Lignin-Based Materials Through Thiol-Maleimide "Click" Polymerization.

ChemSusChem (2017-01-04)
Pietro Buono, Antoine Duval, Luc Averous, Youssef Habibi
ABSTRACT

In the present report an environmentally friendly approach to transforming renewable feedstocks into value-added materials is proposed. This transformation pathway was conducted under green conditions, without the use of solvents or catalyst. First, controlled modification of lignin, a major biopolymer present in wood and plants, was achieved by esterification with 11-maleimidoundecylenic acid (11-MUA), a derivative from castor oil that contains maleimide groups, following its transformation into 11-maleimidoundecanoyl chloride (11-MUC). Different degrees of substitution were achieved by using various amounts of the 11-MUC, leading to an efficient conversion of lignin hydroxy groups, as demonstrated by

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
2,2′-(Ethylenedioxy)diethanethiol, 95%
Sigma-Aldrich
2-Chloro-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane, 95%
Sigma-Aldrich
11-Maleimidoundecanoic acid, 95% (GC)