Compositions for photoelectric elements and photoelectric elements, image sensors, and electronic devices containing the same.

Abstract

The present invention provides a photoelectric element composition that can selectively absorb light in the green wavelength region and has excellent thermal stability, as well as a photoelectric element, image sensor, and electronic device containing the same. [Solution] The photoelectric element composition according to the present invention comprises a p-type semiconductor compound represented by the following chemical formula 1 and an n-type semiconductor compound. TIFF2026062764000114.tif40128

Description

[Technical Field]

[0001] The present invention relates to a composition for photoelectric elements and a photoelectric element, image sensor, and electronic device containing the same, and more particularly to a composition for photoelectric elements that can selectively absorb light in the green wavelength region and has excellent thermal stability, and to a photoelectric element, image sensor, and electronic device containing the same. [Background technology]

[0002] Photoelectric elements are devices that convert light into electrical signals using the photoelectric effect, and include photodiodes and phototransistors, and are applied to image sensors and the like. Image sensors, including those containing photodiodes, are becoming increasingly high-resolution, which in turn is reducing the size of their pixels. In the case of silicon photodiodes, which are currently the most commonly used, the absorption area decreases as the pixel size decreases, which can lead to a decrease in sensitivity.

[0003] Therefore, research is being conducted on organic materials that can replace silicon. Organic materials have a high absorption coefficient and can selectively absorb light in specific wavelength ranges depending on their molecular structure. Therefore, they can simultaneously replace photodiodes and color filters, which is very advantageous for improving sensitivity and achieving high integration. [Prior art documents] [Patent Documents]

[0004] [Patent Document 1] Japanese Patent Application Publication No. 6-217079 [Overview of the Initiative] [Problems that the invention aims to solve]

[0005] This invention has been made in view of the problems with the conventional silicon photodiodes described above, and the object of this invention is to provide a photoelectric element composition that can selectively absorb light in the green wavelength region and has excellent thermal stability. Another object of the present invention is to provide a photoelectric element that selectively absorbs light in the green wavelength region and can maintain excellent efficiency even in a process under high-temperature conditions, to provide an image sensor including this photoelectric element, and to provide an electronic device including this image sensor.

Means for Solving the Problems

[0006] The composition for a photoelectric element according to the present invention made to achieve the above object is a composition for a photoelectric element, characterized by including a p-type semiconductor compound and an n-type semiconductor compound represented by Chemical Formula 1 shown below.

Chem.

[0007] The optoelectronic device according to the present invention made to achieve the above object has a first electrode and a second electrode facing each other, and an active layer disposed between the first electrode and the second electrode, and the active layer contains the composition for an optoelectronic device of the present invention.

[0008] The image sensor according to the present invention made to achieve the above object has the optoelectronic device of the present invention.

[0009] The electronic device according to the present invention made to achieve the above object has the image sensor of the present invention.

Advantages of the Invention

[0010] According to the composition for an optoelectronic device according to the present invention, an optoelectronic device, an image sensor, and an electronic device containing the same, it is possible to selectively absorb light in the green wavelength region and provide a composition for an optoelectronic device having excellent thermal stability and charge mobility. Furthermore, the aforementioned photoelectric element composition can improve the wavelength selectivity in the green wavelength region, thereby improving the efficiency of the element and providing a photoelectric element, image sensor, and electronic device whose performance does not deteriorate even in high-temperature processes. [Brief explanation of the drawing]

[0011] [Figure 1] This is a cross-sectional view showing the schematic configuration of a photoelectric element according to one embodiment of the present invention. [Figure 2] This is a cross-sectional view showing a schematic configuration of a photoelectric element according to another embodiment of the present invention. [Figure 3] This is a schematic perspective view of an organic CMOS image sensor according to one embodiment of the present invention. [Figure 4] Figure 3 is a cross-sectional view showing the schematic configuration of an organic CMOS image sensor. [Figure 5] This is a cross-sectional view showing a schematic configuration of an organic CMOS image sensor according to another embodiment of the present invention. [Figure 6] This is a cross-sectional view showing a schematic configuration of an organic CMOS image sensor according to another embodiment of the present invention. [Figure 7] This is a cross-sectional view showing a schematic configuration of an organic CMOS image sensor according to yet another embodiment of the present invention. [Figure 8] This is a schematic perspective view showing an organic CMOS image sensor according to yet another embodiment of the present invention. [Figure 9] This is a block diagram illustrating the schematic configuration of a digital camera including an image sensor according to one embodiment of the present invention. [Figure 10] This is a block diagram showing a schematic configuration of an electronic device according to one embodiment of the present invention. [Modes for carrying out the invention]

[0012] Next, specific examples of embodiments for implementing the foldable display device according to the present invention will be described with reference to the drawings. However, the structures actually applied can be embodied in a variety of different forms and are not limited to the embodiments described herein.

[0013] In the drawings, the thickness is shown enlarged to clearly represent various layers and regions. Throughout the specification, similar components are assigned the same reference numerals. When we say that a layer, membrane, region, plate, or other part is "on top of" another part, this includes not only the case where it is "directly on top" of the other part, but also the case where there is yet another part in between. Conversely, when one part is "directly above" another part, it means that there is no other part in between. In order to clearly illustrate this embodiment, the drawings omit parts that are not necessary for explanation, and the same reference numerals are used throughout the specification for identical or similar components. In this specification, “at least one of A, B, or C,” “one of A, B, C, or any combination thereof,” and “one of A, B, C, and any combination thereof” mean all of the respective components and their combinations (e.g., A, B, C, A and B, A and C, B and C, or A, B and C).

[0014] Unless otherwise defined herein, “substitution” means that a hydrogen atom in a compound or functional group is a halogen atom (F, Br, Cl, or I), a hydroxyl group, a nitro group, a cyano group, an azide group, an amidino group, an amine group (-NR'R'', where R' and R'' are the same or different from each other, a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, or an aryl group having 6 to 30 carbon atoms), a hydrazino group, a hydrazono group, a carbonyl group, a carbamoyl group, a thiol group, an ester group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphate group or a salt thereof This means that the molecule is substituted with substituents selected from alkyl groups having 1 to 20 carbon atoms, alkoxy groups having 1 to 20 carbon atoms, alkenyl groups having 2 to 20 carbon atoms, alkynyl groups having 2 to 20 carbon atoms, aryl groups having 6 to 30 carbon atoms, arylalkyl groups having 7 to 30 carbon atoms, heteroaryl groups having 2 to 20 carbon atoms, heteroarylalkyl groups having 3 to 20 carbon atoms, cycloalkyl groups having 3 to 30 carbon atoms, cycloalkenyl groups having 3 to 15 carbon atoms, cycloalkynyl groups having 6 to 15 carbon atoms, heterocycloalkyl groups having 2 to 20 carbon atoms, and combinations thereof.

[0015] An "arene group" is a hydrocarbon ring group having an aromatic ring, and includes monocyclic and polycyclic hydrocarbon ring groups, where the additional rings of the polycyclic hydrocarbon ring group may be aromatic or non-aromatic rings. The arene group may be an arene group having 6 to 30 carbon atoms, an arene group having 6 to 20 carbon atoms, or an arene group having 6 to 10 carbon atoms. A "heterearene group" refers to an arene group that contains 1 to 3 heteroatoms selected from N, O, S, P, and Si within its ring. The heteroarene group may be a heteroarene group having 3 to 30 carbon atoms, a heteroarene group having 3 to 20 carbon atoms, or a heteroarene group having 3 to 10 carbon atoms.

[0016] In this specification, "hydrocarbon ring group" may be a hydrocarbon ring group having 3 to 30 carbon atoms. The hydrocarbon ring group may be an aromatic hydrocarbon ring group (e.g., an arene group having 6 to 30 carbon atoms, an arene group having 6 to 20 carbon atoms, or an arene group having 6 to 10 carbon atoms, or an aryl group having 6 to 30 carbon atoms, or an aryl group having 6 to 20 carbon atoms, or an aryl group having 6 to 10 carbon atoms), an alicyclic hydrocarbon ring group (e.g., a cycloalkyl group having 3 to 30 carbon atoms, a cycloalkyl group having 5 to 30 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, or a cycloalkyl group having 3 to 10 carbon atoms), or a condensed ring group thereof. For example, a fused ring group refers to a fused ring of an aromatic ring (arene ring) and a non-aromatic ring (alicyclic ring), and may include a fused ring in which at least one aromatic ring (arene ring), such as an arene group having 6 to 30 carbon atoms, an arene group having 6 to 20 carbon atoms, or an arene group having 6 to 10 carbon atoms, or an aryl group having 6 to 30 carbon atoms, or an aryl group having 6 to 20 carbon atoms, and at least one non-aromatic ring (alicyclic ring), such as a cycloalkyl group having 3 to 30 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, or a cycloalkyl group having 3 to 10 carbon atoms, are linked to each other.

[0017] In this specification, "heterocyclic group" may be a heterocyclic group having 2 to 30 carbon atoms. A heterocyclic group refers to a ring group in which at least one of the following ring groups is selected from aromatic hydrocarbon ring groups (e.g., arene groups having 6 to 30 carbon atoms, arene groups having 6 to 20 carbon atoms, or arene groups having 6 to 10 carbon atoms, or aryl groups having 6 to 30 carbon atoms, or aryl groups having 6 to 20 carbon atoms, or aryl groups having 6 to 10 carbon atoms), alicyclic hydrocarbon ring groups (e.g., cycloalkyl groups having 3 to 30 carbon atoms, cycloalkyl groups having 3 to 20 carbon atoms, or cycloalkyl groups having 3 to 10 carbon atoms), and fused ring groups thereof, for example, a ring group in which 1 to 3 carbon atoms are substituted with heteroatoms selected from N, O, S, P, and Si. Furthermore, one or more carbon atoms in the heterocyclic group may be substituted with a thiocarbonyl group (C=S).

[0018] Unless otherwise defined herein, "hetero" means a material containing one to three heteroatoms selected from N, O, S, P, and Si. As used herein, an alkyl group is a monovalent straight-chain or branched-chain saturated hydrocarbon group, such as a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a t-butyl group, a pentyl group, a hexyl group, and the like. As used herein, the "cycloalkyl group" is a monovalent hydrocarbon ring group in which the atoms forming the ring are carbon, such as a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, and the like. As used herein, the "aryl group" means a substituent in which all elements of a cyclic functional group have p-orbitals and these p-orbitals form conjugation, and includes monocyclic, polycyclic or fused-ring polycyclic (i.e., rings sharing adjacent pairs of carbon atoms) functional groups.

[0019] Unless otherwise defined herein, the "cyano-containing group" means a monovalent functional group in which at least one hydrogen of an alkyl group having 1 to 30 carbon atoms, an alkenyl group having 2 to 30 carbon atoms or an alkynyl group having 2 to 30 carbon atoms is substituted with a cyano group. Also, the cyano-containing group may include a divalent functional group such as a functional group represented by =CR x’ -(CR x R y ) p -CR y ’(CN)2, where R x 、R y ’、R x’ 、and R y’ are each independently hydrogen or an alkyl group having 1 to 10 carbon atoms, and p is an integer of 0 to 10 (or 1 to 10). Specific examples of the cyano-containing group include a dicyanomethyl group, a dicyanovinyl group, a cyanoethynyl group, and the like. As used herein, the cyano-containing group does not include a functional group containing only a cyano group (-CN).

[0020] Unless otherwise defined herein, "aromatic hydrocarbon group" includes, but is not limited to, phenyl groups, naphthyl groups, and other C6-C30 arene groups, C6-C30 aryl groups, and C6-C30 arylene groups. Unless otherwise defined herein, "aliphatic hydrocarbon group" includes, but is not limited to, alkyl groups having 1 to 15 carbon atoms such as methyl, ethyl, and propyl groups; alkylene groups having 1 to 15 carbon atoms; alkenyl groups having 2 to 15 carbon atoms such as ethenyl or propenyl groups; and alkynyl groups having 2 to 15 carbon atoms such as ethynyl or propynyl groups.

[0021] Unless otherwise defined herein, “aromatic ring” means a cyclic group having 5 to 10 carbon atoms (e.g., an aryl group having 6 to 10 carbon atoms) that provides a conjugated structure, or a heterocyclic group having 2 to 10 carbon atoms (e.g., a heteroaryl group having 2 to 10 carbon atoms) that provides a conjugated structure. Unless otherwise defined herein, “spiro structure” may be a substituted or unsubstituted hydrocarbon ring group having 5 to 30 carbon atoms, a substituted or unsubstituted heterocyclic group having 2 to 30 carbon atoms, or a fused ring thereof. The substituted or unsubstituted C5-C30 hydrocarbon ring group may, for example, be a substituted or unsubstituted C5-C30 cycloalkyl group (e.g., a substituted or unsubstituted C3-C20 cycloalkyl group or a substituted or unsubstituted C3-C10 cycloalkyl group) or a substituted or unsubstituted C6-C30 aryl group (e.g., a substituted or unsubstituted C6-C20 aryl group or a substituted or unsubstituted C6-C10 aryl group), and the substituted or unsubstituted C2-C30 heterocyclic group may, for example, be a substituted or unsubstituted C2-C20 heterocycloalkyl group (e.g., a substituted or unsubstituted C2-C10 heterocycloalkyl group) or a substituted or unsubstituted C2-C20 heteroaryl group (e.g., a substituted or unsubstituted C2-C10 heteroaryl group).

[0022] Unless otherwise defined herein, “condensed ring” can be a condensed ring of two or more substituted or unsubstituted C5-C30 hydrocarbon ring groups, a condensed ring of two or more substituted or unsubstituted C2-C30 heterocyclic groups, or a condensed ring of a substituted or unsubstituted C5-C30 hydrocarbon ring group and a substituted or unsubstituted C2-C30 heterocyclic group (e.g., a fluorenyl group). Here, hydrocarbon ring groups and heterocyclic groups are defined as described above. Unless otherwise defined herein, “combination” means substituents that are substituted by another substituent, exist condensed with each other, or are linked to each other by single bonds or alkylene groups having 1 to 10 carbon atoms.

[0023] The following describes a composition for photoelectric devices according to one embodiment of the present invention. The photoelectric element composition comprises a p-type semiconductor compound and an n-type semiconductor compound represented by the following chemical formula 1. [ka] In the above chemical formula 1, Ar 1 and Ar 2 Each of these is independently a substituted or unsubstituted arene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarene group having 3 to 30 carbon atoms, or a fused ring thereof. X 1 -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -, -BR a2 -, -SiR b R c -, -SiR bb R cc -, -GeR d R e -, -GeR dd R ee -, -CR f R g -, and -CR ff R gg - Selected from (where R a1 , R a2 , R b, R c , R d , R e , R f , and R g Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, substituted or unsubstituted C6-C20 aryloxy group, or substituted or unsubstituted C3-C20 heteroaryl group, R bb and R cc , R dd and R ee , or R ff and R gg At least one pair of them are connected to each other to form a ring structure), X 2 -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -, -BR a2 -, -SiR b R c -, -SiR bb R cc -, -GeR d R e -, -GeR dd R ee -,-(CR f R g ) n1 -,-(CR ff R gg )-,-(C(R m )=C(R n ))-,-(C(R mm )=C(R nn ))-, and-(C(R p )=N)- is selected from (where R a1 , R a2 , R b , R c , R d , R e , R f , R g , R m , R n , and R pEach of these is independently hydrogen, deuterium, halogen (-F, -Cl, -Br, or -I), cyano group, substituted or unsubstituted C1-C20 alkyl group (e.g., C1-C20 fluoroalkyl group or C1-C10 fluoroalkyl group), substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, substituted or unsubstituted C6-C20 aryloxy group, or substituted or unsubstituted C3-C20 heteroaryl group, R bb and R cc , R dd and R ee , R ff and R gg , or R mm and R nn At least one pair of these are linked to each other to form a ring structure, -(CR f R g ) n1 -n1 is either 1 or 2), R 11 and R 12 Each is independently selected from hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C6-C20 aryl group, and substituted or unsubstituted C6-C20 aryloxy group, R 11 and R 12 These elements may exist independently or be linked to each other to form a ring structure, or SiR 11 R 12 Ar 1 Or Ar 2 They can be connected to form a ring structure, Ar 3 This is a substituted or unsubstituted hydrocarbon ring group having 6 to 30 carbon atoms having at least one functional group selected from C=O, C=S, C=Se, and C=Te, a substituted or unsubstituted heterocyclic group having 2 to 30 carbon atoms having at least one functional group selected from C=O, C=S, C=Se, and C=Te, or a fused ring thereof. R 1 and R 2Each of these independently includes hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl groups, substituted or unsubstituted C1-C30 alkoxy groups, substituted or unsubstituted C6-C30 aryl groups, substituted or unsubstituted C3-C30 heteroaryl groups, substituted or unsubstituted C2-C30 acyl groups, halogens, cyano groups (-CN), cyano-containing groups, nitro groups, pentafluorosulfanyl groups (-SF5), hydroxyl groups, amine groups, hydrazine groups, hydrazone groups, carboxyl groups or their salts, sulfonic acid groups or their salts, phosphate groups or their salts, and -SiR a R b R c (Here, R a , R b , and R c Each of these is independently selected from hydrogen and substituted or unsubstituted alkyl groups having 1 to 10 carbon atoms, and combinations thereof.

[0024] The compound represented by chemical formula 1 consists of a first ring monety containing nitrogen (N) and Si, and X 1 - Electron donor moiety containing the second ring portion, and Ar 3 It includes an electron acceptor moiety represented by , and a first ring portion containing nitrogen (N) and Si and X 1 - The second ring contains nitrogen (N) and X 2 They are connected via a third ring portion containing the elements, forming a fused ring. In chemical formula 1, the first ring part contains nitrogen (N) and Si and X 1 - The second ring contains nitrogen (N) and X 2 By linking via a third ring portion containing the compound to form a fused ring, the stability of the compound's molecular structure can be improved, preventing compound degradation during the vapor deposition process, thus improving the reliability of the device. Furthermore, in the first ring containing nitrogen (N) and Si, Ar 1 and Ar 2 The stability of the molecular structure can be further improved by linking it with Si.

[0025] The compound represented by chemical formula 1 is a first ring containing nitrogen (N) and Si in a specific structure and X 1 - It has an electron donor portion and acceptor structure containing a fused ring in the second ring portion, and therefore the absorption wavelength can be adjusted to the green wavelength range (500 nm to 600 nm), exhibiting high absorbance characteristics in the above wavelength range and increasing the extinction coefficient.

[0026] The compound of chemical formula 1 is represented by chemical formula 2A shown below. [ka] In the above chemical formula 2A, X 1 , X 2 Ar 3 , R 1 , R 2 , R 11 , and R 12 This is the same as chemical formula 1, Y 1 ~Y 7 These are, independently, N or CR. k And here, R k is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R k These groups are linked together to form substituted or unsubstituted arene groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroarene groups having 3 to 30 carbon atoms, or fused rings thereof.

[0027] In one embodiment of the present invention, in chemical formula 2A, Y 4 is N or CR k (Here, R k (These are halogens, cyano groups, C1-C10 haloalkyl groups, or C1-C10 cyanoalkyl groups.) In this case, Y 4 , N, X 1 , and Ar 3The functional groups present (C=O, C=S, C=Se, and C=Te) increase intramolecular interactions, thereby improving absorption intensity at specific wavelengths.

[0028] In one embodiment of the present invention, in chemical formula 2A, Y 7 is N or CR k (Here, R k X is a halogen, a cyano group, a C1-C10 haloalkyl group, or a C1-C10 cyanoalkyl group. 2 -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -, -BR a2 -, -SiR b R c -, -GeR d R e -,-(CR f R g ) n1 -,-(C(R m )=C(R n ))-, or -(C(R p )=N)-(where R a1 , R a2 , R b , R c , R d , R e , R f , R g , R m , R n , and R p Each of these is independently a halogen, a C1-C20 haloalkyl group, or a C1-C20 cyanoalkyl group. In this case, Y 7 and X 2 This increases intramolecular interactions and improves absorption intensity at specific wavelengths.

[0029] In chemical formula 2A, Y 1 and Y 5 CR k In the case of Y 1 and Y 5 At least one of these and Si can be linked together to form a fused ring. Such a structure can be represented by chemical formula 2A-1 or chemical formula 2A-2. [ka] In the above chemical formula 2A-1, X 1 , X 2 Ar 3 , R 1 , and R 2 This is the same as chemical formula 1, Y 1 ~Y 4 , Y 6 , and Y 7 These are, independently, N or CR. k And here, R k is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R k These are linked together to form substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, or fused rings thereof. Cy is a substituted or unsubstituted heteroarene group having 3 to 30 carbon atoms, for example, a substituted or unsubstituted heteroarene group having 3 to 20 carbon atoms or a substituted or unsubstituted heteroarene group having 3 to 10 carbon atoms, a substituted or unsubstituted heterocycloalkene group having 5 to 30 carbon atoms, for example, a substituted or unsubstituted heterocycloalkene group having 5 to 20 carbon atoms or a substituted or unsubstituted heterocycloalkene group having 5 to 10 carbon atoms, or a fused ring thereof.

[0030] [ka] In the above chemical formula 2A-2, X 1 , X 2 Ar 3 , R 1 , and R 2 This is the same as chemical formula 1, Y 2 ~Y 7 These are, independently, N or CR. kAnd here, R k is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R k These are linked together to form substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, or fused rings thereof. Cy is a substituted or unsubstituted heteroarene group having 3 to 30 carbon atoms, for example, a substituted or unsubstituted heteroarene group having 3 to 20 carbon atoms or a substituted or unsubstituted heteroarene group having 3 to 10 carbon atoms, a substituted or unsubstituted heterocycloalkene group having 5 to 30 carbon atoms, for example, a substituted or unsubstituted heterocycloalkene group having 5 to 20 carbon atoms or a substituted or unsubstituted heterocycloalkene group having 5 to 10 carbon atoms, or a fused ring thereof.

[0031] In one embodiment of the present invention, Cy in chemical formulas 2A-1 and 2A-2 is a heteroarene group or a heterocycloalkene group, which has a 5-membered to 10-membered ring structure. A heteroarene group or heterocycloalkene group contains nitrogen within the ring.

[0032] When the Cy in chemical formula 2A-1 has a 6-membered ring structure, the compound of chemical formula 2A-1 is represented by the chemical formula 2A-11a shown below. [ka] In the above chemical formula 2A-11a, X 1 , X 2 Ar 3 , R 1 , and R 2 This is the same as chemical formula 1, Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0033] According to one embodiment of the present invention, the CH in the six-membered ring structure (e.g., a benzene ring and / or cyclohexadiene) in chemical formula 2A-11a is substituted with N, and one or more (e.g., one, two, or three) N atoms are contained in one six-membered ring structure. When the Cy in chemical formula 2A-2 has a 6-membered ring structure, the compound of chemical formula 2A-2 is represented by the chemical formula 2A-21a shown below. [ka] In the above chemical formula 2A-21a, X 1 , X 2 Ar 3 , R 1 , and R 2 This is the same as chemical formula 1, Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0034] According to one embodiment of the present invention, the CH in the six-membered ring structure (e.g., a benzene ring and / or cyclohexadiene) in chemical formula 2A-21a is substituted with N, and one or more (e.g., one, two, or three) N atoms are contained in one six-membered ring structure. According to one embodiment of the present invention, in chemical formula 2A, Y 1 (CR k ) and Si are linked to form a first condensed ring, Y 5 (CR k ) and Si can also be linked to form a second condensed ring.

[0035] When the first and second fused rings each have a 6-membered ring structure, the result is represented by the chemical formulas 2A-3a shown below. [ka] In the above chemical formula 2A-3a, X 1 , X 2 Ar 3 , R 1 , and R 2 This is the same as chemical formula 1, Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0036] According to one embodiment of the present invention, the CH in the six-membered ring structure (e.g., a benzene ring and / or cyclohexadiene) in chemical formula 2A-3a is substituted with N, and one or more (e.g., one, two, or three) N atoms are contained in one six-membered ring structure.

[0037] Y in chemical formula 2A 1 ~Y 4 CR k And adjacent R k When these groups are linked to each other to form a fused ring (substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, substituted or unsubstituted C5-C30 cycloalkene groups, substituted or unsubstituted C5-C30 heterocycloalkene groups, or combinations thereof), it is represented by the following chemical formulas 2A-41 to 2A-44. [ka] [ka] In the above chemical formulas 2A-41 to 2A-44, X 1 , X 2 Ar 3 , R 1 , R 2 , R 11 , and R 12 This is the same as chemical formula 1, X 4-O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -, -BR a2 -, -SiR b R c -, -SiR bb R cc -, -GeR d R e -, -GeR dd R ee -, -CR f R g -, -CR ff R gg -, -CR h =CR i -, and -CR hh =CR ii - Selected from (where R a1 , R a2 , R b , R c , R d , R e , R f , R g , R h , and R i Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, substituted or unsubstituted C6-C20 aryloxy group, or substituted or unsubstituted C3-C20 heteroaryl group, R bb and R cc , R dd and R ee , R ff and R gg , or R hh and R ii At least one pair of them are connected to each other to form a ring structure), Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0038] In chemical formulas 2A-41 to 2A-44, the CH groups in the aromatic rings are substituted with N, and each aromatic ring contains one or more (e.g., one, two, or three) N atoms.

[0039] Y in chemical formula 2A 5 ~Y 7 CR k And adjacent R k When these groups are linked to each other to form a fused ring (substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, substituted or unsubstituted C5-C30 cycloalkene groups, substituted or unsubstituted C5-C30 heterocycloalkene groups, or combinations thereof), it is represented by the following chemical formulas 2A-45 to 2A-48. [ka] [ka] In the above chemical formulas 2A-45 to 2A-48, X 1 , X 2 Ar 3 , R 1 , R 2 , R 11 , and R 12 This is the same as chemical formula 1, X 4 -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -, -BR a2 -, -SiR b R c -, -SiR bb R cc -, -GeR d R e -, -GeR dd R ee -, -CR f R g -, -CR ff R gg -, -CR h =CR i -, and -CR hh =CR ii - Selected from (where Ra1 , R a2 , R b , R c , R d , R e , R f , R g , R h , and R i Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, substituted or unsubstituted C6-C20 aryloxy group, or substituted or unsubstituted C3-C20 heteroaryl group, R bb and R cc , R dd and R ee , R ff and R gg , or R hh and R ii At least one pair of them are connected to each other to form a ring structure), Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0040] In chemical formulas 2A-45 to 2A-48, the CH groups in the aromatic rings are substituted with N, and each aromatic ring contains one or more N atoms (for example, one, two, or three).

[0041] The compound of chemical formula 1 is represented by chemical formula 2B shown below. [ka] In the above chemical formula 2B, X 1 , X 2 Ar 3 , R 1 , R 2 , R 11 , and R 12 This is the same as chemical formula 1, Y 1 ~Y 5 These are, independently, N or CR. k And here, R k is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R k These are linked together to form substituted or unsubstituted arene groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroarene groups having 3 to 30 carbon atoms, or fused rings thereof. X 3 -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -, -BR a2 -, -SiR b R c -, -SiR bb R cc -, -GeR d R e -, -GeR dd R ee -, -CR f R g -, and -CR ff R gg - Selected from (where R a1 , R a2 , R b , R c , R d , R e , R f , and R g Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, substituted or unsubstituted C6-C20 aryloxy group, or substituted or unsubstituted C3-C20 heteroaryl group, R bb and R cc , R dd and R ee , or R ff and R gg At least one pair of these are connected to each other to form a ring structure.

[0042] In one embodiment of the present invention, in chemical formula 2B, Y 4 is N or CR k (Here, R k (These are halogens, cyano groups, C1-C10 haloalkyl groups, or C1-C10 cyanoalkyl groups.) In one embodiment of the present invention, in chemical formula 2B, Y 5 is N or CR k (Here, R k X is a halogen, a cyano group, a C1-C10 haloalkyl group, or a C1-C10 cyanoalkyl group. 2 -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -, -BR a2 -, -SiR b R c -, -GeR d R e -,-(CR f R g ) n1 -,-(C(R m )=C(R n ))-, or -(C(R p )=N)-(where R a1 , R a2 , R b , R c , R d , R e , R f , R g , R m , R n , and R p Each of these is independently a halogen, a C1-C20 haloalkyl group, or a C1-C20 cyanoalkyl group.

[0043] In chemical formula 2B, X 3 (-NR a1 -, -BR a2 -, -SiR b R c -, -GeR d R e -, or -CR f R g-) and Si can be linked together to form a fused ring. This structure is represented by the chemical formula 2B-1. [ka] In the above chemical formula 2B-1, X 1 , X 2 Ar 3 , R 1 , and R 2 This is the same as chemical formula 1, X 31 N, B, SiR b , GeR d , CR f , Si, Ge, or C (where R b , R d , and R f Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, or substituted or unsubstituted C6-C20 aryloxy group), Y 1 ~Y 5 These are, independently, N or CR. k And here, R k is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R k These are linked together to form substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, or fused rings thereof. Cy is a substituted or unsubstituted heteroarene group having 3 to 30 carbon atoms, for example, a substituted or unsubstituted heteroarene group having 3 to 20 carbon atoms or a substituted or unsubstituted heteroarene group having 3 to 10 carbon atoms, a substituted or unsubstituted heterocycloalkene group having 5 to 30 carbon atoms, for example, a substituted or unsubstituted heterocycloalkene group having 5 to 20 carbon atoms or a substituted or unsubstituted heterocycloalkene group having 5 to 10 carbon atoms, or a fused ring thereof.

[0044] In chemical formula 2B, Y 1 (CR k ) and Si can be linked together to form a fused ring. This structure is represented by the chemical formula 2B-2. [ka] In the above chemical formula 2B-2, X 1 , X 2 Ar 3 , R 1 , and R 2 This is the same as chemical formula 1, X 3 This is the same as chemical formula 2B, Y 2 ~Y 5 These are, independently, N or CR. k And here, R k is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R k These are linked together to form substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, or fused rings thereof. Cy is a substituted or unsubstituted heteroarene group having 3 to 30 carbon atoms, for example, a substituted or unsubstituted heteroarene group having 3 to 20 carbon atoms or a substituted or unsubstituted heteroarene group having 3 to 10 carbon atoms, a substituted or unsubstituted heterocycloalkene group having 5 to 30 carbon atoms, for example, a substituted or unsubstituted heterocycloalkene group having 5 to 20 carbon atoms or a substituted or unsubstituted heterocycloalkene group having 5 to 10 carbon atoms, or a fused ring thereof.

[0045] In one embodiment of the present invention, Cy in chemical formulas 2B-1 and 2B-2 is a heteroarene group or a heterocycloalkene group, which has a 5-membered to 10-membered ring structure. A heteroarene group or heterocycloalkene group contains nitrogen within the ring.

[0046] When the Cy in chemical formula 2B-1 has a 6-membered ring structure, the compound of chemical formula 2B is represented by the chemical formula 2B-11a shown below. [ka] In the above chemical formula 2B-11a, X 1 , X 2 Ar 3 , R 1 , and R 2 This is the same as chemical formula 1, Y 5 This is the same as chemical formula 2B, X 33 is N, SiR b , GeR d , or CR f (Here, R b , R d , and R f Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, or substituted or unsubstituted C6-C20 aryloxy group), Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0047] According to one embodiment of the present invention, the CH in the six-membered ring structure (e.g., a benzene ring and / or cyclohexadiene) in chemical formula 2B-11a is substituted with N, and one or more (e.g., one, two, or three) N atoms are contained in one six-membered ring structure.

[0048] When the Cy in chemical formula 2B-2 has a 6-membered ring structure, the compound of the above chemical formula 2B-2 is represented by the chemical formula 2B-21a shown below. [ka] In the above chemical formula 2B-21a, X 1 , X 2 Ar 3 , R 1 , and R 2 This is the same as chemical formula 1, X 3 and Y 5 This is the same as chemical formula 2B, Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0049] According to one embodiment of the present invention, the CH in the six-membered ring structure (e.g., a benzene ring and / or cyclohexadiene) in chemical formula 2B-21a is substituted with N, and one or more (e.g., one, two, or three) N atoms are contained in one six-membered ring structure. According to one embodiment of the present invention, in chemical formula 2B, Y 1 (CR k ) and Si is linked to form a first condensed ring, X 3 (-NR a1 -, -BR a2 -, -SiR b R c -, -GeR d R e -, or -CR f R g -) and Si can also be linked to form a second condensed ring.

[0050] When the first and second fused rings each have a 6-membered ring structure, the compound is represented by the following chemical formula 2B-3a. [ka] In the above chemical formula 2B-3a, X 1 , X 2 Ar 3 , R1 , and R 2 This is the same as chemical formula 1, Y 5 This is the same as chemical formula 2B, X 33 is N, SiR b , GeR d , or CR f (Here, R b , R d , and R f Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, or substituted or unsubstituted C6-C20 aryloxy group), Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0051] According to one embodiment of the present invention, the CH in the six-membered ring structure (e.g., a benzene ring and / or cyclohexadiene) in chemical formula 2B-3a is substituted with N, and one or more (e.g., one, two, or three) N atoms are contained in one six-membered ring structure.

[0052] Y in chemical formula 2B 1 ~Y 4 CR k And adjacent R k When these groups are linked to each other to form a fused ring (substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, substituted or unsubstituted C5-C30 cycloalkene groups, substituted or unsubstituted C5-C30 heterocycloalkene groups, or combinations thereof), it is represented by the chemical formulas 2B-41 to 2B-44 shown below. [ka] [ka] Among the above chemical formulas 2B-41 to 2B-44, X 1 , X 2 Ar 3 , R 1 , R 2 , R 11 , and R 12 This is the same as chemical formula 1, X 3 and Y 5 This is the same as chemical formula 2B, X 4 -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -, -BR a2 -, -SiR b R c -, -SiR bb R cc -, -GeR d R e -, -GeR dd R ee -, -CR f R g -, -CR ff R gg -, -CR h =CR i -, and -CR hh =CR ii - Selected from (where R a1 , R a2 , R b , R c , R d , R e , R f , R g , R h , and R i Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, substituted or unsubstituted C6-C20 aryloxy group, or substituted or unsubstituted C3-C20 heteroaryl group, R bb and R cc , R dd and R ee , R ffand R gg , or R hh and R ii At least one pair of them are connected to each other to form a ring structure), Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0053] According to one embodiment of the present invention, the CH atoms in the aromatic rings of chemical formulas 2B-41 to 2B-44 are substituted with N, and each aromatic ring contains one or more (e.g., one, two, or three) N atoms.

[0054] Also, in chemical formula 2B, X 3 and Y 5 When these groups are linked to each other to form a fused ring (substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, substituted or unsubstituted C5-C30 cycloalkene groups, substituted or unsubstituted C5-C30 heterocycloalkene groups, or combinations thereof), it is represented by the chemical formulas 2B-45 to 2B-50 shown below. [ka] [ka] [ka] Among the above chemical formulas 2B-45 to 2B-50, X 1 , X 2 Ar 3 , R 1 , and R 2 This is the same as chemical formula 1, X 33 is N, SiR b , GeR d , or CR f (Here, R b, R d , and R f Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, or substituted or unsubstituted C6-C20 aryloxy group), Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0055] According to one embodiment of the present invention, the CH atoms in the aromatic rings of chemical formulas 2B-45 to 2B-50 are substituted with N, and each aromatic ring contains one or more (e.g., one, two, or three) N atoms.

[0056] The compound of chemical formula 1 is represented by the chemical formula 2C shown below. [ka] In the above chemical formula 2C, X 1 , X 2 Ar 3 , R 1 , R 2 , R 11 , and R 12 This is the same as chemical formula 1, Y 1 ~Y 5 These are, independently, N or CR. k And here, R k is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R kThese are linked together to form substituted or unsubstituted arene groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroarene groups having 3 to 30 carbon atoms, or fused rings thereof. X 3 -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -, -BR a2 -, -SiR b R c -, -SiR bb R cc -, -GeR d R e -, -GeR dd R ee -, -CR f R g -, and -CR ff R gg - Selected from (where R a1 , R a2 , R b , R c , R d , R e , R f , and R g Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, substituted or unsubstituted C6-C20 aryloxy group, or substituted or unsubstituted C3-C20 heteroaryl group, R bb and R cc , R dd and R ee , or R ff and R gg At least one pair of these are connected to each other to form a ring structure.

[0057] In one embodiment of the present invention, in chemical formula 2C, Y 4 However, N or CR k (Here, R k (These are halogens, cyano groups, C1-C10 haloalkyl groups, or C1-C10 cyanoalkyl groups.) In this case, Y 4 , N, X1 , and Ar 3 The functional groups present (C=O, C=S, C=Se, and C=Te) can increase intramolecular interactions and improve absorption intensity at specific wavelengths.

[0058] In one embodiment of the present invention, in chemical formula 2C, X 3 is -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -, -BR a2 -, -SiR b R c -, -GeR d R e -, or -CR f R g -(Here, R a1 , R a2 , R b , R c , R d , R e , R f , R g , R m , R n , and R p Each of these is independently a halogen, a C1-C20 haloalkyl group, or a C1-C20 cyanoalkyl group. X 2 is -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -, -BR a2 -, -SiR b R c -, -GeR d R e -,-(CR f R g ) n1 -,-(C(R m )=C(R n ))-, or -(C(R p )=N)-(where R a1 , R a2 , R b , R c , R d , R e , R f , R g, R m , R n , and R p Each of these is independently a halogen, a C1-C20 haloalkyl group, or a C1-C20 cyanoalkyl group. In this case, X 3 and X 2 This can increase intramolecular interactions and improve absorption intensity at specific wavelengths.

[0059] In chemical formula 2C, Y 5 CR k In the case of Y 5 The silicon atoms can be linked to each other to form a fused ring. This structure is represented by the chemical formula 2C-1 shown below. [ka] In the above chemical formula 2C-1, X 1 , X 2 Ar 3 , R 1 , and R 2 This is the same as chemical formula 1, X 3 This is the same as chemical formula 2C, Y 1 ~Y 4 These are, independently, N or CR. k And here, R k is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R k These are linked together to form substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, or fused rings thereof. Cy is a substituted or unsubstituted heteroarene group having 3 to 30 carbon atoms, for example, a substituted or unsubstituted heteroarene group having 3 to 20 carbon atoms or a substituted or unsubstituted heteroarene group having 3 to 10 carbon atoms, a substituted or unsubstituted heterocycloalkene group having 5 to 30 carbon atoms, for example, a substituted or unsubstituted heterocycloalkene group having 5 to 20 carbon atoms or a substituted or unsubstituted heterocycloalkene group having 5 to 10 carbon atoms, or a fused ring thereof.

[0060] In chemical formula 2C, Y 1 CR k In the case of Y 1 The silicon atoms can be linked to each other to form a fused ring. This structure is represented by the chemical formula 2C-2 shown below. [ka] In the above chemical formula 2C-2, X 1 , X 2 Ar 3 , R 1 , and R 2 This is the same as chemical formula 1, X 3 and Y 5 This is the same as chemical formula 2C, Y 2 ~Y 4 These are, independently, N or CR. k And here, R k is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R k These are linked together to form substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, or fused rings thereof. Cy is a substituted or unsubstituted heteroarene group having 3 to 30 carbon atoms, for example, a substituted or unsubstituted heteroarene group having 3 to 20 carbon atoms or a substituted or unsubstituted heteroarene group having 3 to 10 carbon atoms, a substituted or unsubstituted heterocycloalkene group having 5 to 30 carbon atoms, for example, a substituted or unsubstituted heterocycloalkene group having 5 to 20 carbon atoms or a substituted or unsubstituted heterocycloalkene group having 5 to 10 carbon atoms, or a fused ring thereof.

[0061] In one embodiment of the present invention, Cy in chemical formulas 2C-1 and 2C-2 is a heteroarene group or a heterocycloalkene group, which has a 5-membered to 10-membered ring structure. A heteroarene group or heterocycloalkene group contains nitrogen within the ring.

[0062] When the Cy in chemical formula 2C-1 has a 6-membered ring structure, the compound in chemical formula 2C-1 is represented by the chemical formula 2C-11a shown below. [ka] In the above chemical formula 2C-11a, X 1 , X 2 Ar 3 , R 1 , and R 2 This is the same as chemical formula 1, X 3 This is the same as chemical formula 2C, Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0063] According to one embodiment of the present invention, the CH in the six-membered ring structure (e.g., a benzene ring and / or cyclohexadiene) in chemical formula 2C-11a is substituted with N, and one or more (e.g., one, two, or three) N atoms are contained in one six-membered ring structure.

[0064] When the Cy in chemical formula 2C-2 has a 6-membered ring structure, it is represented by the chemical formula 2C-21a shown below. [ka] In the above chemical formula 2C-21a, X 1 , X 2 Ar 3 , R 1 , and R 2 This is the same as chemical formula 1, X 3 and Y 5 This is the same as chemical formula 2C, Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0065] According to one embodiment of the present invention, the CH in the six-membered ring structure (e.g., a benzene ring and / or cyclohexadiene) in chemical formulas 2C-21a and 2C-21b is substituted with N, and one or more (e.g., one, two, or three) N atoms are included in each six-membered ring structure.

[0066] According to one embodiment of the present invention, in chemical formula 2C, Y 5 (CR k ) and Si are linked to each other to form a first condensed ring, Y 1 (CR k ) and Si can also be linked to each other to form a second condensed ring. When the first and second fused rings each have a 6-membered ring structure, the chemical formula is represented by 2C-3a shown below. [ka] In the above chemical formula 2C-3a, X 1 , X 2 Ar 3 , R 1 , and R2 This is the same as chemical formula 1, X 3 This is the same as chemical formula 2C, Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0067] According to one embodiment of the present invention, the CH in the six-membered ring structure (e.g., a benzene ring and / or cyclohexadiene) in chemical formula 2C-3a is substituted with N, and one or more (e.g., one, two, or three) N atoms are contained in one six-membered ring structure.

[0068] Y in chemical formula 2C 1 ~Y 4 CR k And adjacent R k When these groups are linked to each other to form a fused ring (substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, substituted or unsubstituted C5-C30 cycloalkene groups, substituted or unsubstituted C5-C30 heterocycloalkene groups, or combinations thereof), it is represented by the chemical formulas 2C-41 to 2C-44 shown below. [ka] [ka] Among the above chemical formulas 2C-41 to 2C-44, X 1 , X 2 Ar 3 , R 1 , R 2 , R 11 , and R 12 This is the same as chemical formula 1, X 3 and Y 5 This is the same as chemical formula 2C, X 4-O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -, -BR a2 -, -SiR b R c -, -SiR bb R cc -, -GeR d R e -, -GeR dd R ee -, -CR f R g -, -CR ff R gg -, -CR h =CR i -, and -CR hh =CR ii - Selected from (where R a1 , R a2 , R b , R c , R d , R e , R f , R g , R h , and R i Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, substituted or unsubstituted C6-C20 aryloxy group, or substituted or unsubstituted C3-C20 heteroaryl group, R bb and R cc , R dd and R ee , R ff and R gg , or R hh and R ii At least one pair of them are connected to each other to form a ring structure), Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0069] According to one embodiment of the present invention, the CH atoms in the aromatic rings of chemical formulas 2C-41 to 2C-44 are substituted with N atoms, and each aromatic ring contains one or more (e.g., one, two, or three) N atoms.

[0070] Also, in chemical formula 2C, X 3 and Y 5 When these groups are linked to each other to form a fused ring (substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, substituted or unsubstituted C5-C30 cycloalkene groups, substituted or unsubstituted C5-C30 heterocycloalkene groups, or combinations thereof), it is represented by the chemical formulas 2C-45 to 2C-50 shown below. [ka] [ka] [ka] In the above chemical formula 2C-45 or chemical formula 2C-50, X 1 , X 2 Ar 3 , R 1 , R 2 , R 11 , and R 12 This is the same as chemical formula 1, X 33 is N, SiR b , GeR d , or CR f (Here, R b , R d , and R f Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, or substituted or unsubstituted C6-C20 aryloxy group), Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0071] According to one embodiment of the present invention, the CH of the aromatic ring in chemical formula 2C-45 or chemical formula 2C-50 is substituted with N, and one or more (e.g., one, two, or three) N atoms are contained in one aromatic ring.

[0072] The compound of chemical formula 1 is represented by chemical formula 2D shown below. [ka] In the above chemical formula 2D, X 1 , X 2 Ar 3 , R 1 , R 2 , R 11 , and R 12 This is the same as chemical formula 1, Y 1 ~Y 5 These are, independently, N or CR. k And here, R k is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R k These are linked together to form substituted or unsubstituted arene groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroarene groups having 3 to 30 carbon atoms, or fused rings thereof. X 3 -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -, -BR a2 -, -SiR b R c -, -SiR bb R cc-, -GeR d R e -, -GeR dd R ee -, -CR f R g -, and -CR ff R gg - Selected from (where R a1 , R a2 , R b , R c , R d , R e , R f , and R g Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, substituted or unsubstituted C6-C20 aryloxy group, or substituted or unsubstituted C3-C20 heteroaryl group, R bb and R cc , R dd and R ee , or R ff and R gg At least one pair of these are connected to each other to form a ring structure.

[0073] In one embodiment of the present invention, in chemical formula 2D, Y 4 However, N or CR k (Here, R k However, it is a halogen, a cyano group, a haloalkyl group having 1 to 10 carbon atoms, or a cyanoalkyl group having 1 to 10 carbon atoms. In this case, Y 4 , N, X 1 , and Ar 3 The functional groups present (C=O, C=S, C=Se, and C=Te) can increase intramolecular interactions and improve absorption intensity at specific wavelengths.

[0074] In one embodiment of the present invention, in chemical formula 2D, Y 3 However, N or CR k (Here, R kis a halogen, a cyano group, a haloalkyl group having 1 to 10 carbon atoms or a cyanoalkyl group having 1 to 10 carbon atoms), and X 2 is -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -, -BR a2 -, -SiR b R c -, -GeR d R e -, -(CR f R g ) n1 -, -(C(R m )=C(R n ))-, or -(C(R p )=N)- (where R a1 , R a2 , R b , R c , R d , R e , R f , R g , R m , R n , and R p are each independently a halogen, a haloalkyl group having 1 to 20 carbon atoms or a cyanoalkyl group having 1 to 20 carbon atoms). In this case, Y 3 and X 2 can increase the intramolecular interaction and improve the absorption intensity at a specific wavelength.

[0075] In Chemical Formula 2D, when Y 1 is CR k , Y 1 and Si can be connected to each other to form a condensed ring. Such a structure is represented by Chemical Formula 2D-1 shown below.

Chemical Formula

[0076] In Chemical Formula 2D, X 3 (-NR a1 -, -BR a2 -, -SiR b R c -, -GeR d R e -, or -CR f R g -) and Si can be linked to each other to form a condensed ring. Such a structure is represented by Chemical Formula 2D-2 shown below.

Chemical Formula

[0077] In one embodiment of the present invention, Cy in chemical formulas 2D-1 and 2D-2 is a heteroarene group or a heterocycloalkene group, which has a 5-membered to 10-membered ring structure. A heteroarene group or heterocycloalkene group contains nitrogen within the ring.

[0078] When the Cy in chemical formula 2D-1 has a 6-membered ring structure, the compound of chemical formula 2D-1 is represented by the chemical formula 2D-11a shown below. [ka] In the above chemical formula 2D-11a, X 1 , X 2 Ar 3 , R 1 , and R 2 This is the same as chemical formula 1, X 3 This is the same as chemical formula 2D, Y 4 and Y 5 These are, independently, N or CR. k And here, R k is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R k These are linked together to form substituted or unsubstituted arene groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroarene groups having 3 to 30 carbon atoms, or fused rings thereof. Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0079] According to one embodiment of the present invention, the CH in the six-membered ring structure (e.g., a benzene ring and / or cyclohexadiene) in chemical formula 2D-11a is substituted with N, and one or more (e.g., one, two, or three) N atoms are contained in one six-membered ring structure.

[0080] When Cy in chemical formula 2D-2 has a 6-membered ring structure, the compound of chemical formula 2D is represented by the chemical formula 2D-21a shown below. [ka] In the above chemical formula 2D-21a, X 1 , X 2 Ar 3 , R 1 , and R2 is the same as Chemical Formula 1, Y 4 and Y 5 is the same as Chemical Formula 2D, X 33 is N, SiR b 、GeR d 、or CR f where (here, R b 、R d 、and R f are each independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, substituted or unsubstituted aryl group having 6 to 20 carbon atoms, or substituted or unsubstituted aryloxy group having 6 to 20 carbon atoms), Hydrogen of each aromatic ring may be substituted with at least one substituent selected from deuterium, halogen, substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, substituted or unsubstituted aryl group having 6 to 20 carbon atoms, and substituted or unsubstituted aryloxy group having 6 to 20 carbon atoms.

[0081] According to one embodiment of the present invention, CH of the 6-membered ring structure (for example, benzene ring and / or cyclohexadiene) in Chemical Formula 2D-21a is substituted with N, and one or more (for example, 1, 2, or 3) N are included in one 6-membered ring structure.

[0082] According to one embodiment of the present invention, in Chemical Formula 2D, Y 1 (CR k ) and Si are connected to each other to form a first condensed ring, and X 3 (-NR a1 -, -BR a2 -, -SiR b R c -, -GeR d R e -, or -CR f R g ) and Si can also be connected to each other to form a second condensed ring. When the first condensed ring and the second condensed ring are 6-membered rings, they are represented by Chemical Formula 2D-3a shown below. [ka] In the above chemical formula 2D-3a, X 1 , X 2 Ar 3 , R 1 , and R 2 This is the same as chemical formula 1, X 33 is N, SiR b , GeR d , or CR f (Here, R b , R d , and R f Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, or substituted or unsubstituted C6-C20 aryloxy group), Y 4 and Y 5 These are, independently, N or CR. k And here, R k is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R k These can be linked together to form substituted or unsubstituted arene groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroarene groups having 3 to 30 carbon atoms, or fused rings thereof.

[0083] According to one embodiment of the present invention, the CH in the six-membered ring structure (e.g., a benzene ring and / or cyclohexadiene) in chemical formula 2D-3a is substituted with N, and one or more (e.g., one, two, or three) N atoms are contained in one six-membered ring structure.

[0084] Also, X in chemical formula 2D 3 and Y 5 , or Y 4 and Y 5However, when they are linked together to form a fused ring (substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, substituted or unsubstituted C5-C30 cycloalkene groups, substituted or unsubstituted C5-C30 heterocycloalkene groups, or combinations thereof), they are represented by the chemical formulas 2D-41 to 2D-46 shown below. [ka] [ka] [ka] In the above chemical formulas 2D-41 to 2D-46, X 1 , X 2 Ar 3 , R 1 , R 2 , R 11 , and R 12 This is the same as chemical formula 1, X 33 is N, SiR b , GeR d , or CR f (Here, R b , R d , and R f Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, or substituted or unsubstituted C6-C20 aryloxy group), X 4 -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -, -BR a2 -, -SiR b R c -, -SiR bb R cc -, -GeR d R e -, -GeR dd R ee -, -CRf R g -, -CR ff R gg -, -CR h =CR i -, and -CR hh =CR ii - Selected from (where R a1 , R a2 , R b , R c , R d , R e , R f , R g , R h , and R i Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, substituted or unsubstituted C6-C20 aryloxy group, or substituted or unsubstituted C3-C20 heteroaryl group, R bb and R cc , R dd and R ee , R ff and R gg , or R hh and R ii At least one pair of them are connected to each other to form a ring structure), Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0085] According to one embodiment of the present invention, the CH groups in the aromatic rings of chemical formulas 2D-41 to 2D-46 are substituted with N, and each 6-membered ring structure contains one or more (e.g., one, two, or three) N atoms.

[0086] Also, Y in chemical formula 2D 1 ~Y 3When two adjacent atoms are linked together to form a fused ring (a substituted or unsubstituted C6-C30 arene group, a substituted or unsubstituted C3-C30 heteroarene group, a substituted or unsubstituted C5-C30 cycloalkene group, a substituted or unsubstituted C5-C30 heterocycloalkene group, or a combination thereof), it is represented by the chemical formulas 2D-47 to 2D-50 shown below. [ka] [ka] In the above chemical formula 2D-47 or chemical formula 2D-50, X 1 , X 2 Ar 3 , R 1 , R 2 , R 11 , and R 12 This is the same as chemical formula 1, X 3 , Y 4 , and Y 5 This is the same as chemical formula 2D, X 4 -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -, -BR a2 -, -SiR b R c -, -SiR bb R cc -, -GeR d R e -, -GeR dd R ee -, -CR f R g -, -CR ff R gg -, -CR h =CR i -, and -CR hh =CR ii - Selected from (where R a1 , R a2 , R b , R c , R d , R e , R f, R g , R h , and R i Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, substituted or unsubstituted C6-C20 aryloxy group, or substituted or unsubstituted C3-C20 heteroaryl group, R bb and R cc , R dd and R ee , R ff and R gg , or R hh and R ii At least one pair of them are connected to each other to form a ring structure), Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0087] According to one embodiment of the present invention, the CH of the aromatic ring in chemical formula 2D-47 or chemical formula 2D-50 is substituted with N, and one or more (e.g., one, two, or three) N atoms are contained in one aromatic ring.

[0088] The compound of chemical formula 1 shown above is represented by chemical formula 2E shown below. [ka] In the above chemical formula 2E, X 1 , X 2 Ar 3 , R 1 , R 2 , R 11 , and R 12 This is the same as chemical formula 1, Y 1 ~Y 5 Each is independently N or CR k And here, R kis hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R k These are linked together to form substituted or unsubstituted arene groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroarene groups having 3 to 30 carbon atoms, or fused rings thereof. X 3 -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -, -BR a2 -, -SiR b R c -, -SiR bb R cc -, -GeR d R e -, -GeR dd R ee -, -CR f R g -, and -CR ff R gg - Selected from (where R a1 , R a2 , R b , R c , R d , R e , R f , and R g Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, substituted or unsubstituted C6-C20 aryloxy group, or substituted or unsubstituted C3-C20 heteroaryl group, R bb and R cc , R dd and R ee , or R ff and R gg At least one pair of these are connected to each other to form a ring structure.

[0089] In one embodiment of the present invention, in chemical formula 2E, X 3is -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -, -BR a2 -, -SiR b R c -, -SiR bb R cc -, -GeR d R e -, or -CR f R g -(Here, R a1 , R a2 , R b , R c , R d , R e , R f , R g , R m , R n , and R p Each of these is independently a halogen, a C1-C20 haloalkyl group, or a C1-C20 cyanoalkyl group. In this case, X 3 , N, X 1 , and Ar 3 The functional groups present (C=O, C=S, C=Se, and C=Te) can increase intramolecular interactions and improve absorption intensity at specific wavelengths.

[0090] In one embodiment of the present invention, in chemical formula 2E, Y 3 However, N or CR k (Here, R k However, it is a halogen, a cyano group, a haloalkyl group having 1 to 10 carbon atoms, or a cyanoalkyl group having 1 to 10 carbon atoms. X 2 is -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -, -BR a2 -, -SiR b R c -, -GeR d R e -,-(CR f R g ) n1 -,-(C(R m )=C(Rn ))-, or -(C(R p )=N)-(where R a1 , R a2 , R b , R c , R d , R e , R f , R g , R m , R n , and R p Each of these is independently a halogen, a C1-C20 haloalkyl group, or a C1-C20 cyanoalkyl group. In this case, Y 3 and X 2 This can increase intramolecular interactions and improve absorption intensity at specific wavelengths.

[0091] In chemical formula 2E, Y 1 (CR k ) and L(-NR a1 -, -BR a2 -, -SiR b R c -, -GeR d R e -,-(CR f R g ) n -,-(C(R m )=C(R n ))-, or -(C(R p The )=N)-) rings can be linked together to form a fused ring. This structure is represented by the chemical formula 2E-1 shown below. [ka] In the above chemical formula 2E-1, X 1 , X 2 Ar 3 , R 1 , and R 2 This is the same as chemical formula 1, X 3 This is the same as chemical formula 2E, Y 2 ~Y 5 These are, independently, N or CR.k And here, R k is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R k These are linked together to form substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, or fused rings thereof. Cy is a substituted or unsubstituted heteroarene group having 3 to 30 carbon atoms, for example, a substituted or unsubstituted heteroarene group having 3 to 20 carbon atoms or a substituted or unsubstituted heteroarene group having 3 to 10 carbon atoms, a substituted or unsubstituted heterocycloalkene group having 5 to 30 carbon atoms, for example, a substituted or unsubstituted heterocycloalkene group having 5 to 20 carbon atoms or a substituted or unsubstituted heterocycloalkene group having 5 to 10 carbon atoms, or a fused ring thereof.

[0092] In chemical formula 2E, Y 4 (CR k ) and Si can be linked together to form a fused ring. This structure is represented by the chemical formula 2E-2 shown below. [ka] In the above chemical formula 2E-2, X 1 , X 2 Ar 3 , R 1 , and R 2 This is the same as chemical formula 1, X 3 This is the same as chemical formula 2E, Y 1 ~Y 3 and Y 5 These are, independently, N or CR. k And here, R k is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R kThese are linked together to form substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, or fused rings thereof. Cy is a substituted or unsubstituted heteroarene group having 3 to 30 carbon atoms, for example, a substituted or unsubstituted heteroarene group having 3 to 20 carbon atoms or a substituted or unsubstituted heteroarene group having 3 to 10 carbon atoms, a substituted or unsubstituted heterocycloalkene group having 5 to 30 carbon atoms, for example, a substituted or unsubstituted heterocycloalkene group having 5 to 20 carbon atoms or a substituted or unsubstituted heterocycloalkene group having 5 to 10 carbon atoms, or a fused ring thereof.

[0093] In one embodiment of the present invention, Cy in chemical formulas 2E-1 and 2E-2 is a heteroarene group or a heterocycloalkene group, which has a 5-membered to 10-membered ring structure. A heteroarene group or heterocycloalkene group contains nitrogen within the ring.

[0094] When the Cy in chemical formula 2E-1 has a 6-membered ring structure, the compound of chemical formula 2E-1 is represented by the chemical formula 2E-11a shown below. [ka] In the above chemical formula 2E-11a, X 1 , X 2 Ar 3 , R 1 , and R 2 This is the same as chemical formula 1, X 3 , Y 4 , and Y 5 This is the same as chemical formula 2E, Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0095] According to one embodiment of the present invention, the CH in the six-membered ring structure (e.g., a benzene ring and / or cyclohexadiene) in chemical formula 2E-11a is substituted with N, and one or more (e.g., one, two, or three) N atoms are contained in one six-membered ring structure.

[0096] When the Cy in chemical formula 2E-2 has a 6-membered ring structure, it is represented by the chemical formula 2E-21a shown below. [ka] In the above chemical formula 2E-21a, X 1 , X 2 Ar 3 , R 1 , and R 2 This is the same as chemical formula 1, X 3 and Y 5 This is the same as chemical formula 2E, Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0097] According to one embodiment of the present invention, the CH in the six-membered ring structure (e.g., a benzene ring and / or cyclohexadiene) in chemical formula 2E-21a is substituted with N, and one or more (e.g., one, two, or three) N atoms are contained in one six-membered ring structure.

[0098] According to one embodiment of the present invention, in chemical formula 2E, Y 1 (CR k ) and Si are linked to each other to form a first condensed ring, Y 4 (CR k ) and Si can also be linked to each other to form a second condensed ring. When the first and second fused rings each have a 6-membered ring structure, the chemical formula is represented by 2E-3a shown below. [ka] In the above chemical formula 2E-3a, X 1 , X 2 Ar 3 , R 1 , and R 2 This is the same as chemical formula 1, X 3 This is the same as chemical formula 2E, Y 5 is N or CR k And here, R k is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R k These are linked together to form substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, or fused rings thereof. Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0099] According to one embodiment of the present invention, the CH in the six-membered ring structure (e.g., a benzene ring and / or cyclohexadiene) in chemical formula 2E-3a is substituted with N, and one or more (e.g., one, two, or three) N atoms are contained in one six-membered ring structure.

[0100] Also, Y in chemical formula 2E 4 and Y 5 or Y 5 and X 3 When these groups are linked to each other to form a fused ring (substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, substituted or unsubstituted C5-C30 cycloalkene groups, substituted or unsubstituted C5-C30 heterocycloalkene groups, or combinations thereof), it is represented by the following chemical formulas 2E-41 to 2E-46. [ka] [ka] [ka] Among the above chemical formulas 2E-41 to 2E-46, X 1 , X 2 Ar 3 , R 1 , R 2 , R 11 , and R 12 This is the same as chemical formula 1, X 33 is N, SiR b , GeR d , or CR f (Here, R b , R d , and R f Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, or substituted or unsubstituted C6-C20 aryloxy group), X 3 And Y4 is the same as chemical formula 2E, X 4 -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -, -BR a2 -, -SiR b R c -, -SiR bb R cc -, -GeR d R e -, -GeR dd R ee -, -CR f R g -, -CR ff R gg -, -CR h =CR i -, and -CR hh =CR ii- Selected from (where R a1 , R a2 , R b , R c , R d , R e , R f , R g , R h , and R i Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, substituted or unsubstituted C6-C20 aryloxy group, or substituted or unsubstituted C3-C20 heteroaryl group, R bb and R cc , R dd and R ee , R ff and R gg , or R hh and R ii At least one pair of them are connected to each other to form a ring structure), Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0101] According to one embodiment of the present invention, the CH of the aromatic ring in chemical formula 2E-41 or chemical formula 2E-46 is substituted with N, and one or more (e.g., one, two, or three) N atoms are contained in one aromatic ring.

[0102] Also, in chemical formula 2E, Y 1 ~Y 3 CR k And adjacent R kWhen these groups are linked together to form a fused ring (substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, substituted or unsubstituted C5-C30 cycloalkene groups, substituted or unsubstituted C5-C30 heterocycloalkene groups, or combinations thereof), it is represented by the chemical formulas 2E-47 to 2E-50 shown below. [ka] [ka] Among the above chemical formulas 2E-47 to 2E-50, X 1 , X 2 Ar 3 , R 1 , R 2 , R 11 , and R 12 This is the same as chemical formula 1, X 3 , Y 4 , and Y 5 This is the same as chemical formula 2E, X 4 -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -, -BR a2 -, -SiR b R c -, -SiR bb R cc -, -GeR d R e -, -GeR dd R ee -, -CR f R g -, -CR ff R gg -, -CR h =CR i -, and -CR hh =CR ii - Selected from (where R a1 , R a2 , R b , R c , R d , R e , R f , Rg , R h , and R i Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, substituted or unsubstituted C6-C20 aryloxy group, or substituted or unsubstituted C3-C20 heteroaryl group, R bb and R cc , R dd and R ee , R ff and R gg , or R hh and R ii At least one pair of them are connected to each other to form a ring structure), Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0103] According to one embodiment of the present invention, the CH of the aromatic ring in chemical formula 2E-47 or chemical formula 2E-50 is substituted with N, and one or more (e.g., one, two, or three) N atoms are contained in one aromatic ring.

[0104] X in chemical formula 1 1 , X 2 , and -SiR 11 R 12 -, and X in chemical formulas 2B, 2C, 2D, and 2E 3 The ring structure is either a spiro structure or a fused ring structure. A spiro structure is a substituted or unsubstituted hydrocarbon ring group having 5 to 30 carbon atoms, a substituted or unsubstituted heterocyclic group having 2 to 30 carbon atoms, or a fused ring thereof. A substituted or unsubstituted C5-C30 hydrocarbon ring group is, for example, a fused ring of a substituted or unsubstituted C5-C30 cycloalkyl group (e.g., a substituted or unsubstituted C3-C20 cycloalkyl group or a substituted or unsubstituted C3-C10 cycloalkyl group) or a substituted or unsubstituted C6-C30 aryl group (e.g., a substituted or unsubstituted C6-C20 aryl group or a substituted or unsubstituted C3-C10 aryl group).

[0105] Examples of fused rings include the fluorenyl group and the indanyl group. A substituted or unsubstituted heterocyclic group having 2 to 30 carbon atoms is, for example, a substituted or unsubstituted heterocycloalkyl group having 2 to 30 carbon atoms (for example, a substituted or unsubstituted heterocycloalkyl group having 2 to 20 carbon atoms or a substituted or unsubstituted heterocycloalkyl group having 2 to 10 carbon atoms). A fused ring structure is a substituted or unsubstituted hydrocarbon ring group having 5 to 30 carbon atoms, a substituted or unsubstituted heterocyclic group having 2 to 30 carbon atoms, or a fused ring thereof.

[0106] Substituted or unsubstituted C5-C30 hydrocarbon ring groups are, for example, substituted or unsubstituted C5-C30 cycloalkyl groups (e.g., substituted or unsubstituted C5-C20 cycloalkyl groups or substituted or unsubstituted C5-C10 cycloalkyl groups) or substituted or unsubstituted C6-C30 aryl groups (e.g., substituted or unsubstituted C6-C20 aryl groups or substituted or unsubstituted C6-C10 aryl groups), and substituted or unsubstituted C2-C30 heterocyclic groups are, for example, substituted or unsubstituted C2-C30 heterocycloalkyl groups (e.g., substituted or unsubstituted C2-C20 heterocycloalkyl groups or substituted or unsubstituted C2-C10 heterocycloalkyl groups) or substituted or unsubstituted C2-C30 heteroaryl groups (e.g., substituted or unsubstituted C2-C20 heteroaryl groups or substituted or unsubstituted C2-C10 heteroaryl groups).

[0107] The spiro structure contains a moiety represented by chemical formula 3 shown below. [ka] In the above chemical formula 3, X a and X b These are, independently, -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, and -NR. a1 -, -BR a2 -, -SiR b R c -, -SiR bb R cc -, -GeR d R e -, or -GeR dd R ee -and (where R a1 , R a2 , R b , R c , R d , and R e Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, substituted or unsubstituted C6-C20 aryloxy group, or substituted or unsubstituted C3-C20 heteroaryl group, R bb and R cc or R dd and R ee At least one pair of them are connected to each other to form a ring structure), L a -O-, -S-, -Se-, -Te-, -NR a1 -, -BR a2 -, -SiR b R c -, -GeR d R e -,-(CR f R g ) n1 -,-(C(R p )=N)-, and selected from single bonds (where R a1 , R a2 , R b , R c , R d , R e , Rf , R g , and R p Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, or substituted or unsubstituted C6-C20 aryloxy group), Each hydrogen atom of the ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0108] In chemical formula 3, the CH present in the aromatic ring of Moieti (3), (4), (5), (6), (7), (8), or (9) may be substituted with N.

[0109] In the above chemical formula 1, Ar 3 It is represented by the chemical formula 4 shown below. [ka] In the above chemical formula 4, Ar 3’ These are selected from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms and substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms. Z 1 It is selected from O, S, Se, and Te, Z 2 These are O, S, Se, Te, and CR a R b Selected from, where R a and R b Each of these is independently hydrogen, a substituted or unsubstituted C1-C10 alkyl group, a cyano group, or a cyano-containing group, Z 2 CR a R b In the case of R a and R b At least one of them is a cyano group or a cyano-containing group.

[0110] In the above chemical formula 1, Ar 3 This is a ring group represented by one of the chemical formulas 5A to 5F shown below. [ka] In the above chemical formula 5A, Z 1 It is selected from O, S, Se, and Te, Z 2 These are O, S, Se, Te, and CR a R b Selected from, where R a and R b Each of these is independently hydrogen, a substituted or unsubstituted C1-C10 alkyl group, a cyano group, or a cyano-containing group, Z 2 CR a R b In the case of R a and R b At least one of them is a cyano group or a cyano-containing group, Z 3 N and CR c Selected from (where R c (Selected from hydrogen, deuterium, and substituted or unsubstituted alkyl groups having 1 to 10 carbon atoms), R 11 , R 12 , R 13 , R 14 , and R 15 These are identical or different, each independently selected from hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl groups, substituted or unsubstituted C6-C30 aryl groups, substituted or unsubstituted C4-C30 heteroaryl groups, halogens, cyano groups (-CN), cyano-containing groups, and combinations thereof, or R 12 and R 13 and R 14 and R 15 These elements either exist independently or are linked together to form a fused aromatic ring. n is either 0 or 1. * indicates the bond location.

[0111] In one embodiment of the present invention, CR in chemical formula 5A 11 , CR 12 , CR 13 , CR 14 , and CR 15 At least one of these can be substituted with nitrogen (N). In other words, the substituted or unsubstituted benzene ring moiety in chemical formula 5A contains a heteroatom (N).

[0112] [ka] In the above chemical formula 5B, Z 1 It is selected from O, S, Se, and Te, Z 2 These are O, S, Se, Te, and CR a R b Selected from, where R a and R b Each of these is independently hydrogen, a substituted or unsubstituted C1-C10 alkyl group, a cyano group, or a cyano-containing group, Z 2 CR a R b In the case of R a and R b At least one of them is a cyano group or a cyano-containing group, Z 3 These are O, S, Se, Te, and C(R a )(CN)(Here, R a (Selected from hydrogen, a cyano group (-CN), and an alkyl group having 1 to 10 carbon atoms) R 11 and R 12 Each of these is independently selected from hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl groups, substituted or unsubstituted C1-C30 alkoxy groups, substituted or unsubstituted C6-C30 aryl groups, substituted or unsubstituted C4-C30 heteroaryl groups, halogens, cyano groups (-CN), and combinations thereof. * indicates the bond location.

[0113] [ka] In the above chemical formula 5C, Z 1 It is selected from O, S, Se, and Te, Z 2 These are O, S, Se, Te, and CR a R b Selected from, where R a and R b Each of these is independently hydrogen, a substituted or unsubstituted C1-C10 alkyl group, a cyano group, or a cyano-containing group, Z 2 CR a R b In the case of R a and R b At least one of them is a cyano group or a cyano-containing group, R 11 , R 12 , and R 13 These are identical or different, and each is independently selected from hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl groups, substituted or unsubstituted C1-C30 alkoxy groups, substituted or unsubstituted C6-C30 aryl groups, substituted or unsubstituted C4-C30 heteroaryl groups, halogens, cyano groups (-CN), and combinations thereof. * indicates the bond location.

[0114] [ka] In the above chemical formula 5D, Z 1 It is selected from O, S, Se, and Te, Z 2 These are O, S, Se, Te, and CR a R b Selected from, where R a and R b Each of these is independently hydrogen, a substituted or unsubstituted C1-C10 alkyl group, a cyano group, or a cyano-containing group, Z 2 CR a R b In the case of R a and R bAt least one of them is a cyano group or a cyano-containing group, Z 3 N and CR c Selected from (where R c (Selected from hydrogen and substituted or unsubstituted alkyl groups having 1 to 10 carbon atoms), G 1 O, S, Se, Te, SiR x R y , and GeR z R w Selected from, where R x , R y , R z , and R w These are identical or different, and each is independently selected from hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, and substituted or unsubstituted C6-C20 aryl group. R 11 , R 12 , and R 13 These are identical or different, each independently selected from hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl groups, substituted or unsubstituted C1-C30 alkoxy groups, substituted or unsubstituted C6-C30 aryl groups, substituted or unsubstituted C4-C30 heteroaryl groups, halogens, cyano groups, cyano-containing groups, and combinations thereof, R 12 and R 13 These exist independently or are linked together to form fused aromatic rings. n is either 0 or 1. * indicates the bond location.

[0115] [ka] In the above chemical formula 5E, Z 1 It is selected from O, S, Se, and Te, Z 2 These are O, S, Se, Te, and CR a R b Selected from, where R a and R bEach of these is independently hydrogen, a substituted or unsubstituted C1-C10 alkyl group, a cyano group, or a cyano-containing group, Z 2 CR a R b In the case of R a and R b At least one of them is a cyano group or a cyano-containing group, Z 3 N and CR c Selected from (where R c (Selected from hydrogen and substituted or unsubstituted alkyl groups having 1 to 10 carbon atoms), G 2 O, S, Se, Te, SiR x R y , and GeR z R w Selected from, where R x , R y , R z , and R w These are identical or different, and each is independently selected from hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, and substituted or unsubstituted C6-C20 aryl group. R 11 , R 12 , and R 13 These are identical or different, and each is independently selected from hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl groups, substituted or unsubstituted C1-C30 alkoxy groups, substituted or unsubstituted C6-C30 aryl groups, substituted or unsubstituted C4-C30 heteroaryl groups, halogens, cyano groups, cyano-containing groups, and combinations thereof. n is either 0 or 1. * indicates the bond location.

[0116] [ka] In the above chemical formula 5F, Z 1 It is selected from O, S, Se, and Te, Z 2 These are O, S, Se, Te, and CR a Rb Selected from, where R a and R b Each of these is independently hydrogen, a substituted or unsubstituted C1-C10 alkyl group, a cyano group, or a cyano-containing group, Z 2 CR a R b In the case of R a and R b At least one of them is a cyano group or a cyano-containing group, R 11 This is selected from hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl groups, substituted or unsubstituted C6-C30 aryl groups, substituted or unsubstituted C4-C30 heteroaryl groups, halogens, cyano groups (-CN), cyano-containing groups, and combinations thereof. G 3 O, S, Se, Te, SiR x R y , and GeR z R w Selected from, where R x , R y , R z , and R w These are identical or different, and each is independently selected from hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, and substituted or unsubstituted C6-C20 aryl group.

[0117] [ka] In the above chemical formula 5G, Z 1 It is selected from O, S, Se, and Te, Z 2 ~Z 4 These are, independently, O, S, Se, Te, and CR. a R b Selected from, where R a and R b Each of these is independently hydrogen, a substituted or unsubstituted C1-C10 alkyl group, a cyano group, or a cyano-containing group, Z 2 CR a R bIn the case of R a and R b At least one of these is a cyano group or a cyano-containing group.

[0118] The ring group represented by chemical formula 5A is the ring group represented by chemical formula 5A-1 or chemical formula 5A-2 shown below. [ka] [ka] In the above chemical formulas 5A-1 and 5A-2, Z 3 , n, R 11 , R 12 , R 13 , R 14 , and R 15 This is the same as chemical formula 5A.

[0119] The ring group represented by chemical formula 5A is R 12 and R 13 and / or R 14 and R 15 When these are independently linked and fused to form an aromatic ring, they are ring groups represented by the chemical formula 5A-3 shown below. [ka] In the above chemical formula 5A-3, Z 1 , Z 2 , Z 3 , R 11 , and n are the same as in chemical formula 5A, R 12a and R 12b Each of these is independently selected from hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl groups, substituted or unsubstituted C6-C30 aryl groups, substituted or unsubstituted C4-C30 heteroaryl groups, halogens, cyano groups (-CN), cyano-containing groups, and combinations thereof. m1 and m2 are independent integers between 0 and 4. Ph 1 and Ph2 This refers to a condensed phenylene ring, Ph 1 and Ph 2 One of them is optionally omitted.

[0120] The ring group represented by chemical formula 5B is, for example, the ring group represented by chemical formula 5B-1, chemical formula 5B-2, or chemical formula 5B-3 shown below. [ka] In the above chemical formulas 5B-1, 5B-2, and 5B-3, R 11 and R 12 This is the same as chemical formula 5B.

[0121] A ring group represented by the chemical formula 5C is, for example, a ring group represented by the chemical formula 5C-1 or chemical formula 5C-2 shown below. [ka] In the above chemical formulas 5C-1 and 5C-2, R 11 ~R 13 This is the same as chemical formula 5C.

[0122] In the above chemical formula 1, the electron donor parts N and X 1 - X of the containing ring 1 , and the Ar in the electronic acceptor section 3 The functional groups present (C=O, C=S, C=Se, and C=Te) can increase intramolecular interactions and improve absorption intensity at specific wavelengths.

[0123] Specific examples of compounds represented by chemical formula 2A include, but are not limited to, the compounds in Group 1 listed below. [ka] Among the above group 1, Ar 3 , R 1 , R2 , R 11 , and R 12 This is the same as chemical formula 1, Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0124] Group 1 contains X in chemical formula 2A. 1 Only compounds in which are -Se- are shown, but -Se- is X 1 Other bonding groups (-S-, -Te-, -S(=O)-, -S(=O)2-, -NR) a1 -, -BR a2 -, -SiR b R c -, -SiR bb R cc -, -GeR d R e -, -GeR dd R ee -, -CR f R g -, and -CR ff R gg It can be replaced with -). Group 1 contains X in chemical formula 2A. 2 This shows only compounds where -(C(CH3)(CH3))- is present, but -(C(CH3)(CH3))- is also present in X 2 Other bonding groups (-O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR) a1 -, -BR a2 -, -SiR b R c -, -SiR bb R cc -, -GeR d R e -, -GeR dd R ee -,-(CR f R g ) n1 -,-(CR ff R gg )-,-(C(Rm )=C(R n ))-,-(C(R mm )=C(R nn ))-, and-(C(R p ) can be substituted with (N)-).

[0125] Specific examples of compounds represented by chemical formula 2A-11a or chemical formula 2A-21a include, but are not limited to, the compounds in Group 1-1 shown below. [ka] Among the above group 1-1, Ar 3 , R 1 , and R 2 This is the same as chemical formula 1, Each hydrogen atom of the ring (benzene ring or cyclohexadiene) may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0126] In Group 1-1, a structure is shown in which a CH in the benzene ring is replaced by one N. However, in each ring (benzene ring or cyclohexadiene) in Group 1-1, the CH is replaced by N, and one ring may contain one or more Ns, or multiple rings may contain Ns. Group 1-1 contains X in chemical formula 2A-11a or chemical formula 2A-21a. 1 Only compounds in which are -Se- are shown, but -Se- is X 1 Other bonding groups (-S-, -Te-, -S(=O)-, -S(=O)2-, -NR) a1 -, -BR a2 -, -SiR b R c -, -SiR bb R cc -, -GeR d R e -, -GeR dd R ee-, -CR f R g -, and -CR ff R gg It can be replaced with -).

[0127] Group 1-1 contains X in chemical formulas 2A-1 and 2A-2. 2 This shows only compounds where -(C(CH3)(CH3))- is present, but -(C(CH3)(CH3))- is also present in X 2 Other bonding groups (-O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR) a1 -, -BR a2 -, -SiR b R c -, -SiR bb R cc -, -GeR d R e -, -GeR dd R ee -,-(CR f R g ) n1 -,-(CR ff R gg )-,-(C(R m )=C(R n ))-,-(C(R mm )=C(R nn ))-, and-(C(R p ) can be substituted with (N)-). While Group 1 and Group 1-1 illustrate compounds represented by chemical formula 2A, compounds represented by chemical formulas 2B to 2E can be illustrated in a similar manner.

[0128] For example, specific examples of compounds represented by chemical formula 2E include, but are not limited to, the compounds in Group 2 shown below. [ka] Among the above group 2, Ar 3 , R 1 , and R 2 This is the same as chemical formula 1, R a1 , Rf , and R g Each of these is independently selected from hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C6-C20 aryl group, and substituted or unsubstituted C6-C20 aryloxy group. Each hydrogen atom of the aromatic ring may be substituted with at least one substituent selected from deuterium, halogens, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

[0129] Group 2 contains X in chemical formula 2E. 1 Only compounds in which are -Se- are shown, but -Se- is X 1 Other bonding groups (-S-, -Te-, -S(=O)-, -S(=O)2-, -NR) a1 -, -BR a2 -, -SiR b R c -, -SiR bb R cc -, -GeR d R e -, -GeR dd R ee -, -CR f R g -, and -CR ff R gg It can be replaced with -). Group 2 contains X in chemical formula 2E. 2 This shows only compounds where -(C(CH3)(CH3))- is present, but -(C(CH3)(CH3))- is also present in X 2 Other bonding groups (-O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR) a1 -, -BR a2 -, -SiR b R c -, -SiR bb R cc -, -GeR d R e -, -GeR dd R ee -,-(CR fR g ) n1 -,-(CR ff R gg )-,-(C(R m )=C(R n ))-,-(C(R mm )=C(R nn ))-, and-(C(R p ) can be substituted with (N)-).

[0130] Specific examples of compounds represented by the above chemical formula 1 include the compounds of groups 3(1) and 3(2) shown below. [ka] [ka]

[0131] The n-type semiconductor compound may be a subphthalocyanine or subphthalocyanine derivative, a fullerene or fullerene derivative, a thiophene or thiophene derivative, or a combination thereof. Examples of fullerenes include C60, C70, C76, C78, ​​C80, C82, C84, C90, C96, C240, C540, mixtures thereof, and fullerene nanotubes. Fullerene derivatives refer to compounds that have substituents on fullerene. Fullerene derivatives may contain substituents such as alkyl groups (e.g., alkyl groups having 1 to 30 carbon atoms), aryl groups (e.g., aryl groups having 6 to 30 carbon atoms), and heterocyclic groups (e.g., heterocycloalkyl groups having 3 to 30 carbon atoms).

[0132] Examples of aryl groups and heterocyclic groups include benzene rings, naphthalene rings, anthracene rings, phenanthrene rings, fluorene rings, triphenylene rings, naphthacene rings, biphenyl rings, pyrrole rings, furan rings, thiophene rings, imidazole rings, oxazole rings, thiazole rings, pyridine rings, pyrazine rings, pyrimidine rings, pyridazine rings, indolizine rings, indole rings, benzofuran rings, benzothiophene rings, isobenzofuran rings, benzimidazole rings, imidazopyridine rings, quinolizidine rings, quinoline rings, phthalazine rings, and naphthyridine rings. These include naphthyridine rings, quinoxaline rings, quinazoline rings, isoquinoline rings, carbazole rings, phenanthridine rings, acridine rings, phenanthroline rings, thianthrene rings, chromene rings, xanthene rings, phenoxazine rings, phenoxathiin rings, phenothiazine rings, or phenazine rings.

[0133] Subphthalocyanines or subphthalocyanine derivatives are represented by the chemical formula 6 shown below. [ka] In the above chemical formula 6, R 31 ~R 33 Each of these is independently selected from hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl groups, substituted or unsubstituted C1-C30 alkoxy groups, substituted or unsubstituted C6-C30 aryl groups, substituted or unsubstituted C3-C30 heteroaryl groups, halogens, halogen-containing groups, and combinations thereof. a, b, and c are integers between 1 and 3. Z is a monovalent substituent.

[0134] For example, Z is a halogen or halogen-containing group, such as F, Cl, an F-containing group, or a Cl-containing group. A halogen means F, Cl, Br, or I, and a halogen-containing group means an alkyl group (an alkyl group having 1 to 30 carbon atoms) in which at least one of the hydrogen atoms is substituted with F, Cl, Br, or I.

[0135] Thiophene derivatives are, for example, represented by chemical formula 7 or chemical formula 8 shown below, but are not limited to these. [ka] [ka] In the above chemical formulas 7 and 8, T 1 , T 2 , and T 3 This is an aromatic ring having a substituted or unsubstituted thiophene moiety, T 1 , T 2 , and T 3 They either exist independently or are condensed, X 3 ~X 8 Each of these is independently hydrogen, deuterium, a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C1-C30 alkoxy group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C3-C30 heterocyclic group, a cyano group, a cyano-containing group, or a combination thereof. EWG 1 and EWG 2 Each of these is an independent electron-withdrawing group.

[0136] For example, in chemical formula 7, X 3 ~X 8 At least one of these is an electron-withdrawing group, such as a cyano group or a cyano-containing group.

[0137] The photoelectric element composition further comprises a second p-type semiconductor compound that selectively absorbs green light. A second p-type semiconductor compound is the compound of chemical formula 9 shown below. [ka] In the above chemical formula 9, R 41 ~R 43 Each of these is independently hydrogen, a substituted or unsubstituted C1-C30 aliphatic hydrocarbon group, a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C1-C30 aliphatic heterocyclic group, a substituted or unsubstituted C2-C30 aromatic heterocyclic group, a substituted or unsubstituted C1-C30 alkoxy group, a substituted or unsubstituted C6-C30 aryloxy group, a thiol group, a substituted or unsubstituted C1-C30 alkylthio group, a substituted or unsubstituted C6-C30 allylthio group, a cyano group, a cyano-containing group, a halogen group, a halogen-containing group, a substituted or unsubstituted sulfonyl group (e.g., a substituted or unsubstituted C0-C30 aminosulfonyl group, a substituted or unsubstituted C1-C30 alkylsulfonyl group, or a substituted or unsubstituted C6-C30 arylsulfonyl group), or a combination thereof, or R 41 ~R 43 In this case, two adjacent elements are linked together to form a condensed ring. L 1 ~L 3 Each of these is independently a single bond, a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a divalent substituted or unsubstituted heterocyclic group having 3 to 30 carbon atoms, or a combination thereof. R 51 ~R 53Each of these is independently a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C1-C30 alkoxy group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C3-C30 heterocyclic group, a substituted or unsubstituted amine group (e.g., a substituted or unsubstituted C1-C30 alkylamine group, or a substituted or unsubstituted C6-C30 arylamine group), a substituted or unsubstituted silyl group, or a combination thereof. a through c are each independent integers between 0 and 4.

[0138] The second p-type semiconductor compound that selectively absorbs green light is preferably included in an amount of about 500 to about 1500 parts by weight per 100 parts by weight of the compound of chemical formula 1. The photoelectric element composition can selectively absorb light in the green wavelength region, and in a thin film state, it has a maximum absorption wavelength (λ) in the wavelength range of approximately 500 nm or more, for example, approximately 510 nm or more, approximately 520 nm or more, 525 nm or more, or 530 nm or more, and approximately 600 nm or less, approximately 590 nm or less, for example, approximately 580 nm or less, approximately 570 nm or less, approximately 560 nm or less, approximately 555 nm or less, or 550 nm or less. max ) has.

[0139] The photoelectric element composition exhibits an absorption curve in a thin film state with a full width at half maximum (FWHM) of approximately 50 nm to 110 nm, for example, approximately 50 nm to 100 nm. Here, the full width at half maximum (FWHM) is the wavelength width corresponding to half the point of maximum absorption. A smaller FWHM means that light in a narrow wavelength range is selectively absorbed, resulting in high wavelength selectivity. Unless otherwise defined herein, FWHM may be defined by absorbance measured by UV-Vis spectroscopy. Having a full width at half maximum (FWHM) within the above range can enhance selectivity for the green wavelength region. The thin film is a thin film deposited under vacuum conditions.

[0140] The photoelectric element composition contains a p-type semiconductor compound (compound of chemical formula 1) and an n-type semiconductor compound (e.g., C60) in a volume ratio of approximately 0.9:1 to approximately 1.1:1, for example, 1:1, and contains approximately 6.0 × 10⁻¹⁶ 4 cm -1 For example, approximately 6.7 × 10 4 cm -1 ~About 10×10 4 cm -1 , or approximately 6.9 × 10 4 cm -1 ~About 10×10 4 cm -1 It has an absorption coefficient of . Furthermore, the photoelectric element composition exhibits high wavelength selectivity (narrow FWHM) and absorption coefficient, as well as improved residual charge characteristics, thereby reducing the afterimage of the element.

[0141] The composition for photoelectric devices is formed into a thin film by co-depositing a p-type semiconductor compound and an n-type semiconductor compound. Vapor deposition has advantages such as enabling the formation of uniform thin films and minimizing the possibility of impurity contamination. However, if the melting point of the compound is lower than the deposition temperature, decomposition products of the compound will be deposited, hindering the performance of the device. Therefore, it is preferable that the melting point of the compound is even higher than the deposition temperature. For these reasons, the above-mentioned compounds have a high melting point higher than the deposition temperature, for example, about 10°C or higher, for example, 20°C or higher, or 30°C or higher, and are therefore preferably used in the deposition process.

[0142] To explain in more detail, the donor-acceptor type material represented by the structure of chemical formula 1 above has a melting point T m Decomposition temperature T d Since it is similar, the melting point T of the material m It is then thermally decomposed. Therefore, the temperature at which the film is removed by vacuum deposition (sublimation temperature, deposition temperature, T) s ) is T m At higher temperatures, decomposition takes precedence over sublimation (deposition), making it impossible to manufacture a properly functioning device. Because stable image sensor production is impossible from such materials, Tm is T s It must be higher, and a more favorable condition is, T m -T s A temperature of ≥10℃ is ideal.

[0143] Furthermore, when manufacturing an image sensor, it is necessary to form a microlens array (MLA) after the element is fabricated in order to focus light. Microlens arrays require relatively high temperatures (approximately 160°C or higher, for example, 170°C or higher, 180°C or higher, or 190°C or higher) during formation, but the performance of the photoelectric element (e.g., an organic photoelectric element) must not deteriorate during such a heat treatment process. The degradation of photoelectric elements during the MLA heat treatment process is not due to the chemical decomposition of organic materials, but rather to morphological changes. Morphological changes generally begin as the thermal motion of a material starts during heat treatment. When a material has a rigid molecular structure, such thermal vibrations are less likely to occur, thus preventing degradation due to heat treatment. The above compound, by having a conjugated structure at the donor site, suppresses thermal vibration of the molecule, allowing it to be maintained stably even in the MLA heat treatment process, thereby ensuring process stability.

[0144] Hereinafter, a photoelectric element according to one embodiment of the present invention, including a composition for photoelectric elements, will be described with reference to the drawings. Figure 1 is a cross-sectional view showing a schematic configuration of a photoelectric element according to one embodiment of the present invention. Referring to Figure 1, a photoelectric element 100 according to one embodiment of the present invention includes a first electrode 10 and a second electrode 20 facing each other, and an active layer 30 disposed between the first electrode 10 and the second electrode 20.

[0145] One of the first electrode 10 and the second electrode 20 is the anode, and the other is the cathode. At least one of the first electrode 10 and the second electrode 20 may be a transparent electrode, which may be made of a transparent conductor such as indium tin oxide (ITO) or indium zinc oxide (IZO), or a thin single or multiple layer metal film. If one of the first electrode 10 and the second electrode 20 is an opaque electrode, it is made of an opaque conductor such as aluminum (Al).

[0146] The active layer 30 is a layer containing a p-type semiconductor compound and an n-type semiconductor compound to form a pn junction. It is a layer that generates excitons when exposed to light from the outside, and then separates the generated excitons into holes and electrons. The active layer 30 contains the photoelectric element composition of the present invention. The active layer 30 has a maximum absorption wavelength (λ) in the wavelength range of approximately 500 nm or more, for example, approximately 510 nm or more, approximately 520 nm or more, 525 nm or more, 530 nm or more, or 535 nm or more, and approximately 590 nm or less, for example, approximately 580 nm or less, approximately 570 nm or less, or approximately 560 nm or less. max ) has. The active layer 30 exhibits an absorption curve with a relatively small full width at half maximum (FWHM) of approximately 50 nm to 110 nm, for example, approximately 50 nm to 100 nm. As a result, the active layer 30 has high selectivity for light in the green wavelength region.

[0147] The active layer 30 is a single layer or multiple layers. The active layer 30 can be any of the following combinations: intrinsic layer (layer I), p-type layer / layer I, layer I / n-type layer, p-type layer / layer I / n-type layer, p-type layer / n-type layer, etc. The intrinsic layer (layer I) contains a mixture of compounds of chemical formula 1 and n-type semiconductor compounds in a thickness ratio (or volume ratio) of approximately 1:100 to approximately 100:1. Within the above range, the thickness ratio may be approximately 1:50 to 50:1, within the above range, the thickness ratio may be approximately 1:10 to 10:1, and within the above range, the thickness ratio may be approximately 1:1. Having a composition ratio within the above range is advantageous for effective exciton generation and pn junction formation.

[0148] The p-type layer contains a semiconductor compound of chemical formula 1, and the n-type layer contains an n-type semiconductor compound. The active layer 30 has a thickness of approximately 1 nm to approximately 500 nm. Within the above range, it has a thickness of approximately 5 nm to 300 nm. By having a thickness within the above range, the photoelectric conversion efficiency can be effectively improved by effectively absorbing light and effectively separating and transmitting holes and electrons. The optimal film thickness of the active layer 30 is determined, for example, by considering the absorption coefficient of the active layer 30, and has a thickness that absorbs, for example, at least about 70%, for example, about 80%, or for example, about 90% of the light.

[0149] When light is incident on the photoelectric element 100 from the first electrode 10 and / or the second electrode 20 side and the active layer 30 absorbs light in a predetermined wavelength range, an exciton is generated inside. In the active layer 30, the exciton is separated into holes and electrons. The separated holes move to the anode side of one of the first electrode 10 and the second electrode 20, and the separated electrons move to the cathode side of the other electrode 20, causing a current to flow through the photoelectric element.

[0150] Hereinafter, with reference to Figure 2, a photoelectric element according to another embodiment of the present invention will be described. Figure 2 is a cross-sectional view showing a schematic configuration of a photoelectric element according to another embodiment of the present invention. Referring to Figure 2, the photoelectric element 100 according to this embodiment includes, similar to the embodiment described above, a first electrode 10 and a second electrode 20 facing each other, and an active layer 30 disposed between the first electrode 10 and the second electrode 20.

[0151] However, unlike the embodiments described above, the photoelectric element 100 according to this embodiment further includes charge auxiliary layers (40, 45) between the first electrode 10 and the active layer 30, and between the second electrode 20 and the active layer 30, respectively. The charge auxiliary layers (40, 45) facilitate the movement of holes and electrons separated in the active layer 30, thereby increasing efficiency. The charge auxiliary layers (40, 45) include at least one selected from a hole injecting layer (HIL) that facilitates hole injection, a hole transporting layer (HTL) that facilitates hole transport, an electron blocking layer (EBL) that prevents electron movement, an electron injecting layer (EIL) that facilitates electron injection, an electron transporting layer (ETL) that facilitates electron transport, and a hole blocking layer (HBL) that prevents hole movement.

[0152] The charge auxiliary layers (40, 45) include, for example, organic materials, inorganic materials, or organic-inorganic materials. Organic substances are organic compounds that possess holes or electronic properties, while inorganic substances are metal oxides such as molybdenum oxide, tungsten oxide, and nickel oxide. The hole transport layer (HTL) is, for example, poly(3,4-ethylenedioxythiophene)-poly(styrenesulfonate): PEDOT-PSS, polyarylamine, poly(N-vinylcarbazole), polyaniline, polypyrrole, N,N,N',N'-tetrakis(4-methoxyphenyl)-benzidine. This includes, but is not limited to, kis(4-methoxyphenyl)-benzidine (TPD), 4,4'-bis[N-(1-naphthyl)-N-phenyl-amino]biphenyl (α-NPD), m-MTDATA, 4,4',4''-tris(N-carbazolyl)-triphenylamine (TCTA), and one selected from combinations thereof.

[0153] The electron barrier layer (EBL) is made of, for example, poly(3,4-ethylenedioxythiophene)-poly(styrenesulfonate):PEDOT-PSS, polyarylamine, poly(N-vinylcarbazole), polyaniline, polypyrrole, and N,N,N',N'-tetrakis(4-methoxyphenyl)-benzidine. This includes, but is not limited to, kis(4-methoxyphenyl)-benzidine (TPD), 4,4'-bis[N-(1-naphthyl)-N-phenyl-amino]biphenyl (α-NPD), m-MTDATA, 4,4',4''-tris(N-carbazolyl)-triphenylamine (TCTA), and one selected from combinations thereof.

[0154] The electron transport layer (ETL) includes, but is not limited to, one selected from, for example, 1,4,5,8-naphthalene-tetracarboxylic dianhydride (NTCDA), bathocuproine (BCP), LiF, Alq3, Gaq3, Inq3, Znq2, Zn(BTZ)2, BeBq2, and combinations thereof. The hole barrier layer (HBL) includes, but is not limited to, one selected from, for example, 1,4,5,8-naphthalene-tetracarboxylic dianhydride (NTCDA), bathocuproine (BCP), LiF, Alq3, Gaq3, Inq3, Znq2, Zn(BTZ)2, BeBq2, and combinations thereof. One of the charge auxiliary layers (40, 45) can be omitted.

[0155] Photoelectric elements can be applied to, but are not limited to, solar cells, image sensors, photodetectors, light sensors, and light-emitting elements. Below, an example of an image sensor using a photoelectric element will be described with reference to the drawings. Here, we will describe an organic CMOS image sensor as an example of an image sensor.

[0156] Figure 3 is a schematic perspective view showing an organic CMOS image sensor according to one embodiment of the present invention, and Figure 4 is a cross-sectional view showing the schematic configuration of the organic CMOS image sensor of Figure 3. Referring to Figures 3 and 4, an organic CMOS image sensor 300 according to one embodiment of the present invention includes a semiconductor substrate 310 on which light sensing elements (50B, 50R), a transmission transistor (not shown), and a charge storage 55 are integrated, a lower insulating layer 60, a color filter layer 70, an upper insulating layer 80, and a photoelectric element 100.

[0157] The semiconductor substrate 310 is a silicon substrate on which light sensing elements (50B, 50R), a transmission transistor (not shown), and a charge storage unit 55 are integrated. The light-sensing elements (50R, 50B) are photodiodes. The light-sensing elements (50B, 50R), transmission transistors, and / or charge storage units 55 are integrated for each pixel. For example, as shown in the figure, the light-sensing elements (50B, 50R) are included in the blue and red pixels, and the charge storage unit 55 is included in the green pixel. The light sensing elements (50B, 50R) sense light, and the sensed information is transferred by a transmission transistor. The charge storage 55 is electrically connected to the photoelectric element 100, and the information from the charge storage 55 is transferred by a transmission transistor. The figure illustrates a structure in which light-sensing elements (50B, 50R) are arranged side by side, but is not limited to this; the blue light-sensing element 50B and the red light-sensing element 50R can also be stacked vertically.

[0158] Metal wiring (not shown) and pads (not shown) are formed on the semiconductor substrate 310. Metal wiring and pads are made of metals with low resistivity to reduce signal delay, such as aluminum (Al), copper (Cu), silver (g), and alloys thereof, but are not limited to these. However, the structure is not limited to the above, and the metal wiring and pads can also be located below the light-sensing elements (50B, 50R).

[0159] A lower insulating layer 60 is formed on top of the metal wiring and pads. The lower insulating layer 60 is made of an inorganic insulating material such as silicon oxide and / or silicon nitride, or a low dielectric constant (low K) material such as SiC, SiCOH, SiCO, and SiOF. The lower insulating layer 60 has a trench that exposes the charge storage 55. The trench is filled with filler material.

[0160] A color filter layer 70 is formed on top of the lower insulating film 60. The color filter layer 70 includes a blue filter 70B formed on blue pixels that selectively transmits blue light, and a red filter 70R formed on red pixels that selectively transmits red light. In one embodiment, a cyan filter and a yellow filter may be used instead of the blue filter 70B and the red filter 70R. In this embodiment, an example without a green filter is described, but a green filter may be included depending on the circumstances. The color filter layer 70 can be omitted in some cases. For example, in a structure in which the blue light sensing element 50B and the red light sensing element 50R are stacked vertically, the blue light sensing element 50B and the red light sensing element 50R can selectively absorb and / or sense light in each wavelength region depending on the stacking depth, so the color filter layer 70 may not be necessary.

[0161] An upper insulating layer 80 is formed on top of the color filter layer 70. The upper insulating layer 80 is flattened by removing the step caused by the color filter layer 70. The upper insulating layer 80 and the lower insulating layer 60 have contact holes (not shown) that expose the pads and through-holes 85 that expose the charge storage 55 of the green pixels.

[0162] The above-described photoelectric element 100 is formed on the upper insulating layer 80. As described above, the photoelectric element 100 includes a first electrode 10, an active layer 30, and a second electrode 20. Both the first electrode 10 and the second electrode 20 are transparent electrodes, and the active layer 30 is as described above. The active layer 30 selectively absorbs and / or senses light in the green wavelength region and can replace the color filter of the green pixel. Light incident from the second electrode 20 side is primarily absorbed in the active layer 30 in the green wavelength region and converted into photoelectric light, while the remaining wavelength region passes through the first electrode 10 and is sensed by the photosensing elements (50B, 50R). As described above, by having a structure in which photoelectric elements that selectively absorb and / or sense light in the green wavelength region are stacked, the size of the image sensor can be reduced, making it possible to realize a miniaturized image sensor.

[0163] Furthermore, as described above, by including the compound represented by chemical formula 1 as a p-type semiconductor compound, aggregation between compounds is prevented even in a thin film state, and the wavelength-dependent absorption characteristics are maintained. This maintains the green wavelength selectivity, thereby reducing crosstalk caused by the unnecessary absorption of light in wavelength regions other than green, and improving sensitivity.

[0164] In one embodiment of the present invention, an additional color filter may be placed on top of the photoelectric element 100, as shown in Figure 4. Additional color filters include a 70B blue filter and a 70R red filter, or a cyan filter and a yellow filter. Figure 5 shows an organic CMOS image sensor in which a color filter is placed on top of a photoelectric element.

[0165] Figure 5 is a cross-sectional view showing an organic CMOS image sensor 400 according to another embodiment of the present invention. Referring to Figure 5, the organic CMOS image sensor 400 has the same structure as in Figure 4, except that the color filter layer 72, which includes a blue filter 72B and a red filter 72R, is located on top of the photoelectric element 100. A cyan filter and a yellow filter may be used instead of the blue filter 72B and the red filter 72R, respectively.

[0166] Figures 4 and 5 show examples including the photoelectric element 100 of Figure 1, but the method is not limited to this and can be similarly applied when including the photoelectric element 200 of Figure 2. Figure 6 is a cross-sectional view showing an organic CMOS image sensor 500 to which the photoelectric element 200 of Figure 2 is applied.

[0167] Figure 7 is a cross-sectional view showing a schematic configuration of an organic CMOS image sensor according to yet another embodiment of the present invention. Referring to Figure 7, the organic CMOS image sensor 600 according to this embodiment includes, similar to the embodiment described above, a semiconductor substrate 310 on which light sensing elements (50B, 50R), a transmission transistor (not shown), and a charge storage 55 are integrated, an insulating layer 80, and a photoelectric element 100.

[0168] However, unlike the embodiments described above, the organic CMOS image sensor 600 according to this embodiment has a blue light sensing element 50B and a red light sensing element 50R stacked on top of each other, and the color filter layer 70 is omitted. The blue light sensing element 50B and the red light sensing element 50R are electrically connected to a charge storage and their energy is transferred by a transmission transistor (not shown). The blue light sensing element 50B and the red light sensing element 50R selectively absorb and / or sense light in their respective wavelength ranges depending on the stacking depth.

[0169] As described above, by having a structure in which photoelectric elements that selectively absorb and / or sense light in the green wavelength region are stacked, and by having a structure in which red light sensing elements and blue light sensing elements are stacked, the size of the image sensor can be further reduced, making it possible to realize a miniaturized image sensor. Furthermore, as described above, the photoelectric element 100 can improve sensitivity by increasing its green wavelength selectivity, thereby reducing crosstalk caused by the unnecessary absorption of light in wavelength regions other than green. Figure 7 shows an example including the photoelectric element 100 from Figure 1, but it is not limited to this and can be similarly applied when including the photoelectric element 200 from Figure 2.

[0170] Figure 8 is a schematic perspective view showing an organic CMOS image sensor according to yet another embodiment of the present invention. Referring to Figure 8, the organic CMOS image sensor according to this embodiment has a structure in which a green photoelectric element (G) that selectively absorbs and / or senses light in the green wavelength region, a blue photoelectric element (B) that selectively absorbs and / or senses light in the blue wavelength region, and a red photoelectric element (R) that selectively absorbs and / or senses light in the red wavelength region are stacked.

[0171] The figure shows a structure in which a green photoelectric element (G), a red photoelectric element (R), and a blue photoelectric element (B) are stacked in sequence, but the structure is not limited to this, and the stacking order can be changed in various ways. The green photoelectric element (G) is the photoelectric element 100 or photoelectric element 200 described above, the blue photoelectric element (B) includes electrodes facing each other and an active layer interposed between them containing an organic substance that selectively absorbs light in the blue wavelength region, and the red photoelectric element (R) includes electrodes facing each other and an active layer interposed between them containing an organic substance that selectively absorbs light in the red wavelength region. As described above, by having a structure in which a green photoelectric element (G) that selectively absorbs and / or senses light in the green wavelength region, a blue photoelectric element (B) that selectively absorbs and / or senses light in the blue wavelength region, and a red photoelectric element (R) that selectively absorbs and / or senses light in the red wavelength region are stacked, the size of the image sensor can be further reduced to realize a miniaturized image sensor, while also increasing sensitivity and reducing crosstalk.

[0172] The image sensor of the present invention has a stacked structure by having absorption in an appropriate wavelength range, and can improve both sensitivity (YSNR10) and color reproduction (ΔE*ab). Here, YSNR10 is a numerical value indicating the sensitivity of the image sensor. It was measured using the method described in Juha Alakarhu's "Image Sensors and Image Quality in Mobile Phones" document, which was published in the abstract of the 2007 International Image Sensor Workshop (Ogunquit Maine, USA). It represents the minimum illuminance in lux at which the signal-to-noise ratio is 10. Therefore, the smaller the YSNR10 value, the higher the sensitivity.

[0173] On the other hand, color reproduction accuracy (ΔE*ab) is a numerical value that indicates whether there is a certain degree of difference from the standard colors on the X-Rite chart. ΔE*ab was defined by the CIE (International Commission on Illumination) in 1976 as a numerical value representing the distance between two points in the L*a*b* color space. For example, the color difference can be calculated using formula 1 shown below.

number

[0174] To create an image sensor with high sensitivity and high color reproduction, it is necessary that "ΔE*ab≦3" and "YSNR10≦100lux or less" are met. However, when using the compound of the present invention, it is possible to achieve sensitivity and color reproduction of "ΔE*ab≦3" and "YSNR10≦100lux". Image sensors are applied to a wide variety of electronic devices, such as mobile phones and digital cameras, but are not limited to these.

[0175] Figure 9 is a block diagram showing a schematic configuration of a digital camera including an image sensor according to one embodiment of the present invention. Referring to Figure 9, the digital camera 1000 includes a lens 1010, an image sensor 1020, a motor 1030, and an engine 1040. The image sensor 1020 may be any one of the image sensors according to the embodiments shown in Figures 3 to 8.

[0176] The lens 1010 focuses the incident light onto the image sensor 1020. The image sensor 1020 generates RGB data from the light received through the lens 1010. In one embodiment, the image sensor 1020 interfaces with the engine 1040. The motor 1030 adjusts the focus of the lens 1010, or adjusts the shutter in response to a control signal received from the engine 1040. Engine 1040 controls the image sensor 1020 and motor 1030. Engine 1040 is connected to the host / application 1050.

[0177] Figure 10 is a block diagram showing a schematic configuration of an electronic device according to one embodiment of the present invention. Referring to Figure 10, the electronic device 1100 includes a processor 1120, a memory 1130, and an image sensor 1140, which are electrically connected to each other by a bus 1110. The image sensor 1140 may be one of the embodiments of the present invention described above.

[0178] Memory 1130 may be a non-transitory computer-readable medium and stores command programs. The memory 1130 may be a non-volatile memory such as flash memory, PRAM (Phase-Change Random Access Memory), MRAM (Magneto-Resistive RAM), ReRAM (Resistive RAM), or FRAM (Ferro-electric RAM), or a volatile memory such as static RAM (SRAM), dynamic RAM (DRAM), or synchronous DRAM (SDRAM).

[0179] Processor 1120 executes a saved command program to perform one or more functions. For example, the processor 1120 is configured to process electrical signals generated by the image sensor 1140. The processor 1120 may be processing circuitry, such as hardware including logic circuits; a hardware / software combination, such as a processor that executes software; or a combination of these.

[0180] For example, processing circuits can more specifically include central processing units (CPUs), arithmetic logic units (ALUs), digital signal processors, microcomputers, FPGAs (Field Programmable Gate Arrays), SoCs (System-on-Chip), programmable logic units, microprocessors, and ASICs (application-specific integrated circuits). The processor 1120 is configured to generate output (for example, an image displayed on a display interface) based on such processing.

[0181] Embodiments of the present invention will be described in more detail below through the examples provided. However, the following examples are for illustrative purposes only and do not limit the scope of rights.

[0182] <Synthesis Example 1: Synthesis of Compounds Represented by Chemical Formula 1-1> [ka] [ka]

[0183] (i) Synthesis of compound 1-1A 12.6 g (30.9 mmol) of (4-bromo-5-iodoselenophen-2-yl)trimethylsilane and 5.8 g (25.7 mmol) of 10,10-dimethyl-5,10-dihydrodibenzo[b,e][1,4]azasiline were dissolved in 90 ml of toluene. The mixture was heated under reflux for 2 hours in the presence of 1.29 mmol of Pd(dba)2 (bis(dibenzylideneacetone)palladium(0)), 1.29 mmol of P(tBu)3 (tri-tert-butylphosphine), and 7.4 g (77.2 mmol) of NaOtBu. At this time, the obtained product was separated and purified by silica gel column chromatography (hexane:ethyl acetate = 5:1 volume ratio) to obtain compound 1-1A (2.7g (yield: 21%)).

[0184] (ii) Synthesis of compound 1-1B Compound 1-1A (2.7 g (3.4 mmol)) was dissolved in 50 ml of dehydrated diethyl ether. 4.3 ml (10.7 mmol) of (2.76 M) n-BuLi (n-butyl lithium) hexane (hexnae) solution was added dropwise at -50°C and the mixture was stirred at room temperature for 1 hour. At -50°C, 0.8 ml (10.7 mmol) of dehydrated acetone (dimethyl ketone (CH3COCH3)) was added and the mixture was stirred at room temperature for 2 hours. The organic layer extracted with diethyl ether was washed with an aqueous sodium chloride solution, and then dried with anhydrous magnesium sulfate. At this time, the obtained product was separated and purified by silica gel column chromatography (while changing the volume ratio of hexane:dichloromethane from 100:0 to 50:50) to obtain compound 1-1B (1.6g (yield: 62%)).

[0185] (iii) Synthesis of compound 1-1C Compound 1-1B (1.6 g (3.3 mmol)) was dissolved in 180 ml of dichloromethane. 3.04 ml (30.4 mmol) of (1 M) BBr3 solution was added dropwise at 0°C and the mixture was stirred for 2 days. The organic layer extracted with dichloromethane was washed with an aqueous sodium chloride solution, and then dried with anhydrous magnesium sulfate. At this time, the obtained product was separated and purified by silica gel column chromatography (hexane:dichloromethane = 50:50 volume ratio) to obtain compound 1-1C (1.2g (yield: 85%)).

[0186] (iv) Synthesis of Compound 1-1D 1.5 ml (20.3 mmol) of N,N-dimethylformamide was mixed with 0.4 ml (4.72 mmol) of phosphoryl chloride dropwise at -15°C, and the mixture was stirred at room temperature for 2 hours. This solution was gradually added dropwise to 100 ml of a solution of compound 1-1C (1.2 g (2.9 mmol)) in dichloromethane at -15°C, and then concentrated under low pressure by stirring at room temperature for 30 hours. Water was added to the mixture, and then sodium hydroxide solution was added until the pH reached 14. The mixture was then stirred at room temperature for 2 hours. The organic layer extracted with dichloromethane was washed with an aqueous sodium chloride solution, and then dried with anhydrous magnesium sulfate. The resulting product was separated and purified by silica gel column chromatography (hexane:dichloromethane = 50:50 volume ratio) to obtain compound 1-1D (0.4 g (yield: 33%)).

[0187] (v) Synthesis of compounds represented by chemical formula 1-1 Compound 1-1D (0.4 g (1.0 mmol)) was dissolved in 20 ml of tetrahydrofuran, and 0.17 g (1.2 mmol) of 1H-indene-1,3(2H)-dione was added. The mixture was then stirred at 50°C for 4 hours and concentrated under reduced pressure. The compound represented by chemical formula 1-1 was recrystallized using chloroform and ethanol to obtain 0.4 g (yield: 69%). The compound was purified by sublimation to a purity of 99.9%. 1 H-NMR (500MHz, Methylene Chloride-d2): δ8.04(d, 1H), 7.98(s, 2H), 7.83-7.81(m, 1H), 7.78-7.76(m, 1H), 7.70-7.67(m, 3H), 7.52(dd, 1 H), 7.47(dd, 1H), 7.44(td, 1H), 7.35(td, 1H), 7.28(t, 1H), 1.92(s, 3H), 1.37(s, 3H), 0.72(s, 3H), 0.27(s, 3H)

[0188] <Synthesis Example 2: Synthesis of Compounds Represented by Chemical Formula 1-2> [ka]

[0189] Except for using 1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione (0.2 g (1.2 mmol)) instead of 1H-indene-1,3(2H)-dione in step (v) of Synthesis Example 1, 0.4 g (yield: 70%) of the compound represented by chemical formula 1-2 was obtained by the same method as in Synthesis Example 1, but with the exception of using 1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione (0.2 g (1.2 mmol)) instead of 1H-indene-1,3(2H)-dione in step (v) of Synthesis Example 1. The compound was purified by sublimation to a purity of 99.9%. 1 H-NMR (500MHz, Methylene Chloride-d2): δ8.61(s, 1H), 8.08(s, 1H), 8.05(d, 1H), 7.68(dd, 1H), 7.53(dd, 1H), 7.47(dd, 1H), 7.43(td, 1H), 7.35(t, 1H), 7.29(t, 1H), 3.33(s, 3H), 3.26(s, 3H), 1.92(s, 3H), 1.38(s, 3H), 0.71(s, 3H), 0.25(s, 3H)

[0190] <Reference Synthesis Example 1: Synthesis of the compound represented by chemical formula 2-1> [ka] [ka]

[0191] (i) Synthesis of compound 2-1A 2-iodotellurophene was synthesized by following the method described in "Efficient Synthesis of 2-Iodo and 2-Dicyanomethyl Derivatives of Thiophene, Selenophene, Tellurophene, and Thieno[3,2-b]thiophene, Takahashi, K.; Tarutani, S. Heterocycles 1996, 43, 1927-1935".

[0192] (ii) Synthesis of compound 2-1B 15.0 g (49.1 mmol) of 2-iodoterrophene and 10,10-dimethyl-5,10-dihydrodibenzo[b,e][1,4]azasiline (10.0 g (44.6 mmol)) were heated under reflux for 2 hours in 200 ml of anhydrous toluene in the presence of 2.23 mmol of Pd(dba)2 (bis(dibenzylideneacetone)palladium(0)), 2.23 mmol of P(tBu)3 (tri-tert-butylphosphine), and 12.9 g (133.9 mmol) of NaOtBu (sodium tert-butoxide). The obtained product was separated and purified by silica gel column chromatography (toluene:hexane = 1:4 volume ratio) to obtain 10,10-dimethyl-5-(tellurophen-2-yl)-5,10-dihydrodibenzo[b,e][1,4]azasiline (6.8g (yield 37.8%)).

[0193] (iii) Synthesis of compound 2-1C 6.2 ml of phosphoryl chloride was added dropwise to 30.0 ml of N,N-dimethylformamide at -15°C, and the mixture was stirred at room temperature (24°C) for 2 hours. This was gradually added dropwise at -15°C to a mixture of 300 ml of dichloromethane and 6.8 g of compound 2-1B, then stirred at room temperature for 30 minutes and concentrated under reduced pressure. 300 ml of water was added, and then sodium hydroxide solution was added until the pH value reached 14, after which the mixture was stirred at room temperature for 2 hours. The organic layer extracted with dichloromethane was washed with an aqueous sodium chloride solution, and then dried with anhydrous magnesium sulfate. The obtained product was separated and purified by silica gel column chromatography (hexane:ethyl acetate = 4:1 volume ratio) to obtain 5-(10,10-dimethyldibenzo[b,e][1,4]azasilin-5(10H)-yl)tellurophene-2-carbaldehyde (2.82 g (yield 38.8%)).

[0194] (iv) Synthesis of compound 2-1D represented by chemical formula 2-1 The obtained compound 2-1C (2.82 g (6.54 mmol)) was suspended in ethanol, and 1.35 g (7.85 mmol) of 1,3-dimethyl-2-thiobarbitulic acid (synthesized by the method described on page 4417 of J. Pharmacol., 1944, 82, 292) was added. The mixture was reacted at 50°C for 2 hours to obtain 2.98 g (77.8% yield) of the compound represented by chemical formula 2-1. The resulting compound was purified by sublimation to a purity of 99.9%. 1H-NMR (500MHz, Methylene Chloride-d2): δ8.46(s, 1H), 8.26(d, 1H), 7.80(d, 2H), 7.71(d, 2H), 7.54(t, 2H), 7.42(t, 2H), 6.93(d, 1H), 3.68(d, 6H), 0.45(s, 6H)

[0195] <Reference Synthesis Example 2: Synthesis of Compounds Represented by Chemical Formula 2-2> The compound represented by chemical formula 2-2 was synthesized in the same manner as in Reference Synthesis Example 1, except that 2-iodoselenophene was used instead of 2-iodoterrophene. [ka]

[0196] <Reference Synthesis Example 3: Synthesis of Compounds Represented by Chemical Formula 2-3> [ka]

[0197] Except for using diphenylaniline instead of 10,10-dimethyl-5,10-dihydrodibenzo[b,e][1,4]azacillin in step (i) of Synthesis Example 1, 2.0 g (yield: 70%) of the compound represented by chemical formula 2-3 was synthesized in the same manner as in Synthesis Example 1. 1 H-NMR (300MHz, Methylene Chloride-d2): δ7.86(m, 6H), 7.35(m, 4H), 7.23(m, 6H), 4.99(s, 1H), 4.86(s, 1H), 1.81(s, 3H)

[0198] <Reference Synthesis Example 4: Synthesis of Compounds Represented by Chemical Formula 2-4> [ka] [ka]

[0199] Compound 2-4B was synthesized using diphenylamine (2-4A) and 2,3-dibromothiophene, referring to "Angewante chem., Int. Ed. 2007, 46, 1627-1629". Subsequently, 0.74 ml of phosphoryl chloride (POCl3) was cooled to 0°C, and then gradually added dropwise to 2.3 ml of dimethylformamide (DMF) to prepare the Vilsmeier reagent. After cooling a solution prepared by dissolving compound 2-4B (2.1 g in 2.0 ml) in anhydrous DMF in Vilsmeier reagent, the compound was gradually added dropwise, and the mixture was heated and stirred at 80°C for 2 hours. After cooling to room temperature (25°C), it was neutralized with ammonium acetate. After filtering and removing the precipitated solid on the filter paper, the filtered solution was extracted with toluene and dried with magnesium sulfate. The resulting oily compound was then separated by silica gel column chromatography using dichloromethane to obtain compound 2-4C (1.1 g, yield 48%). Subsequently, compound 2-4C (1.0 g) and 1H-cyclopenta[b]naphthalene-1,3(2H)-dione (0.9 g) were dissolved in 50 ml of ethanol, 3 drops of piperidine were added, and the mixture was heated under reflux for 3 hours. After removing the solvent under reduced pressure, the compound was purified by silica gel column chromatography to obtain 1.0 g (yield: 75%) of the compound with chemical formula 2-4.

[0200] <Example 1: Fabrication of a photoelectric element> ITO glass substrates, manufactured by sputtering ITO onto a glass substrate to form an anode approximately 150 nm thick, were ultrasonically cleaned with acetone, isopropyl alcohol, and pure water for 15 minutes each, and then cleaned with UV ozone. Next, the compound from Synthesis Example 1 and C60 were co-deposited in a volume ratio of 1.2:1 to form an active layer with a thickness of 120 nm. Then, ITO (7 nm) was vacuum-deposited on top of the active layer to fabricate a photoelectric device having an ITO (150 nm) / active layer (120 nm) / ITO (7 nm) structure.

[0201] <Example 2 and Reference Examples 1-4: Fabrication of Photoelectric Elements> Photoelectric elements according to Example 2 and Reference Examples 1 to 4 were fabricated in the same manner as in Example 1, except that the compounds from Synthesis Example 2 and Reference Examples 1 to 4 were used instead of the compound from Synthesis Example 1.

[0202] <Evaluation 1: Absorption properties of the compound> Absorption characteristics of compounds according to the wavelength (maximum absorption wavelength (λ)) obtained from Synthesis Example 1 and Synthesis Example 2 max We evaluated the ) and the half-width (FWHM)). Thin films (100 nm) were formed by depositing the compounds from Synthesis Example 1 and Synthesis Example 2 with C60 in a 1:1 volume ratio. The absorbance characteristics of each thin film were then evaluated in the ultraviolet-visible (UV-Vis) region using a "Cary 5000 UV spectroscopy" device (Varian). The results are shown in Table 1 below.

[0203] [Table 1] Referring to Table 1, it was found that the compounds in Synthesis Example 1 and Synthesis Example 2 exhibited maximum absorption wavelengths in the green wavelength region and also had low full width at half maximum. From this, it was found that the compounds in Synthesis Example 1 and Synthesis Example 2 exhibit excellent absorption selectivity in the green wavelength region.

[0204] <Evaluation 2: Evaluation of the thermal stability of the compound> The melting point Tm and deposition temperature of the compounds synthesized in Synthesis Example 1 and Synthesis Example 2 were measured to evaluate their thermal stability. The deposition temperature was evaluated by thermogravimetric analysis (TGA), and the deposition characteristics were assessed by sublimating the compound under a high vacuum atmosphere of 10 Pa or less and observing the weight decrease with increasing temperature. The results are shown in Table 2 below.

[0205] [Table 2] *T s10Temperature at which the weight of the sample decreased by 10 wt% *Td 10 : Temperature at which 10 wt% of the sample decomposes Referring to Table 2, it was confirmed that the compounds produced by Synthesis Example 1 and Synthesis Example 2 have good thermal stability.

[0206] <Evaluation 3: External Quantum Efficiency (EQE) of Photoelectric Devices> The external quantum efficiency (EQE) of the organic photoelectric elements according to Example 1 and Example 2 was evaluated according to wavelength and voltage. External quantum efficiency was measured using the "IPCE measurement system" (manufactured by McScience, South Korea). First, the apparatus was calibrated using a Si photodiode (manufactured by Hamamatsu Corporation). Then, the photoelectric elements according to Example 1 and Example 2 were mounted on the apparatus, and the external quantum efficiency was measured in the wavelength range of approximately 350 to 750 nm. After annealing the photoelectric elements at 180°C and 200°C, the external quantum efficiency was measured using the method described above. The results are shown in Table 3 below.

[0207] [Table 3] Referring to Table 3, it was found that the photoelectric devices of Example 1 and Example 2 exhibited excellent external quantum efficiency not only at room temperature but also after annealing at 180°C or higher. In contrast, the photoelectric elements according to Reference Example 1, Reference Example 2, Reference Example 3, and Reference Example 4 showed degraded element characteristics after annealing at 200°C and 180°C, respectively, and EQE could not be measured.

[0208] <Evaluation 4: Residual charge characteristics of photoelectric elements> If the charge converted photoelectrically in one frame is not entirely used for signal processing and some remains, the charge from the previous frame will be read redundantly in the next frame. The amount of charge remaining until the next frame is called the residual charge. The amount of residual charge is determined by irradiating the device with light in the green wavelength region (532 nm), where photoelectric conversion can occur, for a certain period of time, then turning off the light and measuring with an oscillator. -6 The current, measured in seconds, was integrated over time to determine the value. The amount of residual charge is calculated using 5000 lux of light as a reference, with values ​​of h+ / s / um. 2 It was evaluated using units. The results of measuring the residual charge of the photoelectric elements according to Example 1, Example 2, Reference Example 1, and Reference Example 2 are shown in Table 4 below.

[0209] [Table 4] Referring to Table 4, it was found that the photoelectric elements according to Example 1 and Example 2 had lower residual charge at room temperature and high temperature compared to the photoelectric elements according to Reference Example 1 and Reference Example 2.

[0210] <Evaluation 5: Evaluation of photoelectric element mobility> To evaluate charge mobility, we measured TDCF (time-delayed collection field) mobility. After irradiating the photoelectric elements according to Example 1 and Example 2 with a 550 nm laser beam (pulse width: 6 nm) from a light source, a bias (V) voltage was applied and the photocurrent was measured. The mobility was obtained from the following equation 2. (Math 2) Mobility = (T) 2 / (t*V) In formula 2 above, T is the thickness of the active layer, t is the time at which the photocurrent is maximum, and V is the bias voltage. The measurement results of the TDCF mobility of the photoelectric elements according to Example 1, Example 2, and Reference Example 1 are shown in Table 5 below.

[0211] [Table 5] Referring to Table 5, it was confirmed that the mobility of the photoelectric elements in Example 1 and Example 2 was superior to that of Reference Example 1.

[0212] Furthermore, the present invention is not limited to the embodiments described above. It can be modified and implemented in various ways without departing from the technical scope of the present invention. [Explanation of Symbols]

[0213] 10 1st electrode 20 2nd electrode 30 Active layer 40, 45 Charge auxiliary layer 50B, 50R light sensing element 55 Charge Storage 60 Lower insulating layer 70, 72 color filter layers 70B, 72B Blue Filter 70R, 72R Red Filter 80 Upper insulating layer 85 Through-hole 100, 200 photoelectric elements 300, 400, 500, 600 Organic CMOS Image Sensors 310 Semiconductor substrates 1000 Digital Cameras 1010 Lens 1020 Image Sensor 1030 Motor 1040 engine 1050 Host / Application 1100 Electronic equipment 1110 Bus 1120 processors 1130 memory 1140 Image Sensor

Claims

1. A composition for photoelectric devices, A composition for a photoelectric device, characterized by containing a p-type semiconductor compound represented by the chemical formula 1 shown below and an n-type semiconductor compound. 【Chemistry 1】 (In the above chemical formula 1, Ar １ and Ar ２ Each of these is independently a substituted or unsubstituted arene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarene group having 3 to 30 carbon atoms, or a fused ring thereof. X １ is selected from -S-, -Se-, -Te-, -S(=O)-, -S(=O) ２ -, -NR ａ１ -, -BR ａ２ -, -SiR ｂ R ｃ -, -SiR ｂｂ R ｃｃ -, -GeR ｄ R ｅ -, -GeR ｄｄ R ｅｅ -, -CR ｆ R ｇ -, and -CR ｆｆ R ｇｇ - (where R ａ１ , R ａ２ , R ｂ , R ｃ , R ｄ , R ｅ , R ｆ , and R ｇ are each independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, substituted or unsubstituted aryl group having 6 to 20 carbon atoms, substituted or unsubstituted aryloxy group having 6 to 20 carbon atoms, or substituted or unsubstituted heteroaryl group having 3 to 20 carbon atoms, and at least one pair of R ｂｂ and R ｃｃ , R ｄｄ and R ｅｅ , or R ｆｆ and R ｇｇ are linked to each other to form a ring structure). X ２ is, -(CR ｆ R ｇ )n1- (where R ｆ and R ｅ Each of these is independently hydrogen, deuterium, or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, where n1 is 1. R １１ and R １２ Each is independently selected from hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C6-C20 aryl group, and substituted or unsubstituted C6-C20 aryloxy group, R １１ and R １２ These elements may exist independently or be linked together to form a ring structure, or SiR １１ R １２ Ar １ or Ar ２ They can be connected to form a ring structure, R １ and R ２ Each of these is independently hydrogen, deuterium, or a substituted or unsubstituted alkyl group having C1 to C30 carbon atoms. Ar ３ This is a ring group represented by the chemical formula 5B shown below, 【Chem.5B】 In the above chemical formula 5B, Z １ It is O, Z ２ It is O, Z ３ It is O, R １１ and R １２ Each of these is independently hydrogen, deuterium, or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms. * indicates the bonding position.

2. The photoelectric element composition according to claim 1, characterized in that the compound of chemical formula 1 is represented by the chemical formula 2A shown below. 【Chemistry 2A】 (In the above chemical formula 2A, X １ , X ２ Ar ３ , R １ , R ２ , R １１ , and R １２ This is the same as chemical formula 1, Y １ ~Y ７ Each of these is independently N or CR ｋ And here, R ｋ is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R ｋ These groups are linked together to form substituted or unsubstituted arene groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroarene groups having 3 to 30 carbon atoms, or fused rings thereof.

3. In the chemical formula 2A, Y ４ is N or CR ｋ (Here, R ｋ (is a halogen, a cyano group, a C1-C10 haloalkyl group, or a C1-C10 cyanoalkyl group), Y ７ is N or CR ｋ (R here) ｋ (where is a halogen, a cyano group, a C1-C10 haloalkyl group, or a C1-C10 cyanoalkyl group), X ２ is, -(CR ｆ R ｇ )n1- (where R ｆ and R ｅ The photoelectric element composition according to claim 2, characterized in that each of them is independently hydrogen, deuterium, or a substituted or unsubstituted alkyl group having C1 to C20 carbon atoms, and n1 is 1.

4. The photoelectric element composition according to claim 2, characterized in that the compound of chemical formula 1 is represented by chemical formula 2A-1 or chemical formula 2A-2 shown below. 【Chemistry 2A-1】 (In the above chemical formula 2A-1, X １ , X ２ Ar ３ , R １ , and R ２ This is the same as chemical formula 1, Y １ ~Y ４ , Y ６ , and Y ７ Each of these is independently N or CR ｋ And here, R ｋ is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R ｋ These are linked together to form substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, or fused rings thereof. Cy is a substituted or unsubstituted heteroarene group having 3 to 30 carbon atoms, a substituted or unsubstituted heterocycloalkene group having 5 to 30 carbon atoms, or a fused ring thereof. 【Chemistry 2A-2】 (In the above chemical formula 2A-2, X １ 、 X ２ 、 Ar ３ 、 R １ 、 and R ２ are the same as those in Chemical Formula 1, Y ２ ~Y ７ is, independently of each other, N or CR ｋ where R ｋ is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms, or adjacent Rs ｋ are linked to each other to form a substituted or unsubstituted arene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarene group having 3 to 30 carbon atoms, or a condensed ring thereof, Cy is a substituted or unsubstituted heteroarene group having 3 to 30 carbon atoms, a substituted or unsubstituted heterocycloalkene group having 5 to 30 carbon atoms, or a fused ring thereof.

5. The photoelectric element composition according to claim 1, characterized in that the compound of chemical formula 1 is represented by the chemical formula 2B shown below. 【Chemistry 2B】 (In the above chemical formula 2B, X １ , X ２ Ar ３ , R １ , R ２ , R １１ , and R １２ This is the same as chemical formula 1, Y １ ~Y ５ Each of these is independently N or CR ｋ And here, R ｋ is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R ｋ These are linked together to form substituted or unsubstituted arene groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroarene groups having 3 to 30 carbon atoms, or fused rings thereof. X ３ -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O) ２ -, -NR ａ１ -, -BR ａ２ -, -SiR ｂ R ｃ -, -SiR ｂｂ R ｃｃ -, -GeR ｄ R ｅ -, -GeR ｄｄ R ｅｅ -, -CR ｆ R ｇ -, and -CR ｆｆ R ｇｇ - Selected from (where R ａ１ , R ａ２ , R ｂ , R ｃ , R ｄ , R ｅ , R ｆ , and R ｇ Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, substituted or unsubstituted C6-C20 aryloxy group, or substituted or unsubstituted C3-C20 heteroaryl group, R ｂｂ and R ｃｃ , R ｄｄ and R ｅｅ , or R ｆｆ and R ｇｇ At least one pair of these elements are connected to each other to form a ring structure.

6. In the aforementioned chemical formula 2B, Y ４ is N or CR ｋ (Here, R ｋ (is a halogen, a cyano group, a C1-C10 haloalkyl group, or a C1-C10 cyanoalkyl group), Y ５ is N or CR ｋ (Here, R ｋ (where is a halogen, a cyano group, a C1-C10 haloalkyl group, or a C1-C10 cyanoalkyl group), X ２ is, -(CR ｆ R ｇ )n1- (where R ｆ and R ｅ The photoelectric element composition according to claim 5, characterized in that each of them is independently hydrogen, deuterium, or a substituted or unsubstituted alkyl group having C1 to C20 carbon atoms, and n1 is 1.

7. The photoelectric element composition according to claim 5, characterized in that the compound of chemical formula 1 is represented by chemical formula 2B-1 or chemical formula 2B-2 shown below. 【Chemistry 2B-1】 (In the above chemical formula 2B-1, X １ , X ２ Ar ３ , R １ , and R ２ This is the same as chemical formula 1, X ３１ N, B, SiR ｂ , GeR ｄ CR ｆ , Si, Ge, or C (where R ｂ , R ｄ , and R ｆ Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, or substituted or unsubstituted C6-C20 aryloxy group. Y １ ~Y ５ Each of these is independently N or CR ｋ And here, R ｋ is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R ｋ These are linked together to form substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, or fused rings thereof. Cy is a substituted or unsubstituted heteroarene group having 3 to 30 carbon atoms, a substituted or unsubstituted heterocycloalkene group having 5 to 30 carbon atoms, or a fused ring thereof. 【Chemistry 2B-2】 (In the above chemical formula 2B-2, X １ , X ２ Ar ３ , R １ , and R ２ This is the same as chemical formula 1, X ３ This is the same as chemical formula 2B, Y ２ ~Y ５ Each of these is independently N or CR ｋ And here, R ｋ is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R ｋ These are linked together to form substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, or fused rings thereof. Cy is a substituted or unsubstituted heteroarene group having 3 to 30 carbon atoms, a substituted or unsubstituted heterocycloalkene group having 5 to 30 carbon atoms, or a fused ring thereof.

8. The photoelectric element composition according to claim 1, characterized in that the compound of chemical formula 1 is represented by the chemical formula 2C shown below. 【Chem.2C】 (In the above chemical formula 2C, X １ , X ２ Ar ３ , R １ , R ２ , R １１ , and R １２ This is the same as chemical formula 1, Y １ ~Y ５ Each of these is independently N or CR ｋ And here, R ｋ is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R ｋ These are linked together to form substituted or unsubstituted arene groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroarene groups having 3 to 30 carbon atoms, or fused rings thereof. X ３ -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O) ２ -, -NR ａ１ -, -BR ａ２ -, -SiR ｂ R ｃ -, -SiR ｂｂ R ｃｃ -, -GeR ｄ R ｅ -, -GeR ｄｄ R ｅｅ -, -CR ｆ R ｇ -, and -CR ｆｆ R ｇｇ - Selected from (where R ａ１ , R ａ２ , R ｂ , R ｃ , R ｄ , R ｅ , R ｆ , and R ｇ Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, substituted or unsubstituted C6-C20 aryloxy group, or substituted or unsubstituted C3-C20 heteroaryl group, R ｂｂ and R ｃｃ , R ｄｄ and R ｅｅ , or R ｆｆ and R ｇｇ At least one pair of these elements are connected to each other to form a ring structure.

9. In the aforementioned chemical formula 2C, Y ４ is N or CR ｋ (Here, R ｋ (is a halogen, a cyano group, a C1-C10 haloalkyl group, or a C1-C10 cyanoalkyl group), X ３ is -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O) ２ -, -NR ａ１ -, -BR ａ２ -, -SiR ｂ R ｃ -, -GeR ｄ R ｅ - or -CR ｆ R ｇ - (Here, R ａ１ , R ａ２ , R ｂ , R ｃ , R ｄ , R ｅ , R ｆ , R ｇ , R ｍ , R ｎ , and R ｐ Each of these is independently a halogen, a C1-C20 haloalkyl group, or a C1-C20 cyanoalkyl group. X ２ is, -(CR ｆ R ｇ )n1- (where R ｆ and R ｅ The photoelectric element composition according to claim 8, characterized in that each of them is independently hydrogen, deuterium, or a substituted or unsubstituted alkyl group having C1 to C20 carbon atoms, and n1 is 1.

10. The photoelectric element composition according to claim 8, characterized in that the compound of chemical formula 1 is represented by chemical formula 2C-1 or chemical formula 2C-2 as shown below. 【Chemical 2C-1】 (In the above chemical formula 2C-1, X １ , X ２ Ar ３ , R １ , and R ２ This is the same as chemical formula 1, X ３ This is the same as chemical formula 2C, Y １ ~Y ４ Each of these is independently N or CR ｋ And here, R ｋ is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R ｋ These are linked together to form substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, or fused rings thereof. Cy is a substituted or unsubstituted heteroarene group having 3 to 30 carbon atoms, a substituted or unsubstituted heterocycloalkene group having 5 to 30 carbon atoms, or a fused ring thereof. 【Chemical 2C-2】 (In the above chemical formula 2C-2, X １ , X ２ Ar ３ , R １ , and R ２ This is the same as chemical formula 1, X ３ and Y ５ This is the same as chemical formula 2C, Y ２ ~Y ４ Each of these is independently N or CR ｋ And here, R ｋ is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R ｋ These are linked together to form substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, or fused rings thereof. Cy is a substituted or unsubstituted heteroarene group having 3 to 30 carbon atoms, a substituted or unsubstituted heterocycloalkene group having 5 to 30 carbon atoms, or a fused ring thereof.

11. The photoelectric element composition according to claim 1, characterized in that the compound of chemical formula 1 is represented by the chemical formula 2D shown below. [Transformation into 2D] (In the above chemical formula 2D, X １ , X ２ Ar ３ , R １ , R ２ , R １１ , and R １２ This is the same as chemical formula 1, Y １ ~Y ５ Each of these is independently N or CR ｋ And here, R ｋ is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R ｋ These are linked together to form substituted or unsubstituted arene groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroarene groups having 3 to 30 carbon atoms, or fused rings thereof. X ３ -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O) ２ -, -NR ａ１ -, -BR ａ２ -, -SiR ｂ R ｃ -, -SiR ｂｂ R ｃｃ -, -GeR ｄ R ｅ -, -GeR ｄｄ R ｅｅ -, -CR ｆ R ｇ -, and -CR ｆｆ R ｇｇ - Selected from (where R ａ１ , R ａ２ , R ｂ , R ｃ , R ｄ , R ｅ , R ｆ , and R ｇ Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, substituted or unsubstituted C6-C20 aryloxy group, or substituted or unsubstituted C3-C20 heteroaryl group, R ｂｂ and R ｃｃ , R ｄｄ and R ｅｅ , or R ｆｆ and R ｇｇ At least one pair of these elements are connected to each other to form a ring structure.

12. In the aforementioned chemical formula 2D, Y ４ is N or CR ｋ (Here, R ｋ (is a halogen, a cyano group, a C1-C10 haloalkyl group, or a C1-C10 cyanoalkyl group), Y ３ is N or CR ｋ (R here) ｋ (where is a halogen, a cyano group, a C1-C10 haloalkyl group, or a C1-C10 cyanoalkyl group), X ２ is, -(CR ｆ R ｇ )n1- (where R ｆ and R ｅ The photoelectric element composition according to claim 11, characterized in that each of them is independently hydrogen, deuterium, or a substituted or unsubstituted alkyl group having C1 to C20 carbon atoms, and n1 is 1.

13. The photoelectric element composition according to claim 11, characterized in that the compound is represented by the following chemical formula 2D-1 or chemical formula 2D-2. 【Chemistry 2D-1】 (In the above chemical formula 2D-1, X １ , X ２ Ar ３ , R １ , and R ２ This is the same as chemical formula 1, X ３ This is the same as chemical formula 2D, Y ２ ~Y ５ Each of these is independently N or CR ｋ And here, R ｋ is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R ｋ These are linked together to form substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, or fused rings thereof. Cy is a substituted or unsubstituted heteroarene group having 3 to 30 carbon atoms, a substituted or unsubstituted heterocycloalkene group having 5 to 30 carbon atoms, or a fused ring thereof. 【Chemistry 2D-2】 (In the above chemical formula 2D-2, X １ , X ２ Ar ３ , R １ , and R ２ This is the same as chemical formula 1, X ３１ N, B, SiR ｂ , GeR ｄ CR ｆ , Si, Ge, or C (where R ｂ , R ｄ , and R ｆ Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, or substituted or unsubstituted C6-C20 aryloxy group. Y １ ~Y ５ Each of these is independently N or CR ｋ And here, R ｋ is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R ｋ These are linked together to form substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, or fused rings thereof. Cy is a substituted or unsubstituted heteroarene group having 3 to 30 carbon atoms, a substituted or unsubstituted heterocycloalkene group having 5 to 30 carbon atoms, or a fused ring thereof.

14. The photoelectric element composition according to claim 1, characterized in that the compound of chemical formula 1 is represented by the chemical formula 2E shown below. 【Transformation 2E】 (In the above chemical formula 2E, X １ , X ２ Ar ３ , R １ , R ２ , R １１ , and R １２ This is the same as chemical formula 1, X ３ -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O) ２ -, -NR ａ１ -, -BR ａ２ -, -SiR ｂ R ｃ -, -SiR ｂｂ R ｃｃ -, -GeR ｄ R ｅ -, -GeR ｄｄ R ｅｅ -, -CR ｆ R ｇ -, and -CR ｆｆ R ｇｇ - is selected from (where R ａ１ , R ａ２ , R ｂ , R ｃ , R ｄ , R ｅ , R ｆ , and R ｇ Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, substituted or unsubstituted C6-C20 aryloxy group, or substituted or unsubstituted C3-C20 heteroaryl group, R ｂｂ and R ｃｃ , R ｄｄ and R ｅｅ , or R ｆｆ and R ｇｇ At least one pair of them are connected to each other to form a ring structure. Y １ ~Y ５ Each of these is independently N or CR ｋ And here, R ｋ is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R ｋ These groups are linked together to form substituted or unsubstituted arene groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroarene groups having 3 to 30 carbon atoms, or fused rings thereof.

15. In the aforementioned chemical formula 2E, X ３ is -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O) ２ -, -NR ａ１ -, -BR ａ２ -, -SiR ｂ R ｃ -, -SiR ｂｂ R ｃｃ -, -GeR ｄ R ｅ - or -CR ｆ R ｇ - (Here, R ａ１ , R ａ２ , R ｂ , R ｃ , R ｄ , R ｅ , R ｆ , R ｇ , R ｍ , R ｎ , and R ｐ Each of these is independently a halogen, a C1-C20 haloalkyl group, or a C1-C20 cyanoalkyl group. Y ３ is N or CR ｋ (Here, R ｋ (where is a halogen, a cyano group, a C1-C10 haloalkyl group, or a C1-C10 cyanoalkyl group), X ２ is, -(CR ｆ R ｇ )n1- (where R ｆ and R ｅ The photoelectric element composition according to claim 14, characterized in that each of them is independently hydrogen, deuterium, or a substituted or unsubstituted alkyl group having C1 to C20 carbon atoms, and n1 is 1.

16. The photoelectric element composition according to claim 14, characterized in that the compound of chemical formula 1 is represented by chemical formula 2E-1 or chemical formula 2E-2 shown below. 【Chemistry 2E-1】 (In the above chemical formula 2E-1, X １ , X ２ Ar ３ , R １ , and R ２ This is the same as chemical formula 1, X ３ This is the same as chemical formula 2E, Y ２ ~Y ５ Each of these is independently N or CR ｋ And here, R ｋ is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R ｋ These are linked together to form substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, or fused rings thereof. Cy is a substituted or unsubstituted heteroarene group having 3 to 30 carbon atoms, a substituted or unsubstituted heterocycloalkene group having 5 to 30 carbon atoms, or a fused ring thereof. 【Chemistry 2E-2】 (In the above chemical formula 2E-2, X １ , X ２ Ar ３ , R １ , and R ２ This is the same as chemical formula 1, X ３ This is the same as chemical formula 2E, Y １ ~Y ３ , and Y ５ Each of these is independently N or CR ｋ And here, R ｋ is hydrogen, deuterium, halogen, cyano group, nitro group, hydroxyl group, amine group, substituted or unsubstituted C1-C10 alkyl group, or substituted or unsubstituted C1-C10 alkoxy group, or adjacent R ｋ These are linked together to form substituted or unsubstituted C6-C30 arene groups, substituted or unsubstituted C3-C30 heteroarene groups, or fused rings thereof. Cy is a substituted or unsubstituted heteroarene group having 3 to 30 carbon atoms, a substituted or unsubstituted heterocycloalkene group having 5 to 30 carbon atoms, or a fused ring thereof.

17. X in the above chemical formula 1 １ , X ２ , and -SiR １１ R １２ The photoelectric element composition according to claim 1, characterized in that the ring structure is a spiro structure or a fused ring structure.

18. The photoelectric element composition according to claim 17, characterized in that the spiro structure includes a moiety represented by the following chemical formula 3. 【Transformation 3】 (In the above chemical formula 3, X ａ and X ｂ These are, independently, -O-, -S-, -Se-, -Te-, -S(=O)-, and -S(=O). ２ -, -NR ａ１ -, -BR ａ２ -, -SiR ｂ R ｃ -, -SiR ｂｂ R ｃｃ -, -GeR ｄ R ｅ -, or -GeR ｄｄ R ｅｅ - and (here, R ａ１ , R ａ２ , R ｂ , R ｃ , R ｄ , and R ｅ Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, substituted or unsubstituted C6-C20 aryloxy group, or substituted or unsubstituted C3-C20 heteroaryl group, R ｂｂ and R ｃｃ , or R ｄｄ and R ｅｅ At least one pair of them are connected to each other to form a ring structure. L ａ -O-, -S-, -Se-, -Te-, -NR ａ１ -, -BR ａ２ -, -SiR ｂ R ｃ -, -GeR ｄ R ｅ -, - (CR ｆ R ｇ ) ｎ１ -, -(C(R ｐ ) = N)-, and selected from single bonds (where R ａ１ , R ａ２ , R ｂ , R ｃ , R ｄ , R ｅ , R ｆ , R ｇ , and R ｐ Each of these is independently hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C1-C20 alkoxy group, substituted or unsubstituted C6-C20 aryl group, or substituted or unsubstituted C6-C20 aryloxy group.

19. X in the above chemical formula 1 １ , X ２ , and -SiR １１ R １２ The photoelectric device composition according to claim 17, characterized in that the hydrogen atoms of the ring are substituted with at least one substituent selected from deuterium, halogen, substituted or unsubstituted C1-C20 alkyl groups, substituted or unsubstituted C1-C20 alkoxy groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C6-C20 aryloxy groups.

20. The photoelectric element composition according to claim 18, characterized in that the CH present in the aromatic ring of moiety (3), (4), (5), (6), (7), (8), or (9) in the chemical formula 3 is substituted with N.

21. The aforementioned photoelectric element composition, in thin film form, has a maximum absorption wavelength (λ) in the wavelength range of 500 nm to 600 nm. ｍａｘ The photoelectric element composition according to claim 1, characterized by having ).

22. The photoelectric element composition according to claim 1, characterized in that, in a thin film state, it exhibits an absorption curve having a full width at half maximum of 50 nm to 110 nm.

23. A first electrode and a second electrode facing each other, It comprises an active layer disposed between the first electrode and the second electrode, The photoelectric element is characterized in that the active layer comprises the photoelectric element composition described in any one of claims 1 to 22.

24. An image sensor characterized by having the photoelectric element described in claim 23.

25. A semiconductor substrate on which multiple first photosensing elements that sense light in the blue wavelength region and multiple second photosensing elements that sense light in the red wavelength region are integrated, The semiconductor substrate is positioned on top of the semiconductor substrate and includes a photoelectric element that selectively senses light in the green wavelength region, The image sensor according to claim 24, characterized in that the photoelectric element is the photoelectric element described in claim 23.

26. The image sensor according to claim 25, further comprising a color filter layer including a blue filter that selectively transmits light in the blue wavelength region and a red filter that selectively transmits light in the red wavelength region.

27. The image sensor according to claim 25, characterized in that the first light sensing element and the second light sensing element are stacked perpendicular to the semiconductor substrate.

28. A green photoelectric element that senses light in the green wavelength range, a blue photoelectric element that senses light in the blue wavelength range, and a red photoelectric element that senses light in the red wavelength range are stacked together. The image sensor according to claim 24, characterized in that the green photoelectric element is the photoelectric element described in claim 23.

29. An electronic device characterized by having the image sensor described in claim 24.

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