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Effect of anion in carboxylate-based ionic liquids on catalytic activity of transesterification with vinyl esters and the solubility of cellulose.

ABSTRACT: The role of 1-ethyl-3-methylimidazolium (Emim) carboxylate-type ionic liquid (IL) as the solvent and organocatalyst for transesterification reaction of cellulose was investigated. The reported method using Emim acetate and vinyl ester caused an undesired side reaction: the acetate anion derived from EmimOAc was introduced into cellulose ester. To improve the reaction system, ILs with a high cellulose solubility, a high degree of substitution (DS) value, and low side-reaction were systematically explored. Newly synthesized Emim p-anisate and a mixed solvent system achieved the transesterification reaction of cellulose with a high DS value derived from the employed vinyl esters (DS > 2.9), and a low DS value derived from side reaction (selectivity > 99%).

SUBMITTER: Hirose D

PROVIDER: S-EPMC9060529 | biostudies-literature | 2019 Jan

REPOSITORIES: biostudies-literature

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Effect of anion in carboxylate-based ionic liquids on catalytic activity of transesterification with vinyl esters and the solubility of cellulose.

Hirose Daisuke D Wardhana Kusuma Samuel Budi SB Nomura Shuhei S Yamaguchi Makoto M Yasaka Yoshiro Y Kakuchi Ryohei R Takahashi Kenji K

RSC advances 20190131 7

The role of 1-ethyl-3-methylimidazolium (Emim) carboxylate-type ionic liquid (IL) as the solvent and organocatalyst for transesterification reaction of cellulose was investigated. The reported method using Emim acetate and vinyl ester caused an undesired side reaction: the acetate anion derived from EmimOAc was introduced into cellulose ester. To improve the reaction system, ILs with a high cellulose solubility, a high degree of substitution (DS) value, and low side-reaction were systematically ...[more]

PMID: 35518094

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