NZ240740A - Preparation of poly(alkylene oxide) from a polyhydric compound in the presence of acidic resin catalyst - Google Patents
Preparation of poly(alkylene oxide) from a polyhydric compound in the presence of acidic resin catalystInfo
- Publication number
- NZ240740A NZ240740A NZ240740A NZ24074091A NZ240740A NZ 240740 A NZ240740 A NZ 240740A NZ 240740 A NZ240740 A NZ 240740A NZ 24074091 A NZ24074091 A NZ 24074091A NZ 240740 A NZ240740 A NZ 240740A
- Authority
- NZ
- New Zealand
- Prior art keywords
- process according
- catalyst
- poly
- polymer
- chdm
- Prior art date
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 34
- 150000001875 compounds Chemical class 0.000 title claims abstract description 31
- 239000011347 resin Substances 0.000 title claims abstract description 24
- 229920005989 resin Polymers 0.000 title claims abstract description 24
- 229920000233 poly(alkylene oxides) Polymers 0.000 title claims abstract description 23
- 238000002360 preparation method Methods 0.000 title description 2
- 230000002378 acidificating effect Effects 0.000 title 1
- 238000000034 method Methods 0.000 claims abstract description 47
- 239000002253 acid Substances 0.000 claims abstract description 15
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 10
- 238000004519 manufacturing process Methods 0.000 claims abstract description 6
- 150000003839 salts Chemical class 0.000 claims abstract description 5
- 229920000642 polymer Polymers 0.000 claims description 21
- 238000006243 chemical reaction Methods 0.000 claims description 20
- 239000000047 product Substances 0.000 claims description 20
- -1 1/9-nonanediol Chemical compound 0.000 claims description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims description 13
- 229920001577 copolymer Polymers 0.000 claims description 12
- FOTKYAAJKYLFFN-UHFFFAOYSA-N decane-1,10-diol Chemical compound OCCCCCCCCCCO FOTKYAAJKYLFFN-UHFFFAOYSA-N 0.000 claims description 12
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 claims description 12
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 9
- 239000000178 monomer Substances 0.000 claims description 9
- 239000011541 reaction mixture Substances 0.000 claims description 9
- 238000005160 1H NMR spectroscopy Methods 0.000 claims description 7
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- 125000005843 halogen group Chemical group 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 6
- 238000001914 filtration Methods 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 4
- GHLKSLMMWAKNBM-UHFFFAOYSA-N dodecane-1,12-diol Chemical compound OCCCCCCCCCCCCO GHLKSLMMWAKNBM-UHFFFAOYSA-N 0.000 claims description 4
- 229910052731 fluorine Inorganic materials 0.000 claims description 4
- 239000011737 fluorine Substances 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims description 4
- PMMYEEVYMWASQN-IMJSIDKUSA-N cis-4-Hydroxy-L-proline Chemical compound O[C@@H]1CN[C@H](C(O)=O)C1 PMMYEEVYMWASQN-IMJSIDKUSA-N 0.000 claims description 3
- SXCBDZAEHILGLM-UHFFFAOYSA-N heptane-1,7-diol Chemical compound OCCCCCCCO SXCBDZAEHILGLM-UHFFFAOYSA-N 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 125000005647 linker group Chemical group 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- 239000012264 purified product Substances 0.000 claims description 3
- 239000000376 reactant Substances 0.000 claims description 3
- 238000000926 separation method Methods 0.000 claims description 3
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 2
- 239000012153 distilled water Substances 0.000 claims description 2
- 125000001153 fluoro group Chemical group F* 0.000 claims description 2
- 229920002313 fluoropolymer Polymers 0.000 claims description 2
- 239000004811 fluoropolymer Substances 0.000 claims description 2
- 239000012528 membrane Substances 0.000 claims description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 2
- 230000001376 precipitating effect Effects 0.000 claims description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical group OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 claims 2
- ROZAMBDRZCZIJG-UHFFFAOYSA-N 1,1,2,2,3,3-hexafluoropentane-1,5-diol Chemical compound OCCC(F)(F)C(F)(F)C(O)(F)F ROZAMBDRZCZIJG-UHFFFAOYSA-N 0.000 claims 1
- NHEKBXPLFJSSBZ-UHFFFAOYSA-N 2,2,3,3,4,4,5,5-octafluorohexane-1,6-diol Chemical compound OCC(F)(F)C(F)(F)C(F)(F)C(F)(F)CO NHEKBXPLFJSSBZ-UHFFFAOYSA-N 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 238000004611 spectroscopical analysis Methods 0.000 claims 1
- 238000001228 spectrum Methods 0.000 claims 1
- 229940113165 trimethylolpropane Drugs 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- 238000001542 size-exclusion chromatography Methods 0.000 description 10
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 6
- 150000002009 diols Chemical class 0.000 description 5
- 229920002635 polyurethane Polymers 0.000 description 5
- 239000004814 polyurethane Substances 0.000 description 5
- 230000035484 reaction time Effects 0.000 description 4
- 238000000214 vapour pressure osmometry Methods 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 3
- 239000003377 acid catalyst Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- WTQUVYBGJUBJSW-UHFFFAOYSA-N oxacycloundecane Chemical group C1CCCCCOCCCC1 WTQUVYBGJUBJSW-UHFFFAOYSA-N 0.000 description 3
- UHHKSVZZTYJVEG-UHFFFAOYSA-N oxepane Chemical compound C1CCCOCC1 UHHKSVZZTYJVEG-UHFFFAOYSA-N 0.000 description 3
- 238000001953 recrystallisation Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- 229920000557 Nafion® Polymers 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 150000004292 cyclic ethers Chemical class 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 125000005842 heteroatom Chemical group 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- 235000019738 Limestone Nutrition 0.000 description 1
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000007809 chemical reaction catalyst Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- INSRQEMEVAMETL-UHFFFAOYSA-N decane-1,1-diol Chemical compound CCCCCCCCCC(O)O INSRQEMEVAMETL-UHFFFAOYSA-N 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000002649 leather substitute Substances 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 239000006028 limestone Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 238000012643 polycondensation polymerization Methods 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 229920003226 polyurethane urea Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical compound CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 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
- 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
-
- 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
- C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyethers (AREA)
- Polyesters Or Polycarbonates (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Epoxy Resins (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AUPK355890 | 1990-11-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NZ240740A true NZ240740A (en) | 1992-12-23 |
Family
ID=3775105
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ240740A NZ240740A (en) | 1990-11-27 | 1991-11-26 | Preparation of poly(alkylene oxide) from a polyhydric compound in the presence of acidic resin catalyst |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US5403912A (online.php) |
| EP (1) | EP0559739B1 (online.php) |
| JP (1) | JPH06503113A (online.php) |
| AT (1) | ATE164176T1 (online.php) |
| DE (1) | DE69129119T2 (online.php) |
| NZ (1) | NZ240740A (online.php) |
| WO (1) | WO1992009647A1 (online.php) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9701479D0 (en) | 1997-01-24 | 1997-03-12 | Aortech Europ Ltd | Heart valve |
| US6235948B1 (en) | 1998-08-18 | 2001-05-22 | E. I. Du Pont De Nemours And Company | Process for the purification of 1,3-propanediol |
| FR2795735B1 (fr) * | 1999-07-01 | 2001-09-07 | Univ Toulouse | Derives citrullines de la fibrine et leur utilisation pour le diagnostic ou le traitement de la polyarthrite rhumatoide |
| KR100677808B1 (ko) * | 1999-12-17 | 2007-02-05 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 폴리트리메틸렌 에테르 글리콜의 연속 제조 방법 |
| EP1246861B1 (en) * | 1999-12-17 | 2006-05-17 | E.I. Du Pont De Nemours And Company | Production of polytrimethylene ether glycol and copolymers thereof |
| CA2403477C (en) | 2000-03-24 | 2007-07-17 | Stephen Brushey | Anesthesia conduction catheter |
| US6562457B1 (en) | 2001-10-31 | 2003-05-13 | E. I. Du Pont De Nemours And Company | Polyether ester elastomer comprising polytrimethylene ether ester soft segment and tetramethylene ester hard segment |
| US6599625B2 (en) | 2001-10-31 | 2003-07-29 | E. I. Du Pont De Nemours And Company | Polyether ester elastomer comprising polytrimethylene ether ester soft segment and trimethylene ester hard segment |
| US6946539B2 (en) * | 2002-08-09 | 2005-09-20 | E. I. Du Pont De Nemours And Company | Polyurethane and polyurethane-urea comprised of poly(trimethylene-ethylene ether) glycol soft segment |
| US6905765B2 (en) * | 2002-08-09 | 2005-06-14 | E.I. Du Pont De Nemours And Company | Polyether ester elastomers comprising poly(trimethylene-ethylene ether) ester soft segment and alkylene ester hard segment |
| US6979492B2 (en) * | 2002-08-09 | 2005-12-27 | E. I. Du Pont De Nemours And Company | Thermoplastic elastomer comprising poly(trimethylene-ethylene ether) soft segment and polyamide hard segment |
| US20040030095A1 (en) * | 2002-08-09 | 2004-02-12 | Sunkara Hari B. | Poly(trimethylene-ethylene ether) glycols |
| US6852823B2 (en) | 2002-08-09 | 2005-02-08 | E. I. Du Pont De Nemours And Company | Polyurethane and polyurethane-urea elastomers from polytrimethylene ether glycol |
| DE10237787A1 (de) * | 2002-08-17 | 2004-03-04 | Robert Bosch Gmbh | Schichtsystem mit einer Siliziumschicht und einer Passivierschicht, Verfahren zur Erzeugung einer Passivierschicht auf einer Siliziumschicht und deren Verwendung |
| AU2003280574A1 (en) * | 2002-11-22 | 2004-06-18 | Mitsubishi Chemical Corporation | Method for producing polyether polyol |
| ATE401843T1 (de) * | 2003-03-20 | 2008-08-15 | Aortech Internat Plc | Ventil |
| US7323539B2 (en) * | 2003-05-06 | 2008-01-29 | E. I. Du Pont De Nemours And Company | Polytrimethylene ether glycol and polytrimethylene ether ester with excellent quality |
| US7179769B2 (en) * | 2003-07-17 | 2007-02-20 | E. I. Du Pont De Nemours And Company | Poly (trimethylene-ethylene ether) glycol lube oils |
| KR20070032725A (ko) * | 2004-06-29 | 2007-03-22 | 미쓰비시 가가꾸 가부시키가이샤 | 폴리에테르폴리올의 제조 방법 |
| EP1799739B1 (en) * | 2004-09-29 | 2014-02-12 | Aortech International plc | Gels |
| WO2007083519A1 (ja) * | 2006-01-20 | 2007-07-26 | Mitsubishi Chemical Corporation | ポリエーテルポリオールの製造方法 |
| JP2009533190A (ja) | 2006-04-20 | 2009-09-17 | エイオーテク バイオマテリアルズ プロプライアタリー リミティド | ゲル |
| CN101484496B (zh) * | 2006-07-12 | 2012-06-27 | 三菱化学株式会社 | 聚氨酯的制造方法及由该制造方法得到的聚氨酯的用途 |
| EP2245082A1 (de) * | 2008-02-15 | 2010-11-03 | Basf Se | Hochfunktionelle polyetherole sowie deren herstellung und verwendung |
| WO2014124358A1 (en) | 2013-02-11 | 2014-08-14 | Invista Technologies S.A.R.L. | Micropelletized resin, manufacture and use thereof |
| TW201529636A (zh) | 2013-12-19 | 2015-08-01 | Invista Tech Sarl | 經改良的聚四亞甲基醚二醇製造方法 |
| US10266657B2 (en) | 2015-10-29 | 2019-04-23 | Commonwealth Scientific And Industrial Research Organisation | Polyurethane/urea compositions |
| JP2021066894A (ja) * | 2021-02-03 | 2021-04-30 | 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及びその製造方法 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3126356A (en) * | 1964-03-24 | Pentaerythritol condensation products | ||
| US2243481A (en) * | 1939-05-01 | 1941-05-27 | Marathon Paper Mills Co | Furfuryl alcohol resin |
| US3120497A (en) * | 1959-09-21 | 1964-02-04 | Diamond Alkali Co | Preparation of xylylene glycol polymers |
| US3188353A (en) * | 1960-09-17 | 1965-06-08 | Bayer Ag | Method of preparing polyethers |
| DD109883A1 (online.php) * | 1973-06-15 | 1974-11-20 | ||
| DE3278765D1 (en) * | 1982-10-21 | 1988-08-18 | Du Pont | Mixture of sulfur-modified and unmodified copolyether glycols and polyurethanes prepared therefrom |
| US4661411A (en) * | 1986-02-25 | 1987-04-28 | The Dow Chemical Company | Method for depositing a fluorocarbonsulfonic acid polymer on a support from a solution |
| EP0235998A3 (en) * | 1986-02-25 | 1988-06-08 | The Dow Chemical Company | Supported fluorocarbonsulfonic acid polymers and methods for their preparation |
| JP2558165B2 (ja) * | 1989-08-31 | 1996-11-27 | 鐘淵化学工業株式会社 | 不飽和末端基を有する高分子量ポリアルキレンオキシドの製造方法 |
-
1991
- 1991-11-26 JP JP4501104A patent/JPH06503113A/ja active Pending
- 1991-11-26 AT AT92900382T patent/ATE164176T1/de active
- 1991-11-26 US US08/066,072 patent/US5403912A/en not_active Expired - Fee Related
- 1991-11-26 WO PCT/AU1991/000545 patent/WO1992009647A1/en not_active Ceased
- 1991-11-26 EP EP92900382A patent/EP0559739B1/en not_active Expired - Lifetime
- 1991-11-26 DE DE69129119T patent/DE69129119T2/de not_active Expired - Fee Related
- 1991-11-26 NZ NZ240740A patent/NZ240740A/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| JPH06503113A (ja) | 1994-04-07 |
| ATE164176T1 (de) | 1998-04-15 |
| US5403912A (en) | 1995-04-04 |
| WO1992009647A1 (en) | 1992-06-11 |
| EP0559739A4 (online.php) | 1994-01-19 |
| EP0559739B1 (en) | 1998-03-18 |
| EP0559739A1 (en) | 1993-09-15 |
| DE69129119T2 (de) | 1998-10-29 |
| DE69129119D1 (en) | 1998-04-23 |
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