Preparation and application of copper porphyrin catalyst and composite material thereof
A technology of composite materials and catalysts, applied in physical/chemical process catalysts, organic compounds/hydrides/coordination complex catalysts, organic chemistry, etc., can solve the problems of high cost of noble metals, consumption of electrolytes, high conversion voltage, etc., to achieve Fewer synthesis steps, easy separation, and reduced hydrogen evolution voltage
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Embodiment 1
[0088] Embodiment 1 Synthetic bridged dialdehyde
[0089] This embodiment discloses a specific method for bridging dialdehydes: it specifically includes the following steps:
[0090] Step 1. Fully grind anhydrous potassium carbonate into powder, and bake at 200°C for 3 to 5 hours;
[0091] Step 2. Add powdered anhydrous potassium carbonate (20g, 145mmol) into N,N-dimethylformamide (80ml) under vigorous stirring, and keep the temperature at 60°C under the protection of inert gas;
[0092] Step 3, adding 5-tert-butyl salicylaldehyde (7.3g, 60.0mmol) for about 10 minutes;
[0093] Step 4, 1,3-dibromopropane (6.1g, 30mmol) was added to the reaction mixture, continued to stir for 12h, and tracked with a thin-layer chromatographic plate until the ratio of the product to the raw material no longer changed;
[0094] Step 5. Cool the reaction solution to -5°C, slowly add 100ml of water, and maintain the temperature of the reaction solution at 0 to 5°C while adding water;
[0095] St...
Embodiment 2
[0096] Embodiment 2 prepares wave type and saddle type copper porphyrin
[0097] This embodiment discloses the preparation method of 2-Cu-w and 2-Cu-s, which specifically includes the following steps:
[0098] Step 1, take carbon three bisaldehyde (3.8g, 10mmol), pyrrole (1.4mL, 20mmol) and Cu(OAc) 2 2H 2 O (3.6 g, 20 mmol) was added in portions to 200 mL of boiling propionic acid / butyric acid mixture (2:1, v / v); after reflux for 20 minutes, the air was isolated and stirring was continued for 45 minutes.
[0099] Step 2, removing the mixed acid by steaming under reduced pressure while it is hot;
[0100] Step 3, soak the solid residue in dichloromethane three times (80mL×3), combine the soaking solution, wash the solution five times with water, and dry it with anhydrous sodium sulfate;
[0101] Step 4, after distilling off the solvent, separate the first color band with dichloromethane / petroleum ether (1:4, v / v) by silica gel column chromatography, and use dichloromethane / p...
Embodiment 3
[0102] Embodiment 3 prepares wrinkled copper porphyrin
[0103] This embodiment discloses the preparation method of 1-Cu-r, which specifically includes the following steps:
[0104] Step 1, take carbon three dialdehyde white (3.8g, 10mmol), nitrophenyl bispyrromethane (5.3g, 20mmol) and Cu(OAc) 2 2H 2 O (3.6 g, 20 mmol) was added in portions to 200 mL of boiling propionic acid. After refluxing for 10 to 15 minutes, another equivalent of pyrrole (0.67 g, 10 mmol) was added to the mixed solution, and after 20 minutes of refluxing, the air was isolated and stirring was continued for 45 minutes;
[0105] Step 2, then remove propionic acid by steaming under reduced pressure while hot;
[0106] Step 3, the solid residue was soaked in dichloromethane three times (80 mL×3), the soaking solution was combined, the solution was washed with water five times, and dried over sodium sulfate.
[0107] Step 4, after removing the solvent, separate by silica gel column chromatography with dich...
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Abstract
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