Novel acryl monomer, polymer, and resist composition comprising same
An acrylic and polymer technology, applied in the field of polymers for resist additives and resist compositions, can solve problems such as watermark defects
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preparation example
[0263] Preparation Example: Synthesis of Monomers and Polymers
Synthetic example 1
[0265]
[0266] 30.0g of 2,2-bis(hydroxymethyl)propionic acid (2,2-bis(hydroxymethyl)propionic acid) and 41.4mL of 2,2-dimethoxypropane (2,2-dimethoxypropane) and 2.13 g of p-toluenesulfonic acid monohydrate (p-toluenesulfonic acid monohydrate) was put into 300 mL of acetone, and stirred at room temperature for 2 hours to prepare a mixed solution. After adding NH3 / EtOH solution to the resultant mixed solution for neutralization, the solvent was removed by a rotary concentrator. The resulting reactant was washed with methylene chloride and distilled water to obtain Compound 1.
[0267] 16g of 2-hydroxyethylmethacrylate (2-hydroxyethylmethacrylate) and 23.5g of the prepared compound 1 and 4.2g of dimethylaminopyridine (DMAP, dimethylaminopyridine) and 27.9g of N,N'-bicyclic Hexylcarbodiimide (DCC, N,N'-dicyclohexylcarbodimide) was mixed with 300mL of dichloromethane to prepare a mixed solution, and stirred at room temperature for 24 hours. Compound 2 was obtained by column ...
Synthetic example 2
[0275] The polymer, except for 1-(2-isopropyl-adamantan-2-yl)-3-methyl-but-3-en-2-one (1-(2-isopropyl-adamantan-2- yl)-3-methyl-but-3-en-2-one) to replace 2-methyl-acrylic acid 1-methylcyclohexyl ester (2-methyl-acrylic acid1-methyl-cyclohexyl ester) in Synthesis Example 1, Moreover, with 2-methacrylic acid 5-oxo-4-oxatricyclo[4.2.1.03,7]non-2-yl ester (2-methyl-acrylic acid5-oxo-4-oxa-tricyclo[4.2. 1.03,7]non-2-yl ester) substituted 2-methacrylic acid 2-oxo-tetrahydro-furan-3-yl ester (2-methyl-acrylic acid2-oxo-tetrahydro-furan-3-yl ester) Otherwise, the same method as in Synthesis Example 1 of the polymer was carried out to obtain a polymer (II) represented by the following chemical formula. The polystyrene equivalent weight average molecular weight Mw of this polymer was 11000 g / mol, and the molar ratio of each repeating unit was 1:m:n=35:35:30.
[0276]
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