Ink composition, organic electroluminescence element, and electronic apparatus

Patent metadata

Field	Value
Publication number	US-9650519-B2
Application number	US-201515120822-A
Country	US
Kind code	B2
Filing date	Mar 10, 2015
Priority date	Mar 14, 2014
Publication date	May 16, 2017
Grant date	May 16, 2017

Abstract

Provided is an ink composition including the following components (A), (B), and (C).
The component (A) is an anthracene derivative represented by the following formula (A1).
The component (B) is an aromatic amine derivative represented by the following formula (B1).
The component (C) is a solvent represented by the following formula (C1) and having a boiling point of 110° C. or higher and a solubility of 1 wt % or less in water.

where one or more of Ar1 to Ar4 are a heterocyclic group represented by a formula (B1′).

First claim

The invention claimed is:

1. An ink composition comprising:
the following component (A);
the following component (B); and
the following component (C),
the component (A) being an anthracene derivative represented by the following formula (A1):

in the formula (A1), L is one of a single bond, a substituted or unsubstituted arylene group including 6 to 50 ring-forming carbon atoms, and a heteroarylene group including 5 to 50 ring-forming atoms, each of A1 and A2 is one of a substituted or unsubstituted aryl group including 6 to 50 ring-forming carbon atoms, and a heteroaryl group including 5 to 50 ring-forming atoms, l is an integer of 0 to 9, m is an integer of 0 to 8, and X is one of an oxygen atom and a nitrogen atom, where when each of l and m is 2 or more, a plurality of A1's are the same as or different from one another, a plurality of A2's are the same as or different from one another, adjacent A1's are optionally bonded to form a ring, and adjacent A2's are optionally bonded to form a ring,
the component (B) being an aromatic amine derivative represented by the following formula (B1):

in the formula (B1), each of R1 to R8 is one of a hydrogen atom and a substituent group, and each of Ar1 to Ar4 is one of a substituted or unsubstituted aryl group including 6 to 30 ring-forming carbon atoms, and a substituted or unsubstituted heterocyclic group including 5 to 30 ring-forming atoms, where one or more of Ar1 to Ar4 are a heterocyclic group represented by the following formula (B1′),

in the formula (B1′), each of R11 to R17 is one of a hydrogen atom and a substituent group, adjacent substituent groups in R11 to R17 optionally form a saturated or unsaturated ring, and X1 is one of an oxygen atom and a sulfur atom, and
the component (C) being a solvent represented by the following formula (C1) and having a boiling point of 110° C. or higher and a solubility of 1 wt % or less in water:

in the formula (C1), R is a substituent group, and n is an integer of 1 to 6 both inclusive, where when n is 2 or more, a plurality of R's are the same as or different from one another.

2. The ink composition according to claim 1 , wherein the anthracene derivative is represented by the following formula (A2):

in the formula (A2), L, A1, A2, m, and X are respectively the same as L, A1, A2, m, and X in the formula (A1).

3. The ink composition according to claim 2 , wherein the anthracene derivative is represented by the following formula (A3):

in the formula (A3), L, A1, A2, m, and X are respectively the same as L, A1, A2, m, and X in the formula (A1).

4. The ink composition according to claim 3 , wherein the anthracene derivative is represented by the following formula (A4):

in the formula (A4), A1 and A2 are respectively the same as A1 and A2 in the formula (A1).

5. The ink composition according to claim 2 , wherein the anthracene derivative is represented by the following formula (A5):

in the formula (A5), L, A1, A2, and m are respectively the same as L, A1, A2, and m in the formula (A1).

6. The ink composition according to claim 1 , wherein each of A1 and A2 is a substituted or unsubstituted aryl group including 6 to 50 ring-forming carbon atoms.

7. The ink composition according to claim 6 , wherein each of A1 and A2 is one of a substituted or unsubstituted phenyl group and a substituted or unsubstituted naphthyl group.

8. The ink composition according to claim 1 , wherein a substituent group in the “substituted or unsubstituted . . . ” in A1 and A2 is selected from a group consisting of a substituted or unsubstituted aryl group including 6 to 50 ring-forming carbon atoms, a substituted or unsubstituted alkyl group including 1 to 50 carbon atoms, a substituted or unsubstituted alkoxy group including 1 to 50 carbon atoms, a substituted or unsubstituted aralkyl group including 7 to 50 carbon atoms, a substituted or unsubstituted aryloxy group including 5 to 50 ring-forming carbon atoms, a halogen atom, and a cyano group, and adjacent substituent groups optionally form a saturated or unsaturated ring.

9. The ink composition according to claim 1 , wherein the aromatic amine derivative is represented by the following formula (B2):

in the formula (B2), R1 to R8, Ar2, and Ar4 are respectively the same as R1 to R8, Ar2, and Ar4 in the formula (B1), each of R21 to R27 and R31 to R37 is one of a hydrogen atom and a substituent group, and adjacent substituent groups in R21 to R27, and R31 to R37 optionally form a saturated or unsaturated ring, and each of X2 and X3 is one of an oxygen atom and a sulfur atom.

10. The ink composition according to claim 1 , wherein each of the substituent groups of R1 to R8, R11 to R17, R21 to R27, and R31 to R37 in the component (B) is one of a halogen atom, a substituted or unsubstituted alkyl group including 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group including 3 to 10 ring-forming carbon atoms, a substituted or unsubstituted silyl group, a cyano group, and a substituted or unsubstituted aryl group including 6 to 30 carbon atoms.

11. The ink composition according to claim 9 , wherein each of Ar2 and Ar4 in the formula (B2) is a substituted or unsubstituted aryl group including 6 to 30 ring-forming carbon atoms.

12. The ink composition according to claim 11 , wherein each of Ar2 and Ar4 in the formula (B2) is a substituted or unsubstituted phenyl group.

13. The ink composition according to claim 9 , wherein in the formula (B2), each of R27 and R37 is one of a substituted or unsubstituted alkyl group including 1 to 20 carbon atoms, a substituted or unsubstituted silyl group, and a substituted or unsubstituted aryl group including 6 to 20 ring-forming carbon atoms, and each of R21 to R26 and R31 to R36 is a hydrogen atom.

14. The ink composition according to claim 9 , wherein each of R1 to R8 in the formula (B2) is a hydrogen atom.

15. The ink composition according to claim 9 , wherein in the formula (B2), R2 is one of a halogen atom, a substituted or unsubstituted alkyl group including 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group including 3 to 10 ring-forming carbon atoms, a substituted or unsubstituted silyl group, and a substituted or unsubstituted aryl group including 6 to 30 ring-forming carbon atoms, and each of R1 and R3 to R8 is a hydrogen atom.

16. The ink composition according to claim 9 , wherein in the formula (B2), each of R2 and R6 is one of a halogen atom, a substituted or unsubstituted alkyl group including 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group including 3 to 10 ring-forming carbon atoms, a su

Assignees

• Sony Corp

Inventors

• Funahashi Masakazu
• Yoshinaga Tadahiko
• Kambe Emiko

Classifications

• H01L51/0007

  Electricity · mapped topic

• H01L51/0052

  Electricity · mapped topic

• C09D11/033

  characterised by the solvent · CPC title

• H01L51/0072

  Electricity · mapped topic

• C09K2211/1088

  containing oxygen as the only heteroatom · CPC title