IP Library Granted Patent US 7,939,663
Granted Patent B2
US 7,939,663 · App. 11/913,243 · Granted May 10, 2011

Metallic compound and organic electroluminescence device comprising the same

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Quick Facts
Patent No.
US 7,939,663
App. No.
11/913,243
Granted
May 10, 2011
Kind
B2
Abstract

The present invention relates to a light emitting transition metal compound represented by the Chemical Formula 1 and Chemical Formula 2 and an organic electroluminescence device including the same. In the above Chemical Formulae 1 and 2, M is Ir, Pt, Rh, Re, Os, or the like, m is 2 or 3 and n is 0 or 1, where the sum of m and n is 3, provided that the sum of m and n is 2 when M is Pt, X and Z are the same or different and may be N or P, and Y is O, S, or Se.

Claims (39)

1. A metallic compound represented by the following Chemical Formula 1:

wherein:

M is Ir, Pt, Rh, Re, or Os,

m is 2 or 3 and n is 0 or 1, where the sum of m and n is 3 provided that the sum of m and n is 2 when M is Pt,

X, Y, and Z are the same or different and is N or P, and

is represented by any one selected from the following Chemical Formulae 3:

wherein, in the above Chemical Formulae 3, Q is O, S, or Se, * denotes a portion that is covalently bound with X, and the transition metal M of the above Chemical Formula 1 forms a complex compound while bound with a portion denoted as “a” of the above Chemical Formulae 3 by a covalent bond and bound with Z of the Chemical Formula 1 by a coordination bond,

R 2 to R 4 are the same or different, and are hydrogen, a C1 to C20 alkyl, an aryl, a cycloalkyl, a halogen, a linear or branched substituent including at least one halogen, a linear or branched substituent including at least one heteroatom, carbonyl, vinyl, or acetylenyl, or form a cycle,

R 9 is hydrogen,

R 10 is hydrogen, methyl, phenyl, CF 3 , or forms a cycle with R 11 ,

R 11 is hydrogen, methyl, forms a cycle with R 10 ,

R 12 is hydrogen,

R 13 to R 16 are each independently hydrogen or methyl,

R 17 is hydrogen, methyl, or CF 3 ,

R 18 is hydrogen, methyl, or ethyl,

R 1 is hydrogen, a C1 to C7 alkyl excluding an aromatic cyclic substituent, a cycloalkyl, a halogen, a linear or branched substituent including at least one halogen, or a linear or branched substituent including at least one heteroatom, and

L 2 is represented by the following Chemical Formulae 5, 6, or 7,

wherein, in the above Chemical Formula 1, M forms a complex compound by a covalent bond with a portion denoted as * in the above Chemical Formulae 5, and a coordination bond with an adjacent N or P,

Z and W in the above Chemical Formulae 6 and 7 are the same or different and are a heteroatom selected from the group consisting of O, N, S, and P, and

R 29 -R 42 in the Chemical Formulae 5, 6, and 7 are the same or different, and are hydrogen, a C1 to C20 alkyl, an aryl, a cycloalkyl, a halogen, a linear or branched substituent including at least one halogen, a linear or branched substituent including at least one heteroatom, carbonyl, vinyl, or acetylenyl, or form a cycle.

2. A metallic compound represented by the following Chemical Formula 2:

wherein:

M is Ir, Pt, Rh, Re, or Os,

m is 2 or 3 and n is 0 or 1, where the sum of m and n is 3, provided that the sum of m and n is 2 when M is Pt,

X, and Y are the same or different and is N or P,

is represented by any one selected from the following Chemical Formulae 4:

wherein, in the above Chemical Formula 4, Q is O, S, or Se, * denotes a portion that is covalently bound with X, and the transition metal M of the above Chemical Formula 2 forms a complex compound while bound with N of the Chemical Formulae 4 by a coordination bond and bound with a portion denoted as “a” of the above Chemical Formula 2 by a covalent bond,

R 6 to R 8 are the same or different, and are hydrogen, a C1 to C20 alkyl, an aryl, a cycloalkyl, a halogen, a linear or branched substituent including at least one halogen, a linear or branched substituent including at least one heteroatom, carbonyl, vinyl, or acetylenyl, or form a cycle,

R 19 , R 22 , and R 24 to R 28 are hydrogen,

R 20 is hydrogen, methyl, or CF 3 ,

R 21 is hydrogen, methyl, —NO 2 , —OCH 3 , or —CN,

R 23 is hydrogen, methyl, ethyl, phenyl, —NO 2 , or —OCH 3 ,

R 5 is hydrogen, a C1 to C7 alkyl excluding an aromatic cyclic substituent, a cycloalkyl, a halogen, a linear or branched substituent including at least one halogen, or a linear or branched substituent including at least one heteroatom, and

L 2 is represented by the following Chemical Formulae 5, 6, and 7:

wherein, in the above Chemical Formula 2, M forms a complex compound by a covalent bond with a portion denoted as * in the above Chemical Formulae 5, and a coordination bond with an adjacent N or P,

Z and W in the above Chemical Formulae 6 and 7 are the same or different and a heteroatom selected from the group consisting of O, N, S, and P, and

R 29 -R 42 in the Chemical Formulae 5, 6, and 7 are the same or different, and are hydrogen, a C1 to C20 alkyl, an aryl, a cycloalkyl, a halogen, a linear or branched substituent including at least one halogen, a linear or branched substituent including at least one heteroatom, carbonyl, vinyl, or acetylenyl, or form a cycle.

3. An organic electroluminescence device comprising the metallic compound according to claim 1 .

4. An organic electroluminescence device comprising the metallic compound according to claim 2 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 27, 2012
From: SAMSUNG ELECTRONICS CO., LTD.
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 029093/0177 →