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Room-temperature phosphorescent copolymer as well as preparation method and application thereof

A room temperature phosphorescence, copolymer technology, applied in chemical instruments and methods, luminescent materials, sustainable architecture, etc., can solve the problems of repeatability, processability and flexibility, hinder application and other problems, achieve no precious metal participation, production cost Low, environmentally friendly effect

Active Publication Date: 2022-06-03
ZHEJIANG UNIV HANGZHOU GLOBAL SCI & TECH INNOVATION CENT
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Although impressive results have been achieved, crystalline room-temperature phosphorescent materials usually suffer from problems in terms of repeatability, processability, and flexibility due to differences in crystallinity, which seriously hinder their practical applications.

Method used

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  • Room-temperature phosphorescent copolymer as well as preparation method and application thereof
  • Room-temperature phosphorescent copolymer as well as preparation method and application thereof
  • Room-temperature phosphorescent copolymer as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] The synthetic route of the room temperature phosphorescent copolymer of this embodiment is as follows figure 1 shown, including the following process:

[0047] 1. Synthesis of hexa(ethylene glycol) xylene sulfonate:

[0048] Weigh p-toluenesulfonyl chloride (TsCl, 9.53g, 50.0mmol) into a 250ml round-bottomed flask, add hexaethylene glycol (compound 1, 2.83g, 10.0mmol), triethylamine (Et 3 N, 4.12 ml, 30.0 mmol) and 150 mL of dichloromethane, the mixed solution was first reacted at 0° C. for 2 hours, and then the reaction was continued at room temperature for 16 hours. After the reaction, the mixed solution was washed 2 to 3 times with 50 mL of 0.5M hydrochloric acid and 50 mL of saturated brine, then dried with anhydrous sodium sulfate for 30 to 35 min, filtered, and separated by silica gel column chromatography. The eluent was petroleum ether:acetic acid. Ethyl ester=3:2 (volume ratio), concentrated to obtain a yellow oily liquid, namely hexa(ethylene glycol) xylene ...

Embodiment 2

[0079] Preparation of room temperature phosphorescent complexes:

[0080] In a 25ml round-bottomed flask, sequentially add the PAC-2% (78.7mg) prepared in Example 1, potassium chloride (1.5mg, ~ 1.0eq. relative to the butenyl modified benzo 21 crown 7) and 5mL of Ionized water, react at room temperature for 12-13h. After the reaction, the obtained solution was lyophilized and dried in a vacuum oven to obtain a room temperature phosphorescent complex complexed with a room temperature phosphorescent copolymer and a guest molecule, denoted as PAC-2%@K.

[0081] According to the same preparation method, replace PAC-2% with equimolar PAC-5% or PAC-10% (equimolar is relative to the butenyl-modified benzo 21 crown 7 in the material), and PAC- 5%@K or PAC-10%@K.

[0082] Taking PAC-2%@K as an example, its characterization data are as follows:

[0083] 1 H NMR (400MHz, D 2 O, 298K, ppm): δ3.76–3.63 (m), 2.22 (d, J=58.6Hz), 1.66 (d, J=46.8Hz), 0.89–0.38 (m).

[0084] Optical chara...

Embodiment 3

[0089] Applications of room temperature phosphorescent copolymers and room temperature phosphorescent complexes in the field of digital encryption:

[0090] Fill in the different parts of the number "888" with the prepared PAC-10%, PAC-10%@K and PAC-2%@K room temperature phosphorescent copolymer materials, and under the switch of the 254nm UV lamp, Its luminous effect is like Figure 4 shown in (a). Due to the different phosphorescence lifetimes of the three materials, the luminescence of different parts of the number "888" gradually disappeared, and the information "888", "999" and "555" appeared in sequence. Therefore, the prepared room temperature phosphorescent copolymer and room temperature phosphorescent complex can be applied to the field of digital encryption.

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Abstract

The invention discloses a room-temperature phosphorescent copolymer, a preparation method thereof and application of the room-temperature phosphorescent copolymer in the fields of luminescent devices, biological imaging and information encryption. The room-temperature phosphorescent copolymer has a structure as shown in a formula (1), wherein m and n are positive integers. The room-temperature phosphorescent copolymer provided by the invention does not depend on crystal characteristics of a material, a specific crystal structure does not need to be cultured, and the prepared material is stable in luminescent property and can be used in various environments such as vacuum, inert gas protection and air. In addition, the material is simple to prepare, low in production cost, environment-friendly and suitable for large-scale preparation.

Description

technical field [0001] The invention relates to the technical field of luminescent materials, in particular to a room temperature phosphorescent copolymer and a preparation method and application thereof. Background technique [0002] Due to their unique luminescence process and long luminescence time, room temperature phosphorescent materials have a wide range of applications in both basic scientific research and practical life. [0003] Conventional room temperature phosphorescent materials are mainly limited to organometallic complexes containing noble metals such as platinum, iridium and gold, which are expensive, toxic and environmentally unfriendly. Based on this, there is a great demand for developing metal-free organic room temperature phosphorescent materials. . However, in the absence of metal ions, it is difficult to perform intersystem jumping between singlet and triplet states due to the weak spin-orbit coupling of organic compounds. In addition, the triplet e...

Claims

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Application Information

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IPC IPC(8): C08F220/56C08F218/12C09K11/06
CPCC08F220/56C09K11/06C09K2211/145C08F218/12Y02B20/00
Inventor 黄飞鹤朱伟杰朱黄天之邢浩
Owner ZHEJIANG UNIV HANGZHOU GLOBAL SCI & TECH INNOVATION CENT