IP Library Granted Patent US 8,252,889
Granted Patent B2
US 8,252,889 · App. 11/655,595 · Granted Aug 28, 2012

Polythiophene formulations for improving organic light emitting diodes

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Quick Facts
Patent No.
US 8,252,889
App. No.
11/655,595
Granted
Aug 28, 2012
Kind
B2
Abstract

The invention relates to formulations comprising polythiophenes A) comprising at least one polythiophene containing recurring units of the general formula (I-a) and/or (I-b) and at least two further polymers, the use thereof and electroluminescent arrangements comprising hole-injecting layers comprising these formulations.

Claims (21)

1. An electroluminescent arrangement comprising at least two electrodes, of which optionally at least one is applied to an optionally transparent substrate, at least one emitter layer between the two electrodes and at least one hole-injecting layer between one of the two electrodes and the emitter layer, wherein the hole-injecting layer comprises a formulation comprising

A) at least one polythiophene containing recurring units of the formula (I-aa-2)

B) at least one polymer containing SO 3 − M + or COO − M + groups, wherein M + represents H + , Li + , Na + , K + , Rb + , Cs + or NH 4 + and

C) at least one partly fluorinated or perfluorinated polymer containing SO 3 − M + or COO − M + groups, wherein M + represents H + , Li + , Na + , K + , Rb + , Cs + or NH 4 + .

2. The electroluminescent arrangement according to claim 1 , wherein M+ in said at least one polymer containing SO3−M+ or COO−M+ groups and in said at least one partly fluorinated or perfluorinated polymer containing SO3−M+ or COO−M+ groups is identical or different and is H+, Na+ or K+.

3. The electroluminescent arrangement according to claim 1 , wherein the formulation comprises polystryenesulfonic acid (PSS) as at least one polymer B) containing SO3−M+ or COO−M+ groups.

4. The electroluminescent arrangement according to claim 1 , wherein the formulation comprises a copolymer of tetrafluorethylene and the trifluorovinyl ether of poly(hexafluororpropylene oxide)mono(tetrafluoro-vinylsulfonic acid) ether as at least one partially fluorinated or perfluorinated polymer containing SO 3 − M + or COO − M + group.

5. The electroluminescent arrangement according to claim 1 , wherein said at least one partly fluorinated or perfluorinated polymer C) containing SO 3 − M + or COO − M + groups, is one containing recurring units of the formulae (II-a) and (II-b)

wherein R f represents a radical having at least one recurring unit(s) of the formula (II-c)

6. The electroluminescent arrangement according to claim 4 , wherein R f represents a radical having 1 to 30 recurring unit(s) of the formula (II-c).

7. The electroluminescent arrangement according to claim 1 , wherein the weight ratio of polythiophene(s) A) to partly fluorinated or perfluorinated polymer(s) C) containing SO 3 − M + or COO − M + groups is from 1:2 to 1:15.

8. The electroluminescent arrangement according to claim 1 , wherein the weight ratio of polythiophene(s) A) to polymer(s) B) containing SO 3 − M + or COO − M + groups is from 1:2 to 1:25.

9. The electroluminescent arrangement according to claim 7 , wherein the weight ratio of polythiophene(s) A) to polymer(s) B) containing SO 3 − M + or COO − M + groups is from 1:2 to 1:25.

10. A process to produce an electroluminescent arrangement comprising at least two electrodes, which comprises applying at least one electrode to an optionally transparent substrate, at least one emitter layer between the two electrodes and at least one hole-injecting layer between one of the two electrodes and the emitter layer, wherein the hole-injecting layer comprises a formulation comprising

a. at least one polythiophene containing recurring units of the formula (I-aa-2)

b. at least one polymer containing SO 3 − M + or COO − M + groups, wherein M + represents H + , Li + , Na + , K + , Rb + , Cs + or NH 4 + and

c. at least one partly fluorinated or perfluorinated polymer containing SOO 3 − M + or COO − M + groups, wherein M + represents H + , Li + , Na + , K + , Rb + , Cs + or NH 4 +

wherein the composition is obtained by

mixing a finished mixture comprising the at least one polymer B) and the at least one polythiophene A) with the at least one polymer C), the at least one polymer C) optionally being dissolved or dispersed in a diluent D).

11. The electroluminescent arrangement according to claim 1 , wherein the composition is obtained by mixing a finished mixture comprising the at least one polymber B) and the at least one polythiophene A) with the at least one polymer C), the at least one polymer C) being in the absence of polymer A) and optionally being dissolved or dispersed in a diluent D).

12. The electroluminescent arrangement according to claim 11 , wherein the at least one polymer C) is in the absence of polymer A.

Assignments (2)
MERGER Recorded Feb 21, 2012
From: HERAEUS CLEVIOS GMBH
To: HERAEUS PRECIOUS METALS GMBH & CO. KG
Reel/Frame 027734/0357 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 16, 2012
From: H.C. STARCK GMBH & CO. KG
To: HERAEUS CLEVIOS GMBH
Reel/Frame 027718/0713 →