Composition for organic electroluminescent element, and method for manufacturing an organic electroluminescent element.

JP7864986B2Active Publication Date: 2026-05-26MITSUBISHI CHEM CORP
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Patent Information

Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
MITSUBISHI CHEM CORP
Filing Date
2021-09-30
Publication Date
2026-05-26

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Benefits of technology

【0026】 本発明により、層の平坦性を向上することができる有機電界発光素子用組成物、及び有機電界発光素子の製造方法を提供することができる。

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Abstract

To provide a solvent compound for an organic electroluminescent element capable of improving the flatness of a layer.SOLUTION: A composition for an organic electroluminescent element includes a solvent compound represented by formula (1) and a functional material, and the functional material includes a specific polymer having a repeating unit as a repeating unit of a triarylamine structure.SELECTED DRAWING: None
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Claims

1. comprising solvent A, solvent B and a functional material, The solvent A is a solvent compound represented by the following formula (1), The functional material is a polymer having repeating units selected from the repeating units represented by the following formula (54) and the repeating units represented by the following formula (57) as repeating units of a triarylamine structure. The content of solvent A is 0.5 to 50% by weight relative to the total amount of solvent in the composition. The boiling point of solvent A is in the range of 260°C to 350°C. The boiling point of solvent B is in the range of 250°C to 340°C. The boiling point b of solvent B is less than the boiling point a of solvent A. Composition for organic electroluminescent devices. 【Chemistry 1】 (In formula (1), R 1 , R 2 , R 3 , n 1 , m 1 It satisfies either (i) or (ii) below. (i) R 1 This represents an alkyl group with 1 to 6 carbon atoms. R 2 Each of these independently represents an alkyl group having 1 to 3 carbon atoms. n 1 This represents an integer from 1 to 5. R 3 does not exist, that is, m 1 = 0. (ii) R 1 This represents an alkyl group with 2 to 6 carbon atoms. R 2 , R 3 Each of these independently represents an alkyl group having 1 to 3 carbon atoms. n 1 , m 1 (This represents an integer between 0 and 5.) 【Chemistry 2】 (In formula (54), Ar 51 This represents an optionally substituted aromatic hydrocarbon group, an optionally substituted aromatic heterocyclic group, or a group formed by linking multiple groups selected from optionally substituted aromatic hydrocarbon groups and optionally substituted aromatic heterocyclic groups, and includes at least a fused ring structure of an aromatic hydrocarbon group or an aromatic heterocyclic group, or a structure in which multiple aromatic hydrocarbon groups or aromatic heterocyclic groups are linked. The substituents that the aromatic hydrocarbon group and aromatic heterocyclic group may have are selected from the following (substituent group Z): X is -C(R 207 ) (Caution 208 ) - and R 201 , R 202 , R 221 and R 222 Each of them is an alkyl group, R 207 And R 208 are, independently, a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, an aralkyl group having 5 to 40 carbon atoms, or an aromatic hydrocarbon group having 6 to 30 carbon atoms. a and b are independent integers between 0 and 2. c is either 1 or 2, d is either 1 or 2. i and j are 0. (Substituent group Z) A linear, branched, or cyclic alkyl group having 1 to 8 carbon atoms, Alkenyl groups having 2 to 12 carbon atoms, Alkynyl group having 2 to 12 carbon atoms, Alkoxy groups having 1 to 12 carbon atoms, An aryloxy group or heteroaryloxy group having 4 to 24 carbon atoms, Alkoxycarbonyl groups having 2 to 12 carbon atoms, A dialkylamino group having 2 to 12 carbon atoms, diarylamino groups having 10 to 24 carbon atoms, Arylalkylamino group having 7 to 24 carbon atoms, Acyl group having 2 to 12 carbon atoms, halogen atom, Haloalkyl groups having 1 to 6 carbon atoms, Alkylthio groups having 1 to 12 carbon atoms, An arylthio group having 4 to 24 carbon atoms, Silyl group having 2 to 24 carbon atoms, Siloxy group having 2 to 24 carbon atoms, Cyano group, Aromatic hydrocarbon groups having 6 to 24 carbon atoms, Aromatic heterocyclic groups with 3 to 24 carbon atoms) 【Transformation 3】 (In formula (57), Ar 51 Ar in formula (54) 51 It is similar to this, R 517 ~R 519 Each of these independently represents an optionally substituted alkyl group, an optionally substituted alkoxy group, an optionally substituted aralkyl group, an optionally substituted aromatic hydrocarbon group, or an optionally substituted aromatic heterocyclic group. f, g, and h represent 0. e represents 0.

2. The polymer contains a repeating unit represented by formula (54) or a repeating unit represented by formula (57), which is Ar 51 The organic electroluminescent element composition according to claim 1, further comprising a group selected from a group represented by the following formula (51), a group represented by the following formula (52), and a group represented by the following formula (53). 【Chemistry 4】 (In formula (51), * represents the bond with the nitrogen atom of the main chain in formulas (54) and (57) above. Ar 53 Ar 54 Each of these independently represents a divalent aromatic hydrocarbon group which may have substituents, a heterocyclic aromatic group which may have substituents, or a divalent group in which a plurality of heterocyclic aromatic hydrocarbon groups which may have substituents or which may have substituents are linked directly or via linking groups, and the substituents which may be present are selected from the above (substituent group Z). Ar 55 This represents an optionally substituted aromatic hydrocarbon group, an optionally substituted aromatic heterocyclic group, or a monovalent group in which an optionally substituted aromatic hydrocarbon group or aromatic heterocyclic group is directly or via a linking group, and the optional substituents are selected from the above (substituent group Z). Ar 56 This represents an aromatic hydrocarbon group that may have a hydrogen atom, a substituent, or a bridging group, or an aromatic heterocyclic group that may have a substituent or a bridging group. The substituents that may be present are selected from the above (substituent group Z), and the bridging groups that may be present are selected from the following (bridging group group T). 【Transformation 5】 (In formula (52), Ar 61 and Ar 62 Each of these is independently a divalent aromatic hydrocarbon group which may have substituents, a divalent aromatic heterocyclic group which may have substituents, or a divalent group in which a plurality of aromatic hydrocarbon groups or aromatic heterocyclic groups which may have substituents are directly or via linking groups. The substituents that these groups may have are selected from the above (substituent group Z), The divalent aromatic hydrocarbon groups in Ar 62 are benzene rings, naphthalene rings, anthracene rings, or fluorene rings. Ar 63 ~Ar 65 Each of these is independently an aromatic hydrocarbon group which may have a hydrogen atom, a substituent or a bridging group, or an aromatic heterocyclic group which may have a substituent or a bridging group. The substituents that these groups may have are selected from the above (substituent group Z), and the bridging groups that may have are selected from the following (bridging group T). * indicates the bond position of the main chain to the nitrogen atom in formulas (54) and (57). 【Transformation 6】 (In formula (53), * represents the bond with the nitrogen atom of the main chain in formulas (54) and (57) above. Ar 71 represents a divalent aromatic hydrocarbon group which may have substituents, and the substituents which may be present are selected from the above (substituent group Z). Ar 72 and Ar 73 Each of these independently represents an optionally substituted aromatic hydrocarbon group, an optionally substituted aromatic heterocyclic group, or a monovalent group in which two or more groups selected from an optionally substituted aromatic hydrocarbon group and an optionally substituted aromatic heterocyclic group are directly or via linking groups, and the substituents that these groups may have are selected from the above (substituent group Z). The ring HA is an aromatic heterocycle containing a nitrogen atom. X 2 , Y 2 Each of these independently represents a carbon atom or a nitrogen atom, and X 2 and Y 2 If at least one of the atoms is a carbon atom, that carbon atom may have substituents, and the substituents it may have are selected from the above (substituent group Z). (Bridging group group T) 【Transformation 7】 (In formulas (X1) to (X4), the benzene ring and the naphthalene ring may have substituents. The substituents may also be bonded to each other to form a ring.) In formulas (X4), (X5), (X6), and (X10), R 110 represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. The substituents that formulas (X1) to (X4) may have are selected from the following group of substituents (substituent group W). (Substituent group W) hydrogen atom, halogen atom, Cyano group, Aromatic ring group consisting of 1 to 5 aromatic rings, A hydrocarbon ring group selected from cyclopropyl group, cyclobutyl group, cyclopentyl group, and cyclohexyl group, Alkyl alkyl groups having 1 to 8 carbon atoms, Alkenyl groups having 2 to 12 carbon atoms, Alkynyl group having 2 to 12 carbon atoms, An aralkyl group selected from benzyl group, phenylethyl group, and phenylhexyl group, Alkoxy groups having 1 to 12 carbon atoms, An aryloxy group having 4 to 24 carbon atoms, Alkylthio groups having 1 to 12 carbon atoms, An arylthio group having 4 to 24 carbon atoms, Alkyl ketone groups having 1 to 12 carbon atoms, (An aryl ketone group having 5 to 13 carbon atoms.)

3. The organic electroluminescent element composition according to claim 1 or claim 2, wherein the weight-average molecular weight of the polymer having the triarylamine structure as a repeating unit is 50,000 or less.

4. The organic electroluminescent element composition according to any one of claims 1 to 3, wherein the repeating unit triarylamine structure includes a repeating unit represented by formula (54).

5. The composition for an organic electroluminescent element according to any one of claims 1 to 4, wherein the total content of the solvent compound and the solvent B relative to the total amount of solvent contained in the composition is 50% by weight or more.

6. The organic electroluminescent element composition according to any one of claims 1 to 5, wherein the viscosity of solvent B at 23°C is 5 mPas or less.

7. The organic electroluminescent element composition according to any one of claims 1 to 6, wherein the difference between the boiling point a and the boiling point b is 10°C or more.

8. The organic electroluminescent element composition according to any one of claims 1 to 7, wherein the boiling point a is in the range of 270°C or more and 340°C or less.

9. A method for manufacturing an organic electroluminescent element, comprising the step of wet-forming a film using the organic electroluminescent element composition described in any one of claims 1 to 8.