IP Library › Granted Patent US 10,941,168
Granted Patent B2
US 10,941,168 · App. 16/311,796 · Granted Mar 9, 2021

Phosphepine matrix compound for a semiconducting material

Inventor: Julien Frey (Dresden, DE)
Assignee: Novaled GmbH
C07F9/65685C07F5/02H01L51/005H01L51/0071H05B33/14H01L51/5076
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Quick Facts
Patent No.
US 10,941,168
App. No.
16/311,796
Granted
Mar 9, 2021
Kind
B2
Abstract

The present invention relates to a compound comprising at least one phosphepine ring and having the phosphorus atom of the phosphepine ring substituted with at least one monovalent substituent R, a semiconducting material comprising the compound, and electronic device comprising the semiconducting material.

Claims (20)

1. A compound having formula (II)

wherein

a) R 1 is selected from the group consisting of

(i) unsubstituted phenyl and phenyl substituted with up to five substituents independently selected from the group consisting of alkyl, heteroalkyl, alkoxy, alkylthio, phenoxy, phenylthio, diphenylphosphinyl, diphenylphosphoryl and disubstituted amino group, wherein the substituents on the nitrogen atom of the amino group are independently selected from the group consisting of phenyl and alkyl,

(ii) H, alkyl, heteroalkyl, alkoxy, alkylthio, phenoxy, phenylthio, diphenylphosphinyl, diphenylphosphoryl and disubstituted amino group, wherein the substituents on the nitrogen atom of the amino group are independently selected from the group consisting of phenyl and alkyl, and

(iii) five-membered ring heteroaryl selected from the group consisting of thienyl, furyl, pyrrolyl, diazolyl, triazolyl, oxazolyl, thiazolyl, oxadiazolyl and thiadiazolyl, wherein the heteroaryl may be unsubstituted or substituted with one or more substituents independently selected from the group consisting of alkyl, heteroalkyl, alkoxy, alkylthio, phenoxy, phenylthio, diphenylphosphinyl, and disubstituted amino group, wherein the substituents on the nitrogen atom of the amino group are independently selected from the group consisting of phenyl and alkyl,

b) R 2 -R 13 are independently selected from the group consisting of H, alkyl, heteroalkyl, alkoxy, alkylthio, phenoxy, phenylthio, diphenylphosphinyl, diphenylphosphoryl and disubstituted amino group, wherein the substituents on the nitrogen atom of the amino group are independently selected from the group consisting of phenyl and alkyl, and

c) X is selected from the group consisting of O and S.

2. The compound according to claim 1 , wherein R 1 is phenyl and/or any of R 2 -R 13 is H.

3. A semiconducting material comprising at least one compound according to claim 1 .

4. The semiconducting material according to claim 3 further comprising at least one dopant.

5. The semiconducting material according to claim 4 , wherein the dopant is an electrical dopant.

6. The semiconducting material according to claim 5 , wherein the electrical dopant is a n-dopant.

7. The semiconducting material according to claim 6 , wherein the n-dopant is selected from a metal, a metal salt or a metal complex.

8. An electronic device comprising the semiconducting material according to claim 3 .

9. The electronic device according to claim 8 , wherein the semiconducting material forms at least one layer arranged between an anode and a cathode.

10. The electronic device according to claim 9 , wherein the layer comprising the semiconducting material is an electron transporting layer, an electron injecting layer, a charge generating layer, or fulfils both electron transporting and hole blocking function.

11. The electronic device according to claim 8 , which is a light emitting device.

12. The electronic device according to claim 11 , which is an organic light emitting diode.

13. The electronic device according to claim 8 , wherein the semiconducting material is arranged between two electrodes.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 6, 2019
From: FREY, JULIEN
To: NOVALED GMBH
Reel/Frame 048251/0242 →
Priority Claims (1)
DE 102016111436.7 · Jun 22, 2016 · national
Continuity (1)
Related Publication 20190202848A1 · Jul 4, 2019