Design, computational screening and synthesis of novel non-peripherally tetra hexylthio-substituted phthalocyanines as bulk heterojunction solar cell materials

摘要: Abstract New bulk heterojunction organic solar cell materials of phthalocyanines (Pcs) were designed, screened computationally and synthesized for the first time in a study with aim finding more efficient products. The electronic absorption spectrum molecular orbital properties novel non-peripherally tetrasubstituted Pcs investigated by DFT/TDDFT calculations. compounds found to be promising providing good performance on BHJ cells their small band gaps, red-shifted bands near infrared region, deep HOMO energy levels high electron mobilities. Furthermore, model Scharber et al. (2006) was used open-circuit voltage ( V oc ) prediction as donor moiety calculated e values up 0.56 [6,6]-phenyl-C 61 -butyric acid methyl ester (PCBM) acceptor moiety. All studied except one provide energetic driving force Pc-PCBM computationally. Hence, new precursor 3-hexylthio phthalonitrile 3 obtained nucleophilic aromatic substitution 3-nitrophthalonitrile 1 1-hexanethiol 2 then cyclotetramerized presence metal salts and/or DBU achieve series tetrahexylthio substituted 4–12 ). lead, indium manganese centres have Q well non Q-band absorptions 450–600 nm region. targeted characterized comprehensively H NMR, 13 C FT-IR, UV–Vis, mass spectroscopies.