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1. 发明公开

EP4306569A2 PROCESSES FOR PRODUCING 2,5-FURANDICARBOXYLIC ACID AND DERIVATIVES THEREOF AND POLYMERS MADE THEREFROM 审中-实审
公开(公告)号：EP4306569A2
公开(公告)日：2024-01-17
申请号：EP23209651.1
申请日：2016-04-13
申请人： E I Du Pont De Nemours , Archer Daniels Midland Company
发明人： Howard, Stephen J. , Kreutzer, Kristina A. , Rajagopalan, Bhuma , Sacia, Eric R. , Sanborn, Alexandra , Smith, Brennan
IPC分类号： C08G63/672
摘要： An integrated process for producing an ester of 2,5-furandicarboxylic acid from a six carbon sugar-containing feed, comprising:
e) dehydrating a feed comprising a six-carbon sugar unit, in the presence of a bromine source and of a solvent, at an elevated temperature and for a time sufficient to generate an oxidation feed comprised of at least one of 5-hydroxymethylfurfural and/or a derivative or derivatives of 5-hydroxymethylfurfural in the solvent, together with at least one bromine containing species;
f) contacting the oxidation feed from step (a) with a homogenous metal catalyst and with an oxygen source at an elevated temperature for a time sufficient to produce an oxidation product mixture comprising 2,5-furandicarboxylic acid (FDCA), the solvent, and a residual catalyst;
g) purifying and separating the mixture obtained in step (b) to obtain FDCA and the solvent;
h) recycling at least a portion of the solvent obtained in step (c) to step (a); and
e) esterifying 2,5-furandicarboxylic acid with a C 1 -C 12 aliphatic alcohol or a C 1 -C 12 aliphatic diol, under conditions effective for carrying out the esterification and optionally in the presence of a suitable esterification catalyst.

2. 发明公开

EP4306569A3 PROCESSES FOR PRODUCING 2,5-FURANDICARBOXYLIC ACID AND DERIVATIVES THEREOF AND POLYMERS MADE THEREFROM 审中-实审
公开(公告)号：EP4306569A3
公开(公告)日：2024-04-10
申请号：EP23209651.1
申请日：2016-04-13
申请人： E I Du Pont De Nemours , Archer Daniels Midland Company
发明人： Howard, Stephen J. , Kreutzer, Kristina A. , Rajagopalan, Bhuma , Sacia, Eric R. , Sanborn, Alexandra , Smith, Brennan
IPC分类号： C07D307/40 , C07D307/44 , C07D307/46 , C07D307/68 , B01J31/04 , C08G63/181 , C08G63/672 , C08G63/78 , C08G63/80 , C08G69/28 , C08G69/32
摘要： An integrated process for producing an ester of 2,5-furandicarboxylic acid from a six carbon sugar-containing feed, comprising:
e) dehydrating a feed comprising a six-carbon sugar unit, in the presence of a bromine source and of a solvent, at an elevated temperature and for a time sufficient to generate an oxidation feed comprised of at least one of 5-hydroxymethylfurfural and/or a derivative or derivatives of 5-hydroxymethylfurfural in the solvent, together with at least one bromine containing species;
f) contacting the oxidation feed from step (a) with a homogenous metal catalyst and with an oxygen source at an elevated temperature for a time sufficient to produce an oxidation product mixture comprising 2,5-furandicarboxylic acid (FDCA), the solvent, and a residual catalyst;
g) purifying and separating the mixture obtained in step (b) to obtain FDCA and the solvent;
h) recycling at least a portion of the solvent obtained in step (c) to step (a); and
e) esterifying 2,5-furandicarboxylic acid with a C 1 -C 12 aliphatic alcohol or a C 1 -C 12 aliphatic diol, under conditions effective for carrying out the esterification and optionally in the presence of a suitable esterification catalyst.

3. 发明公开

EP4306568A3 PROCESSES FOR PRODUCING 2,5-FURANDICARBOXYLIC ACID AND DERIVATIVES THEREOF AND POLYMERS MADE THEREFROM 审中-实审
公开(公告)号：EP4306568A3
公开(公告)日：2024-04-10
申请号：EP23209530.7
申请日：2016-04-13
申请人： E I Du Pont De Nemours , Archer Daniels Midland Company
发明人： Howard, Stephen J. , Kreutzer, Kristina A. , Rajagopalan, Bhuma , Sacia, Eric R. , Sanborn, Alexandra , Smith, Brennan
IPC分类号： C07D307/40 , C07D307/44 , C07D307/46 , C07D307/68 , B01J31/04 , C08G63/181 , C08G63/672 , C08G63/78 , C08G63/80 , C08G69/28 , C08G69/32
摘要： An integrated process for producing 2,5-furandicarboxylic acid and/or a derivative thereof from a six carbon sugar-containing feed, comprising:
a) dehydrating a feed comprising a six-carbon sugar unit, in the presence of a bromine source and of a solvent, at an elevated temperature and for a time sufficient to generate an oxidation feed comprised of at least one of 5-hydroxymethylfurfural and/or a derivative or derivatives of 5-hydroxymethylfurfural in the solvent, together with at least one bromine containing species;
b) reducing the water content of the oxidation feed produced in step (a);
c) contacting the oxidation feed from step (b) with a metal catalyst and with an oxygen source at an elevated temperature for a time sufficient to produce an oxidation product mixture comprising 2,5-furandicarboxylic acid (FDCA) and/or a derivative thereof, the solvent, and a residual catalyst, wherein the metal catalyst comprises either or both of Co and Mn;
d) purifying and separating the mixture obtained in step (c) to obtain FDCA and/or a derivative thereof and the solvent; and
e) recycling at least a portion of the solvent obtained in step (d) to step (a).

4. 发明公开

EP4306568A2 PROCESSES FOR PRODUCING 2,5-FURANDICARBOXYLIC ACID AND DERIVATIVES THEREOF AND POLYMERS MADE THEREFROM 审中-实审
公开(公告)号：EP4306568A2
公开(公告)日：2024-01-17
申请号：EP23209530.7
申请日：2016-04-13
申请人： E I Du Pont De Nemours , Archer Daniels Midland Company
发明人： Howard, Stephen J. , Kreutzer, Kristina A. , Rajagopalan, Bhuma , Sacia, Eric R. , Sanborn, Alexandra , Smith, Brennan
IPC分类号： C08G63/672
摘要： An integrated process for producing 2,5-furandicarboxylic acid and/or a derivative thereof from a six carbon sugar-containing feed, comprising:
a) dehydrating a feed comprising a six-carbon sugar unit, in the presence of a bromine source and of a solvent, at an elevated temperature and for a time sufficient to generate an oxidation feed comprised of at least one of 5-hydroxymethylfurfural and/or a derivative or derivatives of 5-hydroxymethylfurfural in the solvent, together with at least one bromine containing species;
b) reducing the water content of the oxidation feed produced in step (a);
c) contacting the oxidation feed from step (b) with a metal catalyst and with an oxygen source at an elevated temperature for a time sufficient to produce an oxidation product mixture comprising 2,5-furandicarboxylic acid (FDCA) and/or a derivative thereof, the solvent, and a residual catalyst, wherein the metal catalyst comprises either or both of Co and Mn;
d) purifying and separating the mixture obtained in step (c) to obtain FDCA and/or a derivative thereof and the solvent; and
e) recycling at least a portion of the solvent obtained in step (d) to step (a).

5. 发明授权

EP2423205B9 Conversion of carbohydrates to hydroxymethylfurfural (HMF) and derivatives 有权
公开(公告)号：EP2423205B9
公开(公告)日：2020-03-18
申请号：EP11190670.7
申请日：2008-12-12
申请人： Archer-Daniels-Midland Company
发明人： Sanborn, Alexandra , Howard, Stephen
IPC分类号： C07D307/68 , C07D307/54 , C07D307/44

6. 发明授权

EP2423205B1 Conversion of carbohydrates to hydroxymethylfurfural (HMF) and derivatives 有权
标题翻译：碳水化合物转化为羟甲基糠醛（HMF）及其衍生物的转化物
公开(公告)号：EP2423205B1
公开(公告)日：2016-10-19
申请号：EP11190670.7
申请日：2008-12-12
申请人： Archer-Daniels-Midland Company
发明人： Sanborn, Alexandra , Howard, Stephen
IPC分类号： C07D307/68 , C07D307/54 , C07D307/44
摘要： A method of producing substantially pure HMF, HMF esters and other derivatives from a carbohydrate source by contacting the carbohydrate source with a solid phase catalyst. A carbohydrate starting material is heated in a solvent in a column and continuously flowed through a solid phase catalyst in the presence of an organic acid, or heated with the organic acid and a solid catalyst in solution to form a HMF ester. Heating without organic acid forms HMF. The resulting product is purified by filtration to remove the unreacted starting materials and catalyst. The HMF ester or a mixture of HMF and HMF ester may then be oxidized to 2,5-furandicarboxylic acid (FDCA) by combining the HMF ester with an organic acid, cobalt acetate, manganese acetate and sodium bromide under pressure. Alternatively, the HMF ester may be reduced to form a furan or tetrahydrofuran diol.

7. 发明公开

EP2944632A1 OXIDATION OF A MIXTURE OF 2-HYDROXYMETHYL-5-FURFURALDEHYDE (HMF) AND AN ESTER THEREOF TO 2,5-FURANDICARBOXYLIC ACID (FDCA) 审中-公开
标题翻译：氧化还原麻醉剂二羟基甲基-F-呋喃二醇（HMF）在2,5-FURANDICARBONSÄURE（FDCA）的EINEM ESTER DAVON
公开(公告)号：EP2944632A1
公开(公告)日：2015-11-18
申请号：EP15163708.9
申请日：2008-12-12
申请人： Archer Daniels Midland Company
发明人： Sanborn, Alexandra , Howard, Stephen
IPC分类号： C07D307/68 , C07D307/54 , C07D307/50
CPC分类号： C07D307/50 , C07D307/44 , C07D307/48 , C07D307/54 , C07D307/68
摘要： A method for oxidizing a reaction mixture of 2-hydroxymethyl-5-furfuraldehyde (HMF) and an ester of 2-hydroxymethyl-5-furfuraldehyde (HMF) to 2,5-furandicarboxylic acid (FDCA) by the addition of cobalt acetate, manganese acetate, sodium bromide under pressure and heat to form FDCA.
摘要翻译：将2-羟甲基-5-糠醛（HMF）与2-羟甲基-5-糠醛（HMF）的酯的反应混合物氧化成2,5-呋喃二羧酸（FDCA）的方法，通过加入乙酸钴，锰乙酸钠，溴化钠在压力和热下形成FDCA。

8. 发明公开

EP4086243A1 CATALYST AND PROCESS FOR PRODUCING 2,5-FURANDICARBOXYLIC ACID FROM HYDROXYMETHYLFURFURAL IN WATER 审中-公开
公开(公告)号：EP4086243A1
公开(公告)日：2022-11-09
申请号：EP22161787.1
申请日：2015-08-05
申请人： Archer Daniels Midland Company
发明人： Sanborn, Alexandra
IPC分类号： C07D307/68 , B01J8/20 , B01J23/46
摘要： A process is described for converting hydroxymethylfurfural to furanic products inclusive of 2,5-furandicarboxylic acid, comprising combining a quantity of hydroxymethylfurfural with water to provide an aqueous solution containing at least about five percent by weight of hydroxymethylfurfural, and combining the aqueous solution with an oxygen source in the presence of a heterogeneous ruthenium-based catalyst and under conditions which are effective for oxidizing hydroxymethylfurfural to furanic oxidation products inclusive of 2,5-furandicarboxylic acid, but in the substantial absence of any solvent for either hydroxymethylfur-fural or 2,5-furandicarboxylic acid other than water.

9. 发明公开

EP2423205A1 Conversion of carbohydrates to hydroxymethylfurfural (HMF) and derivatives 有权
标题翻译：羟基甲基糠醛（HMF）和衍生物davon中的Umwandlung von Kohlenhydraten
公开(公告)号：EP2423205A1
公开(公告)日：2012-02-29
申请号：EP11190670.7
申请日：2008-12-12
申请人： Archer-Daniels-Midland Company
发明人： Sanborn, Alexandra , Howard, Stephen
IPC分类号： C07D307/68 , C07D307/54 , C07D307/44
摘要： A method of producing substantially pure HMF, HMF esters and other derivatives from a carbohydrate source by contacting the carbohydrate source with a solid phase catalyst. A carbohydrate starting material is heated in a solvent in a column and continuously flowed through a solid phase catalyst in the presence of an organic acid, or heated with the organic acid and a solid catalyst in solution to form a HMF ester. Heating without organic acid forms HMF. The resulting product is purified by filtration to remove the unreacted starting materials and catalyst. The HMF ester or a mixture of HMF and HMF ester may then be oxidized to 2,5-furandicarboxylic acid (FDCA) by combining the HMF ester with an organic acid, cobalt acetate, manganese acetate and sodium bromide under pressure. Alternatively, the HMF ester may be reduced to form a furan or tetrahydrofuran diol.
摘要翻译：通过使碳水化合物源与固相催化剂接触，从碳水化合物源生产基本上纯的HMF，HMF酯和其它衍生物的方法。将碳水化合物原料在溶剂中在柱中加热，并在有机酸存在下连续流过固相催化剂，或者用有机酸和固体催化剂在溶液中加热形成HMF酯。无机酸加热形成HMF。将所得产物通过过滤纯化以除去未反应的起始原料和催化剂。然后通过在压力下将HMF酯与有机酸，乙酸钴，乙酸锰和溴化钠组合，将HMF酯或HMF和HMF酯的混合物氧化成2,5-呋喃二羧酸（FDCA）。或者，HMF酯可以还原形成呋喃或四氢呋喃二醇。

10. 发明公开

EP4071142A1 PROCESS FOR MAKING ESTERS OF 2,5-FURANDICARBOXYLIC ACID 有权
公开(公告)号：EP4071142A1
公开(公告)日：2022-10-12
申请号：EP22175991.3
申请日：2018-06-20
申请人： Archer Daniels Midland Company
发明人： Anklam, Pam , Hoffman, William Chris , Howard, Stephen J. , Sanborn, Alexandra , Schultz, Mitchell , Soper, John G.
IPC分类号： C07D307/68 , B01J43/00
摘要： The present invention relates to a process for making the esters of 2,5-furandicarboxylic acid, and particularly the dimethyl, diethyl or dipropyl esters of FDCA for use as monomers in the production of polyesters and other types of polymers with biobased content, comprising: reacting an aqueous feed comprising glucaric acid with a high boiling first alcohol in the presence of an acid catalyst and with removing water during the reaction, to form a first product mixture comprising a first ester of FDCA and the high boiling first alcohol; removing unreacted high boiling first alcohol from the first product mixture; combining the first ester of FDCA and the high boiling first alcohol with a lower boiling second alcohol selected from the group consisting of methanol, ethanol, isopropanol and n-propanol; transesterifying the first ester with the lower boiling second alcohol to form a second product mixture comprising a second ester of FDCA with the lower boiling second alcohol; and recovering the second ester of FDCA with the lower boiling second alcohol.

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