GB1047661A - Process for the polymerization of epoxy-halo-substituted alkanes - Google Patents

Process for the polymerization of epoxy-halo-substituted alkanes

Info

Publication number
GB1047661A
GB1047661A GB314065A GB314065A GB1047661A GB 1047661 A GB1047661 A GB 1047661A GB 314065 A GB314065 A GB 314065A GB 314065 A GB314065 A GB 314065A GB 1047661 A GB1047661 A GB 1047661A
Authority
GB
United Kingdom
Prior art keywords
epoxy
halo
substituted alkane
water
weight
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
GB314065A
Inventor
John David Hassall
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.)
Shell Internationale Research Maatschappij BV
Original Assignee
Shell Internationale Research Maatschappij BV
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 Shell Internationale Research Maatschappij BV filed Critical Shell Internationale Research Maatschappij BV
Priority to GB314065A priority Critical patent/GB1047661A/en
Priority to DES101596A priority patent/DE1273516B/en
Priority to BE675516D priority patent/BE675516A/xx
Priority to FR46951A priority patent/FR1465221A/en
Priority to NL6600912A priority patent/NL6600912A/xx
Publication of GB1047661A publication Critical patent/GB1047661A/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
    • 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
    • C08G18/50—Polyethers having heteroatoms other than oxygen
    • C08G18/5003—Polyethers having heteroatoms other than oxygen having halogens
    • C08G18/5006—Polyethers having heteroatoms other than oxygen having halogens having chlorine and/or bromine atoms
    • 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
    • C08G65/24—Epihalohydrins

Abstract

An epoxy-halo-substituted alkane, which contains in its molecular structure a oic-expoxy group at least one carbon atom of which is linked to a halogen-bearing carbon atom, is polymerized by contacting it with a mixture of water and fluoboric acid at a reaction temperature of from 50 DEG to 90 DEG C. to give an adduct in which the mole ratio of the epoxy-halo-substituted alkane to water is from 2 : 1 to 6 : 1, and then reacting said adduct with further epoxy-halo-substituted alkane at a reaction temperature of -30 DEG to 40 DEG C., the mole ratio of epoxy-halo-substituted alkane to water in said polymer being not less than 4 : 1. The reaction may be effected in an organic solvent, e.g. halogenated hydrocarbons, dioxan or diethyl ether, which may be present in an amount up to about 200 parts per 100 parts by weight of the epoxy-halo-substituted alkane and the amount of fluoboric acid used is suitably between 0.1 and about 5% by weight of the combined weight of water and the epoxy-halo-substituted alkane. Specified starting materials are epichlorhydrin, epibromohydrin, 2-methylepichlorhydrin, 2 - ethylepibromohydrin, 1 - chloro-2,3-epoxypentane and 1,4-dichloro-2,3-epoxy-butane and the products preferably have a weight increase molecular weight of from 750 to 2500.ALSO:An epoxy-halo-substituted alkane, which contains in its molecular structure a vic-epoxy group at least one carbon atom of which is linked to a halogen-bearing carbon atom, is polymerized by contacting it with a mixture of water and fluoboric acid at a reaction temperature of from 50 DEG to 90 DEG C. to give an adduct in which the mol ratio of the epoxy-halo-substituted alkane to water is from 2: 1 to 6: 1, and then reacting said adduct with further epoxy-halo-substituted alkane at a reaction temperature of from -30 DEG to 40 DEG C., the mole ratio of epoxy-halo-substituted alkane to water in said polymer being not less than 4:1. The reaction may be effected in an organic solvent, e.g. halogenated hydrocarbons, dioxan or diethyl ether, which may be present in an amount up to about 200 parts per 100 parts by weight of the epoxy-halo-substituted alkane and the amount of fluoboric acid used is suitably between 0.1 and about 5% by weight of the combined weight of water and the epoxy-halo-substituted alkane. Specified starting materials are epichlorhydrin, epibromohydrin, 2 - methylepichlorhydrin, 2 - ethylepibromohydrin, 1 - chloro - 2,3 - epoxypentane and 1,4-dichloro - 2,3 - epoxybutane and the polymer products preferably have a weight increase molecular weight of from 750 to 2500.
GB314065A 1965-01-25 1965-01-25 Process for the polymerization of epoxy-halo-substituted alkanes Expired GB1047661A (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
GB314065A GB1047661A (en) 1965-01-25 1965-01-25 Process for the polymerization of epoxy-halo-substituted alkanes
DES101596A DE1273516B (en) 1965-01-25 1966-01-24 Process for the production of low molecular weight halogenated epoxy ethers
BE675516D BE675516A (en) 1965-01-25 1966-01-24
FR46951A FR1465221A (en) 1965-01-25 1966-01-24 Process for the preparation of epoxy-halo-alkane polymers
NL6600912A NL6600912A (en) 1965-01-25 1966-01-25

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB314065A GB1047661A (en) 1965-01-25 1965-01-25 Process for the polymerization of epoxy-halo-substituted alkanes

Publications (1)

Publication Number Publication Date
GB1047661A true GB1047661A (en) 1966-11-09

Family

ID=9752697

Family Applications (1)

Application Number Title Priority Date Filing Date
GB314065A Expired GB1047661A (en) 1965-01-25 1965-01-25 Process for the polymerization of epoxy-halo-substituted alkanes

Country Status (4)

Country Link
BE (1) BE675516A (en)
DE (1) DE1273516B (en)
GB (1) GB1047661A (en)
NL (1) NL6600912A (en)

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1076631B (en) * 1955-01-19 1960-03-03 Exxon Research Engineering Co Process for the production of silica-alumina catalysts
NL111009C (en) * 1958-03-17

Also Published As

Publication number Publication date
BE675516A (en) 1966-07-25
DE1273516B (en) 1968-07-25
NL6600912A (en) 1966-07-26

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