Patents

Isomerization of Cyclohexenedicarboxylic Acid and Its Derivatives

International Patent Application WO 2022/061271 A1, published March 24, 2022

Abstract. The present application relates to a process for preparation of a compound of Formula (I): wherein R1, R2, and R3 are as described herein and salts thereof and to a process of preparing such a compound. The present application also relates to a polymer of Formula (V): wherein R3, Y, i, j, s, and m are as described herein and to a process for preparation of such polymers.

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Base-Catalyzed Isomerization of Muconic Acid Derivatives

International Patent Application WO 2022/061275 A1, published March 24, 2022

Abstract. The present application is directed to processes for the preparation of compounds of Formulae (I), (IV), and (IVb) as described herein. The application further relates to compounds of Formula (IVb) as described herein. Additional embodiments are directed to a processes for the preparation of polymers of Formulae (X), (XVIII), (XIII), and (XIV) as well as to polymers of Formula (XIII) also described herein.

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Bioadvantaged Nylon: Polycondensation of 3-Hexenedioic Acid With Hexamethylenediamine

U.S. Patent Application 20220315700 A1, published October 6, 2022

Abstract. The present invention relates to a polymer comprising a repeating group having the structure of formula (I) wherein R, R1, R2, R3, R4, X, and s are as described herein and salt thereof. Also disclosed is a process of synthesizing such polymers.

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Bioadvantaged Nylon: Polycondensation of 3-Hexenedioic Acid With Hexamethylenediamine

U.S. Patent 11,401,377 B2,793,673 B2, granted August 2, 2022

Abstract. The present invention relates to a polymer comprising a repeating group having the structure of formula (I) wherein R, R1, R2, R3, R4, X, and s are as described herein and salt thereof. Also disclosed is a process of synthesizing such polymers.

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Functionalization of Trans-3-Hexenedioic Acid for the Production of Hydrophobic Polyamides and Chemical Resistance Thereof

U.S. Patent Application 20190153156 A1, May 23, 2019

Abstract. The present invention relates to a polymer comprising a repeating group having the structure of formula (I) wherein R, R1, R2, X, i, j, m, n, o, and s are as described herein. The present invention also relates to a process for preparation of such polymers.

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Electrocatalytic Hydrogenation of Muconic Acid

U.S. Patent 10,633,750 B2, granted November 5, 2019

Abstract. Various embodiments disclosed relate to electrocatalytic hydrogenation of muconic acid and polymers formed from the reaction products thereof. In various embodiments, the present invention provides an electrocatalytic method to prepare 3-hexene-1,6-dioic acid, 2-hexene-1,6-dioic acid, adipic acid, or a combination thereof, from muconic acid. The method includes passing current through a catalytic cathode in a reactor including an aqueous acidic solution including muconic acid, a supporting electrolyte, and an anode, so as to generate atomic hydrogen on the cathode surface in an amount effective to hydrogenate the muconic acid to yield a product including 3-hexene-1,6-dioic acid, 2-hexene-1,6-dioic acid, adipic acid, or a mixture thereof. Also disclosed is the polymerization of 3-hexene-1,6-dioic acid, 2-hexene-1,6-dioic acid, or a combination thereof with another compound, such as a diamine or a dialcohol, to form a polymer, such as a polyamide or a polyester.

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Bioadvantaged Nylon: Polycondensation of 3-Hexenedioic Acid With Hexamethylenediamine

U.S. Patent 10,793,673 B2, granted October 6, 2020

Abstract. The present invention relates to a polymer comprising a repeating group having the structure of formula (I) wherein R, R1, R2, R3, R4, X, and s are as described herein and salt thereof. Also disclosed is a process of synthesizing such polymers.

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Electrochemical Isomerization of Muconic Acid

U.S. Patent 10,465,043 B2, granted November 5, 2019

Abstract. Various embodiments disclosed relate to electrochemical isomerization of muconic acid. In various embodiments, the present invention provides a method to prepare trans,trans-muconic acid. The method can include passing current through a catalytic cathode in a reactor including an aqueous acidic solution including cis,trans-muconic acid, a supporting electrolyte, and an anode, so as to isomerize the cis,trans-muconic acid to yield a product including trans trans-muconic acid.

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Isomerization of Muconic Acid

U.S. Patent 9,957,218 B2, granted May 1, 2018

Abstract. Various embodiments disclosed relate to isomerization of muconic acid. In various embodiments, the present invention provides a method of forming trans,trans-muconic acid. The method includes heating a starting material composition to form a product composition including trans,trans-muconic acid. The starting material composition includes cis,cis-muconic acid, cis,trans-muconic acid, or a combination thereof. The starting material composition also includes an electrophilic compound, an organic solvent, or a combination thereof.

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Method for the Isomerization of Glucose to Fructose

U.S. Patent Application 20170066793 A1, published March 9, 2017, 2011

Abstract. In various embodiments, the present invention provides methods to isomerize glucose to fructose using a base. In one embodiment, the method includes catalyzing isomerization of glucose to fructose including combining an effective catalytic amount of a base with glucose in an aqueous medium so that the glucose is isomerized to yield a mixture comprising fructose and glucose.

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Electrolytic Water Splitting Using a Carbon-Supported MnOx-Composite

U.S. Patent 9,797,052 B2, granted October 24, 2017

Abstract. The present invention relates to the electrolytic splitting of water using a carbon-supported manganese oxide (MnOx) composite. Specifically, the present electrolytic splitting of water is carried under neutral electrolyte conditions with a high electrolytic activity, while using an oxygen evolution reaction (OER)-electrode comprising the present carbon-supported MnOx composite. Next, the present invention relates to a process for producing such a carbon-supported MnOx composite as well as to a composite obtainable by the present process for producing the same and to an OER-electrode comprising the carbon-supported MnOx composite obtainable by the present process.

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Materials Based on Tangled Nanotubes or Nanofibres, Preparation Method Thereof and Use of Same

U.S. Patent 7,988,861 B2, granted August 2, 2011

Abstract. A method of preparing a solid material based on tangled nanotubes and/or nanofibers, includes a step of growing carbon nanofibers and/or nanotubes with restraint in a contained reactor; and the materials thus obtained. The different uses of the materials are also disclosed.

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Zeolite/SiC Composites and Their Use in Catalysis

U.S. Patent 7,179,764 B2, granted February 20, 2007

Abstract. The invention relates to a composite formed of a zeolite (such as ZSM-5 zeolite, β-zeolite and silicalite) deposited on a rigid support, wherein the rigid support comprises silicon carbide (SiC) with a specific surface area BET of at least 5 m2/g. Preferably, the support is a β-SiC foam with a specific area of between 10 and 500 m2/g. This composite may be used as a catalyst and/or a catalyst support for chemical reactions in a gas or liquid medium. Materials of the present invention are useful, for example, in connection with cracking, acylation, alkylation and/or isomerization of hydrocarbons.

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