Phenolated lignin, reaction with epichlorohydrin

Examples where the phenolic hydroxy groups were utilized include the preparation of lignin epoxies by reaction with epichlorohydrin (2), esterifications with bis-acid chlorides (3) and cyanuric chloride (4), and polymerization with aziridines (5). 

XS = sulfonation, M = methylolation, MO = miscellaneous oxidation, G = grafting, P = phenolation, CM = carboxymethylation, MAC = maleic anhydride copolymerization, MCR = miscellaneous carboxyla-tion reactions, E = epichlorohydrin (also in conjunction with pheno-lated lignin), A = alkoxylation (i.e., ethylene, propylene, and butylene oxides), M+EP = modification with compounds containing unsaturated end groups ( divalent hydrocarbons ) followed by epoxidation with peroxide, MA = methacrylic acid. 

Figure 8. Reaction of phenolated lignin with epichlorohydrin [adapted from ( )].

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