GB1014241A - Copolymers of cyclic oxides - Google Patents

Copolymers of cyclic oxides

Info

Publication number
GB1014241A
GB1014241A GB4450261A GB4450261A GB1014241A GB 1014241 A GB1014241 A GB 1014241A GB 4450261 A GB4450261 A GB 4450261A GB 4450261 A GB4450261 A GB 4450261A GB 1014241 A GB1014241 A GB 1014241A
Authority
GB
United Kingdom
Prior art keywords
alumina
oxide
water
mixture
silica
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
Application number
GB4450261A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Aerojet Rocketdyne Holdings Inc
Original Assignee
General Tire and Rubber Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by General Tire and Rubber Co filed Critical General Tire and Rubber Co
Publication of GB1014241A publication Critical patent/GB1014241A/en
Expired legal-status Critical Current

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
    • C08G65/18—Oxetanes
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B60—VEHICLES IN GENERAL
    • B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
    • B60C1/00—Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
    • 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
    • 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
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
    • C08L71/02—Polyalkylene oxides

Abstract

At least two cyclic oxide monomers each having at least one oxirane or oxetane ring are copolymerized with a catalyst which is either (I) a mixture of A and B or (II) the reaction product of A and B, the ratio of monomers to catalyst being from 100:0.05 to 100:10 mols and the ratio of A to B being from 1:0.05 to 1:1 mol, where A is at least one compound of formula MeR2 where Me is beryllium, cadmium or zinc, and each R is an unsubstituted aliphatic hydrocarbon radical of 1 to 20 carbon atoms, and B is selected from (i) water, (ii) at least one member of the group consisting of appreciably water soluble or miscible aliphatic alcohols, polyhydric alcohols and polyalkylene ether polyols of molecular weights of up to 600, (iii) a mixture of water and at least one member of the group in (ii), and (iv) the acidic oxide aluminium or a mixture thereof with at least one other oxide of a Group II to IV element. Many compounds (A) are specified; zinc diethyl is preferred. Specified (B) compounds are water, alkanols, glycerol, butane diol, pentaerythritol, polyethylene glycol, polypropylene glycol, adducts of glycols, ethylene oxide and propylene oxide with glycerol, 1,2,4 - hexanetriol and pentaerythritol, g -alumina, boria - alumina, alumina - magnesia, alumina - silica, alumina - thoria, alumina-zirconia, silica - alumina - thoria and silica-alumina-zirconia. Many cyclic oxide monomers are specified including saturated and unsaturated mono- and poly-epoxides, oxetanes and glycidyl ethers. The copolymers derived from unsaturated monomer(s) are sulphur-curable. The copolymers may be compounded with natural and artificial rubbers, other polymers, reinforcing agents, pigments, fillers, extenders, plasticizers, blowing agents, and antioxidants; many additives are listed. The examples describe the preparation of copolymers of (1), (6) and (9) propylene oxide with allyl glycidyl, ether, vinylcyclohexene monoxide, and butadiene monoxide, (2) and (8) propylene oxide, butene oxide with, in turn, vinylcyclohexene monoxide, allylglycidyl ether and butadiene monoxide giving terpolmers, (4) propylene oxide with phenyl glycidyl ether, styrene oxide, dodecene oxide and ethylene oxide, (5) 1,2-butene oxide with allylglycidyl ether, and (10) oxetane with allylglycidyl ether and propylene oxide; the products of (1), (2), (5), (6), (8) and (10) were sulphur-cured, e.g. with a mixture of sulphur, zinc oxide, bis-(benzothiazyl) disulphide, tetramethyl thiuram disulphide, stearic acid, carbon black, and phenyl beta naphthylamine. Uses.-Pneumatic tyres.ALSO:A catalytic composition for the copolymerization of at least two cyclic oxide monomers each having at least one oxirane or oxetane ring, consists of a mixture of, or the reaction product of A and B, wherein A is at least one compound of formula MeR2 where Me is beryllium, cadmium or zinc and R is an unsubstituted aliphatic hydrocarbon radical of 1-20 carbon atoms, and B is selected from (i) water, (ii) at least one member of the group consisting of appreciably water-soluble or -miscible aliphatic alcohols, polyhydric alcohols and polyalkylene ether polyols of molecular weights up to 600, (iii) a mixture of water and at least one member of the group in (ii), and (iv) the acidic oxide of aluminium or a mixture thereof and at least one other oxide of a Group II to IV element. Many compounds (A) are specified; zinc diethyl is preferred. Specified (B) compounds are water, alkanols, glycerol, butane diol, pentaerythritol, polyethylene glycol, polypropylene glycol, adducts of glycols, ethylene oxide and propylene oxide with glycerol, 1, 2, 4-hexanetriol and pentaerythritol, g -alumina, boria-alumina, alumina-magnesia. alumina-silica, alumina-thoria, alumina-zirconia, alumina-silica-thoria, and silica-alumina-zirconia.
GB4450261A 1960-12-14 1961-12-12 Copolymers of cyclic oxides Expired GB1014241A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US7581960A 1960-12-14 1960-12-14

Publications (1)

Publication Number Publication Date
GB1014241A true GB1014241A (en) 1965-12-22

Family

ID=22128186

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4450261A Expired GB1014241A (en) 1960-12-14 1961-12-12 Copolymers of cyclic oxides

Country Status (2)

Country Link
DE (1) DE1495862A1 (en)
GB (1) GB1014241A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2005068292A (en) * 2003-08-25 2005-03-17 Asahi Glass Co Ltd Polyether monool or polyether polyol and method for producing the same
EP3744780A4 (en) * 2018-07-27 2021-04-07 Sumitomo Rubber Industries, Ltd. Rubber composition and tire

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2005068292A (en) * 2003-08-25 2005-03-17 Asahi Glass Co Ltd Polyether monool or polyether polyol and method for producing the same
EP3744780A4 (en) * 2018-07-27 2021-04-07 Sumitomo Rubber Industries, Ltd. Rubber composition and tire

Also Published As

Publication number Publication date
DE1495862A1 (en) 1969-06-04

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