AU2017205265B2 - Process for the preparation of ethylene glycol from sugars - Google Patents

Process for the preparation of ethylene glycol from sugars Download PDF

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Publication number
AU2017205265B2
AU2017205265B2 AU2017205265A AU2017205265A AU2017205265B2 AU 2017205265 B2 AU2017205265 B2 AU 2017205265B2 AU 2017205265 A AU2017205265 A AU 2017205265A AU 2017205265 A AU2017205265 A AU 2017205265A AU 2017205265 B2 AU2017205265 B2 AU 2017205265B2
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process according
oxygenate
compound
reactor
composition
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AU2017205265A1 (en
Inventor
Martin Spangsberg Holm
Morten Boberg Larsen
Christian Mårup OSMUNDSEN
Amanda Birgitte SØLVHØJ
Esben Taarning
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Topsoe AS
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Haldor Topsoe AS
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group
    • C07C29/141—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group with hydrogen or hydrogen-containing gases
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/46—Ruthenium, rhodium, osmium or iridium
    • B01J23/462—Ruthenium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/72—Copper
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C27/00—Processes involving the simultaneous production of more than one class of oxygen-containing compounds
    • C07C27/04—Processes involving the simultaneous production of more than one class of oxygen-containing compounds by reduction of oxygen-containing compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/143—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of ketones
    • C07C29/145—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of ketones with hydrogen or hydrogen-containing gases
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/60—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by elimination of -OH groups, e.g. by dehydration
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/18—Polyhydroxylic acyclic alcohols
    • C07C31/20—Dihydroxylic alcohols
    • C07C31/202—Ethylene glycol
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/18—Polyhydroxylic acyclic alcohols
    • C07C31/20—Dihydroxylic alcohols
    • C07C31/205—1,3-Propanediol; 1,2-Propanediol
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/02—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen
    • C07C47/19—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen containing hydroxy groups
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00002—Chemical plants
    • B01J2219/00027—Process aspects
    • B01J2219/00033—Continuous processes
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00274—Sequential or parallel reactions; Apparatus and devices for combinatorial chemistry or for making arrays; Chemical library technology
    • B01J2219/00277—Apparatus
    • B01J2219/00452—Means for the recovery of reactants or products
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/10—Process efficiency
    • Y02P20/129—Energy recovery, e.g. by cogeneration, H2recovery or pressure recovery turbines
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/582—Recycling of unreacted starting or intermediate materials

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
AU2017205265A 2016-01-07 2017-01-05 Process for the preparation of ethylene glycol from sugars Active AU2017205265B2 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DKPA201600008 2016-01-07
DKPA201600008 2016-01-07
PCT/EP2017/050183 WO2017118686A1 (en) 2016-01-07 2017-01-05 Process for the preparation of ethylene glycol from sugars

Publications (2)

Publication Number Publication Date
AU2017205265A1 AU2017205265A1 (en) 2018-06-21
AU2017205265B2 true AU2017205265B2 (en) 2021-05-27

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AU2017205265A Active AU2017205265B2 (en) 2016-01-07 2017-01-05 Process for the preparation of ethylene glycol from sugars

Country Status (16)

Country Link
US (1) US10759726B2 (enExample)
EP (1) EP3400208B1 (enExample)
JP (1) JP6975152B2 (enExample)
KR (1) KR102737311B1 (enExample)
CN (1) CN108473401B (enExample)
AU (1) AU2017205265B2 (enExample)
BR (1) BR112018013543B1 (enExample)
CA (1) CA3010748C (enExample)
DK (1) DK3400208T3 (enExample)
MX (1) MX2018007750A (enExample)
PL (1) PL3400208T3 (enExample)
RU (1) RU2737159C2 (enExample)
TW (1) TWI739786B (enExample)
UA (1) UA123827C2 (enExample)
WO (1) WO2017118686A1 (enExample)
ZA (1) ZA201803648B (enExample)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102019113135A1 (de) * 2019-05-17 2020-11-19 Rheinisch-Westfälische Technische Hochschule (Rwth) Aachen Verfahren zur Herstellung von Glycolen aus Zuckern und Zuckeralkoholen
EP4034524A4 (en) 2019-09-24 2023-05-31 Iowa Corn Promotion Board METHOD OF RUNNING CONTINUOUS UNMODULATED PROCESSES WITH MULTIPLE CATALYTIC STEPS
US11680031B2 (en) 2020-09-24 2023-06-20 T. EN Process Technology, Inc. Continuous processes for the selective conversion of aldohexose-yielding carbohydrate to ethylene glycol using low concentrations of retro-aldol catalyst

Citations (5)

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US4317946A (en) * 1980-06-27 1982-03-02 The Halcon Sd Group, Inc. Process for producing ethylene glycol via catalytic hydrogenation of glycolaldehyde
US4321414A (en) * 1980-08-26 1982-03-23 The Halcon Sd Group, Inc. Catalytic hydrogenation of glycolaldehyde to produce ethylene glycol
WO2000014041A1 (en) * 1998-09-04 2000-03-16 E.I. Du Pont De Nemours And Company Two-stage process for the production of 1,3-propanediol by catalytic hydrogenation of 3-hydroxypropanal
US7094932B2 (en) * 2000-11-20 2006-08-22 Resource Transforms International Ltd. Production of glycolaldehyde by hydrous thermolysis of sugars
WO2015154258A1 (en) * 2014-04-09 2015-10-15 Petroliam Nasional Berhad (Petronas) Selective conversion of saccharide containing feedstock to ethylene glycol

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Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4317946A (en) * 1980-06-27 1982-03-02 The Halcon Sd Group, Inc. Process for producing ethylene glycol via catalytic hydrogenation of glycolaldehyde
US4321414A (en) * 1980-08-26 1982-03-23 The Halcon Sd Group, Inc. Catalytic hydrogenation of glycolaldehyde to produce ethylene glycol
WO2000014041A1 (en) * 1998-09-04 2000-03-16 E.I. Du Pont De Nemours And Company Two-stage process for the production of 1,3-propanediol by catalytic hydrogenation of 3-hydroxypropanal
US7094932B2 (en) * 2000-11-20 2006-08-22 Resource Transforms International Ltd. Production of glycolaldehyde by hydrous thermolysis of sugars
WO2015154258A1 (en) * 2014-04-09 2015-10-15 Petroliam Nasional Berhad (Petronas) Selective conversion of saccharide containing feedstock to ethylene glycol

Also Published As

Publication number Publication date
UA123827C2 (uk) 2021-06-09
RU2018128473A (ru) 2020-02-07
CN108473401B (zh) 2021-08-27
CA3010748A1 (en) 2017-07-13
EP3400208A1 (en) 2018-11-14
CA3010748C (en) 2023-08-22
TW201739729A (zh) 2017-11-16
MX2018007750A (es) 2018-11-14
US10759726B2 (en) 2020-09-01
TWI739786B (zh) 2021-09-21
ZA201803648B (en) 2022-12-21
AU2017205265A1 (en) 2018-06-21
KR20180100613A (ko) 2018-09-11
JP2019501193A (ja) 2019-01-17
KR102737311B1 (ko) 2024-12-03
EP3400208B1 (en) 2021-07-28
PL3400208T3 (pl) 2021-12-27
RU2018128473A3 (enExample) 2020-03-18
DK3400208T3 (da) 2021-09-20
BR112018013543B1 (pt) 2022-02-08
CN108473401A (zh) 2018-08-31
RU2737159C2 (ru) 2020-11-25
US20190010104A1 (en) 2019-01-10
JP6975152B2 (ja) 2021-12-01
WO2017118686A1 (en) 2017-07-13
BR112018013543A2 (pt) 2018-12-04

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