Synthesis, Characterization and Optoelectronic Property of Axial‐Substituted Subphthalocyanines,ChemistryOpen

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Synthesis, Characterization and Optoelectronic Property of Axial‐Substituted Subphthalocyanines
ChemistryOpen ( IF 2.5 ) Pub Date : 2020-10-07 , DOI: 10.1002/open.202000206
Zhuo Li _{1,

2,

3} , Bing Wang ₁ , Bingbing Zhang ₁ , Guoyi Cui ₁ , Fenyan Zhang ₄ , Long Xu ₁ , Linyu Jiao ₁ , Lingyan Pang ₅ , Xiaoxun Ma _{1,

3}

Affiliation

Two novel substituted subphthalocyanines have been prepared introducing m‐hydroxybenzoic acid and m‐hydroxyphenylacetic acid into the axial position of bromo‐subphthalocyanine. The compounds have been characterized by Fourier transform infrared (FT‐IR), Nuclear Magnetic Resonance (NMR) and single‐crystal X‐rays diffraction (XRD) methods. Their photophysical properties show that the axial substitution results into a relatively higher fluorescence quantum efficiency (Φ_F=5.74 for m‐hydroxybenzoic acid and 9.09 % for m‐hydroxyphenylacetic acid) in comparison with that of the prototype compound, despite the almost negligible influence on the maximum absorption or the emission position. Moreover, the electrochemical behaviors show that the axial‐substituted subphthalocyanines also exhibit enhanced specific capacitances of 395 F/g (m‐hydroxybenzoic acid) and 362 F/g (m‐hydroxyphenylacetic acid) compared with 342 F/g (the prototype) to the largest capacitance at the scan rate of 5 mV/s, and the significantly larger capacitance retentions of 83.6 % and 82.1 % versus 37.3 % upon density up to 3 A/g. These results show the potential of these axial‐substituted subphthalocyanines in the use as organic photovoltaics and supercapacitors.

中文翻译：

轴向取代亚酞菁的合成、表征及光电性能

将间羟基苯甲酸和间羟基苯乙酸引入到溴代次酞菁的轴向位置，制备了两种新型取代的次酞菁。这些化合物已通过傅里叶变换红外（FT-IR）、核磁共振（NMR）和单晶X射线衍射（XRD）方法进行了表征。它们的光物理性质表明，与原型化合物相比，轴向取代导致相对较高的荧光量子效率（间羟基苯甲酸的Φ _F =5.74，间羟基苯乙酸的 9.09%），尽管对荧光量子效率的影响几乎可以忽略不计。最大吸收或发射位置。此外，电化学行为表明，与 342 F/g（原型）相比，轴向取代的亚酞菁还表现出 395 F/g（间羟基苯甲酸）和 362 F/g（间羟基苯乙酸）的增强比电容，扫描速率为 5 mV/s 时电容最大，电容保持率显着提高，分别为 83.6% 和 82.1%，密度高达 3 A/g 时电容保持率为37.3%。这些结果显示了这些轴向取代的亚酞菁在有机光伏和超级电容器中的应用潜力。

更新日期：2020-10-07

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