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Preparation and Mimic Enzymic Activity of Novel Metal Phthalocyanines and Thermosensitive Copolymer

Author: PanYong
Tutor: ZhangYiFeng；ChenWenXing
School: Zhejiang University
Course: Polymer Chemistry and Physics
Keywords: 2,9,16,23 - four maleamic cobalt phthalocyanine ( iron) Phthalocyanine / isopropyl acrylamide copolymer Thermosensitive Mimetic enzyme 2 - mercaptoethanol Peroxide Dye Degradation
CLC: O643.36
Type: PhD thesis
Year: 2005
Downloads: 633
Quote: 3
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Abstract

The metal phthalocyanine derivative is a the planar macrocyclic complexes similar to the structure of the active center of the cytochrome P450 metal porphyrin, is typical of metallic coenzyme model. The study showed that the cobalt, iron and other metal phthalocyanine capable of catalyzing the reaction of the most P450 mono-oxygenase enzyme, has an excellent catalytic activity, while factors such as the center of the metal ion of the metal phthalocyanine, the exocyclic group derived therefrom, around microenvironment its catalytic activity and selectivity have a significant impact. Therefore, the synthesis of novel metal phthalocyanine series of complex polymer analog cytochrome P450 and used in catalytic degradation of persistent organic pollutants, green organic synthesis has important implications. Has developed a variety of metal phthalocyanine derivatives, but the prevalence of poor solubility, complex synthetic routes shortcomings. Paper uses Anhydride - urea route prepared four amino-cobalt (Fe) phthalocyanine derivative four amino-cobalt (Fe), and maleic anhydride-modified by the amino group on the phthalocyanine ring, the first process for the preparation of a water-soluble, polymerizable phthalocyanine derivatives - 16, 23 - four maleamic cobalt phthalocyanine (iron). Compared with the common water-soluble phthalocyanine derivative (four carboxyl phthalocyanine Tetrasulphonated, phthalocyanine), 2,9,16,23 - Four maleamic-cobalt (Fe) phthalocyanine has a simple synthetic route, conditions mild, high yield, the best modified conditions the n _{amino phthalocyanine} / n _{maleic anhydride} = 1:5, T = 60 ° C, Time = 3h yield of 79.6%. The product was characterized using IR, UV, EA, TGA. Tetracarboxylic cobalt phthalocyanine, 2,9,16,23 - Four maleamic funds are phthalocyanine water-soluble, can be partially dissolved in THF, which is due to the phthalocyanine ring side chain bulky substituents group, reducing the associative trend due to the phthalocyanine ring. Metal phthalocyanine as analog enzyme catalyst to simulate peroxidase analog catalase, three mechanisms of analog peroxidase catalyzed reaction. The select two types of reactions: 1) 2 - mercapto-ethanol (MEA) of the oxidation reaction at room temperature (analog oxidase); (2) at room temperature of the hydrogen peroxide decomposition reaction (analog catalase), measured 2,9,16 23 - Four maleamic cobalt phthalocyanine (iron) the catalytic properties of the above reaction. Tetracarboxylic cobalt phthalocyanine, compared the Cobalt Tetrasulphonated phthalocyanine, cobalt phthalocyanine catalyzed of four maleamic MEA oxidation reaction rate constant k ₅ value of 503.8 min ^{-1 , significantly higher than the Cobalt Tetrasulphonated phthalocyanine tetracarboxylic cobalt phthalocyanine rate constant (respectively 300.1min ^{-1 and 224.3 min ^{-1 ), and the reaction is in line with the Michaelis-Menten equation, Michaelis constant K _m 4.2 × 10 ^{-3 mol · L ^{-1 less than the cobalt phthalocyanine of Tetrasulphonated (3.17 × 10 ^{-2 mol · L ^{-1 ) and tetracarboxylic cobalt phthalocyanine (5.31 × 10 ^{-2 mol · L ^{-1 ), show that the 2,9,16,23 - four maleamide cobalt phthalocyanine MEA affinity stronger, MEA easy with phthalocyanine plane axial ligand and ternary complexes with O ₂ molecules generated (RS ^{- - the phthalocyanine-O ₂), thereby accelerating the MEA oxidation reaction process. In addition, this paper also examines the 2,9,16,23 - Photo by four horses, Zhejiang University Doctoral Dissertation J-type basins are MG the ridge woman and two of the Penghu virtual hard; the capric 泞 vague power into hasty will stare to take advantage of the old to the phthalocyanine amine iron phthalocyanine catalytic properties of the decomposition reaction towards Japan 202 (drill). The results show that the 2, g, 16,23 fourteen maleic phthalocyanine amine the iron phthalocyanine catalytic activity above 2,9,16,23 fourteen maleic phthalocyanine amine drill phthalocyanine significantly, and this is due Day 00 - higher than the the iron phthalocyanine forward with the ability drill phthalocyanine with the decomposition reaction is also consistent with the Michaelis Menten equation, Km is the Michaelis constant. The .0877 mol.L 1, decomposition rate constant the field = 7.g6min one. 2,9,16,23 fourteen maleic phthalocyanine amine drill (iron) phthalocyanine on a side chain containing a double bond group copolymerizable N isopropylacrylamide phthalocyanine amine as a comonomer, in the water phase. by redox initiated polymerization, prepared a new type of metal phthalocyanine / isopropylacrylamide the Thalidomide Thermosensitivity copolymer. A copolymer of different solvents (water, ethanol, acetone) UV spectra showed, 2,9,16,23 fourteen maleic phthalocyanine amine drill (iron) phthalocyanine hexyl with N-isopropylacrylamide Thalidomide copolymerizing reaction. And Thalidomide (pNI corpse A) is similar to the copolymer has a temperature sensitivity was measured using the turbidimetric method copolymer lower critical solution temperature (LCS) as well as factors that influence LCS small poly Isopropylacrylamide. The compared with corpse NlpA the copolymer LCS MARTIN (34.2 ° C) (32.5 ° C) higher than the homopolymer. As polymer catalyst, the paper examines the the metal phthalocyanine the accumulator / Isopropylacrylamide Thalidomide copolymer MEA oxidation reaction and 20: the catalytic decomposition reaction performance, and the determination of the Michaelis constant and the rate constant of the reaction. Metal phthalocyanine Police / isopropylacrylamide phthalocyanine amine copolymer has excellent catalytic activity and solubility, as analog peroxidase, the first applied to the dye in the wastewater catalytic degradation. Selected two typical structure of dyes: Reactive Blue KN R the (onions woke type) and reactive brilliant red (azo) X 3B, Day 20: as the oxidant, the drill (iron) phthalate Bodhisattva / isopropyl Thalidomide-based propylene copolymer catalyzed measured the rate of degradation of dyes under different conditions. The results show that the metal phthalocyanine / isopropylacrylamide phthalocyanine amine copolymer having excellent catalytic degradation activity, and high concentrations of dye wastewater (200mg few) iron phthalocyanine the Bodhisattva / isopropyl propylene phthalocyanine amine copolymer is higher than the drill phthalocyanine / isopropyl propylene phthalocyanine amine copolymer. / Isopropylacrylamide the Thalidomide copolymer catalytic iron phthalocyanine, determine the optimum conditions of the two reactive dyes catalytic degradation, and also investigated the impact of the electrolyte concentration, polymer Thermosensitivity for dye degradation rate. Changing the reactants and catalyst concentration, the initial degradation rate of the dye was measured and dynamics equations. Reactive dye KN-R and x 3 days, the degradation rate constants were 312.91 (dm, m l ') o84min a' a37.9 (dm, m l ') ogmin' far at the Fenton an Iike catalyst. As a novel dissolving a non-dissolved catalyst, when the solution temperature was raised above LCS butoxy, the catalyst can be separated from the reaction system, is recycled to create a great convenience. Cycle experiments (n = 5) metallophthalocyanine / the isopropylacrylamide Thalidomide copolymer remains high catalytic activity, is a very promising new polymer catalyst. The sharp Na Green 2 g, 16,23 fourteen Malay phthalocyanine amine to drill (iron) phthalocyanine with; the phthalic Bodhisattva / Isopropylacrylamide Thalidomide copolymer; temperature sensitive; mimic enzyme; 2-mercaptoethanol; too dyes; degradation of the hydrogen peroxide;}}}}}}}}}}

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