Synthesis of 4-(but-3-en-1-yl)-2&rsquo;-fluoro-4&quot;-propyl- 1,1&rsquo;4&rsquo;,1&quot;-terphenyl

GAO Ai-ai; ZHAO Qun-xing; CHEN Long; LI Tao; YAN Xiao-liang

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Synthesis of 4-(but-3-en-1-yl)-2’-fluoro-4"-propyl- 1,1’4’,1"-terphenyl

更新时间：2020-08-12

- Synthesis of 4-(but-3-en-1-yl)-2’-fluoro-4"-propyl- 1,1’4’,1"-terphenyl
- Chinese Journal of Liquid Crystals and Displays Vol. 29, Issue 4, Pages: 485-494(2014)
- 作者机构：
  
  西安彩晶光电科技股份有限公司,陕西西安,710065
- 作者简介：
- 基金信息：
- DOI：
  CLC： O621.25
- Received：11 October 2013，
  
  Revised：14 December 2013，
  
  Published：05 August 2014
- 稿件说明：
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高嫒嫒, 赵群星, 陈龙, 李涛, 闫晓亮. 4-（3-烯）正丁基-2’氟-4"丙基-4’1"]三联苯的合成[J]. 液晶与显示, 2014,29(4): 485-494

GAO Ai-ai, ZHAO Qun-xing, CHEN Long, LI Tao, YAN Xiao-liang. Synthesis of 4-(but-3-en-1-yl)-2’-fluoro-4"-propyl- 1,1’4’,1"-terphenyl[J]. , 2014,29(4): 485-494
高嫒嫒, 赵群星, 陈龙, 李涛, 闫晓亮. 4-（3-烯）正丁基-2’氟-4"丙基-4’1"]三联苯的合成[J]. 液晶与显示, 2014,29(4): 485-494 DOI：

GAO Ai-ai, ZHAO Qun-xing, CHEN Long, LI Tao, YAN Xiao-liang. Synthesis of 4-(but-3-en-1-yl)-2’-fluoro-4"-propyl- 1,1’4’,1"-terphenyl[J]. , 2014,29(4): 485-494 DOI：

摘要

丁烯类液晶具有黏度小、熔点低、清亮点高、低温稳定性良好的优点，对改进混晶的性能有着显著作用，是一类具有广阔前景的液晶单体。本文经过对接、酰化、酯化反应得到2-氟-4-溴-1-乙酸乙酯基联苯，与丙基苯硼酸偶联、还原、氯代得到4-氯甲基-2-氟-4"丙基-[1

41"]三联苯，再与3-氯丙烯的格氏试剂偶联，共7步反应得到目标产物4-（3-烯）正丁基-2氟-4"丙基-[1

41"]

三联苯，总收率为21.7%。最后对化合物进行了IR、H

NMR、GC-MS表征。

Abstract

Butene liquid crystal has low viscosity

low melting point

high clearing points

low temperature stability. It can improve the properties of mixed crystals effectively and has broad prospects as a kind of liquid crystal monomer. Based on the 2-fluor-4-bromo iodo benzene and boric acid

2 - fluoro - 4- bromo -1 -ethyl acetate biphenyl was got by coupling

acylation

alcoholysis. And 4- chlorine methyl-2'-fluoro-4"-propyl-1

1'4'

1"-terphenyl was got by propyl benzene boric acid coupling

reduction

chlorinated. Then coupling with Grignard reagent of 3-chlor propylene

the target product 4-(but-3-en-1-yl)-2'-fluoro-4"-propyl-1

1'4'

1"-terphenyl is obtained after seven step reaction

and the total yield is 21.7%. At last

the compounds were IR

NMR

GC-MS characterization.

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references

员国良,郑成武,华瑞茂. 含链端烯基负性液晶单体的合成及其性能研究[J]. 液晶与显示,2013,28(4):510-515,551. Yun G L,Zheng C W,Hua R M.Preparation and characteristics of terminal alkeny bearing lateral fluoro benzene negative liquid crystal [J]. Chinese Journal of Liquid Crystals and Displays,2013,28(4):510-515,551. (in Chinese)[2] 赵地顺,李洪胜,段二红,等. 双烯含氟类液晶化合物的合成与表征[J]. 河北师范大学学报:自然科学版,2010,34(4):448-452. Zhao D S,Li H S,Duan E H,et al.Synthesisand properties of diolefin fluorous liquid crystal compound [J].Journal of Hebei Normal University :Natural Science Edition,2010,34(4):448-452.(in Chinese)[3] 张婷婷,姜雪松,李永刚,等. 一种双乙烯类液晶化合物及其制备方法:中国,CN101928199 B. 2010-08 -04. Zhang T T,Jiang X S,Li Y G,et al.Divinyl liquid crystal compound and preparation method:China,CN101928199 B. 2010-08-04.(in Chinese)[4] 胡葆华,袁鹄,周银波,等.丁烯类化合物:中国,CN102203214 B.2013-07-24. Hu B H,Yu H,Zhou Y B,et al. Butenes:China,CN102203214 B.2013-07-24.(in Chinese)[5] 任惜寒,孟劲松,员国良,等.烷基双环己基2、3-二氟苯丁烯类液晶化合物及其用途:中国,CN102153442 A.2011-08-17. Ren X H,Men J S,Yun G L,et al.Alkyl dicyclohexyl 2,3-difluoro-butene liquid crystal compounds and their use:China,CN102153442 A.2011-08-17.(in Chinese)[6] KELLY S M. Four unit linking groups 3 liquid crystals of negetive dielectric anisotropy [J].Liquid Crystals,1991,10(2):261-272.[7] KELLY S M.Four unit linking groups 4 Liquid crystals of negetive dielectric anisotropy [J].Liquid Crystals,1991,10(2):273-287.[8] SHIMADA. Liquid crystalline compound,Liquid crystalcomposition,Liquid crystaldisplay element,WO2008090780 A1.2008-07-31.[9] 员国良,贾刚刚,梁志安,等. 含有双3-丁烯基含氟三联苯液晶化合物及其制备方法:中国,CN201110051298. 2011-03-04. Yun G L,Jia G G,Liang Z A,et al.Double 3-butene containing fluorinated terphenyl liquid crystal compound and preparation method thereof:China,CN201110051298. 2011-03-04.(in Chinese)[10] Rajiv R S,Robert R,Singhaus G W. 4-dihydroxyborylphenyl analogues of 1-aminocyclobutanecarboxylic acids:potential boron neutron capture therapy agents [J]. J. Org. Chem,1999,64(23):8495-8500.

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Synthesis of 4-(but-3-en-1-yl)-2’-fluoro-4"-propyl- 1,1’4’,1"-terphenyl

DOI：

摘要

Abstract

关键词

Keywords

references