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US4451664A Expired / Lapsed US ⏱️ 0.0 years remaining

Process of manufacturing diaryl esters of dicarboxylic acids

Assignee: Celanese Corp
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Filing: 1982-09-24
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Granted: 1984-05-29
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Expires: 2002-09-24
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Abstract

Abstract An improved process for preparing diaryl esters of a monohydroxy aromatic compound with dicarboxylic acids is disclosed, in which the esterification reaction is optimized by continuously removing water and/or other by-products of the reaction from the reactor, while supplying to the reactor a make-up amount of the monohydroxy aromatic compound containing no more than about 100 ppm of water. The make-up stream may be obtained by stripping the by-product stream of water and other by-products of the reaction.

Inventors

  • 👤 Gautam R. Ranade

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 09:48
CPC Classifications
C; C07; C07C; C07C327/00; C07C67/00; C07C67/08

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 185 words
In a process for preparing esters which comprises reacting a monohydroxy aromatic compound with at least one dicarboxylic acid in a reactor having a distillation means, said acid being represented by the formula: ##STR5## wherein X is oxygen or sulfur, Z is alkylene, --Ar-- or --Ar--Y--Ar-- wherein Ar is aromatic, Y is alkylene of 1 to 10 carbon atoms, haloalkylene, --O--, --SO--, --SO 2 --, --SO 3 --, --CO--, ##STR6## or GN═, and G is alkyl, haloalkyl, aryl, haloaryl, alkylaryl, haloalkylaryl, arylalkyl, haloarylalkyl, cycloalkyl and halocycloalkyl, n is 0 or 1, and R 1 and R 2 are independently selected from the group consisting of hydrogen and lower alkyl, said reaction being conducted at a temperature between about 220° to about 300° C., continuously removing a by-product of said reaction comprising water and/or lower alkyl alcohol(s) in admixture with said monohydroxy aromatic compound from said reactor through said distillation means, and supplying to said reactor a make-up amount of said monohydroxy aromatic compound, the improvement which comprises using as said make-up material a monohydroxy aromatic compound containing no more than about 100 ppm of water.
Claim 2
Dependent Claim 185 words
In a process for preparing esters which comprises reacting a monohydroxy aromatic compound with at least one dicarboxylic acid in a reactor having a distillation means, said acid being represented by the formula: ##STR5## wherein X is oxygen or sulfur, Z is alkylene, --Ar-- or --Ar--Y--Ar-- wherein Ar is aromatic, Y is alkylene of 1 to 10 carbon atoms, haloalkylene, --O--, --SO--, --SO 2 --, --SO 3 --, --CO--, ##STR6## or GN═, and G is alkyl, haloalkyl, aryl, haloaryl, alkylaryl, haloalkylaryl, arylalkyl, haloarylalkyl, cycloalkyl and halocycloalkyl, n is 0 or 1, and R 1 and R 2 are independently selected from the group consisting of hydrogen and lower alkyl, said reaction being conducted at a temperature between about 220° to about 300° C., continuously removing a by-product of said reaction comprising water and/or lower alkyl alcohol(s) in admixture with said monohydroxy aromatic compound from said reactor through said distillation means, and supplying to said reactor a make-up amount of said monohydroxy aromatic compound, the improvement which comprises using as said make-up material a monohydroxy aromatic compound containing no more than about 100 ppm of water.
Claim 3
Dependent Claim 33 words
A process according to claim 1 further comprising removing said water and/or lower alkyl alcohols from said by-product stream and returning the remaining monohydroxy aromatic compound as the make-up material to said reactor.
Claim 4
Dependent Claim 19 words
A process according to claim 2 wherein said water and/or lower alkyl alcohols are removed by a stripping column.
Claim 5
Dependent Claim 22 words
A process according to claim 3 wherein said dicarboxylic acid comprises isophthalic acid, terephthalic acid, and mixtures of isophthalic and terephthalic acids.
Claim 6
Dependent Claim 26 words
A process according to claim 3 wherein said monohydroxy aromatic compound is of the benzene or naphthalene series containing from 6 to about 20 carbon atoms.
Claim 7
Dependent Claim 18 words
A process according to claim 3 wherein said monohydroxy aromatic compound is phenol, a halo-phenol, or a nitro-phenol.
Claim 8
Dependent Claim 17 words
A process according to claim 3 wherein said reaction is conducted in the presence of a catalyst.
Claim 9
Dependent Claim 20 words
A process according to claim 7 wherein said catalyst is antimony oxide or an aliphatic ester of ortho titanic acid.
Claim 10
Dependent Claim 21 words
A process according to claim 3 wherein the water content of said by-product stream is further reduced by an adsorption means.
Claim 11
Dependent Claim 21 words
A process according to claim 3 wherein the water content in said make-up material is no more than about 50 ppm.

References Cited (Backward Citations)

US3356712A Cited
US3389164A Cited
US3413336A Cited
US3471549A Cited
US3772389A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-05-29 1987-11-28 1988-05-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-05-29 1991-11-28 1992-05-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-05-29 1995-11-28 1996-05-29 $7700.00 Window Closed / Lapsed

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