University of Groningen
Alternative Sugar Sources for Biobased Chemicals
Abdilla - Santes, Ria
DOI:
10.33612/diss.127600956
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Publication date: 2020
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Abdilla - Santes, R. (2020). Alternative Sugar Sources for Biobased Chemicals. University of Groningen. https://doi.org/10.33612/diss.127600956
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Alternative Sugar Sources
for Biobased Chemicals
Alternative Sugar Sources for Biobased Chemicals Ria Mayasari Abdilla-Santes
Doctoral thesis
University of Groningen The Netherlands
The work decribed in this thesis was conducted at the Department of Chemical Engineering (ENgineering and TEchnology institute Groningen – ENTEG), Faculty of Science and Engi-neering, University of Groningen, the Netherlands.
This doctoral project was financially supported by the Direactorate General of Higher Educa-tion of the Republic of Indonesia and University of Groningen.
Cover and layout design by: Iliana Boshoven- Gkini | www.AgileColor.com Cover image by: Grafvision
Printing by: ProefschriftMaken ISBN: 978-94-034-2781-2
Alternative Sugar Sources for
Biobased Chemicals
PhD thesis
to obtain the degree of PhD at the University of Groningen
on the authority of the Rector Magnificus Prof. C. Wijmenga
and in accordance with the decision by the College of Deans.
This thesis will be defended in public on
Friday 26 June 2020 at 12:45 hours
by
Ria Mayasari Abdilla
born on 14 November 1984 In Martapura, Indonesia
Supervisor Prof. H.J. Heeres Assessment committee Prof. F. Picchioni Prof. P.P. Pescarmona Prof. J.H. Bitter
Dedicated to my parents, husband and my children.
Contents
1
11General Introduction
12 1.1. The biobased economy and the biorefinery concept 21 1.2. Sugar based platform chemicals
27 1.3. Alternative sugar sources for platform chemicals 27 1.3.1. Pyrolytic sugars
29 1.3.2. Thick juice 30 1.4. Thesis outline 32 References
2
35Kinetic Studies on the Conversion of Levoglucosan to
Glucose in Water Using Brønsted Acids as the Catalysts
36 Abstract 37 2.1. Introduction 39 2.2. Experimental section 39 2.2.1. Chemicals 39 2.2.2. Experimental procedure 39 2.2.3. Analytical methods
40 2.2.4. Definition and determination of kinetic parameters 40 2.3. Results and discussion
40 2.3.1. Product distribution using sulfuric acid as the catalyst 42 2.3.2. Effect of process variables on the hydrolysis rate of LG 44 2.3.3. Kinetic model development for sulfuric acid
47 2.3.4. Kinetic model development for acetic acid 51 2.4. Application of the kinetic model
51 2.4.1. Comparison between sulfuric and acetic acid 51 2.4.2. Selectivity
52 2.4.3. Determination of optimum reaction conditions for highest yield
53 2.5. Conclusions 54 Acknowledgement 55 Nomenclature 56 References
3
65Conversion of Levoglucosan to Glucose Using an Acidic
Heterogeneous Amberlyst 16 Catalyst: Kinetics and Packed
Bed Measurements
66 Abstract 67 3.1. Introduction 68 3.2. Experimental section 68 3.2.1. Chemicals 69 3.2.2. Experimental procedures 69 3.2.3. Analytical methods 69 3.2.4. Definitions70 3.3. Results and discussion
70 3.3.1. Batch experiments: Product distribution, mass balances and reproducibility
71 3.3.2. Assessment of mass transfer limitations in batch experiments 72 3.3.3. Effect of process conditions on the conversion of LG to GLC in
batch
74 3.3.4. Catalyst stability
74 3.3.5. Kinetic model development 75 3.3.6. Modeling approach
76 3.3.7. Modeling results 79 3.3.8. Model Implications
79 3.4. Continuous experiments in a packed bed reactor 81 3.5. Conclusions
81 Acknowledgement 82 Nomenclature 83 References
85 Supporting information for Chapter 3
4
95Valorization of Humins Type Byproducts from Pyrolytic
Sugars Conversion to Biobased Chemicals
96 Abstract
97 4.1. Introduction 99 4.2. Experimental section 99 4.2.1. Chemicals 99 4.2.2. Humin synthesis
100 4.2.3. Synthesis of the Pt /CeO2 catalyst for catalytic liquefaction reactions
4
100 4.2.4. Experimental procedures 102 4.2.5. Analytical methods104 4.2.6. Characterization of the Pt/CeO2 catalyst 105 4.3. Results and discussion
105 4.3.1. Synthesis and characterization of the pyrolytic sugar (PS)-derived humins
109 4.3.2. Thermal pyrolysis 109 4.3.2.1. TGA studies
110 4.3.2.2. Pyrolysis experiments 110 4.3.2.3. Catalytic pyrolysis
111 4.3.3. Catalytic liquefaction using Pt/CeO2 catalyst 113 4.4. Conclusions
114 Acknowledgement 115 References
117 Supporting information for Chapter 4
5
125High-Yield 5-Hydroxymethyfurfural Synthesis from Crude
Sugar Beet Juice in a Biphasic Microreactor
126 Abstract
127 5.1. Introduction 130 5.2. Experimental section 130 5.2.1. Chemicals
130 5.2.2. Experimental procedures
130 5.2.2.1. HMF formation in batch experiments 130 5.2.2.2. HMF formation in continuous microreactor
experiments 131 5.2.3. Analytical methods
132 5.2.4. Determination of yield and conversion 133 5.3. Results and discussion
133 5.3.1. Thick juice and SUC biphasic reactions in a batch setup 136 5.3.2. Thick juice and SUC biphasic reactions in a continuous
slug-flow microreactor setup
138 5.3.3. Comparison with literature data for HMF production from FRC and SUC
139 5.4. Conclusions 140 Acknowledgements 140 References
6
1555-Hydroxymethylfurfural synthesis from sugar beet thick
juice: kinetic and modeling studies
156 Abstract
157 6.1. Introduction 159 6.2. Experimental section 159 6.2.1. Chemicals
159 6.2.2. Sugar content in thick juice 159 6.2.3. Batch experiment in water 160 6.2.4. Analytical methods 160 6.2.5. Definitions
161 6.2.6. Kinetic modeling approach 161 6.3. Results and discussion
161 6.3.1. Benchmark experiments in water with thick juice and pure SUC
162 6.3.2. Kinetic modeling
165 6.3.3. Model studies on the effects of minor components in the thick juice
167 6.3.3.1. pH effects
169 6.3.3.2. Effects of organic acids 170 6.3.3.3. Effects of salts
177 6.3.4. Discussion 178 6.4. Conclusions 178 Acknowledgements 178 References
180 Supporting information for Chapter 6
A
190 Summary194 Samenvatting 198 Acknowledgement 201 List of Publication