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1,3-双（5-取代-1,3,4-恶二唑-2-基）苯的合成、液晶行为及结构-性能关系

Synthesis, liquid crystalline behaviour and structure-property relationships of 1,3-bis(5-substituted-1,3,4-oxadiazol-2-yl)benzenes.

作者信息

Mabrouki Afef, Fouzai Malek, Soldera Armand, Kriaa Abdelkader, Hedhli Ahmed

机构信息

Laboratory of Molecular Organic Chemistry, National Higher Engineering School of Tunis, 5 avenue Taha Hussein, Montfleury, 1089, Tunis, Tunisia.

LR99ES16 Physics Laboratory of Soft Matter and Electromagnetic Modelling, University of Tunis El Manar, 2092, Tunis, Tunisia.

出版信息

Beilstein J Org Chem. 2020 Jan 31;16:149-158. doi: 10.3762/bjoc.16.17. eCollection 2020.

DOI:10.3762/bjoc.16.17
PMID:32082434
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7006484/
Abstract

Two series containing 1,3-bis(1,3,4-oxadiazol-2-yl)benzene as a rigid core (RC) and alkyl or perfluoroalkyl as terminal chains were synthesized and characterized. Liquid crystal properties of the synthesized compounds have been investigated by polarizing optical microscopy, differential scanning calorimetry and X-ray diffraction techniques. Conformation effects of the synthesized products on the dipole moments were also investigated.

摘要

合成并表征了两个系列的化合物，它们以1,3-双（1,3,4-恶二唑-2-基）苯为刚性核（RC），以烷基或全氟烷基为端链。通过偏光显微镜、差示扫描量热法和X射线衍射技术研究了合成化合物的液晶性能。还研究了合成产物对偶极矩的构象效应。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd64/7006484/59496defc4a9/Beilstein_J_Org_Chem-16-149-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd64/7006484/4a03e8f6a2f0/Beilstein_J_Org_Chem-16-149-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd64/7006484/4c5943b84b6d/Beilstein_J_Org_Chem-16-149-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd64/7006484/36c716467d62/Beilstein_J_Org_Chem-16-149-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd64/7006484/4b387ee7b138/Beilstein_J_Org_Chem-16-149-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd64/7006484/6b57b4ad227c/Beilstein_J_Org_Chem-16-149-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd64/7006484/896926d41806/Beilstein_J_Org_Chem-16-149-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd64/7006484/ff3c451eb5bf/Beilstein_J_Org_Chem-16-149-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd64/7006484/0ca327698ac7/Beilstein_J_Org_Chem-16-149-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd64/7006484/59496defc4a9/Beilstein_J_Org_Chem-16-149-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd64/7006484/4a03e8f6a2f0/Beilstein_J_Org_Chem-16-149-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd64/7006484/4c5943b84b6d/Beilstein_J_Org_Chem-16-149-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd64/7006484/36c716467d62/Beilstein_J_Org_Chem-16-149-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd64/7006484/4b387ee7b138/Beilstein_J_Org_Chem-16-149-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd64/7006484/6b57b4ad227c/Beilstein_J_Org_Chem-16-149-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd64/7006484/896926d41806/Beilstein_J_Org_Chem-16-149-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd64/7006484/ff3c451eb5bf/Beilstein_J_Org_Chem-16-149-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd64/7006484/0ca327698ac7/Beilstein_J_Org_Chem-16-149-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd64/7006484/59496defc4a9/Beilstein_J_Org_Chem-16-149-g008.jpg

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本文引用的文献

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Smectic-A and Hexatic-B Liquid Crystal Phases of Sanidic Alkyl-Substituted Dibenzo[fg,op]naphthacenes.山嵛基取代的二苯并[fg,op]萘并四苯的近晶A相和六方B相液晶相
J Phys Chem B. 2016 Mar 17;120(10):2829-37. doi: 10.1021/acs.jpcb.5b10990. Epub 2016 Mar 7.
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Synthetic approaches and pharmacological activity of 1,3,4-oxadiazoles: a review of the literature from 2000-2012.1,3,4-噁二唑类化合物的合成方法及药理活性：2000-2012 年文献综述。
Molecules. 2012 Aug 27;17(9):10192-231. doi: 10.3390/molecules170910192.
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Fluorinated liquid crystals: design of soft nanostructures and increased complexity of self-assembly by perfluorinated segments.
氟化液晶：通过全氟链段设计软纳米结构并提高自组装的复杂性。
Top Curr Chem. 2012;318:1-108. doi: 10.1007/128_2011_267.
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Fluorinated liquid crystals--properties and applications.氟化液晶——性质与应用
Chem Soc Rev. 2007 Dec;36(12):2070-95. doi: 10.1039/b610738a. Epub 2007 Sep 14.