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Organic photoelectric functional material based on trisubstituted triindene structure unit and uses thereof

A technology for optoelectronic functional materials and structural units, applied in the fields of luminescent materials, photovoltaic power generation, organic chemistry, etc., can solve problems such as limiting the scope of application, reduce quenching, improve amorphous properties and film-forming properties, and inhibit crystallinity. Effect

Inactive Publication Date: 2008-12-31
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This greatly limits the scope of application of this important structural unit in the field of organic optoelectronic materials.

Method used

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  • Organic photoelectric functional material based on trisubstituted triindene structure unit and uses thereof
  • Organic photoelectric functional material based on trisubstituted triindene structure unit and uses thereof
  • Organic photoelectric functional material based on trisubstituted triindene structure unit and uses thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0078] Oligofluorene monoboronate monomers such as intermediates 3, 4, 5 and 6 were prepared by the following method. After carrying out alkylation treatment to the three indene nucleus to increase its solubility, the catalytic amount I 2 Under the effect of and sufficient amount of Br 2 The reaction can produce the important hexabromotriindene monomer Br 6 Tr. Then in Pd(PPh 3 ) 4 Under the action of catalyst, Br 6 Tr was subjected to multiple coupling Suzuki reactions with 3, 4, 5 or 6, etc., and separated by column chromatography to obtain a six-arm structure oligomeric alkylfluorene-modified triindenes derivative material Trn (Tr1:n= 1; Tr2:n=2; Tr3:n=3; Tr4:n=4, . . . ).

[0079]

[0080] attached figure 1 Shown is the absorption spectrum and fluorescence emission spectrum of Tr3 in the thin film state. Its maximum absorption peak appears at 359nm, and its maximum emission peak appears at 420nm, emitting pure and bright dark blue light. Electroluminescence test...

Embodiment 2

[0082] With embodiment 1, prepare intermediate 1 and Br 6 Tr, prepared by the following method to obtain intermediates 7, 8 and 9, etc., and then in Pd (PPh 3 ) 4 Under the action of catalyst, Br 6 Tr was subjected to multiple coupling Suzuki reactions with 7, 8 or 9, etc., and separated by column chromatography to obtain a six-arm structure oligomeric alkylfluorenetriindenene derivative material TrCzn (TrCz1: n=1; TrCz2: n=2; TrCz3: n=3;  …). Compared with the Trn series materials, the introduction of the carbazole unit effectively increases the HOMO energy level of the TrCzn series target materials, improves the hole injection and transport properties of the target materials, and maintains the six-arm structure of the oligomeric alkyl fluorene three Excellent light emission properties of indene derivative materials.

[0083]

Embodiment 3

[0085] With embodiment 1, prepare intermediate 1 and Br 6 Tr, prepare intermediates 10, 11, 12 and 13 etc. with the following method, then in Pd (PPh 3 ) 4 Under the action of catalyst, Br 6 Tr was reacted with 11, 12 or 13 by multiple coupling Suzuki reaction respectively, and separated by column chromatography to obtain a six-arm structure oligomeric alkyl fluorene tri-indenes derivative material TrPhn (TrPh1: n=1; TrPh2: n=2; TrPh3: n=3;  …). Compared with Trn series materials, the introduction of alkylphenyl capping groups enhances the solubility and solid-state film-forming properties of the target material, making this material suitable for preparing high-quality amorphous films by simple solution methods such as spin coating .

[0086]

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Abstract

The invention relates to organic photoelectric functional material based on six-substitution three-indene structons and the application thereof, belonging to the technical field of photoelectric material and particularly relating to photoelectric material with definite conjugated branching structure and the application of the material in the field of organic electronics, like organic electrofluorescence and organic laser. The material contains novel 2,3,7,8,12,13-substituted three-combined indene structons, has definite branching three dimensional spatial structure and has good film forming property, excellent thermal stability and enhanced light emission capability. The organic photoelectric functional material has potential application in the field of organic electronics, like organic electrofluorescence, organic laser and organic nonlinear optical material. Specifically, an electrophosphorescence device made with the functional material as blue-fluorescence material is improved in color purity and spectrum stability, and a light pumped organic laser device used as laser medium has low threshold value and high conversion efficiency.

Description

technical field [0001] The invention belongs to the technical field of optoelectronic materials and applications, and specifically relates to a novel organic optoelectronic functional material based on 2,3,7,8,12,13-hexasubstituted triindenes structural units and its application in organic optoelectronic elements. Applications in devices, especially as blue light materials in organic electroluminescent and organic laser devices. technical background [0002] Since the birth of conductive polymers in the 1970s, organic optoelectronic materials and technologies have been vigorously developed and fully expanded to the field of optoelectronic information, continuously promoting and promoting organic / polymer electroluminescent diodes, laser devices, field effect transistors and solar cells. The rapid development of organic optoelectronic devices. Compared with traditional inorganic optoelectronic materials, organic optoelectronic functional materials have a series of significant...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07D209/82C07C43/257H01L51/00H01L51/30H01L51/46H01L51/54H05B33/14
CPCY02E10/549
Inventor 黄维赖文勇
Owner NANJING UNIV OF POSTS & TELECOMM
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