Fluorene-based derivative and organic electroluminescence device employing the same
AssigneeIdemitsu Kosan Co., Ltd.
InventorsMitsunori Ito, Hiroshi Yamamoto, Satoshi Hachiya, Hisayuki Kawamura
Life of this patent
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Abstract
A fluorene-based derivative having a specific structure and an organic electroluminescence device in which an organic thin film layer comprising a single layer or plural layers including at least a light emitting layer is sandwiched between a cathode and an anode, wherein at least one layer of the organic thin film layers described above comprises the above fluorene-based derivative having a specific structure in the form of a single component or a mixed component. The organic electroluminescence device has a high luminous efficiency, and the fluorene-based derivative materializes the same.
Claims16
A fluorene-based derivative expressed by the following Formula (1):
- (A—X)k—(FL—B)m(Y—C)n (1)
- wherein k and n each are an integer of 0 to 10 and satisfy
- k+n>1;
- m is an integer of 1 to 10;
- X and Y each independently represents a single bond, a substituted or unsubstituted aromatic group having 6 to 50 nuclear carbon atoms, a substituted or unsubstituted alkylene group having 1 to 50 carbon atoms or a substituted or unsubstituted alkenylene group having 1 to 50 carbon atoms;
- and X and Y may be the same with or different from each other;
- A and C each independently represents a substituted or unsubstituted aromatic group having 6 to 50 nuclear carbon atoms, a substituted or unsubstituted aromatic heterocyclic group having 5 to 50 nuclear atoms, a substituted or unsubstituted alkyl group or alkylene group having 1 to 50 carbon atoms or a substituted or unsubstituted alkenyl or alkenylene group having 1 to 50 carbon atoms;
- A and C may be the same with or different from each other;
- however, (a) when X or Y is a single bond, A or C represents a substituted or unsubstituted condensed polycyclic aromatic group having two rings or a substituted or unsubstituted condensed polycyclic heterocyclic group having two rings, and (b) when X and Y are single bonds, both A and C cannot represent an anthrylene group;
- B represents a single bond, a substituted or unsubstituted aromatic group having 6 to 50 nuclear carbon atoms, a substituted or unsubstituted alkylene group having 1 to 50 carbon atoms or a substituted or unsubstituted alkenylene group having 1 to 50 carbon atoms;
- FL represents a fluorene-based derivative group represented by any of the following Formulas (2) to (5) or a group comprising the combination of these fluorene-based derivative groups, and when m is 2 or more, a plurality of (FL—B) may be the same with or different from each other;
- in Formulas (2) to (5), L represents a single bond;
- Z is a carbon atom;
- Q is a cyclic structure-forming group, and a cyclic structure formed by Z—Q may further be condensed with a substituted or unsubstituted cycloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted aromatic group having 6 to 50 nuclear carbon atoms or a substituted or unsubstituted aromatic heterocyclic group having 5 to 50 nuclear atoms;
- R1 to R6 each independently represents a substituted or unsubstituted aromatic group having 6 to 50 nuclear carbon atoms, a substituted or unsubstituted aromatic heterocyclic group having 5 to 50 nuclear atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 50 carbon atoms, a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, a substituted or unsubstituted aryloxy group having 5 to 50 nuclear atoms, a substituted or unsubstituted arylthio group having 5 to 50 nuclear atoms, a substituted or unsubstituted alkoxycarbonyl group having 2 to 50 carbon atoms, a carboxyl group, a halogen atom, a cyano group, a nitro group or a hydroxyl group;
- when plural R1 to R6 are present, they may be the same with or different from each other, and adjacent groups out of R1 to R6 may bond each other to form a ring structure;
- and a and b each are an integer of 0 to 4, wherein in at least one of (A—X) or (Y—C) in said Formula (1) has a structure represented by the following Formula:
- —Ar1—CH═CH—Ar2 (7)
- wherein Ar1 is a substituted or unsubstituted alkylene group having 1 to 50 carbon atoms, a substituted or unsubstituted aromatic group having 6 to 50 nuclear carbon atoms or a substituted or unsubstituted aromatic heterocyclic group having 5 to 50 nuclear atoms;
- Ar2 is a substituted or unsubstituted aromatic group having 6 to 50 nuclear carbon atoms or a substituted or unsubstituted aromatic heterocyclic group having 5 to 50 nuclear atom.
A fluorene-based derivative expressed by the following Formula (1):
- (A—X)k—(FL—B)m(Y—C)n (1)
- wherein k and n each are an integer of 0 to 10 and satisfy
- k+n>1;
- m is an integer of 1 to 10;
- X and Y each independently represents a single bond, a substituted or unsubstituted aromatic group having 6 to 50 nuclear carbon atoms, a substituted or unsubstituted alkylene group having 1 to 50 carbon atoms or a substituted or unsubstituted alkenylene group having 1 to 50 carbon atoms;
- and X and Y may be the same with or different from each other;
- A and C each independently represents a substituted or unsubstituted aromatic group having 6 to 50 nuclear carbon atoms, a substituted or unsubstituted aromatic heterocyclic group having 5 to 50 nuclear atoms, a substituted or unsubstituted alkyl group or alkylene group having 1 to 50 carbon atoms or a substituted or unsubstituted alkenyl or alkenylene group having 1 to 50 carbon atoms;
- A and C may be the same with or different from each other;
- however, (a) when X or Y is a single bond, A or C represents a substituted or unsubstituted condensed polycyclic aromatic group having two rings or a substituted or unsubstituted condensed polycyclic heterocyclic group having two rings, (b) when X and Y are unsubstituted alkenylene groups, both A and C cannot represent a substituted aromatic group having 6 carbon atoms, and (c) when X and Y are single bonds, both A and C cannot represent an anthrylene group;
- B represents a single bond, a substituted or unsubstituted aromatic group having 6 to 50 nuclear carbon atoms, a substituted or unsubstituted alkylene group having 1 to 50 carbon atoms or a substituted or unsubstituted alkenylene group having 1 to 50 carbon atoms;
- FL represents a fluorene-based derivative group represented by any of the following Formulas (2) to (5) or a group comprising the combination of these fluorene-based derivative groups, and when m is 2 or more, a plurality of (FL—B) may be the same with or different from each other;
- in Formulas (2) to (5), L represents a single bond;
- Z is a carbon atom;
- Q is a cyclic structure-forming group, and a cyclic structure formed by Z—Q may further be condensed with a substituted or unsubstituted cycloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted aromatic group having 6 to 50 nuclear carbon atoms or a substituted or unsubstituted aromatic heterocyclic group having 5 to 50 nuclear atoms;
- R1 to R6 each independently represents a substituted or unsubstituted aromatic group having 6 to 50 nuclear carbon atoms, a substituted or unsubstituted aromatic heterocyclic group having 5 to 50 nuclear atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 50 carbon atoms, a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, a substituted or unsubstituted aryloxy group having 5 to 50 nuclear atoms, a substituted or unsubstituted arylthio group having 5 to 50 nuclear atoms, a substituted or unsubstituted alkoxycarbonyl group having 2 to 50 carbon atoms, a carboxyl group, a halogen atom, a cyano group, a nitro group or a hydroxyl group;
- when plural R1 to R6 are present, they may be the same with or different from each other, and adjacent groups out of R1 to R6 may bond each other to form a ring structure;
- and a and b each are an integer of 0 to 4, wherein in at least one of (A—X) or (Y—C) in said Formula (1) has a structure represented by the following Formula:
- —R3—Ar3 (8)
- wherein R3 is a substituted or unsubstituted alkylene group having 1 to 50 carbon atoms, and Ar3 is a substituted or unsubstituted aromatic group having 6 to 50 nuclear carbon atoms or a substituted or unsubstituted aromatic heterocyclic group having 5 to 50 nuclear atoms.
Dependencies are inferred from the claim text.