Quantum dot ligand, quantum dot material and quantum dot light emitting device

Patent metadata

Field	Value
Publication number	US-11987736-B2
Application number	US-201916965457-A
Country	US
Kind code	B2
Filing date	Sep 17, 2019
Priority date	Sep 17, 2019
Publication date	May 21, 2024
Grant date	May 21, 2024

Abstract

Embodiments of the present disclosure provide a quantum dot ligand, a quantum dot material, and a quantum dot light emitting device. In a quantum dot ligand of general formula (I), n is 1, 2, 3, or 4; two of X, Y, and Z are G1 group and G2 group, respectively, and the remaining one is selected from the group consisting of G1 group, G2 group, and hydrogen, wherein the G1 group, for each occurrence, is independently selected from —(CH2)m-L-(CH2)n—R1, wherein R1 is a coordination group, m is 0 to 6, n is 0 to 6, and L is a divalent group or absent; the G2 group, for each occurrence, is independently selected from a C4-20 alkyl having a carbon chain with more than 4 carbon atoms.

First claim

What is claimed is:

1. A quantum dot ligand of general formula (I),

wherein
n is 1, 2, 3 or 4;
two of X, Y and Z are G1 group and G2 group, respectively, and the remaining one is selected from the group consisting of G1 group, G2 group and hydrogen; wherein
the G1 group, for each occurrence, is independently selected from —(CH 2 ) m -L-(CH 2 ) n —R 1 , wherein R 1 is a coordination group, m is 1 to 6, n is 0 to 6, and L is a divalent group; and
the G2 group, for each occurrence, is independently selected from a C 4-20 alkyl having a carbon chain with more than 4 carbon atoms.

2. The quantum dot ligand according to claim 1 , having a molecular structure of

wherein X, Y, and Z are as defined in claim 1 .

3. The quantum dot ligand according to claim 1 , wherein G1 is —(CH 2 ) m -L-(CH 2 ) n -R 1 , wherein
L is selected from the group consisting of O, NH, S, a linear C 1 -C 6 -alkylene, a branched C 3 -C 6 -alkylene, a C 3 -C 6 -cycloalkylene and a C 6 -C 12 arylene, and L is optionally substituted with a substituent(s) selected from the group consisting of oxo, halogen, CN, mercapto, hydroxy, C 1-6 alkyl, and C 3 -C 6 -cycloalkyl;
R 1 is selected from the group consisting of a mercapto group, a hydroxyl group, an amine group, an amino group, a carboxyl group, a phosphine group, a phosphine oxide group, a phosphoric acid group, a phosphoric acid ester group, and a sulfonic acid group;
m is an integer of 1 to 6; and
n is an integer of 0 to 6.

4. The quantum dot ligand according to claim 1 , wherein G1 is —CH 2 -L-(CH 2 ) 2 —R 1 ; R 1 is NH 2 ; and L is O, NH, S, or CH 2 .

5. The quantum dot ligand according claim 1 , wherein G1 is —R 1 , and R 1 is selected from the group consisting of a mercapto group, a hydroxyl group, an amine group, an amino group, a carboxyl group, a phosphine group, a phosphine oxide group, a phosphoric acid group, a phosphoric acid ester group, and a sulfonic acid group.

6. The quantum dot ligand according to claim 1 , wherein the G2 group is a linear alkyl with 4 to 8 carbon atoms; or the G2 group is a branched alkyl with 6 to 12 carbon atoms in the main chain and 2 to 6 carbon atoms in the branch chain.

7. The quantum dot ligand according to claim 1 , having a molecular structure of:

wherein R is O, NH, S or CH 2 .

8. A quantum dot material comprising:
a quantum dot, and
the quantum dot ligand according to claim 1 .

9. The quantum dot material according to claim 8 , wherein the quantum dot is selected from the group consisting of CdS, CdSe, CdTe, ZnSe, InP, PbS, CsPbCl 3 , CsPbBr 3 , CsPhI 3 , CdS/ZnS, CdSe/ZnS, ZnSe, InP/ZnS, PbS/ZnS, CsPbCl 3 /ZnS, CsPbBr 3 /ZnS and CsPhI 3 /ZnS.

10. A quantum dot light emitting device comprising a quantum dot light emitting layer, wherein the quantum dot light emitting layer comprises the quantum dot material of claim 8 .

11. The quantum dot light emitting device according to claim 10 , further comprising: a hole injection layer, a hole transport layer, an electron injection layer, and an electron transport layer.

12. The quantum dot material according to claim 8 , wherein the quantum dot ligand has a molecular structure of

wherein
two of X, Y and Z are G1 group and G2 group, respectively, and the remaining one is selected from the group consisting of G1 group, G2 group and hydrogen; wherein
the G1 group, for each occurrence, is independently selected from —(CH 2 ) m -L-(CH 2 ) n —R 1 , wherein R 1 is a coordination group, m is 1 to 6, n is 0 to 6, and L is a divalent group; and
the G2 group, for each occurrence, is independently selected from a C 4-20 alkyl having a carbon chain with more than 4 carbon atoms.

13. The quantum dot material according to claim 12 , wherein G1 is —(CH 2 ) m -L-(CH 2 ) n —R 1 , wherein
L is selected from the group consisting of O, NH, S, a linear C 1 -C 6 -alkylene, a branched C 3 -C 6 -alkylene, a C 3 -C 6 -cycloalkylene and a C 6 -C 12 arylene, and L is optionally substituted with a substituent(s) selected from the group consisting of oxo, halogen, CN, mercapto, hydroxy, C 1-6 alkyl, and C 3 -C 6 -cycloalkyl;
R 1 is selected from the group consisting of a mercapto group, a hydroxyl group, an amine group, an amino group, a carboxyl group, a phosphine group, a phosphine oxide group, a phosphoric acid group, a phosphoric acid ester group, and a sulfonic acid group;
m is an integer of 1 to 6; and
n is an integer of 0 to 6.

14. The quantum dot material according to claim 12 , wherein G1 is -CH2-L-(CH 2 ) 2 —R 1 ; R 1 is NH 2 ; and L is O, NH, S, or CH 2 .

15. The quantum dot material according to claim 12 , wherein G1 is —R 1 , and R 1 is selected from the group consisting of a mercapto group, a hydroxyl group, an amine group, an amino group, a carboxyl group, a phosphine group, a phosphine oxide group, a phosphoric acid group, a phosphoric acid ester group, and a sulfonic acid group.

16. The quantum dot material according to claim 12 , wherein the G2 group is a linear alkyl with 4 to 8 carbon atoms; or the G2 group is a branched alkyl with 6 to 12 carbon atoms in the main chain and 2 to 6 carbon atoms in the branch chain.

17. The quantum dot material according to claim 12 , wherein the quantum dot ligand has a molecular structure of:

wherein R is O, NH, S or CH 2 .

Assignees

• Boe Technology Group Co Ltd

Inventors

• Mei Wenhai
• Zhang Zhenqi
• Zhang Xiaoyuan

Classifications

• C09K11/025 Primary

  non-luminescent particle coatings or suspension media · CPC title

• C07C211/54

  having amino groups bound to two or three six-membered aromatic rings · CPC title

• C09K11/883 Primary

  with zinc or cadmium · CPC title

• H10K50/115

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

• B82Y20/00

  Nanooptics, e.g. quantum optics or photonic crystals · CPC title