Tuning photovoltaic performance of 9,9‐dioctylfluorene‐alt‐5,7‐bis(thiophen‐2‐yl)‐2,3‐biphenylthieno[3,4‐b]pyrazine copolymeric derivatives by attaching additional donor units in pendant phenyl ring

Abstract

A class of the 9,9-dioctylfluorene-alt-5,7-bis(thiophen-2-yl)-2,3-biphenylthieno [3,4-b]pyrazine copolymeric derivatives (PFO-3ThPz-D) attaching additional donor (D) units in the pendant phenyl ring with a D-A D structure was synthesized and investigated, where the additional D unit is a substituent group of fluorene, carbazole, and triphenylamine (Tpa). Their photovoltaic properties were significantly tuned by these pending donor units. Among these copolymers, the PFO-3ThPz-Tpa exhibited the best photovoltaic properties in the bulk heterojunction polymeric solar cells (BHJ-PSC). The maximum power conversion efficiency (PCE) of 2.09% and the highest circuit current density (J sc ) of 7.91 mA/cm 2 were obtained in the cell using a blend of PFO-3ThPz-Tpa and PC 60 BM (1:3, w/w) as active layer, which are 2.5 and 1.8 times higher than those corresponding levels in the other cell using the parent PFO-3ThPz-Ph copolymer instead of PFO-3ThPz-Tpa as donor, respectively. While PC 60 BM was replaced by PC 70 BM, the PFO-3ThPz-Tpa-based BHJ-PSC exhibited better photovoltaic properties with PCE of 3.08% and J sc of 10.3 mA/cm 2 . This work demonstrated that attaching donor units into the D-A-based copolymeric side-chain is a simple and effective method to improve the photovoltaic properties for the resulting copolymers. V C 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 50: [4686][4687][4688][4689][4690][4691][4692][4693][4694] 2012

Near-Infrared Conjugated Oligomer for Effective Killing of Bacterial through Combination of Photodynamic and Photothermal Treatment

“…OF-Green was synthesized using a modified procedure in literature . Compound 2 (297 mg, 0.48 mmol) and 10,12-bis­(5-bromo­thiophen-2-yl)­dibenzo­[ f , h ]­thieno­[3,4- b ]­quinoxaline (122 mg, 0.20 mmol) were dissolved in 50 mL of toluene.…”

“…OF-Green was synthesized using a modified procedure in literature. 46 Compound 2 (297 mg, 0.48 mmol) and 10,12-bis(5bromothiophen-2-yl)dibenzo[f,h]thieno [3,4-b]quinoxaline (122 mg, 0.20 mmol) were dissolved in 50 mL of toluene. After the mixture was degassed with argon thoroughly, Pd(PPh 3 ) 4 was added as catalyst.…”

Triarylamine: Versatile Platform for Organic, Dye-Sensitized, and Perovskite Solar Cells

“…Incorporating the TAA units into polymer side chain is an effective method to modify the optical and electronic properties as well as the aggregation states of the polymers. Zhu and co-workers synthesized two polymers c15 and c16 (Figure ), where the electron-donating alkoxy-substituted TPA units are on the side chain of electron-accepting thieno­[3,4- b ]­pyrazine or quinoxaline groups, forming additional donor–acceptor system. , Compared with their analogues without TPA substitution, c15 and c16 exhibit ca. 20 nm red-shifted absorption, which is beneficial to higher J SC .…”

Triphenylamine-based broad band-gap polymers for bulk-heterojunction polymer solar cells

“…Li et al synthesized a series of star-shaped small molecules using TPA unit as a core and studied their photovoltaic performance detailedly, where the PCE can reach 3 % with the open circuit voltage (V oc ) as high as about 0.9 V [26][27][28][29]. In PSCs, Zhu et al introduced TPA as the pendant donor unit into the polymer side chains and synthesized a novel narrow band-gap polymer which showed the PCE of 3.08 % [30]. Hence, ascribing to TPA's advantages in low cost, high thermal stability, electron richness, high hole mobility, deep highest occupied molecular orbit (HOMO) energy level and feasibly chemical functionalization, and the achievement in TPA-based O/PSCs, it is potentially a versatile constructing unit for preparing novel semiconducting polymers for PSCs where they should shed light on the high V oc s and PCEs.…”