JP2013151599A - Non-aqueous dye ink - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide non-aqueous dye ink which is reduced in bleed-through and has satisfactory color development properties.SOLUTION: Non-aqueous dye ink includes a dye and ethylene carbonate. The content of the ethylene carbonate is 60 mass% or more relative to the total amount of the ink.

Description

  The present invention relates to a non-aqueous dye ink.

  The ink jet recording method is a method in which high-fluidity ink jet ink is ejected as ink particles from fine head nozzles, and an image is recorded on a recording medium such as paper placed facing the nozzles. Since printing is possible, it has been rapidly spreading in recent years.

  In terms of the solvent, the ink is large and can be divided into a water-based ink and a non-water-based ink. Non-water-based inks that do not use water as the solvent for ink, such as solvent-based inks mainly composed of volatile solvents and oil-based inks mainly composed of non-volatile solvents, have better drying properties and printability than water-based inks. Is also excellent.

  As the coloring material of the non-aqueous ink, a dye and a pigment can be used. However, when a dye is used, there is an advantage that a color is good. In addition, a fluorescent ink can be provided by using a fluorescent dye.

  When a dye is used in a non-aqueous type ink, the dye dissolves in the solvent, and therefore, after the ink is applied to the recording medium, the dye may penetrate into the recording medium together with the solvent, and the back-through may occur. The color developability may decrease due to a decrease in printing density.

  As a pigment-based non-aqueous ink, Patent Document 1 gives excellent on-machine stability and reduced toner solubility, and gives a printed surface that does not stick even when superimposed on a printed surface containing a toner component. In order to provide an inkjet ink, an inkjet ink is proposed that includes a pigment and a solvent, where the solvent includes a nonpolar solvent and an ester solvent. However, with this ink, the solvent easily penetrates into the recording medium, and when a dye is used as the coloring material, the dye dissolves in the solvent. is there.

  In addition, as another pigment-based non-aqueous ink, in Patent Document 2, in order to provide a non-aqueous pigment ink having high print density by suppressing back-through and excellent in storage stability, A non-aqueous pigment ink containing a non-aqueous solvent and non-aqueous resin-dispersed fine particles having pigment dispersing ability is proposed. In this ink, the dispersion stability of the pigment is maintained by the resin component, and it is possible to suppress the resin component from drawing the pigment on the recording medium. However, when a dye is used as the coloring material, the dye may dissolve in the solvent and penetrate into the recording medium together with the resin component, thereby causing a back-through.

JP 2007-126564 A JP 2010-1452 A

  An object of the present invention is to provide a non-aqueous dye ink that has reduced strikethrough and good color developability.

  One aspect of the present invention is a non-aqueous dye ink containing a dye and ethylene carbonate, wherein the ethylene carbonate is 60% by mass or more based on the total amount of the ink.

  According to the present invention, it is possible to provide a non-aqueous dye ink with reduced strikethrough and good color developability.

  A non-aqueous dye ink according to an embodiment of the present invention (hereinafter sometimes simply referred to as “ink”) includes a dye and ethylene carbonate, and the ethylene carbonate is 60% by mass or more based on the total amount of the ink. To do. This non-aqueous dye ink can reduce back-through and obtain good color developability. Further, this non-aqueous dye ink has a low viscosity and is suitable for ink jet printing.

  The ink according to the present embodiment can reduce the see-through of any dye and can obtain good color developability. The dye may be either an oil-soluble dye or a water-soluble dye as long as it can be dissolved in the ink. Since ethylene carbonate is a highly polar organic solvent, it is highly soluble in water and organic solvents, and can dissolve both oil-soluble dyes and water-soluble dyes.

  Examples of oil-soluble dyes include azo dyes, metal complex dyes, naphthol dyes, anthraquinone dyes, indigo dyes, carbonium dyes, quinoneimine dyes, xanthene dyes, cyanine dyes, quinoline dyes, nitro dyes, nitroso dyes, benzoquinone dyes, and naphthoquinone dyes. And oil-soluble dyes such as phthalocyanine dyes and metal phthalocyanine dyes.

  As the water-soluble dye, for example, among basic dyes, acid dyes, direct dyes, soluble vat dyes, acid mordant dyes, mordant dyes, reactive dyes, vat dyes, sulfur dyes, etc. The dyes made available can be used. Specifically, examples of the water-soluble dye include azo dyes, rhodamine dyes, methine dyes, azomethine dyes, xanthene dyes, quinone dyes, phthalocyanine dyes, triphenylmethane dyes, diphenylmethane dyes, and methylene blue.

  In particular, fluorescent dyes are relatively easy to show through, and color developability may be reduced. The ink according to the present embodiment is effective for such fluorescent dyes.

  Examples of fluorescent dyes include color index numbers (hereinafter referred to as “CI”) Basic Yellow 1, 40, C.I. I. Basic Red 1, 13 and C.I. I. Basic Violet 7, 10 and C.I. I. Basic Orange 22, C.I. I. Basic Blue 7, C.I. I. Basic Green 1, C.I. I. Acid Yellow 3, 7 and C.I. I. Acid Red 52, 77, 87, 92, C.I. I. Acid Blue 9, C.I. I. Disperse Yellow 121, 82, 83, C.I. I. Disperse Orange 11, C.I. I. Disperse Red 58, C.I. I. Disperse Blue 7, C.I. I. Direct Yellow 85, C.I. I. Direct Orange 8, C.I. I. Direct Red 9, C.I. I. Direct Blue 22, C.I. I. Direct Green 6, C.I. I. Fluorescent Brightening Agent 55, C.I. I. Fluorescent Brightening Whitex WS 52, C.I. I. Fluorescent 162, 112, C.I. I. Solvent Yellow 44, C.I. I. Solvent Red 49, C.I. I. Solvent Blue 5, C.I. I. Solvent Pink, and C.I. I. Solvent Green 7 etc. are mentioned.

  Commercially available fluorescent dyes include, for example, Aizen Spiron C-GNHnew, Aizen Spiron Red C-BH, Aizen Spiron S. P. T.A. Examples include Blue 26 (all manufactured by Hodogaya Chemical Co., Ltd.), Basonyl Red 482, 483, 485, 540, Basonyl Blue 636 (all manufactured by BASF Japan).

  Any one of the dyes described above may be used alone, or two or more may be used in combination.

  The content of the dye in the ink is usually 0.1 to 20% by mass, and preferably 0.5 to 10% by mass from the viewpoints of color developability and ink viscosity.

  The ink according to the present embodiment contains 60% by mass or more of ethylene carbonate with respect to the total amount of the ink.

  Since ethylene carbonate has a melting point of about 35 ° C., when the ink is applied to the surface of the recording medium, the ethylene carbonate in the ink is solidified on the surface of the recording medium to form a coating film. It can be prevented that it stays on the surface of the medium and penetrates into the recording medium. As a result, show-through can be reduced, and good color development can be obtained. Furthermore, by forming a coating film on the surface of the recording medium, it is possible to improve the scratch resistance of the printed surface.

  In addition, since ethylene carbonate is a highly polar solvent, the solubility of the dye can be increased to obtain a low-viscosity ink, and the storage stability of the ink can be maintained well.

  Furthermore, the viscosity of ethylene carbonate is reduced by dissolving the dye, and the viscosity of the ink as a whole can be reduced. For example, the viscosity can be lowered to such an extent that it can be ejected at room temperature by inkjet printing.

  As described above, the ink according to the present embodiment includes a dye and ethylene carbonate, so that the viscosity can be reduced at room temperature. By forming a coating film on the surface of the recording medium, the ink can be prevented from seeping through. It can reduce and can obtain favorable coloring property.

  The ethylene carbonate is 60% by mass or more, more preferably 70% by mass or more, and further preferably 80% by mass with respect to the total amount of the ink. More preferably, the total amount of solvent contained in the ink is composed of ethylene carbonate. As a result, the anti-through-through effect and the color development can be improved.

  In the ink according to the present embodiment, the solvent may contain other solvents in addition to the above-described ethylene carbonate as long as the effects of the present invention are not impaired.

  The other solvent is preferably a non-aqueous solvent, and the non-aqueous solvent is a non-polar organic solvent or a polar organic solvent having a 50% distillation point of 150 ° C. or higher. The 50% distillation point means a temperature at which 50% by mass of a solvent is volatilized, which is measured according to JIS K0066 “Testing method for distillation of chemical products”. From the viewpoint of safety, it is preferable to use one having a 50% distillation point of 160 ° C or higher, preferably 230 ° C or higher.

  For example, preferred examples of the nonpolar organic solvent include aliphatic hydrocarbon solvents, alicyclic hydrocarbon solvents, aromatic hydrocarbon solvents and the like. Examples of the aliphatic hydrocarbon solvent and the alicyclic hydrocarbon-based solvent include “Tclean N-16, Tclean N-20, Tclean N-22, Nisseki Naphthezol L, Nisseki Naphthezol M, manufactured by JX Nippon Oil & Petrochemical Co., Ltd. Nisseki Naphthezol H, No. 0 Solvent L, No. 0 Solvent M, No. 0 Solvent H, Nisseki Isosol 300, Nisseki Isosol 400, AF-4, AF-5, AF-6, AF-7 ", manufactured by Exxon “Isopar G, Isopar H, Isopar L, Isopar M, Exxsol D40, Exxsol D80, Exxsol D100, Exxsol D130, Exxsol D140” and the like can be preferably exemplified. Preferred examples of the aromatic hydrocarbon solvent include “Nisseki Clean Sol G” (alkylbenzene) manufactured by JX Nippon Oil & Petroleum Corporation, “Solvesso 200” manufactured by Exxon, and the like.

As the polar organic solvent, ester solvents, alcohol solvents, higher fatty acid solvents, ether solvents, and mixed solvents thereof can be used.
More specifically, triethyl phosphate, methyl laurate, isopropyl laurate, isopropyl myristate, isopropyl palmitate, isostearyl palmitate, isooctyl palmitate, methyl oleate, ethyl oleate, isopropyl oleate, butyl oleate , Methyl linoleate, isobutyl linoleate, ethyl linoleate, isopropyl isostearate, soybean oil methyl, soybean oil isobutyl, tall oil methyl, tall oil isobutyl, diisopropyl adipate, diisopropyl sebacate, diethyl sebacate, propylene glycol monocaprate Ester solvents such as trimethylolpropane tri-2-ethylhexanoate and glyceryl tri-2-ethylhexanoate;
Alcohol solvents such as isomyristyl alcohol, isopalmityl alcohol, isostearyl alcohol, oleyl alcohol, octanediol, tetraethylene glycol;
Higher fatty acid solvents such as isononanoic acid, isomyristic acid, hexadecanoic acid, isopalmitic acid, oleic acid, isostearic acid;
Preferred examples include ether solvents such as diethyl glycol monobutyl ether, ethylene glycol monobutyl ether, diethylene glycol monobutyl ether, triethylene glycol monobutyl ether, propylene glycol monobutyl ether, and propylene glycol dibutyl ether.

  As the polar organic solvent, a 5-membered heterocyclic compound-based solvent other than ethylene carbonate may be used, and examples thereof include a carbonate compound, a lactone compound, an imidazolidinone compound, and a pyrrolidone compound. However, five-membered heterocyclic compound solvents other than ethylene carbonate are difficult to form a coating film on the surface of the recording medium when the ink is applied to the recording medium. In some cases, the function and color developability cannot be obtained sufficiently.

Examples of the carbonate compound include propylene carbonate, 1,2-butylene carbonate, and derivatives thereof in addition to ethylene carbonate.
Examples of the lactone compound include γ-butyrolactone, α-acetyl-γ-butyrolactone, pentano-4-lactone, and the like.
Examples of the imidazolidinone compound include 2-imidazolidinone, 1,3-dimethyl-2-imidazolidinone, 1,3-diethyl-2-imidazolidinone, 1,3-dipropyl-2-imidazolidinone, , 3-diisopropyl-2-imidazolidinone, 1,3-dibutyl-2-imidazolidinone, and derivatives thereof.
Examples of pyrrolidone compounds include 2-pyrrolidone, N-methyl-pyrrolidone, 1-ethyl-2-pyrrolidone, and the like and derivatives thereof.
Examples of the derivative include compounds in which a hydrogen atom is substituted with a fluorine atom or an alkyl group having 1 to 4 carbon atoms.

  The above non-aqueous solvents can be used alone or in admixture of two or more. The blending amount of the non-aqueous solvent can be appropriately adjusted within a range where ethylene carbonate is 60% by mass or more based on the total amount of the ink.

  The ink according to the present embodiment can contain an arbitrary component as long as the effects of the present invention are not impaired. For example, acrylic resin, styrene-acrylic resin, styrene-maleic acid resin, rosin resin, rosin ester resin, ethylene-vinyl acetate resin, petroleum resin, coumarone indene resin, terpene phenol resin, phenol Resin, urethane resin, melamine resin, urea resin, epoxy resin, cellulose resin, vinyl acetate resin, xylene resin, alkyd resin, aliphatic hydrocarbon resin, butyral resin, maleic acid resin, fumaric acid resin, hydroxyl group-containing Carboxylic acid ester, long chain polyaminoamide and high molecular weight acid ester salt, high molecular weight polycarboxylic acid salt, long chain polyaminoamide and polar acid ester salt, high molecular weight unsaturated acid ester, high molecular weight copolymer, modified polyurethane , Modified polyacrylate, polyether ester type anionic activator, It can include lid Len acid formalin condensate salts, aromatic sulfonic acid formalin condensate salts, polyoxyethylene alkyl phosphate esters, polyoxyethylene nonylphenyl ether, polyester polyamine, stearylamine acetate and the like.

  A nozzle clogging preventive agent, an antioxidant, a conductivity adjusting agent, a viscosity adjusting agent, a surface tension adjusting agent, an oxygen absorbent and the like can be appropriately added. These types are not particularly limited, and those used in the field can be used.

  The method for preparing the ink according to the present embodiment is not particularly limited, and the ink can be prepared by an ordinary method. For example, it can manufacture by mixing the component containing dye and ethylene carbonate by a predetermined | prescribed mixture ratio, heating if necessary and stirring. Preferably, the dye can be efficiently dissolved in the solvent by maintaining the temperature during ink preparation at 40 ° C. to 60 ° C.

  The printing method using the ink according to the present embodiment is not particularly limited, but is preferably performed using an inkjet printing method. The ink jet printer may be of any system such as a piezo system, an electrostatic system, or a thermal system. When an ink jet recording apparatus is used, it is preferable that the ink according to the present embodiment is ejected from the ink jet head based on a digital signal, and the ejected ink droplets are attached to the recording medium.

  When used in an inkjet printing method, the viscosity of the ink varies depending on the nozzle diameter of the ejection head of the inkjet recording system, the ejection environment, etc., but in general, it is preferably 1 to 20 mPa · s at 23 ° C., More preferably, it is 1-15 mPa * s. Here, the viscosity represents a value at 10 Pa when the shear stress is increased from 0 Pa at a rate of 0.1 Pa / s at 23 ° C.

  The recording medium is not particularly limited, and the thickness of the ink absorbing layer is larger than that of plain paper, high-quality plain paper, inkjet (IJ) paper, IJ matte paper, coated paper in which an ink absorbing solution is coated on the recording medium, and coated paper. Can be used for thin coated paper, glossy paper (photo glossy paper), special paper, cloth, etc.

  Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not limited thereto.

<Preparation of ink>
Inks of Examples and Comparative Examples were prepared with the formulations shown in Tables 1 and 2. Specifically, the dye and the solvent were prepared in the mixing ratios shown in Tables 1 and 2, and heated at 50 ° C. for 30 minutes while stirring with a hot stirrer.

The components used are as follows.
SPILON RED C-BH: AIZEN COLOR SILON REDC-BH, fluorescent red dye, Hodogaya Chemical Co., Ltd. OIL BLUE 613: Blue oil-soluble dye, Orient Chemical Industry Co., Ltd. Water RED27: Red water-soluble dye, OIL Black HBB manufactured by Orient Chemical Industry Co., Ltd .: Black oil-soluble dye, manufactured by Orient Chemical Industry Co., Ltd. Ethylene carbonate: manufactured by Ando Parachemy Co., Ltd. Propylene carbonate: manufactured by Ando Parachemy Co., Ltd. 1,2-butylene carbonate: manufactured by Ube Industries, Ltd. Tetraethylene glycol: manufactured by Merck & Co., Inc. Octanediol: manufactured by Kyowa Hakko Chemical Co., Ltd. Triethyl phosphate: TEP, manufactured by Daihachi Chemical Industry Co., Ltd. Isooctyl palmitate: NIKKOL IOP, Nikko Chemica 'S Co., Ltd.

<Evaluation>
Each ink described above was evaluated for ink viscosity, anti-through-through effect and color development. The results are shown in Table 1 and Table 2 together.

(Ink viscosity)
The viscosity of the ink is a viscosity at 10 Pa when the shear stress is increased from 0 Pa at a speed of 0.1 Pa / s at 23 ° C., and is a stress-controlled rheometer RS300 (cone angle: 1 °, diameter: 60 mm) manufactured by Harke. It was measured.

(Preparation of printed matter)
Each of the inks described above is loaded into a line-type inkjet printer “HC5500” (manufactured by Riso Kagaku Kogyo Co., Ltd.). ) × A solid image of 260 mm in the sub-scanning direction was printed. At the time of printing, the ink path and the ink jet head part were heated to 40 ° C. to discharge ink. The “HC5500” uses a 300 dpi line-type inkjet head (each nozzle is arranged at an interval of about 85 μm), and conveys the paper in the sub-scanning direction orthogonal to the main scanning direction (the direction in which the nozzles are arranged). This is a printing system.

(Back-through prevention)
The back surface of the solid image portion of the obtained printed matter was visually observed and evaluated according to the following criteria.
AA: Very good (double-sided printing is possible, and the back side image is hardly noticeable)
A: Good (double-sided printing is possible, and the image on the back side is not so noticeable)
B: Normal (Double-sided printing is possible, but the image on the back is conspicuous)
C: Poor (not suitable for double-sided printing. Level where the image on the back side is quite noticeable)

(Color development)
The solid image part of the obtained printed matter was irradiated with black light (SLUV-4, manufactured by ASONE Co., Ltd.), and the color development was visually observed and evaluated according to the following criteria.
AA: Very good (feels so vivid or feels so dark)
A: Good (feels vivid or dark)
B: Normal (not so vivid but acceptable)
C: Bad (feels dull or thin)

  As shown in Tables 1 and 2, the inks of each example were excellent in anti-through-through effect and color development properties, and had a low viscosity. According to Examples 1 to 4, it was found that the greater the content of ethylene carbonate, the better the anti-back-through effect and the color developability. In Examples 5 and 6, the same effect could be obtained even when a blue oil-soluble dye and a red water-soluble dye were used. In Example 7, the same effect could be obtained even if the dye content was increased.

  In Examples 8 to 11, the same effect could be obtained even when a black oil-soluble dye was used. In Examples 8 to 11, it was found that various solvents can be used in combination as solvents other than ethylene carbonate.

  Each of Comparative Examples 1 to 3 did not contain ethylene carbonate, and could not sufficiently achieve the anti-through-through effect and the color developability. In Comparative Example 4, the content of ethylene carbonate was small, and it was not possible to sufficiently obtain the back-through prevention action and the color developability.

Claims (4)

  A non-aqueous dye ink comprising a dye and ethylene carbonate, wherein the ethylene carbonate is 60% by mass or more based on the total amount of the ink.   The non-aqueous dye ink according to claim 1, wherein the ethylene carbonate is 70% by mass or more based on the total amount of the ink.   The non-aqueous dye ink according to claim 2, wherein the ethylene carbonate is 80% by mass or more based on the total amount of the ink.   The non-aqueous dye ink according to claim 1, wherein the dye is a fluorescent dye.