USRE33155E - Aqueous ink for ink jet printing - Google Patents
Aqueous ink for ink jet printing Download PDFInfo
- Publication number
- USRE33155E USRE33155E US07/179,408 US17940888A USRE33155E US RE33155 E USRE33155 E US RE33155E US 17940888 A US17940888 A US 17940888A US RE33155 E USRE33155 E US RE33155E
- Authority
- US
- United States
- Prior art keywords
- group
- magenta dye
- aqueous ink
- ink
- represent
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 238000007641 inkjet printing Methods 0.000 title description 7
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 16
- -1 alkali metal salt Chemical class 0.000 claims abstract description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 10
- 239000003755 preservative agent Substances 0.000 claims abstract description 10
- 230000002335 preservative effect Effects 0.000 claims abstract description 10
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 8
- 125000003277 amino group Chemical group 0.000 claims abstract description 8
- 125000003178 carboxy group Chemical class [H]OC(*)=O 0.000 claims abstract description 8
- 125000000542 sulfonic acid group Chemical group 0.000 claims abstract description 8
- 239000003960 organic solvent Substances 0.000 claims abstract description 6
- 238000009835 boiling Methods 0.000 claims abstract description 5
- 239000000203 mixture Substances 0.000 claims description 26
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 21
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 21
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
- CHHHXKFHOYLYRE-UHFFFAOYSA-M 2,4-Hexadienoic acid, potassium salt (1:1), (2E,4E)- Chemical compound [K+].CC=CC=CC([O-])=O CHHHXKFHOYLYRE-UHFFFAOYSA-M 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- QFOHBWFCKVYLES-UHFFFAOYSA-N Butylparaben Chemical compound CCCCOC(=O)C1=CC=C(O)C=C1 QFOHBWFCKVYLES-UHFFFAOYSA-N 0.000 claims description 2
- UWHCKJMYHZGTIT-UHFFFAOYSA-N Tetraethylene glycol, Natural products OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 claims description 2
- 125000000129 anionic group Chemical group 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- 235000010241 potassium sorbate Nutrition 0.000 claims description 2
- 239000004302 potassium sorbate Substances 0.000 claims description 2
- 229940069338 potassium sorbate Drugs 0.000 claims description 2
- XNRNJIIJLOFJEK-UHFFFAOYSA-N sodium;1-oxidopyridine-2-thione Chemical compound [Na+].[O-]N1C=CC=CC1=S XNRNJIIJLOFJEK-UHFFFAOYSA-N 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims description 2
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 claims description 2
- 101100386054 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) CYS3 gene Proteins 0.000 abstract 1
- 101150035983 str1 gene Proteins 0.000 abstract 1
- 239000000976 ink Substances 0.000 description 39
- 239000000975 dye Substances 0.000 description 38
- 239000012528 membrane Substances 0.000 description 8
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- PGLTVOMIXTUURA-UHFFFAOYSA-N iodoacetamide Chemical compound NC(=O)CI PGLTVOMIXTUURA-UHFFFAOYSA-N 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 150000005846 sugar alcohols Polymers 0.000 description 6
- 238000010521 absorption reaction Methods 0.000 description 4
- 238000001914 filtration Methods 0.000 description 3
- 238000004321 preservation Methods 0.000 description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 description 3
- 230000003595 spectral effect Effects 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- DORPKYRPJIIARM-UHFFFAOYSA-N Decaffeoylacteoside Natural products OC1C(O)C(O)C(C)OC1OC1C(O)C(OCCC=2C=C(O)C(O)=CC=2)OC(CO)C1O DORPKYRPJIIARM-UHFFFAOYSA-N 0.000 description 1
- 101150108015 STR6 gene Proteins 0.000 description 1
- DORPKYRPJIIARM-GYAWPQPFSA-N Verbasoside Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](O)[C@H](OCCC=2C=C(O)C(O)=CC=2)O[C@H](CO)[C@H]1O DORPKYRPJIIARM-GYAWPQPFSA-N 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000009795 derivation Methods 0.000 description 1
- 238000005562 fading Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/16—Writing inks
- C09D11/17—Writing inks characterised by colouring agents
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/32—Inkjet printing inks characterised by colouring agents
- C09D11/328—Inkjet printing inks characterised by colouring agents characterised by dyes
Definitions
- the present invention relates to an aqueous ink for ink jet printing by use of a dot printer and for use with ball point pens and fountain pens.
- the above dye has an excellent color tone and high solubility in water and polyhydric alcohols, it has the shortcoming that it fades significantly when exposed to light.
- R 1 and R 2 each represent ##STR5## (in which R 5 , R 6 , R 7 and R 8 each represent a lower alkyl group, an amino group, a sulfonic acid group in the form of an alkali metal salt, or a carboxyl group in the form of an alkali metal salt); R 3 and R 4 each represent a lower alkyl group, an amino group, a sulfonic acid group in the form of an alkali metal salt, or a carboxyl group in the form of an alkali metal salt; and k, l, m and n each represent an integer of 0, 1 or 2.
- the above dye having the formula (II) does not fade when exposed to light since it has high light resistance, but the color tone is slightly inferior to the first mentioned dye and the solubility in water and polyhydric alcohols is not as high as the first mentioned magenta dye.
- magenta dyes have high special absorption peaks in a wavelength range of 500 nm to 600 nm.
- most magenta dyes have also spectral absorption in the base of the absorption curves, for instance in the ranges of from 400 nm to 500 nm and from 600 nm to 700 nm and because of such spectral absorption, the color tone of such magenta dyes is not good.
- a magenta dye having a sharp peak in the first mentioned wavelength range is somehow vulnerable to light and fades easily when exposed to light. Therefore it is not suitable for use as a dye of an ink jet printing ink.
- an aqueous ink comprising a mixture of the previously discussed magenta dyes having the following formulas, a water-soluble organic solvent having a boiling point of 100° C. or higher, water and a preservative and anti-mold agent: ##STR6## wherein R 1 and R 2 each represent ##STR7## (in which R 5 , R 6 , R 7 and R 8 each represent a lower alkyl group, an amino group, a sulfonic acid group in the form of an alkali metal salt, or a carboxyl group in the form of an alkali metal salt); R 3 and R 4 each represent a lower alkyl group, an amino group, a sulfonic acid group in the form of an alkali metal salt, or a carboxyl group in the form of an alkali metal salt, and k, l, m and n each represent an integer of 0, 1 or 2.
- the dye having the formula (I) has high solubility in water and polyhydric alcohols and is excellent in color tone, but has poor light resistance.
- the dye having the formula (II) has excellent light resistance, but the solubility in water and polyhydric alcohols is not high and the color tone is slightly inferior.
- the mixing ratio of the dye of the formula (I) to the dye of the formula (II) in terms of part by weight be (1:3) to (3:1) and the total amount of the two dyes in the aqueous ink according to the present invention be in the range of 2.0 wt. % to 5.0 wt. % of the sun weight of the aqueous ink.
- the water-soluble organic solvent having a boiling point of 100° C. or higher ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycols (having a molecular weight of about 200, about 300 and about 400) and glycerol and mixtures thereof can be employed.
- the boiling point of such organic solvents is below 100° C., the solvents readily evaporate from the ink composition, so that the nozzles are plugged with the solid components of the ink during a non-use period.
- preservative and anti-mold agents for example, 2,2-dimethyl-6-acetoxy-dioxane-1,3-dehydrosodium acetate, p-hydroxy benzoic acid butyl ester, potassium sorbate, 2-pyridine thiol-1-oxidesodium salt, anionic surface active agents, Deltop 33 (commercialy available from Takeda Chemical Industries Ltd.), and Bioside 880 (commercially avaialbe from Taisho Co., Ltd.) can be employed.
- the pH of the aqueous ink according to the present invention be in the range of about 9.7 to about 10. If the pH is less than 9.7, the ink absorbs a CO 2 gas contained in the air, so that the pH of the ink is decreased and the metallic portions (for instance, made of Ni) of the nozzles are corroded with time.
- each aqueous ink was filtered through a 0.5 ⁇ m mesh membrane filter under a pressure of 2 atm and the time t 1 required to filter the ink through the membrane filter was measured.
- Each ink, without being filtered, was preserved for 2 months at a cooling and heating cycle of -10° C. for 12 hours and 40° C. for 12 hours.
- the ink was filtered through the same membrane filter in the same manner as mentioned above and the time time t 2 required to filter the ink was measured and the increased percentage of the time required for filtering the ink after the preservation test to the time required for filtering before the preservation test, that is,
- the same aqueous ink was charged in 10 ink jet heads each having one nozzle having a diameter of 40 ⁇ m, and was caused to issue from the ink jet heads with a pressure of 3.5 kg/cm 2 and with vibrations at a frequency of 100 KHz to a sheet of plain paper which was placed at a distance of 30 mm from the nozzles, whereby the first ink-impinging position was determined.
- the ink was allowed to stand at 40° C., 30% RH for 2 months without being used for subjecting the ink to a non-use test. After this non-use test, the ink was again caused to issue from the 10 ink jet heads to the plain paper under the same conditions as mentioned above, so that the second ejected position was determined. Thus the deviation of the second ink-impinging position from the first ink-impinging position was obtained.
- the density d 1 of an image printed on the plain paper in the above Test 2 was first measured and the image was exposed to light by a carbon arc lamp at 40° C., 80% RH for 5 hours, so that the image density d 2 of the image exposed to the light was measured.
- the percentage of the decrease in the image density after the exposure that is,
- the percentage of the increase in the filtering time be not more than 10%.
- the derivation be not more than 100 ⁇ m.
- the fading ratio be not more than 10%.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
Abstract
An aqueous ink is disclosed, which comprises a first magenta dye having the formula (I), a second magenta dye having the formula (II), a water-soluble organic solvent having a boiling point of 100° C. or higher, water and a preservative and anti-mold agent: ##STR1## wherein K.and R2 each represent ##STR2## (in which R5, R6, R7 and R8 each represent a lower alkyl group, an amino group, a sulfonic acid group in the form of an alkali metal salt, or a carboxyl group in the form of an alkali metal salt); R3 and R4 each represent a lower alkyl group, an amino group, a sulfonic acid group in the form of an alkali metal salt, or a carboxyl group in the form of an alkali metal salt; and k, l, m and n each represent an integer of 0, 1 or 2.
Description
The present invention relates to an aqueous ink for ink jet printing by use of a dot printer and for use with ball point pens and fountain pens.
Conventionally, there is known an aqueous ink for ink jet printing in which a halogenated xanthene-type dye having the following formula (I) is employed: ##STR3##
Although the above dye has an excellent color tone and high solubility in water and polyhydric alcohols, it has the shortcoming that it fades significantly when exposed to light.
There is also known an aqueous ink for ink jet printing in which another xanthene-type dye having the following formula (II) is employed: ##STR4## wherein R1 and R2 each represent ##STR5## (in which R5, R6, R7 and R8 each represent a lower alkyl group, an amino group, a sulfonic acid group in the form of an alkali metal salt, or a carboxyl group in the form of an alkali metal salt); R3 and R4 each represent a lower alkyl group, an amino group, a sulfonic acid group in the form of an alkali metal salt, or a carboxyl group in the form of an alkali metal salt; and k, l, m and n each represent an integer of 0, 1 or 2.
The above dye having the formula (II) does not fade when exposed to light since it has high light resistance, but the color tone is slightly inferior to the first mentioned dye and the solubility in water and polyhydric alcohols is not as high as the first mentioned magenta dye.
Generally, it is preferable that magenta dyes have high special absorption peaks in a wavelength range of 500 nm to 600 nm. However, most magenta dyes have also spectral absorption in the base of the absorption curves, for instance in the ranges of from 400 nm to 500 nm and from 600 nm to 700 nm and because of such spectral absorption, the color tone of such magenta dyes is not good. A magenta dye having a sharp peak in the first mentioned wavelength range, however, is somehow vulnerable to light and fades easily when exposed to light. Therefore it is not suitable for use as a dye of an ink jet printing ink.
It is therefore an object of the present invention to provide an aqueous magenta ink for ink jet printing which is particularly improved with respect to the color tone and light resistance as compared with conventional aqueous magenta inks.
According to the present invention, the above object is attained by an aqueous ink comprising a mixture of the previously discussed magenta dyes having the following formulas, a water-soluble organic solvent having a boiling point of 100° C. or higher, water and a preservative and anti-mold agent: ##STR6## wherein R1 and R2 each represent ##STR7## (in which R5, R6, R7 and R8 each represent a lower alkyl group, an amino group, a sulfonic acid group in the form of an alkali metal salt, or a carboxyl group in the form of an alkali metal salt); R3 and R4 each represent a lower alkyl group, an amino group, a sulfonic acid group in the form of an alkali metal salt, or a carboxyl group in the form of an alkali metal salt, and k, l, m and n each represent an integer of 0, 1 or 2.
As mentioned previously, the dye having the formula (I) has high solubility in water and polyhydric alcohols and is excellent in color tone, but has poor light resistance. The dye having the formula (II) has excellent light resistance, but the solubility in water and polyhydric alcohols is not high and the color tone is slightly inferior.
Since the affinity between the dye of the formula (I) and the dye of the formula (II) is high and the dye of the formula (I) is very soluble in water and polyhydric alcohols, a mixture of the dye of the formula (I) and the dye of the formula (II) is highly soluble in water and polyhydric alcohols and significantly resistant to light, possibly because the dye of the formula (II) having high light resistance protects the dye of the formula (I) when they are mixed. As a result, this mixture is suitable as a magenta dye composition for ink jet printing.
It is preferable that the mixing ratio of the dye of the formula (I) to the dye of the formula (II) in terms of part by weight be (1:3) to (3:1) and the total amount of the two dyes in the aqueous ink according to the present invention be in the range of 2.0 wt. % to 5.0 wt. % of the entier weight of the aqueous ink.
As the water-soluble organic solvent having a boiling point of 100° C. or higher, ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycols (having a molecular weight of about 200, about 300 and about 400) and glycerol and mixtures thereof can be employed. When the boiling point of such organic solvents is below 100° C., the solvents readily evaporate from the ink composition, so that the nozzles are plugged with the solid components of the ink during a non-use period.
As the preservative and anti-mold agents, for example, 2,2-dimethyl-6-acetoxy-dioxane-1,3-dehydrosodium acetate, p-hydroxy benzoic acid butyl ester, potassium sorbate, 2-pyridine thiol-1-oxidesodium salt, anionic surface active agents, Deltop 33 (commercialy available from Takeda Chemical Industries Ltd.), and Bioside 880 (commercially avaialbe from Taisho Co., Ltd.) can be employed.
Further it is preferable that the pH of the aqueous ink according to the present invention be in the range of about 9.7 to about 10. If the pH is less than 9.7, the ink absorbs a CO2 gas contained in the air, so that the pH of the ink is decreased and the metallic portions (for instance, made of Ni) of the nozzles are corroded with time.
Specific examples of the dye of the formula (II) for use in the present invention are as follows: ##STR8##
By referring to the following examples, the present invention will now be explained in detail.
A mixture of the following components was prepared:
______________________________________
Parts by Weight
______________________________________
Magenta dye (I) 2.5
Magenta dye (II)-1 1.0
Glycerol 10
Diethylene glycol 10
Preservative and anti-mold agent
0.5
(Deltop 33 commercially available from
Takoda Chemical Industries, Ltd.
Ion-exchanged water 75
______________________________________
To the above mixture, a small amount of sodium carbonate was added so that the pH of the mixture was adjusted to be 10. The mixture was heated to 70° C., stirred at the same temperature for 4 hours and then filtered through a membrane filter with a 0.22 μm mesh, whereby an aqueous ink No. 1 according to the present invention was prepared.
A mixture of the following components was prepared:
______________________________________
Parts by Weight
______________________________________
Magenta dye (I) 2.5
Magenta dye (II)-3 1.5
Glycerol 20
Diethylene glycol 25
Preservative and anti-mold agent
0.5
(Deltop 33 commercially available from
Takoda Chemical Industries, Ltd.
Ion-exchanged water 60
______________________________________
To the above mixture, a small amount of sodium hydroxide was added so that the pH of the mixture was adjusted to be 9.7. The mixture was heated to 70° C., stirred at the same temperature for 4 hours and then filtered through a membrane filter with a 0.22 μm mesh, whereby an aqueous ink No. 2 according to the present invention was prepared.
A mixture of the following components was prepared:
______________________________________
Parts by Weight
______________________________________
Magenta dye (I) 1.5
Magenta dye (II)-4 1.0
Magenta dye (II)-6 2.0
Glycerol 25
Diethylene glycol 20
Preservative and anti-mold agent
0.5
(Deltop 33 commercially available from
Takoda Chemical Industries, Ltd.
Ion-exchanged water 50
______________________________________
To the above mentioned, a small amount of sodium hydroxide was added so that the pH of the mixture was adjusted to be 9.8. The mixture was heated to 70° C., stirred at the same temperature for 4 hours and then filtered through a membrane filter with a 0.22 μm mesh, whereby an aqueous ink No. 3 according to the present invention was prepared. cl Comparative Example 1
A mixture of the following components was prepared:
______________________________________
Parts by Weight
______________________________________
Magenta dye (I) 3.5
Glycerol 10
Diethylene glycol 10
Preservative and anti-mold agent
0.5
(Deltop 33 commercially available from
Takoda Chemical Industries, Ltd.
Ion-exchanged water 75
______________________________________
To the above mixture, a small amount of sodium carbonate was added so that the pH of the mixture weas adjusted to be 10. The mixture was heated to 70° C., stirred at the same temperature for 4 hours and then filtered through a membrane filter with a 0.22 μm mesh, whereby a comparative aqueous ink No. 1 was prepared.
A mixture of the following components was prepared:
______________________________________
Parts by Weight
______________________________________
Magenta Dye (II)-1 3.5
Glycerol 10
Diethylene glycol 10
Preservative and anti-mold agent
0.5
(Deltop 33 commercially available from
Takoda Chemical Industries, Ltd.
Ion-exchanged water 75
______________________________________
To the above mixture, a small amount of sodium carbonate was added so that the pH of the mixture was adjusted to be 10. The mixture was heated to 70° C., stirred at the same temperature for 4 hours and then filtered through a membrane filter which a 0.22 μm mesh, whereby a comparative aqueous ink No. 2 was prepared.
The thus prepared aqueous inks No. 1 through No. 3 according to the present invention and the comparative aqueous inks No. 1 and No. 1 and No. 2 were subjected to the following tests:
Test 1
100 g of each aqueous ink was filtered through a 0.5 μm mesh membrane filter under a pressure of 2 atm and the time t1 required to filter the ink through the membrane filter was measured. Each ink, without being filtered, was preserved for 2 months at a cooling and heating cycle of -10° C. for 12 hours and 40° C. for 12 hours. After this preservation test, the ink was filtered through the same membrane filter in the same manner as mentioned above and the time time t2 required to filter the ink was measured and the increased percentage of the time required for filtering the ink after the preservation test to the time required for filtering before the preservation test, that is,
(t.sub.2 -t.sub.1)/t.sub.1 ×100%
was calaculated.
Test 2
The same aqueous ink was charged in 10 ink jet heads each having one nozzle having a diameter of 40 μm, and was caused to issue from the ink jet heads with a pressure of 3.5 kg/cm2 and with vibrations at a frequency of 100 KHz to a sheet of plain paper which was placed at a distance of 30 mm from the nozzles, whereby the first ink-impinging position was determined. The ink was allowed to stand at 40° C., 30% RH for 2 months without being used for subjecting the ink to a non-use test. After this non-use test, the ink was again caused to issue from the 10 ink jet heads to the plain paper under the same conditions as mentioned above, so that the second ejected position was determined. Thus the deviation of the second ink-impinging position from the first ink-impinging position was obtained.
Test 3
The density d1 of an image printed on the plain paper in the above Test 2 was first measured and the image was exposed to light by a carbon arc lamp at 40° C., 80% RH for 5 hours, so that the image density d2 of the image exposed to the light was measured. The percentage of the decrease in the image density after the exposure, that is,
(d.sub.1 -D.sub.2)/d.sub.1 ×100%
was obtained.
The results of the above tests are summarized in the following table:
TABLE ______________________________________ Aqueous Test 1 Test 2 Test 3 Ink (%) (μm) (%) ______________________________________ No. 1 4 40 8 No. 2 7 25 6 No. 3 5 18 7 Comp. Ink 21 23 35 No. 1 Comp. Ink 26 145 5 No. 2 ______________________________________
In Test 1, it is preferable that the percentage of the increase in the filtering time be not more than 10%.
In Test 2, it is preferable that the derivation be not more than 100 μm.
In Test 3, it is preferable that the fading ratio be not more than 10%.
The results in the above table indicate that the aqueous inks according to the present invention are far better in the preservability, ejection stability and light resistance than the comparative aqueous inks in which not a combination of the magenta dye of the formula (I) and the magenta dye of the formula (II), but either the magenta dye of the formula (I) or the magenta dye of the formula (II) was employed.
Claims (6)
1. In an aqueous ink comprising a water-soluble organic solvent having a boiling point of 100° C., or higher, water and a preservative and an anti-mold agent, the improvement comprising a first magenta dye having the formula (I) and a second magenta dye having the formula (II): ##STR9## wherein R1 and R2 each represent ##STR10## (in which R5, R6, R7 and R8 each represent a lower alkyl group, an amino group, a sulfonic acid group in the form of an alkali metal salt or a carboxyl group in the form of an alkali metal salt); R3 and R4 each represent a lower alkyl group, an amino group, a sulfonic acid group in the form of an alkali metal salt, or a carboxyl group in the form of an alkali metal salt; and k, l, m and n each represent an integer of 0, 1 or 2.
2. An aqueous ink as claimed in claim 1, wherein the mixing ratio of said first magenta dye to the second magenta dye is in the range of (1:3) to (3:1).
3. An aqueous ink as claimed in claim 1, wherein the total amount of said first magenta dye and said second magenta dye is in the range of 2.0 wt. % to 5.0 wt. % of the entire weight of said aqueous ink.
4. An aqueous ink as claimed in claim 1, wherein said second magenta dye is selected from the group consisting of ##STR11##
5. An aqueous ink as claimed in claim 1, wherein said water-soluble organic solvent is selected from the group consisting of ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycols and glycerol and mixtures thereof.
6. An aqueous ink as claimed in claim 1, wherein said preservative and anti-mold agent is selected from the group consisting of 2,2-dimethyl-6-acetoxy-dioxane-1,3-dehydrosodium acetate, p-hydroxy benzoic acid butyl ester, potassium sorbate, 2-pyridine thiol-1-oxidesodium salt and anionic surface active agents.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59053554A JPS60199079A (en) | 1984-03-22 | 1984-03-22 | Water-based ink for ink jet |
| JP59-53554 | 1984-03-22 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US06/708,651 Reissue US4581071A (en) | 1984-03-22 | 1985-03-06 | Aqueous ink for ink jet printing |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| USRE33155E true USRE33155E (en) | 1990-01-30 |
Family
ID=12946016
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US06/708,651 Ceased US4581071A (en) | 1984-03-22 | 1985-03-06 | Aqueous ink for ink jet printing |
| US07/179,408 Expired - Lifetime USRE33155E (en) | 1984-03-22 | 1988-04-05 | Aqueous ink for ink jet printing |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US06/708,651 Ceased US4581071A (en) | 1984-03-22 | 1985-03-06 | Aqueous ink for ink jet printing |
Country Status (4)
| Country | Link |
|---|---|
| US (2) | US4581071A (en) |
| JP (1) | JPS60199079A (en) |
| DE (1) | DE3510537A1 (en) |
| GB (1) | GB2156372B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030096192A1 (en) * | 2001-03-28 | 2003-05-22 | Horst Berneth | Optical data carrier comprising a xanthene dye as light-absorbent compound in the information layer |
| US20090230386A1 (en) * | 2008-01-22 | 2009-09-17 | Satoshi Yamamoto | Benzobisthiazole compound, benzobisthiazole polymer, organic film including the compound or polymer and transistor including the organic film |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5374479A (en) * | 1991-06-11 | 1994-12-20 | Victor Company Of Japan, Ltd. | Magnetic recording medium comprising 4,5-dichloro-2-octyl-4-isothiazoline-3-one anti mold agent in the magnetic layer or backcoat layer |
| EP0542420A1 (en) * | 1991-11-15 | 1993-05-19 | Zeneca Limited | Anionic xanthene derivatives and their use in inks |
| DE69302039T2 (en) * | 1992-03-06 | 1996-09-12 | Zeneca Ltd | Ink compositions |
| US5302193A (en) * | 1992-12-21 | 1994-04-12 | R. R. Donnelley & Sons Co. | Waterbased gravure ink and method of printing |
| JP3247784B2 (en) * | 1993-12-22 | 2002-01-21 | 株式会社リコー | Aqueous ink and recording method using the same |
| US5919291A (en) * | 1996-04-10 | 1999-07-06 | Minolta Co., Ltd. | Aqueous recording solution for ink jet |
| US6730149B2 (en) | 2001-01-22 | 2004-05-04 | Ricoh Company Limited | Ink composition and inkjet recording method and apparatus using the ink composition |
| US6786588B2 (en) * | 2001-03-23 | 2004-09-07 | Ricoh Company Limited | Pretreatment liquid for recording material and image recording method using the pretreatment liquid |
| WO2004101709A1 (en) * | 2003-05-09 | 2004-11-25 | Applera Corporation | Phenyl xanthene dyes |
| WO2004101708A1 (en) | 2003-05-09 | 2004-11-25 | Applera Corporation | Fluorescent polymeric materials containing lipid soluble rhodamine dyes |
| US20070197685A1 (en) * | 2006-01-18 | 2007-08-23 | Tamotsu Aruga | Recording ink as well as ink media set, ink cartridge, ink recorded matter, inkjet recording apparatus and inkjet recording method |
| JP5990868B2 (en) | 2010-04-09 | 2016-09-14 | 株式会社リコー | Film production method and film by ink jet method |
| US8807731B2 (en) | 2010-06-02 | 2014-08-19 | Ricoh Company, Ltd. | Inkjet image forming apparatus and inkjet image forming method |
| JP5737141B2 (en) | 2010-12-14 | 2015-06-17 | 株式会社リコー | Active energy ray-curable ink for inkjet, ink container, image forming apparatus and image forming method |
| JP2012140550A (en) | 2011-01-04 | 2012-07-26 | Ricoh Co Ltd | Ultraviolet-curable ink and inkjet recording method |
| JP5966482B2 (en) | 2011-03-25 | 2016-08-10 | 株式会社リコー | Ink jet recording method and ink jet recording apparatus |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3344648A1 (en) * | 1982-12-10 | 1984-06-14 | Ricoh Co., Ltd., Tokio/Tokyo | RECORDING PROCEDURE |
| DE3401982A1 (en) * | 1983-01-20 | 1984-08-02 | Ricoh Co., Ltd., Tokio/Tokyo | AQUEOUS INK FOR INK JET PRINTING AND INK JET RECORDING METHOD |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB663918A (en) * | 1947-11-06 | 1951-12-27 | Sun Chemical Corp | Improvements in or relating to ink compositions |
| DE2258837A1 (en) * | 1972-12-01 | 1974-06-12 | Agfa Gevaert Ag | PURPLE INK FOR THE INK JET PROCESS |
| DE2258835A1 (en) * | 1972-12-01 | 1974-06-12 | Agfa Gevaert Ag | Aqueous INK FOR THE INK JET PROCESS |
| JPS57197191A (en) * | 1981-05-30 | 1982-12-03 | Fuji Photo Film Co Ltd | Ink jet color print system |
-
1984
- 1984-03-22 JP JP59053554A patent/JPS60199079A/en active Pending
-
1985
- 1985-03-06 US US06/708,651 patent/US4581071A/en not_active Ceased
- 1985-03-19 GB GB8507092A patent/GB2156372B/en not_active Expired
- 1985-03-22 DE DE19853510537 patent/DE3510537A1/en not_active Ceased
-
1988
- 1988-04-05 US US07/179,408 patent/USRE33155E/en not_active Expired - Lifetime
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3344648A1 (en) * | 1982-12-10 | 1984-06-14 | Ricoh Co., Ltd., Tokio/Tokyo | RECORDING PROCEDURE |
| DE3401982A1 (en) * | 1983-01-20 | 1984-08-02 | Ricoh Co., Ltd., Tokio/Tokyo | AQUEOUS INK FOR INK JET PRINTING AND INK JET RECORDING METHOD |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030096192A1 (en) * | 2001-03-28 | 2003-05-22 | Horst Berneth | Optical data carrier comprising a xanthene dye as light-absorbent compound in the information layer |
| US20090230386A1 (en) * | 2008-01-22 | 2009-09-17 | Satoshi Yamamoto | Benzobisthiazole compound, benzobisthiazole polymer, organic film including the compound or polymer and transistor including the organic film |
| US8193304B2 (en) | 2008-01-22 | 2012-06-05 | Ricoh Company Limited | Benzobisthiazole compound, benzobisthiazole polymer, organic film including the compound or polymer and transistor including the organic film |
Also Published As
| Publication number | Publication date |
|---|---|
| DE3510537A1 (en) | 1985-10-03 |
| GB2156372A (en) | 1985-10-09 |
| US4581071A (en) | 1986-04-08 |
| GB2156372B (en) | 1987-10-28 |
| GB8507092D0 (en) | 1985-04-24 |
| JPS60199079A (en) | 1985-10-08 |
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