以1，5-二羟基蒽醌、4-硝基邻苯二甲腈、3，5-二甲基苯酚、β-萘酚为主要原料，合成了3种不同的邻苯二甲腈衍生物前驱体，再经1，8-二氮杂双环[5.4.0]十一碳-7-烯催化聚合成9（10），16（17），23（24）-三[3，5-二甲基苯氧基]-2（3）-（1，5-二氧基蒽醌）双核锌酞菁（D-CPc）和9（10），16（17），23（24）-三[β-萘氧基]-2（3）-（1，5-二氧基蒽醌）双核锌酞菁（β-CPc）。利用FT-IR、UV-Vis、¹H-NMR、元素分析、循环伏安法对2种化合物的特性进行了表征。结果表明，D-CPc和β-CPc的Q带分别发生11、10 nm的红移，在400~600 nm范围内表现出明显的紫外光谱吸收，弥补了无取代酞菁在400~600 nm范围内无吸收的缺陷，并且在0.1×10^-5~1.0×10^-5 mol/L的DMF溶液中表现出良好溶解性。循环伏安法研究表明，D-CPc和β-CPc的E_LUMO值分别为-3.17、-3.26 eV，E_HOMO值分别为-5.16、-5.10 eV，与TiO₂能级和氧化还原电对能级相匹配，满足能带间隙规则，能够实现染料的氧化还原。

Three kinds of phthalonitrile derivatives precursors are synthesized with 1,5-dihydroxyanthraquinone,4-nitrophthalonitrile,3,5-dimethylphenol and β-naphthol as main raw materials.The precursors are then catalyzed by DBU to form 9(10),16(17),23(24)-tris -2(3)-(1,5-dioxyanthraquinone) binuclear zinc phthalocyanine (D-CPc) and 9(10),16(17),23(24)-tris-2(3)-(1,5-dioxyanthraquinone) binuclear zinc phthalocyanine (β-CPc).Two compounds prepared are fully characterized by FT-IR,UV-Vis,¹HNMR,elemental analysis,and cyclic voltammetry.It is shown that Q bands of both D-CPc and β-CPc undergo 11 nm and 10 nm of red shift,respectively.Both compounds exhibit obvious absorption in the range of 400-600 nm,while non-substituted phthalocyanine shows no-absorption in the range of 400-600 nm.They also show an excellent solubility in 0.1×10^-5-1.0×10^-5 mol·L^-1 DMF solution.Cyclic voltammetry studies show that E_LUMO values of D-CPc and β-CPc are -3.17 and -3.26 eV,respectively,and their E_HOMO values are -5.16 and -5.10 eV,respectively.They can match with TiO₂ energy level and redox electric pair energy level,meet band gap rules,and realize redox of dyes.

徐康(1994-),男,硕士研究生,研究方向为酞菁类光电材料的合成,915925198@qq.com