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Synthesis and Photocatalytic Properties of Metal-tetra(1, 4-dithiin)porphyrazine Bearing Peripheral Tetrapropyl-bromine
Author: TangJunFeng
Tutor: DengKeJian
School: Central South University for Nationalities
Course: Organic Chemistry
Keywords: Tetrapropyl-bromine-tetra(1,4-dithiin)-porphyrazine Synthesis and characterization Activate molecular oxygen Activate hydrogen peroxide Photocatalytic degradation Rhodamine B Phenol Imidazo Substitute
CLC: O627
Type: Master's thesis
Year: 2009
Downloads: 23
Quote: 0
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Abstract
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The global attention to water pollution has become a key task in recent years. Biomimetic photocatalysis differs from other water treatment processes. It has extensive worthiness of research and applicable prospects for degrading toxic organic pollutants in the wastewater by mimicking the oxidative characteristics of iron-containing oxygenase enzymes under mild conditions.Iron(II) tetra(1,4-dithiin)-porphyrazine (abBreviated as FePz(dtn)4) has a closely fused macrocyclic skeleton with an extended delocalized 18π-electron conjugated macrocyclic system. Its photocatalytic performance is better than iron-phthalocyanines. The FePz(dtn)4 can activate and catalyze H2O2 and O2 to degrade the organic pollutants. In order to improve the lipophilic and hydrophilic capability, we succeeded in introducing propyl-bromine groups onto the periphery of tetra-(1, 4-dithiin)-porphyrazine and changing the central metal iron for manganese, copper and zinc to form four novel complexes. Furthermore, their capability for degrading the organic pollutants in heterogeneous photocatalytic system was studied and the satisfying experimental results were gained.There are four parts to be included in this paper:1. Four novel metal tetrapropyl-bromine-tetra(1,4-dithiin)-porphyrazine MPz(BrCH2CH2CH2-dtn)4 (M = Fe, Mn, Cu and Zn) have been synthesized according to the template method using 2,3-dicyano-5-propyl-bromine-1, 4-dithiin as thire precursor.2. The physical and chemical properties of the four transition metal complexes were investigated. The result indicated that the lipo-solubility was improved after introducing propyl- bromine onto the periphery of tetra-(1, 4-dithiin)-porphyrazine and their physical properties were changed.3. Based on Rhodamine B(RhB) as the model molecular of degradation, the photocatalytic property of four metal complexes were studied initially under mild conditions. The results showed that the better capacity for activation of dioxygen and peroxide hydrogen was displayed by not only the FePz(BrCH2CH2CH2-dtn)4 but also other three of complexes MPz(BrCH2CH2CH2-dtn)4 (M= Mn, Cu and Zn), all of them can degrade RhB in water under irradiation of visible light effectively. Furthermore, ZnPz(BrCH2CH2CH2-dtn)4 can degrade phenol in an aqueous solution bubbling with oxygen under visbile light irradiation at pH 12 which is very ideal.4. On the base of MPz(BrCH2CH2CH2-dtn)4, we tried to substitute the bromine of MPz(BrCH2CH2CH2-dtn)4 with imidazo.We found that the new compounds can dissolve in water.
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CLC: > Mathematical sciences and chemical > Chemistry > Organic Chemistry > Elements in organic compounds
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