CA2478778C - Hydroxide containing double metal cyanide (dmc) catalysts - Google Patents
Hydroxide containing double metal cyanide (dmc) catalysts Download PDFInfo
- Publication number
- CA2478778C CA2478778C CA2478778A CA2478778A CA2478778C CA 2478778 C CA2478778 C CA 2478778C CA 2478778 A CA2478778 A CA 2478778A CA 2478778 A CA2478778 A CA 2478778A CA 2478778 C CA2478778 C CA 2478778C
- Authority
- CA
- Canada
- Prior art keywords
- catalyst
- butanol
- dmc
- organic ligand
- process according
- 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.)
- Expired - Fee Related
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 92
- 229910052751 metal Inorganic materials 0.000 title claims abstract description 45
- 239000002184 metal Substances 0.000 title claims abstract description 45
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 title claims abstract description 34
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 title claims abstract description 21
- 238000000034 method Methods 0.000 claims abstract description 28
- 229920005862 polyol Polymers 0.000 claims abstract description 26
- 150000003077 polyols Chemical class 0.000 claims abstract description 26
- 239000013110 organic ligand Substances 0.000 claims abstract description 23
- 229920000570 polyether Polymers 0.000 claims abstract description 11
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 9
- 238000004519 manufacturing process Methods 0.000 claims abstract description 8
- -1 Co+3 Inorganic materials 0.000 claims abstract description 6
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims description 46
- 150000003839 salts Chemical class 0.000 claims description 20
- 239000002253 acid Substances 0.000 claims description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 14
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 14
- 229910001868 water Inorganic materials 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 12
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 claims description 12
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims description 12
- 150000002825 nitriles Chemical class 0.000 claims description 11
- 150000002170 ethers Chemical class 0.000 claims description 8
- 150000001298 alcohols Chemical class 0.000 claims description 7
- 150000001299 aldehydes Chemical class 0.000 claims description 7
- 150000001408 amides Chemical class 0.000 claims description 7
- 150000001450 anions Chemical class 0.000 claims description 7
- 235000013877 carbamide Nutrition 0.000 claims description 7
- 150000002148 esters Chemical class 0.000 claims description 7
- 150000002576 ketones Chemical class 0.000 claims description 7
- 150000003568 thioethers Chemical class 0.000 claims description 7
- 150000003672 ureas Chemical class 0.000 claims description 7
- 150000007942 carboxylates Chemical class 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 3
- 150000007514 bases Chemical class 0.000 claims description 3
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims description 3
- 150000004820 halides Chemical class 0.000 claims description 3
- 239000012948 isocyanate Substances 0.000 claims description 3
- 150000002513 isocyanates Chemical class 0.000 claims description 3
- 150000002540 isothiocyanates Chemical class 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 150000002823 nitrates Chemical class 0.000 claims description 3
- 150000003891 oxalate salts Chemical class 0.000 claims description 3
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims description 3
- 150000003567 thiocyanates Chemical class 0.000 claims description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 2
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 claims description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 2
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 abstract description 3
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical group [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 12
- 239000003446 ligand Substances 0.000 description 12
- 239000002002 slurry Substances 0.000 description 10
- 239000000243 solution Substances 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 6
- 239000011787 zinc oxide Substances 0.000 description 6
- 239000011701 zinc Substances 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 4
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 4
- 239000008139 complexing agent Substances 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 4
- 229910052725 zinc Inorganic materials 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 238000006555 catalytic reaction Methods 0.000 description 3
- 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 3
- 210000001520 comb Anatomy 0.000 description 3
- 150000002118 epoxides Chemical class 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
- 239000011592 zinc chloride Substances 0.000 description 3
- 235000005074 zinc chloride Nutrition 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 2
- 238000002441 X-ray diffraction Methods 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- 239000010941 cobalt Substances 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 229910021645 metal ion Inorganic materials 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- UGZADUVQMDAIAO-UHFFFAOYSA-L zinc hydroxide Chemical compound [OH-].[OH-].[Zn+2] UGZADUVQMDAIAO-UHFFFAOYSA-L 0.000 description 2
- 229910021511 zinc hydroxide Inorganic materials 0.000 description 2
- 229940007718 zinc hydroxide Drugs 0.000 description 2
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 1
- 101100259931 Neurospora crassa (strain ATCC 24698 / 74-OR23-1A / CBS 708.71 / DSM 1257 / FGSC 987) tba-1 gene Proteins 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000000536 complexating effect Effects 0.000 description 1
- IGABGQDRDPWCGR-UHFFFAOYSA-N cyanide;hydrate Chemical class O.N#[C-] IGABGQDRDPWCGR-UHFFFAOYSA-N 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- UZZWBUYVTBPQIV-UHFFFAOYSA-N dme dimethoxyethane Chemical compound COCCOC.COCCOC UZZWBUYVTBPQIV-UHFFFAOYSA-N 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 230000033001 locomotion Effects 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 150000002826 nitrites Chemical class 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 238000011085 pressure filtration Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 0.000 description 1
- 239000011686 zinc sulphate Substances 0.000 description 1
- 235000009529 zinc sulphate Nutrition 0.000 description 1
Classifications
-
- 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
- C08G65/04—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 only
- C08G65/06—Cyclic ethers having no atoms other than carbon and hydrogen outside the ring
- C08G65/08—Saturated oxiranes
- C08G65/10—Saturated oxiranes characterised by the catalysts used
-
- 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
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
-
- 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
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
-
- 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
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
-
- 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
-
- 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
- C08G18/48—Polyethers
- C08G18/4866—Polyethers having a low unsaturation value
-
- 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)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Toxicology (AREA)
- General Health & Medical Sciences (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyethers (AREA)
- Polyesters Or Polycarbonates (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/649,520 US6855658B1 (en) | 2003-08-26 | 2003-08-26 | Hydroxide containing double metal cyanide (DMC) catalysts |
| US10/649,520 | 2003-08-26 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2478778A1 CA2478778A1 (en) | 2005-02-26 |
| CA2478778C true CA2478778C (en) | 2013-07-16 |
Family
ID=34104678
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2478778A Expired - Fee Related CA2478778C (en) | 2003-08-26 | 2004-08-23 | Hydroxide containing double metal cyanide (dmc) catalysts |
Country Status (10)
| Country | Link |
|---|---|
| US (2) | US6855658B1 (enExample) |
| EP (1) | EP1510534B1 (enExample) |
| JP (1) | JP2005068436A (enExample) |
| KR (1) | KR101168425B1 (enExample) |
| CN (2) | CN100450615C (enExample) |
| BR (1) | BRPI0403520B1 (enExample) |
| CA (1) | CA2478778C (enExample) |
| MX (1) | MXPA04008285A (enExample) |
| RU (1) | RU2004125640A (enExample) |
| SG (2) | SG127868A1 (enExample) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20060058182A1 (en) * | 2004-09-13 | 2006-03-16 | Combs George G | Processes for the preparation of double metal cyanide (DMC) catalysts |
| CN100349949C (zh) * | 2005-07-12 | 2007-11-21 | 黎明化工研究院 | 一种多金属氰化物络合物催化剂及其制备方法 |
| US7834082B2 (en) | 2007-01-17 | 2010-11-16 | Bayer Materialscience Llc | Polyether-polysiloxane polyols |
| DE102007005960A1 (de) * | 2007-02-07 | 2008-08-14 | Bayer Materialscience Ag | Ruß-gefüllte Polyurethane mit hoher Dielektrizitätskonstante und Durchschlagsfestigkeit |
| KR101404702B1 (ko) | 2011-03-08 | 2014-06-17 | 에스케이이노베이션 주식회사 | 에테르 결합 단위체를 함유한 이산화탄소/에폭사이드 공중합체의 제조 방법 |
| CN103508894B (zh) * | 2012-06-19 | 2015-08-05 | 嘉兴学院 | 一种合成碳酸二甲酯的方法 |
| US9562134B2 (en) | 2013-03-12 | 2017-02-07 | Covestro Llc | Catalyst for the production of polyols having lower amounts of high molecular weight tail |
| GB201515350D0 (en) | 2015-08-28 | 2015-10-14 | Econic Technologies Ltd | Method for preparing polyols |
| GB201703324D0 (en) | 2017-03-01 | 2017-04-12 | Econic Tech Ltd | Method for preparing polyether carbonates |
| GB201717441D0 (en) | 2017-10-24 | 2017-12-06 | Econic Tech Ltd | A polymerisation process |
| CN110684187B (zh) * | 2018-07-06 | 2022-10-11 | 中国石油化工股份有限公司 | 多金属氰化络合物催化剂及其制备方法和应用 |
| GB201814526D0 (en) | 2018-09-06 | 2018-10-24 | Econic Tech Ltd | Methods for forming polycarbonate ether polyols and high molecular weight polyether carbonates |
| GB201906214D0 (en) | 2019-05-02 | 2019-06-19 | Econic Tech Ltd | A polyol block copolymer, compositions and processes therefor |
| GB201906210D0 (en) | 2019-05-02 | 2019-06-19 | Econic Tech Limited | A polyol block copolymer, compositions and processes therefor |
| GB202003003D0 (en) | 2020-03-02 | 2020-04-15 | Econic Tech Ltd | A polyol block copolymer |
| GB202003002D0 (en) | 2020-03-02 | 2020-04-15 | Crane Ltd | Method of preparation of a polyol block copolymer |
| CN112156797B (zh) * | 2020-09-10 | 2022-02-15 | 中国科学院山西煤炭化学研究所 | 环状碳酸酯和甲醇酯交换合成碳酸二甲酯的催化剂及其制备方法和应用 |
| GB202017531D0 (en) | 2020-11-05 | 2020-12-23 | Econic Tech Limited | (poly)ol block copolymer |
| WO2023017276A1 (en) | 2021-08-11 | 2023-02-16 | Econic Technologies Ltd | Method for preparing surfactants by copolymerisation of epoxides and co2 using a mixture of a macrocyclic bimetal catalyst and a double metal cyanide catalyst |
| GB202115335D0 (en) | 2021-10-25 | 2021-12-08 | Econic Tech Ltd | Surface-active agent |
| CN114230783B (zh) * | 2022-01-12 | 2023-05-26 | 万华化学集团股份有限公司 | 一种用于环氧开环的复合催化剂及其制备方法和应用 |
| KR102862622B1 (ko) * | 2022-12-19 | 2025-09-19 | 아주대학교산학협력단 | 하이드로젠 헥사시아노코발테이트를 사용하여 제조된 더블메탈시아나이드 촉매 |
| GB2626546A (en) | 2023-01-25 | 2024-07-31 | Econic Tech Ltd | Surface-active agent |
| GB2626989A (en) | 2023-02-10 | 2024-08-14 | Econic Tech Ltd | Surface-active agent |
| CN121002092A (zh) | 2023-04-25 | 2025-11-21 | 联合利华知识产权控股有限公司 | 组合物 |
| GB2629367A (en) | 2023-04-25 | 2024-10-30 | Econic Tech Ltd | Surface-active agent |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1063525A (en) * | 1963-02-14 | 1967-03-30 | Gen Tire & Rubber Co | Organic cyclic oxide polymers, their preparation and tires prepared therefrom |
| US3829505A (en) * | 1970-02-24 | 1974-08-13 | Gen Tire & Rubber Co | Polyethers and method for making the same |
| US3941849A (en) * | 1972-07-07 | 1976-03-02 | The General Tire & Rubber Company | Polyethers and method for making the same |
| AU551979B2 (en) * | 1982-03-31 | 1986-05-15 | Shell Internationale Research Maatschappij B.V. | Epoxy polymerisation catalysts |
| US5158922A (en) * | 1992-02-04 | 1992-10-27 | Arco Chemical Technology, L.P. | Process for preparing metal cyanide complex catalyst |
| US5470813A (en) * | 1993-11-23 | 1995-11-28 | Arco Chemical Technology, L.P. | Double metal cyanide complex catalysts |
| US5712216A (en) * | 1995-05-15 | 1998-01-27 | Arco Chemical Technology, L.P. | Highly active double metal cyanide complex catalysts |
| US5627122A (en) * | 1995-07-24 | 1997-05-06 | Arco Chemical Technology, L.P. | Highly active double metal cyanide complex catalysts |
| DE19709031A1 (de) * | 1997-03-06 | 1998-09-10 | Basf Ag | Verfahren zur Herstellung von Doppelmetallcyanidkatalysatoren |
| US5783513A (en) * | 1997-03-13 | 1998-07-21 | Arco Chemical Technology, L.P. | Process for making double metal cyanide catalysts |
| DE19742978A1 (de) * | 1997-09-29 | 1999-04-01 | Basf Ag | Multimetallcyanidkomplexe als Katalysatoren |
| DE19809539A1 (de) * | 1998-03-05 | 1999-09-09 | Basf Ag | Verfahren zur Herstellung von Doppelmetallcyanidkatalysatoren |
| US5952261A (en) * | 1998-03-20 | 1999-09-14 | Arco Chemical Technology, L.P. | Double metal cyanide complex catalysts modified with Group IIA compounds |
| US6613714B2 (en) * | 1999-06-02 | 2003-09-02 | Basf Aktiengesellschaft | Multimetal cyanide compounds, their preparation and their use |
| US6800583B2 (en) * | 1999-06-02 | 2004-10-05 | Basf Aktiengesellschaft | Suspension of multimetal cyanide compounds, their preparation and their use |
| BR0108777A (pt) * | 2000-02-29 | 2002-11-26 | Basf Ag | Processo para preparar compostos de cianeto de multimetais, composto de cianeto de multimetais, uso do mesmo, e, processo para preparar álcoois de poliéter |
| JP2003147071A (ja) * | 2001-08-31 | 2003-05-21 | Asahi Glass Co Ltd | アルキレンオキシド開環重合用複合金属シアン化物錯体触媒及びその製造方法 |
-
2003
- 2003-08-26 US US10/649,520 patent/US6855658B1/en not_active Expired - Lifetime
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2004
- 2004-08-13 EP EP04019263.5A patent/EP1510534B1/en not_active Expired - Lifetime
- 2004-08-23 CA CA2478778A patent/CA2478778C/en not_active Expired - Fee Related
- 2004-08-25 SG SG200607445A patent/SG127868A1/en unknown
- 2004-08-25 KR KR1020040066994A patent/KR101168425B1/ko not_active Expired - Fee Related
- 2004-08-25 RU RU2004125640/04A patent/RU2004125640A/ru not_active Application Discontinuation
- 2004-08-25 SG SG200404688-4A patent/SG141232A1/en unknown
- 2004-08-25 BR BRPI0403520-8B1A patent/BRPI0403520B1/pt not_active IP Right Cessation
- 2004-08-26 JP JP2004246890A patent/JP2005068436A/ja active Pending
- 2004-08-26 MX MXPA04008285A patent/MXPA04008285A/es active IP Right Grant
- 2004-08-26 CN CNB2004100579311A patent/CN100450615C/zh not_active Expired - Fee Related
- 2004-08-26 CN CN2008100054735A patent/CN101230133B/zh not_active Expired - Fee Related
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2005
- 2005-01-05 US US11/029,591 patent/US7034103B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| MXPA04008285A (es) | 2005-06-08 |
| BRPI0403520B1 (pt) | 2014-10-21 |
| US7034103B2 (en) | 2006-04-25 |
| HK1078818A1 (zh) | 2006-03-24 |
| SG141232A1 (en) | 2008-04-28 |
| SG127868A1 (en) | 2006-12-29 |
| CA2478778A1 (en) | 2005-02-26 |
| CN1623661A (zh) | 2005-06-08 |
| CN100450615C (zh) | 2009-01-14 |
| US20050159629A1 (en) | 2005-07-21 |
| US6855658B1 (en) | 2005-02-15 |
| EP1510534A1 (en) | 2005-03-02 |
| KR101168425B1 (ko) | 2012-07-25 |
| US20050049142A1 (en) | 2005-03-03 |
| KR20050021256A (ko) | 2005-03-07 |
| RU2004125640A (ru) | 2006-02-10 |
| BRPI0403520A (pt) | 2005-05-31 |
| CN101230133A (zh) | 2008-07-30 |
| CN101230133B (zh) | 2013-07-24 |
| JP2005068436A (ja) | 2005-03-17 |
| EP1510534B1 (en) | 2016-05-11 |
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