Compound, material for organic electroluminescent element, organic electroluminescent element, and electronic device
AssigneeIdemitsu Kosan Co., Ltd.
InventorsTasuku HAKETA, Takuto FUKAMI, Shota TANAKA, Yusuke TAKAHASHI, Tsukasa SAWATO
Life of this patent
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Abstract
Provided are a compound that further improves the performance of an organic EL device, an organic electroluminescent device having further improved device performance, and an electronic device including the organic electroluminescent device. The compound is represented by the following formula (1): wherein each of the symbols in the formula (1) is defined in the description. The organic electroluminescent device includes the compound; and the electronic device includes the organic electroluminescent device.
Claims23
A compound represented by the following formula (1):
- wherein, in the formula (1),
- N* is a central nitrogen atom,
- L1 is a single bond or a phenylene group,
- Ar is represented by any one of the following formulas (1-a) to (1-d):
- in the formula (1-a),
- ** represents a bonding position to the central nitrogen atom N*,
- m1 is 0 or 1, n1 is 0, 1 or 2,
- R11 to R15 each are independently
- a hydrogen atom, a halogen atom, a nitro group, a cyano group,
- a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
- a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
- a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
- a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
- a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms,
- a substituted or unsubstituted alkoxy group having 1 to 50 carbon atoms,
- a substituted or unsubstituted haloalkoxy group having 1 to 50 carbon atoms,
- a substituted or unsubstituted alkylthio group having 1 to 50 carbon atoms,
- a substituted or unsubstituted aryloxy group having 6 to 50 ring carbon atoms,
- a substituted or unsubstituted arylthio group having 6 to 50 ring carbon atoms,
- a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, or
- a mono-, di- or tri-substituted silyl group having a substituent selected from the group consisting of a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, and a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,
- R21 to R26 and R31 to R35 each are independently
- a hydrogen atom, a halogen atom, a nitro group, a cyano group,
- a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
- a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
- a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
- a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
- a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms,
- a substituted or unsubstituted alkoxy group having 1 to 50 carbon atoms,
- a substituted or unsubstituted haloalkoxy group having 1 to 50 carbon atoms,
- a substituted or unsubstituted alkylthio group having 1 to 50 carbon atoms,
- a substituted or unsubstituted aryl group having 6 to 14 ring carbon atoms,
- a substituted or unsubstituted aryloxy group having 6 to 50 ring carbon atoms,
- a substituted or unsubstituted arylthio group having 6 to 50 ring carbon atoms,
- a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, or
- a mono-, di- or tri-substituted silyl group having a substituent selected from the group consisting of a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, and a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,
- provided that
- when m1 is 1 and n1 is 0, R11 or R15 is a single bond that is bonded to *a, and one selected from R21 to R26 is a single bond that is bonded to *b,
- when m1 is 1 and n1 is 1, one of R11 to R15 is a single bond that is bonded to *a, one of R21 to R26 is a single bond that is bonded to *b, and another one of R21 to R26 is a single bond that is bonded to *c,
- when m1 is 1 and n1 is 2, one of R11 to R15 is a single bond that is bonded to *a, one of R21 to R26 is a single bond that is bonded to *b, and other two of R21 to R26 are single bonds that are bonded to *c,
- when m1 is 0 and n1 is 1, R11 or R15 is a single bond that is bonded to *c,
- when m1 is 0 and n1 is 2, two of R11 to R15 are single bonds that are bonded to *c,
- R11 to R15 that are not the single bonds, R21 to R26 that are not the single bonds, and
- R31 to R35 that are not the single bonds are not bonded to each other and do not form a ring structure,
- in the formula (1-b),
- ** represents a bonding position to the central nitrogen atom N*,
- L2 is a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, or a substituted or unsubstituted naphthylene group,
- one of R41 to R48 is a single bond that is bonded to *d, and R41 to R48 that are not the single bonds each are independently
- a hydrogen atom, a halogen atom, a nitro group, a cyano group,
- a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
- a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
- a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
- a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
- a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms,
- a substituted or unsubstituted alkoxy group having 1 to 50 carbon atoms,
- a substituted or unsubstituted haloalkoxy group having 1 to 50 carbon atoms,
- a substituted or unsubstituted alkylthio group having 1 to 50 carbon atoms,
- a substituted or unsubstituted aryl group having 6 to 14 ring carbon atoms,
- a substituted or unsubstituted aryloxy group having 6 to 50 ring carbon atoms,
- a substituted or unsubstituted arylthio group having 6 to 50 ring carbon atoms,
- a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, or
- a mono-, di- or tri-substituted silyl group having a substituent selected from the group consisting of a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, and a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,
- provided that R41 to R48 that are not the single bonds, and each substituent when L2 has a substituent are respectively not bonded to each other and do not form a ring structure,
- in the formula (1-c),
- ** represents a bonding position to the central nitrogen atom N*,
- L3 is a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, or a substituted or unsubstituted naphthylene group,
- one of R51 to R60 is a single bond that is bonded to *e, and R51 to R60 that are not the single bonds each are independently
- a hydrogen atom, a halogen atom, a nitro group, a cyano group,
- a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
- a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
- a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
- a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
- a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms,
- a substituted or unsubstituted alkoxy group having 1 to 50 carbon atoms,
- a substituted or unsubstituted haloalkoxy group having 1 to 50 carbon atoms,
- a substituted or unsubstituted alkylthio group having 1 to 50 carbon atoms,
- a substituted or unsubstituted aryl group having 6 to 14 ring carbon atoms,
- a substituted or unsubstituted aryloxy group having 6 to 50 ring carbon atoms,
- a substituted or unsubstituted arylthio group having 6 to 50 ring carbon atoms,
- a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, or
- a mono-, di- or tri-substituted silyl group having a substituent selected from the group consisting of a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, and a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,
- provided that R51 to R60 that are not the single bonds, and each substituent when L3 has a substituent are respectively not bonded to each other and do not form a ring structure,
- in the formula (1-d),
- ** represents a bonding position to the central nitrogen atom N*,
- L4 is a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, or a substituted or unsubstituted naphthylene group,
- X is an oxygen atom, a sulfur atom, or CRaRb,
- Ra and Rb each are independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms,
- one of R61 to R68 is a single bond that is bonded to *f, and R61 to R68 that are not the single bond each are independently
- a hydrogen atom, a halogen atom, a nitro group, a cyano group,
- a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
- a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,
- a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,
- a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,
- a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms,
- a substituted or unsubstituted alkoxy group having 1 to 50 carbon atoms,
- a substituted or unsubstituted haloalkoxy group having 1 to 50 carbon atoms,
- a substituted or unsubstituted alkylthio group having 1 to 50 carbon atoms,
- a substituted or unsubstituted aryloxy group having 6 to 50 ring carbon atoms,
- a substituted or unsubstituted arylthio group having 6 to 50 ring carbon atoms,
- a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, or
- a mono-, di- or tri-substituted silyl group having a substituent selected from the group consisting of a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, and a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms,
- provided that R61 to R68 that are not the single bonds, and each substituent when L4 has a substituent are respectively not bonded to each other and do not form a ring structure,
- when X is an oxygen atom, one 6 elected from of R61, R63 to R66, and R68 is a single bond that is bonded to *f.
Dependencies are inferred from the claim text.