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Phthalimide and Naphthalimide end‐Capped Diketopyrrolopyrrole for Organic Photovoltaic Applications
Author(s) -
Chen Ming,
Du Chenchen,
Ren Xiaolei,
Yi Maoheng,
Yi Jinduo,
Chen Chufeng,
Liu Feng,
Li Minjie,
Ma Changqi,
Wang Hongyu
Publication year - 2017
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201700068
Subject(s) - phthalimide , chemistry , homo/lumo , acceptor , electron acceptor , open circuit voltage , electron donor , molecule , cyclic voltammetry , photochemistry , sublimation (psychology) , organic solar cell , dissociation (chemistry) , electrochemistry , electrode , organic chemistry , voltage , catalysis , polymer , psychology , physics , quantum mechanics , psychotherapist , condensed matter physics
Two small molecules named PI‐DPP and NI‐DPP with a DPP core as the central strong acceptor unit and phthalimide/naphthalimide as the terminal weak acceptor were designed and synthesized. The effects of terminal phthalimide/naphthalimide units on the thermal behavior, optical and electrochemical properties, as well as the photovoltaic performance of these two materials were systematically studied. Cyclic voltammetry revealed that the lowest unoccupied molecular orbitals (LUMO) (~ ‐3.6 eV) of both molecules were intermediate to common electron donor (P3HT) and acceptor (PCBM). This indicated that PI‐DPP and NI‐DPP may uniquely serve as electron donor when blended with PCBM, and as electron acceptor when blended with P3HT, where sufficient driving forces between DPPs and PCBM, as well as between P3HT and DPPs should be created for exciton dissociation. Using as electron donor materials, PI‐DPP and NI‐DPP devices exhibited low power conversion efficiencies (PCEs) of 0.90% and 0.76% by blending with PCBM, respectively. And a preliminary evaluation of the potential of the NI‐DPP as electron acceptor material was carried out using P3HT as a donor material, and P3HT: NI‐DPP device showed a PCE of 0.6%, with an open circuit voltage ( V OC ) of 0.7 V, a short circuit current density ( J SC ) of 1.91 mA•cm ‐2 , and a fill factor (FF) of 45%.