Cured composition, cured product thereof, hard primer and hard coating
A curable composition and compound technology, applied in coatings, antifouling/underwater coatings, biocide-containing paints, etc., can solve problems such as curling, large curing shrinkage, and large shrinkage, and achieve Excellent scratch resistance, low cure shrinkage, and excellent transparency
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[0159] Examples and comparative examples are shown below to explain the present invention in more detail.
[0160](1) Synthesis of silane coupling agent (inorganic oxide particle modifier) having at least 2 acryloyl groups
Synthetic example 1
[0161] [Synthesis Example 1]: Synthesis of Inorganic Oxide Microparticle Modifier (D-1)
[0162] In a detachable flask, 129.2 g of toluene as a reaction solvent, a mixture of dipentaerythritol pentaacrylate and dipentaerythritol tetraacrylate (46.7% by mass of dipentaerythritol pentaacrylate, di A mixture of 23.1% by mass of pentaerythritol tetraacrylate, 27.9% by mass of dipentaerythritol hexaacrylate, and 2.3% by mass of other unknown substances; 100 g of DPPA mixture a) was heated while stirring so that the internal temperature of the detachable flask was 50° C., and prepared into a homogeneous solution.
[0163] Next, 29.2 g of 3-isocyanatopropyltriethoxysilane (trade name KBE-9007; manufactured by Shin-Etsu Chemical Co., Ltd.), which is an isocyanate compound having an alkoxysilyl group, and tetrachloride as a reaction catalyst were charged. 0.58 g of zirconium acetylacetonate (trade name ZC-700: manufactured by Matsumoto Fine Chemical Co., Ltd., 20% by mass non-volatile...
Synthetic example 2
[0165] [Synthesis Example 2]: Synthesis of Inorganic Oxide Microparticle Modifier (D-2)
[0166] A mixture of dipentaerythritol pentaacrylate and dipentaerythritol tetraacrylate, which is a polyfunctional acrylate having a hydroxyl group, was replaced by a mixture of pentaerythritol triacrylate and pentaerythritol diacrylate, which is a polyfunctional acrylate having a hydroxyl group (pentaerythritol triacrylate 59.7% by mass, 9.6% by mass of pentaerythritol diacrylate, 21.8% by mass of pentaerythritol tetraacrylate, and 8.9% by mass of other unknown substances; PETA mixture), using dibutyltin dilaurate as a reaction catalyst, and In the same manner as in Synthesis Example 1 (see Table 1 for the amount of each compound used), 306 g of a toluene solution having a nonvolatile content of 48.4% by mass of the inorganic oxide fine particle modifying agent (D-2) was obtained.
[0167] [Table 1]
[0168] Table 1
[0169]
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