Composition for antireflection film, antireflection film formed therefrom, polarizing plate containing same, and optical display device containing same
A technology of anti-reflection film and composition, applied in optics, optical elements, nonlinear optics, etc., can solve the problems of hardness and impact resistance deterioration, complexity of anti-reflection film, reduction of reflectivity of anti-reflection film, etc.
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preparation Embodiment 1
[0117] Preparation Example 1: Preparation of Formula 1a
[0118] (1) Prepare a solution by diluting 2.11g (10mmol) phenylenephosphonothiodichloride in 30mL tetrahydrofuran (THF), cool the solution to 0°C with an ice bath, and then add 1.14g (11mmol) triethyl Amine solution. Next, a solution was prepared by diluting 1.1 g (10 mmol) of thiophenol in 10 mL of THF, and this solution was slowly added to the resulting solution using a dropping funnel. Keep the resulting solution at 0°C, add 1.14 g (11 mmol) triethylamine to the resulting solution, and slowly add 1.25 g (10 mmol) of 4-aminobenzenethiol in 6 mL of THF using a dropping funnel Solutions prepared by dilution. After the addition was complete, the ice bath was removed and the resulting solution was stirred for about 2 hours. After the reaction was completed, the resulting solution was filtered to remove the amine salt, and then the excess solvent was distilled off under reduced pressure. Then, 100 mL of ethyl acetate (...
preparation Embodiment 2
[0124] Preparation Example 2: Preparation of Formula 1b
[0125] (1) A compound represented by formula B was prepared by the same method as in Preparation Example 1 except that 1.26 g (10 mmol) of 4-hydroxybenzenethiol was used instead of 4-aminobenzenethiol. by column chromatography (SiO 2 , ethyl acetate:hexane=1:4) isolated the final compound {colorless oil, yield: 72%, refractive index: 1.69, 1 H-NMR (300MHz, CDCl 3 ): δ7.99-7.91 (m, 2H), 7.52-7.35 (m, 6H), 7.31-7.23 (m, 5H), 6.74 (dd, J=1.5, 6.6Hz, 2H)}.
[0126] [Formula B]
[0127]
[0128] (2) The compound represented by Formula 1b was prepared by the same method as in Preparation Example 1 except that 2.19 g (5.8 mmol) of the compound represented by Formula B was used instead of the compound represented by Formula A. by column chromatography (SiO 2 , ethyl acetate: hexane = 1:5) isolated the final compound {colorless oil, yield: 78%, refractive index: 1.685, 1 H-NMR (300MHz, CDCl 3 ):δ8.00-7.92(m,2H),7.53-7....
preparation Embodiment 3
[0131] Preparation Example 3: Preparation of Formula 1c
[0132] A solution prepared by diluting 25.04 g (200 mmol) of 4-aminobenzenethiol in 400 mL of THF was cooled to 0° C. using an ice bath, and then 21.3 g (210 mmol) of triethylamine was added. The resulting solution was kept at 0° C., and 21.1 g (100 mmol) of phenylenephosphonothiodichloride was diluted in 200 mL of THF to prepare a solution, which was slowly added to the resulting solution using a dropping funnel. After the addition was complete, the ice bath was removed and the resulting solution was stirred for about 2 hours. After the reaction was completed, the resulting solution was filtered to remove the amine salt, and cooled to 0° C., then 21.3 g (210 mmol) of triethylamine was added to the resulting solution. Then, a solution prepared by diluting 18.6 g (205 mmol) of acryloyl chloride in 100 mL of THF was slowly added to the resulting solution, followed by stirring at 0° C. for 1 hour. After the reaction was ...
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