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Cucurbit[7]uril Disrupts Aggregate Formation Between Rhodamine B Dyes Covalently Attached to Glass Substrates

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Abstract

Dye aggregation is detrimental to the performance of high optical density dye-doped photonic materials. To overcome this challenge, the ability of cucurbit[7]uril (CB7) as a molecular host to disrupt aggregate formation on glass substrates was examined. Rhodamine B was covalently attached to glass slides by initially coating the surface with azidohexylsiloxane followed by copper-catalyzed “click” triazole formation with rhodamine B propargyl ester. The absorption and emission spectra of rhodamine B coated slides in water indicated diverse heterogeneous properties as surface dye density varied. Fluorescence quenching due to dye aggregation was evident at high surface dye density. Addition of aqueous cucurbit[7]uril (CB7) to the surface-tethered dyes perturbed the spectra to reveal a considerable reduction in heterogeneity, which suggested that the presence of a surface in close proximity does not significantly impair CB7’s ability to complex with tethered rhodamine B.

Aggregates from densely packed surface-attached rhodamine B exhibited inhomogeneous fluorescence that varies with surface rhodamine B density. CB7 binding disrupted aggregate formation, which led to homogeneous fluorescence independent of the surface density of rhodamine B

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Acknowledgment

The support of NSF (DMR-0805233 to RLH, CHE-0442151 to WTY) is acknowledged as well as a DoEd GAANN fellowship to JLM.

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  1. Department of Chemistry and Biochemistry, 101 Stephenson Parkway, University of Oklahoma, Norman, OK, 73019, USA

    Ronald L. Halterman, Jason L. Moore & Wai Tak Yip

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  1. Ronald L. Halterman
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  2. Jason L. Moore
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  3. Wai Tak Yip
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Correspondence to Ronald L. Halterman or Wai Tak Yip.

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Halterman, R.L., Moore, J.L. & Yip, W.T. Cucurbit[7]uril Disrupts Aggregate Formation Between Rhodamine B Dyes Covalently Attached to Glass Substrates. J Fluoresc 21, 1467–1478 (2011). https://doi.org/10.1007/s10895-011-0832-4

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