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US4473681A Expired / Lapsed US ⏱️ 0.0 years remaining

Polyester urea capable of forming an anisotropic melt phase

Assignee: Celanese Corp
•
Filing: 1983-03-21
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Granted: 1984-09-25
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Expires: 2003-03-21
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Abstract

Abstract A novel melt processable polyester urea is provided which is capable of forming an anisotropic melt phase. Such polyester urea includes three essential moieties comprising (1) 6-oxy-2-naphthoyl moiety, (2) dicarboxyaryl urea moiety as defined herein, and (3) dioxyaryl moiety. Additional ester- and/or amide-forming moieties may be present in the polyester urea polymer chain so long as they do not destroy the anisotropic character of the polymer melt phase or unduly raise its melting temperature. The polyester urea is suitable for use in high performance applications, and may be used to form via melt processing industrial yarns, reinforcing fibers, films, and molded articles. The presence of the highly polar urea linkages in the polymer chain is believed to beneficially provide strong electron interactions between adjoining polymer chains and between the polyester urea and other materials, such as rubber matrices, dyes, etc.

Inventors

  • 👤 Anthony J. East

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 03:44
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/02; C08G63/60; C08G63/605; C08G63/68; C08G63/685

Claims Analysis

Total Claims: 29
Claim 1
Independent Claim 210 words
A melt processable wholly aromatic polyester urea capable of forming an anisotropic melt phase at a temperature below approximately 400° C. consisting essentially of the recurring moieties I, II, and III wherein: I is ##STR13## wherein the hydrogen atoms of the aromatic rings optionally may be replaced with 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 of the foregoing, II is ##STR14## where Y is selected from the group consisting of hydrogen, an alkyl group of 1 to 4 carbon atoms, phenyl, and mixtures of the foregoing, and III is a dioxyaryl moiety of the formula --O--Ar--O--, where Ar is a divalent radical comprising at least one aromatic ring, and wherein the hydrogen atoms of the aromatic rings optionally may be replaced with 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 of the foregoing, and wherein said polyester urea comprises approximately 5 to 90 mole percent of moiety I, approximately 5 to 47.5 mole percent of moiety II, and approximately 5 to 47.5 mole percent of moiety III.
Claim 2
Dependent Claim 210 words
A melt processable wholly aromatic polyester urea capable of forming an anisotropic melt phase at a temperature below approximately 400° C. consisting essentially of the recurring moieties I, II, and III wherein: I is ##STR13## wherein the hydrogen atoms of the aromatic rings optionally may be replaced with 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 of the foregoing, II is ##STR14## where Y is selected from the group consisting of hydrogen, an alkyl group of 1 to 4 carbon atoms, phenyl, and mixtures of the foregoing, and III is a dioxyaryl moiety of the formula --O--Ar--O--, where Ar is a divalent radical comprising at least one aromatic ring, and wherein the hydrogen atoms of the aromatic rings optionally may be replaced with 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 of the foregoing, and wherein said polyester urea comprises approximately 5 to 90 mole percent of moiety I, approximately 5 to 47.5 mole percent of moiety II, and approximately 5 to 47.5 mole percent of moiety III.
Claim 3
Dependent Claim 27 words
A melt processable wholly aromatic polyester urea according to claim 1 which is capable of forming an anisotropic melt phase at a temperature below approximately 370° C.
Claim 4
Dependent Claim 30 words
A melt processable wholly aromatic polyester urea according to claim 1 which is capable of undergoing melt processing at a temperature in the range of approximately 300° to 390° C.
Claim 5
Dependent Claim 35 words
A melt processable wholly aromatic polyester urea according to claim 1 which exhibits an inherent viscosity of at least 0.5 when dissolved in a concentration of 0.1 percent by weight in pentafluorophenol at 60° C.
Claim 6
Dependent Claim 35 words
A melt processable wholly aromatic polyester urea according to claim 1 which exhibits an inherent viscosity of at least 1.0 when dissolved in a concentration of 0.1 percent by weight in pentafluorophenol at 60° C.
Claim 7
Dependent Claim 26 words
A melt processable wholly aromatic polyester urea according to claim 1 wherein the aromatic rings of moieties I and III are substantially free of ring substitution.
Claim 8
Dependent Claim 16 words
A melt processable wholly aromatic polyester urea according to claim 1 wherein moiety II is ##STR15##
Claim 9
Dependent Claim 17 words
A melt processable wholly aromatic polyester urea according to claim 1 wherein moiety III is symmetrically disposed.
Claim 10
Dependent Claim 18 words
A melt processable wholly aromatic polyester urea according to claim 1 wherein the dioxyaryl moiety III is ##STR16##
Claim 11
Dependent Claim 22 words
A melt processable wholly aromatic polyester urea according to claim 1 which additionally includes up to 50 mole percent of p-oxybenzoyl moiety.
Claim 12
Dependent Claim 18 words
A fiber which has been melt spun from the melt processable wholly aromatic polyester urea of claim 1.
Claim 13
Dependent Claim 18 words
A film which has been melt extruded from the melt processable wholly aromatic polyester urea of claim 1.
Claim 14
Dependent Claim 14 words
A molded article comprising the melt processable wholly aromatic polyester urea of claim 1.
Claim 15
Dependent Claim 30 words
A molding compound comprising the melt processable wholly aromatic polyester urea of claim 1 which incorporates approximately 1 to 60 percent by weight of a solid filler and/or reinforcing agent.
Claim 16
Dependent Claim 211 words
A melt processable wholly aromatic polyester urea capable of forming an anisotropic melt phase at a temperature below approximately 400° C. consisting essentially of the recurring moieties I, II, and III wherein: I is ##STR17## wherein the hydrogen atoms of the aromatic rings optionally may be replaced with 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 of the foregoing, II is ##STR18## where Y is selected from the group consisting of hydrogen, an alkyl group of 1 to 4 carbon atoms, phenyl, and mixtures of the foregoing, and III is a symmetrical dioxyaryl moiety of the formula --O--Ar--O--, where Ar is a divalent radical comprising at least one aromatic ring, and wherein the hydrogen atoms of the aromatic rings optionally may be replaced with 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 of the foregoing, and wherein said polyester urea comprises approximately 20 to 80 mole percent of moiety I, approximately 10 to 40 mole percent of moiety II, and approximately 10 to 40 mole percent of moiety III.
Claim 17
Dependent Claim 211 words
A melt processable wholly aromatic polyester urea capable of forming an anisotropic melt phase at a temperature below approximately 400° C. consisting essentially of the recurring moieties I, II, and III wherein: I is ##STR17## wherein the hydrogen atoms of the aromatic rings optionally may be replaced with 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 of the foregoing, II is ##STR18## where Y is selected from the group consisting of hydrogen, an alkyl group of 1 to 4 carbon atoms, phenyl, and mixtures of the foregoing, and III is a symmetrical dioxyaryl moiety of the formula --O--Ar--O--, where Ar is a divalent radical comprising at least one aromatic ring, and wherein the hydrogen atoms of the aromatic rings optionally may be replaced with 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 of the foregoing, and wherein said polyester urea comprises approximately 20 to 80 mole percent of moiety I, approximately 10 to 40 mole percent of moiety II, and approximately 10 to 40 mole percent of moiety III.
Claim 18
Dependent Claim 27 words
A melt processable wholly aromatic polyester urea according to claim 15 which is capable of forming an anisotropic melt phase at a temperature below approximately 370° C.
Claim 19
Dependent Claim 30 words
A melt processable wholly aromatic polyester urea according to claim 15 which is capable of undergoing melt processing at a temperature in the range of approximately 320° to 390° C.
Claim 20
Dependent Claim 35 words
A melt processable wholly aromatic polyester urea according to claim 15 which exhibits an inherent viscosity of at least 0.5 when dissolved in a concentration of 0.1 percent by weight in pentafluorophenol at 60° C.
Claim 21
Dependent Claim 35 words
A melt processable wholly aromatic polyester urea according to claim 15 which exhibits an inherent viscosity of at least 1.0 when dissolved in a concentration of 0.1 percent by weight in pentafluorophenol at 60° C.
Claim 22
Dependent Claim 26 words
A melt processable wholly aromatic polyester urea according to claim 15 wherein the aromatic rings of moieties I and III are substantially free of ring substitution.
Claim 23
Dependent Claim 16 words
A melt processable wholly aromatic polyester urea according to claim 15 wherein moiety II is ##STR19##
Claim 24
Dependent Claim 30 words
A melt processable wholly aromatic polyester urea according to claim 15 wherein the symmetrical dioxyaryl moiety III is selected from the group consisting of ##STR20## and mixtures of the foregoing.
Claim 25
Dependent Claim 19 words
A melt processable wholly aromatic polyester urea according to claim 15 wherein the symmetrical dioxyaryl moiety III is ##STR21##
Claim 26
Dependent Claim 55 words
A melt processable wholly aromatic polyester urea according to claim 15 wherein moiety I is present in a concentration of approximately 40 to 80 mole percent, moiety II is present in a concentration of approximately 10 to 30 mole percent, and moiety III is present in a concentration of approximately 10 to 30 mole percent.
Claim 27
Dependent Claim 73 words
A melt processable wholly aromatic polyester urea capable of forming an anisotropic melt phase at a temperature below approximately 350° C. consisting essentially of the recurring moieties I, II, and III which are free of aromatic ring substitution wherein: ##STR22## wherein said polyester urea comprises approximately 40 to 80 mole percent of moiety I, approximately 10 to 30 mole percent of moiety II, and approximately 10 to 30 mole percent of moiety III.
Claim 28
Dependent Claim 73 words
A melt processable wholly aromatic polyester urea capable of forming an anisotropic melt phase at a temperature below approximately 350° C. consisting essentially of the recurring moieties I, II, and III which are free of aromatic ring substitution wherein: ##STR22## wherein said polyester urea comprises approximately 40 to 80 mole percent of moiety I, approximately 10 to 30 mole percent of moiety II, and approximately 10 to 30 mole percent of moiety III.
Claim 29
Dependent Claim 49 words
A melt processable wholly aromatic polyester urea according to claim 25 wherein moiety I is present in a concentration of approximately 70 mole percent, moiety II is present in a concentration of approximately 15 mole percent, and moiety III is present in a concentration of approximately 15 mole percent.

References Cited (Backward Citations)

US4219461A Cited
US4256624A Cited
US4330457A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-09-25 1988-03-26 1988-09-25 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-09-25 1992-03-26 1992-09-25 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-09-25 1996-03-26 1996-09-25 $7700.00 Window Closed / Lapsed

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