Fluorescent compositions

Patent metadata

Field	Value
Publication number	US-11084978-B2
Application number	US-202016741843-A
Country	US
Kind code	B2
Filing date	Jan 14, 2020
Priority date	Feb 19, 2018
Publication date	Aug 10, 2021
Grant date	Aug 10, 2021

Abstract

An article that includes a fluorescent composition having at least one of a fluorescent sensor compound and organic reporter molecules encapsulated in a microsphere structure. When encapsulated, the fluorescent sensor compound and the organic reporter molecules are distributed in a liquid organic matrix. When non-encapsulated, the remaining one of the fluorescent sensor compound and the organic reporter molecules reside in the matrix. In response to a force applied to the composition sufficient to break at least a portion of the microsphere structure, the fluorescent sensor compound and the organic reporter molecules are transformed into a non-reversible fluorescent state exhibiting a quantum yield greater than 0.2. The fluorescent state is objectively visually verifiable without physically contacting the composition.

First claim

What is claimed is:

1. A article comprising:
a substrate; and
a material combined with the substrate, the material comprising:
at least one of a fluorescent sensor compound and organic reporter molecules encapsulated in a microsphere structure;
wherein the microsphere structure is distributed in a liquid organic matrix;
wherein when non-encapsulated, the remaining one of the fluorescent sensor compound and the organic reporter molecules reside in the matrix;
wherein in response to a force applied to the composition sufficient to break at least a portion of the microsphere structure, the fluorescent sensor compound and the organic reporter molecules are transformed into a non-reversible fluorescent state exhibiting a quantum yield greater than 0.2;
wherein the fluorescent state is objectively visually verifiable without physically contacting the composition.

2. The article of claim 1 , wherein the substrate and material are combined by coating the material onto the substrate.

3. The article of claim 1 , wherein the article is formed by an additive manufacturing technique.

4. The article of claim 1 , wherein the substrate is an exterior surface of a container.

5. The article of claim 1 , wherein the substrate and the material are combined by incorporating the material into a base material of a container prior to formation of the container.

6. The article of claim 5 , wherein incorporating the material into the base material is achieved by the method selected from a group consisting of at least one of 3-D printing, casting, molding, spraying, or a combination thereof.

7. The article of claim 1 , wherein the fluorescence state is achieved as a result of a turn-on fluorescence response accomplished with the fluorescent sensor mixing or in mass transport with the organic reporter molecules contained in the liquid organic matrix, and wherein the turn-on fluorescence is an ion-induced conformational change strategy comprising binding of a metal ion of the reporter to at least one of oxygen and nitrogen atoms of the fluorescent sensor compound.

8. The article of claim 7 , wherein the metal ion includes at least one of Fe 3+ , Cu 2+ , and Zn 2+ .

9. The article of claim 1 , wherein the fluorescent sensor compound is selected from the group consisting of fluorophores based on spirolactam, rhodamine, coumarin, acridine, phenanthrene, eosin, quinoline, anthracene groups, and combinations thereof.

10. The article of claim 1 , wherein the fluorescence state is achieved as a result of a turn-on fluorescence response accomplished with the fluorescent sensor mixing or in mass transport with the organic reporter molecules contained in the liquid organic matrix; and wherein the turn-on fluorescence is a charge-transfer complex formation strategy achieved by the fluorescent sensor compound being responsive to electron-donating or electron-withdrawing components.

11. The article of claim 10 , wherein the turn-on fluorescence response is the charge transfer complex formation that comprises electron-donating or electron-withdrawing components selected from the group consisting of amines and nitro-groups.

12. The article of claim 1 , wherein the fluorescence state is achieved as a result of a turn-on fluorescence response accomplished with the fluorescent sensor mixing or in mass transport with the organic reporter molecules contained in the liquid organic matrix; and wherein the turn-on fluorescence is an ion-induced conformational change involving the fluorescent sensor compound being responsive to a surfactant of the organic reporter molecules.

13. The article of claim 12 , wherein the surfactant is sodium dodecylsulfate.

14. The article of claim 1 , wherein the fluorescence state is achieved as a result of a turn-on fluorescence response accomplished with the fluorescent sensor mixing or in mass transport with the organic reporter molecules contained in the liquid organic matrix, wherein the turn-on fluorescence is a change in pH, and wherein, the change in pH strategy includes organic reporter molecules selected from the group consisting of coumarins, imadozopyridinium compounds, carboxynaphthofluorescein, aminoacridine hydrochloride, ammonium naphthalenesulfonic acid, hydroxyl quinolones, sodium pyrenesulfonic acids, rhodamine esters, and combinations thereof.

15. The article of claim 1 , wherein the fluorescent sensor compound is a short-wavelength emitting fluorescent donor microencapsulated in a polymer or silica shell and the reporter compound is an acceptor fluorophore residing in the liquid organic matrix or in separate microcapsules.

16. The article of claim 15 , wherein pairs of microencapsulated fluorescent donors/acceptor fluorophores are selected from the group consisting of biphenyl/pyrene, 2,5-diphenyloxazole/rhodamine 6G, and naphthalene/coumarin 540A.

17. The article of claim 10 , wherein the charge transfer compound formation strategy includes a charge transfer complex formed between anthracene and N,N-diethylaniline that exhibits a red-shift in the emission spectrum following mixing.

Assignees

• Nat Tech & Eng Solutions Sandia Llc

Inventors

• Smartt Heidi A
• Blair Dianna S
• Romero Juan A
• Feng Patrick L

Classifications

• C09K11/54

  containing zinc or cadmium · CPC title

• C09B15/00

  Acridine dyes · CPC title

• B33Y80/00

  Products made by additive manufacturing · CPC title

• B33Y70/00

  Materials specially adapted for additive manufacturing · CPC title

• C09B67/0013

  with polymeric coatings · CPC title