Design and synthesis of solution processable green fluorescent D–π–A dyads for OLED applications

Abstract

Synthesized solution processable green fluorescent donor–acceptor dyads and their investigated photophysical, electrochemical, and morphological properties for OLED applications.

meta-Terphenyl linked donor–π–acceptor dyads: intramolecular charge transfer controlled by electron acceptor group tuning

“…Silica gel column chromatography was performed on silica gel 60 G (230-400 mesh ASTM, Merck Co.). The synthesized compounds were characterized by 1 H-NMR or 13 C{ 1 H}-NMR, and elemental analysis. The 1 H and protondecoupled 13 C spectra were recorded on a Bruker 500 spectrometer operating at 500 and 125 MHz, respectively, and all proton and carbon chemical shis were measured relative to internal residual chloroform (99.5% CDCl 3 ) from the lock solvent.…”

“…The synthesized compounds were characterized by 1 H-NMR or 13 C{ 1 H}-NMR, and elemental analysis. The 1 H and protondecoupled 13 C spectra were recorded on a Bruker 500 spectrometer operating at 500 and 125 MHz, respectively, and all proton and carbon chemical shis were measured relative to internal residual chloroform (99.5% CDCl 3 ) from the lock solvent. The elemental analyses (C, H, N, O, S) were performed using Thermo Fisher Scientic Flash 2000 series analyzer.…”

“…1 H NMR (500 MHz, CDCl 3 , ppm) d 7.76 (s, 1H), 7.74 (s, 4H), 7.63-7.61 (m, 1H), 7.53-7.52 (m, 2H), 7.50 (d, J ¼ 9.0 Hz, 2H), 7.27 (t, J ¼ 7.5 Hz, 4H), 7.15 (t, J ¼ 7.0 Hz, 6H), 7.05 (t, J ¼ 7.5 Hz, 2H). 13 C{ 1 H} (125 MHz, CDCl 3 , ppm) d 147. 66, 147.60, 145.76, 141.74, 139.73, 134.35, 132.63, 129.53, 129.34, 127.85, 126.98, 125.68, 125.63, 124.58, 123.74, 123.15, 118.92, 111…”

“…[1][2][3][4][5][6][7][8][9] In particular, donor-p-acceptor (D-p-A) dyad molecules are widely used molecular systems because of the easy tailoring of the photophysical property by changing the sub-units such as donor, acceptor, and p-linker. Thus, an adequate combination of sub-units in the D-p-A dyad system is the key to achieving the desired electrochemical and photophysical properties for a wide range of applications, such as organic light-emitting diodes (OLEDs), [10][11][12][13][14][15][16][17] dye-sensitized solar cells (DSSCs), [18][19][20][21] organic photovoltaics (OPVs), [22][23][24] photoelectrochemical cells (PECs), [25][26][27][28] uorescence sensors, [29][30][31] mechanochromic materials, [32][33][34] nonlinear optical materials, 35,36 and nanostructured materials. [37][38][39] The notable features of D-p-A dyads are intramolecular charge transfer (ICT) and photoinduced electron transfer (PET) in the ground and excited states because of the large electronic dipoles.…”

“…J ¼ 7.0 Hz, 2H) 13. C{ 1 H} (125 MHz, CDCl 3 , ppm) d 162.95, 150.84, 147.66, 147.50, 144.29, 142.24, 141.55, 140.54, 134.77, 129.38, 129.33, 128.13, 127.93, 127.68, 126.46, 126.09, 125.66, 125.65, 125.15, 124.64, 124.52, 125.86, 123.05, 120.03, 110.62.…”