US 12,252,622 B2
Aqueous dispersion of resin particles
Tim Desmet, Mortsel (BE); Johan Loccufier, Mortsel (BE); Hubertus Van Aert, Mortsel (BE); and Ellen Bertels, Mortsel (BE)
Assigned to Agfa-Gevaert NV, Mortsel (BE)
Appl. No. 17/281,194
Filed by AGFA-GEVAERT NV, Mortsel (BE)
PCT Filed Sep. 23, 2019, PCT No. PCT/EP2019/075570
§ 371(c)(1), (2) Date Mar. 29, 2021,
PCT Pub. No. WO2020/064656, PCT Pub. Date Apr. 2, 2020.
Claims priority of application No. 18197312 (EP), filed on Sep. 27, 2018.
Prior Publication US 2021/0395550 A1, Dec. 23, 2021
Int. Cl. C09D 11/326 (2014.01); B41J 3/407 (2006.01); C08G 73/02 (2006.01); C08K 5/17 (2006.01); C08L 61/00 (2006.01); C09D 11/102 (2014.01); D06P 5/30 (2006.01)
CPC C09D 11/326 (2013.01) [B41J 3/4078 (2013.01); C08G 73/02 (2013.01); C08K 5/17 (2013.01); C08L 61/00 (2013.01); C09D 11/102 (2013.01); D06P 5/30 (2013.01); C08L 2201/54 (2013.01)] 20 Claims
 
1. An aqueous inkjet ink comprising a colorant and resin particles in an amount of 30 wt. % or less with respect to the total weight of the ink, wherein the colorant is a pigment having an average pigment particle size of 0.05-1 μm and the resin particles comprise a resin comprising a covalently bonded dispersing group and at least one repeating unit of at least one of formula I, II, and III

OG Complex Work Unit Chemistry
wherein
R1 is hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, C—OR4, or CN;
R2 is hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, or C—OR4;
R1 and R2 together may form a five to eight membered ring;
R3 is substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
R4 is hydrogen, substituted or unsubstituted alkyl, a substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, OR5, or NR6R7;
R5 is substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
R6 and R7 are each independently hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
R6 and R7 together may form a five to eight membered ring;
X is O, NR8, or CR9R10;
R8, R9, and R10 are each independently hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
R8 and R3 together may form a five to eight membered ring; and
any of R3, R9, and R10 together may form a five to eight membered ring; and
the resin is obtained by contacting, in a liquid, a compound A comprising at least two functional groups of at least one of —X—C(═O)—CHR1—C(═O)—R2, —X—C(═O)—C≡C—R2, and —X—C(═O)—CR1═CR2—NR11R12 with a compound B comprising at least two of —NH2, —NH3+, and —N═C═O;
wherein R11 and R12 are each independently hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl; and
at least one of compound A and compound B comprise a dispersing group or a dispersing group precursor.