US4999418A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polyesters colored with the residue of heat stable anthraquinone compounds
Assignee: Eastman Chemical Co
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Filing: 1989-08-31
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Granted: 1991-03-12
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Expires: 2009-08-31
Abstract
Abstract Disclosed are colored polyester compositions comprising a polyester having reacted therewith or copolymerized therein at least one residue of an anthraquinone compound having the formula ##STR1## wherein AQ is the residue of a 9,10-anthraquinone radical; R 1 and R 2 are the same or different and are unsubstituted or substituted alkyl, cycloalkyl or aryl; X is a group reactive with at least one of the functional groups of the monomers from which the polyester is prepared; and n is 1 or 2. The described anthraquinone compounds possess improved thermal stability and thus are not decomposed at the high temperatures at which polyesters are prepared. Also disclosed are shaped articles, particularly containers, fabricated from the colored polyester compositions.
Inventors
- 👤 James J. Krutak
- 👤 Max A. Weaver
- 👤 Clarence A. Coates, Jr.
- 👤 Samuel D. Hilbert
- 👤 Wayne P. Pruett
- 👤 William W. Parham
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 03:28
CPC Classifications
C; C08; C08G; C08G63/00; C09; C09B; C09B1/00; C09B1/16; C09B1/20; C09B1/26; C08G63/68; C08G63/685; C08G63/6854; C08G63/6856; C09B69/00; C09B69/10; C09B69/101
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
91 words
A colored polyester composition comprising extrusion, molding and fiber grade polyester having reacted therewith or copolymerized therein about 1 to 5,000 ppm of the residue of one or more anthraquinone compounds having the formula ##STR27## wherein AQ is the residue of a 9,10-anthraquinone radical; R 1 and R 2 are the same or different and are unsubstituted or substituted alkyl, cycloalkyl or aryl; X is a group reactive with at least one of the functional groups of the monomers from which the polyester is prepared; and n is 1 or 2.
Claim 2
Dependent Claim
91 words
A colored polyester composition comprising extrusion, molding and fiber grade polyester having reacted therewith or copolymerized therein about 1 to 5,000 ppm of the residue of one or more anthraquinone compounds having the formula ##STR27## wherein AQ is the residue of a 9,10-anthraquinone radical; R 1 and R 2 are the same or different and are unsubstituted or substituted alkyl, cycloalkyl or aryl; X is a group reactive with at least one of the functional groups of the monomers from which the polyester is prepared; and n is 1 or 2.
Claim 3
Dependent Claim
120 words
A colored polyester composition according to claim 1 comprising an extrusion or molding grade polyester having an inherent viscosity of about 0.4 to 1.2 comprised of 75 to 100 mole percent terephthalic or 2,6-naphthalenedicarboxylic acid residues and from about 75 to 100 mole percent ethylene glycol residues having reacted therewith about 1 to 5000 ppm of the residue of one or more anthraquinone compounds having the formula ##STR28## wherein AQ is the residue of a 9,10-anthraquinone radical; R 1 and R 2 are the same or different and are lower alkyl; and X is hydroxy, carboxy, amino, alkyl amino or an ester group having the formula ##STR29## wherein R 9 is an unsubstituted or substituted alkyl, cycloalkyl or aryl radical.
Claim 4
Dependent Claim
94 words
A colored polyester composition according to claim 2 comprising an extrusion or molding grade polyester having an inherent viscosity of about 0.65 to 0.85 comprised of (1) poly(ethylene terephthalate), (2) poly(ethylene terephthalate) w herein up to about 5 mole percent of the ethylene glycol residues have been replaced with residues derived from 1,4-cyclohexanedimethanol, or (3) poly(ethylene 2,6-naphthalenedicarboxylate) having reacted therewith about 100 to 1,000 ppm of the residue of one or more anthraquinone compounds having the formula ##STR30## wherein R 1 and R 2 each is methyl and X is hydroxy or lower alkanoyloxy.
Claim 5
Dependent Claim
129 words
A colored polyester composition according to claim 1 comprising an extrusion or molding grade polyester having an inherent viscosity of about 0.65 to 0.85 comprised of (1) poly(ethylene terephthalate), (2) poly(ethylene terephthalate) wherein up to about 5 mole percent of the ethylene glycol residues have been replaced with residues derived from 1,4-cyclohexanedimethanol, or (3) poly(ethylene 2,6-naphthalenedicarboxylate) having copolymerized therein about 100 to 1,000 ppm of the residue of one or more anthraquinone compounds having the formula ##STR31## wherein AQ is the residue of a 9,10-anthraquinone radical; R 1 and R 2 are the same or different and are lower alkyl; and X is hydroxy, carboxy, amino, alkyl amino or an ester group having the formula ##STR32## wherein R 9 is an unsubstituted or substituted alkyl, cycloalkyl or aryl radical.
Claim 6
Dependent Claim
93 words
A colored polyester composition according to claim 4 comprising an extrusion or molding grade polyester having an inherent viscosity of about 0.65 to 0.85 comprised of (1) poly(ethylene terephthalate), (2) poly(ethylene terephthalate) wherein up to about 5 mole percent of the ethylene glycol residues have been replaced with residues derived from 1,4-cyclohexanedimethanol, (3) or poly(ethylene 2,6-naphthalenedicarboxylate) having reacted therewith about 100 to 1,000 ppm of the residue of one or more anthraquinone compounds having the formula ##STR33## wherein R 1 and R 2 each is methyl and X is hydroxy or lower alkanoyloxy.
Claim 7
Dependent Claim
79 words
A colored polyester composition according to claim 1 comprising an extrusion or molding grade polyester having copolymerized therein about 1 to 5,000 ppm of the residue of one or more anthraquinone compounds having the formula ##STR34## wherein R 1 and R 2 are the same or different and are unsubstituted or substituted alkyl, cycloalkyl or aryl; and X is a group reactive with at least one of the functional groups of the monomers from which the polyester is prepared.
Claim 8
Dependent Claim
103 words
A colored polyester composition according to claim 6 comprising an extrusion or molding grade polyester having an inherent viscosity of about 0.4 to 1.2 comprised of 75 to 100 mole percent terephthalic or 2,6-naphthalenedicarboxylic acid residues and from about 75 to 100 mole percent ethylene glycol residues having copolymerized therein about 100 to 1,000 ppm of the anthraquinone compound, wherein R 1 and R 2 are the same or different and are lower alkyl; and X is hydroxy, carboxy, amino, alkyl amino or an ester group having the formula ##STR35## wherein R 9 is an unsubstituted or substituted alkyl, cycloalkyl or aryl radical.
Claim 9
Dependent Claim
84 words
A colored polyester composition according to claim 6 comprising an extrusion or molding grade polyester having an inherent viscosity of about 0.65 to 0.85 comprised of (1) poly(ethylene terephthalate), (2) poly(ethylene terephthalate) wherein up to about 5 mole percent of the ethylene glycol residues have been replaced with residues derived from 1,4-cyclohexanedimethanol, or (3) poly(ethylene 2,6-naphthalenedicarboxylate) having copolymerized therein about 100 to 1,000 ppm of the anthraquinone compound wherein R 1 and R 2 each is methyl and X is hydroxy or lower alkanoyloxy.
Claim 10
Dependent Claim
78 words
A colored polyester composition according to claim 1 comprising extrusion or molding grade polyester having copolymerized therein about 1 to 5,000 ppm of the residue of one or more anthraquinone compounds having the formula ##STR36## wherein R 1 and R 2 are the same or different and are unsubstituted or substituted alkyl, cycloalkyl or aryl; and X is a group reactive with at least one of the functional groups of the monomers from which the polyester is prepared.
Claim 11
Dependent Claim
103 words
A colored polyester composition according to claim 9 comprising an extrusion or molding grade polyester having an inherent viscosity of about 0.4 to 1.2 comprised of 75 to 100 mole percent terephthalic or 2,6-naphthalenedicarboxylic acid residues and from about 75 to 100 mole percent ethylene glycol residues having copolymerized therein about 100 to 1,000 ppm of the anthraquinone compound, wherein R 1 and R 2 are the same or different and are lower alkyl; and X is hydroxy, carboxy, amino, alkyl amino or an ester group having the formula ##STR37## wherein R 9 is an unsubstituted or substituted alkyl, cycloalkyl or aryl radical.
Claim 12
Dependent Claim
84 words
A colored polyester composition according to claim 9 comprising an extrusion or molding grade polyester having an inherent viscosity of about 0.65 to 0.85 comprised of (1) poly(ethylene terephthalate), (2) poly(ethylene terephthalate) wherein up to about 5 mole percent of t-he ethylene glycol residues have been replaced with residues derived from 1,4-cyclohexanedimethanol, or (3) poly(ethylene 2,6-naphthalenedicarboxylate) having copolymerized therein about 100 to 1,000 ppm of the anthraquinone compound wherein R 1 and R 2 each is methyl and X is hydroxy or lower alkanoyloxy.
Claim 13
Dependent Claim
79 words
A colored polyester composition according to claim 1 comprising extrusion, molding and fiber grade polyester having copolymerized therein about 1 to 5,000 ppm of the residue of one or more anthraquinone compounds having the formula ##STR38## wherein R 1 and R 2 are the same or different and are unsubstituted or substituted alkyl, cycloalkyl or aryl; and X is a group reactive with at least one of the functional groups of the monomers from which the polyester is prepared.
Claim 14
Dependent Claim
103 words
A colored polyester composition according to claim 12 comprising an extrusion or molding grade polyester having an inherent viscosity of about 0.4 to 1.2 comprised of 75 to 100 mole percent terephthalic or 2,6-naphthalenedicarboxylic acid residues and from about 75 to 100 mole percent ethylene glycol residues having copolymerized therein about 100 to 1000 ppm of the anthraquinone compound, wherein R 1 and R 2 are the same or different and are lower alkyl; and X is hydroxy, carboxy, amino, alkyl amino or an ester group having the formula ##STR39## wherein R 9 is an unsubstituted or substituted alkyl, cycloalkyl or aryl radical.
Claim 15
Dependent Claim
84 words
A colored polyester composition according to claim 12 comprising an extrusion or molding grade polyester having an inherent viscosity of about 0.65 to 0.85 comprised of (1) poly(ethylene terephthalate), (2) poly(ethylene terephthalate) wherein up to about 5 mole percent of the ethylene glycol residues have been replaced with residues derived from 1,4-cyclohexanedimethanol, or (3) poly(ethylene 2,6-naphthalenedicarboxylate) having copolymerized therein about 100 to 1,000 ppm of the anthraquinone compound wherein R 1 and R 2 each is methyl and X is hydroxy o lower alkanoyloxy.
Claim 16
Dependent Claim
12 words
A shaped article fabricated of the colored polyester composition of claim 1.
Claim 17
Dependent Claim
16 words
The shaped article of claim 14 wherein the article is a film, sheet material or container.
Claim 18
Dependent Claim
95 words
A container fabricated from a colored polyester composition comprising extrusion, molding and fiber grade polyester having reacted therewith or copolymerized therein about 1 to 5,000 ppm of the residue of one or more anthraquinone compounds having the formula ##STR40## wherein AQ is the residue of a 9,10-anthraquinone radical; R 1 and R 2 are the same or different and are unsubstituted or substituted alkyl, cycloalkyl or aryl; X is a group reactive with at least one of the functional groups of the monomers from which the polyester is prepared; and n is 1 and 2.
Claim 19
Dependent Claim
95 words
A container fabricated from a colored polyester composition comprising extrusion, molding and fiber grade polyester having reacted therewith or copolymerized therein about 1 to 5,000 ppm of the residue of one or more anthraquinone compounds having the formula ##STR40## wherein AQ is the residue of a 9,10-anthraquinone radical; R 1 and R 2 are the same or different and are unsubstituted or substituted alkyl, cycloalkyl or aryl; X is a group reactive with at least one of the functional groups of the monomers from which the polyester is prepared; and n is 1 and 2.
Claim 20
Dependent Claim
12 words
A container fabricated from the colored polyester composition defined in claim 6.
Claim 21
Dependent Claim
12 words
A container fabricated from the colored polyester composition defined in claim 9.
Claim 22
Dependent Claim
12 words
A container fabricated from the colored polyester composition defined in claim 12.
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) | 1994-03-11 | 1994-09-10 | 1995-03-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-03-11 | 1998-09-10 | 1999-03-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-03-11 | 2002-09-10 | 2003-03-12 | $7700.00 | Window Closed / Lapsed |