GB856469A - Polymerization of fluorine substituted vinyl-type compounds - Google Patents
Polymerization of fluorine substituted vinyl-type compoundsInfo
- Publication number
- GB856469A GB856469A GB2013057A GB2013057A GB856469A GB 856469 A GB856469 A GB 856469A GB 2013057 A GB2013057 A GB 2013057A GB 2013057 A GB2013057 A GB 2013057A GB 856469 A GB856469 A GB 856469A
- Authority
- GB
- United Kingdom
- Prior art keywords
- metal
- vinyl
- fluorine
- polymerization
- alpha
- 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
Links
- 229910052731 fluorine Inorganic materials 0.000 title abstract 3
- 239000011737 fluorine Substances 0.000 title abstract 3
- 238000006116 polymerization reaction Methods 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 title 1
- 125000001153 fluoro group Chemical group F* 0.000 title 1
- 239000000178 monomer Substances 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 229910052751 metal Inorganic materials 0.000 abstract 3
- 239000002184 metal Substances 0.000 abstract 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 abstract 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 239000003701 inert diluent Substances 0.000 abstract 2
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 abstract 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 2
- 150000002894 organic compounds Chemical class 0.000 abstract 2
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 abstract 1
- SUTQSIHGGHVXFK-UHFFFAOYSA-N 1,2,2-trifluoroethenylbenzene Chemical group FC(F)=C(F)C1=CC=CC=C1 SUTQSIHGGHVXFK-UHFFFAOYSA-N 0.000 abstract 1
- -1 1-chlorofluoroethylene, trifluoroethylene Chemical group 0.000 abstract 1
- DJMQRXRWMWKDAP-UHFFFAOYSA-N 1-ethenoxy-1,1,2,2-tetrafluoroethane Chemical compound FC(F)C(F)(F)OC=C DJMQRXRWMWKDAP-UHFFFAOYSA-N 0.000 abstract 1
- KDUAIKFAYXQCMF-UHFFFAOYSA-N 2,3,3-trifluoroprop-2-enenitrile Chemical compound FC(F)=C(F)C#N KDUAIKFAYXQCMF-UHFFFAOYSA-N 0.000 abstract 1
- PTTPXKJBFFKCEK-UHFFFAOYSA-N 2-Methyl-4-heptanone Chemical compound CC(C)CC(=O)CC(C)C PTTPXKJBFFKCEK-UHFFFAOYSA-N 0.000 abstract 1
- HTHNTJCVPNKCPZ-UHFFFAOYSA-N 2-chloro-1,1-difluoroethene Chemical group FC(F)=CCl HTHNTJCVPNKCPZ-UHFFFAOYSA-N 0.000 abstract 1
- RQXPGOCXZHCXDG-UHFFFAOYSA-N 3,3,3-trifluoroprop-1-en-2-ylbenzene Chemical compound FC(F)(F)C(=C)C1=CC=CC=C1 RQXPGOCXZHCXDG-UHFFFAOYSA-N 0.000 abstract 1
- RFVHKBGPIPZPOW-UHFFFAOYSA-N 3,3-difluoroprop-1-en-2-ylbenzene Chemical compound FC(F)C(=C)C1=CC=CC=C1 RFVHKBGPIPZPOW-UHFFFAOYSA-N 0.000 abstract 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 abstract 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical class CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 abstract 1
- UUAGAQFQZIEFAH-UHFFFAOYSA-N chlorotrifluoroethylene Chemical group FC(F)=C(F)Cl UUAGAQFQZIEFAH-UHFFFAOYSA-N 0.000 abstract 1
- 150000001993 dienes Chemical class 0.000 abstract 1
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 abstract 1
- XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 229910001385 heavy metal Inorganic materials 0.000 abstract 1
- 239000003350 kerosene Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 230000000737 periodic effect Effects 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 239000011253 protective coating Substances 0.000 abstract 1
- 239000007921 spray Substances 0.000 abstract 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 abstract 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 abstract 1
- 230000007704 transition Effects 0.000 abstract 1
- 239000008096 xylene Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F36/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F36/02—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F36/04—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
- C08F36/14—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated containing elements other than carbon and hydrogen
- C08F36/16—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated containing elements other than carbon and hydrogen containing halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Fluorine-containing monomers containing one or more ethylenically unsaturated linkages alone, or in admixture with themselves or another monomer are polymerized in the presence of a catalyst comprising a liquid chlorine-containing organic compound, an organic compound of a metal of Group IIIb and a halide of a transition heavy metal, i.e. a metal of Group IVa, Va, VIa, VIIa or VIII of the Mendeleeff Periodic Table. The catalyst is described in detail in Specification 817,308. The polymerization is effected in bulk or in the presence of an inert diluent. The Specification contains an extensive list of fluorine-containing monomers, e.g. vinyl fluoride, vinylidene fluoride, 1, 1-difluoro-2-chloroethylene, 1, 1-chlorofluoroethylene, trifluoroethylene, tetrafluoroethylene, trifluorochloroethylene, completely and partially fluorinated propenes, butenes, and dienes, phenyltrifluoroethylene, alpha-difluoromethyl styrene, alpha-trifluoromethyl styrene, 1, 1, 2, 2-tetrafluoroethyl vinyl ether, 1, 1-dihydro-fluoroalkyl vinyl ethers, and trifluoroacrylonitrile. The other monomer may be butadiene, ethylene, or vinyl chloride. The inert diluent may be n-hexane, pentane, isopentane, cyclohexane, kerosene, tetrahydronaphthalene, benzene, toluene, or xylene. The polymers may be used as protective coatings, pressed in articles such as sheets, gaskets, diaphrams, or dissolved in organic solvents such as diisobutyl ketone and applied to metal surfaces by spray and brush techniques.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US59508656A | 1956-07-02 | 1956-07-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB856469A true GB856469A (en) | 1960-12-14 |
Family
ID=24381672
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2013057A Expired GB856469A (en) | 1956-07-02 | 1957-06-26 | Polymerization of fluorine substituted vinyl-type compounds |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE1420544A1 (en) |
| FR (1) | FR1178080A (en) |
| GB (1) | GB856469A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5109086A (en) * | 1989-03-15 | 1992-04-28 | Shin-Etsu Chemical Co., Ltd. | Process for producing a vinylidene fluoride copolymer |
-
1957
- 1957-06-26 GB GB2013057A patent/GB856469A/en not_active Expired
- 1957-07-01 FR FR1178080D patent/FR1178080A/en not_active Expired
-
1959
- 1959-10-09 DE DE19591420544 patent/DE1420544A1/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5109086A (en) * | 1989-03-15 | 1992-04-28 | Shin-Etsu Chemical Co., Ltd. | Process for producing a vinylidene fluoride copolymer |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1420544A1 (en) | 1968-10-31 |
| FR1178080A (en) | 1959-05-04 |
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