Polyhedral oligomeric silsesquioxane nanocrystal stabilization ligands

Patent metadata

Field	Value
Publication number	US-9133394-B2
Application number	US-201414208079-A
Country	US
Kind code	B2
Filing date	Mar 13, 2014
Priority date	Mar 14, 2013
Publication date	Sep 15, 2015
Grant date	Sep 15, 2015

Abstract

Quantum-dot binding ligands with silsesquioxane moieties are provided. The quantum-dot binding ligands include a multiplicity of amine or carboxy binding ligands in combination with silsesquioxane moieties providing improved stability for the ligated quantum dots. The ligands and coated nanostructures of the present invention are useful for close packed nanostructure compositions, which can have improved quantum confinement and/or reduced cross-talk between nanostructures.

First claim

What is claimed is:

1. A quantum dot binding-ligand having a structure according to Formula I

wherein:
A is a polyhedral oligomeric silsesquioxane (POSS) moiety comprising 6 to 12 silicon atoms;
each group —O—Si(R 1 ) 2 -L-(R 2 ) q is bound to a silicon atom in the POSS moiety;
each R 1 is independently selected from the group consisting of H and C 1-6 alkyl;
each L is independently selected from the group consisting of C 3-8 alkylene, C 3-8 heteroalkylene, and C 3-8 alkylene-(C(O)NH—C 2-8 alkylene) q ;
each R 2 is independently selected from the group consisting of C(O)OH and NR 2a R 2b , wherein R 2a and R 2b are each independently selected from the group consisting of H and C 1-6 alkyl;
each R 3 is independently selected from the group consisting of C 8-20 alkyl, C 8-20 heteroalkyl, C 8-20 alkenyl, C 8-20 alkynyl, cycloalkyl, and aryl;
the subscript m is an integer from 1 to 20;
the subscript n is an integer from 1 to 20; and
each subscript q is independently an integer from 2 to 10.

2. The quantum dot binding-ligand according to claim 1 , wherein each R 1 is independently C 1-3 alkyl.

3. The quantum dot binding-ligand according to claim 1 , wherein each R 1 is methyl.

4. The quantum dot binding-ligand according to claim 1 , wherein each -L-(R 2 ) q group is independently selected from the group consisting of C 3-8 alkylene-(R 2 ) 2 , and C 3-8 alkylene-(C(O)NH—C 2-8 alkylene-(R 2 ) 2 .

5. The quantum dot binding-ligand according to claim 1 , wherein each -L-(R 2 ) q group is independently selected from the group consisting of:

6. The quantum dot binding-ligand according to claim 1 , wherein each R 2 is C(O)OH.

7. The quantum dot binding-ligand according to claim 6 , wherein each L is C 3-8 alkylene.

8. The quantum dot binding-ligand according to claim 6 , wherein each -L-(R 2 ) q group is:

9. The quantum dot binding-ligand according to claim 1 , wherein each R 2 is NH 2 .

10. The quantum dot binding-ligand according to claim 9 , wherein each L is independently C 3-8 alkylene-(C(O)NH—C 2-8 alkylene) q ; and
each subscript q is 2.

11. The quantum dot binding-ligand according to claim 10 , wherein each -L-(R 2 ) q group is:

12. The quantum dot binding-ligand according to claim 1 , wherein each R 3 is independently selected from the group consisting of octyl, isooctyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, icosyl, cyclopentyl, cyclohexyl, cyclooctyl, norbornyl, adamantyl, phenyl, naphthyl, and anthracenyl.

13. The quantum dot binding-ligand according to claim 1 , wherein R 3 is selected from the group consisting of cyclohexyl, phenyl, and isooctyl.

14. The quantum dot binding-ligand according to claim 1 , wherein the subscript m is an integer from 5 to 10.

15. The quantum dot binding-ligand according to claim 1 , wherein the subscript m is 7.

16. The quantum dot binding-ligand according to claim 1 , wherein the subscript n is an integer from 1 to 6.

17. The quantum dot binding-ligand according to claim 1 , wherein the subscript n is 3.

18. The quantum dot binding-ligand according to claim 1 , wherein the POSS moiety has the following structure:

19. The quantum dot binding-ligand according to claim 18 , wherein:
each R 1 is methyl;
each -L-(R 2 ) q group is selected from the group consisting of:

each R 3 is selected from the group consisting of cyclohexyl, phenyl, and isooctyl;
the subscript m is 7; and
the subscript n is 3.

20. A composition comprising:
a quantum dot binding-ligand of claim 1 ; and
a first population of light emitting quantum dots (QDs).

Assignees

• Nanosys Inc

Inventors

• Freeman William P
• Furuta Paul T
• Dubrow Robert
• Parce J Wallace

Classifications

• C09K11/883 Primary

  with zinc or cadmium · CPC title

• C09K11/025

  non-luminescent particle coatings or suspension media · CPC title

• C08G77/38

  Polysiloxanes modified by chemical after-treatment · CPC title

• C08G77/14

  containing silicon bound to oxygen-containing groups · CPC title

• C08G77/26

  nitrogen-containing groups · CPC title