Polyorganosilsesquioxane, hard coat film, adhesive sheet, and laminate
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Example 1
[0192]Materials used were 161.5 mmol (39.79 g) of 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane (hereinafter also referred to as “EMS”), 9 mmol (1.69 g) of phenyltrimethoxysilane (hereinafter also referred to as “PMS”), and 165.9 g of acetone. In a nitrogen stream, the materials were placed in a 300-ml flask (reactor) equipped with a thermometer, a stirrer, a reflux condenser, and a nitrogen inlet tube, followed by temperature rise to 50° C. to give a mixture. To the prepared mixture, was added dropwise 4.70 g (1.7 mmol in terms of potassium carbonate) of a 5% aqueous solution of potassium carbonate over 5 minutes, followed by 1700 mmol (30.60 g) of water added dropwise over 20 minutes. No significant temperature rise occurred during the dropwise additions. The mixture was then subjected to a polycondensation reaction in a nitrogen stream for 4 hours while keeping the temperature at 50° C.
[0193]A product in the reaction mixture after the polycondensation reaction was analyze...
Example
[0195]Examples 2 to 6 and Comparative Examples 1 and 2 Epoxy-containing polyorganosilsesquioxanes were produced each by a procedure similar to that in Example 1, except for changing the amounts of the starting materials (EMS and PMS), the type and amount of the solvent, the reaction temperature, the amount of the 5% potassium carbonate aqueous solution, the amount of water, and the reaction time as given in Table 1. Table 1 presents the number-average molecular weight (Mn), the molecular-weight dispersity, the T3 to T2 ratio of the T3 unit to the T2 unit, and the Td5 of the epoxy-containing polyorganosilsesquioxanes prepared in the examples and comparative examples. The Td5 in Table 1 is indicated in degree Celsius (° C.).
TABLE 1Example 1Example 2Example 3Example 4Example 5Example 6Com. Ex. 1Com. Ex. 2SilsesquioxaneEMS (g)39.7939.7939.7939.7939.7949.2819.7119.71productionPMS (g)1.691.691.691.691.69023.823.8SolventacetonedioxaneacetoneacetoneacetoneacetonedioxaneacetoneSolvent amount...
Example
Example 7
[0197]A solution mixture was prepared as a hard-coating composition (curable composition) by blending 100 parts by weight of the epoxy-containing polyorganosilsesquioxane (S-1) prepared in Example 1, 20 parts by weight of methyl isobutyl ketone (supplied by Kanto Chemical Co., Inc.), and 1 part by weight of a curing catalyst 1 ([diphenyl[4-(phenylthio)phenyl]sulfonium tris(pentafluoroethyl)trifluorophosphate]).
[0198]The above-prepared hard-coating composition was applied onto a PET film (trade name KEB03 W, supplied by Teijin DuPont Films Japan Limited) by flow casting using a wire bar so as to form a hard coat layer having a thickness after curing of 5 μm. The resulting article was left stand in an oven at 70° C. for 10 minutes (for prebaking) and then irradiated with an ultraviolet ray under irradiation conditions at an irradiance of 312 mJ / cm2 and an irradiation intensity of 80 W / cm2. Lastly, the article was subjected to a heat treatment (aging) at 80° C. for 2 hours to ...
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