Reductive Amination/Cyclization of Methyl Levulinate with Aspartic Acid: Towards Renewable Polyesters with a Pendant Lactam Unit

被引：14

作者：

Bernhard, Yann ^{[1
]}

Pellegrini, Sylvain ^{[1
]}

Bousquet, Till ^{[1
]}

Favrelle, Audrey ^{[1
]}

Pelinski, Lydie ^{[1
]}

Cazaux, Frederic ^{[2
]}

Gaucher, Valerie ^{[2
]}

Gerbaux, Pascal ^{[3
]}

Zinck, Philippe ^{[1
]}

机构：

[1] Univ Artois, Univ Lille, CNRS,UMR 8181, Cent Lille,ENSCL,UCCS Unite Catalyse & Chim Solid, F-59000 Lille, France

[2] Univ Lille, CNRS, INRA, ENSCL,UMET Unite Mat & Transformat,UMR 8207, F-59000 Lille, France

[3] Univ Mons UMONS, Organ Synth & Mass Spectrometry Lab, 23 Pl Parc, B-7000 Mons, Belgium

来源：

CHEMSUSCHEM | 2019年 / 12卷 / 14期

关键词：

aspartic acid; biobased polyesters; levulinic acid; polymers; reductive amination; CATALYTIC CONVERSION; 5-HYDROXYLEVULINIC ACID; PYRROLIDONE DERIVATIVES; BIODEGRADABLE POLYMERS; GAMMA-VALEROLACTONE; BUILDING-BLOCKS; KETO ACIDS; BIOMASS; CHEMICALS; TRANSFORMATION;

D O I：

10.1002/cssc.201900745

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Environmental regulation and depletion of fossil resources are boosting the search for new polymeric materials produced from biomass. Here, the synthesis of a new diester bearing a pendant lactam unit from methyl levulinate and aspartic acid is reported. The palladium-catalyzed reductive amination/cyclization sequence was carefully optimized to afford the diacid with high yield (>95 %). In a second step, the compound was esterified to give the corresponding diester. The latter monomer was copolymerized with alpha-omega linear diols, yielding polyesters with molecular weights up to 20.5 kg mol(-1).

引用

页码：3370 / 3376

页数：7

共 80 条

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