第 50 卷第 6 期Vol. 50 No. 6
2020 年 12 月Dec 2020

所属栏目:功能材料

二苯甲酮氧桥双核酞菁的合成与性能研究
王秀秀,周雪飞,李金星,张学俊* (中北大学 理学院,山西 太原 030051)
摘 要:以β-萘酚、对叔丁基苯酚、4,4'-二羟基二苯甲酮和4-硝基邻苯二甲腈为主要反应原料,合成两种新型对称双核酞菁9(10),16(17),23(24)-三(β-萘氧基)-2(3)-(4,4'-二氧基二苯甲酮)双核锌酞菁(bi-βPC)和9(10),16(17),23(24)-三(4-叔丁基苯氧基)-2(3)-(4,4'-二氧基二苯甲酮)双核锌酞菁(bi-TPC)。利用FT-IR、1H NMR、元素分析、UV-Vis和循环伏安法对两种双核酞菁化合物进行了表征。结果表明,bi-βPC和bi-TPC的Q带与单核酞菁相比分别红移了8、9 nm,在0.001 ~0.010 mmol·L-1的N,N-二甲基甲酰胺(DMF)溶液中二者有良好的溶解性,且无聚集现象发生。bi-βPC和bi-TPC的最低空轨道为-3.23 eV和-3.19 eV,最高占据轨道为-5.26 eV和-5.25 eV,均满足能带间隙规则。
关键词:双核酞菁;紫外光谱;二苯甲酮氧桥;敏化剂
中图分类号:TQ612.3  文献标识码:A  文章编号:1009-9212(2020)06-0061-06
Synthesis and Properties of Benzophenone Oxygen Bridged Dinuclear Phthalocyanine
WANG Xiu-xiu, ZHOU Xue-fei, LI Jin-xing, ZHANG Xue-jun* (North University of China, College of Science, Taiyuan 030051, China)
Abstract:Two novel symmetrical dinuclear phthalocyanine including 9(10), 16(17), 23(24)-tris(β-naphthyloxy)-2(3)-(4,4'-dioxybenzophenone) binuclear zinc phthalocyanine (bi-βPC) and 9(10), 16(17), 23(24)-Tris(4-tert-butylphenoxy)-2(3)-(4,4'-dioxybenzophenone) binuclear zinc phthalocyanine (bi-TPC) were prepared using β-naphthol, p-tert-butylphenol, 4,4'-dihydroxybenzophenone and 4-nitrophthalonitrile as the main reaction materials. These two dinuclear phthalocyanine compounds were characterized by FT-IR, 1H NMR, elemental analysis, UV-Vis, and cyclic voltammetry. The results showed that the Q bands of bi-βPC and bi-TPC were red-shifted by 8 nm and 9 nm compared with mononuclear phthalocyanine, respectively, and Both of them had good solubility in N,N-dimethylformamide (DMF) with no aggregation. The lowest empty orbits of bi-βPC and bi-TPC were -3.23 eV and -3.19 eV, respectively; and the highest occupied orbits were -5.26 eV and -5.25 eV, respectively. Both of them could satisfy the band gap rules.
Key words:binuclear phthalocyanine; ultraviolet spectrum; benzophenone oxygen bridge; sensitizer
基金项目:山西省自然科学基金资助项目(2015011011),山西省回国留学人员科研资助项目(2015-078)。
作者简介:王秀秀(1995—),女,山西汾阳人,硕士研究生,研究方向:酞菁类光电材料的合成(E-mai:18434364302@163.com)。
联 系 人:张学俊,教授,研究方向:功能有机高分子的合成与研究(E-mai:zhangxuejun@nuc.edu.cn)。
收稿日期:2020-10-14