JP2014503631A - 第１級ヒドロキシル末端基を有するポリエーテルポリオールの製造方法 - Google Patents
第１級ヒドロキシル末端基を有するポリエーテルポリオールの製造方法 Download PDFInfo
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- JP2014503631A JP2014503631A JP2013543692A JP2013543692A JP2014503631A JP 2014503631 A JP2014503631 A JP 2014503631A JP 2013543692 A JP2013543692 A JP 2013543692A JP 2013543692 A JP2013543692 A JP 2013543692A JP 2014503631 A JP2014503631 A JP 2014503631A
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- hydrogen
- polyether carbonate
- aryl
- polyether
- polyol
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- 229920000570 polyether Polymers 0.000 title claims abstract description 107
- 229920005862 polyol Polymers 0.000 title claims abstract description 105
- 239000004721 Polyphenylene oxide Substances 0.000 title claims abstract description 99
- 238000000034 method Methods 0.000 title claims abstract description 66
- 125000002887 hydroxy group Chemical group [H]O* 0.000 title claims abstract description 43
- 150000003077 polyols Chemical class 0.000 title claims abstract description 40
- 230000008569 process Effects 0.000 title claims abstract description 38
- -1 acyclic tertiary amine Chemical class 0.000 claims abstract description 107
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims abstract description 73
- 239000003054 catalyst Substances 0.000 claims abstract description 68
- 238000006243 chemical reaction Methods 0.000 claims abstract description 57
- 239000007858 starting material Substances 0.000 claims abstract description 52
- 229910052751 metal Inorganic materials 0.000 claims abstract description 44
- 239000002184 metal Substances 0.000 claims abstract description 44
- 150000001875 compounds Chemical class 0.000 claims abstract description 40
- 239000004814 polyurethane Substances 0.000 claims abstract description 40
- 229920002635 polyurethane Polymers 0.000 claims abstract description 39
- 229910002092 carbon dioxide Inorganic materials 0.000 claims abstract description 37
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 36
- 239000001569 carbon dioxide Substances 0.000 claims abstract description 34
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 32
- 239000000203 mixture Substances 0.000 claims abstract description 30
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 16
- 229920000642 polymer Polymers 0.000 claims abstract description 15
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 12
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims abstract description 10
- 125000001424 substituent group Chemical group 0.000 claims abstract description 9
- 150000002924 oxiranes Chemical class 0.000 claims abstract 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 30
- 239000001257 hydrogen Substances 0.000 claims description 30
- 239000006260 foam Substances 0.000 claims description 27
- 125000000217 alkyl group Chemical group 0.000 claims description 26
- 150000001412 amines Chemical class 0.000 claims description 26
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 25
- 125000003118 aryl group Chemical group 0.000 claims description 25
- 238000004519 manufacturing process Methods 0.000 claims description 24
- 239000011541 reaction mixture Substances 0.000 claims description 18
- 125000001931 aliphatic group Chemical group 0.000 claims description 10
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- 239000002253 acid Substances 0.000 claims description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 6
- 229920001228 polyisocyanate Polymers 0.000 claims description 6
- 239000005056 polyisocyanate Substances 0.000 claims description 6
- QVCUKHQDEZNNOC-UHFFFAOYSA-N 1,2-diazabicyclo[2.2.2]octane Chemical compound C1CC2CCN1NC2 QVCUKHQDEZNNOC-UHFFFAOYSA-N 0.000 claims description 5
- 150000003972 cyclic carboxylic anhydrides Chemical class 0.000 claims description 5
- SCZNXLWKYFICFV-UHFFFAOYSA-N 1,2,3,4,5,7,8,9-octahydropyrido[1,2-b]diazepine Chemical compound C1CCCNN2CCCC=C21 SCZNXLWKYFICFV-UHFFFAOYSA-N 0.000 claims description 4
- RXYPXQSKLGGKOL-UHFFFAOYSA-N 1,4-dimethylpiperazine Chemical compound CN1CCN(C)CC1 RXYPXQSKLGGKOL-UHFFFAOYSA-N 0.000 claims description 4
- ZMSQJSMSLXVTKN-UHFFFAOYSA-N 4-[2-(2-morpholin-4-ylethoxy)ethyl]morpholine Chemical compound C1COCCN1CCOCCN1CCOCC1 ZMSQJSMSLXVTKN-UHFFFAOYSA-N 0.000 claims description 4
- 239000012971 dimethylpiperazine Substances 0.000 claims description 4
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 claims description 3
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims description 3
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 claims description 3
- 150000005690 diesters Chemical group 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 3
- 229940014800 succinic anhydride Drugs 0.000 claims description 3
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
- 238000006555 catalytic reaction Methods 0.000 abstract description 14
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- 239000000047 product Substances 0.000 description 23
- 125000002947 alkylene group Chemical group 0.000 description 17
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 15
- 239000003446 ligand Substances 0.000 description 14
- 230000000536 complexating effect Effects 0.000 description 13
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- 239000012948 isocyanate Substances 0.000 description 12
- 150000002513 isocyanates Chemical class 0.000 description 12
- 150000002825 nitriles Chemical class 0.000 description 12
- 150000003839 salts Chemical class 0.000 description 12
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 10
- 238000001994 activation Methods 0.000 description 10
- 229910002651 NO3 Inorganic materials 0.000 description 9
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 9
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 9
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 9
- ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical compound [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 description 9
- 150000001450 anions Chemical class 0.000 description 9
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 9
- 150000004820 halides Chemical class 0.000 description 9
- ZMZDMBWJUHKJPS-UHFFFAOYSA-N hydrogen thiocyanate Natural products SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 9
- 150000002540 isothiocyanates Chemical class 0.000 description 9
- 239000002243 precursor Substances 0.000 description 9
- 230000004913 activation Effects 0.000 description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 7
- 150000001768 cations Chemical class 0.000 description 7
- 238000002156 mixing Methods 0.000 description 7
- 239000011701 zinc Substances 0.000 description 7
- 238000005160 1H NMR spectroscopy Methods 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical group CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
- 239000000725 suspension Substances 0.000 description 6
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 5
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 5
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 5
- 150000008064 anhydrides Chemical class 0.000 description 5
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- 239000007788 liquid Substances 0.000 description 5
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- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 5
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- 229910052725 zinc Inorganic materials 0.000 description 5
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- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 4
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 4
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- SZAVHWMCBDFDCM-KTTJZPQESA-N cobalt-60(3+);hexacyanide Chemical compound [60Co+3].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] SZAVHWMCBDFDCM-KTTJZPQESA-N 0.000 description 4
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- 238000005259 measurement Methods 0.000 description 2
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- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
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- YJUIKPXYIJCUQP-UHFFFAOYSA-N trizinc;iron(3+);dodecacyanide Chemical compound [Fe+3].[Fe+3].[Zn+2].[Zn+2].[Zn+2].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] YJUIKPXYIJCUQP-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- 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
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/20—General preparatory processes
- C08G64/32—General preparatory processes using carbon dioxide
-
- 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
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
-
- 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
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4244—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups
- C08G18/4261—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups prepared by oxyalkylation of polyesterpolyols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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- 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
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/44—Polycarbonates
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- 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
- C08G18/4887—Polyethers containing carboxylic ester groups derived from carboxylic acids other than acids of higher fatty oils or other than resin acids
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- 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
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/02—Aliphatic polycarbonates
- C08G64/0208—Aliphatic polycarbonates saturated
-
- 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
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/18—Block or graft polymers
- C08G64/183—Block or graft polymers containing polyether sequences
-
- 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
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/20—General preparatory processes
- C08G64/32—General preparatory processes using carbon dioxide
- C08G64/34—General preparatory processes using carbon dioxide and cyclic ethers
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
-
- 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
- C08G2101/00—Manufacture of cellular products
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- 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
- C08G2110/00—Foam properties
- C08G2110/0008—Foam properties flexible
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- 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
- C08G2110/00—Foam properties
- C08G2110/0041—Foam properties having specified density
- C08G2110/005—< 50kg/m3
-
- 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
- C08G2110/00—Foam properties
- C08G2110/0083—Foam properties prepared using water as the sole blowing agent
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyesters Or Polycarbonates (AREA)
- Polyethers (AREA)
- Polyurethanes Or Polyureas (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP10195634A EP2465890A1 (de) | 2010-12-17 | 2010-12-17 | Verfahren zur Herstellung von Polyethercarbonatpolyolen mit primären Hydroxyl-Endgruppen und daraus hergestellte Polyurethanpolymere |
| EP10195634.0 | 2010-12-17 | ||
| PCT/EP2011/072489 WO2012080192A1 (de) | 2010-12-17 | 2011-12-12 | Verfahren zur herstellung von polyethercarbonatpolyolen mit primären hydroxyl-endgruppen und daraus hergestellte polyurethanpolymere |
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| JP2014503631A true JP2014503631A (ja) | 2014-02-13 |
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| EP (2) | EP2465890A1 (cg-RX-API-DMAC7.html) |
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| MX (1) | MX2013006337A (cg-RX-API-DMAC7.html) |
| SG (1) | SG190274A1 (cg-RX-API-DMAC7.html) |
| WO (1) | WO2012080192A1 (cg-RX-API-DMAC7.html) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2015535020A (ja) * | 2012-11-07 | 2015-12-07 | ノボマー， インコーポレイテッド | 高強度ポリウレタンフォーム組成物及び方法 |
| JP2017509772A (ja) * | 2014-04-03 | 2017-04-06 | ノボマー， インコーポレイテッド | 脂肪族ポリカーボネートポリオール組成物 |
| WO2021001920A1 (ja) * | 2019-07-02 | 2021-01-07 | 三菱ケミカル株式会社 | ポリアルキレンエーテルグリコール組成物及びその製造方法 |
| JP2023547671A (ja) * | 2020-11-05 | 2023-11-13 | エコニック テクノロジーズ リミテッド | （ポリ）オールブロックコポリマー |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2530101A1 (de) * | 2011-06-01 | 2012-12-05 | Bayer MaterialScience AG | Verfahren zur Herstellung von Polyetherpolyolen |
| KR20240006081A (ko) | 2011-07-25 | 2024-01-12 | 사우디 아람코 테크놀로지스 컴퍼니 | 폴리우레탄에 이용하기 위한 지방족 폴리카보네이트 |
| CN104277194B (zh) | 2013-07-05 | 2018-11-30 | 科思创德国股份有限公司 | 聚氨酯树脂组合物以及由其制备的聚氨酯复合物 |
| EP2845872A1 (de) * | 2013-09-05 | 2015-03-11 | Bayer MaterialScience AG | Niederviskose Polyethercarbonatpolyole mit Seitenketten |
| CA2929472C (en) * | 2013-11-27 | 2022-01-04 | Covestro Deutschland Ag | Mixtures of polyether carbonate polyols and polyether polyols for producing polyurethane soft foams |
| EP2894180A1 (en) * | 2014-01-08 | 2015-07-15 | Bayer MaterialScience AG | Polymer Polyols comprising a Polyether Carbonate Polyol as the Base Polyol |
| CN106029739B (zh) * | 2014-02-26 | 2018-09-21 | 科思创德国股份有限公司 | 制备聚醚酯碳酸酯多元醇的方法 |
| CN104927040B (zh) * | 2014-03-17 | 2016-09-07 | 中国石油化工股份有限公司 | Dmc催化剂催化的脂肪族聚碳酸酯的制备方法 |
| US9527958B2 (en) | 2014-05-02 | 2016-12-27 | Covestro Llc | Process for purification of polyether carbonate polyols |
| EP3288994B1 (de) * | 2015-04-29 | 2020-03-11 | Covestro Deutschland AG | Mischungen von polyethercarbonatpolyolen und polyetherpolyolen zur herstellung von polyurethanweichschaumstoffen |
| US11345775B2 (en) * | 2015-12-09 | 2022-05-31 | Covestro Deutschland Ag | Polyurethane foams based on polyethercarbonate polyols |
| CN108698977B (zh) * | 2016-02-29 | 2021-09-21 | 阿克苏诺贝尔化学品国际有限公司 | 二烷基聚烷基胺组合物、其制备方法及其用途 |
| CN105801789B (zh) * | 2016-04-07 | 2018-10-16 | 中国科学院长春应用化学研究所 | 一种水性聚氨酯及其制备方法和胶粘剂 |
| EP3526269B8 (de) * | 2016-10-12 | 2020-09-09 | Covestro Deutschland AG | Verfahren zur herstellung eines mehrfachbindungen enthaltenden präpolymers als elastomer-vorstufe |
| EP3385295A1 (de) * | 2017-04-05 | 2018-10-10 | Covestro Deutschland AG | Flammgeschützte phosphorfunktionelle polyethercarbonatpolyole und verfahren zu deren herstellung |
| EP3549969A1 (de) * | 2018-04-06 | 2019-10-09 | Covestro Deutschland AG | Polyurethanschaumstoffe basierend auf polyethercarbonatpolyolen |
| MA52294A (fr) | 2018-04-18 | 2021-02-24 | Saudi Aramco Tech Co | Isomérisation de groupes terminaux de polymères de poly(alkylène carbonate) |
| EP3608348A1 (de) * | 2018-08-07 | 2020-02-12 | Covestro Deutschland AG | Verfahren zur herstellung eines organooxysilyl-vernetzten polymers |
| KR102775250B1 (ko) | 2018-09-24 | 2025-03-06 | 사우디 아람코 테크놀로지스 컴퍼니 | 폴리카보네이트 블록 공중합체 및 이의 방법 |
| CN109912768B (zh) * | 2019-01-21 | 2021-05-25 | 聚源化学工业股份有限公司 | 一种聚醚组合物、低voc聚氨酯泡沫及其制备方法 |
| CN109836556A (zh) * | 2019-01-31 | 2019-06-04 | 四川大学 | 一种含铁盐的低voc聚氨酯发泡材料及制备方法 |
| GB202003002D0 (en) * | 2020-03-02 | 2020-04-15 | Crane Ltd | Method of preparation of a polyol block copolymer |
| GB202003003D0 (en) * | 2020-03-02 | 2020-04-15 | Econic Tech Ltd | A polyol block copolymer |
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| JP2004269849A (ja) * | 2002-09-30 | 2004-09-30 | Bayer Ag | エチレンオキシドキャップされたポリオールの製造方法 |
| JP2009544801A (ja) * | 2006-07-24 | 2009-12-17 | バイエル・マテリアルサイエンス・リミテッド・ライアビリティ・カンパニー | 二重金属シアン化物（ｄｍｃ）触媒反応を介して製造されたポリエーテルカーボネートポリオール |
| WO2010127823A2 (de) * | 2009-05-06 | 2010-11-11 | Bayer Materialscience Ag | Verfahren zur herstellung von polyesterpolyolen mit sekundären oh-endgruppen |
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-
2010
- 2010-12-17 EP EP10195634A patent/EP2465890A1/de not_active Withdrawn
-
2011
- 2011-12-12 ES ES11793465.3T patent/ES2525753T3/es active Active
- 2011-12-12 MX MX2013006337A patent/MX2013006337A/es not_active Application Discontinuation
- 2011-12-12 JP JP2013543692A patent/JP2014503631A/ja active Pending
- 2011-12-12 CN CN201180060779.0A patent/CN103429637B/zh not_active Expired - Fee Related
- 2011-12-12 US US13/994,449 patent/US20130296450A1/en not_active Abandoned
- 2011-12-12 SG SG2013037007A patent/SG190274A1/en unknown
- 2011-12-12 EP EP11793465.3A patent/EP2652008B1/de not_active Not-in-force
- 2011-12-12 BR BR112013014282A patent/BR112013014282A2/pt not_active IP Right Cessation
- 2011-12-12 KR KR1020137018498A patent/KR20140035328A/ko not_active Withdrawn
- 2011-12-12 CA CA2821812A patent/CA2821812A1/en not_active Abandoned
- 2011-12-12 WO PCT/EP2011/072489 patent/WO2012080192A1/de not_active Ceased
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| JPS5686932A (en) * | 1979-12-14 | 1981-07-15 | Texaco Development Corp | Polyester polycarbonate and its manufacture |
| JP2004269849A (ja) * | 2002-09-30 | 2004-09-30 | Bayer Ag | エチレンオキシドキャップされたポリオールの製造方法 |
| JP2009544801A (ja) * | 2006-07-24 | 2009-12-17 | バイエル・マテリアルサイエンス・リミテッド・ライアビリティ・カンパニー | 二重金属シアン化物（ｄｍｃ）触媒反応を介して製造されたポリエーテルカーボネートポリオール |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2015535020A (ja) * | 2012-11-07 | 2015-12-07 | ノボマー， インコーポレイテッド | 高強度ポリウレタンフォーム組成物及び方法 |
| JP2017509772A (ja) * | 2014-04-03 | 2017-04-06 | ノボマー， インコーポレイテッド | 脂肪族ポリカーボネートポリオール組成物 |
| WO2021001920A1 (ja) * | 2019-07-02 | 2021-01-07 | 三菱ケミカル株式会社 | ポリアルキレンエーテルグリコール組成物及びその製造方法 |
| US12215191B2 (en) | 2019-07-02 | 2025-02-04 | Mitsubishi Chemical Corporation | Polyalkylene ether glycol composition and method for producing the same |
| JP2023547671A (ja) * | 2020-11-05 | 2023-11-13 | エコニック テクノロジーズ リミテッド | （ポリ）オールブロックコポリマー |
Also Published As
| Publication number | Publication date |
|---|---|
| CN103429637A (zh) | 2013-12-04 |
| EP2652008B1 (de) | 2014-10-22 |
| CN103429637B (zh) | 2015-06-17 |
| WO2012080192A1 (de) | 2012-06-21 |
| MX2013006337A (es) | 2013-08-26 |
| KR20140035328A (ko) | 2014-03-21 |
| ES2525753T3 (es) | 2014-12-29 |
| CA2821812A1 (en) | 2012-06-21 |
| EP2465890A1 (de) | 2012-06-20 |
| EP2652008A1 (de) | 2013-10-23 |
| SG190274A1 (en) | 2013-07-31 |
| BR112013014282A2 (pt) | 2016-09-20 |
| US20130296450A1 (en) | 2013-11-07 |
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