IP Library Granted Patent US 8,801,954
Granted Patent B2
US 8,801,954 · App. 13/050,423 · Granted Aug 12, 2014

Curable inks comprising coated magnetic nanoparticles

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Quick Facts
Patent No.
US 8,801,954
App. No.
13/050,423
Granted
Aug 12, 2014
Kind
B2
Abstract

There is provided novel curable ink compositions comprising coated magnetic metal nanoparticles. In particular, there is provided ultraviolet (UV) curable gel inks comprising at least the coated magnetic metal nanoparticles, one curable monomer, a radiation activated initiator that initiates polymerization of curable components of the ink, a gellant. The inks may also include optional colorants and one or more optional additives. These curable gel UV ink compositions can be used for ink jet printing in a variety of applications.

Claims (49)

1. An ink comprising:

a curable ink carrier comprising

a monomer,

a photoinitiator,

an optional curable oligomer, and

one or more optional additives;

coated magnetic nanoparticles, wherein the coated magnetic nanoparticles are comprised of a magnetic metal core and a protective coating disposed on the magnetic metal core, wherein the protective coating is selected from the group consisting of carbon materials, polymeric materials, surfactants and mixtures thereof, and has a thickness of from about 0.2 nm to about 100 nm; and

an optional colorant.

2. The ink according to claim 1 , wherein the magnetic metal core is selected from the group consisting of Fe, Mn, Co, Ni, FePt, CoPt, MnAl and MnBi and mixtures thereof.

3. The ink according to claim 1 , wherein the carbon materials are selected from the group consisting of amorphous carbon, glassy carbon, graphite, and mixtures thereof.

4. The ink according to claim 1 , wherein the polymeric materials are selected from the group consisting of amorphous homopolymers and copolymers, crystalline homopolymers and copolymers, polymers and oligomers with a Mw of from about 500 Daltons to about 5000 Daltons, polymers with a Mw of from about 5000 Daltons to about 1,000,000 Daltons and mixtures thereof.

5. The ink according to claim 1 , wherein the surfactants are selected from the group consisting of anionic surfactants, cationic surfactants, non-ionic surfactants, zwitterionic surfactants, and mixtures thereof.

6. The ink according to claim 1 , wherein the magnetic nanoparticles have a remanence of about 20 emu/gram to about 100 emu/gram.

7. The ink according to claim 1 , wherein the magnetic nanoparticles have a coercivity of about 200 Oersteds to about 50,000 Oersteds.

8. The ink according to claim 1 , wherein the magnetic nanoparticles have a magnetic saturation moment of from about 20 emu/gram to about 150 emu/gram.

9. The ink according to claim 1 , wherein a size of the nanoparticles in all dimensions is about 3 nm to about 300 nm.

10. The ink according to claim 1 , wherein the magnetic metal core has a shape selected from the group consisting of needle-shaped, granular, globular, cube, hexagonal, oval and spherical and amorphous.

11. The ink according to claim 1 , wherein the magnetic metal core has a needle-like shape with an aspect ratio of from about 3:2 to about 10:1.

12. The ink according to claim 1 , wherein the carrier is present in an amount of about 0.1 to about 99 weight percent and the colorant is present in an amount of about 0.1 to about 50 weight percent of the ink.

13. The ink according to claim 1 wherein the monomer is selected from the group consisting of acrylated esters, acrylated polyesters, acrylated ethers, acrylated polyethers, acrylated epoxies, urethane acrylates, pentaerythritol tetraacrylate, and mixtures thereof.

14. The ink according to claim 1 , wherein the initiator is selected from a group consisting of benzyl ketones, monomeric hydroxyl ketones, polymeric hydroxyl ketones, α-amino ketones, acyl phosphine oxides, metallocenes, benzophenone, benzophenone derivatives, and mixtures thereof.

15. The ink according to claim 1 , wherein the one or more additives are selected from the group consisting of a wax, a dispersant, a synergist, a stabilizer, a viscosity modifier, a clarifier, and mixtures thereof.

16. An ink comprising:

a curable ink carrier comprising

a monomer,

a photoinitiator,

an optional curable oligomer, and

one or more optional additives;

coated magnetic nanoparticles, wherein the coated magnetic nanoparticles are comprised of a magnetic metal core and a protective coating disposed on the magnetic metal core, wherein the protective coating is selected from the group consisting of carbon materials, polymeric materials, surfactants and mixtures thereof, and has a thickness of from about 0.2 nm to about 100 nm;

a gellant; and

an optional colorant.

17. The ink according to claim 16 , wherein the gellant is selected from a group consisting of:

(a) a polyamide with the general structure:

wherein n is an integer between 1 and 5; R 1 is (i) an alkylene group, (ii) an arylene group, (iii) an arylalkylene group (iv) an alkylarylene group;

R 2 and R 2 ′ each, independently of the other, are (i) alkylene groups (ii) arylene groups, (iii) arylalkylene groups (iv) alkylarylene groups; and R 3 and R 3 ′ each, independently of the other, are either (A) photoinitiating groups, or (B) groups which are (i) alkyl groups, (ii) aryl groups (iii) arylalkyl groups (iv) alkylaryl groups,

and X and X′ each, independently of the other, is an oxygen atom or a group of the formula NR 4 , wherein R 4 is (i) a hydrogen atom, (ii) an alkyl group, (iii) an aryl group, (iv) an arylalkyl group, or (v) an alkylaryl group;

(b) a curable amide gellant;

(c) an ester-terminated diamide compound; and

(d) a trans-1,2-cyclohexane-bis(urea-urethane) compound.

18. An ink comprising:

a curable ink carrier comprising

a monomer,

a photoinitiator,

an optional curable oligomer, and

one or more optional additives;

coated magnetic nanoparticles, wherein the coated magnetic nanoparticles are comprised of a magnetic metal core and a protective coating disposed on the magnetic metal core, wherein the protective coating is selected from the group consisting of carbon materials, polymeric materials, surfactants and mixtures thereof, and has a thickness of from about 0.2 nm to about 100 nm; and

an optional colorant, wherein the ink is used for Magnetic Ink Character Recognition applications.

19. The ink of claim 1 , wherein the protective coating is carbon materials.

20. The ink of claim 1 , wherein the protective coating comprises carbon materials and surfactants.

Assignments (10)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 6, 2025
From: XEROX CORPORATION
To: GENESEE VALLEY INNOVATIONS, LLC
Reel/Frame 073842/0479 →
SECOND LIEN NOTES PATENT SECURITY AGREEMENT Recorded Jul 2, 2025
From: XEROX CORPORATION
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 071785/0550 →
FIRST LIEN NOTES PATENT SECURITY AGREEMENT Recorded Apr 11, 2025
From: XEROX CORPORATION
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 070824/0001 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS RECORDED AT RF 064760/0389 Recorded Feb 13, 2024
From: CITIBANK, N.A., AS COLLATERAL AGENT
To: XEROX CORPORATION
Reel/Frame 068261/0001 →
SECURITY INTEREST Recorded Feb 13, 2024
From: XEROX CORPORATION
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 066741/0001 →
SECURITY INTEREST Recorded Nov 20, 2023
From: XEROX CORPORATION
To: JEFFERIES FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 065628/0019 →
SECURITY INTEREST Recorded Jun 22, 2023
From: XEROX CORPORATION
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 064760/0389 →
RELEASE OF SECURITY INTEREST IN PATENTS AT R/F 062740/0214 Recorded May 18, 2023
From: CITIBANK, N.A., AS AGENT
To: XEROX CORPORATION
Reel/Frame 063694/0122 →
SECURITY INTEREST Recorded Nov 10, 2022
From: XEROX CORPORATION
To: CITIBANK, N.A., AS AGENT
Reel/Frame 062740/0214 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 17, 2011
From: IFTIME, GABRIEL; CHOPRA, NAVEEN; KEOSHKERIAN, BARKEV; ODELL, PETER G.; BRETON, MARCEL P
To: XEROX CORPORATION
Reel/Frame 025975/0630 →