6-溴喹哪啶方酸菁染料的合成与表征
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摘要
以对溴苯胺、巴豆醛和方酸等为原料,通过改进的Skraup-Doebner-VonMiller反应、成盐、缩合等三步反应,合成了一种方酸菁功能单体,其结构与性能利用FTIR,~1H NMR,UV及TG进行了表征。结果表明,这种溴代方酸菁在近红外区有较强的吸收以及良好的热稳定,可以应用于染料敏化太阳能电池等领域。
A functional dye, 6-bromoquinaldine squaraine was designed and prepared via Skraup-Doebner-VonMiller reaction, salt formation and condensation reaction. Its structures were characterized by FT-IR, ~1H NMR, UV and TG.The results showed that the resultant squaraine had strong absorption in near infared region, and showed good thermal stability as well. This squaraine product can be used in many regions, for example solar cell.
A functional dye, 6-bromoquinaldine squaraine was designed and prepared via Skraup-Doebner-VonMiller reaction, salt formation and condensation reaction. Its structures were characterized by FT-IR, ~1H NMR, UV and TG.The results showed that the resultant squaraine had strong absorption in near infared region, and showed good thermal stability as well. This squaraine product can be used in many regions, for example solar cell.
引文
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[6]陈玉风,严正权,徐洪耀,等.6-硝基喹哪啶的合成工艺改进[J].合成化学,2010,18(2):248-250.
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[9]孙楠.方酸菁类光学材料的制备及性能研究[D].上海:东华大学,2012.
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[11]Alex S,Santhosh U,Das S.,Dye sensitization of nanocrystalline TiO2:enhanced efficiency of unsymmetrical versus symmetrical squaraine dyes[J].J Photochemand Photobiol A,2005,172(1):63-71.
[2]Sreejith S.,Divya K.P.,Ajayaghosh A.,A near-infrared squaraine dye as a latent ratiometric fluorophore for the detection of aminothiol content in blood plasma[J].Angew Chem Int Edit,2008,47:7883-7887.
[3]Gassensmith J.J.,Baumes J.M.,Smith B.D.,Discovery and early development of squaraine rotaxanes[J].Chem Commun,2009:6329-6338.
[4]Qu J.Q.,Zhang J.Y.,Grimsdale A.C.,Mullen K,Jaiser F,Yang X H,Neher D,Dendronized perylene diimide emitters:Synthesis,luminescence,and electron and energy transfer studies[J].Macromolecules,2004,37:8297-8306.
[5]Wang Z.S.,Koumura N.,Cui Y.,Takahashi M.,Sekiguchi H.,Mori A.,Kubo T.,Furube A.,Hara K.,Hexylthiophene-functionalized carbazole dyes for efficient molecular photovoltaics:Tuning of solar-cell performance by structural modification[J].Chem Mater,2008,20:3993-4003.
[6]陈玉风,严正权,徐洪耀,等.6-硝基喹哪啶的合成工艺改进[J].合成化学,2010,18(2):248-250.
[7]Yan Z.Q.,Guang S.Y.,Xu H.Y.,An Effective Real-time Colorimeteric Sensor for Sensitive and Selective Detection of Cysteine Under Physiological Conditions[J].Analyst,2011,136(9):1916-1921.
[8]冯益虎.方酸菁基功能聚炔的制备及性能研究[D].上海:东华大学,2012.
[9]孙楠.方酸菁类光学材料的制备及性能研究[D].上海:东华大学,2012.
[10]严正权.方酸菁基宽波段吸收光学材料的设计、制备、性能以及应用[D].上海:东华大学,2011.
[11]Alex S,Santhosh U,Das S.,Dye sensitization of nanocrystalline TiO2:enhanced efficiency of unsymmetrical versus symmetrical squaraine dyes[J].J Photochemand Photobiol A,2005,172(1):63-71.