Ink compositions incorporating substituted oxazoline compounds or substituted oxazoline derivatives
View Patent ↗An ink composition including one or more oxazoline compounds or oxazoline derivatives having either crystalline, amorphous or even semi-crystalline properties for use in a particular printing application, such as in a direct-to-paper print process.
1. A phase change ink composition comprising:
an optional colorant;
at least one crystalline phase-change agent;
an amorphous binder agent; and
optionally one or more additives; wherein
the at least one amorphous binder agent, the at least one crystalline phase-change agent,
and/or the optional one or more additives of said phase change ink composition comprises one or more compounds of General Formula II
wherein
R 4 is an alkyl group, aryl group, alkylaryl group, or an aromatic group;
R 5 is an alkyl group, aryl group, alkylaryl group, aromatic group, a hydrogen, —(C═O)—(CH 2 ) 3 CH 3 in which s is zero or an integer in a range from 1 to about 50, or
wherein R y is H, OH, OCH 3 , Cl, Br, F, I, NH(COCH 3 ), CH 3 , CH 2 CH 3 , isopropyl, t-butyl, CO 2 CH 3 , CO 2 H, an alkyl group having from 1 to about 66 carbons, or alkoxy group having from 1 to about 8 carbons, or —(C═O)—NH—R z , where R z is either a linear alkyl group of the formula —(CH 2 ) t CH 3 wherein t is either zero or an integer of from 1 to about 36, or where R z is an alkylaryl group containing from about 6 to about 20 carbon atoms;
R 6 is an alkylene group, arylene group, arylalkylene group, alkylarylene group,
in which n is an integer in a range from about 6 to about 36,
a branched alkylene group of general formula C 36 H 64+u , wherein u is an integer in the range from 0 to about 10,
2. The phase change ink composition of claim 1 , wherein the ink composition further comprises one or more compounds represented by:
General Formula I
wherein
R 1 is an alkylene group, arylene group, arylalkylene group, alkylarylene group; and
R 2 is an alkyl group, aryl group, alkylaryl group, aromatic group, a hydrogen, —(C═O)—(CH 2 ) s CH 3 in which s is zero or an integer in a range from 1 to about 50, or
wherein R y is H, OH, OCH 3 , Cl, Br, F, I, NH(COCH 3 ), CH 3 , CH 2 CH 3 , isopropyl, t-butyl, CO 2 CH 3 , CO 2 H, an alkyl group having from 1 to about 66 carbons, or alkoxy group having from 1 to about 8 carbons, or
—(C═O)—NH—R y , where R 2 is either a linear alkyl group of the formula —(CH 2 ) t CH 3 wherein t is either zero or an integer of from 1 to about 36, or where R z is an alkylaryl group containing from about 6 to about 20 carbon atoms;
in which m is an integer of from 1 to about 100, wherein
R 7 is an alkyl group, aryl group, alkylaryl group, or an aromatic group; and
R 8 is an alkylene group, arylene group, arylalkylene group, alkylarylene group,
in which n is an integer in a range from about 6 to about 36,
a branched alkylene group of general formula C 34 H 60+u′ , wherein u′ is an integer in the range from about 0 to about 14,
wherein
R 9 is an alkyl group, aryl group, alkylaryl group, or aromatic group;
R 10 , R 11 , R 12 and R 13 are the same or different and are an alkyl group, aryl group, alkylaryl group, alkoxy group, or aromatic group, an hydroxyalkyl of from about 1 to about 60 carbons, an alkyl ester of from about 1 to about 60 carbons, or an aryl ester, wherein at least one of R 9 , R 10 , R 11 , R 12 and R 13 is an aromatic group; or
mixtures thereof.
3. The phase change ink composition of claim 1 , wherein the ink composition further comprises one or more compounds represented by General Formula IV selected from the group consisting of:
4. The phase change ink composition of claim 1 , wherein the ink composition further comprises:
one or more compounds represented by General Formula I′
where R 1 , R 2 , R 2 ′, R 3 and R 3 ′ are defined as set forth in the following table:
R 1
R 2 (R 2 ′)
R 3 (R 3 ′)
—(CH 2 ) n —
H
H
where n is 2, 4, 8, 10, 12, or 16
—(CH 2 ) n —
—(C═O)—(CH 2 ) n CH 3
—(C═O)—(CH 2 ) n CH 3
where n is 2, 4, 8, 10, 12, or 16
where n is 2, 4, 6, 10,
where n is 2, 4, 6, 10,
14, or an integer in the
14, or an integer in the
range of from about
range of from about
30 to about 50
30 to about 50
—(CH 2 ) n — where n is 2, 4, 8, 10, 12, or 16
H
H
—(C═O)—(CH 2 ) n CH 3 where n is 2, 4, 6, 10, 14, or an integer in the range of from about 30 to about 50
—(C═O)—(CH 2 ) n CH 3 where n is 2, 4, 6, 10, 14, or an integer in the range of from about 30 to about 50
—(CH 2 ) n —
—(C═O)—NH(CH 2 ) n CH 3
—(C═O)—NH(CH 2 ) n CH 3
where n is an integer in the
where n is an integer in
where n is an integer in
range of from 1 to about 16
the range of from about
the range of from about
5 to about 17
5 to about 17
5. The phase change ink composition of claim 1 , wherein the crystalline phase-change agent is a crystalline oxazoline compound with a melting temperature of from about 50° C. to about 120° C.
6. The phase change ink composition of claim 1 , wherein the crystalline phase-change agent is a crystalline oxazoline compound with a viscosity of from 1 to 20 centipoise at a temperature above 110° C., and the amorphous binder agent is an amorphous oxazoline compound with a viscosity of from 20 to 500 centipoise at a temperature above 110° C.
7. The phase change ink composition of claim 1 , wherein the weight-percent ratio between the crystalline phase-change agent and the amorphous binder agent is from about 90:10 to about 25:75, respectively.
8. The phase change ink composition of claim 1 , wherein the amount of crystalline phase change agent is in the range of from 20 to 90 percent by weight of the total ink composition.
9. The phase change ink composition of claim 1 , wherein the amount of amorphous binder agent is in the range of from 1 to 75 percent by weight of the total ink composition.
10. The phase change ink composition of claim 1 , wherein the amount of optional colorant is in the range of from 0.5% to 20% by weight of the ink composition.
11. The phase change ink composition of claim 1 , wherein the optional colorant is a dye or pigment or mixtures thereof.
12. The phase change ink composition of claim 1 , wherein the optional one or more additives is selected from the group consisting of compatibilizing agents, synergists, rheology modifiers, plasticizers, and tackifiers.
13. The phase change ink composition of claim 1 , wherein the phase change ink is a solid a temperature below 60° C.
14. The phase change ink composition, of claim 1 , wherein the phase change ink has a viscosity of from 1 to 20 centipoise at a temperature above 100° C.
15. The phase change ink composition of claim 1 , wherein the phase change ink has a viscosity above 1.0×10 6 centipoise at a temperature less than 50° C.
16. The phase change ink composition of claim 1 , wherein a melting temperature of the crystalline phase-change agent is in the range of from 60° C. to 130° C.
17. The phase change ink composition of claim 1 , wherein a crystallization temperature of the crystalline phase-change agent is in the range of from 0° C. to 120° C.
18. An ink jet device comprising at least one ink retaining reservoir holding the phase change ink composition of claim 1 , an ink jet head, and an ink supply line for providing the phase change ink to the ink jet head.
19. A method of printing, comprising:
incorporating the phase change ink composition of claim 1 into an ink jet printing apparatus;
melting the phase change ink inside the ink jet printing apparatus; and
causing droplets of the melted ink to be ejected onto a substrate to form an image.
20. The method of claim 19 , wherein the substrate is either a final recording sheet and droplets of the melted ink are ejected in an imagewise pattern directly onto the final recording sheet, or an intermediate transfer member and droplets of the melted ink are ejected in an imagewise pattern onto the intermediate transfer member followed by transfer of the imagewise pattern from the intermediate transfer member to a final recording sheet.