GB838766A - A process for the production of polyhydric alcohol mixtures by degradative hydrogenation of sugars - Google Patents

A process for the production of polyhydric alcohol mixtures by degradative hydrogenation of sugars

Info

Publication number
GB838766A
GB838766A GB21233/58A GB2123358A GB838766A GB 838766 A GB838766 A GB 838766A GB 21233/58 A GB21233/58 A GB 21233/58A GB 2123358 A GB2123358 A GB 2123358A GB 838766 A GB838766 A GB 838766A
Authority
GB
United Kingdom
Prior art keywords
sugars
glycerin
acid hydrolysis
catalytically hydrogenated
give
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB21233/58A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Udic SA
Original Assignee
Udic SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Udic SA filed Critical Udic SA
Publication of GB838766A publication Critical patent/GB838766A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07C31/26—Hexahydroxylic alcohols
    • 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
    • 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
    • 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
    • C07C29/88—Separation; Purification; Use of additives, e.g. for stabilisation by treatment giving rise to a chemical modification of at least one compound
    • 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
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

A crude solution of sugars obtained from the mineral acid hydrolysis of cellulose and/or hemicellulose present in cellulosic material is catalytically hydrogenated at a temperature of 100-160 DEG C. while the solution is maintained at a pH of at least 8 to give polyhydric alcohols having less carbon atoms than the original sugars. Preferably starting solutions are used in which the polymeric sugars have been degraded into monomeric sugars, e.g. pentoses and hexoses, and from which the residual acid has been removed by distillation. Suitable alkalis for maintaining the pH at the required value are lime water, magnesia, sodium carbonate and trimethylamine and these may be added continuously or otherwise. Preferred catalysts are active nickel catalysts precipitated on to active substances, such as active carbon and kieselguhr. The alcohol mixtures obtained may be further purified by ion exchange reactions. In the examples: (a) a sugar mixture obtained by the acid hydrolysis of hardwood is catalytically hydrogenated to give ethylene and propylene glycols, glycerin, methyl glycerin, with sorbitol, mannitol, xylitol and erythritol; and (b) a sugar mixture obtained by the acid hydrolysis of beechwood is catalytically hydrogenated to give ethylene and propylene glycols, glycerin and methyl glycerin along with some sorbitol, mannitol, xylitol and erythritol.
GB21233/58A 1957-07-02 1958-07-02 A process for the production of polyhydric alcohol mixtures by degradative hydrogenation of sugars Expired GB838766A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH838766X 1957-07-02

Publications (1)

Publication Number Publication Date
GB838766A true GB838766A (en) 1960-06-22

Family

ID=4540997

Family Applications (1)

Application Number Title Priority Date Filing Date
GB21233/58A Expired GB838766A (en) 1957-07-02 1958-07-02 A process for the production of polyhydric alcohol mixtures by degradative hydrogenation of sugars

Country Status (1)

Country Link
GB (1) GB838766A (en)

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4127676A (en) * 1976-03-19 1978-11-28 Farmos-Yhtyma Oy Fodder additive for ruminants
US4292451A (en) 1978-03-30 1981-09-29 Ici Americas Inc. High mannitol process (alkaline hydrogenation in presence of alkali metal carbonate)
US6440447B1 (en) 1999-06-22 2002-08-27 Land O'lakes, Inc. Method and composition for enhancing milk production
US6866861B1 (en) 1999-01-29 2005-03-15 Land O'lakes, Inc. Method and composition for enhancing milk component concentrations
US6982328B2 (en) 2003-03-03 2006-01-03 Archer Daniels Midland Company Methods of producing compounds from plant material
US8110214B2 (en) 2003-12-23 2012-02-07 Land O'lakes Purina Feed Llc Method and composition for enhancing milk production and milk component concentrations
US8519008B2 (en) 2003-01-22 2013-08-27 Purina Animal Nutrition Llc Method and composition for improving the health of young monogastric mammals
US8658199B2 (en) 2012-02-01 2014-02-25 Purina Animal Nutrition Llc Systems and methods for feeding sugar alcohol to ruminants during periods of heat stress
CN110845303A (en) * 2019-11-30 2020-02-28 浙江华康药业股份有限公司 Method for improving glucose hydrogenation efficiency
CN110862298A (en) * 2019-11-08 2020-03-06 黑龙江新和成生物科技有限公司 Preparation method of sorbitol
CN114989230A (en) * 2022-06-20 2022-09-02 浙江华康药业股份有限公司 Method for preparing maltitol

Cited By (33)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4127676A (en) * 1976-03-19 1978-11-28 Farmos-Yhtyma Oy Fodder additive for ruminants
US4292451A (en) 1978-03-30 1981-09-29 Ici Americas Inc. High mannitol process (alkaline hydrogenation in presence of alkali metal carbonate)
US6866861B1 (en) 1999-01-29 2005-03-15 Land O'lakes, Inc. Method and composition for enhancing milk component concentrations
US9427414B2 (en) 1999-06-22 2016-08-30 Land O'lakes, Inc. Method and composition for enhancing milk production
US8980306B2 (en) 1999-06-22 2015-03-17 Land O'lakes, Inc. Method and composition for enhancing milk production
US9668983B2 (en) 1999-06-22 2017-06-06 Land O'lakes, Inc. Method and composition for enhancing milk production
US7037518B2 (en) 1999-06-22 2006-05-02 Land O'lakes, Inc. Method for enhancing milk production
US6440447B1 (en) 1999-06-22 2002-08-27 Land O'lakes, Inc. Method and composition for enhancing milk production
US8440218B2 (en) 1999-06-22 2013-05-14 Land O'lakes, Inc. Method for enhancing milk production
US9241914B2 (en) 1999-06-22 2016-01-26 Land O'lakes, Inc. Method and composition for enhancing milk production
US9889099B2 (en) 1999-06-22 2018-02-13 Land O'lakes, Inc. Method and composition for enhancing milk production
US11452303B2 (en) 2003-01-22 2022-09-27 Purina Animal Nutrition Llc Methods for feeding sows and for improving the health of young piglets
US8519008B2 (en) 2003-01-22 2013-08-27 Purina Animal Nutrition Llc Method and composition for improving the health of young monogastric mammals
US10980250B2 (en) 2003-01-22 2021-04-20 Purina Animal Nutrition Llc Methods for feeding sows and for improving the health of young piglets
US10172376B2 (en) 2003-01-22 2019-01-08 Purina Animal Nutrition Llc Methods for feeding sows and for improving the health of young piglets
US6982328B2 (en) 2003-03-03 2006-01-03 Archer Daniels Midland Company Methods of producing compounds from plant material
US7652131B2 (en) 2003-03-03 2010-01-26 Battelle Memorial Institute Methods of producing compounds from plant materials
US8591937B2 (en) 2003-12-23 2013-11-26 Purina Animal Nutrition Llc Methods of feeding a pre-partum ruminant compositions containing sugar alcohol
US9179694B2 (en) 2003-12-23 2015-11-10 Purina Animal Nutrition Llc Method and composition for enhancing milk production and milk component concentrations
US8110214B2 (en) 2003-12-23 2012-02-07 Land O'lakes Purina Feed Llc Method and composition for enhancing milk production and milk component concentrations
US8658199B2 (en) 2012-02-01 2014-02-25 Purina Animal Nutrition Llc Systems and methods for feeding sugar alcohol to ruminants during periods of heat stress
US10052292B2 (en) 2012-02-01 2018-08-21 Purina Animal Nutrition Llc Systems and methods for feeding sugar alcohol to ruminants during periods of heat stress
US9820950B2 (en) 2012-02-01 2017-11-21 Purina Animal Nutrition Llc Systems and methods for feeding sugar alcohol to ruminants during periods of heat stress
US10292944B2 (en) 2012-02-01 2019-05-21 Purina Animal Nutrition Llc Systems and methods for feeding sugar alcohol to ruminants during periods of heat stress
US10588868B2 (en) 2012-02-01 2020-03-17 Purina Animal Nutrition Llc Systems and methods for feeding sugar alcohol to ruminants during periods of heat stress
US11666541B2 (en) 2012-02-01 2023-06-06 Purina Animal Nutrition Llc Systems and methods for feeding sugar alcohol to ruminants during periods of heat stress
US11123307B2 (en) 2012-02-01 2021-09-21 Purina Animal Nutrition Llc Systems and methods for feeding sugar alcohol to ruminants during periods of heat stress
US9044041B2 (en) 2012-02-01 2015-06-02 Purina Animal Nutrition Llc Systems and methods for feeding sugar alcohol to ruminants during periods of heat stress
US9456622B2 (en) 2012-02-01 2016-10-04 Purina Animal Nutrition Llc Systems and methods for feeding sugar alcohol to ruminants during periods of heat stress
CN110862298A (en) * 2019-11-08 2020-03-06 黑龙江新和成生物科技有限公司 Preparation method of sorbitol
CN110862298B (en) * 2019-11-08 2023-04-11 黑龙江新和成生物科技有限公司 Preparation method of sorbitol
CN110845303A (en) * 2019-11-30 2020-02-28 浙江华康药业股份有限公司 Method for improving glucose hydrogenation efficiency
CN114989230A (en) * 2022-06-20 2022-09-02 浙江华康药业股份有限公司 Method for preparing maltitol

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