WO2008110541A2 - Stabilisation de polyhydroxybutyrates contre la décomposition thermique - Google Patents

Stabilisation de polyhydroxybutyrates contre la décomposition thermique Download PDF

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Publication number
WO2008110541A2
WO2008110541A2 PCT/EP2008/052838 EP2008052838W WO2008110541A2 WO 2008110541 A2 WO2008110541 A2 WO 2008110541A2 EP 2008052838 W EP2008052838 W EP 2008052838W WO 2008110541 A2 WO2008110541 A2 WO 2008110541A2
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WO
WIPO (PCT)
Prior art keywords
thermal degradation
components
weight
total weight
poly
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.)
Ceased
Application number
PCT/EP2008/052838
Other languages
German (de)
English (en)
Other versions
WO2008110541A3 (fr
Inventor
Dietrich Scherzer
Andreas Eipper
Peter PREISHUBER-PFLÜGL
Gabriel Skupin
Motonori Yamamoto
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.)
BASF SE
Original Assignee
BASF SE
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 BASF SE filed Critical BASF SE
Publication of WO2008110541A2 publication Critical patent/WO2008110541A2/fr
Publication of WO2008110541A3 publication Critical patent/WO2008110541A3/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • 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
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
    • 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
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/15—Heterocyclic compounds having oxygen in the ring
    • 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
    • C08L67/04—Polyesters derived from hydroxycarboxylic acids, e.g. lactones
    • 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
    • C08K5/00—Use of organic ingredients
    • C08K5/0091—Complexes with metal-heteroatom-bonds

Definitions

  • the present invention relates to polyester blends containing
  • the invention relates to a method for preventing the thermal degradation of polyhydroxyalkanoates by addition of lactones or lactams.
  • Polyhydroxyalkanoates are interesting biodegradable biopolymers.
  • Poly-4-hydroxybutyrates are known from Metabolix.
  • Poly-3-hydroxybutyrates are sold, for example, by PHB Industrial under the brand name Biocycle® and by Tianan under Enmat®. All these products are thermally labile.
  • they In order to be able to process the biopolymers, they generally have to be heated to temperatures of from 150 to more than 200 ° C., at least in the short term, for example in an extruder. At these temperatures, a significant reduction in molecular weight already takes place.
  • Suitable lactones are, for example, ⁇ -butyrolactone, ⁇ -butyrolactone, ⁇ -valerolactone, ⁇ -caprolactone and ⁇ -caprolactone. Preference is given to ⁇ -butyrolactone, ⁇ -butyrolactone and ⁇ -caprolactone, and particular preference is given to ⁇ -caprolactone.
  • Suitable lactams are, for example, ⁇ -butyrolactam, ⁇ -butyrolactam, ⁇ -valerolactam, ⁇ -caprolactam and ⁇ -caprolactam. Preference is given to ⁇ -butyrolactam, ⁇ -butyrolactam and ⁇ -caprolactam.
  • Polyhydroxyalkanoates are understood as meaning primarily poly-4-hydroxybutyrates and poly-3-hydroxybutyrates, and furthermore copolyesters of the abovementioned hydroxybutyrates with 3-hydroxyvalerates.
  • Poly-4-hydroxybutyrates are known in particular from the company Metabolix.
  • Poly-3-hydroxybutyrates are used, for example, by the PHB Industrial under the brand name Biocycle® and sold by the company Tianan under the name Enmat®.
  • the polyhydroxyalkanoates generally have a molecular weight M w of from 100,000 to 1,000,000, and preferably from 300,000 to 600,000.
  • a catalyst to the polyester mixture which accelerates the transesterification.
  • zinc and titanium catalysts are preferred because of their low toxicity.
  • the catalysts are suitable zinc (II) acetate and tetrabutyl ortho-titanate.
  • the catalysts are generally used in a concentration of 0.01 to 1 wt .-% based on the total weight of components i to ii.
  • Biocycle® PHB FE 95 poly-3-hydroxybutyrate from PHB-Industrial ii) ⁇ -caprolactone from Merck VWR International GmbH iii) tetrabutyl ortho-titanate (TBOT) from Merck VWR International GmbH

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polyesters Or Polycarbonates (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Biological Depolymerization Polymers (AREA)

Abstract

L'invention concerne des mélanges polyester contenant i) 75 à 95 % en poids, par rapport au poids total des composants i à ii, d'au moins un polyhydroxyalcanoate, et ii) 5 à 25 % en poids, par rapport au poids total des composants i à ii, d'un lactone ou d'un lactame. L'invention concerne également un procédé d'empêchement de la décomposition thermique de polyhydroxyalcanoates par addition de lactones ou de lactames.
PCT/EP2008/052838 2007-03-14 2008-03-11 Stabilisation de polyhydroxybutyrates contre la décomposition thermique Ceased WO2008110541A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP07104127.1 2007-03-14
EP07104127 2007-03-14

Publications (2)

Publication Number Publication Date
WO2008110541A2 true WO2008110541A2 (fr) 2008-09-18
WO2008110541A3 WO2008110541A3 (fr) 2008-11-06

Family

ID=39301685

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2008/052838 Ceased WO2008110541A2 (fr) 2007-03-14 2008-03-11 Stabilisation de polyhydroxybutyrates contre la décomposition thermique

Country Status (1)

Country Link
WO (1) WO2008110541A2 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013062977A1 (fr) 2011-10-25 2013-05-02 Marrone Bio Innovations, Inc. Formulations, compositions, métabolites de chromobacterium et leurs utilisations

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2036712A1 (de) * 1970-07-24 1972-01-27 Dynamit Nobel Ag Stabilisierung von Polyestern
EP1781798B1 (fr) * 2004-08-06 2010-06-02 PHB Industrial S.A. Utilisation d'alcools gras en tant que plastifiant afin d'ameliorer les proprietes physiques-mecaniques et la transformabilite du poly-3-hydroxybutirate (phb) et de ses copolymeres

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013062977A1 (fr) 2011-10-25 2013-05-02 Marrone Bio Innovations, Inc. Formulations, compositions, métabolites de chromobacterium et leurs utilisations

Also Published As

Publication number Publication date
WO2008110541A3 (fr) 2008-11-06

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