Nguyen Thanh Trung * , Nguyen Tran Ha , Nguyen Anh Thu and Nguyen Thi Le Thu

* Corresponding author (thanhtrung293@gmail.com)

Main Article Content

Abstract

Abstract            The branched conjugated copolymer based on triphenylamine and 3-hexylthiophene has been synthesized via Suzuki polycondensation reaction in the presence of Pd(PPh3)4 and K2CO3 as catalytic system. This conjugated polymer named poly(triphenylamine-branched-3-hexylthiophene) (P(TP-b-3HT)). The reaction was carried out at 100oC in 24 hours in the toluene media. The average molecular weight of obtained polymers was 42000 g/mol by gel permeation chromatography (GPC) with polydispersity index of 2.2. The structure of P(TP-b-3HT) was determined by 1H NMR, and optical properties of obtained polymer was characterized via UV-Vis.Tóm tát            Mot loai polyme dan dien moi voi cau truc mach nhanh duoc tong hop tren cac don vi triphenylamine va 3-hexylthiophene bang phan ung trung hop Suzuki trong su hien dien cua he xuc tac Palladium phosphine (Pd(PPh3)4) va muoi kalicarbonate (K2CO3). Polyme dan dien nay duoc dat ten la poly(triphenylamine-branched-3-hexylthiophene) (P(TP-b-3HT)). Phan ung trung hop polyme duoc tien hanh o 100oC trong 24 gio trong dung moi toluene. Trong luong phan tu khoi trung binh cua polyme thu duoc la 24000 g/mol duoc phan tich qua phuong phap sac ky cot (GPC), polyme co do da phan tan trong luong phan tu la 1.8. Cau truc hoa hoc cua polyme duoc xac dinh qua pho cong huong tu hat nhan proton (1H NMR), va tinh chat quang cua polyme duoc danh gia qua cac phuong phap phan tich nhu la pho hap thu UV-vis.
Keywords: Hyperbranched conjugated polymers, Polymeric solar cells, Suzuki polycondensation

Article Details

References

Agrawal, A.K., Jenekhe, S.A., 1993. Synthesis and processing of heterocyclic polymers as electronic, optoelectronic, and nonlinear optical materials. 2 New series of conjugated rigid-rod polyquinolines and polyanthrazolines. Macromolecules. 26: 895–905.

Bao, Z., Dodabalapur, A., Lovinger, A.J., 1996. Soluble and processable regioregular poly (3-hexylthiophene) for thin film field-effect transistor applications with high mobility. Applied Physics Letters. 69: 4108–4110.

Bharathi, P., Moore, J.S., 2000. Controlled synthesis of hyperbranched polymers by slow monomer addition to a core. Macromolecules. 33: 3212–3218.

Bo, Z., Schluter, A.D., 2003. “AB2 + AC2” approach to hyperbranched polymers with a high degree of branching. Chemical Communications. 2354–2355.

Chen, L., Li, X., Ying, W., Zhang, X., Guo, F., Li, J., Hua, J., 2013. 5,6-Bis(octyloxy) benzo [c] [1,2,5] thiadiazole-bridged dyes for dye-sensitized solar cells with high open-circuit voltage performance. European Journal of Organic Chemistry. 1770–1780.

Chen, T.A., Wu, X., Rieke, R.D., 1995. Regiocontrolled synthesis of poly (3-alkylthiophenes) mediated by Rieke zinc: their characterization and solid-state properties. Jounral of American Chemistry Society. 117: 233–244.

Li, J., Sun, M., Bo, Z., 2007. Synthesis of hyperbranched polymers with precise conjugation length. Journal of Polymer Science Part A: Polymer Chemistry. 45: 1084–1092.

Li, Y., Wu, Y., Liu, P., Birau, M., Pan, H., Ong, B.S., 2006. Poly (2,5-bis (2- thienyl)-3,6-dialkylthieno [3,2-b] thiophene)s-High-mobility semiconductors for thin-film transistors. Advanced Materials. 18: 3029–3032.

Lim, Z.B., Xue, B., Bomma, S., Li, H., Sun, S., Lam, Y.M., Belcher, W.J., Dastoor, P.C., Grimsdale, A.C., 2011. New moderate bandgap polymers containing alkoxysubstituted-benzo [c] [1,2,5] thiadiazole and thiophene-based units. Journal of Polymer Science Part A: Polymer Chemistry. 49: 4387–4397.

Ma, F., Shi, W., Mi, H., Luo, J., Lei, Y., Tian, Y., 2013. Triphenylamine-based conjugated polymer/I−complex as turn-on optical probe for mercury (II) ion.Sensors and Actuators B Chemical. 182: 782–788.

McCullough, R.D., Tristram-Nagle, S., Williams, S.P., Lowe, R.D., Jayaraman, M., 1993. Self-orienting head-to-tail poly (3-alkylthiophenes): new insights on structure–property relationships in conducting polymers. Journal of American Chemistry Society. 115: 4910–4911.

Obson, J.H., Kenwright, M., 1997. A simple ‘one pot’ route to the hyperbranched analogues of Tomalia's poly (amidoamine) dendrimers. Chemical Communications: 1877–1879.

Pan, H., Wu, Y., Li, Y., Liu, P., Ong, B.S., Zhu, S., Xu, G., 2007. Benzodithiophene copolymer-A low-temperature, Solution-processed high-performance semiconductor for thin-film transistors. AdvancedFunctional Materials. 17: 3574–3579.

Qu, J., Shiotsuki, M., Kobayashi, N., Sanda,F., Masuda, T., 2007. Synthesis and properties of carbazole-based hyperbranched conjugated polymers. Polymer. 48: 6481–6490.

Sirringhaus, H., Tessler, N., Friend, R.H., 1998. Integrated optoelectronic devices based on conjugated polymers. Science. 280: 1741–1744.

Smet, M., Schacht, E., Dehaen, W., 2002. Synthesis, characterization, and modification of hyperbranched poly (arylene oxindoles) with a degree of branching of 100 %. Angewandte Chemie International Edition. 41: 4547–4550.

Wang, H.S., Su, M.S., Wei, K.H., 2010. Synthesis and characterization of donor–acceptor poly (3-hexylthiophene) copolymers presenting 1,3,4-oxadiazole units and their application to photovoltaic cells. Journal of Polymer Science Part A: Polymer Chemistry. 48: 3331–3339.