1283598-32-2Relevant articles and documents
Molecular-level architectural design using benzothiadiazole-based polymers for photovoltaic applications
Viswanathan, Vinila N.,Rao, Arun D.,Pandey, Upendra K.,Kesavan, Arul Varman,Ramamurthy, Praveen C.
, p. 863 - 873 (2017)
A series of low band gap, planar conjugated polymers, P1 (PFDTBT), P2 (PFDTDFBT) and P3 (PFDTTBT), based on fluorene and benzothiadiazole, was synthesized. The effect of fluorine substitution and fused aromatic spacers on the optoelectronic and photovoltaic performance was studied. The polymer, derived from dithienylated benzothiodiazole and fluorene, P1, exhibited a highest occupied molecular orbital (HOMO) energy level at -5.48 eV. Density functional theory (DFT) studies as well as experimental measurements suggested that upon substitution of the acceptor with fluorine, both the HOMO and lowest unoccupied molecular orbital (LUMO) energy levels of the resulting polymer, P2, were lowered, leading to a higher open circuit voltage and short circuit current with an overall improvement of more than 110% for the photovoltaic devices. Moreover, a decrease in the torsion angle between the units was also observed for the fluorinated polymer P2 due to the enhanced electrostatic interaction between the fluorine substituents and sulfur atoms, leading to a high hole mobility. The use of a fused π-bridge in polymer P3 for the enhancement of the planarity as compared to the P1 backbone was also studied. This enhanced planarity led to the highest observed mobility among the reported three polymers as well as to an improvement in the device efficiency by more than 40% for P3.
Syntheses and photovoltaic properties of 6-(2-thienyl)-4H-thieno[3,2-b]indole based conjugated polymers containing fluorinated benzothiadiazole
Jeong, Ina,Chae, Sangmin,Yi, Ahra,Kim, Juae,Chun, Ho Hwan,Cho, Jung Hyeong,Kim, Hyo Jung,Suh, Hongsuk
, p. 115 - 125 (2017)
In this report, a series of copolymers based on 6-(2-thienyl)-4H-thieno[3,2-b]indole (TTI) as an electron-rich unit and fluorinated DTBT as an electron-deficient unit were synthesized, namely PTTIF1 and PTTIF2, and applied to photovoltaic devices. TTI unit was coupled with fluorinated DTBT to utilize the merit of introduction of fluorine atom leading to the lowering of the HOMO energy level while keeping high planarity of the conjugated backbone. The synthesized copolymers show a noticeable change in HOMO energy levels as compared with non-fluorinated polymer (PTTIDTBT-h). Optimized photovoltaic devices of PTTIF2 exhibited power conversion efficiency of 4.36% with decent JSC and FF values, which can be explained by the higher charge transporting ability of PTTIF2 with preferable face-on crystallite population than PTTIF1 in grazing incident wide-angle X-ray scattering (GIWAXS).
D-A copolymers based on 5,6-difluorobenzotriazole and oligothiophenes: Synthesis, field effect transistors, and polymer solar cells
Liu, Xuncheng,Cai, Ping,Chen, Zhenhui,Zhang, Lianjie,Zhang, Xiaofei,Sun, Jiangman,Wang, Haitao,Chen, Junwu,Peng, Junbiao,Chen, Hongzheng,Cao, Yong
, p. 1707 - 1715 (2014)
Two new 5,6-difluorobenzotriazole (FBTA)-oligothiophene copolymers PFBTA-3T and PFBTA-4T, comprising terthiophene (3T) and quaterthiophene (4T) on the backbone, respectively, were successfully synthesized. A new route to synthesize FBTA monomer was established. Polymers PFBTA-3T and PFBTA-4T exhibited good solubility in common organic solvents and good thermal stability. In comparison to poly (3-hexylthiophene), the incorporations of the FBTA as in PFBTA-3T and PFBTA-4T could result in smaller band gaps around 1.83 eV for the two copolymers. The HOMO levels of PFBTA-3T and PFBTA-4T were -5.49 and -5.31 eV, respectively, while their LUMO levels were -3.65 and -3.90 eV, respectively. In field-effect transistors fabricated without high temperature thermal annealing, PFBTA-3T and PFBTA-4T could display hole mobilities of 1.68 × 10 -3 and 1.31 × 10-2 cm2 V-1 s-1, respectively. The mobility for PFBTA-4T is the highest among the reported FBTA-based polymers, suggesting that FBTA is a promising heterocycle to construct polymers with high mobility. Polymer solar cells were also fabricated with PFBTA-3T and PFBTA-4T as the donor and PC61BM as the acceptor. With copolymer: PC61BM = 1:1.5 as the active layers, polymer solar cells showed power conversion efficiencies of 3.0% and 2.51% for PFBTA-3T and PFBTA-4T, respectively.
Diaza benzofluoranthene compound as well as preparation method and application thereof
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Paragraph 0054-0060; 0073-0075; 0080-0082; 0087-0089; ..., (2021/11/26)
A plurality of different electron donors (D) are introduced to form a charge transfer luminescent material with D-A or D-π-A to acceptor structures, the emission color of the wide spectral range (531 - 713 nm) is adjustable, the fluorescence quantum yield can reach 96%, and the performance is good. The novel light-emitting molecule with lower cost has remarkable economic value in the fields of preparation of luminescent materials, light-emitting devices or intelligent materials and the like, and has good application prospects in the fields of full-color display and solid-state lighting.
Quinoxaline-based polymer dots with ultrabright red to near-infrared fluorescence for in vivo biological imaging
Liu, Hong-Yi,Wu, Pei-Jing,Kuo, Shih-Yu,Chen, Chuan-Pin,Chang, En-Hao,Wu, Chang-Yi,Chan, Yang-Hsiang
, p. 10420 - 10429 (2015/09/01)
This article describes the design and synthesis of quinoxaline-based semiconducting polymer dots (Pdots) that exhibit near-infrared fluorescence, ultrahigh brightness, large Stokes shifts, and excellent cellular targeting capability. We also introduced fluorine atoms and long alkyl chains into polymer backbones and systematically investigated their effect on the fluorescence quantum yields of Pdots. These new series of quinoxaline-based Pdots have a fluorescence quantum yield as high as 47% with a Stokes shift larger than 150 nm. Single-particle analysis reveals that the average per-particle brightness of the Pdots is at least 6 times higher than that of the commercially available quantum dots. We further demonstrated the use of this new class of quinoxaline-based Pdots for effective and specific cellular and subcellular labeling without any noticeable nonspecific binding. Moreover, the cytotoxicity of Pdots were evaluated on HeLa cells and zebrafish embryos to demonstrate their great biocompatibility. By taking advantage of their extreme brightness and minimal cytotoxicity, we performed, for the first time, in vivo microangiography imaging on living zebrafish embryos using Pdots. These quinoxaline-based NIR-fluorescent Pdots are anticipated to find broad use in a variety of in vitro and in vivo biological research.
Fluorine substitution enhanced photovoltaic performance of a D-A 1-D-A2 copolymer
Dang, Dongfeng,Chen, Weichao,Yang, Renqiang,Zhu, Weiguo,Mammo, Wendimagegn,Wang, Ergang
supporting information, p. 9335 - 9337 (2013/10/01)
A new alternating donor-acceptor (D-A1-D-A2) copolymer containing two electron-deficient moieties, isoindigo and quinoxaline, was synthesized. The photovoltaic performance of this polymer could be improved by incorporating fluorine a
Synthesis and applications of difluorobenzothiadiazole based conjugated polymers for organic photovoltaics
Li, Zhao,Lu, Jianping,Tse, Shing-Chi,Zhou, Jiayun,Du, Xiaomei,Tao, Ye,Ding, Jianfu
experimental part, p. 3226 - 3233 (2011/10/04)
A new electron deficient building block, difluorobenzothiadiazole (FBT) was designed and synthesized for the first time. Two low band gap polymers containing this unit or benzothiadiazole (BT) and an electron rich unit, benzo[1,2-b:4,5-b′]dithiophene (BDT
FLUORINATED MONOMERS, OLIGOMERS AND POLYMERS FOR USE IN ORGANIC ELECTRONIC DEVICES
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Page/Page column 8, (2011/06/19)
Compounds of Formula (I): (formula (I)) where: X1 and X2 are the same or different and each is independently Cl, Br, I, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group; and, Y is O, S, Se,