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Recent developments in the chemistry of triphenylene-based discotic liquid crystals

Pages 1037-1059 | Received 23 Jan 2004, Accepted 08 Apr 2004, Published online: 12 May 2010

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Sultanah M. N. Alhunayhin, Richard J. Bushby, Andrew N. Cammidge & Saeed S. Samman. (2023) Triphenylene discotic liquid crystals: biphenyls, synthesis, and the search for nematic systems. Liquid Crystals 0:0, pages 1-12.
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Wen-Hao Yu, Yan-Hong Wang, Chun Feng, Hai-Liang Ni, Ping Hu, Bi-Qin Wang, Ke-Qing Zhao & Qiang Fu. (2023) Room-temperature triphenylene-based discotic liquid crystal dimers: effects of amide linkage and central fluoromethylene spacer. Liquid Crystals 50:4, pages 713-724.
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Keiki Kishikawa, Hiromoto Nakagomi, Masaya Masuda, Yuto Suda, Ryuji Ushiki, Mikio Yasutake, Michinari Kohri & Tatsuo Taniguchi. (2023) Rack-gear structures in columnar liquid crystal phases of trialkoxybenzyl pentafluorobenzoates and their influences on intercolumnar interdigitation and macroscopic morphologies. Liquid Crystals 50:2, pages 319-330.
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Budur N. Alanazi, Anoud M. Alruwaili, Rhoda D. Beskeni, Andrew N. Cammidge & Saeed S. Samman. (2022) Pentaalkoxytriphenylene monoesters and their dyads; structural factors influencing columnar and nematic mesophase behaviour. Liquid Crystals 49:7-9, pages 1174-1183.
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Yu Du, Cai-Li Zhao, Sheng-Yuan Fan, Wen-Hao Yu, Shi-Kai Xiang, Ke-Qing Zhao, Chun Feng & Bi-Qin Wang. (2022) Synthesis and liquid crystalline behavior of hydrazide-functionalized triphenylenedicarboxyimides. Liquid Crystals 49:5, pages 719-730.
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Xiangfei Kong, Ronggen Luo, Hongkang Gong, Dong Chen, Shijun Yang, Shiqing Li, Guixia Wang & Zhiqun He. (2021) Discotic liquid crystals with aggregation-induced emission properties based on tetraphenylethylene and triphenylene derivatives. Molecular Crystals and Liquid Crystals 724:1, pages 26-37.
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Sandeep Kumar. (2020) Investigations on discotic liquid crystals. Liquid Crystals 47:8, pages 1195-1203.
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Sheng-Yuan Fan, Hong-Tian Xu, Qiang-Gen Li, Dong-Mei Fang, Wen-Hao Yu, Shi-Kai Xiang, Ping Hu, Ke-Qing Zhao, Chun Feng & Bi-Qin Wang. (2020) Discotic mesogens based on triphenylene-fused benzimidazole or perimidine: facile synthesis, mesomorphism, optical properties and self-assembly. Liquid Crystals 47:7, pages 1041-1054.
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Deepak Devadiga & T. N. Ahipa. (2019) Recent advancements in the mesogens comprising of 1,3,5-triazine core moiety. Liquid Crystals Reviews 7:2, pages 107-141.
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Masanori Ozaki, Makoto Yoneya, Yo Shimizu & Akihiko Fujii. (2018) Carrier transport and device applications of the organic semiconductor based on liquid crystalline non-peripheral octaalkyl phthalocyanine. Liquid Crystals 45:13-15, pages 2376-2389.
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Bin Mu, Keyang Chen, Jian Chen, Jianglin Fang & Dongzhong Chen. (2018) Toward well-organised ionic discotic liquid crystals via versatile supramolecular approach. Liquid Crystals 45:9, pages 1287-1293.
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Franck Camerel, Frédéric Barrière & Olivier Jeannin. (2018) Simulation of SAXS patterns of hexa-n-alkoxy-2,3,6,7,10,11-triphenylene mesophase. Liquid Crystals 45:5, pages 698-702.
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Antonina I. Smirnova, Nadezhda V. Usol’tseva, Benoît Heinrich & Bertrand Donnio. (2018) Mesomorphic structure peculiarities of two mix-substituted phthalocyanines of the A3B type. Liquid Crystals 45:4, pages 625-633.
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Sayed Mir Sayed, Lin-Lin Deng, Bao-Ping Lin & Hong Yang. (2017) A room-temperature heptazine core discotic liquid crystal. Liquid Crystals 44:14-15, pages 2175-2183.
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Andrew N. Cammidge, Rebecca J. Turner, Rhoda D. Beskeni & Tahani Almutairi. (2017) A modified route to unsymmetrically substituted triphenylenes, new functionalised derivatives and twins, and the smallest reported triphenylene mesogen. Liquid Crystals 44:12-13, pages 2018-2028.
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Ashwathanarayana Gowda, Manish Kumar & Sandeep Kumar. (2017) Discotic liquid crystals derived from polycyclic aromatic cores: from the smallest benzene to the utmost graphene cores. Liquid Crystals 44:12-13, pages 1990-2017.
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Xi-Dan Han, Xian-Li Tian, Wen-Hao Yu, Shi-Kai Xiang, Ping Hu, Bi-Qin Wang, Ke-Qing Zhao, Xiao-Zhen Chen & Chun Feng. (2017) Influence of peripheral alkyl chain length on the mesomorphic behaviours of hexasubstituted triphenylene 2,3-dicarboxylic esters. Liquid Crystals 44:11, pages 1727-1738.
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Cheng-Yan Gan, Jing Zhou, Wen-Hao Yu, Shi-Kai Xiang, Lai-Cai Li, Bi-Qin Wang, Ping Hu, Ke-Qing Zhao, Xiao-Zhen Chen & Chun Feng. (2017) Heptasubstituted triphenylene 2,3-dicarboxylic esters discotic liquid crystals with three different types of peripheral substitution. Liquid Crystals 44:11, pages 1653-1663.
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Hyein Jung, Jungshin Park, Mijin Choi, Jinsoo Kim, Yun Ho Kim, Eunkyoung Kim, Mi Hye Yi & Jae-Won Ka. (2017) High birefringent reactive discotic liquid crystals based on asymmetrical triphenylene with phenyl-acetylene moieties. Liquid Crystals 44:7, pages 1069-1077.
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Jianchuang Wang, Chunxiu Zhang, Shuaifeng Zhang, Xingtian Hao, Feng Hong, Ao Zhang, Yi-Fei Wang, Hao Wu, Wanying Zhang & Jia-Ling Pu. (2017) A systematic study on the influences of linkage length on phase behaviours and charge carrier mobilities of discotic dimers. Liquid Crystals 44:2, pages 394-404.
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Manisha Bajpai, Neelam Yadav, Sandeep Kumar, Ritu Srivastava & Ravindra Dhar. (2017) Bulk heterojunction solar cells made from carbazole copolymer and fullerene derivative with an inserted layer of discotic material with improved efficiency. Liquid Crystals 44:2, pages 379-386.
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Corrie T. Imrie. (2016) Thirtieth Anniversary Issue. Liquid Crystals 43:13-15, pages 1901-1908.
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Suhana Mohd Said, Mohamad Syafie Mahmood, Mohammad Noh Daud, Mohd Faizul Mohd Sabri & Nor Asrina Sairi. (2016) Structure-electronics relations of discotic liquid crystals from a molecular modelling perspective. Liquid Crystals 43:13-15, pages 2092-2113.
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Manisha Bajpai, Neelam Yadav, Sandeep Kumar, Ritu Srivastava & Ravindra Dhar. (2016) Incorporation of liquid crystalline triphenylene derivative in bulk heterojunction solar cell with molybdenum oxide as buffer layer for improved efficiency. Liquid Crystals 43:7, pages 928-936.
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Manisha Bajpai, Neelam Yadav, Sandeep Kumar, Ritu Srivastava & Ravindra Dhar. (2016) Bulk heterojunction solar cells based on self-assembling disc-shaped liquid crystalline material. Liquid Crystals 43:3, pages 305-313.
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Ananda Rama Krishnan Selvaraj, V. Lakshminarayanan, Ravindra Dhar & Sandeep Kumar. (2015) Dye-sensitised solar cells with iodine-free discotic electrolytes. Liquid Crystals 42:12, pages 1815-1822.
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C.P. Umesh, Antonius T.M. Marcelis & Han Zuilhof. (2015) Ordering properties of columnar discotic triazines containing three pendant triphenylenes with four or five fluorinated tails. Liquid Crystals 42:10, pages 1450-1459.
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C. P. Umesh, Antonius T. M. Marcelis & Han Zuilhof. (2015) Columnar ordering properties of fluorinated and non-fluorinated tris(hexaalkoxytriphenylene)tristriazolotriazines. Liquid Crystals 42:9, pages 1269-1279.
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Andrew N. Cammidge, Grace Obi, Rebecca J. Turner, Simon J. Coles & Graham J. Tizzard. (2015) The synthesis of unsymmetrically substituted triphenylenes through controlled construction of the core and subsequent aromatic substitution reactions – a perspective and update. Liquid Crystals 42:5-6, pages 819-825.
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C.P. Umesh, Antonius T.M. Marcelis & Han Zuilhof. (2014) Fluorine-containing triphenylenes. Liquid crystalline properties and surface ordering. Liquid Crystals 41:12, pages 1911-1922.
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C.P. Umesh, Satesh Gangarapu, Antonius T.M. Marcelis & Han Zuilhof. (2014) Discotic liquid crystalline tris(hexahexyloxytriphenylene)triazines with separate columns of triphenylene and triazine cores. Liquid Crystals 41:12, pages 1862-1872.
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Hao Wu, Chunxiu Zhang, Jialing Pu & Yifei Wang. (2014) A convenient synthesis method of 3,6-dihydroxy-2,7,10,11-tetrapentyloxytriphenylene from 4,4′-dihydroxybiphenyl with high yield. Liquid Crystals 41:8, pages 1173-1178.
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Santanu Kumar Pal, Shilpa Setia, B.S. Avinash & Sandeep Kumar. (2013) Triphenylene-based discotic liquid crystals: recent advances. Liquid Crystals 40:12, pages 1769-1816.
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Sanjay Kumar Varshney. (2013) Structural isomerism of functionalised triphenylene discotic liquid crystals. Liquid Crystals 40:11, pages 1477-1486.
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Shilpa Setia, Akash Soni, Monika Gupta, Sumyra Sidiq & Santanu Kumar Pal. (2013) Microwave-assisted synthesis of novel mixed tail rufigallol derivatives. Liquid Crystals 40:10, pages 1364-1372.
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Bo Xiao, Zhao-Jun Liu, Bi-Qin Wang, Ping Hu, Carl Redshaw & Ke-Qing Zhao. (2013) Synthesis of Triphenylene Discotic Liquid Crystals Possessing Nine Alkyl Chains: Influence of Molecular Symmetry and Chain Length on Mesomorphism. Molecular Crystals and Liquid Crystals 577:1, pages 25-35.
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Andrés Zelcer, Florencia Cecchi, Pablo Alborés, Daniel Guillon, Benoît Heinrich, Bertrand Donnio & FabioD. Cukiernik. (2013) A convenient synthesis of a 2,7-difunctional tetra(alkoxy)triphenylene involving 4,4′-diacetoxy-3,3′-dialkoxybiphenyl as a key precursor and its conversion to extended hybrid mesogenic compounds. Liquid Crystals 40:8, pages 1121-1134.
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Fafu Yang, Lihong Zhang, Bingting Xu, Xiaoyuan Su & Hongyu Guo. (2013) First Triphenylene-Ferrocene Dyad with Redox Behavior and Mesomorphic Property. Soft Materials 11:3, pages 321-325.
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Yue-Feng Bai, Long Bao, Ping Hu, Bi-Qin Wang, Carl Redshaw & Ke-Qing Zhao. (2013) Copper-free click chemistry between azides and internal alkynes for triphenylene discotic liquid crystal trimer formation. Liquid Crystals 40:1, pages 97-105.
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S. Sreehari Sastry, Sandeep Kumar, T. Vindhya Kumari, K. Mallika, B. Gowri Sankara Rao & Ha Sie Tiong. (2012) Liquid crystal parameters through image analysis. Liquid Crystals 39:12, pages 1527-1537.
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Sanjay Kumar Varshney, Hiroki Nagayama, Veena Prasad & Hideo Takezoe. (2011) Room temperature columnar phase: Influence of 2-ethylhexane peripheral chain on the mesomorphism of polyalkynylbenzene-based disc-shaped molecules. Liquid Crystals 38:10, pages 1321-1329.
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Xiangfei Kong, Zhiqun He, Hemant Gopee & AndrewN. Cammidge. (2011) Synthesis and liquid crystal properties of triphenylene liquid crystals bearing polymerisable acrylate and methacrylate groups. Liquid Crystals 38:8, pages 943-955.
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K.Q. Zhao, J.Z. Guo, W.H. Yu, L. Wang, P. Hu, B.Q. Wang, H. Monobe & Y. Shimizu. (2011) Synthesis and Mesomorphism of Asymmetric Triphenylene Discotic Liquid Crystals Bearing with Mono-Amido-Based Alkyl Soft Chains. Molecular Crystals and Liquid Crystals 542:1, pages 37/[559]-47/[569].
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Hong-Mei Chen, Ke-Qing Zhao, Li Wang, Ping Hu & Bi-Qin Wang. (2011) Synthesis and Mesomorphism of Triphenylene Discotic Liquid Crystals Containing Fluorinated Chains. Soft Materials 9:4, pages 359-381.
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A. Iwan, H. Janeczek, M. Domanski & P. Rannou. (2010) Synthesis, mesomorphic behaviour and optoelectronic properties of phosphorus-based thermotropic liquid crystalline dendrimers. Liquid Crystals 37:8, pages 1033-1045.
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Arkadiusz Kotlewski, WolterF. Jager, Eduardo Mendes & StephenJ. Picken. (2010) A columnar mesophase with high lateral order from a triphenylene-hexa(3,5-dialkoxy)benzoate. Liquid Crystals 37:5, pages 579-586.
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Li-Li Li, Ping Hu, Bi-Qin Wang, Wen-Hao Yu, Yo Shimizu & Ke-Qing Zhao. (2010) Synthesis and mesomorphism of ether–ester mixed tail C3-symmetrical truxene discotic liquid crystals. Liquid Crystals 37:5, pages 499-506.
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Jinsoo Kim, Young Ju Jung, Jae-Won Ka, Eun Chol Kim, Taek Ahn & Mi Hye Yi. (2009) Mesomorphic phase transition behaviour of photopolymerisable liquid crystalline triphenylene ether compounds. Liquid Crystals 36:12, pages 1451-1457.
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D. Vijayaraghavan & Sandeep Kumar. (2009) Self-Assembled Superlattices of Gold Nanoparticles in a Discotic Liquid Crystal. Molecular Crystals and Liquid Crystals 508:1, pages 101/[463]-114/[476].
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AndrewN. Cammidge & Hemant Gopee. (2009) Synthesis and liquid crystal properties of mixed alkynyl-alkoxy-triphenylenes. Liquid Crystals 36:8, pages 809-816.
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Y. F. Bai, K. Q. Zhao, P. Hu, B. Q. Wang & Y. Shimizu. (2009) Synthesis of Amide Group Containing Triphenylene Derivatives as Discotic Liquid Crystals and Organic Gelators. Molecular Crystals and Liquid Crystals 509:1, pages 60/[802]-76/[818].
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K. Q. Zhao, Y. F. Bai, P. Hu, B. Q. Wang & Y. Shimizu. (2009) Synthesis of Triphenylene Discotic Liquid Crystal Dimers: Click Chemistry As an Efficient Tool. Molecular Crystals and Liquid Crystals 509:1, pages 77/[819]-88/[830].
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R. Dhar, M. Gupta, V.K. Agrawal & Sandeep Kumar. (2008) Characteristic dielectric parameters of columnar discotic hexa- -alkoxyanthraquinones. Phase Transitions 81:5, pages 459-469.
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W. Wan, P. Y. Wang, H. Zh. Jiang & J. Hao. (2008) Synthesis and Characterization of Triphenylene Derivatives Containing Two Terminal Functional Groups at the Periphery. Molecular Crystals and Liquid Crystals 482:1, pages 42-56.
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Sandeep Kumar, Hari Krishna Bisoyi & Santanu Kumar Pal. (2008) Green Chemistry Approach to the Synthesis of Liquid Crystalline Materials. Molecular Crystals and Liquid Crystals 480:1, pages 287-294.
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Ferdinand C. Grozema & Laurens D.A. Siebbeles. (2008) Mechanism of charge transport in self-organizing organic materials. International Reviews in Physical Chemistry 27:1, pages 87-138.
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Sandeep Kumar. (2008) Rufigallol-based self-assembled supramolecular architectures. Phase Transitions 81:1, pages 113-128.
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B. Q. Wang, K. Q. Zhao, P. Hu, W. H. Yu, C. Y. Gao & Y. Shimizu. (2007) Tuning Hydrogen-Bonding with Amide Groups for Stable Columnar Mesophases of Triphenylene Discogens. Molecular Crystals and Liquid Crystals 479:1, pages 135/[1173]-150/[1188].
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Sandeep Kumar. (2007) Discotic‐Functionalized Nanomaterials. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry 37:5, pages 327-331.
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Masaomi Kimura, Masaya Moriyama, Kenji Kishimoto, Masafumi Yoshio & Takashi Kato. (2007) Self‐assembly of liquid crystalline triphenylene–oligo(ethylene oxide)–triphenylene molecules and their complexes with lithium triflate. Liquid Crystals 34:1, pages 107-112.
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CharlF. J. Faul. (2006) Liquid-Crystalline Materials by the Ionic Self-Assembly Route. Molecular Crystals and Liquid Crystals 450:1, pages 55/[255]-65/[265].
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Roberto Berardi, Silvia Orlandi & Claudio Zannoni. (2005) Columnar and interdigitated structures from apolar discotic mesogens with radial dipoles: a Monte Carlo study. Liquid Crystals 32:11-12, pages 1427-1436.
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Sandeep Kumar. (2005) Triphenylene‐based discotic liquid crystal dimers, oligomers and polymers. Liquid Crystals 32:9, pages 1089-1113.
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Yoji Maeda, Hiroshi Yokoyama & Sandeep Kumar. (2005) Phase behaviour of three homologues of the discotic hexa‐n‐alkoxyanthraquinones under pressure. Liquid Crystals 32:7, pages 833-845.
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