University of Groningen Lignin Valorization via Acidolysis with Ethylene Glycol Stabilization De Santi, Alessandra

University of Groningen

Lignin Valorization via Acidolysis with Ethylene Glycol Stabilization

De Santi, Alessandra

DOI:

10.33612/diss.169171380

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Publication date: 2021

Link to publication in University of Groningen/UMCG research database

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De Santi, A. (2021). Lignin Valorization via Acidolysis with Ethylene Glycol Stabilization. University of Groningen. https://doi.org/10.33612/diss.169171380

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Lignin Valorization via Acidolysis

with Ethylene Glycol

Stabilization

First edition, April 2021

The work described in this thesis was carried out at the Stratingh Institute for

Chemistry, University of Groningen, Groningen, The Netherlands.

This work was financially supported by the European Research Council, ERC

Starting Grant 2015 (CatASus) 638076, by the Talent Scheme (Vidi) with

Project Number 723.015.005, which is partly financed by The Netherlands

Organisation for Scientific Research (NWO) and the ERC Proof of Concept

Grant 2019 (PURE).

Cover art and illustrations by Valentina Vannelli

Lignin Valorization via

Acidolysis with Ethylene

Glycol Stabilization

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 4 June 2021 at 12.45 hours

by

Alessandra De Santi

born on 20 March 1992

in Viareggio, Italy

Supervisor

Co-supervisor

Assessment Committee

Table of Contents

Chapter 1

The biorefinery concept and lignocellulose valorization strategies………..9 Chapter 2

Towards a new lignin-derived platform chemical (G-C2-acetal) from organosolv lignin and softwood via acidolysis and ethylene glycol stabilization………39 Chapter 3

Lignin-first pinewood fractionation: structural insights, fate of the carbohydrates and mass balance evaluation………..77 Chapter 4

Finding applications for emerging lignin-derived monomers: conversion of G-C2-acetal to homovanillyl alcohol………..……..113 Chapter 5

Lignin-first fractionation of hardwood by acidolysis with ethylene glycol stabilization: the different reactivity of G and S units...………...………141 Chapter 6

New mechanistic insights into the acidolysis of the lignin β-O-4 linkage with ethylene glycol stabilization aided by multilevel computational chemistry…………...……..187 Chapter 7

Summary and Outlook……….…217 Samenvatting en Vooruitblik………221 Appendix A List of abbreviations………...……...227 Appendix B List of publications………...……....228 Appendix C Acknowledgments……….………...………229