Radical polymerizable resin composition
A technology of resin composition and polymeric compound, applied in the direction of coating, primer, etc., can solve the problems of damaging the appearance of the cured product, reducing the performance of the adhesive, and the influence of the curing mechanism itself
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[0411] Hereinafter, although this invention is demonstrated based on an Example, this invention is not limited to an Example.
[0412] The raw materials used for the manufacture of each radically polymerizable resin composition (hereinafter, also referred to as "resin composition") in Examples 1 to 11 and Comparative Examples 1 to 3 are as follows.
[0413]
[0415] Cobalt octanoate (manufactured by Toei Chemical Co., Ltd., cobalt hexanoate, content of cobalt in the total product 8% by mass, molecular weight 345.34)
[0417] Manganese octoate (manufactured by Toei Chemical Co., Ltd., manganese caproate, content of manganese in the total product 8% by mass, molecular weight 341.35)
[0418]
[0419] In addition, "monofunctional" in the following thiol compounds means that the number of mercapto groups in the molecule is one, and each numerical value of "bifunctional", "trifunctional", and "tetrafunctional" means that...
Synthetic example 1
[0453] Synthesis example 1: Synthesis of thiol-modified polycarbonate diol (B1-2)
[0454] 500 g (500 mmol) of C-1090 (manufactured by Kuraray Co., Ltd., molecular weight 1,000, diol components: 3-methyl-1,5-pentanediol and 1,6-hexanediol) as a polycarbonate polyol, 3 -144 g (1198 mmol) of mercaptobutyric acid (manufactured by Showa Denko Co., Ltd.), 19 g (99.8 mmol) of p-toluenesulfonic acid monohydrate (manufactured by Tokyo Chemical Industry Co., Ltd.), and 500 g of toluene (manufactured by Junsei Chemical Co., Ltd.) were added to a 2L flask , install the Dean-Stark apparatus and cooling tubes.
[0455] After reducing the pressure in the reaction system to 73.3 kPa (550 mmHg), the contents were heated using an oil bath at 120°C while stirring. After stirring for 7 hours, it was left to cool to room temperature, and the reaction solution was neutralized with a 5% by mass aqueous sodium bicarbonate solution. The organic layer was further washed three times with ion-exchange...
Synthetic example 2
[0456] Synthesis example 2: Synthesis of mercaptan-modified product (B1-3) of dimer acid polyester polyol
[0457] 110 g (55 mmol) of Priplast1838-LQ-(GD) (manufactured by CRODA, molecular weight 2,000, hydroxyl groups at both ends) and 15.8 g (132 mmol) of 3-mercaptobutyric acid (manufactured by Showa Denko Co., Ltd.) ), 7.6 g (40 mmol) of p-toluenesulfonic acid monohydrate (manufactured by Tokyo Chemical Industry Co., Ltd.), and 150 g of toluene (manufactured by Junsei Chemical Co., Ltd.) were put into a 500 mL flask, and a Dean-Stark apparatus and a cooling tube were installed.
[0458] After reducing the pressure in the reaction system to 73.3 kPa (550 mmHg), the contents were heated using an oil bath at 120°C while stirring. After stirring for 4 hours, it was left to cool to room temperature, and the reaction liquid was neutralized with a 9% by mass aqueous sodium bicarbonate solution. The organic layer was further washed three times with ion-exchanged water, and the sol...
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