Study On The Synthesis Of Cinnamic Acid, Dodine And Triiodo Trimesic Acid Coordination Complexes

In this paper, research was carried out from three aspects, including the synthesis of the two fine organic intermediates as well as the synthesis, analysis and performance testing of a series of metal-organic frameworks.Chapter one outlines the history, current status and importance in the national production development of fine organic synthesis. The contents and types of two important fine chemicals, the food additives and pesticides, were introduced in details. In addition, an overview of the progress of supramolecular chemistry and metal-organic complexes study was summarized. The synthesis and analytical methods of metal-organic complex single crystals were described in details as well. The significance of the subject of this article was indicated.The second chapter describes a new synthesis method in industry of cinnamic acid. Using carbon tetrachloride and styrene as the raw materials, the synthetic route of cinnamic acid were studied. We did enormous amount of work in the addition reaction of carbon tetrachloride and styrene, as well as the hydrolysis of its addition product,1,3,3,3-tetrachloropropyl phenyl, in the presence of different catalysts. The additive process that reported in the literature has been improved:1. Dropping the liquid raw materials;2. Adopting the mixed catalyst, not only the reaction becomes easy to control but also the conversion of styrene is improved to95%or more. This experiment also uses a one-pot-boiling process synthesis of cinnamic acid with the yield of83.2%. And the quality of product has reached the U.S. FCC standards. Our works greatly simplify the synthesis process and provide the possibility for industrial production.In the third chapter, we designed a new industrialization synthesis process of Dodine. Using urea, dimethyl sulfate, sodium hydroxide, acetic acid and dodecylamine as raw materials, the synthesis of O-Methylisourea and its downstream product, Dodine, were studied. We carried out a systematic study on the condensation reaction of urea and dimethyl sulfate, the displacement reaction of condensation liquid and NaOH and the synthetic reaction of the free O-methyl isobutyl, urea acetic acid and dodecylamine. The process that reported in literature has been improved:1, in the condensation reaction, the solvent was removed, and the adding method was changed. The homogeneous conditions reaction reduces the occurrence of side reactions and improves the purity of the product;2, at the replacement reaction, the acid hydrolysis process was avoided, reducing the cost of production. The biggest advantage of this method is usage of a series of low cost raw materials, the simplified process and suitability for large-scale production.Chapter Ⅳ introduced the synthesis of an aromatic carboxylic acid compounds, triiodo trimesic acid which is synthesized from mesitylene. A new iodine-containing benzene carboxylic acid compound and its single crystal were obtained after changing the reaction conditions. Interaction force and the type of accumulation between the molecules were analyzed.Three metal-organic complexes, contain La, Ce or Co, were synthesized under different conditions with the triiodo trimesate ligands. The crystal of two lanthanide complexes has the same structure, Ln3+ions connect with each other by the triiodo trimesate bridged ligand, the central Ln3+ions locate in the tetrakaidecahedron formed by nine oxygen atoms with a120°rotation axis of symmetry. Six O atoms out of nine are from triiodo trimesate ligands, while the other three O atoms are from three DMF molecules. There are two types of coordinated environment of Co2+ions in the crystal structure that are formed with Co2+ion. Both the two kinds of Co2+ions link the other four Co2+ion bridge through two triiodo trimesate ligands. The coordinated number of the Co2+ion is6. The Col connects four pyridine N atoms while the Co2atoms are three pyridine N atoms and one O atom of water molecule. Every six Co2+ion and triiodo trimesate ligands construct two32-membered ring structures. The thermal decomposition process of Complexes2and3were researched by TG and its fluorescence properties were studied.In the chapter Ⅴ, the major contents of this paper was summarized and the prospects for the further research were reviewed.