US 12,404,417 B2
Aqueous additive solution for ink composition, aqueous colorant solution for ink composition, ink composition, ink composition for ink jet recording, and ink jet recording method
Keiichi Tateishi, Kanagawa (JP); Yuta Okuaki, Kanagawa (JP); and Yuta Takasaki, Kanagawa (JP)
Assigned to FUJIFILM Corporation, Tokyo (JP)
Filed by FUJIFILM Corporation, Tokyo (JP)
Filed on Sep. 26, 2023, as Appl. No. 18/474,241.
Application 18/474,241 is a continuation of application No. PCT/JP2022/014717, filed on Mar. 25, 2022.
Claims priority of application No. 2021-058541 (JP), filed on Mar. 30, 2021.
Prior Publication US 2024/0018376 A1, Jan. 18, 2024
Int. Cl. C09D 11/38 (2014.01); C09B 5/14 (2006.01); C09B 33/28 (2006.01); C09B 35/34 (2006.01); C09B 47/20 (2006.01); C09B 67/44 (2006.01); C09D 11/328 (2014.01)
CPC C09D 11/38 (2013.01) [C09B 5/14 (2013.01); C09B 33/28 (2013.01); C09B 35/34 (2013.01); C09B 47/20 (2013.01); C09B 67/0083 (2013.01); C09D 11/328 (2013.01)] 19 Claims
 
1. An aqueous additive solution for an ink composition, the aqueous additive solution comprising:
a compound represented by the following general formula (A);
a compound represented by the following general formula (II); and
water,

OG Complex Work Unit Chemistry
wherein, in general formula (A), T1, T2, and T3 each independently represent *—NH—(CH2)n-Rt, *—NH—(CH2)n—OH, *—N—{(CH2)n—OH}2, *—NH—CH2CH(OH)CH2-Rt, *-OM, a halogen atom, or a substituted or unsubstituted arylamino group, provided that at least one of T1, T2, or T3 represents *—NH—(CH2)n-Rt, *—NH—(CH2)n—OH, *—N—{(CH2)n—OH}2, or *—NH—CH2CH(OH)CH2-Rt; * represents a bonding site to a triazine ring, n represents an integer of 1 to 5, and Rt represents CO2M, SO3M, or PO(OM)2; M represents a hydrogen atom or a counter cation; if a plurality of n are present, the plurality of n may be the same or different; and if a plurality of M are present, the plurality of M may be the same or different;

OG Complex Work Unit Chemistry
in general formula (II), Ar20 represents a benzene ring or a naphthalene ring; R21 to R28 each independently represent a hydrogen atom or a substituent; R21 and R22 may be bonded to each other to form a ring; R23 and R24 may be bonded to each other to form a ring; R25 and R26 may be bonded to each other to form a ring; R27 and R28 may be bonded to each other to form a ring; R29 represents a substituent; if Ar20 represents a benzene ring, k represents an integer of 0 to 4; if Ar20 represents a naphthalene ring, k represents an integer of 0 to 6; if a plurality of R29 are present, the plurality of R29 may be the same or different; and if a plurality of R29 are present, the plurality of R29 may be bonded together to form a ring; provided that the compound represented by general formula (II) has at least one hydrophilic group.
 
12. An aqueous colorant solution for an ink composition, the aqueous colorant solution comprising:
a compound represented by the following general formula (A);
a compound represented by the following general formula (II);
water; and
a colorant,

OG Complex Work Unit Chemistry
wherein, in general formula (A), T1, T2, and T3 each independently represent *—NH—(CH2)n-Rt, *—NH—(CH2)n—OH, *—N—{(CH2)n—OH}2, *—NH—CH2CH(OH)CH2-Rt, *-OM, a halogen atom, or a substituted or unsubstituted arylamino group, provided that at least one of T1, T2, or T3 represents *—NH—(CH2)n-Rt, *—NH—(CH2)n—OH, *—N—{(CH2)n—OH}2, or *—NH—CH2CH(OH)CH2-Rt; * represents a bonding site to a triazine ring, n represents an integer of 1 to 5, and Rt represents CO2M, SO3M, or PO(OM)2; M represents a hydrogen atom or a counter cation; if a plurality of n are present, the plurality of n may be the same or different; and if a plurality of M are present, the plurality of M may be the same or different;

OG Complex Work Unit Chemistry
in general formula (II), Ar20 represents a benzene ring or a naphthalene ring; R21 to R28 each independently represent a hydrogen atom or a substituent; R21 and R22 may be bonded to each other to form a ring; R23 and R24 may be bonded to each other to form a ring; R25 and R26 may be bonded to each other to form a ring; R27 and R28 may be bonded to each other to form a ring; R29 represents a substituent; if Ar20 represents a benzene ring, k represents an integer of 0 to 4; if Ar20 represents a naphthalene ring, k represents an integer of 0 to 6; if a plurality of R29 are present, the plurality of R29 may be the same or different; and if a plurality of R29 are present, the plurality of R29 may be bonded together to form a ring; provided that the compound represented by general formula (II) has at least one hydrophilic group.
 
13. An ink composition comprising:
a compound represented by the following general formula (A);
a compound represented by the following general formula (II);
water; and
a colorant,

OG Complex Work Unit Chemistry
wherein, in general formula (A), T1, T2, and T3 each independently represent *—NH—(CH2)n-Rt, *—NH—(CH2)n—OH, *—N—{(CH2)n—OH}2, *—NH—CH2CH(OH)CH2-Rt, *-OM, a halogen atom, or a substituted or unsubstituted arylamino group, provided that at least one of T1, T2, or T3 represents *—NH—(CH2)n-Rt, *—NH—(CH2)n—OH, *—N—{(CH2)n—OH}2, or *—NH—CH2CH(OH)CH2-Rt; * represents a bonding site to a triazine ring, n represents an integer of 1 to 5, and Rt represents CO2M, SO3M, or PO(OM)2; M represents a hydrogen atom or a counter cation; if a plurality of n are present, the plurality of n may be the same or different; and if a plurality of M are present, the plurality of M may be the same or different;

OG Complex Work Unit Chemistry
in general formula (II), Ar20 represents a benzene ring or a naphthalene ring; R21 to R28 each independently represent a hydrogen atom or a substituent; R21 and R22 may be bonded to each other to form a ring; R23 and R24 may be bonded to each other to form a ring; R25 and R26 may be bonded to each other to form a ring; R27 and R28 may be bonded to each other to form a ring; R29 represents a substituent; if Ar20 represents a benzene ring, k represents an integer of 0 to 4; if Ar20 represents a naphthalene ring, k represents an integer of 0 to 6; if a plurality of R29 are present, the plurality of R29 may be the same or different; and if a plurality of R29 are present, the plurality of R29 may be bonded together to form a ring; provided that the compound represented by general formula (II) has at least one hydrophilic group.