Compositions, quantum dot polymer composite, and layered structures and electronic devices including the same

Patent metadata

Field	Value
Publication number	US-11060019-B2
Application number	US-201816158483-A
Country	US
Kind code	B2
Filing date	Oct 12, 2018
Priority date	Oct 12, 2017
Publication date	Jul 13, 2021
Grant date	Jul 13, 2021

Abstract

A composition comprising: a plurality of quantum dots; a plurality of luminous carbon nanoparticles; a carboxylic acid group-containing binder; a polymerizable monomer including a carbon-carbon double bond; and an initiator, wherein the plurality of quantum dots comprises a Group II-VI compound, a Group III-V compound, a Group IV-VI compound, or a combination thereof, the plurality of luminous carbon nanoparticles have a size of less than or equal to about 10 nanometers, and exhibit both a D band and a G band in a Raman spectrum thereof, and at least a portion of the plurality of luminous carbon nanoparticles absorb light having a wavelength of greater than or equal to about 400 nanometers and a maximum luminous peak wavelength thereof is greater than or equal to about 480 nanometers.

First claim

What is claimed is:

1. A composition comprising:
a plurality of quantum dots;
a plurality of luminous carbon nanoparticles;
a carboxylic acid group-containing binder;
a polymerizable monomer comprising a carbon-carbon double bond; and
an initiator,
wherein the plurality of quantum dots comprises a Group II-VI compound, a Group III-V compound, a Group IV-VI compound, or a combination thereof,
the plurality of luminous carbon nanoparticles have a size of less than or equal to about 10 nanometers, and exhibit both a D band and a G band in a Raman spectrum thereof, and
at least a portion of the plurality of luminous carbon nanoparticles absorb light having a wavelength of greater than or equal to about 400 nanometers and a maximum luminous peak wavelength thereof is greater than or equal to about 480 nanometers.

2. The composition of claim 1 , wherein the plurality of quantum dots do not comprise cadmium.

3. The composition of claim 1 , wherein a quantum dot of the plurality of quantum dots comprises a core comprising a first semiconductor nanocrystal material and a shell disposed on the core and comprising a second semiconductor nanocrystal material, the second semiconductor nanocrystal material being different from the first semiconductor nanocrystal material,
wherein the core comprises a metal and a non-metal, the metal comprising indium, zinc, or a combination thereof, and the non-metal comprising phosphorous, selenium, tellurium, or a combination thereof, and
wherein the shell comprises zinc, sulfur, and optionally selenium.

4. The composition of claim 3 , wherein a maximum photoluminescent peak wavelength of the plurality of the quantum dots is in a range between about 500 nanometers and about 650 nanometers.

5. The composition of claim 1 , wherein the plurality of quantum dots have a quantum efficiency of greater than or equal to about 70%.

6. The composition of claim 1 , wherein the plurality of the luminous carbon nanoparticles have a size of greater than 1 nanometer and less than or equal to about 10 nanometers.

7. The composition of claim 1 , wherein in the Raman spectrum of the luminous carbon nanoparticles, an integral value of the D band is greater than an integral value of the G band.

8. The composition of claim 1 , wherein at least a portion of the plurality of luminous carbon nanoparticles absorb light having a wavelength of greater than or equal to about 420 nanometers and a maximum luminous peak wavelength is greater than or equal to about 510 nanometers.

9. The composition of claim 1 , wherein at least a portion of the plurality of luminous carbon nanoparticles absorb light having a wavelength of greater than or equal to about 460 nanometers and a maximum luminous peak wavelength is greater than or equal to about 530 nanometers.

10. The composition of claim 1 , wherein the plurality of luminous carbon nanoparticles have a quantum efficiency of greater than or equal to about 10 percent.

11. The composition of claim 1 , wherein an amount of the plurality of luminous carbon nanoparticles is greater than or equal to about 1 part by weight and less than or equal to about 33 parts by weight, with respect to 100 parts by weight of the plurality of quantum dots.

12. The composition of claim 1 , wherein an amount of the plurality of luminous carbon nanoparticles is greater than or equal to about 2 parts by weight and less than or equal to about 15 parts by weight, with respect to 100 parts by weight of the plurality of quantum dots.

13. The composition of claim 1 , wherein the carboxylic acid group-containing binder has an acid value of greater than or equal to about 50 milligrams of KOH per gram and less than or equal to about 250 milligrams of KOH per gram.

14. The composition of claim 1 , wherein the carboxylic acid group-containing binder comprises a copolymer of a monomer combination comprising a first monomer, a second monomer, and optionally a third monomer, the first monomer comprising a carboxylic acid group and a carbon-carbon double bond, the second monomer comprising a carbon-carbon double bond and a hydrophobic moiety and not including a carboxylic acid group, and the third monomer comprising a carbon-carbon double bond and a hydrophilic moiety and not including a carboxylic acid group;
a multi-aromatic ring-containing polymer comprising a carboxylic acid group and a backbone structure in a main chain, wherein the backbone structure comprises a cyclic group comprising a quaternary carbon atom, and two aromatic rings bound to the quaternary carbon atom; or
a combination thereof.

15. The composition of claim 1 , wherein the polymerizable monomer comprises a (meth)acrylate monomer having at least one (meth)acrylate group.

16. The composition of claim 1 , wherein the composition further comprises a multi-thiol compound represented by Chemical Formula 1, a metal oxide particle, or a combination thereof:
Chemical Formula 1
wherein,
R 1 is hydrogen, a substituted or unsubstituted C1 to C40 linear or branched alkyl group, a C2 to C40 linear or branched alkenyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C7 to C30 arylalkyl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C4 to C30 heteroarylalkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C2 to C30 heterocycloalkyl group, a C1 to C10 alkoxy group, a hydroxy group, —NH 2 , a substituted or unsubstituted C1 to C30 amine group of the formula —NRR′ (wherein R and R′ are the same or different, and are independently hydrogen or a C1 to C30 linear or branched alkyl group, and R and R′ are not hydrogen simultaneously), an isocyanate group, a halogen, —ROR′ (wherein R is a substituted or unsubstituted C1 to C20 alkylene group and R′ is hydrogen or a C1 to C20 linear or branched alkyl group), an acyl halide group of the formula —RC(=O)X (wherein R is a substituted or unsubstituted C1 to C20 alkylene group and X is a halogen, —C(=O)OR' (wherein R′ is hydrogen or a C1 to C20 linear or branched alkyl group), —CN, —C(=O)NRR' (wherein R and R′ are the same or different, and are independently hydrogen or a C1 to C20 linear or branched alkyl group), —C(=O)ONRR' (wherein R and R′ are the same or different, and are independently hydrogen or a C1 to C20 linear or branched alkyl group) or a combination thereof, Li is a carbon atom, a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C2 to C30 alkenylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 to C30 heteroarylene group, a substituted or unsubstituted C3 to C30 heterocycloalkylene group, wherein at least one methylene group of the substituted or unsubstituted C1 to C30 alkylene group or the substituted or unsubstituted C2 to C30 alkenylene group is replaced by a sulfonyl group, a carbonyl group, an ether group, a sulfide group, a sulfoxide group, an ester group, an amide group of the formula (—C(=O)NR-) (wherein R is hydrogen or a C1 to C10 alkyl group), or a combination thereof,
Y 1 is a single bond, a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C2 to C30 alkenylene group, or a C2 to C30 alkylene group or a C3 to C30 alkenylene group in which at least one methylene group is replaced by a sulfonyl group, a carbonyl group, an ether group, a sulfide group, a sulfoxide group, an ester group , an amide group of the formula —C(=O)NR— (wherein R is hydrogen or a C1 t

Assignees

• Samsung Electronics Co Ltd

Inventors

• Kim Yongwook
• Jang Eun Joo
• Kim Tae Gon
• Park Shang Hyeun
• Jang Hyo Sook
• Jeong Young-Soo

Classifications

• H10H20/8512

  Wavelength conversion materials · CPC title

• C09D11/03

  characterised by features other than the chemical nature of the binder · CPC title

• C09K11/883 Primary

  with zinc or cadmium · CPC title

• C09K11/08

  containing inorganic luminescent materials · CPC title

• G03F7/032

  with binders · CPC title