Octa-4-Mercaptopyridine Substituted Zinc Phthalocyanine Based Heterogeneous Photocatalysts for the Production of Quinone Derivatives

Abstract

The invention relates to heterogeneous photocatalysts used in the synthesis of quinone derivatives and the method of preparing these photocatalysts. Specifically, the invention concerns octa-4-mercaptopyridine-substituted zinc phthalocyanine-based heterogeneous photocatalysts and their synthesis for the selective and highly efficient production of quinone derivatives under low-energy visible light.

Claims

22 REQUESTS 1. Octa-4-mercaptopyridine-substituted zinc phthalocyanine-based heterogeneous photocatalysts It is a synthesis method, and its characteristic is; 5 a) mesoporous silica (MCM-41), chloride-functionalized mesoporous silica (MCM41-Cl) and / or chloride-functionalized mesoporous organosilica (MON41-Cl) support preparation of materials, b) octa-4-mercaptopyridine substituted zinc phthalocyanine (Pc2) and / or its cationic octa-4-mercaptopyridine substituted cationic zinc phthalocyanine (Pc4)10 synthesis, c) the aforementioned phthalocyanine derivatives on mesoporous support materials immobilization via physical adsorption and / or covalent bonding It includes the steps.

2. This method complies with Claim 1 and its characteristic is that in step (a), mesoporous silica (MCM-41) is used. It is prepared in the following way;  cetyltrimethylammonium bromide (CTAB) and water solution, tetraethylortosilicate (TEOS) is reacted by adding and mixing it in a basic environment. Cooling the resulting mixture to room temperature and centrifuging the cooled mixture. 20  To remove the surfactant substance CTAB from the obtained solid portion application of calcification and  Drying in a desiccator after calcination.

3. The method complies with Claim 2, and its characteristic is calcination in the temperature range of 500-600 °C. It is the implementation. 25 4. This method complies with Claim 2 and its characteristic is; a) in step 3, the MCM-41 surface... MCM41-Cl support by functionalization with chloropropyltriethoxysilane (CPTES). It is the preparation of the material.

5. The method conforming to Claim 1 is characterized by: a) chlorine-functionalized mesoporous structure in step 5. organosilica (MON41-Cl) support material cetyltrimethylammonium bromide (CTAB) 30 tetraethylortosilicate (TEOS) and 3-chloropropyltriethoxysilane (CPTES) in a basic medium It is prepared by reacting them together. 23 6. The method conforming to claim 1 is characterized by: octa-4-mercaptopyridine substitution in step (b). Zinc phthalocyanine (Pc2) is prepared using the following steps; - 4,5-dichlorophthalonitrile is reacted with 4-mercaptopyridine in the presence of a base. Obtaining the mercaptopyridine-substituted phthalonitrile precursor, - Cyclotetramerization of the obtained phthalonitrile precursor in the presence of zinc(II) salt 5 octa-4-mercaptopyridine substituted zinc phthalocyanine was subjected to a reaction. Obtaining (Pc2).

7. The method conforming to claim 1 is characterized by: octa-4-mercaptopyridine substitution in step (b). The preparation of cationic zinc phthalocyanine (Pc4) is done through the following steps;  4,5-dichlorophthalonitrile is reacted with 4-mercaptopyridine in the presence of a base to produce 10 Obtaining the mercaptopyridine-substituted phthalonitrile precursor,  Cyclotetramerization of the obtained phthalonitrile precursor in the presence of zinc(II) salt octa-4-mercaptopyridine substituted zinc phthalocyanine was subjected to a reaction. (Pc2) is obtained and  The obtained Pc2 is subjected to an alkylation reaction to produce octa-4-15 Separation of mercaptopyridine-substituted cationic zinc phthalocyanine (Pc4).

8. A method that complies with Claim 1, characterized by; in step c) by physical adsorption method. The goal is to obtain Pc2@MCM-41 heterogeneous photocatalysts.

9. A method that complies with Claim 1, characterized by; in step c) by physical adsorption method. The goal is to obtain Pc4@MCM-41 heterogeneous photocatalysts. 20 10. A method that conforms to Claim 1, characterized by: covalent bonding method in step c). and preparation of MCM41-Pc2 heterogeneous photocatalysts, 11. A method that conforms to Claim 1, characterized by: covalent bonding method in step c). The aim is to obtain MON41-Pc2 heterogeneous photocatalysts.

12. Pc2@MCM-41 heterogeneous photocatalyst prepared by a method in accordance with claim 8 25 13. Pc4@MCM-41 heterogeneous photocatalyst prepared using a method compliant with claim 9.

14. MCM41-Pc2 heterogeneous photocatalyst prepared using a method compliant with claim 10.

15. MON41-Pc2 heterogeneous photocatalyst prepared using a method compliant with Claim 11.

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