EP0180356A1
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Preparation of alkoxy halides
Assignee: BP PLC
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Filing: 1985-10-10
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Granted: —
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Expires: 2005-10-10
Abstract
Abstract Alkyl, aryl or alkylaryl alkoxy halides are prepared by reacting the corresponding alkoxy alcohol with a halogenating agent, e.g. thionyl chloride, in the presence of a quaternary ammonium compound as catalyst. In addition to being faster, the catalysed reaction results in an increased yield of desired product and a decrease in the tendency of the polyoxyalkylene chain to cleave.
Inventors
- 👤 Philip Kenneth Gordon Hodgson
- 👤 Nevin John Stewart
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-10-29 16:21
CPC Classifications
C; C07; C07C; C07C41/00; C07C41/01; C07C41/18; C07C41/22; C07C43/00; C07C43/02; C07C43/03; C07C43/04; C07C43/12; C07C43/126
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
171 words
A process for the production of an alkyl, aryl or alkylaryl alkoxy halide which process comprises reacting an alkyl, aryl, or alkylaryl alkoxy alcohol of formula: wherein R is an alkyl group containing 1 to 24 carbon atoms, a phenyl group, or an alkylphenyl group of formula: wherein R 2 is an alkyl group containing 8 to 24 carbon atoms and R 3 and R 4 are hydrogen atoms, or R 2 and R 3 are both alkyl groups containing 4 to 12 carbon atoms and R 4 is a hydrogen atom, or R 2 , R 3 and R 4 are each alkyl groups wherein the sum of the number of carbon atoms in the groups is in the range 8 to 24; R 1 is an alkylene group containing 2 or 3 carbon atoms; and m is a number in the range 1 to 15, with a halogenating agent, characterised by the fact that the reaction is carried out in the presence of a quaternary ammonium compound as catalyst.
Claim 2
Dependent Claim
171 words
A process for the production of an alkyl, aryl or alkylaryl alkoxy halide which process comprises reacting an alkyl, aryl, or alkylaryl alkoxy alcohol of formula: wherein R is an alkyl group containing 1 to 24 carbon atoms, a phenyl group, or an alkylphenyl group of formula: wherein R 2 is an alkyl group containing 8 to 24 carbon atoms and R 3 and R 4 are hydrogen atoms, or R 2 and R 3 are both alkyl groups containing 4 to 12 carbon atoms and R 4 is a hydrogen atom, or R 2 , R 3 and R 4 are each alkyl groups wherein the sum of the number of carbon atoms in the groups is in the range 8 to 24; R 1 is an alkylene group containing 2 or 3 carbon atoms; and m is a number in the range 1 to 15, with a halogenating agent, characterised by the fact that the reaction is carried out in the presence of a quaternary ammonium compound as catalyst.
Claim 3
Dependent Claim
77 words
A process according to claim 1 wherein the catalyst is a quaternary ammonium compound of formula: wherein R 5 , R 6 , R 7 and R 8 are hydrogen atoms or alkyl, cycloalkyl, aryl or alkylaryl groups containing 1 to 18 carbon atoms, at least one being hydrocarbyl, or two of the radicals R 5 , R6, R7 and R 8 together with the nitrogen atom represent a heterocyclic ring; and X denotes a halide anion.
Claim 4
Dependent Claim
31 words
A process according to claim 2 wherein R 5 , R 6 and R 7 are hydrogen atoms and R 8 is an alkyl group containing 1 to 18 carbon atoms.
Claim 5
Dependent Claim
26 words
A process according to any of the preceding claims wherein the catalyst is formed in situ by the reaction of an amine with the halogenating agent.
Claim 6
Dependent Claim
19 words
A process according to any of the preceding claims wherein the halogenating agent is thionyl chloride or sulphuryl chloride.
Claim 7
Dependent Claim
24 words
A process according to any of the preceding claims wherein the halogenation reaction is effected at a temperature in the range 30° to 100°C.
Claim 8
Dependent Claim
26 words
A process according to any of the preceding claims wherein the molar ratio of alkoxy alcohol to halogenating agent is in the range 1:1 to 1:5.
Claim 9
Dependent Claim
34 words
A process according to any of the preceding claims wherein the quantity of catalyst employed is in the range 0.1% to 5X by weight, expressed as a percentage by weight of the alkoxy alcohol.
Claim 10
Dependent Claim
21 words
A process according to any of the preceding claims wherein the reaction is carried out in the absence of a solvent.
References Cited (Backward Citations)
CH385386A
Cited
FR2320133A1
Cited
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