Ring-opening polymerization of rac-lactide catalyzed by Al(III) and Zn(II) complexes incorporating Schiff base ligands derived from pyrrole-2-carboxaldehyde

被引：13

作者：

Rufino-Felipe, Ernesto ^{[1
]}

Lopez, Nazario ^{[1
]}

Vengoechea-Gomez, Fabio A. ^{[1
]}

Guerrero-Ramirez, Luis-Guillermo ^{[2
]}

Munoz-Hernandez, Miguel-Angel ^{[1
]}

机构：

[1] Univ Autonoma Estado Morelos, IICBA, Ctr Invest Quim, Av Univ 1001, Cuernavaca 62209, Morelos, Mexico

[2] Univ Guadalajara, Dept Quim, Ctr Univ Ciencias Exactas & Ingn, Blvd Marcelino Garcia Barragan 1421, Guadalajara 44430, Jalisco, Mexico

来源：

APPLIED ORGANOMETALLIC CHEMISTRY | 2018年 / 32卷 / 06期

关键词：

Al and Zn complexes; bis(pyrrolidene) Schiff base ligands; polylactide; rac-lactide; ring-opening polymerization; RACEMIC LACTIDE; COORDINATION CHEMISTRY; ALUMINUM COMPLEXES; POLY(LACTIC ACID); MOLECULAR-WEIGHT; CYCLIC ESTERS; STEREOSELECTIVITY; INITIATOR; MECHANISM; ALKOXIDES;

D O I：

10.1002/aoc.4315

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A series of Al(III) chloride [LAl-Cl]; Al(III) alkoxide [LAl-OR](2); and Zn(II) [LZn](2) complexes with Schiff base ligands were obtained. H-1 NMR and X-ray diffraction studies indicate that [LAl-Cl] complexes have C-s symmetry and the Al center is penta-coordinated. The Al(III) alkoxide complex [(LAl)-Al-5-(OPr)-Pr-i](2) is a dimer bridged by (OPr-)-Pr-i with the Al center in a distorted octahedral environment. Zn complexes [LZn](2) are double helix dimers with tetra-coordinated Zn centers. The catalytic activity for the ring-opening polymerization of rac-lactide was evaluated. The best activity in this series is shown by the aluminium chloride complex with a flexible three-carbon bridge; more flexible four-carbon bridges lower the activity.

引用

页数：9

共 38 条

[11] Polymerization of rac-lactide using schiff base aluminum catalysts:: Structure, activity, and stereoselectivity [J].

Du, Hongzhi ;

Pang, Xuan ;

Yu, Haiyang ;

Zhuang, Xiuli ;

Chen, Xuesi ;

Cui, Dongmei ;

Wang, Xianhong ;

Jing, Xiabin .

MACROMOLECULES, 2007, 40 (06) :1904-1913

[12] Polymerization of Lactide Using Achiral Bis(pyrrolidene) Schiff Base Aluminum Complexes [J].

Du, Hongzhi ;

Velders, Aldrik H. ;

Dijkstra, Pieter J. ;

Zhong, Zhiyuan ;

Chen, Xuesi ;

Feijen, Jan .

MACROMOLECULES, 2009, 42 (04) :1058-1066

[13] Synthesis and structure of the first chiral tetracoordinated aluminum cation [J].

Emig, N ;

Reau, R ;

Krautscheid, H ;

Fenske, D ;

Bertrand, G .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (24) :5822-5823

[14]

Franceschi F, 2001, CHEM-EUR J, V7, P1468, DOI 10.1002/1521-3765(20010401)7:7<1468::AID-CHEM1468>3.0.CO

[15]

2-A

[16] Guanidinatoaluminum complexes: synthesis, crystal structures and reactivities [J].

Han, Hong-Fei ;

Guo, Zhi-Qiang ;

Zhang, Shao-Feng ;

Li, Jie ;

Wei, Xue-Hong .

RSC ADVANCES, 2016, 6 (103) :101437-101446

[17] Study of ligand substituent effects on the rate and stereoselectivity of lactide polymerization using aluminum salen-type initiators [J].

Hormnirun, Pirnpa ;

Marshall, Edward L. ;

Gibson, Vernon C. ;

Pugh, Robert I. ;

White, Andrew J. P. .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2006, 103 (42) :15343-15348

[18] POLY(LACTONES) .9. POLYMERIZATION MECHANISM OF METAL ALKOXIDE INITIATED POLYMERIZATIONS OF LACTIDE AND VARIOUS LACTONES [J].

KRICHELDORF, HR ;

BERL, M ;

SCHARNAGL, N .

MACROMOLECULES, 1988, 21 (02) :286-293

[19] The synthesis and characterization of aluminum, gallium and zinc formamidinates [J].

Lesikar, Leslie A. ;

Richards, Anne F. .

POLYHEDRON, 2010, 29 (05) :1411-1422

[20] Chelation effect in polymerization of cyclic esters by metal alkoxides:: Structure characterization of the intermediate formed by primary insertion of lactide into the Al-OR bond of an organometallic initiator [J].

Lewinski, J ;

Horeglad, P ;

Wójcik, K ;

Justyniak, I .

ORGANOMETALLICS, 2005, 24 (19) :4588-4593

← 1 2 3 4 →