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Anisotropic melt phase forming poly(ester-carbonate) derived from 6-hydroxy-2-napthoic acid, aromatic diol, organic compound capable of forming a carbonate linkage, and, optionally, other aromatic hydroxy-acid and carbocyclic dicarboxylic acid

Assignee: Celanese Corp
•
Filing: 1981-11-06
•
Granted: 1983-02-01
•
Expires: 2001-11-06
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Abstract

Abstract A melt processable poly(ester-carbonate) which is capable of forming an anisotropic melt phase is provided. The poly(ester-carbonate) of the present invention consists essentially of the recurring units (a) 6-oxy-2-naphthoyl moiety, (b) dioxyaryl moiety, (c) carbonyl moiety (i.e., carbonate moiety), and, optionally, (d) other aromatic moiety derived from aromatic hydroxyacid and (e) carbocyclic dicarboxyl moiety in the proportions indicated. Preferably, the dioxyaryl moiety is derived from hydroquinone, the carbonic acid moiety which is derived from a diarylcarbonate (e.g., diphenyl carbonate), and the additional aromatic moiety which is derived from an aromatic hydroxyacid is derived from hydroxybenzoic acid. The resulting poly(ester-carbonate) exhibits a melting temperature below approximately 400° C., preferably below approximately 350° C. The poly(ester-carbonate) of the present invention is preferably formed by a melt polymerization technique.

Inventors

  • 👤 Gordon W. Calundann
  • 👤 Anthony J. East

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 07:01
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/64

Claims Analysis

Total Claims: 46
Claim 1
Independent Claim 274 words
A melt-processable poly(ester-carbonate) capable of forming an anisotropic melt phase at a temperature below approximately 400° C. consisting essentially of recurring moieties I, II, III, and, optionally, IV and V wherein: I is ##STR19## II is O--Ar--O, where Ar is a divalent radical comprising at least one aromatic ring; III is ##STR20## IV is ##STR21## where Ar' is a divalent radical comprising at least one aromatic ring, other than 2,6-naphthylene; and V is ##STR22## where A is a divalent carbocyclic radical, wherein at least some of the hydrogen atoms present upon the rings optionally may be replaced by substitution selected from the group consisting of an alkyl group of 1 to 4 carbon atoms, an alkoxy group of 1 to 4 carbon atoms, halogen, phenyl, and mixtures thereof, and wherein moiety I is present in the polymer in a concentration of at lesast approximately 20 mole percent, moiety IV is present in the polymer in a concentration within the range of approximately 0 to 60 mole percent, with the total molar concentration of moieties I and IV in the polymer being within the range of approximately 20 to 80 mole percent, moiety II is present in the polymer in a concentration within the range of approximately 10 to 40 mole percent, moiety III is present in the polymer in a concentration within the range of approximately 10 to 40 mole percent, and moiety V is present in the polymer in a concentration within the range of approximately 0 to 30 mole percent, with the molar concentration of moiety II being substantially equal to the sum of the molar concentrations of moieties III and V.
Claim 2
Dependent Claim 274 words
A melt-processable poly(ester-carbonate) capable of forming an anisotropic melt phase at a temperature below approximately 400° C. consisting essentially of recurring moieties I, II, III, and, optionally, IV and V wherein: I is ##STR19## II is O--Ar--O, where Ar is a divalent radical comprising at least one aromatic ring; III is ##STR20## IV is ##STR21## where Ar' is a divalent radical comprising at least one aromatic ring, other than 2,6-naphthylene; and V is ##STR22## where A is a divalent carbocyclic radical, wherein at least some of the hydrogen atoms present upon the rings optionally may be replaced by substitution selected from the group consisting of an alkyl group of 1 to 4 carbon atoms, an alkoxy group of 1 to 4 carbon atoms, halogen, phenyl, and mixtures thereof, and wherein moiety I is present in the polymer in a concentration of at lesast approximately 20 mole percent, moiety IV is present in the polymer in a concentration within the range of approximately 0 to 60 mole percent, with the total molar concentration of moieties I and IV in the polymer being within the range of approximately 20 to 80 mole percent, moiety II is present in the polymer in a concentration within the range of approximately 10 to 40 mole percent, moiety III is present in the polymer in a concentration within the range of approximately 10 to 40 mole percent, and moiety V is present in the polymer in a concentration within the range of approximately 0 to 30 mole percent, with the molar concentration of moiety II being substantially equal to the sum of the molar concentrations of moieties III and V.
Claim 3
Dependent Claim 22 words
The melt-processable poly(ester-carbonate) of claim 1 which is capable of forming an anisotropic melt phase at a temperature below approximately 350° C.
Claim 4
Dependent Claim 31 words
The melt-processable poly(ester-carbonate) of claim 1 which exhibits an inherent viscosity of at least approximately 0.5 dl./g. when measured at a concentration of 0.1 weight/volume percent in pentafluorophenol at 60° C.
Claim 5
Dependent Claim 24 words
The melt-processable poly(ester-carbonate) of claim 1 wherein moiety I is present in a concentration within the range of approximately 20 to 70 mole percent.
Claim 6
Dependent Claim 24 words
The melt-processable poly(ester-carbonate) of claim 1 wherein moiety II is present in a concentration within the range of approximately 15 to 35 mole percent.
Claim 7
Dependent Claim 15 words
The melt-processable poly(ester-carbonate) of claim 1 wherein moiety III is derived from a diaryl carbonate.
Claim 8
Dependent Claim 14 words
The melt-processable poly(ester-carbonate) of claim 6 wherein moiety III is derived from diphenyl carbonate.
Claim 9
Dependent Claim 24 words
The melt-processable poly(ester-carbonate) of claim 1 wherein moiety III is present in a concentration within the range of approximately 15 to 35 mole percent.
Claim 10
Dependent Claim 23 words
The melt-processable poly(ester-carbonate) of claim 1 wherein IV is present in a concentration within the range of approximately 0 to 30 mole percent.
Claim 11
Dependent Claim 30 words
The melt-processable poly(ester-carbonate) of claim 1 wherein moiety V is derived from a member of the group consisting of terephthalic acid, isophthalic acid, 2,6-naphthalenedicarboxylic acid, trans-1,4-cyclohexanedicarboxylic acid, and mixtures thereof.
Claim 12
Dependent Claim 24 words
The melt-processable poly(ester-carbonate) of claim 1 wherein moiety V is present in a concentration within the range of approximately 0 to 20 mole percent.
Claim 13
Dependent Claim 26 words
A molding compound comprising the melt-processable poly(ester-carbonate) of claim 1 which incorporates approximately 1 to 60 percent by weight of a solid filler and/or reinforcing agent.
Claim 14
Dependent Claim 10 words
A molded article comprising the melt-processable poly(ester-carbonate) of claim 1.
Claim 15
Dependent Claim 14 words
A fiber which has been melt spun from the melt-processable poly(ester-carbonate) of claim 1.
Claim 16
Dependent Claim 14 words
A film which has been melt extruded from the melt-processable poly(ester-carbonate) of claim 1.
Claim 17
Dependent Claim 275 words
A melt-processable poly(ester-carbonate) capable of forming an anisotropic melt phase at a temperature below approximately 400° C., consisting essentially of recurring moieties I, II, III, and optionally, IV and V wherein: I is ##STR23## II is O--Ar--O, where Ar is a divalent radical comprising at least one aromatic ring; III is ##STR24## IV is ##STR25## where Ar' is a divalent radical comprising at least one aromatic ring, other than 2,6-naphthylene; and V is ##STR26## where A is a divalent carbocyclic radical, wherein at least some of the hydrogen atoms present upon the rings optionally may be replaced by substitution selected from the group consisting of an alkyl group of 1 to 4 carbon atoms, an alkoxy group of 1 to 4 carbon atoms, halogen, phenyl, and mixtures thereof, and wherein moiety I is present in the polymer in a concentration within the range of approximately 20 to 70 mole percent, moiety IV is present in the polymer in a concentration within the range of approximately 0 to 30 mole percent, with the total molar concentration of moieties I and IV in the polymer being within the range of approximately 20 to 70 mole percent, moiety II is present in the polymer in a concentration within the range of approximately 15 to 35 mole percent, moiety III is present in the polymer in a concentration within the range of approximately 15 to 35 mole percent, and moiety V is present in the polymer in a concentration within the range of approximately 0 to 20 mole percent, with the molar concentration of moiety II being substantially equal to the total molar concentration of moieties III and V.
Claim 18
Dependent Claim 275 words
A melt-processable poly(ester-carbonate) capable of forming an anisotropic melt phase at a temperature below approximately 400° C., consisting essentially of recurring moieties I, II, III, and optionally, IV and V wherein: I is ##STR23## II is O--Ar--O, where Ar is a divalent radical comprising at least one aromatic ring; III is ##STR24## IV is ##STR25## where Ar' is a divalent radical comprising at least one aromatic ring, other than 2,6-naphthylene; and V is ##STR26## where A is a divalent carbocyclic radical, wherein at least some of the hydrogen atoms present upon the rings optionally may be replaced by substitution selected from the group consisting of an alkyl group of 1 to 4 carbon atoms, an alkoxy group of 1 to 4 carbon atoms, halogen, phenyl, and mixtures thereof, and wherein moiety I is present in the polymer in a concentration within the range of approximately 20 to 70 mole percent, moiety IV is present in the polymer in a concentration within the range of approximately 0 to 30 mole percent, with the total molar concentration of moieties I and IV in the polymer being within the range of approximately 20 to 70 mole percent, moiety II is present in the polymer in a concentration within the range of approximately 15 to 35 mole percent, moiety III is present in the polymer in a concentration within the range of approximately 15 to 35 mole percent, and moiety V is present in the polymer in a concentration within the range of approximately 0 to 20 mole percent, with the molar concentration of moiety II being substantially equal to the total molar concentration of moieties III and V.
Claim 19
Dependent Claim 22 words
The melt-processable poly(ester-carbonate) of claim 16 which is capable of forming an anisotropic melt phase at a temperature below approximately 350° C.
Claim 20
Dependent Claim 31 words
The melt-processable poly(ester-carbonate) of claim 16 which exhibits an inherent viscosity of at least approximately 0.5 dl./g. when measured at a concentration of 0.1 weight/volume percent in pentafluorophenol at 60° C.
Claim 21
Dependent Claim 24 words
The melt-processable poly(ester-carbonate) of claim 16 wherein moiety I is present in a concentration within the range of approximately 30 to 60 mole percent.
Claim 22
Dependent Claim 13 words
The melt-processable poly(ester-carbonate) of claim 16 wherein moiety II is a p-dioxyphenyl moiety.
Claim 23
Dependent Claim 24 words
The melt-processable poly(ester-carbonate) of claim 16 wherein moiety II is present in a concentration within the range of approximately 20 to 30 mole percent.
Claim 24
Dependent Claim 15 words
The melt-processable poly(ester-carbonate) of claim 16 wherein moiety III is derived from a diaryl carbonate.
Claim 25
Dependent Claim 14 words
The melt-processable poly(ester-carbonate) of claim 22 wherein moiety III is derived from diphenyl carbonate.
Claim 26
Dependent Claim 24 words
The melt-processable poly(ester-carbonate) of claim 1 wherein moiety III is present in a concentration within the range of approximately 20 to 30 mole percent.
Claim 27
Dependent Claim 13 words
The melt-processable poly(ester-carbonate) of claim 16 wherein moiety IV is a p-oxybenzoyl moiety.
Claim 28
Dependent Claim 30 words
The melt-processable poly(ester-carbonate) of claim 16 wherein moiety V is derived from a member of the group consisting of terephthalic acid, isophthalic acid, 2,6-naphthalenedicarboxylic acid, trans-1,4-cyclohexanedicarboxylic acid, and mixtures thereof.
Claim 29
Dependent Claim 24 words
The melt-processable poly(ester-carbonate) of claim 16 wherein moiety V is present in a concentration within the range of approximately 0 to 10 mole percent.
Claim 30
Dependent Claim 26 words
A molding compound comprising the melt-processable poly(ester-carbonate) of claim 16 which incorporates approximately 1 to 60 percent by weight of a solid filler and/or reinforcing agent.
Claim 31
Dependent Claim 10 words
A molded article comprising the melt-processable poly(ester-carbonate) of claim 16.
Claim 32
Dependent Claim 14 words
A fiber which has been melt spun from the melt-processable poly(ester-carbonate) of claim 16.
Claim 33
Dependent Claim 14 words
A film which has been melt extruded from the melt-processable poly(ester-carbonate) of claim 16.
Claim 34
Dependent Claim 248 words
A melt-processable poly(ester-carbonate) capable of forming an anisotropic melt phase at a temperature below approximately 400° C. consisting essentially of recurring moieties I, II, III, and, optionally, IV and V wherein: I is ##STR27## II is ##STR28## III is ##STR29## IV is ##STR30## and V is ##STR31## where A is a divalent carbocyclic radical, wherein at least some of the hydrogen atoms present upon the rings optionally may be replaced by substitution selected from the group consisting of an alkyl group of 1 to 4 carbon atoms, an alkoxy group of 1 to 4 carbon atoms, halogen, phenyl, and mixtures thereof, and wherein moiety I is present in the polymer in a concentration within the range of approximately 20 to 70 mole percent, moiety IV is present in the polymer in a concentration within the range of approximately 0 to 30 mole percent, with the total molar concentration of moieties I and IV in the polymer being within the range of approximately 20 to 70 mole percent, moiety II is present in the polymer in a concentration within the range of approximately 20 to 30 mole percent, moiety III is present in the polymer in a concentration within the range of approximately 20 to 30 mole percent, and moiety V is present in the polymer in a concentration within the range of approximately 0 to 10 mole percent, with the molar concentration of moiety II being substantially equal to the total molar concentration of moieties III and V.
Claim 35
Dependent Claim 248 words
A melt-processable poly(ester-carbonate) capable of forming an anisotropic melt phase at a temperature below approximately 400° C. consisting essentially of recurring moieties I, II, III, and, optionally, IV and V wherein: I is ##STR27## II is ##STR28## III is ##STR29## IV is ##STR30## and V is ##STR31## where A is a divalent carbocyclic radical, wherein at least some of the hydrogen atoms present upon the rings optionally may be replaced by substitution selected from the group consisting of an alkyl group of 1 to 4 carbon atoms, an alkoxy group of 1 to 4 carbon atoms, halogen, phenyl, and mixtures thereof, and wherein moiety I is present in the polymer in a concentration within the range of approximately 20 to 70 mole percent, moiety IV is present in the polymer in a concentration within the range of approximately 0 to 30 mole percent, with the total molar concentration of moieties I and IV in the polymer being within the range of approximately 20 to 70 mole percent, moiety II is present in the polymer in a concentration within the range of approximately 20 to 30 mole percent, moiety III is present in the polymer in a concentration within the range of approximately 20 to 30 mole percent, and moiety V is present in the polymer in a concentration within the range of approximately 0 to 10 mole percent, with the molar concentration of moiety II being substantially equal to the total molar concentration of moieties III and V.
Claim 36
Dependent Claim 22 words
The melt-processable poly(ester-carbonate) of claim 32 which is capable of forming an anisotropic melt phase at a temperature below approximately 350° C.
Claim 37
Dependent Claim 31 words
The melt-processable poly(ester-carbonate) of claim 32 which exhibits an inherent viscosity of at least approximately 0.5 dl./g. when measured at a concentration of 0.1 weight/volume percent in pentafluorophenol at 60° C.
Claim 38
Dependent Claim 15 words
The melt-processable poly(ester-carbonate) of claim 32 wherein moiety III is derived from a diaryl carbonate.
Claim 39
Dependent Claim 14 words
The melt-processable poly(ester-carbonate) of claim 35 wherein moiety III is derived from diphenyl carbonate.
Claim 40
Dependent Claim 24 words
The melt-processable poly(ester-carbonate) of claim 32 wherein moiety IV is present in a concentration within the range of approximately 5 to 30 mole percent.
Claim 41
Dependent Claim 30 words
The melt-processable poly(ester-carbonate) of claim 32 wherein moiety V is derived from a member of the group consisting of terephthalic acid, isophthalic acid, 2,6-naphthalenedicarboxylic acid, trans-1,4-cyclohexanedicarboxylic acid, and mixtures thereof.
Claim 42
Dependent Claim 24 words
The melt-processable poly(ester-carbonate) of claim 32 wherein moiety V is present in a concentration within the range of approximately 5 to 10 mole percent.
Claim 43
Dependent Claim 26 words
A molding compound comprising the melt-processable poly(ester-carbonate) of claim 32 which incorporates approximately 1 to 60 percent by weight of a solid filler and/or reinforcing agent.
Claim 44
Dependent Claim 10 words
A molded article comprising the melt-processable poly(ester-carbonate) of claim 32.
Claim 45
Dependent Claim 14 words
A fiber which has been melt spun from the melt-processable poly(ester-carbonate) of claim 32.
Claim 46
Dependent Claim 14 words
A film which has been melt extruded from the melt-processable poly(ester-carbonate) of claim 32.

References Cited (Backward Citations)

US4284757A Cited
US4310652A Cited
US4330457A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-01-31 1986-08-02 1987-02-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-01-31 1990-08-02 1991-02-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-01-31 1994-08-02 1995-02-01 $7700.00 Window Closed / Lapsed

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