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一种新型荧光分子的合成及其与曙红Y的能量转移

Synthesis of a Novel Fluorescent Molecule and Its Energy Transfer to Eosin Y

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【作者】 钱丽丽汪爱丰晏红徐冬梅张可达

【Author】 Qian Lili,Wang Aifeng,Yan Hong,Xu Dongmei,Zhang Keda(National Engineering Laboratory for Modern Silk,Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry,Chemical Engineering and Materials Science,Soochow University,Suzhou Jiangsu 215123,China)

【机构】 现代丝绸国家工程实验室江苏省有机合成重点实验室苏州大学材料与化学化工学部

【摘要】 通过三聚氯氰的可控亲核取代反应合成了一种含有2个萘荧光团和1个1,8-萘酰亚胺荧光团的新型荧光分子C41H34N6O4(简称NCBNT),通过FTIR、1H NMR、MS和元素分析表征了NCBNT的结构。NCBNT的优化合成条件:以二氧六环和水(体积比1.5∶1.0)为溶剂、采用的碱为NaOH、n(N-正丁基-4-(2’-氨基)乙基氨基-1,8-萘酰亚胺)∶n(2-氯-4,6-二(2-萘氧基)-1,3,5-三嗪)=1.2∶1.0,室温下搅拌30 min,再升温至80℃反应48 h。NCBNT在N,N-二甲基甲酰胺(DMF)中的最大吸收波长为435 nm,摩尔吸光系数为1.34×104 L/(mol.cm),最大发射波长为521 nm,荧光量子产率为0.342。研究了NCBNT与曙红Y之间的能量转移以及萘荧光团在能量转移中的作用。实验结果表明,当浓度均为2.5×10-5 mol/L的NCBNT和曙红Y共存于DMF溶液中时,NCBNT可将吸收能量的86.8%转移给曙红Y,使曙红Y的荧光强度增强10.1倍,这一荧光增强效果部分来自萘荧光团的贡献。

【Abstract】 A novel fluorescent molecule(NCBNT) with two naphthalene fluorophores and one 1,8-naphthalimide fluorophore was synthesized through controlled nucleophilic substitution reaction of cyanuric chloride.The synthesized NCBNT was characterized by means of FTIR,1H NMR,MS and elementary analysis.The optimal conditions for NCBNT synthesis were obtained: dioxane and water as solvent(volume ratio 1.5:1.0),NaOH as alkali,n(N-butyl-4[(2′-aminoethyl)amino]-1,8-naphthalimide):n(2-chloro-4,6-bis-(naphthalene-2-yloxy)-triazine) 1.2:1.0,room temperature for 30 min and then 80 ℃ for 48 h.The maximum UV-Vis absorption wavelength and fluorescence emission wavelength of NCBNT in N,N-dimethylformamide(DMF) were 435 nm(molar extinction coefficient 1.34×104 L/(mol·cm)) and 521 nm(fluorescence quantum yield 0.351).The energy transfer between NCBNT and eosin Y,and the effect of naphthalene fluorophores on energy transfer were investigated.When NCBNT and eosin Y coexisted in DMF with the same concentration of 2.5×10-5 mol/L,NCBNT could transfer 86.8% of the absorbed energy to eosin Y and enhance the fluorescence intensity of eosin Y by 10.1-fold,which was partially due to contribution of the naphthalene fluorophores.

【基金】 国家自然科学基金项目(21074085);现代丝绸国家工程实验室开放基金项目(SS115801);江苏省有机合成重点实验室开放基金项目(KJS0911);苏州大学国家自然科学基金预研基金项目(Q3109960)
  • 【文献出处】 石油化工 ,Petrochemical Technology , 编辑部邮箱 ,2011年03期
  • 【分类号】O621.1
  • 【被引频次】4
  • 【下载频次】154
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