公开(公告)号：US20220298089A1

公开(公告)日：2022-09-22

申请号：US17638316

申请日：2020-09-25

Applicant: SHELL OIL COMPANY

Inventor： Jean Paul Andre Marie Joseph Ghislain LANGE ,  Pieter HUIZENGA ,  Evert VAN DER HEIDE ,  Thimo Daniel Jozef TE MOLDER

IPC: C07C29/60

Abstract: A process for preparing glycols from a lignocellulosic solid biomass involves contacting the biomass with an organic solvent comprising a low boiling point alcohol and a pre-treatment acid at a temperature in a range from 80 to 220° C. and a pressure in a range from 1 to 50 bara. The resulting mixture, having less than wt. % water, is separated into a pre-treated solid residue comprising cellulose and a liquid stream comprising dissolved lignin. The pre-treated solid residue is subjected to a hydrogenolysis reaction. generating a glycols stream, a lights stream, comprising a first portion of organic solvent, and a heavies stream. At least part of the liquid stream is separated to produce a second portion of organic solvent and a lignin stream. At least part of the first and second portions of organic solvent is recycled to the contacting step.

公开(公告)号：US20220033331A1

公开(公告)日：2022-02-03

申请号：US17277261

申请日：2019-09-10

Applicant: SHELL OIL COMPANY

Inventor： Dionysius Jacobus Maria DE VLIEGER ,  Pieter HUIZENGA ,  Munro MACKAY ,  Lucas Petrus Simon KEYZER ,  Duraisamy MUTHUSAMY

IPC: C07C29/132 ,  B01J23/30 ,  B01J19/00 ,  B01J8/00

Abstract: The invention provides a shut down method for a process for the preparation of glycols from a starting material comprising one or more saccharides in the presence 5 of hydrogen and a catalyst system comprising one or more retro-aldol catalysts comprising tungsten and one or more catalytic species suitable for hydrogenation in a reactor, said method comprising removing the one or more retro-aldol catalysts from the reactor whilst also in the presence of one or more agents suitable to suppress tungsten precipitation.

公开(公告)号：US20200325090A1

公开(公告)日：2020-10-15

申请号：US16303196

申请日：2017-05-19

Applicant: SHELL OIL COMPANY

Inventor： Kai Jürgen FISCHER ,  Carmelo PEREZ GOLF ,  Pieter HUIZENGA

IPC: C07C29/84

Abstract: The invention provides a process for the separation of a first diol, selected from the group consisting of C3 to C7 diols from a first mixture comprising two or more C3 to C7 diols, said process comprising the steps of: (i) providing said first mixture comprising two or more C3 to C7 diols as a feed to a first distillation column; (ii) providing a feed comprising an extractant to the first distillation column above the first mixture; (iii) operating the first distillation column at a temperature in the range of from 50 to 250° C. and a pressure in the range of from 0.1 to 400 kPa; (iv) removing a stream comprising the first diol and the extractant as a bottoms stream from the first distillation column; and (v) subjecting the stream comprising the first diol and the extractant to distillation in a second distillation column to provide a stream from the top-section of the second distillation column comprising the first diol in high purity and a stream from the bottom section of the second distillation column comprising a used extractant stream, wherein the extractant is selected from the group of C3 to C6 sugar alcohols and mixtures thereof, and wherein the first diol is a close-boiler to and/or forms an azeotrope with one or more of the other C3 to C7 diols present in the first mixture

公开(公告)号：US20190062244A1

公开(公告)日：2019-02-28

申请号：US15761616

申请日：2016-09-21

Applicant: SHELL OIL COMPANY

Inventor： Carmelo PEREZ GOLF ,  Evert VAN DER HEIDE ,  Pieter HUIZENGA ,  Kai Jurgen FISCHER

IPC: C07C29/80

Abstract: A process for the production of high purity mono-ethylene glycol (MEG) from a product stream of a saccharide hydrogenolysis process. The process having the steps of: (i) removing solvent from the product stream to provide a solvent-lean product stream; (ii) subjecting the solvent-lean product stream to distillation to provide a bottoms stream comprising high boiling by-products and a top stream comprising a mixture comprising MEG and 1,2-butanediol (1,2-BDO); (iii) providing said mixture having MEG and 1,2-BDO as a feed to a distillation column; (iv) providing a feed comprising an extractant of C3 to C6 alcohols and mixtures thereof to the distillation column above the mixture comprising MEG and 1,2-BDO; (v) removing a stream comprising MEG and the extractant as a bottoms stream from the distillation column; and (vi) subjecting the stream comprising MEG and the extractant to distillation to provide a top stream comprising high purity MEG.

公开(公告)号：US20190047929A1

公开(公告)日：2019-02-14

申请号：US16075935

申请日：2017-02-06

Applicant: SHELL OIL COMPANY

Inventor： Dionysius Jacobus Maria DE VLIEGER ,  Pieter HUIZENGA ,  Evert VAN DER HEIDE ,  Smita EDULJI ,  Jean Paul Andre Marie Joseph Ghislain LANGE

IPC: C07C29/141 ,  C07C45/60

Abstract: The invention provides a process for the selective hydrogenation of glycolaldehyde in a process stream comprising glycolaldehyde and one or more monosaccharide in a solvent, said process comprising contacting the process stream with hydrogen in the presence of a hydrogenation catalyst composition at a temperature of no more than 150° C. and for a residence time of no more than 90 minutes.

公开(公告)号：US20190039979A1

公开(公告)日：2019-02-07

申请号：US16076570

申请日：2017-02-08

Applicant: SHELL OIL COMPANY

Inventor： Evert VAN DER HEIDE ,  Pieter HUIZENGA ,  Dionysius Jacobus Maria DE VLIEGER

IPC: C07C29/132 ,  C07C29/60

Abstract: The invention provides a process for the production of alkylene glycols, said process comprising providing a feed comprising at least 10 wt % of lignocellulose and/or one or more saccharides, on the basis of the overall feed, in water to a reactor; also providing a feed comprising one or more hydrogen-donating organic solvent species to the reactor; contacting the lignocellulose and/or one or more saccharides in the reactor with a retro-aldol catalyst composition at a temperature in the range of from at least 160 to at most 270° C., wherein the combined solvent system within the reactor comprises in the range of from at least 5 to at most 95 wt % of one or more hydrogen-donating organic solvent species and in the range of from at least 5 to at most 95 wt % of water.

公开(公告)号：US20180273453A1

公开(公告)日：2018-09-27

申请号：US15763470

申请日：2016-09-27

Applicant: SHELL OIL COMPANY

Inventor： Johannes Leo Marie VAN DER BIJL ,  Evert VAN DER HEIDE ,  Pieter HUIZENGA ,  Munro MACKAY

IPC: C07C29/132 ,  C07C29/60 ,  B01J25/02 ,  B01J31/22 ,  B01J23/30

CPC classification number: C07C29/132 ,  B01J23/30 ,  B01J25/02 ,  B01J31/2239 ,  C07C29/60 ,  Y02P20/52 ,  C07C31/202 ,  C07C31/205

Abstract: A process for the preparation of glycols from a saccharide-containing feedstock having the steps of: (a) preparing a reaction mixture in a reactor vessel comprising the saccharide-containing feedstock, a solvent, hydrogen, a catalyst component with retro-aldol catalytic capabilities and a first hydrogenation catalyst comprising an element selected from groups 8, 9 and 10 of the periodic table; (b) monitoring the hydrogenation activity in the reactor vessel; (c) when the activity of the first hydrogenation catalyst declines, as indicated by the crossing of a threshold, supplying into the reaction mixture in the reactor vessel a catalyst precursor comprising one or more elements selected from groups 8, 9, 10 and 11 of the periodic table; and (d) converting the catalyst precursor in the presence of hydrogen in the reactor vessel to a second hydrogenation catalyst to supplement the declined hydrogenation activity in the reactor vessel.

公开(公告)号：US20180079702A1

公开(公告)日：2018-03-22

申请号：US15564438

申请日：2016-04-05

Applicant: SHELL OIL COMPANY

Inventor： Pieter HUIZENGA ,  Kai Jürgen FISCHER ,  Karin BUS ,  Waldo Eugene DE VILLIERS ,  Carmelo PEREZ GOLF

IPC: C07C29/82

CPC classification number: C07C29/82 ,  C07C29/80 ,  C07C31/202

Abstract: The invention provides a process for the separation of MEG and 1,2-BDO from a first mixture comprising MEG and 1,2-BDO in a weight ratio of at least 10:1 (MEG:1,2- BDO), said process comprising the steps of; (i) providing the first mixture as a feed to a distillation column at a point in the range of from 20 to 80% of the column height; (ii) operating the distillation at a temperature in the range of from 120 to 190° C. and at a pressure in the range of from 5 kPa to atmospheric pressure; (iii) removing an MEG stream from the distillation column at a point below the point at which the first mixture is fed; (iv) removing an overheads stream comprising an azeotrope of MEG and 1,2-BDO.

公开(公告)号：US20170362150A1

公开(公告)日：2017-12-21

申请号：US15536270

申请日：2015-12-16

Applicant: SHELL OIL COMPANY

Inventor： Kai Jürgen FISCHER ,  Waldo Eugene DE VILLIERS ,  Pieter HUIZENGA ,  Carmelo PEREZ GOLF

IPC: C07C29/82 ,  C07C31/20

CPC classification number: C07C29/82 ,  C07C29/132 ,  C07C29/76 ,  C07C31/202 ,  C07C31/205 ,  C07C31/207

Abstract: The invention provides a process for the separation of MEG from a glycol stream comprising MEG and 1,2-BDO, said process comprising the steps of: (a) providing the glycol stream and an azeotrope-forming agent to a distillation column, (b) subjecting the glycol stream and the azeotrope-forming agent to distillation at a distillation temperature and a distillation pressure; (c) obtaining a first overhead stream comprising an azeotrope of MEG and the azeotrope-forming agent and a first bottoms stream comprising 1,2-BDO; and (d) subjecting the first overhead stream to phase separation in the presence of water to obtain an MEG-rich aqueous stream and an azeotrope-forming agent rich stream, wherein the azeotrope-forming agent is an organic solvent that forms a homogeneous azeotrope with MEG and does not form an azeotrope with 1,2-BDO at the distillation temperature and pressure.

公开(公告)号：US20170313640A1

公开(公告)日：2017-11-02

申请号：US15524276

申请日：2015-11-04

Applicant: SHELL OIL COMPANY

Inventor： Pieter HUIZENGA ,  Kai Jürgen FISCHER ,  Waldo Eugene DE VILLIERS ,  Karin BUS ,  Dorien VELDHUIZEN

IPC: C07C29/86 ,  B01D11/04 ,  B01D11/00

CPC classification number: C07C29/86 ,  B01D11/0426 ,  B01D11/0492 ,  B01D2011/002 ,  C07C31/202 ,  C07C31/207

Abstract: The invention provides a process for the separation of MEG and 1,2-BDO from a first mixture comprising MEG and 1,2-BDO in a first solvent by the steps of: (i) combining said first mixture with a second solvent stream comprising a second solvent in a first extraction column; (ii) recovering (a) a second mixture of MEG and 1,2-BDO in the second solvent, wherein the molar ratio of MEG:1,2-BDO is lower in the second mixture than in the first mixture; and (b) a solution comprising MEG in the first solvent; (iii) combining said second mixture with a first washing stream, said first washing stream also comprising the first solvent in a second extraction column; (iv) recovering (c) a first extract stream comprising the second solvent and 1,2-BDO and (d) a third mixture comprising MEG and, optionally, 1,2-BDO in the first solvent.