Amber polyester compositions for packaging food and beverages
AssigneeEastman Chemical Company
InventorsMax Allen Weaver, Horst Clauberg, Samuel David Hilbert, Dale Milton Blakely, Sara Stanley Wells
Life of this patent
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Abstract
Disclosed are amber polyester compositions suitable for packaging food and beverages wherein the compositions significantly absorbs light of wavelengths shorter than about 550 nm which is achieved by a combination of several colorants, most of which are copolymerized into the polyester.
Claims8
A molding grade amber composition comprising a thermoplastic polyester having copolymerized therein or reacted therewith residues of at least two compounds of formula I, at least one compound of formula II, and at least one compound of formula III:
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- wherein:
- R is selected from hydrogen, fluorine, chlorine, bromine, trifluoromethyl, C1-C6-alkyl and C1-C6-alkoxy;
- R1 and R2 are independently selected from C1-C8-alkyl;
- C1-C8-alkyl substituted with one or two groups selected from hydroxy, cyano, C1-C6-alkoxy, (OCH2CH2)1-3—O C1-C6-alkoxy, carboxy, halogen, C5-C7-cycloalkyl, C2-C6-alkoxycarbonyl, C2-C6-alkanoyloxy, aroyloxy, C2-C6-alkoxycarbonyloxy, heteroarylthio, aryloxy, arylthio, N-arylcarbamyloxy and aryl;
- C3-C8-alkenyl;
- C5-C7-cycloalkyl;
- aryl;
- R1 and R2 in combination may be a single group such as pentamethylene, ethyleneoxyethylene or ethylenesulfonylethylene;
- R1 and (R)n in combination may be a trimethylene group optionally substituted with one or two C1-C8-alkyl groups which with the benzene ring to which R is attached forms a 1,2,3,4-tetrahydroquinoline radical;
- or R1 may represent the radical:
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- wherein P and Q are defined below;
- P and Q are independently selected from cyano, aryl, C2-C6-alkoxycarbonyl, C1-C6-alkylsulfonyl, arylsulfonyl, carbamyl, N—C1-C6-alkylcarbamyl, N-arylcarbamyl and heteroaryl;
- R3 is selected from hydrogen, C1-C6-alkyl, C1-C6-alkoxy, aryl, cyclohexyl, aryloxy, arylthio, C2-C6-alkoxycarbonyl, trifluoromethyl, hydroxy, C2-C6-alkanoyl-amino, aroylamino and halogen;
- Y is selected from hydrogen, C1-C6-alkyl, aryl, C5-C7-cycloalkyl, —CH2-1,4-cyclohexylene—CH2OH, (CH2CH2O)1-2 CH2CH2OH;
- C3-C7-alkenyl, and furfuryl;
- R4 is selected from hydrogen, C1-C6-alkyl, C1-C6-alkoxy or halogen;
- R5 is selected from hydrogen or one of the groups which Y may represent;
- m is 1, 2, or 3;
- and n is 1 or 2;
- provided that at least one polyester reactive group be present on the compound of formulas I, II and III;
- and wherein the concentration of the copolymerized compounds is sufficient that a film of the polyester composition having a thickness of from about 25 to 1016 microns (about 1 to 40 mil) transmits no more than an average of about 3% of ultraviolet and visible light over the wavelength range from about 300 to 450 nm, no more visible light than an average of about 7% over the 450 to 500 nm wavelength range and no more visible light than an average of about 15% over the range of from about 500 to 550 nm;
- and wherein about 50-200 ppm of copper phthalocyanin e blue colorant is admixed in the thermoplastic polyester.
The composition of claim I wherein compounds of Formula I correspond to the structures wherein:
- (1) R1 and R2 are methyl or ethyl, (R)n is hydrogen and P and Q are C2-C6-alkoxycarbonyl and (2) R1 and R2 are selected from methyl, ethyl, n-propyl, 2-hydroxyethyl, 2-cyanoethyl, —CH2C6H5, —CH2C6H4-4—CO2C1-C6 alkyl and 2—C2-C6 alkanoyloxyethyl, P is cyano, and Q is C2-C6-alkoxycarbonyl;
- the compounds of Formula II which correspond to the structures wherein Y is hydrogen, methyl or 2-hydroxyethyl and (R3)m is hydrogen or one or two groups selected from methyl, methoxy and chlorine;
- the compounds of Formula III correspond to the structures wherein (R4)n is hydrogen and R5 is hydrogen or C1-C6 alkyl.
A thermopastic, amber, molding composition comprising a polyester having an inherent viscosity of about 0.6 to 0.9 dL/g comprising:
- (1) diacid residues comprised of at least about 85 mole percent terephthalic acid residues, 2,6-naphthalenedicarboxylic acid residues, or a mixture of terephthalic acid and 2,6-naphthalenedicarboxylic acid residues;
- and
- (2) diol residues comprising at least about 50 mole percent, preferably at least 85 mole percent, ethylene glycol residues;
- having copolymerized therein or reacted therewith:
- (1) about 115to 4500 ppm of residues of a compound of formula I:
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- wherein R1 and R2 are methyl or ethyl;
- and P and Q are selected from C2-C6-alkoxylcarbonyl, C1-C6-alkylsulfonyl, arylsulfonyl, carbamyl, N—C1-C6-alkyl-carbamyl, N-arylcarbamyl and heteroaryl;
- (2) about 190 to 7500 ppm of residues of a compound of formula I:
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- wherein R is hydrogen or methyl;
- R1 and R2 are selected from methyl, ethyl, n-propyl, 2-hydroxyethyl, 2-chloroethyl, 2-cyanoethyl, —CH2C6H5, —CH2C6H4-4—CO2 C1-C6-alkyl and 2—C2-C6-alkanoyloxyethyl;
- P is cyano;
- and Q is selected from C2-C6-alkoxylcarbonyl, C1-C6-alkylsulfonyl, arylsulfonyl, carbamyl, N—C1-C6-alkylcarbamyl, N-arylcarbamyl and heteroaryl;
- (3) about 565 to 22,500 ppm of residues of a compound of formula II:
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- wherein Y is hydrogen, methyl, ethyl or 2-hydroxyethyl;
- R3 is selected from hydrogen, methyl, methoxy and chlorine;
- and m is 1 or 2;
- (4) about 300 to 12,000 ppm of residues of a compound of formula III:
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- wherein R5 is hydrogen or C1-C6-alkyl;
- and
- (5) and having admixed therein about 50-1800 ppm of copper phthalocyanine blue colorant.
Dependencies are inferred from the claim text.