Skip to main content
Log in

Aggregation enhanced emission (AEE) in organic salt: A structure-property correlation based on single crystal studies

  • Published:
Journal of Chemical Sciences Aims and scope Submit manuscript

Abstract

Salt formation has been shown as a simple strategy to induce aggregated induced emission or aggregated enhanced emission in primary ammonium salts derived from 9-anthracene carboxylic acid, 1-pyrene carboxylic acid, 3-coumarin carboxylic acid and histamine. All the salts displayed enhanced fluorescence in their solid state compared to that in their solution state. Single crystal structure of the salt of 9-anthracene carboxylic acid i.e., His-anthracene revealed that restricted intramolecular rotation of the fluorphoric moiety (anthracene) was responsible for such radiative pathway leading to enhanced emission.

A simple strategy of salt formation has been exploited to induce aggregation-induced emission or aggregation-enhanced emission in primary ammonium salts derived from 9-anthracene carboxylic acid, 1-pyrenecarboxylic acid, coumarin-3-carboxylic acid and histamine.

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

Access this article

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

Instant access to the full article PDF.

Scheme 1
Figure 1
Figure 2
Figure 3
Figure 4

Similar content being viewed by others

References

  1. Lakowicz J R 1999 In Principles of Fluorescence Spectroscopy (New York: Kluwer Academic/Plenum Publishers) p 6

  2. Thomas III S W, Joly G D and Swager T M 2007 Chem. Rev. 107 1339

  3. Barks B 1970 In Photophysics of Aromatic Molecules (London: Wiley)

  4. Thompson R B 2006 In Fluorescence Sensors and Biosensors (Boca Raton: CRC)

  5. Tang C W and Vanslyke S A 1987 Appl. Phys. Lett. 51 913

  6. Geddes C D and Lakopwicz J R 2005 In Advanced Concepts in Fluorescence Sensing (Norwell: Springer)

  7. Jares-Erijman E A and Jovin T M 2003 Nat. Biotechnol. 21 1387

  8. Saigusa H and Lim E C 1995 J. Phys. Chem. 99 15738

  9. Luo J, Xie Z, Lam J W Y, Cheng L, Chen H, Qiu C, Kwok H S, Zhan X, Liu Y, Zhu D and Tang B Z 2001 Chem. Commun. 1740

  10. Tang B Z, Zhan X, Yu G, Lee P P S, Liu Y and Zhu D 2001 J. Mater. Chem. 11 2974

  11. Wu Y T, Kuo M Y, Chang Y T, Shin C C, Wu T C, Tai C C, Cheng T H and Liu W S 2008 Angew. Chem. Int. Ed. 47 9891

  12. Chen J, Law C C W, Lam J W Y, Dong Y, Lo S M F, Williams I D, Zhu D and Tang B Z 2003 Chem. Mater. 15 1535

  13. Grimme S 2008 Angew. Chem. Int. Ed. 47 3430

  14. Shimizu M, Takeda Y, Higashi M and Hiyama T 2009 Angew. Chem. Int. Ed. 48 3653

  15. An B K, Kwon S K, Jung S D and Park S Y 2002 J. Am. Chem. Soc. 124 14410

  16. Liu J, Lam J W Y and Tang B Z 2009 Chem. Rev. 109 5799

  17. Qin A, Jim C K W, Tang Y, Lam J W Y, Liu J, Mahtab F, Gao P and Tang B Z 2008 J. Phys. Chem. B 112 9281

  18. Dastidar P 2008 Chem. Soc. Rev. 37 2699

Download references

Acknowledgement

UKD thanks CSIR and IACS for fellowships. PD thanks IACS for infrastructure and financial support. Professor Amitava Patra, IACS is also thanked for solid state PL measurements in his laboratory.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to PARTHASARATHI DASTIDAR.

Additional information

Supplementary Information

CCDC No. 1001247 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.

Electronic supplementary material

Below is the link to the electronic supplementary material.

(PDF 135 KB)

(PDF 48.2 KB)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

DAS, U.K., DASTIDAR, P. Aggregation enhanced emission (AEE) in organic salt: A structure-property correlation based on single crystal studies. J Chem Sci 126, 1357–1362 (2014). https://doi.org/10.1007/s12039-014-0710-0

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s12039-014-0710-0

Keywords

Navigation