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Application of non-conjugated fluorescent alternating copolymer to preparation of fluorescent materials

A technology of alternating copolymers and fluorescent materials, which is applied in the application field of fluorescent alternating copolymers in the preparation of fluorescent materials, can solve the problems of high development costs and low quantum efficiency of photoluminescent polymers, and achieve excellent light transmittance and Thermal stability, simple synthesis method and easy scale-up, and controllable polymerization effect

Pending Publication Date: 2020-11-24
链行走新材料科技(广州)有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The purpose of the present invention is to overcome the high development cost and low quantum efficiency of existing photoluminescent polymers, and provide the application of non-conjugated fluorescent alternating copolymers as shown in formula (I) in the preparation of fluorescent materials

Method used

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  • Application of non-conjugated fluorescent alternating copolymer to preparation of fluorescent materials
  • Application of non-conjugated fluorescent alternating copolymer to preparation of fluorescent materials
  • Application of non-conjugated fluorescent alternating copolymer to preparation of fluorescent materials

Examples

Experimental program
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Effect test

Embodiment 1

[0073] Synthesis of the ligand: under a nitrogen atmosphere, add diacetyl (0.87g, 10.0mmol) and 3,4,5-trimethoxyaniline (5.50g, 30.0mmol) into a round bottom flask, and add toluene as a solvent and Catalytic amount of p-toluenesulfonic acid was separated from water and refluxed overnight. After the reaction was completed, the solvent was removed by rotary evaporation, and the remaining solid was recrystallized with ethanol to obtain yellow crystals with a yield of 93.0%.

[0074] 1 H NMR (400MHz, CDCl3), δ (ppm): 6.02 (s, 4H, Ar-H), 3.85 (s, 18H, OCH 3 ),2.20(s,6H,CH 3 ). 13 C NMR (100MHz, CDCl 3 ), δ(ppm): 168.70, 153.04, 147.02, 134.44, 96.03, 61.02, 56.08, 15.61.

[0075] Synthesis of α-diiminemethylpalladium chloride complex (reaction equation below): α-diiminemethylpalladium chloride complex is obtained by reacting α-diimine ligand with Pd(COD)MeCl. Under a nitrogen atmosphere, α-diimine ligand (1.1mmol) and Pd(COD)MeCl (1.0mmol) were added to a Schlenk bottle that ...

Embodiment 2

[0083] (1) The 50mL round-bottomed Schlenk bottle was continuously evacuated and baked under an infrared lamp for 3h, cooled to room temperature, replaced with CO for 3 times, and then inflated to normal pressure. Add p-benzoquinone, α-diimine palladium catalyst, solvent dichloromethane in turn, and then add styrene to start polymerization. After copolymerization at 15° C. for 6 h, the reaction solution was poured into methanol solution acidified with hydrochloric acid to terminate, and filtered to obtain 0.30 g of styrene / carbon monoxide alternating copolymer product. The molecular weight of the obtained polymer product is M n =24.6kg / mol, the dispersion coefficient is PDI=1.08, the glass transition temperature is 111°C, and the decomposition temperature is higher than 382°C.

[0084](2) Dissolve 1.675 mg of the styrene / carbon monoxide alternating copolymer obtained in step (1) in 10 mL of tetrahydrofuran (it should be noted that in this system, 1 mol / L=134 mg / mL, so 0.1675 ...

Embodiment 3

[0089] (1) The polymerization condition identical with embodiment 2, copolymerization time is 12 hours. 0.58 g of a styrene / carbon monoxide alternating copolymer product was obtained. The molecular weight of the obtained polymer product is M n = 47.2 kg / mol, the dispersion index is PDI = 1.10.

[0090] (2) In the same method as in Example 2, configure the tetrahydrofuran solution (0.1mol / L) of styrene / carbon monoxide alternating copolymers for fluorescence testing, which can emit blue fluorescence (maximum emission is 445nm) under 360nm excitation, see attached Figure 5 .

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Abstract

The invention relates to application of a non-conjugated fluorescent alternating copolymer to preparation of fluorescent materials. According to the application of the non-conjugated fluorescent alternating copolymer as shown in formula (I) to preparation of the fluorescent materials, R is hydrogen, methyl, phenyl, halogen, tert-butyl or tert-butoxy. The non-conjugated fluorescent alternating copolymer provided by the invention has a photoluminescence property, and produces fluorescence under the action of excitation light; and has significant excitation wavelength dependence, and produces different strongest fluorescence emission peaks at different excitation wavelengths, and with the increase of an excitation wavelength, the strongest emission peak increases; the wavelength range of theexcitation light is 320-420nm, and the wavelength range of the produced fluorescence is 360-475nm.

Description

technical field [0001] The invention belongs to the technical field of non-conjugated light-emitting polymers, and in particular relates to the application of a non-conjugated fluorescent alternating copolymer in the preparation of fluorescent materials. Background technique [0002] Fluorescent polymers have attracted extensive attention due to their unique photophysical properties and wide applications such as organic light-emitting diodes, solar photoelectric conversion, chemical or biological probes, and bioimaging. Generally speaking, traditional fluorescent polymers refer to some long-chain polymer conjugated polymers. According to different structures, they can be divided into main chain conjugated and side chain conjugated arynes, pterenes, arylamines, etc. Conjugated polymers such as polythiophene, polyphenylene, polytriphenylamine and its derivatives have high fluorescence quantum yield and excellent photostability, but due to the existence of large conjugated stru...

Claims

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Application Information

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IPC IPC(8): C09K11/06C08G67/02C08J5/18A01G9/14C08L73/00
CPCC09K11/06C08G67/02C08J5/18A01G9/1438C09K2211/14C08J2373/00Y02A40/25
Inventor 施信波高海洋杜诚
Owner 链行走新材料科技(广州)有限公司
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