Compositions: coating or plastic – Coating or plastic compositions – Marking
Reexamination Certificate
2001-02-27
2003-03-04
Klemanski, Helene (Department: 1755)
Compositions: coating or plastic
Coating or plastic compositions
Marking
C106S031490, C106S031500, C106S031580
Reexamination Certificate
active
06527844
ABSTRACT:
FIELD OF THE INVENTION
This invention relates to a certain metal complex useful as a colorant in combination with an anti-kogation material in an ink jet ink composition.
BACKGROUND OF THE INVENTION
Ink jet printing is a non-impact method for producing images by the deposition of ink droplets in a pixel-by-pixel manner to an image-recording element in response to digital signals. There are various methods which may be utilized to control the deposition of ink droplets on the image-recording element to yield the desired image. In one process, known as continuous ink jet, a continuous stream of droplets is charged and deflected in an imagewise manner onto the surface of the image-recording element, while unimaged droplets are caught and returned to an ink sump. In another process, known as drop-on-demand ink jet, individual ink droplets are projected as needed onto the image-recording element to form the desired image. Common methods of controlling the projection of ink droplets in drop-on-demand printing include piezoelectric transducers and thermal bubble formation. Ink jet printers have found broad applications across markets ranging from industrial labeling to short run printing to desktop document and pictorial imaging.
The inks used in the various ink jet printers can be classified as either dye-based or pigment-based. A dye is a colorant, which is dissolved in the carrier medium. A pigment is a colorant that is insoluble in the carrier medium, but is dispersed or suspended in the form of small particles, often stabilized against flocculation and settling by the use of dispersing agents. The carrier medium can be a liquid or a solid at room temperature in both cases. Commonly used carrier media include water, mixtures of water and organic co-solvents and high boiling organic solvents, such as hydrocarbons, esters, ketones, etc.
The choice of a colorant in ink jet systems is critical to image quality. For colors such as cyan, magenta, yellow, green, orange, etc., the peak wavelength (&lgr;-max), the width of the absorption curve and the absence of secondary absorptions are important. The colorants should also have a high degree of light fastness after printing onto the ink-receiving element. For aqueous dye-based inks, the dyes need to be sufficiently soluble in water to prepare a solution that is capable of producing adequate density on the receiving element and stable for extended periods of storage without precipitation. High quality ink jet printing with dye-based inks requires dyes which will provide both bright hue and good light stability. It is difficult to find dyes which meet all of these requirements, particularly magenta dyes.
Kogation occurs on a thermal ink jet heater plate as a result of thermal decomposition of ink components or accumulation of intact ink components. An anti-kogation material can be used in an ink jet ink composition to prevent buildup of thermal decomposition products on a heater plate in a thermal ink jet print head.
U.S. Pat. No. 6,001,161 relates to a magenta metal complex dye for an ink jet ink. However, there is a problem with this dye in that the maximum density of a printed image decreases over time with magenta inks containing this dye.
U.S. Pat. No. 6,059,868 relates to anti-kogation materials useful in ink jet printing. However, when these anti-kogation materials are used with metal-complex dyes, the resulting printed image have poor image quality.
It is an object of this invention to provide an ink jet ink composition containing a magenta metal complex in combination with an anti-kogation material that has both good light stability and bright hue, and is able to provide consistent density when printed in a thermal ink jet printer.
SUMMARY OF THE INVENTION
This and other objects are achieved in accordance with this invention which relates to an ink jet ink composition comprising water, a humectant, a polyvalent transition metal complex of an 8-heterocyclylazo-5-hydroxy-quinoline and an anti-kogation material comprising an alkali metal salt of a monobasic organic or inorganic acid.
Use of this ink composition provides images with a combination of outstanding light stability, bright magenta hue and consistent densities.
DETAILED DESCRIPTION OF THE INVENTION
In a preferred embodiment of the invention, the polyvalent transition metal complexes of an 8-heterocyclylazo-5-hydroxyquinoline employed have the following general structure:
wherein:
M represents a polyvalent transition metal ion;
each L independently represents a neutral or anionic ligand;
each X, Y and Z independently represents a substituted or unsubstituted alkyl group of 1-6 carbon atoms, a substituted or unsubstituted aryl group of 6-10 carbon atoms, a substituted or unsubstituted hetaryl group of 5-10 atoms, halogen, cyano, nitro, a substituted or unsubstituted alkoxycarbonyl group of 1-6 carbon atoms, a substituted or unsubstituted alkoxy group of 1-6 carbon atoms, hydroxy, a polyoxyalkylene group of 2-20 alkylene oxide residues, carboxy or a salt thereof, sulfo or a salt thereof, phospho or a salt thereof, carbamoyl, a substituted or unsubstituted alkyl-, aralkyl-, aryl-, diaryl- or dialkyl-carbamoyl group of 1-20 carbon atoms, sulfamoyl, a substituted or unsubstituted alkyl-, aralkyl-, aryl-, diaryl- or dialkyl-sulfamoyl group of 1-20 carbon atoms, acylamino, sulfonylamino, amino, a substituted or unsubstituted alkyl-, aralkyl-, aryl-, diaryl- or dialkyl-amino group of 1-20 carbon atoms or a quaternary ammonium or phosphonium group;
Q represents the atoms necessary to complete a 5- or 6-membered heterocyclic ring;
n represents 2 or 3;
m represents an integer from 1-3;
each p and r independently represents an integer from 0-3;
q represents 0, 1 or 2;
two or more of L may be joined together to form a bi- or tridentate ligand which may optionally comprise another polydentate molecule of the same or different structure as shown above;
one or more of L may be combined with X and/or Z;
one or more of X, Y and Z, together with the carbon to which they are attached, may independently represent a ring nitrogen; and
any two of X, Y or Z may be joined together to form a 5-7 membered saturated or unsaturated ring;
Compositions in which two or more of the above metal complex dyes represented by structure 1 are joined covalently are also considered to be within the scope of this invention.
Preferred transition metal ions for 1 include Ni
2+
, Cu
2+
, Zn
2+
, Fe
2+
, Fe
3+
, Cr
3+
, Pd
2+
, Pt
2+
and Co
2+
.
Examples of neutral ligands (L) for 1 include water, pyridine, morpholine and ammonia. Examples of bi- and tri-dentate ligands include bipyridine, terpyridine, iminodiacetate, glycine and 8-hydroxyquinoline.
Examples of anionic ligands (L) include acetate, chloride and cyanate.
For X, Y and Z in 1, examples of a substituted or unsubstituted alkyl group include methyl, ethyl, isopropyl, hydroxyethyl, 3-(N,N-dimethylamino)propyl, sulfatoethyl and benzyl. Examples of a substituted or unsubstituted aryl group include phenyl, naphthyl, 4-chlorophenyl and 2-carboxyphenyl. Examples of a substituted or unsubstituted hetaryl group include pyridyl, imidazolyl and quinolyl. Examples of halogen include chloro, fluoro, bromo and iodo. Examples of a substituted or unsubstituted alkoxy group include methoxy, isopropoxy, 2-hydroxyethoxy and carboxymethoxy. Useful salts of carboxy, sulfo, phospho and sulfato include sodium, lithium, potassium, triethanolammonium, pyridinium and tetramethylammonium. Examples of a substituted or unsubstituted alkyl-, aralkyl-, aryl-, diaryl- or dialkyl-carbamoyl group include N-methylcarbamoyl, N-methyl-N-(3-sulfophenyl)-carbamoyl, N-p-(trimethylammonium)phenylcarbamoyl and N,N-bis (4-carboxyphenyl)carbamoyl. Examples of a substituted or unsubstituted alkyl-,aralkyl-, aryl-, diaryl- or dialkyl-sulfamoyl group include N-methylsulfamoyl, N-methyl-N-(3-sulfophenyl)-sulfamoyl, N-p-(trimethylammonium)phenylsulfamoyl and N,N-bis (4-carboxyphenyl)sulfamoyl. Examples of an acylamino group include acetamido, carboxyethylacetam
Erdtmann David
Evans Steven
Lopez Edgardo
Van Hanehem Richard C.
Cole Harold E.
Eastman Kodak Company
Klemanski Helene
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