Process for preparing fluoroalkyl-substituted iodoalkanes

• US 4,587,366 A
• Filed: 10/19/1984
• Issued: 05/06/1986
• Est. Priority Date: 10/21/1983
• Status: Expired due to Fees

• Current Assignee: Hoechst Aktiengesellschaft (Sanofi )
• Original Assignee: Hoechst Aktiengesellschaft (Sanofi )
• Inventors: von Werner, Konrad
• Primary Examiner(s): Warren, Charles F.
• Assistant Examiner(s): Sopp, John A.
• Application Number:
  US06/663,084
• Time in Patent Office: 564 Days
• Field of Search: 570/172, 570/144, 570/153, 560/254, 560/260
• US Class Current: 570/172
• CPC Class Codes: C07C 17/275 of hydrocarbons and halogenated hydrocarbons
• CPC Class Codes: C07C 17/278 of only halogenated hydrocarbons
• CPC Class Codes: C07C 19/16 and iodine

Abstract

A process is described for preparing fluoroalkyl-substituted iodoalkanes by reacting a fluorinated alkyl iodide with a substituted or unsubstituted alkene under heat in the presence of a catalyst. The catalyst is at least one metal which, in the periodic table of the elements, has one of the atomic numbers 24 to 30, 42 to 48 or 74 to 79 and is in finely divided form. The products of the process according to the invention are addition compounds of the fluorinated alkyl iodide with the substituted or unsubstituted alkene and, in known processes, can be used as useful intermediates for preparing fluorine-containing polymers, textile finishes, fire-extinguishing agents or surfactants.

Claims

1. A process for preparing a monoaddition compound of the formula ##STR10## in which R_f denotes a perfluorinated alkylene radical which is straight-chain and has 1 to 15 carbon atoms, which is branched and has 3 to 15 carbon atoms or which is cyclic and has 4 to 8 carbon atoms,

X denotes hydrogen, fluorine, chlorine, bromine or iodine, and

R₁ and R₂ are identical or different and each denotes:

hydrogen, fluorine, chlorine, a perfluoroalkyl radical having 1 to 12 carbon atoms, a perfluoroalkyl radical having 1 to 10 carbon atoms and in which a fluorine atom is replaced by hydrogen or chlorine, an alkyl radical having 1 to 20 carbon atoms, an alkenyl radical having 2 to 20 carbon atoms, an aryl radical having 6 to 10 carbon atoms, an arylalkyl radical having 7 to 12 carbon atoms, or a substituent of the last four types substituted by flourine, chlorine, --OH or --OR'"'"', in which R'"'"' denotes an alkyl or alkylcarboxyl radical having 1 to 5 carbon atoms,

3. The process as claimed in claim 1, wherein the catalyst is chromium, manganese, nickel, ruthenium, rhodium, palladium or platinum.

4. The process as claimed in claim 1, wherein the catalyst metal is present on a finely divided, inert support material.

5. The process as claimed in claim 1, wherein the reaction is carried out at a temperature of 80°

to 180°

C.

6. The process as claimed in claim 1, wherein the reaction is carried out at a temperature of 100°

to 150°

C.

7. The process as claimed in claim 1, wherein water is added to the reaction mixture in an amount of 1 to 100 mol%, based on whichever of the two reacting compounds is used in the smaller number of moles.

2. which comprises reacting a compound of the formula