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Title:
CHLORINATION PROCESS, ALKYLATION OF PRODUCTS OF SAID PROCESS AND SOME PRODUCTS THEREOF
Document Type and Number:
WIPO Patent Application WO1993009074
Kind Code:
A3
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.

Inventors:
WALTERS MARLIN E (US)
RICHEY W FRANK (US)
CLEMENT KATHERINE S (US)
BREWSTER STEVEN L (US)
TASSET EMMETT L (US)
PUCKETT PAUL M (US)
DURVASULA V RAO (US)
NGUYEN HONG ANH (US)
Application Number:
PCT/US1992/008951
Publication Date:
July 22, 1993
Filing Date:
October 20, 1992
Export Citation:
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Assignee:
DOW CHEMICAL CO (US)
International Classes:
B01J31/02; C07B37/04; C07B39/00; C07B61/00; C07C2/86; C07C13/567; C07C17/10; C07C17/266; C07D311/62; C07C17/37; C07C23/34; C07C23/40; C07C25/22; C07C37/18; C07C39/14; C07C39/17; C07C43/21; C07C65/36; C07C209/68; C07C211/50; C07C211/51; C07C211/60; C07C215/76; C08G64/30; (IPC1-7): C07B39/00; C07C37/04; C07C23/18; C07C39/17; C07C43/205; C07C211/50; C07C13/567; C07D311/96
Foreign References:
US5009679A1991-04-23
US4612350A1986-09-16
US4897092A1990-01-30
Other References:
ISRAEL JOURNAL OF CHEMISTRY vol. 26, 1985, pages 225 - 228 W. PRESTON REEVES ET AL. 'Halogenation by Phase Transfer Catalysis' cited in the application
TETRAHEDRON LETTERS. vol. 29, no. 45, 1988, OXFORD GB pages 5783 - 5786 SHOJI KAJIGAESHI ET AL. 'An Effective Chlorinating Agent Benzyltrimethylammonium Tetrachloroiodate, Benzylic Chlorination Of Alkylaromatic Compounds'
JOURNAL OF POLYMER SCIENCE, POLYMER CHEMISTRY EDITION vol. 20, no. 11, 1982, NEW YORK US pages 3095 - 3105 P. R. SRINIVASAN ET AL. 'Preparation and Properties of Polybenzimidazoles Containing Cardo Groups'
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY. vol. 90, no. 16, 31 July 1968, GASTON, PA US pages 4345 - 4354 EDWIN A. CHANDROSS ET AL. 'Some 9-Arylfluorenes. Ring-Current Effects on Nuclear Magnetic Resonance Spectra, Carbonium Ions, and the 9-Mesityfluorenyl Radical'
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