Abstract: A process for oxygen-initiated hydrobromination of propene to form a crude reaction mixture of 95 GC area % n-propyl bromide. The process includes feeding an oxygen-containing gas, propene and hydrogen bromide into a liquid phase mixture comprised of n-propyl bromide and hydrogen bromide. At least the oxygen-containing gas and the propene of the feed are fed subsurface to the liquid phase mixture and either (a) the oxygen-containing gas and the propene do not come together in the absence of hydrogen bromide or (b) the oxygen-containing gas and the propene come together only in a propene:oxygen molar ratio in the range of 145:1 to 180:1. Purification processes provide a propyl bromide product containing at least 99.7 GC area % n-propyl bromide. Also provided is a novel composition of enhanced thermal stability which comprises a mixture of n-propyl bromide and isopropyl bromide. The mixture has an n-propyl bromide content of at least 99.7 GC area %, and an isopropyl bromide content of no more than 0.
Type:
Grant
Filed:
April 13, 2006
Date of Patent:
June 5, 2012
Assignee:
Albemarle Corporation
Inventors:
William B. Harrod, Bonnie G. McKinnie, Alireza M. Dadgar, Tyson J. Hall
Abstract: In a process for producing a halogenated organic compound wherein a hydrogen halide is added to an organic compound having an aliphatic carbon-carbon unsaturated bond, a catalyst is used, which is an organic compound having at least two polar groups in the molecule each containing a heteroatom having an unshared electron pair, and having no aliphatic carbon-carbon unsaturated bond. A typical example of the catalyst is a polyoxyalkylene glycol or a polyol having at least 3 hydroxyl groups.
Abstract: 1-Bromopropane is produced from hydrogen bromide, propene and a catalytically effective amount of an ozonide catalyst and/or one or more active catalytic species formed in situ therefrom. In addition to being highly efficient and highly suitable for use on an industrial scale, the process has the additional advantages of being environmentally friendly, operationally safe, and conservationally beneficial.
Type:
Grant
Filed:
June 20, 1997
Date of Patent:
June 30, 1998
Assignee:
Albemarle Corporation
Inventors:
William B. Harrod, Alireza M. Dadgar, Phillip R. Beaver
Abstract: The present invention relates to a method of synthesizing 1-chloro-1-iodoethane by reacting hydrogen iodide with vinyl chloride monomer in the presence of an iodine containing catalyst under certain specified conditions. The resulting product of the reaction is a high yield, high purity 1-chloro-1-iodoethane which is useful as a chain transfer agent in the polymerization of vinyl chloride monomer. The 1-chloro-1-iodoethane formed by the instant invention can be made separately in a conventional synthesis apparatus or the compound can be synthesized in situ in the reaction vessel used for polymerization of vinyl chloride.
Type:
Grant
Filed:
May 19, 1994
Date of Patent:
July 4, 1995
Assignee:
The Geon Company
Inventors:
Philip I. Bak, Gregory P. Bidinger, Ross J. Cozens, Paul R. Klich
Abstract: The present invention relates to a method of synthesizing 1-chloro-1-iodoethane by reacting hydrogen iodide with vinyl chloride monomer in the presence of an iodine containing catalyst under certain specified conditions. The resulting product of the reaction is a high yield, high purity 1-chloro-1-iodoethane. This 1-chloro-1-iodoethane is useful as a chain transfer agent in the polymerization of vinyl chloride monomer in a process which mimics a pseudo-living radical polymerization.
Type:
Grant
Filed:
March 22, 1993
Date of Patent:
September 6, 1994
Assignee:
The Geon Company
Inventors:
Philip L. Bak, Gregory P. Bidinger, Ross J. Cozens, Paul R. Klich