Ionic type iridium complex with double phosphorescence emission properties as well as preparation method and application of ionic type iridium complex
A technology of phosphorescent emission and iridium complexes, which is applied in the direction of indium organic compounds, platinum group organic compounds, and compounds containing elements of Group 8/9/10/18 of the periodic table, etc., which can solve the problem of no concentration and difficulty in controlling the concentration of complexes , the concentration of the complex affects the detection results of the analyte, etc., to achieve the effects of reduced interference, accurate quantification, and reliable detection results
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[0036] Example 1:
[0037] (1) Synthesis of 4-methyl-4'-acetamide-2,2'-bipyridine
[0038]
[0039] Synthesis of 4-methyl-4’-aldehyde-2,2’-bipyridine: Weigh 5.27g (28mmol) of 4,4’-dimethyl-2,2’-bipyridine, SeO 2 3.84g (34.6mmol), add 260mL of 1,4-dioxane, vacuum, react at 102°C under nitrogen protection for 24h, and then weigh hot filtered; spin the filtrate to dryness and dissolve it in 500mL of ethyl acetate, then Filter again to remove insoluble solids to obtain a yellow solution, use 1.0M Na 2 CO 3 (2×100mL) Extract twice, take the organic phase; then use 0.3M (3×100mL) Na 2 S 2 O 5 Take the inorganic phase and use Na 2 CO 3 Adjust the pH of the inorganic phase to 10, then use CH 2 Cl 2 Extract (4×100 mL) and spin dry to obtain 2.5 g of white solid with a yield of 45%. 1 H NMR (400MHz, CDCl3, δ): 10.1 (1H, s), 8.80 (1H, d), 8.73 (1H, s), 8.49 (1H, d), 8.18 (1H, s), 7.63 (1H, d) ), 7.11 (1H, d), 2.37 (3H, s).
[0040] Synthesis of 4-methyl-4'-carboxy-2,2'-bipyridine: Weigh 198.2m...
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[0051] Example 2
[0052] (1) Synthesis of 4,4’-Dibutyramide-2,2’-Bipyridine:
[0053]
[0054] 1) Synthesis of 4,4'-dicarboxy-2,2'-bipyridine: Weigh 1.0g (5.4mmol) of 4,4-dimethyl-2,2,-bipyridine into the reaction flask and slowly drop it Add 18 mL of concentrated sulfuric acid and stir. A large amount of heat is released during the process. When the solution is cooled to room temperature, 3.3 g (11.3 mmol) of potassium dichromate is added. At this time, the solution turns dark green, and then reacts at 65° C. for 6 hours. After the reaction is over, cool to room temperature, add the reactant to 1000 mL of water. At this time, a large amount of white flocculent precipitate is generated. Filter by suction, and wash the white precipitate with water and methanol successively until the filtrate is clear, and then dry in a vacuum drying cabinet at 60°C for 18 hours. The yield was 98%.
[0055] Synthesis of dimethyl 4,4'-dicarboxylate-2,2'-bipyridine: Weigh 500mg (2.05mmol) of 4,4'-dica...
Example Embodiment
[0066] Example 3
[0067] (1) Synthesis of 4,4’-Dibutyramide-2,2’-Bipyridine:
[0068]
[0069] 1) Synthesis of 4,4'-dicarboxy-2,2'-bipyridine: Weigh 1.0g (5.4mmol) of 4,4-dimethyl-2,2,-bipyridine into the reaction flask and slowly drop it Add 18 mL of concentrated sulfuric acid and stir. A large amount of heat is released during the process. When the solution is cooled to room temperature, 3.3 g (11.3 mmol) of potassium dichromate is added. At this time, the solution turns dark green, and then reacts at 65° C. for 6 hours. After the reaction is over, cool to room temperature, add the reactant to 1000mL of water. At this time, a large amount of white flocculent precipitate is generated, suction filter, and wash the white precipitate with water and methanol successively until the filtrate is clear, and then dry it in a vacuum drying oven at 60°C for 18h. The yield was 98%.
[0070] Synthesis of dimethyl 4,4'-dicarboxylate-2,2'-bipyridine: Weigh 500mg (2.05mmol) of 4,4'-dicarboxy-2,2...
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