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Organophosphorus salt type long-life room-temperature phosphorescent polymer material as well as preparation and application thereof

A technology of polymer material and room temperature phosphorescence, which is applied in the direction of luminescent materials, applications, home appliances, etc., can solve the problems of strict growth conditions, difficult repeatability, and limited application range, and achieve simple synthesis steps, mild preparation conditions, and promote applications Effect

Active Publication Date: 2021-01-12
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The existing long-life room temperature phosphorescent materials are mainly obtained by crystallization induction, which means that strict growth conditions and difficult repeatability are unavoidable, and the room temperature phosphorescent materials prepared by this method have no room temperature phosphorescence in the amorphous state, which in turn Further limit the scope of application of this type of material

Method used

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  • Organophosphorus salt type long-life room-temperature phosphorescent polymer material as well as preparation and application thereof
  • Organophosphorus salt type long-life room-temperature phosphorescent polymer material as well as preparation and application thereof
  • Organophosphorus salt type long-life room-temperature phosphorescent polymer material as well as preparation and application thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Embodiment 1: the preparation method of QPSP-TrBr

[0034] The chemical structural formula of QPSP-TrBr is as follows:

[0035]

[0036] The preparation steps of QPSP-TrBr mainly include:

[0037] ①Under nitrogen atmosphere, dissolve triphenylphosphine in DMF, then add C at a molar ratio of 1:1 3 h 5 Br, heated at 120°C for 48h, distilled under reduced pressure and spin-dried, and purified by column chromatography to obtain OPM-TrBr;

[0038] Characterization of compound OPM-TrBr: 1H NMR (400MHz, CDCl3) δ7.92–7.66 (m, 15H), 5.79–5.66 (m, 1H), 5.61 (dd, J=17.0, 4.2Hz, 1H), 5.41( dd,J=9.7,3.7Hz,1H),4.84(dd,J=15.5,6.9Hz,2H).

[0039] ②Weigh 0.0183g compound OPM-TrBr, 0.170g acrylamide, 0.004g azobisisobutyronitrile and dissolve in 2mL N,N-dimethylformamide, freeze-vacuum-thaw three times, and react at 65°C for 12h. The obtained product was washed with methanol and dried to obtain the product QPSP-TrBr.

[0040] The specific synthetic route of QPSP-TrBr is as follo...

Embodiment 2

[0042] Embodiment 2: the preparation method of QPSP-BuBr

[0043] The chemical structural formula of QPSP-BuBr is as follows:

[0044]

[0045] The preparation steps of QPSP-BuBr are mainly:

[0046] ①Under nitrogen atmosphere, dissolve triphenylphosphine in DMF, then add C at a molar ratio of 1:1 4 h 7 Br, heated at 120°C for 48h, distilled under reduced pressure and spin-dried, and purified by column chromatography to obtain OPM-BuBr;

[0047] Characterization of compound OPM-BuBr: 1H NMR (400MHz, DMSO) δ7.96–7.73 (m, 15H), 5.87 (ddt, J=16.6, 10.3, 6.2Hz, 1H), 5.18 (dd, J=17.2, 1.5 Hz,1H),5.08(dd,J=10.2,1.0Hz,1H),3.84–3.63(m,2H),2.41–2.23(m,2H).

[0048] ②Weigh 0.0190g compound OPM-BuBr, 0.170g acrylamide, 0.004g azobisisobutyronitrile and dissolve in 2mL N,N-dimethylformamide, freeze-vacuum-thaw three times, and react at 65°C for 12h. The obtained product was washed with methanol and dried to obtain the product QPSP-BuBr.

[0049] The specific synthetic route of QP...

Embodiment 3

[0051] Embodiment 3: the preparation method of QPSP-PeBr

[0052] The chemical structural formula of QPSP-PeBr is as follows:

[0053]

[0054]The preparation steps of QPSP-PeBr are mainly:

[0055] ①Under nitrogen atmosphere, dissolve triphenylphosphine in DMF, then add C at a molar ratio of 1:1 5 h 9 Br, heated at 120°C for 48h, distilled under reduced pressure and spin-dried, and purified by column chromatography to obtain OPM-PeBr;

[0056] Characterization of compound OPM-PeBr: 1H NMR (400MHz, DMSO) δ7.96–7.74 (m, 15H), 5.81 (ddt, J=16.9, 10.1, 6.6Hz, 1H), 5.04 (dd, J=23.4, 6.1 Hz, 2H), 3.66–3.51(m, 2H), 2.23(q, J=7.0Hz, 2H), 1.62(dq, J=15.4, 7.8Hz, 2H).

[0057] ②Weigh 0.0197g compound OPM-PeBr, 0.170g acrylamide, 0.004g azobisisobutyronitrile and dissolve in 2mL N,N-dimethylformamide, freeze-vacuum-thaw three times, and react at 65°C for 12h. The obtained product was washed with methanol and dried to obtain the product QPSP-PeBr.

[0058] The specific synthetic...

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Abstract

The invention discloses an organophosphorus salt type long-life room-temperature phosphorescent polymer material as well as preparation and application thereof. The room-temperature phosphorescent polymer material is QPSP-TrBr, QPSP-TrBu or QPSP-PeBr, and the room-temperature phosphorescent polymer material takes triphenylphosphine as a raw material, organophosphorus salt monomers with different alkenyl chain lengths are obtained through phosphating reaction, and the monomer and acrylamide are copolymerized to obtain the room-temperature phosphorescent polymer with high efficiency and long service life. The preparation process is simple, the reaction conditions are mild, the long-life room-temperature phosphorescence of the material in an amorphous state is realized, the regulation of thephotophysical properties of the polymer can be realized by regulating the alkenyl chain length, and the application of the organic room-temperature phosphorescence material in the aspects of information encryption and safe printing is greatly promoted by combining the material with a screen printing technology.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric functional materials, in particular to an organic phosphine salt type long-life room temperature phosphorescent polymer material and its preparation and application. Background technique [0002] Organic room-temperature phosphorescent materials have a wide range of applications in anti-counterfeiting, bioimaging, and chemical sensing due to their unique generation process and long-lived luminescent properties. The existing long-life room temperature phosphorescent materials are mainly obtained by crystallization induction, which means that strict growth conditions and difficult repeatability are unavoidable, and the room temperature phosphorescent materials prepared by this method have no room temperature phosphorescence in the amorphous state, which in turn Further limit the scope of application of this type of material. Contents of the invention [0003] The purpose of the pres...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F220/56C08F230/02C09D11/50C09D11/107C09K11/06
CPCC08F220/56C09D11/50C09D11/107C09K11/06C09K2211/1425C09K2211/1433C08F230/02
Inventor 马云刘晨园陆金玉赵强刘淑娟
Owner NANJING UNIV OF POSTS & TELECOMM