Controlling the interfacial dipole via functionalization of quinoxaline-based small molecules for electron transport layer in organic light emitting diodes

References

• C. Keum, C. Murawski, E. Archer, S. Kwon, A. Mischok, and M.C. Gather, Nat. Commun. 11 (2020).
   Google Scholar
• M.A. Fusella, R. Saramak, R. Bushati, V.M. Menon, M.S. Weaver, N.J. Thompson, and J.J. Brown, Nature 585, 379–382 (2020).
   PubMed Web of Science ®Google Scholar
• M. Singh, H.M. Haverinen, P. Dhagat, and G.E. Jabbour, Adv. Mater. 22, 673–685 (2010).
   PubMed Web of Science ®Google Scholar
• R.H. Friend, R.W. Gymer, A.B. Holmes, J.H. Burroughes, R.N. Marks, C. Taliani, D.D.C. Bradley, D.A. dos Santos, J.L. Bre das, M. lo È gdlund, and W.R. Salaneck, Electroluminescence Conjug. Polym. 397 (1999).
   Google Scholar
• J.A. Rogers, T. Someya, and Y. Huang, Science 327, 1603 (2010).
   PubMed Web of Science ®Google Scholar
• C.W. Tang, and S.A. Vanslyke, Appl. Phys. Lett. 51, 913–915 (1987).
   Web of Science ®Google Scholar
• G. Hong, X. Gan, C. Leonhardt, Z. Zhang, J. Seibert, J.M. Busch, and S. Bräse, Adv. Mater. 33 (2021).
   Google Scholar
• S. Sudheendran Swayamprabha, D.K. Dubey, R.A.K. Yadav, M.R. Nagar, A. Sharma, F.C. Tung, and J.H. Jou, Adv. Sci. 8 (2021).
   Google Scholar
• T.-H. Han, M.-R. Choi, C.-W. Jeon, Y.-H. Kim, S.-K. Kwon, and T.-W. Lee, Sci. Adv. 2, 3.10 (2016).
   Google Scholar
• A. van Oostrom, and L. Augustus, Appl. Surf. Sci. 2, 173–186 (1979).
   Web of Science ®Google Scholar
• A.R. Brown, N.C. Greenham, J.H. Burroughes, D.D.C. Bradley, R.H. Friend, P.L. Burn, A. Kraft, and A.B. Holmes, Chem. Phys. Lett. 200, 46–54 (1992).
   Web of Science ®Google Scholar
• A. Turak, Electron. Mater. 2, 198–221 (2021).
   Google Scholar
• C. Amruth, B. Luszczynska, W. Rekab, M.Z. Szymanski, and J. Ulanski, Polymers (Basel) 13, 1–16 (2021).
   Google Scholar
• T.R. Briere, and A.H. Sommer, J. Appl. Phys. 48, 3547–3550 (1977).
   Web of Science ®Google Scholar
• T. Ma, R. Jacobs, J. Booske, and D. Morgan, J. Phys. Chem. C 125, 17400–17410 (2021).
   Web of Science ®Google Scholar
• E.G. Jeong, J.H. Kwon, K.S. Kang, S.Y. Jeong, and K.C. Choi, J. Inf. Disp. 21, 19–32 (2020). 17
   Google Scholar
• H.J. Jang, J.Y. Lee, J. Kim, J. Kwak, and J.H. Park, J. Inf. Disp. 21, 1–9 (2020).
   Google Scholar
• T. Bak, M.K. Nowotny, L.R. Sheppard, and J. Nowotny, J. Phys. Chem. C 112, 12981–12987 (2008).
   Web of Science ®Google Scholar
• B.R. Lee, S. Lee, J.H. Park, E.D. Jung, J.C. Yu, Y.S. Nam, J. Heo, J.Y. Kim, B.S. Kim, and M.H. Song, Adv. Mater. 27, 3553–3559 (2015).
   PubMed Web of Science ®Google Scholar
• N. Tokmoldin, N. Griffiths, D.D.C. Bradley, and S.A. Hague, Adv. Mater. 21, 3475–3478 (2009).
   Web of Science ®Google Scholar
• B. Tong, J. Du, L. Yin, D. Zhang, W. Zhang, Y. Liu, Y. Wei, C. Liu, Y. Liang, D.-M. Sun, L.-P. Ma, H.-M. Cheng, and W. Ren, Nat. Commun. 13, 4987 (2022).
   PubMedGoogle Scholar
• Y. Shao, G.C. Bazan, and A.J. Heeger, Adv. Mater. 19, 365–370 (2007).
   Web of Science ®Google Scholar
• D.R. Macfarlane, M. Forsyth, P.C. Howlett, J.M. Pringle, J. Sun, G. Annat, W. Neil, and E.I. Izgorodina, Acc. Chem. Res. 40, 1165–1173 (2007).
   PubMed Web of Science ®Google Scholar
• R. Martín, L. Teruel, C. Aprile, J.F. Cabeza, M. Álvaro, and H. García, Tetrahedron 64, 6270–6274 (2008).
   Web of Science ®Google Scholar
• S. Lee, H. Kim, and Y. Kim, InfoMat 3, 61–81 (2021).
   Google Scholar
• T. Sasaki, M. Hasegawa, K. Inagaki, H. Ito, K. Suzuki, T. Oono, K. Morii, T. Shimizu, and H. Fukagawa, Nat. Commun. 12 (2021).
   Google Scholar
• S.O. Jeon, S.E. Jang, H.S. Son, and J.Y. Lee, Adv. Mater. 23, 1436–1441 (2011).
   PubMed Web of Science ®Google Scholar
• S. Gong, Y.L. Chang, K. Wu, R. White, Z.H. Lu, D. Song, and C. Yang, Chem. Mater. 26, 1463–1470 (2014).
   Web of Science ®Google Scholar
• C. Adachi, T. Tsutsui, and S. Saito, Appl. Phys. Lett. 55, 1489–1491 (1989).
   Web of Science ®Google Scholar
• M.H. Tsai, H.W. Lin, H.C. Su, T.H. Ke, C.C. Wu, F.C. Fang, Y.L. Liao, K.T. Wong, and C.I. Wu, Adv. Mater. 18, 1216–1220 (2006).
   Web of Science ®Google Scholar
• R.A.K. Yadav, D.K. Dubey, S.Z. Chen, T.W. Liang, and J.H. Jou, Sci. Rep. 10 (2020).
   Google Scholar
• Z. Liu, W.Y. Zheng, P. Wei, Z. Xu, D. Song, B. Qiao, and S. Zhao, RSC Adv. 10, 13215–13222 (2020).
   PubMed Web of Science ®Google Scholar
• Y.T. Tao, E. Balasubramaniam, A. Danel, B. Jarosz, and P. Tomasik, Appl. Phys. Lett. 77, 1575–1577 (2000).
   Web of Science ®Google Scholar
• H. Yoshida, J. Phys. Chem. C 119, 24459–24464 (2015).
   Web of Science ®Google Scholar
• I.G. Hill, and A. Kahn, J. Appl. Phys. 86, 4515–4519 (1999).
   Web of Science ®Google Scholar
• D. Ji, J. Jang, J.H. Park, D. Kim, Y.S. Rim, D.K. Hwang, and Y.Y. Noh, J. Inf. Disp. 22, 1–11 (2021).
   Google Scholar
• L. Jäger, T.D. Schmidt, and W. Brütting, AIP Adv. 6 (2016).
   Google Scholar
• L. Chen, Q. Chen, C. Wang, and Y. Li, J. Am. Chem. Soc. 142, 18281–18292 (2020).
   PubMed Web of Science ®Google Scholar
• C. Liu, K. Huang, W.T. Park, M. Li, T. Yang, X. Liu, L. Liang, T. Minari, and Y.Y. Noh, Mater. Horiz. 4, 608–618 (2017).
   Web of Science ®Google Scholar
• M. Knupfer, and G. Paasch, J. Vac. Sci.Technol. A: Vac. Surf. Films 23, 1072–1077 (2005).
   Web of Science ®Google Scholar
• Q. Wang, Y. Zhou, H. Zheng, J. Shi, C. Li, C.Q. Su, L. Wang, C. Luo, D. Hu, J. Pei, J. Wang, J. Peng, and Y. Cao, Org. Electron. 12, 1858–1863 (2011).
   Web of Science ®Google Scholar
• Z. Hu, Z. Zhong, K. Zhang, Z. Hu, C. Song, F. Huang, J. Peng, J. Wang, and Y. Cao, NPG Asia. Mater. 9, e379 (2017).
   Google Scholar
• J.T. Kim, J. Lee, S. Jang, Z. Yu, J.H. Park, E.D. Jung, S. Lee, M.H. Song, D.R. Whang, S. Wu, S.H. Park, D.W. Chang, and B.R.. Lee, J. Mater. Chem. A Mater. 8, 13501–13508 (2020).
   Google Scholar
• J. Bian, S. Chen, L. Qiu, R. Tian, Y. Man, Y. Wang, S. Chen, J. Zhang, C. Duan, C. Han, and H. Xu, Adv. Mater. 34, 2110547 (2022).
   Google Scholar
• C. Han, R. Du, H. Xu, S. Han, P. Ma, J. Bian, C. Duan, Y. Wei, M. Sun, X. Liu, and W. Huang, Nat. Commun. 12, 3640 (2021).
   PubMedGoogle Scholar
• Y. Murat, H. Lüder, M. Köpke, J. Buhl, and M. Gerken, J. Electron. Mater. 50, 2556–2564 (2021).
   Web of Science ®Google Scholar
• S. Burns, J. Macleod, T. Trang Do, P. Sonar, and S.D. Yambem, Sci. Rep. 7 (2017).
   Google Scholar
• M.S. Kwon, J. Gierschner, S.J. Yoon, and S.Y. Park, Adv. Mater. 24, 5487–5492 (2012).
   PubMed Web of Science ®Google Scholar
• H. Ishii, S. Obata, N. Niitsu, S. Watanabe, H. Goto, K. Hirose, N. Kobayashi, T. Okamoto, and J. Takeya, Sci. Rep. 10 (2010).
   Google Scholar
• A. Hofmann, M. Schmid, and W. Brütting, Adv. Opt. Mater. 9 (2021).
   Google Scholar
• K.M. Pelzer, L. Cheng, and L.A. Curtiss, J. Phys. Chem. C 121, 237–245 (2017).
   Web of Science ®Google Scholar
• Gaussian 16,: Revision A.03, M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, G. Scalmani, V. Barone, G.A. Petersson, H. Nakatsuji, X. Li, M. Caricato, A.V. Marenich, J. Bloino, B.G. Janesko, R. Gomperts, B. Mennucci, H.P. Hratchian, J.V. Ortiz, A.F. Izmaylov, J.L. Sonnenberg, D. Williams-Young, F. Ding, F. Lipparini, F. Egidi, J. Goings, B. Peng, A. Petrone, T. Henderson, D. Ranasinghe, V.G. Zakrzewski, J. Gao, N. Rega, G. Zheng, W. Liang, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, K. Throssell, J.A. Montgomery, J.E. Peralta, F. Ogliaro, M.J. Bearpark, J.J. Heyd, E.N. Brothers, K.N. Kudin, V.N. Staroverov, T.A. Keith, R. Kobayashi, J. Normand, K. Raghavachari, A.P. Rendell, J.C. Burant, S.S. Iyengar, J. Tomasi, M. Cossi, J.M. Millam, M. Klene, C. Adamo, R. Cammi, J.W. Ochterski, R.L. Martin, K. Morokuma, O. Farkas, J.B. Foresman, and D.J. Fox, Gaussian, Inc., Wallingford CT, 2016).
   Google Scholar
• J.C. Blakesley, F.A. Castro, W. Kylberg, G.F.A. Dibb, C. Arantes, R. Valaski, M. Cremona, J.S. Kim, and J.S. Kim, Org. Electron. 15, 1263–1272 (2014).
   Web of Science ®Google Scholar
• J. Sohn, D. Ko, H. Lee, J. Han, S.D. Lee, and C. Lee, Org. Electron. 70, 286–291 (2019).
   Web of Science ®Google Scholar