WO1999011694A1 - Systeme catalyseur pour preparer des carbonates de polyalkylene - Google Patents

Systeme catalyseur pour preparer des carbonates de polyalkylene Download PDF

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Publication number
WO1999011694A1
WO1999011694A1 PCT/DE1998/002368 DE9802368W WO9911694A1 WO 1999011694 A1 WO1999011694 A1 WO 1999011694A1 DE 9802368 W DE9802368 W DE 9802368W WO 9911694 A1 WO9911694 A1 WO 9911694A1
Authority
WO
WIPO (PCT)
Prior art keywords
zinc
catalyst
catalyst system
dicarboxylic acids
acid
Prior art date
Application number
PCT/DE1998/002368
Other languages
German (de)
English (en)
Inventor
Christel Rom
Karl-Heinz Schimmel
Erika Wagenknecht
Sylvia Kogut
Original Assignee
Buna Sow Leuna Olefinverbund Gmbh
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 Buna Sow Leuna Olefinverbund Gmbh filed Critical Buna Sow Leuna Olefinverbund Gmbh
Priority to EP98949897A priority Critical patent/EP1012202A1/fr
Publication of WO1999011694A1 publication Critical patent/WO1999011694A1/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
    • C08G64/20—General preparatory processes
    • C08G64/32—General preparatory processes using carbon dioxide
    • C08G64/34—General preparatory processes using carbon dioxide and cyclic ethers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/04—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/10—Polymerisation reactions involving at least dual use catalysts, e.g. for both oligomerisation and polymerisation
    • B01J2231/14—Other (co) polymerisation, e.g. of lactides, epoxides
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
    • C08G64/02—Aliphatic polycarbonates
    • C08G64/0208—Aliphatic polycarbonates saturated

Definitions

  • the aim of the invention is to find a catalyst system for the co-, ter- and block copolymerization of one or more epoxides with carbon dioxide, which does not have the disadvantages mentioned.
  • the zinc compounds include, for example, zinc carbonate, zinc hydroxycarbonate, zinc oxide, zinc hydroxide, zinc sulfate and other divalent zinc compounds.
  • Zinc hydroxycarbonate, zinc oxide and zinc hydroxide are preferably used.
  • the dicarboxylic acid mixture consists of at least two dicarboxylic acids, which can be present aliphatic or aromatic or as a mixture thereof.
  • the dicarboxylic acids can be mixed with one another in any ratio, preferably combinations of three are to be used.
  • the aliphatic dicarboxylic acids from C 2 -C10 and the aromatic dicarboxylic acids phthalic acid, terephthalic acid, preferably isophthalic acid, are suitable.
  • Mellitic acid is also advantageous in small amounts.
  • a special effect with regard to the resulting product properties can also be achieved by adding small amounts of monocarboxylic acids.
  • Monocarboxylic acids of C -C-io, in particular those with an odd C number, can preferably be used for this.
  • the mass of the resulting polymer is determined by weighing and expressed as the activity of gram of polymer per gram of catalyst, based on the mass of the catalyst used.
  • Propylene oxide and ethylene oxide were block copolymerized with carbon dioxide, the propylene oxide and 60% of the catalyst which corresponded to that of Example 5 being introduced.
  • the polymerization was carried out under usual conditions. After 3 hours, the ethylene oxide and the remainder of the catalyst were metered into the reactor under pressure. The reaction was complete after a total of 5.5 hours. 360 g of polymer were obtained. When using a total of 12.5 g of catalyst, this corresponds to a catalyst activity of 28.8 g per 1 g of polymer.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Polyesters Or Polycarbonates (AREA)

Abstract

L'invention concerne un système catalyseur comprenant au moins deux acides dicarboxyliques pouvant être aliphatique ou aromatique ou un mélange des deux, qui sont mis en combinaison avec un sel de zinc inorganique bivalent. Utilisé dans le cadre de la copolymérisation, de la tripolymérisation et de la copolymérisation séquencée d'un ou de plusieurs époxydes avec du dioxyde de carbone de manière continue ou discontinue, ce système catalyseur permet d'obtenir des rendements importants, significatifs pour un usage commercial. Les polymères obtenus sont dans une large mesure exempts de produits secondaires et présentent un degré de pureté de 99 %.
PCT/DE1998/002368 1997-08-28 1998-08-14 Systeme catalyseur pour preparer des carbonates de polyalkylene WO1999011694A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP98949897A EP1012202A1 (fr) 1997-08-28 1998-08-14 Systeme catalyseur pour preparer des carbonates de polyalkylene

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19737547.2 1997-08-28
DE1997137547 DE19737547A1 (de) 1997-08-28 1997-08-28 Katalysatorsystem zur Herstellung von Polyalkylencarbonaten

Publications (1)

Publication Number Publication Date
WO1999011694A1 true WO1999011694A1 (fr) 1999-03-11

Family

ID=7840475

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/DE1998/002368 WO1999011694A1 (fr) 1997-08-28 1998-08-14 Systeme catalyseur pour preparer des carbonates de polyalkylene

Country Status (3)

Country Link
EP (1) EP1012202A1 (fr)
DE (1) DE19737547A1 (fr)
WO (1) WO1999011694A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004000912A1 (fr) * 2002-06-20 2003-12-31 Posco Procede de preparation d'un catalyseur pour la polymerisation d'un polycarbonate aliphatique et procede de polymerisation d'un polycarbonate aliphatique au moyen de ce catalyseur
WO2004000911A1 (fr) * 2002-06-20 2003-12-31 Posco Procede de preparation d'un catalyseur destine a la polymerisation de polycarbonates aliphatiques et procede de polymerisation d'un polycarbonate aliphatique
US10214614B2 (en) 2008-05-09 2019-02-26 Cornell University Copolymerization of ethylene oxide and carbon dioxide

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10147712A1 (de) * 2001-09-27 2003-04-17 Basf Ag Verfahren zur Herstellung aliphatischer Polycarbonate
WO2011107577A2 (fr) * 2010-03-05 2011-09-09 Basf Se Sels de zinc modifiés de diacides alcane en c4-8 et leur utilisation comme catalyseur de polymérisation
CN103547368B (zh) 2011-04-04 2017-10-27 汉高股份有限及两合公司 用于环氧化物聚合以及用于环氧化物与二氧化碳的共聚合的催化剂
EP3048129B1 (fr) * 2013-11-18 2020-07-29 LG Chem, Ltd. Catalyseur organozincique, son procédé de préparation, et procédé pour la préparation d'une résine polyalkylène carbonate en faisant appel à celui-ci

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4783445A (en) * 1987-12-14 1988-11-08 Arco Chemical Company Soluble epoxide/carbon dioxide copolymerization catalysts
US4943677A (en) * 1989-06-08 1990-07-24 Air Products And Chemicals, Inc. Making poly(alkylene carbonates) of controlled molecular weight
US4960862A (en) * 1989-03-31 1990-10-02 Air Products And Chemicals, Inc. Regeneration of metallo-organic catalyst for carbon dioxide-epoxide copolymerization
US4981948A (en) * 1988-08-09 1991-01-01 Mitsui Petrochemical Industries, Ltd. Zinc-containing solid catalyst, process of preparing same and process for preparing polyalkylene carbonate
US5026676A (en) * 1989-06-07 1991-06-25 Air Products And Chemicals, Inc. Catalyst for the copolymerization of epoxides with CO2

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4783445A (en) * 1987-12-14 1988-11-08 Arco Chemical Company Soluble epoxide/carbon dioxide copolymerization catalysts
US4981948A (en) * 1988-08-09 1991-01-01 Mitsui Petrochemical Industries, Ltd. Zinc-containing solid catalyst, process of preparing same and process for preparing polyalkylene carbonate
US4960862A (en) * 1989-03-31 1990-10-02 Air Products And Chemicals, Inc. Regeneration of metallo-organic catalyst for carbon dioxide-epoxide copolymerization
US5026676A (en) * 1989-06-07 1991-06-25 Air Products And Chemicals, Inc. Catalyst for the copolymerization of epoxides with CO2
US4943677A (en) * 1989-06-08 1990-07-24 Air Products And Chemicals, Inc. Making poly(alkylene carbonates) of controlled molecular weight

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
SOGA K., IMAI E., HATTORI I.: "ALTERNATING COPOLYMERIZATION OF CO2 AND PROPYLENE OXIDE WITH THE CATALYSTS PREPARED FROM ZN(OH)2 AND VARIOUS DICARBOXYLIC ACIDS.", POLYMER JOURNAL., SOCIETY OF POLYMER SCIENCE, TOKYO., JP, vol. 13., no. 04., 1 January 1981 (1981-01-01), JP, pages 407 - 410., ISSN: 0032-3896 *

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004000912A1 (fr) * 2002-06-20 2003-12-31 Posco Procede de preparation d'un catalyseur pour la polymerisation d'un polycarbonate aliphatique et procede de polymerisation d'un polycarbonate aliphatique au moyen de ce catalyseur
WO2004000911A1 (fr) * 2002-06-20 2003-12-31 Posco Procede de preparation d'un catalyseur destine a la polymerisation de polycarbonates aliphatiques et procede de polymerisation d'un polycarbonate aliphatique
EP1532192A1 (fr) * 2002-06-20 2005-05-25 Posco Procede de preparation d'un catalyseur destine a la polymerisation de polycarbonates aliphatiques et procede de polymerisation d'un polycarbonate aliphatique
JP2005530021A (ja) * 2002-06-20 2005-10-06 ポスコ 脂肪族ポリカーボネート重合用触媒の製造方法、及びこれを使用した脂肪族ポリカーボネートの重合方法
EP1532192A4 (fr) * 2002-06-20 2006-06-07 Posco Procede de preparation d'un catalyseur destine a la polymerisation de polycarbonates aliphatiques et procede de polymerisation d'un polycarbonate aliphatique
US7148317B2 (en) 2002-06-20 2006-12-12 Posco Method of preparing catalyst for polymerization of aliphatic polycarbonate and method of polymerizing aliphatic polycarbonate using same
US7405265B2 (en) 2002-06-20 2008-07-29 Posco Method of preparing catalyst for polymerization of aliphatic polycarbonate and method of polymerizing aliphatic polycarbonate
JP4708019B2 (ja) * 2002-06-20 2011-06-22 ポスコ 脂肪族ポリカーボネート重合用触媒の製造方法、及びこれを使用した脂肪族ポリカーボネートの重合方法
US10214614B2 (en) 2008-05-09 2019-02-26 Cornell University Copolymerization of ethylene oxide and carbon dioxide

Also Published As

Publication number Publication date
DE19737547A1 (de) 1999-03-04
EP1012202A1 (fr) 2000-06-28

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