نویسندگان

1 موسسه پژوهشی علوم و فناوری رنگ و پوشش، گروه پژوهشی مواد رنگزای آلی، تهران، ایران

2 دانشگاه صنعتی امیرکبیر ، دانشکده مهندسی پلیمر و رنگ، تهران، ایران

3 موسسه پژوهشی علوم و فناوری رنگ و پوشش ، قطب علمی رنگ، تهران، ایران

4 موسسه پژوهشی علوم و فناوری رنگ و پوشش، قطب علمی رنگ، تهران، ایران

چکیده

دو ماده رنگزای آلی جدید برپایه تیوایندیگو حاوی فنوتیازین به عنوان گروه الکترون دهنده و آکریلیک اسید و سیانوآکریلیک اسید به عنوان گروه الکتـرون گیرنده توسـط فرآیـندهای استاندارد از فنوتـیازین به عنوان ماده اولیه تهیه شد. مواد رنگـزای سـنتز شده به روش کـروماتوگرافی خالص­شده و توسـط روش­های آنالیز دستگاهی مانند نقطه ذوب، 1HNMR، FTIR و آنالیز عنصری شناسایی گردیدند. خواص اسپکتروسکوپی مواد رنگزای سنتز شده در محلول و در حالت جذب شده بر روی دی­اکسید تیتانیوم مورد مطالعه قرار گرفت. طول موج ماکزیمم جذب ماده رنگزای 1 حاوی گروه الکترون گیرنده آکریلیک اسید و ماده رنگزای 2 دارای گروه الکترون گیرنده سیانوآکریلیک اسید به ترتیب در محلول 499 و 505 نانومتر و بر روی لایه دی­اکسید تیتانیوم 523 و 527 نانومتر است. مواد رنگزای خالص در ساختار سل خورشیدی نانوساختار اعمال شد و خواص فتوولتاییک آنها نیز مورد بررسی قرار گرفت. بازده تبدیل مواد رنگزای 1 و 2 به ترتیب 34/2% و 07/3% است.

کلیدواژه‌ها

عنوان مقاله [English]

The Synthesis of Two New Dye based on Thioindigo and Investigation of their Properties in Dye-Sensitized Solar Cells

نویسندگان [English]

  • Mozhgan Hosseinnezhad 1
  • Siamak Moradian 2 3
  • Kamalodin Gharanjig 1 4

1 Institute for Color Science and Technology, Department of organic colorants, Tehran, iran

2 Amirkabir University of Technolog, Department of polymer engineering and color technology, Tehran. iran

3 Institute for Color Science and Technology, Center of Excellence of color science and technology, Tehran, iran

4 Institute for Color Science and Technology, Center of Excellence of color science and technology, Tehran, iran

چکیده [English]

In this paper we synthesized two new organic days (dye 1 and dye 2) based on thioindigo with phenothiazine as the electron donor group. We used acrylic acid and cyanoacrylic acid as the electron acceptor anchoring group in dye 1 and dye 2 respectively. The proposed dyes were synthesized from phenothiazine as the starting material by standard reactions and characterized by different techniques such as melting point, FTIR, 1HNMR, elemental analysis and UV-Visible spectroscopy after purification. Spectrophotometric measurements of the synthesized dyes in solution and on a TiO2 substrate were carried out in order to assess changes in the status of the dyes. The wavelength of maximum absorption for dye1 and dye 2 in solution are 499 nm and 505 nm and on TiO2 films are 523 nm and 527 nm, respectively. Finally, the proposed dyes used as sensitizer in a dye solar cell structure and their photovoltaic properties investigated. The Conversion efficiency for dye 1 and dye 2 are 2.34% and 3.07%, respectively.

کلیدواژه‌ها [English]

  • Thioindigo
  • Dye-sensitized solar cell
  • Conversion efficiency
  • Photovoltaic materials
 1. Xu, H., Tao, X., Wang, D., Zheng, Y., Chen, J., Enhanced efficiency in dye-sensitized solar cells based on TiO2 nanocrystal/nanotube double-layered films, Electrochimica Acta, 2010, 55, 2280–2285.
2. O'Regan, B., Grätzel, M., A low cost, high efficiency solar cell based on dye-sensitized colloidal TiO2 films, Nature, 1991, 353, 737-740.
3. Hosseinnezhad, M., Moradian, S., Gharanjig, K., Synthesis and characterization of two new organic dyes for dye-sensitized solar cells, Synthetic Commun, 2014, 44, 779-787.
4. Hosseinnezhad, M., Moradian, S., Gharanjig, K., Synthesis and application of two organic dyes for dye-sensitized solar cells, Color. Colorants. Coat, 2013, 6, 109-107.
5. Groningen, R., Fullerene based Organic Solar Cells, Timisoara pub., Romaine, 1978, 154-157.
6. Park, S., Won, Y. S., Choi, Y. C., Kim, J. H., Molecular Design of Organic Dyes with Double Electron Acceptor for Dye-Sensitized Solar Cell, Energ Fuel, 2009, 23, 3732-3736.
7. Chen, Y., Wu, T. Y., Synthesis, optical and electrochemical properties of luminescent copolymer containing N-hexyl-3,8-iminodibenzyl chromophores, Polym J., 2003, 42, 9895-9901.
8. Mishra, A., Fischer, M., Bauerle, P., Metal-Free Organic Dyes for Dye-Sensitized Solar Cells: From Structure: Property Relationships to Design Rules, Chem. Int. Ed., 2009, 48, 2474-2499.
9. Wang, Z. S., Koumura, N., Cui, Y., Takahashi, H. Sekiguchi, A. Mori, T. Kubo, A. Furube, M., Hara, K., Hexylthiophene Functionalized Carbazole Dyes for Efficient Molecular Photovoltaics: Tuning of Solar-Cell Performance by Structural Modification, Chem Mater, 2008, 20, 3993-4003.
10. Wu, T., Tsao, M., Chen, F., Su, S., Chang, C., Wang, H., Lin, Y., Yang, W., Sun, I., Synthesis and Characterization of Organic Dyes Containing Various Donors and Acceptors, Int J Mol Sci, 2010, 11, 329-353.
11. Hosseinnezhad, M., Moradian, S., Gharanjig, K., Afshar Taromi, F., Synthesis and characterisation of eight organic dyes for dye sensitised solar cells, Material Technol, 2014, 29, 112-117.
12. Hosseinnezhad, M., Khosravi, A., Gharanjig, K., Moradian, S., The Synthesis, Application and Investigation Properties of Two New Acid Dyes Based on Naphthalimide, Color. Sci. Tech, 2011, 4, 233-243.
13. Hallas, G., Towns, A. D., Dyes derived from aminothiophenes, Dyes Pigm, 1997, 33, 319-336.
14. Shaki, H., Gharanjig, K., Rouhani, S., Khosravi, A., Synthesis and photophysical properties of some novel fluorescent dyes based on naphthalimide derivatives, J Photoch Photobio A, 2010, 216, 44-52.
15. Andrienko, D., Cyclic Voltammetry, John Wiely & Sons pub., New York. 2008, 3-12.
16. Wang, Y., Yang, H., Lu, L., Three-dimensional double deck mesh like dye sensitized solar cells, Appl. Phys, 2010, 108, 64510-64516.
17. Wang, P., Zakeeruddin, S., Comte, P., Humphry, R., Gratzel, M., Enhance the Performance of Dye-Sensitized Solar Cells by Co-grafting Amphiphilic Sensitizer and Hexadecylmalonic Acid on TiO2 Nanocrystals, J Phys Chem B, 2003, 107, 14336-14341.
18. Matsui, M., Fujita, T., Kubota, Y., Funabiki, K., Jin, J., Yoshida, T., Miura, H., The use of indoline dyes in a zinc oxide dye-sensitized solar cell, Dyes Pigm, 2009, 80, 233-238.
19. Hosseinnezhad, M., Gharanjig, K., Moradian, S. The synthesis and application of a new disperse dye based on indoline on polyester fibers, Color. Sci. Tech, 2013, 7, 61-68.