Mizuno Yosuke, Yisilamu Yilihamu, Yamaguchi Tomoya, Tomura Masaaki, Funaki Takashi, Sugihara Hideki, Ono Katsuhiko
Department of Materials Science and Engineering, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555 (Japan), Fax: (+81) 52-735-5407.
Chemistry. 2014 Oct 6;20(41):13286-95. doi: 10.1002/chem.201402010. Epub 2014 Aug 29.
(Dibenzoylmethanato)boron difluoride derivatives containing triphenylamine moieties were synthesized as a new type of electron-donor/π-acceptor system. These new compounds exhibited long-wavelength absorptions in the UV/Vis spectra, and reversible oxidation and reduction waves in cyclic voltammetry experiments. Their amphoteric redox properties are based on their resonance hybrid forms, in which a positive charge is delocalized on the triphenylamine moieties and a negative charge is localized on the boron atoms. Molecular orbital (MO) calculations indicate that their HOMO and LUMO energies vary with the number of phenylene rings connected to the difluoroboron-chelating ring. This is useful for optimizing the HOMO and LUMO levels to an iodine redox (I(-)/I3(-)) potential and a titanium dioxide conduction band, respectively. Dye-sensitized solar cells fabricated by using these compounds as dye sensitizers exhibited solar-to-electric power conversion efficiencies of 2.7-4.4 % under AM 1.5 solar light.
含三苯胺部分的二苯甲酰甲烷硼酸二氟化物衍生物被合成为一种新型的电子供体/π受体体系。这些新化合物在紫外/可见光谱中呈现长波长吸收，并且在循环伏安实验中表现出可逆的氧化和还原波。它们的两性氧化还原性质基于其共振杂化形式，其中正电荷在三苯胺部分离域，负电荷定域在硼原子上。分子轨道（MO）计算表明，它们的最高占据分子轨道（HOMO）和最低未占分子轨道（LUMO）能量随连接到二氟硼螯合环的亚苯基环数量而变化。这分别有助于将HOMO和LUMO能级优化到碘氧化还原（I(-)/I3(-)）电位和二氧化钛导带。使用这些化合物作为染料敏化剂制备的染料敏化太阳能电池在AM 1.5太阳光下表现出2.7 - 4.4％的太阳能到电能转换效率。
