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US 10,374,173 B2Granted
Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorsChuanjun Xia, James Fiordeliso, Raymond Kwong
Life of this patent
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Abstract
Novel organic compounds comprising ligands with deuterium substitution are provided. In particular, the compound is an iridium complex comprising methyl-d3 substituted ligands. The compounds may be used in organic light emitting devices to provide devices having improved color, efficiency and lifetime.
Claims19
A compound comprising a ligand having the structure:
- wherein A and B may independently represent a 5-membered or 6-membered aromatic ring;
- wherein A1, A2, B1, and B2 are independently C or N;
- wherein RA and RB may represent mono, di, or tri substitutions;
- wherein XA and XB are independently C or a heteroatom;
- wherein RA, RB, R1 and R2 are independently selected from the group consisting of hydrogen, alkyl, alkoxy, amino, alkenyl, alkynyl, arylalkyl, aryl, and heteroaryl;
- wherein at least one of RA, RB, R1 and R2 includes CD, CD2 or CD3, wherein the deuterium atoms are provided within an alkyl chain or at the end of an alkyl chain;
- wherein RA, RB, R1 and R2 may be linked;
- wherein RA, RB, R1 and R2 may be fused;
- wherein the ligand is coordinated to Pt;
- and
- at least one of the following is true:
- (i) ring A is a 5-membered aromatic ring and A2=N,
- (ii) ring A is a 6-membered ring, A2=N, and R1 and RA are independently selected from the group consisting of hydrogen, alkyl, alkoxy, amino, alkenyl, and alkynyl,
- (iii) A2=N, XA=N, and R1 is aryl, and
- (iv) R1 and R2 are linked or fused to each other.
12 more elements
An organic light emitting device comprising:
- an anode;
- a cathode;
- and
- an organic layer, disposed between the anode and the cathode, wherein the organic layer comprises a compound comprising a ligand having the structure:
- wherein A and B may independently represent a 5-membered or 6-membered aromatic ring;
- wherein A1, A2, B1, and B2 are independently C or N;
- wherein RA and RB may represent mono, di, or tri substitutions;
- wherein XA and XB are independently C or a heteroatom;
- wherein RA, RB, R1 and R2 are independently selected from the group consisting of hydrogen, alkyl, alkoxy, amino, alkenyl, alkynyl, arylalkyl, aryl, and heteroaryl;
- wherein at least one of RA, RB, R1 and R2 includes CD, CD2 or CD3, wherein the deuterium atoms are provided within an alkyl chain or at the end of an alkyl chain;
- wherein RA, RB, R1 and R2 may be linked;
- wherein RA, RB, R1 and R2 may be fused;
- wherein the ligand is coordinated to Pt;
- and
- at least one of the following is true:
- (i) ring A is a 5-membered aromatic ring and A2=N,
- (ii) ring A is a 6-membered ring, A2=N, and R1 and RA are independently selected from the group consisting of hydrogen, alkyl, alkoxy, amino, alkenyl, and alkynyl,
- (iii) A2=N, XA=N, and R1 is aryl, and
- (iv) R1 and R2 are linked or fused to each other.
16 more elements
A consumer product comprising a device, the device comprising:
- an anode;
- a cathode;
- and
- an organic layer, disposed between the anode and the cathode, wherein the organic layer comprises a compound comprising a ligand having the structure:
- wherein A and B may independently represent a 5-membered or 6-membered aromatic ring;
- wherein A1, A2, B1, and B2 are independently C or N;
- wherein RA and RB may represent mono, di, or tri substitutions;
- wherein XA and XB are independently C or a heteroatom;
- wherein RA, RB, R1 and R2 are independently selected from the group consisting of hydrogen, alkyl, alkoxy, amino, alkenyl, alkynyl, arylalkyl, aryl, and heteroaryl;
- wherein at least one of RA, RB, R1 and R2 includes CD, CD2 or CD3, wherein the deuterium atoms are provided within an alkyl chain or at the end of an alkyl chain;
- wherein RA, RB, R1 and R2 may be linked;
- wherein RA, RB, R1 and R2 may be fused;
- wherein the ligand is coordinated to Pt;
- and
- at least one of the following is true:
- (i) ring A is a 5-membered aromatic ring and A2=N,
- (ii) ring A is a 6-membered ring, A2=N, and R1 and RA are independently selected from the group consisting of hydrogen, alkyl, alkoxy, amino, alkenyl, and alkynyl,
- (iii) A2=N, XA=N, and R1 is aryl, and
- (iv) R1 and R2 are linked or fused to each other.
16 more elements
Dependencies are inferred from the claim text.