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US 6,664,025 B2Granted
Visible radiation sensitive composition
AssigneeKodak Polychrome Graphics LLC
InventorsHarald Baumann, Michael Flugel
Life of this patent
Estimating the term…
Abstract
A visible radiation sensitive composition is disclosed. The composition comprises at least one ethylenically unsaturated monomer capable of free radical initiated addition polymerization; optionally, at least one binder; and a photoinitiator system comprising a coinitiator and a cyanopyridone sensitizer. The coinitiator preferably comprises a metallocene and an onium compound.
Claims33
A photosensitive composition comprising:
- at least one ethylenically unsaturated monomer capable of free radical initiated addition polymerization;
- and
- a photoinitiator system comprising a coinitiator and a sensitizer;
- in which:
- the photoinitiator system is present in an amount sufficient to initiate polymerization of the at least one monomer on exposure to actinic radiation;
- the sensitizer has an absorption maximum in the range of 400 nm to 700 nm;
- and
- the sensitizer is a cyanopyridone derivative selected from the group consisting of compounds of Formula I, Formula II, Formula III, Formula IV, and Formula V,
- in which:
- R1 and R2 are each independently hydrogen, or a substituted or unsubstituted alkyl, aryl or aralkyl group;
- X is S or N(R3);
- Y is O, S, Se, N(R3), or C(R4)(R5),
- R3, R4, and R5 are each independently a substituted or unsubstituted alkyl, aryl or aralkyl group;
- R6, R7, R8, and R9 are each independently hydrogen, a substituted or unsubstituted saturated or unsaturated alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted aralkyl group;
- R10, R11, R12, and R13 are each independently hydrogen, a substituted or unsubstituted saturated or unsaturated alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted aralkyl group, a substituted or unsubstituted amino group, a substituted or unsubstituted oxy group, or R10 and R11, R11, and R12, or R12 and R13 are joined to form a 5- or 6-membered substituted or unsubstituted ring;
- R14, R15, R16, and R17 are each independently hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted aralkyl group, halogen, carbalkoxy, a substituted or unsubstituted amino group, a substituted or unsubstituted oxy group, or R14 and R15, or R16 and R17 are joined to form a 5- or 6-membered substituted or unsubstituted ring;
- R18 and R19 are each independently hydrogen, or a substituted or unsubstituted saturated or unsaturated alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted aralkyl group, or R18 and R15 or R19 and R16 are joined to form a 5- or 6-membered substituted or unsubstituted ring, and
- Het is a 5- or 6-membered substituted or unsubstituted heterocyclic ring residue.
15 more elements
An imageable element comprising:
- a support, and
- a photosensitive layer over the support, the photosensitive layer comprising a photosensitive composition comprising:
- at least one ethylenically unsaturated monomer capable of free radical initiated addition polymerization;
- at least one binder, and
- a photoinitiator system comprising a coinitiator and a sensitizer;
- in which:
- the photoinitiator system is present in an amount sufficient to initiate polymerization of the at least one monomer on exposure to actinic radiation:
- the sensitizer has an absorption maximum in the range of 400 nm to 700 nm;
- and
- the sensitizer is a cyanopyridone derivative selected from the group consisting of compounds of Formula I, Formula II, Formula III, Formula IV, and Formula V,
- in which:
- R1 and R2 are each independently hydrogen, or a substituted or unsubstituted alkyl, aryl or aralkyl group;
- X is S or N(R3);
- Y is O, S, Se, N(R3), or C(R4)(R5),
- R3, R4, and R5 are each independently a substituted or unsubstituted-alkyl, aryl or aralkyl group;
- R6, R7, R8, and R9 are each independently hydrogen, a substituted or unsubstituted saturated or unsaturated alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted aralkyl group;
- R10, R11, R12, and R13 are each independently hydrogen, a substituted or unsubstituted saturated or unsaturated alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted aralkyl group, a substituted or unsubstituted amino group, a substituted or unsubstituted oxy group, or R10 and R11, R11 and R12, or R12 and R13 are joined to form a 5- or 6-membered substituted or unsubstituted ring;
- R14, R15, R16, and R17 are each independently hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted aralkyl group, halogen, carbalkoxy, a substituted or unsubstituted amino group, a substituted or unsubstituted oxy group, or R14 and R15, or R16 and R17 are joined to form a 5- or 6-membered substituted or unsubstituted ring;
- R18 and R19 are each independently hydrogen, or a substituted or unsubstituted saturated or unsaturated alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted aralkyl group, or R18 and R15 or R19 and R16 are joined to form a 5- or 6-membered substituted or unsubstituted ring, and
- Het is a 5- or 6-membered substituted or unsubstituted heterocyclic ring residue.
17 more elements
A method for forming an image, the method comprising the step of:
- exposing a photosensitive element with radiation in the range of 400 nm to 700 nm;
- in which the imageable element comprises:
- a support, and
- a photosensitive layer over the support, the photosensitive layer comprising a photosensitive composition comprising:
- at least one ethylenically unsaturated monomer capable of free radical initiated addition polymerization;
- at least one binder, and
- a photoinitiator system comprising a coinitiator and a sensitizer;
- in which:
- the photoinitiator system is present in an amount sufficient to initiate polymerization of the at least one monomer on exposure to actinic radiation:
- the sensitizer has an absorption maximum in the range of 400 nm to 700 nm;
- and
- the sensitizer is a cyanopyridone derivative selected from the group consisting of compounds of Formula I, Formula II, Formula III, Formula IV, and Formula V,
- in which:
- R1 and R2 are each independently hydrogen, or a substituted or unsubstituted alkyl, aryl or aralkyl group;
- X is S or N(R3);
- Y is O, S, Se, N(R3), or C(R4)(R5),
- R3, R4, and R5 are each independently a substituted or unsubstituted alkyl, aryl or aralkyl group;
- R6, R7, R8, and R9 are each independently hydrogen, a substituted or unsubstituted saturated or unsaturated alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted aralkyl group;
- R10, R11, R12, and R13 are each independently hydrogen, a substituted or unsubstituted saturated or unsaturated alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted aralkyl group, a substituted or unsubstituted amino group, a substituted or unsubstituted oxy group, or R10 and R11, R11 and R12, or R12 and R13 are joined to form a 5- or 6-membered substituted or unsubstituted ring;
- R14, R15, R16, and R17 are each independently hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted aralkyl group, halogen, carbalkoxy, a substituted or unsubstituted amino group, a substituted or unsubstituted oxy group, or R14 and R15, or R16 and R17 are joined to form a 5- or 6-membered substituted or unsubstituted ring;
- R18 and R19 are each independently hydrogen, or a substituted or unsubstituted saturated or unsaturated alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted aralkyl group, or R18 and R15 or R19 and R16 are joined to form a 5- or 6-membered substituted or unsubstituted ring, and
- Het is a 5- or 6-membered substituted or unsubstituted heterocyclic ring residue.
19 more elements
An image, the image prepared by a method comprising the step of:
- exposing a photosensitive element with radiation in the range of 400 nm to 700 nm;
- in which the photosensitive element comprises:
- a support, and
- a photosensitive layer over the support, the photosensitive layer comprising a photosensitive composition comprising:
- at least one ethylenically unsaturated monomer capable of free radical initiated addition polymerization;
- at least one binder, and
- a photoinitiator system comprising a coinitiator and a sensitizer;
- in which:
- the photoinitiator system is present in an amount sufficient to initiate polymerization of the at least one monomer on exposure to actinic radiation:
- the sensitizer has an absorption maximum in the range of 400 nm to 700 nm;
- and
- the sensitizer is a cyanopyridone derivative selected from the group consisting of compounds of Formula I, Formula II, Formula III, Formula IV, and Formula V,
- in which:
- R1 and R2 are each independently hydrogen, or a substituted or unsubstituted alkyl, aryl or aralkyl group;
- X is S or N(R3);
- Y is O, S, Se, N(R3), or C(R4)(R5),
- R3, R4, and R5 are each independently a substituted or unsubstituted alkyl, aryl or aralkyl group;
- R6, R7, R8, and R9 are each independently hydrogen, a substituted or unsubstituted saturated or unsaturated alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted aralkyl group;
- R10, R11, R12, and R13 are each independently hydrogen, a substituted or unsubstituted saturated or unsaturated alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted aralkyl group, a substituted or unsubstituted amino group, a substituted or unsubstituted oxy group, or R10 and R11, R11 and R12, or R12 and R13 are joined to form a 5- or 6-membered substituted or unsubstituted ring;
- R14, R15, R16, and R17 are each independently hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted aralkyl group, halogen, carbalkoxy, a substituted or unsubstituted amino group, a substituted or unsubstituted oxy group, or R14 and R15, or R16 and R17 are joined to form a 5- or 6-membered substituted or unsubstituted ring;
- R18 and R19 are each independently hydrogen, or a substituted or unsubstituted saturated or unsaturated alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted aralkyl group, or R18 and R15 or R19 and R16 are joined to form a 5- or 6-membered substituted or unsubstituted ring, and
- Het is a 5- or 6-membered substituted or unsubstituted heterocyclic ring residue.
19 more elements
Dependencies are inferred from the claim text.