Polymer-based organic electroluminescent device

Patent metadata

Field	Value
Publication number	US-9410080-B2
Application number	US-201113695688-A
Country	US
Kind code	B2
Filing date	May 5, 2011
Priority date	May 5, 2010
Publication date	Aug 9, 2016
Grant date	Aug 9, 2016

Abstract

An electroluminescence device having an emission layer comprising a single organic compound layer between a cathode and an anode. The single layer may comprise an emitter component on a single polymer chain of covalently linked (co)-polymer sections Y1, optionally in combination with Y2, and/or Y3, or different polymer chains Y1, optionally in combination with Y2, and/or Y3 blended together. Each of the (co)-polymer contains a spacer unit and a carrier transporting component and optionally an emitter moiety.

First claim

The claims defining the invention are as follows:

1. An organic electroluminescent device comprising
a pair of electrodes comprising an anode and a cathode, and
one or more layers of organic compound disposed between the electrodes, wherein at least one layer comprises a polymer of general formula (1);

wherein the polymer comprises X 1 , Y 1 , Y 2 , and Y 3 in which
X 1 is an emitting component, Y 1 is a first polymeric component, Y 2 is a second polymeric component, and Y 3 is a third polymeric component;
n1, n2, n3 are valency units;
X 1 is either univalent, bivalent, trivalent, or tetravalent, with n1 an integer from 1 to 4 and depending on the valence number of X 1 ;
n2 is an integer from 1 to 4, n3 is an integer from 0 to 4; and
n1 is equal to or greater than n2, which in turn is equal to or greater than n3;

and wherein Y 1 , Y 2 , and Y 3 are of formula (2a), (2b), and (2c), respectively:

wherein
Y 1 comprises spacer Q 1 and carrier transporting component Z 1 , the Q 1 being connected with X 1 ;
Y 2 comprises an emitting moiety X 2 , spacer Q 2 and carrier transporting component Z 2 , X 2 being connected with Z 1 ;
Y 3 comprises an emitting moiety X 3 , spacer Q 3 and carrier transporting component Z 3 , with X 3 being connected with Z 2 ;
X 2 and X 3 may be the same or different; and
m 1 , p 1 , m 2 , p 2 , m 3 , and p 3 each is a positive integer representing a number of monomeric repeat units of the polymer.

2. The device according to claim 1 , wherein each of m 1 , p 1 , m 2 , P 2 , m 3 , and p 3 is from 1 to 100.

3. The device according to claim 1 , wherein each of m 1 , p 1 , m 2 , P 2 , m 3 , and p 3 is from 5 to 20.

4. The device according to claim 1 , wherein the polymer is a non-conjugated (co)-polymer.

5. The device according to claim 1 , wherein the polymer is prepared by living radical polymerisation.

6. The device according to claim 5 , wherein the living radical polymerization is Reversible Addition Fragmentation chain Transfer polymerisation, Atom Transfer Radical Polymerisation or Nitroxide Mediate Radical Polymerisation.

7. The device according to claim 1 , wherein the polymer comprises either (1b) or (1c), a combination of (1a) and (1b), a combination of (1a) and (1c), or all of (1a), (1b) and (1c), wherein (1a), (1b) and (1c) are as follows:

8. The device according to claim 1 , wherein X 1 is formed from an X 1 precursor which is a living radical polymerisation agent attached to an emitting component.

9. The device according to claim 8 , wherein X 1 is selected from the group consisting of substituted or unsubstituted organic fluorescent materials, substituted or unsubstituted phosphorescent organic metal complexes, or substituted or unsubstituted phosphorescent organic complexes, wherein the phosphorescent organic metal complex is provided as a complex of organic ligand and a metal selected from a transition metal group or rare earth metal group.

10. The device according to claim 8 , wherein a linker, A, connects the living radical polymerisation moiety with the emitting component, and wherein A is selected from the group consisting of unsubstituted alkyl group, substituted or unsubstituted aryl group, substituted or unsubstituted heterocycles, substituted or unsubstituted alkylamine group, substituted or unsubstituted amido group, substituted or unsubstituted alkyloxy group, substituted or unsubstituted aryloxy group, and substituted or unsubstituted thioalkyloxy group.

11. The device according to claim 1 , wherein X 2 and X 3 are selected from the group consisting of substituted or unsubstituted organic fluorescent materials, substituted or unsubstituted phosphorescent organic metal complexes, and substituted or unsubstituted phosphorescent organic complexes, wherein the phosphorescent organic metal complex is provided as a complex of organic ligand and a metal selected from a transition metal group or rare earth metal group, and wherein X 2 and X 3 include a vinyl functional group.

12. The device according to claim 11 , wherein a linker, A, connects the vinyl polymerisable functionality of X 2 and X 3 to the emitting component, wherein A is selected from the group consisting of unsubstituted alkyl group, substituted or unsubstituted aryl group, substituted or unsubstituted heterocycles, substituted or unsubstituted alkylamine group, substituted or unsubstituted amido group, substituted or unsubstituted alkyloxy group, substituted or unsubstituted aryloxy group and substituted or unsubstituted thioalkyloxy group.

13. The device according to claim 1 , wherein each of Q 1 , Q 2 and Q 3 is independently derived from precursor monomers having vinyl groups or a vinyl group.

14. The device according to claim 1 , wherein each of Z 1 , Z 2 , and Z 3 is independently derived from precursor monomers selected from the group consisting of hole transporting materials, electron transporting materials and a host material having both hole and electron transporting characteristics, wherein the monomers have vinyl groups or a vinyl group with substituted or unsubstituted alkyl group, substituted or unsubstituted aryl group, substituted or unsubstituted heterocycles, substituted or unsubstituted alkylamine group, substituted or unsubstituted amido group, substituted or unsubstituted alkyloxy group, substituted or unsubstituted aryloxy group or substituted or unsubstituted thioalkyloxy group.

15. The device according to claim 1 that may emit white luminescence by selecting a combination of either X 1 and X 2 , X 1 and X 3 , or X 1 , X 2 and X 3 , wherein the emission colour temperature is in the range of 4,000 K to 10,000 K.

16. The device according to claim 15 , further including a small molecule additive selected from the groups of fluorescent compounds or phosphorescent compounds.

17. The device according to claim 15 , further including either a fluorescent polymer compound additive or phosphorescent polymer compound additive.

18. The device according to claim 1 , wherein the polydispersity index of the polymer is between about 1.05 to 2.0.

19. The device according to claim 1 , wherein the polydispersity index of the polymer is between about 1.05 to 1.5.

20. The device according to claim 1 , wherein the polydispersity index of the polymer is between about 1.05 to 1.3.

21. The device according to claim 1 , wherein the polymer is cross-linked.

22. The device according to claim 1 , wherein the polymer is prepared by living radical polymerisation and end capped by the living radical functional group may be either retained or replaced with a functional group, including hydrogen.

23. The device according to claim 1 , wherein the halogen content of the polymer, as the impurity, is less than about 50 ppm.

24. The device according to claim 1 , wherein during manufacture the polymer is mixed with an organic solvent to form an ink having a viscosity of more than about 1×10 −3 Pa·s at 25° C.

25. The device according to claim 1 , including more than one layer of organic compound of formula (1).

26. The device according to claim

Assignees

• Adhikari Raju
• Postma Almar
• Ueno Kazunori
• Arima Kazuya
• Li Juo-Hao
• Commw Scient Ind Res Org

Inventors

• Adhikari Raju
• Postma Almar
• Ueno Kazunori
• Arima Kazuya
• Li Juo-Hao

Classifications

• C09K2211/1092

  containing sulfur as the only heteroatom · CPC title

• C09K2211/1029

  containing one nitrogen atom as the heteroatom · CPC title

• C09B69/109

  containing other specific dyes · CPC title

• C09K11/06 Primary

  containing organic luminescent materials · CPC title

• C09K2211/1425

  Non-condensed systems · CPC title