CN-122012081-A - Organic luminescent material with visible light excitation and room temperature phosphorescence adjustable characteristics and preparation method thereof

Abstract

The invention belongs to the technical field of organic luminescent materials, and relates to an organic luminescent material with visible light excitation and adjustable room temperature phosphorescence characteristics and a preparation method thereof. The method takes aromatic condensed rings without heavy atoms and hetero atoms as doping objects, anthraquinone and derivatives thereof as host matrixes, and carries out doping through a solution volatilization method or a melt cooling method to obtain the organic luminescent material with visible light excitation and adjustable room temperature phosphorescence characteristics. The invention realizes the efficient room temperature phosphorescence emission of the material under the visible light and even white light by constructing the ground state energy transfer between the host and the object, so that the material absorbs and red shifts to the visible light region, the triplet state emission of the host is excited, the intersystem crossing range of the object is excited, the energy transfer intensity between the host and the object is regulated and controlled by changing the alkyl chain length of the host, the effective regulation of the phosphorescence of the material from green to red is realized, and the invention has wide application prospect in the fields of information storage, data encryption and anti-counterfeiting, special printing technology, programmable labels, biological imaging and the like.

Inventors

• YUAN WANGZHANG
• YANG GUANGXIN
• DUAN JUNHAO

Assignees

• 上海交通大学

Dates

Publication Date

20260512

Application Date

20251231

Claims (10)

1. 1. An organic luminescent material with visible light excitation and adjustable room temperature phosphorescence characteristics is characterized by comprising a host material and a doped object, wherein the host material is anthraquinone and derivatives thereof, and the doped object is polycyclic aromatic compound or derivatives thereof without heavy atoms and heteroatoms.
2. 2. The organic light-emitting material having visible light excitation and tunable room temperature phosphorescence properties according to claim 1, wherein the polycyclic aromatic compound or derivative thereof not containing heavy atoms and heteroatoms is selected from any one of the following: 。
3. 3. The organic light-emitting material having visible light excitation and tunable room temperature phosphorescence properties according to claim 2, wherein the polycyclic aromatic compound or derivative thereof not containing heavy atoms and hetero atoms is selected from any one of the following: 。
4. 4. The organic luminescent material having visible light excitation and tunable room temperature phosphorescence properties according to claim 1, wherein the anthraquinone and its derivatives are selected from one or more of anthraquinone, 2-methyl-9, 10 anthraquinone, 2-ethyl-9, 10 anthraquinone, 2-propyl-9, 10 anthraquinone and 2-butyl-9, 10 anthraquinone.
5. 5. The organic luminescent material with visible light excitation and tunable room temperature phosphorescence properties according to claim 1, wherein the molar ratio of doped guest to host material is 1:10000 to 1:5.
6. 6. The organic luminescent material with visible light excitation and tunable room temperature phosphorescence properties according to claim 5, wherein the molar ratio of doped guest to host material is from 1:1000 to 1:10.
7. 7. A method for producing an organic light-emitting material having visible light excitation and tunable room temperature phosphorescence properties according to any one of claims 1 to 6, wherein the production method comprises a solution evaporation method or a melt cooling method.
8. 8. The method for preparing an organic luminescent material with visible light excitation and tunable room temperature phosphorescence according to claim 7, wherein the solution volatilization method comprises the steps of dissolving the doped object and the host material in an organic solvent, and removing the organic solvent to prepare the organic luminescent material with visible light excitation and tunable room temperature phosphorescence.
9. 9. The method for preparing an organic light-emitting material having visible light excitation and room temperature phosphorescent properties according to claim 7, wherein the melt cooling method comprises the steps of mixing a dopant with a host material, heating and melting to obtain a uniform molten liquid, and cooling the molten liquid to prepare the organic light-emitting material having visible light excitation and room temperature phosphorescent properties.
10. 10. Use of an organic luminescent material having visible light excitation and tunable room temperature phosphorescence properties according to any one of claims 1 to 6 in information storage, anti-counterfeit coating, data encryption and anti-counterfeit, special printing technology, programmable labels or bioimaging.

Description

Organic luminescent material with visible light excitation and room temperature phosphorescence adjustable characteristics and preparation method thereof Technical Field The invention belongs to the technical field of organic luminescent materials, and relates to an organic luminescent material with visible light excitation and adjustable room temperature phosphorescence characteristics and a preparation method thereof. Background Organic normal temperature long afterglow (p-RTP) materials are receiving wide attention in the fields of display technology, sensors, optoelectronic devices, biological imaging and the like due to their long afterglow luminescence, rich excited state characteristics and better biocompatibility compared with inorganic systems. However, the organic chromophore has the inherent defect of weak Spin Orbit Coupling (SOC) effect, so that intersystem crossing efficiency of singlet excitons to triplet excitons is low, and simultaneously, the triplet excitons are extremely susceptible to non-radiative quenching under the normal temperature environment due to factors such as molecular vibration, oxygen, impurities and the like. The two core problems directly cause that the traditional organic p-RTP material has low luminous quantum efficiency and short phosphorescence life, and is difficult to meet the severe requirements of practical application on performance. To overcome these problems, researchers have adopted various strategies including molecular crystallization, polymerization, self-assembly, and host-guest doping to improve p-RTP performance. Despite a range of advances, most reporter systems still rely on ultraviolet excitation. In contrast, systems that can be excited by visible light and even natural light are still of limited study, and such systems have significant advantages in applications such as higher ease of use, lower phototoxicity and greater light transmission in biological systems. In addition, the existing organic p-RTP system also faces the dilemma of luminescence color singleization, namely the reported afterglow emission colors of materials are mostly concentrated in green or yellow bands, and a multicolor tunable system covering blue, green, red and other visible light areas is lacked. The tunable multi-color long afterglow luminescence is a core premise for realizing high-end application such as full-color display, multiple biomarker imaging, multi-level information encryption/decryption and the like. The lack of the organic p-RTP material severely limits the application scene expansion of the organic p-RTP material. Although researchers have tried to realize the modulation of luminescent colors through various strategies, the schemes have remarkable limitations that on one hand, most strategies can only achieve limited color change under ultraviolet excitation conditions and cannot adapt to a visible light excitation system with higher application value, on the other hand, various regulation and control means have inherent defects that chemical structure modification methods need to realize color regulation by introducing heavy atoms and heteroatoms or derivatization modification on luminescent groups, the synthesis steps are complicated, key performances such as phosphorescence service life of materials are easily sacrificed, multi-performance compromise is difficult to realize, multicomponent doping regulation and control methods need to construct ternary or quaternary doping systems, the energy level matching degree and doping proportion of each component are extremely strict, and multicomponent mixing is easy to cause phase separation, so that the luminescent colors are uneven and the regulation and control stability is poor, the energy transfer regulation and control method has extremely high requirements on the distance between the donor and the acceptor, the regulation and control methods can not adapt to conventional melting and solution preparation processes only in a gel state and the generality is seriously insufficient, and the special schemes such as isomer engineering rely on specific molecular framework structures, so that the application range is narrow, and the green-to-red color regulation and control is difficult to realize in a wide range. In a deeper level, the existing color regulation strategy has three core bottlenecks, namely, the mechanism cognition is insufficient, the structure-efficiency relationship among a molecular structure, a stacking mode and a luminescent color is lack of a system and is deeply understood, so that the material design is difficult to realize rationalization, the universality is poor, most strategies are only suitable for specific molecular frameworks or material systems and cannot be popularized to various p-RTP materials, the controllability is weak, the color regulation process is easily influenced by experimental conditions such as temperature, solvents and the like, and the accurate and stable luminescent