Skip to main content
SpringerLink
Log in

Branched triphenylamine-based oligomers for organic electronics

  • Published:
Polymer Science Series C Aims and scope Submit manuscript

Abstract

This review involves discussion and analysis of the main advantages and trends of the molecular design of branched triphenylamine-based oligomers and their application in modern organic electronics devices, such as organic solar cells, light-emitting diodes, thin-film field-effect transistors, and sensors.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. E. V. Agina, S. A. Ponomarenko, and A. M. Muzafarov, Izv. Akad. Nauk, Ser. Khim., No. 6, 1059 (2010).

    Google Scholar 

  2. A. V. Vannikov, Polym. Sci., Ser. A 51(4), 547 (2009).

    Article  CAS  Google Scholar 

  3. J. Chen and Y. Cao, Acc. Chem. Res. 42, 1709 (2009).

    Article  CAS  Google Scholar 

  4. J. Roncali, P. Leriche, and A. Cravino, Adv. Mater. (Weinheim, Fed. Repub. Ger.) 19, 2045 (2007).

    Article  CAS  Google Scholar 

  5. A. L. Kanibolotsky, I. F. Perepichka, and P. J. Skabara, Chem. Soc. Rev. 39, 2695 (2010).

    Article  CAS  Google Scholar 

  6. H. Detert, M. Lehmann, and H. Meier, Materials 3, 3218 (2010).

    Article  CAS  Google Scholar 

  7. T. Manifar and S. Rohani, Can. J. Chem. Eng. 82, 323 (2004).

    Article  CAS  Google Scholar 

  8. Y. Shirota and H. Kageyama, Chem. Rev. 107, 953 (2007).

    Article  CAS  Google Scholar 

  9. Y. Shirota, J. Mater. Chem. 15, 75 (2005).

    Article  CAS  Google Scholar 

  10. A. Iwan and D. Sek, Prog. Polym. Sci. 36, 1277 (2011).

    Article  CAS  Google Scholar 

  11. J. Peet, A. J. Heeger, and G. C. Bazan, Acc. Chem. Res. 42, 1700 (2009).

    Article  CAS  Google Scholar 

  12. M. Graetzel, Acc. Chem. Res. 42, 1788 (2009).

    Article  Google Scholar 

  13. P. A. Troshin, R. N. Lyubovskaya, and V. F. Razumov, Nanotechnol. Russ. 3(5–6), 56 (2008).

    Google Scholar 

  14. R. Sondergaard, M. Hösel, D. Angmo, T. T. LarsenOlsen, and F. C. Krebs, Mater. Today 15, 36 (2012).

    Article  CAS  Google Scholar 

  15. A. Mishra, C.-Q. Ma, and P. Bauerle, Chem. Rev. 109, 1141 (2009).

    Article  CAS  Google Scholar 

  16. E. A. Kleimyuk, P. A. Troshin, E. A. Khakina, Y. N. Luponosov, Y. L. Moskvin, S. M. Peregudova, S. D. Babenko, T. Meyer-Friedrichsen, and S. A. Ponomarenko, Energy Environ. Sci. 3, 1941 (2010).

    Article  Google Scholar 

  17. P. A. Troshin, S. A. Ponomarenko, Y. N. Luponosov, E. A. Khakina, M. Egginger, T. Meyer-Friedrichsen, A. Elschner, S. M. Peregudova, M. I. Buzin, V. F. Razumov, N. S. Sariciftci, and A. M. Muzafarov, Solar Energy Mater. Solar Cells 94, 2064 (2010).

    Article  CAS  Google Scholar 

  18. A. Cravino, S. Roquet, O. Aleveque, P. Leriche, P. Frere, and J. Roncali, Chem. Mater. 18, 2584 (2006).

    Article  CAS  Google Scholar 

  19. S. Roquet, A. Cravino, P. Leriche, O. Aleveque, P. Frere, and J. Roncali, J. Am. Chem. Soc. 128, 3459 (2006).

    Article  CAS  Google Scholar 

  20. A. Cravino, P. Leriche, O. Aleveque, S. Roquet, and J. Roncali, Adv. Mater. (Weinheim, Fed. Repub. Ger.) 18, 3033 (2006).

    Article  CAS  Google Scholar 

  21. E. Rapiud, T. Rousseau, P. Leriche, and J. Roncali, Adv. Energy Mater. 1, 540 (2011).

    Article  Google Scholar 

  22. J. Zhang, D. Deng, C. He, Y. He, M. Zhang, Z.-G. Zhang, Z. Zhang, and Y. Li, Chem. Mater. 23, 817 (2011).

    Article  CAS  Google Scholar 

  23. J. Min, Y. N. Luponosov, T. Ameri, A. Elschner, S. M. Peregudova, D. Baran, T. Heumüller, N. Li, F. Machui, S. Ponomarenko, and C. J. Brabec, Org. Electron. 14, 219 (2013).

    Article  CAS  Google Scholar 

  24. I. Burgués-Ceballos, F. Machui, J. Min, T. Ameri, M.M. Voigt, Y. N. Luponosov, S. A. Ponomarenko, P. D. Lacharmoise, M. Campoy-Quiles, and C. J. Brabec, Adv. Funct. Mater. 24(10), 1339 (2014).

    Article  Google Scholar 

  25. J. Min, H. Zhang, T. Stubhan, Y. N. Luponosov, S. A. Ponomarenko, T. Ameri, U. Scherf, and C. J. Brabec, J. Mater. Chem. A 1, 11306 (2013).

    Article  CAS  Google Scholar 

  26. J. Min, Y. N. Luponosov, M. S. Polinskaya, S. M. Peregudova, P. V. Dmitryakov, A. V. Bakirov, M. Shcherbina, S. N. Chvalun, N. Busies, S. A. Ponomarenko, T. Ameri, and C. J. Brabec, Adv. Energy Mater. V. 4, no. 5, 201301234 (2014).

    Article  Google Scholar 

  27. J. Zhang, Y. Yang, C. He, D. Deng, Z. Li, and Y. Li, J. Phys. D: Appl. Phys. 44, 475101 (2011).

    Article  Google Scholar 

  28. H. Shang, H. Fan, Y. Li, W. Hu, Y. Li, and X. Zhan, Adv. Mater. (Weinheim, Fed. Repub. Ger.) 23, 1554 (2011).

    Article  CAS  Google Scholar 

  29. J. A. Mikroyannidis, A. N. Kabanakis, S. S. Sharma, and G. D. Sharma, Org. Electron. 12, 774 (2011).

    Article  CAS  Google Scholar 

  30. A. Leliege, C.-H. Regent, M. Allain, P. Blanchard, and J. Roncali, Chem. Commun. 48, 8907 (2012).

    Article  CAS  Google Scholar 

  31. Y.-H. Chen, L.-Y. Lin, C.-W. Lu, F. Lin, Z.-Y. Huang, H.-W. Lin, P.-H. Wang, Y.-H. Liu, K.-T. Wong, J. Wen, D. J. Miller, and S. B. Darling, J. Am. Chem. Soc. 134, 13616 (2012).

    Article  CAS  Google Scholar 

  32. Y. Lin, P. Cheng, Y. Li, and X. Zhan, Chem. Commun. 48, 7773 (2012).

    Google Scholar 

  33. A. Tang, L. Li, Z. Lu, J. Huang, H. Jia, C. Zhan, Z. Tan, Y. Li, and J. Yao, J. Mater. Chem. A 1, 5747 (2013).

    Article  CAS  Google Scholar 

  34. B. O’Regan and M. Gratzel, Nature (London) 353, 737 (1991).

    Article  Google Scholar 

  35. S. S. Prakash, M. S. Roy, T. K. R. Justin, S. Balaiah, K. Bhanuprakash, and G. D. Sharma, J. Phys. Chem. 116, 5941 (2012).

    Google Scholar 

  36. D. Yu. Parashchuk and A. I. Kokorin, Ross. Khim. Zh., No. 6, 107 (2008).

    Google Scholar 

  37. C. Yang, H. Chen, C. Chen, S. Liao, H. Hsiao, Y. Chuang, H. Hsu, T. Wang, Y. Shieh, L. Lin, and Y. Tsai, J. Electroanal. Chem. 631, 43 (2009).

    Article  CAS  Google Scholar 

  38. L.-Y. Shi, T.-L. Chen, C.-H. Chen, and K.-C. Cho, Int. J. Photoenergy 2013, 1 (2013).

    Article  Google Scholar 

  39. C. Yanga, H. Chenb, Y. Chuangc, C. Wud, C. Chena, S. Liaoa, and T. Wang, J. Power Sources 188, 627 (2009).

    Article  Google Scholar 

  40. M. Liang, W. Xu, F. Cai, P. Chen, B. Peng, J. Chen, and Z. Li, J. Phys. Chem. 111, 4465 (2007).

    CAS  Google Scholar 

  41. W. Xu, J. Pei, J. Shi, S. Peng, and J. Chen, J. Power Sources 183, 792 (2008).

    Article  CAS  Google Scholar 

  42. J. Pei, S. Peng, J. Shi, Y. Liang, Z. Tao, J. Liang, and J. Chen, J. Power Sources 187, 620 (2009).

    Article  CAS  Google Scholar 

  43. S. Singh, M. S. Roy, K. Thomas, S. Balaiah, K. Bhanuprakash, and G. D. Sharma, J. Phys. Chem. 116, 5941 (2012).

    CAS  Google Scholar 

  44. K. D. Seo, M. J. Lee, H. M. Song, H. S. Kang, and H. K. Kim, Dyes Pigments 94, 143 (2012).

    Article  CAS  Google Scholar 

  45. E. Miyazaki, T. Okanishi, Y. Suzuki, N. Ishine, H. Mori, K. Takimiya, and Y. Harima, Bull. Chem. Soc. Jpn. 84, 459 (2011).

    Article  CAS  Google Scholar 

  46. M. Liang, W. Xu, F. Cai, P. Chen, B. Peng, J. Chen, and Z. Li, J. Phys. Chem. 111, 4465 (2007).

    CAS  Google Scholar 

  47. W. Xu, B. Peng, J. Chen, M. Liang, and F. Cai, J. Phys. Chem. 112, 874 (2008).

    CAS  Google Scholar 

  48. T. Duan, K. Fan, Y. Fu, C. Zhong, X. Chen, T. Peng, and J. Qin, Dyes Pigments 94, 28 (2012).

    Article  CAS  Google Scholar 

  49. J. Jia, K. Cao, P. Xue, Y. Zhang, H. Zhou, and R. Lu, Tetrahedron 68, 3626 (2012).

    Article  CAS  Google Scholar 

  50. L. Zhou, C. Jia, Z. Wan, X. Chen, and X. Yao, Org. Electron. 14, 1755 (2013).

    Article  CAS  Google Scholar 

  51. J. Jia, Y. Zhang, P. Xue, P. Zhang, X. Zhao, B. Liu, and R. Lu, Dyes Pigments 96, 407 (2013).

    Article  CAS  Google Scholar 

  52. H. Shang, K. Jiang, and X. Zhan, Org. Electron. 13, 2395 (2012).

    Article  CAS  Google Scholar 

  53. F. Zhang, Y. Luo, J. Song, X. Guo, W. Liu, C. Ma, Y. Huang, M. Ge, Z. Bo, and Q. Meng, Dyes Pigments 81, 224 (2009).

    Article  CAS  Google Scholar 

  54. Y. Liang, B. Peng, J. Liang, Z. Tao, and J. Chen, Org. Lett. 12, 1204 (2010).

    Article  CAS  Google Scholar 

  55. P. Shen, Y. Liu, X. Huang, B. Zhao, N. Xiang, J. Fei, L. Liu, X. Wang, H. Huang, and S. Tan, Dyes Pigments 83, 187 (2009).

    Article  CAS  Google Scholar 

  56. Z. Tian, M. Huang, B. Zhao, H. Huang, X. Feng, Y. Nie, P. Shen, and S. Tan, Dyes Pigments 87, 181 (2010).

    Article  CAS  Google Scholar 

  57. H. Shang, Y. Luo, X. Guo, X. Huang, X. Zhan, K. Jiang, and Q. Meng, Dyes Pigments 87, 249 (2010).

    Article  CAS  Google Scholar 

  58. J. Shi, Z. Chai, C. Zhong, W. Wu, J. Hua, Y. Dong, J. Qin, Q. Li, and Z. Li, Dyes Pigments 95, 244 (2012).

    Article  CAS  Google Scholar 

  59. D. Lee, M. Lee, H. Song, B. Song, K. Seo, M. Pastore, C. Anselmi, S. Fantacci, F. De Angelis, M. Nazeeruddin, M. Graetzel, and H. Kima, Dyes Pigments 91, 192 (2011).

    Article  CAS  Google Scholar 

  60. P. Shen, Y. Tang, S. Jiang, H. Chen, X. Zheng, X. Wang, B. Zhao, and S. Tan, Org. Electron. 12, 125 (2011).

    Article  CAS  Google Scholar 

  61. H. Zhou, P. Xue, Y. Zhang, X. Zhao, J. Jia, X. Zhang, X. Liu, and R. Lu, Tetrahedron 67, 8477 (2011).

    Article  CAS  Google Scholar 

  62. C. H. Yang, Y. K. Sun, Y. Y. Chuang, T. L. Wang, Y. T. Shieh, and W. J. Chen, Electrochim. Acta 69, 256 (2012).

    Article  CAS  Google Scholar 

  63. S. Wang, J. Guo, L. He, H. Wang, J. Zhao, and C. Lu, Synth. Met. 168, 1 (2013).

    Article  Google Scholar 

  64. W. Zeng, Y. Cao, Y. Bai, Y. Wang, Y. Shi, M. Zhang, F. Wang, C. Pan, and P. Wang, Chem. Mater. 22, 1915 (2010).

    Article  CAS  Google Scholar 

  65. J. N. Clifford, M. Planells, and E. Palomares, J. Mater. Chem. 22, 24195 (2012).

    Article  CAS  Google Scholar 

  66. J. Burschka, N. Pellet, S.-J. Moon, R. Humphry-Baker, P. Gao, M. K. Nazeeruddin, and M. Grätzel, Nature (London) 499, 316 (2013).

    Article  CAS  Google Scholar 

  67. X. Wu, A. P. Davis, P. C. Lambert, L. K. Steffen, O. Toy, and A. J. Fry, Tetrahedron 65 P, 2408 (2009).

    Article  Google Scholar 

  68. M. Sonntag, K. Kreger, D. Hanft, and P. Strohriegl, Chem. Mater. 17, 3031 (2005).

    Article  CAS  Google Scholar 

  69. C. Xia, X. Wang, J. Lin, W. Jiang, Y. Ni, and W. Huang, Synth. Met. 159, 194 (2009).

    Article  CAS  Google Scholar 

  70. P. Cias, C. Slugovc, and G. Gescheidt, J. Phys. Chem. A 115, 14519 (2011).

    Article  CAS  Google Scholar 

  71. Y. Zhan, J. Peng, K. Ye, P. Xue, and R. Lu, Org. Biomol. Chem. 11, 6814 (2013).

    Article  CAS  Google Scholar 

  72. J. Liua, M.-Y. Tenga, X.-P. Zhanga, K. Wanga, C.-H. Li, Y.-X. Zhenga, and X.-Z. You, Org. Electron. 13, 2177 (2012).

    Article  Google Scholar 

  73. Z. Jing, Y. Yi, H. Chang, and L. Y. F. Li, Sci. China Chem. 54, 695 (2011).

    Article  Google Scholar 

  74. Y. Yuan, G.-Q. Zhang, F. Lu, Q.-X. Tong, Q.-D. Yang, H.-W. Mo, T.-W. Ng, M.-F. Lo, Z.-Q. Guo, C. Wu, and C.-S. Lee, Chem. Asian J. 8, 1253 (2013).

    Article  CAS  Google Scholar 

  75. Z. Li, Z. Wu, B. Jiao, P. Liu, D. Wang, and X. Hou, Chem. Phys. Lett. 527, 36 (2012).

    Article  CAS  Google Scholar 

  76. S. Jeong, M.-K. Kim, S. H. Kim, and J.-I. Hong, Org. Electron. 14, 2497 (2013).

    Article  CAS  Google Scholar 

  77. J. Xiao and Z. Deng, J. Lumin. 132, 2863 (2012).

    Article  CAS  Google Scholar 

  78. J. Kwon, M. K. Kim, J.-P. Hong, W. Lee, S. Lee, and J.-I. Hong, Bull. Korean Chem. Soc. 34, 1355 (2013).

    Article  CAS  Google Scholar 

  79. Y. Song, C.-A. Di, W. Xu, Y. Liu, D. Zhanga, and D. Zhu, J. Mater. Chem. 17, 4483 (2007).

    Article  CAS  Google Scholar 

  80. Y. Qua, B. Jin, Y. Li, Y. Wub, L. Yang, J. Wua, and J. Hua, Tetrahedron Lett. 54, 4942 (2013).

    Article  Google Scholar 

  81. N. Niamnont, N. Kimpitaka, K. Wongraveea, P. Rashatasakhona, K. K. Baldridgec, J. S. Siegel, and M. Sukwattanasinitt, Chem. Commun. 49, 780 (2013).

    Article  CAS  Google Scholar 

  82. A. K. Mahapatra, G. Hazra, N. K. Das, and S. Goswami, Sens. Actuators B 156, 456 (2011).

    Article  CAS  Google Scholar 

  83. K. Ghosh and G. Masanta, Tetrahedron Lett. 47, 2365 (2006).

    Article  CAS  Google Scholar 

  84. X. Wang, P. Yang, G. Xuc, W. Jiang, and T. Yang, Synth. Met. 155, 464 (2005).

    Article  CAS  Google Scholar 

  85. B. Dumat, G. Bordeau, E. Faurel-Paul, F. MahuteauBetzer, N. Saettel, G. Metge, C. Fiorini-Debuisschert, F. Charra, and M.-P. Teulade-Fichou, J. Am. Chem. Soc. 135, 12697 (2013).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Enikolopov Institute of Synthetic Polymer Materials, Russian Academy of Sciences, Profsoyuznaya ul. 70, Moscow, 117393, Russia

    Yu. N. Luponosov, A. N. Solodukhin & S. A. Ponomarenko

  2. Faculty of Chemistry, Moscow State University, Moscow, 119991, Russia

    S. A. Ponomarenko

Authors
  1. Yu. N. Luponosov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. A. N. Solodukhin
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. S. A. Ponomarenko
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Yu. N. Luponosov.

Additional information

Original Russian Text © Yu.N. Luponosov, A.N. Solodukhin, S.A. Ponomarenko, 2014, published in Vysokomolekulyarnye Soedineniya, Ser. C, 2014, Vol. 56, No. 1, pp. 111–143.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Luponosov, Y.N., Solodukhin, A.N. & Ponomarenko, S.A. Branched triphenylamine-based oligomers for organic electronics. Polym. Sci. Ser. C 56, 104–134 (2014). https://doi.org/10.1134/S181123821401007X

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S181123821401007X

Keywords

Search

Navigation