Synthesis of bistriphenylamine‐ and benzodithiophene‐based random conjugated polymers for organic photovoltaic applications

Abstract

In this study, donor–acceptor random polymers containing benzotriazole acceptor and bistriphenylamine and benzodithiophene donors, P1 and P2, were successfully synthesized by Stille coupling polymerization. The effect of bistriphenylamine moiety and thiophene π‐conjugated linker on electrochemical, spectroelectrochemical, and optical behaviors of the polymers were investigated. Optoelectronic properties and photovoltaic performance of the polymers were examined under the illumination of AM 1.5G, 100 mW cm−2. The polymers were characterized by cyclic voltammetry, UV‐Vis‐NIR absorption spectroscopy, gel permeation chromatography. HOMO/LUMO energy levels of P1 and P2 were calculated as −5.47 eV/–3.41 eV and −5.43 eV/–3.27 eV, respectively. Bulk heterojunction type solar cells were constructed using blends of the polymers (donor) and [6,6]‐phenyl C71 butyric acid methyl ester (PC71BM) (acceptor). Photovoltaic studies showed that the highest power conversion efficiency of these photovoltaic devices were recorded as 3.50% with open circuit voltage; 0.79 V, short circuit current; 9.45 mA cm−2, fill factor; 0.53 for P1:PC71BM (1:2, w/w) in 3% o‐dichlorobenzene (o‐DCB) solution and 3.15% with open circuit voltage; 0.75 V, short circuit current; 8.59 mA cm−2, fill factor; 0.49 for P2:PC71BM (1:2, w/w) in 2% chlorobenzene (CB) solution. © 2017 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017, 55, 3705–3715

Determining the sequence and backbone structure of “semi-statistical” copolymers as donor–acceptor polymers in organic solar cells

“…7,[12][13][14][15] More recently "statistical" and "semi-statistical" terpolymers have gained increasing attention in the field. [16][17][18][19] While alternating donor-acceptor polymers have regular monomer sequences, statistical copolymers have a less welldefined distribution of monomers. Coupled with variations in conjugation length along the backbone, this non-regular distribution of different sequences can give rise to diverse chromophores in statistical and semi-statistical copolymers.…”

Impact of Chalcogenophenes on Donor-Acceptor Copolymers for Bulk Heterojunction Solar Cells

“…8 Recently "statistical" and "semi-statistical" terpolymers have attained accelerating mind in the solar cell field. 9,10 The idea of alternating donoracceptor arrangement leads to regularized monomer sequences; however, the statistical copolymers lacks in an explicit distribution of monomeric units. This irregular distribution gives rise to diverse chromophores leading to modifications in the spectral absorption and fine tuning of the HOMO energy levels.…”

Synthesis of 2‐Organylchalcogenopheno[2,3‐b]pyridines from Elemental Chalcogen and NaBH4/PEG‐400 as a Reducing System: Antioxidant and Antinociceptive Properties

“…Chalcogen-containing heterocycles are an important class of compounds that have been extensively exploited in medicinal chemistry, [1][2][3] materials science [4][5][6][7][8][9][10] and organic synthesis. [11][12][13] Among them, chalcogenophenes have presented many promising applications as new materials due to their properties as organic semiconductors, which showed potential as organic field-effect transistors (OFET), [14][15][16][17][18][19] organic light-emitting diode (OLED), [20][21][22][23][24] and organic solar cells (OSC).…”