Actinic-ray- or radiation-sensitive resin composition, actinic-ray- or radiation-sensitive film therefrom and method of forming pattern using the composition
A technology of resin composition and actinic ray, applied in photosensitive materials for photomechanical equipment, optics, organic chemistry, etc.
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Embodiment 1
[0832]
[0833] Synthesis of sulfonium salts by Friedel-Crafts reaction between 2-phenylpropyl acetate and diphenylsulfoxide. Then, the salt was hydrolyzed to obtain the compound (B-1-1) shown below.
[0834] In a 200 ml three-necked flask, 3.7 g of Compound (B-1-1) was dissolved in a mixed solvent consisting of 1.5 g of pyridine and 25 g of THF. While cooling the solution in an ice bath with stirring, 2.1 g of chloroacetyl chloride was added dropwise to the solution over 30 minutes. After the dropwise addition was complete, the ice bath was removed and the mixture was allowed to warm to room temperature and the mixture was stirred at this temperature for 1 hour. Then, 100 g of chloroform was added to the mixture, and the obtained organic phase was washed with water, a saturated sodium bicarbonate solution and water in this order. The solvent was removed to obtain a brown liquid compound (B-1-2) shown below.
[0835] In a 200ml three-necked flask, the obtained compound (B...
Embodiment 2
[0839]
[0840] The following compound (B-1-5) was obtained by Friedel-Crafts reaction between 3-phenyl-1-methylpropylamine and diphenylsulfoxide.
[0841] In a 200 ml three-necked flask, 4.2 g of compound (B-1-5) was dissolved in 40 g of acetonitrile. Then, 3.6 g of potassium carbonate was added to the solution, and while cooling the mixture in an ice bath, 3.2 g of ethyl bromoacetate was added dropwise to the solution over 30 minutes. Subsequently, the mixture was stirred for 30 minutes in an ice bath. The ice bath was removed, then allowed to warm to room temperature and the mixture was stirred at this temperature for 5 hours. Then 100 g of chloroform was added to the mixture, and the obtained organic phase was washed with water. The solvent was removed to obtain a brown liquid compound (B-1-6) shown below.
[0842] Compound (B-1-6) was dissolved in 50 g of water, 2.9 g of potassium nonafluorobutanesulfonate was added to the aqueous solution, and stirred for 30 minutes...
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