E.i. Dupont De Nemours and Company

Ekaterini Korovessi

Joachim C Ritter

Sourav Kumar Sengupta

Wathudura Indika Namal De Silva

Carl Andrew Menning

Alan Martin Allgeier

David Richard Corbin

Christina S Stauffer

Rajiv Dhawan

Torren Ryan Carlson

Joseph E Murphy

Robert Donald Fallon

Hasan Dindi

Andrew C Eliot

H David Rosenfeld

John Joseph Hagedorn

Disclosed herein are processes for preparing an &#x3b1;,&#x3c9;-C-diol, wherein n is 5 or greater, from a feedstock comprising a Coxygenate. In one embodiment, the process comprises contacting the feedstock with hydrogen gas in the presence of a catalyst comprising Pt, Cu, Ni, Pd, Pt, Rh, Ir, Ru, or Fe on a WOor WOsupport. In one embodiment, the process comprises contacting the feedstock with hydrogen in the presence of a catalyst comprising a metal M1 and a metal M2 or an oxide of M2, and optionally a support. In one embodiment, M1 is Pd, Pt, or Ir; and M2 is Mo, W, V, Mn, Re, Zr, Ni, Cu, Zn, Cr, Ge, Sn, Ti, Au, or Co. The Coxygenate may be obtained from a biorenewable resource.

Production of alpha, omega-diols

Disclosed are processes for preparing 1,2-cyclohexanediol, and mixtures of 1,2-cyclohexanediol and 1,6-hexanediol, by hydrogenating 1,2,6-hexanetriol.

Process for the production of hexanediols

Disclosed are processes for preparing 1,6-hexanediol and synthetic intermediates useful in the production of 1,6-hexanediol from renewable biosources. In one embodiment, a process comprises contacting levoglucosenone with hydrogen in the presence of a first hydrogenation catalyst at a first temperature to form product mixture (I); and heating product mixture (I) in the presence of hydrogen and a second hydrogenation catalyst at a second temperature to form product mixture (II) which comprises 1,6-hexanediol.

Process for preparing 1, 6-hexanediol

Disclosed are processes for preparing 1,6-hexanediol from levoglucosenone. In one embodiment, the process comprises contacting levoglucosenone with hydrogen in the presence of a hydrogenation catalyst comprising palladium, platinum/tungsten, nickel/tungsten, rhodium/rhenium, or mixtures thereof at a first temperature between about 50&#xb0; C. and 100&#xb0; C. and at a first reaction pressure between about 50 psi and 2000 psi for a first reaction period, and at a second temperature between about 120&#xb0; C. and 250&#xb0; C. and at a second pressure between about 500 psi and 2000 psi for a second reaction period to form a product mixture comprising 1,6-hexanediol, wherein the first reaction period is the amount of time in which the levoglucosenone has a conversion of at least about 95%.

Disclosed are processes for preparing 1,6-hexanediol from levoglucosenone. In one embodiment, the process comprises contacting levoglucosenone with hydrogen in the presence of a hydrogenation catalyst comprising palladium, platinum/tungsten, nickel/tungsten, rhodium/rhenium, or mixtures thereof at a first temperature between about 50&#xb0; C. and 100&#xb0; C. and at a first reaction pressure between about 50 psi and 2000 psi for a first reaction period, and at a second temperature between about 120&#xb0; C. and 250&#xb0; C. and at a second pressure between about 500 psi and 2000 psi for a second reaction period to form a product mixture comprising 1,6-hexanediol, wherein the first reaction period is the amount of time in which the levoglucosenone has a conversion of at least about 95%. In one embodiment, the 1,6-hexanediol is converted to 1,6-diaminohexane.

Process for preparing 1,6-hexanediol

Disclosed herein are processes comprising contacting isosorbide with hydrogen in the presence of a first hydrogenation catalyst to form a first product mixture comprising tetrahydrofuran-2,5-dimethanol. The processes can further comprise heating the first product mixture in the presence of hydrogen and a second hydrogenation catalyst to form a second product mixture comprising 1,6-hexanediol. The first and second hydrogenation catalysts can be the same or different.

Production of tetrahydrofuran-2, 5-dimethanol from isosorbide

Disclosed are processes for preparing 1,6-hexanediol and synthetic intermediates useful in the production of 1,6-hexanediol from renewable biosources. In one embodiment, a process comprises contacting levoglucosenone with hydrogen in the presence of a first hydrogenation catalyst at a first temperature to form product mixture (I); and heating product mixture (I) in the presence of hydrogen and a second hydrogenation catalyst at a second temperature to form product mixture (II) which comprises 1,6-hexanediol. In one embodiment, the 1,6-hexanediol is converted to 1,6-diaminohexane.

This invention provides a process of making a linear dicarboxylic acid of C, C, C, Cor Cchain length, the process comprising providing a feed which is a renewable resource, contacting the feed with a catalyst in the presence of hydrogen and at a temperature of about 250&#xb0; C. to about 425&#xb0; C. and at a pressure of about 500 psig to about 2500 psig (3450 kPa to about 17,250 kPa) to produce a hydrocarbon product having at least a 5:1 ratio of even-numbered alkanes to odd-numbered alkanes and comprising a linear alkane of Cchain length; and fermenting at least a portion of the linear alkane of Cchain length to a linear dicarboxylic acid of Cchain length, wherein n=10, 12, 14, 16 or 18. The catalyst comprises an oxide, molybdenum, and one or more active metals selected from the group consisting of nickel, cobalt, and mixtures thereof and the catalyst is in sulfided form.

Process for making linear dicarboxylic acids from renewable resources

An integrated process is provided for preparing 1,2,4,5-tetraminobenzene and salts thereof, starting in certain embodiments with nitration of 1,3-dihalobenzene. The process design eliminates costly intermediate drying and recrystallization steps. Handling of solid materials with possible skin sensitizing properties and toxicity is avoided, thereby eliminating human and environmental exposure.

Integrated process for the preparation of tetraaminobenzene

A process is provided for preparing complexes of 1,2,4,5-tetraminobenzene with an aromatic diacid. The process design eliminates costly intermediate drying and recrystallization steps. Handling of solid materials with possible skin sensitizing properties and toxicity is avoided, thereby eliminating human and environmental exposure.

Growing community of inventors

Wilmington, DE, United States of America

Ekaterini Korovessi