Synvina C.v.

Furanix Technologies B.v.

Avantium Knowledge Centre B.v.

The Coca-cola Company

Roquette Freres

Bing Wang

Gerardus Johannes Maria Gruter

Matheus Adrianus Dam

Robert Joseph Schiavone

Jeffrey John Kolstad

Edward E Paschke

Marion L Andrews

Jesper Gabriël Van Berkel

Robert M Kriegel

Benjamin McKay

Ana Sofia Vagueiro De Sousa Dias

Nicolas Jacquel

René Saint-Loup

Robert-Jan Van Putten

Jagdeep Singh

Gabriel Degand

Hendawy Elfeki

Benjamin Mckay

Robert Michael Kriegel

A polyester copolymer, having a number average molecular weight of equal to or more than 4000 gram/mole and having a glass transition temperature of less than 140&#xb0; C., containing: (a) in the range from equal to or more than 45 mole % to equal to or less than 50 mole % of one or more bicyclic diol monomer units derived from the group consisting of isosorbide, isoidide, isomannide, 2,3:4,5-di-O-methylenegalactitol and 2,4:3,5-di-O-methylene-D-mannitol; (b) in the range from equal to or more than 25 mole % to equal to or less than 49.9 mole %, of an oxalate monomer unit; (c) in the range from equal to or more than 0.1 mole % to equal to or less than 25 mole % of one or more linear C3-C12 dicarboxylate monomer units; and (d) optionally equal to or more than 0 mole % to equal to or less than 5 mole % of one or more additional monomer units, the percentages based on the total amount of moles of monomer units within the polyester copolymer.

Polyester copolymer

The present disclosure is a polyester copolymer, having a number average molecular weight of equal to or more than 5000 grams/mole and having a glass transition temperature of less than 160&#xb0; C., comprising:&#x2014;in the range from equal to or more than 25.0 mole % to equal to or less than 49.9 mole %, based on the total amount of moles of monomer units within the polyester copolymer, of one or more bicyclic diol monomer units, wherein such one or more bicyclic diol monomer units is/are derived from one or more bicyclic diols chosen from the group consisting of isosorbide, isoidide, isomannide, 2,3:4,5-di-O-methylene-galactitol and 2,4:3,5-di-O-methylene-D-mannitol;&#x2014;in the range from equal to or more than 45.0 mole % to equal to or less than 50.0 mole %, based on the total amount of moles of monomer units within the polyester copolymer, of an oxalate monomer unit; and/or&#x2014;in the range from equal to or more than 0.1 mole % to equal to or less than 25.0 mole %, based on the total amount of moles of monomer units within the polyester copolymer, of one or more linear C2-C12 diol monomer units, wherein such one or more linear C2-C12 diol monomer units is/are derived from one or more linear C2-C12 diols; and/or&#x2014;optionally equal to or more than 0.0 mole % to equal to or less than 5.0 mole %, based on the total amount of moles of monomer units within the polyester copolymer, of one or more additional monomer units.

A polyester, including ethylene 2,5-furandicarboxylateunits, also includes diethylene glycol residues, the content of which is less than 0.045, in moles per mole of 2,5-furandicarboxylate moieties. The polyester composition can be prepared with a method where a starting mixture is subjected to esterification of 2,5-furandicarboxylic acid or transesterification of an ester thereof with ethylene glycol in the presence of a basic compound and/or an ammonium compound capable of suppressing the formation of diethylene glycol.

Polyester and method for preparing such a polyester

An acid composition comprising 2-formyl-furan-5-carboxylic acid and 2,5-furandicarboxylic acid is purified in a process which comprises; contacting the acid composition with an alcohol to obtain an esterified composition; and separating the ester of 2-formyl-furan-5-carboxylic acid from the esterified composition to obtain a purified esterified product; and contacting the purified esterified composition with water for saponification or hydrolysis, to obtain a product composition, comprising 2,5-furandicarboxylic acid and a reduced amount of 2-formyl-furan-5-carboxylic acid.

Process for purifying an acid composition comprising 2-formyl-furan-5-carboxylic acid and 2,5-furandicarboxylic acid

A polyester, including ethylene 2,5-furandicarboxylate units, has an intrinsic viscosity of at least 0.45 d L/g, and has a relative content of carboxylic acid end groups, expressed as the fraction of the molar amount of carboxylic acid end groups divided by the sum of the molar amounts of hydroxyl end groups and carboxylic acid end groups in the range of 0.10 to 0.70. The polyester can be prepared with a method wherein a starting mixture comprising 2,5-furandicarboxylic acid and ethylene glycol is subjected to esterification and subsequent polycondensation at reduced pressure when the molar ratio of 2,5-furandicarboxylic acid to ethylene glycol in the starting mixture is 1:1.01 to 1:1.15, where water, that is formed during the reaction between 2,5-furandicarboxylic acid and ethylene glycol, and some ethylene glycol are removed in a distillation system, and where ethylene glycol that is removed with water, is separated from water and at least partly recycled.

A polyester including poly(ethylene 2,5-furandicarboxylate is prepared by esterification of a starting mixture including 2,5-furandicarboxylic acid and ethylene glycol to form an ester composition, and by subjecting the ester composition thus obtained to polycondensation at reduced pressure in the presence of a polycondensation catalyst to obtain a polycondensate. The mixture is reacted under conditions such that the esterification potential as defined by Esterification Potential (EsPo)=(MR&#x2212;1)*P(T), where MR represents the molar ratio of ethylene glycol over 2,5-furandicarboxylic acid, MR being greater than 1; P(T) represents the pure component vapor pressure (in bar) of water at temperature T, which is the final reaction temperature in the esterification mixture before the pressure is reduced to effect the polycondensation, is less than 0.8.

Method for preparing a polyester under specific esterification conditions

Benzene derivatives of the formula (I); wherein Rand R, are the same or different and independently are selected from the group consisting of hydrogen, alkyl, aralkyl, &#x2014;CHO, &#x2014;CHOR, &#x2014;CH(OR)(OR) and &#x2014;COOR, wherein R, Rand Rare the same or different and are selected from hydrogen, alkyl, aryl, alkaryl, aralkyl, alkylcarbonyl or arylcarbonyl, or wherein Rand Rtogether form an alkylene group and wherein Ris selected from hydrogen, alkyl and aryl, are prepared in a process, which comprises:reacting a furan derivative of formula (II): wherein Rand Rhave the meanings above, with ethylene under cycloaddition reaction conditions in the presence of an acid solvent to produce the benzene derivative, wherein the acid solvent is a carboxylic acid and is present in a weight ratio acid solvent to furan derivative from 1:1 to 250:1.

Process for the preparation of benzene derivatives from furan derivatives

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Amsterdam, Netherlands

Bing Wang