IP Library Granted Patent US 11,261,339
Granted Patent B2
US 11,261,339 · App. 16/574,246 · Granted Mar 1, 2022

Multiamine ligands for nanoparticle solubilization and ink compositions containing nanoparticles capped with the ligands

Inventors: William P. Freeman (San Mateo, CA); Elena Rogojina (San Jose, CA)
Assignee: Kateeva, Inc.
C09D11/38C01B33/113C01F7/02C01G23/04C01G25/02H01L31/035218B82Y40/00C01P2004/64C01P2004/90C01P2006/90C09K2323/00C09K2323/03C09K2323/05G02F1/133504G02F1/133507G02F1/133617H01L31/02162
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Quick Facts
Patent No.
US 11,261,339
App. No.
16/574,246
Granted
Mar 1, 2022
Kind
B2
Abstract

Ligand-capped scattering nanoparticles, curable ink compositions containing the ligand-capped scattering nanoparticles, and methods of forming films from the ink compositions are provided. Also provided are cured films formed by curing the ink compositions and photonic devices incorporating the films. The ligands bound to the inorganic scattering nanoparticles include a head group and a tail group. The head group includes a polyamine chain and binds the ligands to the nanoparticle surface. The tail group includes a polyalkylene oxide chain.

Claims (47)

1. A ligand-capped nanoparticle comprising:

an inorganic nanoparticle having a surface, the nanoparticle being a metal oxide nanoparticle, a metalloid oxide nanoparticle, or a metal nanoparticle; and

a plurality of diblock ligands bound to the surface of the nanoparticle, one or more of the ligands comprising:

a polyamine group bound to the surface of the nanoparticle, wherein at least one amine group of the polyamine group is a cationic quaternary amine group; and

a polyalkylene oxide group.

2. An ink composition comprising:

curable molecules;

a plurality of ligand-capped scattering nanoparticles, the ligand-capped nanoparticles comprising:

an inorganic scattering nanoparticle having a surface; and

a plurality of diblock ligands bound to the surface of the scattering nanoparticle, one or more of the ligands comprising:

a polyamine group bound to the surface of the scattering nanoparticle; and

a polyalkylene oxide group; and

a plurality of ligand-capped quantum dots, each of the ligand-capped quantum dots comprising:

a quantum dot having a surface; and

a plurality of diblock ligands bound to the surface of the quantum dot, one or more of the ligands comprising:

a first group bound to the surface of the quantum dot; and a second group comprising a polyalkylene oxide chain.

3. The ink composition of claim 2 , wherein the second groups of the ligands bound to the surface of the quantum dot comprise polyethylene oxide chains.

4. The ink composition of claim 2 , wherein the second groups of the ligands bound to the surface of the quantum dot comprise polypropylene oxide chains.

5. The ink composition of claim 2 , wherein the quantum dots comprise Group III-V quantum dots, Group II-VI quantum dots, Group IV quantum dots, or a combination thereof.

6. The ink composition of claim 2 , wherein the total concentration of the ligand-capped nanoparticles and ligand-capped quantum dots in the ink composition is in the range from 1 wt. % to 50 wt. %.

7. The ligand-capped nanoparticle of claim 1 , wherein the nanoparticle is a quantum dot.

8. The ligand-capped nanoparticle of claim 1 , wherein a portion of the amine groups of the polyamine group are cationic quaternary amine groups.

9. The ink composition of claim 2 , wherein at least one amine group of the polyamine groups of the ligands bound to the surface of the quantum dots and the scattering nanoparticles is a cationic quaternary amine group.

10. The ink composition of claim 9 , further comprising an organic counter-ion.

11. The ink composition of claim 2 , wherein the curable molecules comprise di(meth)acrylate, mono(meth)acrylate, or a combination of di(meth)acrylate and mono(meth)acrylate structures.

12. A film-coated substrate comprising:

a substrate; and

a film on a surface of the substrate, the film comprising the polymerization product of an ink composition comprising:

curable monomers; and

a plurality of ligand-capped nanoparticles, the ligand-capped nanoparticles comprising:

an inorganic nanoparticle having a surface, the nanoparticle being a metal oxide nanoparticle, a metalloid oxide nanoparticle, or a metal nanoparticle; and

a diblock ligand comprising:

a polyamine group comprising at least one cationic quaternary amine bound to the surface of the nanoparticle; and

a polyalkylene oxide group.

13. The film-coated substrate of claim 12 , wherein the curable molecules comprise di(meth)acrylate, mono(meth)acrylate, or a combination of di(meth)acrylate and mono(meth)acrylate structures.

14. The film-coated substrate of claim 12 , wherein the ink composition further comprises an organic counterion.

15. A method of forming a film in a photonic device, the method comprising:

inkjet printing a layer of an ink composition on a substrate; and

curing the ink composition, wherein the ink composition comprises:

curable molecules; and

a plurality of the ligand-capped nanoparticles, the ligand-capped nanoparticles comprising:

an inorganic nanoparticle having a surface, the nanoparticle being a metal oxide nanoparticle, a metalloid oxide nanoparticle, or a metal nanoparticle; and

a diblock ligand comprising:

a polyamine group comprising a quaternary amine group bound to the surface of the nanoparticle; and

a polyalkylene oxide group.

16. The method of claim 15 , wherein the ink composition further comprises an organic counterion.

17. The method of claim 15 , wherein the curable molecules comprise di(meth)acrylate, mono(meth)acrylate, or a combination of di(meth)acrylate and mono(meth)acrylate structures.

Assignments (5)
SECURITY INTEREST Recorded Apr 19, 2022
From: KATEEVA CAYMAN HOLDING, INC.
To: HB SOLUTION CO., LTD.
Reel/Frame 059727/0111 →
SECURITY INTEREST Recorded Mar 17, 2022
From: KATEEVA, INC.; KATEEVA CAYMAN HOLDING, INC.
To: SINO XIN JI LIMITED
Reel/Frame 059382/0053 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 30, 2021
From: FREEMAN, WILLIAM P.; ROGOJINA, ELENA
To: KATEEVA, INC.
Reel/Frame 055769/0752 →
SECURITY AGREEMENT Recorded Jan 23, 2020
From: KATEEVA, INC.
To: SINO XIN JI LIMITED
Reel/Frame 051682/0212 →
RELEASE OF SECURITY INTEREST Recorded Jan 22, 2020
From: EAST WEST BANK, A CALIFORNIA BANKING CORPORATION
To: KATEEVA, INC.
Reel/Frame 051664/0802 →