公开(公告)号：US20220098138A1

公开(公告)日：2022-03-31

申请号：US17480265

申请日：2021-09-21

Applicant: Lyondell Chemical Technology, L.P.

Inventor： Daniel F. White ,  Beaven S. Mandimutsira ,  Roberto Alvarez

IPC: C07C45/50 ,  C07C29/158 ,  B01J31/24

Abstract: A process of co-feeding gaseous ethylene with liquid allyl alcohol in the presence of a catalyst to produce 1,4-butanediol and n-propanol may include: introducing a gaseous mixture of ethylene, carbon monoxide and hydrogen into a reactor in the presence of a hydroformylation catalyst in a solvent; introducing liquid allyl alcohol (AA) into the reactor; and carrying out hydroformylation reaction at a temperature between 50 and 100° C. to obtain hydroformylation products.

公开(公告)号：US10807934B1

公开(公告)日：2020-10-20

申请号：US16881864

申请日：2020-05-22

Applicant: Lyondell Chemical Technology, L.P.

Inventor： Daniel F. White ,  Beaven S. Mandimutsira

IPC: C07C45/50 ,  B01J23/46 ,  C07F9/28 ,  C07C47/19

Abstract: A process for selectively producing 4-hydroxybutyraldehyde from allyl alcohol is described. The process comprises reacting allyl alcohol with a mixture of carbon monoxide and hydrogen in the presence of a solvent and a catalyst system comprising a rhodium complex and a trans-1,2-bis(bis(3,4,5-tri-n-alkylphenyl)phosphinomethyl)-cyclobutane. The process gives high yield of 4-hydroxybutyraldehyde compared to temperature.

公开(公告)号：US09914684B2

公开(公告)日：2018-03-13

申请号：US15352771

申请日：2016-11-16

Applicant: Lyondell Chemical Technology, L.P.

Inventor： Sarthak Gaur ,  Beaven S. Mandimutsira ,  Daniel F. White ,  Walter S. Dubner

IPC: C07C29/56 ,  C07C29/80 ,  C07C29/141 ,  C07C45/50

CPC classification number: C07C29/56 ,  C07C29/141 ,  C07C45/50 ,  C07C33/03 ,  C07C47/19 ,  C07C31/207

Abstract: Allyl alcohol production processes are generally described herein. One or more of the processes generally include contacting a propylene oxide stream with an isomerization catalyst under isomerization conditions sufficient to form an isomerization product stream including allyl alcohol, wherein the propylene oxide stream includes a total impurity concentration of at least 100 ppm. One or more of the processes generally includes purging at least a portion of a stream from one or more separation unit(s).

公开(公告)号：US20170144951A1

公开(公告)日：2017-05-25

申请号：US15352851

申请日：2016-11-16

Applicant: Lyondell Chemical Technology, L.P.

Inventor： Daniel F. White ,  Roberto Alvarez ,  Beaven S. Mandimutsira

IPC: C07C29/141 ,  C07C45/50

CPC classification number: C07C29/141 ,  C07C45/50 ,  C07C47/19 ,  C07C31/207

Abstract: Butanediol production processes are described herein. In some embodiments, the processes include contacting an allyl alcohol stream with a hydroformylation catalyst in the presence of a gas stream including carbon monoxide and hydrogen under hydroformylation conditions sufficient to form a hydroformylation product stream including a butanediol intermediate, wherein the allyl alcohol stream includes less than 98 wt. % allyl alcohol.

公开(公告)号：US10919024B2

公开(公告)日：2021-02-16

申请号：US16284804

申请日：2019-02-25

Applicant: Lyondell Chemical Technology, L.P.

Inventor： Xueyong Yang ,  Daniel F. White ,  Beaven S. Mandimutsira

IPC: C07C29/60 ,  C07C45/50 ,  B01J23/00 ,  B01J23/36 ,  B01J31/22 ,  C07C29/141 ,  C07C31/20 ,  B01J31/40 ,  C07C29/143 ,  C07C33/03 ,  C07C47/19

Abstract: A catalyst system for the conversion of glycerin to allyl alcohol, the catalyst system comprising: a rhenium compound selected from rhenium dioxide, rhenium trioxide, and a combination thereof. A method of producing allyl alcohol from glycerin via the catalyst system, the method comprising exposing glycerin to a temperature of greater than 140° C. in the presence of a catalyst comprising rhenium trioxide, rhenium dioxide, or a combination thereof to produce a product comprising allyl alcohol.

公开(公告)号：US20170144953A1

公开(公告)日：2017-05-25

申请号：US15352771

申请日：2016-11-16

Applicant: Lyondell Chemical Technology, L.P.

Inventor： Sarthak Gaur ,  Beaven S. Mandimutsira ,  Daniel F. White ,  Walter S. Dubner

IPC: C07C29/56 ,  C07C45/50 ,  C07C29/141 ,  C07C29/80

CPC classification number: C07C29/56 ,  C07C29/141 ,  C07C45/50 ,  C07C33/03 ,  C07C47/19 ,  C07C31/207

Abstract: Allyl alcohol production processes are generally described herein. One or more of the processes generally include contacting a propylene oxide stream with an isomerization catalyst under isomerization conditions sufficient to form an isomerization product stream including allyl alcohol, wherein the propylene oxide stream includes a total impurity concentration of at least 100 ppm. One or more of the processes generally includes purging at least a portion of a stream from one or more separation unit(s).

公开(公告)号：US20190263737A1

公开(公告)日：2019-08-29

申请号：US16284756

申请日：2019-02-25

Applicant: Lyondell Chemical Technology, L.P.

Inventor： Xueyong Yang ,  Daniel F. White ,  Beaven S. Mandimutsira

IPC: C07C29/141 ,  C07C29/60 ,  C07C45/50 ,  B01J31/40 ,  B01J31/22 ,  B01J23/36

Abstract: A method including hydroformylating, with syngas, allyl alcohol in an allyl alcohol feed, to produce a hydroformylation product comprising 4-hydroxybutyraldehyde and 3-hydroxy-2-methylpropionaldehyde; and producing a 1,4-butanediol (BDO) product comprising BDO and 1,3-methylpropanediol via hydrogenation of at least a portion of the hydroformylation product. A method including hydroformylating, with syngas, allyl alcohol in a feed comprising bio-allyl alcohol, to produce a hydroformylation product comprising 4-hydroxybutyraldehyde and 3-hydroxy-2-methylpropionaldehyde; and producing a BDO product comprising BDO and 1,3-methylpropanediol via hydrogenation of at least a portion of the hydroformylation product. A method including hydroformylating, with syngas, bio-allyl alcohol in a feed comprising bio-allyl alcohol, to produce a hydroformylation product comprising 4-hydroxybutyraldehyde and 3-hydroxy-2-methylpropionaldehyde; producing a BDO product comprising BDO and 1,3-methylpropanediol via hydrogenation of at least a portion of the hydroformylation product; and removing a byproduct of the production of the bio-allyl alcohol prior to hydroformylating the bio-allyl alcohol and/or from the BDO-product.

公开(公告)号：US20190262801A1

公开(公告)日：2019-08-29

申请号：US16284804

申请日：2019-02-25

Applicant: Lyondell Chemical Technology, L.P.

Inventor： Xueyong Yang ,  Daniel F. White ,  Beaven S. Mandimutsira

IPC: B01J23/36 ,  C07C29/60 ,  C07C31/20 ,  C07C45/50 ,  B01J31/22 ,  C07C29/141

Abstract: A catalyst system for the conversion of glycerin to allyl alcohol, the catalyst system comprising: a rhenium compound selected from rhenium dioxide, rhenium trioxide, and a combination thereof. A method of producing allyl alcohol from glycerin via the catalyst system, the method comprising exposing glycerin to a temperature of greater than 140° C. in the presence of a catalyst comprising rhenium trioxide, rhenium dioxide, or a combination thereof to produce a product comprising allyl alcohol.

公开(公告)号：US20220324782A1

公开(公告)日：2022-10-13

申请号：US17715545

申请日：2022-04-07

Applicant: Lyondell Chemical Technology, L.P.

Inventor： Daniel F. White ,  Beaven S. Mandimutsira ,  Robert J. Rebman

IPC: C07C45/50 ,  B01J31/24 ,  B01J23/755

Abstract: A process for the production of 4-hydroxybutyraldehyde is described. The process comprises reacting allyl alcohol with a mixture of carbon monoxide and hydrogen in the presence of methylcyclohexane as a reaction solvent and a catalyst system comprising a rhodium complex and a substituted or unsubstituted diphosphine ligand. The use of the methylcyclohexane increases the reaction rate while also giving a high yield of 4-hydroxybutyraldehyde compared to 3-hydroxy-2-methylpropionaldehyde and improving the separation of the hydroxyaldehyde products from the catalyst system.

公开(公告)号：US11370737B2

公开(公告)日：2022-06-28

申请号：US17480265

申请日：2021-09-21

Applicant: Lyondell Chemical Technology, L.P.

Inventor： Daniel F. White ,  Beaven S. Mandimutsira ,  Roberto Alvarez

IPC: C07C45/50 ,  C07C29/00 ,  B01J31/00 ,  B01J31/24 ,  C07C29/158

Abstract: A process of co-feeding gaseous ethylene with liquid allyl alcohol in the presence of a catalyst to produce 1,4-butanediol and n-propanol may include: introducing a gaseous mixture of ethylene, carbon monoxide and hydrogen into a reactor in the presence of a hydroformylation catalyst in a solvent; introducing liquid allyl alcohol (AA) into the reactor; and carrying out hydroformylation reaction at a temperature between 50 and 100° C. to obtain hydroformylation products.