GB2021606A - Hydroxyl-terminated poly(chloroalkylene ethers) - Google Patents

Hydroxyl-terminated poly(chloroalkylene ethers)

Info

Publication number
GB2021606A
GB2021606A GB7917067A GB7917067A GB2021606A GB 2021606 A GB2021606 A GB 2021606A GB 7917067 A GB7917067 A GB 7917067A GB 7917067 A GB7917067 A GB 7917067A GB 2021606 A GB2021606 A GB 2021606A
Authority
GB
United Kingdom
Prior art keywords
hydroxyl
ethers
terminated poly
arsenic
phosphorous
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
GB7917067A
Other versions
GB2021606B (en
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 GB2021606A publication Critical patent/GB2021606A/en
Application granted granted Critical
Publication of GB2021606B publication Critical patent/GB2021606B/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>
GB7917067A 1978-05-17 1979-05-16 Hydroxyl-terminated poly-(chloroalkylene ethers) Expired GB2021606B (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
GB2021606A true GB2021606A (en) 1979-12-05
GB2021606B GB2021606B (en) 1982-12-01

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 After (1)

Application Number Title Priority Date Filing Date
GB08133787A Expired GB2104403B (en) 1978-05-17 1981-11-09 Polymerisation catalyst system

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)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0095562A1 (en) * 1982-06-01 1983-12-07 Vista Chemical Company Catalysts for alkoxylation reactions
EP0105080A2 (en) * 1982-09-02 1984-04-11 Vista Chemical Company A method for alkoxylation
EP0106218A1 (en) * 1982-09-29 1984-04-25 The B.F. GOODRICH Company Block copolymers and process for their preparation
EP0109052A1 (en) * 1982-11-12 1984-05-23 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
US5164521A (en) * 1985-08-30 1992-11-17 Minnesota Mining And Manufacturing Company Primary hydroxyl-terminated polyglycidyl azide
EP0528763A2 (en) * 1991-08-15 1993-02-24 Ciba-Geigy Ag Process for the preparation of di-secondary alcohols and of glycidyl ethers thereof
EP0569331A2 (en) * 1992-05-06 1993-11-10 Ciba-Geigy Ag Process for the preparation of addition products
CN103497322A (en) * 2013-09-09 2014-01-08 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

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU539011B2 (en) * 1979-09-18 1984-09-06 Minnesota Mining And Manufacturing Company Hydroxyl-terminated poly(haloaluylene ethers)
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
US4485211A (en) * 1982-09-15 1984-11-27 The B. F. Goodrich Company Poly(glycidyl ether)block copolymers and process for their preparation
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
FR94928E (en) * 1965-04-23 1970-01-23 Oreal New nonionic surfactants and their preparation process.
DE1793581C3 (en) * 1965-04-23 1974-02-28 L'oreal, Paris Polychloride and process for their preparation. Eliminated from: 1593217
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

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0095562A1 (en) * 1982-06-01 1983-12-07 Vista Chemical Company Catalysts for alkoxylation reactions
EP0105080A2 (en) * 1982-09-02 1984-04-11 Vista Chemical Company A method for alkoxylation
EP0105080A3 (en) * 1982-09-02 1984-06-20 Conoco Inc. Catalysts for alkoxylation reactions
EP0106218A1 (en) * 1982-09-29 1984-04-25 The B.F. GOODRICH Company Block copolymers and process for their preparation
EP0109052A1 (en) * 1982-11-12 1984-05-23 The B.F. GOODRICH Company Graft copolymers and process for their preparation
US5741997A (en) * 1985-07-01 1998-04-21 Minnesota Mining And Manufacturing Company Low polydispersity glycidyl azide polymer
US4879419A (en) * 1985-07-01 1989-11-07 Minnesota Mining And Manufacturing Company Hydroxyl-terminated polyepichlorohydrin polymers
US5164521A (en) * 1985-08-30 1992-11-17 Minnesota Mining And Manufacturing Company Primary hydroxyl-terminated polyglycidyl azide
EP0528763A3 (en) * 1991-08-15 1993-07-07 Ciba-Geigy Ag Process for the preparation of di-secondary alcohols and of glycidyl ethers thereof
EP0528763A2 (en) * 1991-08-15 1993-02-24 Ciba-Geigy Ag Process for the preparation of di-secondary alcohols and of glycidyl ethers thereof
EP0569331A2 (en) * 1992-05-06 1993-11-10 Ciba-Geigy Ag Process for the preparation of addition products
EP0569331A3 (en) * 1992-05-06 1995-10-25 Ciba Geigy Ag Process for the preparation of addition products
JP3418797B2 (en) 1992-05-06 2003-06-23 バンティコ アクチエンゲゼルシャフト Manufacturing method of adduct
CN103497322A (en) * 2013-09-09 2014-01-08 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
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

Also Published As

Publication number Publication date
DE2919834A1 (en) 1979-11-22
GB2104403A (en) 1983-03-09
AU4710079A (en) 1979-11-22
AU534485B2 (en) 1984-02-02
JPS6332813B2 (en) 1988-07-01
BR7903018A (en) 1979-12-04
IT1116819B (en) 1986-02-10
JPS54150497A (en) 1979-11-26
FR2426060A1 (en) 1979-12-14
CA1187107A (en) 1985-05-14
GB2104403B (en) 1983-07-13
CH653693A5 (en) 1986-01-15
GB2021606B (en) 1982-12-01
FR2426060B1 (en) 1983-05-20
DE2919834C2 (en) 1991-02-28
IT7949061A0 (en) 1979-05-16

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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