Synthesis of heterotactic PLA from rac-lactide using hetero-bimetallic Mg/Zn-Li systems

被引:23
作者
Char, Joelle [1 ]
Brule, Emilie [1 ,2 ]
Gros, Philippe C. [3 ]
Rager, Marie-Noelle [1 ]
Guerineau, Vincent [4 ]
Thomas, Christophe M. [1 ]
机构
[1] PSL Res Univ, CNRS, Chim ParisTech, Inst Rech Chim Paris, F-75005 Paris, France
[2] Univ Paris 06, Sorbonne Univ, UFR926, F-75005 Paris, France
[3] Univ Lorraine, UMR CNRS 7565, SRSMC, HECRIN, F-54506 Vandoeuvre Les Nancy, France
[4] CNRS, Inst Chim Subst Nat, Ctr Rech Gif, F-91198 Gif Sur Yvette, France
关键词
Catalysis; Bimetallic complexes; Polyester; Ring-opening polymerization; Biodegradable; Renewable resources; RING-OPENING POLYMERIZATION; MAGNESIUM EXCHANGE-REACTION; HALOGEN-METAL EXCHANGE; RENEWABLE RESOURCES; ATE COMPLEX; ZINCATE; REACTIVITY; CATALYSTS; POLYMERS; LIGANDS;
D O I
10.1016/j.jorganchem.2015.02.038
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Biomass represents an abundant carbon-neutral renewable resource for the production of polymers. In this regard, the availability of monomer feedstocks from renewable resources has given poly(lactide) increasing prominence in the market place. Herein we report highly active and stereoselective catalytic systems for the polymerization of rac-lactide, generating highly heterotactic PLA. Given an operationally simple method, we developed magnesium and zinc hetero-bimetallic complexes in combination with diol ligands for the straightforward synthesis of PLA. (C) 2015 Elsevier B.V. All rights reserved.
引用
收藏
页码:47 / 52
页数:6
相关论文
共 29 条
[1]   Synthesis and Coordination Properties of Chelating Dithiophenolate Ligands [J].
Ballmann, Joachim ;
Fuchs, Michael G. G. ;
Dechert, Sebastian ;
John, Michael ;
Meyer, Franc .
INORGANIC CHEMISTRY, 2009, 48 (01) :90-99
[2]  
Catel D., 2012, EUR J ORG CHEM, V53
[3]   Pyridylmagnesiates: generation by bromine-metal exchange and enantioselective addition to aldehydes [J].
Catel, Delphine ;
Payen, Olivier ;
Chevallier, Floris ;
Mongin, Florence ;
Gros, Philippe C. .
TETRAHEDRON, 2012, 68 (21) :4018-4028
[4]   Homoleptic Zincate-Promoted Room-Temperature Halogen-Metal Exchange of Bromopyridines [J].
Chau, Nguyet Trang Thanh ;
Meyer, Maxime ;
Komagawa, Shinsuke ;
Chevallier, Floris ;
Fort, Yves ;
Uchiyama, Masanobu ;
Mongin, Florence ;
Gros, Philippe C. .
CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (41) :12425-12433
[5]   Biodegradable polymeric materials [J].
Chiellini, E ;
Solaro, R .
ADVANCED MATERIALS, 1996, 8 (04) :305-313
[6]  
Drumright RE, 2000, ADV MATER, V12, P1841, DOI 10.1002/1521-4095(200012)12:23<1841::AID-ADMA1841>3.3.CO
[7]  
2-5
[8]   Synthesis and reactivity of lithium tri(quinolinyl)magnesates [J].
Dumouchel, S ;
Mongin, F ;
Trécourt, F ;
Quéguiner, G .
TETRAHEDRON, 2003, 59 (43) :8629-8640
[9]   Yttrium catalysts for syndioselective β-butyrolactone polymerization: on the origin of ligand-induced stereoselectivity [J].
Fang, Jian ;
Tschan, Mathieu J. -L. ;
Roisnel, Thierry ;
Trivelli, Xavier ;
Gauvin, Regis M. ;
Thomas, Christophe M. ;
Maron, Laurent .
POLYMER CHEMISTRY, 2013, 4 (02) :360-367
[10]   Development of Highly Chemoselective Bulky Zincate Complex, tBu4ZnLi2: Design, Structure, and Practical Applications in Small-/Macromolecular [J].
Furuyama, Taniyuki ;
Yonehara, Mitsuhiro ;
Arimoto, Sho ;
Kobayashi, Minoru ;
Matsumoto, Yotaro ;
Uchiyama, Masanobu .
CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (33) :10348-10356