US 7,540,910 B2
Ink composition, ink set and recording method
Manabu Ogawa, Shizuoka (Japan)
Assigned to FUJIFILM Corporation, Tokyo (Japan)
Filed on Sep. 26, 2006, as Appl. No. 11/526,643.
Claims priority of application No. P.2005-278055 (JP), filed on Sep. 26, 2005.
Prior Publication US 2007/0070159 A1, Mar. 29, 2007
This patent is subject to a terminal disclaimer.
Int. Cl. C09D 11/02 (2006.01); B41J 2/01 (2006.01)
U.S. Cl. 106—31.46  [106/31.48; 106/31.5; 106/31.58; 106/31.59; 106/31.76; 106/31.77; 106/31.78; 106/31.86; 106/31.89; 347/100] 8 Claims
 
1. An ink composition comprising:
a coloring material having an azo group bound to a heterocyclic group;
an aqueous medium; and
at least one of an acetylene diol and an ethylene oxide adduct of the acetylene diol,
wherein an average value of an addition molar number of the at least one of the acetylene diol and the ethylene oxide adduct of the acetylene diol is 0 or more and less than 4, and
the coloring material having an azo group bound to a heterocyclic group contains at least one of a compound represented by general formula (Y), a compound represented by general formula (Bk) and a compound represented by general formula (M):
(A-N═N-B)n-L   General Formula (Y)
in the formula, n is 2; A and B each independently represents an optionally substituted heterocyclic group, one of A and B represents a monovalent heterocyclic group, and the other represents a divalent heterocyclic group, and As may be the same or different, and Bs may be the same or different; and L represents a simple bond or a divalent connecting group;
A 1-N═N-A2-N═N-A3   General Formula (Bk)
in the formula, A1, A2 and A3 each independently represents an optionally substituted aromatic group or an optionally substituted heterocyclic group, provided that at least one of A1, A2 and A3 represents a heterocyclic group; A1 and A3 are each a monovalent group, and A2 is a divalent group:

OG Complex Work Unit Drawing
in the formula, A31 represents a residue of a 5-membered heterocyclic diazo component A31-NH2; B31 and B32 each each represents ═CR31- or —CR32═, or either one of them represents a nitrogen atom, and the other represents ═CR31- or —CR32═, R35 and R36 each independently represents a hydrogen atom, an aliphatic group, an aromatic group, a heterocyclic group, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a heterocyclic oxycarbonyl group, a carbamoyl group, an alkyl- or arylsulfonyl group, a heterocyclic sulfonyl group, or a sulfamoyl group, and each of these groups may be further substituted: G3, R31 and R32 each independently represents a hydrogen atom, a halogen atom, an aliphatic group, an aromatic group, a heterocyclic group, a cyano group, a carboxyl group, a carbamoyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a heterocyclic oxycarbonyl group, an acyl group, a hydroxyl group, an alkoxy group, an aryloxy group, a heterocyclic oxy group, a silyloxy group, an acyloxy group, a carbamoyloxy group, an alkoxycarbonyloxy group, an aryloxycarbonyloxy group, an amino group (inclusive of an arylamino group and a heterocyclic amino group), an acylamino group, a ureido group, a sulfamoylamino group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, an alkyl- or arylsulfonylamino group, a heterocyclic sulfonylamino group, a nitro group, an alkyl- or arylthio group, an alkyl- or arylsulfonyl group, a heterocyclic sulfonyl group, an alkyl- or arylsulfonyl group, a heterocyclic sulfinyl group, a sulfamoyl group, a sulfo group, or a heterocyclic thio group, and each of these groups may be further substituted; R31 and R35, or R35 and R36 may be taken together to form a 5-membered or 6-membered ring.