Skip to main content

Circularly Polarized Luminescence from Solid-State Chiral Luminophores

  • Chapter
  • First Online:
Advances in Organic Crystal Chemistry

Abstract

Solid-state chiral organic luminophores bearing various functionalities have been successfully developed. These chiral luminophores can emit circularly polarized luminescence (CPL) when wrapped with organic polymer films or inorganic crystal pellet in the solid state. The chiroptical properties of these chiral luminophores in the solid state and solution state are different. In the solid state, a precise chiral arrangement of the fluorescent units in the luminescent molecule generates characteristic CPL that is not observed in the solution state.

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

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 129.00
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 169.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 169.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Similar content being viewed by others

References

  1. Kimoto, T., Amako, T., Tajima, N., Kuroda, R., Fujiki, M., Imai, Y.: Control of Solid-state Circularly Polarized Luminescence of Binaphthyl Organic Fluorophores through Environmental Changes. Asian J. Org. Chem. 2, 404–410 (2013)

    Article  CAS  Google Scholar 

  2. Amako, T., Harada, T., Suzuki, N., Mishima, K., Fujiki, M., Imai, Y.: Solid-state circularly polarized luminescence and circular dichroism of viscous binaphthyl compounds. RSC Adv. 3, 23508–23513 (2013)

    Article  CAS  Google Scholar 

  3. Nakabayashi, K., Amako, T., Tajima, N., Fujiki, M., Imai, Y.: Nonclassical dual control of circularly polarized luminescence modes of binaphthyl-pyrene organic fluorophores in fluidic and glassy media. Chem. Commun. 50, 13228–13230 (2014)

    Article  CAS  Google Scholar 

  4. Kitayama, Y., Nakabayashi, K., Wakabayashi, T., Tajima, N., Fujiki, M., Imai, Y.: Circularly polarized luminescence of biaryl atropisomers: subtle but significant structural dependency. RSC Adv. 5, 410–415 (2015)

    Article  CAS  Google Scholar 

  5. Amako, T., Nakabayashi, K., Sudo, A., Fujiki, M., Imai, Y.: Solid-state circularly polarised luminescence of atropisomeric fluorophores embedded in achiral myo-inositol-containing polyurethanes. Org. Biomol. Chem. 13, 2913–2917 (2015)

    Article  CAS  Google Scholar 

  6. Amako, T., Nakabayashi, K., Suzuki, N., Guo, S., Abdul Rahim, N.A., Harada, T., Fujiki, M., Imai, Y.: Pyrene magic: chiroptical enciphering and deciphering 1,3-dioxolane bearing two wirepullings to drive two remote pyrenes. Chem. Commun. 51, 8237–8240 (2015)

    Article  CAS  Google Scholar 

  7. Zheng, H., Li, W., Li, W., Wang, X., Tang, Z., Zhang, S.X., Xu, Y.: Uncovering the Circular Polarization Potential of Chiral Photonic Cellulose Films for Photonic Applications. Adv. Mater. 30, 1705948 (2018)

    Article  Google Scholar 

  8. Zhao, B., Pan, K., Deng, J.: Combining chiral helical polymer with achiral luminophores for generating full-color, on-off, and switchable circularly polarized luminescence. Macromolecules 52, 376–384 (2019)

    Article  CAS  Google Scholar 

  9. Jin, Q., Chen, S., Sang, Y., Guo, H., Dong, S., Han, J., Chen, W., Yang, X., Li, F., Duan, P.: Circularly polarized luminescence of achiral open-shell π-radicals. Chem. Commun. 55, 6583–6586 (2019)

    Article  CAS  Google Scholar 

  10. Chen, Y., Li, X., Li, N., Quan, Y., Cheng, Y., Tang, Y.: Strong circularly polarized electroluminescence based on chiral salen-Zn(II) complex monomer chromophores. Mater. Chem. Front. 3, 867–873 (2019)

    Article  CAS  Google Scholar 

  11. Kimoto, T., Tajima, N., Fujiki, M., Imai, Y.: Control of circularly polarized luminescence by open- and closed-type binaphthyl derivatives with the same axial chirality. Chem. Asian J 7, 2836–2841 (2012)

    Article  CAS  Google Scholar 

  12. Sato, T., Tajima, N., Ueno, H., Harada, T., Fujiki, M., Imai, Y.: Binaphthyl luminophores with triphenylsilyl groups: Sign inversion of circularly polarized luminescence and circular dichroism. Tetrahedron 72, 7032–7038 (2016)

    Article  CAS  Google Scholar 

  13. Taniguchi, N., Nakabayashi, K., Harada, T., Tajima, N., Shizuma, M., Fujiki, M., Imai, Y.: Circularly polarized luminescence of chiral binaphthyl with achiral terthiophene fluorophores. Chem. Lett. 44, 598–600 (2015)

    Article  CAS  Google Scholar 

  14. Kono, Y., Nakabayashi, K., Kitamura, S., Kuroda, R., Fujiki, M., Imai, Y.: A comparison of circularly polarised luminescent BINAP and BINAPO as chiral binaphthyl luminophores. Tetrahedron 71, 3985–3989 (2015)

    Article  CAS  Google Scholar 

  15. Taniguchi, A., Kaji, D., Hara, N., Murata, R., Akiyama, S., Harada, T., Sudo, A., Nishikawa, H., Imai, Y.: Solid-state aienh-circularly polarised luminescence of chiral perylene diimide fluorophores. RSC Adv. 9, 1976–1981 (2019)

    Article  CAS  Google Scholar 

  16. Watanabe, K., Taniguchi, A., Kaji, D., Hara, N., Hosoya, T., Kanesaka, A., Harada, T., Nishikawa, H., Imai, Y.: Non-classical control of solid-state aggregation-induced enhanced circularly polarized luminescence in chiral perylene diimides. Tetrahedron 75, 2944–2948 (2019)

    Article  CAS  Google Scholar 

  17. Nishiguchi, N., Kinuta, T., Nakano, Y., Harada, T., Tajima, N., Sato, T., Fujiki, M., Kuroda, R., Matsubara, Y., Imai, Y.: Control of solid-state chiral optical properties of a supramolecular organic fluorophore containing of 4-(2-arylethynyl)-benzoic acid. Chem. Asian J. 6, 1092–1098 (2011)

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Yoshitane Imai .

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 2020 Springer Nature Singapore Pte Ltd.

About this chapter

Check for updates. Verify currency and authenticity via CrossMark

Cite this chapter

Imai, Y. (2020). Circularly Polarized Luminescence from Solid-State Chiral Luminophores. In: Sakamoto, M., Uekusa, H. (eds) Advances in Organic Crystal Chemistry. Springer, Singapore. https://doi.org/10.1007/978-981-15-5085-0_16

Download citation

Publish with us

Policies and ethics