258
Views
37
CrossRef citations to date
0
Altmetric
Article

Wide nematic phases induced by hydrogen-bonding

ORCID Icon, ORCID Icon, ORCID Icon &
Pages 550-559 | Received 22 Jan 2018, Accepted 13 Aug 2018, Published online: 04 Sep 2018

References

  • Kato T, Frechet JM. A new approach to mesophase stabilization through hydrogen bonding molecular interactions in binary mixtures. J Am Chem Soc. 1989;111:8533.
  • Kumar U, Kato T, Frechet JM. Use of intermolecular hydrogen bonding for the induction of liquid crystallinity in the side chain of polysiloxanes. J Am Chem Soc. 1992;114:6630.
  • Kato T, Uryu T, Kaneuchi F, et al. Hydrogen-bonded liquid crystals built from hydrogen-bonding donors and acceptors. Infrared study on the stability of the hydrogen bond between carboxylic acid and pyridyl moieties. Liq Cryst. 1993;14:1311.
  • Kato T, Kihara H, Kumar U, et al. A liquid‐crystalline polymer network built by molecular self‐assembly through intermolecular hydrogen bonding. Angew Chem Int Ed. 1994;33:1644.
  • Wolf JR, Dyer DJ. Hydrogen bonded liquid crystalline heterodimers incorporating alkoxystilbazoles and alkoxy-4-pyridones. Liq Cryst Today. 2015;24:47–55.
  • He W, Pan G, Yang Z, et al. Wide blue phase range in a hydrogen‐bonded self‐assembled complex of chiral fluoro‐substituted benzoic acid and pyridine derivative. Adv Mater. 2009;21:2050.
  • Miranda MD, Chávez FV, Maria TM, et al. Self-assembled liquid crystals by hydrogen bonding between bipyridyl and alkylbenzoic acids: solvent-free synthesis by mechanochemistry. Liq Cryst. 2014;41:1743.
  • Dong R, Zhou Y, Huang X, et al. Functional supramolecular polymers for biomedical applications. Adv Mater. 2015;27:498–526.
  • Yang Y, Urban MW. Self-healing polymeric materials. Chem Soc Rev. 2013;42:7446.
  • Liu K, Kang Y, Wang Z, et al. 25th anniversary article: reversible and adaptive functional supramolecular materials:“noncovalent interaction” matters. Adv Mater. 2013;25:5530.
  • Yan X, Wang F, Zheng B, et al. Stimuli-responsive supramolecular polymeric materials. Chem Soc Rev. 2012;41:6042.
  • González-Rodríguez D, Schenning AP. Hydrogen-bonded supramolecular π-functional materials. Chem Mater. 2010;23:310.
  • Friot B, Boyd D, Willis K, et al. Hydrogen-bonded polycatenar mesogens. Liq Cryst. 2000;27:605.
  • Paleos CM, Tsiourvas D. Supramolecular hydrogen-bonded liquid crystals. Liq Cryst. 2001;28:1127.
  • Kato T, Kamikawa Y. Hydrogen‐bonded systems: discrete defined aggregates by intermolecular H‐bonding, amides, carboxylic acids, and heterocycles. Handb Liq Cryst. 2014; 5:513.
  • Sm J, Martínez‐Felipe A, Storey J, et al. A twist‐bend nematic phase driven by hydrogen bonding. Angew Chem Int Ed. 2015;54:643.
  • Alaasar M, Poppe S, Dong Q, et al. Mirror symmetry breaking in cubic phases and isotropic liquids driven by hydrogen bonding. Chem Commun. 2016;52:13869.
  • Alaasar M. Azobenzene-containing bent-core liquid crystals: an overview. Liq Cryst. 2016;43:2208.
  • Bisoyi HK, Li Q. Light-driven liquid crystalline materials: from photo-induced phase transitions and property modulations to applications. Chem Rev. 2016;116:15089.
  • Alaasar M, Poppe S, Dong Q, et al. Isothermal chirality switching with non‐polarized light. Angew Chem. 2017; 56: 10801 –10805.
  • Chen Y, Yu H, Quan M, et al. Photothermal effect of azopyridine compounds and their applications. RSC Adv. 2015;5:4675.
  • Garcia-Amorós J, Reig M, Cuadrado A, et al. A photoswitchable bis-azo derivative with a high temporal resolution. Chem Commun. 2014;50:11462.
  • Chen Y, Yu H, Zhang L, et al. Photoresponsive liquid crystals based on halogen bonding of azopyridines. Chem Commun. 2014;50:9647.
  • Pfletscher M, Wölper C, Gutmann JS, et al. A modular approach towards functional supramolecular aggregates–subtle structural differences inducing liquid crystallinity. Chem Commun. 2016;52:8549.
  • Zhou W, Yu H. Different morphologies of self-assembled nanofibers fabricated with amphiphilic low-molecular-weight azopyridinium salts. RSC Adv. 2013;3:22155.
  • Zhou W, Kobayashi T, Zhu H, et al. Electrically conductive hybrid nanofibers constructed with two amphiphilic salt components. Chem Commun. 2011;47:12768.
  • Zhang H, Hao R, Jackson JK, et al. Janus ultrathin film from multi-level self-assembly at air–water interfaces. Chem Commun. 2014;50:14843.
  • J-I M, Yoshitake A, Kondo M, et al. Is chemical crosslinking necessary for the photoinduced bending of polymer films? J Mater Chem. 2008;18:63.
  • Aoki K, Nakagawa M, Ichimura K. Self-assembly of amphoteric azopyridine carboxylic acids: organized structures and macroscopic organized morphology influenced by heat, pH change, and light. J Am Chem Soc. 2000;122:10997.
  • Alaasar M, Tschierske C, Prehm M. Hydrogen-bonded supramolecular complexes formed between isophthalic acid and pyridine-based derivatives. Liq Cryst. 2011;38:925.
  • Ahmed H, Naoum M. Mesophase behaviour of azobenzene-based angular supramolecular hydrogen-bonded liquid crystals. Liq Cryst. 2016;43:222.
  • Naoum MM, Fahmi AA, Refaie AA, et al. Novel hydrogen-bonded angular supramolecular liquid crystals. Liq Cryst. 2012;39:47–61.
  • Naoum M, Fahmi A, Alaasar M. Supramolecular hydrogen-bonded liquid crystals formed from 4-(4′-Pyridylazophenyl)-4 ″–substituted benzoates and 4-Alkoxybenzoic acids. Mol Cryst Liq Cryst. 2008;482:57–70.
  • Naoum M, Fahmi A, Alaasar M. Supramolecular hydrogen-bonded liquid crystals formed from 4-(4′-pyridylazophenyl)-4 ″-alkoxy benzoates and 4-substituted benzoic acids. Mol Cryst Liq Cryst. 2008;487:74–91.
  • Naoum M, Fahmi A, Alaasar M. Supramolecular liquid crystals induced by hydrogen-bonding interactions between non-mesomorphic compounds. I. 4-(4′-Pyridylazophenyl)-4 ″-substituted benzoates and 4-substituted benzoic acids. Mol Cryst Liq Cryst. 2009;506:22–33.
  • Naoum MM, Fahmi AGA, Almllal WA. Supramolecular liquid crystals induced by hydrogen-bonding interactions between non-mesomorphic compounds. II. Effect of lateral substitution. Mol Cryst Liq Cryst. 2010;518:109.
  • Janietz D, Bauer M. Chromophoric poly (vinyl alcohol derivative) s, 1. Synthesis and spectroscopical characterization of some poly (vinyl alcohol) s with alkoxyazobenzenecarbonyl substituents. Macromol Chem Phys. 1991;192:2635.
  • Ahmed H, Naoum M, Saad G. Mesophase behaviour of 1: 1 mixtures of 4-n-alkoxyphenylazo benzoic acids bearing terminal alkoxy groups of different chain lengths. Liq Cryst. 2016;43:1259.
  • Cammenga HK, Eysel W, Gmelin E, et al. The temperature calibration of scanning calorimeters: part 2. Calibration substances. Thermochim Acta. 1993;219:333.
  • Cleland W, Kreevoy MM. Low-barrier hydrogen bonds and enzymic catalysis. Science. 1994;264:1887.
  • Lizu M, Lutfor M, Surugau N, et al. Synthesis and characterization of ethyl cellulose–based liquid crystals containing azobenzene chromophores. Mol Cryst Liq Cryst. 2010;528:64–73.
  • Martinez-Felipe A, Cook AG, Abberley JP, et al. An FT-IR spectroscopic study of the role of hydrogen bonding in the formation of liquid crystallinity for mixtures containing bipyridines and 4-pentoxybenzoic acid. RSC Adv. 2016;6:108164.
  • Martínez-Felipe A, Imrie CT. The role of hydrogen bonding in the phase behaviour of supramolecular liquid crystal dimers. J Mol Struct. 2015;1100:429.
  • Ghanem A, Noel C. FTIR investigation of two alkyl-p-terphenyl-4, 4 ″-dicarboxylates in their crystalline, smectic and isotropic phases. Mol Cryst Liq Cryst. 1987;150:447.
  • Paterson DA, Martínez-Felipe A, Jansze SM, et al. New insights into the liquid crystal behaviour of hydrogen-bonded mixtures provided by temperature-dependent FTIR spectroscopy. Liq Cryst. 2015;42:928.
  • Walker R, Pociecha D, Abberley J, et al. Spontaneous chirality through mixing achiral components: a twist-bend nematic phase driven by hydrogen-bonding between unlike components. Chem Commun. 2018;54:3383.
  • Imrie C. Laterally substituted dimeric liquid crystals. Liq Cryst. 1989;6:391.
  • Schroeder J, Bristol D. Liquid crystals. IV. Effects of terminal substituents on the nematic mesomorphism of p-phenylene dibenzoates. J Org Chem. 1973;38:3160.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.