Amine co-initiator mixture

Patent metadata

Field	Value
Publication number	US-12146010-B2
Application number	US-202017768521-A
Country	US
Kind code	B2
Filing date	Oct 16, 2020
Priority date	Oct 17, 2019
Publication date	Nov 19, 2024
Grant date	Nov 19, 2024

Abstract

The invention relates to a co-initiator comprising the aminobenzoate derivative according to Formula (I) and at least one ancillary amine, wherein the reactivity and solubility of said co-imitator in UV-curable resins is sufficiently high that the co-initiator can be used in UV radiation curing processes. Formula (I) wherein R 1 and R 2 independently represent methyl or ethyl groups; and j, k, l and m are independently 0 to 20.

First claim

The invention claimed is:

1. A co-initiator mixture for use in UV curing comprising at least one aminobenzoate compound according to Formula I and at least one ancillary amine

wherein in Formula I, R 1 and R 2 independently represent methyl or ethyl groups; and
j, k, l and m independently represent integers from 0 to 20;
wherein the ancillary amine comprises at least one aminobenzoate derivative of different structure to the compound of Formula I.

2. The co-initiator of claim 1 , wherein the percentage of the compound according to Formula I is in the range of 0.1 to 99.9 wt % based on the weight of the co-initiator mixture.

3. The co-initiator of claim 2 , wherein the percentage of the compound according to Formula I is in the range of 5 to 95 wt % based on the weight of the co-initiator mixture.

4. The co-initiator of claim 3 , wherein the percentage of the compound according to Formula I is in the range of 70 to 90 wt % based on the weight of the co-initiator mixture.

5. The co-initiator of claim 1 , wherein R 1 and R 2 are methyl.

6. The co-initiator of claim 1 , wherein the N,N-dialkylamino groups in Formula I are at the 4-position with respect to the ester groups.

7. The co-initiator of claim 1 , wherein the compound according to Formula I has j, k, l, and m that are all equal to 0.

8. The co-initiator of claim 1 , wherein the sum of j+k+l+m is from 1 to 30.

9. The co-initiator of claim 1 , wherein the compound according to Formula I has the structure according to Formula I-a

wherein n, o, p and q independently represent integers from 0 to 20.

10. The co-initiator of claim 9 , wherein the compound according to Formula I-a has n, o, p and q that are all equal to 0.

11. The co-initiator of claim 9 , wherein the sum of n+o+p+q is from 1 to 30.

12. The co-initiator of claim 1 , wherein the ancillary amine comprises at least one N,N-dialkylaminobenzoate moiety according to formula (A)

wherein R′ and R″ are independently alkyl.

13. The co-initiator of claim 12 , wherein the N,N-dialkylaminobenzoate moiety of formula (A) has the —NR′R″ group in para position with respect to the ester group.

14. The co-initiator of claim 1 , wherein the ancillary amine comprises a compound according to Formula II

wherein r, s and t independently represent integers from 0 to 20.

15. The co-initiator of claim 1 , wherein the ancillary amine comprises a compound according to Formula III

wherein u, v and w independently represent integers from 0 to 20.

16. The co-initiator of claim 1 , wherein the ancillary amine comprises a compound according to Formula IV

wherein x, y, z and z′ independently represent integers from 0 to 20.

17. The co-initiator of claim 1 , wherein the ancillary amine comprises a compound according to Formula V

wherein a′, b′ and c′ independently represent integers from 0 to 20.

18. A photoinitiator blend comprising the co-initiator of claim 1 , and one or more Type-I or Type-II photoinitiators.

19. A radiation-curable composition comprising the co-initiator of claim 1 , one or more Type-I or Type-II photoinitiators and one or more polymerisable monomers, oligomers or prepolymers.

20. The radiation-curable composition of claim 19 , which is a UV-curable coating or ink.

21. The radiation-curable composition of claim 19 further comprising a colourant.

22. A cured material obtained by curing the radiation-curable composition of claim 19 .

23. A low migration cured material, obtained by curing the radiation-curable composition of any one of claim 19 .

24. The cured material of claim 23 , wherein the cured material is an ink, lacquer or varnish.

Assignees

• Arkema Uk Ltd
• Arkema France

Inventors

• Jepson David
• Plenderleith Richard
• Squires Kelly
• Towns Andrew
• Sehnal Petr

Classifications

• C09D11/101

  Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing · CPC title

• C07C229/60 Primary

  with amino and carboxyl groups bound in meta- or para- positions · CPC title

• C08F2/50 Primary

  with sensitising agents · CPC title

• C08F2/48 Primary

  by ultraviolet or visible light · CPC title