IP Library Granted Patent US 9,391,278
Granted Patent B2
US 9,391,278 · App. 14/575,005 · Granted Jul 12, 2016

Polymer compound, charge-transporting polymer, composition for organic electroluminescent element, organic electroluminescent element, organic EL display device, and organic EL light

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Quick Facts
Patent No.
US 9,391,278
App. No.
14/575,005
Granted
Jul 12, 2016
Kind
B2
Abstract

The present invention provides a polymer compound and charge transporting polymer having a high hole injecting and transporting performance, a composition for organic electroluminescent element containing the charge transporting polymer, and an organic electroluminescent element. The polymer compound of the present invention comprises a specific group having a benzocyclobutene ring.

Claims (38)

1. A polymer compound comprising a group represented by the following formula (1) as a side chain connecting to a carbon atom:

wherein

the carbon atom to which the group represented by formula (1) connects is a carbon atom that is the center of sp 3 hybrid orbitals which is not a part of a cyclic structure,

wherein

the benzocyclobutene ring is optionally substituted, and the substituents may connect to each other to form a ring,

Ar 1 represents an optionally substituted aromatic hydrocarbon group or an optionally substituted aromatic heterocyclic group,

n represents an integer of 1 to 6, and

n Ar 1 s may be the same or different.

2. The polymer compound according to claim 1 , comprising a nitrogen atom that is the center of sp 3 hybrid orbitals in the main chain.

3. The polymer compound according to claim 1 , comprising a monovalent, or divalent or higher group derived from a fluorene ring as a substructure.

4. The polymer compound according to claim 1 , having a weight average molecular weight (Mw) of 20,000 or more and a dispersition (Mw/Mn) of 2.5 or less, wherein Mn represents a number average molecular weight.

5. The polymer compound according to claim 4 , having a weight average molecular weight (Mw) of 60,000 or more and a dispersition (Mw/Mn) of 2.0 or less.

6. The polymer compound according to claim 1 , comprising a repeating unit represented by formula (2):

wherein

m represents an integer of 0 to 3,

Ar 11 and Ar 12 each independently represent a direct bond, an optionally substituted aromatic hydrocarbon group, or an optionally substituted aromatic heterocyclic group,

Ar 13 to Ar 15 each independently represent an optionally substituted aromatic hydrocarbon group or an optionally substituted aromatic heterocyclic group, and

m Ar 14 s or m Ar 15 s may each be the same or different,

with the proviso that Ar 11 and Ar 12 are not direct bonds at the same time.

7. The polymer compound according to claim 1 , comprising a repeating unit represented by formula (3):

wherein

p represents an integer of 1 to 6, q represents an integer of 0 to 3,

Ar 21 and Ar 22 each independently represent a direct bond, an optionally substituted aromatic hydrocarbon group, or an optionally substituted aromatic heterocyclic group,

Ar 23 to Ar 27 each independently represent an optionally substituted aromatic hydrocarbon group or an optionally substituted aromatic heterocyclic group,

R 1 represents a hydrogen atom, an optionally substituted alkyl group having 1 to 24 carbon atoms, an optionally substituted alkoxy group having 1 to 24 carbon atoms, an optionally substituted aromatic hydrocarbon group, or an optionally substituted aromatic heterocyclic group,

p Ar 27 s may be the same or different, and

q Ar 24 s or q Ar 25 s may each be the same or different,

with the proviso that Ar 21 and Ar 22 are not direct bonds at the same time.

8. The polymer compound according to claim 1 , wherein the number of groups represented by formula (1) is 0.01 or more and 3 or less per 1,000 of the molecular weight.

9. A charge-transporting polymer comprising the polymer compound of claim 1 , the polymer compound having charge-transporting properties.

10. A composition, comprising the charge-transporting polymer of claim 9 .

11. An organic electroluminescent element comprising, on a substrate, an anode, a cathode, and an organic layer between the anode and the cathode,

the organic layer comprising a layer formed by a wet film-forming method employing the composition for an organic electroluminescent element of claim 10 .

12. The organic electroluminescent element according to claim 11 , wherein the layer formed by a wet film-forming method is at least one of an hole injection layer and a hole transport layer.

13. The organic electroluminescent element according to claim 11 , comprising an hole injection layer, a hole transport layer, and a light-emitting layer between the anode and the cathode,

the hole injection layer, the hole transport layer, and the light-emitting layer all being formed by a wet film-forming method.

14. An organic EL display device comprising the organic electroluminescent element of claim 11 .

15. An organic EL light comprising the organic electroluminescent element of claim 11 .

Assignments (3)
CHANGE OF NAME Recorded Sep 5, 2017
From: MITSUBISHI RAYON CO., LTD.
To: MITSUBISHI CHEMICAL CORPORATION
Reel/Frame 043750/0834 →
MERGER Recorded Sep 4, 2017
From: MITSUBISHI CHEMICAL CORPORATION
To: MITSUBISHI RAYON CO., LTD.
Reel/Frame 043750/0207 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 18, 2014
From: IIDA, KOICHIRO; BABA, TATSUSHI; LI, YANJUN
To: MITSUBISHI CHEMICAL CORPORATION
Reel/Frame 034547/0561 →