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Monomer for organic electro-phosphorescent polymer

A technology of electrophosphorescence and polymers, which is applied in the field of monomers for organic electrophosphorescence polymers, and can solve the problem of few types of monomers

Inactive Publication Date: 2011-09-28
XIAN MODERN CHEM RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are very few types of such organic electrophosphorescent polymer monomers

Method used

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  • Monomer for organic electro-phosphorescent polymer
  • Monomer for organic electro-phosphorescent polymer
  • Monomer for organic electro-phosphorescent polymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Example 1: Preparation of compound bis[2,5-bis(4'-ethylphenyl)pyridine](1-methyl-13-tetradecene-2,4-dione) iridium (deppy) 2 Ir(bsh)

[0025] 1.1 Synthetic route

[0026]

[0027] 1.2 Synthesis steps

[0028] 1.2.1 Bis[2,5-bis(4'-ethylphenyl)pyridine] iridium chloride (deppy) 4 Ir 2 Cl 2 Synthesis

[0029] Under the protection of nitrogen, add 1.00g (2.836mmol) IrCl to the 250ml three-necked flask 3 ·3H 2 O, 1.63g (5.679mmol) 2,5-bis(4',4'-diethylphenyl)pyridine, 80ml ethylene glycol ether and 20ml water. Stir and heat to 120°C and reflux for 24 hours, cool to room temperature, add 100ml of water, filter, and rinse the filter cake with 50ml of methanol to obtain (deppy) 4 Ir 2 Cl 2 2.15g, directly used in the next reaction.

[0030] 1.2.2 Synthesis of 1-methyl-13-tetradecene-2,4-dione (bsh)

[0031] In a 250 mL three-necked flask, 9.3 g of potassium tert-butoxide, 5.0 g of acetone, and 12.9 g of hexyl undecylenate were sequentially added, and stirred at ...

Embodiment 2

[0044] Example 2: Preparation of compound bis[2,5-bis(4'-ethylphenyl)pyridine][1-(N-ethyl-3-carbazolyl)-13-tetradecene-2,4 - diketone] iridium (deppy) 2 Ir(ksh)

[0045] 2.1 Synthetic route

[0046]

[0047] 2.2 Synthesis steps

[0048] According to the synthesis of 1.2 in Example 1, a red solid was obtained.

[0049] 2.3 Structural characterization

[0050] NMR spectrum ( 1 H-NMR, CDCl 3 , 500MHz, δ(ppm)): 6.685-8.928 (27H, benzene ring / pyridine ring H); 4.901-6.303 (4H, C=CH); 4.291-4.334 (2H, N-CH 2 ); 2.666-2.711 (2H, CH 2 -β-diketone); 2.136-2.516 (8H, CH 2-benzene ring); 1.250-1.992 (14H, long chain alkane H); 1.012-1.091 (15H, CH 3 -CH 2 -benzene ring).

[0051] Infrared spectrum (KBr, cm -1 ): 3029 (=CH); 1640 (C=C); 1586, 1555, 828, 811 (phencyclopyridine ring H); 2960, 2926, 2853, 1479 (-CH).

[0052] Elemental analysis:

[0053] Calculated value (%): C: 70.98, H: 6.22, N: 3.60;

[0054] Found value (%): C: 70.94; H: 6.24, N: 3.63.

[0055] Mass sp...

Embodiment 3

[0059] Example 3: Preparation of compound bis[2,5-bis(4'-ethylphenyl)pyridine][1-(9,9-dihexyl-2-fluorenyl)-13-tetradecene-2, 4-diketone] iridium

[0060] 3.1 Synthetic route

[0061]

[0062] 3.1 Synthesis steps

[0063] According to the synthesis of 1.2 in Example 1, a red solid was obtained.

[0064] 3.2 Structural characterization

[0065] NMR spectrum ( 1 H-NMR, CDCl 3 , 500MHz, δ(ppm)): 7.045-8.875 (27H, benzene ring / pyridine ring H); 4.909-6.301 (4H, C=CH); 2.670-2.716 (2H, CH2-β-diketone); 2.108-2.565 (8H, CH2-benzene ring); 1.003-1.995 (52H, long-chain alkane H).

[0066] Infrared spectrum (KBr, cm -1 ): 3028 (=CH); 1638 (C=C); 1585, 1551, 827, 810 (phencyclopyridine ring H); 2961, 2924, 2851, 1477 (-CH).

[0067] Elemental analysis:

[0068] Calculated value (%): C: 73.53, H: 7.17, N: 2.14;

[0069] Found values ​​(%): C: 73.55, H: 7.13, N: 2.18.

[0070] Mass spectrum: (1306.6M + ).

[0071] The above data confirm that the compound obtained by the abo...

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Abstract

The invention discloses a monomer for an organic electro-phosphorescent polymer. The monomer for the organic electro-phosphorescent polymer is formed by using end alkene beta-diketone as a ligand and complexing metal iridium ions. The structure of the monomer is given in the following formula, wherein X is a hydrogen atom or a fluorine atom. It proves that the monomer for the organic electro-phosphorescent polymer is an electroluminescent material containing a polymerization activity center and can be used as an organic electroluminescent material or is used for preparing the organic electro-phosphorescent polymer.

Description

technical field [0001] The invention relates to a monomer for an organic electrophosphorescent polymer, which is an iridium-containing complex with terminal alkenyl β-diketone. Background technique [0002] With the development of the information age, more and more attention has been paid to organic electroluminescent flat panel displays (OLEDs) with high efficiency, energy saving and light weight. Luminescent devices put forward higher requirements for luminescent materials. Organic electroluminescent devices can be divided into small molecule organic electroluminescent devices and polymer organic electroluminescent devices according to their materials. [0003] When small molecule organic electroluminescent devices are used in practice, thin-layer crystallization is prone to occur, which affects the life of the device. [0004] In order to solve the problems existing in small molecule organic electroluminescent devices, the best way is to design and synthesize light-emit...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F15/00C07C49/92C07D209/86C07D213/06C09K11/06C08F30/04
Inventor 徐茂梁肖奇王歌扬周瑞王子俊杜渭松刘建韬王户生
Owner XIAN MODERN CHEM RES INST