Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
Review
. 2020 Jun 9:8:448.
doi: 10.3389/fchem.2020.00448. eCollection 2020.

Irreverent Nature of Dissymmetry Factor and Quantum Yield in Circularly Polarized Luminescence of Small Organic Molecules

Yuya Nagata  1 , Tadashi Mori  2
Affiliations
Review

Irreverent Nature of Dissymmetry Factor and Quantum Yield in Circularly Polarized Luminescence of Small Organic Molecules

Yuya Nagata et al. Front Chem. .

Abstract

Recently, a rational modification of small organic molecules has attracted considerable attention for designing advanced materials with enhanced circularly polarized luminescence (CPL) activity. A particular emphasis has been placed on fully allowed π-π* transition of rigid aromatic systems, due to their relatively superior emission properties or quantum yields of luminescence (Φlum). However, their dissymmetry factors (g lum), differential left and right CPL intensities, are typically disappointingly low at least in one to two orders of magnitude. Truly useful organic CPL materials, rated by a circular polarization luminosity index (ΛCPL) per single molecule, possess both |g lum| and Φlum values high. However, how to improve these two factors simultaneously with a proper molecular design is an open question. Here, we addressed this issue by theoretical and statistical inspection on a possible relation of the g lum and Φlum values. According to the analysis, we propose simple, unpretentious, yet pertinent guidelines for designing superior organic CPL materials for the future with large ΛCPL values.

Keywords: allowed π-π* transition; circularly polarized luminescence; dissymmetry factor; luminescence quantum yield; structure-chiroptical property relationship.

PubMed Disclaimer

Figures

Figure 1
Figure 1
Conceptual diagram for two-dimensional improvement of CPL materials.
Figure 2
Figure 2
(A) Log–log plot between luminescence (glum) and absorption (gabs) dissymmetry factors. (B) Log plot between glum and square of 1—luminescence quantum yield (Φlum). Blue, helicenes and derivatives; red, planar chiral cyclophanes; orange, binaphthyls with axial chirality; green chiral BODIPY derivatives. Data are taken from Tanaka et al. (2018b).
See this image and copyright information in PMC

References

    1. Bradberry S. J., Savyasachi A. J., Martinez-Calvo M., Gunnlaugsson T. (2014). Development of responsive visibly and NIR luminescent and supramolecular coordination self-assemblies using lanthanide ion directed synthesis. Coord. Chem. Rev. 273, 226–241. 10.1016/j.ccr.2014.03.023 - DOI
    1. Carr R., Evans N. H., Parker D. (2012). Lanthanide complexes as chiral probes exploiting circularly polarized luminescence. Chem. Soc. Rev. 41, 7673–7686. 10.1039/c2cs35242g - DOI - PubMed
    1. Han J., Guo S., Lu H., Liu S., Zhao Q., Huang W. (2018). Recent progress on circularly polarized luminescent materials for organic optoelectronic devices. Adv. Optic. Mater. 6:1800538 10.1002/adom.201800538 - DOI
    1. Isla H., Saleh N., Ou-Yang J.-K., Dhbaibi K., Jean M., Dziurka M., et al. (2019). Bis-4-aza(6)helicene: a bis-helicenic 2,2'-bipyridine with chemically triggered chiroptical switching activity. J. Org. Chem. 84, 5383–5393. 10.1021/acs.joc.9b00389 - DOI - PubMed
    1. Kumar J., Nakashima T., Kawai T. (2015). Circularly polarized luminescence in chiral molecules and supramolecular assemblies. J. Phys. Chem. Lett. 6, 3445–3452. 10.1021/acs.jpclett.5b01452 - DOI - PubMed