Synthesis of Fluorinated Bent-Core Mesogens (BCMs) Containing the 1,2,4-Oxadiazole Ring

被引:7
|
作者
Piccionello, Antonio Palumbo [1 ,2 ]
Calabrese, Alessandro [3 ]
Pibiri, Ivana [1 ,2 ]
Giacalone, Valentina [1 ]
Pace, Andrea [1 ,2 ]
Buscemi, Silvestre [1 ]
机构
[1] Univ Palermo, Dipartimento Sci & Tecnol Biol Chim & Farmaceut, Viale Sci,Ed 17, I-90128 Palermo, Italy
[2] IEMEST, Ist Euromediterraneo Sci & Tecnol, Via E Amari 123, I-90145 Palermo, Italy
[3] ENEA UTTRI Ufficio Terr Sicilia, Via Principe Granatelli 24, I-90139 Palermo, Italy
关键词
LIQUID-CRYSTALS; HETEROCYCLIC-COMPOUNDS; BUILDING-BLOCKS; NEMATIC PHASE; DERIVATIVES; HYDRAZINE; 5-PERFLUOROALKYL-1,2,4-OXADIAZOLES; POLYASPARTAMIDE; OXADIAZOLES; MOLECULES;
D O I
10.1002/jhet.2509
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New fluorinated bent-core mesogens containing the 1,2,4-oxadiazole or 1,2,4-triazole nucleus have been synthesized taking advantage of the ANRORC (Addition of Nucleophile, Ring-Opening, Ring-Closure) reactivity of 5-perfluoroalkyl-1,2,4-oxadiazoles. Physical state changes of the obtained compounds were characterized through DSC, POM, and SAXS. Besides the formation of a smectic mesophase, a novel behavior as organic molecular glass was evidenced for some 1,2,4-oxadiazole derivatives.
引用
收藏
页码:1935 / 1940
页数:6
相关论文
共 50 条
  • [1] Columnar mesomorphism of bent-rod mesogens containing 1,2,4-oxadiazole rings
    Gallardo, Hugo
    Ferreira, Marli
    Vieira, Andre A.
    Westphal, Eduard
    Molin, Fernando
    Eccher, Juliana
    Bechtold, Ivan H.
    TETRAHEDRON, 2011, 67 (49) : 9491 - 9499
  • [2] Bent-core Mesogens Containing Amide Linking Groups
    Findeisen-Tandel, Sonja
    Baumeister, Ute
    Tamba, Maria-Gabriela
    Weissflog, Wolfgang
    FERROELECTRICS, 2014, 468 (01) : 28 - 51
  • [3] 1,2,4-Oxadiazole-Based Bent-Core Liquid Crystals with Cybotactic Nematic Phases
    Shanker, Govindaswamy
    Prehm, Marko
    Nagaraj, Mamatha
    Vij, Jagdish K.
    Weyland, Marvin
    Eremin, Alexey
    Tschierske, Carsten
    CHEMPHYSCHEM, 2014, 15 (07) : 1323 - 1335
  • [4] SYNTHESIS OF UNSYMMETRICALLY SUBSTITUTED ISOXAZOLES AS INTERMEDIATES FOR BENT-CORE MESOGENS
    Roman, Gheorghe
    STUDIA UNIVERSITATIS BABES-BOLYAI CHEMIA, 2016, 61 (02): : 47 - 60
  • [5] Non-symmetrical bent-core homologous series bearing 1,2,4-oxadiazole core with a cholesterol terminal arm: Synthesis, characterization and their liquid crystalline properties
    Ali, Ghassan Q.
    Tomi, Ivan Hameed R.
    JOURNAL OF MOLECULAR STRUCTURE, 2022, 1257
  • [6] Novel antiferroelectric materials with resorcinol-based symmetrical fluorinated bent-core mesogens
    Berladean, Iulian
    Epure, Elena-Luiza
    Ciobanu, Catalina Ionica
    Carlescu, Irina
    Boussoualem, Yahia
    Danjou, Pierre-Edouard
    Bhat, Vanishree
    Duponchel, Benoit
    Hurduc, Nicolae
    Daoudi, Abdelylah
    JOURNAL OF MOLECULAR LIQUIDS, 2023, 388
  • [7] Nematic Phases in 1,2,4-Oxadiazole-Based Bent-Core Liquid Crystals: Is There a Ferroelectric Switching?
    Shanker, Govindaswamy
    Nagaraj, Mamatha
    Kocot, Antoni
    Vij, Jagdish K.
    Prehm, Marko
    Tschierske, Carsten
    ADVANCED FUNCTIONAL MATERIALS, 2012, 22 (08) : 1671 - 1683
  • [8] Synthesis and Property of Unsymmetric Bent-core Liquid Crystals Based on 2,5-Disubstitueted-1,3,4-oxadiazole
    Mao, Zhipeng
    You, Hongjun
    Wang, Kun
    Zhang, Zhiyong
    Guan, Jintao
    Dai, Zhiqun
    Xiang, Ying
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2015, 35 (12) : 2575 - 2582
  • [9] Rearrangements of 1,2,4-Oxadiazole: "One Ring to Rule Them All"
    Piccionello, Antonio Palumbo
    Pace, Andrea
    Buscemi, Silvestre
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2017, 53 (09) : 936 - 947
  • [10] Search for microscopic and macroscopic biaxiality in the cybotactic nematic phase of new oxadiazole bent-core mesogens
    Kim, Young-Ki
    Cukrov, Greta
    Vita, Francesco
    Scharrer, Eric
    Samulski, Edward T.
    Francescangeli, Oriano
    Lavrentovich, Oleg D.
    PHYSICAL REVIEW E, 2016, 93 (06)