US4590257A
Expired / Lapsed
US
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Boron- and nitrogen-containing compositions and their use in polycarbonate and polyester-polycarbonate synthesis
Assignee: General Electric Co
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Filing: 1983-07-05
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Granted: 1986-05-20
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Expires: 2003-07-05
Abstract
Abstract Boron- and nitrogen-containing compositions prepared by the reaction of a quaternary ammonium hydroxide with a trialkyl or triaryl borate are useful for the preparation of the active catalyst species in the transesterification of reaction for the production of polycarbonates or polyester-polycarbonates from diaryl carbonates (optionally in admixture with diaryl dicarboxylates) and dihydroxyaromatic compounds.
Inventors
- 👤 Daniel J. Brunelle
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 21:38
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/64; C08G64/00; C08G64/20; C08G64/30; C08G64/307
Claims Analysis
Total Claims: 30
Claim 1
Independent Claim
150 words
A method for preparing a boron- and nitrogen-containing composition which comprises preparing, at a temperature within the range of about 0°-150° C., a mixture containing (A) at least one quaternary ammonium hydroxide having the formula (R.sup.1).sub.4 NOH, (I) wherein each R 1 is independently an alkyl radical containing about 1-4 carbon atoms or an aryl or aralkyl radical containing about 6-10 carbon atoms; and (B) at least one borate having the formula (R.sup.2 O).sub.3 B, (II) wherein each R 2 is independently a lower alkyl radical or a radical of the formula X n Ar 1 , Ar 1 is an aromatic hydrocarbon radical containing about 6-10 carbon atoms, each X is independently an electron-withdrawing substituent and n is a number from 0 to the number of aromatic carbon atoms in Ar 1 which are capable of substitution; the molar ratio of reagent B to reagent A being about 0.9-2.0:1.
Claim 2
Independent Claim
150 words
A method for preparing a boron- and nitrogen-containing composition which comprises preparing, at a temperature within the range of about 0°-150° C., a mixture containing (A) at least one quaternary ammonium hydroxide having the formula (R.sup.1).sub.4 NOH, (I) wherein each R 1 is independently an alkyl radical containing about 1-4 carbon atoms or an aryl or aralkyl radical containing about 6-10 carbon atoms; and (B) at least one borate having the formula (R.sup.2 O).sub.3 B, (II) wherein each R 2 is independently a lower alkyl radical or a radical of the formula X n Ar 1 , Ar 1 is an aromatic hydrocarbon radical containing about 6-10 carbon atoms, each X is independently an electron-withdrawing substituent and n is a number from 0 to the number of aromatic carbon atoms in Ar 1 which are capable of substitution; the molar ratio of reagent B to reagent A being about 0.9-2.0:1.
Claim 3
Dependent Claim
20 words
A method according to claim 1 wherein each R 1 is alkyl and all R 1 radicals are the same.
Claim 4
Dependent Claim
12 words
A method according to claim 2 wherein n is 0 or 1.
Claim 5
Dependent Claim
24 words
A method according to claim 3 wherein each R 2 is C 1-4 alkyl or phenyl and all R 2 radicals are the same.
Claim 6
Dependent Claim
17 words
A method according to claim 4 wherein the mixture contains equimolar proportions of reagents A and B.
Claim 7
Dependent Claim
12 words
A method according to claim 5 wherein reagent A is tetramethylammonium hydroxide.
Claim 8
Dependent Claim
12 words
A method according to claim 6 wherein reagent B is tri-n-butyl borate.
Claim 9
Dependent Claim
12 words
A method according to claim 6 wherein reagent B is triphenyl borate.
Claim 10
Dependent Claim
110 words
A method according to claim 1 wherein said mixture additionally comprises (C) at least one compound selected from the group consisting of (C-1) hydroxyaromatic compounds having the formula X.sub.n --Ar.sup.1 OH (III) wherein Ar 1 is an aromatic hydrocarbon radical containing about 6-10 carbon atoms, each X is independently an electron-withdrawing substituent and n is a number from 0 to the number of aromatic carbon atoms in Ar 1 which are capable of substitution; and (C-2) carbonates of said hydroxyaromatic compounds having the formula (X.sub.n --Ar.sup.1).sub.2 CO.sub.3 ; (IV) said compound being present in an amount at least sufficient to provide one equivalent of the Ar 1 --X n value.
Claim 11
Dependent Claim
12 words
A method according to claim 9 wherein n is 0 or 1.
Claim 12
Dependent Claim
15 words
A method according to claim 10 wherein Ar 1 is phenyl and n is 0.
Claim 13
Dependent Claim
12 words
A boron- and nitrogen-containing composition prepared by the method of claim 1.
Claim 14
Dependent Claim
12 words
A boron- and nitrogen-containing composition prepared by the method of claim 3.
Claim 15
Dependent Claim
12 words
A boron- and nitrogen-containing composition prepared by the method of claim 6.
Claim 16
Dependent Claim
12 words
A boron- and nitrogen-containing composition prepared by the method of claim 7.
Claim 17
Dependent Claim
12 words
A boron- and nitrogen-containing composition prepared by the method of claim 8.
Claim 18
Independent Claim
154 words
A method for preparing a polycarbonate by the catalytic reaction of at least one diaryl carbonate with at least one dihydroxyaromatic compound which comprises incorporating in the mixture of said diaryl carbonate and dihydroxyaromatic compound, under polycarbonate-forming conditions, catalytic amounts of: (A) at least one quaternary ammonium hydroxide having the formula (R.sup.1).sub.4 NOH, (I) wherein each R 1 is independently an alkyl radical containing about 1-4 carbon atoms or an aryl or aralkyl radical containing about 6-10 carbon atoms; and (B) at least one borate having the formula (R.sup.2 O).sub.3 B, (II) wherein each R 2 is independently a lower alkyl radical or a radical of the formula X n Ar 1 , Ar 1 is an aromatic hydrocarbon radical containing about 6-10 carbon atoms, each X is independently an electron-withdrawing substituent and n is a number from 0 to the number of aromatic carbon atoms in Ar 1 which are capable of substitution.
Claim 19
Independent Claim
154 words
A method for preparing a polycarbonate by the catalytic reaction of at least one diaryl carbonate with at least one dihydroxyaromatic compound which comprises incorporating in the mixture of said diaryl carbonate and dihydroxyaromatic compound, under polycarbonate-forming conditions, catalytic amounts of: (A) at least one quaternary ammonium hydroxide having the formula (R.sup.1).sub.4 NOH, (I) wherein each R 1 is independently an alkyl radical containing about 1-4 carbon atoms or an aryl or aralkyl radical containing about 6-10 carbon atoms; and (B) at least one borate having the formula (R.sup.2 O).sub.3 B, (II) wherein each R 2 is independently a lower alkyl radical or a radical of the formula X n Ar 1 , Ar 1 is an aromatic hydrocarbon radical containing about 6-10 carbon atoms, each X is independently an electron-withdrawing substituent and n is a number from 0 to the number of aromatic carbon atoms in Ar 1 which are capable of substitution.
Claim 20
Dependent Claim
34 words
A method according to claim 17 wherein the molar ratio of diaryl carbonate to reagent B is from about 10:1 to about 500:1 and the diaryl carbonate has the formula (X.sub.n Ar.sup.1).sub.2 CO.sub.3. (IV)
Claim 21
Dependent Claim
28 words
A method according to claim 18 wherein each R 1 is alkyl, all R 1 radicals are the same, and the dihydroxyaromatic compound is bisphenol A or 1,1-dichloro-2,2-bis(4-hydroxyphenyl)ethylene.
Claim 22
Dependent Claim
29 words
A method according to claim 19 wherein n is 0 or 1, each R 2 is C 1-4 alkyl or phenyl and all R 2 radicals are the same.
Claim 23
Dependent Claim
20 words
A method according to claim 20 wherein the diaryl carbonate is diphenyl carbonate and the dihydroxyaromatic compound is bisphenol A.
Claim 24
Dependent Claim
17 words
A method according to claim 21 wherein the mixture contains equimolar proportions of reagents A and B.
Claim 25
Dependent Claim
21 words
A method according to claim 22 wherein reagent A is tetramethylammonium hydroxide and reagent B is tri-n-butyl borate or triphenyl borate.
Claim 26
Dependent Claim
27 words
A method according to claim 23 wherein reagent B is prepared in situ by adding boric acid to the reaction mixture or the diaryl carbonate constituent thereof.
Claim 27
Dependent Claim
17 words
A method according to claim 24 wherein the mixture contains equimolar proportions of reagents A and B.
Claim 28
Dependent Claim
21 words
A method according to claim 25 wherein reagent A is tetramethylammonium hydroxide and reagent B is tri-n-butyl borate or triphenyl borate.
Claim 29
Dependent Claim
36 words
A method according to claim 26 wherein the reaction mixture also contains at least one diester having the formula ##STR2## wherein Ar 2 is an aromatic hydrocarbon or substituted hydrocarbon radical containing about 6-10 carbon atoms.
Claim 30
Dependent Claim
34 words
A method according to claim 27 wherein the molar ratio of the diaryl carbonate-diester combination to reagent B is from about 10:1 to about 500:1 and the diester is diphenyl isophthalate or diphenyl terephthalate.
References Cited (Backward Citations)
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