Highly fluorescent markers for fluids or articles

Patent metadata

Field	Value
Publication number	US-9469717-B2
Application number	US-201414319194-A
Country	US
Kind code	B2
Filing date	Jun 30, 2014
Priority date	Oct 22, 2004
Publication date	Oct 18, 2016
Grant date	Oct 18, 2016

Abstract

The present invention provides highly fluorescent markers, made from a reactive polymer and an isocyanate, that fluoresce in the ultraviolet or near infrared region without being visible to the human eye at low concentrations in the fluid or article being marked. The molecular weight and fluorescence emission wavelength of these highly fluorescent marker compounds can be adjusted to provide a multitude of markers with unique fluorescence signatures.

First claim

What is claimed is:

1. A process for marking one of a fluid, a fluid blend or a solid composition, comprising adding to the one of a fluid, a fluid blend or a solid the reaction product of
at least one non-fluorophore-containing reactive polymer, said reactive polymer being prepared from monomers having no more than one 1,2-epoxide group per molecule, having a molecular weight in the range of 250 to 40,000 Da, and having from 1 to 8 active hydrogen atoms per molecule of reactive polymer, wherein said reactive polymer is chosen from polyesters and polyether polyols, and said reactive polymer is free of polyamines; and
at least one unsubstituted or substituted aryl isocyanate,
at an isocyanate index of about 100 or less,

wherein the reaction product emits fluorescence in the ultraviolet (UV), visible or near infrared (IR) region.

2. The process according to claim 1 , wherein the reactive polymer has a molecular weight of about 500 to about 20,000 Da.

3. The process according to claim 1 , wherein the unsubstituted or substituted aryl isocyanate is chosen from 4,4′-diphenylmethane diisocyanate (MDI), polymeric MDI, toluene diisocyanate, allophanate-modified isocyanates, phenyl isocyanate, naphthalene isocyanate, naphthalene diisocyanate, isocyanate-terminated prepolymers and carbodiimide-modified isocyanates.

4. The process according to claim 1 , wherein the highly fluorescent compound has an excitation wavelength to induce fluorescence of greater than about 210 nm and an emission wavelength of greater than about 290 nm.

5. The process according to claim 1 , wherein the highly fluorescent compound has a molecular weight greater than about 300 Da.

6. The process according to claim 1 , wherein the highly fluorescent compound has a molecular weight of from about 1,000 Da to about 50,000 Da.

7. The process according to claim 1 , wherein the fluid blend is chosen from diesel fuel, gasoline and heating oil.

Assignees

• Covestro Llc

Inventors

• Combs George G

Classifications

• C09K11/06 Primary

  containing organic luminescent materials · CPC title

• C10L1/003

  Marking, e.g. coloration by addition of pigments · CPC title

• C10L1/2381

  polyamides; polyamide-esters; polyurethane, polyureas (C10L1/221 takes precedence) · CPC title

• C08G18/4879 Primary

  containing aromatic groups · CPC title

• C08G18/76

  aromatic · CPC title