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Synthesis and Characterization of the Intermediates of Salen-Co Catalyst and Modification of the Monomer Used for Copolymerization of Carbon Dioxide

Author: HaoJie
Tutor: DuLongChao
School: Anhui University
Course: Polymer Chemistry and Physics
Keywords: carbon dioxide copolymerization catalyst salen complexes Schififalkali intermediate
CLC: O621.3
Type: Master's thesis
Year: 2013
Downloads: 14
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Abstract


This paper mainly study synthesis and characterization of the intermediates of Salen-Co catalyst and modification of the monomer used for copolymerization of carbon dioxide. Schiff base ligands had been synthesized and their structures were characterized. It mainly includes the following content:We synthesized and characterized a few of Schiff base ligands and their transition metal Co(Ⅱ) complexes. Main content is as follows:A mixture of racemic cis/trans1,2-diaminocycbhexane was separated by L-(+)-trartaric acid to afford enatio-pure(1R,2R)-1,2-diaminocyclohexane.Using2,4-dinitrophenol and sodium hydrate phosphorus as raw materials,2,4-dinitrophenol sodium was synthesized. Using salicylaldehyde and (1R,2R)-1,2-diaminocyclohexane as raw materials, Schiff base ligands(L1) was synthesized. Using L1and cobalt acetate as raw materials, L1-Co complexe was synthesized. Using3-tert-butyl salicylaldehyde and (1R,2R)-1,2-diaminocyclohexane as raw materials, Schiff base ligands(L2) was synthesized. Chemical structure of the products was confirmed by]HNMR for the above products.3-(2-chloroethyl) salicylaldehyde was synthesized. The optimum synthetic process was obtained by orthogonal experimental design. Impact of3-(2-hydroxyethyl) salicylaldehyde synthesis yield of the order of the factors as follows:reaction temperature>reactant ratio>reaction time. The results showed that the optimum synthetic process was:n(2-hydroxy-3-(2-hydroxyethyl)):n(NaOH):n(CH3C1)=1:2:3, reaction time3h, reaction temperature76℃, the yield28.4%. Impact of3-(2-ethylchloride) salicylaldehyde synthetic yield of the order of the factors:reactant ratio>temperature>reaction time, The results showed that the optimum synthetic process was:n(2-hydroxy-3-(2-hydroxyethyl) benzaldehyde):n(SOC12)=1:2, reaction time24h, reaction temperature40℃, the yield56.2%. Chemical structure of the product was confirmed by IR and1HNMR.3-(2-iodine-ethyl) salicylaldehyde and Schiff base ligands(L3) were synthesized. Main content is as follows:Using3-(2-ethyl chloride) and sodium iodidee as raw materials,3-(2-iodine ethyl) salicylaldehyde was synthesized. Then the optimum synthetic process was obtained by orthogonal experimental design. Impact of3-(2-iodine ethyl) salicylaldehyde synthesis yield of the order of the factors as follows:The results show that n (3-(2-ethyl chloride)):n(NaI)=1:9, reaction time24h, reaction temperature81℃, the yield80.3%. The ligand (L3) was synthesized by3-(2-iodine ethyl) salicylaldehyde and (1R,2R)-diaminocyclohexane-L(+)tartrate as raw materials. Chemical structure of the products was confirmed by IR and1HNMR.A new type of phosphate-glycidol o-diaminobenzene phosphoramidate(GDP) was synthesized. Main content is as follows:Using1,2-diaminobenzene and phosphorus oxychloride as raw materials, DP was synthesized. Using DP and glycidol as raw materials, GDP was synthesized. Then the optimum synthetic process was obtained by orthogonal experimental design. The results showed that the optimum synthetic process was:in the first step, n(C6H8N2):n(POCl3)=1:1.3, reaction time9h, reaction temperature82℃, the yield88%; in the second step, n(DP):n(C3H6O2)=1:1, reaction time24h, reaction temperature30℃, the yield62.3%. Chemical structure of the product was confirmed by IR,1H NMR and melting point.

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CLC: > Mathematical sciences and chemical > Chemistry > Organic Chemistry > Organic Chemistry general issues > Synthetic organic chemistry
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