Fluorinated bis-(phthalocyanylaluminoxy)silyl pigments
View Patent ↗Fluorinated bis-(phthalocyanylaluminoxy)silyl bridged cyan or blue-green pigments according to formula (I): wherein R 1 and R 2 are independently substituted or unsubstituted alkyl, alkenyl, alkynyl, or cycloalkyl groups with eight or less carbon atoms or aryl groups with ten or less carbon atoms; R 3 is a divalent linking group comprising oxygen, R 1 R 2 Si, substituted or unsubstituted alkyl, alkenyl, alkynyl cycloalkyl or aryl groups; R 1 , R 2 , and R 3 may comprise the elements of a cyclic ring; n is 1-4; and z is 1-4.
1. A pigment according to Formula (I):
wherein
R 1 and R 2 are independently substituted or unsubstituted alkyl, alkenyl, alkynyl, or cycloalkyl groups with eight or less carbon atoms or aryl groups with ten or less carbon atoms;
R 3 is a divalent linking group comprising oxygen, R 1 R 2 Si, substituted or unsubstituted alkyl, alkenyl, alkynyl cycloalkyl or aryl groups;
R 1 , R 2 , and R 3 may comprise the elements of a cyclic ring;
n is 1-4; and
z is 1-4.
2. The pigment of claim 1 where n=1, both R 1 and R 2 are identical, R 3 is oxygen or aryl and z is 1 to 4.
3. The pigment of claim 2 where both R 1 and R 2 are phenyl groups.
4. The pigment of claim 3 where z is 1.
5. The pigment of claim 3 where z is 4.
6. The pigment of claim 1 prepared by the reaction of a silyldiol with a haloaluminum fluorophthalocyanine compound.
7. The pigment of claim 1 dispersed in an aqueous medium.
8. The pigment of claim 7 containing a dispersion agent selected from sulfates, sulfonates, acrylic and styrene-acrylic copolymers and sulfonated or phosphorated polyesters and styrenics.
9. The pigment of claim 1 dispersed in an organic liquid as particles.
10. The pigment of claim 9 wherein at least 85 volume percent of the pigment particles have a particle size less than 2750 nm.
11. The pigment of claim 9 wherein at least 80 volume percent of the pigment particles have a particle size less than 100 nm.
12. The pigment of claim 9 where the organic liquid is selected from ketones, hydrocarbons, alcohols, polyols, ethers and esters.
13. The pigment of claim 9 containing a dispersion agent selected from sulfates, sulfonates, acrylic and styrene-acrylic copolymers, sulfonated polyesters and styrenics, phosphorated polyesters and dispersion agents that contain amine or polyether functional groups.
14. The pigment of claim 3 dispersed in an aqueous medium.
15. The pigment of claim 3 dispersed in an organic liquid as particles.
16. The pigment of claim 15 wherein at least 85 volume percent of the pigment particles have a particle size less than 2750 nm.
17. The pigment of claim 15 wherein at least 80 volume percent of the pigment particles have a particle size less than 100 nm.