Facile Preparation of Nanoparticles by Intramolecular Cross-Linking of Isocyanate Functionalized Copolymers

被引:147
作者
Beck, J. Benjamin [1 ]
Killops, Kato L. [1 ,2 ]
Kang, Taegon [1 ,3 ]
Sivanandan, Kulandaivelu [1 ]
Bayles, Andrea [2 ]
Mackay, Michael. E. [4 ]
Wooley, Karen L. [5 ]
Hawker, Craig J. [1 ,2 ,3 ]
机构
[1] Univ Calif Santa Barbara, Mat Res Lab, Santa Barbara, CA 93106 USA
[2] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA
[3] Univ Calif Santa Barbara, Dept Mat, Santa Barbara, CA 93106 USA
[4] Michigan State Univ, Dept Chem Engn, E Lansing, MI 48824 USA
[5] Washington Univ, Dept Chem, St Louis, MO 63130 USA
基金
美国国家科学基金会; 美国国家卫生研究院;
关键词
TRANSFER RADICAL POLYMERIZATION; RAFT POLYMERIZATION; BLOCK-COPOLYMERS; ORGANIC NANOPARTICLES; INTRINSIC-VISCOSITY; MATERIALS SCIENCE; LINKED MICELLES; CHAIN COLLAPSE; END-GROUPS; DENDRIMERS;
D O I
10.1021/ma900899v
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A new synthetic approach to the preparation of intramolecularly collapsed nanoparticles under mild, room temperature conditions has been developed from commercially available vinyl monomers. Reaction of isocyanate functionalized linear copolymers with a diamine in dilute solution leads to the efficient formation of nanoparticles where the diameter of the nanoparticle can be varied by controlling both the Molecular weight and mole percentage of isocyanate repeat units. Physical properties for the intramolecularly collapsed nanoparticles were fully consistent with a three-dimensional structure and analysis of the collapse reaction revealed that approximately 75% of the isocyanate groups along the backbone underwent cross-linking with 25% being available for further reaction with monofunctional amines, This stepwise consumption of the isocyanates allows the chemical and physical properties of the nanoparticles to be further tuned and significantly opens up the range of nanoparticles that can be prepared using this mild and highly efficient chemistry.
引用
收藏
页码:5629 / 5635
页数:7
相关论文
共 68 条
[1]   Poly(ethylene glycol)-Based Amphiphilic Model Conetworks: Synthesis by RAFT Polymerization and Characterization [J].
Achilleos, Mariliz ;
Legge, Thomas M. ;
Perrier, Sebastien ;
Patrickios, Costas S. .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2008, 46 (22) :7556-7565
[2]   The future of reversible addition fragmentation chain transfer polymerization [J].
Barner-Kowollik, Christopher ;
Perrier, Sebastien .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2008, 46 (17) :5715-5723
[3]   About dendrimers: Structure, physical properties, and applications [J].
Bosman, AW ;
Janssen, HM ;
Meijer, EW .
CHEMICAL REVIEWS, 1999, 99 (07) :1665-1688
[4]   Self-assembly and morphology of polydimethylsiloxane supramolecular thermoplastic elastomers [J].
Botterhuis, Nicole E. ;
van Beek, D. J. M. ;
van Gemert, Gaby M. L. ;
Bosman, Anton W. ;
Sijbesma, Rint P. .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2008, 46 (12) :3877-3885
[5]   Formation of nanoparticles by intramolecular cross-linking: Following the reaction progress of single polymer chains by atomic force microscopy [J].
Cherian, Anna E. ;
Sun, Frank C. ;
Sheiko, Sergei S. ;
Coates, Geoffrey W. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (37) :11350-+
[6]   Thiocarbonylthio end group removal from RAFT-synthesized polymers by radical-induced reduction [J].
Chong, Yen K. ;
Moad, Graeme ;
Rizzardo, Ezio ;
Thang, San H. .
MACROMOLECULES, 2007, 40 (13) :4446-4455
[7]   Alternative o-quinodimethane cross-linking precursors for intramolecular chain collapse nanoparticles [J].
Croce, Teresa A. ;
Hamilton, Sharon K. ;
Chen, Matthew L. ;
Muchalski, Hubert ;
Harth, Eva .
MACROMOLECULES, 2007, 40 (17) :6028-6031
[8]   KINETICS AND MECHANISM OF POLYTHIOAMIDATION IN SOLUTION .1. REACTION OF MONO(DITHIOESTER)S AND BIS(DITHIOESTER)S WITH EXCESS AMINE [J].
DELETRE, M ;
LEVESQUE, G .
MACROMOLECULES, 1990, 23 (22) :4733-4741
[9]   19F- and Fluorescently Labeled Micelles as Nanoscopic Assemblies for Chemotherapeutic Delivery [J].
Du, Wenjun ;
Xu, Zhiqiang ;
Nystroem, Andreas M. ;
Zhang, Ke ;
Leonard, Jeffrey R. ;
Wooley, Karen L. .
BIOCONJUGATE CHEMISTRY, 2008, 19 (12) :2492-2498
[10]   Metastable Supramolecular Polymer Nanoparticles via Intramolecular Collapse of Single Polymer Chains [J].
Foster, E. Johan ;
Berda, Erik B. ;
Meijer, E. W. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (20) :6964-+