Silicon-containing organic luminescent material as well as preparation method and application of organic luminescent material

A luminescent material and organic technology, applied in luminescent materials, silicon organic compounds, organic chemistry, etc., can solve the problems that blue light materials cannot meet the needs of industrialization, and achieve the effects of improved luminous efficiency, high yield and low cost

Active Publication Date: 2013-05-15
JILIN OPTICAL & ELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] In order to solve the problem that the blue light materials in the prior art cannot meet the needs of industrialization, the present invention provides

Method used

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  • Silicon-containing organic luminescent material as well as preparation method and application of organic luminescent material
  • Silicon-containing organic luminescent material as well as preparation method and application of organic luminescent material
  • Silicon-containing organic luminescent material as well as preparation method and application of organic luminescent material

Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

[0031] Example 1

[0032] Add 34.49g of bis(4-bromophenyl)diphenylsilane, 15.67g of (10-(2-naphthyl)-9-anthryl)boronic acid, 20g of sodium carbonate, 250ml of tetrahydrofuran and 125ml of water into a three-necked flask and degas , Add 0.9g of tetrakis(triphenylphosphorus) palladium, heat up to 70°C, reflux for 24 hours, cool to room temperature, after precipitation of solids, suction filtration, the filter cake is washed with water, ethanol and ether, and dried to obtain bis( 38.89g of 4-(10-(2-naphthyl)-9-anthryl)phenyl)diphenylsilane, the yield is over 90%, and the HPLC purity is over 98%. Mass spectrum: calculated value is 941.24; test value is 941.26. Elemental analysis: calculated value is C: 91.88%; H: 5.14%; Si: 2.98%; test value is C: 91.86%; H: 5.12%; Si: 3.04%.

[0033] The specific synthesis route is shown in the following formula:

[0034]

Example Embodiment

[0035] Example 2

[0036] Mix 34.49g of bis(4-bromophenyl)diphenylsilane, 28.91g of (10-(9,9-dimethyl-2-fluorenyl)9-anthryl)boronic acid, 20g of sodium carbonate, 250ml of tetrahydrofuran and water 125ml was added to a three-neck flask, degassed, added 0.9g of tetrakis(triphenylphosphorus) palladium, heated to 100°C, refluxed for reaction for 30 hours, cooled to room temperature, after precipitation of solids, suction filtration, filter cake washed with water, ethanol and ether After drying, 45.08 g of bis(4-(10-(2-fluorenyl)-9-anthryl)phenyl)diphenylsilane was obtained, the yield was over 90%, and the HPLC purity was over 98%. Mass spectrum: calculated value is 1073.44; tested value is 1073.42. Elemental analysis: calculated value is C: 91.75%; H: 5.63%; Si: 2.62%; test value is C: 91.76%; H: 5.62%; Si: 2.60%.

[0037] The specific synthesis route is shown in the following formula:

[0038]

Example Embodiment

[0039] Example 3

[0040] Add 34.49g of bis(4-bromophenyl)diphenylsilane, 23.59g of (10-(5-benzofuranyl)9-anthryl)boronic acid, 20g of sodium carbonate, 250ml of tetrahydrofuran and 125ml of water into a three-necked flask and remove Add 0.9g of tetrakis(triphenylphosphorus) palladium, heat up to 85°C, reflux for 27 hours, cool to room temperature, after precipitation of solid, suction filtration, the filter cake is washed with water, ethanol and ether, and dried to obtain double (4-(10-(2-benzofuranyl)-9-anthryl)phenyl)diphenylsilane 38.69g, the yield is more than 90%, and the HPLC purity is more than 98%. Mass spectrum: calculated value is 921.16; tested value is 921.18. Elemental analysis: calculated value is C: 88.66%; H: 4.81%; O: 3.47%; Si: 3.05%; test value is C: 88.64%; H: 4.82%; O: 3.48%; Si: 3.05%.

[0041] The specific synthesis route is shown in the following formula:

[0042]

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Abstract

The invention provides a silicon-containing organic luminescent material as well as a preparation method and an application of the organic luminescent material. The problem that the luminescent efficiency of the blue-light emitting material in the prior art is low. Di(4-bromophenyl)biphenyl silane and A substituent-containing anthracene boric acid are used as the raw materials of the material provided by the invention. The silicon-containing organic luminescent material obtained through reaction has high luminescent efficiency and is a novel electroluminescent material with high performance. The preparation method is simple in synthesis step, low in cost and is suitable for large industrialization requirement. The silicon-containing organic luminescent material provided by the invention can be used as a luminescent material, a luminescent main material or a transmission material due to the high luminescent efficiency, can be applied to an electroluminescent device, and is an organic electroluminescent material with a bright prospect.

Description

technical field [0001] The invention belongs to the field of organic photoelectric materials, in particular to a silicon-containing organic light-emitting material and its preparation method and application. Background technique [0002] As a flat-panel display technology, organic electroluminescent devices (OLEDs) have many advantages such as self-luminescence, high brightness, wide viewing angle, ultra-thin, low energy consumption, fast response, rollable, and full-color luminescence. Therefore, in the last two decades, the device has achieved rapid development, and its industrialization process is also constantly advancing. But on the whole, there are still many key technical problems that have not been resolved. From the perspective of materials alone, red, green, and blue light materials with excellent performance are the primary conditions for realizing full-color display. However, as far as the current research on organic electroluminescent materials is concerned, i...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07F7/08C07F7/10H01L51/54
Inventor 马晓宇李文军
Owner JILIN OPTICAL & ELECTRONICS MATERIALS
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