Composition containing polymer compound and light-emitting device using the same
It is an object of the present invention to provide a composition using a polymer compound, which is useful for manufacturing a blue phosphorescent light-emitting device excellent in luminous efficiency. The present invention provides a composition including: a polymer compound substantially consisting of a constitutional unit selected from a constitutional unit represented by Formula (1)-1 below, a constitutional unit represented by Formula (1)-2 below, a constitutional unit represented by Formula (2)-1 below, a constitutional unit represented by Formula (2)-2 below, and a constitutional unit derived from a phosphorescent light-emitting compound having a light-emitting spectrum peak at smaller than 480 nm and the polymer compound containing at least both of the constitutional unit represented by Formula (1)-1 and the constitutional unit represented by Formula (1)-2; and a phosphorescent light-emitting compound having a light-emitting spectrum peak at smaller than 480 nm.
1. A composition comprising a polymer compound, a phosphorescent light-emitting compound that has a light-emitting spectrum peak at smaller than 480 nm, a phosphorescent light-emitting compound that has a light-emitting spectrum peak at 480 nm or larger and smaller than 580 nm, and a phosphorescent light-emitting compound that has a light-emitting spectrum peak at 580 nm or larger and smaller than 680 nm,
wherein:
the polymer compound comprises greater than 50% (by molarity) of constitutional units that are selected from among a constitutional unit represented by Formula (1)-1, a constitutional unit represented by Formula (1)-2, a constitutional unit represented by Formula (2)-1, and a constitutional unit represented by Formula (2)-2;
the polymer compound contains at least both the constitutional unit represented by Formula (1)-1 and the constitutional unit represented by Formula (1)-2; and
a ratio of a total weight of the phosphorescent light-emitting compound that has a light-emitting spectrum peak at 480 nm or larger and smaller than 580 nm and the phosphorescent light-emitting compound that has a light-emitting spectrum peak at 580 nm or larger and smaller than 680 nm relative to a weight of the phosphorescent light-emitting compound that has a light-emitting spectrum peak at smaller than 480 nm is 0.01 to 0.3;
wherein
R 1 represents an alkyl group, an aryl group, a monovalent aromatic heterocyclic group, an aryloxy group, an aralkyl group, an arylalkoxy group, a substituted amino group, a substituted carbonyl group, a formyl group, a substituted carboxyl group, or a cyano group, and two or more R 1 s that are present in the polymer compound may be the same as or different from each other;
R 2 represents a hydrogen atom, an alkyl group, an aryl group, a monovalent aromatic heterocyclic group, an alkoxy group, an aryloxy group, an aralkyl group, an arylalkoxy group, a substituted amino group, a substituted carbonyl group, a formyl group, a substituted carboxyl group, a fluorine atom, or a cyano group, and two or more R 2 s that are present in the polymer compound may be the same as or different from each other;
R 3 represents an alkyl group, an aryl group, a monovalent aromatic heterocyclic group, or an aralkyl group, and when two or more R 3 s are present in the polymer compound, R 3 s may be the same as or different from each other;
R 4 and R 5 each independently represent a hydrogen atom, an alkyl group, an aryl group, a monovalent aromatic heterocyclic group, an alkoxy group, an aryloxy group, an aralkyl group, an arylalkoxy group, a substituted amino group, a substituted carbonyl group, a formyl group, a substituted carboxyl group, a fluorine atom, or a cyano group, and when two or more R 4 s are present in the polymer compound, R 4 s may be the same as or different from each other, and two or more R 5 s that are present in the polymer compound may be the same as or different from each other;
R 6 represents a hydrogen atom, an alkoxy group, or a fluorine atom, and two or more R 6 s that are present in the polymer compound may be the same as or different from each other; and
R 7 represents a hydrogen atom, an alkoxy group, an aryloxy group, an arylalkoxy group, a substituted amino group, a substituted carbonyl group, a formyl group, a substituted carboxyl group, or a fluorine atom, and when two or more R 7 s are present in the polymer compound, R 7 s may be the same as or different from each other.
2. The composition according to claim 1 , wherein R 1 is an alkyl group, an aryl group, or an aralkyl group.
3. The composition according to claim 1 , wherein R 2 is a hydrogen atom.
4. The composition according to claim 1 , wherein R 3 is an alkyl group, an aryl group, or an aralkyl group.
5. The composition according to claim 4 , wherein R 3 is a methyl group.
6. The composition according to claim 1 , wherein R 5 is a hydrogen atom.
7. The composition according to claim 1 , wherein R 4 is a group represented by Formula (3) and/or a group represented by Formula (4):
wherein
R 8 and R 9 each independently represent an alkyl group, an aryl group, a monovalent aromatic heterocyclic group, or an aralkyl group;
two R 8 s that are present in Formula (3) are optionally linked together; two or more R 8 s that are present in the polymer compound may be the same as or different from each other;
two R 9 s that are present in Formula (4) are optionally linked together; and two or more R 9 s that are present in the polymer compound, may be the same as or different from each other.
8. The composition according to claim 1 , wherein a ratio of a total number of moles of the constitutional unit represented by Formula (1)-2 and the constitutional unit represented by Formula (2)-2 relative to a total number of moles of the constitutional unit represented by Formula (1)-1 and the constitutional unit represented by Formula (2)-1 is 0.1 to 9.0.
9. The composition according to claim 7 , wherein a ratio of a total number of moles of: the constitutional unit represented by Formula (1)-2 and the constitutional unit represented by Formula (2)-2 in which R 4 is the group represented by Formula (3); and the constitutional unit represented by Formula (1)-2 and the constitutional unit represented by Formula (2)-2 in which R 4 is the group represented by Formula (4),
relative to a total number of moles of: the constitutional unit represented by Formula (1)-1; the constitutional unit represented by Formula (2)-1; the constitutional unit represented by Formula (1)-2 in which R 4 is neither the group represented by Formula (3) nor the group represented by Formula (4); and the constitutional unit represented by Formula (2)-2 in which R 4 is neither the group represented by Formula (3) nor the group represented by Formula (4),
is 0.1 to 9.0.
10. The composition according to claim 7 , wherein a ratio of a total number of moles of the constitutional unit represented by Formula (1)-2 and the constitutional unit represented by Formula (2)-2 in which R 4 is the group represented by Formula (3), relative to a total number of moles of the constitutional unit represented by Formula (1)-2 and the constitutional unit represented by Formula (2)-2 in which R 4 is the group represented by Formula (4), is 0.1 to 9.0.
11. The composition according to claim 1 , wherein constitutional units represented by Formula (2)-1 are not substantially adjacent to each other; constitutional units represented by Formula (2)-2 are not substantially adjacent to each other; and the constitutional unit represented by Formula (2)-1 and the constitutional unit represented by Formula (2)-2 are not substantially adjacent to each other.
12. The composition according to claim 1 , wherein the phosphorescent light-emitting compound that has a light-emitting spectrum peak at smaller than 480 nm is an iridium complex.
13. The composition according to claim 12 , wherein the iridium complex has a fluorine atom or a trifluoromethyl group.
14. The composition according to claim 12 , wherein the iridium complex has an alkyl group.
15. The composition according to claim 1 , wherein a ratio of a weight of the phosphorescent light-emitting compound that has a light-emitting spectrum peak at smaller than 480 nm relative to a weight of the polymer compound is 0.05 to 0.5.
16. The composition according to claim 1 , further comprising:
one or more types of material selected from the group consisting of a hole transport material, an electron transport material, and a light-emitting material except for a phosphorescent light-emitting material.
17. The composition according to claim 16 , wherein the electron transport material is an electron transport material having a structure represented by Formula (5):
wherein
R 10 represents an alkyl group, an aryl group, a monovalent aromatic heterocyclic group, or an aralkyl group; three R 10 s are optionally linked together; and three R 10 s that are present in the polymer compound may be the same as or different from each other.
18. A liquid composition comprising:
the composition according to claim 1 and a solvent.
19. A film comprising:
the composition according to claim 1 .
20. A light-emitting device comprising:
an anode and a cathode; and
a layer that is provided between the anode and the cathode and that comprises the composition according to claim 1 .
21. The light-emitting device according to claim 20 , wherein the layer is a light-emitting layer.
22. A surface light source comprising the light-emitting device according to claim 20 .
23. A display device comprising the light-emitting device according to claim 20 .
24. The composition according to claim 1 , wherein the polymer compound consists of constitutional units that are selected from among the constitutional unit represented by Formula (1)-1, the constitutional unit represented by Formula (1)-2, the constitutional unit represented by Formula (2)-1, and the constitutional unit represented by Formula (2)-2.
25. The composition according to claim 1 , wherein the ratio of the total weight of the phosphorescent light-emitting compound that has a light-emitting spectrum peak at 480 nm or larger and smaller than 580 nm and the phosphorescent light-emitting compound that has a light-emitting spectrum peak at 580 nm or larger and smaller than 680 nm relative to the weight of the phosphorescent light-emitting compound that has a light-emitting spectrum peak at smaller than 480 nm is 0.01 to 0.2.
26. The composition according to claim 1 , wherein the ratio of the total weight of the phosphorescent light-emitting compound that has a light-emitting spectrum peak at 480 nm or larger and smaller than 580 nm and the phosphorescent light-emitting compound that has a light-emitting spectrum peak at 580 nm or larger and smaller than 680 nm relative to the weight of the phosphorescent light-emitting compound that has a light-emitting spectrum peak at smaller than 480 nm is 0.03 to 0.2.