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US4431770A Expired / Lapsed US ⏱️ 0.0 years remaining

Wholly aromatic polyester comprising 4-oxy-4'-carboxybiphenyl moiety which is capable of forming an anisotropic melt phase

Assignee: Celanese Corp
•
Filing: 1983-05-02
•
Granted: 1984-02-14
•
Expires: 2003-05-02
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Abstract

Abstract A novel wholly aromatic polyester is provided which contains specified concentrations of 6-oxy-2-naphthoyl and 4-oxy-4'-carboxybiphenyl moieties and which may optionally possess ring substitution (as described) upon such moieties. It has been found that the wholly aromatic polyester of the present invention is capable of exhibiting an anisotropic melt phase which is readily melt processable to form quality fibers, films, molded articles, etc. The color characteristics of the new polymer are excellent (i.e. the polymer is of a white or pale coloration). Additionally, since the new wholly aromatic polyester tends to incorporate a lesser number of ester units per unit weight it is expected to exhibit enhanced stability at elevated temperatures.

Inventors

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

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 12:30
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/02; C08G63/60; C08G63/605

Claims Analysis

Total Claims: 55
Claim 1
Independent Claim 237 words
A melt processable wholly aromatic polyester which is capable of forming an anisotropic melt phase at a temperature below 350° C. consisting essentially of moieties I and II and optionally also including moiety III and/or moieties IV and V which may include substitution of at least some of the hydrogen atoms present upon an aromatic ring wherein: ##STR12## wherein the bonds illustrated are meta and/or para disposed, IV is a dioxyaryl moiety of the formula --O--Ar--O-- where Ar is a divalent radical comprising at least one aromatic ring, and V is a dicarboxyaryl moiety of the formula ##STR13## where Ar' is a divalent radical comprising at least one aromatic ring, and with said optional substitution if present being 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 of the foregoing, and wherein moiety I is present in said wholly aromatic polyester in a concentration of approximately 4 to 65 mole percent, moiety II is present in a concentration of 20 to 65 mole percent, moiety III is present in a concentration of 0 to approximately 65 mole percent, and moiety IV is present in a concentration of 0 to approximately 25 mole percent, with the proviso that the total molar concentration of moieties I and II in said wholly aromatic polyester is approximately 50 to 100 mole percent.
Claim 2
Dependent Claim 237 words
A melt processable wholly aromatic polyester which is capable of forming an anisotropic melt phase at a temperature below 350° C. consisting essentially of moieties I and II and optionally also including moiety III and/or moieties IV and V which may include substitution of at least some of the hydrogen atoms present upon an aromatic ring wherein: ##STR12## wherein the bonds illustrated are meta and/or para disposed, IV is a dioxyaryl moiety of the formula --O--Ar--O-- where Ar is a divalent radical comprising at least one aromatic ring, and V is a dicarboxyaryl moiety of the formula ##STR13## where Ar' is a divalent radical comprising at least one aromatic ring, and with said optional substitution if present being 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 of the foregoing, and wherein moiety I is present in said wholly aromatic polyester in a concentration of approximately 4 to 65 mole percent, moiety II is present in a concentration of 20 to 65 mole percent, moiety III is present in a concentration of 0 to approximately 65 mole percent, and moiety IV is present in a concentration of 0 to approximately 25 mole percent, with the proviso that the total molar concentration of moieties I and II in said wholly aromatic polyester is approximately 50 to 100 mole percent.
Claim 3
Dependent Claim 33 words
A melt processable wholly aromatic polyester according to claim 1 which is capable of exhibiting a differential scanning calorimeter melting temperature at a temperature within the range of approximately 250° to 345° C.
Claim 4
Dependent Claim 23 words
A melt processable wholly aromatic polyester according to claim 1 wherein moieties I, II, III, IV and V are free of ring substitution.
Claim 5
Dependent Claim 18 words
A melt processable wholly aromatic polyester according to claim 1 wherein moieties IV and V are symmetrically disposed.
Claim 6
Dependent Claim 34 words
A melt processable wholly aromatic polyester according to claim 1 wherein moiety III is substantially absent and moieties IV and V are each present in a concentration of approximately 15 to 25 mole percent.
Claim 7
Dependent Claim 19 words
A melt processable wholly aromatic polyester according to claim 6 wherein the moieties IV and V are symmetrically disposed.
Claim 8
Dependent Claim 19 words
A melt processable wholly aromatic polyester according to claim 1 wherein the bonds of moiety III are para disposed.
Claim 9
Dependent Claim 16 words
A melt processable wholly aromatic polyester according to claim 1 wherein moiety III is p-oxybenzoyl moiety.
Claim 10
Dependent Claim 17 words
A melt processable wholly aromatic polyester according to claim 1 wherein moiety IV is a 1,4-dioxyphenylene moiety.
Claim 11
Dependent Claim 17 words
A melt processable wholly aromatic polyester according to claim 1 wherein moiety V is a terephthaloyl moiety.
Claim 12
Dependent Claim 34 words
A melt processable wholly aromatic polyester according to claim 1 which exhibits an inherent viscosity of at least 4 when dissolved in a concentration of 0.1 percent by weight in pentafluorophenol at 60° C.
Claim 13
Dependent Claim 35 words
A melt processable wholly aromatic polyester according to claim 1 which exhibits an inherent viscosity of approximately 4 to 15 when dissolved in a concentration of 0.1 percent by weight in pentafluorophenol at 60° C.
Claim 14
Dependent Claim 15 words
A fiber which has been melt spun from the wholly aromatic polyester of claim 1.
Claim 15
Dependent Claim 15 words
A film which has been melt extruded from the wholly aromatic polyester of claim 1.
Claim 16
Dependent Claim 11 words
A molded article comprising the wholly aromatic polyester of claim 1.
Claim 17
Dependent Claim 27 words
A molding compound comprising the wholly aromatic polyester of claim 1 which incorporates approximately 1 to 60 percent by weight of a solid filler and/or reinforcing agent.
Claim 18
Dependent Claim 252 words
A melt processable wholly aromatic polyester which is capable of forming an anisotropic melt phase at a temperature below 350° C. consisting essentially of moieties I and II and optionally also including moiety III and/or moieties IV and V which may include substitution of at least some of the hydrogen atoms present upon an aromatic ring wherein: ##STR14## wherein the bonds illustrated are meta and/or para disposed IV is a dioxyaryl moiety of the formula --O--Ar--O-- where Ar is a divalent radical comprising at least one aromatic ring, and V is a dicarboxyaryl moiety of the formula ##STR15## where Ar' is a divalent radical comprising at least one aromatic ring, and with said optional substitution if present being 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 of the foregoing, and wherein moiety I is present in said wholly aromatic polyester in a concentration of approximately 20 to 60 mole percent, moiety II is present in a concentration of 20 to 60 mole percent, moiety III is present in a concentration of 0 to approximately 40 mole percent, and moiety IV is present in a concentration of 0 to approximately 25 mole percent, and moiety V is present in a concentration of 0 to approximately 25 mole percent, with the proviso that the total molar concentration of moieties I and II in said wholly aromatic polyester is approximately 50 to 100 mole percent.
Claim 19
Dependent Claim 252 words
A melt processable wholly aromatic polyester which is capable of forming an anisotropic melt phase at a temperature below 350° C. consisting essentially of moieties I and II and optionally also including moiety III and/or moieties IV and V which may include substitution of at least some of the hydrogen atoms present upon an aromatic ring wherein: ##STR14## wherein the bonds illustrated are meta and/or para disposed IV is a dioxyaryl moiety of the formula --O--Ar--O-- where Ar is a divalent radical comprising at least one aromatic ring, and V is a dicarboxyaryl moiety of the formula ##STR15## where Ar' is a divalent radical comprising at least one aromatic ring, and with said optional substitution if present being 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 of the foregoing, and wherein moiety I is present in said wholly aromatic polyester in a concentration of approximately 20 to 60 mole percent, moiety II is present in a concentration of 20 to 60 mole percent, moiety III is present in a concentration of 0 to approximately 40 mole percent, and moiety IV is present in a concentration of 0 to approximately 25 mole percent, and moiety V is present in a concentration of 0 to approximately 25 mole percent, with the proviso that the total molar concentration of moieties I and II in said wholly aromatic polyester is approximately 50 to 100 mole percent.
Claim 20
Dependent Claim 25 words
A melt processable wholly aromatic polyester according to claim 17 which is capable of forming an anisotropic melt phase at a temperature below 325° C.
Claim 21
Dependent Claim 33 words
A melt processable wholly aromatic polyester according to claim 17 which is capable of exhibiting a differential scanning calorimeter melting temperature at a temperature within the range of approximately 250° to 345° C.
Claim 22
Dependent Claim 23 words
A melt processable wholly aromatic polyester according to claim 17 wherein moieties I, II, III, IV and V are free of ring substitution.
Claim 23
Dependent Claim 18 words
A melt processable wholly aromatic polyester according to claim 17 wherein moieties IV and V are symmetrically disposed.
Claim 24
Dependent Claim 34 words
A melt processable wholly aromatic polyester according to claim 17 wherein moiety III is substantially absent and moieties IV and V are each present in a concentration of approximately 15 to 25 mole percent.
Claim 25
Dependent Claim 19 words
A melt processable wholly aromatic polyester according to claim 22 wherein the moieties IV and V are symmetrically disposed.
Claim 26
Dependent Claim 19 words
A melt processable wholly aromatic polyester according to claim 17 wherein the bonds of moiety III are para disposed.
Claim 27
Dependent Claim 16 words
A melt processable wholly aromatic polyester according to claim 17 wherein moiety III is p-oxybenzoyl moiety.
Claim 28
Dependent Claim 17 words
A melt processable wholly aromatic polyester according to claim 17 wherein moiety IV is a 1,4-dioxyphenylene moiety.
Claim 29
Dependent Claim 17 words
A melt processable wholly aromatic polyester according to claim 17 wherein moiety V is a terephthaloyl moiety.
Claim 30
Dependent Claim 34 words
A melt processable wholly aromatic polyester according to claim 17 which exhibits an inherent viscosity of at least 4 when dissolved in a concentration of 0.1 percent by weight in pentafluorophenol at 60° C.
Claim 31
Dependent Claim 35 words
A melt processable wholly aromatic polyester according to claim 17 which exhibits an inherent viscosity of approximately 4 to 15 when dissolved in a concentration of 0.1 percent by weight in pentafluorophenol at 60° C.
Claim 32
Dependent Claim 15 words
A fiber which has been melt spun from the wholly aromatic polyester of claim 17.
Claim 33
Dependent Claim 15 words
A film which has been melt extruded from the wholly aromatic polyester of claim 17.
Claim 34
Dependent Claim 11 words
A molded article comprising the wholly aromatic polyester of claim 17.
Claim 35
Dependent Claim 27 words
A molding compound comprising the wholly aromatic polyester of claim 17 which incorporates approximately 1 to 60 percent by weight of a solid filler and/or reinforcing agent.
Claim 36
Dependent Claim 125 words
A melt processable wholly aromatic polyester which is capable of forming an anisotropic melt phase at a temperature below 350° C. which consists of moieties I and II which may include substitution of at least some of the hydrogen atoms present upon an aromatic ring wherein: ##STR16## with said optional substitution if present being selected from the group consisting of an alkyl group of 1 to 4 carbon atoms, and alkoxy group of 1 to 4 carbon atoms, halogen, phenyl, and mixtures of the foregoing wherein moiety I is present in said wholly aromatic polyester in a concentration of approximately 35 to 65 mole percent, and moiety II is present in said wholly aromatic polyester in a concentration of approximately 35 to 65 mole percent.
Claim 37
Dependent Claim 125 words
A melt processable wholly aromatic polyester which is capable of forming an anisotropic melt phase at a temperature below 350° C. which consists of moieties I and II which may include substitution of at least some of the hydrogen atoms present upon an aromatic ring wherein: ##STR16## with said optional substitution if present being selected from the group consisting of an alkyl group of 1 to 4 carbon atoms, and alkoxy group of 1 to 4 carbon atoms, halogen, phenyl, and mixtures of the foregoing wherein moiety I is present in said wholly aromatic polyester in a concentration of approximately 35 to 65 mole percent, and moiety II is present in said wholly aromatic polyester in a concentration of approximately 35 to 65 mole percent.
Claim 38
Dependent Claim 25 words
A melt processable wholly aromatic polyester according to claim 34 which is capable of forming an anisotropic melt phase at a temperature below 325° C.
Claim 39
Dependent Claim 33 words
A melt processable wholly aromatic polyester according to claim 34 which is capable of exhibiting a differential scanning calorimeter melting temperature at a temperature within the range of approximately 300° to 345° C.
Claim 40
Dependent Claim 20 words
A melt processable wholly aromatic polyester according to claim 34 wherein moieties I and II are free of ring substitution.
Claim 41
Dependent Claim 40 words
A melt processable wholly aromatic polyester according to claim 34 wherein moiety I is present in a concentration of approximately 40 to 60 mole percent, and moiety II is present in a concentration of approximately 40 to 60 mole percent.
Claim 42
Dependent Claim 15 words
A fiber which has been melt spun from the wholly aromatic polyester of claim 34.
Claim 43
Dependent Claim 15 words
A film which has been melt extruded from the wholly aromatic polyester of claim 34.
Claim 44
Dependent Claim 11 words
A molded article comprising the wholly aromatic polyester of claim 34.
Claim 45
Dependent Claim 27 words
A molding compound comprising the wholly aromatic polyester of claim 34 which incorporates approximately 1 to 60 percent by weight of a solid filler and/or reinforcing agent.
Claim 46
Dependent Claim 160 words
A melt processable wholly aromatic polyester which is capable of forming an anisotropic melt phase at a temperature below 325° C. which consists of moieties I, II and III which may include substitution of at least some of the hydrogen atoms present upon an aromatic ring wherein: ##STR17## with said optional substitution if present being 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 of the foregoing wherein moiety I is present in said wholly aromatic polyester in a concentration of approximately 20 to 60 mole percent, moiety II is present in a concentration of approximately 20 to 60 mole percent, and moiety III is present in a concentration of approximately 10 to 40 mole percent, with the proviso that the total molar concentration of moieties I and II in said wholly aromatic polyester is approximately 50 to 90 mole percent.
Claim 47
Dependent Claim 160 words
A melt processable wholly aromatic polyester which is capable of forming an anisotropic melt phase at a temperature below 325° C. which consists of moieties I, II and III which may include substitution of at least some of the hydrogen atoms present upon an aromatic ring wherein: ##STR17## with said optional substitution if present being 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 of the foregoing wherein moiety I is present in said wholly aromatic polyester in a concentration of approximately 20 to 60 mole percent, moiety II is present in a concentration of approximately 20 to 60 mole percent, and moiety III is present in a concentration of approximately 10 to 40 mole percent, with the proviso that the total molar concentration of moieties I and II in said wholly aromatic polyester is approximately 50 to 90 mole percent.
Claim 48
Dependent Claim 25 words
A melt processable wholly aromatic polyester according to claim 43 which is capable of forming an anisotropic melt phase at a temperature below 300° C.
Claim 49
Dependent Claim 33 words
A melt processable wholly aromatic polyester according to claim 43 which is capable of exhibiting a differential scanning calorimeter melting temperature at a temperature within the range of approximately 250° to 325° C.
Claim 50
Dependent Claim 21 words
A melt processable wholly aromatic polyester according to claim 43 wherein moieties I, II and III are free of ring substitution.
Claim 51
Dependent Claim 79 words
A melt processable wholly aromatic polyester according to claim 43 wherein moiety I is present in a concentration of approximately 20 to 60 mole percent, moiety II is present in a concentration of approximately 20 to 60 mole percent, and moiety III is present in a concentration of approximately 15 to 40 mole percent, with the proviso that the total molar concentration of moieties I and II in said wholly aromatic polyester is approximately 50 to 85 mole percent.
Claim 52
Dependent Claim 15 words
A fiber which has been melt spun from the wholly aromatic polyester of claim 43.
Claim 53
Dependent Claim 15 words
A film which has been melt extruded from the wholly aromatic polyester of claim 43.
Claim 54
Dependent Claim 11 words
A molded article comprising the wholly aromatic polyester of claim 43.
Claim 55
Dependent Claim 27 words
A molding compound comprising the wholly aromatic polyester of claim 43 which incorporates approximately 1 to 60 percent by weight of a solid filler and/or reinforcing agent.

References Cited (Backward Citations)

US4337190A Cited
US4318841A Cited
US4359569A Cited
US4330457A Cited
US4393191A Cited
US4395513A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-02-13 1987-08-15 1988-02-14 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-02-13 1991-08-15 1992-02-14 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-02-13 1995-08-15 1996-02-14 $7700.00 Window Closed / Lapsed

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