Arylsilane compound, light emitting device material and...

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Reexamination Certificate

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C428S447000, C428S448000, C428S917000, C313S504000, C257S040000, C257S103000, C252S301160, C252S301350, C556S431000, C556S465000, C528S025000, C528S043000

Reexamination Certificate

active

06558819

ABSTRACT:

FIELD OF THE INVENTION
This invention relates to novel silane compounds, light emitting device materials capable of converting electric energy into light thereby emitting light and light emitting devices which are appropriately usable in the fields of, for example, display devices, displays, back lights, electrophotographs, illumination light sources, recording light sources, read light sources, indications, signboards and interiors.
DESCRIPTION OF THE RELATED ART
At present, researches and developments are vigorously made on various display devices. Among all, organic electroluminescence devices have attracted public attention as promising display devices, since they can achieve luminescence at a high luminance even at a low potential. For example, there is known a light emitting device provided with an organic thin film formed by deposition of an organic compound (Applied Physics Letters, Vol. 51, p. 913, 1987). In the light emitting device reported in this document, a tris(8-hydroxyquinolinate) aluminum complex (Alq), which is employed as an electron transport material, is laminated on a hole transport material (an amine compound) to thereby establish largely improved light emitting characteristics compared with the conventional monolayer-type devices.
In an “organic” light emitting device, luminescence at a high luminance can be achieved by laminating organic substances by vacuum deposition. From the viewpoints of the simplification of the production process, processability and enlargement of the area, it is desirable to construct such an device by the coating method. However, devices, in particular, blue-light emitting devices constructed by the conventional coating method are inferior to devices constructed by the deposition method in luminance and luminescence efficiency. Therefore, it has been required to develop a novel blue light emitting material.
SUMMARY OF THE INVENTION
An object of the invention is to provide novel arylsilane compounds, light emitting devices having particularly excellent light emitting characteristics and light emitting device materials enabling the provision of these devices.
This object has been achieved by the following means.
(1) A compound containing at least one repeating unit represented by the following formula (1) and at least one repeating unit represented by the following formula (2):
In the above formulae, R
1
and R
2
represent each a substituent. Ar
1
and Ar
2
represent each an arylene linking group or a heteroarylene linking group. R
3
and R
4
represent each a hydrogen atom or a substituent. R
5
and R
6
represent each a substituent. m and n are each an integer of from 0 to 3.
(2) The compound as described in the above (1) which has a weight-average molecular weight in terms of polystyrene of from 1,000 to 5,000,000.
(3) The compound as described in the above (1) or (2) which has a fluorescent maximum wavelength &lgr;max of from 400 to 500 nm.
(4) A light emitting device material comprising the compound as described in any of the above (1), (2) and (3).
(5) A light emitting device having a light emitting layer or plural thin organic compound layers comprising a light emitting layer formed between a pair of electrodes, wherein at least one of these layers contains at least one light emitting device material as described in the above (4).
(6) The light emitting device as described in the above (5), wherein a film of the light emitting device material as described in the above (4) is formed by the coating process and the light emitting layer contains at least one light emitting device material as described in the above (4).
DETAILED DESCRIPTION OF THE INVENTION
Now, the invention will be described in greater detail. The compound according to the invention contains at least one repeating unit represented by the formula (1) and at least one repeating unit represented by the formula (2).
Now, the formula (1) will be described.
R
1
and R
2
represent each a substituent. Examples of the substituent include alkyl groups (preferably having from 1 to 30 carbon atoms, still preferably from 1 to 12 carbon atoms and still preferably from 1 to 6 carbon atoms, such as methyl, t-butyl, hexyl and cyclohexyl groups), alkenyl groups (preferably having from 2 to 30 carbon atoms, still preferably from 2 to 12 carbon atoms and still preferably from 2 to 6 carbon atoms, such as propenyl group), alkynyl groups (preferably having from 2 to 30 carbon atoms, still preferably from 2 to 12 carbon atoms and still preferably from 2 to 6 carbon atoms, such as ethynyl group), aryl groups (preferably having from 6 to 40 carbon atoms, still preferably from 6 to 20 carbon atoms and still preferably from 6 to 12 carbon atoms, such as phenyl, naphthyl and anthracenyl group), heteroaryl groups (preferably containing an oxygen atom, a sulfur atom or a nitrogen atom and preferably having from 1 to 40 carbon atoms, still preferably from 2 to 20 carbon atoms and still preferably from 3 to 12 carbon atoms, such as pyridyl, thienyl and carbazolyl groups), alkoxy groups (preferably having from 1 to 30 carbon atoms, still preferably from 1 to 12 carbon atoms and still preferably from 1 to 6 carbon atoms, such as methoxy and isopropoxy groups), aryloxy groups (preferably having from 6 to 40 carbon atoms, still preferably from 6 to 20 carbon atoms and still preferably from 6 to 12 carbon atoms, such as phenoxy, naphthoxy and pyrenyloxy groups), heterocyclic groups (preferably containing an oxygen atom, a sulfur atom or a nitrogen atom and preferably having from 1 to 40 carbon atoms, still preferably from 2 to 20 carbon atoms and still preferably from 3 to 12 carbon atoms, such as piperidyl and morpholino groups), and silyl groups (preferably having from 1 to 30 carbon atoms, still preferably from 3 to 20 carbon atoms and still preferably from 3 to 12 carbon atoms, such as trimethylsilyl, t-butyldimethylsilyl and triphenylsilyl groups). These substituents may have further substituent(s).
It is preferable that R
1
and R
2
represent each an alkyl, alkenyl, aryl, heteroaryl or alkoxy group, still preferably an alkyl, aryl or heteroaryl group, still preferably an aryl or heteroaryl group, and particularly preferably an aryl group.
Ar
1
and Ar
2
represent each an arylene group (preferably having from 6 to 40 carbon atoms, still preferably from 6 to 30 carbon atoms and still preferably from 6 to 12 carbon atoms, such as phenylene, naphthalene, anthracenylene or pyrenylene group) or a heteroarylene group (preferably containing either an oxygen atom, a sulfur atom or a nitrogen atom and preferably having from 1 to 50 carbon atoms, still preferably from 1 to 30 carbon atoms and still preferably from 2 to 12 carbon atoms, such as imidazolylene, pyridylene, pyrazylene, furylene, benzazolene (benzoxazolene, benzimidazolylene or benzthiazolylene, preferably benzoxazolene, benzimidazolylene and still preferably benzimidazolylene,) or triazolylene group).
It is preferable that Ar
1
and Ar
2
represent each an arylene group or a nitrogen-containing heteroarylene group, still preferably an arylene group, still preferably a phenylene group, and particularly preferably an unsubstituted p-phenylene group.
Next, the formula (2) will be described.
R
3
and R
4
represent each a hydrogen atom or a substituent. Examples of the substituent include alkyl groups (preferably having from 1 to 30 carbon atoms, still preferably from 1 to 20 carbon atoms and particularly preferably from 1 to 10 carbon atoms, such as methyl, ethyl, isopropyl, tert-butyl, n-octyl, n-decyl, n-hexadecyl, cyclopropyl, cyclopentyl and cyclohexyl groups), alkenyl groups (preferably having from 2 to 30 carbon atoms, still preferably from 2 to 20 carbon atoms and particularly preferably from 2 to 10 carbon atoms, such as vinyl, allyl, 2-butenyl and 3-pentenyl groups), alkynyl groups (preferably having from 2 to 30 carbon atoms, still preferably from 2 to 20 carbon atoms and particularly preferably from 2 to 10 carbon atoms, such as propargyl and 3-pentynyl groups), aryl groups (preferably having from 6 to 30 carbon atoms, s

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