Compositions: coating or plastic – Coating or plastic compositions – Marking
Reexamination Certificate
2002-01-25
2004-05-04
Klemanski, Helene (Department: 1755)
Compositions: coating or plastic
Coating or plastic compositions
Marking
C347S100000, C548S367700, C548S374100
Reexamination Certificate
active
06730151
ABSTRACT:
FIELD OF THE INVENTION
The present invention generally relates to ink-jet printing, and in particular to a specific dye and ink sets for improving ink-jet print stability.
BACKGROUND OF THE INVENTION
Ink-jet printing is a non-impact printing process in which droplets of ink are deposited on a print medium in a particular order to form alphanumeric characters, area-fills, and other patterns thereon. Low cost and high quality of the hardcopy output, combined with relatively noise-free operation, have made ink-jet printers a popular alternative to other types of printers used with computers. Notwithstanding their recent success, intensive research and development efforts continue toward improving ink-jet print quality. A surge in interest in ink-jet printing has resulted in the need to produce high quality prints at a reasonable cost. The challenge remains to further improve the print quality and lightfastness of ink-jet prints. The emerging use of ink-jet prints for digital photos, requires high-resolution images that have accurate color and are durable.
Manufacturers of photographic film and print media have come up with dyes reported to have a display life of up to 60 years. A search of patents by Fuji revealed that they have developed a class of dyes, which when used in photographic media, are very stable. However, this class of dyes has been found not to be very stable toward light. Lightfastness is a very important quality in a dye used in ink-jet printing. Further, it is known that these azopyrazolone dyes can be attacked by ozone at the imine carbon. These shortcoming of such known photographic dyes, especially in the magenta and magenta-containing colors, make them unsuitable for use in ink-jet printing.
Accordingly, investigations continue into developing ink formulations which have improved properties and which do not improve one property at the expense of the others. Thus, there remains a need in the art to further improve the print quality, color gamut, and lightfastness of the ink-jet prints without sacrificing pen performance and reliability, particularly when trying to reproduce the color gamut of silver halide prints.
SUMMARY OF THE INVENTION
The present invention relates to a magenta ink for ink-jet printing, comprising a dye having a structure as follows:
R2 is selected from the group consisting of methyl, ethyl, propyl, isopropyl and halogen;
R3 is selected from the group consisting of H, SO
3
H, COOH, and a polyether group
where n is from 2 to 100;
R4 is selected from the group consisting of H, SO
3
H, COOH, CH
2
SO
3
H, CH
2
COOH, C
2
H
4
SO
3
H and C
2
H
4
COOH;
R5 is selected from the group consisting of ethyl, propyl, isopropyl, phenyl, substituted phenyl and R4; and
R6 is selected from the group consisting of H, halogen, methyl, amino, substituted amino, R4 and R3.
The present invention also relates to a magenta ink for ink-jet printing, comprising a dye having the following structure:
wherein R1 is selected from the group consisting of ethyl isopropyl, isobutyl, phenyl and substituted phenyl;
R2 is selected from the group consisting of methyl, ethyl, propyl, isopropyl and halogen;
R3 is selected from the group consisting of H, SO
3
H, COOH, and a polyether group
where n is from 2 to 100; and
R4 is selected from the group consisting of H, SO
3
H, COOH, CH
2
SO
3
H, CH
2
COOH, C
2
H
4
SO
3
H and C
2
H
4
COOH.
In addition the present invention relates to a magenta ink for ink-jet printing, comprising a dye having the following structure:
wherein m and n are from 0 to 4 added carbons.
Furthermore the present invention relates to a magenta ink for ink-jet printing comprising a dye having the following structure:
is an azo dye structure
wherein A is selected from H and SO
3
H,
or a gamma acid based dye structure
wherein A is selected from H and SO
3
H.
The present invention also relates to a method for ink-jet printing, comprising:
providing at least one magenta ink containing at least one magenta dye having a visible light absorbance of 0.01 to 0.57 at lambda
max
at a 1:10,000 dilution in water and having a structure as follows:
R2 is selected from the group consisting of methyl, ethyl, propyl, isopropyl and halogen;
R3 is selected from the group consisting of H, SO
3
H, COOH, and a polyether group
where n is from 2 to 100;
R4 is selected from the group consisting of H, SO
3
H, COOH, CH
2
SO
3
H, CH
2
COOH, C
2
H
4
SO
3
H and C
2
H
4
COOH;
R5 is selected from the group consisting of ethyl, propyl, isopropyl, phenyl, substituted phenyl, and R4; and
R6 is selected from the group consisting of H, halogen, methyl, amino, substituted amino, R4 and R3; and
printing said ink on a printing medium by means of an ink-jet pen.
In addition the present invention relates to a method for ink-jet printing, comprising: providing at least one magenta ink containing at least one magenta dye having a visible light absorbance of 0.01 to 0.57 at lambda
max
at a 1:10,000 dilution in water and having a structure as follows:
wherein R1 is selected from the group consisting of ethyl isopropyl, isobutyl, phenyl and substituted phenyl;
R2 is selected from the group consisting of methyl, ethyl, propyl, isopropyl and halogen;
R3 is selected from the group consisting of H, SO
3
H, COOH, and a polyether group
where n is from 2 to 100; and
R4 is selected from the group consisting of H, SO
3
H, COOH, CH
2
SO
3
H, CH
2
COOH, C
2
H
4
SO
3
H and C
2
H
4
COOH; and
printing said ink on a printing medium by means of an ink-jet pen.
Furthermore, the present invention relates to a method for ink-jet printing, comprising:
providing at least one magenta ink containing at least one magenta dye having a visible light absorbance of 0.01 to 0.57 at lambda
max
at a 1:10,000 dilution in water and having a structure as follows:
wherein m and n are from 0 to 4 added carbons; and
printing said ink on a printing medium by means of an ink-jet pen.
Additionally the present invention relates to a method for ink-jet printing, comprising:
providing at least one magenta ink containing at least one magenta dye having a visible light absorbance of 0.01 to 0.57 at lambda
max
at a 1:10,000 dilution in water and having a structure as follows:
is an azo dye structure
wherein A is selected from H and SO
3
H,
or a gamma-acid based dye structure
wherein A is selected from H and SO
3
H; and
printing said ink on a printing medium by means of an ink-jet pen.
Also the present invention relates to a method of stabilizing chromophore dyes containing imino groups, the imino groups selected from the group consisting of imino groups A and B:
the method comprising adding steric groups to protect imino carbons, the steric groups being selected from phenyl, methyl, ethyl, isopropyl, fluoride, chloride, bromide and iodide.
Furthermore, the present invention relates to a method of stabilizing chromophore dyes comprising arms ending in at least one of cyanuric and melamine groups:
wherein m and n are from 0 to 4 added carbons.
the method comprising forming intramolecular hydrogen bonds between the cyanuric and melamine groups:
wherein m and n have from 0 to 4 added carbons.
Also, the present invention relates to a method of stabilizing chromophore dyes with one of the following structures comprising arms ending in at least one of cyanuric and melamine groups:
the method comprising forming intermolecular hydrogen bonds between the cyanuric and melamine groups of two different dye molecules:
is an azo dye structure
wherein A is selected from H and SO
3
H
or a gamma acid based dye structure
wherein A is selected from H and SO
3
H.
DETAILED DESCRIPTION OF THE INVENTION
The invention described herein is directed to dyes for use with commercially available ink-jet printers such as Design Jet® liner printers, manufactured by Hewlett-Packard Company, of Palo Alto, Calif. More specifically, a specific dye for formulating the magenta is disclosed. The dye enables the production of high-quality print and excellent lightfastness. The inks formulated according to the invention produce images having color appearance that meets
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