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有机化学
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有机化学 ›› 2013, Vol. 33 ›› Issue (11): 2349-2356.DOI: 10.6023/cjoc201306029 上一篇    下一篇

研究论文

4,5-二取代的菲和9,10-二氢菲衍生物的合成及液晶性能研究

曹建华a,b, 李敏a,b, 隋岩a,b, 华瑞茂a,b,c   

  1. a 石家庄诚志永华显示材料有限公司北京研发中心 北京 100084;
    b 河北省平板显示材料工程技术研究中心 石家庄 050091;
    c 清华大学化学系 北京 100084
  • 收稿日期:2013-06-20 修回日期:2013-07-15 发布日期:2013-07-26
  • 通讯作者: 曹建华 E-mail:talentona@163.com
  • 基金资助:

    国家自然科学基金（No. 21032004）、高等学校博士学科点专项科研基金（No. 20110002110051）和国家电子和信息产业发展基金资助项目.

Synthesis and Liquid Crystal Property of 4,5-Disubstituted Phenanthrene and 9,10-Dihydrophenanthrene Derivatives

Cao Jianhuaa,b, Li Mina,b, Sui Yana,b, Hua Ruimaoa,b,c   

  1. a Beijing Research Center of Shijiazhuang Chengzhi Yonghua Display Material Co. Ltd., Beijing 100084;
    b Hebei Engineering & Technology Center for Flat Panel Display Material, Shijiazhuang 050091;
    c Department of Chemistry, Tsinghua University, Beijing 100084
  • Received:2013-06-20 Revised:2013-07-15 Published:2013-07-26
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21032004), the Specialized Research Fund for the Doctoral Program of Higher Education of China (No. 20110002110051) and the National Electronics and Information Industry Development Fund.

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被引次数

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以2-氨基-3-取代的苯甲酸为起始原料，经重氮化-自偶联反应、酯化、还原、氧化、环合反应制备了4，5-二取代的菲衍生物，并以还原后的联苯中间体为原料经溴化、格氏化反应制备了4，5-二取代的9，10-二氢菲衍生物，以4，5-二取代的菲和4，5-二取代的9，10-二氢菲衍生物为原料经过卤化、偶联反应制备了液晶单体化合物. 产物结构经过了1H NMR，13C NMR的确证，并对其性能进行了测试. 研究结果表明，这类液晶具有较大的光学各向异性和介电各向异性.

关键词: 2-氨基-3-取代的苯甲酸, 菲, 9,10-二氢菲, 液晶, 铁电液晶, 合成

Using 2-amino-3-substituted benzoic acid as starting material, 4, 5-disubstituted phenanthrene derivatives were synthesized via sequential reactions of diazotization-coupling reaction, esterification, reduction, oxidation and cyclization, and using reduced biphenyl intermediates as starting materials. 4, 5-Disubstituted 9, 10-dihydrophenanthrene derivatives were syn-thesized via sequential reactions of bromination, grinard reaction, using 4, 5-disubstituted phenanthrene and 4, 5-disubstituted 9, 10-dihydrophenanthrene derivatives as starting materials. Liquid crystal monomer compounds were synthesized via sequential reactions of halogenations and coupling reaction, and the chemical structures of products were identified by 1H NMR, 13C NMR spectra.

Key words: 2-amino-3-substituted benzoic acid, phenanthrene, 9,10-dihydrophenanthrene, liquid crystal, ferroelectric liquid crystal, synthesis