Para nitro toluylene near ultraviolet photosencitizer, synthesis and uses thereof
A technology of nitrostilbene and near-ultraviolet light, applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., can solve problems such as inability to realize near-ultraviolet photopolymerization, and achieve convenient and easy source of raw materials The effect of obtaining and yield is suitable
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[0032] Example 1
[0033] The synthesis of (diacetic acid)-(p-nitrostilbene)-ester is carried out in two steps:
[0034] (1) Synthesis of 3,4-dihydroxy-p-nitrostilbene
[0035] Add the compounds p-nitrophenylacetic acid (5.0g), 3,4-dihydroxybenzaldehyde (5.7g) and hexahydropyridine (4.1ml) into a three-necked flask (p-nitrophenylacetic acid: 3,4-dihydroxybenzene) Formaldehyde: hexahydropyridine 1:1.5:1.5) mix, heat to 100°C and reflux for 3-4 hours until no bubbles are generated. Then the temperature was raised to 130°C, and the reaction was continued for 2 hours. The reactant was recrystallized twice with hot absolute ethanol to obtain the target compound (5.0 g) with a yield of 70%.
[0036] (2) Synthesis of (diacetic acid)-(p-nitrostilbene)-ester
[0037] Add 3,4-dihydroxy-p-nitrostilbene (1.5g), acetic anhydride (3.3ml), triethylamine (5.8ml) (3,4-dihydroxy-p-nitrostilbene) into a three-necked flask : Acetic anhydride: triethylamine=1:6:8) Mix, add a condenser, then dissolve w...
Example Embodiment
[0038] Example 2
[0039] Synthesis of (dibenzoic acid)-(p-nitrostilbene)-ester
[0040] Synthesis proceeds in two steps
[0041] (1) Synthesis of 3,4-dihydroxy-p-nitrostilbene
[0042] The synthesis is carried out according to step (1) in Example 1.
[0043] (2) Synthesis of (dibenzoic acid)-(p-nitrostilbene)-ester
[0044] Add 3,4-dihydroxy-p-nitrostilbene (1.5g), benzoyl chloride (4.1ml), triethylamine (5.8ml) (3,4-dihydroxy-p-nitrostilbene) into a three-necked flask Ethylene: benzoyl chloride: triethylamine = 1:6:8) mix, add a condenser, then dissolve with 150ml of dry tetrahydrofuran, reflux and react for 24 hours. After the reaction, the precipitate was filtered off, and the column was passed through dichloromethane to obtain a crude product, which was recrystallized from benzene to obtain a yellow crystal compound (1.1 g), with a yield of 40%.
Example Embodiment
[0045] Example 3
[0046] 1×10 -5 mol / L (diacetic acid)-(p-nitrostilbene)-ester was dissolved in dichloromethane, and its ultraviolet-visible absorption spectrum was measured. Its maximum absorption was at 337nm, such as figure 1 .
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