Preparation method of fluorescent polymer and application of 2,2,6,6-tetraalkyl piperidine oxide
A tetraalkylpiperidine, fluorescent polymer technology, used in chemical instruments and methods, organic chemistry, luminescent materials, etc., can solve the problems of few reports, how to control the performance of fluorescent polymers, etc., and achieve a wide range of application prospects. Effect
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[0035]
[0036] The preparation method of the fluorescent polymer of the present invention includes (1) a fluorescent monomer synthesis step and (2) a living radical polymerization step, which will be described in detail below.
[0037] In the fluorescent monomer synthesis step (1), 3-vinyl-6-phenothiazine dibenzothiophene sulfone is synthesized from dibenzothiophene; it includes the synthesis process of 3,6-dibromodibenzothiophene, 3,6-dibromodibenzothiophene sulfone synthesis process, 3-vinyl-6-bromodibenzothiophene sulfone synthesis process and 3-vinyl-6-phenothiazine dibenzothiophene sulfone synthesis process.
[0038] During the synthesis of 3,6-dibromodibenzothiophene, add dibenzothiophene to chloroform at a temperature below 0°C, then add the chloroform solution containing liquid bromine dropwise, and react at 20-30°C for 2-3 After the reaction was completed, 3,6-dibromodibenzothiophene was obtained by purification. The dosage of dibenzothiophene is 27-30mmol, prefer...
Embodiment 1
[0069] (1) Synthesis of fluorescent monomer 3-vinyl-6-phenothiazine dibenzothiophene sulfone:
[0070] ①Synthesis of intermediate 3,6-dibromodibenzothiophene
[0071]
[0072] In an ice-water bath, 27.2 mmol of dibenzothiophene was added to a single-necked flask containing 30 ml of chloroform, and then a chloroform solution (obtained by dissolving 4 ml of liquid bromine in 5 ml of chloroform) was added dropwise, and reacted at 25°C for 2 days. After the reaction, add 30ml saturated NaHSO 3 The organic layer was extracted with an aqueous solution, and the organic layer was poured into a separatory funnel, extracted three times with dichloromethane, and washed three times with saturated NaCl aqueous solution until the aqueous layer became colorless. The organic layer was dried with anhydrous sodium sulfate and filtered, and the obtained filtrate was spin-dried in a rotary evaporator to obtain 8.54 g of a white solid with a yield of 92%.
[0073] ②Synthesis of 3,6-dibromodib...
Embodiment 2
[0086] (1) Synthesis of fluorescent monomer 3-vinyl-6-phenothiazine dibenzothiophene sulfone:
[0087] It is the same as that of Embodiment 1 and will not be repeated here.
[0088] (2) Synthesis of fluorescent polymer PDPD-2
[0089] Add 0.03mmol of AIBN, 0.039mmol of TEMPO, 2mL of DMF and 3mmol of 3-vinyl-6-phenothiazine dibenzothiophene sulfone into a 5ml polymerization bottle, and seal it after freezing with liquid nitrogen three times and exhausting with argon Polymer bottle. Stir at 70°C for 24h, then raise the temperature to 135°C for 48h, quench to terminate the reaction; pour the reaction liquid into 20-30 times the volume of ethanol, filter, wash the filter cake with ethanol repeatedly for 3 times, filter, and vacuum-dry. The light yellow powder polymer PDPD-2 was obtained. Fluorescence performance test results see figure 1 .
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