Abstract
Since the first report on a Ru(II)-based LEC by Maness et al. in 1996, ionic transition metal complexes (iTMCs) have attracted huge interest as candidates for electroluminescent devices. In particular, after the advent of Ru-iTMCs and Os-iTMCs, Ir-iTMCs have been dominating the scene of iTMCs-based LECs, achieving high luminance and efficiency performances in concert with encouraging stabilities. Recently, the search on iTMCs based on more abundant and low-cost metals like Cu(I) or Ag(I) has attracted the interest of various research groups. Regardless of the type of iTMCs, LECs have experienced a continuous improvement in terms of efficiency, stability, turn-on time, and color by simple chemical design of iTMCs. However, there are still open challenges in the field, such as the achievement of stable and pure blue and white device. This chapter will cover selected advances regarding iTMCs with a Ru(II), Os(II), Ir(III), Cu(I), or Ag(I) ionic metal cores and their implementation in LECs divided by device color.
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References
Pei, Q., Yu, G., Zhang, C., Yang, Y., Heeger, A.J.: Polymer light-emitting electrochemical cells. Science (80-. ). 269, 1086–1088 (1995)
Maness, K.M., Terrill, R.H., Meyer, T.J., Murray, R.W., Wightman, R.M.: Solid-state diode-like chemiluminescence based on serial, immobilized concentration gradients in mixed-valent poly[Ru(Vbpy)3](PF6)2 films. J. Am. Chem. Soc. 118(43), 10609–10616 (1996)
Costa, R.D.: Light-Emitting Electrochemical Cells. Concepts, Advances and Challenges, 1st edn. Springer International Publishing, Basel (2017)
Costa, R.D., Ortí, E., Bolink, H.J., Monti, F., Accorsi, G., Armaroli, N.: Luminescent ionic transition-metal complexes for light-emitting electrochemical cells. Angew. Chem. Int. Ed. 51(33), 8178–8211 (2012)
Henwood, A.F., Zysman-Colman, E.: Luminescent iridium complexes used in light-emitting electrochemical cells (LEECs). Top. Curr. Chem. 374(4), 36 (2016)
Costa, R.D., Tordera, D., Ortí, E., Bolink, H.J., Schönle, J., Graber, S., Housecroft, C.E., Constable, E.C., Zampese, J.A.: Copper(I) complexes for sustainable light-emitting electrochemical cells. J. Mater. Chem. 21(40), 16108–16118 (2011)
Czerwieniec, R., Leitl, M.J., Homeier, H.H.H., Yersin, H.: Cu(I) complexes – thermally activated delayed fluorescence. Photophysical approach and material design. Coord. Chem. Rev. 325, 2–28 (2016)
Bizzarri, C., Hundemer, F., Busch, J., Bräse, S.: Triplet emitters versus TADF emitters in OLEDs: a comparative study. Polyhedron. 140, 51–66 (2018)
Fresta, E., Costa, R.D.: Beyond traditional light-emitting electrochemical cells-a review of new device designs and emitters. J. Mater. Chem. C. 5(23), 5643–5675 (2017)
Matyba, P., Maturova, K., Kemerink, M., Robinson, N.D., Edman, L.: The dynamic organic p-n junction. Nat. Mater. 8(8), 672–676 (2009)
Slinker, J.D., DeFranco, J.A., Jaquith, M.J., Silveira, W.R., Zhong, Y.W., Moran-Mirabal, J.M., Craighead, H.G., Abrua, H.D., Marohn, J.A., Malliaras, G.G.: Direct measurement of the electric-field distribution in a light-emitting electrochemical cell. Nat. Mater. 6(11), 894–899 (2007)
Pei, Q., Yang, Yu, G., Zhang, C., Heeger, A.J.: Polymer light-emitting electrochemical cells: in situ formation of a light-emitting p−n junction. J. Am. Chem. Soc. 118(16), 3922–3929 (1996)
de Mello, J.C., Tessler, N., Graham, S.C., Friend, R.H.: Ionic space-charge effects in polymer light-emitting diodes. Phys. Rev. B. 57(20), 12951–12963 (1998)
de Mello, J.C.: Interfacial feedback dynamics in polymer light-emitting electrochemical cells. Phys. Rev. B. 66(23), 235210 (2002)
Smith, D.L.: Steady state model for polymer light-emitting electrochemical cells. J. Appl. Phys. 81(6), 2869–2880 (1997)
Rodovsky, D.B., Reid, O.G., Pingree, L.S.C., Ginger, D.S.: Concerted emission and local potentiometry of light-emitting electrochemical cells. ACS Nano. 4(5), 2673–2680 (2010)
van Reenen, S., Matyba, P., Dzwilewski, A., Janssen, R.A.J., Edman, L., Kemerink, M.: A unifying model for the operation of light-emitting electrochemical cells. J. Am. Chem. Soc. 132(39), 13776–13781 (2010)
Campagna, S., Putoriero, F., Nastasi, F., Bergamini, G., Balzani, V.: Photochemistry and photophysics of coordination compounds: ruthenium. Top. Curr. Chem. 280, 117–214 (2007)
Slinker, J.D., Rivnay, J., Moskowitz, J.S., Parker, J.B., Bernhard, S., Abruña, H.D., Malliaras, G.G.: Electroluminescent devices from ionic transition metal complexes. J. Mater. Chem. 17(29), 2976–2988 (2007)
Rudmann, H., Rubner, M.F.: Single layer light-emitting devices with high efficiency and long lifetime based on Tris(2,2- Bipyridyl) ruthenium(II) hexafluorophosphate. J. Appl. Phys. 90, 4338 (2001)
Barron, J.A., Bernhard, S., Houston, P.L., Abruña, H.D., Ruglovsky, J.L., Malliaras, G.G.: Electroluminescence in ruthenium(II) dendrimers. J. Phys. Chem. A. 107(40), 8130–8133 (2003)
Rudmann, H., Shimada, S., Rubner, M.F.: Solid-state light-emitting devices based on the tris-chelated devices based on derivatives of the Tris (2, 2′ -bipyridyl) ruthenium (II) complex. J. Am. Chem. Soc. 124(17), 4918–4921 (2002)
Gao, F.G., Bard, A.J.: High-brightness and low-voltage light-emitting devices based on trischelated ruthenium(II) and tris(2,2′-Bipyridine)osmium(II) emitter layers and low melting point alloy cathode contacts. Chem. Mater. 14(8), 3465–3470 (2002)
Liu, C.Y., Bard, A.J.: Individually addressable submicron scale light-emitting devices based on electroluminescence of solid Ru(Bpy)3(CIO4)2 films. J. Am. Chem. Soc. 124(16), 4190–4191 (2002)
Bolink, H.J., Cappelli, L., Coronado, E., Gra, M.: Efficient and stable solid-state light-emitting electrochemical cell using tris(4,7-diphenyl-1,10-phenanthroline)ruthenium(II) hexafluorophosphate. J. Am. Chem. Soc. 128(1), 46–47 (2006)
Zysman-Colman, E., Slinker, J.D., Parker, J.B., Malliaras, G.G., Bernhard, S.: Improved turn-on times of light-emitting electrochemical cells. Chem. Mater. 20(11), 388–396 (2008)
Nemati Bideh, B., Shahroosvand, H.: Efficient near infrared light emitting electrochemical cell (NIR-LEEC) based on new binuclear ruthenium phenanthroimidazole exhibiting desired charge carrier dynamics. Sci. Rep. 7(1), 15739 (2017)
Nemati Bideh, B., Roldán-Carmona, C., Shahroosvand, H., Nazeeruddin, M.K.: Low-voltage, high-brightness and deep-red light-emitting electrochemical cells (LECs) based on new ruthenium (II) phenanthroimidazole complexes. Dalt. Trans. 45(17), 7195–7199 (2016)
Soltzberg, L.J., Slinker, J.D., Flores-Torres, S., Bernards, D.A., Malliaras, G.G., Abruña, H.D., Kim, J.S., Friend, R.H., Kaplan, M.D., Goldberg, V.: Identification of a quenching species in ruthenium tris-bipyridine electroluminescent devices. J. Am. Chem. Soc. 128(24), 7761–7764 (2006)
Kalyuzhny, G., Buda, M., Mcneill, J., Barbara, P., Bard, A.J.: Stability of thin-film solid-state electroluminescent devices based on tris (2, 2′ -bipyridine) ruthenium (II) complexes. J. Am. Chem. Soc. 125(II), 6272–6283 (2003)
Slinker, J.D., Kim, J.-S., Flores-Torres, S., Delcamp, J.H., Abruña, H.D., Friend, R.H., Malliaras, G.G.: In situ identification of a luminescence quencher in an organic light-emitting device. J. Mater. Chem. 17(1), 76 (2007)
Englman, R., Jortner, J.: The energy gap law for radiationless transitions in large molecules. Mol. Phys. 18(2), 285–287 (1970)
Kober, E.M., Caspar, J.V., Sullivan, B.P.: Synthetic routes to new polypyridyl complexes of osmium(II). Inorg. Chem. 27, 4587–4598 (1988)
Kumaresan, D., Shankar, K., Vaidya, S., Schmehl, R.H.: Photochemistry and photophysics of coordination compounds: osmium BT. In: Balzani, V., Campagna, S. (eds.) Photochemistry and Photophysics of Coordination Compounds II, pp. 101–142. Springer, Berlin Heidelberg (2007)
Bernhard, S., Gao, X., Malliaras, G.G., Abruña, H.D.: Efficient electroluminescent devices based on a chelated osmium(II) complex. Adv. Mater. 14(6), 433–436 (2002)
Hosseini, A.R., Koh, C.Y., Slinker, J.D., Flores-Torres, S., Abruña, H.D., Malliaras, G.G.: Addition of a phosphorescent dopant in electroluminescent devices from ionic transition metal complexes. Chem. Mater. 17(24), 6114–6116 (2005)
Ross, D.A.W., Scattergood, P.A., Babaei, A., Pertegás, A., Bolink, H.J., Elliott, P.I.P.: Luminescent osmium(II) bi-1,2,3-Triazol-4-Yl complexes: photophysical characterisation and application in light-emitting electrochemical cells. Dalt. Trans. 45(18), 7748–7757 (2016)
Housecroft, C.E., Constable, E.C.: Over the LEC rainbow: colour and stability tuning of cyclometallated iridium(III) complexes in light-emitting electrochemical cells. Coord. Chem. Rev. 350, 155–177 (2017)
Flamigni, L., Barbieri, A., Sabatini, C., Ventura, B., Barigelletti, F.: Photochemistry and photophysics of coordination compounds: iridium BT – photochemistry and photophysics of coordination compounds II. Top. Curr. Chem. 281, 143–203 (2007)
Lowry, M.S., Goldsmith, J.I., Slinker, J.D., Rohl, R., Pascal, R.A., Malliaras, G.G., Bernhard, S.: Single-layer electroluminescent devices and photoinduced hydrogen production from an ionic iridium(III) complex. Chem. Mater. 17(23), 5712–5719 (2005)
He, L., Duan, L., Qiao, J., Wang, R., Wei, P., Wang, L., Qiu, Y.: Blue-emitting cationic iridium complexes with 2-(1H-Pyrazol-1-Yl)pyridine as the ancillary ligand for efficient light-emitting electrochemical cells. Adv. Funct. Mater. 18(14), 2123–2131 (2008)
Tamayo, A.B.., Garon, S., Sajoto, T., Djurovich, P.I., Tsyba, I.M., Bau, R., Thompson, M.E.: Cationic bis-cyclometalated iridium(III) diimine complexes and their use in efficient blue, green, and red electroluminescent devices. Inorg. Chem. 44(24), 8723–8732 (2005)
He, L., Qiao, J., Duan, L., Dong, G., Zhang, D., Wang, L., Qiu, Y.: Toward highly efficient solid-state white light-emitting electrochemical cells: blue-green to red emitting cationic iridium complexes with imidazole-type ancillary ligands. Adv. Funct. Mater. 19(18), 2950–2960 (2009)
He, L., Duan, L., Qiao, J., Dong, G., Wang, L., Qiu, Y.: Highly efficient blue-green and white light-emitting electrochemical cells based on a cationic iridium complex with a bulky side group. Chem. Mater. 22(11), 3535–3542 (2010)
Meier, S.B., Sarfert, W., Junquera-Hernández, J.M., Delgado, M., Tordera, D., Ortí, E., Bolink, H.J., Kessler, F., Scopelliti, R., Grätzel, M., et al.: A deep-blue emitting charged bis-cyclometallated iridium(III) complex for light-emitting electrochemical cells. J. Mater. Chem. C. 1(1), 58–68 (2013)
Zhang, F., Duan, L., Qiao, J., Dong, G., Wang, L., Qiu, Y.: The intramolecular π–π stacking interaction does not always work for improving the stabilities of light-emitting electrochemical cells. Org. Electron. 13, 2442–2449 (2012)
Ertl, C.D., Cerdá, J., Junquera-Hernandez, J.M., Pertegás, A., Bolink, H.J., Constable, E.C., Neuburger, M., Ort, E.: Colour tuning by the ring roundabout. RSC Adv. 2, 42815–42827 (2015)
Slinker, J.D., Koh, C.Y., Malliaras, G.G., Lowry, M.S., Bernhard, S.: Green electroluminescence from an ionic iridium complex. Appl. Phys. Lett. 86(17), 1–3 (2005)
Evariste, S., Sandroni, M., Rees, T.W., Roldán-Carmona, C., Gil-Escrig, L., Bolink, H.J., Baranoff, E., Zysman-Colman, E.: Fluorine-free blue-green emitters for light-emitting electrochemical cells. J. Mater. Chem. C. 2(29), 5793–5804 (2014)
Su, H.C., Fang, F.C., Hwu, T.Y., Hsieh, H.H., Chen, H.F., Lee, G.H., Peng, S.M., Wong, K.T., Wu, C.C.: Highly efficient orange and green solid-state light-emitting electrochemical cells based on cationic Ir(III) complexes with enhanced steric hindrance. Adv. Funct. Mater. 17(6), 1019–1027 (2007)
Bolink, H.J., Coronado, E., Costa, D., Lardie, N., Ortı, E.: Near-quantitative internal quantum efficiency in a light-emitting electrochemical cell. Inorg. Chem. 47(20), 9149–9151 (2008)
Costa, R.D., Orti, E., Tordera, D., Pertegas, A., Bolink, H.J., Graber, S., Housecroft, C.E., Sachno, L., Neuburger, M., Constable, E.C.: Stable and efficient solid-state light-emitting electrochemical cells based on a series of hydrophobic iridium complexes. Adv. Energy Mater. 1(2), 282–290 (2011)
Tordera, D., Serrano-Perez, J.J., Pertegas, A., Orti, E., Bolink, H.J., Baranoff, E., Nazeeruddin, M.K., Frey, J.: Correlating the lifetime and fluorine content of iridium(III) emitters in green light-emitting electrochemical cells. Chem. Mater. 25(16), 3391–3397 (2013)
Costa, R.D., Ortí, E., Bolink, H.J., Graber, S., Schaffner, S., Neuburger, M., Housecroft, C.E., Constable, E.C.: Archetype cationic iridium complexes and their use in solid-state light-emitting electrochemical cells. Adv. Funct. Mater. 19(21), 3456–3463 (2009)
Slinker, J.D., Gorodetsky, A.A., Lowry, M.S., Wang, J., Parker, S., Rohl, R., Bernhard, S., Malliaras, G.G.: Efficient yellow electroluminescence from a single layer of a cyclometalated iridium complex. J. Am. Chem. Soc. 126(9), 2763–2767 (2004)
Bolink, H.J., Coronado, E., Costa, R.D., Ortì, E., Sessolo, M., Graber, S., Doyle, K., Neuburger, M., Housecroft, C.E., Constable, E.C.: Long-living light-emitting electrochemical cells - control through supramolecular interactions. Adv. Mater. 20(20), 3910–3913 (2008)
Costa, R.D., Ortí, E., Bolink, H.J., Graber, S., Housecroft, C.E., Neuburger, M., Schaffner, S., Constable, E.C.: Two are not always better than one: ligand optimisation for long-living light-emitting electrochemical cells. Chem. Commun. 15, 2029–2031 (2008)
Costa, R.D., Ortì, E., Bolink, H.J., Graber, S., Housecroft, C.E., Constable, E.C.: Efficient and long-living light-emitting electrochemical cells. Adv. Funct. Mater. 20(9), 1511–1520 (2010)
Martínez-Alonso, M., Cerdá, J., Momblona, C., Pertegás, A., Junquera-Hernández, J.M., Heras, A., Rodríguez, A.M., Espino, G., Bolink, H., Ortí, E.: Highly stable and efficient light-emitting electrochemical cells based on cationic iridium complexes bearing arylazole ancillary ligands. Inorg. Chem. 56(17), 10298–10310 (2017)
Suhr, K.J., Bastatas, L.D., Shen, Y., Mitchell, L.A., Holliday, B.J., Slinker, J.D.: Enhanced luminance of electrochemical cells with a rationally designed ionic iridium complex and an ionic additive. ACS Appl. Mater. Interfaces. 8(14), 8888–8892 (2016)
Graber, S., Doyle, K., Neuburger, M., Housecroft, C.E., Constable, E.C., Costa, R.D., Ortí, E., Repetto, D., Bolink, H.J.: A supramolecularly-caged ionic iridium(III) complex yielding bright and very stable solid-state light-emitting electrochemical cells. J. Am. Chem. Soc. 130(45), 14944–14945 (2008)
Rodríguez-Redondo, J.L., Costa, R.D., Ortí, E., Sastre-Santos, A., Bolink, H.J., Fernández-Lázaro, F.: Red-light-emitting electrochemical cell using a polypyridyl iridium(III) polymer. Dalt. Trans. 44, 9787–9793 (2009)
Zhang, J., Zhou, L., Al-Attar, H.A., Shao, K., Wang, L., Zhu, D., Su, Z., Bryce, M.R., Monkman, A.P.: Efficient light-emitting electrochemical cells (LECs) based on ionic iridium(III) complexes with 1,3,4-oxadiazole ligands. Adv. Funct. Mater. 23(37), 4667–4677 (2013)
Hasan, K., Donato, L., Shen, Y., Slinker, J.D., Zysman-Colman, E.: Cationic iridium(III) complexes bearing ancillary 2,5-dipyridyl(pyrazine) (2,5-dpp) and 2,2′:5′,2″-terpyridine (2,5-Tpy) ligands: synthesis, optoelectronic characterization and light-emitting electrochemical cells. Dalt. Trans. 43(36), 13672–13682 (2014)
Namanga, J.E., Gerlitzki, N., Mallick, B., Mudring, A.V.: Long term stable deep red light-emitting electrochemical cells based on an emissive, rigid cationic Ir(III) complex. J. Mater. Chem. C. 5(12), 3049–3055 (2017)
Ertl, C.D., Momblona, C., Pertegás, A., Junquera-Hernández, J.M., La-Placa, M.-G., Prescimone, A., Ortí, E., Housecroft, C.E., Constable, E.C., Bolink, H.J.: Highly stable red-light-emitting electrochemical cells. J. Am. Chem. Soc. 139, 3237–3248 (2017)
Yeonah, J., Sunesh, C.D., Chitumalla, R.K., Jang, J., Choe, Y.: Red-light-emitting electrochemical cells based on cationic iridium complexes with phenanthroimidazole-type ancillary ligand. Org. Electron. 54, 167–176 (2018)
Nishikitani, Y., Takizawa, D., Nishide, H., Uchida, S., Nishimura, S.: White polymer light-emitting electrochemical cells fabricated using energy donor and acceptor fluorescent π-conjugated polymers based on concepts of band-structure engineering. J. Phys. Chem. C. 119(52), 28701–28710 (2015)
Nishikitani, Y., Suga, K., Uchida, S., Nishimura, S., Oyaizu, K., Nishide, H.: High-color-rendering-index White polymer light-emitting electrochemical cells based on ionic host-guest systems: utilization of blend films of blue-fluorescent cationic polyfluorenes and red-phosphorescent cationic iridium complexes. Org. Electron. 51, 168–172 (2017)
Sessolo, M., Tordera, D., Bolink, H.J.: Ionic iridium complex and conjugated polymer used to solution-process a bilayer White light-emitting diode. ACS Appl. Mater. Interfaces. 5(3), 630–634 (2013)
Wu, H.B., Chen, H.F., Liao, C.T., Su, H.C., Wong, K.T.: Efficient and color-stable solid-state White light-emitting electrochemical cells employing red color conversion layers. Org. Electron. 13(3), 483–490 (2012)
Lin, G.-R., Cheng, J.-R., Wang, C.-W., Sarma, M., Chen, H.-F., Su, H.-C., Chang, C.-H., Wong, K.-T.: Solid-state White light-emitting electrochemical cells based on scattering red color conversion layers. J. Mater. Chem. C. 3(48), 12492–12498 (2015)
Lu, J.-S., Chen, H.-F., Kuo, J.-C., Sun, R., Cheng, C.-Y., Yeh, Y.-S., Su, H.-C., Wong, K.-T.: Efficient solid-state White light-emitting electrochemical cells employing embedded red color conversion layers. J. Mater. Chem. C. 3(12), 2802–2809 (2015)
Su, H.C., Chen, H.F., Shen, Y.C., Liao, C.T., Wong, K.T.: Highly efficient double-doped solid-state white light-emitting electrochemical cells. J. Mater. Chem. 21(26), 9653–9660 (2011)
Su, H.C., Chen, H.F., Fang, F.C., Liu, C.C., Wu, C.C., Wong, K.T., Liu, Y.H., Peng, S.M.: Solid-state White light-emitting electrochemical cells using iridium-based cationic transition metal complexes. J. Am. Chem. Soc. 130(11), 3413–3419 (2008)
Elie, M., Gaillard, S., Renaud, J.L.: Luminescent cationic copper(I) complexes: synthesis, photophysical properties and application in light-emitting electrochemical cells. In: Light-Emitting Electrochemical Cells: Concepts, Advances and Challenges, pp. 287–327. Springer International Publishing, Basel (2017)
Leitl, M.J., Zink, D.M., Schinabeck, A., Baumann, T., Volz, D., Yersin, H.: Copper(I) complexes for thermally activated delayed fluorescence: from photophysical to device properties. Top. Curr. Chem. 374(3), 25 (2016)
Barbieri, A., Accorsi, G., Armaroli, N.: Luminescent complexes beyond the platinum group: the D10 avenue. Chem. Commun. 19, 2185–2193 (2008)
Balzani, C., Campagna, S., Armaroli, N., Accorsi, G., Cardinali, F., Listorti, A.: Photochemistry and photophysics of coordination compounds. Top. Curr. Chem. 281, 143–203 (2007)
Gneuß, T., Leitl, M.J., Finger, L.H., Rau, N., Yersin, H., Sundermeyer, J.: A new class of luminescent Cu(I) complexes with Tripodal ligands – TADF emitters for the yellow to red color range. Dalt. Trans. 44(18), 8506–8520 (2015)
Fu, Z.C., Yin, Q., Yao, Z.F., Li, C., Fu, W.F.: Copper(I)-1,1,1-tris(diphenylphosphinomethyl)ethane complexes with different coordination modes tuned by auxiliary ligands and their spectroscopic properties. J. Coord. Chem. 68(17–18), 3282–3294 (2015)
Murray, N.S., Keller, S., Constable, E.C., Housecroft, C.E., Neuburger, M., Prescimone, A.: [cu(N^N)(P^P)]+ complexes with 2,2′:6′,2″-terpyridine ligands as the N^N domain. Dalt. Trans. 44(16), 7626–7633 (2015)
Elie, M., Sguerra, F., Di Meo, F., Weber, M.D., Marion, R., Grimault, A., Lohier, J.-F., Stallivieri, A., Brosseau, A., Pansu, R.B., et al.: Designing NHC–copper(I) dipyridylamine complexes for blue light-emitting electrochemical cells. ACS Appl. Mater. Interfaces. 8(23), 14678–14691 (2016)
Elie, M., Weber, M.D., Di Meo, F., Sguerra, F., Lohier, J.-F., Pansu, R.B., Renaud, J.-L., Hamel, M., Linares, M., Costa, R.D., et al.: Role of the bridging group in bis-pyridyl ligands: enhancing both photo- and electro-luminescent features of cationic (IPr)Cu(I) complexes. Chem. Eur. J. 23(64), 16328–16337 (2017)
Weber, M.D., Fresta, E., Elie, M., Miehlich, M.E., Renaud, J.-L., Meyer, K., Gaillard, S., Costa, R.D.: Rationalizing fabrication and design toward highly efficient and stable blue light-emitting electrochemical cells based on NHC copper(I) complexes. Adv. Funct. Mater. 28(17), 1707423 (2018)
Krylova, V.A., Djurovich, P.I., Whited, M.T., Thompson, M.E.: Synthesis and characterization of phosphorescent three-coordinate Cu(I)-NHC complexes. Chem. Commun. 46(36), 6696–6698 (2010)
Bizzarri, C., Strabler, C., Prock, J., Trettenbrein, B., Ruggenthaler, M., Yang, C.H., Polo, F., Iordache, A., Brüggeller, P., De Cola, L.: Luminescent dinuclear Cu(I) complexes containing rigid tetraphosphine ligands. Inorg. Chem. 53(20), 10944–10951 (2014)
Wen, L.J., McCormick, T., Tao, Y., Lu, J.P., Wang, S.: New phosphorescent polynuclear Cu(I) compounds based on linear and star-shaped 2-(2’-pyridyl)benzimidazolyl derivatives: syntheses, structures, luminescence, and electroluminescence. Inorg. Chem. 44(16), 5706–5712 (2005)
De Liu, Q., Jia, W.L., Wang, S.: Blue luminescent 2-(2′-pyridyl)benzimidazole derivative ligands and their orange luminescent mononuclear and polynuclear organoplatinum(II) complexes. Inorg. Chem. 44(5), 1332–1343 (2005)
Asil, D., Foster, J.A., Patra, A., Dehatten, X., Delbarrio, J., Scherman, O.A., Nitschke, J.R., Friend, R.H.: Temperature- and voltage-induced ligand rearrangement of a dynamic electroluminescent metallopolymer. Angew. Chem. Int. Ed. 53(32), 8388–8391 (2014)
Qin, L., Zhang, Q., Sun, W., Wang, J., Lu, C., Cheng, Y., Wang, L.: Novel luminescent iminephosphine complex of copper(I) with high photochemical and electrochemical stability. Dalt. Trans. 43, 9388–9391 (2009)
Cid, J.J., Mohanraj, J., Mohankumar, M., Holler, M., Monti, F., Accorsi, G., Karmazin-Brelot, L., Nierengarten, I., Malicka, J.M., Cocchi, M., et al.: Dinuclear Cu(I) complexes prepared from 2-diphenylphosphino-6-methylpyridine. Polyhedron. 82, 158–172 (2014)
Zhang, J.F., Fu, W.F., Gan, X., Chen, J.H.: Synthesis, structures and photophysical properties of luminescent copper(I) and platinum(II) complexes with a flexible naphthyridine-phosphine ligand. Dalt. Trans. 23, 3093–3100 (2008)
Keller, S., Brunner, F., Junquera-Hernández, J.M., Pertegás, A., La-Placa, M.-G., Prescimone, A., Constable, E.C., Bolink, H.J., Ortí, E., Housecroft, C.E.: CF 3 substitution of [Cu(P^P)(Bpy)][PF 6 ] complexes: effects on photophysical properties and light-emitting electrochemical cell performance. ChemPlusChem. 83(4), 217–223 (2018)
Weber, M.D., Garino, C., Volpi, G., Casamassa, E., Milanesio, M., Barolo, C., Costa, R.D.: Origin of a counterintuitive yellow light-emitting electrochemical cell based on a blue-emitting heteroleptic copper(I) complex. Dalt. Trans. 45(21), 8984–8993 (2016)
Linfoot, C.L., Leitl, M.J., Richardson, P., Rausch, A.F., Chepelin, O., White, F.J., Yersin, H., Robertson, N.: Thermally activated delayed fluorescence (TADF) and enhancing photoluminescence quantum yields of [Cu(I) (diimine)(diphosphine)] + complexes—photophysical, structural, and computational studies. Inorg. Chem. 53(20), 10854–10861 (2014)
Keller, S., Constable, E.C., Housecroft, C.E., Neuburger, M., Prescimone, A., Longo, G., Pertegás, A., Sessolo, M., Bolink, H.J.: [cu(Bpy)(P^P)] + containing light-emitting electrochemical cells: improving performance through simple substitution. Dalt. Trans. 43(44), 16593–16596 (2014)
Keller, S., Pertegás, A., Longo, G., Martínez, L., Cerdá, J., Junquera-Hernández, J.M., Prescimone, A., Constable, E.C., Housecroft, C.E., Ortí, E., et al.: Shine bright or live long: substituent effects in [Cu(N^N)(P^P)]+-based light-emitting electrochemical cells where N^N is a 6-substituted 2,2′-bipyridine. J. Mater. Chem. C. 4(17), 3857–3871 (2016)
Alkan-Zambada, M., Keller, S., Martínez-Sarti, L., Prescimone, A., Junquera-Hernández, J.M., Constable, E.C., Bolink, H.J., Sessolo, M., Ortí, E., Housecroft, C.E.: [Cu(P^P)(N^N)][PF 6 ] compounds with bis(phosphane) and 6-alkoxy, 6-alkylthio, 6-phenyloxy and 6-phenylthio-substituted 2,2′-bipyridine ligands for light-emitting electrochemical cells. J. Mater. Chem. C. 6(31), 8460–8471 (2018)
Weber, M.D., Viciano-Chumillas, M., Armentano, D., Cano, J., Costa, R.D.: σ-Hammett parameter: a strategy to enhance both photo- and electro-luminescence features of heteroleptic copper(I) complexes. Dalt. Trans. 46(6312), 6312–6323 (2017)
Fresta, E., Volpi, G., Milanesio, M., Garino, C., Barolo, C., Costa, R.D.: Novel ligand and device designs for stable light-emitting electrochemical cells based on heteroleptic copper(I) complexes. Inorg. Chem. 57(16), 10469–10479 (2018)
Brunner, F., Martínez-Sarti, L., Keller, S., Pertegás, A., Prescimone, A., Constable, E.C., Bolink, H.J., Housecroft, C.E.: Peripheral halo-functionalization in [Cu(N^N)(P^P)](+) emitters: influence on the performances of light-emitting electrochemical cells. Dalt. Trans. 45(38), 15180–15192 (2016)
Housecroft, C.E., Constable, E.C., Orti, E., Bolink, H.J., Keller, S., Prescimone, A., Sessolo, M., Longo, G., Martinez-Sarti, L., Junquera-Hernandez, J.M.: Luminescent copper(I) complexes with bisphosphane and halogen-substituted 2,2′-bipyridine ligands. Dalt. Trans. 47(40), 14263–14276 (2018)
O’Hagan, D., Rzepa, H.S.: Some influences of fluorine in bioorganic chemistry. Chem. Commun. 7, 645–652 (1997)
Kaeser, A., Mohankumar, M., Mohanraj, J., Monti, F., Holler, M., Cid, J.-J., Moudam, O., Nierengarten, I., Karmazin-Brelot, L., Duhayon, C., et al.: Heteroleptic copper(I) complexes prepared from phenanthroline and bis-phosphine ligands. Inorg. Chem. 52(20), 12140–12151 (2013)
Fresta, E., Carbonell-Vilar, J.-M., Yu, J., Armentano, D., Cano, J., Viciano-Chumillas, M., Costa, R.D.: Deciphering the electroluminescence behaviour of silver (I)-complexes in light-emitting electrochemical cells: limitations and solutions towards highly stable devices. Adv. Funct. Mater. 29(31),1901797. https://doi.org/10.1002/adfm.201901797
Carbonell-Vilar, J.M., Fresta, E., Armentano, D., Cano, J., Costa, R.D., Viciano-Chumillas, M.: Photoluminescent Cu(I) vs Ag(I) complexes: slowing down emission in Cu(I) complexes by pentacoordinate low-lying excited states. Dalt. Trans. 48, 9765–9775 (2019)
Shafikov, M.Z., Suleymanova, A., Schinabeck, A., Yersin, H.: A di-nuclear Ag(I) complex designed for highly efficient thermally activated delayed fluorescence. J. Phys. Chem. Lett. 9(4), 702–709 (2018)
Keller, S., Prescimone, A., Constable, E.C., Housecroft, C.E.: Copper (I) and silver (I) complexes of 9,9-dimethyl-4,5-bis(di- tert -butylphosphino)xanthene: photophysical properties and structural rigidity under pressure. Photochem. Photobiol. Sci. 17(4), 375–385 (2018)
Hsu, C.-W., Lin, C.-C., Chung, M.-W., Chi, Y., Lee, G.-H., Chou, P.-T., Chang, C.-H., Chen, P.-Y.: Systematic investigation of the metal-structure–photophysics relationship of emissive d 10 -complexes of group 11 elements: the Prospect of application in organic light emitting devices. J. Am. Chem. Soc. 133(31), 12085–12099 (2011)
Hsu, C., Lin, C., Chou, P., Lai, C., Hsu, C.: Harvesting highly electronically excited energy to triplet manifolds: state-dependent intersystem crossing rate in Os(II) and Ag(I) complexes. J. Am. Chem. Soc. 134(18), 7715–7724 (2012)
Moudam, O., Tsipis, A.C., Kommanaboyina, S., Horton, P.N., Coles, S.J.: First light-emitting electrochemical cell with [ag(I)(N^N)(P^P)] type complex. RSC Adv. 5(115), 95047–95053 (2015)
Su, H.-C., Cheng, C.-Y.: Recent advances in solid-state white light-emitting electrochemical cells. Isr. J. Chem. 54(7), 855–866 (2014)
Weber, M.D., Wittmann, J.E., Burger, A., Malcıoğlu, O.B., Segarra-Martí, J., Hirsch, A., Coto, P.B., Bockstedte, M., Costa, R.D.: From White to red: electric-field dependent chromaticity of light-emitting electrochemical cells based on archetypal porphyrins. Adv. Funct. Mater. 26(37), 6737–6750 (2016)
Weber, M.D., Adam, M., Tykwinski, R.R., Costa, R.D.: Controlling the chromaticity of small-molecule light-emitting electrochemical cells based on TIPS-pentacene. Adv. Funct. Mater. 25(31), 5066–5074 (2015)
Weber, K.T., Karikis, K., Weber, M.D., Coto, P.B., Charisiadis, A., Charitaki, D., Charalambidis, G., Angaridis, P., Coutsolelos, A.G., Costa, R.D.: Cunning metal Core: efficiency/stability dilemma in metallated porphyrin based light-emitting electrochemical cells. Dalt. Trans. 45(34), 13284–13288 (2016)
Fresta, E., Volpi, G., Garino, C., Barolo, C., Costa, R.D.: Contextualizing yellow light-emitting electrochemical cells based on a blue-emitting imidazo-pyridine emitter. Polyhedron. 140, 129–137 (2018)
Shanmugasundaram, K., Subeesh, M.S., Sunesh, C.D., Choe, Y.: Non-doped deep blue light-emitting electrochemical cells from charged organic small molecules. RSC Adv. 6, 28912–28918 (2016)
Tang, S., Tan, W.-Y., Zhu, X.-H., Edman, L.: Small-molecule light-emitting electrochemical cells: evidence for in situ electrochemical doping and functional operation. Chem. Commun. 49(43), 4926–4928 (2013)
Weber, M.D., Nikolaou, V., Wittmann, J.E., Nikolaou, A., Angaridis, P.A., Charalambidis, G., Stangel, C., Kahnt, A., Coutsolelos, A.G., Costa, R.D.: Benefits of using BODIPY–porphyrin dyads for developing deep-red lighting sources. Chem. Commun. 52(8), 1602–1605 (2016)
Pertegás, A., Tordera, D., Serrano-Pérez, J.: Light-emitting electrochemical cells using cyanine dyes as the active components. J. Am. Chem. Soc. 135(48), 18008–18011 (2013)
Aygüler, M.F., Weber, M.D., Puscher, B.M.D., Medina, D.D., Docampo, P., Costa, R.D.: Light-emitting electrochemical cells based on hybrid Lead halide perovskite nanoparticles. J. Phys. Chem. C. 119(21), 12047–12054 (2015)
Puscher, B.M.D., Aygueler, M.F., Docampo, P., Costa, R.D.: Unveiling the dynamic processes in hybrid lead bromide perovskite nanoparticle thin film devices. Adv. Energy Mater. 7(15), 1602283 (2017)
Aygüler, M.F., Puscher, B.M.D., Yu, T., Bein, T., Urban, A.S., Costa, R.D., Docampo, P.: Light-emitting electrochemical cells based on inorganic metal halide perovskite nanocrystals. J. Phys. D. Appl. Phys. 51(33), 334001 (2018)
Frohleiks, J., Wepfer, S., Kelestemur, Y., Demir, H.V., Bacher, G., Nannen, E.: Quantum dot/light-emitting electrochemical cell hybrid device and mechanism of its operation. ACS Appl. Mater. Interfaces. 8(37), 24692–24698 (2016)
Frohleiks, J., Wefers, F., Wepfer, S., Hong, A.-R., Jang, H.S., Nannen, E.: CuInS 2 -based quantum dot light-emitting electrochemical cells (QLECs). Adv. Mater. Technol. 2(11), 1700154 (2017)
Acknowledgments
R. D. C. acknowledges the European Union’s Horizon 2020 research and innovation FET-OPEN under grant agreement ARTIBLED No. 863170, the ERC-Co InOutBioLight No. 816856, and the MSCA-ITN STiBNite No. 956923.
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Fresta, E., Costa, R.D. (2022). Applying Ionic Transition Metal Complexes to Light-Emitting Electrochemical Cells. In: Bahnemann, D., Patrocinio, A.O.T. (eds) Springer Handbook of Inorganic Photochemistry. Springer Handbooks. Springer, Cham. https://doi.org/10.1007/978-3-030-63713-2_63
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