| 联二噻吩稠合的近红外BODIPY染料的合成与光谱性质 |
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| 引用本文： | 杨永超,盖立志,张丹,闫婧,赵好力宝,沈珍. 联二噻吩稠合的近红外BODIPY染料的合成与光谱性质[J]. 无机化学学报, 2017, 33(4): 601-606 |
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| 作者姓名： | 杨永超 盖立志 张丹 闫婧 赵好力宝 沈珍 |
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| 作者单位： | 天津出入境检验检疫局, 天津 300308;南京大学化学化工学院, 南京 210023,南京大学化学化工学院, 南京 210023,天津出入境检验检疫局, 天津 300308,天津出入境检验检疫局, 天津 300308,天津出入境检验检疫局, 天津 300308,1 天津出入境检验检疫局, 天津 300308;南京大学化学化工学院, 南京 210023 |
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| 基金项目： | 国家自然科学基金（No.21371090）资助项目。 |
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| 摘 要： | 以叠氮乙酸乙酯和联二噻吩甲醛为原料,合成了联二噻吩并吡咯单体,之后在酸催化下与4-N,N-二甲基氨基苯甲醛缩合并与三氟化硼配位,得到一个新型的BODIPY染料SY。采用~1HNMR、质谱以及元素分析对其结构进行了表征。化合物SY在二氯甲烷中的最大吸收和发射波长分别为654和689nm;采用荧光光谱滴定方法研究了它对pH值的响应,酸性条件下N,N-二甲基苯氨基团发生质子化,抑制了光诱导电子转移对BODIPY母体的荧光淬灭,其溶液的荧光显著增强,染料SY可以作为近红外的pH值荧光探针。
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| 关 键 词： | 氟硼二吡咯 联二噻吩 pH值 荧光探针 |
| 收稿时间： | 2016-11-27 |
| 修稿时间： | 2017-02-15 |
Synthesis and Spectroscopic Properties of Bithiophene-Fused BODIPY |
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| YANG Yong-Chao,GAI Li-Zhi,ZHANG Dan,YAN Jing,ZHAO Hao-Li-Bao and SHEN Zhen. Synthesis and Spectroscopic Properties of Bithiophene-Fused BODIPY[J]. Chinese Journal of Inorganic Chemistry, 2017, 33(4): 601-606 |
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| Authors: | YANG Yong-Chao GAI Li-Zhi ZHANG Dan YAN Jing ZHAO Hao-Li-Bao SHEN Zhen |
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| Affiliation: | Tianjin Entry-Exit Inspection and Quarantine Bureau, Tianjin 300308, China;School of Chemistry & Chemical Engineering, Nanjing University, Nanjing 210023, China,School of Chemistry & Chemical Engineering, Nanjing University, Nanjing 210023, China,Tianjin Entry-Exit Inspection and Quarantine Bureau, Tianjin 300308, China,Tianjin Entry-Exit Inspection and Quarantine Bureau, Tianjin 300308, China,Tianjin Entry-Exit Inspection and Quarantine Bureau, Tianjin 300308, China and 1 Tianjin Entry-Exit Inspection and Quarantine Bureau, Tianjin 300308, China;School of Chemistry & Chemical Engineering, Nanjing University, Nanjing 210023, China |
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| Abstract: | A bithiophene-fused BODIPY (SY) dye is synthesized via acid catalyzed condensation of thiophene substituted thienopyrrole and 4-N,N-dimethylaminobenzaldehyde, followed by treatment with boron trifluoride diethyl ether. The structure of SY has been characterized by 1H NMR, mass and elemental analysis. The absorption and emission bands of SY are centered at 654 nm and 689 nm in CH2Cl2, respectively. Fluorometric titration experiment shows that the fluorescence intensity is enhanced upon protonation of the electron donating N,N-dimethylamino group, suggesting that SY can be used as a NIR fluorescence probe for pH value. |
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| Keywords: | BODIPY bithiophene pH value fluorescence probe |
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