公开(公告)号：US10676413B2

公开(公告)日：2020-06-09

申请号：US16365976

申请日：2019-03-27

Applicant: ExxonMobil Research and Engineering Company

Inventor： Michael P. Lanci ,  Changyub Paek ,  Catherine M. Dorsi

IPC: C07C7/12 ,  C07C7/13 ,  C07C15/14 ,  C07C7/10 ,  C07C7/04

Abstract: In a process for producing one or more 2,X′-dimethyl biphenyl isomers (where X=2, 3 or 4), a feed comprising toluene is contacted with hydrogen in the presence of a hydroalkylation catalyst under conditions effective to produce a hydroalkylation reaction product comprising (methylcyclohexyl)toluene. At least part of the hydroalkylation reaction product is dehydrogenated in the presence of a dehydrogenation catalyst under conditions effective to produce a dehydrogenation reaction product comprising dimethyl biphenyl isomers. The dehydrogenation reaction product is then separated into at least a first stream comprising one or more 3,3′-, 3,4′- and 4,4′-dimethyl biphenyl isomers and at least one second stream comprising one or more 2,X′-dimethyl biphenyl isomers (where X=2, 3 or 4). The at least one second stream is then contacted with a first adsorbent thereby selectively adsorbing one or more 2,X′-dimethyl biphenyl isomers (where X=2, 3 or 4) within said first adsorbent and then withdrawing from said first adsorbent a first extract stream comprising one or more selectively adsorbed 2,X′-dimethyl biphenyl isomers (where X=2, 3 or 4) and a first raffinate stream comprising one or more less selectively adsorbed components.

公开(公告)号：US20190300457A1

公开(公告)日：2019-10-03

申请号：US16365976

申请日：2019-03-27

Applicant: ExxonMobil Research and Engineering Company

Inventor： Michael P. Lanci ,  Changyub Paek ,  Catherine M. Dorsi

IPC: C07C15/14 ,  C07C7/04 ,  C07C7/10

Abstract: In a process for producing one or more 2,X′-dimethyl biphenyl isomers (where X=2, 3 or 4), a feed comprising toluene is contacted with hydrogen in the presence of a hydroalkylation catalyst under conditions effective to produce a hydroalkylation reaction product comprising (methylcyclohexyl)toluene. At least part of the hydroalkylation reaction product is dehydrogenated in the presence of a dehydrogenation catalyst under conditions effective to produce a dehydrogenation reaction product comprising dimethyl biphenyl isomers. The dehydrogenation reaction product is then separated into at least a first stream comprising one or more 3,3′-, 3,4′- and 4,4′-dimethyl biphenyl isomers and at least one second stream comprising one or more 2,X′-dimethyl biphenyl isomers (where X=2, 3 or 4). The at least one second stream is then contacted with a first adsorbent thereby selectively adsorbing one or more 2,X′-dimethyl biphenyl isomers (where X=2, 3 or 4) within said first adsorbent and then withdrawing from said first adsorbent a first extract stream comprising one or more selectively adsorbed 2,X′-dimethyl biphenyl isomers (where X=2, 3 or 4) and a first raffinate stream comprising one or more less selectively adsorbed components.

公开(公告)号：US10322991B2

公开(公告)日：2019-06-18

申请号：US15829060

申请日：2017-12-01

Applicant: ExxonMobil Research and Engineering Company

Inventor： Michael P. Lanci ,  Joshua W. Allen ,  Jarid M. Metz ,  Victor DeFlorio ,  Jihad M. Dakka ,  Bryan A. Patel ,  Michael Salciccioli ,  Michael W. Weber ,  Stephen Zushma

IPC: B01J31/04 ,  C07C25/13 ,  C07C47/23 ,  C07C51/16 ,  C07C57/30 ,  C07C67/05 ,  C07C67/08 ,  C07C51/265 ,  C07C63/331 ,  C07C63/333

Abstract: A process for selective oxidation of dimethyl-1,1′-biphenyl to form methyl-1,1′-biphenyl mono-carboxylic acid(s), comprising contacting a solution of dimethyl-1,1′-biphenyl in acetic acid solvent in the presence of a Co(II) acetate catalyst and air, and optionally adding a co-solvent, or adding sodium or potassium acetate, and oxidizing the dimethyl-1,1′-biphenyl under time and temperature conditions sufficient to form one or more methyl-1,1′-biphenyl mono-carboxylic acid(s). The mono-carboxylic acids are advantageously isolated and esterified to form biphenyl mono-esters for use as plasticizers.

公开(公告)号：US10093597B1

公开(公告)日：2018-10-09

申请号：US15886153

申请日：2018-02-01

Applicant: ExxonMobil Research and Engineering Company

Inventor： Changyub Paek ,  Michael P. Lanci ,  Randall D. Partridge ,  Allen W. Burton ,  Peter I. Ravikovitch ,  Sumathy Raman

IPC: C07C7/12 ,  C07C7/13 ,  B01J20/28 ,  B01J20/18

Abstract: In a process for separating one or more 3,3′-, 3,4′- and 4,4′-dimethyl biphenyl isomers, a feed comprising the isomers is contacted with an adsorbent containing a zeolite having a largest diffuse along dimension of at least 4 Angstroms. The adsorbents provide selective adsorption of 4,4′-dimethyl biphenyl.

公开(公告)号：US20210363085A1

公开(公告)日：2021-11-25

申请号：US17325707

申请日：2021-05-20

Applicant: ExxonMobil Research and Engineering Company

Inventor： Nathaniel M. Eagan ,  Michael P. Lanci ,  George W. Huber ,  Paolo Andres Cuello Penaloza ,  J. Scott Buchanan

IPC: C07C41/09 ,  C07C1/24 ,  C07C29/34

Abstract: Provided are two-stage processes by which primary alcohols such as ethanol or 1-butanol are converted into distillate-range ethers and olefins utilizing Guerbet coupling followed by intermolecular dehydration. The ethers can be used, for example, as cetane-improvers in diesel fuel, while the olefins can be hydrogenated to afford paraffins.

公开(公告)号：US10227539B2

公开(公告)日：2019-03-12

申请号：US15198346

申请日：2016-06-30

Applicant: ExxonMobil Research and Engineering Company

Inventor： Michael P. Lanci ,  Stuart L. Soled ,  Javier Guzman ,  Sabato Miseo ,  Thomas E. Green ,  Joseph E. Baumgartner ,  Lei Zhang ,  Christine E. Kliewer ,  Lukasz Koziol ,  Kanmi Mao ,  Tracie L. Owens ,  Gary P. Schleicher

IPC: C10G45/00 ,  C10M101/02 ,  B01J23/42 ,  B01J23/44 ,  B01J31/02 ,  B01J31/28 ,  B01J37/02 ,  C10G45/34 ,  C10G45/46 ,  C10G45/52 ,  C10G65/12 ,  B01J37/08 ,  B01J35/00 ,  B01J37/00 ,  B01J21/12 ,  B01J23/46

Abstract: Methods are provided for modifying hydrogenation catalysts having silica supports (or other non-alumina supports) with additional alumina, and using such catalysts to achieve unexpectedly superior hydrogenation of feedstocks. The modified hydrogenation catalysts can have a relatively low cracking activity while providing an increased activity for hydrogenation.

公开(公告)号：US10227535B2

公开(公告)日：2019-03-12

申请号：US15198397

申请日：2016-06-30

Applicant: ExxonMobil Research and Engineering Company

Inventor： Michael P. Lanci ,  Stuart L. Soled ,  Javier Guzman ,  Sabato Miseo ,  Thomas E. Green ,  Joseph E. Baumgartner ,  Lei Zhang ,  Christine E. Kliewer ,  Lukasz Koziol ,  Kanmi Mao ,  Tracie L. Owens ,  Gary P. Schleicher ,  Xiaochun Xu

IPC: C10G45/52 ,  C10G45/00 ,  B01J23/42 ,  B01J23/44 ,  B01J21/04 ,  B01J21/08 ,  B01J21/12 ,  B01J23/46 ,  B01J31/02 ,  B01J31/28 ,  B01J37/02 ,  C10G45/34 ,  C10G45/46 ,  C10G65/08

Abstract: Methods are provided for modifying hydrogenation catalysts having silica supports (or other non-alumina supports) with additional alumina, and using such catalysts to achieve unexpectedly superior hydrogenation of feedstocks. The modified hydrogenation catalysts can have a relatively low cracking activity while providing an increased activity for hydrogenation.

公开(公告)号：US10550050B2

公开(公告)日：2020-02-04

申请号：US15886199

申请日：2018-02-01

Applicant: ExxonMobil Research and Engineering Company

Inventor： Changyub Paek ,  Michael P. Lanci ,  Randall D. Partridge ,  Allen W. Burton ,  Carla S. Pereira ,  Benjamin A. McCool

IPC: C07C2/74 ,  C07C15/14 ,  C07C7/13 ,  B01J20/28 ,  B01J20/18 ,  B01D15/08 ,  C07C2/66 ,  C07C5/10 ,  C07C5/27 ,  C07C5/367

Abstract: In a process for separating one or more 3,3′-, 3,4′- and 4,4′-dimethyl biphenyl isomers, a feed comprising the isomers is contacted with a zeolite adsorbent which contains one or more metal cations in the +1 or +2 oxidation states. Separation processes for each of the 3,3′-, 3,4′- and 4,4′-dimethyl biphenyl isomers is provided.

公开(公告)号：US20190300456A1

公开(公告)日：2019-10-03

申请号：US16366025

申请日：2019-03-27

Applicant: ExxonMobil Research and Engineering Company

Inventor： Michael P. Lanci ,  Changyub Paek ,  Catherine M. Dorsi

IPC: C07C7/00 ,  C07C7/04 ,  C07C7/14 ,  C07C7/12 ,  C07C5/367 ,  C07C2/66 ,  C07C5/27

Abstract: In a process for separating dimethyl biphenyl isomers a mixture comprising one or more 3,3′, 3,4′- or 4,4′-dimethyl biphenyl isomers, one or more 2,X′-dimethyl biphenyl isomers (where X=2, 3, or 4) and one or more further hydrocarbon components is contacted with a first adsorbent, thereby selectively adsorbing one or more of the dimethyl biphenyl isomers within the first adsorbent. A first raffinate stream containing less selectively adsorbed components is withdrawn from the first adsorbent and a first extract stream containing selectively adsorbed dimethyl biphenyl isomers is withdraw. The selectively adsorbed dimethyl biphenyl isomers comprise one or more of 3,3′-, 3,4′- or 4,4′-dimethyl biphenyl isomers and one or more of 2,X′-dimethyl biphenyl isomers (where X′=2, 3, or 4).

公开(公告)号：US10322979B2

公开(公告)日：2019-06-18

申请号：US15886115

申请日：2018-02-01

Applicant: ExxonMobil Research and Engineering Company

Inventor： Benjamin A. McCool ,  Michael P. Lanci ,  Randall D. Partridge ,  Carla S. Pereira

IPC: C07C2/74 ,  B01D15/08 ,  C07C2/66 ,  C07C7/13 ,  C07C15/14 ,  B01J20/28 ,  B01J20/18 ,  C07C5/10 ,  C07C5/27 ,  C07C5/367

Abstract: A process for separating dimethyl biphenyl (DMBP) isomers, including contacting a mixture of 3,3′-DMBP, 3,4′-DMBP and 4,4′-DMBP in a first solvent with a 12-member ring zeolite exchanged with potassium or barium, or combinations thereof, and adsorbing the 3,3′-DMBP onto the 12-member ring zeolite, such as by passing the mixture through at least one packed bed of the potassium and/or barium exchanged 12-member ring zeolite.