Room temperature phosphorescent material based on phenyl-2-naphthylamine or phenyl-2-naphthylamine and 4,4-dibromodiphenyl composite crystal, and preparation method and application thereof

A dibromobiphenyl and room temperature phosphorescence technology, which is applied in the fields of organic white light materials, security and anti-counterfeiting identification, and organic room temperature phosphorescence light-emitting materials, can solve the problems of reduced room temperature phosphorescence emission, host-guest phase separation, difficult control of doping process, etc.

Active Publication Date: 2016-10-26
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] However, there are still some problems in these systems, such as the method of crystal design reported by Tang Benzhong and Kim et al. The resulting room temperature phosphorescence system has a relatively short lifetime and low brightness. When the crystal stacking method is destroyed, the room temperature phosphorescence emission will greatly reduce
However, in the doping system proposed by Adachi et al., the low-concentration doping process is difficult to control and the host and guest are easy to cause phase separation.

Method used

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  • Room temperature phosphorescent material based on phenyl-2-naphthylamine or phenyl-2-naphthylamine and 4,4-dibromodiphenyl composite crystal, and preparation method and application thereof
  • Room temperature phosphorescent material based on phenyl-2-naphthylamine or phenyl-2-naphthylamine and 4,4-dibromodiphenyl composite crystal, and preparation method and application thereof
  • Room temperature phosphorescent material based on phenyl-2-naphthylamine or phenyl-2-naphthylamine and 4,4-dibromodiphenyl composite crystal, and preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0023] Embodiment 1: Room temperature phosphorescence system of compound 1

[0024] Take 10 mg of compound 1 and 1 g of 4,4-dibromobiphenyl into a single-necked bottle, then add 100 mL of dichloromethane to dissolve, shake well, use a rotary evaporator to distill off the dichloromethane under reduced pressure, and distill the obtained solid powder Dry in a vacuum oven at 40°C. The obtained solid powder was placed in the air, and exhibited white light emission under the irradiation of an ultraviolet lamp, the lifetime of phosphorescence was 173 ms, and the quantum yield of phosphorescence was 17%.

Embodiment 2

[0025] Embodiment 2: the room temperature phosphorescence system of compound 5

[0026] Take 10 mg of compound 5 and 1 g of 4,4-dibromobiphenyl into a single-necked bottle, then add 100 mL of dichloromethane to dissolve, shake well, use a rotary evaporator to distill off the dichloromethane under reduced pressure, and distill the obtained solid powder Dry in a vacuum oven at 50°C. The obtained solid powder was placed in the air, and showed yellow-green emission under the irradiation of ultraviolet light (because the relative intensity of the spectrum is different, so this material emits greenish light), the lifetime of phosphorescence is 68.1ms, and the quantum yield of phosphorescence is 14%.

Embodiment 3

[0027] Embodiment 3: the room temperature phosphorescent system of compound 6

[0028] Take 10 mg of compound 6 and 1 g of 4,4-dibromobiphenyl into a single-necked bottle, then add 100 mL of dichloromethane to dissolve, shake well, use a rotary evaporator to distill off the dichloromethane under reduced pressure, and distill the obtained solid powder Dry in a vacuum oven at 50°C. The obtained solid powder is placed in air, and under the irradiation of ultraviolet light, it presents yellow-green light emission (because the relative intensity of the spectrum is different, so this material emits greenish light), the lifetime of phosphorescence is 7.34ms, and the phosphorescence quantum yield is 22%.

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Abstract

The invention relates to room temperature phosphorescent material based on phenyl-2-naphthylamine or phenyl-2-naphthylamine and 4,4-dibromodiphenyl composite crystal, preparation method of the material, and application of the material in the organic white light material field, safety anti-counterfeiting identification field and other fields, and belongs to the technical field of organic room temperature phosphorescent materials. 2-Naphthylamine is connected with benzene rings or naphthalene rings having different substitutions, this type of molecules is as good as naphthylamine in emitting deep blue light and can also efficiently emit yellow-green phosphorescent light at low temperature. 4,4-Dibromodiphenyl provides, on one hand, heavy atoms for a body so that interstitial crossing rate of objective molecules from single linear state to triple linear state is increased, and avoids, on the other hand, the quenching of the objective molecules due to accumulation, thereby ensuring efficient luminescent efficiency. A white light luminescent material can be prepared by using fluorescent-phosphorescent double emission of the system, and long-life phosphorescent emission is potentially significant to bio-labeling and anti-counterfeiting identification fields.

Description

technical field [0001] The invention belongs to the technical field of organic room-temperature phosphorescent luminescent materials, and specifically relates to a room-temperature phosphorescent material based on phenyl-2-naphthylamine or its derivatives and 4,4-dibromobiphenyl composite crystal, a preparation method and its application in organic white light. Materials, security and anti-counterfeiting identification and other fields of application. Background technique [0002] Compared with traditional fluorescent materials, phosphorescent materials can achieve phosphorescent emission mixed with singlet and triplet state emission through intersystem crossing. The internal quantum efficiency of OLEDs made of phosphorescent materials can reach 100%, and its luminous efficiency can be compared with Fluorescence is tripled. Due to the many advantages of phosphorescent materials, they have shown great application value in the fields of full-color display, white light illumin...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06
CPCC09K11/06C09K2211/1007C09K2211/1011C09K2211/1014C09K2211/1022C09K2211/1029C09K2211/1044Y02B20/00
Inventor 王悦
Owner JILIN UNIV
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