Abstract
Aligned organic thin films with polarized luminescence are obtained by means of the slow vapor deposition of fluorescent blue emitting organic liquid crystalline dipolar molecules, 4-(n-penthyl)-3-chloro-4‴-trifluoromethoxy-[1,1ʹ,4ʹ,1ʺ,4ʺ,1‴-quaterphenyl] (M-BLUE), and red emitting molecules, 4-(dicyanomethylene)-2-(4-amylcyclohexyl)-6[4-(dimethylaminostyryl)]-4H-pyran molecule (M-RED), on the surface of the rubbed conducting polymer (PEDOT:PSS). The polarization degree of M-BLUE thin film was found to be 31%, and for M-RED it is 48%. Essential luminescence quenching by PEDOT:PSS was observed. Strong blue shift of M-RED luminescence on PEDOT:PSS substrate is caused probably because of strong interaction between these counterparts.
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References
Abbaszadeh D, Wetzelaer GAH, Nicolai HT, Blom PWM (2014) Exciton quenching at PEDOT:PSS anode in polymer blue-light-emitting diodes. J Appl Phys 116:224508. https://doi.org/10.1063/1.4903952
Al-Lawati ZH, Bushby RJ, Evans SD (2013) Alignment of a columnar hexagonal discotic liquid crystal on self-assembled monolayers. J Phys Chem C 117:7533–7539. https://doi.org/10.1021/jp3111056
Bolink HJ, Baranoff E, Clemente-León M, Coronado E, Lardiés N, López-Muñoz A, Repetto D, NazeeruddinMd K (2010) Dual-emitting Langmuir−Blodgett film-based organic light-emitting diodes. Langmuir 26:11461–11468. https://doi.org/10.1021/la100956w
Changha J, Chanhyuk P, Taehyung K, Hyo K (2019) Vertical alignment of liquid crystals on plant-based vanillin derivative-substituted polystyrene films. RSC Adv 9:14188–14193. https://doi.org/10.1039/C9RA02629K
Chen XL, Bao Z, Sapjeta BJ, Lovinger AJ, Crone B (2000) Polarized electroluminescence from aligned chromophores by the friction transfer method. Adv Mater 12:344–347. https://doi.org/10.1002/(SICI)1521-4095(200003)12:5%3c344:AID-ADMA344%3e3.0.CO;2-P
Choong V, Park Y, Gao Y, Hsieh BR, Tang CW (1997) Metal induced photoluminescence quenching of a phenylenevinylene oligomer and its recovery. Macromol Symp 125:83–97. https://doi.org/10.1002/masy.19981250107
Contoret AEA, Farrar SR, Jackson PO, Khan SM, May L, O’Neill M, Nicholls JE, Kelly SM, Richards GJ (2000) Polarized electroluminescence from an anisotropic nematic network on a non-contact photoalignment layer. Adv Mater 12:971–974. https://doi.org/10.1002/1521-4095(200006)12:13%3c971:AID-ADMA971%3e3.0.CO;2-J
Dalal SS, Walters DM, Lyubimov I, de Pablo JJ, Ediger MD (2015) Tunable molecular orientation and elevated thermal stability of vapor-deposited organic semiconductors. Proc Natl Acad Sci USA 112:4227–4232. https://doi.org/10.1073/pnas.1421042112
Debgupta J, Mandal S, Kalita H, Aslam M, Patra A, Pillai V (2014) Photophysical and photoconductivity properties of thiol-functionalized graphene–CdSe QD composites. RSC Adv 4:13788. https://doi.org/10.1039/C3RA47420H
Fukuhara K, Nagano S, Hara M, Seki T (2014) Free-surface molecular command systems for photoalignment of liquid crystalline materials. Nat Commun 5:3320. https://doi.org/10.1038/ncomms4320
Gebauer W, Langner A, Schneider M, Sokolowski M, Umbach E (2004) Luminescence quenching of ordered π-conjugated molecules near a metal surface:quaterthiophene and PTCDA on Ag(111). Phys Rev B 69:155431. https://doi.org/10.1103/PhysRevB.69.155431
Hobza P, Havlas Z (2000) Blue-shifting hydrogen bonds. Chem Rev 100:4253–4264. https://doi.org/10.1021/cr990050q
Ivanko I, Pánek J, Svoboda J, Zhigunov A, Tomšík E (2019) Tuning the photoluminescence and anisotropic structure of PEDOT. J Mater Chem C 7:7013–7019. https://doi.org/10.1039/C9TC00955H
Karbovnyk I, Olenych I, Kukhta IN, Lugovskii A, Sasnouski G, Chutora T, Luchechko A, Khalakhan I, Kukhta AV (2017) Electric field oriented nanostructured organic thin films with polarized luminescence. Nanoscale Res Lett 12:166. https://doi.org/10.1186/s11671-017-1936-9
Karbovnyk I, Kukhta IN, Lugovskii A, Taoubi M, Turko B, Sadovyi B, Sarzynski M, Luchechko A, Klym H, Kukhta AV (2018) Effect of nonresonant polarized laser irradiation on the formation of nanostructured organic thin films. Appl Nanosci. https://doi.org/10.1007/s13204-018-0702-3
Karbovnyk I, Sadovyi B, Turko B, Sarzynski M, Luchechko A, Kukhta IN, Klym H, Lugovskii AN, Kukhta AV (2019) Formation of oriented luminescent organic thin films on modified polymer substrate. Appl Nanosci. https://doi.org/10.1007/s13204-019-00969-8
Koyama T, Matsuno T, Yokoyama Y, Kishida H (2015) Photoluminescence of poly(3,4-ethylenedioxythiophene)/poly(styrenesulfonate) in the visible region. J Mat Chem C 3:8307–8310. https://doi.org/10.1039/c5tc01531f
Kukhta AV, Kolesnik EE, Kukhta IN, Dudko EV, Tolkachev VA, Osipov KA, Pavlovskii VN, Olkhovik VK, Galinovskii NA (2008) Effect of temperature and oxygen on luminescence spectra and polarization of divinylbenzoxazolylbiphenyl thin films. J Fluoresc 18:633–637. https://doi.org/10.1007/s10895-008-0325-2
Kukhta AV, Kukhta IN, Kolesnik EE, Olkhovik V, Galinovskii NA, Javnerko GK (2009) Spectroscopic and morphological properties of dibenzoxazolylbiphenyl thin films. J Fluoresc 19:989–996. https://doi.org/10.1007/s10895-009-0498-3A
Lakowicz JR (2006) Principle of fluorescence spectroscopy. Springer, Berlin
Lee K-W, Paek S-H, Lien A, Durning C, Fukuro H (1996) Microscopic molecular reorientation of alignment layer polymer surfaces induced by rubbing and its effects on LC pretilt angles. Macromolecules 29:8894–8899. https://doi.org/10.1021/ma960683w
Liedtke A, O’Neill M, Wertmöller A, Kitney SP, Kelly SM (2008) White-light OLEDs using liquid crystal polymer networks. Chem Mater 20:3579–3586. https://doi.org/10.1021/cm702925f
Love JC, Estroff LA, Kriebel JK, Nuzzo RG, Whitesides GM (2005) Self-assembled monolayers of thiolates on metals as a form of nanotechnology. Chem Rev 105:1103–1169. https://doi.org/10.1021/cr0300789
Okano K, Matsuura N, Kobayashi S (1982) Alignment of a liquid crystal on an anisotropic substrate. Jpn J Appl Phys 21:L109–L110. https://doi.org/10.1143/JJAP.21.L109
Ree M (2006) High performance polyimides for applications in microelectronics and flat panel displays. Macromol Res 14:1–33. https://doi.org/10.1007/BF03219064
Schadt M (2017) Liquid crystal displays, LC-materials and LPP photo-alignment. MolCrystLiqCryst 647:253–268. https://doi.org/10.1080/15421406.2017.1289604
Sun K, Zhang S, Li P, Xia Y, Zhang X, Du D, Isikgor FH, Ouyang J (2015) Review on application of PEDOTs and PEDOT:PSS in energy conversion and storage devices. J Mater Sci Mater Electron 26:4438–4462. https://doi.org/10.1007/s10854-015-2895-5
Tsu-Ruey C, Szu-Hua C, Yen-Te C, Yi-Ting L, Chih-Yu C (2015) Highly conductive PEDOT:PSS films by post-treatment with dimethyl sulfoxide for ITO-free liquid crystal display. J Mat Chem C 3:3760–3766. https://doi.org/10.1039/c5tc00276a
Wang Y, Shi J, Chen J, Zhu W, Baranoff ED (2015) Recent progress in luminescent liquid crystal materials: design, properties and application for linearly polarised emission. J Mater Chem C 3:7993–8005. https://doi.org/10.1039/C5TC01565K
Weis M, Otsuka T, Taguchi D, Manaka T, Iwamoto M (2015) Charge injection and accumulation in organic light-emitting diode with PEDOT:PSS anode. J Appl Phys 117:155503. https://doi.org/10.1063/1.4918556
Zhimeng Y, Xia Y, Donghe D, Ouyang J (2016) PEDOT:PSSfilms with metallic conductivity through a treatment with common organic solutions of organic salts and their application as a transparent electrode of polymer solar cells. ACS Appl Mater Interfac 8:11629–11638. https://doi.org/10.1021/acsami.6b00317
Zhipeng L, Zhiyong J, Ming Y, Xiaoqing W (2019) Recent progress of BODIPY dyes with aggregation-induced emission. Front Chem. https://doi.org/10.3389/fchem.2019.00712
Acknowledgements
HK and BS are grateful to Ministry of Education and Science of Ukraine for support of their research. IK is thankful for the support of State Education Development Agency of the Republic of Latvia. KD and TK acknowledge the support by the Tomsk State University academician D.I. Mendeleev Fund Program (Grant № 8.2.20.2018).
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Kukhta, A.V., Maksimenko, S.A., Degtyarenko, K.M. et al. Alignment of luminescent liquid crystalline molecules on modified PEDOT:PSS substrate. Appl Nanosci 10, 5063–5068 (2020). https://doi.org/10.1007/s13204-020-01278-1
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DOI: https://doi.org/10.1007/s13204-020-01278-1