Class of organic phosphors based on derivatives of benzimidazoxanthenoisoquinolinone for LED lighting

Patent metadata

Field	Value
Publication number	US-10329482-B2
Application number	US-201515521095-A
Country	US
Kind code	B2
Filing date	Oct 19, 2015
Priority date	Oct 21, 2014
Publication date	Jun 25, 2019
Grant date	Jun 25, 2019

Abstract

The invention provides a lighting device including a light source configured to generate light source light and a light converter configured to convert at least part of the light source light into visible converter light. The light converter includes a matrix containing a luminescent material based on derivatives of benzimidazoxanthenoisoquinolinone. The lighting device may include a further luminescent material.

First claim

The invention claimed is:

1. A lighting device comprising (a) a light source configured to generate light source light, and (b) a light converter configured to convert at least part of the light source light into visible converter light, wherein the light converter comprises a matrix containing a luminescent material comprising at least an organic phosphor defined by formula IA, and optionally an organic phosphor defined by formula TB:

wherein G1-G12 are independently selected from hydrogen, halogen, R1, OR1, NHR1, and NR2R1, wherein R1 and R2 are independently selected from C1-C18alkyl, C6-C24aryl, and C6-C24heteroaryl, wherein optionally one or more of G1-G12 is covalently linked to the matrix, and wherein when the organic phosphor defined by formula IB is available in the luminescent material, the phosphor defined by formula IB and the phosphor defined by formula IA have a molar ratio of 1B/1A ≤0.1, wherein at least four of G1-G12 for the organic phosphor IA independently are H, and wherein independently one or more of G2 and G7 for the organic phosphor IA comprise R1 or OR1, with R1 being defined by formula II:

wherein D, E, I, L and M are independently selected from hydrogen, halogen, R3, OR3, NHR3, and NR4R3, and wherein R3 and R4 are independently selected from C1-C18alkyl, C6-C24aryl, and C6-C24heteroaryl.

2. The lighting device according to claim 1 , wherein at least ten of G1-G12 independently are H.

3. The lighting device according to claim 1 , wherein independently one or more of G2 and G7 for the organic phosphor IA comprise R1 or OR1 and wherein R1 comprises a group defined by formula II:

wherein D, E, I, L and M are H, and wherein at least four of G1, G3, G4, G5, G6, G8, G9, G10, G11 and G12 independently are H.

4. The lighting device according to claim 3 , wherein at least eight of G1, G3, G4, G5, G6, G8, G9, G10, G11 and G12 independently are H.

5. The lighting device according to claim 1 , wherein the luminescent material comprising a combination of at least two different organic phosphors defined by formulas IA and IA′ and optionally at least four different organic phosphors defined by formulas IA, IB, IA′ and IB′:

wherein G1-G12 are as defined above, with a molar ratio of IB/1A ≤0.1 and a molar ratio of IB′/1A′≤0.5.

6. The lighting device according to claim 1 , wherein the matrix comprises a polymeric material.

7. The lighting device according to claim 1 , wherein the matrix comprises an aromatic polyester or a copolymer thereof.

8. The lighting device according to claim 1 , wherein one or more of G1, G2, G3, G4, G5, G6, G7, G8, G9, G10, G11, and G12 comprise a covalent link with the matrix.

9. A light converter comprising a matrix containing a luminescent material according to claim 1 .

10. A lighting device comprising (a) a light source configured to generate light source light, and (b) a light converter configured to convert at least part of the light source light into visible converter light, wherein the light converter comprises a matrix containing a luminescent material comprising at least an organic phosphor defined by formula IA, and optionally an organic phosphor defined by formula IB:

wherein G1-G12 are independently selected from hydrogen, halogen, R1, OR1, NHR1, and NR2R1, wherein R1 and R2 are independently selected from C1-C18alkyl, C6-C24aryl, and C6-C24heteroaryl, wherein optionally one or more of G1-G12 is covalently linked to the matrix, and wherein when the organic phosphor defined by formula IB is available in the luminescent material, the phosphor defined by formula IB and the phosphor defined by formula IA have a molar ratio of 1B/1A ≤0.1, wherein one or more of G1-G12 of the organic phosphor IA are independently selected from R1, OR1, NHR1, and NR2R1, wherein one or more of R1 and R2 independently comprise a group defined by formula II:

wherein D, E, I, L and M are independently selected from hydrogen, halogen, R3, OR3, NHR3, and NR4R3, and wherein R3 and R4 are independently selected from C1-C18alkyl, C6-C24aryl, and C6-C24heteroaryl.

11. The lighting device according to claim 10 , wherein at least two of D, E, I, L and M are H.

12. A luminescent material comprising at least an organic phosphor defined by formula IA and optionally also an organic phosphor defined by formula IB:

wherein G1-G12 are independently selected from hydrogen, halogen, R1, OR1, NHR1, and NR2R1, wherein R1 and R2 are independently selected from C1-C18alkyl, C6-C24aryl, and C6-C24heteroaryl, and wherein when the organic phosphor defined by formula IB is available in the luminescent material, the phosphor defined by formula IB and the phosphor defined by formula IA have a molar ratio of 1B/1A ≤0.1, and wherein one or more of G2 and G7 comprises independently a group selected from the group consisting of R1, OR1, NHR1, and NR2R1, and wherein at least four of G1-G12 for the organic phosphor IA independently are H, and wherein independently one or more of G2 and G7 for the organic phosphor IA comprise R1 or OR1, with R1 being defined by formula II;

wherein D, E, I, L and M are independently selected from hydrogen, halogen, R3, OR3, NHR3, and NR4R3, and wherein R3 and R4 are independently selected from C1-C18alkyl, C6-C24aryl, and C6-C24heteroaryl,
the luminescent material, comprising an organic phosphor selected from the group consisting of
6,16-diphenyl-8H-benzo[3,4]isochromeno[7,8,1-def]benzo[4,5]imidazo[1,2-b]isoquinolin-8-one;
6,16-diphenoxy-8H-benzo[3,4]isochromeno[7,8,1-def]benzo[4,5]imidazo[1,2-b]isoquinolin-8-one;
16-phenoxy-8H-benzo[3,4]isochromeno[7,8,1-def]benzo[4,5]imidazo[1,2-b]isoquinolin-8-one;
6,16-bis(4-(2,4,4-trimethylpentan-2-yl)phenoxy)-8H-benzo[3,4]isochromeno[7,8,1-def]benzo[4,5]imidazo[1,2-b]isoquinolin-8-one; and
16-(4-(2,4,4-trimethylpentan-2-yl)phenoxy)-8H-benzo[3,4]isochromeno[7,8,1-def]benzo[4,5]imidazo[1,2-b]isoquinolin-8-one.

13. The luminescent material according to claim 12 , comprising 6,16-diphenyl-8H-benzo[3,4]isochromeno[7,8,1-def]benzo[4,5]imidazo[1,2-b]isoquinolin-8-one.

Assignees

• Signify Holding Bv

Inventors

• Lub Johan
• Van Hal Paulus Albertus
• Hikmet Rifat Ata Mustafa
• Hamon Sylvain Loic Jean-Luc

Classifications

• C09K11/06 Primary

  containing organic luminescent materials · CPC title

• C07D491/16 Primary

  Peri-condensed systems · CPC title

• C07D247/00

  Heterocyclic compounds containing rings having two nitrogen atoms as the only ring hetero atoms, according to more than one of groups C07D229/00 - C07D245/00 · CPC title

• C09K2211/1088

  containing oxygen as the only heteroatom · CPC title

• C09K2211/1044

  containing two nitrogen atoms as heteroatoms · CPC title