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首页> 外文期刊>Dalton transactions: An international journal of inorganic chemistry >Unsymmetrical beta-functionalized 'push-pull' porphyrins: synthesis and photophysical, electrochemical and nonlinear optical properties
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Unsymmetrical beta-functionalized 'push-pull' porphyrins: synthesis and photophysical, electrochemical and nonlinear optical properties

机译：非对称β-官能化的“推拉”卟啉：合成和光学，电化学和非线性光学性能

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Two new series of beta-triphenylamine-appended porphyrins (MTPP(TPA)(2)X, (where M = 2H, Co(ii), Ni(ii), Cu(ii), Zn(ii) and X = NO2/CHO) have been synthesized and characterized by various spectroscopic techniques, namely, UV-vis, fluorescence, NMR spectroscopy, mass spectrometry, cyclic voltammetry, density functional theory and ultrafast nonlinear optical (NLO) studies. They exhibited 16-22 nm and 39-58 nm red-shifts in the Soret and Q(x)(0,0) bands, respectively, as compared to MTPPs due to the resonance and inductive effects of beta-substituents on the porphyrin pi-system. The first reduction potential of CuTPP(TPA)(2)NO2 and CuTPP(TPA)(2)CHO exhibited an anodic shift by 0.44 and 0.36 V, respectively, as referenced to CuTPP, due to the electronic nature of beta-substituents (NO2 and CHO), which led to their easier reduction compared with CuTPP. H2TPP(TPA)(2)NO2 and H2TPP(TPA)(2)CHO exhibited the largest resultant dipole moments (7.66 D and 4.55 D, respectively) as compared to H2TPP (0.052 D) due to the cross-polarized push-pull effect of beta-substituents (NO2/CHO and triphenylamino groups) and the nonplanarity of the macrocyclic core. Third-order nonlinear optical properties of MTPP(TPA)(2)NO2 and MTPP(TPA)(2)CHO (M = 2H and Zn(ii)) were investigated in a broad spectral range (680-850 nm) using the Z-scan technique with femtosecond 80 MHz pulses. These materials demonstrate strong nonlinear optical coefficients, endowing them with potential for prominent photonic applications.
机译：两种新的β-三苯胺依附卟啉（MTPP（TPA）（2）x，（其中M = 2H，CO（II），Ni（II），Cu（II），Zn（II）和X = No2 / CHO）已被各种光谱技术合成和表征，即UV-Vis，荧光，NMR光谱，质谱，循环伏安法，密度泛函理论和超快非线性光学（NLO）研究。它们表现出16-22nm和39-由于β-取代基对卟啉PI系统对β-取代基的共振和感应效果，分别在SORET和Q（X）（0,0）条中的58nm红移分别与MTPPS相比。CUTPP的第一减少潜力（TPA）（2）NO2和CUTPP（TPA）（2）CHO分别显示出0.44和0.36V的阳极偏移，因为β-取代基的电子性质（NO2和CHO），分别为CUTPP，其中LED与CUTPP相比，更容易降低。H2TPP（TPA）（2）NO2和H2TPP（TPA）（TPA）（2）CHO与H2TPP相比表现出最大的所得偶极矩（分别为7.66d和4.55d） （0.052d）由于β-取代基的十字极化推挽效果（NO2 / cho和三苯基氨基）和大环核的不平移。使用Z在广谱范围（680-850nm）中研究了MTPP（TPA）（2）NO2和MTPP（TPA）（2）CHO（M = 2H和Zn（II）的三阶非线性光学性能-Scan技术与飞秒80 MHz脉冲。这些材料展示了强烈的非线性光学系数，赋予它们具有突出光子应用的潜力。

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