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

A technology of light-emitting elements and compounds, applied in electrical components, light-emitting materials, organic chemistry, etc., can solve the problems of low triplet excitation energy and low luminous efficiency of light-emitting materials, and achieve high triplet excitation energy, excellent luminous efficiency, and luminous efficiency. Efficient effect

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

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Problems solved by technology

However, the above-mentioned conjugated polymer is not suitable as a host for light emission having a wavelength shorter than green, because the lowest triplet excitation energy is small (Patent Document 2)
For example, light-emitting materials including polyolefins and triplet light-emitting compounds (Non-Patent Document 1) have low luminous efficiency

Method used

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

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0153] The minimum triplet excitation energy T as an extrapolated value in n=∞ of the polymer (P-1) represented by the following formula 1 (1 / n=0) is 3.1eV, the absolute value of the energy level E of the lowest unoccupied molecular orbital energy level LUMO (1 / n=0) is 1.8eV, and the minimum dihedral angle is 79°.

[0154]

[0155] (In the formula, n is the aggregation number.)

[0156] The calculation of the parameters is carried out using computational science methods described in the detailed description of the invention. Specifically, using the following repeating unit (M-1) in the polymer (P-1), for the cases of n=1, 2 and 3, the structure was optimized by the HF method.

[0157]

[0158] At this time, as a basis function, use 6-31G * . Then, using the same basis function, the energy level of the lowest unoccupied molecular orbital energy level and the lowest triplet excitation energy were calculated by B3P86-level time-dependent density functional method. The ...

Embodiment 2

[0162] A THF solution (about 1% by weight) of a compound represented by the following formula (C-1) was mixed at about 5 times the weight of a THF solution (0.05% by weight) of a phosphorescent compound (MC-1) represented by the following formula ). 10 µl of the resulting solution was dropped on a slide glass and air-dried to obtain a solid film. It was irradiated with ultraviolet rays of 365 nm, and green light emission from the above-mentioned phosphorescent compound (MC-1) was confirmed.

[0163]

[0164] In addition, the compound represented by the above-mentioned formula (6-1) was synthesized according to the method described in JP-A-2004-292432.

Embodiment 3

[0166] About 5 times the weight of a THF solution (about 1% by weight) of the compound represented by the following formula (C-3) was mixed with the THF solution (0.05% by weight) of the phosphorescent compound (MC-1). 10 µl of the resulting solution was dropped on a slide glass and air-dried to obtain a solid film. It was irradiated with ultraviolet rays of 365 nm, and green light emission from the above-mentioned phosphorescent compound (MC-1) was confirmed.

[0167]

[0168] The lowest triplet excitation energy T of the compound shown in the above formula (C-3) 1 is 3.1eV, the absolute value E of the energy level of the lowest unoccupied molecular orbital LUMO is 1.7eV. The dihedral angle between the indazole ring and the partial structure adjacent to the indazole ring (benzene ring in this example) was 38°.

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Abstract

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

Description

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

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C08G61/12H01L51/50
CPCC08G61/123H01L51/0072C07D231/56C09K2211/1092C08L65/00C09K2211/1029C09K11/06H01L51/0085H01L51/0035C09K2211/1044H01L51/5016C09K2211/185H10K85/111H10K85/342H10K85/6572H10K50/11H10K2101/10C08G61/12
Inventor 秋野喜彦
Owner SUMITOMO CHEM CO LTD
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