CA2601309A1 - Transparent polymer blends and articles prepared therefrom - Google Patents

Transparent polymer blends and articles prepared therefrom Download PDF

Info

Publication number
CA2601309A1
CA2601309A1 CA 2601309 CA2601309A CA2601309A1 CA 2601309 A1 CA2601309 A1 CA 2601309A1 CA 2601309 CA2601309 CA 2601309 CA 2601309 A CA2601309 A CA 2601309A CA 2601309 A1 CA2601309 A1 CA 2601309A1
Authority
CA
Canada
Prior art keywords
residues
acid
mole percent
composition
component
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CA 2601309
Other languages
French (fr)
Other versions
CA2601309C (en
Inventor
Wesley Raymond Hale
Thomas Joseph Pecorini
Spencer Allen Gilliam
Marcus David Shelby
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Eastman Chemical Co
Original Assignee
Eastman Chemical Company
Wesley Raymond Hale
Thomas Joseph Pecorini
Spencer Allen Gilliam
Marcus David Shelby
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Eastman Chemical Company, Wesley Raymond Hale, Thomas Joseph Pecorini, Spencer Allen Gilliam, Marcus David Shelby filed Critical Eastman Chemical Company
Publication of CA2601309A1 publication Critical patent/CA2601309A1/en
Application granted granted Critical
Publication of CA2601309C publication Critical patent/CA2601309C/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/02—Elements
    • C08K3/08—Metals
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00—Polymer mixtures characterised by other features
    • C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00—Polymer mixtures characterised by other features
    • C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
    • C08L77/02—Polyamides derived from omega-amino carboxylic acids or from lactams thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
    • C08L77/06—Polyamides derived from polyamines and polycarboxylic acids
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/13—Hollow or container type article [e.g., tube, vase, etc.]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/13—Hollow or container type article [e.g., tube, vase, etc.]
    • Y10T428/1334—Nonself-supporting tubular film or bag [e.g., pouch, envelope, packet, etc.]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/13—Hollow or container type article [e.g., tube, vase, etc.]
    • Y10T428/1352—Polymer or resin containing [i.e., natural or synthetic]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/13—Hollow or container type article [e.g., tube, vase, etc.]
    • Y10T428/1352—Polymer or resin containing [i.e., natural or synthetic]
    • Y10T428/1355—Elemental metal containing [e.g., substrate, foil, film, coating, etc.]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/13—Hollow or container type article [e.g., tube, vase, etc.]
    • Y10T428/1352—Polymer or resin containing [i.e., natural or synthetic]
    • Y10T428/1355—Elemental metal containing [e.g., substrate, foil, film, coating, etc.]
    • Y10T428/1359—Three or more layers [continuous layer]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/13—Hollow or container type article [e.g., tube, vase, etc.]
    • Y10T428/1352—Polymer or resin containing [i.e., natural or synthetic]
    • Y10T428/1379—Contains vapor or gas barrier, polymer derived from vinyl chloride or vinylidene chloride, or polymer containing a vinyl alcohol unit
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/13—Hollow or container type article [e.g., tube, vase, etc.]
    • Y10T428/1352—Polymer or resin containing [i.e., natural or synthetic]
    • Y10T428/1379—Contains vapor or gas barrier, polymer derived from vinyl chloride or vinylidene chloride, or polymer containing a vinyl alcohol unit
    • Y10T428/1383—Vapor or gas barrier, polymer derived from vinyl chloride or vinylidene chloride, or polymer containing a vinyl alcohol unit is sandwiched between layers [continuous layer]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/13—Hollow or container type article [e.g., tube, vase, etc.]
    • Y10T428/1352—Polymer or resin containing [i.e., natural or synthetic]
    • Y10T428/139—Open-ended, self-supporting conduit, cylinder, or tube-type article
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31725—Of polyamide
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31725—Of polyamide
    • Y10T428/31736—Next to polyester
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31725—Of polyamide
    • Y10T428/31739—Nylon type

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Laminated Bodies (AREA)
  • Polyesters Or Polycarbonates (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)
  • Polyamides (AREA)

Abstract

Disclosed are polymer compositions having high transparency and low haze comprising immiscible blends of one or more thermoplastic polymers selected from polyesters, polycarbonates, and polyarylates, and a copolyamide or a transamidized, homogeneous blend of a least two polyamides. The components of the immiscible blend which have refractive indices which differ by about 0.006 to about -0.0006. The small difference in the refractive indices enable the incorporation of regrind into the polymer composition to produce transparent shaped articles. The blends of the present invention are useful in producing shaped articles such as, for example, sheeting, films, tubes, bottles, preforms and profiles. These articles may have one or more layers and can exhibit improved excellent barrier properties and good melt processability while retaining excellent mechanical properties. Metal catalysts can be incorporated into the compositions to produce oxygen-scavenging compositions.

Claims (64)

1. A polymer composition, comprising an immiscible blend of:

(i) a first component comprising at least one thermoplastic polymer selected from polyesters, polycarbonates, polyarylates, and homogeneous blends thereof; and (ii) a second component comprising a homogeneous, transamidized blend of at least 2 polyamides;

wherein said second component (ii) and said first component (i) have a difference in refractive index, RI(second component) - RI(first component), of about 0.006 to about -0.0006, and said blend has a percent transmittance of at least 75%, and a haze of 10% or less.
2. The composition of claim 1 wherein said homogeneous, transamidized blend is formed by contacting said at least two polyamides at a temperature of about 290°C to about 340°C.
3. The composition of claim 2 which comprises about 5 to about 99 weight percent of said first component (i) and about 95 to about 1 weight percent of said second component (ii), based on the total weight of said composition.
4. The composition of claim 3 which comprises about 50 to about 99 weight percent of said first component (i) and about 50 to about 1 weight percent of said second component (ii), based on the total weight of said composition.
5. The composition of claim 4 which comprises about 70 to about 99 weight percent of said first component (i) and about 30 to about 1 weight percent of said second component (ii), based on the total weight of said composition.
6. The composition of claim 1 wherein said second component (ii) and said first component (i) have have a difference in refractive index, RI(second component) - RI(first component), of about 0.005 to about -0.0006.
7. The composition of claim 1 wherein said at least one thermoplastic polymer comprises a polyester comprising: (a) diacid residues comprising at least 80 mole percent, based on the total diacid residues, of the residues of at least one dicarboxylic acid selected from terephthalic acid, isophthalic acid, naphthalenedicarboxylic acid, and 1,4-cyclohexane-dicarboxylic acid, and 0 to about 20 mole percent of the residues of at least one modifying dicarboxylic acid having 2 to 20 carbon atoms; and (b) diol residues comprising at least 80 mole percent, based on the total moles of diol residues, of the residues of at least one diol selected from ethylene glycol, 1,4-cyclohexanedimethanol; neopentyl glycol, diethylene glycol, 1,3-propanediol, 1,4-butanediol, and, 2,2,4,4-tetramethyl-1,3-cyclobutanediol; and from 0 to about 20 mole percent of the residues of at least one modifying diol having from 3 to 16 carbons.
8. The composition of claim 7 wherein said modifying dicarboxylic acid is selected from 4,4'-biphenyldicarboxylic acid, 1,4- naphthalene-dicarboxylic acid, 1,5- naphthalenedicarboxylic acid, 2,6- naphthalene-dicarboxylic acid, 2,7-naphthalenedicarboxylic acid, 4,4'-oxybenzoic acid, trans-4,4'-stilbenedicarboxylic acid, oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, and sebacic acid; and said modifying diol is selected from 1,2-propanediol, 1,3-propanediol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, 1,4-cyclohexanedimethanol, p-xylene glycol, neopentyl glycol, polyethylene glycol, diethylene glycol, polytetramethylene glycol, and 2,2,4,4-tetramethyl-1,3-cyclobutanediol.
9. The composition of claim 7 wherein said diacid residues comprise the residues of one or more dicarboxylic acids selected from terephthalic acid, isophthalic acid, or combinations thereof, and said diol residues comprise the residues of one or more diols selected from 1,4-cyclohexanedimethanol, neopentyl glycol, ethylene glycol, and combinations thereof.
10. The composition of claim 7 which further comprises about 0.1 to 2 mole%, based on the total diacid residues, of the residues of at least one branching agent selected from trimellitic acid, trimellitic anhydride, and pyromellitic dianhydride.
11. The composition of claim 7 wherein said diacid residues comprise about 60 to 100 mole percent of the residues of terephthalic acid and 0 to about 40 mole percent of the residues of isophthalic acid and said diol residues comprise about 100 mole percent of the residues of 1,4-cyclohexanedimethanol.
12. The composition of claim 7 wherein said diacid residues comprise 100 mole percent of the residues of terephthalic acid.
13. The composition of claim 7 wherein said diacid residues comprise 80 to 100 mole percent of the residues of terephthalic acid and said diol residues comprise about 50 to about 90 mole percent of the residues of 1,4-cyclohexanedimethanol and about 10 to about 50 mole percent of the residues of neopentyl glycol.
14. The composition of claim 7 wherein said diacid residues comprise 100 mole percent of the residues of terephthalic acid and said diol residues comprise about 10 to about 40 mole percent of the residues of 1,4-cyclohexanedimethanol and 60 to about 90 mole percent of the residues of ethylene glycol.
15. The composition of claim 12 wherein said diol residues comprise about to about 99 mole percent of the residues of 1,4-cyclohexane-dimethanol, 0 to about 90 mole percent of the residues of ethylene glycol, and about 1 to about 25 mole percent of the residues of diethylene glycol.
16. The composition of claim 12 wherein said diol residues comprise about 50 to about 90 mole percent 1,4-cyclohexanedimethanol and about 10 to about 50 mole percent ethylene glycol.
17. The shaped article of claim 16 wherein said polyester further comprises about 0.1 to 2 mole%, based on the total diacid residues, of the residues of at least one branching agent selected from trimellitic acid, trimellitic anhydride, and pyromellitic dianhydride.
18. A polymer composition, comprising an immiscible blend of:

(i) ~a first component comprising at least one thermoplastic polymer selected from polyesters, polycarbonates, polyarylates, and homogeneous blends thereof; and (ii) ~a second component comprising a copolyamide;

wherein said second component (ii) and said first component (i) have a difference in refractive index, RI(second component) - RI(first component), of about 0.006 to about -0.0006, and said blend has a percent transmittance of at least 75%, and a haze of 10% or less.
19. The composition of claim 18 wherein said copolyamide comprises the residues of m-xylylenediamine, p- xylylenediamine, or a combination thereof; and the residues of at least one monomer selected from terephthalic acid, isophthalic acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, undecanedioc acid, dodecanedioc acid, caprolactam, butyrolactam, 11-amino-undecanedioc acid, and 1,6-hexamethylenediamine.
20. The composition of claim 19 wherein said copolyamide comprises about 15 to about 100 mole percent of the residues of m-xylylenediamine, based on a total diamine residue content of 100 mole%; and about 15 to about 85 mole percent of the residues of adipic acid and about 85 to about 15 mole percent of the residues of one or more aliphatic or cycloaliphatic dicarboxylic acids selected from pimelic acid, suberic acid, azelaic acid, sebacic acid, undecandioic acid, dodecandioic acid, and 1,4-cyclohexanedicarboxylic acid, based on a total diacid residue content of 100 mole%.
21. The composition of claim 20 wherein said first component (i) comprises a polyester comprising: (a) diacid residues comprising at least 80 mole percent, based on the total diacid residues, of the residues of at least one dicarboxylic acid selected from terephthalic acid, isophthalic acid, naphthalenedicarboxylic acid, and 1,4-cyclohexanedicarboxylic acid, and 0 to about 20 mole percent of the residues of at least one modifying dicarboxylic acid having 2 to 20 carbon atoms; and (b) diol residues comprising at least 80 mole percent, based on the total moles of diol residues, of the residues of at least one diol selected from ethylene glycol, 1,4-cyclohexanedimethanol; neopentyl glycol, diethylene glycol, 1,3-propanediol, 1,4-butanediol, and, 2,2,4,4-tetramethyl-1,3-cyclo-butanediol; and from 0 to about 20 mole percent of the residues of at least one modifying diol having from 3 to 16 carbons.
22. The composition of claim 1 wherein said second component (ii) comprises a homogeneous blend of component (ii) comprising a first polyamide, comprising aromatic residues, and a second polyamide comprising aliphatic residues.
23. The composition of claim 22 wherein said homogeneous blend comprises a first polyamide comprising the residues of m-xylylenediamine and adipic acid, and said second polyamide comprises the residues of at least one aliphatic or cycloaliphatic monomer selected from adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, undecanedioc acid, dodecanedioc acid, caprolactam, butyrolactam, 11 -aminoundecanedioc acid, isophthalic acid, and hexamethylene diamine.
24. The composition of claim 22 wherein said second polyamide comprises at least one polyamide selected from from nylon 4; nylon 6; nylon 9; nylon 11; nylon 12; nylon 6,6; nylon 5,10; nylon 6,12; nylon 6,11; nylon 10,12;
and combinations thereof.
25. The composition of claim 24 wherein said second polyamide comprises nylon 6, nylon 6,6, or blends thereof.
26. The composition of claim 25 wherein said at least one thermoplastic polymer comprises a polyester comprising: (a) diacid residues comprising at least 80 mole percent, based on the total diacid residues, of the residues of at least one dicarboxylic acid selected from terephthalic acid, isophthalic acid, naphthalenedicarboxylic acid, and 1,4-cyclohexane-dicarboxylic acid, and 0 to about 20 mole percent of the residues of at least one modifying dicarboxylic acid having 2 to 20 carbon atoms; and (b) diol residues comprising at least 80 mole percent, based on the total moles of diol residues, of the residues of at least one diol selected from ethylene glycol, 1,4-cyclohexanedimethanol; neopentyl glycol, diethylene glycol, 1,3-propanediol, 1,4-butanediol, and, 2,2,4,4-tetramethyl-1,3-cyclobutanediol; and from 0 to about 20 mole percent of the residues of at least one modifying diol having from 3 to 16 carbons.
27. The composition of claim 26 wherein said diacid residues comprise the residues of one or more dicarboxylic acids selected from terephthalic acid, isophthalic acid, or combinations thereof, and said diol residues comprise the residues of one or more diols selected from 1,4-cyclohexanedimethanol, neopentyl glycol, ethylene glycol, and combinations thereof.
28. The composition of claim 26 wherein said diacid residues comprise about 60 to 100 mole percent of the residues of terephthalic acid and 0 to about 40 mole percent of the residues of isophthalic acid and said diol residues comprise about 100 mole percent of the residues of 1,4-cyclohexanedimethanol.
29. The composition of claim 26 wherein said diacid residues comprise 100 mole percent terephthalic acid.
30. The composition of claim 26 wherein said diacid residues comprise 80 to 100 mole percent terephthalic acid and said diol residues comprise about 50 to about 90 mole percent 1,4-cyclohexanedimethanol and about 10 to about 50 mole percent neopentyl glycol.
31. The composition of claim 26 wherein said diacid residues comprise 100 mole percent terephthalic acid and said diol residues comprise about 10 to about 40 mole percent 1,4-cyclohexanedimethanol and 60 to about 90 mole percent ethylene glycol.
32. The composition of claim 26 wherein said diol residues comprise about to about 99 mole percent of of 1,4-cyclohexanedimethanol, 0 to about 90 mole percent of ethylene glycol, and about 1 to about 25 mole percent of diethylene glycol.
33. The composition of claim 26 wherein said diol residues comprise about 50 to about 90 mole percent 1,4-cyclohexanedimethanol and about 10 to about 50 mole percent ethylene glycol.
34. The composition of claim 33 wherein said polyester further comprises about 0.1 to 2 mole%, based on the total diacid residues, of the residues of at least one branching agent selected from trimellitic acid, trimellitic anhydride, and pyromellitic dianhydride.
35. The composition of claim 26 wherein said at least one thermoplastic polymer further compriss a homogeneous blend of said polyester and a polycarbonate comprising the residues of bisphenol A.
36. The composition of claim 35 wherein said polyester and said polycarbonate are branched.
37. The composition of claim 35 wherein said polyester further comprises about 0.1 to 2 mole%, based on the total diacid residues, of the residues of at least one branching agent selected from trimellitic acid, trimellitic anhydride, and pyromellitic dianhydride.
38. The composition of claim 35 wherein said diacid residues comprise the residues of one or more dicarboxylic acids selected from terephthalic acid, isophthalic acid, or combinations thereof, and said diol residues comprise the residues of one or more diols selected from 1,4-cyclohexanedimethanol, neopentyl glycol, ethylene glycol, and combinations thereof.
39. The composition of claim 35 wherein said diacid residues comprise about 60 to 100 mole percent of the residues of terephthalic acid and 0 to about 40 mole percent of the residues of isophthalic acid and said diol residue comprises about 100 mole percent of the residues of 1,4-cyclohexanedimethanol.
40. The composition of claim 35 wherein said diacid residues comprise 100 mole percent terephthalic acid.
41. The composition of claim 35 wherein said diacid residues comprise 80 to 100 mole percent terephthalic acid and said diol residues comprise about 50 to about 90 mole percent 1,4-cyclohexanedimethanol and about 10 to about 50 mole percent neopentyl glycol.
42. The composition of claim 35 wherein said diacid residues comprise 100 mole percent terephthalic acid and said diol residues comprise about 10 to about 40 mole percent 1,4-cyclohexanedimethanol and 60 to about 90 mole percent ethylene glycol.
43. The composition of claim 35 wherein said diol residues comprise about to about 99 mole percent of of 1,4-cyclohexanedimethanol, 0 to about 90 mole percent of ethylene glycol, and about 1 to about 25 mole percent of diethylene glycol.
44. The composition of claim 35 wherein said diol residues comprise about 50 to about 90 mole percent 1,4-cyclohexanedimethanol and about 10 to about 50 mole percent ethylene glycol.
45. A shaped article comprising the composition of any one of claims 2, 7, 24, or 44
46. The shaped article of claim 45 which is formed by extrusion, calendering, thermoforming, blow-molding, extrusion blow-molding, injection molding, compression molding, casting, drafting, tentering, or blowing.
47. The shaped article of claim 46 which is a sheet, film, tube, preform, or bottle.
48. The shaped article of claim 47 which is a bottle.
49. The shaped article of claim 47 which has at least 2 layers.
50. A polymer composition, prepared by a process comprising melt blending:
(i) a first component comprising at least one thermoplastic polymer selected from polyesters, polycarbonates, polyarylates, and homogeneous blends thereof; and (ii) a second component comprising a homogeneous, transamidized blend of at least 2 polyamides;

wherein said second component (ii) and said first component (i) have a difference in refractive index, RI(second component) - RI(first component), of about 0.006 to about -0.0006, and said blend has a percent transmittance of at least 75%, and a haze of 10% or less.
51. The composition of claim 50 wherein said melt blending is at about 290°C to about 340°C.
52. The composition of claim 50 wherein, said at least one thermoplastic polymer comprises a polyester comprising: (a) diacid residues comprising at least 80 mole percent, based on the total diacid residues, of the residues of at least one dicarboxylic acid selected from terephthalic acid, isophthalic acid, naphthalenedicarboxylic acid, and 1,4-cyclohexane-dicarboxylic acid, and 0 to about 20 mole percent of the residues of at least one modifying dicarboxylic acid having 2 to 20 carbon atoms; and (b) diol residues comprising at least 80 mole percent, based on the total moles of diol residues, of the residues of at least one diol selected from ethylene glycol, 1,4-cyclohexanedimethanol; neopentyl glycol, diethylene glycol, 1,3-propanediol, 1,4-butanediol, and, 2,2,4,4-tetramethyl-1,3-cyclobutanediol; and from 0 to about 20 mole percent of the residues of at least one modifying diol having from 3 to 16 carbons.
53. The composition of claim 52 which further comprises about 0.1 to 2 mole%, based on the total diacid residues, of the residues of at least one branching agent selected from trimellitic acid, trimellitic anhydride, and pyromellitic dianhydride.
54. The composition of claim 52 wherein said diacid residues comprise 100 mole percent of the residues of terephthalic acid.
55. The composition of claim 52 wherein said diacid residues comprise 80 to 100 mole percent of the residues of terephthalic acid and said diol residues comprise about 50 to about 90 mole percent of the residues of 1,4-cyclohexanedimethanol and about 10 to about 50 mole percent of the residues of neopentyl glycol.
56. The composition of claim 52 wherein said diacid residues comprise 1.00 mole percent of the residues of terephthalic acid and said diol residues comprise about 10 to about 40 mole percent of the residues of 1,4-cyclohexanedimethanol and 60 to about 90 mole percent of the residues of ethylene glycol.
57. The composition of claim 54 wherein said diol residues comprise about to about 99 mole percent of the residues of 1,4-cyclohexane-dimethanol, 0 to about 90 mole percent of the residues of ethylene glycol, and about 1 to about 25 mole percent of the residues of diethylene glycol.
58. The composition of claim 54 wherein said diol residues comprise about 50 to about 90 mole percent 1,4-cyclohexanedimethanol and about 10 to about 50 mole percent ethylene glycol.
59. The composition of claim 58 wherein said polyester further comprises about 0.1 to 2 mole%, based on the total diacid residues, of the residues of at least one branching agent selected from trimellitic acid, trimellitic anhydride, and pyromellitic dianhydride.
60. The composition of claim 50 wherein said homogeneous blend of component (ii) comprises a first polyamide, comprising aromatic residues, and a second polyamide comprising aliphatic residues.
61. The composition of claim 60 wherein said second polyamide comprises at least one polyamide selected from from nylon 4; nylon 6; nylon 9; nylon 1 1; nylon 12; nylon 6,6; nylon 5,10; nylon 6,12; nylon 6,11; nylon 10,12;
and combinations thereof.
62. The composition of claim 61 wherein said at least one thermoplastic polymer comprises a homogeneous blend of a polyester and a polycarbonate comprising the residues of bisphenol A.
63. A method for the preparation of a transparent polymer blend, comprising:
(A) selecting a first component comprising at least one thermoplastic polymer selected from polyesters, polycarbonates, polyarylates, and homogeneous blends thereof;

(B) determining the refractive index (RI) of said first component;
(C) providing a second component comprising (i) a copolyamide having a mole ratio of aliphatic and aromatic residues, wherein said mole ratio of aliphatic and aromatic residues is selected to produce a second component refractive index that satisfies the following formula:

0.006 ~ RI (second component) - RI (first component) ~ -0. 0006 or;

(ii) a homogeneous, transamidized blend of a first and second polyamide, at least one of said polyamides having aromatic residues, wherein the weight percentage of said first and second polyamide is selected to produce a second component refractive index that satisfies the following formula:

0.006 ~ RI (second component) - RI (first component) ~ -0.0006 wherein RI represents said refractive index of said first and second components; and (D) melt blending said first and second components to produce a blend having a percent transmittance of at least 75%, and a haze of 10% or less.
64. A method for the preparation of a transparent polymer blend, comprising:
(A) selecting a second component comprising (i) a copolyamide having a mole ratio of aliphatic and aromatic residues; or (ii) a homogeneous, transamidized blend of a first and second polyamide, at least one of said polyamides having aromatic residues;

(B) determining the refractive index of said second component;

(C) providing a first component comprising at least one thermoplastic polymer selected from polyesters, polycarbonates, polyarylates, and homogeneous blends thereof wherein said polyester, polycarbonate, polyarylate, or homogeneous blend thereof is selected to produce a first component refractive index that satisfies the following formula:

0.006 ~ RI (second component) - RI (first component) ~ -0. 0006 wherein RI is refractive index; and (D) melt blending said first and second components to produce a blend having a percent transmittance of at least 75%, and a haze of 10% or less.
CA 2601309 2005-03-02 2006-03-02 Transparent polymer blends and articles prepared therefrom Expired - Fee Related CA2601309C (en)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
US65774605P 2005-03-02 2005-03-02
US65774705P 2005-03-02 2005-03-02
US60/657,746 2005-03-02
US60/657,747 2005-03-02
US11/363,375 2006-02-27
US11/363,375 US7968164B2 (en) 2005-03-02 2006-02-27 Transparent polymer blends and articles prepared therefrom
PCT/US2006/007532 WO2006094166A1 (en) 2005-03-02 2006-03-02 Transparent polymer blends and articles prepared therefrom

Publications (2)

Publication Number Publication Date
CA2601309A1 true CA2601309A1 (en) 2006-09-08
CA2601309C CA2601309C (en) 2011-07-05

Family

ID=36944930

Family Applications (1)

Application Number Title Priority Date Filing Date
CA 2601309 Expired - Fee Related CA2601309C (en) 2005-03-02 2006-03-02 Transparent polymer blends and articles prepared therefrom

Country Status (5)

Country Link
US (2) US7968164B2 (en)
EP (1) EP1877488B1 (en)
JP (1) JP5296385B2 (en)
CA (1) CA2601309C (en)
WO (1) WO2006094166A1 (en)

Families Citing this family (42)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7955674B2 (en) 2005-03-02 2011-06-07 Eastman Chemical Company Transparent polymer blends containing polyesters comprising a cyclobutanediol and articles prepared therefrom
US7959836B2 (en) 2005-03-02 2011-06-14 Eastman Chemical Company Process for the preparation of transparent, shaped articles containing polyesters comprising a cyclobutanediol
US7812112B2 (en) 2005-06-17 2010-10-12 Eastman Chemical Company Outdoor signs comprising polyester compositions formed from 2,2,4,4-tetramethyl-1,3-cyclobutanediol and 1,4-cyclohexanedimethanol
US20060199871A1 (en) * 2005-03-02 2006-09-07 Hale Wesley R Multilayered, transparent articles and a process for their preparation
US7955533B2 (en) * 2005-03-02 2011-06-07 Eastman Chemical Company Process for the preparation of transparent shaped articles
WO2007053548A2 (en) 2005-10-28 2007-05-10 Eastman Chemical Company Polyester compositions comprising minimal amounts of cyclobutanediol
US7462684B2 (en) * 2005-03-02 2008-12-09 Eastman Chemical Company Preparation of transparent, multilayered articles containing polyesters comprising a cyclobutanediol and homogeneous polyamide blends
US7959998B2 (en) 2005-03-02 2011-06-14 Eastman Chemical Company Transparent, oxygen-scavenging compositions containing polyesters comprising a cyclobutanediol and articles prepared therefrom
US7968164B2 (en) 2005-03-02 2011-06-28 Eastman Chemical Company Transparent polymer blends and articles prepared therefrom
US7786252B2 (en) * 2005-03-02 2010-08-31 Eastman Chemical Company Preparation of transparent multilayered articles
US7704605B2 (en) 2006-03-28 2010-04-27 Eastman Chemical Company Thermoplastic articles comprising cyclobutanediol having a decorative material embedded therein
US20070106054A1 (en) * 2005-10-28 2007-05-10 Crawford Emmett D Polyester compositions containing cyclobutanediol having a certain combination of inherent viscosity and high glass transition temperature and articles made therefrom
US8193302B2 (en) 2005-10-28 2012-06-05 Eastman Chemical Company Polyester compositions which comprise cyclobutanediol and certain phosphate thermal stabilizers, and/or reaction products thereof
US8586701B2 (en) 2005-10-28 2013-11-19 Eastman Chemical Company Process for the preparation of copolyesters based on 2,2,4,4-tetramethyl-1,3-cyclobutanediol and 1,4-cyclohexanedimethanol
US9598533B2 (en) 2005-11-22 2017-03-21 Eastman Chemical Company Polyester compositions containing cyclobutanediol having a certain combination of inherent viscosity and moderate glass transition temperature and articles made therefrom
US7737246B2 (en) 2005-12-15 2010-06-15 Eastman Chemical Company Polyester compositions which comprise cyclobutanediol, cyclohexanedimethanol, and ethylene glycol and manufacturing processes therefor
US9169388B2 (en) 2006-03-28 2015-10-27 Eastman Chemical Company Polyester compositions which comprise cyclobutanediol and certain thermal stabilizers, and/or reaction products thereof
US20080255280A1 (en) * 2007-04-11 2008-10-16 Susan Sims Oxygen-scavenging polymer blends suitable for use in packaging
US8501287B2 (en) 2007-11-21 2013-08-06 Eastman Chemical Company Plastic baby bottles, other blow molded articles, and processes for their manufacture
JP5635411B2 (en) 2007-11-21 2014-12-03 イーストマン ケミカル カンパニー Plastic baby bottles, other blow-molded articles and methods for producing them
US8198371B2 (en) 2008-06-27 2012-06-12 Eastman Chemical Company Blends of polyesters and ABS copolymers
US8110265B2 (en) 2008-12-09 2012-02-07 The Coca-Cola Company Pet container and compositions having enhanced mechanical properties and gas barrier properties
US20100143546A1 (en) 2008-12-09 2010-06-10 The Coca-Cola Company Container and composition for enhanced gas barrier properties
US8895654B2 (en) 2008-12-18 2014-11-25 Eastman Chemical Company Polyester compositions which comprise spiro-glycol, cyclohexanedimethanol, and terephthalic acid
US20100168270A1 (en) 2008-12-31 2010-07-01 Xiaoping Guo Biocompatible polycarbonate and radiopaque polymer compositions and methods of manufacturing medical devices with same
EP2463292B1 (en) 2009-07-21 2014-08-27 Lead Chemical Co., Ltd. Compound having neurite-outgrowing activity
US20110144256A1 (en) * 2009-12-11 2011-06-16 E. I. Du Pont De Nemours And Company Salt resistant polyamides
US8420868B2 (en) 2010-12-09 2013-04-16 Eastman Chemical Company Process for the preparation of 2,2,4,4-tetraalkylcyclobutane-1,3-diols
US8394997B2 (en) 2010-12-09 2013-03-12 Eastman Chemical Company Process for the isomerization of 2,2,4,4-tetraalkylcyclobutane-1,3-diols
US8420869B2 (en) 2010-12-09 2013-04-16 Eastman Chemical Company Process for the preparation of 2,2,4,4-tetraalkylcyclobutane-1,3-diols
US8377530B2 (en) 2011-02-08 2013-02-19 Eastman Chemical Company Polyesters with low molecular weight additives for improved gas barrier properties
US20130217830A1 (en) 2012-02-16 2013-08-22 Eastman Chemical Company Clear Semi-Crystalline Articles with Improved Heat Resistance
TW201529724A (en) * 2013-12-20 2015-08-01 Solvay Specialty Polymers Usa Polyamide compositions with improved whiteness retention after heat aging
MX2016008329A (en) 2013-12-25 2017-01-09 Mitsubishi Gas Chemical Co Polyester-based resin composition, and molded body using the resin composition.
US20160325871A1 (en) 2014-01-24 2016-11-10 Toyo Seikan Group Holdings, Ltd. Multilayered stretch-blow-molded container and multilayered preform
US20150322200A1 (en) * 2014-05-07 2015-11-12 Sabic Global Technologies B.V. Amorphous polyester compositions
CN107848657B (en) 2015-07-02 2020-08-14 东洋制罐集团控股株式会社 Cup-shaped multilayer container
EP3323590A4 (en) 2015-07-15 2019-03-20 Toyo Seikan Group Holdings, Ltd. Multilayer preform and multilayer stretch blow molded container
JP6939062B2 (en) * 2017-04-28 2021-09-22 三菱瓦斯化学株式会社 Injection blow molded container
US11203187B2 (en) 2017-07-14 2021-12-21 Flex Films (Usa), Inc. High barrier oriented films
WO2020188962A1 (en) * 2019-03-19 2020-09-24 三菱瓦斯化学株式会社 Resin composition, molded article and film
JP7008287B2 (en) * 2019-10-18 2022-01-25 株式会社豊田中央研究所 Transparent polyamide resin composition and its manufacturing method

Family Cites Families (122)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL104015C (en) 1953-10-16
US3153008A (en) 1955-07-05 1964-10-13 Gen Electric Aromatic carbonate resins and preparation thereof
US3030335A (en) 1959-01-02 1962-04-17 Gen Electric Aromatic polycarbonate reaction products
US2999835A (en) 1959-01-02 1961-09-12 Gen Electric Resinous mixture comprising organo-polysiloxane and polymer of a carbonate of a dihydric phenol, and products containing same
US3313777A (en) 1959-12-18 1967-04-11 Eastman Kodak Co Linear polyesters and polyester-amides from 2, 2, 4, 4-tetraalkyl-1, 3-cyclobutanediols
US3360547A (en) 1961-05-01 1967-12-26 Eastman Kodak Co Polyesters of tetraalkylcyclobutanediol
US3317466A (en) 1961-09-14 1967-05-02 Eastman Kodak Co Three-dimensional polycyclic bisphenol polycarbonates and polyesters
FR1456345A (en) 1964-12-07 1966-10-21 Eastman Kodak Co New process for the preparation of polyesters and new products obtained
GB1141981A (en) 1966-01-21 1969-02-05 Dow Chemical Co Iridescent bodies and coating compositions and composite structures comprising them
US3843479A (en) 1970-12-29 1974-10-22 Toyo Boseki Composite film
US4133802A (en) 1974-03-26 1979-01-09 Toyo Boseki Kabushiki Kaisha Meta-xylylene diamine/aliphatic dicarboxylic acid polyamide film
US4374239A (en) 1980-03-03 1983-02-15 Union Carbide Corporation Process for preparing polyarylates
EP0078609B1 (en) 1980-04-30 1987-05-06 Imperial Chemical Industries Plc 3-hydroxybutyric acid polymers
US4321355A (en) 1980-09-23 1982-03-23 Union Carbide Corporation Process for preparing polyarylates
US4430484A (en) 1981-01-14 1984-02-07 General Electric Company Polyester-carbonate resin blends
US4474999A (en) 1982-03-19 1984-10-02 General Electric Company Phenol compounds, process and polymers
JPS58183243A (en) 1982-04-22 1983-10-26 株式会社吉野工業所 Biaxial stretched blow molded bottle body made of synthetic resin
US4598130A (en) 1983-02-18 1986-07-01 Union Carbide Corporation Blends of a polyarylate and a poly(ester carbonate)
US4581288A (en) 1983-10-20 1986-04-08 Corning Glass Works Composite photochromic lenses
US5239020A (en) 1985-08-21 1993-08-24 Eastman Kodak Company Polyester/polycarbonate blends
JPS62119256A (en) 1985-11-20 1987-05-30 Toray Ind Inc Thermoplastic resin composition
AU603076B2 (en) 1985-12-09 1990-11-08 W.R. Grace & Co.-Conn. Polymeric products and their manufacture
US4837115A (en) 1986-07-30 1989-06-06 Toyo Seikan Kaisha, Ltd. Thermoplastic polyester composition having improved flavor-retaining property and vessel formed therefrom
JPH0741907B2 (en) 1986-12-27 1995-05-10 三菱瓦斯化学株式会社 Multi-layer container
SE8702840D0 (en) 1987-07-10 1987-07-10 Plm Ab BARRIERFORSTERKNING
JP2521297B2 (en) 1987-07-22 1996-08-07 ユニチカ株式会社 Method for producing polyarylate
DE301719T1 (en) 1987-07-27 1990-12-20 Mb Group Plc, Reading, Berkshire, Gb PACKAGING AGENTS.
JP2543544B2 (en) 1987-11-30 1996-10-16 三菱瓦斯化学株式会社 Gas barrier multi-layer structure
US4983431A (en) 1989-05-22 1991-01-08 International Paper Company Oxygen impermeable leak free container
US4929476A (en) 1989-05-22 1990-05-29 International Paper Company Oxygen impermeable leak free container
US4981739A (en) 1989-05-22 1991-01-01 International Paper Company Oxygen impermeable leak free container
US4937130A (en) 1989-01-18 1990-06-26 General Electric Company Polycarbonate container having internal layers of amorphous polyamide
JP2629333B2 (en) * 1989-01-28 1997-07-09 東洋紡績株式会社 Polyester hollow molded body
US4937134A (en) 1989-04-17 1990-06-26 The Dow Chemical Company Elastomeric optical interference films
US5122905A (en) 1989-06-20 1992-06-16 The Dow Chemical Company Relective polymeric body
US5089318A (en) 1989-10-31 1992-02-18 The Mearl Corporation Iridescent film with thermoplastic elastomeric components
US6288161B1 (en) 1990-01-31 2001-09-11 Pechiney Emballage Flexible Europe Barrier compositions and articles made therefrom
AU649710B2 (en) 1990-09-11 1994-06-02 Mitsubishi Gas Chemical Company, Inc. Polyamide resin composition and film therefrom
JPH04197634A (en) 1990-11-28 1992-07-17 Kao Corp Multi-layer plastic vessel and its manufacture
US6495656B1 (en) 1990-11-30 2002-12-17 Eastman Chemical Company Copolyesters and fibrous materials formed therefrom
US5434227A (en) 1991-05-08 1995-07-18 Daicel Chemical Industries, Ltd. Process for producing polycarbonate
EP0544008B1 (en) 1991-06-17 1996-03-27 Seiko Epson Corporation Phase difference elemental film, phase difference plate and liquid crystal display using same
FR2682956B1 (en) 1991-10-29 1994-01-07 Rhone Poulenc Chimie PROCESS FOR THE PREPARATION OF WATER-SOLUBLE AND / OR HYDRODISPERSABLE POLYESTERS AND USE OF SUCH POLYESTERS FOR SIZING TEXTILE THREADS.
WO1993011190A1 (en) 1991-11-26 1993-06-10 Allied-Signal Inc. Polymer nanocomposites formed by melt processing of a polymer and an exfoliated layered material derivatized with reactive organo silanes
US5262511A (en) 1992-03-03 1993-11-16 General Electric Co. Branched aromatic carbonate polymer
US5258233A (en) 1992-04-02 1993-11-02 Eastman Kodak Company Polyester/polyamide blend having improved flavor retaining property and clarity
CA2097655A1 (en) 1992-07-20 1994-01-20 Thomas Maria Klerks Multilayer container of polycarbonate and amorphous polyamide of improved barrier and stress crack resistant
US5494992A (en) 1993-01-29 1996-02-27 Daicel Chemical Industries, Ltd. (Co)polycarbonate and process for producing the same
CN1099044A (en) 1993-04-16 1995-02-22 大世吕化学工业株式会社 The preparation method of (being total to) polycarbonate
JP3153437B2 (en) * 1995-05-11 2001-04-09 電気化学工業株式会社 Polyester-based multilayer sheet, container, and method for producing the same
US5552469A (en) 1995-06-07 1996-09-03 Amcol International Corporation Intercalates and exfoliates formed with oligomers and polymers and composite materials containing same
US5578672A (en) 1995-06-07 1996-11-26 Amcol International Corporation Intercalates; exfoliates; process for manufacturing intercalates and exfoliates and composite materials containing same
US5650469A (en) 1995-10-25 1997-07-22 Eastman Chemical Company Polyester/polyamide blend having improved flavor retaining property and clarity
US6043322A (en) 1996-12-28 2000-03-28 Eastman Chemical Company Clear polycarbonate and polyester blends
US6005059A (en) 1996-12-28 1999-12-21 Eastman Chemical Company Clear polycarbonate and polyester blends
US5942585A (en) 1996-12-28 1999-08-24 Eastman Chemical Company Polycarbonate and polyester blends
US6011124A (en) 1996-12-28 2000-01-04 Eastman Chemical Company Blends of bisphenol a polycarbonate and polyesters
US6037424A (en) 1996-12-28 2000-03-14 Eastman Chemical Company Clear blends of polycarbonates and polyesters
US5989663A (en) 1996-12-30 1999-11-23 Eastman Chemical Company Blow-molding polyesters from terephthalic acid, 2, 2, 4, 4-tetramethyl-1,3-cyclobutanediol, and ethylene glycol
US6160082A (en) 1997-11-05 2000-12-12 General Electric Company Process for branching thermoplastic linear polycarbonate resins
US6022941A (en) 1998-04-01 2000-02-08 General Electric Company Branched polycarbonate produced by reactive extrusion
JP4495264B2 (en) 1998-04-24 2010-06-30 株式会社クレハ Heat shrinkable multilayer film
IT1301690B1 (en) 1998-06-11 2000-07-07 Sinco Ricerche Spa MIXTURES OF POLYESTER RESINS WITH HIGH PROPERTIES OF AIGAS BARRIER.
US6211309B1 (en) 1998-06-29 2001-04-03 Basf Corporation Water-dispersable materials
US6239233B1 (en) 1998-10-09 2001-05-29 Eastman Chemical Company Polyester/polyamide blends with improved color
AU1836600A (en) 1998-12-07 2000-06-26 Eastman Chemical Company A polymer/clay nanocomposite having improved gas barrier comprising a clay material with a mixture of two or more organic cations and a process for preparing same
WO2000058404A1 (en) 1999-03-31 2000-10-05 Toyo Boseki Kabusiki Kaisya Oxygen-absorbing material and molded object obtained therefrom
EP1200522B1 (en) 1999-07-30 2004-05-06 Eastman Chemical Company Polyester-polyamide blends with reduced gas permeability and low haze
DE10009756B4 (en) 2000-03-01 2004-03-25 Ems-Chemie Ag Colorless, highly transparent polyamide blends with improved stress crack resistance
JP2001252560A (en) 2000-03-14 2001-09-18 Toyobo Co Ltd Oxygen absorbent
US6423776B1 (en) 2000-05-02 2002-07-23 Honeywell International Inc. Oxygen scavenging high barrier polyamide compositions for packaging applications
US7186464B2 (en) 2000-05-19 2007-03-06 Chevron Phillips Chemical Co. Lp Compatible blend systems of oxygen barrier polymers and oxygen scavenging polymers
JP2002069276A (en) 2000-08-30 2002-03-08 Unitika Ltd Gas barrier polyester film and its manufacturing method
JP2002088174A (en) 2000-09-12 2002-03-27 Toyobo Co Ltd Biaxially oriented polyamide film
US20020111428A1 (en) 2000-12-14 2002-08-15 General Electric Company Transparent polycarbonate polyester composition and process
US6933055B2 (en) 2000-11-08 2005-08-23 Valspar Sourcing, Inc. Multilayered package with barrier properties
EP1239008B1 (en) 2001-03-05 2004-04-14 Mitsubishi Gas Chemical Company, Inc. Polyester-based resin composition and shaped articles
US6410156B1 (en) 2001-03-06 2002-06-25 Honeywell International Inc. Oxygen scavenging polyamide compositions suitable for pet bottle applications
AU784042B2 (en) 2001-05-24 2006-01-19 Mitsubishi Gas Chemical Company, Inc. Polyester based resin composition and molded product therefrom
JP2002348482A (en) * 2001-05-25 2002-12-04 Mitsubishi Rayon Co Ltd Thermoplastic resin composition
ATE417896T1 (en) * 2001-09-28 2009-01-15 Cobarr Spa TRANSPARENT POLYESTER RESINS AND ARTICLES MADE THEREFROM
JP3741095B2 (en) 2001-10-19 2006-02-01 東洋紡績株式会社 Polyester composition and polyester molded body comprising the same
US7037576B2 (en) 2002-02-06 2006-05-02 Eastman Chemical Company Polyester or copolyester/polyolefin laminate structures and methods of making the same
CA2488409C (en) * 2002-06-03 2011-10-04 Toyo Boseki Kabushiki Kaisha Polyester composition and polyester packaging material comprising the same
US6964816B2 (en) 2002-09-09 2005-11-15 Curwood, Inc. Packaging films containing coextruded polyester and nylon layers
EP1400568B1 (en) 2002-09-17 2007-11-07 Mitsubishi Gas Chemical Company, Inc. Polyester-based resin composition
US6896966B2 (en) 2002-11-22 2005-05-24 Eastman Chemical Company Articles of manufacture incorporating polyester/polycarbonate blends
JP4164653B2 (en) 2002-11-29 2008-10-15 三菱瓦斯化学株式会社 Method for producing polyamide resin composition and resin molded body
US7022764B2 (en) 2002-12-18 2006-04-04 General Electric Company Static dissipating resin composition and methods for manufacture thereof
DE10302036A1 (en) 2003-01-21 2004-07-29 Mitsubishi Polyester Film Gmbh Biaxially-oriented polyester film for use in food and other packaging has a base layer containing poly(m-xylene-adipamide) and a barrier layer containing a maleic acid/acrylic acid copolymer
CN100378149C (en) * 2003-01-31 2008-04-02 M&G聚合物意大利有限公司 Article comprising light absorbent composition to mask visual haze and related methods
JP2004285194A (en) 2003-03-20 2004-10-14 Mitsubishi Gas Chem Co Inc Polyester resin composition and molded form
US7087682B2 (en) 2003-05-02 2006-08-08 General Electric Polymeric blends for optical devices and method of manufacture thereof
CN1550326B (en) 2003-05-06 2010-08-25 三菱瓦斯化学株式会社 Multilayer container
AU2004202264B2 (en) 2003-05-29 2008-12-18 Mitsubishi Gas Chemical Company, Inc. Masterbatch and production method of oxygen-absorbing molded article
JP2005015791A (en) 2003-06-05 2005-01-20 Toyobo Co Ltd Polyester composition and polyester molded product thereof
US20050009976A1 (en) 2003-07-10 2005-01-13 Honeywell International, Inc. Delamination-resistant, barrier polyamide compositions for 3-layer pet beverage bottles
EP1504999A1 (en) 2003-08-05 2005-02-09 Amcor Limited Rigid plastic container having gas-barrier properties and high transparency
US20050159526A1 (en) 2004-01-15 2005-07-21 Bernard Linda G. Polymamide nanocomposites with oxygen scavenging capability
DE502004005258D1 (en) 2004-02-03 2007-11-29 Ems Chemie Ag Composite materials from a molded part of transparent or translucent, dyeable plastic molding compounds
US8192676B2 (en) * 2004-02-12 2012-06-05 Valspar Sourcing, Inc. Container having barrier properties and method of manufacturing the same
KR100725311B1 (en) 2004-05-07 2007-06-07 주식회사 새 한 Multilayer laminate with excellent heat resistance and gas barrier properties
US20060004151A1 (en) 2004-06-30 2006-01-05 General Electric Company Copolymers containing indan moieties and blends thereof
EP1784300B1 (en) 2004-08-31 2012-05-23 INVISTA Technologies S.à.r.l. Polyester-polyamide blends having low haze
DE602005016714D1 (en) 2004-12-06 2009-10-29 Eastman Chem Co COBALT CONCENTRATES POLYESTER BASED ON OXYGEN-SPILLING COMPOSITIONS
US7375154B2 (en) 2004-12-06 2008-05-20 Eastman Chemical Company Polyester/polyamide blend having improved flavor retaining property and clarity
AU2005314117A1 (en) 2004-12-06 2006-06-15 Constar International Inc. Blends of oxygen scavenging polyamides with polyesters which contain zinc and cobalt
US20080009574A1 (en) 2005-01-24 2008-01-10 Wellman, Inc. Polyamide-Polyester Polymer Blends and Methods of Making the Same
US7964258B2 (en) 2005-03-02 2011-06-21 Eastman Chemical Company Transparent, oxygen-scavenging compositions and articles prepared therefrom
US7959998B2 (en) 2005-03-02 2011-06-14 Eastman Chemical Company Transparent, oxygen-scavenging compositions containing polyesters comprising a cyclobutanediol and articles prepared therefrom
US7959836B2 (en) 2005-03-02 2011-06-14 Eastman Chemical Company Process for the preparation of transparent, shaped articles containing polyesters comprising a cyclobutanediol
US7955533B2 (en) 2005-03-02 2011-06-07 Eastman Chemical Company Process for the preparation of transparent shaped articles
US7462684B2 (en) 2005-03-02 2008-12-09 Eastman Chemical Company Preparation of transparent, multilayered articles containing polyesters comprising a cyclobutanediol and homogeneous polyamide blends
US7955674B2 (en) 2005-03-02 2011-06-07 Eastman Chemical Company Transparent polymer blends containing polyesters comprising a cyclobutanediol and articles prepared therefrom
US7968164B2 (en) 2005-03-02 2011-06-28 Eastman Chemical Company Transparent polymer blends and articles prepared therefrom
US20060199871A1 (en) 2005-03-02 2006-09-07 Hale Wesley R Multilayered, transparent articles and a process for their preparation
US7786252B2 (en) 2005-03-02 2010-08-31 Eastman Chemical Company Preparation of transparent multilayered articles
US7427430B2 (en) * 2005-12-29 2008-09-23 Honeywell International Inc. Polyamide blend composition having excellent gas barrier performance
JP5010196B2 (en) 2006-07-18 2012-08-29 株式会社神戸製鋼所 Heat-resistant aluminum alloy shape manufacturing method, heat-resistant aluminum alloy shape material and heat-resistant aluminum alloy shape forming apparatus
US20080255280A1 (en) 2007-04-11 2008-10-16 Susan Sims Oxygen-scavenging polymer blends suitable for use in packaging
DE102008009874A1 (en) * 2008-02-19 2009-08-20 Bayerische Motoren Werke Aktiengesellschaft Arrangement of a roll stabilization system and a steering system on a motor vehicle
KR101535482B1 (en) * 2008-04-15 2015-07-09 엘지전자 주식회사 Full ice detecting apparatus of ice maker for refrigerator

Also Published As

Publication number Publication date
US20110200774A1 (en) 2011-08-18
JP5296385B2 (en) 2013-09-25
WO2006094166A1 (en) 2006-09-08
JP2008531830A (en) 2008-08-14
US20060199919A1 (en) 2006-09-07
CA2601309C (en) 2011-07-05
EP1877488B1 (en) 2015-04-15
US7968164B2 (en) 2011-06-28
EP1877488A1 (en) 2008-01-16
US8304499B2 (en) 2012-11-06

Similar Documents

Publication Publication Date Title
CA2601309A1 (en) Transparent polymer blends and articles prepared therefrom
CA2598563A1 (en) Process for the preparation of transparent shaped articles
CA2601925A1 (en) Multilayered, transparent articles and a process for their preparation
US6444283B1 (en) Polyester-polyamide blends with reduced gas permeability and low haze
JP4573060B2 (en) Polyester resin composition and molded article
JP2008546864A5 (en)
JP2008531830A5 (en)
JP2008544036A5 (en)
JP2008544021A (en) Transparent polymer blends containing polyesters containing cyclobutanediol and articles made therefrom
JP2008542450A5 (en)
JP2008531353A5 (en)
JP2008531827A5 (en)
JP2008546562A5 (en)
JP2008544021A5 (en)
JP2002518218A (en) Multilayer polyester article containing phenylene (oxyacetic acid) residues and having good barrier properties against gas permeation
CA2598196A1 (en) Preparation of transparent multilayered articles
JPH0625297B2 (en) Polyester composition
JP2647706B2 (en) Polyester laminated molded article and its use
JP2670139B2 (en) Polyester resin composition and use thereof
JP2002294055A (en) Polyester composition, method for producing the same and molding comprising the composition
JP2613642B2 (en) Copolyesters and their uses
JP2638936B2 (en) Polyester composition
JPH02263619A (en) Polyester hollow vessel
JP2605766B2 (en) Copolyester
JPH07737B2 (en) Polyester composition

Legal Events

Date Code Title Description
EEER Examination request
MKLA Lapsed

Effective date: 20140304