Chlorination process, alkylation of products of said process and some products thereof

US5387725A · kind A · utility

Assignee

• THE DOW CHEMICAL COMPANY · US

Inventors

• Marlin E. Walters · West Columbia, US
• W. Frank Richey · Lake Jackson, US
• Katherine S. Clement · Lake Jackson, US
• Steven L. Brewster · Lake Jackson, US
• Emmett L. Tasset · Lake Jackson, US
• Paul M. Puckett · Lake Jackson, US
• V. Rao Durvasula · Lake Jackson, US
• Hong Anh Nguyen · Lake Jackson, US

Key dates

• Filing date: Jul 12, 1993
• Grant date: Feb 7, 1995
• Expiry date: Jul 12, 2013

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C2603/18
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Compounds having acidic protons and a molecular structure which can delocalize the electron density of the conjugate base (target compounds) are chlorinated by contacting such compounds with a perchloroalkane and aqueous base in the presence of a phase transfer catalyst which is an tetraalkylammonium hydroxide. Chlorinated products, preferably gem-dichloro compounds, are produced. The gem-dichloro compounds are useful for alkylation of aromatic compounds. For instance fluorene is chlorinated to form 9,9-dichlorofluorene which is reacted with such compounds as phenol or aniline to form such compounds as 9,9-bis(hydroxyphenyl)fluorene, 9,9-bis(aminophenyl)fluorene, or 9-aminophenyl-9-chlorofluorene.