Polymer, composition for organic electroluminescent element, organic electroluminescent element, organic EL display device, organic EL lighting, and manufacturing method for organic electroluminescent element

Patent metadata

Field	Value
Publication number	US-11943997-B2
Application number	US-202017022243-A
Country	US
Kind code	B2
Filing date	Sep 16, 2020
Priority date	Mar 16, 2018
Publication date	Mar 26, 2024
Grant date	Mar 26, 2024

Abstract

Provided are: a highly durable polymer having a high hole-injection/transport capacity; and a composition for an organic electroluminescent element, which contains the polymer. The polymer contains a repeating unit represented by the following Formula (1) or a repeating unit represented by the following Formula (2) (wherein, Ar 1 and Ar 2 each represent an aromatic hydrocarbon group optionally having a substituent, or an aromatic heterocyclic group optionally having a substituent; X represents —C(R 7 )(R 8 )—, —N(R 9 )—, or —C(R 11 )(R 12 )—C(R 13 )(R 14 )—; R 1 and R 2 as well as R 3 and R 6 each independently represent an alkyl group optionally having a substituent; R 4 and R 5 each independently represent an alkyl group optionally having a substituent, an alkoxy group optionally having a substituent, or an aralkyl group optionally having a substituent; and R 7 to R 9 and R 11 to R 14 each independently represent hydrogen, an alkyl group optionally having a substituent, an aralkyl group optionally having a substituent, or an aromatic hydrocarbon group optionally having a substituent).

First claim

The invention claimed is:

1. A polymer, comprising a repeating unit represented by the following Formula (1):

wherein, in Formula (1),
Ar 1 represents an aromatic hydrocarbon group optionally having a substituent, or an aromatic heterocyclic group optionally having a substituent,
at least one Ar 1 is represented by the following Formula (10):

wherein,
Ar 11 and Ar 12 each independently represent a divalent aromatic hydrocarbon group optionally having a substituent, or an aromatic heterocyclic group optionally having a substituent;
Ar 13 to Ar 15 each independently represent a hydrogen atom or a substituent; and
* represents a binding position;
X represents —C(R 7 )(R 8 )—, —N(R 9 )—, or —C(R 11 )(R 12 )—C(R 13 )(R 14 )—;
R 1 and R 2 each independently represent an alkyl group optionally having a substituent;
R 7 to R 9 and R 11 to R 14 each independently represent hydrogen, an alkyl group optionally having a substituent, an aralkyl group optionally having a substituent, or an aromatic hydrocarbon group optionally having a substituent;
a and b each independently represent an integer of 0 to 4, with (a+b) being 1 or larger;
c represents an integer of 1 to 3;
d represents an integer of 0 to 4; and
when there are plural R 1 s and R 2 s in the repeating unit, the R 1 s and the R 2 s are optionally the same or different.

2. The polymer according to claim 1 , further comprising a repeating unit represented by the following Formula (4):

wherein,
Ar 3 represents an aromatic hydrocarbon group optionally having a substituent, or an aromatic heterocyclic group optionally having a substituent; and
Ar 4 represents a divalent aromatic hydrocarbon group optionally having a substituent, a divalent aromatic heterocyclic group optionally having a substituent, or a divalent group formed by plural aromatic hydrocarbon groups optionally having a substituent and/or plural aromatic heterocyclic groups optionally having a substituent that are linked together directly or via a linking group.

3. The polymer according to claim 2 , wherein at least one Ar 3 is represented by the following Formula (10):

wherein,
Ar 11 and Ar 12 each independently represent a divalent aromatic hydrocarbon group optionally having a substituent, or an aromatic heterocyclic group optionally having a substituent;
Ar 13 to Ar 15 each independently represent a hydrogen atom or a substituent; and
* represents a binding position.

4. The polymer according to claim 2 , wherein at least one Ar 3 is a 2-fluorenyl group optionally having a substituent.

5. The polymer according to claim 1 , further comprising a repeating unit represented by the following Formula (5):

wherein,
i and j each independently represent an integer of 0 to 3;
(i+j) is 1 or larger;
k represents 0 or 1;
X represents —C(R 7 )(R 8 )—, —N(R 9 )—, or —C(R 11 )(R 12 )—C(R 13 )(R 14 )—; and
R 7 to R 9 and R 11 to R 14 each independently represent hydrogen, an alkyl group optionally having a substituent, an aralkyl group optionally having a substituent, or an aromatic hydrocarbon group optionally having a substituent.

6. The polymer according to claim 5 , wherein
Ar 4 in Formula (4) is the repeating unit represented by Formula (5) wherein k is 1, and
the repeating unit represented by Formula (5) is linked with N in Formula (4).

7. The polymer according to claim 5 , comprising a repeating unit represented by the following Formula (14):

wherein, Ar 2 , R 3 , R 4 , R 5 , R 6 , p, q, l, m, n, Ar 3 , X, i, j, and k are each the same as in Formula (2), (4) or (5).

8. The polymer according to claim 7 , wherein, in Formula (14),
X is —C(CH 3 )(CH 3 )—,
i=j=k=1, and
Ar 2 and Ar 3 are each independently the following Formula (15) or the following Formula (16), with a proviso that Formulae (15) and (16) each optionally have a substituent and * represents a bond with N in Formula (14):

9. The polymer according to claim 8 , wherein Formula (15) or (16) has a substituent that is at least one selected from substituents Z and a crosslinkable group,
Substituents Z: an alkyl group, an alkenyl group, an alkynyl group, an alkoxy group, an aryloxy group, a heteroaryloxy group, an alkoxycarbonyl group, a dialkylamino group, a diarylamino group, an arylalkylamino group, an acyl group, a halogen atom, haloalkyl group, an alkylthio group, an arylthio group, an silyl group, an siloxy group, a cyano group, an aromatic hydrocarbon group and an aromatic heterocyclic group; these substituents optionally contain a linear, branched, or cyclic structure.

10. The polymer according to claim 1 , further comprising a repeating unit represented by the following Formula (6):

(wherein,
t represents an integer of 1 to 10;
R 15 and R 16 each independently represent a hydrogen atom, an alkyl group optionally having a substituent, an aromatic hydrocarbon group optionally having a substituent, or an aromatic heterocyclic group optionally having a substituent; and
when there are plural R 15 s and R 16 s, the R 15 s and the R 16 s are optionally the same or different).

11. The polymer according to claim 1 , further comprising a repeating unit represented by the following Formula (7):

wherein,
Ar 5 represents an aromatic hydrocarbon group optionally having a substituent, or an aromatic heterocyclic group optionally having a substituent;
R 17 to R 19 each independently represent an alkyl group optionally having a substituent, an alkoxy group optionally having a substituent, an aralkyl group optionally having a substituent, an aromatic hydrocarbon group optionally having a substituent, or an aromatic heterocyclic group optionally having a substituent;
f, g, and h each independently represent an integer of 0 to 4, with (f+g+h) being 1 or larger; and
e represents an integer of 0 to 3.

12. The polymer according to claim 1 , wherein a terminal group of the polymer is an aromatic hydrocarbon group optionally having a substituent composed of a hydrocarbon.

13. The polymer according to claim 1 , comprising a crosslinkable group as a substituent.

14. The polymer according to claim 13 , wherein the crosslinkable group is a group that comprises a cyclobutene ring condensed with an aromatic ring, or an alkenyl group bound to an aromatic ring.

15. The polymer according to claim 1 , having a weight-average molecular weight (Mw) of not less than 10,000, and a degree of dispersi

Assignees

• Mitsubishi Chem Corp

Inventors

• Li Yanjun
• Umemoto Tomokazu
• Gorohmaru Hideki
• Iida Koichiro
• Adachi Kouji

Classifications

• C08G2261/52

  Luminescence · CPC title

• H10K59/00

  Integrated devices, or assemblies of multiple devices, comprising at least one organic light-emitting element covered by group H10K50/00 · CPC title

• G09F9/30

  in which the desired character or characters are formed by combining individual elements (panels comprising a number of electrodes in a single cell controlling light arriving from an independent light source, e.g. electro-optical or magneto-optical cell, G02F1/00) · CPC title

• C09K11/06

  containing organic luminescent materials · CPC title

• C08G73/0206

  Polyalkylene(poly)amines · CPC title