New Type of Catalyst in 2-amylanthraquinone Synthese
|School||Henan University of Science and Technology|
|Keywords||new type of catalyst ionic liquid 2-(4’-pentyl-benzoyl) benzoic acid chlorinated-1-methyl-3-butyl-imidazole-aluminum chloride hydrochloric acid triethylamine-aluminum chloride amylbenzene phthalic anhydride Friedel-Crafts acylation reaction|
Hydrogen peroxide is an important chemical raw material, widely used in papermaking, textile and other industries. In recent years, along with the rapid development of paper-making industries that the hydrogen peroxide rapidly increasing demand.2-alkyl anthraquinone is an common carrier of the hydrogen peroxide production, and 2-amylanthraquinone in the production of hydrogen peroxide solution can be made to work efficiently with the solubility big advantages of higher productivity and therefore receive much attention. In addition, 2-amylanthraquinone application of photosensitive compounds are also very wide. Electronics and other industrial development, international response to high-purity 2- amylanthraquinone demand continues to increase. Thus,research and development of 2-amylanthraquinone synthesis and production processes has important practical significance.2-（4’-pentyl-benzoyl） benzoic acid is a synthesis of 2-amylanthraquinone intermediates, affect the synthesis of 2-（4’-pentyl-benzoyl） benzoic acid as the catalyst of the reaction conditions choice and dosage, reaction temperature, reaction time this paper to conduct a more in-depth studies.In this paper, synthesis of target compounds were prepared by the catalyst used, which are ionic liquids tetrafluoroborate -1- methyl -3- butyl-imidazolium ionic liquids, the six co-fluoride acid-1-methyl-3-butyl-imidazolium ionic liquids, chlorinated-1-methyl-3-butyl imidazole-aluminum chloride ionic liquids and hydrochloric acid triethylamine-aluminum chloride ionic liquids. By studying the experiment, the eventual adoption with catalytic activity of chloride-1-methyl-3-butyl-imidazole-aluminum chloride ionic liquids and hydrochloric acid triethylamine-aluminum chloride ionic liquids as catalyst, tert-amyl benzene and phthalic anhydride as raw material to make 2-（4’-pentyl-benzoyl）-benzoic acid. Main research contents are as follows:1. With chlorinated butane and 1-methylimidazole as the raw material to synthesize ionic liquid intermediate chloride -1-methyl-3-butyl-imidazole and reaction time and purity of the product were analyzed. On this basis, synthesis of tetrafluoroborate -1- methyl -3-butyl-imidazolium ionic liquids, the six co-fluoride acid-1-methyl 3-butyl-imidazolium ionic liquids and chlorinated-1-methyl-3-butyl imidazole - aluminum chloride ionic liquids.2. With triethylamine and 36% of concentrated hydrochloric as the raw material to synthesize to synthesize triethylamine hydrochloride salt, and on this basis, synthesize hydrochloride triethylamine-aluminum chloride ionic liquids.3. The above ionic liquids are used for the synthesis of 2-（4’-pentyl-benzoyl） benzoic acid synthesis. Found in chlorinated -1-methyl-3-butyl-imidazole-aluminum chloride ionic liquids and hydrochloric acid triethylamine - aluminum chloride ionic liquids with the catalytic activity. Chloride-1-methyl-3-butyl-imidazole-aluminum chloride ionic liquids and hydrochloric acid triethylamine- aluminum chloride ionic liquid as catalyst in detail on a variety of reaction conditions on the synthesis reaction and to establish the optimum reaction conditions: when to chloride-1-methyl-3-butyl-imidazole-aluminum chloride ionic liquid as a catalyst when the optimum reaction conditions:n（AlCl3）:n（[BMIM]Cl）=3:1, n（[BMIM]Cl）:n（phthalic anhydride）: n （amylbenzene） = 1:1:1, reaction temperature is 50℃, reaction time was 6h. Under these conditions, the conversion of phthalic anhydride rate of 100%, ABB acid selectivity of up to 96.13%; as hydrochloric acid triethylamine-aluminum chloride ionic liquid as catalyst, the optimum reaction conditions:[Et3NH] Cl:AlCl3 = 1:3, n （[Et3NH]Cl）:n （phthalic anhydride）:n （amylbenzene） = 1:1:1, reaction temperature is 60℃, reaction time was 4h. Under these conditions, the conversion of phthalic anhydride rate of 100%, ABB acid selectivity of up to 86.74%.