Curing agent for two-package polyurethane resin coating material, method for producing same, and two-package polyurethane resin coating material
A technology of polyurethane resin and manufacturing method, applied in the direction of polyurea/polyurethane coatings, coatings, etc., can solve problems such as deterioration of solvent resistance, and achieve the effect of improving deterioration of solvent resistance and excellent balance
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[0069] The present invention will be further described by giving examples and comparative examples. However, the present invention is not limited to the Examples described below. In addition, in the following description, the unit (ppm, %) of each component amount is a mass basis.
Synthetic example 1
[0070] (Polyisocyanate Synthesis Example 1: Isocyanate 1 (isocyanate group-containing isocyanate))
[0071] In a 1000ml glass four-necked flask with a cover equipped with a thermometer, a stirrer and a nitrogen inlet tube, 936g of hexamethylene diisocyanate (hereinafter referred to as HDI) and 6g of 1,3-butanediol are charged, and after nitrogen purging, The temperature was raised to 50°C while stirring, and 0.1 g of phenol and 0.04 g of a catalyst (a mixture of potassium isobutyrate:dipropylene glycol:THF=1:4.5:4.5) were added. The reaction was carried out at 110° C. and sampling was carried out. When the NCO content reached 41.5%, 0.004 g of N-cyclohexylaminosulfonic acid and 0.015 g of 2-ethylhexyl phosphate were added to stop the reaction. Then, under the conditions of 130° C. and 0.04 kPa, thin film distillation was performed to remove free HDI.
[0072] The isocyanate 1 thus obtained was a pale yellow liquid with an average number of functional groups of 3.5, an NCO con...
Synthetic example 2
[0073] (Polyisocyanate Synthesis Example 2: Isocyanate 2 (isocyanate group-containing isocyanate))
[0074] 961g of HDI and 3.5g of 1,3-butanediol were placed in a 1000ml four-necked glass flask with a cover equipped with a thermometer, a stirrer, and a nitrogen inlet tube, and after purging with nitrogen, the temperature was raised to 50°C while stirring. 0.1 g of phenol and 0.06 g of a catalyst (a mixture of potassium isobutyrate:dipropylethanol:THF=1:4.5:4.5) were added. The reaction was carried out at 110° C. and sampling was carried out. When the NCO content reached 35.0%, 0.007 g of N-cyclohexylaminosulfonic acid and 0.011 g of 2-ethylhexyl phosphate were added to stop the reaction. Then, under the conditions of 130° C. and 0.04 kPa, thin film distillation was performed to remove free HDI.
[0075] The isocyanate 2 thus obtained was a pale yellow liquid with an average number of functional groups of 4.5, an NCO content of 20.0%, and a viscosity of 8000 (mPa·s at 25° C.)...
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