S-triazine derivates with white light and preparation method and application thereof

A technology of s-triazine and derivatives, which is applied in the fields of white light-emitting s-triazine derivatives and their preparation and application, can solve the problems of high driving voltage, low device energy efficiency, poor stability and the like, and achieves low steric hindrance, Conjugated, low-cost effects

Inactive Publication Date: 2011-05-18
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the problem of device structure and material selection, the energy efficiency of the device is lower than 1lm / W, the driving voltage is high and the stability is poor

Method used

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  • S-triazine derivates with white light and preparation method and application thereof
  • S-triazine derivates with white light and preparation method and application thereof
  • S-triazine derivates with white light and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Example 1: Synthesis of 2,4-dimethyl-6-[4-(N,N-di-p-tolyl)-anilinoethyl]-s-triazine (1)

[0041] Weigh 1 molar amount of 1,3,5-trimethyl-s-triazine and 0.6 molar amount of potassium hydroxide, then add 6 L of methanol to dissolve. At the reflux temperature, 3 L of methanol solution of 1 molar amount of 4-(N,N-xylanilino)benzaldehyde was dripped dropwise into the flask. Solvent, the residue was separated by silica gel column chromatography with V(toluene):V(ethanol)=10:1 toluene-ethanol mixture as eluent to obtain a pale yellow product. Yield 41.3%, mass spectrum m / z: 406.1 (M + ). 2,4-Dimethyl-6-[4-(N,N-di-p-tolyl)-anilinoethyl]-s-triazine (1) has an exact molecular mass of 406.22, which was measured by a mass spectrometer in this embodiment The molecular mass is 406.1, indicating that the compound (1) obtained in Example 1 is correct.

Embodiment 2

[0042] Example 2: Synthesis of 2-methyl-4,6-bis[4-(N,N-di-p-tolyl)-anilinoethyl]-s-triazine (2)

[0043] Weigh 1,3,5-trimethyl-s-triazine, 1.2 moles of potassium hydroxide, and 2 moles of 4-(N,N-dimethylanilino)benzaldehyde, then add methanol 20L dissolve. Reflux for 12 hours, remove the solvent with a rotary evaporator, and use a V(toluene):V(ethanol)=10:1 toluene-ethanol mixture as the eluent to separate the residue through silica gel column chromatography to obtain a pale yellow product. Yield 38.6%, m / z: 690.3 (M+H) + ; 2-methyl-4,6-bis[4-(N,N-di-p-tolyl)-anilinoethyl]-s-triazine (2) exact molecular mass is 689.35), measured m / z: 690.3( M+H) + , indicating that the obtained compound (2) is correct.

Embodiment 3

[0044] Example 3: Synthesis of 2,4,6-three [4-(N,N-di-p-tolyl)-anilinoethyl]-s-triazine (3)

[0045] Weigh 6 moles of 4-(N,N-xylanilino)benzaldehyde and 1.8 moles of potassium hydroxide, then add 20 L of methanol to dissolve. 5 L of 1,3,5-trimethyl-s-triazine solution in which 1 mole was dissolved was dropped dropwise into the flask. Toluene): V (ethanol)=10:1 toluene-ethanol mixture as eluent, separated by silica gel column chromatography to obtain light yellow product. Yield 43.7%, m / z: 973.5 (M+H) + . The exact molecular mass of 2,4,6-tris[4-(N,N-xylyl)-anilinoethyl]-s-triazine (3) is 972.49, measured m / z: 973.5 (M+H) + , illustrates that the compound (3) obtained in Example 3 is correct.

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Abstract

The invention discloses sym-triazine derivatives irradiating white light, a method for preparing the same and application thereof. The sym-triazine derivatives have three types of structures of single branch, double branches and three branches, and have a common parent triazine. A triazine structure is similar to a stable benzene ring, wherein three nitrogen atoms substitute the carbon atoms in the benzene ring, and because the positions of the nitrogen atoms in the triazine structure are different, the bonded groups are different so that the triazine derivatives which have complex structuresand can be controllably synthesized are formed. The method for preparing the derivatives comprises three steps: dissolution, heating reflux and separation, thus the method has a simple process and can be performed in a nitrogen atmosphere with a simple heating device; the requirement on experimental facilities is low that just a common heating refluxing device is needed, which is convenient for the mass production; and raw materials required have wide range and low cost and are easy to obtain. The structure of the device irradiating the white light is: ITO, 2-TNATA, NPB, triazine compounds, Alq3, LiF or Al.

Description

technical field [0001] The invention relates to the field of preparation of organic electroluminescent materials, organic nonlinear optical materials, organic multiphoton absorbing dyes and organic thin film field effect transistors and organic semiconductor materials, triazine derivatives with electroluminescent white light and organic electroluminescence Preparation method of white light device. Background technique [0002] In the past 30 years, organic nonlinear optical crystals, organic electroluminescent materials, organic superconductors, polymer electro-optic films, liquid crystal materials, etc. have shown the strong vitality and application value of organic compounds in the field of optoelectronic functional materials. [0003] In recent years, people are looking for new organic electroluminescent white light materials. In 1995, Uchida, Manabu et al. prepared triazine compounds as electron transport materials for electronic light-emitting devices JP07157473; in 199...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D251/24C07D403/06C07D403/14C09K11/06H01L51/50H01L51/54
CPCY02B20/181Y02B20/00
Inventor 曾和平王光荣
Owner SOUTH CHINA UNIV OF TECH
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