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Research About The Synthesis Of The Derivatives Of Organic Phenylphosphinate

Posted on:2008-10-24Degree:MasterType:Thesis
Country:ChinaCandidate:J F DuanFull Text:PDF
GTID:2121360215480165Subject:Organic Chemistry
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Dichlorophenylphosphine is an important monomer of organophosphorus compound. It is also an intermediate to synthesize pesticides, plasticizer, nylon stabilizer, dye, paint adjuvant, anti-blowing agent, antioxidant, photopolymerization evocating agent.It is discovered that the most important kind of mere initiator of high performance that has activity of photochemical reaction very much at present that acyl base oxidizes phosphine structure, can produce sweet-smelling acyl base - oxygen phosphine base free radical under certain radiation mere in wavelength by rupturing in the form ofαhigh-efficiently, in recent ten years, the study and application of it is rather active abroad, cause people's extensive interest.. An additional advantage is the disappearance of the yellow hue upon curing, As photosensitive initiator of high-new performance, apply to the mere firm coating extensively, photosensitive printing ink, photoengraving glue, printed circuit board, liquid crystal reveal, the car fittings, photosensitive binder, medical equipment, dentistry materialing, encapsulating fields such as materials,etc..As the analogues of phosphoryl amino acids, a-amino phosphonates and their derivates have attracted many researchers' attentions for they are antitumor, herbicides, antibiotics and enzyme inhibitors since they were found in the animal body.In this paper, recent advance in method, synthesis and of acylphophine photonitiators and a-amino phosphonates. 7 compounds of acylphosphine oxides photoinitiators, 8 compounds of a-amino phosphonates esters which not reported in literatures are synthesized from dicholophenylphosphine and 2 coupled compounds viaα-asarone which not reported in literatures. Three major sections are involved in this thesis.In the first section, some acylphophine photoinitiators were synthesized by one-pot of dichlorophenylphosphine 2,4,6-trimethylbenzoly halide alkali metal and dihydrogen oxide. the reaction is preferable carried out in the presence of catalyst, preferable chlorobenzene. At the same time, 3 compounds of acylphophine photoinitiators were synthesized by Aubuzov condensation reaction of 2,4,6-trimethylbenzoly halide and O-dialkylphenylphosphite ester which was prepared from dichlrophenyl phosphine.In the second section, a series ofα-aminophenylphosphonates, which present potential wide biological activities, were synthesized by one-pot Mannich-based condensation reaction of aryl aldehydes, aryl amines and phenylphosphite ester which contains P-H bond and was prepared from dichlorophenyl phosphine, the described process is a simple and reliable to synthesize target compounds in good yield. Their structures were confirmed by FT-IR,1H NMR and MS spectra.In the third section, do some research about the coupling reaction ofα-asarone via O-alkylphenylphosphite ester, manganese acetate and cobaltous acetate, and discussed about the possibility mechanism.We have synthesized 22 compounds, 10 of which not reported in literatures until now. Their structures were characterized and confirmed by IR, 1H NMR and MS spectra.
Keywords/Search Tags:Dichlorophenyl phosphine, phenylphosphite ester, photoinitiator, ultrasonic, Mannich-based condensation, α-Aminophenyl- phosphonates, α-asorone, free-radical Coupling, Synthesis, Characterization
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