Patent US4978365A successfully refreshed from Google Patents.
US4285852A
Expired / Lapsed
US
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Anisotropic wholly aromatic polyester derived from 4-hydroxy-4'-carboxy azobenzene and process for preparation
Assignee: Celanese Corp
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Filing: 1980-01-04
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Granted: 1981-08-25
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Expires: 2000-01-04
Abstract
Abstract A wholly aromatic polyester capable of forming an anisotropic melt is prepared which is derived from 4-hydroxy-4'-carboxy azobenzene or its halogen, lower alkyl or lower alkoxy derivatives. Additional aryl moieties, such as those derived from aromatic hydroxy acids (e.g., p-hydroxybenzoic acid, 6-hydroxy-2-naphthoic acid), or an aromatic diol (e.g., hydroquinone) in combination with an aromatic diacid (e.g., terephthalic acid), may be included with the moiety derived from 4-hydroxy-4'-carboxy azobenzene. The polyester is preferably prepared by the melt polymerization of the esterified (e.g., acetylated) monomer or monomers (as described). The polyester may be melt processed into fibers, films or other shaped articles which may include conventional filler materials and/or reinforcing agents.
Inventors
- 👤 Anthony J. East
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 02:06
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/02; C08G63/60; C08G63/605; C08G63/68; C08G63/685; C08G63/6852
Claims Analysis
Total Claims: 51
Claim 1
Independent Claim
65 words
A wholly aromatic polyester capable of forming an anisotropic melt comprising the recurring unit: ##STR13## which may include substitution of at least one hydrogen atom present upon an aromatic ring with said optional substitution if present being selected from the group consisting of an alkyl radical of 1 to 4 carbon atoms, an alkoxy radical of 1 to 4 carbon atoms, halogen, and mixtures thereof.
Claim 2
Dependent Claim
65 words
A wholly aromatic polyester capable of forming an anisotropic melt comprising the recurring unit: ##STR13## which may include substitution of at least one hydrogen atom present upon an aromatic ring with said optional substitution if present being selected from the group consisting of an alkyl radical of 1 to 4 carbon atoms, an alkoxy radical of 1 to 4 carbon atoms, halogen, and mixtures thereof.
Claim 3
Dependent Claim
82 words
A wholly aromatic polyester capable of forming an anisotropic melt in accordance with claim 1 which includes a recurring unit selected from the group consisting of: ##STR14## and mixtures thereof, which may include substitution of at least one hydrogen atom present upon an aromatic ring with said optional substitution if present being selected from the group consisting of an alkyl radical of 1 to 4 carbon atoms, an alkoxy radical of 1 to 4 carbon atoms, halogen, and mixtures of the foregoing.
Claim 4
Dependent Claim
111 words
A wholly aromatic polyester capable of forming an anisotropic melt in accordance with claim 1 which includes at least one symmetrical dioxy aryl moiety of the formula --O-Ar-O--and at least one symmetrical dicarboxy aryl moiety of the formula ##STR15## wherein Ar in each instance can be independently selected and is a divalent radical comprising at least one aromatic ring which may include substitution of at least one hydrogen atom present upon an aromatic ring with said optional substitution if present being selected from the group consisting of an alkyl radical of 1 to 4 carbon atoms, an alkoxy radical of 1 to 4 carbon atoms, halogen, and mixtures of the foregoing.
Claim 5
Dependent Claim
24 words
A wholly aromatic polyester in accordance with claim 1 which is capable of forming an anisotropic melt at a temperature below approximately 350° C.
Claim 6
Dependent Claim
24 words
A wholly aromatic polyester in accordance with claim 1 which is capable of forming an anisotropic melt at a temperature below approximately 320° C.
Claim 7
Dependent Claim
24 words
A wholly aromatic polyester in accordance with claim 1 which is capable of forming an anisotropic melt at a temperature below approximately 300° C.
Claim 8
Dependent Claim
34 words
A wholly aromatic polyester in accordance with claim 1 which exhibits an inherent viscosity of at least 0.5 dl./g. when dissolved in a concentration of 0.1 percent by weight in pentafluorophenol at 60° C.
Claim 9
Dependent Claim
34 words
A wholly aromatic polyester in accordance with claim 1 which exhibits an inherent viscosity of at least 1.0 dl./g. when dissolved in a concentration of 0.1 percent by weight in pentafluorophenol at 60° C.
Claim 10
Dependent Claim
40 words
The wholly aromatic polyester capable of forming an anisotropic melt in accordance with claim 1 which includes from approximately 1 to 60 percent by weight of a solid filler and/or reinforcing agent based on the total weight of the polyester.
Claim 11
Dependent Claim
15 words
A fiber which has been melt spun from the wholly aromatic polyester of claim 1.
Claim 12
Dependent Claim
15 words
A film which has been melt extruded from the wholly aromatic polyester of claim 1.
Claim 13
Dependent Claim
11 words
A molded article comprising the wholly aromatic polyester of claim 1.
Claim 14
Dependent Claim
117 words
A wholly aromatic polyester capable of forming an anisotropic melt at a temperature below approximately 350° C. consisting essentially of the recurring moieties I and II, which may include substitution of at least one hydrogen atom present upon an aromatic ring wherein: I is ##STR16## and II is selected from the group consisting of ##STR17## and mixtures thereof, with said optional substitution if present being selected from the group consisting of an alkyl radical of 1 to 4 carbon atoms, an alkoxy radical of 1 to 4 carbon atoms, halogen, and mixtures thereof, and wherein said polyester comprises approximately 20 to 80 mole percent of moiety I and approximately 20 to 80 mole percent of moiety II.
Claim 15
Dependent Claim
117 words
A wholly aromatic polyester capable of forming an anisotropic melt at a temperature below approximately 350° C. consisting essentially of the recurring moieties I and II, which may include substitution of at least one hydrogen atom present upon an aromatic ring wherein: I is ##STR16## and II is selected from the group consisting of ##STR17## and mixtures thereof, with said optional substitution if present being selected from the group consisting of an alkyl radical of 1 to 4 carbon atoms, an alkoxy radical of 1 to 4 carbon atoms, halogen, and mixtures thereof, and wherein said polyester comprises approximately 20 to 80 mole percent of moiety I and approximately 20 to 80 mole percent of moiety II.
Claim 16
Dependent Claim
24 words
A wholly aromatic polyester in accordance with claim 13 which is capable of forming an anisotropic melt at a temperature below approximately 320° C.
Claim 17
Dependent Claim
24 words
A wholly aromatic polyester in accordance with claim 13 which is capable of forming an anisotropic melt at a temperature below approximately 300° C.
Claim 18
Dependent Claim
14 words
A wholly aromatic polyester in accordance with claim 13 wherein moiety II is: ##STR18##
Claim 19
Dependent Claim
14 words
A wholly aromatic polyester in accordance with claim 13 wherein moiety II is: ##STR19##
Claim 20
Dependent Claim
28 words
A wholly aromatic polyester in accordance with claim 13 which consist essentially of approximately 50 mole percent of moiety I and approximately 50 mole percent of moiety II.
Claim 21
Dependent Claim
34 words
A wholly aromatic polyester in accordance with claim 13 which exhibits an inherent viscosity of at least 0.5 dl./g. when dissolved in a concentration of 0.1 percent by weight in pentafluorophenol at 60° C.
Claim 22
Dependent Claim
34 words
A wholly aromatic polyester in accordance with claim 13 which exhibits an inherent viscosity of at least 1.0 dl./g. when dissolved in a concentration of 0.1 percent by weight in pentafluorophenol at 60° C.
Claim 23
Dependent Claim
40 words
The wholly aromatic polyester capable of forming an anisotropic melt in accordance with claim 13 which includes from approximately 1 to 60 percent by weight of a solid filler and/or reinforcing agent based on the total weight of the polyester.
Claim 24
Dependent Claim
15 words
A fiber which has been melt spun from the wholly aromatic polyester of claim 13.
Claim 25
Dependent Claim
15 words
A film which has been melt extruded from the wholly aromatic polyester of claim 13.
Claim 26
Dependent Claim
11 words
A molded article comprising the wholly aromatic polyester of claim 13.
Claim 27
Dependent Claim
165 words
A wholly aromatic polyester capable of forming an anisotropic melt at a temperature below approximately 350° C. consisting essentially of the recurring moieties I, II, and III, which may include substitution of at least one hydrogen atom present upon an aromatic ring wherein: I is ##STR20## II is at least one symmetrical dioxy aryl moiety of the formula --O-Ar-O-- wherein Ar is a divalent radical comprising at least one aromatic ring, and III is at least one symmetrical dicarboxy aryl moiety of the formula ##STR21## wherein Ar is a divalent radical comprising at least one aromatic ring, with said optional substitution if present being selected from the group consisting of an alkyl radical of 1 to 4 carbon atoms, an alkoxy radical of 1 to 4 carbon atoms, halogen, and mixtures thereof, and wherein said polyester comprises approximately 30 to 70 mole percent of moiety I, approximately 15 to 35 mole percent of moiety II, and approximately 15 to 35 mole percent of moiety III.
Claim 28
Dependent Claim
165 words
A wholly aromatic polyester capable of forming an anisotropic melt at a temperature below approximately 350° C. consisting essentially of the recurring moieties I, II, and III, which may include substitution of at least one hydrogen atom present upon an aromatic ring wherein: I is ##STR20## II is at least one symmetrical dioxy aryl moiety of the formula --O-Ar-O-- wherein Ar is a divalent radical comprising at least one aromatic ring, and III is at least one symmetrical dicarboxy aryl moiety of the formula ##STR21## wherein Ar is a divalent radical comprising at least one aromatic ring, with said optional substitution if present being selected from the group consisting of an alkyl radical of 1 to 4 carbon atoms, an alkoxy radical of 1 to 4 carbon atoms, halogen, and mixtures thereof, and wherein said polyester comprises approximately 30 to 70 mole percent of moiety I, approximately 15 to 35 mole percent of moiety II, and approximately 15 to 35 mole percent of moiety III.
Claim 29
Dependent Claim
24 words
A wholly aromatic polyester in accordance with claim 25 which is capable of forming an anisotropic melt at a temperature below approximately 320° C.
Claim 30
Dependent Claim
24 words
A wholly aromatic polyester in accordance with claim 25 which is capable of forming an anisotropic melt at a temperature below approximately 300° C.
Claim 31
Dependent Claim
29 words
A wholly aromatic polyester in accordance with claim 25 wherein said symmetrical dioxy aryl moiety II is selected from the group consisting of: ##STR22## and mixtures of the foregoing.
Claim 32
Dependent Claim
29 words
A wholly aromatic polyester in accordance with claim 25 wherein said symmetrical dicarboxy aryl moiety III is selected from the group consisting of: ##STR23## and mixtures of the foregoing.
Claim 33
Dependent Claim
14 words
A wholly aromatic polyester in accordance with claim 25 wherein moiety II is ##STR24##
Claim 34
Dependent Claim
14 words
A wholly aromatic polyester in accordance with claim 25 wherein moiety III is ##STR25##
Claim 35
Dependent Claim
35 words
A wholly aromatic polyester in accordance with claim 25 which consists essentially of approximately 60 mole percent of moiety I, approximately 20 mole percent of moiety II, and approximately 20 mole percent of moiety III.
Claim 36
Dependent Claim
34 words
A wholly aromatic polyester in accordance with claim 25 which exhibits an inherent viscosity of at least 0.5 dl./g. when dissolved in a concentration of 0.1 percent by weight in pentafluorophenol at 60° C.
Claim 37
Dependent Claim
34 words
A wholly aromatic polyester in accordance with claim 25 which exhibits an inherent viscosity of at least 1.0 dl./g. when dissolved in a concentration of 0.1 percent by weight in pentafluorophenol at 60° C.
Claim 38
Dependent Claim
40 words
The wholly aromatic polyester capable of forming an anisotropic melt in accordance with claim 25 which includes from approximately 1 to 60 percent by weight of a solid filler and/or reinforcing agent based on the total weight of the polyester.
Claim 39
Dependent Claim
15 words
A fiber which has been melt spun from the wholly aromatic polyester of claim 25.
Claim 40
Dependent Claim
15 words
A film which has been melt extruded from the wholly aromatic polyester of claim 25.
Claim 41
Dependent Claim
11 words
A molded article comprising the wholly aromatic polyester of claim 25.
Claim 42
Dependent Claim
146 words
A process for preparing a wholly aromatic polyester capable of forming an anisotropic melt comprising: (a) esterifying the hydroxyl portion of a monomer having the formula: ##STR26## which may include substitution of at least one hydrogen atom present upon an aromatic ring with said optional substitution is present being selected from the group consisting of an alkyl radical of 1 to 4 carbon atoms, an alkoxy radical of 1 to 4 carbon atoms, halogen, and mixtures thereof; (b) heating said esterified monomer to a temperature of from approximately 200° to 300° C. for from approximately 1 to 4 hours; (c) reducing the reaction pressure to within the range from approximately 0.1 to about 5 mm. Hg and maintaining the temperature within the range of from approximately 275° to 340° C. for from approximately 15 to 90 minutes while at said pressure; and (d) recovering the polyester.
Claim 43
Dependent Claim
146 words
A process for preparing a wholly aromatic polyester capable of forming an anisotropic melt comprising: (a) esterifying the hydroxyl portion of a monomer having the formula: ##STR26## which may include substitution of at least one hydrogen atom present upon an aromatic ring with said optional substitution is present being selected from the group consisting of an alkyl radical of 1 to 4 carbon atoms, an alkoxy radical of 1 to 4 carbon atoms, halogen, and mixtures thereof; (b) heating said esterified monomer to a temperature of from approximately 200° to 300° C. for from approximately 1 to 4 hours; (c) reducing the reaction pressure to within the range from approximately 0.1 to about 5 mm. Hg and maintaining the temperature within the range of from approximately 275° to 340° C. for from approximately 15 to 90 minutes while at said pressure; and (d) recovering the polyester.
Claim 44
Dependent Claim
27 words
A process for preparing a wholly aromatic polyester capable of forming an anisotropic melt in accordance with claim 39 wherein said monomer is acetylated in step (a).
Claim 45
Dependent Claim
47 words
A process for preparing a wholly aromatic polyester capable of forming an anisotropic melt in accordance with claim 39 wherein the hydroxyl portion of the additional monomer ##STR27## is esterified and said additional monomer is provided with the esterified monomer identified in step (a) during step (b).
Claim 46
Dependent Claim
25 words
A process for preparing a wholly aromatic polyester capable of forming an anisotropic melt in accordance with claim 41 wherein said additional monomer is acetylated.
Claim 47
Dependent Claim
47 words
A process for preparing a wholly aromatic polyester capable of forming an anisotropic melt in accordance with claim 39 wherein the hydroxyl portion of the additional monomer ##STR28## is esterified and said additional monomer is provided with the esterified monomer identified in step (a) during step (b).
Claim 48
Dependent Claim
25 words
A process for preparing a wholly aromatic polyester capable of forming an anisotropic melt in accordance with claim 43 wherein said additional monomer is acetylated.
Claim 49
Dependent Claim
106 words
A process for preparing a wholly aromatic polyester in accordance with claim 39 wherein the additional monomers HO--Ar--OH in esterified form and ##STR29## are provided with the esterified monomer of step (a) in step (b), wherein Ar may be independently selected in each instance and is a symmetrical divalent radical comprising at least one aromatic ring which may include substitution of at least one hydrogen atom present upon an aromatic ring with said optional substitution if present being selected from the group consisting of an alkyl radical of 1 to 4 carbon atoms, an alkoxy radical of 1 to 4 carbon atoms, halogen and mixtures thereof.
Claim 50
Dependent Claim
23 words
A process for preparing a wholly aromatic polyester in accordance with claim 45 wherein each esterified monomer present in step (b) is acetylated.
Claim 51
Dependent Claim
33 words
A process for preparing a wholly aromatic polyester capable of forming an anisotropic melt in accordance with claim 39 wherein steps (b) and (c) are carried out in the substantial absence of oxygen.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-08-24 | 1985-02-23 | 1985-08-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-08-24 | 1989-02-23 | 1989-08-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-08-24 | 1993-02-23 | 1993-08-25 | $7700.00 | Window Closed / Lapsed |