Door de te verwachten tekorten aan fossiele bronnen in de nabije toekomst en de milieuproblematiek gerelateeerd aan de winning en het gebruik van deze bronnen, wordt er op dit moment veel onderzoek gedaan naar de ontwikkeling van hernieuwbare energiebronnen en materialen voor de energiesector, transport en in de productie van chemicalien. Een veelbelovende kandidaat hierbij is biomassa, dat in relatief grote hoeveelheden beschikbaar is en daarnaast relatief goedkoop is. Diverse bio-brandstoffen en bio-based chemicalien worden inmiddels uit biomassa geproduceerd. Dit proefschrift beschrijft het gebruik van bio-based alcoholen 5-hydroxymethylfurfural (HMF) en glycerol voor de productie van respectievelijk een uitgangsmateriaal voor plastic en groen gas.Nieuwe katalytische processen zijn ontwikkeld, getest en geoptimaliseerd om zoveel mogelijk opbrengst te genereren

Kumalaputri, Angela Justina

Door de te verwachten tekorten aan fossiele bronnen in de nabije toekomst en de milieuproblematiek gerelateeerd aan de winning en het gebruik van deze bronnen, wordt er op dit moment veel onderzoek gedaan naar de ontwikkeling van hernieuwbare energiebronnen en materialen voor de energiesector, transport en in de productie van chemicalien. Een veelbelovende kandidaat hierbij is biomassa, dat in relatief grote hoeveelheden beschikbaar is en daarnaast relatief goedkoop is. Diverse bio-brandstoffen en bio-based chemicalien worden inmiddels uit biomassa geproduceerd. Dit proefschrift beschrijft het gebruik van bio-based alcoholen 5-hydroxymethylfurfural (HMF) en glycerol voor de productie van respectievelijk een uitgangsmateriaal voor plastic en groen gas.Nieuwe katalytische processen zijn ontwikkeld, getest en geoptimaliseerd om zoveel mogelijk opbrengst te genereren.The foreseen shortages and environmental issues associated with fossil-based resources has stimulated research and development activities on the use of renewables for energy, transportation fuels and chemicals. One of the most prospective candidates is biomass, which is abundantly available and cheap. A number of prospective biofuels and bio-based chemicals from biomass has been identified. In this PhD thesis, the use of bio-based alcohols like 5-hydroxymethylfurfural (HMF) and glycerol for the synthesis of green gas (glycerol) and starting materials for plastic (HMF) is described. Novel catalytic protocols have been developed and process conditions have been optimized to obtain the desired product in high yileds

ARTS repository - University of Groningen

   University of GroningenValorization of bio-based alcohols using catalytic technologyKumalaputri, Angela JustinaIMPORTANT NOTE: You are advised to consult the publisher's version (publisher's PDF) if you wish to cite fromit. Please check the document version below.Document VersionPublisher's PDF, also known as Version of recordPublication date:2017Link to publication in University of Groningen/UMCG research databaseCitation for published version (APA):Kumalaputri, A. J. (2017). Valorization of bio-based alcohols using catalytic technology. University ofGroningen.CopyrightOther than for strictly personal use, it is not permitted to download or to forward/distribute the text or part of it without the consent of theauthor(s) and/or copyright holder(s), unless the work is under an open content license (like Creative Commons).The publication may also be distributed here under the terms of Article 25fa of the Dutch Copyright Act, indicated by the “Taverne” license.More information can be found on the University of Groningen website: https://www.rug.nl/library/open-access/self-archiving-pure/taverne-amendment.Take-down policyIf you believe that this document breaches copyright please contact us providing details, and we will remove access to the work immediatelyand investigate your claim.Downloaded from the University of Groningen/UMCG research database (Pure): http://www.rug.nl/research/portal. For technical reasons thenumber of authors shown on this cover page is limited to 10 maximum.Download date: 21-06-2022Valorization of Bio-based Alcohols using Catalytic TechnologyAngela Justina KumalaputriParanymphs:   Dr. Idoia Hita   Dr. Sanne W. L. PalstraThe research reported in thesis was partly supported by the EDGAR research program (Energy Delta Gas Research), as a part of the AGATE (Advanced Green Gas Technology) project. The Indonesian Directorate General of Higher Education (DIKTI) is acknowledged for providing a scholarship to AJK.Cover design:  Angela Justina Kumalaputri & Stephen SuryaLayout & Printing: Lovebird design   www.lovebird-design.comISBN (printed version):  978-94-034-0140-9ISBN (digital version):  978-94-034-0139-3Valorization of Bio-based Alcohols using Catalytic Technology					PhD thesis						to	obtain	the	degree	of	PhD	at	the	University	of	Groningen	on	the	authority	of	the	Rector	Magnificus	Prof.	E.	Sterken	and	in	accordance	with	the	decision	by	the	College	of	Deans.		This	thesis	will	be	defended	in	public	on			Friday	22	December	2017	at	14.30	hours				by				Angela Justina Kumalaputri			born	on	06	February	1985	in	Cirebon,	IndonesiëSupervisorsProf.	H.	J.	HeeresProf.	K.	BartaCo-supervisorDr.	P.	J.	DeussAssessment CommitteeProf.	A.	A.	BroekhuisProf.	F.	PicchioniProf.	K.	Seshandedicated to Papi (†) & Mami (†)ContentsChapter 1 Introduction  111.1 Background – Biomass-based vs fossil resources 131.1.1  Biomass for chemicals 141.2 Bio-based platform chemicals  151.3 Selected platform chemicals for study in this thesis 171.3.1  5-Hydroxymethylfurfural (HMF)  171.3.2  2,5-Furandimethanol (FDM) 191.3.3  2,5-Dimethylfuran (DMF) 211.3.4  1,2,4-Benzenetriol (BTO) 221.3.5  Glycerol 231.3.6 Glycerol conversion to methane (green gas) 241.4 Thesis outline 25References  28Chapter 2 Tunable and selective conversion of 5-HMF to 2,5-furandimethanol and 2,5-dimethylfuran over copper-doped porous metal oxides 352.1 Introduction 372.2 Results and discussion 382.2.1  Catalyst preparation and characterization 382.2.2  Tunable and selective conversion of HMF to FDM or DMF 402.2.3  Reaction pathways and intermediates 472.2.4  Recyclability tests 542.2.5  TEM measurements 552.3 Conclusions 572.4 Experimental section 582.4.1 Catalyst preparation 582.4.2  Catalyst test 592.4.3 Catalyst recycling tests  592.4.4 Continuous-flow experiment for FDM production 60Acknowledgements 60References  60Supporting Information 65Chapter 3 Copper–zinc alloy nanopowder: a robust precious-metal- free cata-lyst for the conversion of 5-hydroxymethylfurfural 773.1 Introduction 793.2 Results and discussion 803.3 Experimental section 873.4 Conclusions 88Acknowledgements 88References  88Supporting Information 93Chapter 4 Lewis acid catalysed conversion of 5-hydroxymethylfurfural to 1,2,4 benzenetriol, an overlooked bio-based compound 1134.1 Introduction 1154.2 Results and discussion 1164.2.1  Exploratory reactions including 5,5’-BTO dimer formation 1164.2.2  Lewis acid catalysed formation of BTO at subcritical conditions  1184.2.3  Further optimization of the reaction conditions  1214.2.4  Catalytic hydrodeoxygenation of BTO  1234.3 Conclusions  124Acknowledgements 125References   126Supporting Information 129Chapter 5 Glycerol methanation in supercritical water: a systematic catalyst screening study using mono- and bimetallic supported Ru and Ni catalysts  1475.1 Introduction 1495.2 Materials and methods 1515.3 Experimental procedure  1525.3.1  Catalyst preparation 1525.3.2  Description of the batch set-up 1525.3.3  Analysis 1535.3.4  Catalyst characterization 1545.4 Results and discussion 1565.4.1  Blank experiments 1565.4.2 Catalyst screening using the monometallic catalysts 1565.4.3 Catalyst screening using bimetallic Ni-Ru catalysts 1595.4.4  Catalyst selection for dedicated experiments   1615.4.5  Optimization of catalyst intake and catalyst metal loading 1615.4.6  Catalyst stability 1625.4.7 Catalyst characterization 1645.5 Conclusions 167Acknowledgements 168References  168Supporting Information 172Summary   179Samenvatting  182Acknowledgements  185List of Publications  194

English

Valorization of bio-based alcohols using catalytic technology

University of Groningen

   University of GroningenValorization of bio-based alcohols using catalytic technologyKumalaputri, Angela JustinaIMPORTANT NOTE: You are advised to consult the publisher's version (publisher's PDF) if you wish to cite fromit. Please check the document version below.Document VersionPublisher's PDF, also known as Version of recordPublication date:2017Link to publication in University of Groningen/UMCG research databaseCitation for published version (APA):Kumalaputri, A. J. (2017). Valorization of bio-based alcohols using catalytic technology. [Thesis fullyinternal (DIV), University of Groningen]. University of Groningen.CopyrightOther than for strictly personal use, it is not permitted to download or to forward/distribute the text or part of it without the consent of theauthor(s) and/or copyright holder(s), unless the work is under an open content license (like Creative Commons).The publication may also be distributed here under the terms of Article 25fa of the Dutch Copyright Act, indicated by the “Taverne” license.More information can be found on the University of Groningen website: https://www.rug.nl/library/open-access/self-archiving-pure/taverne-amendment.Take-down policyIf you believe that this document breaches copyright please contact us providing details, and we will remove access to the work immediatelyand investigate your claim.Downloaded from the University of Groningen/UMCG research database (Pure): http://www.rug.nl/research/portal. For technical reasons thenumber of authors shown on this cover page is limited to 10 maximum.Download date: 31-10-2023Valorization of Bio-based Alcohols using Catalytic TechnologyAngela Justina KumalaputriParanymphs:   Dr. Idoia Hita   Dr. Sanne W. L. PalstraThe research reported in thesis was partly supported by the EDGAR research program (Energy Delta Gas Research), as a part of the AGATE (Advanced Green Gas Technology) project. The Indonesian Directorate General of Higher Education (DIKTI) is acknowledged for providing a scholarship to AJK.Cover design:  Angela Justina Kumalaputri & Stephen SuryaLayout & Printing: Lovebird design   www.lovebird-design.comISBN (printed version):  978-94-034-0140-9ISBN (digital version):  978-94-034-0139-3Valorization of Bio-based Alcohols using Catalytic Technology					PhD thesis						to	obtain	the	degree	of	PhD	at	the	University	of	Groningen	on	the	authority	of	the	Rector	Magnificus	Prof.	E.	Sterken	and	in	accordance	with	the	decision	by	the	College	of	Deans.		This	thesis	will	be	defended	in	public	on			Friday	22	December	2017	at	14.30	hours				by				Angela Justina Kumalaputri			born	on	06	February	1985	in	Cirebon,	IndonesiëSupervisorsProf.	H.	J.	HeeresProf.	K.	BartaCo-supervisorDr.	P.	J.	DeussAssessment CommitteeProf.	A.	A.	BroekhuisProf.	F.	PicchioniProf.	K.	Seshandedicated to Papi (†) & Mami (†)ContentsChapter 1 Introduction  111.1 Background – Biomass-based vs fossil resources 131.1.1  Biomass for chemicals 141.2 Bio-based platform chemicals  151.3 Selected platform chemicals for study in this thesis 171.3.1  5-Hydroxymethylfurfural (HMF)  171.3.2  2,5-Furandimethanol (FDM) 191.3.3  2,5-Dimethylfuran (DMF) 211.3.4  1,2,4-Benzenetriol (BTO) 221.3.5  Glycerol 231.3.6 Glycerol conversion to methane (green gas) 241.4 Thesis outline 25References  28Chapter 2 Tunable and selective conversion of 5-HMF to 2,5-furandimethanol and 2,5-dimethylfuran over copper-doped porous metal oxides 352.1 Introduction 372.2 Results and discussion 382.2.1  Catalyst preparation and characterization 382.2.2  Tunable and selective conversion of HMF to FDM or DMF 402.2.3  Reaction pathways and intermediates 472.2.4  Recyclability tests 542.2.5  TEM measurements 552.3 Conclusions 572.4 Experimental section 582.4.1 Catalyst preparation 582.4.2  Catalyst test 592.4.3 Catalyst recycling tests  592.4.4 Continuous-flow experiment for FDM production 60Acknowledgements 60References  60Supporting Information 65Chapter 3 Copper–zinc alloy nanopowder: a robust precious-metal- free cata-lyst for the conversion of 5-hydroxymethylfurfural 773.1 Introduction 793.2 Results and discussion 803.3 Experimental section 873.4 Conclusions 88Acknowledgements 88References  88Supporting Information 93Chapter 4 Lewis acid catalysed conversion of 5-hydroxymethylfurfural to 1,2,4 benzenetriol, an overlooked bio-based compound 1134.1 Introduction 1154.2 Results and discussion 1164.2.1  Exploratory reactions including 5,5’-BTO dimer formation 1164.2.2  Lewis acid catalysed formation of BTO at subcritical conditions  1184.2.3  Further optimization of the reaction conditions  1214.2.4  Catalytic hydrodeoxygenation of BTO  1234.3 Conclusions  124Acknowledgements 125References   126Supporting Information 129Chapter 5 Glycerol methanation in supercritical water: a systematic catalyst screening study using mono- and bimetallic supported Ru and Ni catalysts  1475.1 Introduction 1495.2 Materials and methods 1515.3 Experimental procedure  1525.3.1  Catalyst preparation 1525.3.2  Description of the batch set-up 1525.3.3  Analysis 1535.3.4  Catalyst characterization 1545.4 Results and discussion 1565.4.1  Blank experiments 1565.4.2 Catalyst screening using the monometallic catalysts 1565.4.3 Catalyst screening using bimetallic Ni-Ru catalysts 1595.4.4  Catalyst selection for dedicated experiments   1615.4.5  Optimization of catalyst intake and catalyst metal loading 1615.4.6  Catalyst stability 1625.4.7 Catalyst characterization 1645.5 Conclusions 167Acknowledgements 168References  168Supporting Information 172Summary   179Samenvatting  182Acknowledgements  185List of Publications  194

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Valorization of bio-based alcohols using catalytic technology

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