CA1274650A - Preparation, decarboxylation et polymerisation de nouveaux fluorures acides, et monomeres produits - Google Patents

Preparation, decarboxylation et polymerisation de nouveaux fluorures acides, et monomeres produits

Info

Publication number: CA1274650A
Authority: CA; Canada
Prior art keywords: compound; compounds; polymerization; fluoride; integer
Prior art date: 1980-06-11
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 - Fee Related

Application number

CA000596823A

Other languages

English (en)

Inventor

Bobby R. Ezzell

William A. Mod

William P. Carl

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.)

Dow Chemical Co

Original Assignee

Dow Chemical 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.)

1980-06-11

Filing date

1989-04-14

Publication date

1990-09-25

1980-06-11 Priority claimed from US06/158,426 external-priority patent/US4515989A/en

1985-04-19 Priority claimed from CA000479654A external-priority patent/CA1259336A/fr

1989-04-14 Application filed by Dow Chemical Co filed Critical Dow Chemical Co

1989-04-14 Priority to CA000596823A priority Critical patent/CA1274650A/fr

1990-09-25 Application granted granted Critical

1990-09-25 Publication of CA1274650A publication Critical patent/CA1274650A/fr

2007-09-25 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

238000002360 preparation method Methods 0.000 title abstract description 4
239000002253 acid Substances 0.000 title description 25
239000000178 monomer Substances 0.000 title description 16
238000006116 polymerization reaction Methods 0.000 title description 11
150000002222 fluorine compounds Chemical class 0.000 title description 6
238000006114 decarboxylation reaction Methods 0.000 title description 3
150000001875 compounds Chemical class 0.000 claims abstract description 31
229910052801 chlorine Inorganic materials 0.000 claims abstract description 26
-1 alkyl vinyl ether Chemical compound 0.000 claims abstract description 22
229910052794 bromium Inorganic materials 0.000 claims abstract description 15
238000000034 method Methods 0.000 claims abstract description 15
229910052731 fluorine Inorganic materials 0.000 claims abstract description 14
239000003999 initiator Substances 0.000 claims abstract description 6
UUAGAQFQZIEFAH-UHFFFAOYSA-N chlorotrifluoroethylene Chemical group FC(F)=C(F)Cl UUAGAQFQZIEFAH-UHFFFAOYSA-N 0.000 claims abstract description 4
230000000379 polymerizing effect Effects 0.000 claims abstract description 4
MIZLGWKEZAPEFJ-UHFFFAOYSA-N 1,1,2-trifluoroethene Chemical group FC=C(F)F MIZLGWKEZAPEFJ-UHFFFAOYSA-N 0.000 claims abstract description 3
BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 claims abstract description 3
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 3
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims abstract description 3
239000005977 Ethylene Substances 0.000 claims abstract 2
QDGONURINHVBEW-UHFFFAOYSA-N dichlorodifluoroethylene Chemical group FC(F)=C(Cl)Cl QDGONURINHVBEW-UHFFFAOYSA-N 0.000 claims abstract 2
HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical group FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 claims abstract 2
DAFIBNSJXIGBQB-UHFFFAOYSA-N perfluoroisobutene Chemical group FC(F)=C(C(F)(F)F)C(F)(F)F DAFIBNSJXIGBQB-UHFFFAOYSA-N 0.000 claims description 2
HTHNTJCVPNKCPZ-UHFFFAOYSA-N 2-chloro-1,1-difluoroethene Chemical group FC(F)=CCl HTHNTJCVPNKCPZ-UHFFFAOYSA-N 0.000 abstract 1
238000006243 chemical reaction Methods 0.000 description 31
239000000460 chlorine Substances 0.000 description 30
239000000047 product Substances 0.000 description 19
KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 16
QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 14
239000000203 mixture Substances 0.000 description 14
229920000642 polymer Polymers 0.000 description 14
239000000543 intermediate Substances 0.000 description 13
150000002500 ions Chemical class 0.000 description 13
239000002904 solvent Substances 0.000 description 11
239000000463 material Substances 0.000 description 10
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 9
BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 9
150000002118 epoxides Chemical class 0.000 description 8
ZUHZGEOKBKGPSW-UHFFFAOYSA-N tetraglyme Chemical compound COCCOCCOCCOCCOC ZUHZGEOKBKGPSW-UHFFFAOYSA-N 0.000 description 7
150000001265 acyl fluorides Chemical class 0.000 description 6
239000003054 catalyst Substances 0.000 description 6
229920001577 copolymer Polymers 0.000 description 6
238000010992 reflux Methods 0.000 description 6
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 5
150000001336 alkenes Chemical class 0.000 description 5
229910002092 carbon dioxide Inorganic materials 0.000 description 5
239000007789 gas Substances 0.000 description 5
150000003254 radicals Chemical class 0.000 description 5
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
230000015572 biosynthetic process Effects 0.000 description 4
235000011089 carbon dioxide Nutrition 0.000 description 4
238000010438 heat treatment Methods 0.000 description 4
238000004519 manufacturing process Methods 0.000 description 4
239000000376 reactant Substances 0.000 description 4
238000003756 stirring Methods 0.000 description 4
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 3
238000007334 copolymerization reaction Methods 0.000 description 3
239000011737 fluorine Substances 0.000 description 3
229910052740 iodine Inorganic materials 0.000 description 3
239000007788 liquid Substances 0.000 description 3
229920005548 perfluoropolymer Polymers 0.000 description 3
238000000197 pyrolysis Methods 0.000 description 3
239000011734 sodium Substances 0.000 description 3
239000011780 sodium chloride Substances 0.000 description 3
JGZVUTYDEVUNMK-UHFFFAOYSA-N 5-carboxy-2',7'-dichlorofluorescein Chemical compound C12=CC(Cl)=C(O)C=C2OC2=CC(O)=C(Cl)C=C2C21OC(=O)C1=CC(C(=O)O)=CC=C21 JGZVUTYDEVUNMK-UHFFFAOYSA-N 0.000 description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
125000000217 alkyl group Chemical group 0.000 description 2
239000002585 base Substances 0.000 description 2
238000009835 boiling Methods 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
150000001768 cations Chemical class 0.000 description 2
150000001805 chlorine compounds Chemical class 0.000 description 2
230000008030 elimination Effects 0.000 description 2
238000003379 elimination reaction Methods 0.000 description 2
229920002313 fluoropolymer Polymers 0.000 description 2
239000004811 fluoropolymer Substances 0.000 description 2
229910052736 halogen Inorganic materials 0.000 description 2
150000002367 halogens Chemical group 0.000 description 2
PGFXOWRDDHCDTE-UHFFFAOYSA-N hexafluoropropylene oxide Chemical compound FC(F)(F)C1(F)OC1(F)F PGFXOWRDDHCDTE-UHFFFAOYSA-N 0.000 description 2
229910052739 hydrogen Chemical group 0.000 description 2
239000001257 hydrogen Chemical group 0.000 description 2
125000002346 iodo group Chemical group I* 0.000 description 2
150000002576 ketones Chemical class 0.000 description 2
230000008018 melting Effects 0.000 description 2
238000002844 melting Methods 0.000 description 2
229910052751 metal Inorganic materials 0.000 description 2
239000002184 metal Substances 0.000 description 2
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
239000002245 particle Substances 0.000 description 2
125000005010 perfluoroalkyl group Chemical group 0.000 description 2
150000002978 peroxides Chemical class 0.000 description 2
230000000704 physical effect Effects 0.000 description 2
239000004033 plastic Substances 0.000 description 2
229920003023 plastic Polymers 0.000 description 2
229910052708 sodium Inorganic materials 0.000 description 2
229910000029 sodium carbonate Inorganic materials 0.000 description 2
235000017550 sodium carbonate Nutrition 0.000 description 2
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
229920002554 vinyl polymer Polymers 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
DDFHBQSCUXNBSA-UHFFFAOYSA-N 5-(5-carboxythiophen-2-yl)thiophene-2-carboxylic acid Chemical compound S1C(C(=O)O)=CC=C1C1=CC=C(C(O)=O)S1 DDFHBQSCUXNBSA-UHFFFAOYSA-N 0.000 description 1
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
XUKUURHRXDUEBC-KAYWLYCHSA-N Atorvastatin Chemical compound C=1C=CC=CC=1C1=C(C=2C=CC(F)=CC=2)N(CC[C@@H](O)C[C@@H](O)CC(O)=O)C(C(C)C)=C1C(=O)NC1=CC=CC=C1 XUKUURHRXDUEBC-KAYWLYCHSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
241001050985 Disco Species 0.000 description 1
229920002449 FKM Polymers 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
229910020656 PBr5 Inorganic materials 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
239000004809 Teflon Substances 0.000 description 1
229920006362 Teflon® Polymers 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
239000003513 alkali Substances 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
150000004703 alkoxides Chemical class 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
239000012736 aqueous medium Substances 0.000 description 1
230000009286 beneficial effect Effects 0.000 description 1
235000021028 berry Nutrition 0.000 description 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
150000001649 bromium compounds Chemical class 0.000 description 1
150000001721 carbon Chemical group 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
229910021386 carbon form Inorganic materials 0.000 description 1
IYRWEQXVUNLMAY-UHFFFAOYSA-N carbonyl fluoride Chemical class FC(F)=O IYRWEQXVUNLMAY-UHFFFAOYSA-N 0.000 description 1
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
125000002843 carboxylic acid group Chemical group 0.000 description 1
150000001735 carboxylic acids Chemical class 0.000 description 1
238000007385 chemical modification Methods 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
125000001309 chloro group Chemical group Cl* 0.000 description 1
238000001246 colloidal dispersion Methods 0.000 description 1
SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
229910000397 disodium phosphate Inorganic materials 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
238000001125 extrusion Methods 0.000 description 1
239000012467 final product Substances 0.000 description 1
125000001153 fluoro group Chemical group F* 0.000 description 1
NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
230000026030 halogenation Effects 0.000 description 1
238000005658 halogenation reaction Methods 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
150000002431 hydrogen Chemical class 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
150000002484 inorganic compounds Chemical class 0.000 description 1
229910010272 inorganic material Inorganic materials 0.000 description 1
150000004694 iodide salts Chemical class 0.000 description 1
239000011630 iodine Substances 0.000 description 1
239000003014 ion exchange membrane Substances 0.000 description 1
238000002955 isolation Methods 0.000 description 1
230000014759 maintenance of location Effects 0.000 description 1
239000002609 medium Substances 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
239000003595 mist Substances 0.000 description 1
PYLWMHQQBFSUBP-UHFFFAOYSA-N monofluorobenzene Chemical compound FC1=CC=CC=C1 PYLWMHQQBFSUBP-UHFFFAOYSA-N 0.000 description 1
238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
239000012038 nucleophile Substances 0.000 description 1
150000004812 organic fluorine compounds Chemical class 0.000 description 1
YVBBRRALBYAZBM-UHFFFAOYSA-N perfluorooctane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F YVBBRRALBYAZBM-UHFFFAOYSA-N 0.000 description 1
UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
238000010926 purge Methods 0.000 description 1
238000000746 purification Methods 0.000 description 1
229920005989 resin Polymers 0.000 description 1
239000011347 resin Substances 0.000 description 1
238000007086 side reaction Methods 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
CMXPERZAMAQXSF-UHFFFAOYSA-M sodium;1,4-bis(2-ethylhexoxy)-1,4-dioxobutane-2-sulfonate;1,8-dihydroxyanthracene-9,10-dione Chemical compound [Na+].O=C1C2=CC=CC(O)=C2C(=O)C2=C1C=CC=C2O.CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC CMXPERZAMAQXSF-UHFFFAOYSA-M 0.000 description 1
229910001220 stainless steel Inorganic materials 0.000 description 1
239000010935 stainless steel Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
OBTWBSRJZRCYQV-UHFFFAOYSA-N sulfuryl difluoride Chemical compound FS(F)(=O)=O OBTWBSRJZRCYQV-UHFFFAOYSA-N 0.000 description 1
239000000725 suspension Substances 0.000 description 1
239000012808 vapor phase Substances 0.000 description 1
238000013022 venting Methods 0.000 description 1

Landscapes

Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CA000596823A 1980-06-11 1989-04-14 Preparation, decarboxylation et polymerisation de nouveaux fluorures acides, et monomeres produits Expired - Fee Related CA1274650A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000596823A CA1274650A (fr)	1980-06-11	1989-04-14	Preparation, decarboxylation et polymerisation de nouveaux fluorures acides, et monomeres produits

Applications Claiming Priority (6)

Application Number	Priority Date	Filing Date	Title
US158,426		1980-06-11
US06/158,426 US4515989A (en)	1980-06-11	1980-06-11	Preparation decarboxylation and polymerization of novel acid flourides and resulting monomers
US379,491		1981-06-10
CA000379491A CA1187099A (fr)	1980-06-11	1981-06-10	Preparation, decarboxylation et polymerisation de nouveaux fluorures d'acide, et monomeres ainsi obtenus
CA000479654A CA1259336A (fr)	1980-06-11	1985-04-19	Preparation, decarboxylation et polymerisation des fluorures acides genre, et momomeres ainsi produits
CA000596823A CA1274650A (fr)	1980-06-11	1989-04-14	Preparation, decarboxylation et polymerisation de nouveaux fluorures acides, et monomeres produits

Related Parent Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000479654A Division CA1259336A (fr)	1980-06-11	1985-04-19	Preparation, decarboxylation et polymerisation des fluorures acides genre, et momomeres ainsi produits

Publications (1)

Publication Number	Publication Date
CA1274650A true CA1274650A (fr)	1990-09-25

Family

ID=27167083

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000596823A Expired - Fee Related CA1274650A (fr)	1980-06-11	1989-04-14	Preparation, decarboxylation et polymerisation de nouveaux fluorures acides, et monomeres produits

Country Status (1)

Country	Link
CA (1)	CA1274650A (fr)

1989
- 1989-04-14 CA CA000596823A patent/CA1274650A/fr not_active Expired - Fee Related

Legal Events

Date	Code	Title	Description
1999-09-27	MKLA	Lapsed

Publication	Publication Date	Title
CA1187099A (fr)	1985-05-14	Preparation, decarboxylation et polymerisation de nouveaux fluorures d'acide, et monomeres ainsi obtenus
US4138426A (en)	1979-02-06	Alkyl perfluoro-ω-fluoroformyl esters and monomers therefrom
US5710345A (en)	1998-01-20	Floorinated polymers and copolymers containing cyclic structures
US4209635A (en)	1980-06-24	Process for producing perfluorinated vinyl ether having ester group
EP2651989B1 (fr)	2019-01-23	Microémulsions à partir de fluoropolymère
CA1169439A (fr)	1984-06-19	Methode de preparation de nouveaux ethers vinyliques de fluorocarbones, et polymeres ainsi obtenus
EP0124378B1 (fr)	1988-08-10	Alkyléthers fluorés contenant de l'éthylène, leurs précurseurs et leurs copolymères avec du tétrafluoroéthylène
JP3012324B2 (ja)	2000-02-21	ヒドロキシ含有フルオロビニル化合物及びそのポリマー
US4687821A (en)	1987-08-18	Preparation, decarboxylation and polymerization of novel acid fluorides and resulting monomers
US4578512A (en)	1986-03-25	Process to produce novel fluorocarbon vinyl ethers and resulting polymers
JP3046840B2 (ja)	2000-05-29	潤滑油および熱媒液として有用なパーフルオロ環状ポリエーテル
CA1274650A (fr)	1990-09-25	Preparation, decarboxylation et polymerisation de nouveaux fluorures acides, et monomeres produits
US4834922A (en)	1989-05-30	Process to produce novel fluorocarbon vinyl ethers and resulting polymers
CA1199034A (fr)	1986-01-07	Preparation, decarboxylation et polymerisation de nouveaux fluorures d'acyle; monomeres obtenus
JP3204669B2 (ja)	2001-09-04	新規な熱可塑性フルオル共重合体及びその製造に使用されるフルオル単量体
US4804727A (en)	1989-02-14	Process to produce novel fluorocarbon vinyl ethers and resulting polymers
EP0380129B1 (fr)	1993-12-08	Procédé de préparation de fluorures d'alpha-bromoacyles
USRE29534E (en)	1978-02-07	Purification of perfluorosulfonyl fluoride perfluorovinyl ethers by thermal decomposition of unstable isomers
JPH11130743A (ja)	1999-05-18	ペルフルオロアルキルビニルエーテル誘導体の製造方法
CA1144566A (fr)	1983-04-12	Esters d'alcoyle perfluoro-w-fluoroformyle, leur preparation et monomeres derives
KR850000110B1 (ko)	1985-02-23	플루오로카본 비닐에테르의 중합방법
US4247713A (en)	1981-01-27	Alkyl perfluoro-ω-fluoroformyl esters and their preparation
JPS6234322B2 (fr)	1987-07-27
CA1186100A (fr)	1985-04-23	Obtention de polymeres de fluorocarbones et de vinyl-ethers
EP0121330A1 (fr)	1984-10-10	Composés d'oméga 2-iodoéthoxy-perfluoroalcanes et éthers vinyliques à partir de ceux-ci