Monroy-Cárdenas Matías, Forero-Doria Oscar, Araya-Maturana Ramiro, Martínez-Cifuentes Maximiliano
Instituto de Química de Recursos Naturales, Universidad de Talca, Talca 3460000, Chile.
Departamento de Ciencias Básicas, Facultad de Ciencias, Universidad Santo Tomás, Talca 3460000, Chile.
Materials (Basel). 2021 Sep 26;14(19):5587. doi: 10.3390/ma14195587.
A prospective study of the dye properties of non-toxic lawsone thiophenyl derivatives, obtained using a green synthetic methodology allowed for the description of their bathochromic shifts in comparison to those of lawsone, a well-known natural pigment used as a colorant that recently also has aroused interest in dye-sensitized solar cells (DSSCs). These compounds exhibited colors close to red, with absorption bands in visible and UV wavelength range. The colorimetric study showed that these compounds exhibited a darker color than that of lawsone within a range of colors depending on the substituent in the phenyl ring. Computational calculations employing Density Functional Theory (DFT) and Time-Dependent Density Functional Theory (TD-DFT), showed that the derivatives have lower excitation energies than lawsone, while the alignment of their frontier orbitals regarding the conduction bands of TiO and ZnO and the redox potential of the electrolyte I/I suggests that they could be employed as sensitizers. The study of the interactions of the lawsone and a derivative with a TiO surface model by different anchoring modes, showed that the adsorption is thermodynamically favored. Natural bond orbital (NBO) analysis indicates a two-center bonding (BD) O-Ti as the main interaction of the dyes with TiO.
一项关于无毒胡桃醌硫苯基衍生物染料特性的前瞻性研究，该衍生物采用绿色合成方法获得，与胡桃醌相比，可描述其红移现象。胡桃醌是一种著名的天然色素，用作着色剂，最近在染料敏化太阳能电池（DSSC）领域也引起了关注。这些化合物呈现接近红色的颜色，在可见光和紫外波长范围内有吸收带。比色研究表明，根据苯环上的取代基不同，这些化合物在一系列颜色范围内比胡桃醌颜色更深。采用密度泛函理论（DFT）和含时密度泛函理论（TD-DFT）的计算表明，这些衍生物的激发能低于胡桃醌，而其前线轨道相对于TiO和ZnO导带以及电解质I/I的氧化还原电位的排列表明它们可用作敏化剂。通过不同锚定模式对胡桃醌及其一种衍生物与TiO表面模型相互作用的研究表明，吸附在热力学上是有利的。自然键轨道（NBO）分析表明，双中心键合（BD）O-Ti是染料与TiO的主要相互作用。
