IP Library Granted Patent US 8,980,406
Granted Patent B2
US 8,980,406 · App. 13/596,607 · Granted Mar 17, 2015

Color stable inks and applications thereof

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 8,980,406
App. No.
13/596,607
Granted
Mar 17, 2015
Kind
B2
Abstract

In one aspect, inks for use with a 3D printer are described herein. In some embodiments, an ink comprises a polymerizable material and a reactive wax comprising a saturated alkyl moiety bonded to an ethyleneically unsaturated moiety through a urethane, urea, ester, or carbonate ester linkage, wherein the ink is free or substantially free of non-reactive wax.

Claims (35)

1. An ink for use in a three-dimensional printing system comprising:

a polymerizable material;

a first reactive wax comprising a saturated alkyl moiety bonded to an ethylenically unsaturated moiety through a urethane or urea linkage; and

a second reactive wax comprising a saturated alkyl moiety bonded to an ethylenically unsaturated moiety through a urethane or urea linkage, wherein the ink is free or substantially free of non-reactive wax, wherein the first reactive wax and the second reactive wax are different, and wherein the first reactive wax and the second reactive wax each comprises a chemical species of Formula (I), Formula (II), or Formula (III):

wherein x is an integer from 0 to 34, y is an integer from 1 to 17, and R is H or CH 3 .

2. An ink for use in a three-dimensional printing system comprising:

a polymerizable material; and

a reactive wax comprising a saturated alkyl moiety bonded to an ethylenically unsaturated moiety through a urethane, urea, ester, or carbonate ester linkage,

wherein the reactive wax comprises the reaction product of an isocyanatoalkyl(meth)acrylate having 2-18 carbon atoms in its alkyl chain and a fatty alcohol having 4-36 carbon atoms in its alkyl chain.

3. The ink of claim 1 , wherein each of the first reactive wax and the second reactive wax comprises a chemical species of Formula (I):

wherein x is an integer from 0 to 34, y is an integer from 1 to 17, and R is H or CH 3 .

4. An ink for use in a three-dimensional printing system comprising:

a polymerizable material; and

a reactive wax comprising a saturated alkyl moiety bonded to an ethylenically unsaturated moiety through a urethane, urea, ester, or carbonate ester linkage,

wherein the reactive wax comprises a chemical species of Formula (II):

wherein x is an integer from 0 to 34, y is an integer from 1 to 17, and R is H or CH 3 .

5. An ink for use in a three-dimensional printing system comprising:

a polymerizable material; and

a reactive wax comprising a saturated alkyl moiety bonded to an ethylenically unsaturated moiety through a urethane, urea, ester, or carbonate ester linkage,

wherein the reactive wax comprises a chemical species of Formula (III):

wherein x is an integer from 0 to 34, y is an integer from 1 to 17, and R is H or CH 3 .

6. The ink of claim 1 , wherein the reactive wax exhibits a melting point range centered between about 50° C. and about 80° C.

7. The ink of claim 1 , wherein the polymerizable material comprises one or more species of (meth)acrylates.

8. The ink of claim 1 , wherein the polymerizable material is UV-curable.

9. The ink of claim 1 further comprising one or more additives selected from the group consisting of photoinitiators, inhibitors, stabilizing agents, sensitizers, and combinations thereof.

10. The ink of claim 1 , wherein the ink exhibits a phase change between about 25° C. and about 55° C.

11. A composition comprising:

a three-dimensionally printed article comprising an ink, the ink comprising a polymerizable material, a first reactive wax comprising a saturated alkyl moiety bonded to an ethylenically unsaturated alkyl moiety through a urethane or urea linkage, and a second reactive wax comprising a saturated alkyl moiety bonded to an ethylenically unsaturated moiety through a urethane or urea linkage, wherein the ink is free or substantially free of non-reactive wax, wherein the first reactive wax and the second reactive wax are different, and wherein the first reactive wax and the second reactive wax each comprises

a chemical species of Formula (I), Formula (II), or Formula (III):

wherein x is an integer from 0 to 34, y is an integer from 1 to 17, and R is H or CH 3 .

12. A method of printing a three dimensional article comprising:

selectively depositing layers of a fluid ink to form the three dimensional article on a substrate, the ink comprising a polymerizable material, and a first reactive wax comprising a saturated alkyl moiety bonded to an ethylenically unsaturated alkyl moiety through a urethane or urea linkage, and a second reactive wax comprising a saturated alkyl moiety bonded to an ethylenically unsaturated moiety through a urethane or urea linkage, wherein the ink is free or substantially free of non-reactive wax, wherein the first reactive wax and the second reactive wax are different, and wherein the first reactive wax and the second reactive wax each comprises

a chemical species of Formula (I), Formula (II), or Formula (III):

wherein x is an integer from 0 to 34, y is an integer from 1 to 17, and R is H or CH 3 .

13. The composition of claim 1 , wherein the weight ratio of the first reactive wax to the second reactive wax is between about 10:1 and about 1:10.

Assignments (3)
RELEASE OF SECURITY INTEREST Recorded Aug 26, 2021
From: HSBC BANK USA, NATIONAL ASSOCIATION
To: 3D SYSTEMS, INC.
Reel/Frame 057651/0374 →
SECURITY INTEREST Recorded Feb 27, 2019
From: 3D SYSTEMS, INC.
To: HSBC BANK USA, NATIONAL ASSOCIATION, AS ADMINISTRATIVE AGENT
Reel/Frame 048456/0017 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 28, 2012
From: XU, PINGYONG
To: 3D SYSTEMS, INC.
Reel/Frame 028861/0460 →