An imidazole-based organocatalyst designed for bulk polymerization of lactide isomers: inspiration from Nature

被引：34

作者：

Coulembier, Olivier ^{[1
]}

Josse, Thomas ^{[1
,2
]}

Guillerm, Brieuc ^{[1
]}

Gerbaux, Pascal ^{[2
]}

Dubois, Philippe ^{[1
]}

机构：

[1] Univ Mons, Ctr Innovat & Res Mat & Polymers CIRMAP, Lab Polymer & Composite Mat, B-7000 Mons, Belgium

[2] Univ Mons, Interdisciplinary Ctr Mass Spectrometry CISMa, Mass Spectrometry Res Grp, B-7000 Mons, Belgium

来源：

CHEMICAL COMMUNICATIONS | 2012年 / 48卷 / 95期

关键词：

RING-OPENING POLYMERIZATION;

D O I：

10.1039/c2cc37061a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The design of an imidazole-based salt by enzyme-mimicking allowed controlling the ring-opening polymerization of L- and D-LA monomers in bulk. Kinetic study supports a bifunctional activation process only slightly different from the one occurring in Nature.

引用

收藏

页码：11695 / 11697

页数：3

相关论文

共 24 条

[1] Formation and stability of N-heterocyclic carbenes in water:: The carbon acid pKa of imidazollum cations in aqueous solution [J].

Amyes, TL ;

Diver, ST ;

Richard, JP ;

Rivas, FM ;

Toth, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (13) :4366-4374

[2] ROLE OF A BURIED ACID GROUP IN MECHANISM OF ACTION OF CHYMOTRYPSIN [J].

BLOW, DM ;

BIRKTOFT, JJ ;

HARTLEY, BS .

NATURE, 1969, 221 (5178) :337-&

[3] Catalytic insights into acid/base conjugates: highly selective bifunctional catalysts for the ring-opening polymerization of lactide [J].

Coady, Daniel J. ;

Fukushima, Kazuki ;

Horn, Hans W. ;

Rice, Julia E. ;

Hedrick, James L. .

CHEMICAL COMMUNICATIONS, 2011, 47 (11) :3105-3107

[4]

Coulembier O., 2009, HDB RING OPENING POL, P357

[5] MALDI-ToF analysis of polythiophene: use of trans-2-[3-(4-t-butyl-phenyl)-2-methyl-2-propenylidene]malononitrile - DCTB - as matrix [J].

De Winter, Julien ;

Deshayes, Gaelle ;

Boon, Florian ;

Coulembier, Olivier ;

Dubois, Philippe ;

Gerbaux, Pascal .

JOURNAL OF MASS SPECTROMETRY, 2011, 46 (03) :237-246

[6] SOLVENT EFFECTS ON THE DEACYLATION OF ACYL-CHYMOTRYPSINS - A CRITICAL COMMENT ON THE CHARGE-RELAY HYPOTHESIS [J].

HAMILTON, SE ;

ZERNER, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (07) :1827-1831

[7] Ring-Opening Polymerization of DD-Lactide Catalyzed by Novozyme 435 [J].

Hans, Marc ;

Keul, Helmut ;

Moeller, Martin .

MACROMOLECULAR BIOSCIENCE, 2009, 9 (03) :239-247

[8] Acid-catalyzed nucleophilic aromatic substitution: Experimental and theoretical exploration of a multistep mechanism [J].

Jacobsson, Marten ;

Oxgaard, Jonas ;

Abrahamsson, Carl-Olof ;

Norrby, Per-Ola ;

Goddard, William A., III ;

Ellervik, Ulf .

CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (13) :3954-3960

[9] Zwitterionic Polymerization: A Kinetic Strategy for the Controlled Synthesis of Cyclic Polylactide [J].

Jeong, Wonhee ;

Shin, Eun Ji ;

Culkin, Darcy A. ;

Hedrick, James L. ;

Waymouth, Robert M. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (13) :4884-4891

[10] Recent Developments in Lipase-Catalyzed Synthesis of Polyesters [J].

Kobayashi, Shiro .

MACROMOLECULAR RAPID COMMUNICATIONS, 2009, 30 (4-5) :237-266