Benzimidazole compound-containing composition and light-emitting device using the composition

A technology of light-emitting element and benzimidazole ring, which can be applied to compounds, electrical components, and light-emitting materials containing elements of Group 8/9/10/18 of the periodic table, which can solve the problems of low luminous efficiency and achieve excellent luminous efficiency. , easy to inject electrons, low LUMO effect

Inactive Publication Date: 2009-12-30
SUMITOMO CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For example, the light-emitting material (Non-Patent Document 1) composed of polyfluorene, a conjugated polymer, and a triplet light-emitting compound has extremely low luminous efficiency.

Method used

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  • Benzimidazole compound-containing composition and light-emitting device using the composition
  • Benzimidazole compound-containing composition and light-emitting device using the composition
  • Benzimidazole compound-containing composition and light-emitting device using the composition

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0149] The following formula:

[0150]

[0151] (In the formula, n is the aggregation number.)

[0152] The lowest triplet excited state energy T as an extrapolated value for n=∞ of the indicated polymer (P-1) 1 (1 / n=0) is the absolute value E of the energy level of 3.3eV, the lowest empty orbital level LUMO (1 / n=0) is 1.8eV, and the minimum dihedral angle is 46°.

[0153] The calculation of the parameters is carried out using the computational science method described in the summary of the invention. Specifically, using the following repeating unit (M-1) of the polymer (P-1), for the cases of n=1, 2 and 3, the structure was optimized by the HF method.

[0154]

[0155] At this time, use 6-31G as the basis function * . Afterwards, using the same basis function, the energy level of the lowest empty orbital potential and the lowest triplet excited state energy were calculated using the time-dependent density common function method at the B3P86 level. The energy level...

Embodiment 2

[0159] The following formula:

[0160]

[0161] (In the formula, n is the aggregation number.)

[0162] The lowest triplet excited state energy T for n=∞ of the indicated polymer (P-2) as an extrapolated value 1 (1 / n=0) is 3.2eV, the absolute value E of the energy level of the lowest empty orbit LUMO (1 / n=0) is 1.4eV, and the minimum dihedral angle is 46°. Calculation of parameters was performed in the same manner as in Example 1 using the following repeating unit (M-2) of the polymer (P-2).

[0163]

[0164] When a light-emitting device was produced using a composition composed of a polymer (P-2) and a phosphorescent compound, it was confirmed that the light-emitting efficiency was excellent.

Embodiment 3

[0166] Compared to the following formula:

[0167]

[0168] A THF solution (0.05% by weight) of the phosphorescent compound (MC-1) is mixed with about 5 times the weight of the following formula (C-1):

[0169]

[0170] Solutions of the indicated compounds in THF (approximately 1% by weight). 10 μl of the resulting solution was dropped onto a glass slide and air-dried to obtain a solid film. When it is irradiated with ultraviolet rays of 365 nm, green light emission derived from the above-mentioned phosphorescent compound (MC-1) can be seen.

[0171] The lowest triplet excited state energy T of the compound represented by the above formula (C-1) 1 3.3eV, the absolute value of the energy level of the lowest empty orbit E LUMO 2.4eV

[0172] In addition, the said formula (MC-1) was synthesize|combined by the method of WO02 / 066552 description.

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Abstract

Disclosed is a composition containing a compound having a benzimidazole ring structure and a phosphorescent compound.

Description

technical field [0001] The present invention relates to a composition containing a benzimidazole compound and a light-emitting device using the composition. Background technique [0002] As a light-emitting material used in a light-emitting layer of a light-emitting device, it is known that a device using a compound exhibiting light emission from a triplet excited state (hereinafter sometimes referred to as a "phosphorescent compound") in the light-emitting layer has high luminous efficiency. When a phosphorescent compound is used in the light-emitting layer, a composition obtained by adding the compound to a matrix is ​​generally used as a light-emitting material. As a substrate, since a thin film can be formed by coating, a compound such as polyvinylcarbazole is used (Patent Document 1). [0003] However, this compound has a problem that it is difficult to inject electrons because the lowest unoccupied orbital (hereinafter sometimes referred to as "LUMO") is high. On the...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06H01L51/50C07D213/16C07D213/26C07D213/79C07D217/02C07D221/10C07D235/06C07D409/04C07F15/00
CPCH01L51/0035C08G61/123C07D213/16C07D217/02C08L65/00C09K2211/1029H01L51/0085C07D221/10H01L51/0072C07D213/26C09K2211/185C07D213/79C07D409/04H05B33/14C07D235/06C09K11/06C09K2211/1466C09K2211/1044H01L51/5016H10K85/111H10K85/342H10K85/6572H10K50/11H10K2101/10
Inventor 秋野喜彦
Owner SUMITOMO CHEM CO LTD
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