Abstract: The pyrromethene-boron complex according to one embodiment of the present invention is a compound represented by general formula (1). This pyrromethene-boron complex is used in a color conversion composition. This color conversion composition and a color conversion film containing the color conversion composition are used in a light source unit a display and an illumination device. (In general formula (1) X represents C-R7 or N and R1-R9 each represent a group selected from predetermined groups wherein R2 and R5 are selected from the groups other than substituted or unsubstituted aryl groups and substituted or unsubstituted heteroaryl groups R2 and R5 are the groups excluding heteroaryl groups having two or more fused rings and at least one of R1-R6 is a fluorine atom-containing group.)
1. A pyrromethene-boron complex being a compound represented by general formula (1),
wherein in general formula (1), X is C-R7 or N, R1 to R7 are each the same or different and are selected from among hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted cycloalkenyl group, a substituted or unsubstituted alkynyl group, a hydroxy group, a thiol group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted aryl ether group, a substituted or unsubstituted aryl thioether group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, a halogen, a cyano group, an aldehyde group, a substituted or unsubstituted carbonyl group, a carboxy group, a substituted or unsubstituted oxycarbonyl group, a substituted or unsubstituted carbamoyl group, a substituted or unsubstituted ester group, a substituted or unsubstituted amide group, a substituted or unsubstituted acyl group, a substituted or unsubstituted sulfonyl group, a substituted or unsubstituted sulfonic acid ester group, a substituted or unsubstituted sulfonamide group, a nitro group, a substituted or unsubstituted silyl group, a substituted or unsubstituted siloxanyl group, a substituted or unsubstituted boryl group, and a substituted or
unsubstituted phosphine oxide group, where R2 and R5 are selected from among the groups other than a substituted or unsubstituted aryl group and a substituted or unsubstituted heteroaryl group; R2 and R5 are groups not containing a heteroaryl group with at least two condensed rings; R8 and R9 are selected from among a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted cycloalkenyl group, a substituted or unsubstituted alkynyl group, a hydroxy group, a thiol group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted aryl ether group, a substituted or unsubstituted aryl thioether group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, a halogen, and a cyano group; and at least one of R1 to R6 is a group containing a fluorine atom.
2. The pyrromethene-boron complex according to claim 1, wherein at least two of R1 to R6 in the general formula (1) are groups containing a fluorine atom.
3. The pyrromethene-boron complex according to claim 1 or 2, wherein at least one of R2 and R5 in the general formula (1) is a group containing a fluorine atom.
4. The pyrromethene-boron complex according to any one of claims 1 to 3, wherein R2 and R5 in the general formula (1) are groups containing a fluorine atom.
5. The pyrromethene-boron complex according to any one of claims 1 to 4, wherein the group containing the fluorine
atom in the general formula (1) is a fluorine-containing acyl group, a fluorine-containing ester group, a fluorine-containing amide group, a fluorine-containing sulfonyl group, a fluorine-containing sulfonic acid ester group, or a fluorine-containing sulfonamide group.
6. The pyrromethene-boron complex according to any one of claims 1 to 5, wherein the group containing the fluorine atom in the general formula (1) is a fluorine-containing ester group.
7. The pyrromethene-boron complex according to any one of claims 1 to 6, wherein at least one of R1, R3, R4, and R6 in the general formula (1) is a substituted or unsubstituted alkyl group.
8. The pyrromethene-boron complex according to any one of claims 1 to 7, wherein R7 in the general formula (1) is a substituted or unsubstituted aryl group.
9. The pyrromethene-boron complex according to any one of claims 1 to 7, wherein the compound represented by the general formula (1) is a compound represented by general formula (2),
in general formula (2), R1 to R6, R8, and R9 are the same as in the general formula (1) , R12 is a substituted or unsubstituted aryl group or a substituted or unsubstituted
heteroaryl group, L is a substituted or unsubstituted arylene group or a substituted or unsubstituted heteroarylene group, and n is an integer of 1 to 5.
10. The pyrromethene-boron complex according to any one of claims 1 to 9, wherein either R8 or R9 in the general formula (1) is a cyano group.
11. The pyrromethene-boron complex according to any one of claims 1 to 10, wherein the compound represented by general formula (1) exhibits a light emission with a peak wavelength observed in a region of 500 to 580 nm inclusive, in response to excitation light.
12. A color conversion composition that converts incident light to light with a longer wavelength than a wavelength of the incident light, the color conversion composition comprising:
the pyrromethene-boron complex according to any one of claims 1 to 11; and a binder resin.
13. The color conversion composition according to claim 12,
comprising:
a light-emitting material (a); and
a light-emitting material (b),
at least one of the light-emitting material (a) and the light-emitting material (b) being the pyrromethene-boron complex,
the light-emitting material (a) being a light-emitting material emitting, in response to excitation light, light having a peak wavelength observed in a region of 500 to 580 nm inclusive, and
the light-emitting material (b) being a light-emitting material emitting, in response to at least one of excitation by excitation light and light emission from the light-emitting material (a), light having a peak wavelength observed in a region of 580 to 750 nm inclusive.
14. The color conversion composition according to claim 13,
wherein content wa of the light-emitting material (a) and
content Wb of the light-emitting material (b) have a
relation wa ^ Wb.
15. The color conversion composition according to any one of claims 12 to 14, further comprising a solvent.
16. The color conversion composition according to any one of claims 12 to 15, wherein the binder resin is a thermoplastic resin.
17. A color conversion film comprising a layer containing the color conversion composition according to any one of claims 12 to 16 or a cured product thereof.
18. The color conversion film according to claim 17, further comprising a barrier film.
19. A light source unit comprising:
a light source; and
the color conversion film according to claim 17 or 18.
20. The light source unit according to claim 19, wherein
the light source is a light-emitting diode having a maximum
light emission in a wavelength range of 430 to 500 nm
inclusive.
21. A display comprising the color conversion film according to claim 17 or 18.
22. An illumination apparatus comprising the color conversion film according to claim 17 or 18.
| # | Name | Date |
|---|---|---|
| 1 | 201947024975-TRANSLATIOIN OF PRIOIRTY DOCUMENTS ETC. [24-06-2019(online)].pdf | 2019-06-24 |
| 2 | 201947024975-STATEMENT OF UNDERTAKING (FORM 3) [24-06-2019(online)].pdf | 2019-06-24 |
| 3 | 201947024975-PROOF OF RIGHT [24-06-2019(online)].pdf | 2019-06-24 |
| 4 | 201947024975-PRIORITY DOCUMENTS [24-06-2019(online)].pdf | 2019-06-24 |
| 5 | 201947024975-POWER OF AUTHORITY [24-06-2019(online)].pdf | 2019-06-24 |
| 6 | 201947024975-FORM 1 [24-06-2019(online)].pdf | 2019-06-24 |
| 7 | 201947024975-DRAWINGS [24-06-2019(online)].pdf | 2019-06-24 |
| 8 | 201947024975-DECLARATION OF INVENTORSHIP (FORM 5) [24-06-2019(online)].pdf | 2019-06-24 |
| 9 | 201947024975-COMPLETE SPECIFICATION [24-06-2019(online)].pdf | 2019-06-24 |
| 10 | 201947024975-CLAIMS UNDER RULE 1 (PROVISIO) OF RULE 20 [24-06-2019(online)].pdf | 2019-06-24 |
| 11 | 201947024975.pdf | 2019-06-28 |
| 12 | Correspondence by Agent _Form 1_08-07-2019.pdf | 2019-07-08 |
| 13 | 201947024975-RELEVANT DOCUMENTS [08-07-2019(online)].pdf | 2019-07-08 |
| 14 | 201947024975-MARKED COPIES OF AMENDEMENTS [08-07-2019(online)].pdf | 2019-07-08 |
| 15 | 201947024975-FORM 13 [08-07-2019(online)].pdf | 2019-07-08 |
| 16 | 201947024975-AMMENDED DOCUMENTS [08-07-2019(online)].pdf | 2019-07-08 |
| 17 | 201947024975-FORM 3 [18-11-2019(online)].pdf | 2019-11-18 |
| 18 | 201947024975-FORM 3 [27-12-2019(online)].pdf | 2019-12-27 |