N+](CC)(CC)CC SBOOKGHQWGEWCB-UHFFFAOYSA-M 0.000 claims description 2
- GTCDARUMAMVCRO-UHFFFAOYSA-M tetraethylazanium;acetate Chemical compound CC([O-])=O.CC[N+](CC)(CC)CC GTCDARUMAMVCRO-UHFFFAOYSA-M 0.000 claims description 2
- CIFIGXMZHITUAZ-UHFFFAOYSA-M tetraethylazanium;benzoate Chemical compound CC[N+](CC)(CC)CC.[O-]C(=O)C1=CC=CC=C1 CIFIGXMZHITUAZ-UHFFFAOYSA-M 0.000 claims description 2
- DDDVBYGLVAHHCD-UHFFFAOYSA-M tetraethylazanium;formate Chemical compound [O-]C=O.CC[N+](CC)(CC)CC DDDVBYGLVAHHCD-UHFFFAOYSA-M 0.000 claims description 2
- SLDQWZIZTOEPSE-UHFFFAOYSA-M tetrahexylazanium;2,2,2-trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F.CCCCCC[N+](CCCCCC)(CCCCCC)CCCCCC SLDQWZIZTOEPSE-UHFFFAOYSA-M 0.000 claims description 2
- OVEGCWNSHIHZJK-UHFFFAOYSA-M tetrahexylazanium;acetate Chemical compound CC([O-])=O.CCCCCC[N+](CCCCCC)(CCCCCC)CCCCCC OVEGCWNSHIHZJK-UHFFFAOYSA-M 0.000 claims description 2
- PQMPJGWCLKSZMN-UHFFFAOYSA-M tetrahexylazanium;formate Chemical compound [O-]C=O.CCCCCC[N+](CCCCCC)(CCCCCC)CCCCCC PQMPJGWCLKSZMN-UHFFFAOYSA-M 0.000 claims description 2
- LROATHSBUUYETB-UHFFFAOYSA-M tetramethylazanium;2,2,2-trifluoroacetate Chemical compound C[N+](C)(C)C.[O-]C(=O)C(F)(F)F LROATHSBUUYETB-UHFFFAOYSA-M 0.000 claims description 2
- MRYQZMHVZZSQRT-UHFFFAOYSA-M tetramethylazanium;acetate Chemical compound CC([O-])=O.C[N+](C)(C)C MRYQZMHVZZSQRT-UHFFFAOYSA-M 0.000 claims description 2
- IEVVGBFMAHJELO-UHFFFAOYSA-M tetramethylazanium;benzoate Chemical compound C[N+](C)(C)C.[O-]C(=O)C1=CC=CC=C1 IEVVGBFMAHJELO-UHFFFAOYSA-M 0.000 claims description 2
- WWIYWFVQZQOECA-UHFFFAOYSA-M tetramethylazanium;formate Chemical group [O-]C=O.C[N+](C)(C)C WWIYWFVQZQOECA-UHFFFAOYSA-M 0.000 claims description 2
- GJSGYPDDPQRWPK-UHFFFAOYSA-N tetrapentylammonium Chemical compound CCCCC[N+](CCCCC)(CCCCC)CCCCC GJSGYPDDPQRWPK-UHFFFAOYSA-N 0.000 claims description 2
- JIOCLSCAHLATHL-UHFFFAOYSA-M tetrapentylazanium;2,2,2-trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F.CCCCC[N+](CCCCC)(CCCCC)CCCCC JIOCLSCAHLATHL-UHFFFAOYSA-M 0.000 claims description 2
- PXJUBOLFJDSAQQ-UHFFFAOYSA-M tetrapropylazanium;acetate Chemical compound CC([O-])=O.CCC[N+](CCC)(CCC)CCC PXJUBOLFJDSAQQ-UHFFFAOYSA-M 0.000 claims description 2
- QOHLYFXRPYZSJX-UHFFFAOYSA-M tetrapropylazanium;benzoate Chemical compound [O-]C(=O)C1=CC=CC=C1.CCC[N+](CCC)(CCC)CCC QOHLYFXRPYZSJX-UHFFFAOYSA-M 0.000 claims description 2
- 229910052723 transition metal Inorganic materials 0.000 claims description 2
- 150000003624 transition metals Chemical class 0.000 claims description 2
- RGCDBVVJUKZRQW-UHFFFAOYSA-M tributyl(methyl)azanium;acetate Chemical compound CC([O-])=O.CCCC[N+](C)(CCCC)CCCC RGCDBVVJUKZRQW-UHFFFAOYSA-M 0.000 claims description 2
- SYOSBGTYYCAZJI-UHFFFAOYSA-M trimethyl(phenyl)azanium;formate Chemical compound [O-]C=O.C[N+](C)(C)C1=CC=CC=C1 SYOSBGTYYCAZJI-UHFFFAOYSA-M 0.000 claims description 2
- ZNEOHLHCKGUAEB-UHFFFAOYSA-N trimethylphenylammonium Chemical compound C[N+](C)(C)C1=CC=CC=C1 ZNEOHLHCKGUAEB-UHFFFAOYSA-N 0.000 claims description 2
- 239000000052 vinegar Substances 0.000 claims description 2
- 235000021419 vinegar Nutrition 0.000 claims description 2
- 239000004711 α-olefin Substances 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 20
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 8
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical group CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 3
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 description 2
- 125000006163 5-membered heteroaryl group Chemical group 0.000 description 2
- 125000004008 6 membered carbocyclic group Chemical group 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- VDZOOKBUILJEDG-UHFFFAOYSA-M tetrabutylammonium hydroxide Chemical group [OH-].CCCC[N+](CCCC)(CCCC)CCCC VDZOOKBUILJEDG-UHFFFAOYSA-M 0.000 description 2
- WAGFXJQAIZNSEQ-UHFFFAOYSA-M tetraphenylphosphonium chloride Chemical group [Cl-].C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 WAGFXJQAIZNSEQ-UHFFFAOYSA-M 0.000 description 2
- FHDQNOXQSTVAIC-UHFFFAOYSA-M 1-butyl-3-methylimidazol-3-ium;chloride Chemical group [Cl-].CCCCN1C=C[N+](C)=C1 FHDQNOXQSTVAIC-UHFFFAOYSA-M 0.000 description 1
- HGGLDADJQQPKKC-UHFFFAOYSA-O 2-butyl-3-methyl-1h-imidazol-3-ium Chemical class CCCCC1=[NH+]C=CN1C HGGLDADJQQPKKC-UHFFFAOYSA-O 0.000 description 1
- VUEDNLCYHKSELL-UHFFFAOYSA-N arsonium Chemical compound [AsH4+] VUEDNLCYHKSELL-UHFFFAOYSA-N 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 150000001934 cyclohexanes Chemical group 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- GKTNLYAAZKKMTQ-UHFFFAOYSA-N n-[bis(dimethylamino)phosphinimyl]-n-methylmethanamine Chemical compound CN(C)P(=N)(N(C)C)N(C)C GKTNLYAAZKKMTQ-UHFFFAOYSA-N 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- MCZDHTKJGDCTAE-UHFFFAOYSA-M tetrabutylazanium;acetate Chemical group CC([O-])=O.CCCC[N+](CCCC)(CCCC)CCCC MCZDHTKJGDCTAE-UHFFFAOYSA-M 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US14019008P | 2008-12-23 | 2008-12-23 | |
| US61/140,190 | 2008-12-23 | ||
| PCT/US2009/068820 WO2010075232A1 (en) | 2008-12-23 | 2009-12-18 | Tunable polymer compositions |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012513528A JP2012513528A (ja) | 2012-06-14 |
| JP2012513528A5 true JP2012513528A5 (https=) | 2013-01-31 |
| JP5781939B2 JP5781939B2 (ja) | 2015-09-24 |
Family
ID=41650155
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011543605A Expired - Fee Related JP5781939B2 (ja) | 2008-12-23 | 2009-12-18 | 調整可能なポリマー組成物 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US8575245B2 (https=) |
| JP (1) | JP5781939B2 (https=) |
| KR (1) | KR101949719B1 (https=) |
| TW (1) | TWI470026B (https=) |
| WO (1) | WO2010075232A1 (https=) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20130089642A (ko) * | 2010-07-05 | 2013-08-12 | 바이엘 인텔렉쳐 프로퍼티 게엠베하 | 폴리올 혼합물의 제조 방법 |
| JP5837069B2 (ja) | 2010-08-06 | 2015-12-24 | プロメラス， エルエルシー | 立体特異性多環式２，３−ジオールモノマーから誘導される繰り返し単位を有するポリカーボネートを含む犠牲ポリマー組成物 |
| KR101983006B1 (ko) | 2010-08-27 | 2019-05-29 | 사우디 아람코 테크놀로지스 컴퍼니 | 중합체 조성물 및 방법 |
| SMT201900513T1 (it) | 2010-10-11 | 2019-11-13 | Novomer Inc | Miscele polimeriche |
| AU2011333792A1 (en) | 2010-11-23 | 2013-05-30 | Dsm Ip Assets B.V. | Polycarbonate polyol compositions |
| ES2947327T3 (es) | 2010-11-23 | 2023-08-04 | Saudi Aramco Tech Co | Composiciones de poli(poliol de carbonato) |
| JP6105486B2 (ja) * | 2011-01-06 | 2017-03-29 | ノボマー， インコーポレイテッド | ポリマー組成物および方法 |
| CN106939078B (zh) | 2011-05-09 | 2020-12-11 | 沙特阿美技术公司 | 聚合物组合物及方法 |
| WO2012174384A1 (en) | 2011-06-15 | 2012-12-20 | Promerus Llc | Thermally decomposable polymer compositions incorporating thermally activated base generators |
| US8747598B2 (en) | 2012-04-25 | 2014-06-10 | Gtat Corporation | Method of forming a permanently supported lamina |
| EP2664641B1 (en) | 2012-05-18 | 2018-04-25 | Petkim Petrokimya Holding Anonim Sirekti | Method for producing polyethylene carbonate with metal salts |
| US9394483B2 (en) | 2012-05-24 | 2016-07-19 | Sabic Global Technologies B.V. | Flame retardant polycarbonate compositions, methods of manufacture thereof and articles comprising the same |
| ES2707301T3 (es) | 2012-05-24 | 2019-04-03 | Saudi Aramco Tech Co | Sistema de polimerización para la copolimerización de CO2 y epóxidos y método relacionado |
| US9023922B2 (en) | 2012-05-24 | 2015-05-05 | Sabic Global Technologies B.V. | Flame retardant compositions, articles comprising the same and methods of manufacture thereof |
| US9738760B2 (en) | 2013-05-01 | 2017-08-22 | Novomer, Inc. | Aliphatic polycarbonate compositions and methods |
| US10400064B2 (en) | 2014-11-26 | 2019-09-03 | Trustees Of Boston University | Glycerol-based polycarbonates |
| KR102270299B1 (ko) | 2015-03-02 | 2021-06-28 | 고꾸리쯔 다이가꾸호우징 도쿄노우코우다이가쿠 | 열분해성 바인더 |
| KR102281027B1 (ko) | 2016-04-01 | 2021-07-26 | 고꾸리쯔 다이가꾸호우징 도쿄노우코우다이가쿠 | 열분해성 바인더 |
| WO2017203044A2 (en) * | 2016-05-27 | 2017-11-30 | Dsm Ip Assets B.V. | Polymers, processes, compositions & uses |
| JPWO2019045092A1 (ja) | 2017-09-04 | 2020-10-01 | 国立大学法人東京農工大学 | 新規脂肪族ポリカーボネート |
| US11401374B2 (en) | 2018-08-20 | 2022-08-02 | Trustees Of Boston University | Poly (alkyl carbonate) adhesives |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3953383A (en) | 1972-07-21 | 1976-04-27 | Nippon Oil Seal Industry Co., Ltd. | Catalytic process for copolymerizing epoxy compounds with carbon dioxide |
| US3900424A (en) | 1972-07-21 | 1975-08-19 | Nippon Oil Seal Ind Co Ltd | Catalyst for copolymerizing epoxy compounds with carbon dioxide |
| US5206108A (en) | 1991-12-23 | 1993-04-27 | Xerox Corporation | Method of producing a high solids replenishable liquid developer containing a friable toner resin |
| US5879856A (en) * | 1995-12-05 | 1999-03-09 | Shipley Company, L.L.C. | Chemically amplified positive photoresists |
| JP3591551B2 (ja) * | 1996-01-11 | 2004-11-24 | 出光興産株式会社 | ポリカーボネートの製造方法 |
| US5959847A (en) | 1996-11-20 | 1999-09-28 | Adtran, Inc. | Form factor-configured channel bank card containing form factor non-conformal printed circuit board |
| US6200728B1 (en) * | 1999-02-20 | 2001-03-13 | Shipley Company, L.L.C. | Photoresist compositions comprising blends of photoacid generators |
| US6870004B1 (en) | 2001-08-24 | 2005-03-22 | Northwestern University | Metal-ligand complexes and related methods of chemical CO2 fixation |
| CN101831163B (zh) * | 2002-11-01 | 2013-07-10 | 佐治亚技术研究公司 | 牺牲组合物、其应用以及分解方法 |
| US7304172B2 (en) | 2004-10-08 | 2007-12-04 | Cornell Research Foundation, Inc. | Polycarbonates made using highly selective catalysts |
| US7399822B2 (en) * | 2005-06-21 | 2008-07-15 | Cornell Research Foundation, Inc. | Isotactic specific catalyst for direct production of highly isotactic poly (propylene oxide) or highly isotactic poly (butylene oxide) |
| US20070000595A1 (en) | 2005-06-29 | 2007-01-04 | Intel Corporation | Adhesive substrate and method for using |
| US20100297829A1 (en) | 2006-07-05 | 2010-11-25 | The Arizona Board Of Regents, A Body Corporate Acting For And On Behalf Of Arizona State Unversit | Method of Temporarily Attaching a Rigid Carrier to a Substrate |
| US8187794B2 (en) | 2007-04-23 | 2012-05-29 | Eastman Kodak Company | Ablatable elements for making flexographic printing plates |
| WO2008150033A1 (ja) * | 2007-06-08 | 2008-12-11 | The University Of Tokyo | エポキシドと二酸化炭素との立体選択的交互共重合 |
| EP2195305A2 (en) | 2007-08-17 | 2010-06-16 | Cornell Research Foundation, Inc. | Isoselective polymerization of epoxides |
| CN104193980B (zh) | 2008-05-09 | 2018-11-13 | 康奈尔大学 | 环氧乙烷与二氧化碳的聚合物 |
| US8633123B2 (en) | 2008-08-22 | 2014-01-21 | Novomer, Inc. | Catalysts and methods for polymer synthesis |
| CA2736482C (en) | 2008-09-08 | 2018-01-02 | Novomer, Inc. | Polycarbonate polyol compositions and methods |
| WO2010033703A1 (en) | 2008-09-17 | 2010-03-25 | Novomer, Inc. | Purification of polycarbonates |
| TW201026805A (en) | 2008-11-23 | 2010-07-16 | Novomer Inc | Polycarbonates as adhesives in electronics manufacturing |
| WO2011163133A1 (en) | 2010-06-20 | 2011-12-29 | Novomer, Inc. | Aliphatic polycarbonates |
-
2009
- 2009-12-18 WO PCT/US2009/068820 patent/WO2010075232A1/en not_active Ceased
- 2009-12-18 JP JP2011543605A patent/JP5781939B2/ja not_active Expired - Fee Related
- 2009-12-18 KR KR1020117017153A patent/KR101949719B1/ko not_active Expired - Fee Related
- 2009-12-18 US US13/141,532 patent/US8575245B2/en not_active Expired - Fee Related
- 2009-12-22 TW TW98144190A patent/TWI470026B/zh not_active IP Right Cessation
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2012513528A5 (https=) | ||
| US11247199B2 (en) | Lewis acid-base pair catalytic initiator and application thereof | |
| JP5781939B2 (ja) | 調整可能なポリマー組成物 | |
| CN106170334B (zh) | 纳米过滤膜和使用方法 | |
| EP3118232B1 (en) | Process for preparing hydrophobically modified alkylene oxide urethane polymer | |
| RU2015104903A (ru) | Способ получения акриловой кислоты при помощи термолиза поли-3-гидроксипропионата, катализируемого по меньшей мере одним молекулярным активным соединением | |
| CN108676577A (zh) | 一种油田采出液用液体脱硫剂及其制备方法 | |
| CN106068259B (zh) | 2-氧代-1,3-二氧戊环-4-甲酸2-羟乙酯，其制备及用途 | |
| ZA200400698B (en) | In situ process for preparing quaternary ammonium bicarbonates and quaternary ammonium carbonates. | |
| TW201433585A (zh) | 聚縮醛共聚合物的製造方法 | |
| Hsu et al. | Block copolymerization of carbon dioxide with cyclohexene oxide and 4-vinyl-1-cyclohexene-1, 2-epoxide in based poly (propylene carbonate) by yttrium–metal coordination catalyst | |
| ATE552286T1 (de) | Verfahren zur herstellung von polyethylenglykolverbindungen | |
| WO2017142089A1 (ja) | 化合物及び発光材料 | |
| KR20160029074A (ko) | 트라이옥세인 조성물 및 그의 저장 방법 | |
| EP4556520A1 (en) | Polyalkylene carbonate resin composition and preparation method therefor | |
| Song et al. | Synthesis and characterization of amino-functionalized poly (propylene carbonate) | |
| EP4559961A1 (en) | Polyalkylene carbonate resin composition and preparation method therefor | |
| US10717817B2 (en) | Process to produce polycarbamate, polycarbamate produced thereby and a coating composition comprising the polycarbamate | |
| RU2018123936A (ru) | Аминополимер, способ получения аминополимера и его применение | |
| KR20170135761A (ko) | 폴리알킬렌 카보네이트 수지 조성물, 이의 제조 방법, 이로부터 형성된 성형품 및 이를 이용한 성형품의 제조 방법 | |
| US12486211B2 (en) | Stabilizing acrolein in carbonate sol vents | |
| Shnawa | Evaluation of lignin-calcium complex as thermal stabilizer for poly vinyl chloride | |
| Duliban | Hydroxyalkyl derivatives of phenyldiamine as modifiers for unsaturated polyester resins, Part 1: Derivatives of phenyl‐1, 4‐diamine | |
| US20150353824A1 (en) | Color inhibitor for quaternary ammonium hydroxide in non-aqueous solvent | |
| JP6383461B1 (ja) | 第４級アンモニウム組成物 |