Phthalocyanine formulation and uses thereof

Patent metadata

Field	Value
Publication number	US-9845430-B2
Application number	US-201414262659-A
Country	US
Kind code	B2
Filing date	Apr 25, 2014
Priority date	Mar 19, 2014
Publication date	Dec 19, 2017
Grant date	Dec 19, 2017

Abstract

The present invention provides a chemiluminescent ink formulation, comprising: a phthalocyanine metal catalyst; a visible dye; and a solvent. The formulation is useful in catalyzing a chemiluminescent reaction, by admixing for example, luminol or isoluminol with an oxidizing agent, a base and the chemiluminescent ink formulation to emit light.

First claim

What is claimed is:

1. A chemiluminescent ink formulation adsorbed to a membrane, the chemiluminescent ink formulation comprising:
a phthalocyanine metal catalyst, wherein the metal is a member selected from the group consisting of Ni, Mn, Fe, Co, and Ru;
a visible dye, other than the phthalocyanine metal catalyst; and
a solvent, wherein the formulation is adsorbed to the membrane which membrane is a member selected from the group consisting of nitrocellulose, PVDF, and nylon.

2. The chemiluminescent ink formulation of claim 1 , wherein the phthalocyanine metal catalyst has the formula:

wherein M is a member selected from the group consisting of Ni, Mn, Fe, Co, and Ru;
R 1 , R 2 , R 3 and R 4 are each independently selected from the group consisting of hydrogen, amino, amido, alkyl, alkenyl, alkoxy, carboxyl, cyano, halo, hydroxyl, sulfonato, phospho, hydroxyalkyl, alkoxyalkyl, aminoalkyl, amidoalkyl, alkylthioalkyl, carboxyalkyl, alkoxycarbonylalkyl, sulfonatoalkyl, alkoxycarbonyl, and alkoxyalkyl, a sugar residue, a polysaccharide residue, and a PEG; and
m, y, z and n are each independently selected from the group consisting of 0, 1, 2, 3 and 4.

3. The chemiluminescent ink formulation of claim 2 , wherein M is Mn.

4. The chemiluminescent ink formulation of claim 2 , wherein M is Ru.

5. The chemiluminescent ink formulation of claim 2 , wherein R 1 , R 2 , R 3 and R 4 are each alkoxy.

6. The chemiluminescent ink formulation of claim 5 , wherein m, y, z and n are each 2.

7. The chemiluminescent ink formulation of claim 1 , wherein the visible dye is a member selected from the group consisting of Solvent Green, Sudan Blue, Safranin, 1-(methylamino)anthraquinone and Nile Blue A.

8. The chemiluminescent ink formulation of claim 7 , wherein the visible dye is Nile Blue A.

9. The chemiluminescent ink formulation of claim 1 , wherein the solvent is a member selected from the group consisting of water, an alcohol, an ester, an amine, an amide, a hydrocarbon, a halogenated hydrocarbon, a ketone, an organic oxide and a mixture thereof.

10. The chemiluminescent ink formulation of claim 9 , wherein the solvent is a mixture thereof of an alcohol and a hydrocarbon.

11. A chemilumine scent ink formulation of claim 1 , wherein the formulation prior to being adsorbed on the membrane is disposed or filled in a reservoir.

12. A chemiluminescent ink formulation of claim 11 , wherein said reservoir comprises a fiber or filler to adsorb the chemiluminescent ink formulation.

13. A method for catalyzing a chemiluminescent reaction with a chemiluminescent ink formulation absorbed to a membrane, said method comprising:
Admixing luminol, isoluminol or luminol derivative with an oxidizing agent, a base and the chemiluminescent ink formulation absorbed to the membrane, wherein the chemiluminescent ink formulation comprises:
A phthalocyanine metal catalyst, wherein the metal is a member selected from the group consisting of Ni, Mn, Fe, Co, and Ru;
a visible dye, other than the phthalocyanine metal catalyst; and
a solvent, and wherein the membrane is a member selected from the group consisting of nitrocellulose, PVDF, and nylon, to catalyze a chemiluminescent reaction and emit light.

14. The method of claim 13 , wherein the phthalocyanine metal catalyst has the formula:

wherein M is a member selected from the group consisting of Ni, Mn, Fe, Co, and Ru.

15. The method of claim 14 , wherein the phthalocyanine metal catalyst has the formula:

wherein M is a member selected from the group consisting of Ni, Mn, Fe, Co, and Ru;
R 1 , R 2 , R 3 and R 4 are each independently selected from the group consisting of hydrogen, amino, amido, alkyl, alkenyl, alkoxy, carboxyl, cyano, halo, hydroxyl, sulfonato, phospho, hydroxyalkyl, alkoxyalkyl, aminoalkyl, amidoalkyl, alkylthioalkyl, carboxyalkyl, alkoxycarbonylalkyl, sulfonatoalkyl, alkoxycarbonyl, alkoxyalkyl, a sugar, a polysaccharide, and a PEG; and
m, y, z and n are each independently selected from the group consisting of 0, 1, 2, 3 and 4.

16. The method of claim 13 , wherein the oxidizing agent is a member selected from the group consisting of perborate and peroxide.

17. A chemiluminescence reaction method with a chemiluminescent ink formulation adsorbed to a membrane, said method comprising:
(i) contacting chemilumine scent ink formulation adsorbed to the membrane, wherein the chemiluminescent ink formulation comprises:
a phthalocyanine metal catalyst, wherein the metal is a member selected from the group consisting of Ni, Mn, Fe, Co, and Ru;
a visible dye, other than the phthalocyanine metal catalyst; and
a solvent, wherein the membrane is a member selected from the group consisting of nitrocellulose, PVDF, and nylon, with a reaction mixture comprising luminol, isoluminol or a luminol derivative, an oxidant and a base to emit light;
(ii) detecting the emitted light; and
(iii) optionally correlating the emitted light to the concentration of luminol or isoluminol.

18. The chemiluminescence reaction method of claim 17 , wherein the phthalocyanine metal catalyst has the formula:

wherein M is a member selected from the group consisting of Ni, Mn, Fe, Co, and Ru;
R 1 , R 2 , R 3 and R 4 are each independently selected from the group consisting of hydrogen, amino, amido, alkyl, alkenyl, alkoxy, carboxyl, cyano, halo, hydroxyl, sulfonato, phospho, hydroxyalkyl, alkoxyalkyl, aminoalkyl, amidoalkyl, alkylthioalkyl, carboxyalkyl, alkoxycarbonylalkyl, sulfonatoalkyl, alkoxycarbonyl, alkoxyalkyl, a sugar residue, a polysaccharide residue, and a PEG; and; and
m, y, z and n are each independently selected from the group consisting of 0, 1, 2, 3 and 4.

Assignees

• Li Cor Inc

Inventors

• Xu Xinshe
• Skopp Rose
• Cradduck Mark
• Padhye Nisha

Classifications

• F21K2/06

  using chemiluminescence · CPC title

• C09K2211/188

  of other metals not provided for in one of the previous groups · CPC title

• B43K1/12

  Writing-points comprising fibres; Felt pads · CPC title

• C09K11/07 Primary

  having chemically-interreactive components, e.g. reactive chemiluminescent compositions · CPC title

• C09K2211/1029

  containing one nitrogen atom as the heteroatom · CPC title