荧光1,3,5-三嗪苯乙烯基衍生物的合成及光物理性质
Synthesis and photo-physical properties of fluorescent 1,3,5-triazine styryl derivatives.
作者信息
Padalkar Vikas S, Patil Vikas S, Sekar N
机构信息
Department of Intermediate and Dyestuff Technology, Institute of Chemical Technology (Formerly UDCT), N, P, Marg, Matunga, Mumbai-400 019, Maharashtra, India.
出版信息
Chem Cent J. 2011 Dec 6;5:77. doi: 10.1186/1752-153X-5-77.
BACKGROUND
Organic fluorophore contains well-defined D-π-A (Donor-π system-Acceptor) push-pull system have wide application in the field of NLO, OLED and high tech application. Electron donor diphenyl, triphenyl and carbazole conjugated with electron acceptor terminal through π-system were reported recently for high-tech applications. N,N-Dialkyl substituted 1,3,5-triazine also acts as donor keeping this idea in mind we developed D-π-A styryl dyes.
RESULTS
Novel "Y"-shaped acceptor-π-donor-π-acceptor type of compounds were synthesized from 4,4'-((6-(4-(diethylamino)phenyl)-1,3,5-triazine-2,4diyl)bis(oxy)) dibenzaldehyde (DIPOD) as electron donors and different active methylene compounds as electron acceptors by conventional Knoevenagel condensation reaction. Their photophysical and thermal properties were investigated.
CONCLUSION
It was found that the strong electron acceptor-donor chromophoric system of these compounds showed high Stoke's shift and excellent thermal stability. Compounds showed positive solvatofluorism behavior from nonpolar to polar solvent. All compounds have good thermal stability.
背景
含有明确定义的D-π-A（供体-π体系-受体）推挽体系的有机荧光团在非线性光学（NLO）、有机发光二极管（OLED）及高科技应用领域有着广泛应用。最近有报道称，电子供体二苯基、三苯基及咔唑通过π体系与电子受体端基共轭用于高科技应用。考虑到N，N-二烷基取代的1,3,5-三嗪也可作为供体，我们开发了D-π-A型苯乙烯基染料。
结果
以4,4'-((6-(4-(二乙氨基)苯基)-1,3,5-三嗪-2,4-二基)双(氧基))二苯甲醛（DIPOD）作为电子供体，不同的活性亚甲基化合物作为电子受体，通过传统的克诺文纳格尔缩合反应合成了新型“Y”形受体-π-供体-π-受体型化合物。对其光物理和热性能进行了研究。
结论
发现这些化合物强大的电子受体-供体发色体系表现出高斯托克斯位移和优异的热稳定性。从非极性溶剂到极性溶剂，化合物表现出正溶剂化荧光行为。所有化合物均具有良好的热稳定性。
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