Self-Assembly Tuning of α-Cyanostilbene Fluorogens: Aggregates to Nanostructures

被引:18
作者
Vasu, Anuji K. [1 ]
Radhakrishna, Mithun [2 ]
Kanvah, Sriram [1 ]
机构
[1] Indian Inst Technol Gandhinagar, Dept Chem, Palaj 382355, Gandhinagar, India
[2] Indian Inst Technol Gandhinagar, Dept Chem Engn, Palaj 382355, Gandhinagar, India
关键词
ENHANCED EMISSION; FLUORESCENCE; DERIVATIVES; PHOTOISOMERIZATION; LUMINESCENCE; ORGANIZATION; ORGANOGELS;
D O I
10.1021/acs.jpcc.7b06225
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
Two AIE active alpha-cyanostilbene fluorophores substituted with octyl and hexadecyl chains were synthesized and examined for their absorption and fluorescence properties. The alkoxy substitution tunes the self-assembly in water and exhibits an intensity enhanced bathochromic shift, resulting in well-defined nanospheres with the formation of nice dendrimeric structures. Monte Carlo simulations validate our experimental observations and show the greater propensity of self-assembly formation for cyanostilbene containing a hexadecyl chain compared to a derivative containing an octyl chain. The results are substantiated by transmission electron microscopy (TEM), scanning electron microscopy (SEM), and dynamic light scattering (DLS) studies. Such tunable self-assembled nanostructures seem promising for material and biological applications.
引用
收藏
页码:22478 / 22486
页数:9
相关论文
共 42 条
[1]   Photoisomerization of Trans Ortho-, Meta-, Para-Nitro Diarylbutadienes: A Case of Regioselectivity [J].
Agnihotri, Harsha ;
Paramasivam, Mahalingavelar ;
Palakollu, Veerabhadraiah ;
Kanvah, Sriram .
PHOTOCHEMISTRY AND PHOTOBIOLOGY, 2015, 91 (06) :1324-1331
[2]   π-organogels of self-assembled p-phenylenevinylenes:: Soft materials with distinct size, shape, and functions [J].
Ajayaghosh, Ayyappanpillai ;
Praveen, Vakayil K. .
ACCOUNTS OF CHEMICAL RESEARCH, 2007, 40 (08) :644-656
[3]  
Akcora P, 2009, NAT MATER, V8, P354, DOI [10.1038/NMAT2404, 10.1038/nmat2404]
[4]   Enhanced emission and its switching in fluorescent organic nanoparticles [J].
An, BK ;
Kwon, SK ;
Jung, SD ;
Park, SY .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (48) :14410-14415
[5]   π-Conjugated Cyanostilbene Derivatives: A Unique Self-Assembly Motif for Molecular Nanostructures with Enhanced Emission and Transport [J].
An, Byeong-Kwan ;
Gierschner, Johannes ;
Park, Soo Young .
ACCOUNTS OF CHEMICAL RESEARCH, 2012, 45 (04) :544-554
[6]  
BIRD RB, 1980, J NON-NEWTON FLUID, V7, P213, DOI 10.1016/0377-0257(80)85007-5
[7]   Water-like solvation thermodynamics in a spherically symmetric solvent model with two characteristic lengths [J].
Buldyrev, Sergey V. ;
Kumar, Pradeep ;
Debenedetti, Pablo G. ;
Rossky, Peter J. ;
Stanley, H. Eugene .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2007, 104 (51) :20177-20182
[8]   Self-Assembly of Perylene Imide Molecules into 1D Nanostructures: Methods, Morphologies, and Applications [J].
Chen, Shuai ;
Slattum, Paul ;
Wang, Chuanyi ;
Zang, Ling .
CHEMICAL REVIEWS, 2015, 115 (21) :11967-11998
[9]   Effect of core twisting on self-assembly and optical properties of perylene bisimide dyes in solution and columnar liquid crystalline phases [J].
Chen, Zhijian ;
Baumeister, Ute ;
Tschierske, Carsten ;
Wuerthner, Frank .
CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (02) :450-465
[10]   Molecular packing and solid-state fluorescence of alkoxy-cyano substituted diphenylbutadienes: Structure of the luminescent aggregates [J].
Davis, Riju ;
Kumar, N. S. Saleesh ;
Abraham, Shibu ;
Suresh, C. H. ;
Rath, Nigam P. ;
Tamaoki, Nobuyuki ;
Das, Suresh .
JOURNAL OF PHYSICAL CHEMISTRY C, 2008, 112 (06) :2137-2146