US2012138906A1PendingUtilityA1

Capture agents for unsaturated metal complexes

Assignee: THOMPSON MARK EPriority: Dec 7, 2010Filed: Nov 22, 2011Published: Jun 7, 2012

Est. expiryDec 7, 2030(~4.4 yrs left)· nominal 20-yr term from priority

Inventors:Mark E. Thompson Alberto Bossi Peter Djurovich

H10K 2101/10H10K 85/626H10K 85/60C09K 11/06H10K 50/11H10K 85/30H10K 85/622H10K 50/121H10K 50/12H10K 85/656H10K 85/342H10K 85/6574H10K 85/6576C09K 2211/185H10K 85/6572C09K 2211/1007C09K 2211/1044H10K 85/615C09K 11/025C09K 2211/1011H10K 85/633H10K 85/40H10K 85/654

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Claims

Abstract

Compounds that act as capture agents to sequester unsaturated metal complexes are provided. In particular, the compounds may be host materials, dopant materials, or co-dopant materials containing functional groups, such as an isocyanide or a phosphine group, which are suitable for trapping an unsaturated coordination complex. These compounds may be used in organic light emitting devices, particularly blue devices, to provide improved device lifetime.

Claims

exact text as granted — not AI-modified

1 . A method, comprising:
operating an organic light emitting device comprising a first organic compound containing a metal-ligand bond and a second organic compound comprising a functional group capable of trapping an unsaturated coordination complex; cleaving the metal-ligand bond in the first organic compound, thereby creating a coordinatively unsaturated intermediate complex; and reacting the second organic compound with the coordinatively unsaturated intermediate complex.

2 . The method of claim 1 , wherein the method further comprises suppressing the ability of the coordinatively unsaturated intermediate complex to trap charge and excitons.

3 . The method of claim 1 , wherein the second organic compound coordinates to the metal center of the first organic compound.

4 . The method of claim 1 , wherein the second organic compound is a host material.

5 . The method of claim 4 , wherein the host material is selected from the group consisting of:

wherein :B is a phosphine has the formula —PR 2 and R selected from the group consisting of hydrogen, methyl, ethyl, propyl, butyl, alkyl, and phenyl, or wherein :B is an isocyanide having the formula —N≡C.

6 . The method of claim 1 , wherein the second organic compound is a co-dopant material.

7 . The method of claim 6 , wherein the co-dopant material is not capable of carrying charge.

8 . The method of claim 7 , wherein the co-dopant material is selected from the group consisting of:

wherein :B is a phosphine has the formula —PR 2 and R selected from the group consisting of hydrogen, methyl, ethyl, propyl, butyl, alkyl, and phenyl, or
wherein :B is an isocyanide having the formula —N≡C.

9 . The method of claim 6 , wherein the co-dopant material is capable of carrying a charge.

10 . The method of claim 1 , wherein the functional group capable of trapping an unsaturated coordination complex is a phosphine or an isocyanide.

11 . The method of claim 10 , wherein the phosphine has the formula —PR 2 and R selected from the group consisting of hydrogen, methyl, ethyl, propyl, butyl, alkyl, and phenyl.

12 . The method of claim 10 , wherein the isocyanide has the formula —N≡C.

13 . The method of claim 1 , wherein the metal-ligand bond of the first organic compound having the formula:

is broken, forming the coordinatively unsaturated intermediate complex having formula:

and
the second organic compound containing functional group :B binds to the unsaturated intermediate complex:

forming a complex having the formula

wherein :B is a phosphine has the formula —PR 2 and R selected from the group consisting of hydrogen, methyl, ethyl, propyl, butyl, alkyl, and phenyl, or :B is an isocyanide having the formula —N≡C; and
wherein X is selected from the group consisting of N, C, O, and S.

14 . The method of claim 13 , wherein X is N or C.

15 . The method of claim 1 , wherein the first organic compound is bidentate.

16 . The method of claim 1 , wherein the organic light emitting device comprises an emissive layer, and the emissive layer comprises the second organic compound.

17 . A first device comprising an organic light emitting device, further comprising:
an anode; a cathode; and an organic layer, disposed between the anode and the cathode, comprising a first compound containing a metal-ligand bond and a second compound comprising a functional group capable of trapping an unsaturated coordination complex.

18 . The first device of claim 17 , wherein the second organic compound coordinates to the metal center of the first organic compound.

19 . The first device of claim 17 , wherein the second organic compound is a host material.

20 . The first device of claim 19 , wherein the host material is selected from the group consisting of:

wherein :B is a phosphine has the formula —PR 2 and R selected from the group consisting of hydrogen, methyl, ethyl, propyl, butyl, alkyl, and phenyl, or
wherein :B is an isocyanide having the formula —N≡C.

21 . The first device of claim 17 , wherein the second organic compound is a co-dopant material.

22 . The first device of claim 21 , wherein the co-dopant material is not capable of carrying charge.

23 . The first device of claim 21 , wherein the co-dopant material is selected from the group consisting of:

wherein :B is a phosphine has the formula —PR 2 and R selected from the group consisting of hydrogen, methyl, ethyl, propyl, butyl, alkyl, and phenyl, or
wherein :B is an isocyanide having the formula —N≡C.

24 . The first device of claim 21 , wherein the co-dopant material is capable of carrying a charge.

25 . The first device of claim 17 , wherein the functional group capable of trapping an unsaturated coordination complex is a phosphine or an isocyanide.

26 . The first device of claim 25 , wherein the phosphine has the formula —PR 2 and R selected from the group consisting of hydrogen, methyl, ethyl, propyl, butyl, alkyl, and phenyl.

27 . The first device of claim 25 , wherein the isocyanide has the formula —N≡C.

28 . The first device of claim 17 , wherein the metal-ligand bond of the first organic compound having the formula:

is broken, forming the coordinatively unsaturated intermediate complex having formula:

and
the second organic compound containing functional group :B binds to the unsaturated intermediate complex:

forming a complex having the formula

29 . The first device of claim 28 , wherein X is N or C.

30 . The first device of claim 17 , wherein the first organic compound is bidentate.

31 . The first device of claim 17 , wherein the organic light emitting device comprises an emissive layer, and the emissive layer comprises the second organic compound.

32 . The first device of claim 17 , wherein the second compound is

33 . The first device of claim 17 , wherein the organic light emitting device is a blue phosphorescent OLED.

34 . The first device of claim 17 , wherein the first organic compound is a transition metal complex having at least one ligand selected from the group consisting of:

wherein each of R a , R b and R c may represent mono, di, tri, or tetra substituents;
wherein each of R a , R b and R c substituent are independently selected from a group consisting of hydrogen, deuterium, alkyl, heteroalkyl, aryl, or heteroaryl; and
wherein two adjacent substituents may form into a ring.

35 . A first device comprising an organic light emitting device, further comprising:
an anode; a cathode; and an organic layer, disposed between the anode and the cathode, comprising a first compound containing a cleaved metal-ligand bond and a second compound comprising a functional group capable of trapping an unsaturated coordination complex.

36 . A first device comprising an organic light emitting device, further comprising:
an anode; a cathode; and an organic layer, disposed between the anode and the cathode, comprising an isonitrile-substituted host material.

37 . The first device of claim 35 , wherein the organic layer is an emissive layer.

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