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Original Articles

Liquid Crystal Phases Exhibited by N,N′,N″-Trialkyl-1,3,5-Benzenetricaboxamides

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Pages 327-333 | Received 10 Jul 1986, Published online: 20 Apr 2011

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Read on this site (9)

Poornima Bhagavath, Rajatha Shetty & Dhanya Sunil. (2020) 1,3,5-Triazine-Based Liquid Crystals: An Up-to-Date Appraisal of Their Synthetic Design and Mesogenic Properties. Critical Reviews in Solid State and Materials Sciences 45:5, pages 378-409.
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Manh Linh Nguyen, Ho-Joong Kim & Byoung-Ki Cho. (2018) Peripheral chain length-dependent complex phase behaviour in C-symmetric hexa-alkylated liquid crystals. Liquid Crystals 45:8, pages 1196-1209.
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Guadalupe Hernández, Manju Sharma, Pankaj Sharma, Oscar Portillo, Alejandro Ruiz & René Gutiérrez. (2014) Straightforward solvent-free synthesis of new chiral benzene-1,3,5-tricarboxamides. Green Chemistry Letters and Reviews 7:4, pages 317-321.
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T. Akutagawa, K. Iuchi & Y. Matsunaga. (2000) Mesomorphic behaviour of N,N-dialkanoyl-3,4,5,6-tetramethylbenzene-1,2-diamines and related compounds. Liquid Crystals 27:11, pages 1399-1403.
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W.-J. Lo, Y.-L. Hong, R.-H. Lin & Jin-Long Hong. (1997) Tri-substituted s-Triazines as Mesogenic Cores. Molecular Crystals and Liquid Crystals Science and Technology. Section A. Molecular Crystals and Liquid Crystals 308:1, pages 133-146.
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Daniela Goldmann, Dietmar Janietz, Reinhard Festag, Claudia Schmidt & JoachimH. Wendorff. (1996) New disc-shaped triarylamino-1,3,5-triazines with heteroaromatic central cores. Liquid Crystals 21:5, pages 619-623.
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Moriyuki Sato, Yoshifumi Manabe, Kazue Nakadera & Ken-Ichi Mukaida. (1992) Synthesis and liquid-crystalline properties of thermotropic polyamides containing flexible rodlike units and aliphatic spacers. Liquid Crystals 11:6, pages 833-838.
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D. Demus. (1988) 100 Years Liquid Crystal Chemistry. Molecular Crystals and Liquid Crystals Incorporating Nonlinear Optics 165:1, pages 45-84.
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Shaowen Deng, Zhongyan Li, Lin Yuan & Huaqiang Zeng. (2024) An Exceptionally Active and Highly Selective Perchlorate Transporter Containing a Trimesic Amide Scaffold. Molecules 29:5, pages 1118.
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Yuzo Ishigaki, Motoshi Yamanaka, Takeshi Hagio & Ryoichi Ichino. (2023) Room‐Temperature Bulk Supramolecular Polymer Based on C 3 ‐Symmetrical Benzene‐1,3,5‐tricarboxamides Having Two‐Armed Alkyl Groups as Side Chains . ChemistrySelect 8:35.
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Takashi Takeda & Tomoyuki Akutagawa. (2022) Chemical design of organic ferroelectrics using dynamics of alkylamide chains. Chemical Communications 58:85, pages 11898-11912.
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Lafayette N. J. de Windt, Zulema Fernández, Manuel Fernández‐Míguez, Félix Freire & Anja R. A. Palmans. (2021) Elucidating the Supramolecular Copolymerization of N‐ and C‐Centered Benzene‐1,3,5‐Tricarboxamides: The Role of Parallel and Antiparallel Packing of Amide Groups in the Copolymer Microstructure. Chemistry – A European Journal 28:1.
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Shinya Seto, Takashi Takeda, Norihisa Hoshino & Tomoyuki Akutagawa. (2021) Effective Na + -Binding Ability and Molecular Assembly of an Alkylamide-Substituted Penta(ethylene)glycol Derivative . The Journal of Physical Chemistry B 125:23, pages 6349-6358.
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Santosh Kumar, Santu Bera, Sujay Kumar Nandi & Debasish Haldar. (2021) The effect of amide bond orientation and symmetry on the self-assembly and gelation of discotic tripeptides. Soft Matter 17:1, pages 113-119.
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Alaric Desmarchelier, Bruno Giordano Alvarenga, Xavier Caumes, Ludovic Dubreucq, Claire Troufflard, Martine Tessier, Nicolas Vanthuyne, Julien Idé, Thomas Maistriaux, David Beljonne, Patrick Brocorens, Roberto Lazzaroni, Matthieu Raynal & Laurent Bouteiller. (2016) Tuning the nature and stability of self-assemblies formed by ester benzene 1,3,5-tricarboxamides: the crucial role played by the substituents. Soft Matter 12:37, pages 7824-7838.
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Karteek K. Bejagam & Sundaram Balasubramanian. (2015) Supramolecular Polymerization: A Coarse Grained Molecular Dynamics Study. The Journal of Physical Chemistry B 119:17, pages 5738-5746.
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Arkadiy Simonov, Thomas Weber & Walter Steurer. (2014) Experimental uncertainties of three-dimensional pair distribution function investigations exemplified on the diffuse scattering from a tris- tert -butyl-1,3,5-benzene tricarboxamide single crystal . Journal of Applied Crystallography 47:6, pages 2011-2018.
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Karteek K. Bejagam, Giacomo Fiorin, Michael L. Klein & Sundaram Balasubramanian. (2014) Supramolecular Polymerization of Benzene-1,3,5-tricarboxamide: A Molecular Dynamics Simulation Study. The Journal of Physical Chemistry B 118:19, pages 5218-5228.
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Soyoung Park, Mi-Hee Ryu, Tae Joo Shin & Byoung-Ki Cho. (2014) Smectic assemblies in C 3 -symmetric hexa-alkylated liquid crystals: transformation from smectogen to discogen via hydrogen bonding . Soft Matter 10:31, pages 5804.
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Christoph Zehe, Marko Schmidt, Renée Siegel, Klaus Kreger, Venita Daebel, Sandra Ganzleben, Hans-Werner Schmidt & Jürgen Senker. (2014) Influence of fluorine side-group substitution on the crystal structure formation of benzene-1,3,5-trisamides. CrystEngComm 16:39, pages 9273-9283.
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Tristan Mes, Seda Cantekin, Dirk W. R. Balkenende, Martijn M. M. Frissen, Martijn A. J. Gillissen, Bas F. M. De Waal, Ilja K. Voets, E. W. Meijer & Anja R. A. Palmans. (2013) Thioamides: Versatile Bonds To Induce Directional and Cooperative Hydrogen Bonding in Supramolecular Polymers. Chemistry – A European Journal 19:26, pages 8642-8649.
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Rodrigo Q. Albuquerque, Andreas Timme, Roman Kress, Jürgen Senker & Hans‐Werner Schmidt. (2012) Theoretical Investigation of Macrodipoles in Supramolecular Columnar Stackings. Chemistry – A European Journal 19:5, pages 1647-1657.
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Lalit Rajput, Gargi Mukherjee & Kumar Biradha. (2012) Influence of Solvents in Assembling Tris(4-halophenyl)benzene-1,3,5-tricarboxamides: Interplay of N–H···O and Halogen···Halogen Interactions. Crystal Growth & Design 12:11, pages 5773-5782.
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Xiaodong Hou, Matthew Schober & Qianli Chu. (2012) A Chiral Nanosheet Connected by Amide Hydrogen Bonds. Crystal Growth & Design 12:11, pages 5159-5163.
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Daniel Kluge, Julia C. Singer, Jens W. Neubauer, Frank Abraham, Hans‐Werner Schmidt & Andreas Fery. (2012) Influence of the Molecular Structure and Morphology of Self‐Assembled 1,3,5‐Benzenetrisamide Nanofibers on their Mechanical Properties. Small 8:16, pages 2563-2570.
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Andreas Timme, Roman Kress, Rodrigo Q. Albuquerque & Hans‐Werner Schmidt. (2012) Phase Behavior and Mesophase Structures of 1,3,5‐Benzene‐ and 1,3,5‐Cyclohexanetricarboxamides: Towards an Understanding of the Losing Order at the Transition into the Isotropic Phase. Chemistry – A European Journal 18:27, pages 8329-8339.
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Marko Schmidt, Johannes J. Wittmann, Roman Kress, Denis Schneider, Stefan Steuernagel, Hans-Werner Schmidt & Jürgen Senker. (2012) Crystal Structure of a Highly Efficient Clarifying Agent for Isotactic Polypropylene. Crystal Growth & Design 12:5, pages 2543-2551.
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Carel F. C. Fitié, W. S. Christian Roelofs, Pieter C. M. M. Magusin, Michael Wübbenhorst, Martijn Kemerink & Rint P. Sijbesma. (2012) Polar Switching in Trialkylbenzene-1,3,5-tricarboxamides. The Journal of Physical Chemistry B 116:13, pages 3928-3937.
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Daniel Kluge, Frank Abraham, Stephan Schmidt, Hans-Werner Schmidt & Andreas Fery. (2010) Nanomechanical Properties of Supramolecular Self-Assembled Whiskers Determined by AFM Force Mapping. Langmuir 26:5, pages 3020-3023.
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Maarten M. J. Smulders, Ivo A. W. Filot, Janus M. A. Leenders, Paul van der Schoot, Anja R. A. Palmans, Albertus P. H. J. Schenning & E. W. Meijer. (2009) Tuning the Extent of Chiral Amplification by Temperature in a Dynamic Supramolecular Polymer. Journal of the American Chemical Society 132:2, pages 611-619.
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Patrick J. M. Stals, Jeffrey C. Everts, Robin de Bruijn, Ivo A. W. Filot, Maarten M. J. Smulders, Rafael Martín‐Rapún, Evgeny A. Pidko, Tom F. A. de Greef, Anja R. A. Palmans & E. W. Meijer. (2010) Dynamic Supramolecular Polymers Based on Benzene‐1,3,5‐tricarboxamides: The Influence of Amide Connectivity on Aggregate Stability and Amplification of Chirality. Chemistry – A European Journal 16:3, pages 810-821.
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Lalit Rajput, Vladimir V. Chernyshev & Kumar Biradha. (2010) Assembling triple helical amide-to-amide hydrogen bonded columns of tris(4-halophenyl)benzene-1,3,5-tricarboxamides into porous materials via halogen⋯halogen interactions. Chemical Communications 46:35, pages 6530.
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Claudio A. Jiménez, Julio B. Belmar, Leandro Ortíz, Paulina Hidalgo, Oscar Fabelo, Jorge Pasán & Catalina Ruiz-Pérez. (2009) Influence of the Aliphatic Wrapping in the Crystal Structure of Benzene Tricarboxamide Supramolecular Polymers. Crystal Growth & Design 9:12, pages 4987-4989.
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Magnus Kristiansen, Paul Smith, Henri Chanzy, Christian Baerlocher, Volker Gramlich, Lynne McCusker, Thomas Weber, Philip Pattison, Markus Blomenhofer & Hans-Werner Schmidt. (2009) Structural Aspects of 1,3,5-Benzenetrisamides−A New Family of Nucleating Agents. Crystal Growth & Design 9:6, pages 2556-2558.
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Patrick J. M. Stals, Maarten M. J. Smulders, Rafael Martín‐Rapún, Anja R. A. Palmans & E. W. Meijer. (2009) Asymmetrically Substituted Benzene‐1,3,5‐tricarboxamides: Self‐Assembly and Odd–Even Effects in the Solid State and in Dilute Solution. Chemistry – A European Journal 15:9, pages 2071-2080.
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Maarten M. J. Smulders, Albertus P. H. J. Schenning & E. W. Meijer. (2007) Insight into the Mechanisms of Cooperative Self-Assembly:  The “Sergeants-and-Soldiers” Principle of Chiral and Achiral C 3 -Symmetrical Discotic Triamides . Journal of the American Chemical Society 130:2, pages 606-611.
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Anja R. A. Palmans & E. W. Meijer. (2007) Amplification of Chirality in Dynamic Supramolecular Aggregates. Angewandte Chemie International Edition 46:47, pages 8948-8968.
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Anja R. A. Palmans & E. W. Meijer. (2007) Chiralitätsverstärkung in dynamischen supramolekularen Aggregaten. Angewandte Chemie 119:47, pages 9106-9126.
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Takashi Kato. 2000. Molecular Self-Assembly Organic Versus Inorganic Approaches. Molecular Self-Assembly Organic Versus Inorganic Approaches 95 146 .
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Ehud Keinan, Sandeep Kumar, Reuven Moshenberg, Rodolfo Ghirlando & Ellen J. Wachtel. (2004) Trisubstituted decacyclene derivatives: Bridging the gap between the carbonaceous mesophase and discotic liquid crystals. Advanced Materials 3:5, pages 251-254.
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Rudolf Eidenschink. (2003) Liquid Crystals—New Compounds, New Applications. Angewandte Chemie International Edition in English 28:10, pages 1424-1429.
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Yoshio Matsunaga, Nobuhiko Miyajima, Yuichi Nakayasu, Satoshi Sakai & Michihiro Yonenaga. (1988) Design of Novel Mesomorphic Compounds: N , N ′, N ″-Trialkyl-1,3,5-benzenetricarboxamides . Bulletin of the Chemical Society of Japan 61:1, pages 207-210.
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