公开(公告)号：US08742060B2

公开(公告)日：2014-06-03

申请号：US13701570

申请日：2011-06-10

Applicant: Olan S. Fruchey ,  Leo E. Manzer ,  Dilum Dunuwila ,  Brian T. Keen ,  Brooke A. Albin ,  Nye A. Clinton ,  Bernard D. Dombek

Inventor： Olan S. Fruchey ,  Leo E. Manzer ,  Dilum Dunuwila ,  Brian T. Keen ,  Brooke A. Albin ,  Nye A. Clinton ,  Bernard D. Dombek

IPC: C08G63/02 ,  C08G64/00

CPC classification number: C07C253/22 ,  C07C51/02 ,  C07C51/412 ,  C07C51/46 ,  C07C209/46 ,  C07C209/48 ,  C07C209/50 ,  C07C231/02 ,  C07C253/20 ,  C07C253/30 ,  C08G69/26 ,  C08G69/28 ,  C07C55/14 ,  C07C211/12 ,  C07C233/05 ,  C07C255/04 ,  C07C255/24

Abstract: Processes for producing nitrogen containing compounds include producing hexamethylenediamine (HMD), adiponitrile (ADN), adipamide (ADM) and derivatives thereof from adipic acid (AA) obtained from fermentation broths containing diammonium adipate (DAA) or monoammonium adipate (MAA).

Abstract translation: 用于生产含氮化合物的方法包括从含有己二酸二铵（DAA）或一己二酸铵（MAA）的发酵液中获得的己二酸（AA）制备六亚甲基二胺（HMD），己二腈（ADN），己二酰胺（ADM）及其衍生物。

公开(公告)号：US20130178637A1

公开(公告)日：2013-07-11

申请号：US13697656

申请日：2011-05-17

Applicant: Olan S. Fruchey ,  Leo E. Manzer ,  Dilum Dunuwila ,  Brian T. Keen ,  Brooke A. Albin ,  Nye A. Clinton ,  Bernard D. Dombek

Inventor： Olan S. Fruchey ,  Leo E. Manzer ,  Dilum Dunuwila ,  Brian T. Keen ,  Brooke A. Albin ,  Nye A. Clinton ,  Bernard D. Dombek

IPC: C07D207/27 ,  C07D207/267

CPC classification number: C07D207/27 ,  C07D207/267

Abstract: Processes for making pyrrolidones include providing a clarified diammonium succinate (DAS)-containing and/or monoammonium succinate (MAS)-containing fermentation broth; distilling the broth under super atmospheric pressure at a temperature of greater than 100° C. to about 300° C. to form an overhead that includes water and ammonia, and a liquid bottoms that includes SA, and at least about 20 wt % water; cooling and/or evaporating the bottoms to attain a temperature and composition sufficient to cause the bottoms to separate into a liquid portion and a solid portion that is substantially pure SA; separating the solid portion from the liquid portion; and converting the solid SA portion to pyrrolidones.

Abstract translation: 制备吡咯烷酮的方法包括提供澄清的含琥珀酸二铵（DAS）和/或含琥珀酸一铵（MAS）的发酵液; 在超大气压下在大于100℃至约300℃的温度下蒸馏肉汤以形成包括水和氨的塔顶馏出物，以及包含SA和至少约20重量％的水的液体塔底物; 冷却和/或蒸发底部以获得足以使底部分离成液体部分的温度和组合物和基本上纯的SA的固体部分; 从液体部分分离固体部分; 并将固体SA部分转化为吡咯烷酮。

公开(公告)号：US20130144028A1

公开(公告)日：2013-06-06

申请号：US13697645

申请日：2011-05-17

Applicant: Olan S. Fruchey ,  Leo E. Manzer ,  Dilum Dunuwila ,  Brian T. Keen ,  Brooke A. Albin ,  Nye A. Clinton ,  Bernard D. Dombek

Inventor： Olan S. Fruchey ,  Leo E. Manzer ,  Dilum Dunuwila ,  Brian T. Keen ,  Brooke A. Albin ,  Nye A. Clinton ,  Bernard D. Dombek

IPC: C07C253/22 ,  C07C253/20 ,  C07C209/48 ,  C07C253/30 ,  C07C209/46 ,  C07C231/02

CPC classification number: C07C253/22 ,  C07C51/445 ,  C07C209/46 ,  C07C209/48 ,  C07C231/02 ,  C07C253/20 ,  C07C253/30 ,  C08G69/26 ,  C08G69/28 ,  C07C55/10 ,  C07C211/09 ,  C07C233/05 ,  C07C255/04 ,  C07C255/24

Abstract: Processes include providing a clarified diammonium succinate (DAS)- or monoammonium succinate (MAS)- containing fermentation broth; distilling the broth of an overhead that includes water and ammonia, and a liquid bottoms that includes SA, and at least about 20 wt % water; cooling the bottoms to a temperature sufficient to cause the bottoms to separate into a liquid portion in contact with a solid portion that is substantially pure SA; separating the solid portion from the liquid portion; and converting the solid portion to produce nitrogen containing compounds such as diamino butane (DAB), succinic dinitrile (SDN), succinic amino nitrile (SAN) or succinamide (DAM) and downstream products.

Abstract translation: 方法包括提供澄清的琥珀酸二铵（DAS）或含琥珀酸单铵（MAS）的发酵液; 蒸馏包含水和氨的塔顶馏出物，以及包含SA和至少约20重量％水的液体塔底物; 将底部冷却至足以使底部分离成与基本上纯的SA的固体部分接触的液体部分的温度; 从液体部分分离固体部分; 并将固体部分转化成含氮化合物如二氨基丁烷（DAB），琥珀酸二腈（SDN），琥珀酸氨基腈（SAN）或琥珀酰胺（DAM）和下游产物。

公开(公告)号：US20130116398A1

公开(公告)日：2013-05-09

申请号：US13701581

申请日：2011-06-10

Applicant: Olan S. Fruchey ,  Leo E. Manzer ,  Dilum Dunuwila ,  Brian T. Keen ,  Brooke A. Albin ,  Nye A. Clinton ,  Bernard D. Dombek

Inventor： Olan S. Fruchey ,  Leo E. Manzer ,  Dilum Dunuwila ,  Brian T. Keen ,  Brooke A. Albin ,  Nye A. Clinton ,  Bernard D. Dombek

IPC: C07D223/10 ,  C12P17/10

CPC classification number: C07D223/10 ,  C12P7/44 ,  C12P17/10

Abstract: Processes for making caprolactam (CL) from monoammonium adipate (MAA) and/or adipic aicd (AA) obtained from a clarified diammonium adipate-containing (DAA-containing) fermentation broth or MAA-containing fermentation broth and converting the MAA or AA to the CL with hydrogen in the presence of a catalyst at selected temperatures and pressures.

Abstract translation: 从含有己二酸二铵（含DAA）发酵液或含MAA的发酵液获得的由己二酸单铵（MAA）和/或己二酸（AA）制备己内酰胺（CL）的方法，并将MAA或AA转化为 CL在催化剂存在下在选定的温度和压力下进行。

公开(公告)号：US20110269993A1

公开(公告)日：2011-11-03

申请号：US13087001

申请日：2011-04-14

Applicant: Olan S. Fruchey ,  Leo E. Manzer ,  Dilum Dunuwila ,  Brian T. Keen ,  Brooke A. Albin ,  Nye A. Clinton ,  Bernard D. Dombek

Inventor： Olan S. Fruchey ,  Leo E. Manzer ,  Dilum Dunuwila ,  Brian T. Keen ,  Brooke A. Albin ,  Nye A. Clinton ,  Bernard D. Dombek

IPC: C07C51/44 ,  C07C51/46

CPC classification number: C07C51/02 ,  C07C51/46 ,  C12P7/46 ,  C07C55/14

Abstract: Processes for making AA from either a clarified DAA-containing fermentation broth or a clarified MAA-containing fermentation broth that include distilling the broth under super atmospheric pressure at a temperature of >100° C. to about 300° C. to form an overhead that comprises water and ammonia, and a liquid bottoms that includes AA, and at least about 20 wt % water; cooling the bottoms to a temperature sufficient to cause the bottoms to separate into a liquid portion and a solid portion that is substantially pure AA; and separating the solid portion from the liquid portion. A method also reduces the broth distillation temperature and pressure by adding an ammonia separating and/or water azeotroping solvent to the broth.

Abstract translation: 用于从含有澄清的含DAA的发酵液或含有澄清的含MAA的发酵液中制备AA的方法，其包括在超大气压下在> 100℃至约300℃的温度下蒸馏所述肉汤，以形成塔顶馏出物 包括水和氨，以及包含AA和至少约20重量％水的液体底部物质; 将塔底部分冷却到足以使底部分离成液体部分的温度和基本上纯的AA的固体部分; 并将固体部分与液体部分分离。 一种方法还通过向肉汤中加入氨分离和/或水共沸溶剂来降低肉汤蒸馏温度和压力。

公开(公告)号：US08895779B2

公开(公告)日：2014-11-25

申请号：US13086801

申请日：2011-04-14

Applicant: Olan S. Fruchey ,  Leo E. Manzer ,  Dilum Dunuwila ,  Brian T. Keen ,  Brooke A. Albin ,  Nye A. Clinton ,  Bernard D. Dombek

Inventor： Olan S. Fruchey ,  Leo E. Manzer ,  Dilum Dunuwila ,  Brian T. Keen ,  Brooke A. Albin ,  Nye A. Clinton ,  Bernard D. Dombek

IPC: C07C51/02 ,  C07C55/14 ,  C07C51/43 ,  B01D3/14 ,  B01D3/34 ,  B01D9/00 ,  C07C51/46 ,  C07C51/44

CPC classification number: C07C51/02 ,  C07C51/43 ,  C07C51/44 ,  C07C51/46 ,  C07C55/14

Abstract: A process for making MAA from a clarified DAA-containing fermentation broth includes (a) distilling the broth to form an overhead that includes water and ammonia, and a liquid bottoms that includes MAA, at least some DAA, and at least about 20 wt. % water; (b) cooling the bottoms to a temperature sufficient to cause the bottoms to separate into a DAA-containing liquid portion in contact with a MAA-containing solid portion that is substantially free of DAA; (c) separating the solid portion from the liquid portion; and (d) recovering the solid portion.

Abstract translation: 从澄清的含DAA的发酵液中制备MAA的方法包括（a）蒸馏肉汤以形成包含水和氨的塔顶馏出物，以及包含MAA，至少一些DAA和至少约20wt。 ％ 水; （b）将底部冷却至足以使底部分离成与基本上不含DAA的含有MAA的固体部分接触的含DAA的液体部分的温度; （c）从液体部分分离固体部分; 和（d）回收固体部分。

公开(公告)号：US20140228595A1

公开(公告)日：2014-08-14

申请号：US14125159

申请日：2011-09-12

Applicant: Olan S. Fruchey ,  Leo E. Manzer ,  Dilum Dunuwila ,  Brian T. Keen ,  Brooke A. Albin ,  Nye A. Clinton ,  Bernard D. Dombek

Inventor： Olan S. Fruchey ,  Leo E. Manzer ,  Dilum Dunuwila ,  Brian T. Keen ,  Brooke A. Albin ,  Nye A. Clinton ,  Bernard D. Dombek

IPC: C07C231/02 ,  C07C209/16

CPC classification number: C07C231/02 ,  C07C29/149 ,  C07C209/16 ,  C08G69/28 ,  C07C211/12 ,  C07C31/20

Abstract: Processes include producing hexanediol (HDO), hexamethylenediamine (HMD), adiponitrile (ADN), adipamide (ADM) and derivatives thereof from fermentation broths containing diammonium adipate (DAA), monoammonium adipate (MAA) and/or adipic acid (AA).

Abstract translation: 方法包括从含有己二酸二铵（DAA），己二酸单铵（MAA）和/或己二酸（AA）的发酵液中制备己二醇（HDO），己二胺（HMD），己二腈（ADN），己二酰胺（ADM）及其衍生物。

公开(公告)号：US20130324694A1

公开(公告)日：2013-12-05

申请号：US13701570

申请日：2011-06-10

Applicant: Olan S. Fruchey ,  Leo E. Manzer ,  Dilum Dunuwila ,  Brian T. Keen ,  Brooke A. Albin ,  Nye A. Clinton ,  Bernard D. Dombek

Inventor： Olan S. Fruchey ,  Leo E. Manzer ,  Dilum Dunuwila ,  Brian T. Keen ,  Brooke A. Albin ,  Nye A. Clinton ,  Bernard D. Dombek

IPC: C07C253/22 ,  C07C253/20 ,  C07C209/48 ,  C07C253/30 ,  C07C209/46 ,  C07C231/02

CPC classification number: C07C253/22 ,  C07C51/02 ,  C07C51/412 ,  C07C51/46 ,  C07C209/46 ,  C07C209/48 ,  C07C209/50 ,  C07C231/02 ,  C07C253/20 ,  C07C253/30 ,  C08G69/26 ,  C08G69/28 ,  C07C55/14 ,  C07C211/12 ,  C07C233/05 ,  C07C255/04 ,  C07C255/24

Abstract: Processes for producing nitrogen containing compounds include producing hexamethylenediamine (HMD), adiponitrile (ADN), adipamide (ADM) and derivatives thereof from adipic acid (AA) obtained from fermentation broths containing diammonium adipate (DAA) or monoammonium adipate (MAA).

Abstract translation: 用于生产含氮化合物的方法包括从含有己二酸二铵（DAA）或一己二酸铵（MAA）的发酵液中获得的己二酸（AA）制备六亚甲基二胺（HMD），己二腈（ADN），己二酰胺（ADM）及其衍生物。

公开(公告)号：US20130140169A1

公开(公告)日：2013-06-06

申请号：US13643757

申请日：2011-04-15

Applicant: Olan S. Fruchey ,  Leo E. Manzer ,  Dilum Dunuwila ,  Brian T. Keen ,  Brooke A. Albin ,  Nye A. Clinton ,  Bernard D. Dombek

Inventor： Olan S. Fruchey ,  Leo E. Manzer ,  Dilum Dunuwila ,  Brian T. Keen ,  Brooke A. Albin ,  Nye A. Clinton ,  Bernard D. Dombek

IPC: C07C51/44

CPC classification number: C07C51/44 ,  C07C51/02 ,  C07C51/12 ,  C07C51/43 ,  C07C57/13 ,  C07C55/08 ,  C07C57/15 ,  C07C55/02 ,  C07C59/265

Abstract: A process for making a NH4+OOC—R—COOH compound from a clarified NH4+OOC—R—COO′NH4+ compound-containing fermentation broth includes (a) distilling the broth to form an overhead that includes water and ammonia, and a liquid bottoms that includes a NH4+OOC˜R˜COOH compound, at least some of a NH4+QOC—R—COO″NH4+ compound, and at least about 20 wt % water; (b) cooling the bottoms to a temperature sufficient to cause the bottoms to separate into a NH4+OOC—R˜C00′NH4+ compound-containing liquid portion in contact with a NH4+OOC—R—COOH compound-containing solid portion that is substantially free of the NH4+OOC—R—COO″NH4+ compound; (c) separating the solid portion from the liquid portion; and (d) recovering the solid portion.

Abstract translation: 从澄清的NH4 + OOC-R-COO'NH4 +化合物的发酵液中制备NH4 + OOC-R-COOH化合物的方法包括（a）蒸馏肉汤以形成包含水和氨的塔顶馏出物，以及液体 包括NH 4 + OOC-R〜COOH化合物，至少一些NH 4 + QOC-R-COO'NH 4 +化合物和至少约20重量％水的塔底物; （b）将底部物料冷却至足以使塔底物分离成与含有NH 4 + OOC-R-COOH化合物的固体部分接触的含NH 4 + OOC-R〜C 00'N H 4+化合物的液体部分的温度 基本上不含NH4 + OOC-R-COO'NH4 +化合物; （c）从液体部分分离固体部分; 和（d）回收固体部分。

公开(公告)号：US08399687B2

公开(公告)日：2013-03-19

申请号：US13334629

申请日：2011-12-22

Applicant: Olan S. Fruchey ,  Leo E. Manzer ,  Dilum Dunuwila ,  Brian T. Keen ,  Brooke A. Albin ,  Nye A. Clinton ,  Bernard D. Dombek

Inventor： Olan S. Fruchey ,  Leo E. Manzer ,  Dilum Dunuwila ,  Brian T. Keen ,  Brooke A. Albin ,  Nye A. Clinton ,  Bernard D. Dombek

IPC: C07D307/00 ,  C07D305/00 ,  C07C27/04

CPC classification number: C07C29/149 ,  C07C51/02 ,  C07C51/412 ,  C07C51/43 ,  C07C51/445 ,  C07D307/08 ,  C07D307/33 ,  C07C31/207 ,  C07C55/10

Abstract: A process for making a hydrogenated product includes providing a clarified DAS-containing fermentation broth, distilling the broth to form an overhead that includes water and ammonia, and a liquid bottoms that includes MAS, at least some DAS, and at least about 20 wt % water, cooling and/or evaporating the bottoms, and optionally adding an antisolvent to the bottoms, to attain a temperature and composition sufficient to cause the bottoms to separate into a DAS-containing liquid portion and a MAS-containing solid portion that is substantially free of DAS, separating the solid portion from the liquid portion, recovering the solid portion, hydrogenating the second solid portion in the presence of at least one hydrogenation catalyst to produce the hydrogenated product comprising at least one of THF, GBL or BDO, and recovering the hydrogenated product.