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Synthesis and photophysical properties of new ruthenium(II) charge-transfer sensitizers containing a 4,7-bis(E-carboxyvinyl)-1,10-phenanthroline ligand

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Abstract

A series of ruthenium(II) complexes containing carboxyvinyl-conjugated phenanthroline and another auxiliary ligand have been designed, synthesized, and characterized. Starting from [RuCl2(p-cymene)]2, two types of Ru(II) complexes, [Ru(dcvphen)(4,7-R2-phenanthroline)(NCS)2] and [Ru(dcvphen)(4,4′-R2-bipyridine)(NCS)2] (dcvphen = 4,7-bis(E-carboxyvinyl)-1,10-phenanthroline, R = –CH = CHCOOH, –COOH, H), were synthesized by a one-pot reaction in DMF. Final products were obtained as a tetrabutylammonium salt form of Ru(II) complexes with reasonable yields. UV-Vis absorption studies on the newly synthesized Ru(II) complexes were carried out. Furthermore, it was shown that a dye-sensitized solar cell fabricated with representative [Ru(dcvphen)2(NCS)2][TBA]2 complex dye exhibited a reasonable power conversion efficiency of 1.0 %.

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References

  1. Green MA (2000) Energy Policy 28:989

    Article  Google Scholar 

  2. Chopra KL, Paulson PD, Dutta V (2004) Prog Photovolt Res Appl 12:69

    Article  CAS  Google Scholar 

  3. Polo AS, Itokazu MK, Murakami Iha NY (2004) Coord Chem Rev 248:1343

    Google Scholar 

  4. Wang P, Klein C, Humphry-Baker R, Zakeeruddin SM, Grätzel M (2005) J Am Chem Soc 127:808

    Article  CAS  Google Scholar 

  5. Hagfeldt A, Boschloo G, Sun L, Kloo L, Pettersson H (2010) Chem Rev 110:6595

    Article  CAS  Google Scholar 

  6. Guo L, Deng J, Zhang L, Xiu Q, Wen G, Zhong C (2012) Dyes Pigment 92:1062

    Article  CAS  Google Scholar 

  7. Balzani V, Juris A, Venturi M, Campagna S, Serroni S (1996) Chem Rev 96:759

    Article  CAS  Google Scholar 

  8. Vos JG, Kelly JM (2006) Dalton Trans 4869

  9. Williams JAG (2009) Chem Soc Rev 38:1783

    Article  CAS  Google Scholar 

  10. Vougioukalakis GC, Philippopoulos AI, Stergiopoulos T, Falaras P (2011) Coord Chem Rev 255:2602

    Article  CAS  Google Scholar 

  11. O’Regan B, Grätzel M (1991) Nature 353:737

    Article  Google Scholar 

  12. Nazeeruddin MK, Kay A, Rodicio I, Humphry-Baker R, Müller E, Liska P, Vlachopoulos N, Grätzel M (1993) J Am Chem Soc 115:6382

    Article  CAS  Google Scholar 

  13. Nazeeruddin MK, Zakeeruddin SM, Humphry-Baker R, Jirousek M, Liska P, Vlachopoulos N, Shklover V, Fischer CH, Grätzel M (1999) Inorg Chem 38:6298

    Article  CAS  Google Scholar 

  14. Nazeeruddin MK, Pechy P, Renouard T, Zakeeruddin SM, Humphry-Baker R, Comte P, Liska P, Cevey L, Costa E, Shklover V, Spiccia L, Deacon GB, Bignozzi CA, Grätzel M (2001) J Am Chem Soc 123:1613

    Article  CAS  Google Scholar 

  15. Chen CY, Wu SJ, Wu CG, Chen JG, Ho KC (2006) Angew Chem Int Ed 45:5822

    Article  CAS  Google Scholar 

  16. Wu SJ, Chen CY, Chen JG, Li JY, Tung YL, Ho KC, Wu CG (2010) Dyes Pigment 84:95

    Article  CAS  Google Scholar 

  17. Liu KY, Ko CY, Ho KC, Lin KF (2011) Polymer 52:3318

    Article  CAS  Google Scholar 

  18. Kämper S, Paretzki A, Fiedler J, Záliš S, Kaim W (2012) Inorg Chem 51:2097

    Article  Google Scholar 

  19. Huang WK, Wu HP, Lin PL, Diau EWG (2013) J Phys Chem C 117:2059

    Article  CAS  Google Scholar 

  20. Ocakoglu K, Sogut S, Sarica H, Guloglu P, Erten-Ela S (2013) Synth Met 174:24

    Article  CAS  Google Scholar 

  21. Kim BH, Lee DN, Park HJ, Min JH, Jun YM, Park SJ, Lee WY (2004) Talanta 62:595

    Article  CAS  Google Scholar 

  22. Zhen C, Chuai Y, Lao C, Huang L, Zou D, Lee DN, Kim BH (2005) Appl Phys Lett 87:093508

    Article  Google Scholar 

  23. Lee DH, Park HS, Kim EH, Jun YM, Lee JY, Lee WY, Kim BH (2006) Bull Korean Chem Soc 27:99

    Article  CAS  Google Scholar 

  24. Lee DN, Kim HM, Kim EH, Soh BK, Kim CH, Lee BM, Yoon SH, Lee WY, Kim BH (2006) Synth Met 156:885

    Article  CAS  Google Scholar 

  25. Wang F, Wang P, Fan X, Dang X, Zhen C, Zou D, Kim EH, Lee DN, Kim BH (2006) Appl Phys Lett 89:183519

    Article  Google Scholar 

  26. Lee DN, Soh BK, Kim SH, Jun YM, Yoon SH, Lee WY, Kim BH (2008) J Organomet Chem 693:655

    Article  CAS  Google Scholar 

  27. Wang FZ, Fan JF, Dang XN, Fan X, Wang P, Wan XH, Zou DC, Kim SH, Lee DN, Kim BH (2008) J Appl Phys 103:104509

    Article  Google Scholar 

  28. Kim EH, Hong SB, Lee JM, Lee DN, Jun YM, Lee WY, Kim BH (2009) Inorg Chim Acta 362:1577

    Article  CAS  Google Scholar 

  29. Kim MK, Kang CH, Hong SB, Lee WY, Kim BH (2013) Inorg Chim Acta 395:145

    Article  CAS  Google Scholar 

  30. Grabulosa A, Martineau D, Beley M, Gros PC, Cazzanti S, Caramori S, Bignozzi CA (2009) Dalton Trans 63

  31. Chandrasekharam M, Suresh T, Singh SP, Priyanka B, Bhanuprakash K, Islam A, Han L, Kantam ML (2012) Dalton Trans 41:8770

    Article  CAS  Google Scholar 

  32. Kim JJ, Yoon J (2013) Inorg Chim Acta 394:506

    Article  CAS  Google Scholar 

  33. Klein C, Nazzeruddin MK, Liska P, Censo DD, Hirata N, Palomares E, Durrant JR, Grätzel M (2005) Inorg Chem 44:178

    Article  CAS  Google Scholar 

  34. Bellusci A, Barberio G, Crispini A, Ghedini M, Deda ML, Pucci D (2005) Inorg Chem 44:1818

    Article  CAS  Google Scholar 

  35. Onozawa-Komatsuzaki N, Kitao O, Yanagida M, Himeda Y, Sugihara H, Kasuga K (2006) New J Chem 30:689

    Article  CAS  Google Scholar 

  36. Reynal A, Forneli A, Martinez-Ferrero E, Sanchez-Díaz A, Vidal-Ferran A, O’Regan BC, Palomares E (2008) J Am Chem Soc 130:13558

    Article  CAS  Google Scholar 

  37. Fan SH, Zhang AG, Ju CC, Gao LH, Wang KZ (2010) Inorg Chem 49:3752

    Article  CAS  Google Scholar 

  38. Yin JF, Chen JG, Lu ZZ, Ho KC, Lin HC, Lu KL (2010) Chem Mater 22:4392

    Article  CAS  Google Scholar 

  39. Bencini A, Lippolis V (2010) Coord Chem Rev 254:2096

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This work is supported by research funds of Hanyang University (HY-2012-G, J. Tak).

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Correspondence to Byeong Hyo Kim.

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Tak, J., Kim, M., Park, S. et al. Synthesis and photophysical properties of new ruthenium(II) charge-transfer sensitizers containing a 4,7-bis(E-carboxyvinyl)-1,10-phenanthroline ligand. Monatsh Chem 145, 1101–1108 (2014). https://doi.org/10.1007/s00706-014-1175-z

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  • DOI: https://doi.org/10.1007/s00706-014-1175-z

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