Blue luminescent compounds
US-2015014675-A1 · Jan 15, 2015 · US
US9691983B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9691983-B2 |
| Application number | US-201113809971-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jul 13, 2011 |
| Priority date | Jul 16, 2010 |
| Publication date | Jun 27, 2017 |
| Grant date | Jun 27, 2017 |
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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.
Opening claim text (preview).
The invention claimed is: 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
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