Isomerization of glucose into fructose with homogenous amine-type base catalysts: amine structure, chain length, and kinetics

Abstract Three homogeneous organosilanes amine and aliphatic primary amine were used as amine catalysts to evaluate their catalytic activity and kinetic towards glucose isomerization. Catalysts structure (primary, secondary, tertiary amine), terminal groups and alkyl chain length were investigated a...

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Main Authors: Libo Zhang, Bailian Deng, Nan Li, Hong Zhong
Format: Article
Language:English
Published: SpringerOpen 2019-09-01
Series:Bioresources and Bioprocessing
Subjects:
Online Access:http://link.springer.com/article/10.1186/s40643-019-0271-7
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spelling doaj-71f67975852c46448b5bb7b5912c21a02020-11-25T01:29:01ZengSpringerOpenBioresources and Bioprocessing2197-43652019-09-016111010.1186/s40643-019-0271-7Isomerization of glucose into fructose with homogenous amine-type base catalysts: amine structure, chain length, and kineticsLibo Zhang0Bailian Deng1Nan Li2Hong Zhong3State Key Laboratory of Heavy Oil Processing, College of Engineering, China University of Petroleum-Beijing at KaramayState Key Laboratory of Heavy Oil Processing, College of Engineering, China University of Petroleum-Beijing at KaramayState Key Laboratory of Heavy Oil Processing, College of Engineering, China University of Petroleum-Beijing at KaramayRenewable Energy Research Group (RERG), Department of Building Services Engineering, The Hong Kong Polytechnic UniversityAbstract Three homogeneous organosilanes amine and aliphatic primary amine were used as amine catalysts to evaluate their catalytic activity and kinetic towards glucose isomerization. Catalysts structure (primary, secondary, tertiary amine), terminal groups and alkyl chain length were investigated and compared elaborately. Result showed organosilanes tertiary amine behaved the best and amine generated OH− and amine itself contributed the isomerization reaction. The generated acidic by-product not only decreased fructose selectivity but also affected glucose conversion kinetic. The effect of siloxane (–Si–O–CH3) substituent with methyl (–CH3) can be insignificant, but it provided guiding significance for selecting amine-type homogeneous or grafted amine catalysts for glucose isomerization reaction. Longer alkyl chain resulted in lower glucose conversion because of the alkyl chain curls that would weaken the amine catalytic effect and hydration ability. Catalyst loading and initial glucose concentration investigations further showed that amine would effectively catalyze the isomerization reaction under varied operational conditions. This work will provide more details about organic amine catalysts on glucose isomerization into fructose and promote synthesis of platform chemicals in the applications of biorenewable chemicals and fuel.http://link.springer.com/article/10.1186/s40643-019-0271-7OrganosilanesAliphatic primary amineAmine structureIsomerization kineticTerminal substitutionAlkyl chain length
collection DOAJ
language English
format Article
sources DOAJ
author Libo Zhang
Bailian Deng
Nan Li
Hong Zhong
spellingShingle Libo Zhang
Bailian Deng
Nan Li
Hong Zhong
Isomerization of glucose into fructose with homogenous amine-type base catalysts: amine structure, chain length, and kinetics
Bioresources and Bioprocessing
Organosilanes
Aliphatic primary amine
Amine structure
Isomerization kinetic
Terminal substitution
Alkyl chain length
author_facet Libo Zhang
Bailian Deng
Nan Li
Hong Zhong
author_sort Libo Zhang
title Isomerization of glucose into fructose with homogenous amine-type base catalysts: amine structure, chain length, and kinetics
title_short Isomerization of glucose into fructose with homogenous amine-type base catalysts: amine structure, chain length, and kinetics
title_full Isomerization of glucose into fructose with homogenous amine-type base catalysts: amine structure, chain length, and kinetics
title_fullStr Isomerization of glucose into fructose with homogenous amine-type base catalysts: amine structure, chain length, and kinetics
title_full_unstemmed Isomerization of glucose into fructose with homogenous amine-type base catalysts: amine structure, chain length, and kinetics
title_sort isomerization of glucose into fructose with homogenous amine-type base catalysts: amine structure, chain length, and kinetics
publisher SpringerOpen
series Bioresources and Bioprocessing
issn 2197-4365
publishDate 2019-09-01
description Abstract Three homogeneous organosilanes amine and aliphatic primary amine were used as amine catalysts to evaluate their catalytic activity and kinetic towards glucose isomerization. Catalysts structure (primary, secondary, tertiary amine), terminal groups and alkyl chain length were investigated and compared elaborately. Result showed organosilanes tertiary amine behaved the best and amine generated OH− and amine itself contributed the isomerization reaction. The generated acidic by-product not only decreased fructose selectivity but also affected glucose conversion kinetic. The effect of siloxane (–Si–O–CH3) substituent with methyl (–CH3) can be insignificant, but it provided guiding significance for selecting amine-type homogeneous or grafted amine catalysts for glucose isomerization reaction. Longer alkyl chain resulted in lower glucose conversion because of the alkyl chain curls that would weaken the amine catalytic effect and hydration ability. Catalyst loading and initial glucose concentration investigations further showed that amine would effectively catalyze the isomerization reaction under varied operational conditions. This work will provide more details about organic amine catalysts on glucose isomerization into fructose and promote synthesis of platform chemicals in the applications of biorenewable chemicals and fuel.
topic Organosilanes
Aliphatic primary amine
Amine structure
Isomerization kinetic
Terminal substitution
Alkyl chain length
url http://link.springer.com/article/10.1186/s40643-019-0271-7
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AT bailiandeng isomerizationofglucoseintofructosewithhomogenousaminetypebasecatalystsaminestructurechainlengthandkinetics
AT nanli isomerizationofglucoseintofructosewithhomogenousaminetypebasecatalystsaminestructurechainlengthandkinetics
AT hongzhong isomerizationofglucoseintofructosewithhomogenousaminetypebasecatalystsaminestructurechainlengthandkinetics
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