Process for the preparation of fluorinated aromatic compounds

US6114589A · kind A · utility

Assignee

• Clariant Corporation · DE

Inventors

• Thomas Schach · Gernsheim, DE
• Thomas Wessel · Frankfurt, DE
• Maren Gutermuth · Bensheim, DE

Key dates

• Filing date: Oct 13, 1998
• Grant date: Sep 5, 2000
• Expiry date: Oct 13, 2018

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C201/12
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The invention relates to a process for the preparation of fluorinated compounds EQU Az.sub.x ArF.sub.w Cl.sub.(y-w) R.sub.z (1) in which Az is a radical --F, --Cl, --Br, --NO.sub.2, --CN, --CF.sub.3, --CCl.sub.3, --CHO, --CO(C.sub.n H.sub.2n+1), --COX or --SO.sub.2 X, where X is F, Cl or Br, x is an integer from 1 to 3, Ar is a phenyl radical, pyridyl radical or naphthyl, w is an integer from 1 to y, y is an integer from 1 to 5, R is H, an alkyl radical or an alkoxy radical having from 1 to 10 carbon atoms, z is an integer from 1 to 5, (x+y+z) is the number of all substitutable valences on the radical Ar, which comprises reacting a compound EQU Az.sub.x ArCl.sub.y R.sub.z (2), with an alkali metal fluoride in the presence of a component a) or a mixture of component a) and at least one of components b), c), d) and/or e), component a) being one or more quaternary ammonium compounds which contain one or more radicals --(C.sub.m H.sub.2m O)R.sup.5, component b) being an amidophosphonium salt, component c) being a quaternary ammonium salt, component d) being a quaternary phosphonium salt, component e) being a polyether, and carrying out the reaction at from 50 to 250.degree. C., removin…