IP Library Granted Patent US 10,329,482
Granted Patent B2
US 10,329,482 · App. 15/521,095 · Granted Jun 25, 2019

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

Inventors: Johan Lub (Valkenswaard, NL); Paulus Albertus Van Hal (Waalre, NL); Rifat Ata Mustafa Hikmet (Eindhoven, NL); Sylvain Loic Jean-Luc Hamon (Groningen, NL)
Assignee: SIGNIFY HOLDING B.V.
C09K11/06C07D247/00C07D491/16C09K11/025H01L33/50H01L33/502H01L51/0053H01L51/0071H01L51/0072H05B33/14C09K2211/1018C09K2211/1044C09K2211/1048C09K2211/1088G02F1/133621G02F2001/133614
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Quick Facts
Patent No.
US 10,329,482
App. No.
15/521,095
Granted
Jun 25, 2019
Kind
B2
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.

Claims (27)

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.

Assignments (3)
CHANGE OF NAME Recorded Apr 30, 2019
From: PHILIPS LIGHTING HOLDING B.V.
To: SIGNIFY HOLDING B.V.
Reel/Frame 050340/0166 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 30, 2019
From: KONINKLIJKE PHILIPS N.V.
To: PHILIPS LIGHTING HOLDING B.V.
Reel/Frame 049029/0455 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 5, 2017
From: LUB, JOHAN; VAN HAL, PAULUS ALBERTUS; HIKMET, RIFAT ATA MUSTAFA; HAMON, SYLVAIN LOIC JEAN-LUC
To: KONINKLIJKE PHILIPS N.V.
Reel/Frame 044294/0364 →
Priority Claims (2)
WO PCT/EP2014/072560 · Oct 21, 2014 · international
EP 15154537 · Feb 10, 2015 · regional
Continuity (1)
Related Publication 20180016491A1 · Jan 18, 2018