Upgrading of Biobased Lactones with Dialkylcarbonates

被引：26

作者：

Caretto, Alessio ^{[1
]}

Noe, Marco ^{[1
]}

Selva, Maurizio ^{[1
]}

Perosa, Alvise ^{[1
]}

机构：

[1] Univ Ca Foscari Venezia, Ctr Tecnol Sostenibili, Dipartimento Sci Mol & Nanosistemi, I-30123 Venice, Italy

来源：

ACS SUSTAINABLE CHEMISTRY & ENGINEERING | 2014年 / 2卷 / 09期

关键词：

Butyrolactone; Valerolactone; Caprolactone; Dimethylcarbonate; Diethylcarbonate; Dibenzylcarbonate; RING-OPENING POLYMERIZATION; SUCCINIC ACID; GAMMA-BUTYROLACTONE; CATALYTIC CONVERSION; DELTA-VALEROLACTONE; DIALKYL CARBONATES; DIBENZYL CARBONATE; BIOMASS; CHEMISTRY; MECHANISM;

D O I：

10.1021/sc500323a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Four renewable lactones, gamma-butyrolactone, gamma-valerolactone, delta-valerolactone, and c-caprolactone (GBL, GVL, DVL, ECL, respectively) were shown to react with dimethyl-, diethyl-, and dibenzyl-carbonate (DMC, DEC, DBnC, respectively) in the presence of K2CO3 as basic catalyst, to yield selectively either the a-alkyl derivatives 1c-6c in the case of the five-membered ring GBL and GVL or the highly oxygenated acyclic monomeric derivatives 7a, 8a, and 9a in the case of the six- and seven-membered rings DVL and ECL. Selectivity and reaction conditions are investigated and a reaction mechanism is proposed. The organic carbonates act both as reagent and as reaction solvents, and the catalyst can be recovered by filtration and recycled.

引用

页码：2131 / 2141

页数：11

共 65 条

[1] Recent developments in ring opening polymerization of lactones for biomedical applications [J].