Polymer blend, organic light-emitting diode including polymer blend, and method of controlling charge mobility of emission layer including polymer blend

Patent metadata

Field	Value
Publication number	US-9631085-B2
Application number	US-201213632772-A
Country	US
Kind code	B2
Filing date	Oct 1, 2012
Priority date	Apr 4, 2010
Publication date	Apr 25, 2017
Grant date	Apr 25, 2017

Abstract

A polymer blend including a first polymer having a unit represented by Formula 1 and a second polymer having a unit represented by Formula 2:

wherein in Formulae 1 and 2, R 1 through R 13 , l, and m are the same as defined in the detailed description.

First claim

What is claimed is:

1. A polymer blend comprising a first polymer comprising a unit represented by Formula 1 and a second polymer comprising a unit represented by Formula 2:

wherein R 1 through R 4 , R 9 , R 10 , R 12 , and R 13 are each independently hydrogen, deuterium, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, an ester group, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 1 -C 30 alkenyl group, a substituted or unsubstituted C 1 -C 30 alkynyl group, a substituted or unsubstituted C 3 -C 30 cycloalkyl group, a substituted or unsubstituted C 3 -C 30 cycloalkenyl group, a substituted or unsubstituted C 1 -C 30 alkoxy group, a substituted or unsubstituted C 6 -C 30 aryl group, a substituted or unsubstituted C 6 -C 30 aryloxy group, a substituted or unsubstituted C 6 -C 30 arylthio group, a substituted or unsubstituted C 2 -C 30 heteroaryl group, —N(Q 1 )(Q 2 ), or —Si(Q 3 )(Q 4 )(Q 5 );
R 5 and R 6 are n-octyloxy groups;
R 7 and R 8 are hyrdrogen;
R 11 is a 4-methoxynaphthyl group;
Q 1 through Q 5 are each independently hydrogen, deuterium, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, an ester group, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 30 alkyl group, a C 2 -C 30 alkenyl group, a C 2 -C 30 alkynyl group, a C 3 -C 30 cycloalkyl group, a C 6 -C 30 aryl group, or a C 2 -C 30 heteroaryl group; and
in Formula 2, l is an integer of 1 to 10 and m is an integer of 1 to 3, wherein l and m represent the molar ratio of each subunit in Formula 2,
wherein a mole ratio of l to m of Formula 2 is in a range of about 1:1 to about 5:1.

2. The polymer blend of claim 1 , wherein the first polymer and the second polymer have blue light emission properties.

3. The polymer blend of claim 1 , wherein the first polymer is an electron transporting polymer, and the second polymer is a hole transporting polymer.

4. The polymer blend of claim 1 , wherein a molecular weight average of the first polymer is in a range of about 1,000 Da to about 2,000,000 Da.

5. The polymer blend of claim 1 , wherein a molecular weight average of the second polymer is in a range of about 1,000 Da to about 2,000,000 Da.

6. The polymer blend of claim 1 , wherein the first polymer comprises a copolymer of at least two of the units represented by Formula 1, wherein the at least two units are different from each other.

7. The polymer blend of claim 1 , wherein the second polymer comprises a blend of at least two different polymers each having the unit represented by Formula 2.

8. The polymer blend of claim 1 , wherein an amount of the first polymer is in a range of about 10 wt % to about 90 wt %, and an amount of the second polymer is in a range of about 10 wt % to about 90 wt %.

9. The polymer blend of claim 1 , wherein R 1 and R 2 are each independently a C 1 -C 10 alkyl group, a C 6 -C 12 aryl group covalently linked to an alkyl group, or a C 6 -C 12 aryl group covalently linked to an alkoxy group, and R 3 and R 4 are each independently hydrogen, deuterium, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, a carboxyl group or a salt thereof, an ester group, a C 1 -C 10 alkyl group, a C 6 -C 12 aryl group covalently linked to an alkyl group, or a C 6 -C 12 aryl group covalently linked to an alkoxy group.

10. The polymer blend of claim 1 , wherein R 9 and R 10 are each independently hydrogen, deuterium, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a carboxyl group or a salt thereof, an ester group, a C 1 -C 10 alkyl group, a C 6 -C 12 aryl group covalently linked to an alkyl group, or a C 6 -C 12 aryl group covalently linked to an alkoxy group.

11. The polymer blend of claim 1 , wherein R 12 and R 13 are each independently hydrogen, deuterium, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, a carboxyl group or a salt thereof, an ester group, a C 1 -C 10 alkyl group, a C 6 -C 12 aryl group covalently linked to an alkyl group, or a C 6 -C 12 aryl group covalently linked to an alkoxy group.

12. The polymer blend of claim 1 , wherein R 1 and R 2 are each independently a C 1 -C 10 alkyl group, a C 6 -C 12 aryl group covalently linked to an alkyl group, or a C 6 -C 12 aryl group covalently linked to an alkoxy group; and R 3 , R 4 , R 9 , R 10 , R 12 , and R 13 are each independently hydrogen, deuterium, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, a carboxyl group or a salt thereof, an ester group, a C 1 -C 10 alkyl group, a C 6 -C 12 aryl group covalently linked to an alkyl group, or a C 6 -C 12 aryl group covalently linked to an alkoxy group.

13. The polymer blend of claim 1 , wherein the first polymer is a polymer is a polymer having a unit represented by Formula 3, and the second polymer is a polymer having a unit represented by Formula 4:

wherein in Formula 4, n is a molar fraction of spirofluorene derivative units, an integer of 1 to 4 and o is a molar fraction of N-aryl phenoxazine derivative units, an integer of 1 to 3.

14. The polymer blend of claim 1 , wherein the second polymer is a polymer having a unit represented by Formula 4:

wherein in Formula 4, n is a molar fraction of spirofluorene derivative units, an integer of 1 to 4 and o is molar fraction of N-aryl phenoxazine derivative units, an integer of 1 to 3.

15. An organic light-emitting diode comprising:
a first electrode;
a second electrode; and
an organic layer disposed between the first electrode and the second electrode,
wherein the organic layer comprises an emission layer comprising the polymer blend according to claim 1 .

16. The organic light-emitting diode of claim 15 , wherein the organic layer further comprises a hole injection layer, a hole transport layer, an electron injection layer, an electron transport layer, a hole blocking layer, or an electron blocking layer.

17. The organic light-emitting diode of claim 15 , wherein the emission layer emits blue light.

18. A method of controlling charge mobility of an emission layer of an organic light-emitting diode, the method comprising adjusting a composition ratio of the first polymer to the second polymer of the organic light-emitting diode of claim 15 .

19. The method of claim 18 , wherein electron mobility is increased by increasing the amount of the first polymer.

20. The method of claim 18 , wherein hole mobility is increased by increasing the amount of the second polymer.

Assignees

• Joo Won-Jae
• Park Youn-Jung
• Jung Yong-Sik
• Samsung Electronics Co Ltd

Inventors

• Joo Won-Jae
• Park Youn-Jung
• Jung Yong-Sik

Classifications

• C09K2211/1475

  containing nitrogen and oxygen as heteroatoms · CPC title

• C08G2261/3245

  containing nitrogen and oxygen as heteroatoms · CPC title

• H01L51/0037

  Electricity · mapped topic

• H05B33/14

  characterised by the chemical or physical composition or the arrangement of the electroluminescent material {, or by the simultaneous addition of the electroluminescent material in or onto the light source} · CPC title

• C09K11/06

  containing organic luminescent materials · CPC title