IP Library Granted Patent US 10,756,241
Granted Patent B2
US 10,756,241 · App. 15/327,610 · Granted Aug 25, 2020

Siloxane ligands to be used for dispersing quantum dots in silicone hosts to obtain color converters for LED lighting

Inventors: Johan Lub (Valkenswaard, NL); Patrick John Baesjou (Eindhoven, NL); Marcel Rene Bohmer (Eindhoven, NL)
Assignee: Lumileds LLC
H01L33/502C08G77/388C08K11/00C08L83/08C09K11/025C09K11/08C09K11/883H01L33/507B82Y20/00B82Y40/00C08G77/26C08K2201/001C08K2201/011H01L33/501Y10S977/774Y10S977/783Y10S977/892Y10S977/95
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Quick Facts
Patent No.
US 10,756,241
App. No.
15/327,610
Granted
Aug 25, 2020
Kind
B2
Abstract

The invention provides a luminescent material comprising wavelength converter nanoparticles ( 120 ) with siloxane polymer capping ligands ( 130 ) associated to the wavelength converter nanoparticles ( 120 ), wherein the siloxane polymer capping ligands ( 130 ) comprise siloxane polymers which comprise at least one capping group comprising a terminal carboxylic acid group, wherein the capping group comprises in total at least six carbon atoms.

Claims (33)

1. A luminescent material comprising wavelength converter nanoparticles with siloxane polymer capping ligands associated to the wavelength converter nanoparticles, wherein the siloxane polymer capping ligands comprise siloxane polymers which comprise at least one capping group comprising a terminal carboxylic acid group, wherein the capping group comprises in total at least six carbon atoms, wherein the total number of carbon atoms in the capping group is equal to or less than 20 carbon atoms, wherein the capping group comprises —(CH 2 ) 3 —NH—CO—(CH 2 ) x —COOH, and wherein 4≤x≤6.

2. The luminescent material according to claim 1 , wherein the capping group is a capping side group, and wherein the wavelength converter nanoparticles comprise quantum dots.

3. The luminescent material according to claim 1 , wherein x=6.

4. The luminescent material according to claim 1 , wherein the siloxane polymers have a Mw of at least 22 kg/mole.

5. A wavelength converter comprising a siloxane polymer matrix with wavelength converter nanoparticles embedded therein with siloxane polymer capping ligands associated to the wavelength converter nanoparticles, wherein the siloxane polymer capping ligands comprise siloxane polymers which comprise at least one capping group comprising a terminal carboxylic acid group, wherein the capping group comprises in total at least six carbon atoms and wherein the total number of carbon atoms in the capping group is equal to or less than 20 carbon atoms, wherein the capping group comprises —(CH 2 ) 3 —NH—CO—(CH 2 )x—COOH, wherein 4≤x≤6, and wherein the siloxane polymer matrix comprises matrix siloxane polymers, with cross-links between one or more of (i) matrix siloxane polymers and (ii) matrix siloxane polymers and capping ligand siloxane polymers.

6. The wavelength converter according to claim 5 , wherein x=6, wherein the capping group is a capping side group, and wherein the siloxane polymers have a Mw of at least 22 kg/mole.

7. The wavelength converter according to claim 5 , wherein the capping ligands comprise siloxane capping ligands having x1 Si backbone elements, wherein the matrix siloxane polymers have y1 Si backbone elements, wherein x1 is at least 20, wherein y1 is at least 2, and wherein x1/y1≥0.8.

8. The wavelength converter according to claim 5 , wherein the capping ligands comprise siloxane capping ligands having x1 Si backbone elements, wherein the siloxane polymer matrix comprises siloxane polymers of a first type and siloxane polymers of a second type, wherein at least part of the second type of siloxane polymers are cross-linked, wherein the siloxane polymers of the first type comprise short chain siloxane polymers having s1 Si backbone elements, wherein the siloxane polymers of the second type comprise siloxane polymers having y1 Si backbone elements, and wherein x1/s1≥0.8, s1<y1 and x1<y1.

9. The wavelength converter according to claim 5 , wherein the wavelength converter nanoparticles comprise quantum dots.

10. A siloxane polymer capping ligand comprising at least one capping group R8 comprising a terminal carboxylic acid group, wherein the capping group comprises in total at least six carbon atoms and equal to or less than 20 carbon atoms, the siloxane polymer capping ligand having the formula:

(R 1 R 2 R 3 )Si—(O—Si(R 4 R 5 )) n -R 6

wherein:

R 1 ,R 2 ,R 3 ,R 6 are independently selected from the group consisting of H, OH, methyl, phenyl and R 8 ,

R 4 ,R 5 are independently selected from the group consisting of methyl, phenyl and R 8 , n≥1,

R 8 comprises —(CH 2 ) 3 —NH 2 , a≥1;

R 8 comprises —(CH 2 ) 3 —NH—CO—(CH 2 ) x —COOH, wherein 4≤x≤6, and with the total number of capping groups R 8 in the siloxane polymer capping ligand selected from the range of ≥1 and ≤2n, and no more than in total 10 capping groups per siloxane polymer capping ligand.

11. The siloxane polymer capping ligand according to claim 10 , wherein x=6.

12. The siloxane polymer capping ligand according to claim 10 , wherein the siloxane polymer of the ligand has a Mw of at least 22 kg/mole.

13. A method for the production of a siloxane polymer capping ligand, comprising reacting a siloxane polymer having the formula:

(R 1 R 2 R 3 )Si—(O—Si(R 4 R 5 )) n -R 6

wherein:

R 1 ,R 2 ,R 3 ,R 6 are independently selected from the group consisting of H, OH, methyl, phenyl and R 7 ,

R 4 ,R 5 are independently selected from the group consisting of methyl, phenyl and R 7 , n≥1,

R 7 comprises —(CH 2 ) a —NH 2 , a≥1;

the total number of groups R 7 in the siloxane polymer especially selected from the range of ≥1 and ≤2n, and no more than in total 10 amine groups per siloxane polymer;

with a molecule 6b-d, having the formula:

wherein x≥1.

14. A method for the production of a luminescent material, the method comprising:

(i) providing siloxane polymer capping ligands comprising siloxane polymers which comprise at least one capping group comprising a terminal carboxylic acid group, wherein the capping group comprises in total at least six carbon atoms, wherein the capping group comprises —(CH 2 ) 3 —NH—CO—(CH 2 ) x —COOH, and wherein 4≤x≤6;

(ii) providing wavelength converter nanoparticles with organic capping ligands associated to the wavelength converter nanoparticles; and

(iii) exchanging in an exchange process the organic capping ligands for the siloxane polymer capping ligands to provide said luminescent material.

15. A lighting device comprising:

a light source configured to generate light source light, one or more of: (i) a luminescent material comprising wavelength converter nanoparticles with siloxane polymer capping ligands associated to the wavelength converter nanoparticles, wherein the siloxane polymer capping ligands comprise siloxane polymers which comprise at least one capping group comprising a terminal carboxylic acid group, wherein the capping group comprises in total at least six carbon atoms, wherein the total number of carbon atoms in the capping group is equal to or less than 20 carbon atoms, wherein the capping group comprises —(CH 2 ) 3 —NH—CO—(CH 2 ) x —COOH, and wherein 4≤x≤6; and (ii) a wavelength converter comprising a siloxane polymer matrix with the wavelength converter nanoparticles, the wavelength converter being configured to convert at least part of the light source light into visible converter light.

Assignments (6)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 10, 2025
From: LUMILEDS LLC
To: LUMILEDS SINGAPORE PTE. LTD.
Reel/Frame 071888/0086 →
RELEASE OF SECURITY INTEREST Recorded Jan 29, 2025
From: SOUND POINT AGENCY LLC
To: LUMILEDS LLC; LUMILEDS HOLDING B.V.
Reel/Frame 070046/0001 →
SECURITY INTEREST Recorded Jan 5, 2023
From: LUMILEDS LLC; LUMILEDS HOLDING B.V.
To: SOUND POINT AGENCY LLC
Reel/Frame 062299/0338 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 9, 2018
From: KONINKLIJKE PHILIPS N.V.
To: LUMILEDS LLC
Reel/Frame 045859/0005 →
SECURITY INTEREST Recorded Jul 7, 2017
From: LUMILEDS LLC
To: DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT
Reel/Frame 043108/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 4, 2017
From: LUB, JOHAN; BAESJOU, PATRICK JOHN; BOHMER, MARCEL RENE
To: KONINKLIJKE PHILIPS N.V.
Reel/Frame 042241/0947 →