GB854958A - Copolymerising mono-epoxides with tetrahydrofurane - Google Patents
Copolymerising mono-epoxides with tetrahydrofuraneInfo
- Publication number
- GB854958A GB854958A GB8313/58A GB831358A GB854958A GB 854958 A GB854958 A GB 854958A GB 8313/58 A GB8313/58 A GB 8313/58A GB 831358 A GB831358 A GB 831358A GB 854958 A GB854958 A GB 854958A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- tetrahydrofurane
- copolymerized
- hydrocarbons
- catalyst
- 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
Links
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
- C08G65/16—Cyclic ethers having four or more ring atoms
- C08G65/20—Tetrahydrofuran
-
- 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
- C08G18/4854—Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
Abstract
A monoepoxide is copolymerized with tetrahydrofurane in the presence of a compound having one or more reactive hydrogen atoms and, as catalyst, an acid-activated natural or synthetic bleaching earth. Specified epoxides are ethylene, propylene, butylene, amylene, styrene and phenoxypropene oxides and epichlorhydrin. Suitable bleaching earths are natural or synthetic montmorillonite and kaolinite, e.g. as sold under the name "Tonsil". The activating acid is generally a mineral acid such as sulphuric or hydrochloric acid. By "compounds having reactive hydrogen atoms" is meant any compound which gives a positive Zerewitinoff test. Examples are mono- and poly-hydric alcohols, saturated and unsaturated organic acids, mercaptans, phenols, acid imides and enolic compounds. Polymerization is effected at room temperatures and diluents may be present, e.g. hydrocarbons, chloro-hydrocarbons, dioxane, and a liquid copolymer prepared from a previous polymerization. Elevated pressure is preferably employed. The products have molecular weights of about 300 to 5,000 or higher. The catalyst can be removed by mechanical or filtering means. Examples are given, in one of which, Example 7, propylene oxide and tetrahydrofurane are copolymerized in the presence of methacrylic acid and the unsaturated product is said to be polymerizable, e.g. with olefines. The polyglycol ethers are also useful starting materials for other plastic materials, e.g. polyurethanes, and for lubricants and fuel additives.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE854958X | 1957-03-14 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB854958A true GB854958A (en) | 1960-11-23 |
Family
ID=6788981
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB8313/58A Expired GB854958A (en) | 1957-03-14 | 1958-03-14 | Copolymerising mono-epoxides with tetrahydrofurane |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB854958A (en) |
Cited By (26)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4139567A (en) * | 1977-03-30 | 1979-02-13 | E. I. Du Pont De Nemours And Company | Method for preparing copolyether glycols |
EP0004356A1 (en) * | 1978-03-16 | 1979-10-03 | E.I. Du Pont De Nemours And Company | Polyurethanes prepared with tetrahydrofuran-alkylene oxide polymerizates having low oligomeric cyclic ether content, processes for preparing the same, and articles and fibers of the polyurethanes |
EP0004536A1 (en) * | 1978-03-16 | 1979-10-17 | E.I. Du Pont De Nemours And Company | Method for reducing the oligomeric cyclic ether content of a polymerizate |
US4192943A (en) | 1978-06-13 | 1980-03-11 | E. I. Du Pont De Nemours And Company | Method for reducing oligomeric cyclic ether content of a polymerizate |
US4228272A (en) | 1979-03-27 | 1980-10-14 | E. I. Du Pont De Nemours And Company | Method of catalytically preparing tetrahydrofuran/alkylene oxide polymerizates using a montmorillonite clay as the catalyst |
US4245004A (en) | 1978-05-26 | 1981-01-13 | Basf Wyandotte Corporation | Ethoxylated polytetramethylene glycols as fiber lubricants |
US4251654A (en) | 1979-08-14 | 1981-02-17 | E. I. Du Pont De Nemours And Company | Copolyether glycols of tetrahydrofuran and alkylene oxides having low oligomeric cyclic ether content |
US4259405A (en) | 1980-01-15 | 1981-03-31 | Basf Wyandotte Corporation | Synthetic fibers lubricated with heteric copolymer of tetrahydrofuran and C3 to C4 alkylene oxide |
US4329445A (en) | 1979-04-30 | 1982-05-11 | E. I. Du Pont De Nemours And Company | Process for preparing a tetrahydrofuran-alkylene oxide copolymer with treated bentonite catalyst |
EP0052213A1 (en) * | 1980-11-14 | 1982-05-26 | BASF Aktiengesellschaft | Process for depolymerizing polytetramethylene ether glycols |
US4374970A (en) | 1981-07-07 | 1983-02-22 | E. I. Du Pont De Nemours And Company | Sulfur-modified copolyether glycols, a method for preparing them, and polyurethanes prepared therefrom |
DE3326178A1 (en) * | 1983-04-13 | 1984-10-18 | Daicel Chemical Industries, Ltd., Sakai, Osaka | POLYALKYLENAETHERGLYKOLCOPOLYMERS |
EP0151766A2 (en) * | 1984-01-21 | 1985-08-21 | BASF Aktiengesellschaft | Process for the preparation of carboxylic-acid diesters of polybutylene oxide-polyalkylene oxide glycols |
EP0158060A1 (en) * | 1984-02-28 | 1985-10-16 | BASF Aktiengesellschaft | Method of reducing the oligomeric cyclic ether content of polybutylene oxide-polyalkylene oxide glycols |
US4564671A (en) * | 1983-12-21 | 1986-01-14 | Basf Aktiengesellschaft | Continuous preparation of polyoxybutylene polyoxyalkylene glycols |
US4585592A (en) * | 1985-02-28 | 1986-04-29 | Basf Aktiengesellschaft | Reducing the content of oligomeric cyclic ethers in polyoxybutylene polyoxyalkylene glycols |
US4638097A (en) * | 1985-04-23 | 1987-01-20 | Basf Aktiengesellschaft | Reducing the content of cyclic oligomeric ethers in polytetramethylene ether glycols or polyoxybutylene polyoxyalkylene glycols |
US4670519A (en) * | 1985-02-15 | 1987-06-02 | Basf Aktiengesellschaft | Narrowing the molecular weight distribution of polytetrahydrofuran |
EP0241890A2 (en) * | 1986-04-18 | 1987-10-21 | BASF Aktiengesellschaft | Process for the preparation of a polytetramethylene ether glycol diester having a lower colour index |
US4728722A (en) * | 1986-02-28 | 1988-03-01 | Basf Aktiengesellschaft | Preparation of polyoxybutylene polyoxyalkylene glycols having a narrow molecular weight distribution and a reduced content of oligomeric cyclic ethers |
US5210283A (en) * | 1992-05-18 | 1993-05-11 | Arco Chemical Technology, L.P. | Synthesis of tetrahydrofuran polymers using calcined silica-alumina or beaching earth catalysts |
US5218141A (en) * | 1984-01-21 | 1993-06-08 | Basf Aktiengesellschaft | Preparation of polyoxybutylele polyoxyalkylene glycol dicarboxylates |
US5426174A (en) * | 1992-12-08 | 1995-06-20 | Arco Chemical Technology, L.P. | Hydroxy-functionalized polyoxyalkylene ether compositions derived from mixtures of C4 epoxides |
US5561217A (en) * | 1992-12-23 | 1996-10-01 | Basf Aktiengesellschaft | Preparation of polyether glycols |
US20100267926A1 (en) * | 2009-04-15 | 2010-10-21 | Invista North America S.A.R.L | Copolyether glycol manufacturing process |
EP2419472A1 (en) * | 2009-04-15 | 2012-02-22 | Invista Technologies S.A R.L. | Copolyether glycol manufacturing process |
-
1958
- 1958-03-14 GB GB8313/58A patent/GB854958A/en not_active Expired
Cited By (32)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4139567A (en) * | 1977-03-30 | 1979-02-13 | E. I. Du Pont De Nemours And Company | Method for preparing copolyether glycols |
EP0004356A1 (en) * | 1978-03-16 | 1979-10-03 | E.I. Du Pont De Nemours And Company | Polyurethanes prepared with tetrahydrofuran-alkylene oxide polymerizates having low oligomeric cyclic ether content, processes for preparing the same, and articles and fibers of the polyurethanes |
EP0004536A1 (en) * | 1978-03-16 | 1979-10-17 | E.I. Du Pont De Nemours And Company | Method for reducing the oligomeric cyclic ether content of a polymerizate |
US4245004A (en) | 1978-05-26 | 1981-01-13 | Basf Wyandotte Corporation | Ethoxylated polytetramethylene glycols as fiber lubricants |
US4192943A (en) | 1978-06-13 | 1980-03-11 | E. I. Du Pont De Nemours And Company | Method for reducing oligomeric cyclic ether content of a polymerizate |
EP0006107B1 (en) * | 1978-06-13 | 1983-11-23 | E.I. Du Pont De Nemours And Company | Method for reducing oligomeric cyclic ether content of a copolymerizate |
US4228272A (en) | 1979-03-27 | 1980-10-14 | E. I. Du Pont De Nemours And Company | Method of catalytically preparing tetrahydrofuran/alkylene oxide polymerizates using a montmorillonite clay as the catalyst |
US4329445A (en) | 1979-04-30 | 1982-05-11 | E. I. Du Pont De Nemours And Company | Process for preparing a tetrahydrofuran-alkylene oxide copolymer with treated bentonite catalyst |
US4251654A (en) | 1979-08-14 | 1981-02-17 | E. I. Du Pont De Nemours And Company | Copolyether glycols of tetrahydrofuran and alkylene oxides having low oligomeric cyclic ether content |
US4259405A (en) | 1980-01-15 | 1981-03-31 | Basf Wyandotte Corporation | Synthetic fibers lubricated with heteric copolymer of tetrahydrofuran and C3 to C4 alkylene oxide |
EP0052213A1 (en) * | 1980-11-14 | 1982-05-26 | BASF Aktiengesellschaft | Process for depolymerizing polytetramethylene ether glycols |
US4374970A (en) | 1981-07-07 | 1983-02-22 | E. I. Du Pont De Nemours And Company | Sulfur-modified copolyether glycols, a method for preparing them, and polyurethanes prepared therefrom |
DE3326178A1 (en) * | 1983-04-13 | 1984-10-18 | Daicel Chemical Industries, Ltd., Sakai, Osaka | POLYALKYLENAETHERGLYKOLCOPOLYMERS |
US4564671A (en) * | 1983-12-21 | 1986-01-14 | Basf Aktiengesellschaft | Continuous preparation of polyoxybutylene polyoxyalkylene glycols |
EP0151766A3 (en) * | 1984-01-21 | 1985-09-18 | Basf Aktiengesellschaft | Process for the preparation of carboxylic-acid diesters of polybutylene oxide-polyalkylene oxide glycols |
EP0151766A2 (en) * | 1984-01-21 | 1985-08-21 | BASF Aktiengesellschaft | Process for the preparation of carboxylic-acid diesters of polybutylene oxide-polyalkylene oxide glycols |
US5218141A (en) * | 1984-01-21 | 1993-06-08 | Basf Aktiengesellschaft | Preparation of polyoxybutylele polyoxyalkylene glycol dicarboxylates |
EP0158060A1 (en) * | 1984-02-28 | 1985-10-16 | BASF Aktiengesellschaft | Method of reducing the oligomeric cyclic ether content of polybutylene oxide-polyalkylene oxide glycols |
US4670519A (en) * | 1985-02-15 | 1987-06-02 | Basf Aktiengesellschaft | Narrowing the molecular weight distribution of polytetrahydrofuran |
US4585592A (en) * | 1985-02-28 | 1986-04-29 | Basf Aktiengesellschaft | Reducing the content of oligomeric cyclic ethers in polyoxybutylene polyoxyalkylene glycols |
US4638097A (en) * | 1985-04-23 | 1987-01-20 | Basf Aktiengesellschaft | Reducing the content of cyclic oligomeric ethers in polytetramethylene ether glycols or polyoxybutylene polyoxyalkylene glycols |
US4728722A (en) * | 1986-02-28 | 1988-03-01 | Basf Aktiengesellschaft | Preparation of polyoxybutylene polyoxyalkylene glycols having a narrow molecular weight distribution and a reduced content of oligomeric cyclic ethers |
EP0241890A3 (en) * | 1986-04-18 | 1989-03-08 | BASF Aktiengesellschaft | Process for the preparation of a polytetramethylene ether glycol diester having a lower colour index |
EP0241890A2 (en) * | 1986-04-18 | 1987-10-21 | BASF Aktiengesellschaft | Process for the preparation of a polytetramethylene ether glycol diester having a lower colour index |
US5210283A (en) * | 1992-05-18 | 1993-05-11 | Arco Chemical Technology, L.P. | Synthesis of tetrahydrofuran polymers using calcined silica-alumina or beaching earth catalysts |
US5426174A (en) * | 1992-12-08 | 1995-06-20 | Arco Chemical Technology, L.P. | Hydroxy-functionalized polyoxyalkylene ether compositions derived from mixtures of C4 epoxides |
US5561217A (en) * | 1992-12-23 | 1996-10-01 | Basf Aktiengesellschaft | Preparation of polyether glycols |
EP0687699A3 (en) * | 1994-06-10 | 1996-01-17 | Arco Chem Tech | |
US20100267926A1 (en) * | 2009-04-15 | 2010-10-21 | Invista North America S.A.R.L | Copolyether glycol manufacturing process |
EP2419472A1 (en) * | 2009-04-15 | 2012-02-22 | Invista Technologies S.A R.L. | Copolyether glycol manufacturing process |
EP2419472A4 (en) * | 2009-04-15 | 2013-01-23 | Invista Tech Sarl | Copolyether glycol manufacturing process |
US8372946B2 (en) * | 2009-04-15 | 2013-02-12 | Invista North America S.A R.L. | Copolyether glycol manufacturing process |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
GB854958A (en) | Copolymerising mono-epoxides with tetrahydrofurane | |
GB856736A (en) | Ethylene/propylene copolymers | |
ES2100931T3 (en) | OLIGOMERIZATION OF C2-C5 OLEFINS THROUGH CATALYSIS WITH REDUCED CHROME. | |
ES2018314B3 (en) | APPLICATION OF ALCOXYLATED POLYMERS, WHICH CONTAIN CARBOXYL GROUPS, IN DETERGENTS. | |
GB845374A (en) | A process for the production of fine threads from aliphatic polyolefines of high molecular weight | |
BE777739A (en) | PROCESS FOR THE PRODUCTION OF GASEOUS OLEFINS FROM PETROLEUM DISTILLATES | |
CH257730A (en) | Process for the preparation of a new high polymer, linear ester. | |
GB949722A (en) | Ethylene polymerisation in nonionic emulsion systems | |
GB569527A (en) | Improvements in or relating to the manufacture of polymers of ethylene | |
US2402373A (en) | Transparent mixture | |
GB1432303A (en) | Process for the epoxidation of olefines | |
GB664052A (en) | Improvements in or relating to synthetic lubricants | |
GB852384A (en) | Process for preparing dihydroxy alkyl acrylates and methacrylates | |
GB946620A (en) | Fuel oil composition | |
GB848753A (en) | Improvements in or relating to ethylene polymers | |
GB895419A (en) | Process of treating polyolefines | |
CH371260A (en) | Process for the polymerization of ethylene or of a mixture of ethylene and at least one other unsaturated hydrocarbon | |
GB1074687A (en) | Organic peroxides | |
JPS53144544A (en) | Production of cyclohexanols | |
GB572310A (en) | Parasiticides | |
GB867181A (en) | Hydraulic fluids | |
GB898630A (en) | Preparation of organic sulphites | |
GB852403A (en) | Deashing polymers with diacetone alcohol | |
GB854921A (en) | Process for breaking wet oils | |
GB618538A (en) | Improvements in or relating to liquid media for operation of hydraulic mechanisms |