具有含氧亚甲基中心桥键的含氟液晶化合物的质谱裂解规律研究

张苹; 吴生秀; 王毅; 孙媛媛; 赵彤

doi:10.3788/YJYXS20173207.0526

您当前的位置：

首页 >

文章列表页 >

具有含氧亚甲基中心桥键的含氟液晶化合物的质谱裂解规律研究

材料科学 | 更新时间：2020-08-12

- 具有含氧亚甲基中心桥键的含氟液晶化合物的质谱裂解规律研究
- Fragmentation modes of fluorinated liquid crystal compounds with CH₂O central-bridge-bond
- 液晶与显示 2017年32卷第7期页码：526-532
- 作者机构：
  
  西安瑞联新材料股份有限公司, 陕西西安 710077
- 作者简介：
  
  [ "张苹(1977-), 女, 陕西西安人, 工程师, 从事有机质谱分析。E-mail:fuping2800@163.com" ]
  [ "王毅(1987-), 男, 陕西西安人, 理学学士, 助理研究员, 从事有机质谱分析。" ]
- 基金信息：
- DOI：10.3788/YJYXS20173207.0526
  中图分类号： O657.63
- 收稿日期：2016-12-30，
  
  录用日期：2017-3-15，
  
  纸质出版日期：2017-07
- 稿件说明：
移动端阅览
张苹, 吴生秀, 王毅, 等. 具有含氧亚甲基中心桥键的含氟液晶化合物的质谱裂解规律研究[J]. 液晶与显示, 2017,32(7):526-532.

Ping ZHANG, Sheng-xiu WU, Yi WANG, et al. Fragmentation modes of fluorinated liquid crystal compounds with CH₂O central-bridge-bond[J]. Chinese journal of liquid crystals and displays, 2017, 32(7): 526-532.
张苹, 吴生秀, 王毅, 等. 具有含氧亚甲基中心桥键的含氟液晶化合物的质谱裂解规律研究[J]. 液晶与显示, 2017,32(7):526-532. DOI： 10.3788/YJYXS20173207.0526.

Ping ZHANG, Sheng-xiu WU, Yi WANG, et al. Fragmentation modes of fluorinated liquid crystal compounds with CH₂O central-bridge-bond[J]. Chinese journal of liquid crystals and displays, 2017, 32(7): 526-532. DOI： 10.3788/YJYXS20173207.0526.

摘要

利用气相色谱质谱联用仪（GCMS）对含有侧向氟取代苯并吡喃结构和侧向氟取代萘酚（苯酚）结构的16个中心桥键为含氧亚甲基的醚类液晶化合物进行分析，结果表明此两类化合物的谱图具有明显的特征，化合物具有相似的裂解途径。主要是与醚键相连取代基团

位的氢通过四元环过渡态重排脱去中性分子，得到对应的侧向氟取代酚碎片离子；萘酚（苯酚）醚类化合物当结构中有两个烷氧基取代时，当另一个烷氧基也存在

氢时会再一次通过氢重排反应脱去烯烃，得到特征的侧向氟取代二酚碎片离子。对于苯并吡喃醚类化合物，当吡喃环

位有烷基取代时将通过

键的断裂引起烷基碳碳键的裂解，脱去烷基自由基得到相应的离子；特殊的，对于苯并吡喃醚类液晶化合物其可以通过吡喃环上的氢重排引起吡喃环开环从而得到对应的离子。通过对此两类含有醚键结构的液晶化合物的质谱分析可为该类液晶化合物的杂质解析与质量监测提供依据，将有助于同类液晶衍生物的识别，同时可为混晶的有效剖析提供参考。

Abstract

The 16 kinds of Liquid crystalline (LC) compounds

with the structures of lateral fluoro-substituted benzopyran structures or naphthol (phenol)

and CH

O moiety as a linkage group

were analyzed by GCMS. The results show that the spectra of the two kinds of compounds have obvious characteristics. The cleavage pathway was similar for the two kinds of compounds

which is that the ether bond connected to the

-hydrogen through the four-membered ring transition state rearrangement of neutral molecules

to obtain the corresponding lateral fluoro-substituted phenol ions. For the two alkoxy-substituted naphthols (phenol)

when the other alkoxy groups also have

-hydrogen

the olefins are removed again by hydrogen rearrangement to give the characteristic lateral fluoro-substituted diol fragment ions. For the benzopyran compounds

the cleavage of the alkyl carbon-carbon bond is initiated by the cleavage of the

bond to give the corresponding ions when the alkyl is on the pyran

-position. Specially

the benzopyranyl ether-based LC compounds can cause ring-opening of the pyran ring through the hydrogen rearrangement on the pyran ring to give the corresponding ions. Through the mass spectrometric analysis of these two kinds ether bond containing LC compounds

the basis for the analysis of impurities and quality monitoring of these LC compounds could obtained

which will help the identification of similar liquid crystal derivatives

meanwhile

it provides a reference for mixed crystal effective analysis.

关键词

Keywords

references

高鸿锦.液晶化学[M].北京:清华大学出版社, 2011.

GAO H J. Liquid Crystal Chemistr .[M].Beijing: Tsinghua University Press, 2011. (in Chinese)

高嫒嫒, 郑远洋, 杜渭松, 等.含氟液晶的性能、应用与合成进展[J].液晶与显示, 2014, 29(2):159-171.

GAO A A, ZHENG Y Y, DU W S, et al . Fluorinated liquid crystal properties, application and synthetic progress[J]. Chinese Journal of Liquid Crystals and Displays , .2014, 29(2): 159-171. (in Chinese)

TRAVADI J J, VADODARIA M S, LADVA K D, et al . Dependence of mesomorphism on tail group in combination with a lateral methoxygroup[J]. Molecular Crystals and Liquid Crystal ., 2016, 625(1): 63-71.

VINAYAKA A C, MANJUNATH R, KUMAR S M, et al . Synthesis, characterization, crystal structure, and hirshfeld surface analysis of(2Z)-3-(methylsulfanyl)-2, 3-diphenylprop 2-enenitrile[J]. Molecular Crystals and Liquid Crystals , .2015, 609(1): 140-154.

CHEN R, AN Z W, CHEN X B, et al . Syntheses and properties of four-ring liquid crystals with ethylene and internal alkyne bridge[J]. Chemical Journal of Chinese Universitie ., 2014, 35(7): 1433-1438.

张敏, 孙莉霞, 魏俊发, 等. SCL-1型液晶的质谱法剖析[J].现代仪器, 2003, 9(6):15-17.

ZHANG M, SUN L X, WEI J F, et al . Analysis of a another kind of SCL liquid crystal by the mass spectra method[J]. Modern Instrument ., 2003, 9(6): 15-17. (in Chinese)

张敏, 孙莉霞, 史真.苯甲酸酯类液晶的CI、EI质谱研究及比较[J].质谱学报, 2004, 25(3):169-171.

ZHANG M, SUN L X, SHI Z.Comparation of the chemical ionization and electroionization mass spectra for liquid crystal of phenyl benzoate[J]. Journal of Chinese Mass Spectrometry Society , .2004, 25(3): 169-171. (in Chinese)

王毅, 李敏.两类氟代对三联苯液晶化合物的质谱裂解规律分析[J].质谱学报, 2015, 36(3):255-260.

WANG Y, LI M. Fragmentation rules for two kinds ofFluoro-p-terphenylliquid crystalline compounds[J]. Journal of Chinese Mass Spectrometry Societ ., 2015, 36(3): 255-260. (in Chinese)

傅桂香, 亓伟年, 俞璐, 等.新型含氟液晶类化合物的质谱研究[J].有机化学, 1995, 15(2):150-160.

FU G X, QI W N, YU L, et al . Mass spectra of some new fluorinated liquid crystals[J]. Chinese Journal of Organic Chemrstr ., 1995, 15(2): 150-160. (in Chinese)

王光辉, 熊少祥.有机质谱解析[M].北京:化学工业出版社, 2005:21-22.

WANG G H, XIONG S X. Organic Mass Spectrometr . [M].Beijing: Chemical Industry Press, 2005: 21-22.(in Chinese)

浏览量

下载量

CSCD

文章被引用时，请邮件提醒。

提交

工具集

关联资源

烷基环己基苯类液晶的质谱裂解规律研究

基于数据驱动的液晶材料研究进展

液晶材料在信息安全领域的应用研究进展

微通道内的液晶微流控技术及其应用

手性光开关构筑液晶螺旋结构研究进展