Acta Chimica Sinica ›› 2011, Vol. 69 ›› Issue (08): 949-954. Previous Articles     Next Articles

Full Papers

αβ-四(4-甲氧基苯氧基)酞菁锌的合成、表征和电化学性质

白青龙1,2,张春花2,程传辉*,1,李万程3,杜国同1,3   

  1. (1大连理工大学物理与光电工程学院 三束材料改性国家重点实验室 大连 116023)
    (2内蒙古民族大学化学与化工学院 通辽 028043)
    (3吉林大学电子科学与工程学院 吉林大学集成光电子国家重点实验室 长春 130012)
  • 投稿日期:2010-09-12 修回日期:2010-10-21 发布日期:2010-12-27
  • 通讯作者: 程传辉 E-mail:chengch79@yahoo.cn
  • 基金资助:

    国家自然科学基金项目;高等学校博士学科点专项科研基金;中央高校基本科研业务费专项资金

Studies on Electrochemical Properties of α- and β- Tetrakis(4-methoxyphenoxy)phthalocyaninatozinc

Bai Qinglong1,2 Zhang Chunhua2 Cheng Chuanhui*,1 Li Wancheng3 Du Guotong1,3   

  1. (1 State Key Laboratory of Materials Modification by Laser, Ion and Electron Beams, School of Physics and Optoelectronic Technology, Dalian University of Technology, Dalian 116023)
    (2 College of Chemistry and Chemical Engineering, Inner Mongglia University for Nationalities, Tongliao 028043)
    (3 State Key Laboratory of Integrated Optoelectronics, Jilin University, Changchun 130012)
  • Received:2010-09-12 Revised:2010-10-21 Published:2010-12-27
  • Supported by:

    ;Fundamental Research Funds for the Central Universities

With 3-nitrobenzene-1,2-dicarbonitrile and 4-nitrobenzene-1,2-dicarbonitrile as raw materials, α- and β-tetrakismethoxyphenoxy phthalocyaninatozinc were synthesized via two-step reaction. The structure of two compounds were characterized by IR, UV-Vis, MS, 1H NMR spectra and elemental analysis, and the results are consistent with the structures of title compounds. Two phthalocyanine compounds have good solubility in organic solvents. The energy band structures and electrochemical processes were studied by cyclic voltammetry. The results indicated the phthalocyanine monomer has higher HOMO energy levels, lower LUMO energy levels and more narrow band gap when the methoxyphenoxy lies on α-site than on β-site, which are favorable for the electron transfer of phthalocyanine molecules. The results showed that the electrochemical processes of two compounds were all quasi-reversible single-electron processes in dichloromethane, and the oxidation-reduction reactions occurred in phthalocyanine ring. Finally, the electrochemical reaction mechanism of two phthalocyanine compounds were put forward.

Key words: methoxyphenoxy, cyclic voltammetry, energy band structure, electrochemical processes, reaction mechanism