Carbazole multi beta oxime ester derivative compound and photopolymerization initiator and photoresist composition comprising same
A technology of compounds and derivatives, which is applied in the fields of carbazole poly-β-oxime ester derivative compounds and photopolymerization initiators and photoresist compositions containing the carbazole poly-β-oxime ester derivative compound, can solve the problem of low sensitivity, Outgassing pollution, by-products reduce yield, etc., to achieve good sensitivity, reduce pollution, and excellent properties
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example 1
[0147]
[0148] Step 1: Synthesis of 9-(4-methoxyphenyl)carbazole
[0149] Triglyme (40 mL) was placed in a reactor, and carbazole (30 g, 170.5 mmol), 4-iodoanisole (49.8 g, 204.3 mmol), powdered copper (11.34 g, 180mmol) and potassium carbonate (58.8g, 423.2mmol), then stirred at 200°C for 20 hours. After the reaction was completed, the mixture was cooled to room temperature, and stirred for 30 minutes with the addition of ethyl acetate (300 mL) for crystallization. The solid obtained by filtering the solution was stirred in acetone (300 mL) and dichloromethane (300 mL) respectively for 30 minutes, filtered and washed with water.
[0150] The obtained solid or impurities were removed to obtain a filtrate, and the organic solvent in the filtrate was distilled off under reduced pressure at 40°C. The resulting product was refrigerated for one day to precipitate the product. Subsequently, petroleum ether (about 200 mL) was added, filtration was performed, and the resulting ...
example 2
[0167]
[0168] Step 1: Synthesis of 9-(4-methylthiophenyl)carbazole
[0169] Triglyme (40ml) was placed under a nitrogen atmosphere, and carbazole (30g, 170.5mmol), 4-iodothioanisole (53.8g, 204.3mmol), powdered copper (11.34g, 180mmol ) and potassium carbonate (58.8g, 423.2mmol) were added to the reactor and refluxed at 90°C for 4 days. After the reaction was complete, the mixture was cooled to room temperature. Subsequently, the reaction solution was transferred to a beaker, and water (300 mL) and dichloromethane (300 mL) were placed in the beaker and stirred for 1 hour. The solution in the beaker was filtered through a 2 to 3 cm sized silica gel (40 to 400 mesh) filter to remove insoluble impurities. Subsequently, the filtrate was extracted 3 times with dichloromethane (300 mL), and the organic layer was dried with anhydrous magnesium sulfate, filtered, distilled under reduced pressure and recrystallized (dichloromethane:hexane=1:1) to obtain the target compound 9- (...
preparation example 1
[0194] Preparation Example 1: Preparation of Acrylic Polymer (a-1)
[0195] Put 200mL propylene glycol methyl ether acetate (propylene glycol methyl ether acetate, PGMEA) and 1.5g azobisisobutyronitrile (Azobisisobutyronitrile, AIBN) in a 500mL polymerization container, and methacrylate, glycidyl methacrylate Acrylic acid ester, methyl methacrylate and dicyclopentyl acrylate were added in a molar ratio of 20:20:40:20 at 40% solids by weight of acrylic acid monomer, and then polymerized while stirring at 70°C under a nitrogen atmosphere5 hours to prepare acrylic polymer (a-1). The prepared polymer (a-1) was found to have a weight average molecular weight of 25,000 and a degree of dispersion of 1.8.
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