GB1319898A - Process for the manufacture of perfluoroalkyl iodide olefine adducts - Google Patents

Process for the manufacture of perfluoroalkyl iodide olefine adducts

Info

Publication number
GB1319898A
GB1319898A GB3941071A GB3941071A GB1319898A GB 1319898 A GB1319898 A GB 1319898A GB 3941071 A GB3941071 A GB 3941071A GB 3941071 A GB3941071 A GB 3941071A GB 1319898 A GB1319898 A GB 1319898A
Authority
GB
United Kingdom
Prior art keywords
amine
give
carbon atoms
metal salt
iodide
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
GB3941071A
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.)
Novartis AG
Original Assignee
Ciba Geigy 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 Ciba Geigy AG filed Critical Ciba Geigy AG
Publication of GB1319898A publication Critical patent/GB1319898A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/08—Compounds containing oxirane rings with hydrocarbon radicals, substituted by halogen atoms, nitro radicals or nitroso radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
    • C07C17/272—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions
    • C07C17/275—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions of hydrocarbons and halogenated hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
    • C07C17/272—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions
    • C07C17/278—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions of only halogenated hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C53/00—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
    • C07C53/15—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen containing halogen
    • C07C53/19—Acids containing three or more carbon atoms
    • C07C53/21—Acids containing three or more carbon atoms containing fluorine

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1319898 Telomerization process CIBAGEIGY AG 23 Aug 1971 [24 Aug 1970] 39410/71 Heading C2C A perfluoralkyl mono- or di-iodide with 6-24 carbon atoms is reacted with a linear or cyclic olefinic compound with at most 12 carbon atoms in the presence of an amine and a metal salt or an amine-metal salt complex, at 0- 350‹ C. and 0-200 atm. gauge. The olefin has at least two H atoms attached to the double bond carbon atoms and may be ethylene, propylene, isobutylene, styrene, vinyl chloride or fluoride, vinylidene chloride or fluoride, 1,2-dichloroethene, alkyl alcohol, tetrahydrobenzyl alcohol or acetate, methyl esters of acrylic, methacrylic, maleic, itaconic, crotonic, vinylacetic, undecylenic or tetrahydrobenzoic acids, CH 2 = CH-CO-NH-CH 2 OH, or an epoxy heterocyclic compound. The iodide is preferably a mixture of C 6 , C 8 and C 10 compounds. The amine may be mono-, di- or tri-ethanolamine, ethyl- or triethyl-amine, or piperidine. The metal salt may be a chloride, sulphate, cyanide, alcoholate, or acetylacetonate of Cu, Sn, Nb, Fe, Cd, Ti, Y, Au, Ga, Ru, K, Rh or Mn, and may be supported on a carrier of Al 2 O 3 , SiO 2 or charcoal. The products may be deiodized with KOH to give the corresponding olefin, with epichlorohydrin to give an epoxide, or with Zn and HCl to give a saturated compound.
GB3941071A 1970-08-24 1971-08-23 Process for the manufacture of perfluoroalkyl iodide olefine adducts Expired GB1319898A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH1259070A CH555793A (en) 1970-08-24 1970-08-24 PROCESS FOR THE PRODUCTION OF SUBSTITUTED PERFLUOROALKYL IODIDE-OLEFIN OR CYCLOOLEFIN 1: 1 ADDUCTS.

Publications (1)

Publication Number Publication Date
GB1319898A true GB1319898A (en) 1973-06-13

Family

ID=4384483

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3941071A Expired GB1319898A (en) 1970-08-24 1971-08-23 Process for the manufacture of perfluoroalkyl iodide olefine adducts

Country Status (10)

Country Link
AU (1) AU457109B2 (en)
BE (1) BE771641A (en)
CA (1) CA954527A (en)
CH (1) CH555793A (en)
DE (1) DE2142056A1 (en)
FR (1) FR2103459B1 (en)
GB (1) GB1319898A (en)
NL (1) NL7111587A (en)
SU (1) SU420162A3 (en)
ZA (1) ZA715434B (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3979469A (en) * 1972-12-21 1976-09-07 Ciba-Geigy Corporation Polyfluoroalkyl iodides, process for their manufacture, and their use
US4650913A (en) * 1984-11-29 1987-03-17 E. I. Du Pont De Nemours And Company Sulfinate-initiated addition of perfluorinated iodides to olefins
WO1997025299A1 (en) * 1996-01-11 1997-07-17 E.I. Du Pont De Nemours And Company Process for the perfluoroalkylation of substances having terminal unsaturation
US7888538B1 (en) 2009-11-04 2011-02-15 E.I. Du Pont De Nemours And Company Catalyzed olefin insertion
US7951983B2 (en) 2009-11-04 2011-05-31 E.I. Du Pont De Nemours And Company Catalyzed olefin insertion
US8048953B2 (en) 2006-11-13 2011-11-01 E. I. Du Pont De Nemours And Company Fluororpolymer compositions and treated substrates

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1087514B (en) * 1977-09-14 1985-06-04 Snam Progetti PROCEDURE FOR THE PREPARATION OF CARBONYL COMPOUNDS
FR2480742A1 (en) * 1980-04-18 1981-10-23 Ugine Kuhlmann PROCESS FOR THE PREPARATION OF PRODUCTS HAVING A PERFLUOROALKYL GROUP IN THE PRESENCE OF ZINC IN ACIDIC ENVIRONMENT
FR2486522A1 (en) * 1980-07-08 1982-01-15 Ugine Kuhlmann PROCESS FOR THE PREPARATION OF POLYFLUOROALKYL CHAIN IODO ALCOHOLS
FR2486521A1 (en) * 1980-07-08 1982-01-15 Ugine Kuhlmann PROCESS FOR THE ADDITION OF IODOPERFLUOROALKANES TO ETHYLENIC OR ACETYLENIC COMPOUNDS
FR2559479B1 (en) * 1984-02-14 1986-07-18 Atochem SYNTHESIS OF PERFLUOROALKANE-CARBOXYLIC ACIDS
DE3767132D1 (en) * 1986-10-24 1991-02-07 Atochem POLYFLUORED COMPOUNDS AND METHOD FOR THE PRODUCTION THEREOF.
FR2610925B1 (en) * 1987-02-17 1989-04-14 Atochem POLYFLUORINIC ACIDS AND THEIR PREPARATION PROCESS

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SE353896B (en) * 1967-10-04 1973-02-19 Ciba Geigy Ag
CH535729A (en) * 1969-01-21 1973-04-15 Ciba Geigy Ag Process for the preparation of perfluoroalkyl iodides

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3979469A (en) * 1972-12-21 1976-09-07 Ciba-Geigy Corporation Polyfluoroalkyl iodides, process for their manufacture, and their use
US4650913A (en) * 1984-11-29 1987-03-17 E. I. Du Pont De Nemours And Company Sulfinate-initiated addition of perfluorinated iodides to olefins
WO1997025299A1 (en) * 1996-01-11 1997-07-17 E.I. Du Pont De Nemours And Company Process for the perfluoroalkylation of substances having terminal unsaturation
US8048953B2 (en) 2006-11-13 2011-11-01 E. I. Du Pont De Nemours And Company Fluororpolymer compositions and treated substrates
US7888538B1 (en) 2009-11-04 2011-02-15 E.I. Du Pont De Nemours And Company Catalyzed olefin insertion
US7951983B2 (en) 2009-11-04 2011-05-31 E.I. Du Pont De Nemours And Company Catalyzed olefin insertion

Also Published As

Publication number Publication date
CA954527A (en) 1974-09-10
FR2103459B1 (en) 1974-03-15
AU3255671A (en) 1973-02-22
DE2142056A1 (en) 1972-07-06
AU457109B2 (en) 1975-01-16
CH555793A (en) 1974-11-15
SU420162A3 (en) 1974-03-15
NL7111587A (en) 1972-02-28
BE771641A (en) 1972-02-23
FR2103459A1 (en) 1972-04-14
ZA715434B (en) 1972-04-26

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees