153312-86-8Relevant articles and documents
Design and synthesis of two conjugated semiconductors containing quinoidal cyclopentadithiophene core
Wang, Kai,Li, Zheng,Huang, Jun,Wang, Tingting,Gao, Jiaxin,Gao, Yu,Wang, Shuojun,He, Shi,Lv, Aifeng,Wang, Ming
, (2021)
We report the design and synthesis of two conjugated semiconductors (QT and QP) with a quinoidal cyclopentadithiophene core through a simple method. X-ray single-crystal analysis provides detailed structure information such as molecular geometry, bond length alternation and solid packing motifs. The quinoidal character enables QT and QP with narrow bandgaps and strong absorption coefficients (>105 M?1 cm?1) in UV–Vis region. The charge transport properties of quinoidal semiconductor single crystals are investigated by organic field-effect transistors. QT achieves a hole mobility of 2.4 × 10?3 cm2/Vs while QP obtains a hole mobility of 6.9 × 10?4 cm2/Vs. The report of such type of quinoidal skeleton may provide useful guidance for constructing promising conjugated semiconductors for organic electronics.
Effects of alkyl chains on intermolecular packing and device performance in small molecule based organic solar cells
Zhang, Yamin,Li, Miaomiao,Feng, Huanran,Ni, Wang,Zhang, Hongtao,Liu, Feng,Wan, Xiangjian,Chen, Yongsheng
, p. 262 - 268 (2017)
Two donor molecules named as DR3TDTC-C6 and DR3TDTC-C8 with n-hexyl and n-octyl alkyl chains on the central building block 7H-cyclopenta-[1,2-b:3,4-b’]-dithiophene (DTC) were designed and synthesized. Both of them exhibited PCEs >4%. The photovoltaic properties of these molecules were superior to their analogous donor molecule DR3TDTC, which possess two 2-ethyl hexyl alkyl chains on the same core unit and only demonstrated a PCE of 0.75% after elaborative post-treatment. The influence of the alkyl chains on the optical, electrochemical properties, packing properties and morphology of these three molecules was systematically investigated. The results demonstrated that the difference between their device performances is mainly affected by their intermolecular packing state. This indicates that length and branch structure of alkyl chains on the central unit should be given careful consideration while designing donor molecules for small molecular organic solar cells.
Indandione-Terminated Quinoids: Facile Synthesis by Alkoxide-Mediated Rearrangement Reaction and Semiconducting Properties
Du, Tian,Gao, Ruiheng,Deng, Yunfeng,Wang, Cheng,Zhou, Qian,Geng, Yanhou
, p. 221 - 225 (2020)
A series of 1,3-indandione-terminated π-conjugated quinoids were synthesized by alkoxide-mediated rearrangement reaction of the respective alkene precursors, followed by air oxidation. This new protocol allows access to quinoidal compounds with variable termini and cores. The resulting quinoids all show LUMO levels below ?4.0 eV and molar extinction coefficients above 105 L mol?1 cm?1. The optoelectronic properties of these compounds can be regulated by tuning the central cores as well as the aryl termini ascribed to the delocalized frontier molecular orbitals over the entire molecular skeleton involving aryl termini. n-Channel organic thin-film transistors with electron mobility of up to 0.38 cm2 V?1 s?1 were fabricated, showing the potential of this new class of quinoids as organic semiconductors.
Molecular engineering of face-on oriented dopant-free hole transporting material for perovskite solar cells with 19% PCE
Rakstys, Kasparas,Paek, Sanghyun,Gao, Peng,Gratia, Paul,Marszalek, Tomasz,Grancini, Giulia,Cho, Kyung Taek,Genevicius, Kristijonas,Jankauskas, Vygintas,Pisula, Wojciech,Nazeeruddin, Mohammad Khaja
, p. 7811 - 7815 (2017/07/13)
Through judicious molecular engineering, novel dopant-free star-shaped D-π-A type hole transporting materials coded KR355, KR321, and KR353 were systematically designed, synthesized and characterized. KR321 has been revealed to form a particular face-on organization on perovskite films favoring vertical charge carrier transport and for the first time, we show that this particular molecular stacking feature resulted in a power conversion efficiency over 19% in combination with mixed-perovskite (FAPbI3)0.85(MAPbBr3)0.15. The obtained 19% efficiency using a pristine hole transporting layer without any chemical additives or doping is the highest, establishing that the molecular engineering of a planar donor core, π-spacer and periphery acceptor leads to high mobility, and the design provides useful insight into the synthesis of next-generation HTMs for perovskite solar cells and optoelectronic applications.