226
Views
6
CrossRef citations to date
0
Altmetric
Original Articles

6-Hydroxyhexyl 4-(E)-4-alkoxy/halostyryl)benzoates: synthesis, characterisation and study of mesomorphic and fluorescent properties

, , , &
Pages 628-642 | Received 16 Jun 2015, Accepted 17 Aug 2016, Published online: 06 Sep 2016

References

  • Bahadur B. Liquid crystals: applications and uses. Vol. 3. Singapore: World Scientific; 1992.
  • Staromlynska J, Rees SM, Gillyon MP. High performance tunable filters. Appl Opt. 1998;37:1081–1088. DOI:10.1364/AO.37.001081.
  • Manabe T, Sonoyama K, Takanishi Y, et al. Toward practical application of cholesteric liquid crystals to tunable lasers. J Mater Chem. 2008;18:3040–3043. DOI:10.1039/B802461H.
  • Sen A, Kupcho KA, Grinwald BA, et al. Liquid crystal-based sensors for selective and quantitative detection of nitrogen dioxide. Sens Actuators B. 2013;178:222–227. DOI:10.1016/j.snb.2012.12.036.
  • Funada F, Matsuura M, Wada T Optical filter in fluorescent liquid crystal display devices. U. S. Patent 4416515. 1983.
  • Ramaguchi R, Ito Y, Sato Y, et al. Multicolor fluorescent liquid crystal display using a UV light emitting diode. Mol Cryst Liq Cryst. 1999;331:557–565. DOI:10.1080/10587259908047558.
  • Tuzimoto P, Santos DMPO, Moreira TdS, et al. Luminescent liquid crystals containing a sulphur-based heterocyclic core. Liq Cryst. 2014;41:1097–1108. DOI:10.1080/02678292.2014.903003.
  • Girotto E, Eccher J, Vieira AA, et al. Luminescent columnar liquid crystals based on 1,3,4-oxadiazole. Tetrahedron. 2014;70:3355–3360. DOI:10.1016/j.tet.2013.09.079.
  • Girotto E, Bechtold IH, Gallardo H. New liquid crystals derived from thiophene connected to the 1,2,3-triazole heterocycle. Liq Cryst. 2015;42:1798–1807. DOI:10.1080/02678292.2015.1099170.
  • Marcelo NF, Vieira AA, Cristiano R, et al. Polarized light emission from aligned luminescent liquid crystal films based on 4,7-disubstituted- 2,1,3-benzothiadiazoles. Synth Met. 2009;159:675–680. DOI:10.1016/j.synthmet.2008.12.014;.
  • Alliprandini-Filho P, Borges GF, Calixto WB, et al. Molecular alignment effects on spectroscopic properties 2,1,3-benzothiadiazole guested in liquid–crystalline compounds. Chem Phys Lett. 2010;487:263–267. DOI:10.1016/j.cplett.2010.01.031;.
  • Shimizu Y, Oikawa K, Nakayama K-I, et al. Mesophase semiconductors in field effect transistors. J Mater Chem. 2007;17:4223–4229. DOI:10.1039/B705534J.
  • O’Neil M, Kelly SM. Ordered materials for organic electronics and photonics. Adv Mater. 2011;23:566–584. DOI:10.1002/adma.201002884.
  • Pisula W, Zorn M, Chang JY, et al. Liquid crystalline ordering and charge transport in semiconducting materials. Macrom Rapid Commun. 2009;30:1179–1202. DOI:10.1002/marc.200900251.
  • Zhang F, Funahashi M, Tamaoki N. Flexible field-effect transistors from a liquid crystalline semiconductor by solution processes. Org Electron. 2010;11:363–368. DOI:10.1016/j.orgel.2009.11.014.
  • Iwan A, Schab-Balcerzak E, Siwy M, et al. New aliphatic–aromatic tetraphenylphthalic-based diimides: thermal, optical and electrical study. Opt Mater. 2011;33:958–967. DOI:10.1016/j.optmat.2010.12.017.
  • Steiger EL, Dietrich HJ Alkyl-stilbene liquid-crystal compounds. U. S. Patent 3742067. 1973.
  • Spells DJ, Lindsey C, Dalton LR, et al. Synthesis of terminally substituted stilbene-tolane liquid crystals. Liq Cryst. 2002;29:1529–1532. DOI:10.1080/02678290110113496.
  • Achalkuma AS, Yelamaggad CV. Light emitting, star-shaped tris(N-salicylideneaniline) discotic liquid crystals bearing trans-stilbene fluorophores: synthesis and characterization. Tetrahedron Lett. 2012;53:7108–7112. DOI:10.1016/j.tetlet.2012.10.090.
  • Celebre G, De Luca G, Di Pietro ME. The stable conformations of 4,4 ‘-dichloro-trans-stilbene in solution by liquid crystal NMR spectroscopy. J Mol Struct. 2013;1034:283–288. DOI:10.1016/j.molstruc.2012.10.057.
  • Chidichimo G, Filpo GD, Salermo G, et al. New liquid crystalline stilbene derivatives containing 1,2-dienylalkoxy chains. Mol Cryst Liq Cryst. 2007;465:165–174. DOI:10.1080/15421400701205784.
  • Muhammad K, Nazir S, Hameed S, et al. Mesomorphic and fluorescence properties of methyl 4-(4-alkoxystyryl)benzoates. Liq Cryst. 2016;43:863–873. DOI:10.1080/02678292.2016.1148205.
  • Nazir S, Muhammad K, Rauf MK, et al. (E)-4-(4-Fluorostyryl)benzoic acid. Acta Cryst. 2008;E64:o1013. DOI:10.1107/S1600536808012920.
  • De Givenchy ET, Guittard F, Bracon F, et al. Influence of different spacers on the mesomorphic properties of 4-biphenyl derivatives within the F-alkylated series. Liq Cryst. 1999;26:1163–1170. DOI:10.1080/026782999204183.
  • Lam JWY, Kong X, Dong Y, et al. Synthesis and properties of liquid crystalline polyacetylenes with different spacer lengths and bridge orientations. Macromolecules. 2000;33:5027–5040. DOI:10.1021/ma992097j.
  • Kong X, Tang BZ. Synthesis and novel mesomorphic properties of the side-chain liquid crystalline polyacetylenes containing phenyl benzoate mesogens with cyano and methoxy tails. Chem Mater. 1998;10:3352–3363. DOI:10.1021/cm9803152.
  • Adachi T, Yamamura Y, Hishida M, et al. Comprehensive characterisation of the E phase of 6-octyl-2-phenylazulene. Liq Cryst. 2012;39:1340–1344. DOI:10.1080/02678292.2012.716458.
  • Ping G, Chien C. New hydrocarbon side chain liquid crystalline polysiloxane polymers: synthesis, characterization and thermotropic behavior. J Polym Sci Part A: Polym Chem. 1998;36:2849–2863. DOI:10.1002/(SICI)1099-0518(19981130)36:16<2849::AID-POLA3>3.0.CO;2-C.
  • Jasiurkowska M, Budziak A, Czub J, et al. X-ray studies on the crystalline E phase of the 4-n-alkyl-4′-isothiocyanatobiphenyl homologous series (nBT, n = 2-10). Liq Cryst. 2008;35:513–518. DOI:10.1080/02678290801989975.
  • Cristiano R, Eccher J, Bechtold IH, et al. Luminescent columnar liquid crystals based on tristriazolotriazine. Langmuir. 2012;28:11590−11598. DOI:10.1021/la3020139.
  • Gallardo H, Conte G, Tuzimoto PA, et al. New luminescent liquid crystals based on 2,1,3-benzothiadiazole and bent five-membered N-heterocyclic cores. Liq Cryst. 2012;39:1099–1111. DOI:10.1080/02678292.2012.698313.
  • Vaday S, Geiger HC, Cleary B, et al. Structure of aggregates of trans-4-alkoxy-4′- carboxystilbenes in the solid state and in microheterogeneous media. A link between the ‘unit aggregate’ and extended arrays. J Phys Chem B. 1997;101:321–329. DOI:10.1021/jp962440b.

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.