JPH07188575A - Pigment water paste for offset ink, production method and use thereof - Google Patents

Abstract

(57) [Summary] [Purpose] Even with a small amount of rosin treatment, wetting to the vehicle is improved, so the flushing time is shortened, the coloring of wastewater is small, and the fluidity, sharpness, gloss and bronze are excellent, and Provided are a water paste of a monoazo lake pigment excellent in offset printing suitability, a method for producing the same, and an offset ink. [Structure] A lake pigment of an azo dye in which a diazoium salt of an aromatic amine having a soluble group and a coupler component are coupled, 3 to 15% by weight of rosin to the azo dye, and 1 to 1 of the azo dye. A pigment water paste for an offset ink comprising 20% by weight of a vehicle for an offset ink and 60 to 90% by weight of water relative to the entire composition, and an offset ink obtained by flushing the pigment water paste with a vehicle for an offset ink.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a water paste of a monoazo lake pigment useful as an offset printing ink, a method for producing the same, and an offset ink using the same. More specifically, it relates to a water paste of a monoazo lake pigment having improved flushing suitability, fluidity, sharpness, gloss, and bronze, a method for producing the same, and an offset ink using the same.

[0002]

2. Description of the Related Art Monoazo lake pigments obtained by coupling an aromatic amine having a soluble group as a diazo component and β-oxynaphthoic acid, β-naphthol, etc. as a coupler component are used for coloring printing inks, paints and plastics. Widely used for various purposes such as. These monoazo lake pigments have been treated with rosin in order to make the color tone transparent and vivid and to improve the dispersibility. This rosin treatment is usually carried out by adding an alkali salt solution of rosin (so-called rosin soap) to a coupler component or a dye, and then adding a metal salt for lakes such as calcium chloride to the rosin as an insoluble rosin lake metal salt. It is a method of precipitating.

The above-mentioned rosin treatment has the excellent effects of finely controlling the particle shape of the pigment, improving the transparency and sharpness, and suppressing the aggregation as a coating material for the pigment to improve the dispersibility. . However, it cannot be said that the conventional treatment methods are sufficiently effective. In particular, the pigment for offset ink uses a large amount of rosin with respect to the pigment in order to improve dispersibility. However, the use of a large amount of rosin is accompanied by many adverse effects such as deterioration of fluidity or deterioration of printability due to poor water resistance, and the use of a small amount of rosin causes deterioration of transparency and sharpness. It was accompanied by an increase in bronze and a decrease in flushing property. Therefore, a surface treatment technique for efficiently coating the pigment with a small amount of rosin has been desired.

[0004]

DISCLOSURE OF THE INVENTION According to the present invention, even when a small amount of rosin is treated, the wettability with the vehicle is improved, so that the flushing time is shortened, the coloring of the waste water is small, and the fluidity, sharpness, gloss and bronze are reduced. (EN) A water paste of a monoazo lake pigment which is excellent in offset printing suitability, a method for producing the same, and an offset ink.

[0005]

The present invention provides a lake pigment of an azo dye in which a diazonium salt of an aromatic amine having a soluble group and a coupler component are coupled to each other. It relates to a pigment water paste for offset inks, which comprises rosin, a vehicle for offset inks of 1 to 20% by weight with respect to the azo dye and 60 to 90% by weight of water with respect to the total composition. Furthermore, the present invention, in a monoazo lake pigment slurry obtained by lake formation of an azo dye obtained by coupling a diazonium salt of an aromatic amine having a soluble group and a coupler component, in the presence of rosin, a vehicle for offset ink is added, The present invention relates to a method for producing a pigment water paste for offset ink, which is obtained by concentrating a pigment component. Further, the present invention relates to an offset ink obtained by flushing the above-described pigment water paste for offset ink with a vehicle for offset ink.

The monoazo lake pigment of the present invention is obtained by lakeizing a dye obtained by coupling a diazo component obtained by diazotizing an aromatic amine having a soluble group and a coupler component. In the present invention, examples of the aromatic amine having a soluble group include 1-amino-4-methylbenzene-2-sulfonic acid (p-toluidine-m-sulfonic acid), 1-amino-4-methyl-5-chlorobenzene-
2-sulfonic acid, 1-amino-4-chloro-5-methylbenzene-2-sulfonic acid, 1-amino-4-methylbenzene-3-sulfonic acid, 2-aminonaphthalene-1-
Examples thereof include sulfonic acid and 1-amino-3-methylbenzene-4-sulfonic acid. The coupler component is typically β-oxynaphthoic acid, but may be β-naphthol or acetoacetanilide. Further, it may be a derivative of the above coupler component, for example, a compound substituted with a lower alkyl group, an alkoxy group or a halogen atom.

The monoazo lake pigment of the present invention can be produced according to a conventionally known method for producing a monoazo lake pigment. That is, the aromatic amine having a soluble group is diazotized by a conventional method, while the above-mentioned coupler component is prepared by a conventional method, and both are coupled by a conventional method,
The resulting dye is laked with a pigment lake metal. Further, a pigment lake forming metal may be added to the diazo component in advance for coupling. Examples of pigment lake metals include calcium, barium, strontium,
Examples include manganese and the like. Rosin is a soluble salt such as sodium salt, potassium salt, and ammonium salt in the dye,
Alternatively, it is added to the coupler or the like so that it is present under the rake.

The water paste of the pigment of the present invention is characterized in that a vehicle for offset ink is mixed in a laked pigment slurry. Preferably, a vehicle for offset ink, which is composed of an ink resin and a solvent, is further diluted with a solvent, and then added. As ink resin,
There are rosin-modified phenol resin, alkyd resin, etc.,
Rosin-modified phenolic resins are preferred. Vehicles for offset inks include resins such as rosin-modified phenolic resins 20 to 50% by weight, linseed oil, tung oil, soybean oil and other vegetable oils 0 to 30% by weight, n-paraffin, isoparaffin, aromatic, naphthene, α-olefin. A solvent composed of 10 to 60% by weight of such a solvent can be used.

The following are examples of rosin-modified phenolic resins. For example, P-octylphenol, P
-P-alkylphenol such as nonylphenol, paraformaldehyde, and rosin were dissolved in toluene, reacted with an acid or an alkali catalyst, and then esterified with a polyol such as glycerin or pentaerythritol. 20
After melting at 0 ° C and reacting with a resol resin, a rosin-modified phenol resin esterified with glycerin, or a rosin-modified phenol resin or rosin-modified alkyd resin obtained by reacting a glycerol ester of rosin with a resol resin is reacted. Rosin-modified phenol resin obtained by reacting phenol resin. Solvents for diluting the vehicle for offset ink include No. 0 solvent, No. 5 solvent, No. 7 solvent and the like (manufactured by Nippon Oil Co., Ltd.).

The blending amount of the vehicle for offset ink in the pigment water paste is 1 to 20 with respect to the dye prepared above.
%, Preferably 5 to 15% by weight. The lower limit of the above numerical value is limited by the flushing suitability of the pigment water paste, and the fluidity and sharpness of the offset ink that are associated therewith, and the upper limit of the above numerical value is limited by the handleability of the resulting pigment water paste. The amount of solvent used to dilute the vehicle for offset ink is 0 for the dye.
-20% by weight, preferably 5-15% by weight, relative to the vehicle for offset ink 1-300% by weight,
It is preferably 50 to 200% by weight. The amount of rosin added is 3 to 15% by weight, preferably 6 to 1% by weight of the dye.
It is 2% by weight.

The method for treating a pigment of the present invention can be carried out, for example, by using a vehicle for offset ink as a solvent for offset ink.
A method is preferred in which the solution or suspension is stirred and dissolved or dispersed in the temperature range of 0 to 50 ° C., and this solution or suspension is added to the pigment slurry after lake formation in the temperature range of 10 to 90 ° C. At this time, it is preferable to use a small amount of a soluble salt of rosin together. More specifically, 20 parts by weight of linseed oil is added to 50 parts by weight of Tamanol 361 (Arakawa Chemical Industry Co., Ltd .: rosin-modified phenolic resin).
30 parts by weight of No. 5 solvent (Nippon Oil Co., Ltd .: solvent for offset ink) was added, and the vehicle heated and dissolved at 200 ° C. was suspended in No. 5 solvent (Nippon Oil Co., Ltd.), which is a solvent for offset ink, It is added to the pigment slurry after lake formation, and the pigment is concentrated by means such as filtration. The water content in the composition is preferably 60 to 90% by weight.

In the present invention, the water paste of the pigment prepared as described above is blended with the vehicle for offset ink to perform flushing. Vehicles for offset ink are, for example,
Resin such as rosin-modified phenol resin, petroleum resin, alkyd resin, or a drying oil-modified resin thereof exemplified above is 20 to 50% by weight, linseed oil, tung oil, soybean oil or the like 0 to 30% by weight, n A solvent such as paraffin, isoparaffin, aromatic, naphthene, and α-olefin, which is 10 to 60% by weight. Further, various known ink additives such as other ink solvents, dryers, leveling improvers and the like are blended to obtain a printing ink composition.

[0013]

The present invention will be described in more detail based on the following examples. In the examples, "parts" means "parts by weight" and "%" means "% by weight" unless otherwise specified. Example 1 1-Amino-4-methylbenzene-2-sulfonic acid 9
0.6 parts, 1-amino-4-methylbenzene-3-sulfonic acid 2.9 parts, 2-aminonaphthalene-1-sulfonic acid 1.8 parts in a solution of 1500 parts water and 20 parts sodium hydroxide. Dissolve. To this, 124 parts of 35% hydrochloric acid is added, and after acid precipitation, 1000 parts of ice is added and cooled to 0 ° C. Water 10
Add a solution consisting of 0 part and 35 parts sodium nitrite and add 3 parts.
The mixture was stirred for 30 minutes at a temperature of not higher than 0 ° C to obtain a diazo component. 95 parts of β-oxynaphthoic acid was dissolved in a solution consisting of 3000 parts of water and 51 parts of sodium hydroxide and cooled to 15 ° C. to obtain a coupler component. The diazo component was added dropwise to the coupler component over 20 minutes, the coupling reaction was allowed to proceed, and the dye was obtained by stirring for 30 minutes. Next, 25% rosin soap 84.
8 parts (resin solid content 10% based on the dye) were added and the pH was adjusted to 11.5 with 1% sodium hydroxide. To this 3
300 parts of a 5% calcium chloride aqueous solution was added, and stirring was continued for 1 hour to complete the lake reaction. 50 parts of Tamanol 361 and linseed oil 2 were added to the pigment slurry after lake formation.
Vehicle for offset ink 21.2 parts (10 parts for dye)
%) And solvent No. 5 21.2 parts (10% based on the dye)
Was stirred at 20 ° C., and the dispersed solution was added in 20 minutes. The pH at this time was 11.0. This was heated to 70 ° C., filtered and washed with water to obtain a water-paste-state monoazo lake pigment (pigment content: 27.5%) having a pigment content of 254 parts.

Comparative Example 1 A monoazo lake pigment (pigment in the form of a water paste) was prepared in the same manner as described above except that the vehicle for offset ink and the suspension of the solvent for offset ink were not added to the pigment slurry after laked in Example 1. Min 27.0%). Comparative Example 2 The same procedure as in Comparative Example 1 was carried out except that 169.6 parts (20% based on the dye) of 25% rosin soap added to the dye was used, and a monoazo lake pigment in a water paste state (the pigment content was 2%).
7.0%) was obtained.

An offset ink test was conducted on the pigments obtained in Example 1 and Comparative Examples 1 and 2. The vehicle used was 20 parts of linseed oil and 30 parts of No. 5 solvent (ink solvent manufactured by Nippon Oil Co., Ltd.) to 50 parts of Tamanol 361 (rosin-modified phenolic resin manufactured by Arakawa Chemical Co., Ltd.).
It was heated to 0 ° C. and dissolved. The following test was carried out by adding 2 parts of aluminum octylate to 98 parts of this vehicle to prepare a vehicle for offset ink.

(Flushing suitability) 200 g of a vehicle for offset ink is put in a 1 liter test flasher, and 6
After the temperature was adjusted to 0 ° C., a water paste having a pigment content of 106 g was added and stirred. The pigment of Comparative Example 1 was 16 minutes, and the pigment of Comparative Example 2 was 14 minutes.
The flushing was completed in minutes, but the pigment of Example 1 was 11
Finished in minutes. In addition, the coloring degree of the flushing wastewater was the smallest in the pigment of Example 1, and the other coloring degrees were large.
This means that the treatment of the vehicle for the offset ink with the pigment improved the wetting of the offset ink vehicle. After draining, add 84g of vehicle, 110
The mixture was heated and stirred under reduced pressure at 70 ° C. and 70 mmHg for 1 hour to remove water in the ink and water of crystallization in the pigment. After cooling, 110.5 parts of vehicle and 78.5 g of ink solvent were added and taken out, and the mixture was kneaded and dispersed with a three-roll mill. A total of 45 g of vehicle and ink solvent was added, and the tack was adjusted to 7.0. The tone was adjusted.

(Liquidity) Liquidity was quantified by a spread meter and a value of 60 seconds (radius). The pigment of Comparative Example 1 was 19.2, the pigment of Comparative Example 2 was 18.4, and the pigment of Example 1 was 19.8, showing good fluidity. (Clearness) 0.2 g of each dark color ink was mixed with 5.0 g of white ink (prepared by dispersing titanium oxide in the above vehicle) to prepare a light color ink. Color machine (Nippon Denshoku Σ
-80), and the Munsell C value was compared. As a result, Comparative Example 1 was 12.12, Comparative Example 2 was 12.55, and Example 1 was 12.32. The comparison between Comparative Example 1 and Example 1 means that the sharpness was improved by the vehicle treatment even with the same amount of rosin.

(Offset printing suitability test) An ink extraction water containing a water-soluble component obtained by emulsifying the ink in water was prepared, and the surface tension was measured. The pigment of Comparative Example 1 is 61.5d.
The pigment of Comparative Example 2 was 56.7 dyn against yne / cm.
While the surface tension was reduced to e / cm, the pigment of Example 1 was 61.5 dyne / cm, which was not different from Comparative Example 1, and it is estimated that the vehicle treatment for offset ink does not adversely affect the offset printability. Was done. (Glossiness test and visual bronze) Gloss when color-printed on art paper with RI tester (Suga Test Instruments Co., Ltd .:
60 ° gloss) was 74.5% in Comparative Example 1 and 7 in Comparative Example 2.
In contrast to 2.9%, Example 1 had the highest value of 78.3%. Also, the amount of the pigment of Example 1 was the smallest in the amount of bronze visually.

[0019]

EFFECTS OF THE INVENTION According to the present invention, a novel surface treatment method in which the amount of rosin used is minimized improves the wetting of the offset ink vehicle and improves the flushing property, fluidity,
A water paste of a monoazo lake pigment having good sharpness, gloss and bronze, and an offset ink are provided.

Claims (3)

[Claims] 1. A lake pigment of an azo dye obtained by coupling a diazonium salt of an aromatic amine having a soluble group and a coupler component, 3 to 15% by weight of rosin based on the azo dye, and azo dye. 1 to 20 wt% vehicle for offset inks and 60 to 90 based on total composition
Pigment water paste for offset inks consisting of water by weight. 2. A vehicle for offset ink is added to a monoazo lake pigment slurry obtained by lake-forming an azo dye obtained by coupling a diazonium salt of an aromatic amine having a soluble group and a coupler component in the presence of rosin, A method for producing a pigment water paste for offset ink, which comprises concentrating a pigment component. 3. An offset ink obtained by flushing the pigment water paste for offset ink according to claim 1 with a vehicle for offset ink.