Effect of the phenyl ring substituent on stereoselectivity in the ring-opening polymerization of the rac-lactide initiated by salen aluminum complexes

被引：11

作者：

Wen, Zuwang ^{[1
]}

Li, Dongni ^{[1
,2
]}

Qi, Juquan ^{[1
]}

Chen, Xuedi ^{[1
]}

Jiang, Yue ^{[1
]}

Chen, Li ^{[1
]}

Gao, Bo ^{[1
,3
]}

Cui, Yuan ^{[1
]}

Duan, Qian ^{[1
]}

机构：

[1] Changchun Univ Sci & Technol, Sch Mat Sci & Engn, Changchun 130022, Peoples R China

[2] Jilin Univ, China Japan Union Hosp, Changchun 130033, Peoples R China

[3] Chinese Acad Sci, Changchun Inst Appl Chem, Key Lab Polymer Ecomat, Changchun 130022, Peoples R China

来源：

COLLOID AND POLYMER SCIENCE | 2015年 / 293卷 / 12期

基金：

中国国家自然科学基金;

关键词：

Aluminum; Lactide; Stereoselective; Ring-opening polymerization; EPSILON-CAPROLACTONE; LIGANDS SYNTHESIS; METAL-COMPLEXES; ZINC-COMPLEXES; L; L-LACTIDE; REACTIVITY; CATALYSIS; TITANIUM; ALKOXIDE; MONOMER;

D O I：

10.1007/s00396-015-3720-7

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A number of unreported salen aluminum complexes bearing Schiff base ligands starting from (R,R)-1,2-diammoniumcyclohexane mono-(+)-tartrate salt were synthesized. These complexes were characterized by H-1, C-13 NMR, and elemental analysis. These complexes were employed as initiators for the ring-opening polymerization (ROP) of L-lactide and rac-lactide. Complex 3 (R = Br) showed the highest activity for the ROP of L-lactide among these complexes, and complex 2 (R = Pr-i) possessed the highest stereoselectivity for the ROP of rac-lactide among these aluminum isopropoxides. The kinetics studies of the polymerization employed complex 2 as initiator indicated that the polymerization rate was first-ordered in lactide and initiator.

引用

页码：3449 / 3457

页数：9

共 63 条

[1] A single-point mutation converts the highly amyloidogenic human islet amyloid polypeptide into a potent fibrillization inhibitor [J].

Abedini, Andisheh ;

Meng, Fanling ;

Raleigh, Daniel P. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (37) :11300-+

[2] Aluminum and Yttrium Complexes of an Unsymmetrical Mixed Fluorous Alkoxy/Phenoxy-Diimino Ligand: Synthesis, Structure, and Ring-Opening Polymerization Catalysis [J].

Alaaeddine, Ali ;

Thomas, Christophe M. ;

Roisnel, Thierry ;

Carpentier, Jean-Francois .

ORGANOMETALLICS, 2009, 28 (05) :1469-1475

[3] Coupling of Propylene Oxide and Lactide at a Porphyrin Chromium(III) Center [J].

Balasanthiran, Vagulejan ;

Chatterjee, Chandrani ;

Chisholm, Malcolm H. ;

Harrold, Nicole D. ;

RajanBabu, T. V. ;

Warren, Grant A. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (05) :1786-1789

[4] Intermolecular chain transfer to polymer with chain scission: General treatment and determination of k(p)/k(tr) in L,L-lactide polymerization [J].

Baran, J ;

Duda, A ;

Kowalski, A ;

Szymanski, R ;

Penczek, S .

MACROMOLECULAR RAPID COMMUNICATIONS, 1997, 18 (04) :325-333

[5] Controlled polymerization of DL-lactide using a Schiff's base al-alkoxide initiator derived from 2-hydroxyacetophenone [J].

Bhaw-Luximon, A ;

Jhurry, D ;

Spassky, N .

POLYMER BULLETIN, 2000, 44 (01) :31-38

[6]

Cameron PA, 1999, MACROMOL RAPID COMM, V20, P616, DOI 10.1002/(SICI)1521-3927(19991201)20:12<616::AID-MARC616>3.0.CO

[7]

2-Z

[8] 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

[9] A comparative study in the ring-opening polymerization of lactides and propylene oxide [J].

Chisholm, MH ;

Navarro-Llobet, D ;

Simonsick, WJ .

MACROMOLECULES, 2001, 34 (26) :8851-8857

[10] Ring-Opening Polymerization of L-Lactide and ε-Caprolactone Utilizing Biocompatible Zinc Catalysts. Random Copolymerization of L-Lactide and ε-Caprolactone [J].

Darensbourg, Donald J. ;

Karroonnirun, Osit .

MACROMOLECULES, 2010, 43 (21) :8880-8886

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