Ink compositions containing ultraviolet absorbers

Details Ink compositions containing ultraviolet absorbers Ink compositions containing ultraviolet absorbers

1999-10-29

2001-06-26

Klemanski, Helene (Department: 1755)

Compositions: coating or plastic

Coating or plastic compositions

Marking

C106S031780, C252S589000

Reexamination Certificate

active

06251173

ABSTRACT:

FIELD OF THE INVENTION
The present invention relates to ink compositions, and more particularly, to ink compositions comprising ultraviolet absorbers. The ink compositions are particularly suitable for ink jet printing.
BACKGROUND OF THE INVENTION
Ink jet printing is accomplished by ejecting ink from a nozzle toward paper or another print medium. The ink may be driven toward the medium in a variety of ways. For example, in electrostatic printing, the ink is driven from a nozzle toward a medium by an electrostatic field. Another ink jet printing procedure, known as squeeze tube, employs a piezo-electric element in the ink nozzle. Electrically-caused distortions of the piezo-electric element pump the ink through the nozzle and toward the print medium. In still another ink jet printing procedure, known as thermal or bubble ink jet printing, the ink, is driven from the nozzle toward the print medium by the formation of an expanding vapor phase bubble in the nozzle. These various printing methods are described in “Output Hard Copy Devices,” edited by Durbeck and Sherr, Academic Press, 1988 (see particularly Chapter 13, entitled, “Ink Jet Printing”).
Ink compositions used in ink jet printers generally comprise deionized water, a water-soluble or water-miscible organic solvent, and a colorant. Generally, the colorant is a soluble dye or pigment. Unfortunately, inks comprising soluble dyes or pigments can exhibit many problems, such as poor water-fastness, poor light-fastness, clogging of the jetting channels as a result of solvent evaporation and changes in the solubility of the dye, dye crystallization, poor ink quality including ink bleeding and feathering, poor thermal stability, chemical instability, and case of oxidation.
The need for more light-fast inks for ink jet printing is increasing as photo images become more popular. Resistance to fading due to light has been aided in industrial products by incorporation of ultraviolet absorbers (UVAs). Commercially available UVAs are used in textile dying and for additives and coatings. TIo be effective, UVAs processed during textile dying typically require high temperature exposure for a duration of time; these high temperature requirements making the UVAs impractical for personal ink jet printing applications. UVAs used in the coating industry have limited solubility in water and therefore cannot be easily incorporated in conventional aqueous ink jet ink compositions.
SUMMARY OF THE INVENTION
It is, therefore, an object of the present invention to provide an ultraviolet absorber that is water-soluble and can be easily and directly added into ink compositions, particularly ink compositions suitable for ink jet printing.
Other objects and advantages of the present invention will become apparent from the following disclosure.
In a first aspect, the present invention relates to an aqueous ink composition suitable for use in ink jet printers and comprising ink and a water-soluble ultraviolet absorbing compound of the formula
wherein R
1
is selected from the group consisting of
R
2
is selected from the group consisting of —H and halogen; R
3
is selected from the group consisting of —H, halogen, lower alkyl, lower alkoxy, —CO
2
M and —SO
3
M; R
7
is selected from the group consisting of —H, —SO
3
M and —NHICO-lower alkyl; R
8
is selected from the group consisting of —H, —CO
2
M and —SO
3
M; R
9
is selected from the group consisting of —H, —CO
2
M, —SO
3
M and —NHCO-lower alkyl; and M is selected from the group consisting of —H, —Na, —K, —Li and —N—(R
10
)
4
wherein each R
10
is independently selected from the group consisting of —H, lower alkyl and
R
11
is selected from the group consisting of —H, —CH
3
and —CH
2
—CH
3
; and n is from 1 to 4; and wherein the compound contains one or two —SO
3
M groups, one —SO
3
M and one —CO
2
M group, or two —CO
2
M groups.
In a second aspect, the present invention is directed to an ink jet print cartridge comprising an ink jet storage receptacle, an ink jet printhead and an ink jet ink composition comprising ink and a water-soluble ultraviolet absorbing compound of the formula
wherein R
1
is selected from the group consisting of
R
2
is selected from the group consisting of —H and halogen; R
3
is selected from the group consisting of —H, halogen, lower alkyl, lower alkoxy, —CO
2
M and —SO
3
M, R
7
is selected from the group consisting of —H, —SO
3
M and —NHCO-lower alkyl; R
8
is selected from the group consisting of —H, —CO
2
M and —SO
3
M; R
9
is selected from the group consisting of —H, —CO
2
M, —SO
3
M and —NHCO-lower alkyl; and M is selected from the group consisting of —H, —Na, —K, —Li and —N—(R
10
)
4
wherein each R
10
is independently selected from the group consisting of —H, lower alkyl and
R
11
is selected from the group consisting of —H, —CH
3
and —CH
2
—CH
3
; and n is from 1 to 4; and wherein the compound contains one or two —SO
3
M groups, one —SO
3
M and one —CO
2
M group, or two —CO
2
M groups.
Another aspect of the present invention comprises an aqueous ink composition comprising ink and a water soluble ultraviolet absorbing compound of the formula
wherein R
2
is selected from the group consisting of —H and halogen; R
3
is selected from the group consisting of —H, halogen, lower alkyl, lower alkoxy, —CO
2
M and —SO
3
M; R
4
is selected from the group consisting of halogen, lower alkyl, lower alkoxy, —CO
2
M and —SO
3
M; R
5
is selected from the group consisting of —H, halogen, lower alkyl, lower alkoxy, and —OH; R
6
is selected from the group consisting of —H, halogen, lower alkyl, lower alkoxy, —CO
2
M and —SO
3
M; M is selected from the group consisting of —H, —Na, —Li and —N—(R
10
)
4
wherein each R
10
is individually selected from the group consisting of —H, lower alkyl and
R
11
is selected from the group consisting of —H, —CH
3
and —CH
2
—CH
3
; and n is from 1 to 4; and wherein the compound contains one or two —SO
3
M groups, one —SO
3
M and one —CO
2
M group or two —CO
2
M groups, with the provision that either (1) R
2
and R
3
are not both hydrogen, or (2) R
5
is not hydrogen.
The ink compositions of the present invention are advantageous in exhibiting, good color lightfastness when printed. The compositions are particularly advantageous for use in ink jet printers owing to the easy and direct combination of the aqueous ink and the water soluble ultraviolet absorber.
Still other objects, advantages and novel features of the present invention will become apparent to those skilled in the art from the following detailed description, which is simply by way of illustration various modes contemplated for carrying out the invention. As will be realized, the invention is capable of other different obvious aspects all without departing from the invention. Accordingly, the description is illustrative in nature and not restrictive.
DETAILED DESCRIPTION
The present invention relates to ink jet ink compositions comprising ink and a water-soluble ultraviolet absorbent compound of the formula
wherein R
1
is selected from the group consisting of
R
2
is selected from the group consisting of —H and halogen; R
3
is selected from the group consisting of —H, halogen, lower alkyl, lower alkoxy, —CO
2
M and —SO
3
M; R
7
is selected from the group consisting of —H, —SO
3
M and —NHCO-lower alkyl; R
8
is selected from the group consisting of —H, —CO
2
M and —SOM,; R
9
is selected from the group consisting of —H, —CO
2
M, —SO
3
M and —NHCO-lower alkyl; and M is selected from the group consisting of —H, —Na, —K, —Li and —N—(R
10
)
4
wherein each R
10
is independently selected from the group consisting of —H lower alkyl and
R
11
is selected from the group consisting of —H, —CH
3
and —CH
2
—CH
3
; and n is from 1 to 4; and wherein the compound contains one or two —SO
3
M groups, one —SO
3
M and one —CO
2
M group, or two —CO
2
M groups.
Reference to lower alkyl throughout this specification refers to C
1
-C
8
alkyl, preferably C
1
-C
4
alkyl. In addition, reference to lower alkoxy throughout this specification refers to C
1
-C
8
alkoxy, preferably C
1
-C
4

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