Polyphenylene sulfide with fluorescence and phosphorescence luminescence properties as well as preparation method and application thereof
A technology of polyphenylene sulfide and phosphorescence, applied in the field of material chemistry, can solve the problem that research on phosphorescent polymers is rarely reported
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Embodiment 1
[0054] 1-(4-vinylphenyl)ethanol was synthesized as follows: 910 mg of 4-bromostyrene was dissolved in 25 mL of dry tetrahydrofuran (THF) and cooled to -78 °C, followed by the addition of 2.3 mL of n-butyllithium (concentration is 2.4M). After reacting at -78°C for 20 minutes, 1.3 mL of acetaldehyde in THF (concentration: 5.0 M) was added dropwise. After the addition was complete, the solution was slowly heated to room temperature for 2 hours, then water was added dropwise to quench the reaction, and the mixture was extracted with ethyl acetate. After extraction, all organic layers were washed with saturated NaCl solution and washed with anhydrous NaCl 2 SO 4 Dry and filter. The filtrate was concentrated in vacuo and purified by silica gel column chromatography to obtain the desired product 1-(4-vinylphenyl)ethanol 4a. Store in the refrigerator until use.
[0055] 1-(4-vinylphenyl)ethanol 4a was characterized by 1H NMR. The H NMR spectrum of 1-(4-vinylphenyl)ethanol is sh...
Embodiment 2
[0057]Under argon atmosphere, diethyl azodicarboxylate (DEAD) (2.95 mL, 15.0 mmol) was added dropwise to dry THF (30 mL) containing triphenylphosphine (3.93 g, 15.0 mmol) and cooled to 0 ℃. After reacting for 1 h, a THF (10 mL) solution of 1-(4-vinylphenyl)ethanol (4a, 1.1 g, 7.50 mmol) and thioacetic acid (1.07 mL, 15.0 mmol) was slowly injected and heated to room temperature. After reacting for 12 hours, the solvent was evaporated in vacuo, and the concentrated yellow slurry was suspended in n-hexane (40 mL), and stirred for 6 h. The precipitate was then removed by filtration, and the filtrate was concentrated in vacuo and purified by silica gel column chromatography to obtain the desired product 4b.
[0058] 4b was characterized by H NMR spectroscopy. The H NMR spectrum of 4b is shown in figure 2 , figure 2 It is the H NMR spectrum of 4b obtained in Example 2.
Embodiment 3
[0060] Sodium methoxide (NaOMe, 141 mg, 2.6 mmol) and anhydrous methanol (5 mL) were added to a dry Schlenk bottle fitted with a stir bar. The reaction mixture was cooled to 0 °C, then the corresponding thioester (4b, 208.3 mg, 1.01 mmol) was slowly added dropwise. After stirring for 1 h, the reaction was quenched with 5% dilute hydrochloric acid solution. The aqueous layer was extracted 3 times with anhydrous ether. The combined organic layers were washed with saturated aqueous NaCl and washed with anhydrous MgSO 4 dry. The organic layer was filtered and concentrated, and purified by silica gel column chromatography to obtain the desired product 4c.
[0061] 4c was characterized by H NMR spectroscopy. The H NMR spectrum of 4c is shown in image 3 , image 3 It is the H NMR spectrum of 4c obtained in Example 3.
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