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Catalytic aromatic carbonate process

Assignee: General Electric Co
•
Filing: 1978-04-03
•
Granted: 1980-05-06
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Expires: 1998-04-03
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Abstract

Abstract An improved catalytic aromatic carbonate process which comprises contacting under substantially anhydrous reaction conditions a phenol, carbon monoxide, an oxidant, a base, and the Group VIIIB element selected from ruthenium, rhodium, palladium, osmium, iridium or platinum. The resulting aromatic mono- and poly-carbonates are useful in the preparation of polycarbonates or as polycarbonates per se, respectively, which can be molded or formed into films, sheets, fibers, laminates or reinforced plastics by conventional techniques.

Inventors

  • 👤 John E. Hallgren

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 09:07
CPC Classifications
C; C08; C08G; C08G64/00; C08G64/20; C08G64/36; C07; C07C; C07C68/00; C07C68/01

Claims Analysis

Total Claims: 63
Claim 1
Independent Claim 48 words
An aromatic carbonate process which comprises contacting under substantially anhydrous reaction conditions, a phenol, carbon monoxide, a base, a Group VIIIB element selected from ruthenium, rhodium, palladium, osmium, iridium or platinum, and an oxidant having an oxidation potential greater than that of the said selected Group VIIIB element.
Claim 2
Dependent Claim 48 words
An aromatic carbonate process which comprises contacting under substantially anhydrous reaction conditions, a phenol, carbon monoxide, a base, a Group VIIIB element selected from ruthenium, rhodium, palladium, osmium, iridium or platinum, and an oxidant having an oxidation potential greater than that of the said selected Group VIIIB element.
Claim 3
Dependent Claim 15 words
The claim 1 process, wherein said Group VIIIB element is present in an ionic form.
Claim 4
Dependent Claim 11 words
The claim 1 process, wherein said base is a tertiary amine.
Claim 5
Dependent Claim 15 words
The claim 1 process, wherein said Group VIIIB element is associated with a carbonyl group.
Claim 6
Dependent Claim 14 words
The claim 1 process, wherein said Group VIIIB element is associated with a halide.
Claim 7
Dependent Claim 27 words
The claim 1 process, wherein said Group VIIIB element is coordinated with a ligand selected from an arsine, a stibine, a phosphine, a nitrile or a halide.
Claim 8
Dependent Claim 16 words
The claim 1 process, wherein said Group VIIIB element is associated with an inorganic halide compound.
Claim 9
Dependent Claim 16 words
The claim 1 process, furher comprising separating at least a portion of resulting aromatic carbonate product.
Claim 10
Dependent Claim 9 words
The claim 1 process, further comprising a drying agent.
Claim 11
Dependent Claim 13 words
The claim 1 process, further comprising a manganese or a cobalt redox co-catalyst.
Claim 12
Dependent Claim 37 words
The claim 10 process, wherein the phenol is p-cumylphenol, the base is 2,2,6,6,N-pentamethylpiperidine, the redox co-catalyst is bis(benzoinoxime)manganese(II), the oxidant is air, the Group VIIIB element is palladium dibromide, and further comprising a molecular sieve drying agent.
Claim 13
Dependent Claim 11 words
The claim 1 process, wherein the Group VIIIB element is palladium.
Claim 14
Dependent Claim 36 words
The claim 10 process, wherein the phenol is bis(4-hydroxyphenyl)propane-2,2, the base is 2,2,6,6,N-pentamethylpiperidine, the redox co-catalyst is bis(benzoinoxime)manganese(II), the oxidant is oxygen, the Group VIIIB element is palladium(II)dibromide, and further comprising a molecular sieve drying agent.
Claim 15
Dependent Claim 36 words
The claim 10 process, wherein the phenol is phenol, the base is 2,2,6,6,N-pentamethylpiperidine, the redox co-catalyst is bis(benzoinoxime)manganese(II), the oxidant is oxygen, the Group VIIIB element is palladium(II)dibromide, and further comprising a molecular sieve drying agent.
Claim 16
Dependent Claim 17 words
The claim 10 process, wherein the redox co-catalyst is a cobalt chelate complex of the formula ##STR20##
Claim 17
Dependent Claim 54 words
An aromatic polycarbonate process which comprises contacting under substantially anhydrous reaction conditions an aromatic polyphenol with carbon monoxide, a base, a Group VIIIB element selected from the class consisting of ruthenium, rhodium, palladium, osmium, iridium and platinum, and an oxidant having an oxidation potential greater than that of the said selected Group VIIIB element.
Claim 18
Dependent Claim 54 words
An aromatic polycarbonate process which comprises contacting under substantially anhydrous reaction conditions an aromatic polyphenol with carbon monoxide, a base, a Group VIIIB element selected from the class consisting of ruthenium, rhodium, palladium, osmium, iridium and platinum, and an oxidant having an oxidation potential greater than that of the said selected Group VIIIB element.
Claim 19
Dependent Claim 85 words
An aromatic polycarbonate process which comprises contacting under substantially anhydrous reaction conditions an aromatic bisphenol of the formula: ##STR21## where independently each R 1 and R 2 is hydrogen, C 1-4 alkyl or phenyl and independently each R 3 and R 4 is hydrogen or C 1-4 alkyl, with carbon monoxide, a Group VIIIB element selected from the class consisting of ruthenium, rhodium, palladium, osmium, iridium and platinum and an oxidant having an oxidation potential greater than that of the said selected Group VIIIB element.
Claim 20
Dependent Claim 85 words
An aromatic polycarbonate process which comprises contacting under substantially anhydrous reaction conditions an aromatic bisphenol of the formula: ##STR21## where independently each R 1 and R 2 is hydrogen, C 1-4 alkyl or phenyl and independently each R 3 and R 4 is hydrogen or C 1-4 alkyl, with carbon monoxide, a Group VIIIB element selected from the class consisting of ruthenium, rhodium, palladium, osmium, iridium and platinum and an oxidant having an oxidation potential greater than that of the said selected Group VIIIB element.
Claim 21
Dependent Claim 24 words
The claim 17 process, wherein R 1 and R 2 are methyl and at least on of R 3 and R 4 is hydrogen.
Claim 22
Dependent Claim 11 words
The claim 18 process, wherein the base is a tertiary amine.
Claim 23
Dependent Claim 13 words
The claim 19 process, carried out in the presence of an inert solvent.
Claim 24
Dependent Claim 58 words
An aromatic polycarbonate process which comprises contacting under substantially anhydrous reaction conditions on aromatic bisphenol of the formula: ##STR22## with carbon monoxide, a base, a Group VIIIB metal selected from the class consisting of ruthenium, rhodium, palladium, osmium, iridium and platinum, and an oxidant having an oxidation potential greater than that of the said selected Group VIIIB element.
Claim 25
Dependent Claim 58 words
An aromatic polycarbonate process which comprises contacting under substantially anhydrous reaction conditions on aromatic bisphenol of the formula: ##STR22## with carbon monoxide, a base, a Group VIIIB metal selected from the class consisting of ruthenium, rhodium, palladium, osmium, iridium and platinum, and an oxidant having an oxidation potential greater than that of the said selected Group VIIIB element.
Claim 26
Dependent Claim 85 words
An aromatic monocarbonate process which comprises contacting under substantially anhydrous reaction conditions an aromatic phenol of the formula: R.sub.a --OH).sub.x wherein R a represents an aromatic radical wherein the -OH radical is attached directly to an aromatic ring carbon atom and x is the number 1, with carbon monoxide, a base, a Group VIIIB element selected from the class consisting of ruthenium, rhodium, palladium, osmium, iridium and platinum, and an oxidant having an oxidation potential greater than that of the said selected Group VIIIB element.
Claim 27
Dependent Claim 85 words
An aromatic monocarbonate process which comprises contacting under substantially anhydrous reaction conditions an aromatic phenol of the formula: R.sub.a --OH).sub.x wherein R a represents an aromatic radical wherein the -OH radical is attached directly to an aromatic ring carbon atom and x is the number 1, with carbon monoxide, a base, a Group VIIIB element selected from the class consisting of ruthenium, rhodium, palladium, osmium, iridium and platinum, and an oxidant having an oxidation potential greater than that of the said selected Group VIIIB element.
Claim 28
Dependent Claim 18 words
The claim 22 process, wherein R a is selected from carbo- or heteromonocyclic, polycyclic or fused polycyclic radicals.
Claim 29
Dependent Claim 11 words
The claim 23 process, wherein the base is a tertiary amine.
Claim 30
Dependent Claim 13 words
The claim 24 process, carried out in the presence of an inert solvent.
Claim 31
Dependent Claim 53 words
An aromatic monocarbonate process which comprises contacting under substantially anhydrous reaction conditions a phenol with carbon monoxide, a base, a Group VIIIB element selected from the class consisting of ruthenium, rhodium, palladium, osmium, iridium and platinum, and an oxidant having an oxidation potential greater than that of the said selected Group VIIIB element.
Claim 32
Dependent Claim 53 words
An aromatic monocarbonate process which comprises contacting under substantially anhydrous reaction conditions a phenol with carbon monoxide, a base, a Group VIIIB element selected from the class consisting of ruthenium, rhodium, palladium, osmium, iridium and platinum, and an oxidant having an oxidation potential greater than that of the said selected Group VIIIB element.
Claim 33
Dependent Claim 10 words
The claim 1 process further comprising a phase transfer agent.
Claim 34
Dependent Claim 10 words
The claim 27 process further comprising a manganese redox co-catalyst.
Claim 35
Dependent Claim 31 words
The claim 28 process wherein said base is an alkali or alkaline earth metal base, said phase transfer agent is an onium halide, and said redox co-catalyst in a manganese diketone.
Claim 36
Dependent Claim 22 words
The claim 29 process wherein said base is sodium hydroxide, said phase transfer agent is tetrabutylphosphonium bromide, and said oxidant is manganese(II)bis(acetoacetonate).
Claim 37
Dependent Claim 10 words
The claim 16 process further comprising a phase transfer agent.
Claim 38
Dependent Claim 10 words
The claim 31 process further comprising a manganese redox co-catalyst.
Claim 39
Dependent Claim 31 words
The claim 32 process wherein said base is an alkali or alkaline earth metal base, said phase transfer agent is an onium halide, and said redox co-catalyst is a manganese diketonate.
Claim 40
Dependent Claim 23 words
The claim 33 process wherein said base is sodium hydroxide, said phase transfer agent is tetrabutylphosphonium bromide, and said redox co-catalyst is manganese(II)bis(acetoacetonate).
Claim 41
Dependent Claim 10 words
The claim 17 process further comprising a phase transfer agent.
Claim 42
Dependent Claim 10 words
The claim 35 process further comprising a manganese redox co-catalyst.
Claim 43
Dependent Claim 31 words
The claim 36 process wherein said base is an alkali or alkaline earth metal base, said phase transfer agent is an onium halide, and said redox co-catalyst is a manganese diketonate.
Claim 44
Dependent Claim 23 words
The claim 37 process wherein said base is sodium hydroxide, said phase transfer agent is tetrabutylphosphonium bromide, and said redox co-catalyst is manganese(II)bis(acetoacetonate).
Claim 45
Dependent Claim 10 words
The claim 21 process further comprising a phase transfer agent.
Claim 46
Dependent Claim 9 words
The claim 39 process further comprising a manganese-redox co-catalyst.
Claim 47
Dependent Claim 31 words
The claim 40 process wherein said base is an alkali or alkaline earth metal base, said phase transfer agent is an onium halide, and said redox co-catalyst is a manganese diketonate.
Claim 48
Dependent Claim 23 words
The claim 41 process wherein said base is sodium hydroxide, said phase transfer agent is tetrabutylphosphonium bromide, and said redox co-catalyst is manganese(II)bisacetoacetonate).
Claim 49
Dependent Claim 10 words
The claim 22 process further comprising a phase transfer agent.
Claim 50
Dependent Claim 10 words
The claim 43 process further comprising a manganese redox co-catalyst.
Claim 51
Dependent Claim 31 words
The claim 44 process wherein said base is an alkali or alkaline earth metal base, said phase transfer agent is an onium halide, said said redox co-catalyst is a manganese diketonate.
Claim 52
Dependent Claim 22 words
The claim 45 process wherein said base is sodium hydroxide, said phase transfer agent is tetrabutyphosphonium bromide, and said oxidant is manganese(II)bis(acetoacetonate).
Claim 53
Dependent Claim 10 words
The claim 26 process further comprising a phase transfer agent.
Claim 54
Dependent Claim 10 words
The claim 47 process further comprising a manganese redox co-catalyst.
Claim 55
Dependent Claim 31 words
The claim 48 process wherein said base is an alkali or alkaline earth metal base, said phase transfer agent is an onium halide, and said redox co-catalyst is a manganese diketonate.
Claim 56
Dependent Claim 23 words
The claim 49 process wherein said base is sodium hydroxide, said phase transfer agent is tetrabutylphosphonium bromide, and said redox co-catalyst is manganese(II)bis(acetoacetonate).
Claim 57
Dependent Claim 9 words
The claim 30 process further comprising a molecular sieve.
Claim 58
Dependent Claim 9 words
The claim 34 process further comprising a molecular sieve.
Claim 59
Dependent Claim 9 words
The claim 38 process further comprising a molecular sieve.
Claim 60
Dependent Claim 9 words
The claim 42 process further comprising a molecular sieve.
Claim 61
Dependent Claim 9 words
The chain 46 process further comprising a molecular sieve.
Claim 62
Dependent Claim 9 words
The chain 46 process further comprising a molecular sieve.
Claim 63
Dependent Claim 9 words
The claim 50 process further comprising a molecular sieve.

References Cited (Backward Citations)

US3114762A Cited
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US3444133A Cited
US3625995A Cited
USRE29338E Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-05-06 1983-11-05 1984-05-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-05-06 1987-11-05 1988-05-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-05-06 1991-11-05 1992-05-06 $7700.00 Window Closed / Lapsed

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