JPH0431468A - Active energy ray-curable coating composition and printing ink composition - Google Patents

Abstract

(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

DETAILED DESCRIPTION OF THE INVENTION [Object of the Invention] (Industrial Field of Application) The present invention relates to coating compositions and printing ink compositions that can be cured by irradiation with active energy rays such as ultraviolet rays or electron beams.

(Prior art) In recent years, active energy ray-curable printing inks and paints containing radically polymerizable compounds have been used to speed up printing, shorten delivery times,
Due to its many advantages such as low odor and hygiene, it is replacing conventional general oil-based ink in an increasing number of fields, and its usage is also increasing.

Therefore, the curability and film properties are pursued and the quality is improved. For example, in the technology found in U.S. Pat. By using a compound with an ethylenically unsaturated bond, printing and coating suitability are improved,
After irradiation with active energy rays, various physical properties of the cured film, such as scratch resistance and heat resistance, are improved.

However, no consideration has been given to workability during printing, and in fact, xylene and cellosolve-based detergents are used to clean the ink, and these cleaning solutions can also damage the plates and blankets. In order to avoid corrosion, special auxiliary materials such as heat-strengthened (burning) PS plates and special blankets for UV (EB) inks are required, which has been considered disadvantageous in terms of workability and cost of auxiliary materials.

(Problems to be Solved by the Invention) The present inventors have discovered that the operational disadvantages of conventional active energy ray-curable printing inks and paints include the resin used as a vehicle in the ink and paint, and the active energy ray-curable printing inks and paints. Based on the knowledge that the solubility of compounds (oligomer monomers) that exhibit By limiting the dissolution temperature of white kerosene (monomer/white kerosene = 1/1) to 1,000 liters, the curing speed is fast (while satisfying the basic physical properties of good suitability for offset printing). They discovered that it can be washed with a petroleum solvent and does not attack plates and blankets, leading to the present invention.

[Structure of the invention]

(Means for Solving the Problems) The present invention provides a dibasic acid diallyl ester polymer (a),
It does not substantially dissolve in white kerosene at temperatures below 20℃, and has a 25%
This is an active energy ray-curable coating composition containing an ethylenically unsaturated compound (b) that dissolves at ~45°C.

As an example of compound (c), a compound represented by the following general formula (b) is used.

General formula (b) (in the formula, R is a hydrogen atom or a methyl group, R2 is also m
, n represents an integer of 1 or more) and (a) has a weight average molecular weight of 1,000 to 100.
．． 000, preferably from 5,000 to 5oooo, and the softening point is from 4o to 180°C, preferably from 6o to 140°C. Weight average molecular weight is 1o
If the softening point is less than 40°C or the softening point is less than 40°C, sufficient strength of the cured film cannot be obtained. On the other hand, if the weight average molecular weight is 100,000 or more or the softening point is 180'C or more, the solubility in ethylenically unsaturated compounds will be significantly deteriorated, and the target coating composition may have too high a viscosity or have poor fluidity. In addition, it becomes difficult to produce printing ink using this coating composition.

On the other hand, the viscosity of (b) is 100"IO,000cps (
(25°C) is preferably 1000 to 3000 cps. If the viscosity is less than 100 cps, the amount of (a) used increases, resulting in poor cleaning performance;
If it exceeds 0 cps, the handling during manufacturing of the coating composition will be significantly deteriorated or the content of (a) will be extremely reduced, making it impossible to obtain favorable results in terms of printability.

The weight ratio of (a) and () used here is 25:75 ~
The range is 5:95, preferably 20:80-10
:90. If the ratio of (a) exceeds 25, not only will the cleaning performance deteriorate, but the suitability as a printing ink will be significantly impaired due to increased viscosity. On the other hand, if the ratio is less than 5:95, sufficient curability cannot be obtained.

Furthermore, any compatible material can be used as the vehicle for the coating material consisting of (a) and Φ).

As the ethylenically unsaturated compounds other than (b), any generally known compounds may be used. Examples include glycols such as polypropylene glycol and neopentyl glycol, polyhydric alcohols such as trimethylolpropane, pentaerythritol, polytrimenalolbroban, polypentaerythritol, and glycerin; these include propylene oxide, butylene oxide, etc. alkylene oxide adducts; 1,3 dioxane polyol, 1,3 dioxane mono(or poly)ε-caprolactam adduct, neopentyl glycol monohydroxypivalic acid ester, phenoxy polyalkylene glycol ether, p-alkylphenoxy poly Alkylene oxide adducts of phenols such as alkylene glycol, bisphenol A, and bisphenol F, and their water additives; novolac epoxies such as phenol novolak and alkylphenol novolak epoxy, alicyclic epoxies, and (meth)acrylates thereof. It can be selected arbitrarily depending on the purpose of use and performance imparting.

In addition, L2 is a material that is compatible with the vehicle of the coating agent consisting of (a) and (b), rosin-modified phenolic resin,
Various known resins that are not (meth)acrylic esterified, such as petroleum resins, alkyd resins, polyester resins, epoxy resins, urethane resins, and vinyl group-containing resins such as (meth)acrylic esterified resins and polystyrene. Although prepolymers and the like can be used in combination, the amount used is limited to achieve the initial purpose. The amount of materials other than (a) and (b) used should be less than 10% of the vehicle consisting of (a) and Φ) in order to achieve the initial goal.

In addition, various additives such as pigments, extender pigments, waxes, slip agents, and antifoaming agents can be dispersed or mixed in this vehicle. It is well known that an activator is required.

Applications of the present invention include activated energy ray-curable lithographic printing inks, letterpress printing inks, silk screen inks, gravure inks, overprint varnishes, coaching varnishes, etc., and these can be used in paper containers such as food packaging containers, Used for decoration and coating of printed circuit boards such as business forms, stickers, labels, metals, plastic etching resists, and solder resists.

The present invention will be described with respect to lithographic printing ink.

(Synthesis of vehicle) A dissolving varnish was prepared according to the following formulation at approximately 150° C. under air blowing (numbers in the table do not indicate weight %).

Using these vehicles, an ultraviolet curable offset red ink was prepared using the following ink formulation.

Prescription LIONOL RED 6B FG 4219
20.0% by weight Irgacure 907 3.0 (manufactured by Ciba Geigy) Kayacure ETX 3.0 (Nippon Kayaku ■
Varnish (Vl-VB) 60.0 Monomer used in vehicle 14.0 ioo.

Using these inks, I PA with Mitsubishi Printing Machine Dia I
The results of a printing test using 5% dampening water are shown.

〔Effect of the invention〕

As explained above, the coating composition of the present invention using a dibasic acid diallyl ester prepolymer and an ethylenically unsaturated compound with a limited white kerosene melting point is commonly used as a printing auxiliary material in active energy ray-curable offset inks. The same ink as oil-based ink can be used.

Patent applicant: Toyo Ink Manufacturing Co., Ltd. Procedural amendment July 1r7, 1990

Claims (1)

[Scope of Claims] 1. A dibasic acid diallyl ester polymer (a) and an ethylenically unsaturated compound (b) that does not substantially dissolve in white kerosene at temperatures below 20°C but dissolves at 25 to 45°C. ) An active energy ray-curable coating composition comprising: 2. The weight average molecular weight of (a) is 1000 to 1000
The active energy ray-curable coating composition according to claim 1, wherein the active energy ray-curable coating composition has a range of 0.00. 3. The active energy ray-curable coating composition according to claim 1 or 2, wherein the softening point of (a) is in the range of 40°C to 180°C. 4. The active energy ray-curable coating composition according to any one of claims 1 to 3, wherein the viscosity of (b) is in the range of 100 to 10,000 cps. 5. The weight ratio of (a) and (b) is 25:75 to 5:95
The coating composition according to any one of claims 1 to 4, which is within the range of . 6. An active energy ray curable printing ink composition comprising the active energy ray curable coating composition according to claim 1.