Luminescent nanostructured materials for use in electrogenerated chemiluminescence

• US 8,372,652 B2
• Filed: 04/24/2009
• Issued: 02/12/2013
• Est. Priority Date: 05/08/2008
• Status: Active Grant

• Current Assignee: Board of Regents of the University of Texas System (University of Texas System)
• Original Assignee: Board of Regents of the University of Texas System (University of Texas System)
• Inventors: Bard, Allen J., Fan, Fu-Ren F., Yu, Jiaguo, Omer, Khalid
• Primary Examiner(s): Xu, Robert
• Application Number:
  US12/990,636
• Publication Number:
  US 20110111520A1
• Time in Patent Office: 1,390 Days
• Field of Search: None
• US Class Current: 436/172
• CPC Class Codes: B82Y 15/00 Nanotechnology for interacting, sensing or actuating, e.g. quantum dots as markers in protein assays or molecular motors
• CPC Class Codes: B82Y 20/00 Nanooptics, e.g. quantum optics or photonic crystals
• CPC Class Codes: C07C 2/64 Addition to a carbon atom of a six-membered aromatic ring
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: C09K 11/07 having chemically interreactive components, e.g. reactive chemiluminescent compositions
• CPC Class Codes: C09K 2211/1007 Non-condensed systems
• CPC Class Codes: C09K 2211/1011 Condensed systems
• CPC Class Codes: G01N 21/64 Fluorescence; Phosphorescence
• CPC Class Codes: G01N 21/66 electrically excited, e.g. electroluminescence
• CPC Class Codes: G01N 21/76 Chemiluminescence; Bioluminescence
• CPC Class Codes: Y10T 428/298 Physical dimension
• CPC Class Codes: Y10T 428/2982 Particulate matter [e.g., sphere, flake, etc.]

Abstract

A nanostructured particulate material, which includes a redox active luminescent organic and/or ionic compound, is provided herein. The nanostructured particulate material may be used for determining the presence of an analyte of interest in a sample by detecting the emitted electromagnetic radiation generated by exposing a reagent mixture, which includes the nanostructured material and the target analyte, to chemical or electrochemical energy.

Claims

1. A method of determining the presence of an analyte of interest in a sample comprising:

(a) forming a reagent mixture, which comprises a chemical reagent and the sample;

wherein the chemical reagent comprises luminescent nanostructured material formed from a redox active, luminescent compound;

(b) inducing the luminescent nanostructured material to emit electromagnetic radiation; and

(c) detecting the emitted electromagnetic radiation;

wherein inducing the luminescent nanostructured material to emit electromagnetic radiation comprises exposing the reagent mixture to chemical and/or electrochemical energy.

2. The method of claim 1, wherein inducing the luminescent nanostructured material to emit electromagnetic radiation comprises inducing the luminescent nanostructured material to electrochemiluminesce repeatedly;

and

(c) detecting the emitted electromagnetic radiation comprises detecting the presence of the emitted luminescence.

3. The method of claim 1, wherein inducing the luminescent nanostructured material to emit electromagnetic radiation comprises exposing the reagent mixture to electrochemical energy.

4. The method of claim 1, wherein the reagent mixture further comprises an ECL coreactant.

5. The method of claim 1, wherein the luminescent nanostructured material comprises luminescent nanoparticles formed from a luminescent polycyclic aromatic hydrocarbon.

6. The method of claim 1, wherein the luminescent nanostructured material comprises luminescent nanoparticles formed from a redox active, ionic luminescent compound.

7. The method of claim 6, wherein the redox active, ionic luminescent compound comprises a luminescent polydendate metal complex.

8. The method of claim 6, wherein the redox active, ionic luminescent compound comprises a luminescent, heteroaromatic polydendate ruthenium complex.

9. The method of claim 1, wherein the luminescent nanostructured material comprises luminescent nanobelts formed from a luminescent polydendate metal complex, which includes at least one long chain alkyl substituted bipyridine ligand.

10. The method of claim 1, wherein the luminescent nanostructured material comprises nanoparticles formed from a redox active, luminescent phenyl substituted polycyclic aromatic hydrocarbon;

wherein the nanostructured particulates have a least one dimension which is no larger than about 250 nm and can be induced to repeatedly emit electromagnetic radiation by direct exposure to an electrochemical energy source.

11. The method of claim 10, wherein the nanoparticles are substantially free of surfactant.

12. The method of claim 10, wherein the nanoparticles have an average hydrodynamic radius of no more than about 100 nm.

13. The method of claim 10, wherein the phenyl substituted polycyclic aromatic hydrocarbon is rubrene.

14. The method of claim 10, wherein the phenyl substituted polycyclic aromatic hydrocarbon is 9,10-diphenylanthracene.

15. The method of claim 1, wherein the luminescent nanostructured material comprises nanoparticles formed from a redox active, ionic luminescent compound;

wherein the nanoparticles have a least one dimension which is no larger than about 250 nm.

16. The method of claim 15, wherein the redox active, ionic luminescent compound comprises a heteroaromatic polydendate metal complex.

17. The method of claim 16, wherein the heteroaromatic polydendate metal complex comprises at least one long chain alkyl substituted bipyridyl ligand.

18. The method of claim 16, wherein the heteroaromatic polydendate metal complex comprises a long chain alkyl substituted Ru(bpy)₃²⁺ complex.

19. The method of claim 16, wherein the heteroaromatic polydendate metal complex comprises a ruthenium, osmium, rhenium, cerium, europium, terbium, and/or ytterbium ion.

20. The method of claim 16, wherein the heteroaromatic polydendate metal complex is a luminescent, heteroaromatic polydendate ruthenium complex.

21. The method of claim 15, wherein the nanostructured particulates comprise luminescent nanobelts formed from a luminescent polydendate metal complex, which includes at least one long chain alkyl substituted bipyridine ligand.

22. The method of claim 21, wherein the luminescent nanobelts are formed from a luminescent, heteroaromatic polydendate ruthenium complex.

23. The method of claim 21, wherein the luminescent, heteroaromatic polydendate ruthenium complex comprises a long chain alkyl substituted Ru(bpy)₃²⁺ complex.

24. The method of claim 1, wherein inducing the luminescent nanostructured material to emit electromagnetic radiation comprises inducing the luminescent nanostructured material to electrochemiluminesce repeatedly;

and

(c) detecting the emitted electromagnetic radiation comprises detecting the presence of the emitted luminescence;

the reagent mixture further comprises a trialkyl amine ECL coreactant; and

the luminescent nanostructured material comprises nanoparticles of a luminescent, heteroaromatic polydendate ruthenium complex having a least one dimension which is no larger than about 250 nm.

25. The method of claim 24, wherein the luminescent, heteroaromatic polydendate ruthenium complex is a long chain alkyl substituted Ru(bpy)₃²⁺ complex.