Protective film for polarizing plate, method for production of film, polarizing plate and liquid crystal display element
A manufacturing method and polarizing plate technology, which can be used in optics, optical components, polarizing components, etc., and can solve the problems of film thickness variation and easy breakage.
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Synthetic example 1
[0750] [Synthesis Example 1: Synthesis of Exemplary Compound A-1]
[0751] After heating 24.6g (0.116 moles) of 3,4,5-trimethoxybenzoic acid, 100ml of toluene, and 1ml of N-N-dimethylformamide to 60°C, slowly drop 15.2g (0.127 moles) of sulfinyl chloride, Heat at 60°C for 2 hours. Then, 15.1 g (0.127 mol) of 4-cyanophenol was dissolved in 50 ml of acetonitrile and then slowly dripped. After the dropwise addition was completed, it was heated and stirred at 60° C. for 3 hours. After cooling the reaction liquid to room temperature, liquid separation was carried out with ethyl acetate and water, and the water in the obtained organic phase was removed with sodium sulfate, the solvent was distilled off under reduced pressure, and 100 ml of acetonitrile was added to the obtained solid for recrystallization. The acetonitrile liquid solution was cooled to room temperature, and the precipitated crystals were collected by filtration to obtain 11.0 g of the target compound as white crystal...
Synthetic example 2
[0755] [Synthesis Example 2: Synthesis of Exemplary Compound A-2]
[0756] After heating 106.1g (0.5 moles) of 2,4,5-trimethoxybenzoic acid, 340ml toluene, and 1ml dimethylformamide to 60°C, slowly drop 65.4g (0.55 moles) of sulfinyl chloride, at 65-70 °C for 2 hours. Thereafter, slowly drop the solution obtained by dissolving 71.5g (0.6 moles) of 4-cyanophenol in 150ml of acetonitrile in advance, and heat and stir at 80-85°C for 2 hours after the drop is completed. After the reaction liquid was cooled to room temperature, liquid separation was carried out with (1 L) ethyl acetate and water, and the obtained related phase was dehydrated with magnesium sulfate, and about 500 ml of solvent was distilled off under reduced pressure, and 1 L of methanol was added for recrystallization. The crystals were recovered by filtration to obtain 125.4 g of the target compound as white crystals (yield 80%). In addition, the compound was identified by 1H-NMR (400 MHz) and mass spectrometry....
Synthetic example 3
[0760] [Synthesis Example 3: Synthesis of Exemplary Compound A-3]
[0761] After heating 10.1g (47.5 mmol) of 2,3,4-trimethoxybenzoic acid 40ml and 0.5ml of dimethylformamide to 80°C, slowly drop 6.22g (52.3 mmol) of sulfinyl chloride at 80 °C for 2 hours. Thereafter, slowly drop the solution obtained by dissolving 6.2g (52.3 mmol) of 4-cyanophenol in 20ml of acetonitrile in advance, and heat and stir at 80-85°C for 2 hours after the dropping. After the reaction solution was cooled to room temperature, liquid separation was performed with ethyl acetate and water, and the obtained organic phase was dehydrated with sodium sulfate, the solvent was distilled off under reduced pressure, and 50 ml of methanol was added for recrystallization. The crystals were recovered by filtration to obtain 11.9 g of the target compound as white crystals (yield 80%). In addition, the obtained compound was identified by 1H-NMR (400 MHz) and mass spectrum.
[0762] 1H-NMR (CDCl 3 ): δ3.50(br, 9H...
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