Light emitting composition and device

Patent metadata

Field	Value
Publication number	US-10158077-B2
Application number	US-201214367855-A
Country	US
Kind code	B2
Filing date	Dec 20, 2012
Priority date	Dec 23, 2011
Publication date	Dec 18, 2018
Grant date	Dec 18, 2018

Abstract

A light-emitting composition comprises a polymer and a phosphorescent light-emitting material. The polymer comprises conjugating repeat units of formula (I) and up to 20 mol % of conjugation-blocking repeat units of repeat units of formula (II):

Ar 1 represents an aryl or heteroaryl group; R 1 , which may be the same or different in each occurrence, is a substituent; p is 0 or an integer; Ar 2 in each occurrence independently represents a substituted or unsubstituted aryl or heteroaryl group; and Sp 1 represents an acyclic spacer group that does not provide any conjugation path between the two groups Ar 2 . Optionally, p is 0, 1, 2, 3 or 4 and each R 1 is a non-polar substituent. Each R 1 is advantageously selected from C 1-30 hydrocarbyl substituents. A light-emitting device comprises an anode, a cathode and a light-emitting layer between the anode and the cathode, the light-emitting layer comprising a light-emitting composition as described.

First claim

The invention claimed is:

1. A light-emitting composition comprising a polymer and a phosphorescent light-emitting material wherein the polymer comprises conjugating repeat units of formula (I) and 1 to 20 mol % of conjugation-blocking repeat units of repeat units of formula (II):

wherein Ar 1 is selected from fluorene and phenylene;
R 1 , which may be the same or different in each occurrence, is a substituent; p is 0 or a positive integer; Ar 2 in each occurrence independently comprises substituted or unsubstituted phenyl; and
Sp 1 is a C 1-20 alkyl group of which one or more non-adjacent C atoms may be replaced with O.

2. A light-emitting composition according to claim 1 wherein p is 0, 1, 2, 3 or 4.

3. A light-emitting composition according to claim 1 wherein p is at least 1 and each R 1 is a non-polar substituent.

4. A light-emitting composition according to claim 2 wherein Ar 1 is unsubstituted or substituted with one or more C 1-30 hydrocarbyl substituents.

5. A light-emitting composition according to claim 1 wherein p is at least 1 and at least one R 1 is a polar substituent.

6. A light-emitting composition according to claim 5 wherein p is at least 2 and each R 1 is a polar substituent.

7. A light-emitting composition according to claim 5 wherein at least one substituent R 1 has formula (III):
*-(Sp 2 ) b -(PG) c   (III)

wherein * represents a point of attachment of the substituent to Ar 1 ; Sp 2 is a spacer group; PG is a polar group; b is 0 or 1; and c is at least 1.

8. A light-emitting composition according to claim 7 wherein Sp 2 is a C 1-10 hydrocarbyl group.

9. A light-emitting composition according to claim 7 wherein PG in each occurrence is a C 1-20 alkyl chain wherein one or more non-adjacent carbon atoms of the alkyl chain are replaced with oxygen atoms.

10. A light-emitting composition according to claim 9 wherein R 1 in each occurrence has formula (III):
*-(Sp 2 ) b -((O—(CR 4 2 ) m ) p ) c -H  (III)

wherein m independently in each occurrence is at least 1; p is at least 1; and R 4 in each occurrence is independently H or a substituent.

11. A light-emitting composition according to claim 5 wherein the polymer further comprises a repeat unit of formula (XII):

wherein Ar 3 is an aryl or heteroaryl group; R 2 in each occurrence is independently a non-polar substituent; and q is 0 or an integer.

12. A light-emitting composition according to claim 11 wherein R 2 in each occurrence is a C 1-40 hydrocarbyl.

13. A light-emitting composition according to claim 11 wherein Ar 3 is selected from fluorene and phenylene.

14. A light-emitting composition according to claim 1 wherein the fluorene repeat unit Ar 1 has formula (IV):

15. A light-emitting composition according to claim 1 wherein Ar 2 is substituted or unsubstituted aryl.

16. A light-emitting device comprising an anode, a cathode and a light-emitting layer between the anode and the cathode, the light-emitting layer comprising a light-emitting composition according to claim 1 .

17. A light-emitting device according to claim 16 wherein the device is a light-emitting electrochemical cell and the light-emitting layer comprises a salt and an electrolyte.

Assignees

• Cambridge Display Tech Ltd
• Sumitomo Chemical Co

Inventors

• Middleton Helen
• Humphries Martin
• Wilson Richard

Classifications

• C08G2261/364

  containing hetero atoms · CPC title

• C08G2261/411

  Suzuki reactions · CPC title

• C08G2261/312

  Non-condensed aromatic systems, e.g. benzene · CPC title

• C08L65/00

  Compositions of macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain (C08L7/00 - C08L57/00, C08L61/00 take precedence); Compositions of derivatives of such polymers · CPC title

• H01L51/0034 Primary

  Electricity · mapped topic