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Synthesis Of Triphenylmethyl Substituted Olefins Actone And Preliminarily Study On Living Radical Polymerization Of 2-methyl-5,5,5-triphenyl-1-pentylene-3-ketone

Posted on:2010-05-30Degree:MasterType:Thesis
Country:ChinaCandidate:G R LiaoFull Text:PDF
GTID:2231360302455873Subject:Organic Chemistry
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In recent years,optically active polymers have attracted much attention because of their unique functions such as molecular recognition,optical resolution for racemates and catalytic activity in asymmetric transformations as well.In general,bulky side-chain and hydrogen bonding are in favor of the formation of stable helical conformation for polymers,which endows them with high optical property and some special performance.In the present work,2-methyl-5,5,5-triphenyl-1-pentylene-3-ketone was synthesized by the reaction of 2-methyl acryloyl chloride with 1,1,1-triphenylmagnesium chloride,which was a derivative from triphenylchloromethane.On the other hand,we try to synthesize 4,4,4-triphenyl-1-butlene-3-one by many methods.The structure of monomers was examined through 1H NMR and 13C NMR.Using AIBN,BPO or TPO as an initiator and SanlenCo(Ⅱ) or the l-menthol as chiral environment,we has attempted radical polymerization of 2-methyl-5,5,5 -triphenyl-1-pentylene-3-ketone.1H NMR spectra proved that the addition polymerization took place in the C=C double bond.Polymerization production rate is 10%to 85%,molecular weight is 2000 to 3000.The polymer which obtains in 96 hours showed good solubility in common organic solvents such as THF,chloroform,and dichloromethane.When the Polymerization time expand to 22 days,60%proportion of the polymer don’t dissolve in any common solvents.The optical rotation of the polymer is relatively low at present,the value is between 0°to 12°.
Keywords/Search Tags:2-methyl-5,5,5-triphenyl-1-pentylene-3-ketone, 4,4,4-triphenyl-1-butlene-3-one, synthesize, radical polymerization
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