IP Library Granted Patent US 8,841,153
Granted Patent B2
US 8,841,153 · App. 12/919,989 · Granted Sep 23, 2014

Method for producing a doped organic semiconducting layer

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Quick Facts
Patent No.
US 8,841,153
App. No.
12/919,989
Granted
Sep 23, 2014
Kind
B2
Abstract

A process is provided for producing a doped organic semiconductive layer, comprising the process steps of A) providing a matrix material, B) providing a dopant complex, and C) simultaneously applying the matrix material and the dopant complex to a substrate by vapor deposition, wherein, in process step C), the dopant complex is decomposed and the pure dopant is intercalated into the matrix material.

Claims (14)

1. A process for producing a doped organic semiconductive layer, comprising the steps of:

A) providing a matrix material;

B) providing a dopant complex wherein the dopant complex comprises a dopant and at least one ligand and wherein the dopant complex is selected from Cp 3 Sc, Cp 2 Ti(CO) 2 , Cp 2 Ti(acetylene derivatives), Cp 2 Zr(acetylene derivatives), Cp 2 Hf(acetylene derivatives), V(Cp) 2 , NbCp 4 , TaCp 4 , dibenzenechromium, cyclopentadienyl(triethylphosphine)copper (I), (OC) 4 Co—Pt(py) 2 -Co(CO) 4 , H 3 ReOs 3 (CO) 12 and HCoRu 2 (CO) 13 , Zn(methyl) 2 , Zn(ethyl) 2 , Cp 2 Mg, Cp 2 Ca, Cp 2 Sr, Cp 2 Ba, trimethylaluminum, triethylaluminum, trimethylgallium, triethylgallium, trimethylindium, triethylthallium, triphenylbismuth, cyclopentadienylthallium, SnCp 2 , PbCp 2 , Pb(ethyl, phenyl) 4 , Sn(ethyl, phenyl) 4 , arsine, stibine, bismuthine, tris(cyclopentadienyl)cerium, tris(cyclopentadienyl)erbium, tris(cyclopentadienyl)gadolinium, bis(cyclopentadienyl)dimethylhafnium, tris(cyclopentadienyl)lanthanum, tris(cyclopentadienyl)neodymium, tris(cyclopentadienyl)praseodymium, tris(cyclopentadienyl)samarium, tris(i-propylcyclopentadienyl)terbium, tris(cyclopentadienyl)thulium, or tris(cyclopentadienyl)ytterbium; and

C) simultaneously applying the matrix material and the dopant complex to a substrate by vapor deposition,

wherein, in process step C)

the dopant complex is decomposed to the dopant and at least one ligand, the dopant is a metal and/or metal cluster,

the dopant is intercalated into the matrix material; and wherein the mean free path length of the metal and/or metal cluster is greater than the apparatus dimensions.

2. The process as claimed in claim 1 , wherein, in process step C), the dopant complex is continuously evaporated and decomposed.

3. The process as claimed in claim 1 , wherein, in process step C), the dopant complex is decomposed by a method selected from thermal heating, electromagnetic irradiation, irradiation with radiofrequencies and microwave irradiation.

4. The process as claimed in claim 3 , wherein the decomposition of the dopant complex takes place in the gas phase.

5. The process as claimed in claim 1 , wherein the dopant n-dopes the matrix material.

6. A process for producing an optoelectronic device which comprises a substrate, a first electrode on the substrate, which in operation releases charge carriers of a first charge, a first charge transport layer which transports charge carriers of the first charge, at least one emission layer on the first charge transport layer, and a second electrode on the at least one emission layer, which in operation releases charge carriers of a second charge,

wherein the first charge transport layer has been produced by a process as claimed in claim 1 .

7. The process as claimed in claim 1 wherein the dopant complex is selected from the group consisting of Cp 3 Sc, Cp 2 Ti(CO) 2 , Cp 2 Ti(acetylene derivatives), Cp 2 Zr(acetylene derivatives), Cp 2 Hf(acetylene derivatives), V(C P ) 2 , NbCp 4 , TaCp 4 , dibenzenechromium, cyclopentadienyl(triethylphosphine)copper (I), (OC) 4 Co—Pt(py) 2 -Co(CO) 4 , H 3 ReOs 3 (CO) 12 and HCoRu 2 (CO) 13 , Zn(methyl) 2 , Zn(ethyl) 2 , Cp 2 Mg, Cp 2 Ca, Cp 2 Sr, Cp 2 Ba, cyclopentadienylthallium, SnCp 2 , PbCp 2 , Pb(ethyl, phenyl) 4 , Sn(ethyl, phenyl) 4 , tris(cyclopentadienyl)cerium, tris(cyclopentadienyl)erbium, tris(cyclopentadienyl)gadolinium, bis(cyclopentadienyl)dimethylhafnium, tris(cyclopentadienyl)lanthanum, tris(cyclopentadienyl)neodymium, tris(cyclopentadienyl)praseodymium, tris(cyclopentadienyl)samarium, tris(i-propylcyclopentadienyl)terbium, tris(cyclopentadienyl)thulium, and tris(cyclopentadienyl)ytterbium.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 11, 2020
From: OSRAM OLED GMBH
To: DOLYA HOLDCO 5 LIMITED
Reel/Frame 053464/0374 →
CORRECTIVE ASSIGNMENT TO CORRECT THE 11/658.772 REPLACED 11/658.772 PROPERTY NUMBERS PREVIOUSLY RECORDED AT REEL: 053464 FRAME: 0395. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Aug 11, 2020
From: DOLYA HOLDCO 5 LIMITED
To: PICTIVA DISPLAYS INTERNATIONAL LIMITED
Reel/Frame 053464/0395 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 21, 2016
From: OSRAM OPTO SEMICONDUCTORS GMBH
To: OSRAM OLED GMBH
Reel/Frame 037567/0993 →