期刊文献+

5,11-二乙基吲哚[3,2-b]咔唑的合成及光谱特性

The Modified Synthesis and Properties Study of 5,11-Diethyl-5,11- Dihydroindolo [3,2-b] Carbazole
下载PDF
导出
摘要 以苯肼为原料,与1,4-环己二酮反应,制得环己胺-1,4-二酮-二苯腙,再在硫酸、醋酸强酸性环境下闭环制得吲哚[3,2-b]咔唑,经N-烷基化反应制得乙基取代基的吲哚[3,2-b]咔唑衍生物.本文合成方法使其产率由参考文献的64%提升到80%,其结构经1,H NMR表征,并初步研究了该化合物的光谱性质. Using phenylhydrazine and 1,4-cyclohexanedione as raw materials, cyclohexane-l,4-dione bis (phenylhydra- zone) was synthesized. Then, in the presence of sulfuric acid and acetic acid, indole [3,2-b] carbazole was obtained through cyclization. Finally, 5,11-Diethyl-5,11 -dihydroindolo[3,2-b] carbazole was synthesized through N-alkylation reaction. This method increased the reaction yield from 64% in the reference to 80%. The structures were characterized by lH NMR and the fluorescent spectra were studied.
出处 《天津城市建设学院学报》 CAS 2013年第4期280-283,共4页 Journal of Tianjin Institute of Urban Construction
基金 国家自然科学基金(51178289) 天津市高等学校科技发展基金计划项目(20110509)
关键词 苯肼 吲哚[3 2-b]咔唑 N一烷基化反应 phenylhydrazine indole [3,2-b] carbazole~ N-alkylation reaction
  • 相关文献

参考文献13

  • 1WU Y,LI Y,GARDNER S. Indolo [3,2-b] carbazole-based thin-film transistors with high mobility and stability[J].Journal of the American Chemical Soci-ety,2005,(02):614-618.
  • 2LI Y,WU Y,GARDNER S. Novel peripherally substituted indolo [3,2-b] carbazoles for high mobility organic thin-film transistors[J].{H}Advanced Materials,2005,(07):849-853.
  • 3GILLNER M,BERGMAN J,CAMBILLAU C. Interactions of indolo [3,2-b] carbazoles and related polycyclic aromatic hydrocarbons with specific binding sites for 2,3,7,8-tetrachlorodibenzo-p-dioxin in rat liver[J].{H}Molecular Pharmacology,1993,(02):336-345.
  • 4LIU H,WORMKE M,SAFE S H. Indolo [3,2-b] carbazole:a dietary-derived factor that exhibits both an-tiestrogenic and estrogenic activity[J].Journal of the Na-tional Cancer Institute,1994,(23):1758-1765.
  • 5ZHANG X H,WANG Z S,CUI Y. Organic sensitizers based on hexylthiophene-functionalized indolo [3,2-b] carbazole for efficient dye-sensitized solar cells[J].The Journal of Physical Chemistry C,2009,(30):13409-13415.
  • 6ZHANG Q,REN Y,MA C. Synthesis and structures of two novel indolo [3,2-b] carbazole deriva-tives[J].{H}STRUCTURAL CHEMISTRY,2009,(05):807-813.
  • 7BOUDREAULT P L T,BLOUIN N,LECLERC M. Poly(2,7-carbazole)s and related polymers[M].Poly-fluorenes:Springer Berlin Heidelberg,2008.99-124.
  • 8WAKIM S,A?CH B R,TAO Y. Charge transport,photovoltaic,and thermoelectric properties of poly(2,7-carbazole)and poly(indolo [3,2-b] carbazole)deriva-tives[J].Polymer Reviews,2008,(03):432-462.doi:10.1080/15583720802231726.
  • 9ZHOU E,YAMAKAWA S,ZHANG Y. Indolo [3,2-b] carbazole-based alternating donor-acceptor co-polymers:synthesis,properties and photovoltaic ap-plication[J].{H}Journal of Materials Chemistry,2009,(41):7730-7737.
  • 10PARK J Y,SHIGENAGA M K,AMES B N. Induction of cytochrome P4501A1 by 2,3,7,8-tetrachlorodibenzo-p-dioxin or indolo(3,2-b)carbazole is associated with oxidative DNA damage[J].Proceedings of the National Academy of Sciences,1996,(06):2322-2327.

二级参考文献16

  • 1Morin J F,Leclerc M,Adès D,et al.Polycarbazoles:25years of progress.Macromol Rapid Commun,2005,26:761–778.
  • 2Thomas K R,Lin J,Tao J T,et al.Light-Emitting carbazole derivatives:Potential electroluminescent materials.J Am Chem Soc,2001,123:9404–9411.
  • 3Li J,Liu D,Li Y,et al.A high Tg carbazole-based hole-transporting material for organic light-emitting devices.Chem Mater,2005,17:1208–1212.
  • 4Li Z A,Liu Y Q,Yu G,et al.A new carbazole-constructed hyperbranched polymer:Convenient one-pot synthesis,hole-transporting abil-ity,and field-effect transistor properties.Adv Funct Mater,2009,19:2677–2683.
  • 5Song Y B,Di C A,Wei Z M,et al.Synthesis,characterization,and field-effect transistor properties of carbazolenevinylene oligomers:From linear to cyclic architectures.Chem Eur J,2008,14:4731–4740.
  • 6Siove A,Adès D.Synthesis by oxidative polymerization with FeCl3of a fully aromatic twisted poly(3,6-carbazole)with a blue-violet lu-minescence.Polymer,2004,45:4045–4049.
  • 7Iraqi A,Wataru I.Preparation of poly(9-alkylcarbazole-3,6-diyl)s via palladium catalysed cross-coupling reactions.Synth Met,2001,119:159–160.
  • 8Ostrauskaite J,Strohriegl P.Formation of macrocycles in the synthesis of Poly(N-(2-ethylhexyl)carbazol-3,6-diyl).Macromol Chem Phys,2003,204:1713–1718.
  • 9Dong S,Li Z,Qin J.New carbazole-based fluorophores:Synthesis,characterization,and aggregation-induced emission enhancement.J Phys Chem B,2009,113:434–441.
  • 10BeaupréS,Boudreault P L T,Leclerc M.Solar-Energy production and energy-efficient lighting:Photovoltaic devices and white-light-emitting diodes using poly(2,7-fluorene),poly(2,7-carbazole),and poly(2,7-dibenzo silole)derivatives.Adv Mater,2010,22:E6–E27.

共引文献2

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部