Poly(L-lactide) Nanoparticles via Ring-Opening Polymerization in Non-aqueous Emulsion

被引:19
作者
Dorresteijn, Robert [1 ]
Haschick, Robert [2 ]
Klapper, Markus [1 ]
Muellen, Klaus [1 ]
机构
[1] Max Planck Inst Polymer Res, D-55128 Mainz, Germany
[2] BASF SE, D-67056 Ludwigshafen, Germany
关键词
emulsion polymerization; nanoparticles; polyesters; ring-opening polymerization; N-HETEROCYCLIC CARBENES; LIVING POLYMERIZATION; ISOPROPOXIDE; COPOLYMERS; PARTICLES; CATALYSTS; LACTIDE; BLOCK; TOOL;
D O I
10.1002/macp.201200345
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
The preparation of poly(L-lactide) nanoparticles via ring-opening polymerization (ROP) of L-lactide is conducted in non-aqueous emulsion. In this process, acetonitrile is dispersed in either cyclohexane or n-hexane as the continuous phase and stabilized by a PI-b-PEO, respectively, a PI-b-PS copolymer as emulsifier. The air and moisture sensitive N-heterocyclic carbene 1,3-bis(2,4,6-trimethylphenyl)-2-ididazolidinylidene (SIMes) catalyzes the polymerization of L-lactide at ambient temperatures. Spherical poly(L-lactide) nanoparticles with an average diameter of 70 nm and a tunable molecular weight are generated. Hence, the non-aqueous emulsion technique demonstrates its good applicability toward the generation of well-defined poly(L-lactide) nanoparticles under very mild conditions.
引用
收藏
页码:1996 / 2002
页数:7
相关论文
共 35 条
[1]   First example of N-heterocyclic carbenes as catalysts for living polymerization:: Organocatalytic ring-opening polymerization of cyclic esters [J].
Connor, EF ;
Nyce, GW ;
Myers, M ;
Möck, A ;
Hedrick, JL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (06) :914-915
[2]   Alcohol adducts of N-heterocyclic carbenes:: Latent catalysts for the thermally-controlled living polymerization of cyclic esters [J].
Coulembier, Olivier ;
Lohmeijer, Bas G. G. ;
Dove, Andrew P. ;
Pratt, Russell C. ;
Mespouille, Laetitia ;
Culkin, Darcy A. ;
Benight, Stephanie J. ;
Dubois, Philippe ;
Waymouth, Robert M. ;
Hedrick, James L. .
MACROMOLECULES, 2006, 39 (17) :5617-5628
[3]   Single-component catalyst/initiators for the organocatalytic ring-opening polymerization of lactide [J].
Csihony, S ;
Culkin, DA ;
Sentman, AC ;
Dove, AP ;
Waymouth, RM ;
Hedrick, JL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (25) :9079-9084
[4]  
Culkin D.A., 2007, Angew. Chem, V119, P2681, DOI [10.1002/ange.200604740, DOI 10.1002/ANGE.200604740]
[5]   Controlled ring-opening polymerization of lactide and glycolide [J].
Dechy-Cabaret, O ;
Martin-Vaca, B ;
Bourissou, D .
CHEMICAL REVIEWS, 2004, 104 (12) :6147-6176
[6]   Fundamental solution and single-chain properties of polylactides [J].
Dorgan, JR ;
Janzen, J ;
Knauss, DM ;
Hait, SB ;
Limoges, BR ;
Hutchinson, MH .
JOURNAL OF POLYMER SCIENCE PART B-POLYMER PHYSICS, 2005, 43 (21) :3100-3111
[7]   Thiourea-based bifunctional organocatalysis: Supramolecular recognition for living polymerization [J].
Dove, AP ;
Pratt, RC ;
Lohmeijer, BGG ;
Waymouth, RM ;
Hedrick, JL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (40) :13798-13799
[8]   Molecularly Imprinted Nanospheres by Nonaqueous Emulsion Polymerization [J].
Dvorakova, Gita ;
Haschick, Robert ;
Chiad, Khalid ;
Klapper, Markus ;
Muellen, Klaus ;
Biffis, Andrea .
MACROMOLECULAR RAPID COMMUNICATIONS, 2010, 31 (23) :2035-2040
[9]   A literature review of poly(lactic acid) [J].
Garlotta, D .
JOURNAL OF POLYMERS AND THE ENVIRONMENT, 2001, 9 (02) :63-84
[10]   A General Synthetic Approach for Obtaining Cationic and Anionic Inorganic Nanoparticles via Encapsulation in Amphiphilic Copolymers [J].
Geidel, C. ;
Schmachtel, S. ;
Riedinger, A. ;
Pfeiffer, C. ;
Muellen, K. ;
Klapper, M. ;
Parak, W. J. .
SMALL, 2011, 7 (20) :2929-2934