Journal of South China University of Technology (Natural Science Edition) ›› 2010, Vol. 38 ›› Issue (9): 75-79.doi: 10.3969/j.issn.1000-565X.2010.09.014

• Chemistry & Chemical Engineering • Previous Articles     Next Articles

Synthesis and Characterization of 2,7-Dibromospiro[Fluorene-9,9′-（2′,7′-Dihydroxy-1′,8′-Disulfonic-Xanthene）]

Wang Ling-yun  Song Yuan-jie  Cao De-rong   

  1. School of Chemistry and Chemical Engineering,South China University of Technology,Guangzhou 510640,Guangdong,China
  • Received:2009-12-25 Revised:2010-03-24 Online:2010-09-25 Published:2010-09-25
  • Contact: 汪凌云（1978-），女，博士，副研究员，主要从事生物有机与功能材料研究． E-mail:lingyun@seut．edu．cn
  • About author:汪凌云（1978-），女，博士，副研究员，主要从事生物有机与功能材料研究．
  • Supported by:

    国家自然科学基金资助项目（20904010）; 华南理工大学中央高校基本科研业务费专项资金资助项目（2009ZM0170）

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Abstract:

First,2,7-dibromospiro[fluorene-9,9′-（2′,7′-dihydroxy-xanthene）]（Compound Ⅲ） was prepared through such three steps as Br2/Fe bromination,CrO3/Ac2O oxidation and resoreinol/ZnCl2 catalytic condensation,with fluorene as the starting material.Then,2,7-dibromospiro[fluorene-9,9′-（2′,7′-dihydroxy-1′,8′-disulfonic-xanthene）]（Compound Ⅳ） was synthesized via the sulfonation of Compound Ⅲ with concentrated sulfuric acid and was characterized by means of IR,1H NMR and UV-Vis,etc.Finally,the effects of reaction temperature,reactant molar ratio and reaction time on the sulfonation yield were investigated,and the optimal reaction conditions for Compound Ⅳwith a yield up to 86.5% were determined,that is,adding 1g of Compound Ⅲ together with 3mL concentrated sulfuric acid for the sulfonation at 70℃ for 2h.

Key words: fluorene, spiro, sulfonation, synthesis, yield