Absorption and emission properties of various substituted cinnamic acids and cinnamates, based on TDDFT investigation
Absorption and emission properties of various substituted cinnamic acids and cinnamates, based on TDDFT investigation
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DOI：
10.1002/qua.24169
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发表时间：
2013-02
影响因子：
2.2
通讯作者：
Malinee Promkatkaew;Songwut Suramitr;Thitinun Karpkird;M. Ehara;S. Hannongbua
中科院分区：
文献类型：
--
作者：
Malinee Promkatkaew;Songwut Suramitr;Thitinun Karpkird;M. Ehara;S. Hannongbua
采用密度泛函理论（DFT）和含时密度泛函理论（TDDFT）方法研究了肉桂酸（1A-9A）和肉桂酸酯（1 E-9 E）中邻、Meta、对位羟基、硝基和氟取代基的吸收和发射性质.采用B3 LYP/6- 31 G（d）和TD-B3 LYP/6- 31 G（d）方法分别计算了基态（S 0）和激发态（S1）的几何构型.在优化的S 0-和S1-态结构的基础上，采用TDDFT方法，采用B3 LYP和CAM-B3 LYP泛函计算了各种取代肉桂酸和肉桂酸酯的吸收和发射能.用极化连续模型考察了甲醇溶液中的溶剂效应。结果表明，由于π共轭作用，所有化合物在平面结构构象上均存在局部极小值.用TDDFT方法较好地再现了肉桂酸及其衍生物在气相和甲醇溶液中的吸收光谱特征。计算了各种取代肉桂酸和肉桂酸酯的平面结构中局部极小值的发射。通过TDDFT研究所获得的结果提供了有用的洞察这些化合物的光学和电子性质的详细信息和有用的工具，设计和开发的上级紫外吸收剂化合物。© 2012 Wiley Periodicals，Inc.
Absorption and emission properties of the hydroxy-, nitro-, and fluoro-group substituted at the ortho-, meta-, and para-positions of cinnamic acids (1A–9A) and cinnamates (1E–9E) were investigated using the density functional theory (DFT) and time-dependent DFT (TDDFT) calculations. The ground (S0)- and excited (S1)-state geometries were obtained at the B3LYP/6-31G(d) and TD-B3LYP/6-31G(d) methods, respectively. On the basis of the optimized structures of the S0- and S1-states, the TDDFT calculations with B3LYP and CAM-B3LYP functionals were performed to compute the absorption and emission energies of the various substituted cinnamic acids and cinnamates. The solvent effect was examined by the polarizable continuum model in methanol solution. As result, all compounds had the local minimum at the planar structure conformation due to π-conjugation. The characteristics of the absorption spectra for cinnamic acid and cinnamate derivatives were satisfactorily reproduced by TDDFT method in gas phase and in methanol solution in both peak position and intensity. The emission from the local minimum in the planar structure was calculated for various substituted cinnamic acids and cinnamates. The results obtained by TDDFT investigation provide a useful insight into the detailed information on the optical and electronic properties of these compounds and a useful tool for designing and developing the superior UV absorber compounds. © 2012 Wiley Periodicals, Inc.