Dow Global Technolgoies LLC

California Institute of Technology

The Dow Chemical Company

Union Carbide Chemicals & Plastics Technology Corporation

Bob R Maughon

Robert H Grubbs

Zenon Lysenko

Kenneth A Burdett

Takeharu Morita

Jerry E White

Clark H Cummins

Christopher P Christenson

Eric P Wasserman

John Michael Maher

Cynthia L Rand

Jozef Bicerano

Alan K Schrock

Dennis A Hucul

Paul C Vosejpka

Marvin L Dettloff

Thomas H Newman

Donald Lee Morrison

Robert M Campbell

Larry N Ito

P J Thomas

Richard Dicran Varjian

Josef Bicerano

Marvin L Dettlof

Richard D Varjian

Pj Thomas

Donald L Morrison

PJ Thomas

Integrated processes of preparing industrial chemicals starting from seed oil feedstock compositions containing one or more unsaturated fatty acids or unsaturated fatty acid esters, which are essentially free of metathesis catalyst poisons, particularly hydroperoxides; metathesis of the feedstock composition with a lower olefin, such as ethylene, to form a reduced chain olefin, preferably, a reduced chain &#x3b1;-olefin, and a reduced chain unsaturated acid or ester, preferably, a reduced chain &#x3b1;,&#x3c9;-unsaturated acid or ester. The reduced chain unsaturated acid or ester may be (trans)esterified to form a polyester polyolefin, which may be epoxidized to form a polyester polyepoxide. The reduced chain unsaturated acid or ester may be hydroformylated with reduction to produce an &#x3b1;,&#x3c9;-hydroxy acid or &#x3b1;,&#x3c9;-hydroxy ester, which may be (trans)esterified with a polyol to form an &#x3b1;,&#x3c9;-polyester polyol. Alternatively, the reduced chain unsaturated acid or ester may be hydroformylated with reductive amination to produce an &#x3b1;,&#x3c9;-amino acid or &#x3b1;,&#x3c9;-amino ester, which may be (trans)esterified to form an &#x3b1;,&#x3c9;-polyester polyamine.

Integrated chemical processes for industrial utilization of seed oils

Integrated processes of preparing industrial chemicals starting from seed oil feedstock compositions containing one or more unsaturated fatty acids or unsaturated fatty acid esters, which are essentially free of metathesis catalyst poisons, particularly hydroperoxides; metathesis of the feedstock composition with a lower olefin, such as ethylene, to form a reduced chain olefin, preferably, a reduced chain &#x3b1;-olefin, and a reduced chain unsaturated acid or ester, preferably, a reduced chain &#x3b1;,&#x3c9;-unsaturated acid or ester. The reduced chain unsaturated acid or ester may be (trans)esterified to form a polyester polyolefin, which may be epoxidized to form a polyester polyepoxide. The reduced chain unsaturated acid or ester may be hydroformylated with reduction to produce an &#x3b1;,&#x3c9;-hydroxy acid or &#x3b1;,&#x3c9;-hydroxy ester, which may be (trans)esterified with a polyol to form an &#x3b1;,&#x3c9;polyester polyol. Alternatively, the reduced chain unsaturated acid or ester may be hydroformylated with reductive amination to produce an &#x3b1;,&#x3c9;-amino acid or &#x3b1;,&#x3c9;-amino ester, which may be (trans)esterified to form an &#x3b1;,&#x3c9;polyester polyamine.

Integrate chemical processes for industrial utilization of seed oils

A process of preparing an unsaturated alcohol (olefin alcohol), such as, a homo-allylic mono-alcohol or homo-allylic polyol, involving protecting a hydroxy-substituted unsaturated fatty acid or fatty acid ester, such as methyl ricinoleate, derived from a seed oil, to form a hydroxy-protected unsaturated fatty acid or fatty acid ester; homo-metathesizing or cross-metathesizing the hydroxy-protected unsaturated fatty acid or fatty acid ester to produce a product mixture containing a hydroxy-protected unsaturated metathesis product; and deprotecting the hydroxy-protected unsaturated metathesis product under conditions sufficient to prepare the unsaturated alcohol. Preferably, methyl ricinoleate is converted by cross-metathesis or homo-metathesis into the homo-allylic mono-alcohol 1-decene-4-ol or the homo-allylic polyol 9-octadecene-7,12-diol, respectively.

Process for the synthesis of unsaturated alcohols

An olefin metathesis process involving contacting an unsaturated fatty acid ester or unsaturated fatty acid, such as methyloleate or oleic acid, with a lower olefin, preferably ethylene, in the presence of a metathesis catalyst so as to prepare a first product olefin, preferably, a reduced chain &#x3b1;-olefin, such as methyl-9-decenoate or 9-decenoic acid, respectively. The metathesis catalyst contains ruthenium or osmium and a chelating ligand, preferably, a chelating ligand containing a carbene moiety and a second donor moiety of a Group 15 or 16 element Optionally, the catalyst can be supported on a catalyst support, such as, a cross-linked polymeric resin.

Metathesis of unsaturated fatty acid esters or unsaturated fatty acids with lower olefins

The present invention relates to telechelic polymers having crosslinkable end groups of the formulaand methods for preparing the same wherein n is an integer;is an alkadienyl group; Y is an alkyl group; and Z is crosslinkable end group. In general, the inventive synthesis involves reacting a functionalized chain transfer agent having crosslinkable ends with a cycloalkene in the presence of a ruthenium or osmium catalyst of the formulawherein:

Telechelic alkadiene polymers with crosslinkable end groups and methods for making the same

A process for making 2,3-dihalopropanol including reacting 2,3-dihalopropanal with a hydrogenating agent in the presence of an iridium and a second transition metal mixed metal catalyst where the second transition metal is selected from the group comprising ruthenium, iron, molybdenum, tungsten, rhenium, osmium, manganese or vanadium, under conditions such that 2,3-dihalopropanol is formed. The 2,3-dihalopropanol is particularly useful in a process for making epihalohydrin.

Process for making 2,3-dihalopropanols

Growing community of inventors

Midland, MI, United States of America

Bob R Maughon