Synthesis and Characterization of Novel Bay-Substituted Perylene Dyes for Dye-Sensitized Solar Cells

Nowadays the development and fabrication of Perylene dyes with suitable absorption and improved mechanical and electrical properties are widely investigated. The purpose of the present studies were focused to synthesize the high soluble perylene diimides, easy processable and good photonic properties. Substitution of perylene diimides in bay position causes a remarkable increase in optical, electronic properties, solubility, the more red shifted absorption band, good molar absorptivity and thermal stability. In the first section nano silica, nanosilica sulfunic acid (NSSA), were synthesized, also different parameters which is thought to have influence on the size of synthesized nanosilica particles were studied. In the next section of this research, first step was Bay-substitution Bromination of Perylene dianhydide, then some sorts of bay substituted perylene-diimides consist of N,Nˊ-Di(phenoxy)-1,7-diphenoxyperylene-3,4,9,10-perylenetetracarboxy-diimide (BP-PPI), N,Nˊ-Di(dodecyl)-1,7-di-3-amino-9-ethylcarbazol-perylene-3,4,9,10-perylenetetracarboxy-diimide (BC-PDD), 1, 7-(diphenoxyperylene perylene-3, 4:9, 10-tetracarboxylic acid dicarboximide)-3,4:9,10-tetracarboxylic anhydride (BPDA-PDA), N,N׳-Didehyoebiethyl-1,7-di(N`-dehyoebiethyl,N-phenoxy) perylene-3,4,9,10-tetracarboxylic acid diimide) perylene-3,4,9,10-tetracarboxylic acid diimide (BPDI-PDI), N,Nˊ-bis(3-triethoxysilylpropyl)-1,7-di-phenoxyperylene-3,4:9,10-tetra-caboxdiimide (BP-PDISi) also its nano-bay substituted alkoxysilane-functionalized perylenediimide (PDI) by using 3-amino-propyl triethoxysilane (APTES) were synthesized. Finally Poly-N,Nˊ-bis(3-triethoxysilylpropyl)-1,7-di-phenoxyperylene-3,4:9,10-tetra-caboxdiimide (BP-PPDISi) and Nanosilica-N, N-bis((S)-(−)-1- phenylethyl)-3,4,9,10-perylene (NSPDI), with fluorescence emission in the near infrared (NIR) were synthesized by sol-gel method, also the effects of different parameters on particle size has been studied. The compounds were characterized by FT-IR, Elemental analysis, CNMR, HNMR, UV-visible, Fluorescence, TGA thermogram, DSC, SEM, TEM and AFM techniques. Keywords: perylene, bay substitution, macromolecule, nanoperylene.