Phase change inks
View Patent ↗Phase change ink comprising carrier and colorant of formula wherein R a and R b each, independently, are hydrogen, alkyl, including substituted and hetero-containing alkyl, aryl, including substituted and hetero-containing aryl, arylalkyl, including substituted and hetero-containing arylalkyl, or alkylaryl, including substituted and hetero-containing alkylaryl; R 1 and R 2 each, independently, are hydrogen, provided at least one of R 1 and R 2 is other than hydrogen, alkyl, including substituted and hetero-containing alkyl, aryl, including substituted and hetero-containing aryl, arylalkyl, including substituted and hetero-containing arylalkyl, or alkylaryl, including substituted and hetero-containing alkylaryl; R 3 , R 4 , R 5 , R 6 , and R 7 each, independently, are alkyl, including substituted and hetero-containing alkyl, aryl, including substituted and hetero-containing aryl, arylalkyl, including substituted and hetero-containing arylalkyl, alkylaryl, including substituted and hetero-containing alkylaryl, or a substituent other than hydrogen, alkyl, aryl, arylalkyl, or alkylaryl; wherein two or more of R 3 , R 4 , R 5 , R 6 , and R 7 can be joined together to form a ring.
1. A phase change ink comprising:
(I) a phase change ink carrier; and
(II) a colorant compound of the formula
wherein:
(a) R a and R b each, independently of the other, are:
(i) hydrogen;
(ii) alkyl, including substituted and unsubstituted alkyl, wherein hetero atoms may optionally be present in alkyl;
(iii) aryl, including substituted and unsubstituted aryl, wherein hetero atoms may optionally be present in aryl;
(iv) arylalkyl, including substituted and unsubstituted arylalkyl, wherein hetero atoms may optionally be present in either the aryl or the alkyl portion of arylalkyl; or
(v) alkylaryl, including substituted and unsubstituted alkylaryl, wherein hetero atoms may optionally be present in either the aryl or the alkyl portion of alkylaryl; and
(b) R 1 and R 2 each, independently of the other, are:
(i) hydrogen, provided that at least one of R 1 and R 2 is other than hydrogen;
(ii) alkyl, including substituted and unsubstituted alkyl, wherein hetero atoms may optionally be present in alkyl, provided that when R 1 and R 2 are both alkyl at least one of R 1 and R 2 has at least about 6 carbons;
(iii) aryl, including substituted and unsubstituted aryl, wherein hetero atoms may optionally be present in aryl;
(iv) arylalkyl, including substituted and unsubstituted arylalkyl, wherein hetero atoms may optionally be present in either the aryl or the alkyl portion of arylalkyl; or
(v) alkylaryl, including substituted and unsubstituted alkylaryl, wherein hetero atoms may optionally be present in either the aryl or the alkyl portion of alkylaryl.
2. An ink according to claim 1 wherein the colorant compound is of the formula
3. An ink according to claim 1 wherein the colorant compound is of the formula
4. An ink according to claim 1 wherein at least one of R 1 and R 2 is of the formula:
(a) -n-C n H 2n+1 wherein n is from about 8 to about 100;
wherein m+p is from about 8 to about 100;
wherein q+r is from about 8 to about 100;
wherein s+t is from about 8 to about 100;
wherein u+v is from about 8 to about 100;
wherein w+x is from about 8 to about 100;
wherein y+z is from about 8 to about 100;
wherein e+f is from about 8 to about 100; or
(i) a combination thereof.
5. An ink according to claim 1 wherein at least one of R 1 and R 2 has at least about 12 carbons.
6. An ink according to claim 1 wherein the colorant compound is present in the ink in an amount of at least about 0.1% by weight of the ink.
7. An ink according to claim 1 wherein the colorant compound is present in the ink in an amount of no more than about 20% by weight of the ink.
8. An ink according to claim 1 wherein the carrier comprises a branched triamide.
9. An ink according to claim 8 wherein the branched triamide is of the formula
wherein x, y, and z each independently represent the number of propyleneoxy repeat units and x+y+z is from about 5 to about 6, and wherein p, q, and r are integers representing the number of repeat —(CH 2 )— units, wherein p, q, and r each, independently of the others, are from about 34 to about 40.
10. An ink according to claim 1 wherein the carrier comprises a urethane resin.
11. An ink according to claim 1 wherein the carrier comprises a branched triamide, a monoamide, a polyethylene wax, and a urethane resin.
12. An ink according to claim 1 wherein the carrier comprises an amorphous component and a crystalline component.
13. A phase change ink composition comprising:
(I) a phase change ink carrier comprising a triamide; and
(II) a colorant compound of the formula
wherein:
(a) R a and R b each, independently of the other, are:
(i) hydrogen;
(ii) alkyl, including substituted and unsubstituted alkyl, wherein hetero atoms may optionally be present in alkyl, having from about 1 to about 100 carbons;
(iii) aryl, including substituted and unsubstituted aryl, wherein hetero atoms may optionally be present in aryl, having from about 4 to about 24 carbons;
(iv) arylalkyl, including substituted and unsubstituted arylalkyl, wherein hetero atoms may optionally be present in either the aryl or the alkyl portion of arylalkyl, having from about 5 to about 100 carbons; or
(v) alkylaryl, including substituted and unsubstituted alkylaryl, wherein hetero atoms may optionally be present in either the aryl or the alkyl portion of alkylaryl, having from about 5 to about 100 carbons; and
(b) R 1 and R 2 each, independently of the other, are:
(i) hydrogen, provided that at least one of R 1 and R 2 is other than hydrogen;
(ii) alkyl, including substituted and unsubstituted alkyl, wherein hetero atoms may optionally be present in alkyl, provided that when R 1 and R 2 are both alkyl at least one of R 1 and R 2 has in one embodiment at least about 6 carbons;
(iii) aryl, including substituted and unsubstituted aryl, wherein hetero atoms may optionally be present in aryl, having from about 4 to about 24 carbons;
(iv) arylalkyl, including substituted and unsubstituted arylalkyl, wherein hetero atoms may optionally be present in either the aryl or the alkyl portion of arylalkyl, having from about 5 to about 100 carbons; or
(v) alkylaryl, including substituted and unsubstituted alkylaryl, wherein hetero atoms may optionally be present in either the aryl or the alkyl portion of alkylaryl, having from about 5 to about 100 carbons.
14. An ink according to claim 13 wherein the colorant compound is of the formula
15. An ink according to claim 13 wherein the colorant compound is of the formula
16. An ink according to claim 13 wherein the carrier comprises a branched triamide.
17. An ink according to claim 13 wherein the carrier comprises a triamide, a monoamide, a polyethylene wax, and a urethane resin.
18. A phase change ink composition comprising:
(I) a phase change ink carrier comprising a branched triamide, a monoamide, a polyethylene wax, and a urethane resin; and
(II) a colorant compound of the formula
wherein:
(a) Ra and Rb each, independently of the other, are:
(i) hydrogen;
(ii) alkyl, including substituted and unsubstituted alkyl, wherein hetero atoms may optionally be present in alkyl, having from about 1 to about 100 carbons;
(iii) aryl, including substituted and unsubstituted aryl, wherein hetero atoms may optionally be present in aryl, having from about 4 to about 24 carbons;
(iv) arylalkyl, including substituted and unsubstituted arylalkyl, wherein hetero atoms may optionally be present in either the aryl or the alkyl portion of arylalkyl, having from about 5 to about 100 carbons; or
(v) alkylaryl, including substituted and unsubstituted alkylaryl, wherein hetero atoms may optionally be present in either the aryl or the alkyl portion of alkylaryl, having from about 5 to about 100 carbons; and
(b) R 1 and R 2 each, independently of the other, are:
(i) hydrogen, provided that at least one of R 1 and R 2 is other than hydrogen;
(ii) alkyl, including substituted and unsubstituted alkyl, wherein hetero atoms may optionally be present in alkyl, provided that when R 1 and R 2 are both alkyl at least one of R 1 and R 2 has in one embodiment at least about 6 carbons;
(iii) aryl, including substituted and unsubstituted aryl, wherein hetero atoms may optionally be present in aryl, having from about 4 to about 24 carbons;
(iv) arylalkyl, including substituted and unsubstituted arylalkyl, wherein hetero atoms may optionally be present in either the aryl or the alkyl portion of arylalkyl, having from about 5 to about 100 carbons; or
(v) alkylaryl, including substituted and unsubstituted alkylaryl, wherein hetero atoms may optionally be present in either the aryl or the alkyl portion of alkylaryl, having from about 5 to about 100 carbons;
wherein at least one of R 1 and R 2 has at least about 12 carbons.