Polyester compositions
AssigneeEastman Chemical Company
InventorsJason Clay Pearson, Douglas Stephens McWilliams, Gether Irick, Jr., Max Allen Weaver
Life of this patent
Estimating the term…
Abstract
Disclosed are polymer compositions comprising: (A) at least one polyester prepared by the reaction of at least one diol with at least one dicarboxylic acid or dialkyl ester thereof in the presence of a metallic catalyst; and (B) at least one salt prepared from the reaction of one or more acidic phosphorus-containing compounds and one or more basic organic compounds which contain nitrogen. The polyester compositions exhibit improved color, especially when used as a component of a polyester/polycarbonate blend. Also disclosed are polymer compositions comprising a polycarbonate in combination with components (A) and (B).
Claims46
A polymer composition comprising:
- (A) at least one polyester prepared by the reaction of at least one diol with at least one dicarboxylic acid or dialkyl ester thereof in the presence of a metallic catalyst;
- (B) at least one salt prepared by the reaction of one or more acidic phosphorus-containing compounds with one or more basic organic compounds which contain nitrogen;
- and
- wherein said one or more basic organic compounds are hindered amine light stabilizers (HALS).
A polymer composition comprising:
- (A) at least one polyester comprising:
- (1) diacid residues comprising at least 50 mole percent terephthalic acid residues;
- and
- (2) diol residues comprising at least 50 mole percent of ethylene glycol residues, cyclohexanedimethanol residues, or a mixture thereof;
- and contains from about 10 to about 200 ppmw of at least one of Ti, Co or Mn residues, wherein the total of the diacid residues is equal to 100 mole percent and the total of the diol residues also is equal to 100 mole percent;
- and
- (B) about 0.01 to about 0.25 weight percent based on the total weight of the composition of at least one salt prepared by the reaction of one or more phosphorus-containing compounds selected from the group consisting of phosphorus acid, phosphoric acid and polyphosphoric acid with one or more basic organic compounds which contain nitrogen,
- wherein said one or more basic organic compounds are hindered amine light stabilizers (HALS) having one of the following formulas:
- wherein
- R1 and R2 are independently selected from the group consisting of hydrogen, C1-C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, substituted C3-C8-cycloalkyl, heteroaryl, and aryl;
- R3 and R4 are independently selected from the group consisting of hydrogen, C1-C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, and substituted C3-C8-cycloalkyl wherein at least one of R3 and R4 is a substituent other than hydrogen;
- R3 and R4 collectively represent a divalent group forming a ring with the nitrogen atom to which they are attached;
- R6, R7, R8, and R9 are independently selected from the group consisting of hydrogen, C1-C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, substituted C3-C8-cycloalkyl, heteroaryl, and aryl;
- R10 is selected from the group consisting of hydrogen, —OR6, C1-C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, and substituted C3-C8-cycloalkyl;
- R11 is selected from the group consisting of hydrogen, C1-C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, substituted C3-C8-cycloalkyl, heteroaryl, aryl, —Y1 —R3 and a succinimido group having the formula
- L1 is a divalent linking group selected from the group consisting of C2-C22-alkylene, —(CH2CH2—Y1)1-3—CH2CH2—, C3-C8-cycloalkylene, arylene, and —CO-L2-OC—;
- L2 is selected from the group consisting of C1-C22-alkylene, arylene, —(CH2CH2—Y1) 1-3—CH2CH2— and C3-C8-cycloalkylene;
- Y1 is selected from the group consisting of —OC(O)—, —NHC(O)—, —O—, —S—, and —N(R1)—;
- Y2 is —O— or —N(R1)—;
- Z is a positive integer of up to about 20;
- m1 is an integer from 0 to about 10;
- n1 is a positive integer selected from 2 to about 12;
- and
- the ratio of the number of phosphorus atoms in the acidic phosphorus-containing compound to the number of basic nitrogen atoms in the basic organic compound is about 0.05 to about 2.
A polymer composition comprising:
- (A) at least one polyester having an inherent viscosity of about 0.4 to 1.2 dL/g measured at 25° C. in a 60/40 ratio by weight of phenol/tetrachloroethane and comprises
- (1) diacid residues comprising at least 50 mole percent terephthalic acid residues;
- and
- (2) diol residues comprising at least 50 mole percent of ethylene glycol residues, cyclohexanedimethanol residues, or a mixture thereof;
- and contains from about 10 to about 200 ppmw of at least one of Ti, Co or Mn residues, wherein the total of the diacid residues is equal to 100 mole percent and the total of the diol residues also is equal to 100 mole percent;
- and
- (B) about 0.01 to about 0.25 weight percent based on the total weight of the composition of at least one salt prepared by the reaction of phosphorous acid with one or more basic organic compounds which contain nitrogen,
- wherein said one or more basic organic compounds are hindered amine light stabilizers (HALS) having one of the following the formulas:
- wherein
- R1 and R2 are independently selected from the group consisting of hydrogen, C1-C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, substituted C3-C8-cycloalkyl, heteroaryl, and aryl;
- R3 and R4 are independently selected from the group consisting of hydrogen, C1-C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, and substituted C3-C8-cycloalkyl wherein at least one of R3 and R4 is a substituent other than hydrogen;
- R3 and R4 collectively represent a divalent group forming a ring with the nitrogen atom to which they are attached;
- R6, R7, R8, and R9 are independently selected from the group consisting of hydrogen, C1-C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, substituted C3-C8-cycloalkyl, heteroaryl, and aryl;
- R10 is selected from the group consisting of hydrogen and C1-C22-alkyl;
- L1 is a divalent linking group selected from the group consisting of C2-C22-alkylene, —(CH2CH2—Y1)1-3—CH2CH2—, C3-C8-cycloalkylene, arylene, and —CO-L2-OC—;
- L2 is selected from the group consisting of C1-C22-alkylene, arylene, —(-CH2CH2—Y) 1-3—CH2CH2— and C3-C8-cycloalkylene;
- Y1 is selected from the group consisting of —OC(O)—, —NHC(O)—, —O—, —S—, and —N(R1)—;
- Y2 is —O— or —N(R1)—;
- Z is a positive integer of up to about 6;
- m1 is an integer from 0 to about 10;
- n1 is a positive integer from 2 to about 12;
- and the ratio of the number of phosphorus atoms in the acidic phosphorus-containing compound to the number of basic nitrogen atoms in the basic organic compound is about 0.05 to about 2.
A polymer composition comprising:
- (A) at least one polyester having an inherent viscosity of about 0.4 to 1.2 dL/g measured at 25° C. in a 60/40 ratio by weight of phenol/tetrachloroethane and comprises:
- (1) diacid residues comprising at least 50 mole percent terephthalic acid residues;
- and
- (2) diol residues comprising at least 50 mole percent of ethylene glycol residues, cyclohexanedimethanol residues, or a mixture thereof;
- and contains about 10 to 200 ppmw of at least one of Ti, Co or Mn residues,
- wherein the total of the diacid residues is equal to 100 mole percent and the total of the diol residues also is equal to 100 mole percent;
- and
- (B) about 0.01 to about 0.25 weight percent based on the total weight of the composition of at least one salt prepared by the reaction of phosphorous acid with a basic organic compound,
- wherein said basic organic compound is a hindered amine light stabilizer (HALS) having the formula:
- wherein
- R3 and R4 are independently selected from the group consisting of hydrogen, C1-C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, and substituted C3-C8-cycloalkyl wherein at least one of R3 and R4 is a substituent other than hydrogen;
- R3 and R4 collectively represent a divalent group forming a ring with the nitrogen atom to which they are attached;
- R6, R7, R8, and R9 are independently selected from the group consisting of hydrogen, C1-C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, substituted C3-C8-cycloalkyl, heteroaryl, and aryl;
- R10 is selected from the group consisting of hydrogen and C1-C22-alkyl;
- L1 is a divalent linking group selected from the group consisting of C2-C22-alkylene, —(CH2CH2—Y1)1-3—CH2CH2—, C3-C8-cycloalkylene, arylene, and —CO-L2-OC—;
- L2 is selected from the group consisting of C1-C22-alkylene, arylene, —(CH2CH2—Y1) 1-3—CH2CH2— and C3-C8-cycloalkylene;
- Y1 is selected from the group consisting of —OC(O)—, —NHC(O)—, —O—, —S—, and —N(R1)—;
- and
- Z is a positive integer of up to about 6.
A polymer composition comprising:
- (A) at least one polyester prepared by the reaction of at least one diol with at least one dicarboxylic acid or dialkyl ester thereof in the presence of a metallic catalyst;
- (B) at least one salt prepared by the reaction of one or more acidic phosphorus-containing compounds with one or more basic organic compounds which contain nitrogen;
- and
- (C) a polycarbonate,
- wherein said one or more basic organic compounds are hindered amine light stabilizers (HALS).
A polymer composition comprising:
- (A) at least one polyester comprising:
- (1) diacid residues comprising at least 50 mole percent terephthalic acid residues;
- and
- (2) diol residues comprising at least 50 mole percent of ethylene glycol residues, cyclohexanedimethanol residues, or a mixture thereof;
- and contains about 10 to 200 ppmw of at least one of Ti, Co and Mn residues,
- wherein the total of the diacid residues is equal to 100 mole percent and the total of the diol residues also is equal to 100 mole percent;
- and
- (B) about 0.01 to about 0.25 weight percent based on the total weight of the composition of at least one salt prepared by the reaction of one or more acidic phosphorus-containing compounds selected from the group consisting of phosphorous acid, phosphoric acid and polyphosphoric acid with one or more basic organic compounds which contain nitrogen,
- wherein said one or more basic organic compounds are hindered amine light stabilizers (HALS) having one of the following formulas:
- wherein
- R1 and R2 are independently is selected from the group consisting of hydrogen, C1-C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, substituted C3-C8-cycloalkyl, heteroaryl, and aryl;
- R3 and R4 are independently selected from the group consisting of hydrogen, C1-C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, and substituted C3-C8-cycloalkyl wherein at least one of R3 and R4 is a substituent other than hydrogen;
- R3 and R4 collectively represent a divalent group forming a ring with the nitrogen atom to which they are attached;
- R6, R7, R8, and R9 are independently selected from the group consisting of hydrogen, C1-C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, substituted C3-C8-cycloalkyl, heteroaryl, and aryl;
- R10 is selected from the group consisting of hydrogen, —OR6, C1-C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, and substituted C3-C8-cycloalkyl;
- R11 is hydrogen, C1-C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, substituted C3-C8-cycloalkyl, heteroaryl, aryl, —Y1—R3 or a succinimido group having the formula
- L1 is a divalent linking group selected from the group consisting of C2-C22-alkylene, —(CH2CH2—Y1)1-3—CH2CH2—, C3-C8-cycloalkylene, arylene, and —CO-L2-OC—;
- L2 is selected from the group consisting of C1-C22-alkylene, arylene, —(CH2CH2—Y1) 1-3—CH2CH2— and C3-C8-cycloalkylene;
- Y1 is selected from the group consisting of —OC(O)—, —NHC(O)—, —O—, —S—, and —N(R1)—;
- Y2 is —O— or —N(R1)—;
- Z is a positive integer of up to about 20;
- m1 is an integer from 0 to about 10;
- n1 is a positive integer from 2 to about 12;
- and the ratio of the number of phosphorus atoms in the acidic phosphorus-containing compound to the number of basic nitrogen atoms in the basic organic compound is about 0.05 to about 2;
- and
- (C) a polycarbonate, wherein the weight ratio of polyester component (A) to polycarbonate component (C) is about 75:25 to about 25:75.
A polymer composition comprising:
- (A) at least one polyester having an inherent viscosity of about 0.4 to 1.2 dL/g measured at 25° C. in a 60/40 ratio by weight of phenol/tetrachloroethane and comprises:
- (1) diacid residues comprising at least 50 mole percent terephthalic acid residues;
- and
- (2) diol residues comprising at least 50 mole percent of ethylene glycol residues, cyclohexanedimethanol residues, or a mixture thereof;
- and contains about 10 to 200 ppmw of at least one of Ti, Co or Mn residues,
- wherein the total of the diacid residues is equal to 100 mole percent and the total of the diol residues also is equal to 100 mole percent;
- and
- (B) about 0.01 to about 0.25 weight percent based on the total weight of the corn position of at least one salt prepared by the reaction of phosphorous acid with one or more basic organic compounds which contain nitrogen,
- wherein said one or more basic organic compounds are hindered amine light stabilizers (HALS) having one of the following formulas:
- wherein
- R1 and R2 are independently selected from the group consisting of hydrogen, C1-C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, substituted C3-C8-cycloalkyl, heteroaryl, and aryl;
- R3 and R4 are independently selected from the group consisting of hydrogen, C1-C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, and substituted C3-C8-cycloalkyl wherein at least one of R3 and R4 is a substituent other than hydrogen;
- R3 and R4 collectively represent a divalent group forming a ring with the nitrogen atom to which they are attached;
- R6, R7, R8, and R9 are independently selected from the group consisting of hydrogen, C1-C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, substituted C3-C8-cycloalkyl, heteroaryl, and aryl;
- R10 is selected from the group consisting of hydrogen and C1-C22-alkyl;
- L1 is a divalent linking group selected from the group consisting of C2-C22-alkylene, —(CH2CH2—Y1 )1-3—CH2CH2—, C3-C8-cycloalkylene, arylene, and —CO-L2-OC—;
- L2 is selected from the group consisting of C1-C22-alkylene, arylene, —(CH2CH2—Y1) 1-2—CH2CH2— and C3-C8-cycloalkylene;
- Y1 is selected from the group consisting of —OC(O)—, —NHC(O)—, —O—, —S—, and —N(R1)—;
- Y2 is —O— or —N(R1)—;
- Z is a positive integer of up to about 6;
- m1 is an integer from 0 to about 10;
- n1 is a positive integer from 2 to about 12;
- and the ratio of the number of phosphorus atoms in the acidic phosphorus-containing compound to the number of basic nitrogen atoms in the basic organic compound is about 0.05 to about 2;
- and
- (C) a polycarbonate, wherein the weight ratio of polyester component (A) to polycarbonate component (C) is about 75:25 to about 25:75.
A polymer composition comprising:
- (A) at least one polyester having an inherent viscosity of about 0.4 to 1.2 dL/g measured at 25° C. in a 60/40 ratio by weight of phenol/tetrachloroethane and comprises:
- (1) diacid residues comprising at least 50 mole percent terephthalic acid residues;
- and
- (2) diol residues comprising at least 50 mole percent of ethylene glycol residues, cyclohexanedimethanol residues, or a mixture thereof;
- and contains about 10 to 200 ppmw of at least one of Ti, Co or Mn residues, wherein the total of the diacid residues is equal to 100 mole percent and the total of the diol residues also is equal to 100 mole percent;
- and
- (B) about 0.01 to about 0.25 weight percent based on the total weight of the composition of at least one salt prepared by the reaction of phosphorous acid with a basic organic compound,
- wherein said basic organic compound is a hindered amine light stabilizer (HALS) having the formula:
- wherein
- R3 and R4 are independently selected from the group consisting of hydrogen, C1- C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, and substituted C3-C8-cycloalkyl wherein at least one of R3 and R4 is a substituent other than hydrogen;
- R3 and R4 collectively represent a divalent group forming a ring with the nitrogen atom to which they are attached;
- R6, R7, R8, and R9 are independently selected from the group consisting of hydrogen, C1-C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, substituted C3-C8-cycloalkyl, heteroaryl, and aryl;
- R10 is selected from the group consisting of hydrogen and alkyl;
- L1 is a divalent linking group selected from the group consisting of C2-C22-alkylene, —(CH2CH2—Y1)1-3—CH2CH2—, C3-C8-cycloalkylene, arylene, and —CO-L2-OC—;
- L2 is selected from the group consisting of C1-C22-alkylene, arylene, —(CH2CH2—Y1) 1-3—CH2CH2— and C3-C8-cycloalkylene;
- Y1 is selected from the group consisting of —OC(O)—, —NHC(O)—, —O—, —S—, and —N(R1)—;
- and
- Z is a positive integer of up to about 6;
- and
- (C) a bisphenol A polycarbonate, wherein the weight ratio of polyester component (A) to polycarbonate component (C) is about 75:25 to about 25:75.
A polymer concentrate comprising:
- (A) at least one polyester prepared by the reaction of at least one diol with at least one dicarboxylic acid or dialkyl ester thereof in the presence of a metallic catalyst;
- and
- (B) up to about 10 weight percent, based on the total weight of the polyester, of at least one salt prepared by the reaction of one or more acidic phosphorus-containing compounds and one or more basic organic compounds which contain nitrogen,
- wherein said one or more basic organic compounds are hindered amine light stabilizers (HALS).
A polymer composition comprising:
- (A) at least one polyester comprising:
- (1) diacid residues comprising at least 40 mole percent terephthalic acid residues;
- and
- (2) diol residues comprising from 52 to 75 mole percent of 1,4-cyclohexanedimethanol residues and 25 to 48 mole percent of ethylene glycol;
- wherein the total mole percent of the diacid residues is equal to 100 mole percent and the total mole percent of the diol residues is also equal to 100 mole percent;
- (B) at least one salt prepared by the reaction of one or more acidic phosphorus-containing compounds selected from the group consisting of phosphorous acid, phosphoric acid and polyphosphoric acid with one or more basic organic compounds which contain nitrogen,
- wherein said one or more basic organic compounds are hindered amine light stabilizers (HALS) having one of the following formulas:
- wherein
- R1 and R2 are independently is selected from the group consisting of hydrogen, C1-C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, substituted C3-C8-cycloalkyl, heteroaryl, and aryl;
- R3 and R4 are independently selected from the group consisting of hydrogen, C1-C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, and substituted C3-C8-cycloalkyl wherein at least one of R3 and R4 is a substituent other than hydrogen;
- R3 and R4 collectively represent a divalent group forming a ring with the nitrogen atom to which they are attached;
- R6, R7, R8, and R9 are independently selected from the group consisting of hydrogen, C1-C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, substituted C3-C8-cycloalkyl, heteroaryl, and aryl;
- R10 is selected from the group consisting of hydrogen, —OR6, C1-C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, and substituted C3-C8-cycloalkyl;
- R11 is hydrogen, C1-C22-alkyl, substituted C1-C22-alkyl, C3-C8-cycloalkyl, substituted C3-C8-cycloalkyl, heteroaryl, aryl, —Y1—R3 or a succinimido group having the formula
- L1 is a divalent linking group selected from the group consisting of C2-C22-alkylene, —(CH2CH2—Y1)1-3—CH2CH2—, C3-C8-cycloalkylene, arylene, and —CO-L2-OC—;
- L2 is selected from the group consisting of C1-C22-alkylene, arylene, —(CH2CH2—Y1) 1-3—CH2CH2— and C3-C8-cycloalkylene;
- Y1 is selected from the group consisting of —OC(O)—, —NHC(O)—, —O—, —S—, and —N(R1)—;
- Y2 is —O— or —N(R1)—;
- Z is a positive integer of up to about 20;
- m1 is an integer from 0 to about 10;
- n1 is a positive integer from 2 to about 12;
- and the ratio of the number of phosphorus atoms in the acidic phosphorus-containing compound to number of basic nitrogen atoms in the basic organic compound is about 0.05 to about 2.
Dependencies are inferred from the claim text.