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基于单苯环荧光团的荧光变色墨水

Color-tunable Fluorescent Ink Based on Single Benzene Fluorophore

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【作者】 毛海香王飚丁彬彬郭敏杰樊志李盛华崔晶

【Author】 MAO Hai-xiang;WANG Biao;DING Bin-bin;GUO Min-jie;FAN Zhi;LI Sheng-hua;CUI Jing;College of Chemical Engineering and Materials Science,Tianjin University of Science & Technology;SINOPEC Shanghai Research Institute of Petrochemical Technology;

【通讯作者】 李盛华;

【机构】 天津科技大学化工与材料学院中国石化上海石油化工研究院

【摘要】 以丁二酸二丁酯为原料,经过缩合、氨化、芳构化合成了单苯环荧光化合物2,5-二氨基-1,4-苯二甲酸丁酯2a。溶液中化合物2a的最大荧光发射峰变化范围为60 nm,即从正己烷中的514 nm到乙二醇中的574 nm。化合物2a在固态下经紫外光照射可发出黄色荧光,其最大发射波长为558 nm,荧光量子产率(Ф)为0.28。采用氯甲酸-2,2,2-三氯乙酯(TrocCl)将化合物2a的氨基酰化可得到单酰胺化产物化合物2b,固态下可发出绿色荧光,其最大荧光发射峰位于493 nm,Ф为0.13;进一步酰化可得到双酰胺化产物化合物2c,固态下可发出蓝色荧光,其最大荧光发射波长467 nm,Ф为0.79。这一过程可以在本色纸上原位完成,进而实现荧光三色转变。即将化合物2a溶液书写于纸张上可获得黄色荧光字样,在其上涂写不同浓度的TrocCl溶液可将纸张上的化合物2a转化为化合物2b和2c,从而使字体的发光颜色变为绿色和蓝色。

【Abstract】 The single benzene fluorophore dibutyl-2,5-diaminoterephthalate 2 a was synthesized by claisen condensation of dibutyl succinate followed by amination and aromatization. The maximum emission peaks of compound 2 a are ranged from 514 nm in n-Hexane to 574 nm in glycol, spanning 60 nm. Compound 2 a displays efficient yellow emissions in solid-state(the emission maxima λem=558 nm, fluorescence quantum yield Φ=0.28). The acylation of amino group in compound 2 a by 2,2,2-Trichloroethyl chloroformate(TrocCl) was led tomonoamide compound 2 b, which gives green emissions in solid-state(λem=493 nm, Φ=0.13); and further acylation led to diamide compound 2 c which gives blue emissions in solid-state(λem=467 nm, Φ=0.79). Those trichromatic fluorescent transformation also can be achieved on unbleached papers. As a result of the acylation of compound 2 a on paper, the emission color can be changed from yellow to green and blue after writing different concentration of colorless TrocCl solution on the top of fluorescent 2 a characters, which makes it possible to apply widely as color-tunable fluorescent ink.

【基金】 国家自然科学基金(21801185);天津市教委科研计划(2018KJ109);大学生创新创业训练计划(201910057028)资助项目~~
  • 【文献出处】 发光学报 ,Chinese Journal of Luminescence , 编辑部邮箱 ,2021年01期
  • 【分类号】TS951.23
  • 【被引频次】1
  • 【下载频次】105
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