Synthesis, Structure of Zinc Complexes Containing Sulfonylated Binaphtholate Ligands and Their Catalytic Activities towards Ring-Opening Polymerization of Lactide and e-Caprolactone

被引:3
作者
Zhou Shuangliu [1 ]
Jiang Yongyao [1 ]
Xie Tao [1 ]
Wu Zhanshuan [1 ]
Zhou Linmin [1 ]
Xu Wenjing [1 ]
Zhang Lijun [1 ]
Wang Shaowu [1 ,2 ]
机构
[1] Anhui Normal Univ, Lab Functionalized Mol Solids, Anhui Lab Mol Based Mat, Inst Organ Chem,Coll Chem & Mat Sci,Minist Educ, Wuhu 241000, Anhui, Peoples R China
[2] Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
zinc complex; ring-opening polymerization; binaphthol; e-caprolactone; D; L-lactide; EPSILON-CAPROLACTONE; EFFICIENT CATALYSTS; ALUMINUM; INITIATORS; MAGNESIUM; LITHIUM; TITANIUM; BEARING; ALKYL; COPOLYMERIZATION;
D O I
10.1002/cjoc.201200613
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reaction of sulfonylated binaphthol [2-hydroxy-2'-tosyloxy-1,1-binaphthyl (1a, Ts-Binol) or 2-hydroxy-2'-(phenylsulfonyloxy)-1,1-binaphthyl (1b, Ps-Binol)] with 1 equiv. of ZnEt2 afforded zinc complexes [(Ts-Binol)ZnEt]2 (2a) and [(Ps-Binol)ZnEt]2 (2b). Further reaction of zinc complexes 2a and 2b with benzyl alcohol (BnOH) gave the zinc benzyloxide [(Ts-Binol)2Zn2(OBn)2]2 (3a) and [(Ps-Binol)2Zn2(OBn)2]2 (3b). Alternatively, the zinc benzyloxides 3a and 3b could also be obtained by reaction of compound 1a or 1b with Zn(OBn)2 (in situ reaction of ZnEt2 and BnOH). The complexes were fully characterized by elemental analyses and spectroscopic analyses, and complexes 2a, 2b and 3a were further characterized by single-crystal X-ray analyses. The catalytic activities of these zinc complexes towards ring-opening polymerization of e-caprolactone and D,L-lactide were studied.
引用
收藏
页码:2176 / 2182
页数:7
相关论文
共 68 条
[1]   Tin(II) ethyl hexanoate catalyzed precipitation polymerization of ε-caprolactone in supercritical carbon dioxide [J].
Bratton, D ;
Brown, M ;
Howdle, SM .
MACROMOLECULES, 2005, 38 (04) :1190-1195
[2]   Ring-opening polymerization of ε-caprolactone initiated with titanium n-propoxide or titanium phenoxide [J].
Cayuela, J ;
Bounor-Legaré, V ;
Cassagnau, P ;
Michel, A .
MACROMOLECULES, 2006, 39 (04) :1338-1346
[3]   Synthesis of Poly(n-butyl acrylate)-b-poly(ε-caprolactone) through Combination of SG1 Nitroxide-Mediated Polymerization and Sn(Oct)2-Catalyzed Ring-Opening Polymerization: Study of Sequential and One-Step Approaches from a Dual Initiator [J].
Chagneux, Nelly ;
Trimaille, Thomas ;
Rollet, Marion ;
Beaudoin, Emmanuel ;
Gerard, Pierre ;
Bertin, Denis ;
Gigmes, Didier .
MACROMOLECULES, 2009, 42 (24) :9435-9442
[4]   Synthesis, characterization, and catalysis in ε-caprolactone polymerization of aluminum and zinc complexes supported by N,N,N-chelate ligands [J].
Chai, Zuo-Yun ;
Zhang, Cheng ;
Wang, Zhong-Xia .
ORGANOMETALLICS, 2008, 27 (07) :1626-1633
[5]   Chiral amido aluminum and zinc alkyls: A synthetic, structural, and polymerization study [J].
Chakraborty, D ;
Chen, EYX .
ORGANOMETALLICS, 2003, 22 (04) :769-774
[6]   Polymerization of lactide with zinc and magnesium β-diiminate complexes:: Stereocontrol and mechanism [J].
Chamberlain, BM ;
Cheng, M ;
Moore, DR ;
Ovitt, TM ;
Lobkovsky, EB ;
Coates, GW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (14) :3229-3238
[7]   Aluminum complexes supported by tridentate aminophenoxide ligand as efficient catalysts for ring-opening polymerization of ε-caprolactone [J].
Chen, CT ;
Huang, CA ;
Huang, BH .
MACROMOLECULES, 2004, 37 (21) :7968-7973
[8]   Ring-opening polymerization of lactides initiated by zinc alkoxides derived from NNO-tridentate ligands [J].
Chen, Hsuan-Ying ;
Tang, Hui-Yi ;
Lin, Chu-Chieh .
MACROMOLECULES, 2006, 39 (11) :3745-3752
[9]   A highly efficient initiator for the ring-opening polymerization of lactides and ε-caprolactone:: A kinetic study [J].
Chen, HY ;
Huang, BH ;
Lin, CC .
MACROMOLECULES, 2005, 38 (13) :5400-5405
[10]   Synthesis, characterization of sodium and potassium complexes and the application in ring-opening polymerization of L-lactide [J].
Chen, Longhai ;
Jia, Lei ;
Cheng, Feixiang ;
Wang, Lei ;
Lin, Chu-chieh ;
Wu, Jincai ;
Tang, Ning .
INORGANIC CHEMISTRY COMMUNICATIONS, 2011, 14 (01) :26-30