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有机化学
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有机化学 ›› 2004, Vol. 24 ›› Issue (9): 1052-1056. 上一篇    下一篇

研究论文

新型可溶性空心酞菁磺酰类化合物的合成及性质研究

梁强a,b, 韩爱霞a, 牛丽红a, 张复实*,a   

  1. a清华大学化学系 有机光电子与分子工程教育部重点实验室 北京 100084;
    b青岛大学师范学院化学系 青岛 266071
  • 收稿日期:2003-09-11 修回日期:2004-02-16 接受日期:2004-03-16 发布日期:2022-09-20
  • 基金资助:
    国家高技术研究发展计划(863计划)(No. 2003AA311131)研究项目、国家自然科学基金重点(No. 20333080)资助项目.

Synthesis and Characterization of Novel Soluble Metal-Free Phthalocyanine Sulfonyl Compounds

LIANG Qianga,b, HAN Ai-Xiaa, NIU Li-Honga, ZHANG Fu-Shi*,a   

  1. aKey Laboratory of Organic Optoelectronic and Molecular Engineering of Ministry of Education, Department of Chemistry, Tsinghua University, Beijing 100084;
    bDepartment of Chemistry, Normal College, Qingdao University, Qingdao 266071
  • Received:2003-09-11 Revised:2004-02-16 Accepted:2004-03-16 Published:2022-09-20
  • Contact: * E-mail: zhangfs@tsinghua.edu.cn; Tel: 010-62782596.

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以空心酞菁(H2Pc)为原料,采用取代基转化法,经过氯磺酰化和酯化合成了空心酞菁磺酰氯和空心酞菁磺酸对甲氧基苯酯,经元素分析,1H NMR, IR, UV-Vis等方法,确定了空心酞菁磺酰氯和空心酞菁磺酸对甲氧基苯酯的组成分别为H2Pc(SO2Cl)4和H2Pc(SO2-p-OC6H4OCH3)4.结果表明,此两种产物在空心酞菁的苯环上引入取代基后,长波吸收增强,溶解度高,热稳定性良好.

关键词: 空心酞菁磺酸酯, 氯磺化, 酯化, 合成

Novel p-methoxylphenoxylsulfonyl-phthalocyanine [H2Pc(SO2-p-OC6H4OCH3)4] and chlorosulfonyl-phthalocyanine [H2Pc(SO2Cl)4] were synthesized bychlorosulfonation and esterification of metal-free phthalocyanine, respectively.Their structures were identified and characterized. The substituted phthalocyanine possess enhanced long wavelength absorbance, better solubility and thermostability.

Key words: metal-free phthalocyanine sulfonic acid ester, chlorosulfonation, esterification, synthesis