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US 7,294,656 B2Granted
UV curable coating composition
AssigneeBayer MaterialScience AG
InventorsHermann Bach, Charles A. Gambino, Michael J. Dvorchak, Michael K. Jeffries, Richard R. Roesler, Ramesh Subramanian
Life of this patent
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Abstract
The present invention is directed to a non-aqueous composition curable by UV radiation broadly comprising a mixture of two UV curable urethane acrylates. The invention is also directed to a coating process using such composition. One of the urethane acrylates is the reaction product of an isocyanate and a specific OH functional lactone ester (meth)acrylate. The other urethane acrylate is the reaction product of an isocyanate and a specific hydroxy functional (meth)acrylate.
Claims20
A radiation curable coating composition comprising
- A) about 5 to 95% by weight of the reaction product of
- i) one or more di- and/or polyisocyanates and
- ii) a hydroxyl component comprising
- ii-a) one or more hydroxy functional lactone ester (meth)acrylates having a number average molecular weight of about 200 to 2000 and having the formula:
- CH2═C(R1)—C(O)—O—R2—[O—C(O)—R3]n—OH
- wherein
- n is an integer from 1 to 5,
- R1 is hydrogen or methyl,
- R2 represents an alkylene group or substituted alkylene group having 2 to 10 carbon atoms, which may be substituted with one or more alkyl groups having 1 to 12 carbon atoms, and
- R3 represents a straight or branched chain alkylene group having 3 to 8 carbon atoms, which may be substituted with one or more alkyl groups having 1 to 12 carbon atoms, and
- ii-b) up to 30 hydroxyl equivalent %, based on the total hydroxyl equivalents of component A-ii), of a hydroxyl compound other than A-ii-a),
- wherein the NCO:OH equivalent ratio of component A-i) to component A-ii) is 1.10:1 to 1:1.10,
- B) about 5 to 95% by weight of the reaction product of
- i) one or more di- and/or polyisocyanates with
- ii) a hydroxyl component comprising
- ii-a) one or more hydroxy functional (meth)acrylates of the formula:
- HO—R2—O—(O═)C—C(R1)═CH2
- wherein R1 and R2 are as defined above, and
- ii-b) up to 30 hydroxyl equivalent %, based on the total hydroxyl equivalents of component B-ii), of a hydroxyl compound other than B-ii-a),
- wherein the NCO:OH equivalent ratio of component B-i) to component B-ii) is 1.10:1 to 1:1.10,
- C) 0 to about 30% by weight of one or more reactive diluents comprising a member selected from the group consisting of mono-, di-, tri- and tetra (meth)acrylates, and
- D) about 0.1 to 10% by weight of one or more photoinitiators, wherein the %'s by weight of components A), B) and C) total 100%, based on the total weight of components A), B) and C), and wherein the % by weight of component D) is based on the total weight of components A), B), and C), and
- E) about 5 to 95% by weight, based on the weight of components A), B), C) and D) of a solvent or solvent mixture.
20 more elements
A process for preparing a coated product comprising coating a substrate with a coating composition and subjecting the coated substrate to radiation for a time sufficient to cure the composition, wherein said coating composition comprises:
- A) about 5 to 90% by weight of the reaction product of
- i) one or more di- and/or polyisocyanates with
- ii) a hydroxyl component comprising
- ii-a) one or more hydroxy functional lactone ester (meth)acrylates having a number average molecular weight of about 200 to 2000 and having the formula:
- CH2═C(R1)—C(O)—O—R2—[O—C(O)—R3]n—OH
- wherein
- n is an integer from 1 to 5,
- R1 is hydrogen or methyl,
- R2 represents an alkylene group or substituted alkylene group having 2 to 10 carbon atoms, which may be substituted with one or more alkyl groups having 1 to 12 carbon atoms, and
- R3 represents a straight or branched chain alkylene group having 3 to 8 carbon atoms, which may be substituted with one or more alkyl groups having 1 to 12 carbon atoms, and
- ii-b) up to 30 hydroxyl equivalent %, based on the total hydroxyl equivalents of component A-ii), of a hydroxyl compound other than A-ii-a),
- wherein the NCO:OH equivalent ratio of component A-i) to component A-ii) is 1.10:1 to 1:1.10,
- B) about 5 to 95% by weight of the reaction product of
- i) one or more di- and/or polyisocyanates with
- ii) a hydroxyl component comprising
- ii-a) one or more hydroxy functional (meth)acrylates of the formula:
- HO—R2—O—(O═)C—C(R1)═CH2
- wherein R1 and R2 are as defined above, and
- ii-b) up to 30 hydroxyl equivalent %, based on the total hydroxyl equivalents of component B-ii), of a hydroxyl compound other than B-ii-a),
- wherein the NCO:OH equivalent ratio of component B-i) to component B-ii) is 1.10:1 to 1:1.10,
- C) 0 to about 30% by weight of one or more reactive diluents comprising a member selected from the group consisting of mono-, di-, tri- and tetra (meth)acrylates, and
- D) about 0.1 to 10% by weight of one or more photoinitiators, wherein the %'s by weight of components A), B) and C) total 100%, based on the total weight of components A), B) and C), and wherein the % by
- weight of component D) is based on the total weight of components A), B), and C), and
- E) about 5 to 95% by weight, based on the weight of components A), B), C) and D) of a solvent or solvent mixture.
21 more elements
Dependencies are inferred from the claim text.