IP Library Granted Patent US 7,307,123
Granted Patent B2
US 7,307,123 · App. 10/511,924 · Granted Dec 11, 2007

Photocurable compositions containing reactive particles

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Quick Facts
Patent No.
US 7,307,123
App. No.
10/511,924
Granted
Dec 11, 2007
Kind
B2
Abstract

A photocurable composition, including (a) a photocurable monomer, e.g. a cationically curable monomer and/or a radically curable monomer; (b) reactive particles comprising a crosslinked elastomeric core, e.g. made of polysiloxane material, and a shell of reactive groups on an outer surface of the core, wherein the reactive groups comprise epoxy groups, ethylenically unsaturated groups, or hydroxy groups; and (c) an appropriate photoinitiator, e.g. a radical photoinitiator; and a cationic photoinitiator. A method of making a 3-D object from such a composition and a 3-D object made by the method are also provided. The cured composition generally has a smooth surface. The use of the reactive particles makes the composition more stable and the particles do not readily separate out.

Claims (17)

1. A photocurable composition comprising:

(a) at least one photocurable monomer;

(b) reactive particles comprising a crosslinked elastomeric core and a shell of reactive groups on an outer surface of the crosslinked elastomeric core wherein the crosslinked elastomeric core comprises a crosslinked polysiloxane material and wherein the reactive groups are epoxy groups, ethylenically unsaturated groups or hydroxy groups; and

(c) at least one photoinitiator for polymerization of the photocurable monomer.

2. The photocurable composition of claim 1 wherein the photocurable monomer comprises a cationically curable monomer and the photoinitiator comprises a cationic photoinitiator.

3. The photocurable composition of claim 2 wherein the cationically curable monomer comprises a polyepoxide.

4. The photocurable composition of claim 3 wherein the polyepoxide is an alicyclic polyepoxide having a monomer purity of greater than about 94%.

5. The photocurable composition of claim 1 wherein the photocurable monomer comprises a radically curable monomer and the photoinitiator comprises a radical photoinitiator.

6. The photocurable composition of claim 5 wherein the radically curable monomer comprises a poly(meth)acrylate.

7. The photocurable composition of claim 6 wherein the poly(meth)acrylate is selected from (he group consisting of a poly(meth)acrylate having at least one hydroxy group, a mono(meth)acrylate, a di(meth)acrylate and a poly(meth)acrylate containing at least three (meth)acrylate groups.

8. The photocurable composition of claim 1 containing a cationically curable monomer, a radically curable monomer, a radical photoinitiator, and a cationic photoinitiator.

9. The photocurable composition of claim 1 wherein the crosslinked polysiloxane material comprises dialkylsiloxane repeating units.

10. The photocurable composition of claim 9 wherein the dimethylsiloxane repeating units.

11. The photocurable composition of claim 1 wherein the crosslinked elastomeric core comprises a polybutadiene material.

12. The photocurable composition of claim 1 wherein the reactive particles have an average particle diameter ranging from 0.01 μm to 50 μm.

13. The photocurable composition of claim 1 wherein the reactive particles are capable of reacting substantially completely to form chemical bonds to a polymer matrix that is formed on curing the photocurable composition.

14. The photocurable composition of claim 1 further comprising a polyether polyol.

Assignments (9)
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 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN UNITED STATES TRADEMARKS AND PATENTS Recorded Jun 13, 2018
From: JPMORGAN CHASE BANK, N.A.
To: HUNTSMAN ADVANCED MATERIALS AMERICAS INC. (N/K/A HUNTSMAN ADVANCED MATERIALS AMERICAS LLC)
Reel/Frame 046352/0893 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 29, 2012
From: HUNTSMAN ADVANCED MATERIALS AMERICAS LLC
To: HUNTSMAN INTERNATIONAL LLC
Reel/Frame 029370/0038 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 9, 2011
From: HUNTSMAN INTERNATIONAL LLC
To: 3D SYSTEMS, INC.
Reel/Frame 027355/0090 →
CORRECTIVE ASSIGNMENT TO CORRECT THE NATURE OF CONVEYANCE FROM ASSIGNMENT TO SECURITY AGREEMENT PREVIOUSLY RECORDED ON REEL 025855 FRAME 0192. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Jun 28, 2011
From: DEUTSCHE BANK TRUST AG NEW YORK BRANCH, AS RESIGNING ADMINISTRATIVE AGENT AND COLLATERAL AGENT
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 026515/0735 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 28, 2011
From: DEUTSCHE BANK TRUST AG NEW YORK BRANCH, AS RESIGNING ADMINISTRATIVE AGENT AND COLLATERAL AGENT
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 025855/0192 →
SECURITY INTEREST Recorded Jan 20, 2006
From: HUNTSMAN ADVANCED MATERIALS AMERICAS, INC.
To: DEUTSCHE BANK AG NEW YORK BRANCH, AS AGENT
Reel/Frame 017164/0639 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 18, 2004
From: JOHNSON, DAVID L.; FONG, JOHN W.
To: HUNTSMAN ADVANCED MATERIALS AMERICAS, INC.
Reel/Frame 016551/0052 →