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Synthesis And Research Of 1,1-bis(p-hydroxyphenyl)-1-(p-tert-butylphenyl)ethane

Posted on:2017-03-30Degree:MasterType:Thesis
Country:ChinaCandidate:X X DuanFull Text:PDF
GTID:2271330488956147Subject:Organic Chemistry
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Bisphenol compounds and their derivatives as important chemicals and monomers synthesis of certain polymer, it had been widely used in polycarbonate,epoxy resins and polyester synthesis. With the development of science and technology,the information age of the required materials put forward higher requirements, such as heat resistance, high strength and corrosion resistance. Synthesis of bisphenol compounds having a specific structure and high molecular materials was important.The N, N-dimethyl aniline hydrochloride ionic liquids as catalysts for friedel-crafts reaction. First of benzene and tert-butanol as raw materials, synthesis tert-butyl benzene separately in anhydrous aluminum chloride, concentrated sulfuric acid and N, N- dimethyl aniline hydrochloride ionic liquid as catalyst, explore the best catalyst. Then tert-butyl benzene and acetic anhydride reacted, first anhydrous aluminum chloride as catalyst for tert-butyl acetophenone, explore the optimal reaction conditions; Under these conditions with N, N- dimethylaniline hydrochloride ionic liquid as catalyst t-butyl acetophenone, verified the ionic liquid Friedel-Crafts acylation catalysis; catalytic performance comparison between the two, select the best catalyst. Finally, synthesis of tert-butyl acetophenone and phenol, the condensation reaction of 1,1-bis(p-hydroxyphenyl)-1-(p-tert-butylphenyl) ethane occurs under dry hydrogen chloride gas catalyst; and treated to give a yield the cocatalyst added thioglycolic acid.By friedel-crafts alkylation reaction were synthesized tert-butyl benzene, selected the best catalyst was anhydrous aluminum chloride. By Friedel-Crafts acylation reaction for the synthesis of tert-butyl acetophenone, the optimal reaction conditions:the reaction temperature was 20℃, the order of addition to the reaction raw material tert-butyl benzene and a catalyst, and then dropped acetic anhydride, among tert-butyl benzene, and catalytic amount of acetic anhydride molar ratio of 1:3:1.5, completion of the dropwise addition, finally, the solvent methyl chloride was added, reaction 4 h,treated to give a yield of tert-butyl-acetophenone was 84.00%. By a condensation reaction synthesized 1,1-bis(p-hydroxyphenyl)-1-(p-tert-butyl-phenyl) ethane,the bestreaction conditions:catalytically with hydrogen chloride and dried cocatalyst was added thioglycolic acid, and thioglycolic acid in an amount of 0.50 m L / 0.10 mol of tert-butyl acetophenone,the amount of phenol and tert-butyl acetophenone substance ratio 5︰1, reaction 50 h, the reaction temperature was 75 ℃, the highest yield was51.57%.
Keywords/Search Tags:Friedel-Crafts acylation, tert-Butylacetophenone, condensation reaction, aluminium chloride anhydrous, 1,1-bis(p-hydroxyphenyl)-1-(p-tert-butyl-phenyl) ethyl alkyl
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