GB1355083A

GB1355083A – Process for polymerisation of epoxides
– Google Patents

GB1355083A – Process for polymerisation of epoxides
– Google Patents
Process for polymerisation of epoxides

Info

Publication number
GB1355083A

GB1355083A
GB2693571*A
GB2693571A
GB1355083A
GB 1355083 A
GB1355083 A
GB 1355083A

GB 2693571 A
GB2693571 A
GB 2693571A
GB 1355083 A
GB1355083 A
GB 1355083A
Authority
GB
United Kingdom
Prior art keywords
group
compound
phosphorus
alkyl
plus
Prior art date
1970-10-30
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
GB2693571*A
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.)

Osaka Soda Co Ltd

Original Assignee
Osaka Soda Co Ltd
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.)
1970-10-30
Filing date
1971-04-19
Publication date
1974-06-05

1971-04-19
Application filed by Osaka Soda Co Ltd
filed
Critical
Osaka Soda Co Ltd

1974-06-05
Publication of GB1355083A
publication
Critical
patent/GB1355083A/en

Status
Expired
legal-status
Critical
Current

Links

Espacenet

Global Dossier

Discuss

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

C08G65/12—Saturated oxiranes characterised by the catalysts used containing organo-metallic compounds or metal hydrides

Abstract

1355083 Catalytic polymerization of alkylene oxides OSAKA SODA CO Ltd 19 April 1971 [30 Oct 1970] 26935/71 Heading C3R [Also in Division B1] A polyether is prepared by homo- or copolymerizing at least one compound containing a 1,2-epoxy grouping in the presence of catalyst comprising the reaction product of a component (I) which is at least one reactant selected from compounds having the formulae and S n X 2 , wherein n is 0, 1, 2 or 3, m is 0, 1, 2, 3 or 4, M is a Group IV element having an atomic number of from 14 to 72 (i.e. Si, Ti, Ge, Zr, Sn, Hf), the or each R is an alkyl, alkoxy or aryl group, the or each R1 is an alkyl, alkenyl, alkoxy, aryl or aralkyl group when M is a Group IVa element (Si, Ge, Sn) and an alkoxy group when M is a Group IVb element (Ti, Zr, Hf) and the or each X is a chlorine, bromine or iodine atom, with the provisos that, if component (I) is a single compound of formula R1 m MX 4-m , such compound is a halide or alkoxy halide and that, if component (I) contains more than one such compound, at least one such compound contains halogen, and a component (II) which is at least one phosphorus-containing reactant selected from (a) compounds having the formulae (R11O) 3 PO, Z(R11O) 2 PO, Z 2 (R111O)PO, (A) (B) (C) (R111O) 3 P, Z(R111O) 2 P, Z 2 (R111O)P and RuO) 2 POP(OR11) 2 , wherein each R11 (which may be the same or. different) is a hydrogen atom, a C 1 -C 12 alkyl group, a C 1 -C 12 halogenated alkyl group, a C 2 -C 12 alkenyl group or a cycloalkyl group which has 5-7 carbon atoms in the ring and which may contain at least one alkyl or alkenyl side chain containing up to 4 carbon atoms, the or each R111 (which may be the same or different, if applicable) is a C 1 -C 12 alkyl group, a C 1 -C 12 halogenated alkyl group, a C 2 -C 12 alkenyl group or a cycloalkyl group which has 5-7 carbon atoms in the ring and which may contain at least one alkyl or alkenyl side chain containing up to 4 carbon atoms and the or each Z (which may be the same or different, if applicable) is a C 1 -C 8 alkyl group, an aralkyl group or an aryl group, and (b) combinations of a phosphorus compound (which compound is an oxide, oxytrihalide, trihalide or pentahalide of phosphorus or a compound having a formula selected from XY 2 PO, X 2 YPO, XY 2 P and X 2 YP, wherein the or each X is a chlorine, bromine or iodine atom and the or each Y is a C 1 -C 8 alkyl group, a C 2 -C 8 alkoxy group or a phenyl group) and a compound which is a C 1 -C 12 aliphatic monohydric alcohol, a C 1 -C 12 aliphatic polyhydric alcohol, a C 4 -C 8 dialkyl ether or an epoxide derived from a C 2 -C 12 olefin, the components of such combination being capable of forming esters of oxyacids of phosphorus or compounds containing a P-O-C linkage, with the provisos that, if component (II) comprises a compound which contains two or three R11 groups, at least one R11 group is not a hydrogen atom and that, if component (II) comprises a combination of a phosphorus compound and a dialkyl ether, the phosphorus compound is an oxide of phosphorus. The components (I) and (II) may be reacted at a temperature of from ambient temperature to 400‹ C., in the absence or presence of solvent, under an atmosphere which may be air but which preferably is inert, for example nitrogen, argon or carbon dioxide; the resulting reaction product may be purified and/or aged at ambient or elevated temperature prior to use and may be used in the form of a solid or of a solution. Polymerization may be effected in the presence of a promoter which is a compound having a formula selected from R1111 p AlX1 3-p , Q 2 Z n and Q 2 Mg wherein p is 1, 2 or 3, the or each R1111 is a C 1 -C 8 alkyl group or a phenyl group, each Q is a C 1 -C 4 alkyl group or a phenyl group and the or each X1 is a halogen atom, for example a chlorine, bromine or iodine atom; if such promoter is used, it is preferred that the reaction product of components (I) and (II) does not contact the promoter in the absence of monomer to be polymerized. Polymerization may be effected continuously or in batch-wise manner, at a temperature of from -20 to 200‹ C., in the absence or presence of solvent, using reaction product of components (I) and (II) in an amount of from 0À1 to 2 weight per cent based on monomer to be polymerized and, if present, promoter in an amount of from 0À01 to 100 weight per cent based on reaction product of components (I) and (II). Numerous examples of components (I) and (II), promoters, solvents and polymerizable monomers are disclosed in the Specification. Examples relate to the homopolymerization of ethylene oxide (EO), propylene oxide (PO), 1-butene oxide, styrene oxide, allyl glycidyl ether (AGE), butyl glycidyl ether, phenyl glycidyl ether and epichlorohydrin (EPCH) and to the copolymerization of PO plus AGE; EO plus EPCH; PO plus EPCH; AGE plus EPCH; and EO plus PO plus EPCH. Reference has been directed by the Comptroller to Specification 1,236,848.

GB2693571*A
1970-10-30
1971-04-19
Process for polymerisation of epoxides

Expired

GB1355083A
(en)

Applications Claiming Priority (1)

Application Number
Priority Date
Filing Date
Title

JP45096044A

JPS4911639B1
(en)

1970-10-30
1970-10-30

Publications (1)

Publication Number
Publication Date

GB1355083A
true

GB1355083A
(en)

1974-06-05

Family
ID=14154467
Family Applications (1)

Application Number
Title
Priority Date
Filing Date

GB2693571*A
Expired

GB1355083A
(en)

1970-10-30
1971-04-19
Process for polymerisation of epoxides

Country Status (6)

Country
Link

US
(1)

US3880779A
(en)

JP
(1)

JPS4911639B1
(en)

CA
(1)

CA939446A
(en)

DE
(1)

DE2120370C3
(en)

FR
(1)

FR2112361B1
(en)

GB
(1)

GB1355083A
(en)

Cited By (1)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

CN111433238A
(en)

*

2017-12-06
2020-07-17
Agc株式会社
Elastic fluorocopolymer and process for producing elastic fluorocopolymer

Families Citing this family (6)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US4011268A
(en)

*

1973-08-22
1977-03-08
The Dow Chemical Company
Method of preparing monoethers of alkylene glycols

JPS5453336U
(en)

*

1977-09-22
1979-04-13

JPS54118753A
(en)

*

1978-03-08
1979-09-14
Tokyo Electric Co Ltd
Electronic register

JPS564628A
(en)

*

1979-06-26
1981-01-19
Nippon Zeon Co Ltd
Production of epihalohydrin copolymer rubber

US4293675A
(en)

*

1980-02-26
1981-10-06
Minnesota Mining And Manufacturing Company
Antimony halide-organic phosphonate ester cationic polymerization catalysts

US20060281894A1
(en)

*

2005-06-13
2006-12-14
Basf Corporation.
Method of forming polyetherols in the presence of aluminum phosphate catalysts

Family Cites Families (3)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US3018258A
(en)

*

1958-06-17
1962-01-23
Shell Oil Co
New curing agents for polyepoxides and method for their preparation

GB1236848A
(en)

*

1968-09-12
1971-06-23
Kalk Chemische Fabrik Gmbh
Method of preparing transparent products consisting largely of polyepibromohydrin

US3657159A
(en)

*

1968-10-14
1972-04-18
Hercules Inc
Epoxide polymerization catalysts comprising complex organoaluminate compounds of silicon tin or phosphorus

1970

1970-10-30
JP
JP45096044A
patent/JPS4911639B1/ja
active
Pending

1971

1971-04-12
US
US133430A
patent/US3880779A/en
not_active
Expired – Lifetime

1971-04-14
CA
CA110,347A
patent/CA939446A/en
not_active
Expired

1971-04-19
GB
GB2693571*A
patent/GB1355083A/en
not_active
Expired

1971-04-26
DE
DE2120370A
patent/DE2120370C3/en
not_active
Expired

1971-05-13
FR
FR7117377A
patent/FR2112361B1/fr
not_active
Expired

Cited By (2)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

CN111433238A
(en)

*

2017-12-06
2020-07-17
Agc株式会社
Elastic fluorocopolymer and process for producing elastic fluorocopolymer

CN111433238B
(en)

*

2017-12-06
2021-12-10
Agc株式会社
Elastic fluorocopolymer and process for producing elastic fluorocopolymer

Also Published As

Publication number
Publication date

US3880779A
(en)

1975-04-29

DE2120370C3
(en)

1975-05-22

CA939446A
(en)

1974-01-01

FR2112361B1
(en)

1974-09-06

DE2120370A1
(en)

1972-05-10

DE2120370B2
(en)

1974-08-22

JPS4911639B1
(en)

1974-03-18

FR2112361A1
(en)

1972-06-16

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Legal Events

Date
Code
Title
Description

1974-10-09
PS
Patent sealed [section 19, patents act 1949]

1991-05-22
PE20
Patent expired after termination of 20 years

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