IP Library Granted Patent US 11,591,514
Granted Patent B2
US 11,591,514 · App. 16/772,899 · Granted Feb 28, 2023

Semiconducting light emitting nanoparticle

Inventor: Itai Lieberman (Dreieich, DE)
Assignee: MERCK PATENT GMBH
C09K11/025C09K11/883H01L51/004H01L51/502B82Y20/00B82Y30/00B82Y40/00
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Quick Facts
Patent No.
US 11,591,514
App. No.
16/772,899
Granted
Feb 28, 2023
Kind
B2
Abstract

The present invention relates to semiconducting light emitting nanoparticles and compositions.

Claims (39)

1. A composition comprising at least a semiconducting light emitting nanoparticle and a matrix material comprising at least one metal phosphonates polymer, metal xanthate, or a metal carboxylate polymer,

wherein said one metal phosphonate polymer, metal xanthate, or a metal carboxylate polymer comprised in the matrix material is not bounding to the surface of the semiconducting light emitting nanoparticle.

2. The composition of claim 1

wherein said semiconducting light emitting nanoparticle comprises at least a core, one or more shell layers and an attaching group attached to the outermost surface of the one or more shell layers,

wherein the attaching group is a metal carboxylate polymer, a metal phosphonate polymer or a metal xanthate polymer, or a combination thereof, comprising at least one structural unit (A) and at least one structural unit (B),

wherein, structural unit (A) is a straight-chain alkylene group having 1 to 20 C atoms or a branched alkylene group having 3 to 20 C atoms, where one or more H atoms in said straight-chain and branched alkylene groups may in each case be replaced by a group selected from carboxylate, sulfonate, sulfate, carbonate, phosphate, phosphonate and boronate; and

structural unit (B) is represented by the following chemical formula (I):

in which:

R 1 denotes a hydrogen, methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, or a decyl group, preferably a hydrogen, methyl group, or an ethyl group, more preferably a hydrogen or a methyl group;

R 2 denotes a single bond, a straight-chain alkylene group having 1 to 20 C atoms, or branched alkylene group having 3 to 20 C atoms, where one or more non-adjacent methylene structural units (—CH 2 —) in said straight-chain and branched alkylene groups may in each case be replaced by a sulfonyl group, a carbonyl group, an ether group, a sulfide group, a sulfoxide group, an ester group, an amide group or an imine group, or a straight-chain alkenylene group having 2 to 20 C atoms or a branched alkenylene group having 3 to 20 C atoms, where one or more methylene structural units (—CH 2 —) in said straight-chain and branched alkenylene groups may in each case be replaced by a sulfonyl group, a carbonyl group, an ether group, a sulfide group, a sulfoxide group, an ester group, an amide group or an imine group;

W denotes a carboxylate group (—COOM), a primary (—PO(OH)(OM)) or secondary (—PO(OM) 2 ) phosphonate group, or a xanthate group (—OCS 2 M);

X denotes hydrogen, a carboxyl group (—COOH) or a carboxylate group (—COOL), a phosphonyl group (—PO(OH) 2 ) or a primary (—PO(OH)(OL)) or secondary (—PO(OL) 2 ) phosphonate group, or a xanthate group (—OCS 2 L);

M denotes a metal cation selected from ½Zn 2+ or ½Cd 2+ or ⅓In 3+ ; and

L denotes a metal cation selected from ½Zn 2+ or ½Cd 2+ or ⅓In 3+ .

3. The composition of claim 2 , wherein structural unit (A) is a straight-chain alkylene group having 1 to 6 C atoms, in which one or more H atoms may be replaced by a group selected from carboxylate, sulfonate, sulfate, carbonate, phosphate, phosphonate and boronate.

4. The composition of claim 2 , wherein structural unit (B) R 2 denotes a single bond and/or W denotes a carboxylate group (—COOM).

5. The composition of claim 2 , wherein the attaching group is a metal carboxylate polymer selected from zinc poly(alkylene-co-acrylic acid), zinc poly(alkylene-co-methacrylic acid) and zinc poly(alkylene-co-maleic acid) salt.

6. The composition according to claim 1 , wherein the matrix material comprises at least one metal carboxylate polymer, metal phosphonate polymer or metal xanthate polymer, or a combination thereof, comprising at least one structural unit (C) and at least one structural unit (D), wherein,

structural unit (C) is a straight-chain alkylene group having 1 to 20 C atoms or a branched alkylene group having 3 to 20 C atoms, where one or more H atoms in said straight-chain and branched alkylene groups may in each case be replaced by a group selected from carboxylate, sulfonate, sulfate, carbonate, phosphate, phosphonate and boronate; and

structural unit (D) is represented by the following chemical formula (III):

in which

R 3 denotes a hydrogen, methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, or a decyl group, preferably a hydrogen, methyl group, or an ethyl group, more preferably a hydrogen or a methyl group;

R 4 denotes a single bond, a straight-chain alkylene group having 1 to 20 C atoms, or branched alkylene group having 3 to 20 C atoms, where one or more non-adjacent methylene structural units (—CH 2 —) in said straight-chain and branched alkylene groups may in each case be replaced by a sulfonyl group, a carbonyl group, an ether group, a sulfide group, a sulfoxide group, an ester group, an amide group or an imine group, or a straight-chain alkenylene group having 2 to 20 C atoms or a branched alkenylene group having 3 to 20 C atoms, where one or more methylene structural units (—CH 2 —) in said straight-chain and branched alkenylene groups may in each case be replaced by a sulfonyl group, a carbonyl group, an ether group, a sulfide group, a sulfoxide group, an ester group, an amide group or an imine group;

V denotes a carboxylate group (—COOE), a primary (—PO(OH)(OE)) or secondary (—PO(OE) 2 ) phosphonate group, or a xanthate group (—OCS 2 E);

Y denotes hydrogen, a carboxyl group (—COOH) or a carboxylate group (—COOZ), a phosphonyl group (—PO(OH) 2 ) or a primary (—PO(OH)(OZ)) or secondary (—PO(OZ) 2 ) phosphonate group, or a xanthate group (—OCS 2 Z);

E denotes a metal cation selected from ½Zn 2+ or ½Cd 2+ or ⅓In 3+ ; and

Z denotes a metal cation selected from ½Zn 2+ or ½Cd 2+ or ⅓In 3+ .

7. The composition according to claim 6 , wherein the metal cation is present in the metal carboxylate polymer, metal phosphonate polymer or metal xanthate polymer, or a combination thereof, the metal carboxylate polymer in an amount of about 0.1 to about 1.5 mole, based on 1 mole of the structural unit (D).

8. The composition according to claim 6 , wherein

structural unit (C) is a straight-chain alkylene group having 1 to 6 C atoms, in which one or more H atoms may be replaced by a group selected from carboxylate, sulfonate, sulfate, carbonate, phosphate, phosphonate and boronate.

9. The composition according to claim 6 , wherein in structural unit (D) R 4 denotes a single bond and/or V denotes a carboxylate group (—COOE).

10. The composition according to claim 6 , wherein in structural unit (D) Y denotes hydrogen, a carboxyl group (—COOH) or a carboxylate group (—COOZ).

11. The composition according to claim 6 , wherein the alkylene structural unit is selected from ethylene, n-propylene and n-butylene.

12. The composition according to claim 1 , wherein the matrix material comprises at least one metal carboxylate polymer selected from zinc poly(alkylene-co-acrylic acid), zinc poly(alkylene-co-methacrylic acid) and zinc poly(alkylene-co-maleic acid) salt.

13. The composition according to claim 12 , wherein the at least one metal carboxylate polymer is zinc poly(ethylene-co-acrylic acid), zinc poly(ethylene-co-methacrylic acid) or zinc poly(ethylene-co-maleic acid).

14. Formulation comprising the composition of claim 1 and at least one solvent, preferably the solvent is selected from one or more members of the group consisting of aromatic, halogenated and aliphatic hydrocarbons solvents, more preferably selected from one or more members of the group consisting of toluene, xylene, ethers, tetrahydrofuran, chloroform, dichloromethane and heptane.

15. An electronic device, optical device or biomedical device comprising the composition of claim 1 .

16. An optical medium comprising the composition of claim 1 .

17. An optical device comprising said optical medium according to claim 16 .

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 7, 2025
From: MERCK PATENT GMBH
To: SAMSUNG ELECTRONICS CO., LTD.
Reel/Frame 071620/0512 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 15, 2020
From: LIEBERMAN, ITAI
To: MERCK PATENT GMBH
Reel/Frame 052938/0041 →