Photopolymerizable composition
View Patent ↗A composition that is photopolymerizable upon absorption of light in the wavelength range from 300 to 450 nm, the composition comprising a binder, a polymerizable compound, a sensitizer and a photoinitiator, characterized in that the sensitizer is an optical brightening agent having a solubility in methyl ethyl ketone of at least 15 g/kg measured at 20° C., allows to produce printing plates without pinhole defects, even if the printing plate precursor is stored before exposure and processing.
1. A composition that is photopolymerizable upon absorption of light in the wavelength range from 300 to 450 nm, the composition comprising a binder, a polymerizable compound, a sensitizer and a photoinitiator, wherein the sensitizer is an optical brightening agent having a solubility in methyl ethyl ketone of at least 15 g/kg measured at 20° C., wherein the sensitized has a structure according to formula (IIIa) or (IVa):
R 1 , R 5 , R 6 , R 10 , R 11 , R 12 , R 13 and R 14 independently represent a hydrogen atom, a fluorine atom or a chlorine atom,
R 2 to R 4 and R 7 to R 9 independently represent alkoxy groups,
and at least two of the alkoxy groups are branched and have from 3 to 15 carbon atoms or
R 15 , R 19 , R 20 , R 24 , and R 25 , to R 32 , independently represent a hydrogen atom, a fluorine atom or a chlorine atom, and
R 16 to R 18 and R 21 to R 23 , independently are alkoxy groups, and at least two of the alkoxy groups are branched and have from 3 to 15 carbon atoms.
2. The composition according to claim 1 , wherein the sensitizer has a structure according to formula IIIa, wherein R 1 , R 5 , R 6 , and R 10 represent a hydrogen atom,
R 2 , R 4 , R 7 , and R 9 independently represent a methoxy group, and
R 3 and R 8 independently are branched alkoxy groups having 3 to 15 carbon atoms.
3. The composition according to claim 1 , wherein the sensitizer has a structure according to formula IVa, wherein R 15 , R 19 , R 20 , and, R 24 represent a hydrogen atom, R 16 , R 18 , R 21 , and R 23 independently represent a methoxy group, and R 17 and R 22 independently are branched alkoxy groups having 3 to 15 carbon atoms.
4. A composition according to claim 1 , wherein the photoinitiator is a hexaarylbisimidazole.
5. A composition according to claim 1 , wherein the binder is a polymer or copolymer containing monomeric units of an α,β-unsaturated carboxylic acid and/or an α,β-unsaturated dicarboxylic acid.
6. A composition according to claim 1 , further comprising a polyfunctional (meth)acrylate or alkyl(meth)acrylate as a crosslinking agent.
7. A composition according to claim 1 , wherein the polymerizable compound contains one or more of a urethane, a urea group, or a tertiary amino group.
8. A composition according to claim 1 , further comprising a radical chain transfer agent.
9. The composition according to claim 8 , wherein the radical chain transfer agent is a sulfur containing compound.
10. The composition according to claim 1 , wherein the wavelength range is between 350 and 430 nm.
11. A photopolymer printing plate precursor comprising a photosensitive coating, the coating comprising the composition of claim 1 .
12. A method of making a lithographic printing plate comprising the steps of providing a photopolymer printing plate precursor according to claim 11 , exposing said printing plate precursor with a laser having an emission wavelength in the range from 300 to 450 nm and processing the lithographic printing plate precursor in an aqueous alkaline developer.
13. The method according to claim 12 , wherein the laser has an emission wavelength in the range of 380 to 430 nm.
14. The method of claim 10 , wherein the exposure of the lithographic printing plate precursor is carried out at an energy density, measured on the plate surface, of less than 100 μJ/cm 2 .
15. The method of claim 12 , wherein the exposure of the lithographic printing plate precursor is carried out at an energy density, measured on the plate surface, of less than 100 μJ/cm 2 .
16. The method of claim 13 , wherein the exposure of the lithographic printing plate precursor is carried out at an energy density, measured on the plate surface, of less than 100 μJ/cm 2 .
17. A sensitizer according to formula (IIIa) or formula (IVa)
wherein R 1 , R 5 , R 6 , R 10 , R 11 , R 12 , R 13 and R 14 independently represent a hydrogen atom, a fluorine atom or a chlorine atom, and
R 2 to R 4 and R 7 to R 9 independently represent alkoxy groups,
and at least two of the alkoxy groups are branched and have from 3 to 15 carbon atoms or
wherein R 15 , R 19 , R 20 , R 24 , and R 25 to R 32 , independently represent a hydrogen atom, a fluorine atom or a chlorine atom, and
R 16 to R 18 and R 21 to R 23 , independently are alkoxy groups, and at least two of the alkoxy groups are branched and have from 3 to 15 carbon atoms.