Facile synthesis of asymmetric perylene tetra-carboxylic diimide with functional nanoparticle side chain potentially useful in photovoltaic and study on their self-assembly behavior

Bin Sun*, Wen Bin Zhang, Kaixia Li, Chien-Lung Wang, Xiangkui Ren, Shuguang Yang, Yingfeng Tu, Mingming Guo, Meifang Zhu, Z. Stephen, D. Cheng

*Corresponding author for this work

Research output: Contribution to journalConference articlepeer-review

Abstract

Perylene Tetracarboxylic Diimides (PDI) have found a wide variety of applications in optoelectronic devices including solar cells, LCD's, LED's, FET's and chemosensors due to its stability, high fluorescence and good n-type semiconductors. It will create a special constrained π - π interaction if nanoparticle with good solubility, unique electronic properties and bigger size than 0.4 nm is tethered to PDI. The resulted molecular-level nanohybrids are possible to be new kinds of optoelectrinic materials. A facile one pot procedure has been developed to synthesize series of asymmetric PDIs tethered by POSS and/or C60. The components have been well characterized by NMR, MALDI-TOF mass spectrometry, TGA and DSC. The self-assembly behavior depends on molecular structure and selective mixture solvent system. The POSS-PDI-OH with flexible propyl connection can be self-assembly to fluorescent belt-like crystal due to rotated or discontinued p-p stacking. POSS-PDI-C60 with flexible propyl connection has potentially use in photovoltaic.

Original languageEnglish
JournalACS National Meeting Book of Abstracts
StatePublished - 1 Dec 2010
Event239th ACS National Meeting and Exposition - San Francisco, CA, United States
Duration: 21 Mar 201025 Mar 2010

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