Process for the manufacturing of selected halogenated hydrocarbons containing fluorine and hydrogen and compositions provided therein

US5670679A · kind A · utility

Assignee

• E.I. DU PONT DE NEMOURS AND COMPANY · US

Inventors

• Ralph Thomas Baker · Wilmington, US
• Richard P. Beatty · Newark, US
• William B. Farnham · Hockessin, US
• Robert Lewis Wallace, Jr. · Chester, US

Key dates

• Filing date: Jun 2, 1995
• Grant date: Sep 23, 1997
• Expiry date: Jun 2, 2015

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C255/10
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A process is disclosed for the manufacture of product compounds of the formula HC(R.sup.1).sub.2 C(R.sup.1).sub.2 C(R.sup.2).sub.2 C(R.sup.2).sub.2 H wherein each R.sup.1 is independently selected from the group consisting of H, F, Cl, CN, R, OR, CO.sub.2 R, C(O)R, OC(O)R, R.sup.f, OR.sup.f, CO.sub.2 R.sup.f C(O)R.sup.f and OC(O)R.sup.f where R is a hydrocarbyl group and R.sup.f is a C.sub.1 to C.sub.10 polyfluoroalkyl group, provided that at least one R.sup.1 is F, and wherein each R.sup.2 is independently selected from the group consisting of H, F, Cl, CN, R, OR, CO.sub.2 R, C(O)R, OC(O)R, R.sup.f, OR.sup.f, CO.sub.2 R.sup.f, C(O)R.sup.f, OC(O)R.sup.f and difunctional linkages where an R.sup.2 group on each of two adjacent carbon atoms together form a link selected from the group consisting of --CH.sub.2 CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH(CH.sub.3 --, --CH.sub.2 CH(CH.sub.3)CH.sub.2 --, --C(O)OC(O)--, and norborndiyl. The process involves reacting a metallacycle of the formula L.sub.m M(1,4-C(R.sup.1).sub.2 C(R.sup.1).sub.2 C(R.sup.2).sub.2 C(R.sup.2).sub.2 --) wherein R.sup.1 and R.sup.2 are as defined above, and wherein M is a…