356
Views
4
CrossRef citations to date
0
Altmetric
Article

Fluorescent bent-core mesogens with thiophene-based central unit

ORCID Icon, , ORCID Icon & ORCID Icon
Pages 1803-1810 | Received 23 Jan 2020, Accepted 10 Feb 2020, Published online: 26 Feb 2020

References

  • Bulumulla C, Gunawardhana R, Kularatne RN, et al. Thieno[3,2-b]pyrrole-benzothiadiazole banana-shaped small molecules for organic field-effect transistors. ACS Appl Mater Interfaces. 2018;10:11818−11825.
  • Weiping W, Yunqi L, Daoben Z. π-Conjugated molecules with fused rings for organic field-effect transistors: design, synthesis and applications. Chem Soc Rev. 2010;39:1489–1502.
  • Wang Q, Ma D. Management of charges and excitons for high-performance white organic light-emitting diodes. Chem Soc Rev. 2010;39:2387–2398.
  • Mitschke U, Bäuerle P. The electroluminescence of organic materials. J Mater Chem. 2000;10:1471–1507.
  • Jones BA, Facchetti A, Wasielewski MR, et al. Tuning orbital energetics in arylene diimide semiconductors. Materials design for ambient stability of n-type charge transport. J Am Chem Soc. 2007;129:15259–15278.
  • Xin H, Kim FS, Jenekhe SA. Highly efficient solar cells based on poly(3-butylthiophene) nanowire. J Am Chem Soc. 2008;130:5424–5425.
  • Birks JB. Photophysics of aromatic molecules. London (UK): Wiley; 1970.
  • Hong Y, Lam JWY, Tang BZ. Aggregation-induced emission: phenomenon, mechanism and applications. Chem Commun. 2009;29:4332–4353.
  • Wakamiya A, Mori K, Yamaguchi S. 3-Boryl-2,2ʹ-bithiophene as a versatile core skeleton for full-color highly emissive organic solids. Angew Chem Int Ed. 2007;46:4273–4276.
  • Guo K, Gao Z, Cheng J, et al. Linear thiophene-containing π-conjugated aldehydes with aggregation-induced emission for building solid red luminophors. Dyes Pigm. 2015;115:166–171.
  • Hiscock KL, Raycraft BM, Wałęsa-Chorab M, et al. Synthesis and characterization of liquid crystalline tetraoxapentacene derivatives exhibiting aggregation-induced emission. Chem Eur J. 2019;25:1018–1028.
  • O’Neill M, Kelly SM. Liquid crystals for charge transport, luminescence, and photonics. Adv Mater. 2003;15:1135–1146.
  • Zhao KQ, Du JQ, Long XH, et al. Design of Janus triphenylene mesogens: facile synthesis, mesomorphism, photoluminescence, and semiconductivity. Dyes Pigm. 2017;143:252–260.
  • Kivala M, Pisula W, Wang S, et al. Columnar self-assembly in electron-deficient heterotriangulenes. Chem Eur J. 2013;19:8117–8128.
  • ChX L, Wang H, Du JQ, et al. Molecular design of benzothienobenzothiophene-cored columnar mesogens: facile synthesis, mesomorphism, and charge carrier mobility. J Mater Chem C. 2018;6:4471–4478.
  • Matraszek J, Mieczkowski J, Pociecha D, et al. Molecular factors responsible for the formation of the axially polar columnar mesophase ColhPA. Chem Eur J. 2007;13:3377–3385.
  • Takezoe H, Kishikawab K, Gorecka E. Switchable columnar phases. J Mater Chem. 2006;16:2412–2416.
  • Karuppusamy A, Ramkumar V, Kannan P, et al. Effect of linking groups on 2, 5-disubstituted thiophene with chalcone as the side arm containing bent-core materials. Soft Mater. 2017;15:132–144.
  • Li X, Kang S, Lee SK, et al. Unusual formation of switchable hexagonal columnar phase by bent-shaped molecules with low bent-angle naphthalene central core and alkylthio tail. Jpn J Appl Phys. 2010;49:121701.
  • Mehmood U, Mansha M, Ullah N. 3-Hexyl-2,5-diphenylthiophene:phenylenevinylene-based conjugated polymer for solar cells application. Dyes Pigm. 2017;144:218–222.
  • Bajzíková K, Veselý J, Kozmík V, et al. Diphenylthiophenes as central part for the design of bent-core liquid crystalline compounds. J Mol Liq. 2018;267:496–503.
  • Wojcik M, Lewandowski W, Matraszek J, et al. Liquid-crystalline phases made of gold nanoparticles. Angew Chem Int Ed. 2009;48:1–4.
  • Dressel C, Liu F, Prehm M, et al. Dynamic mirror-symmetry breaking in bicontinuous cubic phases. Angew Chem Int Ed. 2014;53:13115–13120.
  • Wolska JM, Wilk J, Pociecha D, et al. Optically active cubic liquid crystalline phase made of achiral polycatenar stilbene derivatives. Chem Eur J. 2017;23:6853–6857.
  • Zoho L, Wang L. Functionalized ionic liquid as an efficient and recyclable reaction medium for phosphine-free palladium-catalyzed Heck reaction. Synthesis. 2006;16:2653–2658.
  • Deng SL, Chen TL, Chien WL, et al. Aggregation-enhanced emission in fluorophores containing pyridine and triphenylamine terminals: restricted molecular rotation and hydrogen-bond interaction. J Mater Chem C. 2014;2:651–659.
  • Szydłowska J, Sitkiewicz A, Nazaruk E, et al. Fluorescent and charge transport properties of columnar phases made of mono and bi-phenazine derivatives. Soft Matter. 2018;14:2104–2111.
  • Belletete M, Morin JF, Beaupre S, et al. Spectroscopic and photophysical properties of thiophene-fluorene oligomers as well as their corresponding polyesters. Macromolecules. 2001;34:2288−2297.
  • Belletete M, Mazerolle L, Desrosiers M, et al. Spectroscopy and photophysics of some oligomers and polymers derived from thiophenes. Macromolecules. 1995;28:8587−8597.
  • Kumar Reddy YS, Lobo NP, Sampath S, et al. Morphology, mesophase, and molecular order of 3‑Hexyl Thiophene-based π‑conjugated mesogens. J Phys Chem C. 2016;120:17960−17971.
  • Guo K, Yan K, Lu X, et al. Dithiafulvenyl unit as a new donor for high-efficiency dye-sensitized solar cells: synthesis and demonstration of a family of metal-free organic sensitizers. Org Lett. 2012;14:2214–2217.
  • Naeem KC, Subhakumari A, Varughese S, et al. Heteroatom induced contrasting effects on the stimuli responsive properties of anthracene based donor-π-acceptor fluorophores. J Mater Chem C. 2015;3:10225–10231.
  • Bedi A, Zade SS. Benzodithiophene based π-conjugated macrocycles: synthesis, morphology and electrochemical characterization. Org Biomol Chem. 2014;12:7375–7380.
  • Sasaki S, Igawab K, Konishi G. The effect of regioisomerism on the solid-state fluorescence of bis(piperidyl)anthracenes: structurally simple but bright AIE luminogens. J Mater Chem C. 2015;3:5940–5950.

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.