TREA

Certain polyester compositions which comprise cyclobutanediol, cyclohexanedimethanol, and high trans-cyclohexanedicarboxylic acid

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Information

  • Patent Application
  • 20070232778
  • Publication Number
    20070232778
  • Date Filed
    February 14, 2007
    18 years ago
  • Date Published
    October 04, 2007
    17 years ago
Information
Abstract
Described as one aspect of the invention are polyester compositions comprising at least one polyester which comprises:
Description
Claims
  • 1. A polyester composition comprising at least one polyester which comprises: (A) a dicarboxylic acid component comprising: i) 70 to 100 mole % of cyclohexanedicarboxylic acid residues or an ester thereof comprising: (a) 70 to 98 mole % trans-cyclohexanedicarboxylic acid residues or an ester thereof; and(b) 2 to 30 mole % cis-cyclohexanedicarboxylic acid residues or an ester thereof;ii) 0 to 30 mole % of aliphatic dicarboxylic acid residues, other than cyclohexanedicarboxylic acid residues, having up to 16 carbon atoms or esters thereof, other than cyclohexanedicarboxylic acid residues,; andiii) 0 to 10 mole % of aromatic dicarboxylic acid residues having up to 20 carbon atoms; and(B) a glycol component comprising:i) 1 to 99 mole % of 2,2,4,4-tetramethyl-1,3-cyclobutanediol residues; andii) 1 to 99 mole % of cyclohexanedimethanol residues;
  • 2. The polyester composition of claim 1, wherein the inherent viscosity of said polyester is from 0.5 to 1.2 dL/g.
  • 3. The polyester composition of claim 1, wherein the inherent viscosity of said polyester is from 0.35 to 1.0 dL/g.
  • 4. The polyester composition of claim 1, wherein the inherent viscosity of said polyester is from 0.35 to 0.75 dL/g.
  • 5. The polyester composition of claim 1, wherein the inherent viscosity of said polyester is from 0.40 to 0.90 dL/g.
  • 6. The polyester composition of claim 1, wherein the inherent viscosity of said polyester is from greater than 0.42 to 0.80 dL/g.
  • 7. The polyester composition of claim 1, wherein the inherent viscosity of said polyester is from 0.5 to 0.8 dL/g.
  • 8. The polyester composition of claim 1, wherein the inherent viscosity of said polyester is from 0.6 to 0.8 dL/g.
  • 9. The polyester composition of claim 1, wherein the inherent viscosity of said polyester is from 0.60 to 0.72 dL/g.
  • 10. The polyester composition of claim 1, wherein the inherent viscosity of said polyester is from 0.65 to 0.75 dL/g.
  • 11. The polyester composition of claim 1, wherein the inherent viscosity of said polyester is from 0.68 to 0.85 dL/g.
  • 12. The polyester composition of claim 1, wherein the inherent viscosity of said polyester is from greater than 0.70 up to 0.85 dL/g.
  • 13. The polyester composition of claim 1, wherein the inherent viscosity of said polyester is from 0.72 to 0.85 dL/g.
  • 14. The polyester composition of claim 1, wherein the inherent viscosity of said polyester is from 0.75 to 0.85 dL/g.
  • 15. The polyester composition of claim 1, wherein the inherent viscosity of said polyester is from 0.74 to 0.8 dL/g.
  • 16. The polyester composition of claim 1, wherein said polyester has a Tg of 66 to 120° C.
  • 17. The polyester composition of claim 1, wherein said polyester has a Tg of 80 to 120° C.
  • 18. The polyester composition of claim 1, wherein said polyester has a Tg of 90 to 110° C.
  • 19. The polyester composition of claim 1, wherein the glycol component of said polyester comprises 1 to 80 mole % 2,2,4,4-tetramethyl-1,3-cyclobutanediol and 20 to 99 mole % 1,4-cyclohexanedimethanol.
  • 20. The polyester composition of claim 1, wherein the glycol component of said polyester comprises 50 to 90 mole % 2,2,4,4-tetramethyl-1,3-cyclobutanediol and 10 mole % to 50 mole % 1,4-cyclohexanedimethanol.
  • 21. The polyester composition of claim 1, wherein the glycol component of said polyester comprises 60 to 80 mole % 2,2,4,4-tetramethyl-1,3-cyclobutanediol and 20 to 40 mole % 1,4-cyclohexanedimethanol.
  • 22. The polyester composition of claim 1, wherein the glycol component of said polyester comprises 65 to 75 mole % 2,2,4,4-tetramethyl-1,3-cyclobutanediol and 25 to 35 mole % 1,4-cyclohexanedimethanol.
  • 23. The polyester composition of claim 1, wherein the glycol component of said polyester comprises 40 to 85 mole % 2,2,4,4-tetramethyl-1,3-cyclobutanediol and 15 to 60 mole % 1,4-cyclohexanedimethanol.
  • 24. The polyester composition of claim 1, wherein the glycol component of said polyester comprises 40 to 80 mole % 2,2,4,4-tetramethyl-1,3-cyclobutanediol and 20 to 60 mole % 1,4-cyclohexanedimethanol.
  • 25. The polyester composition of claim 1, wherein the glycol component of said polyester comprises 45 to 80 mole % 2,2,4,4-tetramethyl-1,3-cyclobutanediol and 20 to 55 mole % 1,4-cyclohexanedimethanol.
  • 26. The polyester composition of claim 1, wherein the glycol component of said polyester comprises 50 to 80 mole % 2,2,4,4-tetramethyl-1,3-cyclobutanediol and 20 to 50 mole % 1,4-cyclohexanedimethanol.
  • 27. The polyester composition of claim 1, wherein the dicarboxylic acid component comprises 0.01 to 10 mole % of aromatic dicarboxylic acid residues.
  • 28. The polyester composition of claim 1, wherein the dicarboxylic acid component comprises 0.05 to 10 mole % of aromatic dicarboxylic acid residues.
  • 29. The polyester composition of claim 1, wherein the dicarboxylic acid component comprises 0.1 to 10 mole % of aromatic dicarboxylic acid residues.
  • 30. The polyester composition of claim 1, wherein the dicarboxylic acid component comprises 0.01 to 5 mole % of aromatic dicarboxylic acid residues.
  • 31. The polyester composition of claim 1, wherein the dicarboxylic acid component comprises 0.1 to 5 mole % of aromatic dicarboxylic acid residues.
  • 32. The polyester composition of claim 1, wherein the dicarboxylic acid component comprises 1 to 5 mole % of aromatic dicarboxylic acid residues.
  • 33. The polyester composition of claim 1, wherein the dicarboxylic acid component comprises aromatic dicarboxylic acids chosen from terephthalic acid residues, isophthalic acid residues, naphthalenedicarboxylic acid residues, or esters thereof or mixtures thereof.
  • 34. The polyester composition of claim 1, wherein the dicarboxylic acid component comprises aliphatic dicarboxylic acids chosen from at least one of malonic acid residues, succinic acid residues, glutaric acid residues, adipic acid residues, suberic acid residues, azelaic acid residues, sebacic acid residues or esters thereof or mixtures thereof.
  • 35. The polyester composition of claim 1, wherein the dicarboxylic acid component comprises aliphatic dicarboxylic acids chosen from at least one of adipic acid residues, succinic acid residues, or esters thereof or mixtures thereof.
  • 36. The polyester composition claim 1 wherein said polyester comprises ethylene glycol, 1,3-propanediol residues, 1,4-butanediol residues, or mixtures thereof.
  • 37. The polyester composition claim 1 wherein said polyester comprises ethylene glycol.
  • 38. The polyester composition of claim 1, wherein said cyclohexanedicarboxylic acid residues are a mixture comprising 80 to 98 mole % of trans-cyclohexanedicarboxylic acid and 2 to 20 mole % of cis-cyclohexanedicarboxylic acid.
  • 39. The polyester composition of claim 1, wherein said cyclohexanedicarboxylic acid residues are a mixture comprising 90 to 98 mole % of trans-cyclohexanedicarboxylic acid and 2 to 10 mole % of cis-cyclohexanedicarboxylic acid.
  • 40. The polyester composition of claim 1, wherein said cyclohexanedicarboxylic acid residues are a mixture comprising 92 to 98 mole % of trans-cyclohexanedicarboxylic acid and 2 to 8 mole % of cis-cyclohexanedicarboxylic acid.
  • 41. The polyester composition of claim 1, wherein said cyclohexanedicarboxylic acid residues is a mixture comprising 95 to 98 mole % of trans-cyclohexanedicarboxylic acid and 2 to 5 mole % of cis-cyclohexanedicarboxylic acid.
  • 42. The polyester composition of claim 1, wherein said cyclohexanedicarboxylic acid residues are a mixture comprising 78 to 87 mole % of trans-cyclohexanedicarboxylic acid and 13 to 22 mole % of cis-cyclohexanedicarboxylic acid.
  • 43. The polyester composition of any of claims 38-42 wherein said cyclohexanedicarboxylic acid residues are derived from 1,4-cyclohexanedicarboxylic acid or esters thereof.
  • 44. The polyester composition of claim 1, wherein said polyester composition comprises at least one polymer chosen from at least one of the following: nylons; polyesters other than those of claim 1; polyamides; polystyrene; polystyrene copolymers; styrene acrylonitrile copolymers; acrylonitrile butadiene styrene copolymers; poly(methylmethacrylate); acrylic copolymers; poly(ether-imides); polyphenylene oxides); or poly(phenylene oxide)/polystyrene blends; polyphenylene sulfides; polyphenylene sulfide/sulfones; poly(ester-carbonates); polycarbonates; polysulfones; polysulfone ethers; and poly(ether-ketones) of aromatic dihydroxy compounds; or mixtures thereof.
  • 45. The polyester composition of claim 1, wherein said polyester composition comprises at least one polycarbonate.
  • 46. The polyester composition of claim 1, wherein said polyester comprises residues of at least one branching agent for said polyester.
  • 47. The polyester composition of claim 1, wherein said polyester comprises at least one branching agent residue in an amount of 0.01 to 5 weight % based on the total weight of the polyester.
  • 48. The polyester composition of claim 1, wherein said polyester has a crystallization half-time of greater than 5 minutes at 170° C.
  • 49. The polyester composition of claim 1, wherein said polyester composition has a density of 1.05 to 1.2 g/ml at 23° C.
  • 50. The polyester composition of claim 1, wherein said polyester composition comprises at least one phosphorus compound.
  • 51. The polyester composition of claim 1, wherein said polyester composition comprises at least one tin compound.
  • 52. The polyester composition of claim 1, wherein said polyester compositions comprises at least one titanium compound and one tin compound.
  • 53. The polyester composition of claim 1, wherein said polyester has a notched Izod impact strength of at least 5 ft-lbs/in at 23° C. according to ASTM D256 with a 10-mil notch in a ⅛-inch thick bar.
  • 54. An article of manufacture comprising the polyester composition of claim 1, comprising a film or sheet.
  • 55. An article of manufacture comprising the polyester composition of claim 1, comprising multi-sheets.
  • 56. The polyester composition of claim 54 wherein said film or sheet is incorporated into at least one of the following: building and construction materials, auto panels, and optical media.
  • 57. A polyester composition comprising at least one polyester which comprises: (A) a dicarboxylic acid component comprising: i) 70 to 100 mole % of cyclohexanedicarboxylic acid residues or an ester thereof comprising: (a) 80 to 98 mole % trans-cyclohexanedicarboxylic acid residues or an ester thereof and(b) 2 to 20 mole % cis-cyclohexanedicarboxylic acid residues or an ester thereof;ii) 0 to 30 mole % of aliphatic dicarboxylic acid residues, other than cyclohexanedicarboxylic acid residues, having up to 16 carbon atoms or esters thereof, other than cyclohexanedicarboxylic acid residues, or esters thereof; andiii) 0 to 10 mole % of aromatic dicarboxylic acid residues having up to 20 carbon atoms; and(B) a glycol component comprising: i) 50 to 90 mole % of 2,2,4,4-tetramethyl-1,3-cyclobutanediol residues; andii) 10 to 50 mole % of 1,4-cyclohexanedimethanol residues, 1,3-cyclohexanedimethanol residues, 1,2-cyclohexanedimethanol residues or esters thereof or mixtures thereof,
  • 58. A polyester composition comprising at least one polyester which comprises: (A) a dicarboxylic acid component comprising: i) 70 to 100 mole % of cyclohexanedicarboxylic acid residues or an ester thereof comprising: (a) 80 to 98 mole % trans-cyclohexanedicarboxylic acid residues or an ester thereof and(b) 2 to 20 mole % cis-cyclohexanedicarboxylic acid residues or an ester thereof;ii) 0 to 30 mole % of aliphatic dicarboxylic acid residues, other than cyclohexanedicarboxylic acid residues, having up to 16 carbon atoms or esters thereof, other than cyclohexanedicarboxylic acid residues, or esters thereof; andiii) 0 to 10 mole % of aromatic dicarboxylic acid residues having up to 20 carbon atoms; and(B) a glycol component comprising: i) 50 to 90 mole % of 2,2,4,4-tetramethyl-1,3-cyclobutanediol residues; andii) 10 to 50 mole % of 1,4-cyclohexanedimethanol residues, 1,3-cyclohexanedimethanol residues, 1,2-cyclohexanedimethanol residues or esters thereof or mixtures thereof,
  • 59. A polyester composition comprising at least one polyester which comprises: (A) a dicarboxylic acid component comprising: i) 70 to 100 mole % of cyclohexanedicarboxylic acid residues or an ester thereof comprising: (a) 80 to 98 mole % trans-cyclohexanedicarboxylic acid residues or an ester thereof and(b) 2 to 20 mole % cis-cyclohexanedicarboxylic acid residues or an ester thereof;ii) 0 to 30 mole % of aliphatic dicarboxylic acid residues, other than cyclohexanedicarboxylic acid residues, having up to 16 carbon atoms or esters thereof, other than cyclohexanedicarboxylic acid residues, or esters thereof; andiii) 0 to 10 mole % of aromatic dicarboxylic acid residues having up to 20 carbon atoms; and(B) a glycol component comprising: i) 65 to 75 mole % of 2,2,4,4-tetramethyl-1,3-cyclobutanediol residues; andii) 10 to 50 mole % of 1,4-cyclohexanedimethanol residues, 1,3-cyclohexanedimethanol residues, 1,2-cyclohexanedimethanol residues or esters thereof or mixtures thereof,
  • 60. A polyester composition comprising at least one polyester which comprises: (A) a dicarboxylic acid component comprising: i) 70 to 100 mole % of cyclohexanedicarboxylic acid residues or an ester thereof comprising: (a) 80 to 98 mole % trans-cyclohexanedicarboxylic acid residues or an ester thereof and(b) 2 to 20 mole % cis-cyclohexanedicarboxylic acid residues or an ester thereof;ii) 0 to 30 mole % of aliphatic dicarboxylic acid residues, other than cyclohexanedicarboxylic acid residues, having up to 16 carbon atoms or esters thereof, other than cyclohexanedicarboxylic acid residues, or esters thereof; andiii) 0 to 10 mole % of aromatic dicarboxylic acid residues having up to 20 carbon atoms; and(B) a glycol component comprising: i) 65 to 75 mole % of 2,2,4,4-tetramethyl-1,3-cyclobutanediol residues; andii) 25 to 35 mole % of 1,4-cyclohexanedimethanol residues, 1,3-cyclohexanedimethanol residues, 1,2-cyclohexanedimethanol residues or esters thereof or mixtures thereof,
  • 61. A thermoplastic article comprising: a first layer comprising a polymeric material; anda protective layer comprising at least one of the polyesters of any of claims 1, 57, 58 and 59;optionally, at least one antioxidant as described herein, andoptionally, at least one ultraviolet light absorbing compound.
  • 62. The thermoplastic article of claim 61 wherein said antioxidant is a phenolic antioxidant.
  • 63. A thermoplastic article comprising: a first layer comprising a polymeric material; anda protective layer comprising at least one of the polyesters of any of claims 1, 57, 59 and 61;optionally, at least one hindered amine light stabilizer as described herein, andoptionally, at least one ultraviolet light absorbing compound.
Provisional Applications (5)
Number Date Country
60786572 Mar 2006 US
60786596 Mar 2006 US
60786547 Mar 2006 US
60786571 Mar 2006 US
60786598 Mar 2006 US