화학공학소재연구정보센터
Macromolecular Research, Vol.23, No.6, 545-551, June, 2015
Conjugated polymers based on modified benzo[1,2-b:4,5-b′]dithiophene and perylene diimide derivatives: Good optical properties and tunable electrochemical performance
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Three original conjugated polymers were devised and synthesized via the alternating conjugated polymerization of the electron-donating monomer of the modified benzo[1,2-b:4,5-b′]dithiophene (BDT) and electronaccepting monomers of perylene diimide (PDI), dithienyl-perylene diimide (DTPDI) and dithienocoronene diimide (DTCDI), respectively. The synthesized conjugated polymers presented excellent thermal stability (T d >400 °C) as well as broad absorption in visible region and narrow gap of energy level (1.80 to 2.01 eV). Moreover, P(BDT-DTCDI) exhibited strong fluorescence properties (λ em max =736 nm with excitation at 680 nm). According to the theoretical calculations, P(BDT-PDI) and P(BDT-DTPDI) displayed significant polymer backbone torsion (41.44° and 39.64°), and P(BDT-DTCDI) had highly coplanar backbone with negligible angle between BDT and DTCDI. The results indicated that P(BDT-DTCDI) had potential applications in the fields of organic thin-film transistors (OTFTs) and fluorescence materials, and P(BDT-PDI) and P(BDT-DTPDI) could be used as a stable n-type semiconductor for polymer solar cells.
  1. Zhao XG, Ma LC, Zhang L, Wen YG, Chen JM, Shuai ZG, Liu YQ, Zhan XW, Macromolecules, 46(6), 2152 (2013)
  2. Zhou E, Cong J, Wei Q, Tajima K, Yang C, Hashimoto K, Angew. Chem.-Int. Edit., 50, 2799 (2011)
  3. Zhou WY, Wen YG, Ma LC, Liu YQ, Zhan XW, Macromolecules, 45(10), 4115 (2012)
  4. Huang J, Wu YS, Fu HB, Zhan XW, Yao JN, Barlow S, Marder SR, J. Phys. Chem. A, 113(17), 5039 (2009)
  5. Zhou E, Wang X, Li Y, Barlow S, Marder SR, Appl. Phys. Lett., 93, 073309 (2008)
  6. Zhan X, Tan Z, Zhou E, Li Y, Misra R, Grant A, Marder SR, J. Mater. Chem., 19, 5794 (2009)
  7. Zhou E, Tajima K, Yang C, Hashimoto K, J. Mater. Chem., 20, 2362 (2011)
  8. Kozma E, Kotowski D, Bertini F, Luzzati S, Catellani M, Polymer, 51(11), 2264 (2010)
  9. Kotowski D, Kozma E, Catellani M, Luzzati S, MRS Proceedings, Cambridge University Press, Cambridge, 2012, Vol. 1390.
  10. Huo EF, Zou Y, Sun HQ, Bai JL, Huang Y, Lu ZY, Zhao SL, Polym. Bull., 67, 843 (2012)
  11. Mikroyannidis JA, Cheung KY, Fung MK, Djurisic AB, React. Funct. Polym., 70(7), 426 (2010)
  12. Liu Y, Yang CH, Li YJ, Li YL, Wang S, Zhuang JP, Liu HB, Wang N, He XR, Li YF, Zhu DB, Macromolecules, 38(3), 716 (2005)
  13. Kozma E, Catellani M, Dyes Pigment., 98, 160 (2013)
  14. Kim HN, Park SM, Shin SC, Kim YH, Macromol. Res., 22(9), 1012 (2014)
  15. Beng SO, Yiliang W, Yuning L, Hualong LP, Chem. Eur. J., 14, 4766 (2008)
  16. Choi H, Paek S, Song J, Kim C, Cho N, Ko J, Chem. Commun., 47, 5509 (2011)
  17. Usta H, Newman C, Chen ZH, Facchetti A, Adv. Mater., 24(27), 3678 (2012)
  18. Li Y, Xu W, Motta SD, Negri F, Zhu D, Wang J, Chem. Commun., 48, 8204 (2012)
  19. Zhou WY, Jin F, Huang XB, Duan XM, Zhan XW, Macromolecules, 45(19), 7823 (2012)
  20. Zhou WY, Zhang ZG, Ma LC, Li YF, Zhan XW, Sol. Energy Mater. Sol. Cells, 112, 13 (2013)
  21. Zhang ZG, Zhang S, Min J, Chui C, Zhang J, Zhang M, Li Y, Macromolecules, 45, 113 (2011)
  22. Hou JH, Park MH, Zhang SQ, Yao Y, Chen LM, Li JH, Yang Y, Macromolecules, 41(16), 6012 (2008)
  23. Kim J, Shim JY, Song S, Kim J, Kim I, Kim JY, Suh H, Macromol. Res., 23(2), 214 (2015)
  24. Zhang G, Fu Y, Zhang Q, Xie Z, Chem. Commun., 46, 4997 (2010)
  25. Reghu RR, Bisoyi HK, Grazulevicius JV, Anjukandi P, Gaidelis V, Jankauskas V, J. Mater. Chem., 21, 7811 (2011)
  26. Kitao T, Tokunaga Y, Umeyama D, Kim CR, Uemura T, Kitagawa S, Inorg. Chim. Acta., 424, 221 (2015)
  27. Okamoto T, Jiang Y, Becerril HA, Hong S, Senatore ML, Tang ML, Bao Z, J. Mater. Chem., 21, 7078 (2011)
  28. Osaka I, McCullough RD, Acc. Chem. Res., 41, 1202 (2008)
  29. Kanai K, Miyazaki T, Suzuki H, Inaba M, Ouchi Y, Seki K, Phys. Chem. Chem. Phys., 12, 273 (2010)
  30. Chen JA, Shi MM, Hu XL, Wang M, Chen HZ, Polymer, 51(13), 2897 (2010)