特性炔类液晶的简便合成(英文)  

Convenient Preparations of Acetylene Liquid Crystal Compounds with Special Characters

作　　者：李韶辉[1] 刘红伟[2] 刘鑫勤[1] 郭章红 史子谦[1] 

机构地区：[1]石家庄永生华清液晶公司,河北石家庄050061 [2]河北科技大学信息科学与工程学院,河北石家庄050054

出　　处：《液晶与显示》2007年第1期1-5,共5页Chinese Journal of Liquid Crystals and Displays

基　　金：Sponsored by National"863"Project(No.2003AA311090)

摘　　要：4,4′-二烷基-4-乙炔基联环己烷(1)和它的偶联衍生物1,4-双((4,4′-二烷基-联环己)-4-基)丁二炔(2)、1,4-双(2-((4,4′-二烷基-联环己)-4-基)乙炔基)芳烃(3)是具有某种特性的重要液晶化合物。文章介绍了以4,4′-二烷基联环己基-4-甲腈(4)为起始原料的化合物的合成。首先,化合物(4)与甲基锂发生加成反应,水解后制得关键中间体甲基酮化合物(5),接着甲基酮化合物(5)与格氏试剂在特定的条件下反应,高收率地制得炔类化合物(1),关于本反应可能的机理文中也进行了阐述。化合物(1)通过氧化自偶联制得化合物(2)。化合物(1)与二卤代芳烃在Pd(0)催化系统下发生偶联制得化合物3,这些化合物的制备具有短的合成步骤和高的反应收率,是高效的合成方法;其中化合物(1)的制备方法从未见诸于以前的任何文献报道。4,4＇-dialkyl-4-ethynylbicyclohexyl （ 1 ） and their coupled derivatives 1,4-bis （ （ 4,4＇- dialkyl-bicyclohex）-4-yl） butadiyne （ 2 ）, 1,4-bis （ 2-（ （ 4,4＇-dialkyl-bicyclohex）-4-yl ） ethynyl） arene（3） are very important liquid crystal compounds with some special characters. In this paper, the preparations of these compounds were developed in which 4,4＇-dialkylbicyclohexyl- 4-carbonitrile（4） is used as the starting material. Firstly, key intermediate 4-aceto-4,4＇-dialkyl-bicyclohexyl （5） was synthesized in good yield through the addition of methyl lithium to compound 4 followed by hydrolyzation, Then, the compound 1 was prepared in excellent yield through the reaction of compound 5 with Grignard reagent whose presumed mechanism was proposed. Acetylene compound 2 was synthesized through the oxidative selbcoupling of compound 1, and the preparation of acetylene compound 3 was advanced through the coupling of compound 1 with aryldibromide in the Pd（0） catalyst system. These preparations have high yields and short procedure which are high efficient synthesis methods, and the preparation method of compound 1 is never reported in any literatures heretofore.

关 键 词：1 4-双(2-((4 4’-二烷基联环己)-4-基)乙炔基)芳烃 4 4’-二烷基-4-乙炔基联环己烷 1 4-双((4 4'-二烷基联环己)-4-基)丁二炔 4-乙酰基-4 4’-二烷基-联环己烷 格氏试剂 空阻炔 氧化偶联 二溴代芳烃 

分 类 号：TN104.3[电子电信—物理电子学]