IP Library Granted Patent US 8,431,673
Granted Patent B2
US 8,431,673 · App. 12/743,657 · Granted Apr 30, 2013

Radiation curable compositions

Inventors: Zhikai Jeffrey Wang (Roswell, GA); Christopher Wayne Miller (Lititz, PA); Marcus Lee Hutchins (Hiram, GA); James C. Matayabas, Jr. (Canton, GA)
Assignee: Cytec Surface Specialties S.A.
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Quick Facts
Patent No.
US 8,431,673
App. No.
12/743,657
Granted
Apr 30, 2013
Kind
B2
Abstract

The present invention relates to composition comprising at least one compound obtained from the reaction of at least one compound (i) having a refractive index n D 20 of at least 1.50 comprising at least one isocyanate-reactable functional group —XH, wherein each of X is, independently, O or NR, at least one polyisocyanate (ii), and, optionally, at least one compound (iii) comprising at least one isocyanate-reactable functional group —YH and at least one curable functional group Q, wherein each of Y is, independently, O, NR or S, and its use for making high refractive index coatings and films.

Claims (18)

1. A composition comprising at least one compound (A) obtained from the reaction of at least one compound (i) having a refractive index n D 20 of at least 1.50, optionally, 2-phenoxyethanol, at least one polyisocyanate (ii), and, optionally, at least one compound (iii) comprising at least one isocyanate-reactable functional group —YH and at least one curable functional group Q, wherein each of Y is, independently, O, NR or S,

wherein compound (i) is selected from the group consisting of 3-(methylthio)-1-propanol, 4-(methylthio) benzyl alcohol and 2-phenylthioethanol;

wherein the curable functional group Q is a carbon-carbon double bond containing curable functional group; and

wherein compound (A) is obtained by reacting from 0.5 to 1.2 equivalents of compound (i) and, optionally, 2-phenoxyethanol, per equivalent of polyisocyanate (ii) and, optionally, from 0 to 0.6 equivalents of compound (iii).

2. The composition according to claim 1 , wherein compound (i) is 2-phenylthioethanol.

3. The composition according to claim 1 , comprising a mixture of 2 or more different compounds (i), and optionally 2-phenoxyethanol.

4. The composition according to claim 1 , wherein the at least one compound (A) is obtained from the reaction of 2-phenylthioethanol, 2-phenoxyethanol, at least one polyisocyanate (ii), and, optionally, at least one compound (iii).

5. The composition according to claim 1 , wherein the polyisocyanate (ii) is an aromatic, aliphatic, araliphatic or cycloaliphatic polyisocyanate, or a derivative thereof containing urethane, isocyanurate, allophanate, biuret, uretdione and/or imino-oxadiazinedione groups.

6. The composition according to claim 5 , wherein the polyisocyanate (ii) is a di-isocyanate, or a di- or tri-mer thereof.

7. The composition according to claim 1 , wherein the curable functional group Q is selected from the group consisting of (meth)acrylates and allylethers.

8. The composition according to claim 1 , wherein the compound (iii) is a hydroxyalkyl(meth)acrylate having 1 to 20 carbon atoms in the alkyl group.

9. The composition according to claim 1 , wherein compound (iii) is a compound obtained from reacting diglycidyl compounds with (meth)acrylic acid.

10. The composition according to claim 1 , wherein the curable functional group Q is selected from the group consisting of —O—CO—CH═CH 2 , —O—CO—CH 3 ═CH 2 , —O—CH 2 —CH═CH 2 , —O—CH═CH 2 and —O—CCH 3 ═CH 2 .

11. The composition according to claim 10 , wherein the curable functional group Q is selected from the group consisting of —O—CO—CH═CH 2 and —O—CO—CCH 3 ═CH 2 .

12. A process for making the composition according to claim 1 , comprising reacting from 0.5 to 1.2 equivalents of compound (i) and, optionally, 2-phenoxyethanol, per equivalent of polyisocyanate (ii) and, optionally from 0 to 0.6 equivalents of compound (iii), with a polyisocyanate compound (ii).

13. The process according to claim 12 , wherein the equivalent ratio of compound (i) to compound (iii) is higher than 1.

14. A method for making a film and/or coating, comprising applying the composition according to claim 1 to a substrate.

15. A coating and/or film obtained from the composition according to claim 1 .

Assignments (3)
CORRECTIVE ASSIGNMENT TO CORRECT THE OWNER NAME PREVIOUSLY RECORDED ON REEL 031970 FRAME 0134. ASSIGNOR(S) HEREBY CONFIRMS THE OWNER NAME SHOULD BE ALLNEX BELGIUM S.A. AND NOT ALLNEX BELGIUM SA. WITHOUT THE PERIOD BETWEEN SA.. Recorded May 22, 2014
From: CYTEC SURFACE SPECIALTIES S.A.
To: ALLNEX BELGIUM S.A.
Reel/Frame 032983/0488 →
CHANGE OF NAME Recorded Jan 13, 2014
From: CYTEC SURFACE SPECIALTIES S.A.
To: ALLNEX BELGIUM SA.
Reel/Frame 031970/0134 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 28, 2010
From: WANG, ZHIKAI JEFFREY; MILLER, CHRISTOPHER WAYNE; HUTCHINS, MARCUS LEE; MATAYABAS, JAMES C., JR.
To: CYTEC SURFACE SPECIALTIES S.A.
Reel/Frame 024750/0110 →
Continuity (2)
Provisional Application 60996475 · Nov 19, 2007
Related Publication 20110028641A1 · Feb 3, 2011