JPH08267909A - Desensitizing ink - Google Patents

Abstract

PURPOSE: To obtain desensitizing ink having desensitizing effect in a small build-up amt. and especially excellent in wet offset printing aptitude by using aliphatic cyclic polyether polyol adding alkylene oxide to a specific diamino compd. as a desensitizing agent. CONSTITUTION: Desensitizing ink is constituted by using aliphatic cyclic polyether polyol adding alkylene oxide to a diamino compd. represented by formula I and/or formula II as a desensitizing agent. In the formulae I, II, k is an integer of 1-2, j and m are an integer of 1-5 and h is an integer of 0-1. As alkylene oxide, ethylene oxide, propylene oxide, butylene oxide and the others are designated. Alkylene oxide is added to the diamino compd. by a known method. By this constitution, desensitizing ink having desensitizing effect in a small build-up amt., making the interface of a printed part and an unprinted part clear and excellent in wet offset printing aptitude is obtained.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a desensitizing ink used for pressure-sensitive copying paper and having an excellent desensitizing effect. More specifically, the present invention relates to a desensitizing ink for suppressing or preventing color development of a dye precursor in a pressure-sensitive copying paper, which comprises a combination of a colorless or light-colored dye precursor and a color developer that develops the color.

[0002]

2. Description of the Related Art In general, a pressure-sensitive copying paper is a sheet having a microcapsule layer containing a solution of an electron-donating leuco dye called a dye precursor (hereinafter referred to as "CB sheet").
And a sheet having an electrophilic color developer coating layer (hereinafter referred to as “CF sheet”) are used in combination. In addition, when copying a large number of sheets, a sheet coated with a color developer on the front surface and microcapsules containing a dye precursor on the back surface (hereinafter referred to as “CFB sheet”).
Can be used by sandwiching it between the CB sheet and the CF sheet. In the pressure-sensitive copying paper used in this manner, the desensitizing ink may be applied to a portion of the CF sheet that does not need copying by using a printing machine or the like to suppress or prevent the coloring of the dye precursor.

As a compound used as a main component of such desensitizing ink, a quaternary ammonium salt (Japanese Examined Patent Publication 3)
No. 3-3921), a tertiary amine having two polyethylene oxide groups (Japanese Patent Publication No. 46-29546), an initial condensation product of a urea resin (Japanese Patent Publication No. 46-35697), a polyoxyethylene monoalkyl ester (Japanese Patent Publication No. 47-3
8201), ethylene oxide addition compound of polyalkylene polyamine (JP-B-49-23008), propylene oxide addition compound of alkylene diamine (JP-B-49-23850), average molecular weight 400-5.
000 propylene glycol (Japanese Patent Publication No. 55-1919)
No.), glycidyl ester or glycidyl ether adduct of polyamine (Japanese Patent Publication No. 51-22416), diazabicycloalkenes or salts thereof (Japanese Patent Publication No. 54-26).
926), spiro acetal-based diamine (Japanese Patent Publication No. 55
No. 16188), active hydrogen polyamines and alkylene oxide addition compounds (Japanese Patent Publication No. 53-23724) and the like are known. These desensitizing agents are prepared and used as printing inks, that is, desensitizing inks adapted to printing methods such as letterpress printing, intaglio printing, offset printing and stencil printing.

In recent years, the development of color developers has progressed, the color-forming ability and the stability of the color-developed image have been improved, and they have been put into practical use. For example, JP-B-51-25174, JP-B-52-1327, JP-A-54-40898, JP-A-61-100493, JP-A-61-18027, JP-A-62-96449 and JP-A-63-63. 112537, JP-A-1-133780
No. 2, JP-A-2-91043, JP-A-6-87786,
The polyvalent metal of salicylic acid having various substituents, the polyvalent metal salt of salicylic acid co-condensed resin, etc. proposed in JP-A-6-135128 and the like. CF sheet and CFB using polyvalent metal salt of salicylic acid derivative and / or polyvalent metal salt of salicylic acid co-condensation resin as developer
In the sheet, the developing power is great. Therefore, conventionally,
The desensitizing ink used in the case of a phenolic resin-based developer or the like has an insufficient desensitizing effect on the leuco dye, and a sufficient effect cannot be obtained unless the volume of the ink is increased. However, if the amount of ink is increased, the drying speed becomes slow, and due to insufficient drying, problems such as show-through and bleeding to a portion where the ink is not printed tend to occur during printing. In addition, some of the compounds proposed by adding ethylene oxide or propylene oxide to alkylamines have been shown to have excellent desensitizing effects, but generally have a high affinity for water, However, there was a problem with offset printing ink.

[0005]

SUMMARY OF THE INVENTION An object of the present invention is to provide a desensitizing ink having excellent desensitizing performance without the above-mentioned drawbacks.

[0006]

Means for Solving the Problems As a result of intensive studies to solve the above-mentioned object, the present inventors have found that an aliphatic cyclic polyether polyol obtained by adding an alkylene oxide to an aliphatic cyclic diamino compound of a certain kind. The present invention has been completed by finding that the desensitizing ink used as the main component can solve the above problems. That is, the present invention uses an aliphatic cyclic polyether polyol obtained by adding an alkylene oxide to a diamino compound represented by the general formula (1) and / or (2) (chemical formula 2) as a desensitizer. The present invention relates to a characteristic desensitizing ink.

[0007]

Embedded image (In the formula, k is 1 to 2, j and m are 1 to 5, h is 0 to 1
Represents the integer of

The aliphatic cyclic polyether polyol used as the desensitizer in the present invention is a compound obtained by adding an alkylene oxide to the diamino compound represented by the general formula (1) and / or (2). Specific examples of the diamino compound represented by the general formula (1) or (2) include 2,5 (6) -di (aminomethyl) bicyclo [2.2.1] heptane and 2,5 (6)-. Di (aminoethyl) bicyclo [2.2.1] heptane, 2,5 (6)
-Di (aminomethyl) bicyclo [2.2.2] octane, 2,5 (6) -di (aminoethyl) bicyclo [2.
2.2] Octane, 2-aminomethyl-5 (6) -aminoethylbicyclo [2.2.1] heptane, 2-aminomethyl-5 (6) -aminopropylbicyclo [2.2.
1] Heptane, 2-aminomethyl-5 (6) -aminobutylbicyclo [2.2.1] heptane, 2-aminomethyl-5 (6) -aminopentylbicyclo [2.2.1]
Heptane, 2-aminoethyl-5 (6) -aminopropylbicyclo [2.2.1] heptane, 2-aminoethyl-5 (6) -aminobutylbicyclo [2.2.1] heptane, 2-aminoethyl -5 (6) -aminopentylbicyclo [2.2.1] heptane, 2-aminomethyl-5
(6) -Aminoethylbicyclo [2.2.2] octane, 2-aminomethyl-5 (6) -aminopropylbicyclo [2.2.2] octane, 2-aminomethyl-5
(6) -Aminobutylbicyclo [2.2.2] octane, 2-aminomethyl-5 (6) -aminopentylbicyclo [2.2.2] octane, 2-aminoethyl-5
(6) -Aminopropylbicyclo [2.2.2] octane, 2-aminoethyl-5 (6) -aminobutylbicyclo [2.2.2] octane, 2-aminoethyl-5
(6) -aminopentylbicyclo [2.2.2] octane,

3 (4), 8 (9) -di (aminomethyl)
Tricyclo [5.2.1.0 ^2,6 ] decane, 3 (4),
8 (9) -di (aminoethyl) tricyclo [5.2.
1.0 ^{2, 6} ] decane, 3 (4) -aminomethyl-8
(9) -Aminoethyltricyclo [5.2.1.
0 ^2,6 ] decane, 3 (4) -aminomethyl-8 (9)-
Aminopropyltricyclo [5.2.1.0 ^2,6 ] decane, 3 (4) -aminomethyl-8 (9) -aminobutyltricyclo [5.2.1.0 ^2,6 ] decane, 3 (4)-
Aminomethyl-8 (9) -aminopentyltricyclo [5.2.1.0 ^2,6 ] decane, 3 (4) -aminoethyl-8 (9) -aminopropyltricyclo [5.2.
1.0 ^2,6 ] decane, 3 (4) -aminoethyl-8
(9) -Aminobutyltricyclo [5.2.1.
0 ^2,6 ] decane, 3 (4) -aminoethyl-8 (9)-
Aminopentyltricyclo [5.2.1.0 ^2,6 ] decane,

3 (4), 8 (9) -di (aminomethyl)
Tricyclo (5.2.2.0 ^2,6 ) undecane, 3
(4), 8 (9) -di (aminoethyl) tricyclo (5.2.2.0 ^2,6 ) undecane, 3 (4) -aminomethyl-8 (9) -aminoethyltricyclo (5.2 ．
2.0 ^2,6 ) undecane, 3 (4) -aminomethyl-8
(9) -Aminopropyltricyclo (5.2.2.0
^2,6 ) Undecane, 3 (4) -aminomethyl-8 (9)
-Aminobutyltricyclo (5.2.2.0 ^2,6 ) undecane, 3 (4) -aminomethyl-8 (9) -aminopentyltricyclo (5.2.2.0 ^2,6 ) undecane,
3 (4) -aminoethyl-8 (9) -aminopropyltricyclo (5.2.2.0 ^2,6 ) undecane, 3 (4)
- aminoethyl -8 (9) - aminobutyl tricyclo (5.2.2.0 ^{2, 6)} undecane, 3 (4) - aminoethyl -8 (9) - amino pen tilt Li cyclo (5.
2.2.0 ^2,6 ) Undecane,

[0011] 4,9 (10) - di-aminomethyl tetracyclododecene (6.2.1.1 ^{3, 6} .0 ^{2, 7)} dodecane, 4-aminomethyl-9 (10) - aminoethyl tetracyclododecene (6. 2.1.1 ^3,6 .0 ^2,7 ) Dodecane, 4-aminomethyl-9 (10) -aminopropyl tetracyclo (6.2.1.1 ^3,6 .0 ^2,7 ) dodecane, 4 -Aminomethyl-9 (10) -aminobutyltetracyclo (6.
2.1.1 ^3,6 . 0 ^2,7 ) dodecane, 4-aminomethyl-9 (10) -aminopentyltetracyclo (6.2.
1.1 ^3,6 . 0 ^2,7 ) dodecane, 4,9 (10) -diaminoethyltetracyclo (6.2.1.1 ^3,6 .
0 ^2,7) dodecane, 4-aminoethyl-9 (10) - aminopropyl tetracyclododecene (6.2.1.1 ^{3, 6} .0
^2,7) dodecane, 4-aminoethyl-9 (10) - aminobutyl tetracyclododecene (6.2.1.1 ^3,6 .0 ^{2, 7)}
Dodecane, 4-aminoethyl-9 (10) - amino pentyl tetracyclododecene (6.2.1.1 ^{3, 6} .0 ^{2, 7)} dodecane, 4 (5), 9 (10) - di-aminomethyl tetracyclododecene ( 6.2.2.1 ^3,6 0.0 ^2,7 ) Tridecane, 4
(5) - aminomethyl -9 (10) - aminoethyl tetracyclododecene (6.2.2.1 ^{3, 6} .0 ^{2, 7)} tridecane,
4 (5) - aminomethyl -9 (10) - aminopropyl tetracyclododecene (6.2.2.1 ^{3, 6} .0 ^{2, 7)} tridecane, 4 (5) - aminomethyl -9 (10) - amino Butyl tetracyclo (6.2.2.1 ^3,6 0.0 ^2,7 ) tridecane, 4 (5) -aminomethyl-9 (10) -aminopentyl tetracyclo (6.2.2.1 ^3,6 .0 ^2,7 ) Tridecane, 4 (5), 9 (10) -diaminoethyltetracyclo (6.2.2.1 ^3,6 .0 ^2,7 ) Tridecane,
4 (5) - aminoethyl -9 (10) - aminopropyl tetracyclododecene (6.2.2.1 ^{3, 6} .0 ^{2, 7)} tridecane, 4 (5) - aminoethyl -9 (10) - amino Butyltetracyclo (6.2.2.1 ^3,6 0.0 ^2,7 ) tridecane, 4 (5) -aminoethyl-9 (10) -aminopentyltetracyclo (6.2.2.1 ^3,6 .0 ^2,7 ) tridecane and the like.

Of these diamino compounds, 2,5 (6) -di (aminomethyl) bicyclo [2.
2.1] Heptane, 2,5 (6) -di (aminoethyl)
Bicyclo [2.2.1] heptane, 2,5 (6) -di (aminomethyl) bicyclo [2.2.2] octane,
2,5 (6) -di (aminoethyl) bicyclo [2.2.
2] octane, 2-aminomethyl-5 (6) -aminoethylbicyclo [2.2.1] heptane, 2-aminomethyl-5 (6) -aminoethylbicyclo [2.2.2] octane, 3 ( 4), 8 (9) -di (aminomethyl) tricyclo [5.2.1.0 ^2,6 ] decane, 3 (4), 8
(9) -Di (aminoethyl) tricyclo [5.2.1.
0 ^2,6 ] decane, 3 (4) -aminomethyl-8 (9)-
Aminoethyltricyclo [5.2.1.0 ^2,6 ] decane, 4,9 (10) -diaminomethyltetracyclo (6.2.1.1 ^3,6 .0 ^2,7 ) dodecane, 4, 9 (1
0) -diaminoethyltetracyclo (6.2.1.1)
^3,6 . 0 ^2,7 ) dodecane, 4 (5), 9 (10) -diaminomethyltetracyclo (6.2.2.1 ^3,6 .
0 ^2,7 ) tridecane and 4 (5), 9 (10) -diaminoethyltetracyclo (6,2.2.1 ^3,6, 0 ^2,7 ) tridecane.

More preferably, 2,5 (6) -di (amido)
Nomethyl) bicyclo [2.2.1] heptane, 2,5
To (6) -di (aminoethyl) bicyclo [2.2.1]
Ptan, 2-aminomethyl-5 (6) -aminoethylbi
Cyclo [2.2.1] heptane, 3 (4), 8 (9)-
Di (aminomethyl) tricyclo [5.2.1.0^2,6]
Decane, 3 (4), 8 (9) -di (aminoethyl) tri
Cyclo [5.2.1.0 ^2,6] Decane, 3 (4) -ami
Nomethyl-8 (9) -aminoethyltricyclo [5.
2.1.0^2,6] Decane, 4,9 (10) -diaminometh
Cyltetracyclo (6.2.1.1^3,6． 0^2,7) Dode
Can, 4 (5), 9 (10) -diaminomethyltetrasi
Black (6.2.2.1)^3,6． 0^2,7) Tridecane
And more preferably 2,5 (6) -di (aminomethyi)
Ru) bicyclo [2.2.1] heptane, 2,5 (6)-
Di (aminoethyl) bicyclo [2.2.1] heptane,
3 (4), 8 (9) -di (aminomethyl) tricyclo
[5.2.1.0^2,6] Decane, 3 (4), 8 (9)-
Di (aminoethyl) tricyclo [5.2.1.0^2,6]
Decane, particularly preferably 2,5 (6) -di (aminometh)
Cyl) bicyclo [2.2.1] heptane, 3 (4), 8
(9) -Di (aminomethyl) tricyclo [5.2.1.
0^2,6] Deccan. These can be alone or optional
Used in combination with.

Examples of the alkylene oxide used in the present invention include ethylene oxide, propylene oxide, butylene oxide, styrene oxide, butyl glycidyl ether, phenyl glycidyl ether and allyl glycidyl ether. Preferably,
Ethylene oxide, propylene oxide, butylene oxide or styrene oxide, more preferably ethylene oxide, propylene oxide or butylene oxide. These may be used alone or in any combination. The appropriate amount of alkylene oxide used is 4 to 24 mol per 1 mol of the diamino compound represented by the general formula (1) or (2). Preferably 8 to 24 moles, more preferably 12
~ 20 moles.

As a method for adding an alkylene oxide to the diamino compound represented by the general formula (1) and / or (2), a known method can be used. For example, a diamino compound alone, or a diamino compound and a catalytic amount of an amine or an alkali metal hydroxide are charged into an autoclave, and after substituting with dry nitrogen, the temperature is raised to about 100 ° C. and any amount of alkylene is reduced under reduced pressure. A method is used in which oxide is added, the reaction is carried out until the internal pressure does not decrease, and then the unreacted alkylene oxide is removed. The obtained aliphatic cyclic polyether polyol is generally a light-colored or light-yellow liquid substance, has a low affinity for water, and has a high affinity with a vehicle resin used for preparing a desensitizing ink.

The desensitizing ink of the present invention contains the above-mentioned aliphatic cyclic polyether polyol as a desensitizing component, and further contains a vehicle resin, a pigment and the like. The amount of the aliphatic cyclic polyether polyol as the desensitizing component is 10 to 60% by weight, preferably 10 to 60% by weight of the non-volatile component in the desensitizing ink.
It is 50% by weight. The desensitizing ink of the present invention has, in addition to the desensitizing component, (1) vehicle resin, rosin-modified phenol resin, rosin-modified maleic acid resin, rosin ester resin, maleic acid resin, styrene-maleic acid resin, terpene-phenolic resin, Generally used non-volatile components such as polyamide resin and alkyd resin
0 to 50% by weight, preferably 15 to 30% by weight, (2)
As pigments for improving printability, whiteness and hiding power, titanium dioxide, zinc oxide, barium sulfate, magnesium hydroxide, talc and calcium carbonate are contained in a nonvolatile content of 10 to 50% by weight, preferably 15 to 40% by weight. %contains.

The desensitizing ink of the present invention may further contain, if necessary, glycol solvents such as ethylene glycol, diethylene glycol and polyethylene glycol, linseed oil, millet oil, drying oil such as soybean oil, cottonseed oil, rapeseed oil and rice bran oil. It may contain oils, paraffin oils, metal soaps, ultraviolet absorbers, antioxidants, lubricants, optical brighteners and the like. In order to obtain the desensitizing ink of the present invention, it is possible to use various known methods other than the above, and if necessary,
A known desensitizer may be used in combination. Further, as an ink for flexographic printing or gravure printing, a volatile solvent such as a lower alcohol, an ester or a ketone may be added to adjust the viscosity and the volatilization rate.

[0018]

EXAMPLES The present invention will be specifically described below with reference to examples and comparative examples, but the present invention is not limited thereto. The CB sheet and CF sheet used in Examples and Comparative Examples were produced as follows. -Preparation of CB sheet: 100 g of a 10% aqueous solution of ethylene-maleic anhydride copolymer and 240 g of water were mixed, and 1
200 g of phenylxylylethane (Nippon Petrochemical Co., Ltd. [SAS-296]) in which pH was adjusted to 4.0 with 0% NaOH aqueous solution and 5% by weight of 3-diethylamino-6-methyl-7-anilinofluorane was dissolved. Was mixed and emulsified with a homomixer (manufactured by Tokushu Kiki Co., Ltd.) at a rotation speed of 5000 rpm, and then a methylated methylolmelamine aqueous solution having a solid content of 80% (Mitsui Toatsu Chemicals, Inc. [Euramine T-
33 ") 40 g was added, and the mixture was kept under stirring at 55 ° C for 2 hours to obtain a microcapsule liquid having an average particle diameter of 6.0 µm. To 100 g of this microcapsule liquid, 20 g of wheat starch granules, 20 g of 20% oxidized starch, and 116 g of water were added and stirred, and 5 g / m ² as solid matter was added to a fine paper of 40 g / m ^2.
A CB sheet was obtained by coating so as to be ² .

Preparation of CF sheet (A) 3,5-di-α-methylbenzylsalicylic acid zinc salt was wet-milled using a sand grinding mill in the presence of a small amount of a polymeric anionic surfactant. Was performed to prepare an aqueous suspension having a solid content of 40% by weight. Using this aqueous suspension, an aqueous coating composition (solid content 30%) having the following composition was prepared, and 40 g / m ² of high-quality paper was coated with 4 g / m ² as solid content.
^It was applied so as to have a thickness of ² to obtain a CF sheet (A). Composition of water-based paint Solid part by weight Light calcium carbonate 100 Developer 15 Oxidized starch 8 Synthetic latex 8 ・ Preparation of CF sheet (B) 3,5-Di (α-methylbenzyl) salicylic acid methyl salt instead of zinc salt 1 mol of ester and 4 mol of styrene were reacted in the presence of 1,2-dichloroethane and sulfuric acid, and then hydrolyzed and then reacted with zinc sulfate to obtain a polystyrene salt of salicylic acid resin zinc salt. Then, a CF sheet (B) was produced.

Synthesis Example 2,5 (6) -di (aminomethyl) bicyclo [2,2,2]
1] 154 g (1.0 mol) of heptane was charged into a 2 l autoclave and purged with dry nitrogen. 2 under reduced pressure
32 g (4.0 mol) of propylene oxide was gradually charged so that the internal pressure of the autoclave did not exceed 4 Kg / cm ² . The temperature increased with the addition of propylene oxide. After charging, the internal pressure is 0.1 Kg /
The reaction was carried out at 110 ° C. until it dropped to cm ² . Then, the pressure was increased to ² Kg / cm ² with dry nitrogen, and the reaction was continued at 110 ° C. until no decrease in internal pressure of the autoclave was observed. The reaction time was 5 hours. After cooling, 3.0 g of potassium hydroxide was continuously charged into the autoclave, and 701.8 g (12.1 mol) of propylene oxide was added under reduced pressure at an autoclave internal pressure of 4 Kg / c.
Gradually charged so as not to exceed m ² . The temperature increased with the addition of propylene oxide. After the charging is completed, 110 until the internal pressure drops to 0.1 Kg / cm ^2.
The reaction was carried out at ° C. Then, with dry nitrogen, 2 kg / cm ²
The pressure was increased to 110 ° C., and the reaction was continued at 110 ° C. until the internal pressure of the autoclave was not decreased. The reaction time was 5 hours. After the reaction was completed, unreacted monomers were removed under reduced pressure, and then neutralized and purified with 85% phosphoric acid to obtain 1082 g of an aliphatic cyclic polyether polyol as a product. This product was a colorless transparent liquid, and primary and secondary amine values were not observed.

Example 1 With respect to 1 mol of 2,5 (6) -di (aminomethyl) bicyclo [2.2.1] heptane obtained in the above Synthesis Example,
40 g of titanium oxide was added to a varnish obtained by heating and dissolving 40 g of an aliphatic cyclic polyether polyol to which 16 mol of propylene oxide was added and 30 g of a rosin-modified maleic acid resin as a binder, and the mixture was kneaded with three rolls to obtain a desensitized ink. . This is CF sheet (A) and (B)
Printing was carried out on the top by a wet offset printing machine so that the weight became 3.5 g / m ² . Combine the obtained desensitized printing paper and CB sheet, pass the supercalender with a linear pressure of 100 Kg / m to perform the color development operation, and measure the color development density (Macbeth density) after 24 hours to desensitize. Was evaluated.
The performance evaluation test results are shown in Table 1 (Table 1).

Example 2 In Example 1, 3 was used as the polyether polyol.
(4), 8 (9) -di (aminomethyl) tricyclo [5.2.1.0 ^2,6 ] decane 1 mol, except that 16 mol of butylene oxide was added,
A desensitizing ink was prepared in the same manner as in Example 1. In the same manner as in Example 1, printing was performed with a wet offset printing machine and the desensitizing effect was measured. Table 1 shows the performance evaluation test results.
It was shown to.

Example 3 In Example 1, as the polyether polyol,
2,5 (6) -di (aminomethyl) -bicyclo [2.
2.1] A desensitizing ink was prepared in the same manner as in Example 1 except that 20 mol of ethylene oxide was added to 1 mol of heptane. In the same manner as in Example 1, printing was performed with a wet offset printing machine and the desensitizing effect was measured. The performance evaluation test results are shown in Table 1.

Example 4 In Example 1, as the polyether polyol,
2,5 (6) -di (aminomethyl) -bicyclo [2.
2.1] A desensitizing ink was prepared in the same manner as in Example 1 except that 12 mol of butylene oxide was added to 1 mol of heptane. In the same manner as in Example 1, printing was performed with a wet offset printing machine and the desensitizing effect was measured. The performance evaluation test results are shown in Table 1.

Example 5 In Example 1, as the polyether polyol,
2,5 (6) -di (aminomethyl) -bicyclo [2.
2.1] A desensitizing ink was prepared in the same manner as in Example 1 except that 16 mol of butylene oxide was added to 1 mol of heptane. In the same manner as in Example 1, printing was performed with a wet offset printing machine and the desensitizing effect was measured. The performance evaluation test results are shown in Table 1.

Comparative Example 1 The CF sheet (A) and the CF sheet (B) which were not subjected to the desensitization treatment were used in combination with the CB sheet to develop color in the same manner as in Example 1. The performance evaluation test results are shown in Table 1.

Comparative Example 2 In Example 1, a desensitizing ink for offset was prepared by using a compound obtained by adding 12 mol of ethylene oxide to ethylenediamine as the polyether polyol, and a printing test was conducted in the same manner as in Example 1. As a result, the desensitizing agent in the desensitizing ink was dissolved in water and protruded from the printing surface, and printing could not be performed. That is, it was determined that there was no suitability for offset printing.

Comparative Example 3 In Example 1, polypropylene glycol (average molecular weight 2000) was used as the polyether polyol to prepare a desensitizing ink for offset, and a printing test was conducted in the same manner as in Example 1. The performance evaluation test results are shown in Table 1.

[0029]

[Table 1] The numerical values in Table 1 indicate the desensitizing effect, and the smaller the numerical value, the greater the effect, and the value of 0.04 to 0.06 means that the desensitizing effect is completely achieved. The desensitizing ink using the polypropylene glycol of Comparative Example 3 did not have a sufficient desensitizing effect on the zinc salt of 3,5-di-α-methylbenzylsalicylic acid and the zinc salt of the polystyreneized salicylic acid resin, and a black colored image was observed. It was

[0030]

INDUSTRIAL APPLICABILITY The desensitizing ink of the present invention has a desensitizing effect even with a small amount and has a clear interface between a printed portion and a non-printed portion, and is extremely excellent in wet offset printing suitability. Is. Further, the desensitizing ink of the present invention is not only offset ink, but also for letterpress printing, flexographic printing,
It can also be applied to gravure ink and is extremely versatile.

Claims (2)

[Claims] 1. An aliphatic cyclic polyether polyol obtained by adding an alkylene oxide to a diamino compound represented by the general formula (1) and / or (2) (formula 1) is used as a desensitizer. Desensitizing ink. Embedded image (In the formula, k is 1 to 2, j and m are 1 to 5, h is 0 to 1
Represents the integer of 2. The desensitizing ink according to claim 1, wherein the alkylene oxide is at least one of ethylene oxide, propylene oxide and butylene oxide.