Quantum dot, and ink composition, light-emitting device, optical member, and apparatus including quantum dot

Patent metadata

Field	Value
Publication number	US-12173209-B2
Application number	US-202117450252-A
Country	US
Kind code	B2
Filing date	Oct 7, 2021
Priority date	Oct 14, 2020
Publication date	Dec 24, 2024
Grant date	Dec 24, 2024

Abstract

A quantum dot includes: a nanoparticle; and a ligand represented by Formula 1 on a surface of the nanoparticle:

A 1 is an anchoring group linked to the surface of the nanoparticle, and A 1 may be selected from groups represented by Formulae A-1 to A-4:

wherein * in Formulae A-1 to A-4 indicates a binding site to a neighboring atom.

First claim

What is claimed is:

1. A quantum dot comprising:
a nanoparticle; and
a ligand represented by Formula 1 on a surface of the nanoparticle:

wherein, in Formula 1,
A 1 is a group comprising a thiol moiety, a bidentate thiol moiety, a dithio acid moiety, and/or a carboxylic acid moiety,
Y 1 and Y 2 are each independently selected from N(R 2 ), S, and O,
a1 and a2 are each independently 0 or 1,
L 1 and L 2 are each independently C(R 3 )(R 4 ),
b1 and b2 are each independently an integer from 0 to 20,
a sum of a1, a2, b1, and b2 is 1 or more,
c1 is an integer from 1 to 6,
R 1 to R 4 are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, —NCO, —NCS, —OCN, —SCN, —C(═O)N(Q 1 ) 2 , —Si(Q 1 )(Q 2 )(Q 3 ), —N(Q 1 )(Q 2 ), —B(Q 1 )(Q 2 ), —C(═O)(Q 1 ), —S(═O) 2 (Q 1 ), and —P(═O)(Q 1 )(Q 2 ),
d1 is an integer from 0 to 9, and
Q 1 to Q 3 are each independently selected from hydrogen, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, and a pyridinyl group.

2. The quantum dot of claim 1 , wherein A 1 is an anchoring group linked to the surface of the nanoparticle.

3. The quantum dot of claim 1 , wherein A 1 is selected from groups represented by Formulae A-1 to A-4:

and
wherein * in Formulae A-1 to A-4 indicates a binding site to a neighboring atom.

4. The quantum dot of claim 1 , wherein a sum of b1 and b2 is 1 or more.

5. The quantum dot of claim 1 , wherein a sum of b1 and b2 is 2 or more.

6. The quantum dot of claim 1 , wherein *—(Y 1 ) a1 -(L 1 ) b1 -(Y 2 ) a2 -(L 2 ) b2 -*′ is selected from groups represented by Formulae L-1 to L-10:

and
wherein, in Formulae L-1 to L-10,
n1 and n2 are each independently an integer from 1 to 20,
Z 1 is selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a C 1 -C 20 alkyl group, and a C 1 -C 20 alkoxy group, and
* and *′ each indicate a binding site to a neighboring atom.

7. The quantum dot of claim 1 , wherein R 1 to R 4 are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a C 1 -C 20 alkyl group, and a C 1 -C 20 alkoxy group.

8. The quantum dot of claim 1 , wherein the ligand is selected from compounds represented by Formulae 1-1 and 1-2:

and
wherein, in Formulae 1-1 and 1-2,
A 1 , Y 1 , Y 2 , a1, a2, L 1 , L 2 , b1, b2, c1, R1 to R4, and d1 are each the same as described in Formula 1.

9. The quantum dot of claim 1 , wherein the ligand is at least one selected from Ligands 1 to 10:

10. The quantum dot of claim 1 , wherein the nanoparticle has a core-shell structure comprising a core and a shell, the core comprising a first semiconductor, and the shell comprising a second semiconductor, or
the nanoparticle is a perovskite compound.

11. The quantum dot of claim 10 , wherein the first semiconductor and the second semiconductor each independently comprise a Group 12-16 compound, a Group 13-15 compound, a Group 14-16 compound, a Group 14 element and compound, a Group 11-13-16 compound, a Group 11-12-13-16 compound, or any combination thereof.

12. The quantum dot of claim 10 , wherein the first semiconductor and the second semiconductor are each independently selected from:
CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgS, MgSe;
CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnS, MgZnSe; CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, HgZnSTe;
GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb; GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InAlP, InNP, InNAs, InNSb, InPAs, InPSb, InZnP; GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GalnNP, GalnNAs, GalnNSb, GalnPAs, GalnPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb;
SnS, SnSe, SnTe, PbS, PbSe, PbTe; SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe; SnPbSSe, SnPbSeTe, SnPbSTe;
Si, Ge, SiC, SiGe;
AglnS, AglnS 2 , CulnS, CulnS 2 , CuGaO 2 , AgGaO 2 , AgAlO 2 ; and
any combination thereof.

13. The quantum dot of claim 10 , wherein the first semiconductor comprises GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InAlP, InNP, InNAs, InNSb, InPAs, InPSb, InZnP, GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GalnNP, GalnNAs, GalnNSb, GalnPAs, GalnPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb, or any combination thereof, and
the second semiconductor comprises CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgS, MgSe, CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnS, MgZnSe, CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, HgZnSTe, or any combination thereof.

14. The quantum dot of claim 1 , wherein the nanoparticle has a surface modified by the ligand.

15. An ink composition comprising the quantum dot of claim 1 and a solvent.

16. A light-emitting device comprising:
a first electrode;
a second electrode facing the first electrode; and
an emission layer between the first electrode and the second electrode, wherein
the emission layer comprises the quantum dot of claim 1 .

17. An optical member comprising the quantum dot of claim 1 .

18. The optical member of claim 17 , wherein the optical member is a color conversion member.

19. An apparatus comprising the quantum dot of claim 1 .

20. The apparatus of claim 19 , further comprising a light source, wherein the quantum dot is arranged in a path of light to be emitted from the light source.

Assignees

• Samsung Display Co Ltd
• Nic Lab Co Ltd

Inventors

• Jung Yunku
• Lee Changhee
• Choi Hanyoung
• Ko Yunhyuk
• Cho Changho
• Ha Jaekook

Classifications

• H10H20/8512

  Wavelength conversion materials · CPC title

• C09D5/22

  Luminous paints {(luminescent compositions C09K11/00)} · CPC title

• H10K50/115

  comprising active inorganic nanostructures, e.g. luminescent quantum dots · CPC title

• C09D11/52

  Electrically conductive inks · CPC title

• B82Y40/00

  Manufacture or treatment of nanostructures · CPC title