1160823-77-7Relevant articles and documents
Dithieno[3,2-b:2′,3′-d]pyrrole-benzo[c][1,2,5]thiadiazole conjugate small molecule donors: Effect of fluorine content on their photovoltaic properties
Busireddy, Manohar Reddy,Chereddy, Narendra Reddy,Shanigaram, Balaiah,Kotamarthi, Bhanuprakash,Biswas, Subhayan,Sharma, Ganesh Datt,Vaidya, Jayathirtha Rao
, p. 20513 - 20522 (2017)
Two new small molecule donors, namely ICT4 and ICT6 with D1-A-D2-A-D1 architecture having 2,4-bis(2-ethylhexyl)-4H-dithieno[3,2-b:2′,3′-d]pyrrole (EHDTP, D1) and 4,8-bis((2-ethylhexyl)oxy)benzo[1,2-b:4,5-b′]dithiophene (OBDT, D2) as the terminal and central donor, and benzo[c][1,2,5]thiadiazole (BT for ICT4) and 5,6-difluorobenzo[c][1,2,5]thiadiazole (F2BT for ICT6) as the acceptor (A) moieties, are synthesized and their optical, electronic and photovoltaic properties are investigated. Both ICT4 and ICT6 have considerable solubility in various solvents and possess efficient light absorption ability [ε (×105 mol-1 cm-1) is 0.99 and 1.06, respectively for ICT4 and ICT6] and appropriate frontier molecular orbital energy offsets with [6,6]-phenyl-C71-butyric acid methyl ester (PC71BM). Bulk heterojunction solar cells (BHJSCs) are fabricated using ICT4/ICT6 and PC71BM as donors and acceptors, respectively and BHJSCs with two-step annealed (thermal followed by solvent vapor annealing) active layers of ICT4 and ICT6 show overall power conversion efficiencies (PCEs) of 5.46% and 7.91%, respectively. The superior photovoltaic performance of the ICT6 based BHJSCs is due to the favourable morphology with a nanoscale interpenetrating network in the ICT6:PC71BM active layer induced by the fluorine atoms on the BT acceptor, which significantly enhances the dissociation of excitons, charge transport and the charge collection efficiency, and suppresses bimolecular recombination in the BHJ. The observed higher PCE of 7.91% indicates that ICT6 is one of the best BT based donor material for small molecular BHJSCs.
Synthesis and characterization of organic semiconducting polymers containing dithienylfluorenone for use in organic photovoltaic cells
Byun, Yun-Sun,Kim, Ji-Hoon,Park, Jong Baek,Hwang, Do-Hoon
, p. 6038 - 6042 (2014)
2,7-Bis(5-bromo-4-hexylthiophen-2-yl)-9H-fluoren-9-one (DTFO) was synthesized as a new electron-accepting material in semiconducting polymers for use in photovoltaic devices. The synthesized DTFO was polymerized with two different electron-donating counter monomers:2,7-dibromo-9,9-dioctyl-9H-fluorene (DOF) and 2,6-bis(trimethyltin)-4,8-di(2-ethylhexyloxyl)benzo [1,2-b:4,5-b']dithiophene (BDT). Two alternating copolymers, poly(DTFO-alt-DOF) and poly(DTFOalt-BDT), were synthesized through the Suzuki and Stille coupling polymerizations, respectively. The synthesized polymers exhibited good solubility in common solvents and show good thermal stability up to 350 °C. The optical band gap energies of poly(DTFO-alt-DOF) and poly(DTFO-alt-BDT) were determined to be 2.44 and 2.23 eV, respectively. The positions of the highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) of the polymers were determined by cyclic voltammetry (CV). One of these devices showed a power conversion efficiency of 0.50%, with an open-circuit voltage of 0.67 V, a short-circuit current of 2.34 mA/cm2, and a fill factor of 0.30 under air mass (AM) 1.5 global (1.5 G) illumination conditions (100 mW/cm2). Copyright
Polymer solar cells based on quinoxaline and dialkylthienyl substituted benzodithiophene with enhanced open circuit voltage
Song, Kwan Wook,Lee, Tae Ho,Ko, Eui Jin,Back, Kyung Hun,Moon, Doo Kyung
, p. 1028 - 1036 (2014)
A poly[benzodithiophene-alt-di-2-thienyl-quinoxaline] series (PBDTDPQ-EH, PBDTDPQ-OD, and PBDTDPQ-HDT) was synthesized via Stille coupling. Deep highest occupied molecular orbital (HOMO) levels were achieved by the introduction of 2-decyl-4-hexyl-thiophen-yl (HDT) side chains. The introduction of the various side chains increased the molecular weight of the polymers, and the polymers dissolved well in common organic solvents at room temperature. The HOMO energy level (-5.20 to -5.49 eV) decreased because of the 2D conjugated structure. X-ray diffraction analysis showed that PBDTDPQ-OD had a slightly edge-on structure. In the case of PBDTDPQ-HDT, however, the structure was amorphous due to the thiophene side chain, and the extent of π stacking increased. After fabricating bulk-heterojunction-type polymer solar cells, the OPV characteristics were evaluated. The values of open-circuit voltage (V oc), short-circuit current (Jsc), fill factor, and power conversion efficiency (PCE) were 0.88 V, 7.9 mA cm-2, 45.4%, and 3.2%, respectively.
Effects of π-conjugated bridges on photovoltaic properties of donor-π-acceptor conjugated copolymers
Wang, Xiaochen,Sun, Yeping,Chen, Song,Guo, Xia,Zhang, Maojie,Li, Xiaoyu,Li, Yongfang,Wang, Haiqiao
, p. 1208 - 1216 (2012)
A series of conjugated donor (D)-π-acceptor (A) copolymers, P(BDT-F-BT), P(BDT-T-BT), and P(BDT-TT-BT), based on benzodithiophene (BDT) donor unit and benzothiadiazole (BT) acceptor unit with different π-bridges, were designed and synthesized via a Pd-catalyzed Stille-coupling method. The π-bridges between the BDT donor unit and BT acceptor unit are furan (F) in P(BDT-F-BT), thiophene (T) in P(BDT-T-BT) and thieno[3,2-b]thiophene (TT) in P(BDT-TT-BT). It was found that the π-bridges significantly affect the molecular architecture and optoelectronic properties of the copolymers. With the π-bridge varied from furan to thiophene, then to thieno[3,2-b]thiophene, the shape of the molecular chains changed from z-shaped to almost straight line gradually. Band gaps of P(BDT-F-BT), P(BDT-T-BT) and P(BDT-TT-BT) were tuned from 1.96 to 1.82 to 1.78 eV with HOMO levels up-shifted from -5.44 to -5.35 to -5.21 eV, respectively. Bulk heterojunction solar cells with the polymers as donor and PC71BM as acceptor demonstrated power conversion efficiency varied from 2.81% for P(BDT-F-BT) to 3.72% for P(BDT-T-BT) and to 4.93% for P(BDT-TT-BT). Compared to furan and thiophene, thieno[3,2-b]thiophene π-bridge in the copolymers shows superior photovoltaic performance. The results indicate that the photovoltaic performance of some high efficiency D-A copolymers reported in literatures could be improved further by inserting suitable π-bridges.
Synthesis and photovoltaic properties of new low bandgap isoindigo-based conjugated polymers
Zhang, Guobing,Fu, Yingying,Xie, Zhiyuan,Zhang, Qing
, p. 1414 - 1420 (2011)
A series of new isoindigo-based low banbap polymers, containing thiophene, thieno[3,2-b]thiophene and benzo[1,2-b:4,5-b′]dithiophene as donors, have been synthesized by Stille cross-coupling reaction. Their photophysical, electrochemical and photovoltaic properties have been investigated. These new polymers exhibit broad and strong absorption between 400 and 800 nm with absorption maxima around 700 nm. The HOMO energy levels of polymers vary between -5.20 and -5.49 eV and the LUMO energy levels range from -3.66 to -3.91 eV. The optical bandgaps of the polymers are optimized for solar cell applications and they are at about 1.5 eV. Polymer solar cells (PSC) based on these new polymers were fabricated with device structures of ITO/PEDOT:PSS/polymers: PC 71BM (1:2, w/w)/LiF/Al. The photovoltaic properties of the polymers have been evaluated under AM 1.5G illumination at 100 mW/cm2 with a solar simulator. The combination of broad absorption, optimal bandgap and well matched energy levels with those of PCBMs makes these isoindigo-based low bandbap polymers promising materials for photovoltaic applications.
A novel D2-A-D1-A-D2-type donor–acceptor conjugated small molecule based on a benzo[1,2-b:4,5-b″]dithiophene core for solution processed organic photovoltaic cells
Yu, Junting,Zhu, Weiguo,Tan, Hua,Peng, Qing
, p. 254 - 259 (2017)
A novel D2-A-D1-A-D2-type donor–acceptor conjugated small molecule (DTPA-Q-BDT-Q-DTPA) with a benzo[1,2-b:4,5-b′]dithiophene (BDT) core and two D2-A arms has been synthesized and employed as electron donor for organic solar cells. Solution-processed organic photovoltaic (OPV) devices were fabricated with a configuration of ITO/PEDOT:PSS/DTPA-Q-BDT-Q-DTPA:[6,6]-phenyl-C61-butyric acid methyl ester (PC61BM)/LiF/Al. A power conversion efficiency (PCE) of 1.22% with an open-circuit voltage (VOC) of 0.64?V, a short-circuit current (JSC) of 6.10?mA?cm?2, and a fill factor (FF) of 31.0% was achieved. The PCE is 2.9 times higher than that in the other devices using D2-A-type small molecule TPA-Q-TPA as donor.
Dithienopyrrole-benzodithiophene based donor materials for small molecular BHJSCs: Impact of side chain and annealing treatment on their photovoltaic properties
Busireddy, Manohar Reddy,Mantena, Venkata Niladri Raju,Chereddy, Narendra Reddy,Shanigaram, Balaiah,Kotamarthi, Bhanuprakash,Biswas, Subhayan,Sharma, Ganesh Datt,Vaidya, Jayathirtha Rao
, p. 312 - 325 (2016)
Two small molecular organic materials denoted as ICT1 and ICT2 with A-D1-D2-D1-A architecture have been synthesized and their thermal, photo-physical, electrochemical and photovoltaic properties are explored. Synthesized materials have n-butylrhodanine acceptor (A), dithienopyrrole (DTP) (D1) and benzodithiophene (BDT) (D2) (Alkoxy BDT and alkylthiophene BDT, respectively for ICT1 and ICT2) donor moieties. Both the materials have good solubility (up to 25 mg/mL) in most common organic solvents and have excellent thermal stability with the decomposition temperature (Td) as 348 and 382 °C, respectively for ICT1 and ICT2. Both ICT1 and ICT2 have broad and intense visible region absorption (molar excitation coefficient is 1.71 × 105 and 1.65 × 105 mol?1 cm?1, respectively for ICT1 and ICT2) and have suitable HOMO and LUMO energy levels for PC71BM acceptor. Bulk heterojunction solar cells with ITO/PEDOT:PSS/blend/Al structure are fabricated using these materials. The BHJSCs fabricated by spin cast of ICT1:PC71BM and ICT2:PC71BM (1:2 wt ratio) blend from chloroform showed power conversion efficiency (PCE) of 2.77% (Jsc = 6.84 mA/cm2, Voc = 0.92 V and FF = 0.44) and 3.27% (Jsc = 7.26 mA/cm2, Voc = 0.96 V and FF = 0.47), respectively. Annealing the active layer significantly improved the PCE of these BHJSCs to 5.12% (Jsc = 10.15 mA/cm2, Voc = 0.87 V and FF = 0.58) and 5.90% (Jsc = 10.68 mA/cm2, Voc = 0.92 V and FF = 0.60), respectively for ICT1 and ICT2 donors. The enhancement in the PCE is due to higher light harvesting ability of the active layer, better nanoscale morphology for efficient and balanced charge transport and effective exciton dissociation at the donor-acceptor interface.
Organic Semiconductor Compound, Organic Thin Film Including the Organic Semiconductor Compound and Electronic Device Including the Organic Thin Film
-
Paragraph 0215-0219, (2018/06/07)
Provided is an organic semiconductor compound which is represented by chemical formula 1 or 2. Moreover, provided is an organic thin film containing the same. In the chemical formulas 1 and 2, each substituent is the same as defined in the present specification. According to the present invention, it is possible to reduce production costs for devices.COPYRIGHT KIPO 2018
