CURABLE COMPOSITION FOR INKJET, CURED PRODUCT OF SAME, AND ELECTRONIC COMPONENT COMPRISING SAID CURED PRODUCT

Abstract

Provided is a curable composition for inkjet printing that has an excellent curing performance at surface point and an excellent curing performance at deep point. The curable composition for inkjet contains (A) an oxime ester-based photopolymerization initiator and (B) an amino group-containing (meth)acrylate compound.

Claims

1. A curable composition for inkjet, comprising: an oxime ester-based photopolymerization initiator; and an amino group-containing (meth)acrylate compound.

2. The curable composition for inkjet according to claim 1, further comprising: an aminoacetophenone-based photopolymerization initiator.

3. A cured product obtained by a process comprising curing the curable composition of claim 1.

4. An electronic component, comprising: the cured product of claim 3.

5. A cured product obtained by a process comprising curing the curable composition of claim 2.

6. An electronic component, comprising: the cured product of claim 5.

Description

EXAMPLES

[0096] The present invention will be explained hereinafter with reference to Examples.

[0097] <Preparation of compositions>

[0098] All of each component were blended in the proportions (unit: parts by mass) shown in Table 1, and the whole was stirred by a dissolver. Thereafter, the whole was dispersed for 2 hours by a bead mill using 1 mm zirconia beads to obtain compositions according to the present invention (Examples 1 to 4) and comparative compositions (Comparative Examples 1 to 4).

[0099] <Evaluations>

[0100] (1) Curing Performance At Deep Point

[0101] The above compositions were applied to an FR-4 substrate using a 60 m applicator (manufactured by ERICHSEN), and then cured with LED 365 nm (FE400 manufactured by Phoseon Technology) at 600 mJ/cm.sup.2. Thereafter, heat treatment was performed for 60 minutes in a hot air circulation-type drying furnace at 150 C. A cross-cut tape peeling test (JIS K 5600) was performed on the prepared samples. The test results were shown as when peeling did not occur. The test results were shown as X when peeling occurred.

[0102] (2) Tack

[0103] The above compositions were applied to copper foil using a 60 m applicator (manufactured by ERICHSEN), and then cured with LED 365 nm (FE400 manufactured by Phoseon Technology) at 600 mJ/cm.sup.2. Thereafter, heat treatment was performed for 60 minutes in a hot air circulation-type drying furnace at 150 C. The prepared samples were evaluated by a tack-free performance. The test results were shown as O when the samples did not have tack properties. The test results were shown as x when the samples did not cure and remained liquid.

[0104] (3) Heat Resistance

[0105] The above compositions were applied to copper foil using a 60 m applicator (manufactured by ERICHSEN), and then cured with LED 365 nm (FE400 manufactured by Phoseon Technology) at 600 mJ/cm.sup.2. Thereafter, heat treatment was performed for 60 minutes in a hot air circulation-type drying furnace at 150 C. A peeling test was performed using a cellophane adhesive tape on the prepared samples according to the method of JIS C-5012. In the peeling test, the prepared samples were immersed in a solder bath at 260 C. for 10 seconds. The state of a coating film after the peeling test was visually observed and evaluated according to the following criteria. The test results were shown as O when no change was observed in the coating film. The test results were shown as x when peeling was observed in the coating film.

[0106] (4) Bleeding

[0107] The above compositions were applied to copper foil using a 60 m applicator (manufactured by ERICHSEN), and then cured with LED 365 nm (FE400 manufactured by Phoseon Technology) at 600 mJ/cm.sup.2. Thereafter, bleeding from the edge of a coating film was observed through an optical microscope, and then the bleeding was evaluated according to the following criteria. The test results were shown as O when no bleeding from the edge of a coating film was observed. The test results were shown as X when bleeding from the edge of a coating film was observed.

TABLE-US-00001 TABLE 1 Example Comparative Example Component Abbreviation 1 2 3 4 1 2 3 4 Thermosetting component 7982 10 10 10 10 10 10 10 10 Hydroxyl group-containing 4-HBA 5 5 5 5 5 (meth)acrylate Hydroxyl group-containing CHDMMA 5 (meth)acrylate Amino group-containing DM-281 5 5 5 5 5 (meth)acrylate Amino group-containing CN371NS 5 (meth)acrylate Bifunctional (meth)acrylate DPGDA 70 70 70 70 70 70 70 70 Monofunctional (meth)acrylate M-221B 15 15 15 15 15 15 15 15 Monofunctional (meth)acrylate POA 5 5 5 5 5 5 5 5 Aminoacetophenone-based Omnirad379 8 8 8 8 8 8 8 8 photopolymerization initiator Thioxanthone-based DETX 1 1 1 1 1 1 1 1 photopolymerization initiator Oxime ester-based TOE-04-A3 0.5 0.5 0.5 0.5 0.5 photopolymerization initiator Oxime ester-based OXE-02 2 photopolymerization initiator Carbon black MA-100 1 1 1 1 1 1 1 1 Silicone-based additive BYK-307 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 Curing performance at deep point Tack Heat resistance Bleeding

[0108] Each component in Table 1 is detailed as follows.

[0109] 7982: Block isocyanate (manufactured by Baxenden Chemicals Ltd.) 4-HBA: 4-Hydroxybutyl acrylate (manufactured by Nihon Kasei Co., Ltd.)

[0110] CHDMMA: 1,4-Cyclohexanedimethanol monoacrylate (manufactured by Nihon Kasei Co., Ltd.)

[0111] DM-281: Amine-modified polyfunctional polyester acrylate (manufactured by DOUBLE BOND CHEMICAL IND. CO., LTD.)

[0112] CN371NS: Bifunctional amino acrylate (manufactured by ARKEMA)

[0113] DPGDA: Dipropylene glycol diacrylate (manufactured by BASF Japan)

[0114] M-221B: EO-modified bisphenol-A diacrylate (manufactured by TOAGOSEI CO., LTD.)

[0115] POA: Phenoxyethyl acrylate (Kyoeisha Chemical Co., Ltd.)

[0116] Omnirad 379: Benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butanone (manufactured by IGM Resins)

[0117] DETX: 2,4-Dimethyl thioxanthone (manufactured by Nippon Kayaku Co., Ltd.)

[0118] TOE-04-A3: Oxime ester photopolymerization initiator (manufactured by Nippon Chemical Works Co., Ltd.)

[0119] OXE-02: Ethanone, 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]-, 1-(0-acetyloxime) (manufactured by BASF)

[0120] MA-100: Carbon black (manufactured by Mitsubishi Chemical Corporation)

[0121] BYK-307: Silicone-based additive (manufactured by BYK Japan KK)

[0122] <Evaluation Results>

[0123] Examples 1 to 4 exhibited good results in all of a curing performance at deep point, a curing performance at surface point (tack, bleeding), and a heat resistance. In contrast, Comparative Example 1, in which no hydroxyl group-containing acrylate is contained in the comparative composition, had poor heat resistance. Comparative Example 2, in which no amino group-containing acrylate is contained in the comparative composition, had a poor curing performance at surface point (tack and bleeding). Comparative Example 3, in which no oxime ester-based photopolymerization initiator is used in the comparative composition, had a poor curing performance at deep point. Comparative Example 4, in which none of the hydroxyl group-containing acrylate, amino group-containing acrylate, and oxime ester-based photopolymerization initiator are contained in the comparative composition, had poor evaluations in all of a curing performance at deep point, a curing performance at surface point (tack, bleeding), and a heat resistance.