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US 2010/0133992 A1Published application
Compound comprising phosphorescence unit, emitting polymer and organic emitting device comprising the emitting polymer
AssigneeSamsung Electronics Co., Ltd.
InventorsHye-yeon YANG, Jhun-mo SON, Won-jae JOO
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Abstract
Provided are compounds containing a phosphorescence unit, an emitting polymer, and an organic light emitting device (OLED) containing an organic layer including the emitting polymer. The OLED is useful in portable electronic equipment where low power consumption and low driving voltage are desirable.
Claims21
A compound represented by Formula 1:
- wherein Ha1 and Ha2 are each independently a halogen atom;
- X1 is O or S;
- Y1 is —(CR1R2)n1—or —(CR3R4)n2—O—, wherein R1 to R4 are each independently selected from the group consisting of a hydrogen atom, a hydroxyl group, an amino group, a cyano group, a carboxylic acid group, a C1-C20 alkyl group, and a C2-C20 alkenyl group, and n1 and n2 are each independently an integer of 0 to 20;
- M1 is a bivalent to tetravalent metal atom;
- L1 and L2 are each independently an organic ligand represented by one of the Formulae 2, 3, 4 and 4a below, wherein if Formula 2 is L1, one of the atoms in one of CY1 and CY2 of Formula 2 is connected to Y1 via a single bond;
- if Formula 3 is L1, one of the atoms in CY3 of Formula 3 is connected to Y1 via a single bond;
- if Formula 4 is L1, one of the atoms in CY4 of Formula 4 is connected to Y1 via a single bond;
- and if Formula 4a is L1, one of the atoms in A10 is connected to Y1 via a single bond;
- and
- t is 1 or 2;
- wherein Formulae 2, 3, 4, and 4a are
- wherein X2 and X3 are each independently selected from the group consisting of C, S, O, and N;
- CY1, CY3 and CY4 are each independently a substituted or unsubstituted heteroaromatic ring or a substituted or unsubstituted heteroaliphatic ring;
- CY2 is selected from the group consisting of a substituted or unsubstituted aromatic ring, a substituted or unsubstituted heteroaromatic ring, a substituted or unsubstituted aliphatic ring, and a substituted or unsubstituted heteroaliphatic ring;
- A10 is —(CR20R21)n3—, wherein n3 is an integer of 1 to 10, and at least one —CR20R21— is optionally replaced with —NR22—, —PR23—, or —S—, and R20, R21, R22 and R23 are each independently selected from the group consisting of a hydrogen atom, a hydroxyl group, an amino group, a cyano group, a carboxylic acid group, a C1-C20 alkyl group, and a C2-C20 alkenyl group;
- m is an integer of 0 to 10;
- and
- * is a binding site to M1 of Formula 1.
15 more elements
The compound of Formula 1, wherein L2 is represented by one of Formulae 6a to 6z:
- wherein Z2 is S, O, or N;
- T1, T2, T3, T4, T5, T6, T7 and T8 are each independently selected from the group consisting of a hydrogen atom, a halogen atom, —CF3, —CN, —Si(A4)(A5)(A6), a C1-C20 alkyl group, a C2-C20 alkenyl group, a C6-C20 aryl group, a C1-C20 alkoxy group, a C6-C20 aryloxy group, and an amino group, wherein at least two selected from the group consisting of T1, T2, T3, T4, T5, T6, T7 and T8 are optionally fused to form a 5-membered to 7-membered aliphatic or aromatic ring;
- wherein A4, A5 and A6 are each independently selected from the group consisting of a hydrogen atom, a C1-C20 alkyl group, a C2-C20 alkenyl group, and a C1-C20 alkoxy group;
- and
- * is a binding site to M1 of Formula 1.
2 more elements
A polymer represented by Formula 7:
- wherein Ar1 and Ar2 are each independently a substituted or unsubstituted C6-C30 arylene group or a substituted or unsubstituted C4-C30 heteroarylene group;
- X1 is O or S;
- Y1 is —(CR1R2)n1— or —(CR3R4)n2—O—, wherein R1 to R4 are each independently selected from the group consisting of a hydrogen atom, a hydroxyl group, an amino group, a cyano group, a carboxylic acid group, a C1-C20 alkyl group, and a C2-C20 alkylene group, and n1 and n2 are each independently an integer of 0 to 20;
- M1 is a bivalent to tetravalent metal atom;
- L1 and L2 are each independently an organic ligand represented by one of the Formulae 2, 3, 4 and 4a, wherein if Formula 2 is L1, one of the atoms in one of CY1 and CY2 of Formula 2 is connected to Y1 via a single bond;
- if Formula 3 is L1, one of the atoms in CY3 of Formula 3 is connected to Y1 via a single bond;
- if Formula 4 is L1, one of the atoms in CY4 of Formula 4 is connected to Y1 via a single bond;
- and if Formula 4a is L1, one of the atoms in A10 of Formula 4a is connected to Y1 via a single bond;
- t is 1 or 2;
- X4 is O, S,
- wherein Q11, Q12, Q13, Q14, Q15 and Q16 are each independently selected from the group consisting of a hydrogen atom, a C1-C20 alkyl group, and a C1-C20 alkoxy group;
- Y2 is a substituted or unsubstituted C6-C20 arylene group or a substituted or unsubstituted C4-C30 heteroarylene group;
- R is selected from the group consisting of a hydrogen atom, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C1-C20 alkoxy group, a substituted or unsubstituted C3-C30cycloalkyl group, a substituted or unsubstituted C6-C30 aryl group, and a substituted or unsubstituted C6-C30 hetero aryl group;
- a is a real number of 0<a≦0.99, b is a real number of 0≦a≦0.99, c is a real number of 0<c≦0.99, and d is a real number of 0≦d≦0.99, wherein a+b+c+d=1;
- wherein Formulae 2, 3, 4, and 4a are:
- wherein X2 and X3 are each independently C, S, O, or N;
- CY1, CY3 and CY4 are each independently a substituted or unsubstituted heteroaromatic ring or a substituted or unsubstituted heteroaliphatic ring;
- CY2 is selected from the group consisting of a substituted or unsubstituted aromatic ring, a substituted or unsubstituted heteroaromatic ring, a substituted or unsubstituted aliphatic ring, and a substituted or unsubstituted heteroaliphatic ring;
- A10 is —(CR20R21)n3—, wherein n3 is an integer of 1 to 10, at least one —CR20R21— is optionally replaced with —NR22—, —PR23—, or —S—, and R20, R21, R22 and R23 are each independently selected from the group consisting of a hydrogen atom, a hydroxyl group, an amino group, a cyano group, a carboxylic acid group, a C1-C20 alkyl group, and a C2-C20 alkenyl group;
- m is an integer of 0 to 10;
- and
- * is a binding site to M1 of Formula 1.
19 more elements
Dependencies are inferred from the claim text.