Liquid crystal dimers containing Cholesteryl and Triazole-containing mesogenic units

被引:22
|
作者
Al-shargabi, Arwa [1 ,2 ]
Yeap, Guan-Yeow [1 ]
Mahmood, Wan Ahmad Kamil [1 ]
Han, Chun-Chieh [3 ]
Lin, Hong-Cheu [3 ]
Ito, Masato M. [4 ]
机构
[1] Univ Sains Malaysia, Sch Chem Sci, Liquid Crystal Res Lab, Minden, Malaysia
[2] Yemen Univ, Fac Med Sci, Pharm Dept, Sanaa, Yemen
[3] Natl Chiao Tung Univ, Dept Mat Sci & Engn, Hsinchu, Taiwan
[4] Soka Univ, Fac Sci & Engn, Hachioji, Tokyo, Japan
关键词
Hybrid core; click chemistry; TGB phase; Triazole; Cholesterol; Chiral; HELICAL TWISTING POWER; PHASE TRANSITIONAL BEHAVIOR; SMECTIC-A; STRUCTURE-PROPERTY; OLIGOMERS; ALKYL; NEMATOGENS; SYMMETRY; POLYMER; CU(II);
D O I
10.1080/02678292.2019.1641637
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
New liquid crystals categorised as cholesteryl dimers have been successfully synthesised through the reaction between cholesteryl 4-(prop-2-ynyloxy)benzoate moieties with n-azido(cholesteryloxy-carbonyl)alkane. All the dimers display enantiotropic mesophases. Whilst the odd-numbered dimers exhibit chiral nematic (N*), twisted grain boundary (TGB) and chiral smectic C (SmC*) phases, the even-numbered members from the same series show chiral smectic A and C. A detailed inspection on mesophase reveals that the chiral centres and the bent conformation of the odd-numbered members are essential for the induction of TGB phase. However, upon decreasing the temperature, the ratio of the transition temperatures (TSmC*-SmA*/TSmA*-I) is found to be 0.95, which indicate the second order transition according to the McMillan's molecular theory. In addition, the X-ray diffraction study supports the presence of the smectic A phase on the even members rather than the N* by the appearance of the Bragg diffraction peaks at 190 degrees C. A comparison study with the other analogues in which the cholesterol entity is substituted by azobenzene or biphenyl tails has been carried out to assess the relationship between the molecular structure and mesomorphic behaviour. [GRAPHICS] .
引用
收藏
页码:219 / 230
页数:12
相关论文
共 50 条
  • [21] PREPARATION AND PROPERTIES OF POLYURETHANES CONTAINING MESOGENIC UNITS
    SUGIYAMA, K
    SHIRAISHI, K
    KATO, K
    POLYMER JOURNAL, 1993, 25 (01) : 103 - 108
  • [22] Phase behaviour of supramolecules containing methoxyazobenzene mesogenic liquid crystal groups
    Bai, BL
    Pang, DM
    Li, M
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2005, 26 (10): : 1957 - 1959
  • [23] Liquid crystalline dimers with bent-core mesogenic units
    Achten, Remko
    Koudijs, Arie
    Giesbers, Marcel
    Marcelis, Antonius T. M.
    Sudhoelter, Ernst J. R.
    Schroeder, Martin W.
    Weissflog, Wolfgang
    LIQUID CRYSTALS, 2007, 34 (01) : 59 - 64
  • [24] Development of a novel triazole-containing oligonucleotide analog as a potential antigene agent
    Tazioli, Lia Am.
    Howarth, Nicola M.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 238
  • [25] Liquid crystalline dimers containing a cholesteryl group: chiral smectic phases and TGBA* phase
    Huang, Hao-Zhou
    Cong, Yue-Hua
    Du, An
    Hu, Bing
    Zhang, Bao-Yan
    LIQUID CRYSTALS, 2021, 48 (12) : 1733 - 1749
  • [26] Molecular mechanism of a triazole-containing inhibitor of Mycobacterium tuberculosis DNA gyrase
    Gedeon, Antoine
    Yab, Emilie
    Dinut, Aurelia
    Sadowski, Elodie
    Capton, Estelle
    Dreneau, Aurore
    Petit, Julienne
    Gioia, Bruna
    Piveteau, Catherine
    Djaout, Kamel
    Lecat, Estelle
    Wehenkel, Anne Marie
    Gubellini, Francesca
    Mechaly, Ariel
    Alzari, Pedro M.
    Deprez, Benoit
    Baulard, Alain
    Aubry, Alexandra
    Willand, Nicolas
    Petrella, Stephanie
    ISCIENCE, 2024, 27 (10)
  • [27] Synthesis and Evaluation of the Anticonvulsant Activities of Triazole-Containing Benzo[d]oxazoles
    Tan, Yuede
    He, Xiaoyan
    Rao, Baoqi
    Cheng, Binbin
    Song, Mingxia
    Deng, Xianqing
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2016, 36 (10) : 2449 - 2455
  • [28] ORGN 940-Efficient synthesis of triazole-containing glycopeptide mimics
    Groothuys, Stan
    Kuijpers, Brian H. M.
    Quaedflieg, Peter J. L. M.
    Blaauw, Richard H.
    van Delft, Floris L.
    Rutjes, Floris P. J. T.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2006, 232
  • [29] Synthesis and antimalarial activities of a diverse set of triazole-containing quinine analogs
    Panda, Siva S.
    Serrano, Juan C.
    Meyers, Marvin J.
    Sverdrup, Francis M.
    Getchell, Stephen G.
    Hall, Dennis C.
    Katritzky, Alan R.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 248
  • [30] Synthetic approaches to novel triazole-containing nucleic acid (TCNA) analogs
    Tazioli, Lia A. M.
    Howarth, Nicola M.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 238