GB2104403B - Polymerisation catalyst system - Google Patents

Polymerisation catalyst system

Info

Publication number
GB2104403B
GB2104403B GB08133787A GB8133787A GB2104403B GB 2104403 B GB2104403 B GB 2104403B GB 08133787 A GB08133787 A GB 08133787A GB 8133787 A GB8133787 A GB 8133787A GB 2104403 B GB2104403 B GB 2104403B
Authority
GB
United Kingdom
Prior art keywords
hydroxyl
catalyst system
arsenic
phosphorous
antimony
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.)
Expired
Application number
GB08133787A
Other versions
GB2104403A (en
Inventor
Loren Lewis Barber
Chung I Young
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.)
3M Co
Original Assignee
Minnesota Mining and Manufacturing Co
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 Minnesota Mining and Manufacturing Co filed Critical Minnesota Mining and Manufacturing Co
Publication of GB2104403A publication Critical patent/GB2104403A/en
Application granted granted Critical
Publication of GB2104403B publication Critical patent/GB2104403B/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/02—Preparation of ethers from oxiranes
    • C07C41/03—Preparation of ethers from oxiranes by reaction of oxirane rings with hydroxy groups
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/50—Polyethers having heteroatoms other than oxygen
    • C08G18/5003—Polyethers having heteroatoms other than oxygen having halogens
    • C08G18/5006—Polyethers having heteroatoms other than oxygen having halogens having chlorine and/or bromine atoms
    • C08G18/5009—Polyethers having heteroatoms other than oxygen having halogens having chlorine and/or bromine atoms having chlorine atoms
    • 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
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/04—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers only
    • C08G65/22—Cyclic ethers having at least one atom other than carbon and hydrogen outside the ring
    • C08G65/223—Cyclic ethers having at least one atom other than carbon and hydrogen outside the ring containing halogens
    • 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
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
    • C08G65/2642—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds characterised by the catalyst used
    • C08G65/2645—Metals or compounds thereof, e.g. salts
    • 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
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
    • C08G65/2642—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds characterised by the catalyst used
    • C08G65/2645—Metals or compounds thereof, e.g. salts
    • C08G65/266—Metallic elements not covered by group C08G65/2648 - C08G65/2645, or compounds thereof
    • 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
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
    • C08G65/2642—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds characterised by the catalyst used
    • C08G65/2669—Non-metals or compounds thereof
    • C08G65/2684—Halogens or compounds thereof
    • 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
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
    • C08G65/2642—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds characterised by the catalyst used
    • C08G65/269—Mixed catalyst systems, i.e. containing more than one reactive component or catalysts formed in-situ
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Polyethers (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Catalysts (AREA)

Abstract

Colorless hydroxyl-terminated poly(chloroalkylene ethers) of the formula <IMAGE> wherein R<1> and R<2> = hydrogen or methyl; R<3> and R<4> = hydrogen, lower alkyl containing 1 to 10 carbon atoms or lower chloroalkyl containing 1 to 2 carbon atoms provided that at least one of R<3> or R<4> is lower chloroalkyl; R<5> = residue of a hydroxyl material which originally contained 1 to 6 hydroxyls; b = integer of 1 to 50; d = integer of 1 to 6. The ethers may be prepared by reaction of a hydroxyl material containing 1 to 6 hydroxyl groups with a chloro-alkylene oxide in the presence of a novel catalyst system comprising (i) a fluorinated acid selected from the group consisting of bis (fluorinated aliphatic sulfonyl) alkanes and acids of the formula HmXFn+m wherein X is selected from the group consisting of boron, phosphorous, arsenic and antimony; m is 0 or 1, n is 3 when X is boron and n is 5 when X is phosphorous, arsenic and antimony; and <IMAGE>
GB08133787A 1978-05-17 1981-11-09 Polymerisation catalyst system Expired GB2104403B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US90674478A 1978-05-17 1978-05-17

Publications (2)

Publication Number Publication Date
GB2104403A GB2104403A (en) 1983-03-09
GB2104403B true GB2104403B (en) 1983-07-13

Family

ID=25422907

Family Applications (2)

Application Number Title Priority Date Filing Date
GB7917067A Expired GB2021606B (en) 1978-05-17 1979-05-16 Hydroxyl-terminated poly-(chloroalkylene ethers)
GB08133787A Expired GB2104403B (en) 1978-05-17 1981-11-09 Polymerisation catalyst system

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB7917067A Expired GB2021606B (en) 1978-05-17 1979-05-16 Hydroxyl-terminated poly-(chloroalkylene ethers)

Country Status (9)

Country Link
JP (1) JPS54150497A (en)
AU (1) AU534485B2 (en)
BR (1) BR7903018A (en)
CA (1) CA1187107A (en)
CH (1) CH653693A5 (en)
DE (1) DE2919834A1 (en)
FR (1) FR2426060A1 (en)
GB (2) GB2021606B (en)
IT (1) IT1116819B (en)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3035138A1 (en) * 1979-09-18 1981-04-02 Minnesota Mining and Manufacturing Co., 55101 Saint Paul, Minn. AMORPHE POLY- (HALOGENALKYLENAETHER) WITH HYDROXYL END GROUPS AND TWO-COMPONENT CATALYST SYSTEM
US4405497A (en) * 1979-09-18 1983-09-20 Minnesota Mining And Manufacturing Company Catalyst system containing a fluorinated acid and a polyvalent tin compound
US4431845A (en) * 1980-12-04 1984-02-14 Minnesota Mining And Manufacturing Company Method for the preparation of hydroxyl-terminated poly(haloalkylene ethers)
US4393199A (en) 1981-05-12 1983-07-12 S R I International Cationic polymerization
CA1197832A (en) * 1982-06-01 1985-12-10 Kang Yang Catalysts for alkoxylation reactions
US4483941A (en) * 1982-09-02 1984-11-20 Conoco Inc. Catalysts for alkoxylation reactions
US4485211A (en) * 1982-09-15 1984-11-27 The B. F. Goodrich Company Poly(glycidyl ether)block copolymers and process for their preparation
US4451618A (en) * 1982-09-29 1984-05-29 The B. F. Goodrich Company Block copolymers and process for their preparation
US4540742A (en) * 1982-11-12 1985-09-10 The B. F. Goodrich Company Graft copolymers and process for their preparation
US4879419A (en) * 1985-07-01 1989-11-07 Minnesota Mining And Manufacturing Company Hydroxyl-terminated polyepichlorohydrin polymers
CA1339576C (en) * 1985-08-30 1997-12-09 Minnesota Mining And Manufacturing Company Hydroxyl-termitated polyepichlorohydrin and derivatives
US5117010A (en) * 1991-08-15 1992-05-26 Ciba-Geigy Corporation Process for the preparation of addition products of epoxides and alcohols
TW224108B (en) 1992-05-06 1994-05-21 Ciba Geigy
CN103497322B (en) * 2013-09-09 2015-05-27 江苏雅克科技股份有限公司 Preparation method and application for reaction-type halogen-containing flame-retardant polyether polyol
JP7387987B2 (en) * 2019-01-21 2023-11-29 東ソー株式会社 Thermoplastic polyurethane resin and thermoplastic polyurethane resin composition

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2327053A (en) * 1939-11-18 1943-08-17 Shell Dev Production of hydroxy ethers
DE1281420B (en) * 1963-09-23 1968-10-31 Olin Mathieson Process for the preparation of linear or branched polyalkylene glycol ethers
US3305565A (en) * 1964-07-08 1967-02-21 Shell Oil Co Polyepihalohydrin preparation using fluoboric acid catalyst
DE1793581C3 (en) * 1965-04-23 1974-02-28 L'oreal, Paris Polychloride and process for their preparation. Eliminated from: 1593217
FR94928E (en) * 1965-04-23 1970-01-23 Oreal New nonionic surfactants and their preparation process.
GB1047557A (en) * 1965-05-04 1966-11-09 Shell Int Research Polymers of epoxy-halo-substituted alkanes
CH568343A5 (en) * 1972-05-15 1975-10-31 Solvay
US3850856A (en) * 1973-08-20 1974-11-26 Goodrich Co B F Hydroxyl-ended epihalohydrin polymers by cationic polymerization
DE2639083C2 (en) * 1976-08-31 1983-02-10 Bayer Ag, 5090 Leverkusen Process for the production of polyether polyols and their use as starting materials for polyurethane plastics

Also Published As

Publication number Publication date
FR2426060A1 (en) 1979-12-14
CA1187107A (en) 1985-05-14
DE2919834C2 (en) 1991-02-28
IT1116819B (en) 1986-02-10
AU4710079A (en) 1979-11-22
DE2919834A1 (en) 1979-11-22
GB2104403A (en) 1983-03-09
GB2021606A (en) 1979-12-05
FR2426060B1 (en) 1983-05-20
BR7903018A (en) 1979-12-04
IT7949061A0 (en) 1979-05-16
AU534485B2 (en) 1984-02-02
CH653693A5 (en) 1986-01-15
JPS6332813B2 (en) 1988-07-01
JPS54150497A (en) 1979-11-26
GB2021606B (en) 1982-12-01

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Legal Events

Date Code Title Description
732 Registration of transactions, instruments or events in the register (sect. 32/1977)
PCNP Patent ceased through non-payment of renewal fee

Effective date: 19920516