Vinyl-triarylated amine conjugated charge transportation material and preparation method thereof
A vinyl-conjugated triarylamine, charge transport technology, applied in the preparation of aminohydroxy compounds, chemical instruments and methods, preparation of organic compounds, etc., can solve the problem of high price, restricting the development and popularization of perovskite solar cells, Problems such as complicated synthesis and purification
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Embodiment 1
[0091] Embodiment 1 prepares organic hole transport material BBT-OMe
[0092] 1. Under the protection of argon, add p-bromobenzyl bromide to a double-necked round-bottom flask, slowly add triethyl phosphite dropwise at room temperature, stir at a constant speed, heat to 70°C, and react for 25 hours to end Reaction, after cooling to room temperature naturally, inject saturated ammonium chloride solution into the reaction solution, add ethyl acetate solvent to repeat extraction three times, then add anhydrous magnesium sulfate to dry, filter to obtain the organic layer, and then remove the solvent by rotary evaporation under reduced pressure crude product was obtained. After further separation and purification by silica gel column chromatography (dichloromethane:petroleum ether=1:1, v / v), a colorless oily substance, compound (1), was obtained. 1H NMR (400MHz, CDCl 3 )δ(TMS,ppm):7.44(d,J=8Hz,2H),7.18(d,J=8Hz,1H),4.06-4.00(m,4H),3.11(d,J=24Hz,2H), 1.25 (t, J = 6Hz, 6H).
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Embodiment 2
[0097] Example 2 Preparation of organic hole transport material BBS-OMe
[0098] 1. Under the protection of argon, add 2-bromothiophene, paraformaldehyde, hydrogen bromide and acetic acid (30mL) into a double-necked round bottom flask, stir at a constant speed, heat to 50°C, and stop the reaction after 5 hours of reaction , after cooling down to room temperature naturally, inject cold water, add ethyl acetate solvent to repeat extraction three times, then add anhydrous magnesium sulfate to dry, filter to obtain the organic layer, and then remove the solvent by rotary evaporation under reduced pressure to obtain the crude product. After further separation and purification by silica gel column chromatography (petroleum ether), a brown oily liquid was obtained.
[0099] 2. Under the protection of argon, add 5-bromomethyl-2-bromothiophene to the double-necked round bottom flask, slowly add triethyl phosphite dropwise at room temperature, stir at a constant speed, heat to 150°C, an...
Embodiment 3
[0104] Example 3 Preparation of organic hole transport material BSS-OMe
[0105] 1. Under the protection of argon, add p-bromobenzyl bromide to a double-necked round-bottom flask, slowly add triethyl phosphite dropwise at room temperature, stir at a constant speed, heat to 70°C, and react for 25 hours to end Reaction, after cooling to room temperature naturally, inject saturated ammonium chloride solution into the reaction solution, add ethyl acetate solvent to repeat extraction three times, then add anhydrous magnesium sulfate to dry, filter to obtain the organic layer, and then remove the solvent by rotary evaporation under reduced pressure crude product was obtained. After further separation and purification by silica gel column chromatography (dichloromethane:petroleum ether=1:1, v / v), a colorless oily liquid was obtained.
[0106] 2. Under the protection of argon, add 5-bromo-2-carboxythiophene, oxalyl chloride and anhydrous dichloromethane (10mL) into a double-necked ro...
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