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GB477843A - The manufacture of new polymerisation products - Google Patents

The manufacture of new polymerisation products

Info

Publication number
GB477843A
GB477843A GB1854036A GB1854036A GB477843A GB 477843 A GB477843 A GB 477843A GB 1854036 A GB1854036 A GB 1854036A GB 1854036 A GB1854036 A GB 1854036A GB 477843 A GB477843 A GB 477843A
Authority
GB
United Kingdom
Prior art keywords
solvent
polymerization
boron fluoride
epichlorhydrin
polymerized
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
GB1854036A
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to GB1854036A priority Critical patent/GB477843A/en
Publication of GB477843A publication Critical patent/GB477843A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C08G65/00Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/04Macromolecular 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
    • C08G65/22Cyclic ethers having at least one atom other than carbon and hydrogen outside the ring
    • 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
    • C08G65/00Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/04Macromolecular 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
    • C08G65/22Cyclic ethers having at least one atom other than carbon and hydrogen outside the ring
    • C08G65/24Epihalohydrins

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polyethers (AREA)

Abstract

Oily to resin-like polymerization products are obtained by treating with a small amount of a Friedel-Craft's catalyst a compound of the formula <FORM:0477843/IV/1> in which R and R1 stand for hydrogen or alkyl groups and X stands for a radicle which is free from reactive hydrogen atoms, that is, a radicle which is unable to react with ethylene oxide groups. Thus, X may stand for hydrogen, <FORM:0477843/IV/2> (R2 and R3 being alkyl or aryl). Mixtures of several of the materials above defined, or of these with other reactive oxides, such as ethylene oxide or glycide, may be polymerized. Polymerization may be effected in the presence of an inert solvent, e.g. aliphatic or aromatic hydrocarbons or halogenated aliphatic hydrocarbons. The reaction temperature varies from -25 DEG C. to the boiling point of the starting material or solvent, polymerization being preferably started at low temperature, the temperature being raised towards the end of the reaction. The catalysts are employed in quantities up to 10 per cent. In examples: (1) epichlorhydrin and a small quantity of borofluoride acetic are reacted with stirring and cooling, the temperature rising to 30--50 DEG C. The viscous oil is taken up in a solvent, e.g. carbon tetrachloride and stirred for some hours at 50 DEG C. with caustic soda and tonsil. Insoluble portions are separated and the solvent is distilled off leaving a thick oily polymerizate. Tin tetrachloride or aluminium chloride may be used in place of the borofluoride acetic acid; (2) epichlorhydrin is dissolved in carbon tetrachloride, and a few bubbles of gaseous boron fluoride are passed in while cooling and stirring, whereupon polymerization sets in. After cooling, a few more bubbles of boron fluoride are passed in, and this operation is repeated until the required degree of polymerization is reached. The boron fluoride is removed by treatment with alkaline substances, and the solvent distilled off, a sticky resin being obtained; (3) 1-phenoxypropene oxide-2.3 is polymerized with boron fluoride as in examples 1 and 2, without solvent or dissolved in benzene, chloroform, &c. If no solvent is used, a yellow oil is obtained; (4) a mixture of epichlorhydrin and glycide in any proportion is polymerized as in example 2; (5) 1--3 per cent of boron fluoride is passed into diethylaminoepihydrin and the whole is heated for some hours at 70--90 DEG C. The polymers may be used as softening agents, e.g. for acetyl cellulose, as thickening agents, or as intermediates in the preparation of other compounds; for instance, halogen atoms contained in the molecule may be reacted upon by bases, and the compounds thereby obtained are capable of increasing the affinity of materials for acid wool dyestuffs. Specification 354,992* is referred to.
GB1854036A 1936-07-03 1936-07-03 The manufacture of new polymerisation products Expired GB477843A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1854036A GB477843A (en) 1936-07-03 1936-07-03 The manufacture of new polymerisation products

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1854036A GB477843A (en) 1936-07-03 1936-07-03 The manufacture of new polymerisation products

Publications (1)

Publication Number Publication Date
GB477843A true GB477843A (en) 1938-01-03

Family

ID=10114177

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1854036A Expired GB477843A (en) 1936-07-03 1936-07-03 The manufacture of new polymerisation products

Country Status (1)

Country Link
GB (1) GB477843A (en)

Cited By (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2451185A (en) * 1946-03-25 1948-10-12 Atherton M Whaley Fluorinated products and process
US2559177A (en) * 1950-05-01 1951-07-03 Gen Mills Inc Plasticized polyvinyl resin compositions
US2561468A (en) * 1949-06-16 1951-07-24 J B Williams Company p-n-mono- and disubstituted aminohydroxyalkylbenzoates and processes of producing same
US2599799A (en) * 1948-02-24 1952-06-10 Gen Mills Inc Ethers of polymerized epihalohydrin
US2871219A (en) * 1955-04-11 1959-01-27 Dow Chemical Co Solid polymers of epichlorohydrin
US3024219A (en) * 1959-04-13 1962-03-06 Union Carbide Corp Polymerization of terminal epoxyalkyl ethers
US3058921A (en) * 1958-03-17 1962-10-16 Shell Oil Co Epoxy ethers, their preparation and cure
US3063948A (en) * 1959-06-02 1962-11-13 Union Carbide Corp Copolymers of vicinal-epoxy hydrocarbons with n-2, 3-epoxy carbazoles
US3078280A (en) * 1963-02-19 Thehx molecule and process of making
US3106549A (en) * 1959-08-24 1963-10-08 Hercules Powder Co Ltd Polymers of lower alkyl glycidates
US3112280A (en) * 1951-08-22 1963-11-26 Ici Ltd New polymeric substances
US3128256A (en) * 1959-06-02 1964-04-07 Union Carbide Corp Polymerization of epoxides
US3144417A (en) * 1959-06-02 1964-08-11 Union Carbide Corp Polymerization of epoxides
US3158580A (en) * 1960-03-11 1964-11-24 Hercules Powder Co Ltd Poly (epihalohydrin) s
US3214390A (en) * 1960-01-25 1965-10-26 Hercules Powder Co Ltd Polymeric epoxides
US3265656A (en) * 1963-12-11 1966-08-09 Dow Chemical Co High acrylonitrile polymer solutions containing polyepihalohydrins
US3285862A (en) * 1964-03-19 1966-11-15 Hercules Inc Phenyl glycidyl ether-epichlorohydrin copolymer
US3288750A (en) * 1958-07-03 1966-11-29 Gen Tire & Rubber Co Polymerization of phenyl glycidyl ether
US3392145A (en) * 1959-03-31 1968-07-09 Union Carbide Corp Polymers of aryl epoxy ethers
US3399149A (en) * 1959-07-01 1968-08-27 Union Carbide Corp Polymerization of oxirane monoepoxides using an organometallic compound with water as cocatalysts
US3403114A (en) * 1967-02-17 1968-09-24 Hercules Inc Polymers of amino epoxides
US3408404A (en) * 1963-07-29 1968-10-29 Hercules Inc Diols of poly(glycidyl ether)s
US20120101308A1 (en) * 2009-06-30 2012-04-26 Basf Se Method for the phosphine-initialized production of hyperbranched polyols

Cited By (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3078280A (en) * 1963-02-19 Thehx molecule and process of making
US2451185A (en) * 1946-03-25 1948-10-12 Atherton M Whaley Fluorinated products and process
US2599799A (en) * 1948-02-24 1952-06-10 Gen Mills Inc Ethers of polymerized epihalohydrin
US2561468A (en) * 1949-06-16 1951-07-24 J B Williams Company p-n-mono- and disubstituted aminohydroxyalkylbenzoates and processes of producing same
US2559177A (en) * 1950-05-01 1951-07-03 Gen Mills Inc Plasticized polyvinyl resin compositions
US3112280A (en) * 1951-08-22 1963-11-26 Ici Ltd New polymeric substances
US2871219A (en) * 1955-04-11 1959-01-27 Dow Chemical Co Solid polymers of epichlorohydrin
US3058921A (en) * 1958-03-17 1962-10-16 Shell Oil Co Epoxy ethers, their preparation and cure
US3288750A (en) * 1958-07-03 1966-11-29 Gen Tire & Rubber Co Polymerization of phenyl glycidyl ether
US3392145A (en) * 1959-03-31 1968-07-09 Union Carbide Corp Polymers of aryl epoxy ethers
US3024219A (en) * 1959-04-13 1962-03-06 Union Carbide Corp Polymerization of terminal epoxyalkyl ethers
US3063948A (en) * 1959-06-02 1962-11-13 Union Carbide Corp Copolymers of vicinal-epoxy hydrocarbons with n-2, 3-epoxy carbazoles
US3128256A (en) * 1959-06-02 1964-04-07 Union Carbide Corp Polymerization of epoxides
US3144417A (en) * 1959-06-02 1964-08-11 Union Carbide Corp Polymerization of epoxides
US3399149A (en) * 1959-07-01 1968-08-27 Union Carbide Corp Polymerization of oxirane monoepoxides using an organometallic compound with water as cocatalysts
US3106549A (en) * 1959-08-24 1963-10-08 Hercules Powder Co Ltd Polymers of lower alkyl glycidates
US3214390A (en) * 1960-01-25 1965-10-26 Hercules Powder Co Ltd Polymeric epoxides
US3158580A (en) * 1960-03-11 1964-11-24 Hercules Powder Co Ltd Poly (epihalohydrin) s
US3408404A (en) * 1963-07-29 1968-10-29 Hercules Inc Diols of poly(glycidyl ether)s
US3265656A (en) * 1963-12-11 1966-08-09 Dow Chemical Co High acrylonitrile polymer solutions containing polyepihalohydrins
US3285862A (en) * 1964-03-19 1966-11-15 Hercules Inc Phenyl glycidyl ether-epichlorohydrin copolymer
US3403114A (en) * 1967-02-17 1968-09-24 Hercules Inc Polymers of amino epoxides
US20120101308A1 (en) * 2009-06-30 2012-04-26 Basf Se Method for the phosphine-initialized production of hyperbranched polyols
US9096713B2 (en) * 2009-06-30 2015-08-04 Basf Se Method for the phosphine-initialized production of hyperbranched polyols

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