KR20210008304A - Quantum dot-containing material, method for preparing the same and optical member and deivce including the same - Google Patents

Abstract

Provided are: a quantum dot-containing material; a method for preparing the same; and an optical member and device including the same, wherein the quantum dot-containing material comprises: a quantum dot-containing composite including a quantum dot and a first matrix material; and a second matrix material. The quantum dots are dispersed in the first matrix material, the quantum dot-containing composites are dispersed in the second matrix material, and the refractive index of the first matrix material is greater than that of the second matrix material. An optical member including the quantum dot-containing material may have excellent light conversion efficiency.

Description

Quantum dot-containing material, method for preparing the same and optical member and deivce including the same

It relates to a quantum dot-containing material, a method of manufacturing the same, and an optical member and apparatus including the same.

Among the optical members, quantum dots can be used as a material that performs various optical functions (eg, a light conversion function). Quantum dots, as nano-sized semiconductor nanocrystals, can have different energy band gaps by controlling the size and composition of the nanocrystals, and thus can emit light of various emission wavelengths.

The optical member including such quantum dots may have a thin film shape, for example, a thin film patterned for each subpixel. Such an optical member may also be used as a color conversion member of a device including various light sources.

In order to implement a high-quality device, development of a color conversion member capable of providing excellent light conversion efficiency is still required.

It is to provide a quantum dot-containing material capable of providing excellent light conversion efficiency, a method of manufacturing the same, and an optical member and device having excellent light conversion efficiency including the same.

According to one aspect,

A quantum dot-containing complex including quantum dots and a first matrix material; And

A second matrix material;

Including,

The quantum dots are dispersed in the first matrix material,

The quantum dot-containing composite is dispersed in the second matrix material,

The refractive index of the first matrix material is provided to a quantum dot-containing material, which is greater than the refractive index of the second matrix material.

The quantum dot-containing material may have a thin film form. That is, the quantum dot-containing material may be a quantum dot-containing thin film.

According to the other side,

Preparing a first composition including a quantum dot, a first monomer, a polymerization initiator, and a solvent;

A step of preparing a second composition by converting the first monomer of the first composition into at least a part of a first matrix material, wherein the second composition includes a quantum dot-containing composite and the solvent, and the quantum dot-containing composite Preparing a second composition comprising the quantum dots and the first matrix material, and wherein the quantum dots are dispersed in the first matrix material;

Removing the solvent from the second composition to obtain a quantum dot-containing composite;

Preparing a third composition including the quantum dot-containing composite, a second monomer, a polymerization initiator, and a solvent; And

A step of preparing a quantum dot-containing material by converting the second monomer of the third composition into at least a part of a second matrix material, wherein the quantum dot-containing material includes the quantum dot-containing composite and the second matrix material, , The quantum dot-containing composite is dispersed in the second matrix material, the step of preparing a quantum dot-containing material;

Including,

There is provided a method of manufacturing a quantum dot-containing material, wherein the refractive index of the first matrix material is greater than that of the second matrix material.

According to another aspect, an optical member including the quantum dot-containing material is provided.

The optical member may be a color conversion member.

According to another aspect, a device including the quantum dot-containing material is provided.

The device may further comprise a light source, and the quantum dot-containing material may be disposed in the path of light emitted from the light source.

The light source may be an organic light emitting diode (OLED) or a light emitting diode (LED).

The light source may emit blue light.

The optical member including the quantum dot-containing material can have excellent light conversion efficiency, and by using the quantum dot-containing material, various high-quality devices can be implemented.

1 is a diagram schematically showing a quantum dot-containing material according to an embodiment.

The quantum dot-containing material 1 of FIG. 1 may include a quantum dot-containing composite 110 and a second matrix material 130. The quantum dot-containing material 1 may include a plurality of quantum dot-containing composites 110.

The second matrix material 130 refers to a material other than the quantum dot-containing composite 110 of the quantum dot-containing material 1, and may be a mixture of two or more different materials.

The quantum dot-containing composite 110 may be dispersed in the second matrix material 130.

The quantum dot-containing composite 110 may include a quantum dot 111 and a first matrix material 113. The quantum dot-containing composite 110 may include a plurality of quantum dots 111.

The first matrix material 113 refers to materials other than the quantum dots 111 of the quantum dot-containing composite 110, and may be a mixture of two or more different materials.

The quantum dots 111 may be dispersed in the first matrix material 113.

The quantum dots 111 may be quantum dot particles capable of emitting light through stimulation by light. For example, the quantum dot 111 is a group II-VI semiconductor compound; Group III-VI semiconductor compound; Group III-V semiconductor compound; Group IV-VI semiconductor compound; A group IV element or a compound containing the same; I-III-VI group semiconductor compound; Or any combination thereof.

The II-VI group semiconductor compound is a binary compound such as CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgS, MgSe, and the like; CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, MgZnTe, HgZnS, MgZn Quaternary compounds such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, HgZnSTe, and the like; Or any combination thereof; may include.

The III-VI group semiconductor compound may be a _binary compound such as In ₂ S ₃ or In ₂ Se ₃ ; Ternary compounds such as InGaS ₃ and InGaSe ₃ ; Or any combination thereof; may include.

The III-V group semiconductor compound is a binary compound such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, etc.; Ternary compounds such as GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InAlP, InNP, InNAs, InNSb, InPAs, InPSb, and the like; Quaternary compounds such as GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb, and the like; Or any combination thereof; may include. The III-V group semiconductor compound may further include a group II metal (eg, InZnP, etc.)

The IV-VI group semiconductor compound is a binary compound such as SnS, SnSe, SnTe, PbS, PbSe, PbTe, etc.; Ternary compounds such as SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe, and the like; Quaternary element compounds such as SnPbSSe, SnPbSeTe, SnPbSTe, and the like; Or any combination thereof; may include.

The group IV element or a compound containing the same is Si and/or Ge; Binary compounds such as SiC and SiGe; Or any combination thereof; may include.

Ternary compounds such as the I-III-VI semiconductor compound AgInS, AgInS ₂ , CuInS, CuInS ₂ , CuGaO ₂ , AgGaO ₂ , AgAlO ₂ and the like; Or any combination thereof; may include.

The quantum dots 111 are homogeneous in composition and composition (homogeneous) single structure; Or a composite structure such as a core-shell structure, a gradient structure, and the like. In the core-shell structure, the shell may be a single shell having a homogeneous component and composition, or a multi-shell including two or more layers having different components and/or compositions.

For example, in the core-shell structure, each material constituting the core and the shell may be selected from the above-described semiconductor compounds.

According to one embodiment, the quantum dots 111 may include a III-V group semiconductor compound.

According to another embodiment, the quantum dots 111 may include In.

According to another embodiment, the quantum dots 111 may include In and P.

According to another embodiment, the quantum dots 111 may include a III-V group semiconductor compound and a II-VI group semiconductor compound.

According to another embodiment, the quantum dots 111 may have a core-shell structure, the core may be a group III-V semiconductor compound, and the shell may be a group II-VI semiconductor compound.

According to another embodiment, the quantum dot 111 has a core-shell structure, and the core is 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, GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInPS , InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb or any combination thereof, the shell is CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgS, MgSe, CdSeS, CdSTe, CdSeTe 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.

According to another embodiment, the quantum dot 111 has a core-shell structure, and the core has CdSe, CdS, ZnS, ZnSe, CdTe, CdSeTe, CdZnS, PbSe, AgInZnS, ZnO, InN, InP, InAs, InSb , InGaP, or any combination thereof, and the shell may be CdSe, ZnSe, ZnS, ZnSeS, ZnTe, CdTe, PbS, TiO, SrSe, HgSe, or any combination thereof.

According to another embodiment, the quantum dots 111 may be InP/ZnS or InP/ZnSeS core-shell quantum dots.

The quantum dots 111 may be synthesized by various methods such as a wet chemical process, a metal organic chemical vapor deposition (MOCVD) process, or a molecular beam epitaxy process (MBE). I can.

The average particle diameter of the quantum dots 111 may be 1 nm to 20 nm, for example, 1 nm to 15 nm, and as another example, 1 nm to 10 nm.

When the quantum dot 111 has a core-shell structure, the ratio of the radius of the core and the shell thickness is 2:8 to 8:2, for example, 3:7 to 7:3, as another example, 4: It may be 6 to 6: 4.

The number of quantum dots 111 in the quantum dot-containing composite 110 may be 50 to 2000, for example, 100 to 1000. The number of quantum dots 111 in the quantum dot-containing composite 110 may be evaluated using a scanning electron microscope (SEM) or a transmission electron microscope (TEM).

The content of the quantum dots 111 in the quantum dot-containing composite 110 may be 0.01 parts by weight to 10 parts by weight per 100 parts by weight of the quantum dot-containing composite 110, for example, 0.1 parts by weight to 2 parts by weight. When the content of the quantum dot 111 in the quantum dot-containing composite 110 satisfies the above-described range, the quantum dot-containing material 1 may have excellent light conversion efficiency.

The refractive index of the first matrix material 113 may be greater than the refractive index of the second matrix material 130. As a result, the light incident on the quantum dot-containing material 1 enables multiple reflections in the quantum dot-containing composite 110, and the quantum dot 111 of the quantum dot-containing composite 110 As the light absorption rate of may be increased, the light conversion efficiency of the quantum dot-containing material 1 may be increased. Therefore, a separate scattering agent (for example, an oxide-based inorganic scattering agent such as TiO ₂₎ for inducing multiple reflections and/or scattering of light incident on the quantum dot-containing material 1 may not be used, The problem of deteriorating the quality of the quantum dot-containing material 1 due to poor particle dispersibility due to a difference between the average particle diameter of the quantum dots 111 and the average particle diameter of a conventional scattering agent can be substantially prevented.

In the present specification, the term "refractive index" refers to the absolute refractive index of sodium (Na) with respect to the D-line (λ = 589 nm, yellow). For example, a refractive index meter (for example, at 25° C. and 50% relative humidity) For example, using an Ellipsometer (Ellipsometer M-2000, JA Woollam)), for example, according to the Cauchy Film Model, it may be an absolute refractive index measured based on a wavelength of 589 nm.

Each of the refractive indices of the first matrix material 113 and the second matrix material 130 is a quantum dot-containing material (1) using a refractive index meter (eg, Ellipsometer (Ellipsometer M-2000, JA Woollam)). The first matrix material 113 and the second matrix material 130, excluding the quantum dots 111, are measured respectively (for example, see Evaluation Example 4 below), or the first matrix material without the quantum dots 111 After fabrication of a thin film or particle composed of only (113) and a thin film or particle composed of only the second matrix material 130, it may be evaluated by measuring the refractive index thereof.

The refractive index of the first matrix material 113 may be 1.55 to 2.00, for example, 1.55 to 1.85, and as another example, 1.580 to 1.802. The refractive index of the second matrix material 130 may be 1.30 to 1.55, for example, 1.40 to 1.50, and as another example, 1.490. On the other hand, the difference between the refractive index of the first matrix material 113 and the refractive index of the second matrix material 130 may be 0.05 to 0.60, for example, 0.06 to 0.45, and as another example, 0.090 to 0.312. By satisfying the above-described range, multiple reflections of light incident on the quantum dot-containing material 1 can be effectively induced, so that the light absorption rate of the quantum dot 111 of the quantum dot-containing composite 110 can be increased. -The light conversion efficiency of the containing material 1 can be increased.

Each of the first matrix material 113 and the second matrix material 130 may include material(s) capable of providing the refractive index as described above.

The first matrix material 113 may include a first polymer serving as a medium in which the quantum dots 111 can be dispersed.

The first polymer may be a polymer derived from polymerization of a first monomer (eg, polymerization by a solution polymerization method) as described herein.

For example, the first monomer may include a water-soluble vinyl-based monomer, a water-soluble acrylic monomer, a water-soluble acrylamide-based monomer, or any combination thereof. For a description of the first monomer, refer to the description below.

The content of the first polymer may be 70 to 100 parts by weight, for example, 80 to 100 parts by weight per 100 parts by weight of the first matrix material 113. When the content of the first polymer satisfies the above-described range, the first matrix material 113 may have excellent strength, and the quantum dots 111 may be relatively uniformly dispersed in the first matrix material 113. I can.

The first matrix material 113 may further include a polymerization initiator in addition to the first polymer. The polymerization initiator may be any material capable of initiating polymerization of the first monomer as described herein. For example, the polymerization initiator may be any polymerization initiator that can be used in a solution polymerization method.

According to one embodiment, the polymerization initiator may include potassium persulfate (KPS).

Alternatively, the first matrix material 113 may further include a dispersant or the like to improve the degree of dispersion of the quantum dots 111. For a description of the dispersant, refer to what is described herein.

The second matrix material 130 may include a second polymer serving as a medium in which the quantum dot-containing composite 110 may be dispersed.

The second polymer may be a polymer derived from polymerization of a second monomer as described herein (eg, polymerization by a photopolymerization method).

For example, the second monomer may include an acrylic monomer. For a description of the second monomer, refer to the description below.

The content of the second polymer may be 10 parts by weight to 90 parts by weight, for example, 20 parts by weight to 80 parts by weight per 100 parts by weight of the second matrix material 130. When the content of the second polymer satisfies the above-described range, the second matrix material 130 may have excellent strength, and the quantum dot-containing composite 1 is relatively uniformly applied to the second matrix material 130. Can be distributed within.

The second matrix material 130 may further include a polymerization initiator in addition to the second polymer. The polymerization initiator may be any material capable of initiating polymerization of the second monomer as described herein. For example, the polymerization initiator may be any photopolymerization initiator that can be used in a photopolymerization method. For a description of the photopolymerization initiator, refer to the bar described later.

The second matrix material 130 may further include an alkali-soluble resin, a dispersant, an additive, or any combination thereof in addition to the second polymer and polymerization initiator as described above. The description of the alkali-soluble resin, dispersant, and additives is referred to below.

The quantum dot-containing composite 110 may be spherical particles. For example, the quantum dot-containing composite 110 is a spherical particle, and the surface thereof may be smooth. When the quantum dot-containing composite 110 is a spherical particle, the quantum dot-containing composite 110 is manufactured by a separate process and then in the form of spherical particles (ie, in the form of beads or powder from which the solvent, etc. is removed). It may be mixed with the mixture for manufacturing the second matrix material 130. Accordingly, the boundary between the quantum dot-containing composite 110 and the second matrix material 130 of the quantum dot-containing material 1 can be clearly distinguished.

Such "quantum dot-containing composite 110" and "second matrix material 130" are partially mixed with a quantum dot-containing solution and a polymerizable solution, and then due to a difference in polarity between the quantum dot-containing solution and the polymerizable solution. It is clearly different from the "quantum dot-containing region" and "quantum dot-free region" derived by phase separation by Since the "quantum dot-containing region" and "quantum dot-free region" are derived by phase separation, the boundary between them may be unclear. In addition, the "quantum dot-containing region" may have an irregular shape, a non-smooth surface, and a very high uniformity coefficient. Accordingly, a virtual quantum dot-containing material including a "quantum dot-containing region" and a "quantum dot-free region" induced by phase separation as described above may have poor light conversion efficiency.

The average particle diameter (D50) of the quantum dot-containing composite 110 may be 40nm to 1000nm, for example, 50nm to 1000nm or 100nm to 500nm, as another example, 100nm to 200nm. When the average particle diameter of the quantum dot-containing composite 110 satisfies the above-described range, the quantum dot-containing composite 110 includes a relatively large amount of quantum dots 111 and has excellent dispersion degree of the second matrix material 130 ) Can be distributed within.

The coefficient of uniformity (D60/D10) of the quantum dot-containing composite 110 may be 1.0 to 2.0, for example, 1.4 to 1.8. When the uniformity coefficient of the quantum dot-containing composite 110 satisfies the above-described range, the average particle diameter of the quantum dot-containing composite 110 may have a high uniformity, and is excellent in the second matrix material 13. It can be dispersed with degree of dispersion.

The average particle diameter (D50) was measured by evaluating a particle size distribution curve of the quantum dot-containing composite 110 using a particle size analyzer, and then evaluating a particle diameter corresponding to a passing mass percentage of 50%.

The uniformity coefficient (D60/D10) is determined by evaluating the particle size distribution curve of the quantum dot-containing composite 110 using a particle size analyzer, and then D60 (passing mass percentage) to D10 (particle diameter corresponding to 10% of passing mass percentage). It measured by evaluating the ratio of the particle diameter corresponding to this 60%.

The quantum dot-containing material 1 may have an irregular shape filling a predetermined space or may have a thin film shape. When the quantum dot-containing material 1 has a thin film shape, in the present specification, "quantum dot-containing material 1" may also be referred to as "quantum dot-containing thin film 1". The thickness of the thin film may be 0.1㎛ to 100㎛, for example, 1㎛ to 10㎛.

The method of manufacturing the quantum dot-containing material 1 as described above,

Preparing a first composition including a quantum dot 111, a first monomer, a polymerization initiator, and a solvent;

A step of preparing a second composition by converting the first monomer of the first composition into at least a part of the first matrix material 113, wherein the second composition includes a quantum dot-containing composite 110 and the solvent, , The quantum dot-containing composite 110 includes the quantum dots 111 and the first matrix material 113, and the quantum dots 111 are dispersed in the first matrix material 113, a second composition Manufacturing a;

Removing the solvent from the second composition to obtain a quantum dot-containing composite (110);

Preparing a third composition including the quantum dot-containing composite 110, a second monomer, a polymerization initiator, and a solvent; And

A step of preparing a quantum dot-containing material (1) by converting the second monomer of the third composition into at least a part of the second matrix material 130, wherein the quantum dot-containing material 1 is the quantum dot-containing composite (110) and the second matrix material (130), wherein the quantum dot-containing composite (110) is a quantum dot-containing material (1) dispersed in the second matrix material (130);

It may include. Here, the refractive index of the first matrix material 113 may be greater than the refractive index of the second matrix material 130 as described above.

Hereinafter, the method of manufacturing the quantum dot-containing material (1) will be described in more detail as follows.

First, a first composition including a quantum dot 111, a first monomer, a polymerization initiator, and a solvent is prepared.

For a description of the quantum dot 111 of the first composition, refer to the description in this specification.

The content of the quantum dots 111 may be 0.1 parts by weight to 10 parts by weight, for example, 0.1 parts by weight to 5 parts by weight per 100 parts by weight of the first composition. When the content of the quantum dots 111 satisfies the above-described range, a quantum dot-containing material 1 having excellent light conversion efficiency can be manufactured.

The first monomer of the first composition may be a monomer(s) polymerizable by a solution polymerization method.

For example, the first monomer in the first composition may include a vinyl-based monomer, an acrylic monomer, an acrylamide-based monomer, or any combination thereof.

As another example, the first monomer of the first composition may include a water-soluble vinyl-based monomer, a water-soluble acrylic monomer, a water-soluble acrylamide-based monomer, or any combination thereof.

According to one embodiment, the first monomer may include a group represented by one of the following Formulas 1-1 to 1-3:

In Formulas 1-1 to 1-3,

L ₁ is a single bond, C(R ₅ )(R ₆ ), N(R ₅ ), O or S,

a1 is an integer of 1 to 10, and when a1 is 2 or more, 2 or more L ₁ are the same as or different from each other,

R ₁ to R ₆ are each independently hydrogen, deuterium, C ₁ -C ₂₀ alkyl group, phenyl group or biphenyl group,

* Is the bonding site with neighboring atoms.

According to another embodiment, the first monomer may include a cyclic vinyl-based monomer, a cyclic acrylic monomer, a cyclic acrylamide-based monomer, or any combination thereof. The cyclic vinyl monomer, cyclic acrylic monomer, and cyclic acrylamide monomer are 1) at least one substituted or unsubstituted C ₅ -C ₆₀ carbocyclic group, at least one substituted or unsubstituted C ₁ -C ₆₀ heterocyclic group, or any combination thereof and 2) a vinyl group (for example, a group represented by Formula 1-1), an acrylate group (eg, a group represented by Formula 1-2 above) Group), an acrylamide-based group (eg, a group represented by Formula 1-3), or any combination thereof.

For example, the cyclic vinyl monomer refers to the following compounds 1 and 11, the cyclic acrylic monomer refers to the following compounds 2 to 8 and 10 and compounds 101 to 107, and the cyclic acrylamide monomer is Reference may be made to compound 9 below.

According to another embodiment, the first monomer may be a compound represented by the following Formula 1:

<Formula 1>

(A ₁ ) _n1 -L-(A ₂ ) _n2

In Formula 1,

A ₁ is a group represented by _one of the following Formulas 2-1 to 2-9, a group derived from a hole transport material in an organic layer of an organic light emitting device, a group derived from a light emitting material in an organic layer of an organic light emitting device, or an organic layer of an organic light emitting device Is a group derived from an electron transport material,

L is a single bond, a double bond, O or S,

A ₂ is a vinyl group (for example, a group represented by Formula 1-1), an acrylate group (eg, a group represented by Formula 1-2), or an acrylamide group (for example, A group represented by Formula 1-3),

n1 and n2 are each independently an integer of 1 to 10, and when n1 is 2 or more, 2 or more A ₁ may be the same as or different from each other, and when n2 is 2 or more, 2 or more A ₂ may be the same or different from each other :

In Formulas 2-1 to 2-9,

R ₁₁ to R ₁₄ are independently of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, a substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or Unsubstituted C ₂ -C ₆₀ alkenyl group, substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, A substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, substituted or unsubstituted C ₆ -C ₆₀ arylthio group, substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, substituted or An unsubstituted monovalent non-aromatic condensed polycyclic group or a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group,

* Is a binding site with L or A ₂ in Formula 1.

In the present specification, "a group derived from a hole transport material" refers to a monovalent group in which an atom of a hole transport material is radicalized to become a bonding site capable of chemically bonding to L or A _{2 in} Formula 1 above. In the present specification, the terms "a group derived from a light-emitting material" and "a group derived from an electron transport material" may also be interpreted as the same meaning.

Examples of each of the hole transport material among the "group derived from the hole transport material", the light-emitting material among the "group derived from the light-emitting material" and the electron transport material among the "group derived from the electron transport material" are as follows:

[Example of hole transport material]

The hole transport material may be a compound represented by the following Formula 201 or a compound represented by the following Formula 202:

<Formula 201>

<Formula 202>

In Formulas 201 and 202,

L ₂₀₁ to L ₂₀₄ are each independently a substituted or unsubstituted C ₃ -C ₁₀ cycloalkylene group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkylene group, a substituted or unsubstituted C ₃ -C ₁₀ cyclo Alkenylene group, substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenylene group, substituted or unsubstituted C ₆ -C ₆₀ arylene group, substituted or unsubstituted C ₁ -C ₆₀ heteroarylene group, substituted or unsubstituted A cyclic divalent non-aromatic condensed polycyclic group, or a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

L ₂₀₅ is *-O-*', *-S-*', *-N(Q ₂₀₁ )-*', a substituted or unsubstituted C ₁ -C ₂₀ alkylene group, a substituted or unsubstituted C _2- A C ₂₀ alkenylene group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkylene group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkylene group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenylene group, A substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenylene group, a substituted or unsubstituted C ₆ -C ₆₀ arylene group, a substituted or unsubstituted C ₁ -C ₆₀ heteroarylene group, a substituted or unsubstituted divalent A non-aromatic condensed polycyclic group, or a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

xa1 to xa4 are each independently 0, 1, 2, or 3 (e.g., 0, 1, or 2),

xa5 is one of an integer from 1 to 10 (eg, 1, 2, 3, or 4),

R ₂₀₁ to R ₂₀₄ and Q ₂₀₁ are each independently a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ Cycloalkenyl group, substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, substituted or unsubstituted C ₆ -C ₆₀ aryl group, substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, substituted or unsubstituted A C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, or a substituted or unsubstituted monovalent non-aromatic hetero It may be a condensed polycyclic group.

For example, in Formula 202, R ₂₀₁ and R ₂₀₂ may be optionally connected to each other through a single bond, a dimethyl-methylene group or a diphenyl-methylene group, and R ₂₀₃ and R ₂₀₄ are, optionally, They may be connected to each other through a single bond, a dimethyl-methylene group or a diphenyl-methylene group.

According to an embodiment, the hole transport material is one of the following compounds HT1 to HT44, m-MTDATA, TDATA, 2-TNATA, NPB(NPD), β-NPB, TPD, Spiro-TPD, Spiro-NPB, methylation -NPB, TAPC, HMTPD or TCTA(4,4',4"-tris(N-carbazolyl)triphenylamine (4,4',4"-tris(N-carbazolyl)triphenylamine)).

[Example of luminescent material]

The light-emitting material may be a compound represented by Formula 301 below:

<Formula 301>

[Ar ₃₀₁ ] _xb11 -[(L ₃₀₁ ) _xb1 -R ₃₀₁ ] _xb21

In Formula 301,

Ar ₃₀₁ is a substituted or unsubstituted C ₅ -C ₆₀ carbocyclic group or a substituted or unsubstituted C ₁ -C ₆₀ heterocyclic group,

xb11 is 1, 2 or 3,

L ₃₀₁ is a substituted or unsubstituted C ₃ -C ₁₀ cycloalkylene group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkylene group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenylene group, a substituted or Unsubstituted C ₁ -C ₁₀ heterocycloalkenylene group, substituted or unsubstituted C ₆ -C ₆₀ arylene group, substituted or unsubstituted C ₁ -C ₆₀ heteroarylene group, substituted or unsubstituted divalent bi- An aromatic condensed polycyclic group, a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

xb1 is 0, 1, 2, 3, 4, or 5,

R ₃₀₁ is deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, substituted or unsubstituted C ₁ -C ₆₀ alkyl group, substituted or unsubstituted C ₂ -C ₆₀ Alkenyl group, substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, substituted or unsubstituted C _1- C ₁₀ heterocycloalkyl group, substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, substituted or unsubstituted C ₆ -C ₆₀ aryl group, substituted or Unsubstituted C ₆ -C ₆₀ aryloxy group, substituted or unsubstituted C ₆ -C ₆₀ arylthio group, substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, substituted or unsubstituted monovalent non-aromatic Condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic heterocondensed polycyclic group, -Si(Q ₃₀₁ )(Q ₃₀₂ )(Q ₃₀₃ ), -N(Q ₃₀₁ )(Q ₃₀₂ ), -B(Q ₃₀₁ )(Q ₃₀₂ ), -C(=O)(Q ₃₀₁ ), -S(=O) ₂ (Q ₃₀₁ ), or -P(=O)(Q ₃₀₁ )(Q ₃₀₂ ),

xb21 is 1, 2, 3, 4, or 5,

For descriptions of _Q301 to _Q303 , refer to the description of Q ₁ in the present specification, respectively.

For example, when xb11 in Formula 301 is 2 or more, two or more Ar ₃₀₁ may be connected to each other through a single bond.

According to one embodiment, the light emitting material is one of the following compounds H1 to H36, ADN (9,10-Di(2-naphthyl)anthracene), MADN (2-Methyl-9,10-bis(naphthalen-2- yl)anthracene), TBADN (9,10-di-(2-naphthyl)-2-t-butyl-anthracene), CBP (4,4′-bis(N-carbazolyl)-1,1′-biphenyl), mCP (1,3-di-9-carbazolylbenzene), or TCP (1,3,5-tri(carbazol-9-yl)benzene) Can be:

[Example of electron transport material]

The electron transport material may be a compound represented by Formula 601-1 below:

<Chemical Formula 601-1>

In Formula 601-1,

X ₆₁₄ is N or C (R ₆₁₄ ), X ₆₁₅ is N or C (R ₆₁₅ ), X ₆₁₆ is N or C (R ₆₁₆ ), and at least one of X ₆₁₄ to X ₆₁₆ is N,

L ₆₁₁ to L ₆₁₃ are each independently a substituted or unsubstituted C ₃ -C ₁₀ cycloalkylene group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkylene group, a substituted or unsubstituted C ₃ -C ₁₀ cyclo Alkenylene group, substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenylene group, substituted or unsubstituted C ₆ -C ₆₀ arylene group, substituted or unsubstituted C ₁ -C ₆₀ heteroarylene group, substituted or unsubstituted It may be selected from a cyclic divalent non-aromatic condensed polycyclic group and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group,

xe611 to xe613 are each independently an integer of 0 to 5,

R ₆₁₁ to R ₆₁₃ are each independently a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group , A substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₆₀ arylthio group, substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic heterocondensed polycyclic group, -Si(Q ₆₀₁ )(Q ₆₀₂ )(Q ₆₀₃ ), -C(=O)(Q ₆₀₁ ), -S(=O) ₂ (Q ₆₀₁ ), or -P(=O)(Q ₆₀₁ )( Q ₆₀₂ ),

R ₆₁₄ to R ₆₁₆ are independently of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group , It may be a phenyl group, a biphenyl group, a terphenyl group, or a naphthyl group.

For descriptions of Q ₆₀₁ to Q ₆₀₃ , refer to the description of Q ₁ in the present specification, respectively.

For example, in Formula 601-1, xe611 to xe613 may be 0, 1, or 2 independently of each other.

According to one embodiment, the electron transport material may be one of the following compounds ET1 to ET36:

[General definition of a substituent]

In the present specification, the C ₁ -C ₆₀ alkyl group refers to a linear or branched aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, and specific examples thereof include methyl group, ethyl group, n -propyl group, isopropyl group, n -butyl group, sec -butyl group, isobutyl group, tert -butyl group, n -pentyl group, tert -pentyl group, neopentyl group, isopentyl group, sec -pentyl group, 3-pentyl group, sec -iso Pentyl group, n -hexyl group, isohexyl group, sec -hexyl group, tert -hexyl group, n -heptyl group, isoheptyl group, sec -heptyl group, tert -heptyl group, n -octyl group, isooctyl group, sec -Octyl group, tert -octyl group, n -nonyl group, isononyl group, sec -nonyl group, tert -nonyl group, n -decyl group, isodecyl group, sec -decyl group, tert -decyl group, etc. . In the present specification, a C ₁ -C ₆₀ alkylene group refers to a divalent group having the same structure as the C ₁ -C ₆₀ alkyl group.

In the present specification, the C ₂ -C ₆₀ alkenyl group refers to a monovalent hydrocarbon group including one or more carbon-carbon double bonds in the middle or terminal of the C ₂ -C ₆₀ alkyl group, and specific examples thereof include, ethenyl group, propenyl group , Butenyl group, etc. are included. In the present specification, the C ₂ -C ₆₀ alkenylene group refers to a divalent group having the same structure as the C ₂ -C ₆₀ alkenyl group.

In the present specification, the C ₂ -C ₆₀ alkynyl group refers to a monovalent hydrocarbon group including one or more carbon-carbon triple bonds in the middle or terminal of a C ₂ -C ₆₀ alkyl group, and specific examples thereof include an ethynyl group and a propynyl group. And the like. In the present specification, the C ₂ -C ₆₀ alkynylene group refers to a divalent group having the same structure as the C ₂ -C ₆₀ alkynyl group.

In the present specification, the C ₁ -C ₆₀ alkoxy group refers to a monovalent group having the formula -OA ₁₀₁ (here, A ₁₀₁ is the C ₁ -C ₆₀ alkyl group), and specific examples thereof include a methoxy group and an ethoxy group. And an isopropyloxy group.

In the present specification, the C ₃ -C ₁₀ cycloalkyl group refers to a monovalent saturated hydrocarbon cyclic group having 3 to 10 carbon atoms, and specific examples thereof include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, and a cycloheptyl group. Tyl group, cyclooctyl group, adamantanyl group (adamantanyl), norbornanyl group (norbornanyl), bicyclo[1.1.1] pentyl group (bicyclo[1.1.1]pentyl), bicyclo[2.1.1] hexyl group (bicyclo [2.1.1]hexyl), bicyclo[2.2.1]heptyl, bicyclo[2.2.2]octyl, etc. are included. In the present specification, a C ₃ -C ₁₀ cycloalkylene group refers to a divalent group having the same structure as the C ₃ -C ₁₀ cycloalkyl group.

In the present specification, the C ₁ -C ₁₀ heterocycloalkyl group includes a hetero atom (for example, N, O, Si, P, S, or any combination thereof) as a ring-forming atom. It means a cyclic group, and specific examples thereof include 1,2,3,4-oxatriazolidinyl group (1,2,3,4-oxatriazolidinyl), tetrahydrofuranyl group, tetrahydrothiophenyl group, etc. Included. In the present specification, the C ₁ -C ₁₀ heterocycloalkylene group refers to a divalent group having the same structure as the C ₁ -C ₁₀ heterocycloalkyl group.

In the present specification, the C ₃ -C ₁₀ cycloalkenyl group is a monovalent cyclic group having 3 to 10 carbon atoms, and refers to a group having at least one carbon-carbon double bond in the ring, but not having aromaticity, Specific examples thereof include a cyclopentenyl group, a cyclohexenyl group, and a cycloheptenyl group. In the present specification, the C ₃ -C ₁₀ cycloalkenylene group refers to a divalent group having the same structure as the C ₃ -C ₁₀ cycloalkenyl group.

In the present specification, the C ₁ -C ₁₀ heterocycloalkenyl group contains a hetero atom (e.g., N, O, Si, P, S, or any combination thereof) as a ring-forming atom. As a cyclic group, it has at least one double bond in the ring. Specific examples of the C ₁ -C ₁₀ heterocycloalkenyl group include 4,5-dihydro-1,2,3,4-oxatriazolyl group, 2,3-dihydrofuranyl group, and 2,3-dihydro And a thiophenyl group. In the present specification, the C ₁ -C ₁₀ heterocycloalkenylene group refers to a divalent group having the same structure as the C ₁ -C ₁₀ heterocycloalkenyl group.

In the present specification, the C ₆ -C ₆₀ aryl group refers to a monovalent group having a carbocyclic aromatic system having 6 to 60 carbon atoms, and the C ₆ -C ₆₀ arylene group is a carbocyclic aromatic system having 6 to 60 carbon atoms. It means a divalent group having Specific examples of the C ₆ -C ₆₀ aryl group include phenyl group, pentalenyl group, naphthyl group, azulenyl group, indacenyl group, acenaphthyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, and fluoranthenyl group. , Triphenylenyl group, pyrenyl group, chrysenyl group, perylenyl group, pentaphenyl group, Heptalenyl group, naphthacenyl group, pisenyl group, hexacenyl group, pentacenyl group, rubicenyl group, coronenyl group, ovalenyl group, and the like are included. When the C ₆ -C ₆₀ aryl group and the C ₆ -C ₆₀ arylene group include two or more rings, the two or more rings may be condensed with each other.

In the present specification, the C ₁ -C ₆₀ heteroaryl group includes a hetero atom (eg, N, O, Si, P, S, or any combination thereof) as a ring-forming atom, and a heterocyclic group having 1 to 60 carbon atoms Refers to a monovalent group having an aromatic system, and the C ₁ -C ₆₀ heteroarylene group contains a hetero atom (e.g., N, O, Si, P, S, or any combination thereof) as a ring-forming atom And a divalent group having a heterocyclic aromatic system having 1 to 60 carbon atoms. In specific examples of the C ₁ -C ₆₀ heteroaryl group, a pyridinyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, a benzoquinolinyl group, an isoquinolinyl group, and benzo Isoquinolinyl group, quinoxalinyl group, benzoquinoxalinyl group, quinazolinyl group, benzoquinazolinyl group, sinolinyl group, phenanthrolinyl group, phthalazinyl group, naphthyridinyl group, and the like. When the C ₁ -C ₆₀ heteroaryl group and the C ₁ -C ₆₀ heteroarylene group include two or more rings, the two or more rings may be condensed with each other.

In the specification C ₆ -C ₆₀ aryloxy group -OA, point ₁₀₂ (where, A ₁₀₂ is the C ₆ -C ₆₀ aryl group), a C ₆ -C ₆₀ arylthio group (arylthio) is -SA ₁₀₃ (where , A ₁₀₃ is the C ₆ -C ₆₀ aryl group).

In the present specification, in the monovalent non-aromatic condensed polycyclic group (non-aromatic condensed polycyclic group), two or more rings are condensed with each other, contain only carbon as a ring-forming atom, and the entire molecule is non-aromatic. It refers to a monovalent group having (eg, having 8 to 60 carbon atoms). Specific examples of the monovalent non-aromatic condensed polycyclic group include indenyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, indenophenanthrenyl group, indenoanthracenyl group, and the like. In the present specification, a divalent non-aromatic condensed polycyclic group refers to a divalent group having the same structure as the monovalent non-aromatic condensed polycyclic group.

In the present specification, in the monovalent non-aromatic condensed heteropolycyclic group, two or more rings are condensed with each other, and hetero atoms other than carbon as ring forming atoms (e.g., N, O, Si, P , S, or any combination thereof), and a monovalent group in which the entire molecule is non-aromatic (eg, having 1 to 60 carbon atoms). Specific examples of the monovalent non-aromatic hetero-condensed polycyclic group include pyrroleyl group, thiophenyl group, furanyl group, indolyl group, benzoindolyl group, naphthoindolyl group, isoindole group, benzoisoindolyl group, naphthoisoindolyl group , Benzosilolyl group, benzothiophenyl group, benzofuranyl group, carbazolyl group, dibenzosilolyl group, dibenzothiophenyl group, dibenzofuranyl group, azacarbazolyl group, azafluorenyl group, azadibenzosilolyl group, azadi Benzothiophenyl group, azadibenzofuranyl group, pyrazolyl group, imidazolyl group, triazolyl group, tetrazolyl group, oxazolyl group, isoxazolyl group, thiazolyl group, isothiazolyl group, oxadiazolyl group, thia Diazolyl group, benzopyrazolyl group, benzoimidazolyl group, benzooxazolyl group, benzothiazolyl group, benzooxadiazolyl group, benzothiadiazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, imidazo Triazinyl group, imidazopyrazinyl group, imidazopyridazinyl group, indenocarbazolyl group, indolocarbazolyl group, benzofurocarbazolyl group, benzothienocarbazolyl group, benzosilolocarbazolyl group, Benzoindolocarbazolyl group, benzocarbazolyl group, benzonaphthofuranyl group, benzonaphthothiophenyl group, benzonaphthosilolyl group, benzofurodibenzofuranyl group, benzofurodibenzothiophenyl group, benzothienodibenzothiophenyl group , Etc. are included. In the present specification, a divalent non-aromatic condensed heteropolycyclic group refers to a divalent group having the same structure as the monovalent non-aromatic condensed heteropolycyclic group.

In the present specification, the C ₅ -C ₆₀ carbocyclic group refers to a monocyclic or polycyclic group having 5 to 60 carbon atoms including only carbon as a ring-forming atom. The C ₅ -C ₆₀ carbocyclic group may be an aromatic carbocyclic group or a non-aromatic carbocyclic group. The C ₅ -C ₆₀ carbocyclic group may be a compound such as benzene, a monovalent group such as a phenyl group, or a divalent group such as a phenylene group. Alternatively, it is the C ₅ -C according to the number attached to the substituent at the ₆₀ carbocyclic group, a C ₅ -C ₆₀ carbocyclic group during the various modifications can be made, such as in 3 or 4 is the group number of a group.

Specific examples of the C ₅ -C ₆₀ carbocyclic group include a cyclopentadiene group, a benzene group, a pentalene group, a naphthalene group, an azulene group, an indacene group, an acenaphthylene group, a phenalene group, and a phenanthrene group. , Anthracene group, fluoranthene group, triphenylene group, pyrene group, chrysene group, perylene group, pentaphene group, heptalene group, naphthacene group, picene group, hexacene group, pentacene group, ruby Sen group, coronene group, ovalene group, indene group, fluorene group, spiro-bifluorene group, benzofluorene group, indenophenanthrene group, indenoanthracene group And the like.

In the present specification, the C ₁ -C ₆₀ heterocyclic group refers to a ring-forming atom, in addition to carbon (the number of carbons may be 1 to 60), heteroatoms (eg, N, O, Si, P, S, Or any combination thereof) and a monocyclic or polycyclic group having 1 to 60 carbon atoms. The C ₁ -C ₆₀ heterocyclic group may be an aromatic heterocyclic group or a non-aromatic heterocyclic group. The C ₁ -C ₆₀ heterocyclic group may be a compound such as pyridine, a monovalent group such as a pyridinyl group, or a divalent group such as a pyridinylene group. Alternatively, it is the C ₁ -C according to the number attached to the substituent at the _{60-heterocyclic} group, the C ₁ -C ₆₀ heterocyclic group, when various modifications can be made, such as in 3 or 4 is the group number of a group.

Specific examples of the C ₁ -C ₆₀ heterocyclic group include a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, a benzoquinoline group, an isoquinoline group, a benzoisoquinoline group, and quinox. Saline group, benzoquinoxaline group, quinazoline group, benzoquinazoline group, sinoline group, phenanthroline group, phthalazine group, naphthyridine group, pyrrole group, thiophene group, furan group, indole group, benzoindole Group, naphthoindole group, isoindole group, benzoisoindole group, naphthoisoindole group, benzosilol group, benzothiophene group, benzofuran group, carbazole group, dibenzosilol group, dibenzothiophene group, Dibenzofuran group, azacarbazole group, azafluorene group, azadibenzosilol group, azadibenzothiophene group, azadibenzofuran group, pyrazole group, imidazole group, triazole group, tetrazole group, Oxazole group, isoxazole group, thiazole group, isothiazole group, oxadiazole group, thiadiazole group, benzopyrazole group, benzoimidazole group, benzoxazole group, benzothiazole group, benzooxa Diazole group, benzothiadiazole group, imidazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, indenocarbazole group, indolocarbazole group , Benzofurocarbazole group, benzothienocarbazole group, benzosilolocarbazole group, benzoindolocarbazole group, benzocarbazole group, benzonaphthofuran group, benzonaphthothiophene group, benzonaphthosilol Group, a benzofurodibenzofuran group, a benzofurodibenzothiophene group, a benzothienodibenzothiophene group, and the like.

In the present specification, the substituted C ₅ -C ₆₀ carbocyclic group, substituted C ₁ -C ₆₀ heterocyclic group, substituted C ₁ -C ₆₀ alkylene group, substituted C ₂ -C ₆₀ alkenylene group, substituted Substituted C ₃ -C ₁₀ cycloalkylene group, substituted C ₁ -C ₁₀ heterocycloalkylene group, substituted C ₃ -C ₁₀ cycloalkenylene group, substituted C ₁ -C ₁₀ heterocycloalkenylene group, substituted C ₆ -C ₆₀ arylene group, substituted C ₁ -C ₆₀ heteroarylene group, substituted divalent non-aromatic condensed polycyclic group, substituted divalent non-aromatic condensed heteropolycyclic group, substituted C ₁ -C ₆₀ alkyl group, Substituted C ₂ -C ₆₀ alkenyl group, substituted C ₂ -C ₆₀ alkynyl group, substituted C ₁ -C ₆₀ alkoxy group, substituted C ₃ -C ₁₀ cycloalkyl group, substituted C ₁ -C ₁₀ heterocycloalkyl group , A substituted C ₃ -C ₁₀ cycloalkenyl group, a substituted C ₁ -C ₁₀ heterocycloalkenyl group, a substituted C ₆ -C ₆₀ aryl group, a substituted C ₆ -C ₆₀ aryloxy group, a substituted C _6- C ₆₀ arylthio group, a substituted C ₁ -C ₆₀ heteroaryl group, a substituted a non-aromatic condensed polycyclic groups, and substituted monovalent non-aromatic heterocyclic substituent of the condensed polycyclic group,

Deuterium (-D), -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, or a nitro group;

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ aryl come T, C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic Condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group, -Si(Q ₁₁ )(Q ₁₂ )(Q ₁₃ ), -N(Q ₁₁ )(Q ₁₂ ), -B(Q ₁₁ )(Q ₁₂ ) , -C(=O)(Q ₁₁ ), -S(=O) ₂ (Q ₁₁ ), -P(=O)(Q ₁₁ )(Q ₁₂ ), or any combination thereof substituted or unsubstituted , C ₁ -C ₆₀ alkyl group, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group, or C ₁ -C ₆₀ alkoxy group;

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C ₁ -C ₆₀ alkyl group, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group, C _1- C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy group, C ₆ -C ₆₀ arylthio group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q ₂₁ )(Q ₂₂ )(Q ₂₃ ), -N(Q ₂₁ )(Q ₂₂ ), -B(Q ₂₁ )(Q ₂₂ ), -C(=O)(Q ₂₁ ), -S(=O) ₂ (Q ₂₁ ), -P(=O)(Q ₂₁ )(Q ₂₂ ), or any combination thereof substituted or unsubstituted, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ aryl come T, C ₁ -C ₆₀ heteroaryl An aryl group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic condensed heteropolycyclic group;

-Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ), -N(Q ₃₁ )(Q ₃₂ ), -B(Q ₃₁ )(Q ₃₂ ), -C(=O)(Q ₃₁ ), -S (=O) ₂ (Q ₃₁ ), or -P(=O)(Q ₃₁ )(Q ₃₂ ); or

Any combination thereof;

Can be

In the present specification, Q ₁ , Q ₁₁ to Q ₁₃ , Q ₂₁ to Q ₂₃ and Q ₃₁ to Q ₃₃ are independently of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group , Nitro group, C ₁ -C ₆₀ alkyl group, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocyclo Alkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non -It may be an aromatic heterocondensed polycyclic group, a biphenyl group, or a terphenyl group.

According to one embodiment, the first monomer of the first composition may include one of the following compounds 1 to 11 and 101 to 107, or any combination thereof:

The content of the first monomer may be 5 to 20 parts by volume per 100 parts by volume of the first composition. When the content of the first monomer satisfies the above-described range, a quantum dot-containing composite 110 in which the quantum dots 111 are uniformly dispersed may be manufactured.

The polymerization initiator in the first composition may be any polymerization initiator capable of initiating polymerization of the first monomer. For example, the polymerization initiator may be a water-soluble polymerization initiator that can be used in a solution polymerization method.

According to one embodiment, the polymerization initiator in the first composition may be KPS (potassium persulfate).

The solvent in the first composition may be any solvent that is miscible with the first monomer as described above. For example, the solvent in the first composition may be water.

The content of the solvent may be 70 to 99 parts by volume per 100 parts by volume of the first composition. By satisfying the above-described range, the quantum dot-containing composite 110 including the quantum dots 111 dispersed in the first matrix material 113 with a uniform dispersion degree can be manufactured.

Subsequently, a quantum dot-containing composite 110 in which the quantum dots 111 are dispersed in the first matrix material 113 by converting the first monomer of the first composition into at least a part of the first matrix material 113 ) And a second composition comprising the solvent. The "step of converting the first monomer into at least a part of the first matrix material 113" may be "a step of polymerizing the first monomer to form a first polymer as described herein".

According to an embodiment, the solvent in the first composition is water, and the first monomer includes a water-soluble vinyl-based monomer, a water-soluble acrylic monomer, a water-soluble acrylamide-based monomer, or any combination thereof, and the first composition is A water-soluble polymerization initiator may be further included, and the step of preparing the second composition may be performed using a solution polymerization method.

For example, the step of preparing the second composition may include stirring the first composition at a speed of 300 rpm to 800 rpm under a temperature condition of 50°C to 150°C. By satisfying the conditions as described above, the first monomer may be effectively converted into more than a part of the first matrix material 113, and the quantum dot-containing composite 110 may have a spherical particle shape.

Thereafter, the solvent in the second composition is removed to obtain a quantum dot-containing composite 110. The step of obtaining the quantum dot-containing composite 110 may be performed using a lyophilization method.

Then, a third composition including the quantum dot-containing composite 110, a second monomer, a polymerization initiator, and a solvent is prepared.

The content of the quantum dot-containing composite 110 may be 5 parts by weight to 25 parts by weight, for example, 10 parts by weight to 20 parts by weight per 100 parts by weight of the third composition. When the content of the quantum dot-containing composite 110 satisfies the above-described range, a quantum dot-containing material having excellent photo-conversion efficiency while maintaining excellent dispersion degree of the quantum dot-containing composite 110 in the third composition (1) can be manufactured.

The second monomer of the third composition may be a photopolymerizable monomer. For example, the second monomer may be an acrylic monomer(s).

As an example of the acrylic monomer, 2-ethylphenoxy (meth)acrylate, 2-ethylthiophenyl (meth)acrylate, phenyl (meth)acrylate, biphenylmethyl (meth)acrylate, benzyl (meth)acrylic Rate, 2-phenylethyl (meth)acrylate, 3-phenylpropyl (meth)acrylate, 4-phenylbutyl (meth)acrylate, 2-(2-methylphenyl)ethyl (meth)acrylate, 2-(3 -Methylphenyl)ethyl (meth)acrylate, 2-(4-methylphenyl)ethyl (meth)acrylate, 2-(4-propylphenyl)ethyl (meth)acrylate, 2-(4-(1-methylethyl) Phenyl) ethyl (meth) acrylate, 2- (4-methoxyphenyl) ethyl (meth) acrylate, 2- (4-cyclohexylphenyl) ethyl (meth) acrylate, 2- (2-chlorophenyl) ethyl (Meth)acrylate, 2-(3-chlorophenyl)ethyl (meth)acrylate, 2-(4-chlorophenyl)ethyl (meth)acrylate, 2-(4-bromophenyl)ethyl (meth)acrylic Monofunctional (meth)acrylate monomers such as acrylate, 2-(3-phenylphenyl)ethylmeth)acrylate, 2-(4-benzylphenyl)ethyl (meth)acrylate, and o-phenylphenoxyethylacrylate; Dicyclopentanyl di(meth)acrylate, caprolactone modified dicyclopentenyl di(meth)acrylate, allylated cyclohexyl di(meth)acrylate, tricyclodecanedimethanoldi(meth) Acrylate, dimethylol dicyclopentane di(meth)acrylate, 9,9-bis[4-(2-acryloyloxyethoxy)phenyl]fluorene, bisfluorene di(meth)acrylate , Bifunctional (meth)acrylate monomers such as bisphenol-modified fluorene di(meth)acrylate, phenyl-modified urethane di(meth)acrylate, and bisfluorene-modified urethane di(meth)acrylate; Trimethylolpropane tri(meth)acrylate, ethoxylated trimethylolpropane tri(meth)acrylate, propoxylated trimethylolpropane tri(meth)acrylate, tris2-hydroxyethylisocyanurate tri(meth)acrylic Trifunctional (meth)acrylates such as acrylate, glycerin tri(meth)acrylate, pentaerythritol tri(meth)acrylate, dipentaerythritol tri(meth)acrylate, ditrimethylolpropane tri(meth)acrylate, etc. Monomer; Tetrafunctional (meth)acrylate monomers such as pentaerythritol tetra(meth)acrylate, ditrimethylolpropane tetra(meth)acrylate, dipentaerythritol tetra(meth)acrylate, and the like; 5-functional (meth)acrylate monomers such as dipentaerythritol penta (meth) acrylate and ditrimethylolpropane penta (meth) acrylate; 6-functional (meth)acrylate monomers such as dipentaerythritol hexa(meth)acrylate and ditrimethylolpropane hexa(meth)acrylate; Trifunctional or higher (meth)acrylate monomers such as; Or any combination thereof.

The second monomer may not contain an epoxy-based monomer.

The content of the second monomer may be 10 parts by weight to 50 parts by weight per 100 parts by weight of the third composition. When the content of the second monomer satisfies the above-described range, the exposed portion is effectively formed during exposure to form the second matrix material 130 having high intensity.

The third composition polymerization initiator may be any polymerization initiator capable of initiating polymerization of the second monomer as described above, for example, any photopolymerization initiator.

The photopolymerization initiator is an acetophenone compound, a benzophenone compound, a triazine compound, a biimidazole compound, an oxime compound, a thioxanthone compound, from the viewpoint of polymerization properties, initiation efficiency, absorption wavelength, availability, price, etc. Or any combination thereof.

Specific examples of the acetophenone-based compound include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethylketal, 2-hydroxy-1-[4-(2-hydroxy) Oxyethoxy)phenyl]-2-methylpropan-1-one, 1-hydroxycyclohexylphenylketone, 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropan-1-one, 2-Benzyl-2-dimethylamino-1-(4-morpholinophenyl)butan-1-one, 2-hydroxy-2-methyl-1-[4-(1-methylvinyl)phenyl]propane-1 -One, 2-(4-methylbenzyl)-2-(dimethylamino)-1-(4-morpholinophenyl)butan-1-one, and the like.

Examples of the benzophenone-based compound include benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenylsulfide, 3,3',4,4'-tetra (tert-butylperoxycarbonyl)benzophenone, 2,4,6-trimethylbenzophenone, etc. are mentioned.

Specific examples of the triazine-based compound include 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)- 6-(4-methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-piperonyl-1,3,5-triazine, 2,4- Bis(trichloromethyl)-6-(4-methoxystyryl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(5-methylfuran-2) -Yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)ethenyl]-1,3,5-tri Azine, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloro Methyl)-6-[2-(3,4-dimethoxyphenyl)ethenyl]-1,3,5-triazine, and the like.

Specific examples of the biimidazole-based compound include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3 -Dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphenyl) ratio Imidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(trialkoxyphenyl)biimidazole, 2,2-bis(2,6-dichlorophenyl)- 4,4',5,5'-tetraphenyl-1,2'-biimidazole or imidazole compounds in which the phenyl group at the 4,4',5,5' position is substituted by a carboalkoxy group. have.

Specific examples of the oxime compound include o-ethoxycarbonyl-α-oxyimino-1-phenylpropan-1-one.

As the thioxanthone compound, for example, 2-isopropyl thioxanthone, 2,4-diethyl thioxanthone, 2,4-dichloro thioxanthone, 1-chloro-4-propoxy thioxanthone, etc. Can be mentioned.

As a commercial product of the photopolymerization initiator, for example, Irgacure-907, Irgacure 184, Irgacure 819, Irgacure 250, Darocur 1173, Irgacure OXE 01, Irgacure OXE 02 (above, manufactured by BASF), WPI-113, WPI-116, WPI -169, WPI-170, WPI-124, WPAG-638, WPAG-469, WPAG-370, WPAG-367, WPAG-336 (above, manufactured by Wako Pure Chemical Industries, Ltd.), B2380, B2381, C1390, D2238, D2248 , D2253, I0591, T1608, T1609, T2041, T2042 (above, manufactured by Tokyo Kasei Industries, Ltd.), AT-6992, AT-6976 (manufactured by ACETO), CPI-100, CPI-100P, CPI-101A, CPI-200K, CPI-210S (above, manufactured by San Apro Co., Ltd.), SP-056, SP-066, SP-130, SP-140, SP-150, SP-170, SP-171, SP-172 (above, manufactured by ADEKA Corporation) , CD-1010, CD-1011, CD-1012 (above, manufactured by Satomer), San Aid SI-60, SI-80, SI-100, SI-60L, SI-80L, SI-100L, SI-L145, SI-L150, SI-L160, SI-L110, SI-L147 (above, manufactured by Sanshin Chemical Industries, Ltd.), PI2074 (above, manufactured by Rhodia Japan), etc. can be used.

The content of the photopolymerization initiator may be 0.1 parts by weight to 10 parts by weight, for example, 2 parts by weight to 8 parts by weight per 100 parts by weight of the third composition. When the content of the photopolymerization initiator satisfies the above-described range, the exposed portion is effectively formed during exposure to form the second matrix material 130 having high strength.

In the third composition, the solvent may be selected from any solvent miscible with the quantum dot-containing composite 110, the second monomer, and a polymerization initiator as described above.

For example, the solvent in the third composition is alkyl such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, propylene glycol monomethyl ether, and propylene glycol methyl ethyl ether. Ene glycol alkyl ethers; Diethylene glycol dialkyl ethers such as diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, and diethylene glycol dibutyl ether; Alkylene glycol alkyl ether acetates such as methyl cellosolve acetate, ethyl cellosolve acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, and the like; Alkoxyalkyl acetates such as methoxybutyl acetate and methoxypentyl acetate; Aromatic hydrocarbons such as benzene, toluene, xylene, and mesitylene; Ketones such as methyl ethyl ketone, acetone, methyl amyl ketone, methyl isobutyl ketone, and cyclohexanone; Alcohols such as ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, and glycerin; Esters such as 3-ethoxypropionic acid ethyl ester, 3-methoxypropionic acid methyl ester, and 3-phenyl-propionic acid ethyl ester; cyclic esters such as γ-butyrolactone; Or any combination thereof.

The content of the solvent may be 20 parts by weight to 70 parts by weight, for example, 30 parts by weight to 60 parts by weight per 100 parts by weight of the third composition. When the content of the solvent satisfies the above-described range, the third composition may have excellent viscosity and maintain high dispersibility of the solid content in the third composition.

The third composition may further include an alkali-soluble resin, a dispersant, or any combination thereof in addition to the quantum dot-containing composite 110, the second monomer, the polymerization initiator and the solvent as described above.

The alkali-soluble resin, after exposure to the third composition, makes the non-exposed part alkali-soluble and can be removed, and the role of retaining the exposed area, the quantum dot-containing composite 110 of the third composition in the third composition It may serve to be evenly dispersed and/or protect the quantum dot-containing composite 110 during formation of the quantum dot-containing material 1.

The alkali-soluble resin may have an acid value of 50 to 200 (KOHmg/g). The "acid value" is a value measured as the amount (mg) of potassium hydroxide required to neutralize 1 g of a polymer, and relates to solubility. When the acid value of the alkali-soluble resin satisfies the above range, excellent developing speed, adhesion to the substrate, and storage stability of the third composition may be achieved.

The alkali-soluble resin may be a polymer derived from a carboxyl group-containing unsaturated monomer, a copolymer with a monomer having an unsaturated bond copolymerizable therewith, or any combination thereof.

Examples of the carboxyl group-containing unsaturated monomer may include an unsaturated monocarboxylic acid, an unsaturated dicarboxylic acid, an unsaturated tricarboxylic acid, or any combination thereof. Examples of the unsaturated monocarboxylic acid include acrylic acid, methacrylic acid, crotonic acid, α-chloroacrylic acid, and cinnamic acid. Examples of the unsaturated dicarboxylic acid include maleic acid, fumaric acid, itaconic acid, citraconic acid, and mesaconic acid. Examples of the unsaturated dicarboxylic acid include an acid anhydride (for example, maleic anhydride, itaconic anhydride, citraconic anhydride, and the like). In addition, the unsaturated dicarboxylic acid may be a mono (2- (meth) acryloyloxyalkyl) ester thereof, for example, succinic acid mono (2-acryloyloxyethyl) ester, succinic acid mono (2-methacrylo) Monooxyethyl)ester, phthalic acid mono(2-acryloyloxyethyl)ester, phthalic acid mono(2-methacryloyloxyethyl)ester, etc. are mentioned. The unsaturated dicarboxylic acid may be a mono(meth)acrylate of the dicarboxylic polymer at both ends, and examples thereof include ω-carboxypolycaprolactone monoacrylate and ω-carboxypolycaprolactone monomethacrylate. These carboxyl group-containing monomers may be used alone or in combination of two or more.

In addition, monomers that can be copolymerized with a carboxyl group-containing unsaturated monomer include aromatic vinyl compounds, unsaturated carboxylic acid ester compounds, unsaturated carboxylic acid aminoalkyl ester compounds, unsaturated carboxylic acid glycidyl ester compounds, carboxylic acid vinyl ester compounds, unsaturated ether compounds, vinyl cyanide compounds, and unsaturated An amide compound, an unsaturated imide compound, an aliphatic conjugated diene compound, a macromonomer having a monoacryloyl group or a monomethacryloyl group at the terminal of the molecular chain, a bulky monomer, or any combination thereof may be included.

The content of the alkali-soluble resin may be 5 parts by weight to 80 parts by weight, for example, 10 parts by weight to 70 parts by weight per 100 parts by weight of the third composition. When the content range of the alkali-soluble resin satisfies the above, film reduction of the pixel portion of the exposed portion during development can be prevented, so that the omission of the non-pixel portion can be improved.

The dispersant may be used to improve the deaggregation effect of the quantum dot-containing composite 110 of the third composition. As the dispersant, as a resin-type dispersant, a phosphate ester dispersant, a urethane dispersant, an acrylic dispersant, or the like may be used. Specifically, commercially available products of the dispersant include the brand names of BYK-Chemie: DISPER BYK-103, DISPER BYK-110, DISPER BYK-111, DISPER BYK-2000, DISPER BYK-2001, DISPER BYK-2011, You can use DISPER BYK-2070, DISPER BYK-2150, DISPER BYK-160, DISPER BYK-161, DISPER BYK-162, DISPER BYK-163, DISPER BYK-164, and DISPER BYK-166.

The content of the dispersant may be 0.1 parts by weight to 15 parts by weight, for example, 1 part by weight to 10 parts by weight per 100 parts by weight of the third composition. When the content of the dispersant satisfies the above-described range, aggregation of the quantum dot-containing composite 110 in the third composition may be substantially prevented.

In addition, the third composition may further include, if necessary, an adhesion promoter for enhancing adhesion to the substrate, a surfactant for improving coating properties, an antioxidant, an ultraviolet absorber, or any combination thereof.

Then, a quantum dot in which the quantum dot-containing composite 110 is dispersed in the second matrix material 130 by converting the second monomer of the third composition into at least a part of the second matrix material 130- The containing material (1) is prepared.

The "converting the second monomer into at least a part of the second matrix material 130" may be "a step of polymerizing the second monomer to form a second polymer as described herein".

The quantum dot-containing material (1) manufacturing step may be performed using a photopolymerization method. At this time, in order to manufacture the quantum dot-containing material 1 in a thin film form, after providing the third composition on an arbitrary substrate, exposure for performing a photopolymerization method may be performed. The manufacturing step of the quantum dot-containing material (1) may further include a baking step for removing at least a part of the solvent in the third composition before and/or after the exposure.

According to one embodiment, the refractive index of the first monomer may be greater than the refractive index of the second monomer.

According to another embodiment, the refractive index of the first monomer is greater than the refractive index of the second monomer, the refractive index of the first monomer is 1.55 to 2.00, for example, 1.55 to 1.85, and the refractive index of the second monomer is 1.30 To 1.55, for example, 1.40 to 1.50. Meanwhile, the difference between the refractive index of the first monomer and the refractive index of the second monomer may be 0.05 to 0.60, for example, 0.06 to 0.45. By using the first monomer and the second monomer satisfying the above-described range, the first matrix material and the second matrix material satisfying the refractive index relationship described in the present specification can be produced more easily than each.

For example, from Table 1 below, which summarizes the refractive indices of compounds 1 to 11 and 101 to 107 as specific examples of the first monomer and DPHA (dipentaerythritol hexaacrylate) as specific examples of the second monomer, the It can be seen that the refractive index of the first monomer is greater than the refractive index of the second monomer.

Compound name Refractive index Compound 1 1.620 Compound 2 1.565 Compound 3 1.577 Compound 4 1.600 Compound 5 1.663 Compound 6 1.628 Compound 7 1.692 Compound 8 1.731 Compound 9 1.597 Compound 10 1.600 Compound 11 1.683 Compound 101 1.750 Compound 102 1.710 Compound 103 1.700 Compound 104 1.720 Compound 105 1.720 Compound 106 1.780 Compound 107 1.800 DPHA 1.488

The quantum dot-containing material 1 as shown in FIG. 1 and the quantum dot-containing material 1 manufactured by the manufacturing method as described above may be used for various optical members.

Accordingly, according to another embodiment, an optical member including the quantum dot-containing material 1 may be provided. For example, both the quantum dot-containing material 1 and the optical member including the same may have a thin film shape.

The optical member may be a color conversion member. Since the color conversion member includes the quantum dot-containing material 1 having excellent light conversion efficiency as described above, it may have excellent light conversion efficiency.

The color conversion member may include a substrate and a pattern layer formed on the substrate.

The substrate may be a substrate of the color conversion member itself, or may be a region in which the color conversion member is disposed among various devices (eg, display devices). The substrate may be glass, silicon (Si), silicon oxide (SiOx), or a polymer substrate, and the polymer substrate may be polyethersulfone (PES) or polycarbonate (PC).

The pattern layer may include a quantum dot-containing material 1 in the form of a thin film. For example, the pattern layer may be a quantum dot-containing material 1 in the form of a thin film. The pattern layer may be a layer formed by providing the third composition on the substrate and then exposing with a predetermined pattern (in this case, photopolymerization is performed on the second monomer of the third composition), development, and/or heat treatment. have.

The color conversion member including the substrate and the pattern layer may further include a partition wall or a black matrix formed between each pattern layer. Meanwhile, the color conversion member may further include a color filter to further improve light conversion efficiency.

The color conversion member may include a red pattern layer capable of emitting red light, a green pattern layer capable of emitting green light, a blue pattern layer capable of emitting blue light, or any combination thereof. The red pattern layer, green pattern layer, and/or blue pattern layer may be implemented by controlling the component, composition and/or structure of the quantum dot 111 in the quantum dot-containing material 1.

According to another embodiment, a device including the quantum dot-containing material 1 (or an optical member including the quantum dot-containing material 1) may be provided.

The device further includes a light source, and the quantum dot-containing material 1 (or an optical member including the quantum dot-containing material 1) may be disposed in a path of light emitted from the light source.

The light source may emit blue light, red light, green light, or white light. For example, the light source may emit blue light.

The light source may be an organic light emitting device (OLED) or a light emitting diode (LED).

The light emitted from the light source as described above can be photoconverted by the quantum dots 111 of the quantum dot-containing material 1 while passing through the quantum dot-containing material 1, the quantum dot-containing material ( Light having a wavelength different from that of light emitted from the light source by 1) may be emitted.

The device may be various display devices, lighting devices, and the like.

Hereinafter, through Examples and/or Comparative Examples, the quantum dot-containing material 1 and a method of manufacturing the same will be described in more detail.

[Example]

1.1 Preparation of quantum dot-containing composite 1

In a 500 mL three-necked flask, 0.035 g of a polymerization initiator and 350 mL of distilled water were added and mixed, and then 35 mL of the first monomer and quantum dots (the content of quantum dots is 0.3 parts by weight per 100 parts by weight of the first monomer) were added. The resulting mixture was reacted for 4 hours while stirring vigorously at 80° C. at 500 rpm under a nitrogen atmosphere. After completion of the reaction, the mixture was washed with distilled water and MeOH (methanol) several times and then lyophilized to prepare a monodisperse quantum dot-containing complex 1 (spherical particles). The polymerization initiator, the first monomer and quantum dots used are as follows.

Polymerization initiator: KPS (potassium persulfate)

・First monomer: compound 1

Quantum dots: InP/ZnS core-shell quantum dots (average particle diameter: 3~8nm)

1.2 Preparation of quantum dot-containing composites 2 to 6

Quantum dot-containing composites 2 to 6 using the same method as the method of preparing the quantum dot-containing composite 1, except that compounds 3, 4, 9, 101 and 107 were used, respectively, instead of compound 1 as the first monomer. Were prepared respectively.

1.3 Preparation of quantum dot-containing complex A

Except for using a mixture of lauryl methacrylate and trimethylolpropane trimethacrylate in a volume ratio of 8.25:1 instead of compound 1 as the first monomer, the quantum dot-containing composite 1 method and A quantum dot-containing composite A was prepared using the same method.

Evaluation Example 1 (evaluation of average particle diameter and uniformity coefficient)

After evaluating the particle size distribution curve of each of the quantum dot-containing composites 1 to 6 and A using a particle size analyzer (Otsuka, ELSZ-2000ZS), the average of the quantum dot-containing composites 1 to 6 and A The particle diameter (D50) and uniformity coefficient (D60/D10) were evaluated, and the results are shown in Table 2 below.

Quantum dot-containing complex No. Average particle diameter (D50) (nm) Coefficient of Uniformity (D60/D10) One 138 1.5 2 147 1.8 3 145 1.7 4 138 1.5 5 144 1.4 6 139 1.5 A 135 1.8

From Table 2, it can be seen that the quantum dot-containing composites 1 to 6 and A have a relatively uniform particle size distribution.

2.1 Preparation of quantum dot-containing composition 1

As follows, quantum dot-containing composite (15% by weight), second monomer (30% by weight), photopolymerization initiator (5% by weight), dispersant (5% by weight), first solvent (30% by weight) and second solvent (15% by weight) was mixed to prepare a quantum dot-containing composition 1.

·Quantum dot-containing complex: quantum dot-containing complex 1

Second monomer: dipentaerythritol hexaacrylate (DIPENTAERYTHRITOL HEXA ACRYLATE, DPHA) (Aldrich 407283)

Photoinitiator: Irgacure-907 (BASF company)

Dispersant: DISPER BYK-2011 (BYK-Chemie)

First solvent: 3-phenyl-propionic acid ethyl ester

Second solvent: Propylene glycol monomethyl ether acetate

2.2 Preparation of quantum dot-containing compositions 2 to 6

As a quantum dot-containing composite, a quantum dot-containing composition 2 using the same method as the method of preparing the quantum dot-containing composition 1, except that each of the quantum dot-containing composites 2 to 6 was used instead of the quantum dot-containing composite 1 Each of to 6 was prepared.

2.3 Preparation of quantum dot-containing composition A

As a quantum dot-containing composite, the quantum dot- except that the quantum dot-containing composite A was used instead of the quantum dot-containing composite 1, and a urethane acrylate (Dymax OP-4-20639) was used as the second monomer. A quantum dot-containing composition A was prepared using the same method as the method for preparing the containing composition 1.

2.4 Preparation of quantum dot-containing composition B

As a quantum dot-containing composite, the quantum dot- except that the quantum dot-containing composite A was used instead of the quantum dot-containing composite 1, and urethane acrylate (Dymax OP-4-20632) was used as the second monomer. A quantum dot-containing composition B was prepared using the same method as the method for preparing the containing composition 1.

2.5 Preparation of quantum dot-containing composition C

Instead of a quantum dot-containing composite, the InP/ZnS core-shell quantum dots (10% by weight) and TiO ₂ particles (Degussa, average particle diameter (D50) of 52 nm, 5% by weight) used in the method of manufacturing the quantum dot-containing composite 1 Except for using a mixture of the quantum dot-containing composition 1 was prepared using the same method as the method of preparing the quantum dot-containing composition C.

Evaluation Example 2 (dispersion stability evaluation)

Each of the quantum dot-containing compositions 1 to 6 and C was sampled, and the dispersed particle size thereof was evaluated using a particle size analyzer (Otsuka Corporation, ELSZ-2000ZS). Subsequently, each of the sampled quantum dot-containing compositions 1 to 6 and C was stored for 30 days under 25°C and 20% relative humidity, and then the dispersion particle size was evaluated using the same method as described above, and the results are shown in Table 3 Shown in.

Quantum dot-containing composition No. Initial dispersion particle size (nm) Dispersion particle size after 30 days (nm) One 142 153 2 153 151 3 150 149 4 146 156 5 152 154 6 147 161 C 846 2727

From Table 3, it can be seen that the quantum dot-containing compositions 1 to 6 have excellent dispersion stability.

Evaluation example 3 (discharge stability evaluation)

After sampling each of the quantum dot-containing compositions 1 to 6 and C, the ejection stability in the inkjet head was evaluated by evaluating the precision of impact when ejecting for 30 days using an inkjet printer, and the results are shown in Table 4 below. When the impact accuracy is 5㎛ in the x-axis and y-axis directions when discharging for 30 days, the ejection stability was evaluated as "excellent", and when the impact accuracy is not 5㎛ in the x-axis and y-axis directions for 30 days discharge , The discharge stability was evaluated as "poor".

Quantum dot-containing composition No. Discharge stability One Great 2 Great 3 Great 4 Great 5 Great 6 Great C Bad

3.1 Preparation of quantum dot-containing thin film 1

After coating the quantum dot-containing composition 1 on a glass substrate using a spin coater, pre-baking for 1 minute at 100° C. using a hotplate, and 200 mJ/cm ² using an exposure machine After irradiating UV light (365 nm) with the exposure amount, post-baking was performed at 180° C. for 30 minutes in a heating oven under a nitrogen atmosphere to prepare a 3 μm-thick quantum dot-containing thin film 1.

3.2 Preparation of quantum dot-containing thin films 2 to 6 and A to C

In place of the quantum dot-containing composition 1, using the same method as the method of manufacturing the quantum dot-containing thin film 1, except that the quantum dot-containing compositions 2 to 6 and A to C were used, respectively, the quantum dot-containing thin film 2 to 6 and A to C were prepared respectively.

Evaluation Example 4 (refractive index evaluation)

For each of the quantum dot-containing thin films 1 to 6, A and B, the refractive index of the first matrix material (refer to the first matrix material 113 in FIG. 1) of the quantum dot-containing composite and the second matrix material ( The refractive index of the second matrix material 130 of FIG. 1) was measured based on a wavelength of 589 nm according to the Cauchy Film Model using an Ellipsometer M-2000 (JA Woollam) at 25° C. and 50% relative humidity, It is summarized in Table 5 below.

Quantum dot-containing thin film No. The first monomer used in manufacturing the quantum dot-containing composite Refractive index of the first monomer used in manufacturing the quantum dot-containing composite The first matrix material in the quantum dot-containing complex
Refractive index of (refer to the first matrix material 113 in FIG. 1) The second monomer used to prepare the quantum dot-containing composition Refractive index of the second monomer used to prepare the quantum dot-containing composition Refractive index of the second matrix material (refer to the second matrix material 130 in FIG. 1) in the quantum dot-containing thin film One Compound 1 1.620 1.625 DPHA 1.488 1.490 2 Compound 3 1.577 1.580 DPHA 1.488 1.490 3 Compound 4 1.600 1.602 DPHA 1.488 1.490 4 Compound 9 1.597 1.599 DPHA 1.488 1.490 5 Compound 101 1.750 1.752 DPHA 1.488 1.490 6 Compound 107 1.800 1.802 DPHA 1.488 1.490 A Mixture of lauryl methacrylate and trimethylolpropane trimethacrylate 1.470 1.473 Urethane acrylate
(Dymax OP-4-20639) 1.470 1.473 B Mixture of lauryl methacrylate and trimethylolpropane trimethacrylate 1.470 1.473 Urethane acrylate
(Dymax OP-4-20632) 1.550 1.552

From Table 5, the refractive index of the first matrix material of the quantum dot-containing thin films 1 to 6 is greater than that of the second matrix material, and the refractive index of the first matrix material of the quantum dot-containing thin films A and B is the refractive index of the second matrix material. It can be seen that it is not greater than.

Evaluation Example 5 (light conversion rate evaluation)

A blue backlight unit (blue BLU) having a diffusing film (emitting blue light having a maximum emission wavelength of 455 nm) was prepared. Subsequently, after placing bare glass on the blue backlight unit and measuring the emission amount of blue light with a spectrometer (Instrument Systems, CAS 140 CT spectrometer), a reference point was set, and then quantum dots-containing thin films 1 to 6 and A to instead of the bare glass Place each glass substrate on which C is formed, and calculate the increase of the peak converted to green light compared to the decrease of the blue light absorption peak using the spectrometer, and the photoconversion rates of the quantum dot-containing thin films 1 to 6 and A to C (green /Blue) was evaluated, and the results are shown in Table 6.

Quantum dot-containing thin film No. Light conversion rate (%) One 37 2 35 3 38 4 32 5 39 6 40 A 21 B 22 C 23

From Table 6, it can be seen that the quantum dot-containing thin films 1 to 6 have an excellent light conversion rate compared to the quantum dot-containing thin films A to C.

1: quantum dot-containing material
110: quantum dot-containing complex
111: quantum dot
113: first matrix material
130: second matrix material

Claims (20)

A quantum dot-containing complex including quantum dots and a first matrix material; And
A second matrix material;
Including,
The quantum dots are dispersed in the first matrix material,
The quantum dot-containing composite is dispersed in the second matrix material,
A quantum dot-containing material, wherein the refractive index of the first matrix material is greater than the refractive index of the second matrix material. The method of claim 1,
The quantum dot is a quantum dot-containing material, including a III-V group semiconductor compound and a II-VI group semiconductor compound. The method of claim 1,
The first matrix material has a refractive index of 1.55 to 2.00, and the second matrix material has a refractive index of 1.30 to 1.55, a quantum dot-containing material. The method of claim 1,
The quantum dot-containing material, wherein a difference in refractive index between the first matrix material and the second matrix material is 0.05 to 0.60. The method of claim 1,
The first matrix material includes a first polymer derived from polymerization by a solution polymerization method of a first monomer, and the first monomer is a water-soluble vinyl-based monomer, a water-soluble acrylic monomer, a water-soluble acrylamide-based monomer, or any of these Quantum dot-containing materials, including combinations. The method of claim 1,
The second matrix material includes a second polymer derived from polymerization by a photopolymerization method of a second monomer, and the second monomer includes an acrylic monomer, a quantum dot-containing material. The method of claim 1,
The quantum dot-containing composite is spherical particles, quantum dot-containing material. The method of claim 1,
The quantum dot-containing composite has an average particle diameter (D50) of 40 nm to 1000 nm, a quantum dot-containing material. The method of claim 1,
A thin film, a quantum dot-containing material. Preparing a first composition including a quantum dot, a first monomer, a polymerization initiator, and a solvent;
A step of preparing a second composition by converting the first monomer of the first composition into at least a part of a first matrix material, wherein the second composition includes a quantum dot-containing composite and the solvent, and the quantum dot-containing composite Preparing a second composition comprising the quantum dots and the first matrix material, and wherein the quantum dots are dispersed in the first matrix material;
Removing the solvent from the second composition to obtain a quantum dot-containing composite;
Preparing a third composition including the quantum dot-containing composite, a second monomer, a polymerization initiator, and a solvent; And
A step of preparing a quantum dot-containing material by converting the second monomer of the third composition into at least a part of a second matrix material, wherein the quantum dot-containing material includes the quantum dot-containing composite and the second matrix material, , The quantum dot-containing composite is a step of preparing a quantum dot-containing material dispersed in the second matrix material;
Including,
A method of manufacturing a quantum dot-containing material, wherein the refractive index of the first matrix material is greater than that of the second matrix material. The method of claim 10,
The solvent in the first composition is water,
The first monomer includes a water-soluble vinyl-based monomer, a water-soluble acrylic monomer, a water-soluble acrylamide-based monomer, or any combination thereof,
In the first composition, the polymerization initiator is a water-soluble polymerization initiator,
A method for producing a quantum dot-containing material, in which the second composition manufacturing step is performed using a solution polymerization method. The method of claim 11,
The quantum dot-containing composite is a spherical particle, a method for producing a quantum dot-containing material. The method of claim 11,
The quantum dot-containing composite obtaining step is performed using a lyophilization method, a method for producing a quantum dot-containing material. The method of claim 11,
The quantum dot-containing material manufacturing step is performed using a photopolymerization method, a quantum dot-containing material manufacturing method. The method of claim 11,
The method of manufacturing a quantum dot-containing material, wherein the refractive index of the first monomer is greater than the refractive index of the second monomer. An optical member comprising the quantum dot-containing material of any one of claims 1 to 10. The method of claim 16,
An optical member that is a color conversion member. A device comprising the quantum dot-containing material of any one of claims 1 to 10. The method of claim 18,
It further includes a light source,
Wherein the quantum dot-containing material is disposed in the path of light emitted from the light source. The method of claim 19,
The device, wherein the light source is an organic light emitting device (OLED) or a light emitting diode (LED).

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