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Thioether-containing (meth)acrylate derivative and adhesion improver containing same
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A technology of acrylates and derivatives, applied in the fields of organic chemistry, adhesive additives, polymer adhesive additives, etc., can solve the problem of poor coating storage stability, insufficient improvement effect of silane coupling agent adhesion, pollution and other problems to achieve the effect of improving adhesion
Active Publication Date: 2016-04-06
NOF CORP
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In addition, the adhesion improvement effect of the silane coupling agent is not sufficient. For example, the initial adhesion may be achieved by adding adhering agents such as salts such as titanium and zirconium, amines such as imidazole, phosphoric acid esters, and polyurethane resins.
In addition, the addition of the adhesion auxiliary agent not only increases the preparation time and cost, but also has the problem that the storage stability of the coating at room temperature deteriorates or the heat resistance and hardness decrease due to the addition of the adhesion auxiliary agent.
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Embodiment 1-1～1-5
[0078] First, according to Examples 1-1 to 1-5, a thioether-containing (meth)acrylate derivative (synthesis 1 to 5) was synthesized using the following A component and B component. The A component and B component used are as follows.
[0085] B-1: Tris-[(3-mercaptopropionyloxy)-ethyl]-isocyanurate (the following formula 8).
[0086]
[0087] [Synthesis of thioether-containing (meth)acrylate derivatives]
[0088] In a three-necked flask equipped with a thermometer, a stirrer, and a titration pump, component B was added according to Table 1 below, and after heating up to 60° C., component A was titrated for 1 hour. After completion of the titration, it was stirred at 60° C. for 2 hours to make it react.
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Abstract
A thioether-containing (meth)acrylate derivative represented by formula (1). (In formula (1), a represents an integer of 1 or 2, b represents an integer of 1 or 2, and a + b = 3; R1 represents a trivalent group represented by formula (2); R2 represents a divalent group represented by formula (3) or formula (4); and R3 represents a hydrocarbon group having 1-12 carbon atoms.) (In formula (2), R4 represents -CH2-, -CH2CH2- or -CH2CH(CH3)-.) (In formula (3), R5 represents a hydrogen atom or a methyl group.) (In formula (4), R5 represents a hydrogen atom or a methyl group.).
Description
technical field [0001] The present invention relates to a novel thioether-containing (meth)acrylate derivative suitable for adhesiveness improving agents and the like. Background technique [0002] Conventionally, when coating various coatings on inorganic substrates such as glass, in order to improve adhesion, adhesion improving agents such as silanecoupling agents are added to the coatings (for example, refer to Patent Document 1). However, since the silanecoupling agent is thermally decomposed, if it is used in a production line, there is a problem that siliconoxide is precipitated in a heating furnace such as an oven, causing contamination. In addition, the adhesion improvement effect of the silanecoupling agent is not sufficient. For example, the initial adhesion may be achieved by adding adhering agents such as salts such as titanium and zirconium, amines such as imidazole, phosphoric acid esters, and polyurethane resins. In addition, the addition of the adhesion ...
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