Skip to main content
SpringerLink
Log in

The fluorescence study of a styryl dye supramolecular complexes with cucurbit[6]uril and cucurbit[7]uril included in gels

  • Original Paper: Supramolecular materials
  • Published:
Journal of Sol-Gel Science and Technology Aims and scope Submit manuscript

Abstract

The fluorescence properties of the silica gels based on tetrakis(2-hydroxyethyl)orthosilicate containing supramolecular complexes of the trans-4-[4-(dimethylamino)styryl]-1-methylpyridinium iodide were studied. For the first time the fluorescent gels with organic supramolecular complexes were synthesized by direct addition of cucurbit[6]uril and cucurbit[7]uril 4-trans-4-[4-(dimethylamino)styryl]-1-methylpyridinium iodide complexes into the reaction mixture. The comparison of spectral properties of free dye containing gels with complex containing ones showed complexes to be stable in the reaction conditions.

Graphical Abstract

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

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8
Fig. 9

Similar content being viewed by others

References

  1. Koner AL, Nau WM (2007) Cucurbituril encapsulation of fluorescent dyes. Supramol Chem 19(1–2):55–66

    Article  Google Scholar 

  2. Masson E, Ling XX, Joseph R, Kyeremeh-Mensah L, Lu XY (2012) Cucurbituril chemistry: a tale of supramolecular success. RSC Adv 2(4):1213–1247

    Article  Google Scholar 

  3. Assaf KI, Nau WM (2015) Cucurbiturils: from synthesis to high-affinity binding and catalysis. Chem Soc Rev 44(2):394–418

    Article  Google Scholar 

  4. Shchipunov YA, Krekoten’ AV, Kuryavyi VG, Topchieva IN (2005) Microporous nanocomposite material synthesized by sol–gel processing in the presence of cyclodextrins. Colloid J 67(3):380–384

    Article  Google Scholar 

  5. Sergeeva KM, Postnova IV, Shchipunov YA (2013) Incorporation of quantum dots into a silica matrix using a compatible precursor. Colloid J 75(6):714–719

    Article  Google Scholar 

  6. Kim J, Lee M, Yang JH, Choy JH (2000) Photophysical properties of hemicyanine dyes intercalated in Na-fluorine mica. J Phys Chem A 104(7):1388–1392

    Article  Google Scholar 

  7. Jozwik D, Miller E, Wandelt B, Wysocki S (2006) The styrylpyridine dye for the silane sol-gel transition studies by time-dependent fluorescence. Spectrochim Acta A 64(5):1125–1132

    Article  Google Scholar 

  8. Kruger JM, Breuer HD (1998) Fluorescence spectroscopical investigation of the gelation of sterical stabilised titanium dioxide sols. Ber Bunsen Phys Chem 102(11):1565–1567

    Article  Google Scholar 

  9. Ferrer ML, del Monte F, Levy D (2001) Microviscosities at the porous cage of silica gel-glasses and ormosils through fluorescence anisotropy. J Phys Chem B 105(45):11076–11080

    Article  Google Scholar 

  10. Li ZY, Sun SG, Liu FY, Pang Y, Fan JL, Song FL, Peng XJ (2012) Large fluorescence enhancement of a hemicyanine by supramolecular interaction with cucurbit[6]uril and its application as resettable logic gates. Dyes Pigments 93(1–3):1401–1407

    Article  Google Scholar 

  11. Sun SG, Yuan Y, Li ZY, Zhang S, Zhang HY, Peng XJ (2014) Interaction of a hemicyanine dye and its derivative with DNA and cucurbit[7]uril. New J Chem 38(8):3600–3605

    Article  Google Scholar 

  12. Brandhuber D, Torma V, Raab C, Peterlik H, Kulak A, Husing N (2005) Glycol-modified silanes in the synthesis of mesoscopically organized silica monoliths with hierarchical porosity. Chem Mater 17(16):4262–4271

    Article  Google Scholar 

  13. Dsouza RN, Pischel U, Nau WM (2011) Fluorescent dyes and their supramolecular host/guest complexes with macrocycles in aqueous solution. Chem Rev 111(12):7941–7980

    Article  Google Scholar 

  14. Cheong WJ, Go JH, Baik YS, Kim SS, Nagarajan ER, Selvapalam N, Ko YH, Kim K (2008) Preparation of cucurbituril anchored silica gel by cross polymerization and its chromatographic applications. B Korean Chem Soc 29(10):1941–1945

    Article  Google Scholar 

  15. Nagarajan ER, Oh DH, Selvapalam N, Ko YH, Park KM, Kim K (2006) Cucurbituril anchored silica gel. Tetrahedron Lett 47(13):2073–2075

    Article  Google Scholar 

Download references

Acknowledgments

The authors are gratefully acknowledge Russian Science Foundation for the financial support of the part of this work related to the cucurbituril-dye complexes study in the frames of RSF № 14-13-00751 project.

Author information

Authors and Affiliations

  1. Photochemistry center RAS, Novatorov Str. 7a building 1, Moscow, 119421, Russia

    Alexander V. Koshkin, Nadezhda A. Aleksandrova & Denis A. Ivanov

Authors
  1. Alexander V. Koshkin
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Nadezhda A. Aleksandrova
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Denis A. Ivanov
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Alexander V. Koshkin.

Ethics declarations

Conflict of interest

The authors declare that they have no conflict of interests.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Koshkin, A.V., Aleksandrova, N.A. & Ivanov, D.A. The fluorescence study of a styryl dye supramolecular complexes with cucurbit[6]uril and cucurbit[7]uril included in gels. J Sol-Gel Sci Technol 81, 303–310 (2017). https://doi.org/10.1007/s10971-016-4183-0

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10971-016-4183-0

Keywords

Search

Navigation