Patent CA1129418A successfully refreshed from Google Patents.
CA1129418A
Expired / Lapsed
CA
⏱️ 0.0 years remaining
Coupling of aryl and heteroaryl polyhalides
Assignee: Union Carbide Corp
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Filing: 1979-09-28
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Granted: 1982-08-10
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Expires: 1999-09-28
Abstract
Abstract ABSTRACT OF THE DISCLOSURE Aryl and heteroaryl polyhalides are coupled in an aprotic solvent under an inert atmosphere by a catalyst mixture of a nickel compound and a ligand in the presence of a reducing metal.
Inventors
- 👤 Ismael Colon
- 👤 Louis M. Maresca
- 👤 George T. Kwiatkowski
Bibliographic Details
Application Number
—
Jurisdiction
CA
Data Source
google_patents
Last Synchronized
2026-11-07 10:32
CPC Classifications
C; C08; C08G; C08G61/00
Claims Analysis
Total Claims: 24
Claim 1
Independent Claim
171 words
A method for coupling aryl and heteroaryl polyhalides which comprises contacting said aryl and heteroaryl polyhalides,wherein the halide is selected from Cl, Br,or I,or mixtures thereof, in an aprotic solvent with a catalyst mixture comprising an anhydrous nickel compound and at least one ligand selected from the group consisting of a triaryl phosphine having 6 to about 14 carbons in each aryl moiety and an aromatic bidentate compound containing at least one ring nitrogen atom and about 5 to about 30 carbon atoms in the presence of a reducing metal selected from the group consisting of zinc, magnesium, or manganese, or mixtures thereof, at a temperature of about 0 to about 250°C, wherein the ratio of equivalents of nickel to equivalents of aryl or heteroaryl polyhalide is in the range of about 0.0001 to about 0.5, the amount of ligand is from about 0.1 to about 100 moles per gram atom of nickel and the amount of reducing metal is at least 0.5 equivalent per equivalent of aryl or heteroaryl polyhalide.
Claim 2
Independent Claim
171 words
A method for coupling aryl and heteroaryl polyhalides which comprises contacting said aryl and heteroaryl polyhalides,wherein the halide is selected from Cl, Br,or I,or mixtures thereof, in an aprotic solvent with a catalyst mixture comprising an anhydrous nickel compound and at least one ligand selected from the group consisting of a triaryl phosphine having 6 to about 14 carbons in each aryl moiety and an aromatic bidentate compound containing at least one ring nitrogen atom and about 5 to about 30 carbon atoms in the presence of a reducing metal selected from the group consisting of zinc, magnesium, or manganese, or mixtures thereof, at a temperature of about 0 to about 250°C, wherein the ratio of equivalents of nickel to equivalents of aryl or heteroaryl polyhalide is in the range of about 0.0001 to about 0.5, the amount of ligand is from about 0.1 to about 100 moles per gram atom of nickel and the amount of reducing metal is at least 0.5 equivalent per equivalent of aryl or heteroaryl polyhalide.
Claim 3
Dependent Claim
32 words
2 A method as claimed in claim 1 wherein the reducing metal is a finely divided powder having a mesh size of 20 or finer when measured in the U.S. sieve scale.
Claim 4
Dependent Claim
14 words
A method as claimed in claim 1 wherein the nickel compound is nickel chloride.
Claim 5
Dependent Claim
13 words
A method as claimed in claim 1 wherein the ligand is a phosphine.
Claim 6
Dependent Claim
13 words
A method as claimed in claim 4 wherein the phosphine is triaryl phosphine.
Claim 7
Dependent Claim
15 words
A method as claimed in claim 5 wherein the triaryl phosphine is triphenyl phosphine. 12,549
Claim 8
Dependent Claim
15 words
A method as claimed in claim 1 wherein the ligand is an aromatic bidentate compound.
Claim 9
Dependent Claim
14 words
A method as claimed in claim 7 wherein the aromatic bidentate compound is 2,2'-bipyridine.
Claim 10
Dependent Claim
22 words
A method as claimed in claim 1 wherein the ligand is a mixture of a triaryl phosphine and an aromatic bidentate compound.
Claim 11
Dependent Claim
18 words
A method as claimed in claim 9 wherein the ligand is a mixture of triphenyl phosphine and 2,2'-bipyridine.
Claim 12
Dependent Claim
26 words
A method as claimed in claim 1 wherein at least 0.1 moles per gram atom of nickel of an inorganic salt is added as a promoter.
Claim 13
Dependent Claim
16 words
A method as claimed in claim 11 wherein the inorganic salt is an alkali metal iodide.
Claim 14
Dependent Claim
16 words
A method as claimed in claim 11 wherein the inorganic salt is an alkali metal bromide.
Claim 15
Independent Claim
15 words
A method as claimed in claim ? wherein the inorganic salt is alkali metal chloride.
Claim 16
Dependent Claim
13 words
A method as claimed in claim 1 wherein the aprotic solvent is dimethylacetamide.
Claim 17
Dependent Claim
14 words
A method as claimed in claim 1 wherein the aprotic solvent is dimethyl formamide.
Claim 18
Dependent Claim
17 words
A method as claimed in claim 1 wherein the temperature is from about 25 to about 120°C.
Claim 19
Dependent Claim
17 words
A method as claimed in claim 1 wherein the aryl polyhalide is coupled to form a polyester.
Claim 20
Dependent Claim
18 words
A method as claimed in claim 1 wherein the aryl polyhalide is coupled to form a polycarbonate. 12,549
Claim 21
Dependent Claim
17 words
A method as claimed in claim 1 wherein the aryl polyhalide is coupled to form a polysulfone.
Claim 22
Dependent Claim
17 words
A method as claimed in claim 1 wherein the aryl polyhalide is coupled to form a polyether.
Claim 23
Dependent Claim
17 words
A method as claimed in claim 1 wherein the aryl polyhalide is coupled to form a polyimide.
Claim 24
Dependent Claim
17 words
A method as claimed in claim 1 wherein the aryl polyhalide is coupled to form a polyketone.
References Cited (Backward Citations)
No citation records indexed.
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