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公开(公告)号:US10464913B2
公开(公告)日:2019-11-05
申请号:US15579256
申请日:2016-06-06
申请人: Synvina C.V.
发明人: Ana Rita Martins Guerreiro Rocha Almeida , Martinus Mathilda Pieter Zieverink , Ana Sofia Vagueiro De Sousa Dias , Ines Dacil Gonzalez Jimenez
IPC分类号: C07D307/68 , B01J23/34 , B01J23/75 , B01J27/08 , C07B31/00 , C07B33/00 , C07B41/02 , C07B63/02
摘要: A purified acid composition including 2,5-furandicarboxylic acid is prepared in a process, including oxidizing a feedstock containing 5-alkoxymethylfurfural to an oxidation product including 2,5-furandicarboxylic acid (FDCA) and 2-formyl-furan-5-carboxylic acid (FFCA), and esters of FDCA and, optionally, esters of FFCA; hydrolyzing the at least part of the oxidation product in the presence of water, thereby hydrolyzing at least esters of FDCA and, optionally, esters of FFCA to obtain an aqueous solution of an acid composition including FDCA, FFCA and ester of FDCA in an amount below the amount of ester of FDCA in the solution of the oxidation product; contacting at least part of the solution of the acid composition with hydrogen in the presence of a hydrogenation catalyst to hydrogenate FFCA to hydrogenation products, yielding a hydrogenated solution; and separating at least a portion of the FDCA from at least part of the hydrogenated solution by crystallization.
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公开(公告)号:US10351543B2
公开(公告)日:2019-07-16
申请号:US15736033
申请日:2016-07-01
申请人: Synvina C.V.
发明人: Johannes Maria Franciscus Sijben , Etienne Mazoyer , Ana Sofia Vagueiro De Sousa Dias , Gerardus Johannes Maria Gruter
IPC分类号: C07D307/50
摘要: A furfural derivative having the chemical formula (1) wherein R represents hydrogen, an alkyl group or an acyl group, is prepared in a process, which process includes reacting a fructose- and/or glucose-containing starting material with a liquid hydroxyl group-containing compound of formula R—OH in the presence of an acid catalyst at a reaction temperature in the range of 150 to 300° C. to produce an acid reaction mixture including the furfural derivative of chemical formula (1), which acid reaction mixture has a pH-value of smaller than 3; neutralizing the acid reaction mixture to a pH-value in the range of 3 to 6.5 to provide a partially neutralized reaction mixture; and purifying the partially neutralized reaction mixture to recover the furfural derivative of chemical formula (1).
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公开(公告)号:US10266508B2
公开(公告)日:2019-04-23
申请号:US15736037
申请日:2016-07-01
申请人: Synvina C.V.
发明人: Johannes Maria Franciscus Sijben , Etienne Mazoyer , Ana Sofia Vagueiro De Sousa Dias , Gerardus Johannes Maria Gruter
IPC分类号: C07D307/46 , C07D307/48
摘要: A furfural derivative having the chemical formula (1) where R represents hydrogen, an alkyl group or an acyl group, is prepared in a process, which process includes reacting a fructose- and/or glucose-containing starting material with a liquid hydroxyl group-containing compound of formula R—OH in the presence of an acid catalyst at a reaction temperature in the range of 150 to 300° C. to produce a primary acid reaction mixture including the furfural derivative of chemical formula (1); separating part of the liquid hydroxyl group-containing compound from the primary acid reaction mixture to yield a secondary acid reaction mixture; neutralizing the secondary acid reaction mixture to a pH-value of at least 3 to obtain a neutralized reaction mixture; and purifying the neutralized reaction mixture to recover the furfural derivative of chemical formula (1).
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公开(公告)号:US20180186761A1
公开(公告)日:2018-07-05
申请号:US15736037
申请日:2016-07-01
申请人: Synvina C.V.
发明人: Johannes Maria Franciscus Sijben , Etienne Mazoyer , Ana Sofia Vagueiro De Sousa Dias , Gerardus Johannes Maria Gruter
IPC分类号: C07D307/48
CPC分类号: C07D307/48 , C07D307/46
摘要: A furfural derivative having the chemical formula (1) where R represents hydrogen, an alkyl group or an acyl group, is prepared in a process, which process includes reacting a fructose-and/or glucose-containing starting material with a liquid hydroxyl group-containing compound of formula R—OH in the presence of an acid catalyst at a reaction temperature in the range of 150 to 300° C. to produce a primary acid reaction mixture including the furfural derivative of chemical formula (1); separating part of the liquid hydroxyl group-containing compound from the primary acid reaction mixture to yield a secondary acid reaction mixture; neutralizing the secondary acid reaction mixture to a pH-value of at least 3 to obtain a neutralized reaction mixture; and purifying the neutralized reaction mixture to recover the furfural derivative of chemical formula (1).
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公开(公告)号:US20180155309A1
公开(公告)日:2018-06-07
申请号:US15579257
申请日:2016-06-06
申请人: Synvina C.V.
发明人: Ana Rita Martins Guerreiro Rocha Almeida , Martinus Mathilda Pieter Zieverink , Ana Sofia Vagueiro De Sousa Dias
IPC分类号: C07D307/68 , C07B33/00 , C07B31/00 , C07B41/02 , C07B63/02 , B01J23/34 , B01J23/75 , B01J27/08
CPC分类号: C07D307/68 , B01J23/34 , B01J23/75 , B01J27/08 , B01J2219/00033 , B01J2219/00051 , B01J2219/00162 , C07B31/00 , C07B33/00 , C07B41/02 , C07B63/02
摘要: A purified acid composition including 2,5-furandicarboxylic acid is prepared by a process including a) providing an acid composition solution of a crude acid composition in a polar solvent, the crude acid composition including 2,5-furandicarboxylic acid (FDCA) and 2-formyl-furan-5-carboxylic acid (FFCA); b) contacting the acid composition solution with hydrogen in the presence of a hydrogenation catalyst to hydrogenate FFCA to hydrogenation products, such that the hydrogenation products contain a minor amount of 2-methyl-furan-5-carboxylic acid (MFA) or no MFA, yielding a hydrogenated solution; c) separating at least a portion of the FDCA from the hydrogenated solution by crystallization.
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公开(公告)号:US20180155308A1
公开(公告)日:2018-06-07
申请号:US15579256
申请日:2016-06-06
申请人: Synvina C.V.
发明人: Ana Rita Martins Guerreiro Rocha Almeida , Martinus Mathilda Pieter Zieverink , Ana Sofia Vagueiro De Sousa Dias , Ines Dacil Gonzalez Jimenez
IPC分类号: C07D307/68 , C07B33/00 , C07B31/00 , C07B41/02 , C07B63/02 , B01J23/34 , B01J23/75 , B01J27/08
CPC分类号: C07D307/68 , B01J23/34 , B01J23/75 , B01J27/08 , B01J2219/00033 , B01J2219/00051 , B01J2219/00162 , C07B31/00 , C07B33/00 , C07B41/02 , C07B63/02
摘要: A purified acid composition including 2,5-furandicarboxylic acid is prepared in a process, including oxidizing a feedstock containing 5-alkoxymethylfurfural to an oxidation product including 2,5-furandicarboxylic acid (FDCA) and 2-formyl-furan-5-carboxylic acid (FFCA), and esters of FDCA and, optionally, esters of FFCA; hydrolyzing the at least part of the oxidation product in the presence of water, thereby hydrolyzing at least esters of FDCA and, optionally, esters of FFCA to obtain an aqueous solution of an acid composition including FDCA, FFCA and ester of FDCA in an amount below the amount of ester of FDCA in the solution of the oxidation product; contacting at least part of the solution of the acid composition with hydrogen in the presence of a hydrogenation catalyst to hydrogenate FFCA to hydrogenation products, yielding a hydrogenated solution; and separating at least a portion of the FDCA from at least part of the hydrogenated solution by crystallization.
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公开(公告)号:US10351544B2
公开(公告)日:2019-07-16
申请号:US15579257
申请日:2016-06-06
申请人: Synvina C.V.
发明人: Ana Rita Martins Guerreiro Rocha Almeida , Martinus Mathilda Pieter Zieverink , Ana Sofia Vagueiro De Sousa Dias
IPC分类号: B01J23/34 , B01J23/75 , B01J27/08 , C07B31/00 , C07B33/00 , C07B41/02 , C07B63/02 , C07D307/68
摘要: A purified acid composition including 2,5-furandicarboxylic acid is prepared by a process including a) providing an acid composition solution of a crude acid composition in a polar solvent, the crude acid composition including 2,5-furandicarboxylic acid (FDCA) and 2-formyl-furan-5-carboxylic acid (FFCA); b) contacting the acid composition solution with hydrogen in the presence of a hydrogenation catalyst to hydrogenate FFCA to hydrogenation products, such that the hydrogenation products contain a minor amount of 2-methyl-furan-5-carboxylic acid (MFA) or no MFA, yielding a hydrogenated solution; c) separating at least a portion of the FDCA from the hydrogenated solution by crystallization.
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公开(公告)号:US10053442B2
公开(公告)日:2018-08-21
申请号:US15525424
申请日:2015-11-10
申请人: Synvina C.V.
发明人: Ana Sofia Vagueiro De Sousa Dias , Benjamin McKay , Victor Peter Charles Vreeken , Johannes Maria Franciscus Sijben
IPC分类号: C07D307/02 , C07D307/68
CPC分类号: C07D307/68
摘要: Dialkyl esters of 2,5-furandicarboxylic acid are prepared from a 2,5-furandicarboxylic acid-containing starting material in a process, which includes: contacting a vaporous stream of an alkanol countercurrently with the at least partially liquid starting material having the 2,5-furandicarboxylic acid, in a reaction zone to conduct an esterification reaction to yield the dialkyl ester of 2,5-furandicarboxylic acid and water; withdrawing a reaction vapor comprising the alkanol and water from the reaction zone; and discharging a liquid phase having at least the dialkyl ester of 2,5-furandicarboxylic acid, from the bottom part of the reaction zone, to obtain the dialkyl ester of 2,5-furandicarboxylic acid.
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公开(公告)号:US20180170890A1
公开(公告)日:2018-06-21
申请号:US15736033
申请日:2016-07-01
申请人: Synvina C.V.
发明人: Johannes Maria Franciscus Sijben , Etienne Mazoyer , Ana Sofia Vagueiro De Sousa Dias , Gerardus Johannes Maria Gruter
IPC分类号: C07D307/50
CPC分类号: C07D307/50
摘要: A furfural derivative having the chemical formula (1) wherein R represents hydrogen, an alkyl group or an acyl group, is prepared in a process, which process includes reacting a fructose- and/or glucose-containing starting material with a liquid hydroxyl group-containing compound of formula R—OH in the presence of an acid catalyst at a reaction temperature in the range of 150 to 300° C. to produce an acid reaction mixture including the furfural derivative of chemical formula (1), which acid reaction mixture has a pH-value of smaller than 3; neutralizing the acid reaction mixture to a pH-value in the range of 3 to 6.5 to provide a partially neutralized reaction mixture; and purifying the partially neutralized reaction mixture to recover the furfural derivative of chemical formula (1).
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公开(公告)号:US20170313670A1
公开(公告)日:2017-11-02
申请号:US15525424
申请日:2015-11-10
申请人: Synvina C.V.
发明人: Ana Sofia Vagueiro De Sousa Dias , Benjamin McKay , Victor Peter Charles Vreeken , Johannes Maria Franciscus Sijben
IPC分类号: C07D307/68
CPC分类号: C07D307/68
摘要: Dialkyl esters of 2,5-furandicarboxylic acid are prepared from a 2,5-furandicarboxylic acid-containing starting material in a process, which includes: contacting a vaporous stream of an alkanol countercurrently with the at least partially liquid starting material having the 2,5-furandicarboxylic acid, in a reaction zone to conduct an esterification reaction to yield the dialkyl ester of 2,5-furandicarboxylic acid and water; withdrawing a reaction vapor comprising the alkanol and water from the reaction zone; and discharging a liquid phase having at least the dialkyl ester of 2,5-furandicarboxylic acid, from the bottom part of the reaction zone, to obtain the dialkyl ester of 2,5-furandicarboxylic acid.
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