Fluorescent gel from a self-assembling new chromophoric moiety containing azobenzene based tetraamide

被引:59
作者
Palui, Goutam [2 ]
Banerjee, Arindam [1 ,2 ]
机构
[1] Indian Inst Chem Biol, Div Chem, Kolkata 700032, India
[2] Indian Assoc Cultivat Sci, Dept Biol Chem, Kolkata 700032, India
关键词
D O I
10.1021/jp801657h
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 new chromophoric low molecular weight (LMW) organic molecule, 1, was synthesized, and it forms gels in various organic solvents including toluene, o-xylene, m-xylene and p-xylene. The resultant gel phase materials exhibit enhanced and red-shifted fluorescence emission in the respective gelling solvents. This gelator molecule is self-assembled using various noncovalent interactions including hydrogen bonding, pi-pi staking and van der Waals interactions to get the gel phase materials. The molecule 1 is very weakly fluorescent in solution, but its intensity is increased by almost 40 times in their respective gelled state depending on the nature of the gelling solvents. Self-assembly of this molecule in the above-mentioned organic solvents gives an elongated nanofibrillar network that can be visualized through Field Emission scanning electron microscopy (FE-SEM), transmission electron microscopy (TEM) and atomic force microscopy (AFM).
引用
收藏
页码:10107 / 10115
页数:9
相关论文
共 94 条
  • [1] Abdallah DJ, 2000, ADV MATER, V12, P1237
  • [2] Gelation-assisted light harvesting by selective energy transfer from an oligo(p-phenylenevinylene)-based self-assembly to an organic dye
    Ajayaghosh, A
    George, SJ
    Praveen, VK
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (03) : 332 - +
  • [3] First phenylenevinylene based organogels:: Self-assembled nanostructures via cooperative hydrogen bonding and π-stacking
    Ajayaghosh, A
    George, SJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (21) : 5148 - 5149
  • [4] Molecular wire encapsulated into π organogels:: Efficient supramolecular light-harvesting antennae with color-tunable emission
    Ajayaghosh, Ayyappanpillai
    Praveen, Vakayil K.
    Vijayakumar, Chakkooth
    George, Subi J.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (33) : 6260 - 6265
  • [5] π-organogels of self-assembled p-phenylenevinylenes:: Soft materials with distinct size, shape, and functions
    Ajayaghosh, Ayyappanpillai
    Praveen, Vakayil K.
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2007, 40 (08) : 644 - 656
  • [6] Quadrupolar π-gels:: Sol-gel tunable red-green-blue emission in donor-acceptor-type oligo(p-phenylenevinylene)s
    Ajayaghosh, Ayyappanpillai
    Praveen, Vakayd K.
    Srinivasan, Sampath
    Varghese, Reji
    [J]. ADVANCED MATERIALS, 2007, 19 (03) : 411 - +
  • [7] Enhanced emission and its switching in fluorescent organic nanoparticles
    An, BK
    Kwon, SK
    Jung, SD
    Park, SY
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (48) : 14410 - 14415
  • [8] Strongly fluorescent organogel system comprising fibrillar self-assembly of a trifluoromethyl-based cyanostilbene derivative
    An, BK
    Lee, DS
    Lee, JS
    Park, YS
    Song, HS
    Park, SY
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (33) : 10232 - 10233
  • [9] Nucleobase-containing gelators
    Araki, K
    Yoshikawa, I
    [J]. LOW MOLECULAR MASS GELATORS: DESIGN, SELF-ASSEMBLY, FUNCTION, 2005, 256 : 133 - 165
  • [10] Thermodynamic characterizations of an intramolecularly hydrogen bonded C-5-structure across proteinogenic residue
    Ashish
    Kishore, R
    [J]. FEBS LETTERS, 1997, 417 (01) : 97 - 100