摘要
以4-硝基邻苯二甲腈为主要原料,3,4,5-三甲氧基苯甲酰氯为酰胺化试剂,合成了没食子酸取代酞菁锌(GA-Zn PC)。通过FTIR、1HNMR、MALDI-TOF-MS、UV-Vis、荧光光谱等对其结构及光谱性能进行了表征与测试。结果表明,GA-Zn PC可溶于多种有机溶剂。在GA-Zn PC浓度为2.0×10^-6~1.0×10^-5mol/L的N,N-二甲基甲酰胺(DMF)溶液中,GA-ZnPC以单体形式存在,其Q带最大吸收峰在692nm。用四丁基氢氧化铵水溶液对浓度2μmol/L的GA-Zn PC DMF溶液进行光谱滴定,结果证实,GA-Zn PC在溶液中保持单体形式,酚到酚盐转变增强分子内电荷转移使其表现出明显的碱敏感荧光特性。
Gallic acid substituted zinc phthalocyanine(GA-ZnPC)was synthesized using 4-nitrophthalonitrile as main material and 3,4,5-trimethoxybenzoyl chloride as amidating agent.Its structure and spectral properties were characterized by FTIR,1 HNMR,MALDI-TOF-MS,UV-Vis spectra and fluorescence spectroscopy.The results revealed that GA-ZnPC was soluble in various organic solvents.When the concentration of GA-ZnPC was in range of 2.0×10^-6~1.0×10^-5 mol/L in N,N-dimethylformamide(DMF),GA-ZnPC existed in a monomeric form in DMF with a Q-band maximum absorption peak at 692 nm.Spectrophotometric titration of 2μmol/L GA-Zn PC DMF solution was carried out with tetrabutylammonium hydroxide aqueous solution.The results confirmed that GA-ZnPC maintained its monomeric form in DMF.The transition from phenol to phenolate enhanced the intramolecular charge transfer,which makes GA-ZnPC exhibit alkali-sensitive fluorescence.
作者
邹晓婷
张锦
肖尧
常金明
陈意
范浩军
ZOU Xiaoting;ZHANG Jin;XIAO Yao;CHANG Jinming;CHEN Yi;FAN Haojun(Key Laboratory of Chemical Synthesis and Pollution Control of Sichuan Province,College of Chemistry and Chemical Engineering,China West Normal University,Nanchong 637009,Sichuan,China;Institute of Applied Chemistry,China West Normal University,Nanchong 637009,Sichuan,China;The Key Laboratory of Leather Chemistry and Engineering of Ministry of Education,Sichuan University,Chengdu 610065,Sichuan,China)
出处
《精细化工》
EI
CAS
CSCD
北大核心
2020年第8期1615-1620,1628,共7页
Fine Chemicals
基金
四川省科技计划面上项目(2019YJ0345)
绿色催化四川省高校重点实验室开放基金项目(LZJ1902)
西华师范大学博士基金项目(18Q025)。
关键词
没食子酸
酞菁衍生物
分子内电荷转移
碱敏感荧光
功能材料
gallic acid
phthalocyanine derivatives
intramolecular charge transfer
alkali-sensitive fluorescence
functional materials
