Articles & Issues
- Language
- English
- Conflict of Interest
- In relation to this article, we declare that there is no conflict of interest.
- Publication history
-
Received June 28, 2014
Accepted August 26, 2014
- This is an Open-Access article distributed under the terms of the Creative Commons Attribution Non-Commercial License (http://creativecommons.org/licenses/bync/3.0) which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited.
Copyright © KIChE. All rights reserved.
All issues
Synthesis of thermally stable and low band gap poly(azomethine-urethane)s containing fluorene unit in the backbone
1Canakkale Onsekiz Mart University, Faculty of Sciences and Arts, Department of Chemistry, Polymer Synthesis and Analysis Lab., 17020, Canakkale, Turkey 2Faculty of Sciences and Arts, Department of Chemistry, Celal Bayar University, 45040, Manisa, Turkey
Korean Journal of Chemical Engineering, April 2015, 32(4), 777-786(10), 10.1007/s11814-014-0252-7
Download PDF
Abstract
New poly(azomethine-urethane)s (PAMU)s were prepared to investigate the effects of different four diisocyanates on some physical properties such as thermal stability, optical and electrochemical properties. First, the fluorene Schiff base was synthesized as in the literature. Then, this Schiff base was converted to poly(azomethine-urethane)s using diisocyanates (2,4-toluenediisocyanate, 1,4-phenylene diisocyanate, methylene-di-p-phenyl-diisocyanate, and_x000D_
hexamethylene-diisocyanate) via condensation reaction. Second, the structures of PAMUs were confirmed by FT-IR, NMR, and UV-Vis spectral analyses. Cyclic voltammetry (CV) was used to determine the electrochemical oxidationreduction characteristics of (PAMU)s. The CV results of PAMUs compounds showed to have an electrochemical band gap below such as 2.0 eV. The PAMUs were characterized by TGA, DSC, SEM, SEC and AFM techniques. TGA analysis_x000D_
results of compounds showed considerable increasing of the thermal stability of polymers, because of finding of azomethine bond in the main chain.
References
Tang R, Tan Z, Li Y, Xi F, Chem. Mater., 18, 1053 (2006)
Bouillud AD, Levesgue I, Tao Y, D’lorio M, Beaupre S, Bouchard J, Leclerc M, Chem. Mater., 12, 1931 (2000)
Leclerc M, J. Polym. Sci. A: Polym. Chem., 39(17), 2867 (2001)
Francisco M, Ricardo M, Adv. Funct. Mater., 17, 71 (2007)
Ye T, Zhu M, Chen J, Fu Q, Zhao F, Shi C, Hu Y, Ma D, Yang C, J. Mater. Chem., 22, 6413 (2012)
Lin Y, Chen ZK, Ye TL, Dai YF, Ma DG, Ma Z, Liu QD, Chen Y, Polymer, 51(6), 1270 (2010)
Liu J, Cao J, Shao S, Xie Z, Cheng Y, Geng Y, Wang L, Jing X, Wang F, J. Mater. Chem., 18, 1659 (2008)
Fukuda M, Sawada K, Morita S, Yoshino K, Synth. Met., 41, 855 (1991)
Dong B, Song D, Zheng L, Xu J, Li N, J. Electroanal. Chem., 633, 63 (2009)
Kim HC, Kim JS, Kim KS, Park HK, Baek S, Ree M, J. Polym. Sci. A: Polym. Chem., 42(4), 825 (2004)
Kaya I, Yidirim M, J. Appl. Polym. Sci., 110(1), 539 (2008)
Yang CJ, Jenekhe SA, Chem. Mater., 6, 196 (1994)
Tsai FC, Chang CC, Liu CL, Chen WC, Jenekhe SA, Macromolecules, 38(5), 1958 (2005)
Ma LN, Cai JW, Zhao P, Niu HJ, Wang C, Bai XD, Wang W, Mater. Chem. Phys., 133(1), 333 (2012)
Weszka J, Domanski M, Jarzabek B, Jurusik J, Cisowski J, Burian A, Thin Solid Films, 516(10), 3098 (2008)
Chen JC, Liu YC, Ju JJ, Chiang CJ, Chern YT, Polymer, 52(4), 954 (2011)
Kaya I, Kamac M, Prog. Org. Coat., 74, 204 (2012)
Ravikumar L, Prasad MB, Vasanthi BJ, Gopalakrishnan K, Rajeshkumar J, Sengodan V, Mater. Chem. Phys., 115(2-3), 632 (2009)
Yen HJ, Liou GS, Org. Electron., 11, 299 (2010)
Kaya I, Avci A, Kolcu F, Culhaoglu S, Des. Monomers Polym., 17, 481 (2014)
Chattopadyay DK, Webster DC, Prog. Polym. Sci, 34, 1068 (2009)
Chattopadhyay DK, Raju KVSN, Prog. Polym. Sci, 32, 352 (2007)
Choi T, Masser KA, Moore E, Weksler J, Padsalgikar A, Runt J, J. Polym. Sci. B: Polym. Phys., 49(12), 865 (2011)
Hiroki K, Ichikawa Y, Yamashita H, Sugiyama JI, Macromol. Rapid Commun., 29(10), 809 (2008)
Kaya I, Yildirim M, Kamaci M, Avci A, J. Appl. Polym. Sci., 120(5), 3027 (2011)
Kaya I, Avci A, Mater. Chem. Phys., 133(1), 269 (2012)
Kaya I, Kamaci M, J. Appl. Polym. Sci., 125(2), 876 (2012)
Kaya I, Yildirim M, Aydin A, Senol D, React. Funct. Polym., 70(10), 815 (2010)
Kaya I, Avci A, J. Polym. Res., 19, 9780 (2010)
Kaya I, Yildirim M, Avci A, Synth. Met., 160, 911 (2010)
Kaya IS, Ylldlrlm M, Avcl A, Kamacl M, Macromol. Res., 19(3), 286 (2011)
Kaya I, Avci A, Gultekin O, Chin. J. Polym. Sci., 30, 796 (2012)
Kaya I, Kamaci M, J. Inorg. Organomet. Polym., 23, 1159 (2013)
Suhas DP, Jeong HM, Aminabhavi TM, Raghu AV, Polym. Eng. Sci., 54(1), 24 (2014)
Kaya I, Uysal S, J. Appl. Polym. Sci., 120(6), 3325 (2011)
Bouillud AD, Levesgue I, Tao Y, D’lorio M, Beaupre S, Bouchard J, Leclerc M, Chem. Mater., 12, 1931 (2000)
Leclerc M, J. Polym. Sci. A: Polym. Chem., 39(17), 2867 (2001)
Francisco M, Ricardo M, Adv. Funct. Mater., 17, 71 (2007)
Ye T, Zhu M, Chen J, Fu Q, Zhao F, Shi C, Hu Y, Ma D, Yang C, J. Mater. Chem., 22, 6413 (2012)
Lin Y, Chen ZK, Ye TL, Dai YF, Ma DG, Ma Z, Liu QD, Chen Y, Polymer, 51(6), 1270 (2010)
Liu J, Cao J, Shao S, Xie Z, Cheng Y, Geng Y, Wang L, Jing X, Wang F, J. Mater. Chem., 18, 1659 (2008)
Fukuda M, Sawada K, Morita S, Yoshino K, Synth. Met., 41, 855 (1991)
Dong B, Song D, Zheng L, Xu J, Li N, J. Electroanal. Chem., 633, 63 (2009)
Kim HC, Kim JS, Kim KS, Park HK, Baek S, Ree M, J. Polym. Sci. A: Polym. Chem., 42(4), 825 (2004)
Kaya I, Yidirim M, J. Appl. Polym. Sci., 110(1), 539 (2008)
Yang CJ, Jenekhe SA, Chem. Mater., 6, 196 (1994)
Tsai FC, Chang CC, Liu CL, Chen WC, Jenekhe SA, Macromolecules, 38(5), 1958 (2005)
Ma LN, Cai JW, Zhao P, Niu HJ, Wang C, Bai XD, Wang W, Mater. Chem. Phys., 133(1), 333 (2012)
Weszka J, Domanski M, Jarzabek B, Jurusik J, Cisowski J, Burian A, Thin Solid Films, 516(10), 3098 (2008)
Chen JC, Liu YC, Ju JJ, Chiang CJ, Chern YT, Polymer, 52(4), 954 (2011)
Kaya I, Kamac M, Prog. Org. Coat., 74, 204 (2012)
Ravikumar L, Prasad MB, Vasanthi BJ, Gopalakrishnan K, Rajeshkumar J, Sengodan V, Mater. Chem. Phys., 115(2-3), 632 (2009)
Yen HJ, Liou GS, Org. Electron., 11, 299 (2010)
Kaya I, Avci A, Kolcu F, Culhaoglu S, Des. Monomers Polym., 17, 481 (2014)
Chattopadyay DK, Webster DC, Prog. Polym. Sci, 34, 1068 (2009)
Chattopadhyay DK, Raju KVSN, Prog. Polym. Sci, 32, 352 (2007)
Choi T, Masser KA, Moore E, Weksler J, Padsalgikar A, Runt J, J. Polym. Sci. B: Polym. Phys., 49(12), 865 (2011)
Hiroki K, Ichikawa Y, Yamashita H, Sugiyama JI, Macromol. Rapid Commun., 29(10), 809 (2008)
Kaya I, Yildirim M, Kamaci M, Avci A, J. Appl. Polym. Sci., 120(5), 3027 (2011)
Kaya I, Avci A, Mater. Chem. Phys., 133(1), 269 (2012)
Kaya I, Kamaci M, J. Appl. Polym. Sci., 125(2), 876 (2012)
Kaya I, Yildirim M, Aydin A, Senol D, React. Funct. Polym., 70(10), 815 (2010)
Kaya I, Avci A, J. Polym. Res., 19, 9780 (2010)
Kaya I, Yildirim M, Avci A, Synth. Met., 160, 911 (2010)
Kaya IS, Ylldlrlm M, Avcl A, Kamacl M, Macromol. Res., 19(3), 286 (2011)
Kaya I, Avci A, Gultekin O, Chin. J. Polym. Sci., 30, 796 (2012)
Kaya I, Kamaci M, J. Inorg. Organomet. Polym., 23, 1159 (2013)
Suhas DP, Jeong HM, Aminabhavi TM, Raghu AV, Polym. Eng. Sci., 54(1), 24 (2014)
Kaya I, Uysal S, J. Appl. Polym. Sci., 120(6), 3325 (2011)