IP Library Granted Patent US 12,559,676
Granted Patent B2
US 12,559,676 · App. 18/564,669 · Granted Feb 24, 2026

Composition including at least one light-emitting moiety

Inventors: Elizaveta Kossoy (Jerusalem, IL); Hiromoto Sato (Tokyo, JP); Tadashi Kishimoto (Tokyo, JP); Tomohisa Goto (Tokyo, JP); Teruaki Suzuki (Tokyo, JP)
Assignee: SAMSUNG ELECTRONICS CO., LTD.
C09K11/06C09D11/037C09D11/101C09D11/107C09D11/322C09D11/50C09K11/025G02B5/223G02F1/133514H10K59/38B82Y20/00B82Y40/00C09K2211/1025
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Quick Facts
Patent No.
US 12,559,676
App. No.
18/564,669
Granted
Feb 24, 2026
Kind
B2
Abstract

The present invention relates to a composition comprising at least one light emitting moiety.

Claims (66)

1 . A composition comprising at least:

i) a light emitting moiety having at least one ligand;

ii) at least one reactive monomer or a monomer mixture of two or more reactive monomers; and

iii) a chemical compound,

wherein, when the at least one ligand is non-polar ligand, the chemical compound comprises at least one group selected from the group consisting of unsaturated or saturated straight-chain alkyl group having carbon atoms 1 to 80, unsaturated or saturated branched-chain alkyl group having carbon atoms 3 to 80, unsaturated or saturated straight-chain aryl-alkyl group having carbon atoms 5 to 45, unsaturated or saturated branched-chain aryl-alkyl group having carbon atoms 6 to 45, unsaturated or saturated straight-chain cyclo-alkyl group having carbon atoms 4 to 45, and unsaturated or saturated branched-chain cyclo-alkyl group having carbon atoms 6 to 45, where one or more non-adjacent CH 2 groups of the above mentioned groups is replaced by oxygen atom, C═O, C═S, C═Se, C═NH, SiH 2 , SO, SO 2 , OS, or CONH and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO 2 ;

or

wherein, when the at least one ligand is polar ligand, the chemical compound comprises at least one group selected from the group consisting of unsaturated or saturated straight-chain alkyl group having carbon atoms 1 to 80, unsaturated or saturated branched-chain alkyl group having carbon atoms 3 to 80, where one or more non-adjacent CH 2 groups is not replaced by oxygen atom, C═O, C═S, C═Se, C═NH, SiH 2 , SO, SO 2 , OS, or CONH and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO 2 , unsaturated or saturated straight chain aryl-alkyl group having carbon atoms 4 to 45, unsaturated or saturated branched chain aryl-alkyl group having carbon atoms 6 to 45, unsaturated or saturated straight-chain cyclo-alkyl group having carbon atoms 4 to 45, and unsaturated or saturated branched-chain cyclo-alkenyl group having carbon atoms 6 to 45;

wherein total amount of the chemical compound added in the composition is determined based on the following formulas (I a ) and (II a ):

T ch =( P l −P m )* A l /( P m −P )  (I a )

wherein P l is a polarity value of the at least one ligand of the light emitting moiety,

wherein P m is a polarity value of the monomer mixture of two or more reactive monomers used in the composition,

wherein A 1 is total amount of the at least one ligand,

wherein P is a polarity value of the chemical compound,

wherein T ch is predetermined total amount of the chemical compound,

T=T ch *Z   (Ila)

wherein value of Z is greater than or equal to 0.5 and less than or equal to 1.5, and

wherein T is the total amount of the chemical compound.

2 . The composition of claim 1 , wherein the chemical compound further comprises at least one group selected from one or more of members of the group consisting of phosphine group, phosphine oxide group, phosphate group, phosphonate group, thiol group, tertiary amine, carboxyl group, hetero cyclic group, silane group, sulfonic acid, hydroxyl group, and phosphonic acid.

3 . The composition of claim 1 ,

wherein the at least one group of the chemical compound where one or more non-adjacent CH 2 groups is replaced by oxygen atom, C═O, C═S, C═Se, C═NH, SiH 2 , SO, SO 2 , OS, or CONH, comprises a polar ligand; and

wherein the at least one group of the chemical compound where one or more non-adjacent CH 2 groups is not replaced by oxygen atom, C═O, C═S, C═Se, C═NH, SiH 2 , SO, SO 2 , OS, or CONH, comprises a non-polar ligand.

4 . The composition of claim 1 , wherein the ratio of the total weight of the chemical compound to the total weight of the light emitting moiety is in the range 0.6:40 to 1:3; in case of the light emitting moiety is an inorganic light emitting material, the ratio of the weight of the chemical compound to the weight of the inorganic part of the inorganic light emitting material is in the range from 0.003 to 3.2.

5 . The composition of claim 1 , wherein the reactive monomer is at least one (meth) acrylate monomer selected from the group consisting of a mono-(meth) acrylate monomer, a di-(meth) acrylate monomer and a tri-(meth) acrylate monomer.

6 . The composition of claim 1 , wherein the reactive monomer of the monomer mixture is each independently selected from the group consisting of a mono-(meth) acrylate monomer, a di-(meth) acrylate monomer and a tri-(meth) acrylate monomer.

7 . The composition of claim 6 , wherein the di-(meth) acrylate monomer is represented by following chemical formula (I b ), the mono-acrylate monomer is represented by following chemical formula (IIb) and the tri-(meth) acrylate monomer is represented by following chemical formula (III b );

wherein X 1 is a non-substituted or substituted alkyl group or aryl group, where one or more non-adjacent CH 2 groups of alkyl or aryl group may be replaced by oxygen atom, C═O, C═S, C═Se, C═NH, SiH 2 , SO, SO 2 , OS, or CONH and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO 2 ; or X 1 is an ester group;

X 2 is a non-substituted or substituted alkyl group, aryl group, where one or more non-adjacent CH 2 groups of alkyl or aryl group may be replaced by oxygen atom, C═O, C═S, C═Se, C═NH, SiH 2 , SO, SO 2 , OS, or CONH and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO 2 ; or X 1 is an ester group;

R 1 is a hydrogen atom, Cl, Br, or F, alkyl group, aryl group, where one or more non-adjacent CH 2 groups of alkyl or aryl group may be replaced by oxygen atom, C═O, C═S, C═Se, C═NH, SiH 2 , SO, SO 2 , OS, or CONH and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO 2 ; or X 1 is an ester group;

R 2 is a hydrogen atom, Cl, Br, or F, alkyl group, aryl group, where one or more non-adjacent CH 2 groups of alkyl or aryl group may be replaced by oxygen atom, C═O, C═S, C═Se, C═NH, SiH 2 , SO, SO 2 , OS, or CONH and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO 2 ; or X 1 is an ester group;

X 3 is a non-substituted or substituted alkyl group, aryl group or an alkoxy group;

R 5 is a hydrogen atom, Cl, Br, or F, alkyl group, aryl group, alkoxy group, ester group, or a carboxylic acid group;

wherein

R 9 is hydrogen atom, a straight alkyl group having 1 to 25 carbon atoms or a (meth) acryl group represented by chemical formula (IV b )

R 10 is hydrogen atom, a straight alkyl group having 1 to 25 carbon atoms or a (meth) acryl group represented by chemical formula (V b )

R 11 is hydrogen atom, a straight alkyl group having 1 to 25 carbon atoms or a (meth) acryl group represented by chemical formula (VI b )

wherein R 8 , R 8a , R 8b and R 8c are, each independently or dependently of each other at each occurrence, H or CH 3 ; wherein at least one of R 9 , R 10 and R 11 is a (meth) acryl group.

8 . The composition of claim 1 , wherein the viscosity of the composition is 35 (cP) or less at room temperature measured by a rheometer at 25° C. shear rate at 1000 s −1 .

9 . The composition of claim 1 , further comprises another material selected from one or more members of the group consisting of;

iii) another light emitting moiety which is different from the light emitting moiety of claim 1 ;

iv) another (meth) acrylate monomer;

v) scattering particles, and

vi) optically transparent polymers, antioxidants, radical quenchers, photo initiators and/or surfactants.

10 . The composition of claim 1 , wherein the composition comprises a solvent 10 wt % or less based on the total amount of the composition.

11 . A method for fabricating a composition according to claim 1 , comprising:

I) identifying the polarity value of a ligand of a light emitting moiety and/or a chemical structure of a ligand of a light emitting moiety;

II) selecting a chemical compound based on the polarity value of the ligand and/or a chemical structure of the light emitting moiety to modify the sum of the polarity value of all the ligand and the polarity value of the chemical compound in the composition;

III) mixing at least the light emitting moiety of step (I) and a reactive monomer or a monomer mixture to obtain the composition;

IV) identifying the polarity value of the reactive monomer where one single reactive monomer is used in the composition or identifying the polarity value of the monomer mixture where the monomer mixture of two or more reactive monomers are used in the composition;

V) optionally, determining the amount of the chemical compound based on the polarity value of the ligand of the light emitting moiety;

wherein the chemical compound is added before step III), in step III) or after step III).

12 . A method for forming a layer comprising:

S1) providing the composition of claim 1 onto a substrate;

S2) curing the composition.

13 . A method for forming a layer comprising:

S1) Providing by ink-jetting the composition of claim 1 onto a substrate;

S2) curing the composition, wherein the curing is a photo curing performed by photo irradiation, thermal curing or a combination of a photo curing and a thermal curing.

14 . A layer comprising at least:

X) a light emitting moiety having at least one ligand;

XI) a (meth) acrylate polymer; and

XII) a chemical compound, wherein the chemical compound comprises at least one group selected from the group consisting of unsaturated or saturated straight-chain alkyl group having carbon atoms 1 to 80 or unsaturated or saturated branched-chain alkyl group having carbon atoms 3 to 80, where one or more non-adjacent CH 2 groups is replaced by oxygen atom, C═O, C═S, C═Se, C═NH, SiH 2 , SO, SO 2 , OS, or CONH and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO 2 ; unsaturated or saturated straight-chain alkoxyl group having carbon atoms 1 to 45 or unsaturated or saturated branched chain alkoxyl group having carbon atoms 3 to 45; unsaturated or saturated straight-chain aryl-alkoxyl group having carbon atoms 5 to 45, unsaturated or saturated branched-chain aryl-alkoxyl group having carbon atoms 6 to 45; and unsaturated or saturated cyclo-alkoxyl group having carbon atoms 4 to 45;

or

at least one group selected from the group consisting of unsaturated or saturated straight-chain alkyl group having carbon atoms 1 to 80 or unsaturated or saturated branched-chain alkyl group having carbon atoms 3 to 80, where one or more non-adjacent CH 2 groups is not replaced by oxygen atom, C═O, C═S, C═Se, C═NH, SiH 2 , SO, SO 2 , OS, or CONH and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO 2 ; straight-chain alkenyl group having carbon atoms 2 to 45; branched chain alkenyl group having carbon atoms 3 to 45; unsaturated or saturated straight chain aryl-alkyl group having carbon atoms 4 to 45; unsaturated or saturated branched chain aryl-alkyl group having carbon atoms 6 to 45, straight-chain aryl-alkenyl group having carbon atoms 5 to 45, branched chain aryl-alkenyl group having carbon atoms 6 to 45, unsaturated or saturated cyclo-alkyl group having carbon atoms 4 to 45, cyclo-alkenyl group having carbon atoms 4 to 45,

wherein the layer comprises a cured form of the composition according to claim 1 .

15 . A color conversion device comprising at least a first pixel partly or fully filled with the layer of claim 14 comprising at least a matrix material comprising a light emitting moiety, and a bank comprising at least a polymer material.

16 . Optical device comprising at least one functional medium configured to modulate a light or configured to emit light, and the color conversion device of any one of claim 15 .

17 . A color conversion device comprising at least a first pixel partly or fully filled with the layer of claim 14 comprising at least a matrix material comprising a light emitting moiety, and a bank comprising at least a polymer material, wherein the color conversion device further comprises a supporting medium.

Assignments (7)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 15, 2025
From: MERCK PATENT GMBH
To: SAMSUNG ELECTRONICS CO., LTD.
Reel/Frame 071713/0024 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 7, 2025
From: MERCK PATENT GMBH
To: SAMSUNG ELECTRONICS CO., LTD.
Reel/Frame 071620/0871 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 5, 2024
From: QLIGHT NANOTECH LTD.
To: MERCK ELECTRONICS KGAA
Reel/Frame 068493/0224 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 5, 2024
From: MERCK ELECTRONICS LTD.
To: MERCK ELECTRONICS KGAA
Reel/Frame 068493/0399 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 5, 2024
From: MERCK ELECTRONICS KGAA
To: MERCK PATENT GMBH
Reel/Frame 068493/0450 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 5, 2024
From: SATO, HIROMOTO; KISHIMOTO, TADASHI; GOTO, TOMOHISA; SUZUKI, TERUAKI
To: MERCK ELECTRONICS LTD.
Reel/Frame 068493/0327 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 5, 2024
From: KOSSOY, ELIZAVETA
To: QLIGHT NANOTECH LTD.
Reel/Frame 068493/0163 →
Priority Claims (1)
EP 21177021 · Jun 1, 2021 · regional
Continuity (1)
Related Publication 20240376375A1 · Nov 14, 2024
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