JP2004160446A - ポリエーテルポリオールを製造するための複金属シアン化物触媒 - Google Patents
ポリエーテルポリオールを製造するための複金属シアン化物触媒 Download PDFInfo
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- JP2004160446A JP2004160446A JP2003283890A JP2003283890A JP2004160446A JP 2004160446 A JP2004160446 A JP 2004160446A JP 2003283890 A JP2003283890 A JP 2003283890A JP 2003283890 A JP2003283890 A JP 2003283890A JP 2004160446 A JP2004160446 A JP 2004160446A
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- Prior art keywords
- catalyst
- metal cyanide
- fluorine
- dmc
- double metal
- Prior art date
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- 239000003054 catalyst Substances 0.000 title claims abstract description 96
- 229910052751 metal Inorganic materials 0.000 title claims abstract description 52
- 239000002184 metal Substances 0.000 title claims abstract description 52
- 229920000570 polyether Polymers 0.000 title claims abstract description 32
- 229920005862 polyol Polymers 0.000 title claims abstract description 29
- 150000003077 polyols Chemical class 0.000 title claims abstract description 29
- 239000004721 Polyphenylene oxide Substances 0.000 title claims abstract description 28
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 title claims abstract description 10
- 238000002360 preparation method Methods 0.000 title abstract description 6
- -1 cyanide compound Chemical class 0.000 claims abstract description 70
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 47
- 239000003446 ligand Substances 0.000 claims abstract description 42
- 125000001153 fluoro group Chemical group F* 0.000 claims abstract description 4
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 44
- 239000011737 fluorine Substances 0.000 claims description 44
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims description 24
- 150000002825 nitriles Chemical class 0.000 claims description 20
- 238000004519 manufacturing process Methods 0.000 claims description 15
- 238000006243 chemical reaction Methods 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 13
- 150000003839 salts Chemical class 0.000 claims description 12
- 239000007858 starting material Substances 0.000 claims description 11
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- 239000007864 aqueous solution Substances 0.000 claims description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 125000002947 alkylene group Chemical group 0.000 claims description 7
- 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 claims description 7
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 5
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- 239000011701 zinc Substances 0.000 claims description 5
- 229910052725 zinc Inorganic materials 0.000 claims description 5
- 238000001035 drying Methods 0.000 claims 1
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- 125000004432 carbon atom Chemical group C* 0.000 description 17
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- 125000002015 acyclic group Chemical group 0.000 description 8
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- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 5
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- RKBAPHPQTADBIK-UHFFFAOYSA-N cobalt;hexacyanide Chemical compound [Co].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] RKBAPHPQTADBIK-UHFFFAOYSA-N 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 239000011592 zinc chloride Substances 0.000 description 5
- 235000005074 zinc chloride Nutrition 0.000 description 5
- KRESAAFPCKOLQA-UHFFFAOYSA-N 1-(2-fluoroethoxy)ethanol Chemical compound CC(O)OCCF KRESAAFPCKOLQA-UHFFFAOYSA-N 0.000 description 4
- DFVPUWGVOPDJTC-UHFFFAOYSA-N 2,2,3,4,4,4-hexafluorobutyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(F)(F)C(F)C(F)(F)F DFVPUWGVOPDJTC-UHFFFAOYSA-N 0.000 description 4
- OWXQKZVJGCJEGA-UHFFFAOYSA-N 2-[2-[2-[2-(1,1,2,2,2-pentafluoroethoxy)ethoxy]ethoxy]ethoxy]ethanol Chemical compound OCCOCCOCCOCCOC(F)(F)C(F)(F)F OWXQKZVJGCJEGA-UHFFFAOYSA-N 0.000 description 4
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- 229920000728 polyester Polymers 0.000 description 4
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- 239000000047 product Substances 0.000 description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 3
- 125000005233 alkylalcohol group Chemical group 0.000 description 3
- 150000001450 anions Chemical group 0.000 description 3
- 125000003710 aryl alkyl group Chemical group 0.000 description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 238000006555 catalytic reaction Methods 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 3
- 230000006698 induction Effects 0.000 description 3
- 239000012948 isocyanate Substances 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 235000021317 phosphate Nutrition 0.000 description 3
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 description 3
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 3
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 2
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- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
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- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
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- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical compound [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- 150000001241 acetals Chemical class 0.000 description 2
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- 229910052744 lithium Inorganic materials 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- VHWYCFISAQVCCP-UHFFFAOYSA-N methoxymethanol Chemical compound COCO VHWYCFISAQVCCP-UHFFFAOYSA-N 0.000 description 1
- VMVNZNXAVJHNDJ-UHFFFAOYSA-N methyl 2,2,2-trifluoroacetate Chemical compound COC(=O)C(F)(F)F VMVNZNXAVJHNDJ-UHFFFAOYSA-N 0.000 description 1
- MRPUVAKBXDBGJQ-UHFFFAOYSA-N methyl 2,2,3,3,4,4,4-heptafluorobutanoate Chemical compound COC(=O)C(F)(F)C(F)(F)C(F)(F)F MRPUVAKBXDBGJQ-UHFFFAOYSA-N 0.000 description 1
- XOCNYZFAMHDXJK-UHFFFAOYSA-N methyl 2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctanoate Chemical compound COC(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F XOCNYZFAMHDXJK-UHFFFAOYSA-N 0.000 description 1
- QJFHNYDPNSFJMR-UHFFFAOYSA-N methyl 2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-nonadecafluorodecanoate Chemical compound COC(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F QJFHNYDPNSFJMR-UHFFFAOYSA-N 0.000 description 1
- CSSYKHYGURSRAZ-UHFFFAOYSA-N methyl 2,2-difluoroacetate Chemical compound COC(=O)C(F)F CSSYKHYGURSRAZ-UHFFFAOYSA-N 0.000 description 1
- PVSJXEDBEXYLML-UHFFFAOYSA-N methyl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]acetate Chemical compound COC(=O)CP(=O)(OCC(F)(F)F)OCC(F)(F)F PVSJXEDBEXYLML-UHFFFAOYSA-N 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- CODXZFSZJFCVBE-UHFFFAOYSA-N n,n-diethyl-2,2,2-trifluoroacetamide Chemical compound CCN(CC)C(=O)C(F)(F)F CODXZFSZJFCVBE-UHFFFAOYSA-N 0.000 description 1
- AVTGJGIQCGIZLJ-UHFFFAOYSA-N n-cyclopentyl-2,2,2-trifluoroacetamide Chemical compound FC(F)(F)C(=O)NC1CCCC1 AVTGJGIQCGIZLJ-UHFFFAOYSA-N 0.000 description 1
- XGFDHKJUZCCPKQ-UHFFFAOYSA-N n-nonadecyl alcohol Natural products CCCCCCCCCCCCCCCCCCCO XGFDHKJUZCCPKQ-UHFFFAOYSA-N 0.000 description 1
- QMMRZOWCJAIUJA-UHFFFAOYSA-L nickel dichloride Chemical compound Cl[Ni]Cl QMMRZOWCJAIUJA-UHFFFAOYSA-L 0.000 description 1
- 150000002826 nitrites Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 150000003009 phosphonic acids Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910001392 phosphorus oxide Inorganic materials 0.000 description 1
- 229920000191 poly(N-vinyl pyrrolidone) Polymers 0.000 description 1
- 229920000090 poly(aryl ether) Polymers 0.000 description 1
- 229920002432 poly(vinyl methyl ether) polymer Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 229920000137 polyphosphoric acid Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 238000000634 powder X-ray diffraction Methods 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- XIVPVSIDXBTZLM-UHFFFAOYSA-N prop-2-enyl 2,2,2-trifluoroacetate Chemical compound FC(F)(F)C(=O)OCC=C XIVPVSIDXBTZLM-UHFFFAOYSA-N 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- ASAXRKSDVDALDT-UHFFFAOYSA-N propan-2-yl 2,2,2-trifluoroacetate Chemical compound CC(C)OC(=O)C(F)(F)F ASAXRKSDVDALDT-UHFFFAOYSA-N 0.000 description 1
- BPDIHEGWJJPPSG-UHFFFAOYSA-N propoxymethanol Chemical compound CCCOCO BPDIHEGWJJPPSG-UHFFFAOYSA-N 0.000 description 1
- NORCOOJYTVHQCR-UHFFFAOYSA-N propyl 2-hydroxyacetate Chemical compound CCCOC(=O)CO NORCOOJYTVHQCR-UHFFFAOYSA-N 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 229940005657 pyrophosphoric acid Drugs 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 150000004763 sulfides Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- VSAISIQCTGDGPU-UHFFFAOYSA-N tetraphosphorus hexaoxide Chemical compound O1P(O2)OP3OP1OP2O3 VSAISIQCTGDGPU-UHFFFAOYSA-N 0.000 description 1
- MSLRPWGRFCKNIZ-UHFFFAOYSA-J tetrasodium;hydrogen peroxide;dicarbonate Chemical compound [Na+].[Na+].[Na+].[Na+].OO.OO.OO.[O-]C([O-])=O.[O-]C([O-])=O MSLRPWGRFCKNIZ-UHFFFAOYSA-J 0.000 description 1
- 238000002411 thermogravimetry Methods 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- GQHWSLKNULCZGI-UHFFFAOYSA-N trifluoromethoxybenzene Chemical compound FC(F)(F)OC1=CC=CC=C1 GQHWSLKNULCZGI-UHFFFAOYSA-N 0.000 description 1
- RCBSEUPNIXQMME-UHFFFAOYSA-N trifluoromethyl carbamate Chemical compound NC(=O)OC(F)(F)F RCBSEUPNIXQMME-UHFFFAOYSA-N 0.000 description 1
- MJOVEPJSFHDSOJ-UHFFFAOYSA-N tris(1,1,1,3,3,3-hexafluoropropan-2-yl) phosphite Chemical compound FC(F)(F)C(C(F)(F)F)OP(OC(C(F)(F)F)C(F)(F)F)OC(C(F)(F)F)C(F)(F)F MJOVEPJSFHDSOJ-UHFFFAOYSA-N 0.000 description 1
- UESIXVJMPXKZCO-UHFFFAOYSA-N tris(1-fluorobutyl) phosphate Chemical compound CCCC(F)OP(=O)(OC(F)CCC)OC(F)CCC UESIXVJMPXKZCO-UHFFFAOYSA-N 0.000 description 1
- CBIQXUBDNNXYJM-UHFFFAOYSA-N tris(2,2,2-trifluoroethyl) phosphite Chemical compound FC(F)(F)COP(OCC(F)(F)F)OCC(F)(F)F CBIQXUBDNNXYJM-UHFFFAOYSA-N 0.000 description 1
- 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
- 150000003672 ureas Chemical class 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 239000004246 zinc acetate Substances 0.000 description 1
- 229940102001 zinc bromide Drugs 0.000 description 1
- JDLYKQWJXAQNNS-UHFFFAOYSA-L zinc;dibenzoate Chemical compound [Zn+2].[O-]C(=O)C1=CC=CC=C1.[O-]C(=O)C1=CC=CC=C1 JDLYKQWJXAQNNS-UHFFFAOYSA-L 0.000 description 1
- NHXVNEDMKGDNPR-UHFFFAOYSA-N zinc;pentane-2,4-dione Chemical compound [Zn+2].CC(=O)[CH-]C(C)=O.CC(=O)[CH-]C(C)=O NHXVNEDMKGDNPR-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/24—Nitrogen compounds
- B01J27/26—Cyanides
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
-
- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2642—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds characterised by the catalyst used
- C08G65/2645—Metals or compounds thereof, e.g. salts
- C08G65/2663—Metal cyanide catalysts, i.e. DMC's
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Toxicology (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Polyethers (AREA)
- Catalysts (AREA)
- Polyesters Or Polycarbonates (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10235130A DE10235130A1 (de) | 2002-08-01 | 2002-08-01 | Doppelmetallcyanid-Katalysatoren für die Herstellung von Polyetherpolyolen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2004160446A true JP2004160446A (ja) | 2004-06-10 |
| JP2004160446A5 JP2004160446A5 (enExample) | 2006-09-14 |
Family
ID=30010550
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003283890A Pending JP2004160446A (ja) | 2002-08-01 | 2003-07-31 | ポリエーテルポリオールを製造するための複金属シアン化物触媒 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6852664B2 (enExample) |
| EP (1) | EP1386662A1 (enExample) |
| JP (1) | JP2004160446A (enExample) |
| KR (1) | KR101002887B1 (enExample) |
| CN (1) | CN1280336C (enExample) |
| BR (1) | BR0302487A (enExample) |
| CA (1) | CA2436394A1 (enExample) |
| DE (1) | DE10235130A1 (enExample) |
| MX (1) | MXPA03006798A (enExample) |
| PL (1) | PL361520A1 (enExample) |
| RU (1) | RU2003126303A (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2014511919A (ja) * | 2011-04-04 | 2014-05-19 | ヘンケル・アクチェンゲゼルシャフト・ウント・コムパニー・コマンディットゲゼルシャフト・アウフ・アクチェン | エポキシドを重合するためおよびエポキシドと二酸化炭素を共重合するための触媒 |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004044034A1 (en) * | 2002-11-07 | 2004-05-27 | Dow Global Technologies, Inc. | Method for preparing metal cyanide catalysts using polymerizable complexing agents |
| US7300993B2 (en) * | 2004-06-03 | 2007-11-27 | Shell Oil Company | Process for the preparation of polyether polyols |
| KR101541188B1 (ko) | 2008-11-06 | 2015-08-03 | 삼성전자주식회사 | 폴리우레탄 발포체 조성물 및 이를 사용하여 제조된 폴리우레탄 발포체 |
| KR101342899B1 (ko) | 2012-03-16 | 2013-12-18 | 부산대학교 산학협력단 | 새로운 유기 착화물제를 이용하여 합성한 이중금속 시안염 촉매 또는 다중금속 시안염 촉매를 이용한 에폭시계 단량체의 개환 중합에 의한 폴리올 제조 |
| EP2703426A1 (de) * | 2012-08-27 | 2014-03-05 | Bayer MaterialScience AG | Verfahren zur Herstellung von Polyethercarbonatpolyolen |
| CN103923309B (zh) * | 2014-03-27 | 2016-03-23 | 上海应用技术学院 | 一种双金属氰化物络合物催化剂的制备方法 |
| EP3694901A1 (en) | 2017-10-10 | 2020-08-19 | Stepan Company | Polymeric dispersants from aralkylated phenols |
| EP4509545A1 (en) | 2017-10-10 | 2025-02-19 | Stepan Company | Polymeric dispersants from phenyl glycidyl ether |
| PL3700956T3 (pl) * | 2017-10-27 | 2025-06-23 | Huntsman International Llc | Katalizatory do wytwarzania materiałów oksazolidynonowych |
| ES2941289T3 (es) * | 2018-12-21 | 2023-05-19 | Dow Global Technologies Llc | Proceso de polimerización de poliéter |
| US20220177403A1 (en) | 2019-03-08 | 2022-06-09 | Stepan Company | Reactive surfactants |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE69125789T2 (de) | 1990-05-11 | 1997-08-14 | Asahi Glass Co Ltd | Verfahren zur herstellung einer polyoxyalkylenverbindungen |
| JP2653236B2 (ja) | 1990-10-05 | 1997-09-17 | 旭硝子株式会社 | ポリエーテル化合物の製造方法 |
| US5712216A (en) * | 1995-05-15 | 1998-01-27 | Arco Chemical Technology, L.P. | Highly active double metal cyanide complex catalysts |
| US5470813A (en) * | 1993-11-23 | 1995-11-28 | Arco Chemical Technology, L.P. | Double metal cyanide complex catalysts |
| US5482908A (en) * | 1994-09-08 | 1996-01-09 | Arco Chemical Technology, L.P. | Highly active double metal cyanide catalysts |
| US5545601A (en) * | 1995-08-22 | 1996-08-13 | Arco Chemical Technology, L.P. | Polyether-containing double metal cyanide catalysts |
| US5627120A (en) * | 1996-04-19 | 1997-05-06 | Arco Chemical Technology, L.P. | Highly active double metal cyanide catalysts |
| US6028230A (en) * | 1998-06-05 | 2000-02-22 | Arco Chemical Technology, L.P. | Epoxide polymerization process |
| MXPA02000305A (es) | 1999-07-09 | 2002-06-21 | Dow Chemical Co | Metodo para preparar catalizadores de cianuro metalicos utilizando acidos policarboxilicos. |
| KR20020030781A (ko) * | 1999-07-09 | 2002-04-25 | 그래햄 이. 테일러 | 작용화 개시제 상에서의 알킬렌 옥사이드의 중합방법 |
| DE19953546A1 (de) * | 1999-11-08 | 2001-05-10 | Bayer Ag | Doppelmetallcyanid-Katalysatoren für die Herstellung von Polyetherpolyolen |
| EP1146062B1 (en) * | 2000-04-12 | 2006-12-20 | Kaneka Corporation | Method of producing crosslinkable silyl group-containing polyoxyalkylene polymers |
-
2002
- 2002-08-01 DE DE10235130A patent/DE10235130A1/de not_active Withdrawn
-
2003
- 2003-07-22 EP EP03016466A patent/EP1386662A1/de not_active Withdrawn
- 2003-07-23 US US10/626,265 patent/US6852664B2/en not_active Expired - Fee Related
- 2003-07-30 BR BR0302487-3A patent/BR0302487A/pt not_active IP Right Cessation
- 2003-07-30 CA CA002436394A patent/CA2436394A1/en not_active Abandoned
- 2003-07-30 MX MXPA03006798A patent/MXPA03006798A/es unknown
- 2003-07-31 JP JP2003283890A patent/JP2004160446A/ja active Pending
- 2003-07-31 PL PL03361520A patent/PL361520A1/xx not_active Application Discontinuation
- 2003-07-31 KR KR1020030052960A patent/KR101002887B1/ko not_active Expired - Fee Related
- 2003-08-01 CN CNB031525237A patent/CN1280336C/zh not_active Expired - Fee Related
- 2003-08-29 RU RU2003126303/04A patent/RU2003126303A/ru not_active Application Discontinuation
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2014511919A (ja) * | 2011-04-04 | 2014-05-19 | ヘンケル・アクチェンゲゼルシャフト・ウント・コムパニー・コマンディットゲゼルシャフト・アウフ・アクチェン | エポキシドを重合するためおよびエポキシドと二酸化炭素を共重合するための触媒 |
| US9458286B2 (en) | 2011-04-04 | 2016-10-04 | Henkel Ag & Co. Kgaa | Catalyst for epoxide polymerisation and for the copolymerisation of epoxide with carbon dioxide |
Also Published As
| Publication number | Publication date |
|---|---|
| KR101002887B1 (ko) | 2010-12-21 |
| US20040092389A1 (en) | 2004-05-13 |
| KR20040012556A (ko) | 2004-02-11 |
| CN1280336C (zh) | 2006-10-18 |
| PL361520A1 (en) | 2004-02-09 |
| CN1478803A (zh) | 2004-03-03 |
| DE10235130A1 (de) | 2004-02-19 |
| MXPA03006798A (es) | 2004-05-05 |
| BR0302487A (pt) | 2004-08-24 |
| EP1386662A1 (de) | 2004-02-04 |
| CA2436394A1 (en) | 2004-02-01 |
| RU2003126303A (ru) | 2005-02-27 |
| US6852664B2 (en) | 2005-02-08 |
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