Description of the publication:

Authors:

Iwan, A., Palewicz, M., Krompiec, M., Grucela–Zając, M., Schab–Balcerzak, E., Sikora, A.

Title:

Synthesis, materials characterization and opto(electrical) properties of unsymmetrical azomethines with benzothiazole core

Journal:

Spectrochimica Acta – Part A: Molecular and Biomolecular Spectroscopy

Year:

2012

Vol:

97

Pages:

546–555

ISSN/ISBN:

13861425

DOI:

10.1016/j.saa.2012.06.054

Link:

http://www.sciencedirect.com/science/article/pii/S138614251200621x/

Keywords:

Azomethines; Benzothiazoles; Electrochemistry; Photoluminescence; Photovoltaics; Schiff bases

Abstract:

Optical (UV–VIS and photoluminescence) properties of two soluble organic molecules based on azomethines with benzothiazole core (BTA1 and BTA2) were reported. The structures of both compounds are characterized by means FTIR, 1H NMR, and 13C NMR spectroscopy and elemental analysis; the results show an agreement with the proposed structure. The investigated compounds emitted blue light. Influence of excitation wavelength and concentration on maximum and intensity of emission of BTA1 and BTA2 was found. Electrochemical properties of the compounds were studied by differential pulse voltammetry. Introduction of fluorine moieties (BTA1) resulted in lower energy band gap (Eg) of approximately ~0.5 eV, whereas BTA2 showed Eg of ~2.8 eV. The devices comprised of BTA1 with P3HT:PCBM (1:1:1) showed an open circuit voltage (VOC) of 0.40 V, a short circuit current (JSC) of 1.19 mA/cm2, and a fill factor (FF) of 0.23, giving a power–conversion efficiency (PCE) of 0.10% under AM1.5G irradiation (100 mW/cm2).

References:

♦ Iwan, A., Sęk, D., (2008) Prog. Polym. Sci., 33, pp. 289–345
♦ Ha, S.–T., Koh, T.–M., Lee, S.–L., Yeap, G.–Y., Lin, H.–C., Ong, S.–W., (2010) Liq. Cryst., 37, pp. 547–554
♦ Ha, S.–T., Koh, T.–M., Lin, H.–C., Yeap, G.–Y., Win, Y.–F., Ong, S.–W., (2009) Liq. Cryst., 36, pp. 917–925
♦ Song, S., Han, H., Kim, Y., Lee, B.H., Park, S.H., Jin, Y., Kim, I., Suh, H., (2011) Sol. Energ. Mat. Sol. C., 95, pp. 1838–1845
♦ Sharma, S.S., Sharma, G.D., Mikroyannidis, J.A., (2011) Sol. Energ. Mat. Sol. C., 95, pp. 1219–1223
♦ Ryu, M.S., Jang, J., (2011) Sol. Energ. Mat. Sol. C., 95, pp. 1896–1900
♦ Kalita, G., Masahiro, M., Koichi, W., Umeno, M., (2010) Solid State Electron., 54, pp. 447–451
♦ Zhuo, Z., Zhang, F., Wang, J., Wang, J., Xu, X., Xu, Z., Wang, Y., Tang, W., (2011) Solid State Electron., 63, pp. 83–88
♦ Sun, L., Bai, F.–Q., Zhao, Z.–X., Zhang, H.–X., (2011) Sol. Energ. Mat. Sol. C., 95, pp. 1800–1810
♦ Iwan, A., Górecki, L., J. Ther. Anal. Calor., , doi: 10.1007/s10973–011–1983–x
♦ Bera, R.N., Sakakibara, Y., Abe, S., Yase, K., Tokumoto, M., (2005) Synth. Met., 150, pp. 9–13
♦ Hird, M., (2007) Chem. Soc. Rev., 36, pp. 2070–2095
♦ D'Andrade, B.W., Datta, S., Forrest, S.R., Djurovich, P., Polikarpov, E., Thompson, M.E., (2005) Org. Elec., 6, pp. 11–20
♦ Djurovich, P.I., Mayo, E.I., Forrest, S.R., Thompson, M.E., (2009) Org. Elec., 10, pp. 515–520
♦ Pal, S.K., Sahu, T., Misra, T., Mallick, P.K., Paddon–Row, M.N., Ganguly, T., (2004) J. Phys. Chem. A, 108, pp. 10395–10404
♦ Fu, H.–Y., Sun, X.–Y., Gao, X.–D., Xiao, F., Shao, B.–X., (2009) Synth. Met., 159, pp. 254–259
♦ Uneyama, K., (2006) Organofluorine Chemistry, Blackwell Publishing
♦ Masui, M., Ohmori, M., (1972) J. Chem. Soc., Perkin Trans., 2, pp. 1882–1887

Example figure:

3D topography view of the P3HT:PCBM:BTA2 sample.