Coumarin series green organic electroluminescent material containing enoate side group
A technology of coumarin and alkenoate, used in luminescent materials, circuits, electrical components, etc., can solve the problems of lack of patents and literature, and few research and reports, and achieve simple reaction, good solubility, and excellent solution processing. performance effect
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Embodiment 1
[0022] Synthesis and Photocrosslinking of 5-Acrylic Oxypropyl Coumarin-6
[0023] (1), the synthesis of 5-acrylic acid oxypropyl coumarin-6
[0024] refer to figure 1 , DCC in the figure is 1,3-dicyclohexylcarbodiimide; DMAP is 4-dimethylaminopyridine.
[0025] Add 15.3g 3,5-dimethoxyaniline, 24~33g bromoethane, 42~55g potassium carbonate, add 250~350ml dimethylformamide, react at 40℃ for 4~5hrs, extract with 300ml ethyl acetate and 2000ml water The organic phase was dried over anhydrous magnesium sulfate, filtered, and the solvent was evaporated to obtain the product (1)——3,5-dimethoxyphenyldiethylamine 18.8-19.9 g. Add it to 100-120 ml of 47% HI , 70-80ml of concentrated hydrochloric acid and 300-400ml of water, refluxed for 15-20 hours, after the reaction was finished, the reaction solution was neutralized to a pH value of 7 with 40% NaOH, the organic phase was extracted with chloroform, dried, evaporated to remove the solvent, and the product was used Ethyl acetate and ...
Embodiment 2
[0032] Synthesis and Photocrosslinking of 5-Acrylic Oxypropyl C-545
[0033] (1), the synthesis of 5-oxypropyl acrylate group C-545
[0034] refer to figure 2 , Dissolve 1.25g of 3,5-dihydroxyaniline, 4.73~6.30g of 1-bromo-3-chloropropane in 10~15ml of dimethylformamide, and then add 2.12g of Na 2 CO 3 , connect a constant pressure dropping funnel under the reflux condenser, add 30g activated 4A molecular sieves, reflux at 110°C for 15hr, add 150-200ml concentrated hydrochloric acid after cooling, extract the organic phase with 50ml dichloromethane, and then use 40% NaOH solution Neutralize residual acid in the organic phase. After drying, the solvent was evaporated, and the product was passed through a silica gel column with a developer of ethyl acetate and benzene at a volume ratio of 2:8 to obtain product (7)——0.473-0.568 g of 8,10-dihydroxyjurronidine.
[0035] Dissolve 1.03g of the product (7) in 4-5ml of dry dimethylformamide solvent, and add dropwise 6ml of a dry d...
Embodiment 3
[0041] Synthesis and Photocrosslinking of 5-Oxypropyl Methacrylate C-545-T
[0042] (1), the synthesis of 5-oxypropyl methacrylate group C-545-T
[0043] refer to image 3 , Dissolve 12.0g 3,5-dihydroxyaniline, 25.1~27.2g 1-chloro-3-methyl-2-butene in 30~40ml dry dimethylformamide, then add 24.6~32.8g sodium acetate , react at room temperature for 12-18 hours, filter, and acidify the filtrate with concentrated hydrochloric acid to a pH value of about 1. The obtained precipitate was filtered and washed with tetrahydrofuran to obtain 23.3-26.4 g of the product (12)—N,N-di-(3-methyl-2-butene)-3,5-dihydroxyaniline hydrochloride. Dissolve 28.2g of product (12) in 300-400ml of methanesulfonic acid, react at 95°C for 2-3 hours, neutralize with ammonia water to pH 7-8 after cooling, filter, and collect solid product (13)——1,1, 15.9-18.4 g of 7,7-tetramethyl-8,10-dihydroxy-jurronidine.
[0044] 1.31g of product 13 was dissolved in 4-5ml of dry dimethylformamide solvent, and 6ml of ...
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