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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 a silicon-containing organic light-emitting material with high luminous efficiency, low cost, high yield and high purity, its preparation method and application

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

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Experimental program
Comparison scheme
Effect test

Embodiment 1

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

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

[0034]

Embodiment 2

[0036] Mix 34.49g of bis(4-bromophenyl)diphenylsilane, 28.91g of (10-(9,9-dimethyl-2-fluorenyl)9-anthracenyl)boronic acid, 20g of sodium carbonate, 250ml of tetrahydrofuran and water Add 125ml into a three-neck flask, degas, add 0.9g of tetrakis(triphenylphosphine) palladium, heat up to 100°C, reflux for 30 hours, cool to room temperature, after the solid precipitates, filter with suction, and wash the filter cake with water, ethanol and ether After drying, 45.08 g of bis(4-(10-(2-fluorenyl)-9-anthracenyl)phenyl)diphenylsilane was obtained, with a yield of over 90% and an HPLC purity of over 98%. Mass Spectrum: Calculated 1073.44; Found 1073.42. Elemental analysis: calculated value C: 91.75%; H: 5.63%; Si: 2.62%; test value C: 91.76%; H: 5.62%; Si: 2.60%.

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

[0038]

Embodiment 3

[0040] Add 34.49g of bis(4-bromophenyl)diphenylsilane, 23.59g of (10-(5-benzofuryl)9-anthracenyl)boronic acid, 20g of sodium carbonate, 250ml of tetrahydrofuran and 125ml of water into a three-necked flask, and remove gas, add tetrakis(triphenylphosphine) palladium 0.9g, heat up to 85°C, reflux for 27 hours, cool to room temperature, after the solid precipitates, filter with suction, wash the filter cake with water, ethanol and ether, and dry to obtain bis (4-(10-(2-Benzofuryl)-9-anthracenyl)phenyl)diphenylsilane 38.69g, yield over 90%, HPLC purity over 98%. Mass Spectrum: Calculated 921.16; Asserted 921.18. Elemental analysis: Calcd: C: 88.66%; H: 4.81%; O: 3.47%; Si: 3.05%; Tested: C: 88.64%; H: 4.82%; O: 3.48%;

[0041] The specific synthetic 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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