Abstract
We report on the synthesis of conjugated polymer (CV-QP) containing carbazole (donor) and quinoline (acceptor) using Wittig methodology. The structural, optical and thermal properties of the polymer were investigated by FT-IR, NMR, GPC, UV, PL, cyclic voltammetry, atomic force microscopy (AFM) and thermogravimetric analysis (TGA). The polymer exhibits thermal stability upto 200 °C and shows good solubility in common organic solvents. The polymer has optical absorption band in a thin film at 360 nm and emission band formed at 473 nm. The optical energy band gap was found to be 2.69 eV as calculated from the onset absorption edge. Fluorescence quenching of the polymer CV-QP was found by using DMA (electron donor) and DMTP (electron acceptor). AFM image indicated that triangular shaped particles were observed and the particle size was found as 1.1 μm. The electrochemical studies of CV-QP reveal that, the highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energy levels of the CV-QP are 6.35 and 3.70 eV, which indicated that the polymers are expected to provide charge transporting properties for the development of polymer light-emitting diodes (PLEDs).
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Grazulevicius JV, Strohriegl P, Pielichowski J, Pielichowski K (2003) Prog Polym Sci 28:1297
Shirakawa H, Louis EJ, MacDiarmid AG, Chiang CK, Heeger AJ (1977) J Chem Soc Chem Commun:578
Morin JF, Leclerc M, Ades D, Siove A (2005) Macromol Rapid Commun 26:761
Ishida T, Tsunoda R, Zhang Z, Hamasaki A, Honma T, Ohash H, Yokoyama T, Tokunaga M (2014) Appl Catal B Env 150:523
Kotchapradist P, Prachumrak N, Tarsang R, Jungsuttiwong S, Keawin T, Sudyoadsuk T, Promarak V (2013) J Mater Chem 1:4916
Ooyama Y, Inoue S, Nagano T, Kushimoto K, Ohshita J, Imae I, Komaguchi K, Harima Y (2011) Chem Int Ed 50:7429
Wang HY, Liu F, Xie LH, Tang C, Peng B, Huang W, Wei W (2011) J Phys Chem C 115:6961
Tunney SE, Suenaga J, Stille JK (1987) Macromolecules 20:258–264
Gondek E, Danel A, Nizio J, Armatys PIVK, Szlachcic P, Karelus M, Uchacz T, Chwast J, Lakshminarayana G (2010) J Lumin 130:2093
Funaki T, Komatsuzaki NO, Kasuga K, Sayama KHS (2013) Inorg Chem Commun 35:281
Tong H, Wang L, Jing X, Wang F (2002) Macromolecules 35:7169
Solon PE, Christos LC, Vasilis GG, Joannis KK, Sophie B, Georges H (2007) Macromolecules 40:921
Agrawal AK, Jenekhe SA (1991) Macromolecules 24:6806
Agrawal AK, Jenekhe SA (1996) Chem Mater 8:579–589
Agrawal AK, Jenekhe SA, Vanherzeele HV, Meth JS (1992) J Phys Chem 96:2837
Iranfar H, Rajabi O, Salari R, Chamani J (2012) J Phys Chem B 116:1951
Sattar Z, Saberi MR, Chamani J (2004) PLoS One 9:84045
Sattar Z, Iranfar H, Asoodeh A, Saberi MR, Mazhari M, Chamani J (2012) Spectrochim Acta A 97:1089
Sarzehi S, Chamani J (2010) Int J Biol Macromolec 47:558
Aleman EA, Silva CD, Patrick EM, Forsyth KM, Rueda D (2014) J Phys Chem Lett 5:777
Bredas JL (1990) Chance RR Eds. Kluwer Academic Publishers, Dordrecht, Holland
Havinga EE, Hoeve W, Wynberg H (1993) Synth Met 55:299
Leclerea P, Hennebicqa E, Calderonea A, Brocorensa P, Grimsdaleb AC, Mullenb K, Bredasa JLC, Lazzaronia RC (2003) Prog Polym Sci 28:55
Hu BB, Zeng XC, Bian LRH (2012) Acta Cryst 68:2517
Wang S, Hua W, Zhang F, Wang Y (1999) Synth Met 99:249
Karpagam S, Guhanathan S (2014) J Lumin 45:752
Homocianu M, Airinei A, Dorohoi DO (2011) J Appl Phys 1:11105
Reichardt C (1994) Chem Rev 94:2319
Hwang SW, Chen Y (2001) Macromolecules 34:2981
Jerca VV, Nicolescu FA, Baran A, Anghel DF, Vasilescu DS, Vuluga DM (2010) React Funct Polym 70:828
Mori T, Kijima M (2009) Eur Polym J 45:1149–1157
Concilio S, Bugatti V, Iannelli P, Piotto S (2010) Int J Polym Sci:1
Luo J, Yang C, Zheng J, Ma J, Liang L, Lu M (2011) Eur Polym J 47:385
Murali MG, Naveen P, Udaykumar D, Yadav V, Srivastava R (2012) Tetrahedron Lett 53:157
Shi W, Wang L, Zhen H, Zhu D, Awut T, Mi H, Nurulla I (2009) Dyes Pig 83:102
Deng JLG, Xiu Q, Zhang L, Wen G, Zhong C (2012) Mater Chem Phys 133:452
Keerthi A, Sriramulu D, Liu Y, Timothy CTY, Wang Q, Valiyaveettil S (2013) Dyes Pig 99:787
Baran D, Balan A, Celebi S, Esteban BM, Neugebauer H, Sariciftci NS, Toppare L (2010) Chem Mater 22:2978
Koyuncu S, Zafer C, Koyuncu FB, Aydin B, Can M, Sefer E, Ozdemir E, Icli S (2009) J Polym Sci 47:6280
Oo TZ, Mathews N, Tam TL, Xing GC, Sum TC, Sellinger A, Wong LH, Mhaisalkar SG (2010) Thin Solid Films 518:5292
Nagarajan N, Velmurugan G, Prabhu G, Venuvanalingam P, Renganathan R (2014) J Lumin 147:111
Melavankia RM, Kusanurb RA, Kulakarnib MV, Kadadevarmatha JS (2008) J Lumin 128:573
Zhao D, Swager TM (2005) Macromolecules 38:9377
Song WQ, Cui YZ, Tao FR, Xu JK, Li TD, Wang AQ (2015) Opt Mater 42:225
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The authors are grateful to the VIT University for providing the necessary facilities and DST/VIT-SIF for recording spectral data.
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Upadhyay, A., S, K. Studies of Luminescence Performance on Carbazole Donor and Quinoline Acceptor Based Conjugated Polymer. J Fluoresc 26, 439–449 (2016). https://doi.org/10.1007/s10895-015-1730-y
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DOI: https://doi.org/10.1007/s10895-015-1730-y