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US5037919A Expired / Lapsed US ⏱️ 0.0 years remaining

Reactive compounds containing perfluorovinyl groups

Assignee: Dow Chemical Co
•
Filing: 1989-06-09
•
Granted: 1991-08-06
•
Expires: 2009-06-09
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Abstract

Abstract A compound having at least one perfluorovinyl group and at least one functional group is suitable for reacting with and/or forming polymers. The compound is preferably of Formula I: (G)n-R-(X-CF=CF2)m wherein R represents an optionally substituted hydrocarbyl group, X represents any group which links R and a perfluorovinyl group; n is the number of G groups, m is the number of (XCF=CF2) groups; and G represents any reactive functional group of a group convertible into a reactive functional groups. A process for preparing a compound of Formula I comprises the steps of: (a) preparing a 2-halotetrafluoro compound of the formula III: (Q-CF2-CF2X)m-R-(G'')n wherein R, X, m and n are as described for Formula I and Q is bromine, chlorine or iodine; and G'' is a functional group, or a functional group suitable for conversion into G; (b) chemically modifying group G'' to produce functional group G; and (c) dehalogenating the 2-halotetrafluoro compound to form the corresponding trifluorovinyl compound.

Inventors

  • 👤 Katherine S. Clement
  • 👤 Bobby R. Ezzell
  • 👤 David A. Babb
  • 👤 W. Frank Richey

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 04:44
CPC Classifications
C; C07; C07C; C07C43/00; C07C43/02; C07C43/20; C07C43/225; C07C205/00; C07C205/27; C07C205/35; C07C205/36; C07C205/37; C07C217/00; C07C217/78; C07C217/80; C07C217/82; C07C217/84; C07C45/00; C07C45/61; C07C45/65; C07C45/67; C07C45/68; C07C45/70; C07C45/72; C07C47/00; C07C47/52; C07C47/575; C07C49/00; C07C49/76; C07C49/84; C07C65/00; C07C65/21; C07C69/00; C07C69/017; C07C69/76; C07C69/84; C07C69/92; C08; C08G; C08G64/00; C08G64/04; C08G64/06; C08G64/08; C08G64/10; C08G64/14

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 63 words
A compound having a structure represented by Formula I: (G).sub.n --R--(X--CF═CF.sub.2).sub.m wherein R represents an optionally substituted aromatic hydrocarbyl group, X represents any group which links R and a perfluorovinyl group; n is the number of G groups, m is the number of --(XCF═CF 2 ) groups, and G represents at least one phenolic hydroxyl group, acyl halide, carboxylic acid or amine group.
Claim 2
Dependent Claim 63 words
A compound having a structure represented by Formula I: (G).sub.n --R--(X--CF═CF.sub.2).sub.m wherein R represents an optionally substituted aromatic hydrocarbyl group, X represents any group which links R and a perfluorovinyl group; n is the number of G groups, m is the number of --(XCF═CF 2 ) groups, and G represents at least one phenolic hydroxyl group, acyl halide, carboxylic acid or amine group.
Claim 3
Dependent Claim 22 words
The compound of claim 1 wherein the functional group G is insufficiently nucleophilic to react undesirably with perfluorovinyl groups at 25° C.
Claim 4
Dependent Claim 12 words
The compound of claim 2 wherein m and n are each 1.
Claim 5
Dependent Claim 15 words
The compound of claim 2 wherein G is selected phenolic hydroxyl groups or acyl halides.
Claim 6
Dependent Claim 62 words
The compound of claim 3 wherein R is an aromatic group which is unsubstituted or inertly substituted; and X is independently an oxygen atom, a sulfur atom, a carboxylic or thiocarboxylic ester group, a sulfone, a sulfoxide, perfluoroalkylene, perfluoroalkylene ether, alkylene, acetylene, a phosphine, a carbonyl or thio carbonyl group; seleno; telluro; nitrido; a boranediyl or methylboranediyl group; or a combination thereof.
Claim 7
Dependent Claim 37 words
The compound of claim 5 wherein R is an aromatic group selected from perchlorophenylene. phenylene, biphenylene, naphthylene, dichlorophenylene, nitrophenylene, p,p'(2,2-diphenylene propane); p,p'-(2,2-diphenylene-1,1,1,3,3,3 hexafluoropropane), biphenylene; phenylene; 9,9'-diphenylfluorene, oxydiphenylene; thiodiphenylene; 2,2-diphenylene propane; 2,2'-diphenylene, 1,1,1,3,3,3-hexafluoropropane; 1,1-diphenylene-1-phenyl ethane; naphthalene; and anthracene.
Claim 8
Dependent Claim 16 words
The compound of claim 6 wherein R has from about 6 to about 25 carbon atoms.
Claim 9
Dependent Claim 13 words
The compound of claim 7 wherein X is oxygen, sulfur, sulfoxide or sulfone.
Claim 10
Dependent Claim 14 words
The compound of claim 2 wherein G is selected from primary and secondary amines.
Claim 11
Dependent Claim 18 words
The compound of claim 9 wherein R has a molecular weight of from about 14 to about 20,000.
Claim 12
Dependent Claim 25 words
The compound of claim 1 wherein m is an integer of form 1 to 3 and n is an integer of form 1 to 4.
Claim 13
Dependent Claim 24 words
The compound of claim 2 wherein G is selected from reactive functional groups suitable for reaction with di- or poly-functional compounds to form polymers.
Claim 14
Dependent Claim 39 words
The compound of claim 12 wherein G is selected form functional groups including phenolic hydroxyl groups, carboxylic acid groups, acyl halides, and primary or secondary amines and X is bonded to at least one aromatic carbon atom of R.
Claim 15
Dependent Claim 13 words
The compound of claim 12 wherein G is selected from phenolic hydroxyl groups.
Claim 16
Dependent Claim 13 words
The compound of claim 12 wherein G is selected from acyl halide groups.
Claim 17
Dependent Claim 12 words
The compound of claim 12 wherein G is selected from carboxylic acid.

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