Organic electroluminescent materials and devices
A compound is disclosed that is selected from the group consisting of a structure having Formula I and a structure having Formula II
1. A compound selected from the group consisting of: a structure having Formula I
and a structure having Formula II
wherein rings A and B are each independently a 5- or 6-membered carbocyclic or heterocyclic ring;
wherein M is Pt or Pd;
wherein T 1 and T 2 are C;
wherein X 1 —X 5 , Z 1 , and Z 2 are each independently selected from the group consisting of carbon and nitrogen;
wherein each R A , R B , R C , and R D represents mono to a maximum possible number of substitutions, or no substitution;
wherein Y 1 is selected from the group consisting of CRR′, SiRR′, GeR″R″′, BR, NR, O, and S;
wherein Y 2 and Y 3 are each selected from the group consisting of CRR′, SiRR′, BR, NR, O, and S;
wherein if one of Y 2 and Y 3 is O, S, or NR, the other is not O, S, or NR;
wherein L 1 and L 2 are each independently selected from the group consisting of BR, NR, PR, O, S, Se, C═O, S═O, SO 2 , CRR′, SiRR′, GeRR′, alkyl, cycloalkyl, and combinations thereof;
wherein R 1 , R 2 , R, R′, R A , R B , R C , and R D are each independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, boryl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
wherein R″ and R′″ are each independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heterocycloalkyl, arylalkyl, amino, aryl, heteroaryl, ether, and combinations thereof;
wherein n 1 and n 2 are each independently 0 or 1;
wherein when n 1 or n 2 is 0, corresponding L 1 or L 2 is not present;
wherein n 1 +n 2 is at least 1;
wherein when Y 1 is BR or SiRR′, n 2 in Formula I is 1; and
wherein any two substituents may be joined or fused together to form a ring.
2. The compound of claim 1 , wherein R 1 , R 2 , R, R′, R A , R B , R C , and R D are each independently a hydrogen or a substituent selected from the group consisting of deuterium, fluorine, alkyl, cycloalkyl, heteroalkyl, alkoxy, aryloxy, amino, silyl, boryl, alkenyl, cycloalkenyl, heteroalkenyl, aryl, heteroaryl, nitrile, isonitrile, sulfanyl, and combinations thereof.
3. The compound of claim 1 , wherein Y 1 is CRR′, Y 2 and Y 3 each have the formula CRR′, and Y 2 and Y 3 can be the same or different.
4. The compound of claim 3 , wherein R and R′ are each independently selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, and combinations thereof.
5. The compound of claim 1 , wherein X 1 to X 5 are each C.
6. The compound of claim 1 , wherein at least one of X 1 to X 5 is N.
7. The compound of claim 1 , wherein L 1 is present and is selected from the group consisting of NR and O.
8. The compound of claim 1 , wherein one of Z 1 and Z 2 is N, and the other of Z 1 and Z 2 is C.
9. The compound of claim 1 , wherein one of Z 1 and Z 2 is a neutral carbene carbon, and the other one of Z 1 and Z 2 is an anionic carbon.
10. The compound of claim 1 , wherein Y 1 is selected from the group consisting of:
11. The compound of claim 1 , wherein Y 2 to Y 3 in Formula II is selected from the group consisting of:
wherein each of the dashed lines indicates a direct bond to T 1 or T 2 .
12. The compound of claim 1 , wherein the partial structure of:
in Formula I and Formula II is selected from the group consisting of:
wherein X is selected from the group consisting of O, S, NR′, BR′, CR′R″, and SiR′R″.
13. The compound of claim 1 , wherein the compound is the compound has a structure of Formula III
where the ligand
is L A , and the ligand
is L B ;
where L A is selected from the group consisting of the following structures:
L A
Structure of L A
R A1 -R A10
L A 1-(i)(j)(k)(l)(m)(n), wherein i is an integer from 1 to 77, and j, k, l, m, and n are each an integer from 1 to 86, wherein L A 1- (1)(1)(1)(1)(1)(1) to L A 1- (77)(86)(86)(86)(86)(86), having the structure
wherein R A1 = R A i, R A2 = R A j, R A3 = R A k, R A4 = R A l, R A5 = R A m and R A6 = R A n,.
L A 2-(i)(j)(k)(l)(m)(n), wherein i is an integer from 1 to 77, and j, k, l, m, and n are each an integer from 1 to 86, wherein L A 2- (1)(1)(1)(1)(1)(1) to L A 2- (77)(86)(86)(86)(86)(86), having the structure
wherein R A1 = R A i, R A2 = R A j, R A3 = R A k, R A4 = R A l, R A5 = R A m and R A6 = R A n,
L A 3-(i)(j)(k)(l)(m)(n)(o)(p), wherein i is an integer from 1 to 77, and j, k, l, m, n, o and p are each an integer from 1 to 86, wherein L A 3- (1)(1)(1)(1)(1)(1)(1)(1) to L A 3- (77)(86)(86)(86) (86)(86)(86)(86), having the structure
wherein R A1 = R A i, R A2 = R A j, R A3 = R A k, R A4 = R A l, R A5 = R A m, R A6 = R A n, R A 7 = R A o and R A8 = R A p,
L A 4-(i)(j)(k)(l)(m)(n)(o) (p)(q)(r), wherein i is an integer from 1 to 77, and j, k, l, m, n, o, p, q and r are each an integer from 1 to 86, wherein L A 4- (1)(1)(1)(1)(1)(1)(1)(1)(1)(1) to L A 4- (77)(86)(86)(86) (86)(86)(86)(86)(86)(86), having the structure
wherein R A1 = R A i, R A2 = R A j, R A3 = R A k, R A4 = R A l, R A5 = R A m, R A6 = R A n, R A 7 = R A o, R A8 = R A p, R A9 = R A q and R A10 = R A r,
L A 5-(i)(j)(k)(l)(m)(n)(o)(p), wherein i is an integer from 1 to 77, and j, k, l, m, n, o and p are each an integer from 1 to 86, wherein L A 5- (1)(1)(1)(1)(1)(1)(1)(1) to L A 5- (77)(86)(86)(86) (86)(86)(86)(86), having the structure
wherein R A1 = R A i, R A2 = R A j, R A3 = R A k, R A4 = R A l, R A5 = R A m, R A6 = R A n, R A 7 = R A o and R A8 = R A p,
L A 6-(i)(j)(k)(l)(m)(n)(o) (p)(q)(r), wherein i is an integer from 1 to 77, and j, k, l, m, n, o, p, q and r are each an integer from 1 to 86, wherein L A 6- (1)(1)(1)(1)(1)(1)(1)(1)(1)(1) to L A 6- (77)(86)(86)(86) (86)(86)(86)(86)(86)(86), having the structure
wherein R A1 = R A i, R A2 = R A j, R A3 = R A k, R A4 = R A l, R A5 = R A m, R A6 = R A n, R A 7 = R A o, R A8 = R A p, R A9 = R A q and R A10 = R A r,
L A 7-(i)(j)(k)(l)(m)(n)(o)(p), wherein i is an integer from 1 to 77, and j, k, l, m, n, o and p are each an integer from 1 to 86, wherein L A 7- (1)(1)(1)(1)(1)(1)(1)(1) to L A 7- (77)(86)(86)(86) (86)(86)(86)(86), having the structure
wherein R A1 = R A i, R A2 = R A j, R A3 = R A k, R A4 = R A l, R A5 = R A m, R A6 = R A n, R A 7 = R A o and R A8 = R A p,
L A 8-(i)(j)(k)(l)(m)(n)(o) (p)(q)(r), wherein i is an integer from 1 to 77, and j, k, l, m, n, o, p, q and r are each an integer from 1 to 86, wherein L A 8- (1)(1)(1)(1)(1)(1)(1)(1)(1)(1) to L A 8- (77)(86)(86)(86) (86)(86)(86)(86)(86)(86), having the structure
wherein R A1 = R A i, R A2 = R A j, R A3 = R A k, R A4 = R A l, R A5 = R A m, R A6 = R A n, R A 7 = R A o, R A8 = R A p, R A9 = R A q and R A10 = R A r,
L A 9-(i)(j)(k)(l)(m)(n)(o), wherein i is an integer from 1 to 77, and j, k, l, m, n, and o are each an integer from 1 to 86, wherein L A 9- (1)(1)(1)(1)(1)(1)(1) to L A 9- (77)(86)(86)(86) (86)(86)(86), having the structure
wherein R A1 = R A i, R A2 = R A j, R A3 = R A k, R A4 = R A l, R A5 = R A m, R A6 = R A n and R A 7 = R A o,
L A 10-(i)(j)(k)(l)(m)(n)(o)(p), wherein i is an integer from 1 to 77, and j, k, l, m, n, o, and p are each an integer from 1 to 86, wherein L A 10- (1)(1)(1)(1)(1)(1)(1)(1) to L A 10- (77)(86)(86)(86) (86)(86)(86)(86), having the structure
wherein R A1 = R A i, R A2 = R A j, R A3 = R A k, R A4 = R A l, R A5 = R A m, R A6 = R A n, R A 7 = R A o and R A8 = R A p,
L A 11-(i)(j)(k)(l)(m)(n)(o)(p), wherein i is an integer from 1 to 77, and j, k, l, m, n, o, and p are each an integer from 1 to 86, wherein L A 11- (1)(1)(1)(1)(1)(1)(1)(1) to L A 11- (77)(86)(86)(86) (86)(86)(86)(86), having the structure
wherein R A1 = R A i, R A2 = R A j, R A3 = R A k, R A4 = R A l, R A5 = R A m, R A6 = R A n, R A 7 = R A o and R A8 = R A p,
L A 12-(i)(j)(k)(l)(m)(n)(o)(p), wherein i is an integer from 1 to 77, and j, k, l, m, n, o, and p are each an integer from 1 to 86, wherein L A 12- (1)(1)(1)(1)(1)(1)(1)(1) to L A 12- (77)(86)(86)(86) (86)(86)(86)(86), having the structure
wherein R A1 = R A i, R A2 = R A j, R A3 = R A k, R A4 = R A l, R A5 = R A m, R A6 = R A n, R A 7 = R A o and R A8 = R A p,
L A 13-(i)(j)(k)(l)(m)(n)(o)(p), wherein i is an integer from 1 to 77, and j, k, l, m, n, o, and p are each an integer from 1 to 86, wherein L A 13- (1)(1)(1)(1)(1)(1)(1)(1) to L A 13- (77)(86)(86)(86) (86)(86)(86)(86), having the structure
wherein R A1 = R A i, R A2 = R A j, R A3 = R A k, R A4 = R A l, R A5 = R A m, R A6 = R A n, R A 7 = R A o and R A8 = R A p,
L A 14-(i)(j)(k)(l)(m)(n)(o)(p), wherein i is an integer from 1 to 77, and j, k, l, m, n, o, and p are each an integer from 1 to 86, wherein L A 14- (1)(1)(1)(1)(1)(1)(1)(1) to L A 14- (77)(86)(86)(86) (86)(86)(86)(86), having the structure
wherein R A1 = R A i, R A2 = R A j, R A3 = R A k, R A4 = R A l, R A5 = R A m, R A6 = R A n, R A 7 = R A o and R A8 = R A p,
L A 15-(i)(j)(k)(l)(m)(n), wherein i is an integer from 1 to 77, and j, k, l, m, and n are each an integer from 1 to 86, wherein L A 15- (1)(1)(1)(1)(1)(1) to L A 15- (77)(86)(86)(86)(86)(86), having the structure
wherein R A1 = R A i, R A2 = R A j, R A3 = R A k, R A4 = R A l, R A5 = R A m and R A6 = R A n,
L A 16-(i)(j)(k)(l)(m)(n), wherein i is an integer from 1 to 77, and j, k, l, m, and n are each an integer from 1 to 86, wherein L A 16- (1)(1)(1)(1)(1)(1) to L A 16- (77)(86)(86)(86)(86)(86), having the structure
wherein R A1 = R A i, R A2 = R A j, R A3 = R A k, R A4 = R A l, R A5 = R A m and R A6 = R A n,
L A 17-(i)(j)(k)(l)(m), wherein i is an integer from 1 to 77, and j, k, l, and m are each an integer from 1 to 86, wherein L A 17- (1)(1)(1)(1)(1) to L A 17- (77)(86)(86)(86)(86), having the structure
wherein R A1 = R A i, R A2 = R A j, R A3 = R A k, R A4 = R A l and R A6 = R A m,
L A 18-(m)(n)(p)(q)(r), wherein p is an integer from 1 to 86, and m, n, q, and r are each an integer from 1 to 77, wherein L A 18- (1)(1)(1)(1)(1) to L A 18- (86)(86)(77)(86)(86), having the structure
wherein R A5 = R A m, R A6 = R A n, R A8 = R A p, R A9 , R A q, and R A10 = R A r,
wherein R A 1 to R A 86 have the following structures:
and
wherein L B is selected from the group consisting of the following structures:
L B
Structure of L B
R B1 - R B17
L B 9-(i)(j)(k)(o)(p)(q) (r)(s)(t)(u), wherein i, j, k, o, p, q, r, s, t and u are each an integer from 1 to 86, wherein L B 9-(1)(1)(1)(1) (1)(1)(1)(1)(1)(1) to L B 9-(86)(86) (86)(86)(86)(86) (86)(86)(86)(86), having the structure
wherein R B6 = R A i, R B7 = R A j, R B8 = R A k, R B9 = R A o, R B10 = R A p, R B11 = R A q, R B12 = R A r, R B13 = R A s, R B14 = R A t and R B15 = R A u,
L B 10-(i)(j)(k)(o)(p)(q) (r)(s)(t)(u)(v)(w), wherein i, j, k, o, p, q, r, s, t, u, v, and w are each an integer from 1 to 86, wherein L B 10-(1)(1)(1)(1)(1)(1) (1)(1)(1)(1)(1)(1) to L B 10-(86)(86)(86) (86)(86)(86)(86)(86) (86)(86)(86)(86), having the structure
wherein R B6 = R A i, R B7 = R A j, R B8 = R A k, R B9 = R A o, R B10 = R A p, R B11 = R A q, R B12 = R A r, R B13 = R A s, R B14 = R A t, R B15 = R A u, R B16 = R A v and R B17 = R A w,
L B 11-(i)(j)(k)(o)(p)(q) (r)(s)(t)(u)(v)(w), wherein i, j, k, o, p, q, r, s, t, u, v, and w are each an integer from 1 to 86, wherein L B 11-(1)(1)(1)(1)(1)(1) (1)(1)(1)(1)(1)(1) to L B 11-(86)(86)(86) (86)(86)(86)(86)(86) (86)(86)(86)(86), having the structure
Wherein R B6 = R A i, R B7 = R A j, R B8 = R A k, R B9 = R A o, R B10 = R A p, R B11 = R A q, R B12 = R A r, R B13 = R A s, R B14 = R A t, R B15 = R A u, R B16 = R A v and R B17 = R A w,
L B 12-(i)(j)(k)(o)(p)(q) (r)(s)(t), wherein i, j, k, o, p, q, r, s, and t are each an integer from 1 to 86, wherein L B 12-(1)(1)(1)(1) (1)(1)(1)(1)(1) to L B 12-(86)(86) (86)(86)(86)(86) (86)(86)(86), having the structure
wherein R B6 = R A i, R B7 = R A j, R B8 = R A k, R B9 = R A o, R B10 = R A p, R B11 = R A q, R B12 = R A r, R B13 = R A s, and R B14 = R A t,
L B 13-(i)(j)(k)(o)(p)(q) (r)(s)(t)(u), wherein i, j, k, o, p, q, r, s, t, and u are each an integer from 1 to 86, wherein L B 13- (1)(1)(1)(1)(1)(1) (1)(1)(1)(1) to L B 13- (86)(86)(86)(86)(86) (86)(86)(86)(86), having the structure
wherein R B6 = R A i, R B7 = R A j, R B8 = R A k, R B9 = R A o, R B10 = R A p, R B11 = R A q, R B12 = R A r, R B13 = R A s, R B14 = R A t, and R B15 = R A u,
L B 14-(i)(j)(k)(o)(p)(q) (r)(s)(t)(u)(v)(w), wherein i, j, k, o, p, q, r, s, t, u, v, and w are each an integer from 1 to 86, wherein L B 14-(1)(1)(1)(1)(1)(1) (1)(1)(1)(1)(1)(1) to L B 14-(86)(86)(86) (86)(86)(86)(86)(86) (86)(86)(86)(86), having the structure
wherein R B6 = R A i, R B7 = R A j, R B8 = R A k, R B9 = R A o, R B10 = R A p, R B11 = R A q, R B12 = R A r, R B13 = R A s, R B14 = R A t, R B15 = R A u, R B16 = R A v and R B17 = R A w,
L B 15-(i)(j)(k)(o)(p)(q) (r)(s)(t)(u)(v)(w), wherein i, j, k, o, p, q, r, s, t, u, v, and w are each an integer from 1 to 86, wherein L B 15-(1)(1)(1)(1)(1)(1) (1)(1)(1)(1)(1)(1) to L B 15-(86)(86)(86) (86)(86)(86)(86)(86) (86)(86)(86)(86), having the structure
wherein R B6 = R A i, R B7 = R A j, R B8 = R A k, R B9 = R A o, R B10 = R A p, R B11 = R A q, R B12 = R A r, R B13 = R A s, R B14 = R A t, R B15 = R A u, R B16 = R A v and R B17 = R A w,
L B 16-(i)(j)(k)(o)(p)(q) (r)(s)(t)(u), wherein i, j, k, o, p, q, r, s, t and u are each an integer from 1 to 86, wherein L B 16-(1)(1)(1)(1) (1)(1)(1)(1)(1)(1) to L B 16-(86)(86) (86)(86)(86)(86) (86)(86)(86)(86), having the structure
wherein R B6 = R A i, R B7 = R A j, R B8 = R A k, R B9 = R A o, R B10 = R A p, R B11 = R A q, R B12 = R A r, R B13 = R A s, R B14 = R A t, and R B15 = R A u,
L B 17-(i)(j)(k)(o)(p)(q) (r)(s)(t), wherein j, k, o, p, q, r, s, and t are each an integer from 1 to 86, and i is an integer from 1 to 77, wherein L B 17- (1)(1)(1)(1) (1)(1)(1)(1)(1) to L B 17-(77)(86) (86)(86)(86)(86) (86)(86)(86), having the structure
wherein R B1 = R A i, R B6 = R A j, R B7 = R A k, R B8 = R A o, R B9 = R A p, R B10 = R A q, R B11 = R A r, R B12 = R A s, and R B13 = R A t,
L B 18-(i)(j)(k)(o)(p)(q) (r)(s)(t), wherein j, k, o, p, q, r, s, and t are each an integer from 1 to 86, and i is an integer from 1 to 77, wherein L B 18- (1)(1)(1)(1) (1)(1)(1)(1)(1) to L B 18-(77)(86) (86)(86)(86)(86) (86)(86)(86), having the structure
Wherein R B1 = R A i, R B6 = R A j, R B7 = R A k, R B8 = R A o, R B9 = R A p, R B10 = R A q, R B11 = R A r, R B12 = R A s, and R B13 = R A t,
L B 19-(i)(j)(k)(o)(p)(q) (r)(s)(t), wherein j, k, o, p, q, r, s, and t are each an integer from 1 to 86, and i is an integer from 1 to 77, wherein L B 19- (1)(1)(1)(1) (1)(1)(1)(1)(1) to L B 19-(77)(86) (86)(86)(86)(86) (86)(86)(86), having the structure
wherein R B1 = R A i, R B6 = R A j, R B7 = R A k, R B8 = R A o, R B9 = R A p, R B10 = R A q, R B11 = R A r, R B12 = R A s, and R B13 = R A t,
L B 20-(i)(j)(k)(o)(p)(q) (r)(s)(t), wherein j, k, o, p, q, r, s, and t are each an integer from 1 to 86, and i is an integer from 1 to 77, wherein L B 20- (1)(1)(1)(1) (1)(1)(1)(1)(1) to L B 20-(77)(86) (86)(86)(86)(86) (86)(86)(86), having the structure
Wherein R B1 = R A i, R B6 = R A j, R B7 = R A k, R B8 = R A o, R B9 = R A p, R B10 = R A q, R B11 = R A r, R B12 = R A s, and R B13 = R A t,
L B 21-(i)(j)(k)(o)(p)(q) (r)(s), wherein j, k, o, p, q, r, and s, are each an integer from 1 to 86, and i is an integer from 1 to 77, wherein L B 21- (1)(1)(1)(1) (1)(1)(1)(1) to L B 21-(77)(86) (86)(86)(86)(86) (86)(86), having the structure
wherein R B1 = R A i, R B6 = R A j, R B7 = R A k, R B8 = R A o, R B9 = R A p, R B10 = R A q, R B11 = R A r, and R B12 = R A s,
L B 22-(i)(j)(k)(o)(p)(q) (r)(s), wherein j, k, o, p, q, r, and s, are each an integer from 1 to 86, and i is an integer from 1 to 77, wherein L B 22- (1)(1)(1)(1) (1)(1)(1)(1) to L B 22-(77)(86) (86)(86)(86)(86) (86)(86), having the structure
wherein R B1 = R A i, R B6 = R A j, R B7 = R A k, R B8 = R A o, R B9 = R A p, R B10 = R A q, R B11 = R A r, and R B12 = R A s,
L B 23-(i)(j)(k)(o)(p)(q) (r)(s), wherein j, k, o, p, q, r, and s, are each an integer from 1 to 86, and i is an integer from 1 to 77, wherein L B 23- (1)(1)(1)(1) (1)(1)(1)(1) to L B 23-(77)(86) (86)(86)(86)(86) (86)(86), having the structure
wherein R B1 = R A i, R B6 = R A j, R B7 = R A k, R B8 = R A o, R B9 = R A p, R B10 = R A q, R B11 = R A r, and R B12 = R A s,
L B 24-(i)(j)(k)(o)(p)(q) (r)(s), wherein j, k, o, p, q, r, and s, are each an integer from 1 to 86, and i is an integer from 1 to 77, wherein L B 24- (1)(1)(1)(1) (1)(1)(1)(1) to L B 24-(77)(86) (86)(86)(86)(86) (86)(86), having the structure
wherein R B1 = R A i, R B6 = R A j, R B7 = R A k, R B8 = R A o, R B9 = R A p, R B10 = R A q, R B11 = R A r, and R B12 = R A s,
L B 25-(i)(j)(k)(o)(p)(q) (r)(s), wherein j, k, o, p, q, r, and s, are each an integer from 1 to 86, and i is an integer from 1 to 77, wherein L B 25- (1)(1)(1)(1) (1)(1)(1)(1) to L B 25-(77)(86) (86)(86)(86)(86) (86)(86), having the structure
wherein R B1 = R A i, R B6 = R A j, R B7 = R A k, R B8 = R A o, R B9 = R A p, R B10 = R A q, R B11 = R A r, and R B12 = R A s,
L B 26-(i)(j)(k)(o)(p)(q) (r)(s), wherein j, k, o, p, q, r, and s, are each an integer from 1 to 86, and i is an integer from 1 to 77, wherein L B 26- (1)(1)(1)(1) (1)(1)(1)(1) to L B 26-(77)(86) (86)(86)(86)(86) (86)(86), having the structure
wherein R B1 = R A i, R B6 = R A j, R B7 = R A k, R B8 = R A o, R B9 = R A p, R B10 = R A q, R B11 = R A r, and R B12 = R A s,
L B 27-(i)(j)(k)(o)(p)(q) (r)(s)(t)(u)(v)(w), wherein j, k, o, p, q, r, s, t, u, v, and w are each an integer from 1 to 86, and i is an integer from 1 to 77 wherein L B 27-(1)(1)(1)(1)(1)(1) (1)(1)(1)(1)(1)(1) to L B 27- (77)(86)(86)(86)(86)(86) (86)(86)(86)(86)(86)(86), having the structure
wherein R B1 = R A i, R B6 = R A j, R B7 = R A k, R B8 = R A o, R B9 = R A p, R B10 = R A q, R B11 = R A r, R B12 = R A s, R B13 = R A t, R B14 = R A u, and R B15 = R B v,
L B 28-(i)(j)(k)(o)(p)(q) (r)(s)(t)(u)(v), wherein j, k, o, p, q, r, s, t, u, and v are each an integer from 1 to 86, and i is an integer from 1 to 77, wherein L B 28-(1)(1)(1)(1)(1)(1) (1)(1)(1)(1)(1) to L B 28- (77)(86)(86)(86)(86)(86) (86)(86)(86)(86)(86), having the structure
Wherein R B1 = R A i, R B6 = R A j, R B7 = R A k, R B8 = R A o, R B9 = R A p, R B10 = R A q, R B11 = R A r, R B12 = R A s, R B13 = R A t, R B14 = R A u, and R B15 = R B v .
14. The compound of claim 1 , wherein the compound is selected from the group consisting of:
15. A formulation comprising a compound according to claim 1 .
16. An organic light emitting device (OLED) comprising:
an anode;
a cathode; and
an organic layer, disposed between the anode and the cathode, comprising a compound selected from the group consisting of:
a structure having Formula I
and
a structure having Formula II
wherein, rings A and B are each independently a 5- or 6-membered carbocyclic or heterocyclic ring;
wherein M is Pt or Pd;
wherein T 1 and T 2 are C;
wherein X 1 —X 5 , Z 1 , and Z 2 are each independently selected from the group consisting of carbon and nitrogen;
wherein R A , R B , R C , and R D each represents mono to a maximum possible number of substitutions, or no substitution;
wherein Y 1 is selected from the group consisting of CRR′, SiRR′, GeR″R″′, BR, NR, O, and S;
wherein Y 2 and Y 3 are each selected from the group consisting of CRR′, SiRR′, BR, NR, O, and S;
wherein if one of Y 2 and Y 3 is O, S, or NR, the other is not O, S, or NR;
wherein L 1 and L 2 are each independently selected from the group consisting of BR, NR, PR, O, S, Se, C═O, S═O, SO 2 , CRR′, SiRR′, GeRR′, alkyl, cycloalkyl, and combinations thereof;
wherein R 1 , R 2 , R, R′, R A , R B , R C , and R D are each independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, boryl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
wherein R″ and R′″ are each independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heterocycloalkyl, arylalkyl, amino, aryl, heteroaryl, ether, and combinations thereof;
wherein n 1 and n 2 are each independently 0 or 1;
wherein when n 1 or n 2 is 0, corresponding L 1 or L 2 is not present;
wherein n 1 +n 2 is at least 1;
wherein when Y 1 is BR or SiRR′, n 2 in Formula I is 1; and
wherein any two substituents may be joined or fused together to form a ring.
17. The OLED of claim 16 , wherein the organic layer further comprises a host, wherein host comprises at least one chemical group selected from the group consisting of triphenylene, carbazole, indolocarbazole, dibenzothiphene, dibenzofuran, dibenzoselenophene, 5,9-dioxa-13b-boranaphtho[3,2,1-de]anthracene, aza-triphenylene, aza-carbazole, aza-indolocarbazole, aza-dibenzothiophene, aza-dibenzofuran, aza-dibenzoselenophene, and aza-(5,9-dioxa-13b-boranaphtho[3,2,1-de]anthracene).
18. The OLED of claim 17 , wherein the host is selected from the group consisting of:
and combinations thereof.
19. A consumer product comprising an organic light-emitting device comprising:
an anode;
a cathode; and
an organic layer, disposed between the anode and the cathode, comprising a compound selected from the group consisting of:
a structure having Formula I
and
a structure having Formula II
wherein rings A and B are each independently a 5- or 6-membered carbocyclic or heterocyclic ring;
wherein M is Pt or Pd;
wherein T 1 and T 2 are C;
wherein X 1 —X 5 , Z 1 , and Z 2 are each independently selected from the group consisting of carbon and nitrogen;
wherein R A , R B , R C , and R D each represents mono to a maximum possible number of substitutions, or no substitution;
wherein Y 1 is selected from the group consisting of CRR′, SiRR′, GeR″R″′, BR, NR, O, and S;
wherein Y 2 and Y 3 are each selected from the group consisting of CRR′, SiRR′, BR, NR, O, and S;
wherein if one of Y 2 and Y 3 is O, S, or NR, the other is not O, S, or NR;
wherein L 1 and L 2 are each independently selected from the group consisting of BR, NR, PR, O, S, Se, C═O, S═O, SO 2 , CRR′, SiRR′, GeRR′, alkyl, cycloalkyl, and combinations thereof;
wherein R 1 , R 2 , R, R′, R A , R B , R C , and R D are each independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, boryl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
wherein R″ and R′″ are each independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heterocycloalkyl, arylalkyl, amino, aryl, heteroaryl, ether, and combinations thereof;
wherein n 1 and n 2 are each independently 0 or 1;
wherein when n 1 or n 2 is 0, corresponding L 1 or L 2 is not present;
wherein n 1 +n 2 is at least 1;
wherein when Y 1 is BR or SiRR′, n 2 in Formula I is 1; and
wherein any two substituents may be joined or fused together to form a ring;
wherein the consumer product is one of a flat panel display, a computer monitor, a medical monitors television, a billboard, a light for interior or exterior illumination and/or signaling, a heads-up display, a fully or partially transparent display, a flexible display, a laser printer, a telephone, a cell phone, tablet, a phablet, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a micro-display, a 3-D display, a virtual reality or augmented reality display, a vehicle, a video wall comprising multiple displays tied together, a theater or stadium screen, a light therapy device, and a sign.