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US4185009A Expired / Lapsed US ⏱️ 0.0 years remaining

Branched, high-molecular weight thermoplastic polycarbonates

Assignee: Bayer AG
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Filing: 1977-10-26
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Granted: 1980-01-22
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Expires: 1997-10-26
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Abstract

Abstract The invention relates to a process for the preparation of branched, thermoplastic, high-molecular weight and soluble polycarbonates having improved properties, by incorporation of 3,3-bis-(4-hydroxyaryl)-oxindoles as a branching agent. The invention further relates to the polycarbonates obtained in accordance with this process.

Inventors

  • 👤 Karsten-Josef Idel
  • 👤 Dieter Frietag
  • 👤 Werner Nouvertne

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 07:15
CPC Classifications
C; C08; C08G; C08G64/00; C08G64/04; C08G64/06; C08G64/14; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3412; C08K5/3415; C08K5/3417; C08K5/36; C08K5/41; C08K5/42; Y; Y10; Y10S; Y10S260/00; Y10S260/24

Claims Analysis

Total Claims: 29
Claim 1
Independent Claim 162 words
A process for the preparation of a thermoplastic, branched-chain, high molecular weight, soluble polycarbonate comprising condensing a difunctional aromatic halogen-free or halogen-containing dihydroxy compound or a mixture thereof in the presence of from about 0.05 to 2 mol % of a branching agent and from about 0.1 to 8.0 mol % of a monofunctional aromatic hydroxy compound, in each case relative to the mols (100 mol %) of the difunctional aromatic dihydroxy compound, with phosgene, a bis-chlorocarbonic acid ester or another compound which forms carbonate groups, in solution or by means of a phase boundary reaction, at a temperatre of from about 20° to 80° C., or with a carbonic acid diaryl ester in the melt at a temperature of from about 150° to 300° C., the said branching agent being a 3,3-bis-(4-hydroxyaryl)-oxindole of the formula (I): ##STR6## wherein R 1 denotes a 4-hydroxyaryl radical and R 2 and R 3 can be identical or different and denote hydrogen or halogen atoms.
Claim 2
Dependent Claim 162 words
A process for the preparation of a thermoplastic, branched-chain, high molecular weight, soluble polycarbonate comprising condensing a difunctional aromatic halogen-free or halogen-containing dihydroxy compound or a mixture thereof in the presence of from about 0.05 to 2 mol % of a branching agent and from about 0.1 to 8.0 mol % of a monofunctional aromatic hydroxy compound, in each case relative to the mols (100 mol %) of the difunctional aromatic dihydroxy compound, with phosgene, a bis-chlorocarbonic acid ester or another compound which forms carbonate groups, in solution or by means of a phase boundary reaction, at a temperatre of from about 20° to 80° C., or with a carbonic acid diaryl ester in the melt at a temperature of from about 150° to 300° C., the said branching agent being a 3,3-bis-(4-hydroxyaryl)-oxindole of the formula (I): ##STR6## wherein R 1 denotes a 4-hydroxyaryl radical and R 2 and R 3 can be identical or different and denote hydrogen or halogen atoms.
Claim 3
Dependent Claim 43 words
The process according to claim 1 wherein R 1 denotes a 4-hydroxynaphthyl radical or a radical of the formula (II): ##STR7## wherein R 4 and R 5 can be identical or different and denote hydrogen or halogen atoms or methyl or ethyl groups.
Claim 4
Dependent Claim 11 words
The process according to claim 2 wherein R 1 denotes 4-hydroxyphenyl.
Claim 5
Dependent Claim 15 words
The process according to claim 1 wherein the monofunctional aromatic hydroxy compound comprises a monophenol.
Claim 6
Dependent Claim 11 words
The process according to claim 4 wherein the monophenol is p-tert.-butylphenol.
Claim 7
Dependent Claim 15 words
The process according to claim 1 wherein the difunctional aromatic dihydroxyl compound comprises a bisphenol.
Claim 8
Dependent Claim 19 words
The process according to claim 6 wherein the difunctional aromatic dihydroxyl compound comprises 4,4'-dihydroxydiphenylpropane-2,2 or a halogenated derivative thereof.
Claim 9
Dependent Claim 36 words
The process according to claim 7 wherein the difunctional aromatic dihydroxyl compound comprises a mixture of from about 98 to 70 mol % of 4,4'-dihydroxydiphenyl propane-2,2, and from about 2 to 30 mol % of tetrahalogeno-4,4'-dihydroxydiphenylpropane-2,2.
Claim 10
Dependent Claim 23 words
The process of claim 8 wherein the tetrahalogeno aromatic dihydroxyl compounds are selected from the group consisting of 2,2-bis-(3,5-dichloro-4-hydroxyphenyl) propane and 2,2-bis-(3,5-dibromo-4-hydroxyphenyl) propane.
Claim 11
Dependent Claim 8 words
The product of the process of claim 8.
Claim 12
Dependent Claim 26 words
The process according to claim 1 wherein the aryl groups of the carbonic acid diaryl ester are optionally halogenated or optionally alkylated naphthyl or phenyl groups.
Claim 13
Dependent Claim 15 words
A thermoplastic branched-chain, high molecular weight, soluble polycarbonate prepared by the process of claim 1.
Claim 14
Dependent Claim 35 words
A polycarbonate according to claim 12, containing 0.005 to 1% by weight of a compound selected from the group consisting of alkali metal perfluoroalkane-(C 1 -C 8 )-sulphonates and ammonium perfluoroalkane-(C 1 -C 8 )-sulphonates.
Claim 15
Dependent Claim 13 words
An extruded or injection-molded article manufactured from a polycarbonate according to claim 12.
Claim 16
Dependent Claim 74 words
In a process for the preparation of a high molecular weight branched polycarbonate substantially free of cross linking comprising reacting a carbonic acid derivative with aromatic dihydroxy compounds, from about 0.05 to about 2 mol % of a branching agent and about 0.1 to about 8 mol % of a monohydric phenol (the mol percentages being based on the mols of the aromatic dihydroxy compound), the improvement wherein the branching agent is a 3,3-bis-(4-hydroxyaryl)-oxindole.
Claim 17
Dependent Claim 74 words
In a process for the preparation of a high molecular weight branched polycarbonate substantially free of cross linking comprising reacting a carbonic acid derivative with aromatic dihydroxy compounds, from about 0.05 to about 2 mol % of a branching agent and about 0.1 to about 8 mol % of a monohydric phenol (the mol percentages being based on the mols of the aromatic dihydroxy compound), the improvement wherein the branching agent is a 3,3-bis-(4-hydroxyaryl)-oxindole.
Claim 18
Dependent Claim 60 words
A thermoplastic high molecular weight polycarbonate having a relative viscosity of about 1.230 to 1.450 measured in a solution of 0.5 g in 100 ml of methylene chloride at 25° C. and an average light scattering molecular weight, M LS , of about 10,000 to 100,000 said polycarbonate being branched by about 0.05 to 2 mol % of a 3,3-bis-(4-hydroxyaryl)-oxindole.
Claim 19
Dependent Claim 60 words
A thermoplastic high molecular weight polycarbonate having a relative viscosity of about 1.230 to 1.450 measured in a solution of 0.5 g in 100 ml of methylene chloride at 25° C. and an average light scattering molecular weight, M LS , of about 10,000 to 100,000 said polycarbonate being branched by about 0.05 to 2 mol % of a 3,3-bis-(4-hydroxyaryl)-oxindole.
Claim 20
Dependent Claim 94 words
A high molecular weight branched polycarbonate substantially free of crosslinking which comprises a polycarbonate polymer containing residues of aromatic dihydroxy compounds, about 0.05 to 2 mol % of a 3,3-bis-(4-hydroxyaryl)-oxindole of the formula ##STR8## wherein R 1 , R 2 and R 3 have the same meaning as in claim 1 and about 0.1 to about 8 mol percent of a monohydric phenol, the mol percentages being based on the mols of the aromatic dihydroxy compounds, said branched polycarbonate having an average molecular weight by light scattering, M LS of about 10,000 to 100,000.
Claim 21
Dependent Claim 30 words
The polycarbonate of claim 17 wherein the aromatic dihydroxy compounds comprise about 98 to 70 mol % 2,2-bis-(4-hydroxyphenyl) propane and about 2 to 30 mol % of tetra halogenated 2,2-bis-(4-hydroxyphenyl)propane.
Claim 22
Dependent Claim 51 words
A flame retardant thermoplastic molding resin comprising the polycarbonate of claim 17 wherein the aromatic dihydroxy compounds are 2,2-bis-(4-hydroxyphenyl)propane and about 0.005 to 1 wt.% of a flame retardant selected from the group consisting of C 1 -C 8 alkali metal perfluoroalkane sulphonates and C 1 -C 8 ammonium perfluoroalkane sulphonates.
Claim 23
Dependent Claim 11 words
The process according to claim 1 wherein R 2 denotes hydrogen.
Claim 24
Dependent Claim 11 words
The process according to claim 1 wherein R 3 denotes hydrogen.
Claim 25
Dependent Claim 14 words
The process according to claim 1 when R 2 and R 3 denote hydrogen.
Claim 26
Dependent Claim 172 words
The process for the preparation of a thermoplastic, branched-chain, high molecular weight, soluble polycarbonate comprising condensing a difunctional aromatic halogen-free or halogen-containing dihydroxy compound or a mixture thereof in the presence of from about 0.05 to 2 mol % of a branching agent and from about 0.1 to 8.0 mol % of a monofunctional aromatic hydroxy compound, in each case relative to the mols (100 mol %) of the difunctional aromatic dihydroxy compound, with phosgene, a bis-chlorocarbonic acid ester or another compound which forms carbonate groups, in solution or by means of a phase boundary reaction, at a temperature of from about 20° to 80° C., or with a carbonic acid diaryl ester in the melt at a temperature of from about 150° to 300° C., the said branching agent being a 3,3-bis-(4-hydroxyaryl)-oxindole of the formula (I): ##STR9## wherein R 1 is a radical of the formula ##STR10## wherein R 4 and R 5 can be identical or different and denote methyl or hydrogen, and R 2 and R 3 are hydrogen.
Claim 27
Dependent Claim 172 words
The process for the preparation of a thermoplastic, branched-chain, high molecular weight, soluble polycarbonate comprising condensing a difunctional aromatic halogen-free or halogen-containing dihydroxy compound or a mixture thereof in the presence of from about 0.05 to 2 mol % of a branching agent and from about 0.1 to 8.0 mol % of a monofunctional aromatic hydroxy compound, in each case relative to the mols (100 mol %) of the difunctional aromatic dihydroxy compound, with phosgene, a bis-chlorocarbonic acid ester or another compound which forms carbonate groups, in solution or by means of a phase boundary reaction, at a temperature of from about 20° to 80° C., or with a carbonic acid diaryl ester in the melt at a temperature of from about 150° to 300° C., the said branching agent being a 3,3-bis-(4-hydroxyaryl)-oxindole of the formula (I): ##STR9## wherein R 1 is a radical of the formula ##STR10## wherein R 4 and R 5 can be identical or different and denote methyl or hydrogen, and R 2 and R 3 are hydrogen.
Claim 28
Dependent Claim 111 words
A high molecular weight branched polycarbonate substantially free of crosslinking which comprises a polycarbonate polymer containing residues of aromatic dihydroxy compounds, about 0.05 to 2 mol % of a 3,3-bis-(4-hydroxyaryl)-oxindole of the formula ##STR11## wherein R 1 is a radical of the formula ##STR12## wherein R 4 and R 5 can be identical or different and denote methyl or hydrogen, and R 2 and R 3 are hydrogen, and about 0.1 to about 8 mol percent of a monohydric phenol, the mol percentages being based on the mols of the aromatic dihydroxy compounds, said branched polycarbonate having an average molecular weight by light scattering, M LS of about 10,000 to 100,000.
Claim 29
Dependent Claim 111 words
A high molecular weight branched polycarbonate substantially free of crosslinking which comprises a polycarbonate polymer containing residues of aromatic dihydroxy compounds, about 0.05 to 2 mol % of a 3,3-bis-(4-hydroxyaryl)-oxindole of the formula ##STR11## wherein R 1 is a radical of the formula ##STR12## wherein R 4 and R 5 can be identical or different and denote methyl or hydrogen, and R 2 and R 3 are hydrogen, and about 0.1 to about 8 mol percent of a monohydric phenol, the mol percentages being based on the mols of the aromatic dihydroxy compounds, said branched polycarbonate having an average molecular weight by light scattering, M LS of about 10,000 to 100,000.

References Cited (Backward Citations)

US3256242A Cited
US3775367A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-01-21 1983-07-23 1984-01-22 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-01-21 1987-07-23 1988-01-22 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-01-21 1991-07-23 1992-01-22 $7700.00 Window Closed / Lapsed

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