Acrylate-based monomers for use as reactive diluents in printing formulations
The invention relates to compositions, comprising. a) 1.00 to 65.00% by weight of at least one compound of formula (I), wherein R 1 , R 2 , R 3 , R 4 are each independently H, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, or C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl; R is H or C 1 -C 6 -alkyl; X is CR 6 R 7 , O, or NR 8 ; R 6 R 7 are each independently H, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, or C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl; R8 is H, C 1 -C 6 -alkyl, or C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl; k is 1, 2, 3, 4 or 5, as component A; b) 1.00 to 60.00% by weight of at least one monomer having two (meth)acrylate groups and having a molecular weight of no more than 500 Dalton, as component B; c) 0 to 25% by weight of at least one monomer having at least three (meth)acrylate groups and having a molecular weight of no more than 600 Dalton, as component C; and d) 1.00 to 30.00% by weight of at least one polymer having at least two (meth)acrylate groups and having a molecular weight of at least 700 Dalton, as component D; with the proviso that the amount of components A+B is at least 50% by weight, as well as the use of these compositions as printing inks, in particular inkjet printing inks.
1. A composition, comprising
a) 1.00 to 65.00% by weight of at least one compound of formula (I),
wherein
R 1 , R 2 , R 3 , R 4 are each independently H, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, or C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl;
R 5 is H or C 1 -C 6 -alkyl;
X is CR 6 R 7 ;
R 6 , R 7 are each independently H, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, or C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl;
k is 1, 2, 3, 4 or 5,
as component A;
b) 1.00 to 60.00% by weight of at least one monomer having two (meth)acrylate groups and having a molecular weight M w no more than 500 Dalton, as component B;
c) 0 to 25% by weight of at least one monomer having at least three (meth)acrylate groups and having a molecular weight M w of no more than 600 Dalton, as component C;
d) 1.00 to 30.00% by weight of at least one polymer having at least two (meth)acrylate groups and having a molecular weight M w of at least 700 Dalton, as component D;
e) 0 to 20.00% by weight of one or more photoinitiators, as component E;
f) 0 to 10.00% by weight of one or more colorants, as component F;
g) 0 to 2.00% by weight of one or more stabilizers, as component G;
h) 0 to 50.00% by weight of one or more further monomers, as component H;
j) 0 to 10.00% by weight of one or more further additives, as component J;
with the proviso that the amount of components A) plus B) is at least 50% by weight, based on the total composition, and that in all cases the amounts of components A to J add up to 100% by weight.
2. The composition according to claim 1 , wherein the at least one compound of formula (I) is the compound of formula (Ia)
3. The composition according to claim 1 , consisting of
a) from 3.00% by weight to 50% by weight of component A;
b) from 5.00% by weight to 55% by weight of component B;
c) from 0.50% by weight to 22.50% by weight of component C;
d) from 3.00% by weight to 25.00% by weight of component D;
e) from 3.00% by weight to 15.00% by weight of component E;
f) from 0.10% by weight to 7.50% by weight of component F;
g) from 0.01% by weight to 1.50% by weight of component G;
h) from 0.00% by weight or from 1.00% by weight to 40.00% by weight of component H;
i) from 0.10% by weight to 7.50% by weight of component J;
wherein in all cases, the amount of components A+B is at least 50% by weight, and the amounts of components A to J add up to 100% by weight.
4. The composition according to claim 1 , wherein the at least one monomer having two (meth)acrylate groups of component B has a molecular weight in the range of 150 to 400 Dalton and a dynamic viscosity at 23° C. in the range of from 3 to 150 mPas, measured at a shear rate of 100 s −1 .
5. The composition according to claim 1 , wherein the at least one monomer having at least three (meth)acrylate groups of component C, has a molecular weight in the range of 200 to 550 Dalton and a dynamic viscosity at 23° C. in the range of from 10 to 200 mPas, measured at a shear rate of 100 s −1 .
6. The composition according to claim 1 , wherein the at least one polymer having at least two (meth)acrylate groups of component D has a molecular weight in the range of 1000 to 2000 Dalton and a dynamic viscosity at 23° C. in the range of from 100 to 2500 mPas, measured at a shear rate of 100 s −1 .
7. The composition according to claim 1 , wherein the at least one monomer having two (meth)acrylate groups of component B is selected from the group consisting of monomers of formula (B-1)
wherein
each R B1 is independently H or CH 3 ;
each Y B1 is independently ethylene, propylene, or butylene;
p is a number from 1 to 15,
and monomers of formula (B-2)
wherein
T is C 1 -C 10 -alkylene;
each R B2 is independently H or CH 3 ;
each Y B2 is independently ethylene, propylene, or butylene and
e and f are numbers, with the proviso that e+f is a number from 1 to 10.
8. The composition according to claim 1 , wherein the at least one monomer having at least three (meth)acrylate groups of component C, is selected from compounds of formula (C-1),
wherein
each R C1 is independently H or CH 3 ;
each R C1 is independently ethylene, propylene, or butylene;
a, b, c, and d are numbers, with the proviso that a+b+c+d is a number from 1 to 15.
9. The composition according to claim 1 , wherein the at least one polymer having at least two (meth)acrylate groups of component D is selected from the groups consisting of
a) amine modified polyether acrylate,
b) polyether acrylates which are not amine modified,
c) polyester acrylates and
d) urethane acrylates.
10. A method for printing, comprising the steps of:
a) applying the composition as claimed in claim 1 onto a substrate;
b) curing the composition.
11. The method according to claim 10 , which is a method for inkjet printing.
12. The composition according to claim 1 , wherein the composition is used as an ink jet ink and has a viscosity from 25-50 mPas at 23° C.
13. The composition according to claim 1 , wherein component D is present from 3.00% by weight to 20.00% by weight and has a molecular weight in the range of from 1500 to 2000 Dalton.
14. The composition according to claim 1 , wherein component B is present from 20 to 35% by weight and has a molecular weight in the range of from 150 to 350 Dalton.
15. The composition according to claim 1 , consisting of
a) from 5.00% by weight to 30% by weight of component A;
b) from 20% by weight to 35% by weight of component B which are monomers having two (meth)acrylate groups and have a molecular weight in the range of from 150 to 350 Dalton;
c) from 5.00% by weight to 15% by weight of component C;
d) from 7.50% by weight to 15.00% by weight of component D at least one polymer having at least two (meth)acrylate groups and have a molecular weight in the range of from 1500 to 2000 Dalton;
e) from 7.50% by weight to 12.00% by weight of component E;
f) from 1.00% by weight to 5.00% by weight of component F;
g) from 0.05% by weight to 0.50% by weight of component G;
h) from 0.00% by weight or from 1.00% by weight to 25.00% by weight of component H;
i) from 0.00% by weight or from 0.10% by weight to 3.00% by weight of component J;
wherein in all cases, the amount of components A+B is at least 50% by weight, and the amounts of components A to J add up to 100% by weight.
16. The composition according to claim 13 , wherein component B is present from 20 to 35% by weight and has a molecular weight in the range of from 150 to 350 Dalton.