4,4′-[1-[4-[1-(4-Hydroxyphenyl)-1-methylethyl]phenyl]ethylidene]bis[phenol]

CBI

Liquid

In the electric apparatus equipped with stirring, reflux condenser four-neck flask (drying tube) and a thermometer, was added 0.mol ophenol, 1, 1-bis (4-hydroxyphenyl) 0.1mol 1- [4 / (α-bromoisopropylphenyl)] ethane, 200 mL of dichloromethane, 2 g of ZnClExample 7Synthesis of 1-[α, α-bis(4-hydroxyphenyl)ethyl]-4-[α-methyl-α-(4-hydroxyphenyl)ethyl]benzeneInto a 200-ml four-way flask fitted with a drip funnel, cooling tube and agitator, 22.6 g (0.240 mol) of phenol, 0.7 g (3 percent by weight of phenol introduced) of toluene and 0.5 ml of dodecyl mercaptan were introduced and the system was heated to 45° C. while substituting the interior with nitrogen.After having been substituted with nitrogen, the interior of the system was substituted with hydrogen chloride gas. A solution prepared by dissolving 11.2 g (0.038 mol) of the 4-[1-(4-acetoxyphenyl)-1-methylethyl]acetophenone obtained by Example 6 in 11.2 g (0.119 mol) of phenol was dripped into the flask over a period of 1.5 hours while maintaining the temperature in the flask at 45° C. Supply of hydrochloric acid gas into the system was continued while dripping. When the entire volume had been dripped, the mixture was agitated for 21 hours at 50° C. to continue with the reaction. When the reaction was complete, 50.0 g of toluene and 10.0 g of distilled water were added to the reaction mixture, after which 16percent aqueous solution of sodium hydroxide was added to neutralize the mixture, which was then heated to 85° C. to dissolve the crystal and the water layer was separated and removed. Distilled water was added to the obtained organic layer for the purpose of washing with water, followed by separation and removal of the water layer, and this operation was performed twice. The obtained organic layer was crystallized and precipitated crystal was filtered out and dried to obtain 13.6 g of white crystal, or 1-[α, α-bis(4-hydroxyphenyl)ethyl]-4-[a-methyl-a-(4-hydroxyphenyl)ethyl]benzene, with a purity of 95.5percent based on high-performance liquid chromatography.The yield relative to 4-(1-(4-acetoxyphenyl)-1-methylethyl)acetophenone was 83.2percent.In the electric apparatus equipped with stirring, reflux condenser four-neck flask (drying tube) and a thermometer, was added 0.1 mol of phenol, 1, 1-bis (4-hydroxyphenyl) 0.1mol 1- [4 / (α-chloroisopropylphenyl)] ethane, 200 mL of dichloromethanewas added 1.5 g of ZnClSpecifically, l- (4- (2-chloropropan-2-yl) phenyl) ethanone (108 g, 0.556 mol) was dissolved in phenol (475 g, 5.0 mmol) followed by dodecylmercaptan (19.2 g, 0.169 mol ) And methanol (25 g, 1.4 mol) were added. After stirring at 60 ° C for 1 hour, hydrogen chloride (HCl) gas was blown to saturation, and the reaction was carried out at 60 ° C for 12 hours. After completion of the reaction, the reaction mixture was neutralized with a 10percent sodium hydroxide solution, and 276 g of methyl isobutyl ketone toluene mixed solvent and 100 g of water were added. The reaction mixture was washed with water and the aqueous layer was separated and further washed with water. The precipitated crystals were separated by filtration and dried under reduced pressure to obtain a white solid 4, 4 '- (1- (4- (2- (4-hydroxyphenyl) propan-2- Phenyl) ethane-1, 1-diyl) bis (2-methyl phenol) 183 g was obtained.Specifically, 1- (4- (2-hydroxypropan-2-yl) phenyl) ethanone (100 g, 0.556 mol) To a solution of phenol (475 g, 5.0 mmol) After dissolving, dodecyl mercaptan (19.2 g, 0.169 mol) and methanol (25 g, 1.4 mol) were added and stirred at 60 ° C for 1 hour The hydrogen chloride (HCl) gas was blown to saturation, and the reaction was carried out at 60 ° C for 12 hours. After completion of the reaction, the mixture was neutralized with a 10percent sodium hydroxide solution, and 276 g of a mixed solvent of methyl isobutyl ketone and toluene and 100 g of water were added thereto. The reaction mixture was washed with water, separated from the aqueous layer and further washed with water. After washing with water, crystallization was carried out. The precipitated crystals were separated by filtration and dried under reduced pressure to obtain a white solid 191 g of 4, 4 '- (1- (4- (2- (4-hydroxyphenyl) propan-2-yl) phenyl) ethane- 1, 1-diyl) bis (2-methylphenol) was obtained.In the electric apparatus equipped with stirring, reflux condenser four-neck flask (drying tube) and a thermometer, was added 0.mol ophenol, 1, 1-bis (4-hydroxyphenyl) 0.1mol 1- [4 / (α-bromoisopropylphenyl)] ethane, 200 mL of dichloromethane, 2 g of ZnClExample 7Synthesis of 1-[α, α-bis(4-hydroxyphenyl)ethyl]-4-[α-methyl-α-(4-hydroxyphenyl)ethyl]benzeneInto a 200-ml four-way flask fitted with a drip funnel, cooling tube and agitator, 22.6 g (0.240 mol) of phenol, 0.7 g (3 percent by weight of phenol introduced) of toluene and 0.5 ml of dodecyl mercaptan were introduced and the system was heated to 45° C. while substituting the interior with nitrogen.After having been substituted with nitrogen, the interior of the system was substituted with hydrogen chloride gas. A solution prepared by dissolving 11.2 g (0.038 mol) of the 4-[1-(4-acetoxyphenyl)-1-methylethyl]acetophenone obtained by Example 6 in 11.2 g (0.119 mol) of phenol was dripped into the flask over a period of 1.5 hours while maintaining the temperature in the flask at 45° C. Supply of hydrochloric acid gas into the system was continued while dripping. When the entire volume had been dripped, the mixture was agitated for 21 hours at 50° C. to continue with the reaction. When the reaction was complete, 50.0 g of toluene and 10.0 g of distilled water were added to the reaction mixture, after which 16percent aqueous solution of sodium hydroxide was added to neutralize the mixture, which was then heated to 85° C. to dissolve the crystal and the water layer was separated and removed. Distilled water was added to the obtained organic layer for the purpose of washing with water, followed by separation and removal of the water layer, and this operation was performed twice. The obtained organic layer was crystallized and precipitated crystal was filtered out and dried to obtain 13.6 g of white crystal, or 1-[α, α-bis(4-hydroxyphenyl)ethyl]-4-[a-methyl-a-(4-hydroxyphenyl)ethyl]benzene, with a purity of 95.5percent based on high-performance liquid chromatography.The yield relative to 4-(1-(4-acetoxyphenyl)-1-methylethyl)acetophenone was 83.2percent.In the electric apparatus equipped with stirring, reflux condenser four-neck flask (drying tube) and a thermometer, was added 0.1 mol of phenol, 1, 1-bis (4-hydroxyphenyl) 0.1mol 1- [4 / (α-chloroisopropylphenyl)] ethane, 200 mL of dichloromethanewas added 1.5 g of ZnClSpecifically, l- (4- (2-chloropropan-2-yl) phenyl) ethanone (108 g, 0.556 mol) was dissolved in phenol (475 g, 5.0 mmol) followed by dodecylmercaptan (19.2 g, 0.169 mol ) And methanol (25 g, 1.4 mol) were added. After stirring at 60 ° C for 1 hour, hydrogen chloride (HCl) gas was blown to saturation, and the reaction was carried out at 60 ° C for 12 hours. After completion of the reaction, the reaction mixture was neutralized with a 10percent sodium hydroxide solution, and 276 g of methyl isobutyl ketone toluene mixed solvent and 100 g of water were added. The reaction mixture was washed with water and the aqueous layer was separated and further washed with water. The precipitated crystals were separated by filtration and dried under reduced pressure to obtain a white solid 4, 4 '- (1- (4- (2- (4-hydroxyphenyl) propan-2- Phenyl) ethane-1, 1-diyl) bis (2-methyl phenol) 183 g was obtained.Specifically, 1- (4- (2-hydroxypropan-2-yl) phenyl) ethanone (100 g, 0.556 mol) To a solution of phenol (475 g, 5.0 mmol) After dissolving, dodecyl mercaptan (19.2 g, 0.169 mol) and methanol (25 g, 1.4 mol) were added and stirred at 60 ° C for 1 hour The hydrogen chloride (HCl) gas was blown to saturation, and the reaction was carried out at 60 ° C for 12 hours. After completion of the reaction, the mixture was neutralized with a 10percent sodium hydroxide solution, and 276 g of a mixed solvent of methyl isobutyl ketone and toluene and 100 g of water were added thereto. The reaction mixture was washed with water, separated from the aqueous layer and further washed with water. After washing with water, crystallization was carried out. The precipitated crystals were separated by filtration and dried under reduced pressure to obtain a white solid 191 g of 4, 4 '- (1- (4- (2- (4-hydroxyphenyl) propan-2-yl) phenyl) ethane- 1, 1-diyl) bis (2-methylphenol) was obtained.

Electronic materials additives

Electrical and electronic products

Molecular Weight:424.5
XLogP3:6.9
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:5
Exact Mass:424.20384475
Monoisotopic Mass:424.20384475
Topological Polar Surface Area:60.7
Heavy Atom Count:32
Complexity:547
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes