WO2006004204A1 - インクジェット用インク、インクジェット記録方法、インクカートリッジ、記録ユニット及びインクジェット記録装置 - Google Patents
インクジェット用インク、インクジェット記録方法、インクカートリッジ、記録ユニット及びインクジェット記録装置 Download PDFInfo
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- WO2006004204A1 WO2006004204A1 PCT/JP2005/012702 JP2005012702W WO2006004204A1 WO 2006004204 A1 WO2006004204 A1 WO 2006004204A1 JP 2005012702 W JP2005012702 W JP 2005012702W WO 2006004204 A1 WO2006004204 A1 WO 2006004204A1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B47/00—Porphines; Azaporphines
- C09B47/04—Phthalocyanines abbreviation: Pc
- C09B47/08—Preparation from other phthalocyanine compounds, e.g. cobaltphthalocyanineamine complex
- C09B47/24—Obtaining compounds having —COOH or —SO3H radicals, or derivatives thereof, directly bound to the phthalocyanine radical
- C09B47/26—Amide radicals
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- 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
- C09D11/02—Printing inks
- C09D11/03—Printing inks characterised by features other than the chemical nature of the binder
- C09D11/037—Printing inks characterised by features other than the chemical nature of the binder characterised by the pigment
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41J—TYPEWRITERS; SELECTIVE PRINTING MECHANISMS, i.e. MECHANISMS PRINTING OTHERWISE THAN FROM A FORME; CORRECTION OF TYPOGRAPHICAL ERRORS
- B41J2/00—Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed
- B41J2/005—Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed characterised by bringing liquid or particles selectively into contact with a printing material
- B41J2/01—Ink jet
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
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- 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
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- 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
- C09D11/40—Ink-sets specially adapted for multi-colour inkjet printing
Definitions
- the present invention relates to an inkjet ink having high environmental gas resistance and capable of obtaining a good image in which the occurrence of metallic gloss, so-called bronze phenomenon, is suppressed even when printing on a recording medium.
- the present invention also relates to an ink jet recording method, an ink cartridge, a recording unit, and an ink jet recording apparatus using the ink jet ink.
- the ink jet recording method is a recording method in which ink droplets are applied onto plain paper and glossy media and other recording media to form images, and it is rapidly becoming popular due to its low cost and improved recording speed. Is progressing. In addition to the advancement of high-quality recorded images, with the rapid spread of digital cameras, it has become widespread as a method for outputting photographic images comparable to silver halide photography.
- the problem of the ink jet recording method compared with silver salt photography is the image storability of the obtained recorded matter.
- the recorded matter obtained by the ink jet recording method has lower image storability than silver salt photography, and the recorded matter has been exposed to light, humidity, heat, environmental gases present in the air for a long time.
- the color material on the recorded material deteriorates, causing a change in color tone or fading. I got it.
- improving the environmental gas resistance to the level of silver halide photography has been a problem in the conventional ink jet recording system. Of yellow, magenta, and cyan hues used as ink-jet inks, cyan has the lowest environmental gas resistance. Therefore, improving the environmental gas resistance of cyan ink to the same level as that of yellow ink and magenta ink is one of the important issues in the ink jet recording system.
- the basic skeleton of the color material for ink jet ink having a cyan hue is roughly divided into a phthalocyanine skeleton and a triphenylmethane skeleton.
- CI D irect B l ue 86, 87, CI D irect B 1 ue 199, etc. are examples of the material of the former, and C. I. Ac id B 1 ue 9 etc.
- phthalocyanine-based colorants are characterized by superior light resistance compared to triphenylmethane-based colorants. Furthermore, phthalocyanine color materials are widely used as color materials for ink-jet inks because of their high fastness to humidity and heat and good color development. .. However, phthalocyanine-based colorants tend to have poor fastness to environmental gases in the air (ozone, NO x , S 0 2 ), especially ozone gas. In particular, the low fastness of a recorded matter printed on a recording medium having an ink receiving layer containing an inorganic substance such as alumina or silica is remarkable. End up.
- an ink jet ink can be provided that has an environmental gas property and provides an image having excellent bronze resistance. Accordingly, an object of the present invention is to provide an ink jet ink which has excellent color development, high environmental gas resistance, and gives an image excellent in bronze resistance. Another object of the present invention is to provide a recording method, a recording unit, an ink cartridge, and an ink jet recording apparatus using the inkjet ink.
- the ink for ink jet according to the present invention is an inkjet ink containing at least a color material, wherein the color material is a compound represented by the following general formula (I) or a salt thereof,
- the content (% by mass) is 3.0% by mass or more with respect to the total mass of the inkjet ink, and the color material concentration of the inkjet ink obtained by the small angle X-ray scattering method is 3.
- the dispersion distance d 75 value occupying 75% of the dispersion distance distribution of the molecular assembly in the ink prepared to 0 mass% is characterized by being 6.50 ⁇ m or more and 7.10 nm or less.
- M is an alkali metal or ammonium
- R and R 2 are each independently a hydrogen atom, a sulfonic acid group, or a strong loxyl group (provided that R 2 is the same).
- An ink jet ink includes at least an inkjet ink containing a color material, wherein the color material has the following general formula:
- the maximum absorption wavelength (Amax) in the ink obtained by diluting the ink jet ink obtained by 2000 times is from 612.0 to 1111 to 616.0 nm.
- M is an alkali metal or ammonium
- R and R 2 are each independently a hydrogen atom, a sulfonic acid group, or a strong loxyl group (provided that R 2 is the same).
- An ink-jet ink according to another embodiment of the present invention is characterized in that, in the ink-jet ink having the above-described configuration, the colorant is a compound represented by the following general formula (II) or a salt thereof: .
- An ink-jet ink according to another embodiment of the present invention is the ink-jet ink having the above-described configuration, further containing water and a water-soluble organic solvent, wherein the water-soluble organic solvent is 2-pyrrolidone, And inkjet ink
- the content (mass%) of 2-pyrrolidone is 50% or more with respect to the content (mass%) of the coloring material.
- An ink jet recording method is an ink jet recording method including a step of performing recording on a recording medium by discharging ink by an ink jet method, wherein the ink is an ink jet having the above-described configuration. It is an ink for use.
- An ink cartridge according to another embodiment of the present invention is characterized in that the ink is an ink jet ink having the above-described configuration in an ink force trough provided with an ink containing portion for containing ink. .
- a recording unit comprising: an ink storage portion that stores ink; and a recording unit that includes a recording head for ejecting ink. It is an inkjet ink having the above-described configuration.
- An ink jet recording apparatus is an ink jet recording apparatus comprising: an ink container that stores ink; and a recording head that ejects ink. Ink-jet ink.
- an ink jet ink that has an excellent color developability, has high environmental gas resistance, and gives an image having excellent bronzing resistance.
- an ink jet recording method an ink cartridge, a recording unit and an ink jet recording apparatus using the ink jet ink.
- Figure 1 shows the measurement principle of the small-angle X-ray scattering method.
- Figure 2 shows small-angle X-ray scattering of phthalocyanine colorants and triphenylmethane colorants. It is a random profile.
- FIG. 3 is a conceptual diagram of the dispersion distance of molecular aggregates of phthalocyanine color materials.
- FIG. 4 is a perspective view of the recording apparatus.
- FIG. 5 is a perspective view of the mechanism of the recording apparatus.
- FIG. 6 is a sectional view of the recording apparatus.
- FIG. 7 is a perspective view showing a state where the ink tank is attached to the head cartridge.
- FIG. 8 is an exploded perspective view of the head cartridge.
- FIG. 9 is a front view showing a recording element substrate in the head cartridge.
- the salt when the colorant is a salt, the salt is dissociated into ions in the ink, but it is expressed as “contains salt” for convenience.
- ink ink-jet ink according to the present invention
- cyan ink in particular tends to be inferior in environmental gas resistance.
- recorded matter obtained using cyan ink is 2% in an environment with a temperature of 40 t, a humidity of 55%, and an ozone gas concentration of 2 pm.
- cyan ink that has a reflection density at the 50% duty area of the recorded material of 83% or more remaining compared to the 50% duty area of the recorded material before exposure when exposed for 0 hours. It is a goal.
- the ink according to the present invention must contain the compound represented by the general formula (I) or a salt thereof.
- the compound represented by the following general formula (I) or a salt thereof is a phthalocyanine derivative having a cyan hue and excellent environmental gas resistance.
- M is an alkali metal or ammonium, and R 2 is independently a hydrogen atom, a sulfonic acid group, or a force loxyl group (provided that R 2 and R 2 simultaneously become a hydrogen atom)
- the substitution position of the substituent is the 4th or 4 'position.
- phthalocyanine derivatives are inevitably introduced during the synthesis of the carbon atom on the benzene nucleus to which the substitution position (! ⁇ To shaku ⁇ ) of the substituent R n (n: 1-16) in general formula (III) binds.
- substitution position (! ⁇ To shaku ⁇ ) of the substituent R n (n: 1-16) in general formula (III) binds are often defined as 1st to 16th positions).
- substitutional isomers are often regarded as the same derivative, usually without distinction from each other.
- the coloring materials used in the present invention are the 4-position and 4′-position in the general formula (I) (R 2 , R 3 , R 6 , R 7 , R 10 R X1 , R 14 , R 15 in the general formula (III)).
- Only an unsubstituted sulfamoyl group (one S0 2 NH 2 ) or a substituted sulfamoyl group (a group represented by the general formula (IV)) is a phthalocyanine derivative.
- the present inventors have found that a recorded matter obtained using an ink containing such a compound is extremely excellent in environmental gas resistance.
- a 4-sulfophthalic acid derivative, or a 4-sulfophthalic acid derivative and a (water-free) phthalic acid derivative are used.
- a phthalocyanine compound obtained by reacting in the presence is used as a raw material. Further, it is obtained by converting a sulfonic acid group in the phthalocyanine compound into a chlorosulfonic acid group and then reacting with an aminating agent in the presence of an organic amine.
- substituted sulfamoyl group represented by the general formula (IV) Preferred specific examples of the substituted sulfamoyl group represented by the general formula (IV) are shown below.
- the substituted sulfamoyl group used in the present invention is not limited to this.
- the substituted sulfamoyl group represented by the general formula (IV) is shown in the form of free acid.
- the compound substituted by the above exemplified substituent 1, that is, the compound represented by the following general formula (I I) or a salt thereof is the most preferable compound because of its balance between color development and environmental gas resistance.
- M is an alkali metal or ammonium
- m l to 3
- sulfonate groups (—S0 3 M) and unsubstituted sulfamoyl groups (—S0 2 ), which are substituents substituted on the phthalocyanine skeleton.
- isomers with different numbers of NH 2 ) and substituted sulfamoyl groups groups represented by the general formula (IV)).
- the compound represented by the general formula (I) or a salt thereof is a mixture of these isomers. Depending on the number and kind of the isomers, even if the compounds have the same structure, the characteristics are large. It has been confirmed that they are different. One of the characteristics is the difference in cohesiveness of the colorant itself. 2
- phthalocyanine colorants have higher cohesiveness than color materials with other structures (triphenylmethane, azo, xanthene, etc.). 'In addition, by increasing the cohesion, the'fastness' is also increased. On the other hand, a color material with high cohesiveness also has high cohesiveness of the color material in ink. For this reason, when printing on a recording medium, there is a tendency that the occurrence of a bronze phenomenon that causes a reduction in image quality becomes remarkable.
- the color material has a remarkably low cohesiveness, the fastness, particularly the environmental gas resistance, will decrease. Therefore, the recorded matter obtained using the ink containing the coloring material may not be able to obtain the same level of image storability as yellow ink and magenta ink, which are excellent in environmental gas resistance.
- the coloring material when the compound represented by the general formula (I) or a salt thereof is used as a coloring material, the coloring material can suppress the occurrence of the bronze phenomenon and obtain desired environmental gas resistance. It is necessary to control the cohesiveness of the.
- the colorant used in the ink of the present invention is a compound represented by the general formula (I) or a salt thereof, and a skeleton similar to that of the colorant.
- the following can be said in comparison with CI D irect B 1 ue 99, CI D irect B 1 ue 86, etc., which are typical colorants.
- the molecular weight of the substituent substituted on the phthalocyanine skeleton is large, and the molecular weight of the whole coloring material is also large, the coloring efficiency per the same mass% is lower than the latter. For this reason, in order to obtain the same color developability as that of the ink containing the conventional color material, it is necessary to set the color material concentration in the ink high.
- the content (mass%) of the color material when printing on plain paper with low color developability, in order to obtain the same color developability as that of a conventional ink containing a color material, the content (mass%) of the color material must be equal to the total mass of the ink. On the other hand, it is preferably 3.0% by mass or more. In order to sufficiently satisfy the reliability such as adhesion, the content is preferably 10.0% by mass or less.
- the content (mass%) of the compound represented by the general formula (I) or a salt thereof, which is the color material used in the ink of the present invention is 3.0 mass% or more with respect to the total mass of the ink. It is necessary to control the cohesiveness of the colorant within a range where the occurrence of bronzing can be suppressed even at high colorant concentrations and the desired environmental gas resistance can be obtained.
- the present inventors have conducted intensive studies focusing on the aggregation property of the compound represented by the general formula (I) or a salt thereof. As a result, by changing the type of replacement plug of the colorant that is the compound represented by the general formula (I) or a salt thereof, the aggregation of the colorant is controlled, the coloration is excellent, and the bronze phenomenon occurs.
- the inventors have found a method for improving the environmental gas resistance, and have made the present invention.
- the small angle X-ray scattering method can be applied to the measurement of the cohesiveness of the color material used in the present invention.
- Small-angle X-ray scattering is based on the latest colloid chemistry (Kodansha Scientific Fumio Kitahara and Kunio Furusawa) and “Surface and Colloid States” (Tokyo Chemical Doujin Tadashi Nakagaki For example, it is a technique that has been widely used to calculate the distance between colloidal particles in a colloidal solution.
- Fig. 1 is a measurement principle diagram of the small-angle X-ray scattering method.
- the X-rays generated from the X-ray source are focused on the sample solution to a few millimeters or less while passing through the 1st to 3rd slits and irradiated to the sample solution.
- X-rays irradiated to the sample solution are scattered on the sample solution and then detected on the imaging plate. Since the scattered X-rays interfere with each other due to the difference in the optical path difference, using the obtained 0 value, the distance d value between particles can be obtained by the Bragg equation (Equation (1) below). .
- ⁇ is the wavelength of X-rays
- d is the distance between particles
- 0 is the scattering angle.
- the scattering angle profile has No peak occurs.
- a strong peak having a maximum value in the range of 20 0 ° to 5 ° is detected and formed by aggregation of phthalocyanine color material molecules. It can be confirmed that the particles (molecular aggregates) are arranged according to a certain rule.
- FIG. 2 shows a triphenyl monomer color material having a structure represented by the following compound (1) and a phthalocyanine color material having a structure represented by the general formula (I), each of a 10% by mass aqueous solution.
- the scattering angle profile in is shown. From Fig. 2, it can be seen that, even in the color material having the same cyan hue, the lid mouth cyanine color material has a specific scattering angle peak. In other words, in the case of phthalocyanine-based colorants, several phthalocyanine molecules aggregate in an aqueous solution to form a molecular aggregate. And the distance between molecular assemblies has a certain distribution as shown by the scattering angle profile.
- Figure 3 is a conceptual diagram of the dispersion distance of a molecular assembly of phthalocyanine-based color materials.
- the radius of the molecular assembly of a phthalocyanine colorant be r 1 and the distance between the molecular assemblies be d 1.
- dl is always constant if the structure of the phthalocyanine-based colorant is the same, as the radius of the molecular assembly formed by the phthalocyanine-based colorant increases from rl ⁇ r2, small-angle X-rays
- the d value measured from the scattering method is also considered to increase from d 2 to d 3. Therefore, the d value measured by the above method is considered to be an index representing the size of the molecular aggregate of the phthalocyanine-based color material. The larger the d value, the larger the size of the molecular aggregate formed by the color material molecules. Seems to be growing.
- the peak shape in the scattering angle profile shows the distribution of the distance between the molecular aggregates, that is, the distribution of the dispersion distance of the molecular aggregates.
- this scattering angle is an index representing the size of the molecular assembly
- the profile can be thought of as showing the size distribution of molecular aggregates in solution.
- the peak area of the scattering angle profile is the size of the entire molecular assembly in the solution
- the higher the d value that is, the higher the frequency of the large molecular assembly, the more likely the bronze phenomenon will occur. is there. Therefore, it is considered that the occurrence of bronze phenomenon can be suppressed by reducing the frequency of large molecular aggregates that are likely to generate bronze phenomenon.
- the threshold of the visual limit that can be recognized by human eyes is set to 1Z4 of the total amount. This means that the large molecular aggregates that are prone to bronzing are less than the total, in other words, the d value of the point that the small molecular aggregates that are less prone to bronzing are 3 Z4 or more in total.
- the size of the entire molecular assembly was larger than the d p eak value. It was found that the d 75 value, which takes into account the distribution factor, has a higher correlation with the Bronze phenomenon.
- the base line for calculating 20 values is drawn in the range of 0.5 ° to 5 °.
- the present inventors have changed the number, type, and substitution position of the substituents in the compound represented by the general formula (I), which is a phthalocyanine color material, or a salt thereof, that is, cohesiveness.
- the following experiment was conducted using a color material with controlled color. Prepare an ink containing the colorant, measure the scattering angle profile of the ink, d The 75 value was calculated. Next, from the obtained d 75 value was evaluated the aggregation of the respective coloring materials.
- the d 75 value in the case 6. is 50nm or more 7. 10 nm or less, the occurrence of the bronze phenomenon can be effectively suppressed, it was found that the ink having a high environmental gas resistance. Furthermore, the d 75 value, in the case 6.
- the occurrence of the bronze phenomenon is particularly effectively suppressed, was found to have high environmental gas resistance. That is, in the general formula (I) compounds represented by or Inku a salt thereof, if the d 75 value of the ink cohesiveness of the coloring material to take the above range are controls opening Ichiru, good color It was found that even if the color material concentration was set high in order to obtain the properties, the occurrence of the bronze phenomenon was suppressed and it had high environmental gas resistance.
- the scattering angle profile was measured using an ink prepared so that the content (% by mass) of the coloring material was 3.0% by mass with respect to the total mass of the ink.
- the content of the color material in the ink is higher than 3.0% by mass, the scattering angle with respect to the diluted ink diluted with pure water so that the color material concentration becomes 3.0% by mass.
- Profile measurements were taken.
- the content of the coloring material in the ink is 3.0% by mass because the absorbance when the ink is diluted 1000 times with pure water is in the range of 1.05 to 1.15. It is possible to do.
- Spectrophotometer Autospectrophotometer (Product name: U-3300; manufactured by Hitachi) • Measurement cell: 1 cm quartz cell
- the occurrence of bronzing is particularly effectively suppressed, and the ink has high environmental gas resistance. That is, in the ink containing the compound represented by the general formula (I) or a salt thereof, when the cohesiveness of the coloring material is controlled so that the max of the ink takes the above range, a good color developability is obtained. Therefore, it was found that even if the color material concentration is set high, the occurrence of bronze phenomenon is suppressed and it has high environmental gas resistance.
- the measurement conditions for the maximum absorption wavelength are the same as the measurement conditions for absorbance described above.
- the coloring material used in the present invention has a characteristic that the number of unsubstituted sulfamoyl groups is small, and the larger the number of substituted sulfamoyl groups or sulfonic acid groups is, the more difficult aggregation occurs.
- the general formula (I) compound Monobun its salt represented by, or by the general formula (II) - compounds represented by or a salt thereof substituted in Among the radixes, when 1 contains a compound with 1 ⁇ 1, it is more preferable because aggregation of the coloring material can be suppressed.
- Example Compound 1 a compound represented by the general formula (II) or a salt thereof which is an example of a coloring material used in the present invention
- H PLC high performance liquid chromatography
- the ink solution diluted 200 times is analyzed by high performance liquid chromatography under the following conditions, and the retention time of the main peak (ret en ti on ti me) and the maximum absorption wavelength of the peak are measured. .
- Table 4 shows the retention time, maximum absorption wavelength, and MZZ values for Example Compound 1.
- Table 4 shows the retention time, maximum absorption wavelength, and MZZ values for Example Compound 1.
- the peak ratio of the mass spectrum obtained from the peak of high performance liquid chromatography (HPLC) is Although the number, type, and substitution position of the substituents differ depending on the mixing ratio of different isomers, the MZZ peak described in Table 4 below is characterized in that it is always detected. Therefore, the present color material verification method is an effective means for verifying whether or not the ink contains the color material used in the present invention. Table 4
- the ink composition of the present invention can use water or an aqueous medium that is a mixed solvent of water and various water-soluble organic solvents.
- '' Water-soluble organic solvent is not particularly limited as long as it is water-soluble, and has 1 to 4 carbon atoms such as ethanol, isopropanol, n-butanol, isobutanol, sec-butanol, tert-butanol, etc.
- Alkyl alcohols such as N, N-dimethylformamide or carboxylic acid amides such as N, N-dimethylacetamide; canes such as acetone, methyl ethyl ketone, 2-methyl-2-hydroxypentane-4 monoone or keto alcohols
- Cyclic ethers such as tetrahydrofuran and dioxane; glycerin, ethylene glycol, diethylene glycol, triethylene glycol, tetraethylenedaricol, 1, 2 or 1, 3_propylene glycol, 1, 2 or 1, 4-butyleneglycol!
- polyethylene glycols 1,3-butanediol, 1,5-pentanediol, 1,2 monohexanediol, 1,6-hexanediol, dithiodaricol, 2-methyl-1,3-propanediol, 1 , 2, 6-hexanetriol, acetylene glycol derivatives, polymethyl alcohols such as trimethylolpropane; ethylene glycol monomethyl (or ethyl) ether, diethylene glycol monomethyl (or ethyl) ether, triethylene glycol monoethyl ( Or butyl) Multivalent Al such as ether Cole alkyl ethers; 2_pyrrolidone, N-methyl-2-pyrrolidone, 1,3-dimethyl-2-imidazolidinone, heterocycles such as N-methylmorpholine; sulfur-containing compounds such as dimethyl sulfoxide; urea; In addition, urea derivatives and the like can be used.
- the content of these water-soluble organic solvents is preferably 5.0% by mass to 90.0% by mass, more preferably 10.0% by mass to 50.0% by mass with respect to the total mass of the ink. . If the content is less than this range, the reliability such as ejection properties may deteriorate when used as an inkjet ink. If the content is more than this range, the ink viscosity will increase. This is because an ink supply failure may occur. '
- deionized water ion exchange water
- the water content is preferably 10.0% by mass to 90.0% by mass with respect to the total mass of the ink.
- polyhydric alcohol alkyl ethers such as 2-pyrrolidone, polyethylene glycol (molecular weight of 200 or more), and triethylene glycol monoethyl ether are generally used.
- Use in combination with a compound represented by the formula (I) or a salt thereof is preferable because it has an effect of suppressing the occurrence of bronzing.
- 2-pyrrolidone is more preferable because it has the effect of effectively suppressing the occurrence of bronzing when used in combination with a compound represented by the general formula (I) or a salt thereof.
- the content (mass%) of these specific water-soluble organic solvents in the ink is the colorant content ( It is preferable that it is 50.0% or more with respect to (mass%).
- a surfactant such as a water-soluble polymer and the like may be contained.
- the surfactant include an anionic surfactant, a double-sided surfactant, a cationic surface-active agent, and a nonionic surfactant. '
- anionic surfactants include alkylsulphocarboxylates, hyolein sulfonates, polyoxyethylene alkyl ether acetates, N-acyl amino acids and their salts, N-acylmethyl urinates, alkyl sulfates Polyalkyl alkyl tersulfate, alkyl sulfate polyoxyethylene alkyl ether phosphate, rosin acid exploration, castor oil sulfate ester, lauryl alcohol sulfate ester, alkylphenol phosphate ester, alkyl phosphate ester, Examples include alkylaryl sulfone hydrochloride, jetyl sulfosuccinate, and diethyl sylhexyl sulfosuccinate.
- cationic surfactant examples include 2-vinylpyridine derivatives and polyvinyl-4-vinylpyridine derivatives.
- lauryl dimethylaminoacetic acid betaine As the double-sided activator, lauryl dimethylaminoacetic acid betaine, 2_alkyl mono-N-carboxymethyl-N-hydroxyethyl diimidazoline, coconut oil fatty acid amidopropyldimethylaminoacetic acid betaine Polyoctyl polyaminoethylglycine, and other imidazoline derivatives.
- nonionic surfactants include polyoxyethylene nonylphenol Ethers such as polyoxyethylene octyl phenyl ether, polyoxyethylene dodecyl phenyl ether, polyoxyethylene lauryl ether, polyoxyethylene oleyl ether, polyoxyethylene alkyl ether, polyoxyalkylalkyl ether Oxchethyleneleneic acid, Polyoxyethylene oleate, Polyoxyethylene distearate, Sorbitan laurate, Sorbitan monostearate, Sorbitan monoolee, Sorbitan sesquiole, Polyoxe Chile Monoole
- any substance can be used as long as it can control the pH of the ink within the range of 6.0 to 11.0.
- alcoholic compounds such as di-X-tanolamine, triethanolamine, isopropanolamine, trishydroxymethylaminomethane, alkali metal water such as lithium hydroxide, lithium hydroxide, etc.
- alkali metal water such as lithium hydroxide, lithium hydroxide, etc.
- oxides, ammonium hydroxide, or alkali metal carbonates such as lithium carbonate, sodium carbonate, and potassium carbonate.
- alcoholamine compounds such as diethanolamine, triethanolamine, isopropanolamine, and trishydroxymethylaminomethane
- alkali metal carbonates such as lithium carbonate, sodium carbonate, and potassium carbonate suppress the occurrence of bronzing. It is preferable because of its effect.
- antiseptics and fungicides include, for example, organic sulfur, organic nitrogen sulfur, organic halogen, haloallylsulfone, odopropargyl, N-haloalkylthio, benzthiazole, nitrile, pyridine, 8-Oxykinori , Benzothiazole, isothiazoline, dithiol, pyridine oxide, nitropropane, organotin, phenol, quaternary ammonium salt, triazine, thiadiazine, anilide, adamantane, dithiopower —bamate , Brominated indanone, benzyl bromoacetate, inorganic salt, and the like.
- Examples of the organic halogen compounds include sodium pentachlorophenol
- examples of the pyridine oxide compounds include sodium 2-pyridinethiol monooxide
- examples of the inorganic salt compounds include sodium acetate anhydride.
- the isothiazoline compounds include, for example, 1, 2 _benzisothiazoline 1-3-one, 2-n-octyl-1-41-isothiazoline-1-3-one, 5-chloro-1-2-methyl-4_isothiazoline-1-3-one , 5-chloro-2-methyl-4-mono-thiazoline-3-one magnesium chloride, 5-chloro-2-methyl-4-isothiazoline-3-one calcium chloride, and the like.
- Specific examples of other preservatives and anti-bacterial agents include sodium sorbate sodium benzoate and the like, for example, Proxel GX L (S), Proxel X L-2 (S) manufactured by Avecia, and the like.
- chelating agent examples include sodium citrate, sodium ethylenediamine tetraacetate, sodium ninitrotriacetate, sodium hydroxyethylethylenediamin triacetate, sodium diethylenetriaminepentaacetate, sodium uramildiacetate and the like.
- the antifungal agent examples include acid sulfite, sodium thiosulfate, ammonium thioglycolate, diisopropyl ammonium nitrate, tetranitrate erythritol, dicyclohexyl ammonium nitrate.
- the ultraviolet absorber absorbs ultraviolet rays represented by benzophenone compounds, benzotriazole compounds, cinnamic acid compounds, triazine compounds, stilbene compounds, or benzoxazol compounds, and emits fluorescence. Compounds, so-called fluorescent brighteners, can also be used.
- viscosity modifier examples include water-soluble polymer compounds in addition to water-soluble organic solvents, such as polyvinyl alcohol, cellulose derivatives, polyamines, and polyimi /.
- a fluorine-based or silicone-based compound is used as necessary.
- any recording medium can be used as long as recording is performed by applying ink.
- the present invention is applied to a recording medium in which a color material such as a color material or a pigment is adsorbed to fine particles forming a porous structure in an ink receiving layer, and an image is formed from at least the adsorbed fine particles. This is particularly suitable when using.
- Such an ink jet recording medium is preferably of a so-called absorption type in which ink is absorbed by a space formed in an ink receiving layer on a support.
- the absorption-type ink-receiving layer is composed of a fine layer mainly composed of fine particles and, if necessary, a porous layer containing a binder and other additives.
- fine particles include silica, clay, talc, calcium carbonate, kaolin, aluminum oxide such as alumina or alumina hydrate, diatomaceous earth, titanium oxide, hydrotalcite, zinc oxide and other inorganic pigments, urea formalin resin, ethylene
- suitable binders include water-soluble polymers and latex.
- additives can also be used, such as dispersants, thickeners, pH adjusters, lubricants, fluidity modifiers, surfactants, antifoaming agents, mold release agents, Fluorescent brighteners', UV absorbers, antioxidants, etc. are used.
- the recording medium preferably used in the present invention is preferably a recording medium mainly composed of fine particles having an average particle diameter of 1 m or less and having an ink receiving layer.
- the fine particles include silli force fine particles and aluminum oxide fine particles.
- Preferable silica fine particles are silica fine particles represented by colloidal silica. Colloidal silica itself can be obtained from the market, but particularly those described in, for example, Japanese Patent Nos. 2 80 3 1 3 4 and 2 8 8 1 8 4 7 are preferable.
- Preferred as the aluminum oxide fine particles are alumina hydrate fine particles and the like.
- One example of such an alumina pigment is alumina hydrate represented by the following formula.
- n represents an integer of 1, 2 or 3
- m represents a value of 0 to: L .0, preferably 0 to 5, provided that m and n are 0 at the same time.
- MH 2 0 often represents a removable water phase that is not involved in the formation of the mH 2 0 crystal lattice, so m can take an integer or non-integer value. If this kind of material is heated, m can reach 0.
- Alumina hydrate is obtained by hydrolysis of aluminum alkoxide and hydrolysis of sodium aluminate described in US Pat. No. 4,2 4 2, 2 71 and US Pat. In addition, it is produced by a known method such as a method of neutralizing an aqueous solution of sodium sulfate, aluminum chloride or the like in an aqueous solution of sodium aluminate or the like described in Japanese Patent Publication No. 5-7-4 4605. be able to.
- the recording medium may have a support for supporting the ink receiving layer described above.
- the support is not particularly limited as long as the ink receiving layer can be formed of the above-described porous fine particles and provides rigidity that can be transported by a transport mechanism such as an ink jet printer.
- a paper support mainly composed of natural cellulose fibers and made from pulp raw materials, polyester (eg, polyethylene terephthalate), cellulose triacetate, polystrength, polyvinyl chloride, polypropylene, polyimide, etc.
- a resin-coated paper eg, RC paper having a polyolefin resin-coated layer in which a white pigment or the like is added to at least one of the base paper.
- the ink according to the present invention is particularly suitable for an ink jet recording method including a step of discharging ink by an ink jet method.
- Ink jet recording methods include a recording method in which ink is ejected by applying mechanical energy to the ink, and a recording method in which ink is ejected by applying thermal energy to the ink.
- an ink jet recording method using thermal energy can be preferably used.
- An ink cartridge suitable for performing recording using the ink according to the present invention includes an ink force trough provided with an ink storage portion for storing these inks.
- a recording unit suitable for recording using the ink according to the present invention includes a recording unit provided with an ink storage portion for storing these inks and a recording head.
- the recording head causes thermal energy corresponding to a recording signal to act on the ink and generates ink droplets by the energy.
- a recording apparatus suitable for performing recording using the ink according to the present invention provides thermal energy corresponding to a recording signal to ink in a recording head having an ink storage portion in which these inks are stored. And an apparatus for generating ink droplets by the energy.
- the main body of the recording apparatus is composed of a paper feed section, a paper transport section, a carriage section, a paper discharge section, a cleaning section, and an exterior section that protects these parts and has a design from the role of each mechanism. The outline of these will be described below.
- FIG. 4 is a perspective view of the recording apparatus.
- 5 and 6 are diagrams for explaining the internal mechanism of the recording apparatus main body.
- FIG. 5 is a perspective view from the upper right part
- FIG. 6 is a side sectional view of the recording apparatus main body. Is.
- the port-ra pair consisting of the transfer port M 3 0 60 and the pinch roller M 3 0 70 is rotated by the drive of the LF motor E 0 0 0 2, and this rotation causes the recording medium to move to the platen M 3 0 4 0 is conveyed on top.
- the recording head H 1 0 0 1 (Fig. 7) is placed at the target image ⁇ position, and according to the signal from the air substrate E 0 0 1 4 Ink is ejected to the recording medium.
- the recording head HI 0 0 1 will be described later, the recording main scanning in which the carriage M 4 0 0 0 scans in the column direction while performing recording with the recording head H 1 0 0 1, and the transport roller M 3 0 6 0 Further, an image is formed on the recording medium by alternately repeating sub-scanning in which the recording medium is conveyed in the row direction.
- the recording medium on which the image is finally formed is sandwiched between the first paper discharge roller M 3110 and the spur M3120 at the paper discharge unit, conveyed, and discharged to the paper discharge tray M3160.
- the pump M5000 is operated with the cap M5010 in close contact with the ink discharge port of the recording head HI 001. Unnecessary ink etc. are sucked from the recording head HI 001. In addition, when the cap M5010 is opened, the ink remaining in the cap M5010 is sucked to prevent the remaining ink from sticking and the subsequent adverse effects.
- the configuration of the head cartridge H1000 will be described.
- the head cartridge HI 000 has a recording head HI 001, means for mounting the ink tank HI 900, and means for supplying ink from the ink tank HI 900 to the recording head. It is detachably mounted on the carriage M4000.
- FIG. 7 is a diagram showing how the ink tank HI 900 is mounted on the head cartridge HI 000.
- the recording device forms an image with yellow, magenta, cyan, black, light magenta evening, light cyan, and green ink, and therefore the ink tank HI 900 is also prepared for seven colors independently.
- the ink according to the present invention is used for at least one kind of ink.
- FIG. 8 is an exploded perspective view of the head cartridge HI 000.
- the head cartridge H 1000 includes a first recording element substrate H 1100 and a second recording element substrate H 1101, a first plate H1200, a second plate HI 400, and an electric wiring substrate HI 300.
- the first recording element substrate H 1100 and the second recording element substrate H 1101 are S i substrates, and a plurality of recording elements (nozzles) for ejecting ink are formed on one side by photolithography.
- the electrical wiring such as A 1 that supplies power to each recording element is formed by a film forming technique, and a plurality of ink flow paths corresponding to individual recording elements are also formed by a photolithography technique. Further, an ink supply port for supplying ink to a plurality of ink flow paths is formed to open on the back surface.
- FIG. 9 is an enlarged front view for explaining the configuration of the first recording element substrate H 1100 and the second recording element substrate H 1101.
- H2000 to H2600 are printing element rows corresponding to different ink colors (hereinafter also referred to as nozzle rows), and the first printing element substrate HI 100 has a nozzle row to which yellow ink is supplied.
- Nozzle row H 2100 supplied with magenta ink, and nozzle row H 2200 supplied with cyan ink are configured.
- the second recording element substrate HI 101 has a nozzle row H 2 to which light cyan ink is supplied.
- Nozzle rows H2400 to which black ink is supplied, nozzle rows H2500 to which orange ink is supplied, and nozzle rows H2600 to which light magenta ink is supplied are configured.
- Each nozzle array is composed of 768 nozzles arranged at intervals of 1200 dpi (dot / inch; reference value) in the recording medium conveyance direction, and ejects approximately 2 picoliters of ink droplets.
- the opening area at each nozzle outlet is set to approximately 100 square m 2 .
- the first recording element substrate HI 100 and the second recording element substrate The recording element substrate HI 101 is bonded and fixed to the first plate HI 200.
- an ink supply port for supplying ink to the first recording element substrate H 1100 and the second recording element substrate H 1101 HI 201 is formed.
- a second plate HI 400 having an opening is bonded and fixed to the first plate HI 200.
- the second plate HI 400 is composed of the electric wiring board H 1300 and the first recording element substrate.
- the electric wiring board HI 300 is held so that the H 1100 and the second recording element board H 1 101 are electrically connected.
- the electrical wiring substrate H 1300 applies an electrical signal for ejecting ink from each nozzle formed on the first recording element substrate H 1100 and the second recording element substrate HI 101. Electrical wiring corresponding to the recording board HI 100 and the second recording element board HI 101, and an external signal input terminal HI 301 located at the end of the electrical wiring for receiving an electrical signal from the recording apparatus main body. is doing.
- the external signal input terminal H1301 is positioned and fixed on the back side of the tank holder HI500.
- the flow path forming member HI 600 is fixed to the tank holder H 1500 holding the ink tank HI 9 0 by, for example, ultrasonic welding, and the ink flow path HI leading from the ink tank H 1900 to the first plate HI 200 501 is formed.
- the side of the ink tank is provided with a fill evening HI 700 to prevent dust from entering from the outside.
- a seal rubber HI 800 is attached to the engaging portion with the ink tank HI 900 so that ink evaporation from the engaging portion can be prevented.
- the tank holder is composed of the tank holder HI 500, the flow path forming member HI 600, the filter H 1700, and the seal rubber H 1800. And a first recording element substrate H 1 1 0 0 and a second recording element substrate H 1 1 0 1, a first plate HI 2 0 0, an electrical wiring substrate HI 3 0 0 and a second plate
- the head cartridge HI 0 0 0 is configured by joining the recording head portion HI 0 0 1 composed of HI 4 0 0 by bonding or the like.
- a bubble jet that performs recording using an electrothermal transducer (recording element) that generates thermal energy for causing film boiling to the ink in response to an electrical signal (registered)
- an electrothermal transducer recording element
- an electrical signal registered
- a nozzle forming substrate having a plurality of nozzles, a pressure generating element made of a piezoelectric material and a conductive material disposed facing the nozzles, and
- an on-demand ink jet recording head that includes ink that fills the periphery of the pressure generating element, displaces the pressure generating element by an applied voltage, and discharges a small droplet of ink from the nozzle. it can.
- the ink jet recording apparatus is not limited to the one in which the head and the ink tank are separated as described above, and may be one in which they are integrated so as not to be separated.
- the ink tank is integrated with the head so as to be separable or non-separable and is mounted on the carriage, and is provided at a fixed part of the apparatus to provide a recording head via an ink supply member, for example, a tube.
- the ink may be supplied to the printer.
- an absorber is disposed in the ink storage portion of the ink tank, or a flexible ink storage bag and the same.
- the recording apparatus may take the form of a line printer in which recording elements are aligned over a range corresponding to the entire width of the recording medium.
- the crystals obtained by filtration are washed with a 20% aqueous sodium chloride solution, methanol is subsequently added, and the precipitated crystals are separated by filtration, washed with a 70% aqueous methanol solution and then dried to obtain a compound (2 Of copper phthalocyanine tetrasulfonic acid tetrasodium salt as blue crystals. '
- the compound (4) is a compound in which, in the general formula (IV), Y is an amino group and R 2 is a sulfonic acid group substituted at the 2- and 5-positions.
- Color materials B to G having different average numbers of substituents in (I) were synthesized.
- the average number of substituents in the colorants A to G is shown in Table 5 below. Table 5
- the scattering angle profile was measured by the small angle X-ray scattering method.
- the measurement conditions for the scattering angle profile are as follows.
- Inks A to D (colorant concentration: 3.0% by mass) were each diluted 2000 times with pure water, and then the maximum absorption wavelength (Amax) was measured. The results are shown in Table 7. The measurement conditions for the maximum absorption wavelength (Am ax) are as shown below.
- Spectrophotometer Recorded spectrophotometer (Product name: U-3300; manufactured by Hitachi, Ltd.)
- the ink jet recording device (trade name: Pixus 950i; manufactured by Canon) is equipped with the inks A to D obtained above, and the gloss media for ink jet (trade name: PR 10 1; manufactured by Canon) is used.
- Printed records are created by printing 13-step gradation patterns with duty ratios changed to 5, 12, 21, 29, 35, 43, 51, 58, 66, 74, 85, 90, 100%. did.
- the printing duty at which the bronzing phenomenon occurred was visually confirmed, and the printing duty was defined as the printing duty at which the bronzing phenomenon occurred.
- bronzing tends to occur more easily as the printing duty increases.
- printing that causes bronzing Bronze phenomenon is more likely to occur as the duty is lower, and it can be said that the ink that is less susceptible to bronzing as the duty is higher.
- the criteria for bronzing resistance are as follows. Table 7 shows the evaluation results.
- B Printing duty that causes bronzing is 66% or more and less than 90%.
- C Printing duty that causes bronzing is 43% or more and less than 66%.
- D Printing duty causing bronze phenomenon is less than 43%.
- inks A1 to G4 the scattering angle profile was measured by the small angle X-ray scattering method.
- ink prepared according to Formulas 3 and 4 must be pure water 1.
- the scattering angle profile was measured by the small angle X-ray scattering method.
- the measurement conditions for the scattering angle profile are as follows.
- Each of the inks A1 to G4 (coloring material concentration: 3.0% by mass) was diluted 2000 times with pure water, and then the maximum absorption wavelength Umax) was measured. The results are shown in Table 9.
- the measurement conditions for the maximum absorption wavelength (Amax) are as follows.
- Spectrophotometer Recorded spectrophotometer (trade name: U-3300; manufactured by Hitachi)
- Measurement cell 1 cm quartz cell
- Ink jet recording device (trade name: P i X us 950 i; manufactured by Canon) is equipped with each of the inks A 1 to G 4 obtained above, and the gloss media for ink jet (product name: PR101; manufactured by Canon) , Print Duty is printed as a 13-step gradation pattern with 5, 12, 2 1, 29, 35, 43, 51, 58, 66, 74, 85, 90, 100% It was created.
- the printing duty at which the bronzing phenomenon occurred was visually confirmed, and the printing duty was defined as the printing duty at which the bronzing phenomenon occurred.
- bronzing tends to occur more easily as the printing duty increases.
- the lower the printing duty at which bronzing occurs the more easily bronzing occurs, and the print at which bronzing occurs. It can be said that the higher the letter du ty, the less likely the bronzing phenomenon occurs.
- the criteria for bronzing resistance are as follows. Table 9 shows the evaluation results.
- A Bronze The print d u t y generated by the elephant is 90% or more.
- B Print durty where bronzing occurs 66% or more and less than 90%.
- C Printing with bronze phenomenon Duty is 43% or more and less than 66%.
- D Print with bronze phenomenon d u t y is less than 43%.
- d 03 is the reflection density after exposure to ozone
- d ini is the reflection density before exposure to ozone.
- the residual concentration rate is 88% or more.
- 'B The residual concentration rate is 83% or more and less than 88%.
- the residual concentration rate is 80% or more and less than 83%.
- the environmental gas resistance is not sufficient when the d 75 value of the ink is less than 6.50 nm. If there, d 75 value is 7.1 when Onm greater than the bronze resistance may not be sufficient it has been confirmed.
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- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
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Abstract
Description
Claims
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
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AT05758159T ATE483005T1 (de) | 2004-07-02 | 2005-07-04 | Tinte für tintenstrahlaufzeichnung, tintenstrahlaufzeichnungsverafhren, tintenpatrone und tintenstrahlaufzeichnungsvorrichtung |
EP20050758159 EP1767595B1 (en) | 2004-07-02 | 2005-07-04 | Ink for ink jet recording, ink jet recording method, ink cartridge, recording unit, and ink jet recording apparatus |
BRPI0512711-4A BRPI0512711A (pt) | 2004-07-02 | 2005-07-04 | tinta para jato de tinta, método de gravação por jato de tinta, cartucho de tinta, unidade de gravação, e, aparelho de gravação por jato de tinta |
DE200560023871 DE602005023871D1 (de) | 2004-07-02 | 2005-07-04 | Tinte für tintenstrahlaufzeichnung, tintenstrahlaufzeichnungsverafhren, tintenpatrone und tintenstrahlaufzeichnungsvorrichtung |
US11/322,116 US7160372B2 (en) | 2004-07-02 | 2005-12-30 | Ink jet ink, ink jet recording method, ink cartridge, recording unit, and ink jet recording apparatus |
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JP2004196453 | 2004-07-02 | ||
JP2004-196453 | 2004-07-02 | ||
JP2005192191A JP3977385B2 (ja) | 2004-07-02 | 2005-06-30 | インクジェット用インク、インクジェット記録方法、インクカートリッジ、記録ユニット及びインクジェット記録装置 |
JP2005-192191 | 2005-06-30 |
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US11/322,116 Continuation US7160372B2 (en) | 2004-07-02 | 2005-12-30 | Ink jet ink, ink jet recording method, ink cartridge, recording unit, and ink jet recording apparatus |
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WO2006004204A1 true WO2006004204A1 (ja) | 2006-01-12 |
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US (1) | US7160372B2 (ja) |
EP (1) | EP1767595B1 (ja) |
JP (1) | JP3977385B2 (ja) |
KR (1) | KR100886063B1 (ja) |
AT (1) | ATE483005T1 (ja) |
BR (1) | BRPI0512711A (ja) |
DE (1) | DE602005023871D1 (ja) |
RU (1) | RU2364598C2 (ja) |
WO (1) | WO2006004204A1 (ja) |
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- 2005-07-04 BR BRPI0512711-4A patent/BRPI0512711A/pt not_active IP Right Cessation
- 2005-07-04 EP EP20050758159 patent/EP1767595B1/en not_active Revoked
- 2005-07-04 KR KR20077002637A patent/KR100886063B1/ko not_active IP Right Cessation
- 2005-07-04 AT AT05758159T patent/ATE483005T1/de not_active IP Right Cessation
- 2005-07-04 WO PCT/JP2005/012702 patent/WO2006004204A1/ja active Application Filing
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Also Published As
Publication number | Publication date |
---|---|
EP1767595A1 (en) | 2007-03-28 |
JP2006045535A (ja) | 2006-02-16 |
KR20070044443A (ko) | 2007-04-27 |
ATE483005T1 (de) | 2010-10-15 |
JP3977385B2 (ja) | 2007-09-19 |
EP1767595A4 (en) | 2007-12-05 |
RU2364598C2 (ru) | 2009-08-20 |
RU2007104031A (ru) | 2008-08-10 |
KR100886063B1 (ko) | 2009-02-26 |
US20060102047A1 (en) | 2006-05-18 |
BRPI0512711A (pt) | 2008-04-01 |
DE602005023871D1 (de) | 2010-11-11 |
US7160372B2 (en) | 2007-01-09 |
EP1767595B1 (en) | 2010-09-29 |
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