Polymer containing tetraphenyl silicane and carbazole unit as well as preparation method and application of the polymer

A technology of carbazole unit and tetraphenyl silicon, applied in the field of organic electroluminescent device materials, can solve the problems of complex synthesis and harsh preparation conditions, achieve good hole transport performance, improve efficiency, improve solubility and film formation performance effect

Inactive Publication Date: 2014-09-03
OCEANS KING LIGHTING SCI&TECH CO LTD +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the synthesis of polymer host materials reported so far is relatively complicated and the preparation conditions are relatively harsh.

Method used

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  • Polymer containing tetraphenyl silicane and carbazole unit as well as preparation method and application of the polymer
  • Polymer containing tetraphenyl silicane and carbazole unit as well as preparation method and application of the polymer
  • Polymer containing tetraphenyl silicane and carbazole unit as well as preparation method and application of the polymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] The polymer containing tetraphenyl silicon and carbazole units in this example, namely poly{bis(4-yl-phenyl)diphenylsilane-co-3,6-diyl-9-n-hexylcarbazole }(P1) (where R is n-hexane, n=63), its structural formula is as follows:

[0029]

[0030] The preparation steps of above-mentioned polymer are as follows:

[0031] The reaction formula is as follows:

[0032]

[0033] Under argon protection, bis(4-bromophenyl)diphenylsilane (99mg, 0.2mmol), 9-n-hexylcarbazole-3,6-dipinacol borate (101mg, 0.2mmol ) into a flask filled with 10ml of toluene solvent, and after fully dissolving, potassium carbonate (2mL, 2mol / L) solution was added into the flask, vacuumed to deoxygenate and filled with argon, and then added bistriphenylphosphine dichloride Palladium (5.6mg, 0.008mmol); the flask was heated to 100°C for Suzuki coupling reaction for 48h. Subsequently, the polymerization reaction was stopped after cooling down, and 50 ml of methanol was added dropwise to the flask for...

Embodiment 2

[0037] The polymer containing tetraphenyl silicon and carbazole units in this example is poly{bis(4-yl-phenyl)diphenylsilane-co-3,6-diyl-9-methylcarbazole} (P2) (where R is methyl, n=100), its structural formula is as follows:

[0038]

[0039] The preparation steps of above-mentioned polymer are as follows:

[0040] The reaction formula is as follows:

[0041]

[0042] Under the protection of mixed gas of nitrogen and argon, bis(4-bromophenyl)diphenylsilane (148mg, 0.3mmol), 9-methylcarbazole-3,6-dipinacol borate (130mg, 0.3mmol) and 15mL tetrahydrofuran were added into a 50mL two-neck bottle, fully dissolved, and then a mixture of nitrogen and argon was introduced to exhaust the air for about 20 minutes, and then tetrakistriphenylphosphine palladium (4mg, 0.003mmol) was added into it, fully After dissolving, add sodium bicarbonate (3mL, 2mol / L) solution. Then, the mixed gas of nitrogen and argon was exhausted for about 10 minutes, and the two-neck flask was added to...

Embodiment 3

[0045] The polymer containing tetraphenyl silicon and carbazole units in this example is poly{bis(4-yl-phenyl)diphenylsilane-co-3,6-diyl-9-n-eicosyl Carbazole} (P3) (where R is n-eicosyl, n=91), its structural formula is as follows:

[0046]

[0047] The preparation steps of above-mentioned polymer are as follows:

[0048] The reaction formula is as follows:

[0049]

[0050] Under nitrogen protection, bis(4-bromophenyl)diphenylsilane (148mg, 0.3mmol), 9-n-eicosylcarbazole-3,6-dipinacol borate (231mg, 0.33mmol ), palladium acetate (3.5mg, 0.015mmol) and tris(o-methoxyphenyl)phosphine (21mg, 0.06mmol) were added to a flask containing 12mL of N,N-dimethylformamide, and after fully dissolving Potassium carbonate (3mL, 2mol / L) solution was added, and then the flask was purged with nitrogen for about 30min; the flask was heated to 130°C for Suzuki coupling reaction for 12h. Subsequently, stop the polymerization reaction after cooling down, add 40mL methanol to the flask fo...

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Abstract

The invention belongs to the field of organic electroluminescence device materials and discloses a polymer containing tetraphenyl silicane and carbazole unit as well as a preparation method and an application of the polymer. The polymer has the following structural formula, wherein the structural formula is as shown in the specification. In the formula, R is alkyls of C1-C20, and n is an integer of 10-100. According to the polymer containing tetraphenyl silicane and carbazole unit, a tetraphenyl silicane derivative is an ultrahigh energy gap main body material and has extremely high triplet state energy level; the polycarbazole is an important electroluminescent polymer and has excellent hole transport performance, and alkyl modification can be performed on the 9th site, so that the dissolving property and film-forming property of polycarbazole are improved. Moreover, the tetraphenyl silicane is introduced into a main chain of the polycarbazole, so that the efficiency of an organic electroluminescence device is improved.

Description

technical field [0001] The invention relates to an organic electroluminescent device material, in particular to a polymer containing tetraphenyl silicon and carbazole units and its application. Background technique [0002] Since 1987, C.W.Tang et al. of Kodak reported for the first time that Alq 3 Since the double-layer device structure of light-emitting materials, organic electroluminescence has received great attention. Organic electroluminescence can be divided into fluorescence and phosphorescence electroluminescence. According to the spin quantum statistical theory, the formation probability ratio of singlet excitons and triplet excitons is 1:3, that is, singlet excitons only account for 25% of the "electron-hole pairs". Therefore, the fluorescence from the radiative transition of singlet excitons only accounts for 25% of the total input energy, while the electroluminescence of phosphorescent materials can utilize the energy of all excitons, so it has greater advanta...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12C07F7/10C09K11/06H01L51/54
Inventor 周明杰王平张振华陈吉星
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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