GB975461A - Polyether elastomers - Google Patents
Polyether elastomersInfo
- Publication number
- GB975461A GB975461A GB4064261A GB4064261A GB975461A GB 975461 A GB975461 A GB 975461A GB 4064261 A GB4064261 A GB 4064261A GB 4064261 A GB4064261 A GB 4064261A GB 975461 A GB975461 A GB 975461A
- Authority
- GB
- United Kingdom
- Prior art keywords
- oxide
- propylene oxide
- copolymer
- glycidyl
- mixtures
- 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
- C08G65/22—Cyclic ethers having at least one atom other than carbon and hydrogen outside the ring
-
- 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
-
- 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
- C08G65/12—Saturated oxiranes characterised by the catalysts used containing organo-metallic compounds or metal hydrides
-
- 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
- C08G65/14—Unsaturated oxiranes
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyethers (AREA)
Abstract
The invention comprises vulcanizable polyether elastomers composed of polymerized epoxide monomers of which at least 50 mol per cent is styrene oxide or an alkylene oxide having not more than four carbon atoms, or a halogenated derivative of alkylene oxides, the elastomer being substantially amorphous, devoid of spherulite, and having an intrinsic viscosity greater than 3.0. They are prepared by polymerizing in the presence of zinc diethyl and water, either in the absence of a diluent or in presence of one of the following: benzene, toluene, xylene, or mixtures thereof with or without a minor portion by volume of a liquid aliphatic hydrocarbon diluent, benzaldehyde, an alkaldehyde with 2 to 7 carbon atoms, or mixtures thereof, with or without dilution with dioxane or a liquid aliphatic hydrocarbon. The mole ratio of water to zinc diethyl is in the range 0.5 to 1.5:1, preferably 1:1. Specified monomers are ethylene oxide, 1,2-propylene oxide-chloropropylene oxide 1,2-butylene oxide, 2,3-butylene oxide, isobutylene oxide, styrene oxide, and mixtures thereof. A minor portion, preferably 3.5 mol per cent, of an olefinically unsaturated epoxide can be added and copolymerized with the above oxides. Specified unsaturated epoxides are 1-butene-glycidyl ether, vinyl-glycidyl-ether, vinyl-thio-ethyl-glycidyl ether, glycidyl acrylate, glycidyl methacrylate, butadiene monoxide, vinyl-cyclohexene monoxide, allyl-glycidyl ether, and mixtures thereof. Preferably 1.3 moles of zinc diethyl per 100 moles of monomer is used, but as little as 0.2 moles is required. Vulcanization of the saturated elastomer is effected by a mixture of an organic peroxide and a conventional sulphur-bearing agent. In the case of polyethers containing unsaturation a single agent is sufficient. Specified peroxides are di-cumyl peroxide, di-tertiary-butyl hydroperoxide and 2,5-bis (tert.-butyl-peroxy)-2, 5-dimethyl hexane. The examples describe the preparation of: (1) poly-propylene oxide; (2) copolymer of propylene oxide and allyl glycidyl ether; (8) copolymer of propylene oxide and butadiene monoxide; (9) copolymer of propylene oxide and vinylcyclohexene monoxide; (10) copolymer of propylene oxide and glycidyl acrylate; (12) polymer of styrene oxide; (13) polymer of butylene oxide. In examples (18)-(20) poly propylene oxide is vulcanized in presence of various quantities of di-cumyl peroxide, sulphur, phenylb -naphthaline (as antioxidant), and carbon black (as reinforcing agent). In example (21) copolymer of example (7) is vulcanized in presence of sulphur, stearic acid, zinc oxide, carbon black, tetramethyl thiuram disulphide and tellurium diethyl dithiocarbonate (the latter two being accelerators). Properties of the rubbers are also shown in the examples, and a comparison table of rubber of example (21) and several other known rubbers is given.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US6991560A | 1960-11-17 | 1960-11-17 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB975461A true GB975461A (en) | 1964-11-18 |
Family
ID=22091991
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB4064261A Expired GB975461A (en) | 1960-11-17 | 1961-11-14 | Polyether elastomers |
Country Status (3)
Country | Link |
---|---|
BE (1) | BE610449A (en) |
GB (1) | GB975461A (en) |
NL (1) | NL271539A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1873186A1 (en) * | 2006-06-21 | 2008-01-02 | Bayer MaterialScience AG | Pendant acrylate and/or methacrylate-containing polyether monols and polyols |
-
0
- NL NL271539D patent/NL271539A/xx unknown
- BE BE610449D patent/BE610449A/xx unknown
-
1961
- 1961-11-14 GB GB4064261A patent/GB975461A/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1873186A1 (en) * | 2006-06-21 | 2008-01-02 | Bayer MaterialScience AG | Pendant acrylate and/or methacrylate-containing polyether monols and polyols |
CN103145972A (en) * | 2006-06-21 | 2013-06-12 | 拜尔材料科学有限公司 | Polyether monols and polyols containing pendant acrylate and/or methacrylate esters |
Also Published As
Publication number | Publication date |
---|---|
NL271539A (en) | |
BE610449A (en) |
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