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Preparation And Application Of 2-Aryl-1,1,1,3,3,3-Hexafluoro-propan-2-ol

Posted on:2011-04-04Degree:DoctorType:Dissertation
Country:ChinaCandidate:Y DaiFull Text:PDF
GTID:1101360302498784Subject:Chemical Engineering and Technology
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In this dissertation, a research has been made on the preparation and application of 2-aryl-1,1,1,3,3,3-hexafluoro-propan-2-ols.A number of useful 2-aryl-1,1,1,3,3,3-hexafluoro-propan-2-ols, such as 2-(4-amino-phenyl)-1,1,1,3,3,3-hexafluoro-propan-2-ol, bisphenol AF,2-(4-hydroxy-phenyl)-1,1,1,3,3,3-hexafluoro-propan-2-ol were prepared using HFA-3H2O as fluorine-containing building blocks. The influence factors of the yield and selectivity were investigated. The results showed that PEG200-DAIL and Nb2Os both were high-efficient and green catalyst for the preparation of 2-(4-amino-phenyl)-1,1,1,3,3,3-hexafluoro-propan-2-ol. By simple sep-aration PEG200-DAIL and Nb2O5 could be re-utilized up to five times only with a lit-tle decrease in activity. Bisphenol AF could be synthesized in atmosphere with methane sulfonic acid as catalyst. In synthesis of 2-(4-hydroxy-phenyl)-1,1,1,3,3,3-hexafluoro-pro-pan-2-ol, microwave heating could shorten the reaction time markedly from 35h in co-nventional heating to 6h.Seven novel fluorine-containing Schiff-bases were synthesized from 2-(4-amino-phenyl)-1,1,1,3,3,3-hexafluoro-propan-2-ol and benzaldehydes. Compared with conventional process, solid-solid synthesis owned many advantages:simplicity in process and handling, low cost, reduced pollution. The yields of Schiff-bases were increased from 71%-87%to 98%-99%, but the reaction time were shortened from 90-240min to 10-50min.Besides that, more than ten important 2-aryl-1,1,1,3,3,3-hexafluoro-propan-2-ols, such as benzotriazoles, azobenzenes were obtained and characterized. Three prepared fluorine-containing benzotriazoles were applied as ultraviolet absorbents. The results showed that the three fluorine-containing benzotriazoles all have stronger absorption peak in 280-380nm, furthermore, their light stability and thermal stability had obviously enhanced compared with the benzotriazole without C(CF3)2OH chemical group. The three prepared fluorine-containing benzotriazoles are potential ultraviolet absorbents.
Keywords/Search Tags:hexafluoroacetone, bisphenol AF, benzotriazole, ultraviolet absorbent, synthesis, Schiff-bases, microwave, 2-(4-amino-phenyl)-1,1,1,3,3,3-hexafluoro-propan-2-ol
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