CA2419574A1 - Biodegradable polymer films and sheets suitable for use as laminate coatings as well as wraps and other packaging materials - Google Patents

Biodegradable polymer films and sheets suitable for use as laminate coatings as well as wraps and other packaging materials Download PDF

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Publication number
CA2419574A1
CA2419574A1 CA002419574A CA2419574A CA2419574A1 CA 2419574 A1 CA2419574 A1 CA 2419574A1 CA 002419574 A CA002419574 A CA 002419574A CA 2419574 A CA2419574 A CA 2419574A CA 2419574 A1 CA2419574 A1 CA 2419574A1
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CA
Canada
Prior art keywords
biodegradable polymer
polymer blend
stiff
soft
transition temperature
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
CA002419574A
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French (fr)
Other versions
CA2419574C (en
Inventor
Kishan Khemani
Per Just Andersen
Harald Schmidt
Simon K. Hodson
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.)
E Khashoggi Industries LLC
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Individual
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Application filed by Individual filed Critical Individual
Publication of CA2419574A1 publication Critical patent/CA2419574A1/en
Application granted granted Critical
Publication of CA2419574C publication Critical patent/CA2419574C/en
Anticipated expiration legal-status Critical
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Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L101/00Compositions of unspecified macromolecular compounds
    • C08L101/16Compositions of unspecified macromolecular compounds the macromolecular compounds being biodegradable
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00Layered products comprising a layer of synthetic resin
    • B32B27/06Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/91Polymers modified by chemical after-treatment
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/18Manufacture of films or sheets
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00Use of inorganic substances as compounding ingredients
    • C08K3/02Elements
    • C08K3/08Metals
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L3/00Compositions of starch, amylose or amylopectin or of their derivatives or degradation products
    • C08L3/02Starch; Degradation products thereof, e.g. dextrin
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C08L67/02Polyesters derived from dicarboxylic acids and dihydroxy compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C08L67/02Polyesters derived from dicarboxylic acids and dihydroxy compounds
    • C08L67/025Polyesters derived from dicarboxylic acids and dihydroxy compounds containing polyether sequences
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C08L67/04Polyesters derived from hydroxycarboxylic acids, e.g. lactones
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L77/00Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
    • C08L77/12Polyester-amides
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2300/00Characterised by the use of unspecified polymers
    • C08J2300/16Biodegradable polymers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2367/00Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
    • C08J2367/02Polyesters derived from dicarboxylic acids and dihydroxy compounds
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/31504Composite [nonstructural laminate]
    • Y10T428/31786Of polyester [e.g., alkyd, etc.]

Abstract

Biodegradable polymer blends suitable for laminate coatings, wraps and other packaging materials manufactured from at least one "stiff" biopolymer and at least one "soft" biopolymer. "Stiff" biopolymers tend to be more brittle and rigid and typically have a glass transition temperature greater than about 10° C. "Soft"
biopolymers tend to be more flexible and pliable and typically have a glass transition temperature less than about 0° C. While stiff and soft polymers each possess certain intrinsic benefits, certain blends of stiff and soft polymers have been discovered which possess synergistic properties superior to those of either stiff or soft polymers by themselves.
Biodegradable polymers include polyesters, polyesteramides and thermoplastically processable starch.
The polymer blends may optionally include an inorganic filler. Films and sheets made from the polymer blends may be textured so as to increase the bulk hand feel.
Wraps will typically be manufactured so as to have good "dead-fold" properties so as to remain in a wrapped position and not spring back to an "unwrapped" and planar form.
Laminate films will typically have good water vapor barrier properties as measured by their Water Vapor Permeability Coefficient (WVPC).

Claims (28)

1. A biodegradable polymer blend, comprising:
at least one stiff synthetic biodegradable polymer having a glass transition temperature greater than about 10°C.; and at least one soft synthetic biodegradable polymer having a glass transition temperature less than about 0°C., wherein the polymer blend is suitable for formation into at least one of extruded sheets and blown films.
2. A biodegradable polymer blend as defined in claim 1, wherein the stiff synthetic biodegradable polymer includes at least one of a modified polyethylene terephthalate, a polyesteramide, or an aliphatic polyester having repeating units of from 2 to 4 carbons atoms.
3. A biodegradable polymer blend as defined in claim 1, wherein the stiff synthetic biodegradable polymer includes at least one of polylactic acid, a polylactic acid derivative, a modified polyethylene terephthalate in which a portion of the terephthalate groups are sulfonated and in which a portion of the ethylene groups are replaced with at least one of alkylene oxide or polyalkylene oxide groups, a terpolymer including units formed from glycolide, lactide and ~-caprolactone, a polyalkylene carbonate, or a polyesteramide formed from at least one diacid, at least one diol, and at least one amino acid.
4. A biodegradable polymer blend as defined in claim 1, wherein the soft synthetic biodegradable polymer includes at least one of an aliphatic polyester having repeating units of at least 5 carbon atoms or a polyester including units formed from an aliphatic diol, an aliphatic diacid and an aromatic diacid.
5. A biodegradable polymer blend as defined in claim 1, wherein the soft synthetic biodegradable polymer includes at least one of polycaprolactone, polyhydroxybutyrate-hydroxyvalerate copolymer, polybutylene succinate, polybutylene succinate adipate, or an aliphatic-aromatic copolyester including units formed from adipic acid, dialkyl terephthalate, and at least one aliphatic diol.
6. A biodegradable polymer blend as defined in claim 1, further including at least one natural polymer or derivative thereof.
7. A biodegradable polymer blend as defined in claim 6, wherein the at least one natural polymer or derivative thereof comprises thermoplastically processable starch.
8. A biodegradable polymer blend as defined in claim 1, wherein the stiff synthetic biodegradable polymer is included in an amount of about 20% to about 99% by combined weight of the stiff and soft biodegradable polymers and the soft biodegradable polymer is included in a concentration in a range of about 1 % to about 80% by combined weight of the stiff and soft biodegradable polymers.
9. A biodegradable polymer blend as defined in claim 1, wherein the stiff synthetic biodegradable polymer is included in an amount of about 50% to about 98% by combined weight of the stiff and soft biodegradable polymers and the soft biodegradable polymer is included in a concentration in a range of about 2% to about 50% by combined weight of the stiff and soft biodegradable polymers.
10. A biodegradable polymer blend as defined in claim 1, wherein the stiff synthetic biodegradable polymer is included in an amount of about 80% to about 95% by combined weight of the stiff and soft biodegradable polymers and the soft biodegradable polymer is included in a concentration in a range of about 5% to about 20% by combined weight of the stiff and soft biodegradable polymers.
11. A biodegradable polymer blend as defined in claim 1, wherein the stiff synthetic biodegradable polymer has a glass transition temperature greater than about 20°C.
12. A biodegradable polymer blend as defined in claim 1, wherein the stiff synthetic biodegradable polymer has a glass transition temperature greater than about 30°C.
13. A biodegradable polymer blend as defined in claim 1, wherein the stiff synthetic biodegradable polymer has a glass transition temperature greater than about 40°C.
14. A biodegradable polymer blend as defined in claim 1, wherein the soft synthetic biodegradable polymer has a glass transition temperature less than about -10°C.
15. A biodegradable polymer blend as defined in claim 1, wherein the soft synthetic biodegradable polymer has a glass transition temperature less than about -20°C.
16. A biodegradable polymer blend as defined in claim 1, wherein the soft synthetic biodegradable polymer has a glass transition temperature less than about -30°C.
17. A biodegradable polymer blend as defined in claim 1, further including at least one non biodegradable polymer.
18. A biodegradable polymer blend as defined in claim 1, further including at least one particulate filler.
19. A biodegradable polymer blend as defined in claim 1, further including at least one plasticizer.
20. A biodegradable polymer blend as defined. in claim 1, wherein the soft biodegradable polymer includes one or more diisocyanate chain extenders.
21. A biodegradable polymer blend as defined in claim 1, wherein the biodegradable polymer blend is in the form of a sheet or film.
22. A biodegradable polymer blend as defined in claim 21, wherein the sheet or film has dead-fold properties suitable for use as a packaging wrap.
23. A biodegradable polymer blend as defined in claim 21, wherein the sheet or film is textured so as to increase its bulk hand feel compared to a sheet that is not textured.
24. A biodegradable polymer blend as defined in claim 21, wherein the sheet or film includes printing on at least a portion thereof.
25. A biodegradable polymer blend as defined in claim 21, wherein the sheet or film is laminated with at least one additional sheet or film.
26. A biodegradable polymer blend as defined in claim 21, wherein the sheet or film is laminated with a molded article of manufacture.
27. A biodegradable polymer blend in the form of a sheet or film, comprising:
at least one synthetic biodegradable polymer having a glass transition temperature greater than about 10°C.; and at least one biodegradable polymer having a glass transition temperature less than about 0°C, wherein the biodegradable sheet or film is textured or includes at least one particulate filler in an amount so that the sheet or film has dead-fold properties that render the sheet or film suitable for use as a packaging wrap.
28. A biodegradable polymer blend, comprising:
at least one synthetic biodegradable polymer having a glass transition temperature greater than about 10°C.;
at least one biodegradable polymer having a glass transition temperature less than about 0°C; and at least one particulate filler in an amount of at least about 5% by weight of the polymer blend, wherein the polymer blend is suitable for formation into at least one of extruded sheets and blown films.
CA2419574A 2000-08-23 2001-03-28 Biodegradable polymer films and sheets suitable for use as laminate coatings as well as wraps and other packaging materials Expired - Lifetime CA2419574C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US09/648,471 US6573340B1 (en) 2000-08-23 2000-08-23 Biodegradable polymer films and sheets suitable for use as laminate coatings as well as wraps and other packaging materials
US09/648,471 2000-08-23
PCT/US2001/010052 WO2002016468A1 (en) 2000-08-23 2001-03-28 Biodegradable polymer films and sheets suitable for use as laminate coatings as well as wraps and other packaging materials

Publications (2)

Publication Number Publication Date
CA2419574A1 true CA2419574A1 (en) 2002-02-28
CA2419574C CA2419574C (en) 2011-07-26

Family

ID=24600918

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2419574A Expired - Lifetime CA2419574C (en) 2000-08-23 2001-03-28 Biodegradable polymer films and sheets suitable for use as laminate coatings as well as wraps and other packaging materials

Country Status (13)

Country Link
US (1) US6573340B1 (en)
EP (3) EP2357209B1 (en)
JP (2) JP4198984B2 (en)
KR (1) KR100596275B1 (en)
CN (1) CN1247658C (en)
AU (1) AU2001249584A1 (en)
BR (1) BR0113483B1 (en)
CA (1) CA2419574C (en)
CY (2) CY1114388T1 (en)
DK (2) DK1311582T3 (en)
ES (2) ES2575010T3 (en)
PT (2) PT2357209E (en)
WO (1) WO2002016468A1 (en)

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