Archer Daniels Midland Company

International Business Machines Corporation

Sabic Innovative Plastics IP B.v.

Sabic Global Technolgoies B.v.

Dupont Industrial Biosciences Usa, LLC

General Electric Company

Polyone Corporation

Stichting Wageningen Research

Erik Christopher Hagberg

James L Hedrick

Robert Dennis Miller

Urs T Duerig

Bernd W Gotsmann

Richard Anthony Dipietro

Stephen J Howard

Roy Ray Odle

Thomas Link Guggenheim

Armin W Knoll

Teddie Peregrino Magbitang

Jane Elizabeth Frommer

Russell Clayton Pratt

Charles Gordon Wade

Kenneth Stensrud

Erin Rockafellow

Kwok Pong Chan

Tara Jane Mullen

Alexandra Sanborn

Victor Yee-Way Lee

Brennan Alexander Smith

Johannes Windeln

James Mitchell White

David Bruce Hall

Albert Santo Stella

Sarah Elizabeth Genovese

George Poppe

Paul D Bloom

Joshua Terrian

Charles-Gordon Wade

Farid Fouad Khouri

Ganesh Kailasam

John Lester Maxam

Kevin J Martin

Stephen D Horton

Jacobus Van Haveren

Feng Cao

Chi Cheng Ma

Norimitsu Yamaguchi

Xiaolan Wei

Andrew J Ingram

Jan Van Ee

Daniel Stephan Van Es

Jerome Le Notre

Kevin Martin

Tara J Mullen

Jan Hendrik Van Ee

Jérôme Emile Lucien Le NÔTRE

Erin M Rockafellow

Jérôme Emile Lucien Le Nôrte

Venkataraman Karthik

Susarla Prameela

Bansal Amitabh

George B Poppe

Kenneth F Stensrud

Jessica McClurg

Compositions and methods are provided for the production of bio-based polymers (e.g., polymers made from glucose), including polyesters, as well as end products resulting from such production, in which one or more color stabilizing additive compounds is utilized. The additive(s) may be used in the stabilization of a monomer or prepolymer that is reacted in such production methods, prior to obtaining the polymer. Particular bio-based polymers are those having furandicarboxylate moieties or residues in their backbone structure, with poly(alkylene furan dicarboxylate) polymers, such as polyethylene furan dicarboxylate) (PEF) and poly(trimethylene furan dicarboxylate) (PTF) being representative.

Color stabilization of monomers and other reactants for forming bio-based polymers

Compositions comprising renewable source derived polymer oil polymerization macroinitiators and multiblock polymer compositions derived therefrom by atom transfer radical polymerization are disclosed. Hard, glossy multiblock copolymers, thermoset multiblock copolymers, thermoplastic block copolymer elastomers, and methods of making and using these types of materials are disclosed.

Renewable source-derived polymer oil macroinitiators and thermoplastic block copolymers derived therefrom

A method for acid-catalyzed acylation of an isohexide is described. The method involves a reaction of an isohexide and an excess of carboxylic acid in the presence of a Lewis acid or a Brnsted acid catalyst. One or more Lewis acid or Brnsted acid can facilitate conversion of isohexides to their corresponding mono and diesters with a pronounced greater regio-selectivity of exo-OH over endo-OH of the isohexide in the product. Particular catalytic acid species include zirconium chloride (ZrCl) and phosphonic acid (HPO), which manifest a ratio of exo:endo regioselectivity of about 5.0&#x2260;3:1 and about 4.00.3:1, respectively.

Enhanced regio-selectivity in glycol acylation

A process for preparing materials derived from sugar alcohols such that the dehydration products exhibit better accountability and improved color to water-clear or near water-white appearance is described. In particular, the process involves employing a reducing Brnsted acid (e.g., phosphonic acid) for the catalysis of sugar alcohols to their corresponding dehydrated-cyclized products.

Phosphonic acid catalyst in dehydrative cyclization of 5 and 6 carbon polyols with improved color and product accountability

A process for preparing cyclic dehydration products from sugar alcohols is described. The process involve using a mixed-acid catalyst reaction mixture containing a reducing acid, having a pKa of about 1.0-1.5, and at least a strong Br&#xf8;nsted acid or a Lewis acid, having a pKa&#x2266;0, or both acids in a solution to dehydrate and ring close said sugar alcohol. Synergistically, the mixed-acid catalysis can produce greater amounts of the desired product at similar levels of compositional accountability than either of the component acid catalysts acting alone.

A method for preparing esters from isohexide compounds, and a means by which color bodies that may be made in situ during esterification of isohexide compounds are either prevented from forming or their amounts are minimized in the resultant product mixture are described.

Control of color-body formation in isohexide esterification

Disclosed is a process for making HMF or a derivative of HMF by dehydrating one or more hexose sugars in a reduced oxygen environment. In another, related aspect, a method for improving the stability and resistance to degradation of an HMF product involves adding one or more antioxidants to the HMF product.

Process for making HMF from sugars with reduced byproduct formation, and improved stability HMF compositions

Reduced color epoxidized fatty acid esters are provided which may be used as primary plasticizers for PVC, in replacement of phthalate plasticizers. The reduced color epoxidized fatty acid esters are prepared from natural fats or oils by transesterification and interesterification processes, whereby through the use of borohydride, materials having Pt&#x2014;Co colors according to ASTM D1209 on the order of 50 and lower are possible.

Reduced color epoxidized esters from epoxidized natural fats and oils

A process is described for the acid-catalyzed dehydration of a sugar alcohol, wherein the catalyst comprises a water-tolerant Lewis acid. In particular embodiments, the catalyst comprises a homogeneous water-tolerant Lewis acid, especially a homogeneous Lewis acid selected from the group consisting of bismuth (III) triflate, gallium (III) triflate, scandium (III) triflate, aluminum triflate, tin (II) triflate and indium (III) triflate. Such catalysts are effective for dehydrating both of sorbitol and the 1,4-sorbitan dehydration precursor of isosorbide, and bismuth (III) triflate particularly is beneficial for dehydrating mannitol to isomannide.

Process for acid dehydration of sugar alcohols

Disclosed is a process for making HMF' or a derivative of HMF by dehydrating one or more hexose sugars in a reduced oxygen environment, in another, related aspect, a method for improving the stability and resistance to degradation of an HMF product Involves adding one or more antioxidants to the HMF product.

Disclosed is a process for the preparation of isoidide from isosorbide. An aqueous solution of isosorbide is subjected to epimerization in the presence of hydrogen under the influence of a catalyst comprising ruthenium on a support, preferably a carbon support. The process of the invention can be conducted using a relatively low hydrogen pressure, and leads to a desired distribution of epimers, favoring isoidide over isomannide and isosorbide.

Method of making isoidide

A process is described for making isohexides, comprising dehydrating one or more hexitols with an acid catalyst to form a crude dehydration product mixture including one or more isohexides, further processing the mixture to separate out one or more fractions of a greater purity or higher concentration of at least one of the isohexides, and hydrogenating at least one of a) the crude dehydration product mixture, b) a neutralized crude dehydration product mixture, following a neutralization of the crude dehydration product mixture, c) the product mixture following a neutralization step and further following a step to remove ionic species therefrom, d) a greater purity or higher concentration fraction, and e) a lesser purity or concentration fraction, by reaction with a hydrogen source in the presence of a hydrogenation catalyst. Hydrogenation improves the color and/or color stability of the material, especially of a finished isohexide product.

Hydrogenation of isohexide products for improved color

A process is provided for making isohexides such as isosorbide with reduced color and/or improved color stability on storage, wherein ionic species in the crude dehydration product mixture are chromatographically substantially separated from the remainder of the crude product mixture, then the remainder is refined to yield a finished product for further use or sale.

Method of making internal dehydration products of sugar alcohols

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Evansville, IN, United States of America

Erik Christopher Hagberg