Low Band Gap Polymers Synthesized by Electrochemical Polymerization for Electrochromic Devices

Citation: Mamtimin Mahmut, Tunsagul Awut, Ismayil Nurulla. Low Band Gap Polymers Synthesized by Electrochemical Polymerization for Electrochromic Devices[J]. Chinese Journal of Polymer Science, 2015, 33(10): 1442-1452. doi: 10.1007/s10118-015-1698-8 shu

Low Band Gap Polymers Synthesized by Electrochemical Polymerization for Electrochromic Devices

1.
College of Chemistry and Chemical Engineering, Key Laboratory of Functional Polymer Materials, Xinjiang University, Urumqi 830046, China

通讯作者: Ismayil Nurulla, ismayilnu2013@sohu.com

基金项目:
This work was financially supported by the National Natural Science Foundation of China (Nos. 20974092 and 21164011) and Xinjiang University-Institute Joint Project (No. XY110112), Xinjiang University Scientific Research Training Project (XJU-SRT-13026).

摘要: Two novel monomers, 10,13-bis(4-octyl-2-thienyl)-dibenzo[a,c]phenazine (OTBP) and 10,13-bis(4-octyl-2- thienyl)-dipyrido[3,2-a:2',3'-c]phenazine (OTPP), were synthesized. Electrochemical polymerization of OTPP and OTBP were carried out in acetonitrile/dichloromethane (ACN/DCM) solvent mixture containing tetra-nbutylammoniumhexafluorophosphate (TBAPF6), and electrochromic properties of POTPP and POTBP are described. Furthermore, the effects of structural difference on electronic properties of electron acceptor units, electrochemical and electrochromic properties of two resulting polymers were examined. The results showed that the OTBP was polymerized at lower potential than OTPP, and this is because OTPP contains two more N atoms in electron acceptor unit and its electron withdrawing ability is stronger than that of OTBP. The UV-Vis-NIR spectra analysis revealed that the POTPP film has three absorption bands centered at 570 nm, 925 nm and 1581 nm, and the POTBP film has two absorptions at 566 nm and 1009 nm, respectively. The electrochromic properties indicated that the two polymer films exhibits reasonable optical contrasts and response time with low band gaps, defined as the onset of the absorption band at 570 nm for POTPP and the absorption band at 566 nm for POTBP, as 1.74 eV for POTPP and as 1.69 eV for POTBP.

关键词:

English

Low Band Gap Polymers Synthesized by Electrochemical Polymerization for Electrochromic Devices

1.
College of Chemistry and Chemical Engineering, Key Laboratory of Functional Polymer Materials, Xinjiang University, Urumqi 830046, China

Corresponding author: Ismayil Nurulla, ismayilnu2013@sohu.com

Received Date: 23 March 2015
Revised Date: 11 May 2015
Available Online: 05 October 2015
Fund Project:
This work was financially supported by the National Natural Science Foundation of China (Nos. 20974092 and 21164011) and Xinjiang University-Institute Joint Project (No. XY110112), Xinjiang University Scientific Research Training Project (XJU-SRT-13026).

Abstract: Two novel monomers, 10,13-bis(4-octyl-2-thienyl)-dibenzo[a,c]phenazine (OTBP) and 10,13-bis(4-octyl-2- thienyl)-dipyrido[3,2-a:2',3'-c]phenazine (OTPP), were synthesized. Electrochemical polymerization of OTPP and OTBP were carried out in acetonitrile/dichloromethane (ACN/DCM) solvent mixture containing tetra-nbutylammoniumhexafluorophosphate (TBAPF6), and electrochromic properties of POTPP and POTBP are described. Furthermore, the effects of structural difference on electronic properties of electron acceptor units, electrochemical and electrochromic properties of two resulting polymers were examined. The results showed that the OTBP was polymerized at lower potential than OTPP, and this is because OTPP contains two more N atoms in electron acceptor unit and its electron withdrawing ability is stronger than that of OTBP. The UV-Vis-NIR spectra analysis revealed that the POTPP film has three absorption bands centered at 570 nm, 925 nm and 1581 nm, and the POTBP film has two absorptions at 566 nm and 1009 nm, respectively. The electrochromic properties indicated that the two polymer films exhibits reasonable optical contrasts and response time with low band gaps, defined as the onset of the absorption band at 570 nm for POTPP and the absorption band at 566 nm for POTBP, as 1.74 eV for POTPP and as 1.69 eV for POTBP.

Key words:

1. [1]
  Karuppasamy, A., Appl. Surf. Sci., 2013, 282: 77
2. [2]
  Mihel?i?, M., Jerman, I., vegl, F., urcaVuk, A., SlemenikPere, L., Kova?, J., Orel, B. and Posset, U., Sol. Energy Mater. Sol. Cells, 2012, 107: 175
3. [3]
  Idris, S., Esat, P., Gunnar, A.N. and Claes, G.G., Sol. Energy Mater. Sol. Cells, 2013, 115: 172
4. [4]
  Neo, W.T., CHO, C.M., Song, J., Chin, J.M., Wang, X.B., He, CH.B., Hardy, S.O.C. and Xu, J.W., Eur. Polym. J.,2013, 49(9): 2446
5. [5]
  Huang, S.Y., Jian, Z.W., Lee, Y.T., Li, Y.T., Huang, C.C., Chang, J.H., Ye, L.CH. and Ye, J.M., Polymer,2012, 53(22): 4967
6. [6]
  Koyuncu, F.B., Sefer, E., Koyuncu, S. and Ozdemir, E., Polymer, 2011, 52(25): 5772
7. [7]
  Padilla, J., Seshadri, V., Otero, T.F. and Sotzing, G.A., J. Electroanal. Chem., 2007, 609(2): 75
8. [8]
  Carpi, F. and Rossi, D.D., Opt. Las. Technol., 2006, 38(4-6): 292
9. [9]
  ?mija, J. and Ma?achowski, M.J., J. Achiev. Mater. Manuf. Een., 2011, 48(1): 14
10. [10]
  Sahin, E., Sahmetlioglu, E., Akhmedov, I.M., Idris, M.A., Tanyeli, C. and Topapare, L., Org. Electron., 2006, 7(5): 351
11. [11]
  Chandrasekhar, P., Zay, B.J., McQueeney, T., Birur, G.C., Sitaram, V., Menon, R., Coviello, M. and Elssenbamur, R.L., Synth. Met., 2005, 155(3): 623
12. [12]
  Ding, G.Q., Cho, C.M., Chen, C.X., Zhou, D., Wang, X.B., Angeline, Y.X.T., Xu, J.W. and Lu, X.H., Org. Electron.,2013, 14(11): 2748
13. [13]
  Ileri, M., Serife, O.H. and Toppare, L., Electrochim. Acta, 2013, 109: 214
14. [14]
  Dong, Y., Cai, W.Z., Wang, M., Li, Q.D., Ying, L., Huang, F. and Cao, Y., Org. Electron., 2013, 14(10): 2456
15. [15]
  Kim, J.H., Kim, H.U., Song, C.E., Kang, I.N., Lee, J.K., Shin, W.S. and Hwang, D.H., Sol. Energy Mater. Sol. Cells,2013, 108: 113
16. [16]
  Song, S., Ko, S.J., Shin, H., Jin, Y., Kim, J.Y. and Suh, H., Synth. Met., 2012, 162(24): 2288
17. [17]
  Song, S., Park, S.J., Kwon, S., Lee, B.H., Kim, J.A., Park, S.H., Jin, Y., Lee, J.J., Lee, J.J., Lee, K. and Suh, H., Synth. Met., 2012, 162(21-22): 1936
18. [18]
  Mikroyannidis, J.A., Tsagkournos, D.V., Balraju, P. and Sharma, G.D., Sol. Energy Mater. Sol. Cells, 2011, 95(11): 3025
19. [19]
  Palai, A.K., Mishra, S.P., Kumar, A., Srivastava, R., Kamalasanan, M.N. and Patri, M., Eur. Polym. J., 2010, 46(9): 1940
20. [20]
  Esmera, E.N. and Tarkucb, U.Y.A., Mater. Chem. Phys., 2011, 131(1-2): 519
21. [21]
  Unver, E.K., Tarkuc, S. and Baran, D., Tetrahedron Lett., 2011, 52: 2725
22. [22]
  Pamuka, M., Tirkes, S. and Cihaner, A., Polymer, 2010, 51(1): 62
23. [23]
  Uduma, Y.A., Durmus, A. and Gunbas, G.E., Org. Electron., 2008, 9(4): 501
24. [24]
  Matsidik, R., Synthesis and properties of conjugated polymers containing bis-3,4-ethylenedioxythiophene substituted acenaphthenequinoxaline, Thesis, Xinjiang University, 2010
25. [25]
  Qun, Y., Wei, T.N., Ching, M.,CH., Shuo, W.Y., Lin, T.T., Zhou, H., Yan, H., Lu, X.H., Chi, CH.Y. and Xu, J.W., Org. Lett., 2014, 16: 6386
26. [26]
  Qun, Y., Wei, T.N., Lin, T.T., Song, J., Yan, H., Zhou, H., Kwok, W.SH., Soo, J.CH. and Xu, J.W., Polym. Chem.,2015, 6: 1487
27. [27]
  Qun, Y., Wei, T.N., Lin, T.T., Soo, J. CH. and Xu, J.W., Sol. Energy Mater. Sol. Cells, 2015, 136: 92
28. [28]
  Tarkuc, S., Unver, E.K. and Udumb, Y.A., Eur. Polym. J., 2010, 46(11): 2199
29. [29]
  Mamtimin, M., Tunsagul, A., Ismayil, N. and Maxhur, M., J. Polym. Res., 2014, 21(4): 403
30. [30]
  Mamtimin, M., Tunsagul, A., Ismayil, N. and Maxhur, M., J. Appl. Polym. Sci., 2014, 131(19): 40861
31. [31]
  Guo, W., Engelman, B.J., Haywood, N.B.B., Beaudion, D.S. and Obare, S.O., Talanta, 2011, 87: 276
32. [32]
  Eva, B., and Frederik, C.K., Macromolecules, 2006, 39(8): 2823
33. [33]
  Cai, T.Q, Zhou, Y., Wang, E.G., Stefen, H., Zhang, F.L., Xu, SH. A., Olle, I. and Mats, R.A., Sol. Energy Mater. Sol. Cells, 2010, 94: 1275
34. [34]
  Yuen, J.D., Fan, J., Seifter, J., Lim, B., Hufschmid, R., Heeger, A.J and Wuld, F., J. Am. Chem. Soc.,2011, 133(51): 20799
35. [35]
  Baran, D., Balan, A., Celebi, S., Meana, E.B., Neugebauer, H., Sariciftci, N.S. and Toppare, L., Chem. Mater.,2010, 22: 2978

扫一扫看文章

计量

PDF下载量: 0
文章访问数: 722
HTML全文浏览量: 29

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

Low Band Gap Polymers Synthesized by Electrochemical Polymerization for Electrochromic Devices

通讯作者: Ismayil Nurulla, ismayilnu2013@sohu.com

English

Low Band Gap Polymers Synthesized by Electrochemical Polymerization for Electrochromic Devices

Corresponding author: Ismayil Nurulla, ismayilnu2013@sohu.com

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南：你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

计量

通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

Low Band Gap Polymers Synthesized by Electrochemical Polymerization for Electrochromic Devices

通讯作者: Ismayil Nurulla, ismayilnu2013@sohu.com

English

Low Band Gap Polymers Synthesized by Electrochemical Polymerization for Electrochromic Devices

Corresponding author: Ismayil Nurulla, ismayilnu2013@sohu.com

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南： 你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

计量

文章相关

通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

CCS Chemistry：颜徐州、鲍哲南：你的皮肤可能是一片SPMs