Phosphine oxide photoinitiator systems and curable compositions with low color
AssigneeCiba Specialty Chemicals Corporation
InventorsWalid Al-Akhdar, David Bramer, Eugene Valentine Sitzmann, Jr., Donald A. Wostratzky
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Abstract
The present invention relates to a novel photoinitiator system comprising one or more acylphosphine oxide photoinitiators and one or more lightfast red, blue or violet organic pigments. Low yellow color formation results upon curing ethylenically unsaturated compounds with the new photoinitiator system. Particular applications include clear and white coatings, screen inks, gel coats, powder coatings, composites, adhesives and lenses.
Claims27
A process for curing ethylenically unsaturated polymerizable compounds, wherein minimal yellowing occurs upon curing, which comprises
- adding to said compounds
- (a) at least one acylphosphine oxide photoinitiator of formula (I)
- in which R1 and R2 independently of one another are C1-C12 alkyl, benzyl, phenyl which is unsubstituted or substituted from one to four times by halogen, C1-C8 alkyl and/or C1-C8 alkoxy, or are cyclohexyl or a group COR3;
- or
- R1 is —OR4, or a group
- R3 is phenyl which is unsubstituted or substituted from one to four times by C1-C8 alkyl, C1-C8 alkoxy, C1-C8 alkylthio and/or halogen, or is a group
- R4 is C1-C8 alkyl, phenyl or benzyl;
- Y is phenylene, C1-C12 alkylene or cyclohexylene;
- and
- X is C1-C18 alkylene or a group
- (b) one or more lightfast red, blue or violet organic pigments
- wherein the weight ratio of component (b) to component (a) is from about 10 parts per million to about 10,000 parts per million, and
- wherein a dispersion of the pigment or pigments of component (b) in a liquid has a positive a value and a negative b value on the L, a, b tri-stimulus color scale,
- and irradiating the mixture so obtained with ultraviolet radiation or daylight or with light sources equivalent to daylight.
A process for coating substrates which comprises
- applying a composition which undergoes minimal yellowing upon curing and
- curing the composition by irradiation with ultraviolet radiation or daylight or with light sources equivalent to daylight,
- said composition comprising
- at least one ethylenically unsaturated polymerizable compound,
- (a) is at least one acylphosphine oxide of formula (Ia)
- wherein
- R1 is C1-C12 alkyl, cyclohexyl or phenyl which is unsubstituted or substituted from one to four times by halogen and/or C1-C8 alkyl,
- R5 and R6 are each independently of the other C1-C8 alkyl,
- R7 is hydrogen or C1-C8 alkyl, and
- R8 is hydrogen or methyl and
- (b) one or more lightfast red, blue or violet organic pigments
- wherein the weight ratio of component (b) to component (a) is from about 10 parts per million to about 10,000 parts per million, and
- wherein a dispersion of the pigment or pigments of component (b) in a liquid has a positive a value and a negative b value on the L, a, b tri-stimulus color scale.
Dependencies are inferred from the claim text.