Biobased Industrial Chemicals from Glutamic Acid

241 Pages·2011·4.23 MB·English

Biobased Industrial Chemicals
from Glutamic Acid
COOH
H N COOH
2
Tijs Lammens
Biobased industrial chemicals
from glutamic acid

Tijs Merijn Lammens
Thesis committee

Thesis supervisor
Prof. dr. J.P.M. Sanders
Professor of Valorisation of Plant Production Chains
Wageningen University

Thesis co-supervisors
Dr. M.C.R. Franssen
Associate professor, Laboratory of Organic Chemistry
Wageningen University

Dr. E.L. Scott
Assistant professor, Valorisation of Plant Production Chains
Wageningen University

Other members
Prof. dr. E. Bouwman, Leiden University
Prof. dr. R.J. Meier, DSM, Geleen
Prof. dr. ir. L.A.M. Van der Wielen, Delft University of Technology
Prof. dr. J.T. Zuilhof, Wageningen University

This research was conducted under the auspices of the graduate school VLAG.
Biobased industrial chemicals
from glutamic acid

Tijs Merijn Lammens

Thesis
submitted in fulfillment of the requirements for the degree of doctor
at Wageningen University
by the authority of the Rector Magnificus
Prof. dr. M.J. Kropff,
in the presence of the
Thesis Committee appointed by the Academic Board
to be defended in public
on Friday 2 December 2011
at 4 p.m. in the Aula.
.

Tijs Merijn Lammens
Biobased industrial chemicals from glutamic acid
240 pages

Thesis, Wageningen University, Wageningen, The Netherlands (2011)
With references, with summaries in Dutch and English

ISBN: 978-94-6173-023-7
Voor Marjan en Wijnand

Table of Contents

Chapter 1 Introduction 9
Chapter 2 Availability of protein-derived glutamic acid as
feedstock for the production of industrial chemicals 21
Chapter 3 En route to biobased N-chemicals:
Enzymatic decarboxylation of glutamic acid 53
Chapter 4 Synthesis of biobased pyrrolidones from
γ-aminobutyric acid 71
Chapter 5 Synthesis of biobased succinonitrile from glutamic
acid and glutamine 91
Chapter 6 Techno-economic assessment of the production of
biobased chemicals from glutamic acid 111
Chapter 7 Environmental comparison of biobased chemicals
from glutamic acid with their petrochemical equivalents 133
Chapter 8 Discussion and Conclusions 157
Appendix A Supplementary information to chapter 3 173
Appendix B Supplementary information to chapter 6 177
Appendix C Supplementary information to chapter 7 199
Summary 213
Samenvatting 221
Acknowledgements / Dankwoord 229
About the author 235

Chapter 1
Introduction