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Self-assembly,optical and electrical properties of fork-tailed perylene bisimides
Authors:Gopal Boobalan  Predhanekar Mohamed Imran  Samuthira Nagarajan
Institution:1. Department of Chemistry, Annamalai University, Annamalainagar 608 002, Tamilnadu, India;2. Department of Chemistry, Islamiah College, Vaniyambadi 635 752, Tamilnadu, India
Abstract:Effect of side-chain length on self-assembly, optical and electrochemical properties of N,N′-di(1-pentylbutyl)perylene-3,4,9,10-tetracarboxylic bisimide and N,N′-di(1-hexylpentyl)perylene-3,4,9,10-tetracarboxylic bisimide has been studied. The photo-physical, thermal and electrochemical properties were studied using UV–Vis and fluorescence, differential scanning calorimetry, and cyclic voltammetry, respectively. The molecules self-assembled as 1D – rods and molecular bundles, self-assembly was studied using SEM, optical and fluorescence microscopic techniques. The results concluded that the compound with short tail exhibits low solubility and self-assembled faster. The photo-physical properties of the compounds were not much affected by varying the alkyl chain length. The compounds geometries were optimized at 6-31G using DFT and the potentials were correlated with molecular orbitals.
Keywords:PTCDI  Self-assembly  Aggregation  DFT  Semiconductor  Band gap
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