IP Library Granted Patent US 10,028,897
Granted Patent B2
US 10,028,897 · App. 14/435,659 · Granted Jul 24, 2018

Removable tattoo ink and the use thereof

Inventors: Blake Codner (Atlanta, GA); Mark Codner (Atlanta, GA); Tianhe Zhang (Norcross, GA); Cong Guo (Collegeville, PA); Anthony Guebert (Atlanta, GA); Xujing Sun (Alpharetta, GA)
Assignee: ULTRA INK, INC.
A61K8/11A61K8/0241A61K8/817A61K8/8117A61N5/062A61Q1/025B01J13/10B01J13/203B01J13/22C08K5/41C09B67/0041C09B67/0097C09D11/00C09D139/02C09D141/00A61B2090/3937A61K2800/412A61K2800/43A61K2800/624A61K2800/652A61K2800/82C08K9/10
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Quick Facts
Patent No.
US 10,028,897
App. No.
14/435,659
Granted
Jul 24, 2018
Kind
B2
Abstract

Provided is a removable tattoo ink that is composed of colored micro-particles that create permanent tissue markings, such as tattoos. The micro-particles include an inner core housing a bio-absorbable chromophore and an outer shell, which includes polystyrene sulfonate and polyallylamine hydrochloride and is designed for rupture with ultrasonic energy. The micro-particles can be implanted in the tissue of a subject, for example to create a tattoo and ruptured in situ by the application of ultrasonic energy to remove the tattoo. Also provided are methods of making the colored micro-particles.

Claims (31)

1. A removable tattoo ink, comprising colored micro-particles, wherein the micro-particles, comprise:

an internal core, comprising one or more bio-absorbable chromophores,

wherein the one or more bio-absorbable chromophores are water-soluble dyes, water-soluble pigments, or water-soluble drugs; and

an outer shell, consisting of at least one layer of polystyrene sulfonate (PSS) and at least one layer of polyallylamine hydrochloride (PAH); and

wherein the micro-particles further comprise a coating over the outer shell, wherein the coating comprises polystyrene;

wherein the polystyrene coating and outer shell are rupturable by the application of ultrasonic energy.

2. The removable tattoo ink of claim 1 , wherein the outer shell, consists of between 2 and 10 optionally alternating layers of polystyrene sulfonate (PSS) and polyallylamine hydrochloride (PAH).

3. The removable tattoo ink of claim 1 , wherein the inner layer consists of polystyrene sulfonate or polyallylamine hydrochloride, and/or the outer layer consists of polyallylamine hydrochloride or polystyrene sulfonate.

4. The removable tattoo ink of claim 1 , wherein the outer shell and/or coating is substantially visibly transparent such that the chromophore is detectable through the outer shell and/or coating.

5. The removable tattoo ink of claim 1 , wherein the micro-particles range in size from 0.1 μm to 100 μm.

6. The removable tattoo ink of claim 1 , wherein the micro-particle is suspended in a liquid carrier.

7. The removable tattoo ink of claim 6 , wherein the carrier comprises alcohol, water, or glycerin, or any combination thereof.

8. The removable tattoo ink of claim 1 , wherein the chromophore comprises a chromophore selected from:

the group consisting of phthalocyanine dyes, cyanine dyes, and pyrylium dyes;

the group consisting of water soluble forms of rifampin, β-carotene, tetracycline, indocyanine green, Evan's blue, and methylene blue;

the group consisting of FD&C Blue No. 2, FD&C Blue No. 1, FD&C Green No. 3, FD&C Red No. 3, FD&C Red No. 40, FD&C Yellow No. 5, and FD&C Yellow No. 6, or a combination thereof;

the group consisting of water soluble forms of copper sulfate, Cu(NH 3 ) 2+ , MnO 4 , NiCl 2 , CrO 4 , and Cr 2 O7 2− , or a combination thereof.

9. A method of applying a tissue marking, the method comprising:

providing the removable tattoo ink of claim 1 ; and

implanting the ink into a tissue of a subject, thereby forming a tissue marking.

10. A method for rendering undetectable a tissue marking implanted in tissue, comprising subjecting a tissue marking formed from the removable tattoo ink of claim 1 to ultrasonic energy, for an intensity and duration sufficient to disrupt the micro-particles of the removable tattoo ink, thereby rendering undetectable the tissue marking implanted in tissue.

11. A method of making a removable tattoo ink, comprising:

forming an internal core, comprising one or more bio-absorbable chromophores, wherein the one or more bio-absorbable chromophores are water-soluble dyes, water-soluble pigments, or water-soluble drugs; and one or more salts with low water solubility; and

coating the internal core with at least one layer of polystyrene sulfonate (PSS) and at least one layer of polyallylamine hydrochloride (PAH), thereby forming an outer shell; and

coating the surface of the outer shell with polystyrene.

12. The method of claim 11 , further comprising, removing the one or more salts with low water solubility, such that the inner core is substantially the one or more bio-absorbable chromophores.

13. The method of claim 11 , wherein forming the internal core comprises mixing in solution the one or more bio-absorbable chromophores, CaCl 2 and Na 2 CO 3 , to form the internal core comprising CaCO 3 and the one or more bio-absorbable chromophores and removing the residual NaCl.

14. The method of claim 13 , wherein coating the internal core with at least one layer of polystyrene sulfonate comprises contacting the internal core comprising CaCO 3 and the one or more bio-absorbable chromophores with a solution comprising polystyrene sulfonate (PSS).

15. The method of claim 13 , wherein coating the internal core with at least one layer of polyallylamine hydrochloride comprises contacting the internal core comprising CaCO 3 and the one or more bio-absorbable chromophores with a solution comprising polyallylamine hydrochloride (PAH).

16. The method of claim 13 , further comprising removing the CaCO 3 present in the internal core with a metal chelation agent.

17. The method of claim 16 , wherein the metal chelation agent comprises EDTA.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 14, 2018
From: CODNER, BLAKE; CODNER, MARK
To: ULTRA INK, INC.
Reel/Frame 046090/0828 →
CHANGE OF NAME Recorded Aug 27, 2015
From: ULTRA INK, L.L.C
To: ULTRA INK, INC.
Reel/Frame 036502/0550 →
Continuity (2)
Provisional Application 61714097 · Oct 15, 2012
Related Publication 20150265508A1 · Sep 24, 2015