The negative environmental impact of fossil fuel and the ever-increasing need for renewable energy materials necessitate a rigorous search for optoelectronic materials. Photon reabsorption due to a small Stokes shift limits the light-emitting potentials of many optical materials. In this research, two benzimidazole Schiff bases, 3-(((1H-benzo[d]imidazol-2-yl)imino)methyl)phenol (1) and N-(1H-benzo[d]imidazole(-2-yl)-1-(3-nitrophenyl))methanimine (2), were synthesized via one-pot single-step condensation and characterized using spectrometric (¹H NMR, ¹³C NMR, HRMS and FTIR) techniques. The optoelectronic, nonlinear optical (NLO), adsorption properties and natural bond orbital (NBO) analysis of 1 and 2 were explored using spectroscopic, density functional theory (DFT) and Monte Carlo (MC) simulation approaches. The absorption, light-harvesting efficiency (LHE) and fluorescence properties were studied in solution. Static and dynamic first and second hyperpolarizabilities and parameters for power conversion efficiency (V_oc and ΔG_inj) were computed using the time-dependent DFT/B3LYP/6–311++G(d,p) method. Hyperpolarizabilities were compared with those of urea (standard). The binding properties of 1 and 2 on TiO₂ (anatase 101) were investigated using the MC method. The calculated electronic properties agree with the experimental results. The compounds display large Stokes shifts (> 200 nm), appreciable quantum yields and low band gaps. High LHE (87%) and large hyperpolarizabilities were obtained for 2. Dye 2 displayed a high V_oc, while 1 exhibited a more negative ΔG_inj. The negative adsorption energies of the 1-TiO₂ (− 52.9 kJ/mol) and 2-TiO₂ (– 57.1 kJ/mol) interfaces indicate their strong binding interactions with anatase. NBO analysis revealed that conjugation and hyperconjugation were the primary interactions responsible for the stabilization of the dyes. These dyes have the potential for use in optoelectronic and nonlinear optical applications.

化石燃料对环境的负面影响以及对可再生能源材料不断增长的需求使得人们必须严格寻找光电材料。由于小斯托克斯位移导致的光子重吸收限制了许多光学材料的发光潜力。在本研究中，两种苯并咪唑席夫碱，3-(((1H-苯并[d]咪唑-2-基)亚氨基)甲基)苯酚( 1 )和N-(1H-苯并[d]咪唑(-2-基) )-1-(3-硝基苯基))甲胺( 2 )，通过一锅单步缩合合成，并使用光谱（ ¹ H NMR、 ¹³ C NMR、HRMS 和 FTIR）技术进行表征。使用光谱、密度泛函理论（DFT）和蒙特卡罗（MC）模拟方法探索了1和2的光电、非线性光学（NLO）、吸附性质和自然键轨道（NBO）分析。在溶液中研究了吸收、光捕获效率（LHE）和荧光特性。使用瞬态 DFT/B3LYP/6–311++ G (d,p) 方法计算静态和动态第一和第二超极化率以及功率转换效率参数（ V _oc和 Δ G _inj ）。将超极化率与尿素（标准）进行比较。使用MC方法研究了1和2在TiO ₂ (锐钛矿101)上的结合特性。计算的电子特性与实验结果一致。这些化合物显示出大的斯托克斯位移 (> 200 nm)、可观的量子产率和低带隙。 2获得了高 LHE (87%) 和大的超极化率。 染料2显示出高V _oc ，而染料 1显示出更负的 Δ G _inj 。 1 -TiO ₂ (− 52.9 kJ/mol) 和2 -TiO ₂ (– 57.1 kJ/mol) 界面的负吸附能表明它们与锐钛矿有很强的结合相互作用。 NBO 分析表明，共轭和超共轭是稳定染料的主要相互作用。这些染料具有用于光电和非线性光学应用的潜力。