Single Chain Self-Assembly of Well-Defined Heterotelechelic Polymers Generated by ATRP and Click Chemistry Revisited

被引:46
作者
Altintas, Ozcan [1 ]
Rudolph, Tobias [1 ]
Barner-Kowollik, Christopher [1 ]
机构
[1] Karlsruhe Inst Technol, Inst Tech Chem & Polymerchem, D-76128 Karlsruhe, Germany
关键词
atom transfer radical polymerization (ATRP); click chemistry; cyanuric acid; diaminopyridine; dynamic light scattering; Hamilton wedge; host-guest systems; polymer synthesis; poly(styrene); single chain self-folding; self-assembly; telechelics; thymine; TRANSFER RADICAL POLYMERIZATION; RUTHENIUM(II); COPOLYMERS; COMPLEXES;
D O I
10.1002/pola.24688
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Well-defined heterotelechelic poly(styrene) carrying thymine/diaminopyridine (DAP) (Mn, SEC 9300, PDI 1.04) and Hamilton wedge (HW)/cyanuric acid (CA) (Mn, SEC 8200, PDI 1.04) bonding motifs are prepared via a combination of controlled/living radical polymerization and copper catalyzed azide/alkyne "click'' chemistry and are subsequently self-assembled as single chains to emulate-on a simple level-the self-folding behavior of natural biomacromolecules. Hydrogen nuclear magnetic resonance (H-1 NMR) in deuterated dichloromethane and dynamic light scattering analyses provides evidence for the hydrogen bonding interactions between the athymine and omega-DAP as well as alpha-CA and omega-HW chain ends of the heterotelechelic polymers leading to circular entropy driven single chain self-assembly. This study demonstrates that the choice of NMR solvent is important for obtaining well-resolved NMR spectra of the self-assembled structures. In addition, steric effects on the HW can affect the efficiency of the self-assembly process. (C) 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 49: 2566-2576, 2011
引用
收藏
页码:2566 / 2576
页数:11
相关论文
共 44 条
  • [1] Synthesis of poly(methyl methacrylate)-b-polystyrene containing a crown ether unit at the junction point via combination of atom transfer radical polymerization and nitroxide mediated radical polymerization routes
    Altintas, O
    Yilmaz, I
    Hizal, G
    Tunca, U
    [J]. JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2006, 44 (10) : 3242 - 3249
  • [2] A3-type star polymers via click chemistry
    Altintas, O.
    Yankul, B.
    Hizal, G.
    Tunca, U.
    [J]. JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2006, 44 (21) : 6458 - 6465
  • [3] ABC-type hetero-arm star terpolymers through "click" chemistry
    Altintas, Ozcan
    Hizal, Gurkan
    Tunca, Umit
    [J]. JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2006, 44 (19) : 5699 - 5707
  • [4] Star and miktoarm star block (co)polymers via self-assembly of ATRP generated polymer segments featuring Hamilton wedge and cyanuric acid binding motifs
    Altintas, Ozcan
    Tunca, Umit
    Barner-Kowollik, Christopher
    [J]. POLYMER CHEMISTRY, 2011, 2 (05) : 1146 - 1155
  • [5] Single chain self-assembly: preparation of α,ω-donor-acceptor chains via living radical polymerization and orthogonal conjugation
    Altintas, Ozcan
    Gerstel, Peter
    Dingenouts, Nico
    Barner-Kowollik, Christopher
    [J]. CHEMICAL COMMUNICATIONS, 2010, 46 (34) : 6291 - 6293
  • [6] DIALKYLAMMONIUM ION CROWN-ETHER COMPLEXES - THE FORERUNNERS OF A NEW FAMILY OF INTERLOCKED MOLECULES
    ASHTON, PR
    CAMPBELL, PJ
    CHRYSTAL, EJT
    GLINK, PT
    MENZER, S
    PHILP, D
    SPENCER, N
    STODDART, JF
    TASKER, PA
    WILLIAMS, DJ
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (17): : 1865 - 1869
  • [7] Has Click Chemistry Lead to a Paradigm Shift in Polymer Material Design?
    Barner-Kowollik, Christopher
    Inglis, Andrew J.
    [J]. MACROMOLECULAR CHEMISTRY AND PHYSICS, 2009, 210 (12) : 987 - 992
  • [8] Beijer FH, 1998, ANGEW CHEM INT EDIT, V37, P75, DOI 10.1002/(SICI)1521-3773(19980202)37:1/2<75::AID-ANIE75>3.0.CO
  • [9] 2-R
  • [10] Toward Controlling Folding in Synthetic Polymers: Fabricating and Characterizing Supramolecular Single-Chain Nanoparticles
    Berda, Erik B.
    Foster, E. Johan
    Meijer, E. W.
    [J]. MACROMOLECULES, 2010, 43 (03) : 1430 - 1437