公开(公告)号：US20140142326A1

公开(公告)日：2014-05-22

申请号：US13798235

申请日：2013-03-13

Applicant: EASTMAN CHEMICAL COMPANY

Inventor： Ashfaq Shahanawaz Shaikh ,  Kenny Randolph Parker ,  Mesfin Ejerssa Janka ,  Lee Reynolds Partin

IPC: C07D307/68 ,  F01K27/00

CPC classification number: C07D307/68 ,  F01K27/00

Abstract: Disclosed is a process for producing a dry, purified carboxylic acid product comprising furan-2,5-dicarboxylic acid (FDCA). Also disclosed is a method for treating an oxidation off-gas stream from such a process. The method features solvent as well as energy recovery from the off-gas stream.

公开(公告)号：US20140256964A1

公开(公告)日：2014-09-11

申请号：US14282360

申请日：2014-05-20

Applicant: EASTMAN CHEMICAL COMPANY

Inventor： Mesfin Ejerssa Janka ,  Kenny Randolph Parker ,  Ashfaq Shahanawaz Shaikh ,  Lee Reynolds Partin

IPC: C07D307/68

CPC classification number: C07D307/68 ,  C07D307/48

Abstract: Disclosed is a process to produce a dry purified carboxylic acid product comprising furan-2,5-dicarboxylic acid (FDCA). The process comprises oxidizing at least one oxidizable compound selected from the following group: 5-(hydroxymethyl)furfural (5-HMF), 5-HMF esters (5-R(CO)OCH2-furfural where R=alkyl, cycloalkyl and aryl), 5-HMF ethers (5-R′OCH2-furfural, where R′=alkyl, cycloalkyl and aryl), 5-alkyl furfurals (5-R″-furfural, where R″=alkyl, cycloalkyl and aryl), mixed feed-stocks of 5-HMF and 5-HMF esters and mixed feed-stocks of 5-HMF and 5-HMF ethers and mixed feed-stocks of 5-HMF and 5-alkyl furfurals to generate a crude carboxylic acid slurry comprising FDCA, cooling a crude carboxylic acid slurry in cooling zone to form a cooled slurry stream. The cooled slurry stream is routed to a solid-liquid separation zone to generate a crude wet cake stream comprising FDCA that is dried in a drying zone to generate a dry carboxylic acid product stream comprising crude FDCA (cFDCA).

Abstract translation: 公开了一种生产包含呋喃-2,5-二羧酸（FDCA）的干燥纯化羧酸产物的方法。 该方法包括氧化至少一种选自以下组的可氧化化合物：5-（羟甲基）糠醛（5-HMF），5-HMF酯（5-R（CO）OCH 2 - 糠醛，其中R =烷基，环烷基和芳基） ，5-HMF醚（5-R'OCH 2 - 糠醛，其中R'=烷基，环烷基和芳基），5-烷基糠醛（5-R“ - 糠醛，其中R”=烷基，环烷基和芳基），混合进料 5-HMF和5-HMF酯的原料和5-HMF和5-HMF醚的混合原料和5-HMF和5-烷基糠醛的混合原料以产生包含FDCA的粗制羧酸浆料，冷却 在冷却区中的粗羧酸浆料以形成冷却的浆料流。 将冷却的浆料流送至固液分离区，以产生包含FDCA的粗湿饼流，其在干燥区中干燥以产生包含粗FDCA（cFDCA）的干燥羧酸产物流。

公开(公告)号：US20130345451A1

公开(公告)日：2013-12-26

申请号：US13758070

申请日：2013-02-04

Applicant: EASTMAN CHEMICAL COMPANY

Inventor： Ashfaq Schahanawaz Shaikh ,  Kenny Randolph Parker ,  Mesfin Ejerssa Janka ,  Lee Reynolds Partin

IPC: C07D307/68

CPC classification number: C07D307/68

Abstract: A process to produce a dry purified furan-2,5-dicarboxylic acid (FDCA) is described. After oxidation of 5-(hydroxymethyl)furfural (5-HMF), a crude FDCA stream is produced that is fed to a crystallization zone followed by a solid-liquid displacement zone to form a low impurity slurry stream. The solids in the low impurity slurry stream are dissolved in a dissolution zone to produce a hydrogenation feed that is hydrogenated in a hydrogenation reactor to generate a hydrogenated FDCA composition. The hydrogenated FDCA composition is routed to a crystallization zone to form a crystallized produce stream that is separated from liquid in a solid-liquid separation zone to generate a purified wet cake stream containing FDCA that can be dried in a drying zone to generate a dry purified FDCA product stream.

Abstract translation: 描述了制备干净的呋喃-2,5-二羧酸（FDCA）的方法。 在5-（羟甲基）糠醛（5-HMF）氧化之后，产生粗制FDCA流，将其送入结晶区，随后进行固 - 液置换区以形成低杂质浆料流。 将低杂质浆料流中的固体溶解在溶解区中以产生在氢化反应器中氢化以产生氢化FDCA组合物的氢化进料。 将氢化的FDCA组合物送至结晶区以形成在固液分离区中与液体分离的结晶产物流，以产生含有FDCA的纯化湿饼流，其可以在干燥区中干燥以产生干净的 FDCA产品流。

公开(公告)号：US09676740B2

公开(公告)日：2017-06-13

申请号：US14995901

申请日：2016-01-14

Applicant: Eastman Chemical Company

Inventor： Mesfin Ejerssa Janka ,  Kenny Randolph Parker ,  Paula Moody ,  Ashfaq Shahanawaz Shaikh ,  Lee Reynolds Partin ,  Bradford Russell Bowers ,  Michael Charles Morrow

IPC: C07D307/68 ,  C07D307/60

CPC classification number: C07D307/68 ,  C07D307/60

Abstract: Disclosed is a process to produce a dry purified carboxylic acid product comprising furan-2,5-dicarboxylic acid (FDCA). The process comprises oxidizing at least one oxidizable compound selected from the following group: 5-(hydroxymethyl)furfural (5-HMF), 5-HMF esters (5-R(CO)OCH2-furfural where R is alkyl, cycloalkyl, or aryl), 5-HMF ethers (5-R′OCH2-furfural where R′ is alkyl, cycloalkyl, or aryl), 5-alkyl furfurals (5-R″-furfural where R″ is alkyl, cycloalkyl, or aryl), mixed feedstocks of 5-HMF and 5-HMF esters, mixed feedstocks of 5-HMF and 5-HMF ethers, and mixed feedstocks of 5-HMF and 5-alkyl furfurals to generate a crude carboxylic acid slurry comprising FDCA.

公开(公告)号：US20160130244A1

公开(公告)日：2016-05-12

申请号：US14995901

申请日：2016-01-14

Applicant: Eastman Chemical Company

Inventor： Mesfin Ejerssa Janka ,  Kenny Randolph Parker ,  Paula Moody ,  Ashfaq Shahanawaz Shaikh ,  Lee Reynolds Partin ,  Bradford Russell Bowers ,  Michael Charles Morrow

IPC: C07D307/68

CPC classification number: C07D307/68 ,  C07D307/60

Abstract: Disclosed is a process to produce a dry purified carboxylic acid product comprising furan-2,5-dicarboxylic acid (FDCA). The process comprises oxidizing at least one oxidizable compound selected from the following group: 5-(hydroxymethyl)furfural (5-HMF), 5-HMF esters (5-R(CO)OCH2-furfural where R=alkyl, cycloalkyl and aryl), 5-HMF ethers (5-R′OCH2-furfural, where R′=alkyl, cycloalkyl and aryl), 5-alkyl furfurals (5-R″-furfural, where R″=alkyl, cycloalkyl and aryl), mixed feed-stocks of 5-HMF and 5-HMF esters and mixed feed-stocks of 5-HMF and 5-HMF ethers and mixed feed-stocks of 5-HMF and 5-alkyl furfurals to generate a crude carboxylic acid slurry comprising FDCA, removing impurities from a crude carboxylic acid slurry in a liquid displacement zone to form a low impurity slurry stream. The low impurity slurry stream is further treated in a secondary oxidation zone to produce a secondary oxidation slurry stream which is routed to a crystallization zone to form a crystallized slurry stream. The crystallized slurry stream is cooled in a cooling zone and the resulting cooled crystallized slurry stream is routed to a solid-liquid separation zone to generate a purified wet cake stream comprising FDCA that is dried in a drying zone to generate a dry carboxylic acid product stream comprising purified FDCA (pFDCA).

公开(公告)号：US09199958B2

公开(公告)日：2015-12-01

申请号：US14525624

申请日：2014-10-28

Applicant: Eastman Chemical Company

Inventor： Mesfin Ejerssa Janka ,  David Lange ,  Michael C. Morrow ,  Bradford Russell Bowers ,  Kenny Randolph Parker ,  Ashfaq Shaikh ,  Lee Reynolds Partin ,  Charles Sumner

IPC: C07D307/68

CPC classification number: C07D307/68

Abstract: Disclosed is an oxidation process to produce a crude carboxylic acid product carboxylic acid product. The process comprises oxidizing a feed stream comprising at least one oxidizable compound to generate a crude carboxylic acid slurry comprising furan-2,5-dicarboxylic acid (FDCA) and compositions thereof. Also disclosed is a process to produce a dry purified carboxylic acid product by utilizing various purification methods on the crude carboxylic acid.

Abstract translation: 公开了一种生产粗制羧酸产物羧酸产物的氧化方法。 该方法包括将包含至少一种可氧化化合物的进料流氧化以产生包含呋喃-2,5-二羧酸（FDCA）及其组合物的粗羧酸浆料。 还公开了通过在粗羧酸上利用各种纯化方法来生产干燥的纯化羧酸产物的方法。

公开(公告)号：US09029581B2

公开(公告)日：2015-05-12

申请号：US14491514

申请日：2014-09-19

Applicant: Eastman Chemical Company

Inventor： Lee Reynolds Partin ,  Ashfaq Shaikh ,  Mesfin Ejerssa Janka ,  Kenny Randolph Parker

IPC: C07D307/68

CPC classification number: C07D307/68

Abstract: A process for the manufacture of dialkyl furan-2,5-dicarboxylate (DAFD) vapor composition by feeding furan-2,5-dicarboxylic acid (“FDCA”) to an esterification reactor and in the presence of an alcohol compound such as methanol, conducting an esterification reaction to form an esterification vapor containing DAFD, unreacted alcohol compound, 5-(alkoxycarbonyl)furan-2-carboxylic acid (ACFC), and water, and continuously passing the esterification vapor through an ACFC condensing zone, that can be integral with the esterification reactor, in which at least a portion of the ACFC in the esterification vapor is converted to a liquid phase condensate, and continuously discharging the esterification vapor from the ACFC condensing zone as a DAFD vapor. There is also a DAFD vapor composition containing DAFD, water, unreacted alcohol, and by-products.

Abstract translation: 通过将呋喃-2,5-二羧酸（“FDCA”）加入到酯化反应器中并在醇化合物例如甲醇存在下制备呋喃-2,5-二羧酸二烷基酯（DAFD）蒸气组合物的方法， 进行酯化反应以形成含有DAFD，未反应的醇化合物，5-（烷氧基羰基）呋喃-2-羧酸（ACFC）和水的酯化蒸气，并连续使酯化蒸气通过ACFC冷凝区，其可以是积分的 酯化反应器中，将酯化蒸气中的至少一部分ACFC转化为液相冷凝物，并且将作为DAFD蒸气的来自ACFC冷凝区的酯化蒸气连续排出。 还有一种含有DAFD，水，未反应的醇和副产物的DAFD蒸汽组合物。

公开(公告)号：US09029580B2

公开(公告)日：2015-05-12

申请号：US13758072

申请日：2013-02-04

Applicant: Eastman Chemical Company

Inventor： Mesfin Ejerssa Janka ,  Kenny Randolph Parker ,  Paula Moody ,  Ashfaq Shahanawaz Shaikh ,  Lee Reynolds Partin ,  Bradford Russell Bowers ,  Michael Charles Morrow

IPC: C07D307/60 ,  C07D307/68

CPC classification number: C07D307/68 ,  C07D307/60

Abstract: Disclosed is a process to produce a dry purified carboxylic acid product comprising furan-2,5-dicarboxylic acid (FDCA). The process comprises oxidizing at least one oxidizable compound selected from the following group: 5-(hydroxymethyl)furfural (5-HMF), 5-HMF esters (5-R(CO)OCH2-furfural were R alkyl, cycloalkyl and aryl), 5-HMF ethers (5-R′OCH2-furfural, where R′=alkyl, cycloalkyl and aryl), 5-alkyl furfurals (5-R″-furfural, where R″=alkyl, cycloalkyl and aryl), mixed feed-stocks of 5-HMF and 5-HMF esters and mixed feed-stocks of 5-HMF and 5-HMF ethers and mixed feed-stocks of 5-HMF and 5-alkyl furfurals to generate a crude carboxylic acid slurry comprising FDCA.

Abstract translation: 公开了一种生产包含呋喃-2,5-二羧酸（FDCA）的干燥纯化羧酸产物的方法。 该方法包括氧化至少一种选自以下组的可氧化化合物：5-（羟甲基）糠醛（5-HMF），5-HMF酯（5-R（CO）OCH 2 - 糠醛为R烷基，环烷基和芳基）， 5-HMF醚（5-R'OCH 2 - 糠醛，其中R'=烷基，环烷基和芳基），5-烷基糠醛（5-R“ - 糠醛，其中R”=烷基，环烷基和芳基） 5-HMF和5-HMF酯的原料和5-HMF和5-HMF醚的混合原料和5-HMF和5-烷基糠醛的混合原料以产生包含FDCA的粗羧酸浆料。

公开(公告)号：US20150031903A1

公开(公告)日：2015-01-29

申请号：US14491514

申请日：2014-09-19

Applicant: Eastman Chemical Company

Inventor： Lee Reynolds Partin ,  Ashfaq Shaikh ,  Mesfin Ejerssa Janka ,  Kenny Randolph Parker

IPC: C07D307/68

CPC classification number: C07D307/68

Abstract: A process for the manufacture of dialkyl furan-2,5-dicarboxylate (DAFD) vapor composition by feeding furan-2,5-dicarboxylic acid (“FDCA”) to an esterification reactor and in the presence of an alcohol compound such as methanol, conducting an esterification reaction to form an esterification vapor containing DAFD, unreacted alcohol compound, 5-(alkoxycarbonyl)furan-2-carboxylic acid (ACFC), and water, and continuously passing the esterification vapor through an ACFC condensing zone, that can be integral with the esterification reactor, in which at least a portion of the ACFC in the esterification vapor is converted to a liquid phase condensate, and continuously discharging the esterification vapor from the ACFC condensing zone as a DAFD vapor. There is also a DAFD vapor composition containing DAFD, water, unreacted alcohol, and by-products.

Abstract translation: 通过将呋喃-2,5-二羧酸（“FDCA”）加入到酯化反应器中并在醇化合物例如甲醇存在下制备呋喃-2,5-二羧酸二烷基酯（DAFD）蒸气组合物的方法， 进行酯化反应以形成含有DAFD，未反应的醇化合物，5-（烷氧基羰基）呋喃-2-羧酸（ACFC）和水的酯化蒸气，并连续使酯化蒸气通过ACFC冷凝区，其可以是积分的 酯化反应器中，将酯化蒸气中的至少一部分ACFC转化为液相冷凝物，并且将作为DAFD蒸气的来自ACFC冷凝区的酯化蒸气连续排出。 还有一种含有DAFD，水，未反应的醇和副产物的DAFD蒸汽组合物。

公开(公告)号：US20140235880A1

公开(公告)日：2014-08-21

申请号：US14259754

申请日：2014-04-23

Applicant: Eastman Chemical Company

Inventor： Ashfaq Schahanawaz Shaikh ,  Kenny Randolph Parker ,  Mesfin Ejerssa Janka ,  Lee Reynolds Partin

IPC: C07D307/68

CPC classification number: C07D307/68

Abstract: A process to produce a dry purified furan-2,5-dicarboxylic acid (FDCA) is described. After oxidation of 5-(hydroxymethyl)furfural (5-HMF), a crude FDCA stream is produced that is fed to a crystallization zone followed by a solid-liquid displacement zone to form a low impurity slurry stream. The solids in the low impurity slurry stream are dissolved in a dissolution zone to produce a hydrogenation feed that is hydrogenated in a hydrogenation reactor to generate a hydrogenated FDCA composition. The hydrogenated FDCA composition is routed to a crystallization zone to form a crystallized produce stream that is separated from liquid in a solid-liquid separation zone to generate a purified wet cake stream containing FDCA that can be dried in a drying zone to generate a dry purified FDCA product stream.

Abstract translation: 描述了制备干净的呋喃-2,5-二羧酸（FDCA）的方法。 在5-（羟甲基）糠醛（5-HMF）氧化之后，产生粗制FDCA流，将其送入结晶区，随后进行固 - 液置换区以形成低杂质浆料流。 将低杂质浆料流中的固体溶解在溶解区中以产生在氢化反应器中氢化以产生氢化FDCA组合物的氢化进料。 将氢化的FDCA组合物送至结晶区以形成在固液分离区中与液体分离的结晶产物流，以产生含有FDCA的纯化湿饼流，其可以在干燥区中干燥以产生干净的 FDCA产品流。