Skip to main content
SpringerLink
Log in

Efficient solar cells based on cosensitizing porphyrin dyes containing a wrapped donor, a wrapped π-framework and a substituted benzothiadiazole unit

  • Articles
  • Published:
Science China Chemistry Aims and scope Submit manuscript

Abstract

Three new porphyrin dyes XW45-XW47 have been synthesized employing a dialkoxy-wrapped phenothiazine donor, a tetraalkoxy-wrapped porphyrin π-framework, a benzothiadiazole (BTD)-based auxiliary acceptor, and an anchoring benzoic acid group. On the basis of our previously reported dye XW36, XW45 was synthesized by introducing a BTD unit to broaden the absorption spectrum, further introducing a hexy1-substituent into the BTD unit afforded XW46, and an additional fluorine atom was introduced to the carboxypheny1 acceptor to afford XW47. As expected, the BTD unit obviously broadens and red-shifts the absorption threshold of XW45-XW47 to ca.750 nm. Dye-sensitized solar cells (DSSCs) were fabricated based on a cobalt electrolyte using chenodeoxycholic acid (CDCA) as the coadsorbent. Under full sun illumination, XW45 exhibits an efficiency of 9.73%, which is slightly lower than that of 10.19% obtained for the reference dye SM315. By contrast, XW46 and XW47 show higher efficiencies than SM315 owing to the improved anti-aggregation ability associated with the hexy1 group on the BTD unit and better ICT effect induced by the fluorine atom on the carboxypheny1 unit. Thus, XW47 exhibits the highest efficiency of 10.41% among the porphyrin dyes. Furthermore, PT-C6 was used as the cosensitizer to improve the light harvesting ability and efficiencies of the cells due to its broad absorption within 350–560 nm. Thus, high efficiencies of 10.32%, 11.38% and 10.90% were achieved for the cosensitized solar cells based on XW45-XW47, respectively, owing to the obviously enhanced photo-current density (JSC). In addition, under 30% full sun illumination, XW46+PT-C6 exhibits a high efficiency of 13.08%. These results give an effective method for building high performance DSSCs through the cosensitization of porphyrin dyes containing a wrapped donor, a wrapped porphyrin framework and a properly substituted auxiliary benzothiadiazole unit.

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. O’Regan B, Gratzel M. Nature, 1991, 353: 737–740

    Article  Google Scholar 

  2. Nazeeruddin MK, De Angelis F, Fantacci S, Selloni A, Viscardi G, Liska P, Ito S, Takeru B, Grätzel M. J Am Chem Soc, 2005, 127: 16835–16847

    Article  CAS  Google Scholar 

  3. Han L, Islam A, Chen H, Malapaka C, Chiranjeevi B, Zhang S, Yang X, Yanagida M. Energy Environ Sci, 2012, 5: 6057–6060

    Article  CAS  Google Scholar 

  4. Jia HL, Zhang MD, Yan W, Ju XH, Zheng HG. J Mater Chem A, 2016, 4: 11782–11788

    Article  CAS  Google Scholar 

  5. Chen SG, Jia HL, Ju XH, Zheng HG. Dyes Pigments, 2017, 146: 127–135

    Article  CAS  Google Scholar 

  6. Zeng W, Cao Y, Bai Y, Wang Y, Shi Y, Zhang M, Wang F, Pan C, Wang P. Chem Mater, 2010, 22: 1915–1925

    Article  CAS  Google Scholar 

  7. Eom YK, Kang SH, Choi IT, Yoo Y, Kim J, Kim HK. J Mater Chem A, 2017, 5: 2297–2308

    Article  CAS  Google Scholar 

  8. Ji JM, Zhou H, Kim HK. J Mater Chem A, 2018, 6: 14518–14545

    Article  CAS  Google Scholar 

  9. Li W, Wu Z, Wang J, Zhang W, Wu M, Zhu W. Sci China Chem, 2017, 60: 231–236

    Article  CAS  Google Scholar 

  10. Han ML, Zhu YZ, Liu S, Liu QL, Ye D, Wang B, Zheng JY. J Power Sources, 2018, 387: 117–125

    Article  CAS  Google Scholar 

  11. Li F, Zhu YZ, Zhang SC, Gao HH, Pan B, Zheng JY. Dyes Pigments, 2017, 139: 292–299

    Article  CAS  Google Scholar 

  12. Mathew S, Iijima H, Toude Y, Umeyama T, Matano Y, Ito S, Tkachenko NV, Lemmetyinen H, Imahori H. J Phys Chem C, 2011, 115: 14415–14424

    Article  CAS  Google Scholar 

  13. Wang J, Chai Z, Liu S, Fang M, Chang K, Han M, Hong L, Han H, Li Q, Li Z. Chem Eur J, 2018, 24: 18032–18042

    Article  CAS  PubMed  Google Scholar 

  14. Cheng Y, Yang G, Jiang H, Zhao S, Liu Q, Xie Y. ACS Appl Mater Interfaces, 2018, 10: 38880–38891

    Article  CAS  PubMed  Google Scholar 

  15. Yang G, Tang Y, Li X, Ågren H, Xie Y. ACS Appl Mater Interfaces, 2017, 9: 36875–36885

    Article  CAS  PubMed  Google Scholar 

  16. Song H, Tang W, Zhao S, Liu Q, Xie Y. Dyes Pigments, 2018, 155: 323–331

    Article  CAS  Google Scholar 

  17. Song H, Li X, Ågren H, Xie Y. Dyes Pigments, 2017, 137: 421–429

    Article  CAS  Google Scholar 

  18. Song H, Zhang J, Jin J, Wang H, Xie Y. J Mater Chem C, 2018, 6: 3927–3936

    Article  CAS  Google Scholar 

  19. Wang Y, Li X, Liu B, Wu W, Zhu W, Xie Y. RSC Adv, 2013, 3: 14780–14790

    Article  CAS  Google Scholar 

  20. Xie Y, Tang Y, Wu W, Wang Y, Liu J, Li X, Tian H, Zhu WH. J Am Chem Soc, 2015, 137: 14055–14058

    Article  CAS  PubMed  Google Scholar 

  21. Wang Y, Chen B, Wu W, Li X, Zhu W, Tian H, Xie Y. Angew Chem Int Ed, 2014, 53: 10779–10783

    Article  CAS  Google Scholar 

  22. Wei T, Sun X, Li X, Ågren H, Xie Y. ACS Appl Mater Interfaces, 2015, 7: 21956–21965

    Article  CAS  PubMed  Google Scholar 

  23. Tang Y, Wang Y, Li X, Ågren H, Zhu WH, Xie Y. ACS Appl Mater Interfaces, 2015, 7: 27976–27985

    Article  CAS  PubMed  Google Scholar 

  24. Zeng K, Lu Y, Tang W, Zhao S, Liu Q, Zhu W, Tian H, Xie Y. Chem Sci, 2019, 10: 2186–2192

    Article  CAS  PubMed  Google Scholar 

  25. Lu Y, Song H, Li X, Ågren H, Liu Q, Zhang J, Zhang X, Xie Y. ACS Appl Mater Interfaces, 2019, 11: 5046–5054

    Article  CAS  PubMed  Google Scholar 

  26. Kang SH, Jeong MJ, Eom YK, Choi IT, Kwon SM, Yoo Y, Kim J, Kwon J, Park JH, Kim HK. Adv Energy Mater, 2017, 7: 1602117–1602126

    Article  CAS  Google Scholar 

  27. Zhou H, Ji JM, Kang SH, Kim MS, Lee HS, Kim CH, Kim HK. J Mater Chem C, 2019, 7: 2843–2852

    Article  CAS  Google Scholar 

  28. Wang Y, Xu L, Wei X, Li X, Ågren H, Wu W, Xie Y. New J Chem, 2014, 38: 3227–3235

    Article  CAS  Google Scholar 

  29. Liu J, Liu B, Tang Y, Zhang W, Wu W, Xie Y, Zhu WH. J Mater Chem C, 2015, 3: 11144–11150

    Article  CAS  Google Scholar 

  30. Li C, Zhang J, Song J, Xie Y, Jiang J. Sci China Chem, 2018, 61: 511–514

    Article  CAS  Google Scholar 

  31. Das SK, Song B, Mahler A, Nesterov VN, Wilson AK, Ito O, D’Souza F. J Phys Chem C, 2014, 118: 3994–4006

    Article  CAS  Google Scholar 

  32. Mahmood A, Hu JY, Xiao B, Tang A, Wang X, Zhou E. J Mater Chem A, 2018, 6: 16769–16797

    Article  CAS  Google Scholar 

  33. Song H, Liu Q, Xie Y. Chem Commun, 2018, 54: 1811–1824

    Article  CAS  Google Scholar 

  34. Li LL, Diau EWG. Chem Soc Rev, 2013, 42: 291–304

    Article  CAS  PubMed  Google Scholar 

  35. Lu J, Liu S, Wang M. Front Chem, 2018, 6: 541–559

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  36. Mathew S, Yella A, Gao P, Humphry-Baker R, Curchod BFE, Ashari-Astani N, Tavernelli I, Rothlisberger U, Nazeeruddin MK, Grätzel M. Nat Chem, 2014, 6: 242–247

    Article  CAS  PubMed  Google Scholar 

  37. Shiu JW, Chang YC, Chan CY, Wu HP, Hsu HY, Wang CL, Lin CY, Diau EWG. J Mater Chem A, 2015, 3: 1417–1420

    Article  CAS  Google Scholar 

  38. Hill JP. Angew Chem Int Ed, 2016, 55: 2976–2978

    Article  CAS  Google Scholar 

  39. Snaith HJ. Adv Funct Mater, 2010, 20: 13–19

    Article  CAS  Google Scholar 

  40. Huang H, Chen H, Long J, Wang G, Tan S. J Power Sources, 2016, 326: 438–446

    Article  CAS  Google Scholar 

  41. Hua Y, Chang S, Huang D, Zhou X, Zhu X, Zhao J, Chen T, Wong WY, Wong WK. Chem Mater, 2013, 25: 2146–2153

    Article  CAS  Google Scholar 

  42. Chang S, Wang H, Hua Y, Li Q, Xiao X, Wong WK, Wong WY, Zhu X, Chen T. J Mater Chem A, 2013, 1: 11553–11558

    Article  CAS  Google Scholar 

  43. Wang ZS, Sugihara H. Langmuir, 2006, 22: 9718–9722

    Article  CAS  PubMed  Google Scholar 

  44. Lu J, Xu X, Cao K, Cui J, Zhang Y, Shen Y, Shi X, Liao L, Cheng Y, Wang M. J Mater Chem A, 2013, 1: 10008–10015

    Article  CAS  Google Scholar 

  45. Chai Z, Wu M, Fang M, Wan S, Xu T, Tang R, Xie Y, Mei A, Han H, Li Q, Li Z. Adv Energy Mater, 2015, 5: 1500846–1500857

    Article  CAS  Google Scholar 

  46. De Rossi F, Pontecorvo T, Brown TM. Appl Energy, 2015, 156: 413–422

    Article  Google Scholar 

  47. Li Y, Grabham NJ, Beeby SP, Tudor MJ. Sol Energy, 2015, 111: 21–29

    Article  CAS  Google Scholar 

  48. Liu IP, Lin WH, Tseng-Shan CM, Lee YL. ACS Appl Mater Interfaces, 2018, 10: 38900–38905

    Article  CAS  PubMed  Google Scholar 

  49. Zhang W, Wu Y, Li X, Li E, Song X, Jiang H, Shen C, Zhang H, Tian H, Zhu WH. Chem Sci, 2017, 8: 2115–2124

    Article  CAS  PubMed  Google Scholar 

  50. Yella A, Humphry-Baker R, Curchod BFE, Ashari Astani N, Teuscher J, Polander LE, Mathew S, Moser JE, Tavernelli I, Rothlisberger U, Grätzel M, Nazeeruddin MK, Frey J. Chem Mater, 2013, 25: 2733–2739

    Article  CAS  Google Scholar 

Download references

Acknowledgements

This work was supported by the National Natural Science Foundation of China (21772041, 201702062, 21811530005), the Program for Professor of Special Appointment (Eastern Scholar; GZ2016006) at Shanghai Institutions of Higher Learning, Shanghai Pujiang Program (17PJ1401700), and the Fundamental Research Funds for the Central Universities (WK1616004, 222201717003, 222201714013).

Author information

Authors and Affiliations

  1. Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, East China University of Science & Technology, Shanghai, 200237, China

    Yunyue Lu, Yingchun Cheng, Chengjie Li, Jiaxin Luo & Yongshu Xie

  2. School of Chemical Engineering and State Key Laboratory of Chemical Engineering, East China University of Science and Technology, Shanghai, 200237, China

    Weiqiang Tang & Shuangliang Zhao

  3. College of Chemical and Environmental Engineering, Shandong University of Science and Technology, Qingdao, 266510, China

    Qingyun Liu

Authors
  1. Yunyue Lu
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Yingchun Cheng
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Chengjie Li
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Jiaxin Luo
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Weiqiang Tang
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Shuangliang Zhao
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. Qingyun Liu
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. Yongshu Xie
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Yongshu Xie.

Electronic supplementary material

11426_2019_9471_MOESM1_ESM.pdf

Efficient solar cells based on cosensitizing porphyrin dyes containing a wrapped donor, a wrapped π-framework and a substituted benzothiadiazole unit

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Lu, Y., Cheng, Y., Li, C. et al. Efficient solar cells based on cosensitizing porphyrin dyes containing a wrapped donor, a wrapped π-framework and a substituted benzothiadiazole unit. Sci. China Chem. 62, 994–1000 (2019). https://doi.org/10.1007/s11426-019-9471-y

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11426-019-9471-y

Keywords

Search

Navigation