Polymer and organic light emitting device using the same

Abstract

This specification relates to a polymer and an organic light-emitting device using the same.

Description

Technology Field

[0001] This specification relates to a polymer and an organic light-emitting device formed using the same. Background Technology

[0002] Organic light emission is one example in which electric current is converted into visible light through internal processes of specific organic molecules. The principle of organic light emission is as follows: When an organic layer is placed between an anode and a cathode and an electric current is applied between the two electrodes, electrons and holes are injected into the organic layer from the cathode and anode, respectively. The electrons and holes injected into the organic layer recombine to form excitons, and as these excitons fall back to the ground state, light is emitted. An organic electroluminescent device utilizing this principle can generally be composed of a cathode and an anode and an organic layer located between them, such as an organic layer including a hole injection layer, a hole transport layer, an emissive layer, an electron transport layer, and an electron injection layer.

[0003] The materials used in organic light-emitting diodes consist mostly of pure organic materials or complex compounds formed by organic materials and metals. Depending on the application, they can be classified into hole injection materials, hole transport materials, light-emitting materials, electron transport materials, and electron injection materials. Here, organic materials with p-type properties—that is, organic materials that oxidize easily and maintain an electrochemically stable state upon oxidation—are primarily used as hole injection or hole transport materials. Meanwhile, organic materials with n-type properties—that is, organic materials that reduce easily and maintain an electrochemically stable state upon reduction—are primarily used as electron injection or electron transport materials. For light-emitting materials, it is desirable to have materials that possess both p-type and n-type properties simultaneously—that is, materials that remain stable in both oxidation and reduction states—and materials with high luminescence efficiency that convert excitons into light when formed are also desirable.

[0004] In addition to what was mentioned above, it is desirable for the material used in the organic light-emitting diode to additionally possess the following properties.

[0005] First, it is desirable for materials used in organic light-emitting diodes to have excellent thermal stability. This is because Joule heating occurs due to the movement of charges within the organic light-emitting diode. NPB (N,N'-Di(1-naphthyl)-N,N'-diphenyl-(1,1'-biphenyl)-4,4'-diamine), which is currently mainly used as a hole transport layer material, has a glass transition temperature of less than 100°C, so it is difficult to use in organic light-emitting diodes that require high current.

[0006] Secondly, in order to obtain a high-efficiency organic light-emitting device capable of low-voltage driving, holes or electrons injected into the organic light-emitting device must be smoothly transferred to the light-emitting layer, while preventing the injected holes and electrons from escaping from the light-emitting layer. To achieve this, the material used in the organic light-emitting device must have an appropriate band gap and HOMO (Highest Occupied Molecular Orbital) or LUMO (Lowest Unoccupied Molecular Orbital) energy levels. In the case of PEDOT:PSS (Poly(3,4-ethylenedioxythiophene) doped:poly(styrenesulfonic acid)), which is currently used as a hole transport material in organic light-emitting devices manufactured by the solution coating method, there are difficulties in manufacturing high-efficiency, long-life organic light-emitting devices because its LUMO energy level is lower than that of the organic material used as the light-emitting layer material.

[0007] In addition, materials used in organic light-emitting diodes must possess excellent chemical stability, charge mobility, and interface characteristics with electrodes or adjacent layers. That is, materials used in organic light-emitting diodes must exhibit minimal deformation caused by moisture or oxygen. Furthermore, by possessing appropriate hole or electron mobility, they must be able to balance the densities of holes and electrons in the emissive layer of the organic light-emitting diode to maximize exciton formation. Additionally, for the stability of the device, the interface with electrodes containing metals or metal oxides must be improved.

[0008] In addition to what was mentioned above, materials used in solution-processed organic light-emitting diodes must additionally possess the following properties.

[0009] First, a storable, homogeneous solution must be formed. In the case of commercially available deposition materials, their high crystallinity means they do not dissolve well in solutions, or even if a solution is formed, crystals form easily. Consequently, there is a high probability that the concentration gradient of the solution will vary over the storage period or that defective devices will be formed.

[0010] Secondly, the layers undergoing the solution process must have resistance to solvents and substances to other layers. To this end, a material capable of forming a self-crosslinked polymer on a substrate or a polymer with sufficient resistance to the next process is preferred, such as VNPB (N4,N4'-di(naphthalene-1-yl)-N4,N4'-bis(4-vinylphenyl)biphenyl-4,4'-diamine) by introducing a curing device and then heat treatment or UV (ultraviolet) irradiation after solution application, and a material capable of having self-solvent resistance, such as HATCN (hexaazatriphenylenehexacarbonitrile), is also preferred.

[0011] Therefore, in this technical field, the development of organic materials meeting the above requirements is required. Prior art literature

[0012] Korean Published Patent Application No. 10-2004-0028954 The problem to be solved

[0013] The present specification aims to provide a polymer and an organic light-emitting device formed using the same. means of solving the problem

[0014] One embodiment of the present specification provides a polymer represented by the following chemical formula 1.

[0015] [Chemical Formula 1]

[0016]

[0017] In the above chemical formula 1,

[0018] A1 is represented by the following chemical formula 2, and

[0019] B1 is represented by the following chemical formula 3, and

[0020] C1 is a substituted or unsubstituted arylene group; or a substituted or unsubstituted divalent heterocyclic group, and

[0021] E1 and E2 are the same or different from each other and are each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted arylamine group; a substituted or unsubstituted siloxane group; a crosslinking group; or a combination thereof,

[0022] a, b, and c are mole fractions, respectively,

[0023] a is 0 <a≤1의 실수이고,

[0024] b is a real number such that 0≤b<1, and

[0025] c is a real number such that 0≤c<1, and

[0026] a+b+c is 1, and

[0027] [Chemical Formula 2]

[0028]

[0029] In the above chemical formula 2,

[0030] Ar1, Ar2, L1 and L2 are the same or different from each other, and each is an independently substituted or unsubstituted arylene group, and

[0031] R1 to R3 are the same or different from one another and are each independently hydrogen; deuterium; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heterocyclic group; a substituted or unsubstituted arylamine group; or a substituted or unsubstituted siloxane group, and one or more of R1 to R3 are alkyl groups, and

[0032] R4 and R5 are the same or different from each other and are each independently substituted or unsubstituted cycloalkyl groups, and

[0033] n1 to n3 are integers from 1 to 4, respectively, and

[0034] If n1 to n3 are each 2 or more, the substituents inside each parenthesis are the same or different from each other, and

[0035] * is an attachment point within the polymer, and

[0036] [Chemical Formula 3]

[0037]

[0038] In the above chemical formula 3,

[0039] m is an integer of 3 or 4, and

[0040] When m is 3, Z is CRa; SiRa; N; or a trivalent substituted or unsubstituted aryl group, and

[0041] When m is 4, Z is C; Si; or a tetravalent substituted or unsubstituted aryl group, and

[0042] Ra is hydrogen; deuterium; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group, and

[0043] Y is a direct bond; a substituted or unsubstituted alkylene group; or a substituted or unsubstituted arylene group, and

[0044] If Y is a direct bond; or a substituted or unsubstituted alkylene group, Z is a trivalent or tetravalent substituted or unsubstituted aryl group, and

[0045] * is an attachment point within the polymer.

[0046] Another embodiment of the present specification provides a polymer comprising a unit represented by the following chemical formula 2; and a terminal group represented by the following chemical formula 5.

[0047] [Chemical Formula 2]

[0048]

[0049] [Chemical Formula 5]

[0050]

[0051] In the above chemical formulas 2 and 5,

[0052] Ar1, Ar2, L1 and L2 are the same or different from each other, and each is an independently substituted or unsubstituted arylene group, and

[0053] R1 to R3 are the same or different from one another and are each independently hydrogen; deuterium; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heterocyclic group; a substituted or unsubstituted arylamine group; or a substituted or unsubstituted siloxane group, and one or more of R1 to R3 are alkyl groups, and

[0054] R4 and R5 are the same or different from each other and are each independently substituted or unsubstituted cycloalkyl groups, and

[0055] n1 to n3 are integers from 1 to 4, respectively, and

[0056] If n1 to n3 are each 2 or more, the substituents inside each parenthesis are the same or different from each other, and

[0057] E is hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted arylamine group; a substituted or unsubstituted siloxane group; a crosslinking group; or a combination thereof,

[0058] * is an attachment point within the polymer.

[0059] Another embodiment of the present specification provides an organic light-emitting device comprising: a first electrode; a second electrode; and one or more organic layers provided between the first electrode and the second electrode, wherein one or more of the organic layers comprise the polymer. Effects of the invention

[0060] A polymer according to one embodiment of the present specification exhibits the effect of improving hole mobility.

[0061] In addition, a polymer according to one embodiment of the present specification can be applied to a hole transport layer of an organic light-emitting device to improve the performance and / or lifespan characteristics of the device. Brief explanation of the drawing

[0062] FIGS. 1 and 2 are drawings illustrating the structure of an organic light-emitting device according to some embodiments of the present specification. Figure 3 is a figure showing the experimental results of the film retention rate of a thin film formed with coating composition 1. Figure 4 is a figure showing the experimental results of the film retention rate of a thin film formed with coating composition 2. Specific details for implementing the invention

[0063] The present specification will be described in more detail below.

[0064] The present specification provides a polymer represented by the following chemical formula 1.

[0065] [Chemical Formula 1]

[0066]

[0067] In the above chemical formula 1,

[0068] A1 is represented by the following chemical formula 2, and

[0069] B1 is represented by the following chemical formula 3, and

[0070] C1 is a substituted or unsubstituted arylene group; or a substituted or unsubstituted divalent heterocyclic group, and

[0071] E1 and E2 are the same or different from each other and are each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted arylamine group; a substituted or unsubstituted siloxane group; a crosslinking group; or a combination thereof,

[0072] a, b, and c are mole fractions, respectively,

[0073] a is 0 <a≤1의 실수이고,

[0074] b is a real number such that 0≤b<1, and

[0075] c is a real number such that 0≤c<1, and

[0076] a+b+c is 1, and

[0077] [Chemical Formula 2]

[0078]

[0079] In the above chemical formula 2,

[0080] Ar1, Ar2, L1 and L2 are the same or different from each other, and each is an independently substituted or unsubstituted arylene group, and

[0081] R1 to R3 are the same or different from one another and are each independently hydrogen; deuterium; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heterocyclic group; a substituted or unsubstituted arylamine group; or a substituted or unsubstituted siloxane group, and one or more of R1 to R3 are alkyl groups, and

[0082] R4 and R5 are the same or different from each other and are each independently substituted or unsubstituted cycloalkyl groups, and

[0083] n1 to n3 are integers from 1 to 4, respectively, and

[0084] If n1 to n3 are each 2 or more, the substituents inside each parenthesis are the same or different from each other, and

[0085] * is an attachment point within the polymer, and

[0086] [Chemical Formula 3]

[0087]

[0088] In the above chemical formula 3,

[0089] m is an integer of 3 or 4, and

[0090] When m is 3, Z is CRa; SiRa; N; or a trivalent substituted or unsubstituted aryl group, and

[0091] When m is 4, Z is C; Si; or a tetravalent substituted or unsubstituted aryl group, and

[0092] Ra is hydrogen; deuterium; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group, and

[0093] Y is a direct bond; a substituted or unsubstituted alkylene group; or a substituted or unsubstituted arylene group, and

[0094] If Y is a direct bond; or a substituted or unsubstituted alkylene group, Z is a trivalent or tetravalent substituted or unsubstituted aryl group, and

[0095] * is an attachment point within the polymer.

[0096] In one embodiment of the present specification, Formula 2 included in the polymer comprises a cycloalkyl group. Accordingly, it exhibits the effect of improving hole mobility compared to a polymer containing an alkyl group.

[0097] In this specification, means a site that is bonded to another substituent, bonding site, or structure.

[0098] In this specification, when it is stated that a component is located "on" another component, this includes not only cases where a component is in contact with another component, but also cases where another component exists between the two components.

[0099] In this specification, when a part is described as "comprising" a certain component, this means that, unless specifically stated otherwise, it does not exclude other components but may include additional components.

[0100] Examples of substituents in this specification are described below, but are not limited thereto.

[0101] The term "substitution" above means that a hydrogen atom bonded to a carbon atom of a compound is replaced with another substituent, and the substitution site is not limited to the site where the hydrogen atom is substituted, that is, any site where a substituent can be substituted, and in the case of two or more substitutions, the two or more substituents may be the same or different from each other.

[0102] In this specification, the term “substituted or unsubstituted” means that it is substituted with one or more substituents selected from the group consisting of deuterium; halogen group; alkyl group; cycloalkyl group; alkoxy group; aryloxy group; amine group; aryl group; and heterocyclic group, or is substituted with a substituent in which two or more of the exemplified substituents are connected, or has no substituents. For example, “a substituent in which two or more substituents are connected” may be a biphenyl group. That is, the biphenyl group may be an aryl group, or it may be interpreted as a substituent in which two phenyl groups are connected.

[0103] Examples of the above substituents are described below, but are not limited thereto.

[0104] In this specification, examples of halogen groups include fluorine (F), chlorine (Cl), bromine (Br), or iodine (I).

[0105] In the present specification, the alkyl group may be a straight chain or a branched chain, and the number of carbon atoms is not particularly limited, but is preferably 1 to 60. According to one embodiment, the number of carbon atoms of the alkyl group is 1 to 30. Specific examples of the alkyl group include, butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, etc., but are not limited thereto.

[0106] In the present specification, the number of carbon atoms in the cycloalkyl group is not particularly limited, but is preferably 3 to 60. According to one embodiment, the number of carbon atoms in the cycloalkyl group is 3 to 30. Specific examples of the cycloalkyl group include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl groups.

[0107] In the present specification, the alkoxy group may be a straight chain, a branched chain, or a cyclic chain. The number of carbon atoms of the alkoxy group is not particularly limited, but it is preferred to have 1 to 30 carbon atoms. Specific examples of the alkoxy group may include, but are not limited to, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, tert-butoxy, sec-butoxy, n-pentyloxy, neopentyloxy, isopentyloxy, n-hexyloxy, 3,3-dimethylbutyloxy, 2-ethylbutyloxy, n-octyloxy, n-nonyloxy, n-decyloxy, etc.

[0108] In this specification, a fluoroalkoxy group means an alkoxy group substituted with F.

[0109] In this specification, the amine group may be selected from the group consisting of -NH2; alkylamine group; arylalkylamine group; arylamine group; arylheteroarylamine group; alkylheteroarylamine group and heteroarylamine group, but is not limited thereto. The number of carbon atoms in the amine group is not particularly limited, but is preferably 1 to 60.

[0110] In the present specification, the number of carbon atoms in the aryl group is not particularly limited, but is preferably 6 to 60. According to one embodiment, the number of carbon atoms in the aryl group is 6 to 30. In one embodiment of the present specification, the aryl group may be a monocyclic aryl group or a polycyclic aryl group. The monocyclic aryl group may be a phenyl group, a biphenyl group, a terphenyl group, etc., but is not limited thereto. The polycyclic aryl group may be a naphthyl group, anthracenyl group, phenanthrenyl group, pyrenyl group, perylenyl group, triphenyl group, chrysenyl group, fluorenyl group, etc., but is not limited thereto.

[0111] In this specification, an arylene group refers to a group having two binding sites to an aryl group, i.e., a divalent group. Except for the fact that each of these is a divalent group, the description of the aryl group described above may apply.

[0112] In this specification, examples of arylamine groups include substituted or unsubstituted monoarylamine groups, substituted or unsubstituted diarylamine groups, or substituted or unsubstituted triarylamine groups. The aryl group among the arylamine groups may be a monocyclic aryl group or a polycyclic aryl group. An arylamine group comprising two or more aryl groups may comprise a monocyclic aryl group, a polycyclic aryl group, or both a monocyclic aryl group and a polycyclic aryl group. For example, the aryl group among the arylamine groups may be selected from the examples of aryl groups described above.

[0113] In the present specification, the heterocyclic group comprises one or more non-carbon atoms or heteroatoms, and specifically, the heteroatoms may comprise one or more atoms selected from the group consisting of O, N, Se, and S. The number of carbon atoms in the heterocyclic group is not particularly limited, but it is preferred to have 2 to 30 carbon atoms. In one embodiment of the present specification, the heterocyclic group may be monocyclic or polycyclic. Examples of heterocyclic groups include thiophene, furan, pyrrole, imidazole, thiazole, oxazole, oxadiazole, pyridine, bipyridine, pyrimidine, triazine, triazole, acridine, pyridazine, pyrazine, quinoline, quinazolin, quinoxaline, phthalazine, pyridopyrimidine, pyridopyrazine, pyrazinopyrazine, isoquinoline, indole, carbazole, benzoxazole, benzimidazole, benzothiazole, benzocarbazole, benzothiophen, dibenzothiophen, benzofuran, phenanthridine, phenanthroline, isooxazole, thiadiazole, phenothiazine, and There are dibenzofuran groups, etc., but are not limited to these.

[0114] In the present specification, the divalent heterocyclic group may be monocyclic or polycyclic, and means that there are two binding sites in the heterocyclic group. For example, the divalent heterocyclic group may be, for example, a divalent thiophene group; a divalent carbazole group; a divalent dibenzofuran group; and a divalent dibenzothiophen group, but is not limited thereto.

[0115] In this specification, the aryloxy group is -OR 200 As a device represented as, R 200...is an aryl group. The aryl group among the aryloxy groups is the same as the examples of aryl groups mentioned above. Specifically, aryloxy groups include phenoxy, benzyloxy, p-methylbenzyloxy, p-toryloxy, m-toryloxy, 3,5-dimethylphenoxy, 2,4,6-trimethylphenoxy, p-tert-butylphenoxy, 3-biphenyloxy, 4-biphenyloxy, 1-naphthyloxy, 2-naphthyloxy, 4-methyl-1-naphthyloxy, 5-methyl-2-naphthyloxy, 1-anthyloxy, 2-anthyloxy, 9-anthyloxy, 1-phenanthyloxy, 3-phenanthyloxy, 9-phenanthyloxy, etc., but are not limited to these.

[0116] In this specification, the silyl group is -SiR 201 R 202 R 203 As a device represented by, R 201 , R 202 and R 203 The groups are the same or different from each other and are each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group. The silyl groups include, but are not limited to, trimethylsilyl, triethylsilyl, t-butyldimethylsilyl, vinyldimethylsilyl, propyldimethylsilyl, triphenylsilyl, diphenylsilyl, and phenylsilyl groups.

[0117] In this specification, the siloxane group is -Si(R 204 )2OSi(R 205 )3 or -OSi(R 204 )3Si(R 205 As a unit represented by )3, R 204 and R 205 The groups are the same or different from each other, and each independently is hydrogen; deuterium; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group.

[0118] In this specification, a crosslinking group may refer to a reactive substituent that crosslinks between compounds by exposure to heat, light and / or radiation. Crosslinking may occur as radicals generated by the breakdown of carbon-carbon multiple bonds and cyclic structures by heat treatment, light irradiation, and / or radiation irradiation are linked.

[0119] In one embodiment of the present specification, the crosslinking group is any one of the following structures.

[0120]

[0121] In the above structure, means a site that is bonded to another substituent or bonding site.

[0122] In this specification, "adjacent" groups may mean a substituent substituted on an atom directly connected to the atom on which the substituent is substituted, a substituent located closest to the atom on which the substituent is substituted, or another substituent substituted on the atom on which the substituent is substituted. For example, two substituents substituted at the ortho position in a benzene ring and two substituents substituted on the same carbon in an aliphatic ring may be interpreted as "adjacent" groups to each other.

[0123] In the present specification, in a ring formed by combining adjacent groups, "ring" means a substituted or unsubstituted hydrocarbon ring; or a substituted or unsubstituted heteroring.

[0124] In this specification, “mole fraction” means the ratio of the moles of a given component to the total moles of all components.

[0125] In this specification, a combination of substituents means a substituent in which two or more of the exemplified substituents are connected. For example, hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; a crosslinkable group; or a combination thereof, where 'combination' means a substituent in which two or more of the exemplified substituents are connected. As an example, it may be a structure in which an alkyl group and a crosslinkable group are connected, or a structure in which an alkyl group and an aryl group are connected, but is not limited thereto.

[0126] In one embodiment of the present specification, L1 and L2 are the same or different from each other and are each independently directly bonded; or are substituted or unsubstituted arylene groups having 6 to 30 carbon atoms.

[0127] In one embodiment of the present specification, L1 and L2 are the same or different from each other and are each independently directly bonded; a substituted or unsubstituted phenylene group; a substituted or unsubstituted biphenylene group; or a substituted or unsubstituted naphthylene group.

[0128] In one embodiment of the present specification, L1 and L2 are the same or different from each other and are each independently a direct bond; a phenylene group; a biphenylene group; or a naphthylene group.

[0129] In one embodiment of the present specification, R4 and R5 are the same or different from each other and are each independently substituted or unsubstituted cycloalkyl groups having 3 to 30 carbon atoms.

[0130] In one embodiment of the present specification, R4 and R5 are the same or different from each other and are each independently cycloalkyl groups having 3 to 30 carbon atoms.

[0131] In one embodiment of the present specification, R4 and R5 are the same or different from each other and are each independently a substituted or unsubstituted cyclopropyl group; a substituted or unsubstituted cyclobutyl group; a substituted or unsubstituted cyclopentyl group; a substituted or unsubstituted cyclohexyl group; a substituted or unsubstituted cycloheptyl group; or a substituted or unsubstituted cyclooctyl group.

[0132] In one embodiment of the present specification, R4 and R5 are the same or different from each other and are each independently substituted or unsubstituted cyclopentyl groups; or substituted or unsubstituted cyclohexyl groups.

[0133] In one embodiment of the present specification, the formula 2 is represented by the following formula 2-1 or formula 2-2.

[0134] [Chemical Formula 2-1]

[0135]

[0136] [Chemical Formula 2-2]

[0137]

[0138] In the above chemical formulas 2-1 and 2-2,

[0139] R1 to R3, Ar1, Ar2, and n1 to n3 are as defined in Chemical Formula 2, and

[0140] R6 to R13 are the same or different from one another, and each is independently hydrogen; deuterium; a halogen group; or a substituted or unsubstituted alkyl group, and

[0141] m1 to m4 are each integers from 1 to 3, and

[0142] If m1 to m4 are each 2 or more, the structures inside each parenthesis are the same or different from each other, and

[0143] n6, n7, and n10 to n13 are integers from 1 to 4, respectively, and

[0144] If n6, n7, and n10 through n13 are each 2 or more, the substituents in each parenthesis are the same or different from each other, and

[0145] n8 and n9 are integers from 1 to 5, respectively, and

[0146] If n8 and n9 are each 2 or greater, the substituents inside each parenthesis are the same or different from each other, and

[0147] * is an attachment point within the polymer.

[0148] In one embodiment of the present specification, Ar1 and Ar2 are the same or different from each other and are each independently substituted or unsubstituted arylene groups having 6 to 30 carbon atoms.

[0149] In one embodiment of the present specification, Ar1 and Ar2 are the same or different from each other and are each independently a substituted or unsubstituted phenylene group; a substituted or unsubstituted biphenylene group; or a substituted or unsubstituted terphenylene group.

[0150] In one embodiment of the present specification, Ar1 and Ar2 are the same or different from each other and are each independently a phenylene group; a biphenylene group; or a terphenylene group.

[0151] In one embodiment of the present specification, the formula 2 is represented by the following formula 2-3 or 2-4.

[0152] [Chemical Formula 2-3]

[0153]

[0154] [Chemical Formula 2-4]

[0155]

[0156] In the above chemical formulas 2-3 and 2-4,

[0157] R1 to R3 and n1 to n3 are as defined in Chemical Formula 2, and

[0158] R6 to R17 are the same or different from one another, and each is independently hydrogen; deuterium; a halogen group; or a substituted or unsubstituted alkyl group, and

[0159] m1 to m4 and h1 to h4 are each integers from 1 to 3, and

[0160] If m1 to m4 and h1 to h4 are each 2 or more, the structures within each parenthesis are the same or different from each other, and

[0161] n6, n7, and n10 to n17 are each integers from 1 to 4, and

[0162] If n6, n7, and n10 through n17 are each 2 or more, the substituents in each parenthesis are the same or different from each other, and

[0163] n8 and n9 are integers from 1 to 5, respectively, and

[0164] If n8 and n9 are each 2 or greater, the substituents inside each parenthesis are the same or different from each other, and

[0165] * is an attachment point within the polymer.

[0166] In one embodiment of the present specification, R1 to R3 are each hydrogen; deuterium; or a substituted or unsubstituted alkyl group, and one or more of R1 to R3 are substituted or unsubstituted alkyl groups.

[0167] In one embodiment of the present specification, any one of R1 to R3 is a substituted or unsubstituted alkyl group.

[0168] In one embodiment of the present specification, two of the R1 to R3 are substituted or unsubstituted alkyl groups.

[0169] In one embodiment of the present specification, R1 to R3 are all substituted or unsubstituted alkyl groups.

[0170] In one embodiment of the present specification, R1 to R3 are the same or different from each other and are each independently hydrogen; deuterium; or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, and one or more of R1 to R3 are substituted or unsubstituted alkyl groups having 1 to 10 carbon atoms.

[0171] In one embodiment of the present specification, R1 to R3 are the same or different from each other, and each is independently hydrogen; deuterium; or an alkyl group, and one or more of R1 to R3 are alkyl groups.

[0172] In one embodiment of the present specification, R1 to R3 are the same or different from each other and each independently hydrogen; deuterium; a methyl group; or a hexyl group, and one or more of R1 to R3 are a methyl group; or a hexyl group.

[0173] In one embodiment of the present specification, R1 and R3 are each methyl groups.

[0174] In one embodiment of the present specification, R2 is a hexyl group.

[0175] In one embodiment of the present specification, m1 to m4 are each 2.

[0176] In one embodiment of the present specification, h1 to h4 are each 2.

[0177] In one embodiment of the present specification, R6, R7, R10, and R11 are each hydrogen.

[0178] In one embodiment of the present specification, R8, R9, R12 and R13 are each hydrogen.

[0179] In one embodiment of the present specification, R14 to R17 are each hydrogen.

[0180] In one embodiment of the present specification, the formula 2 is any one of the following structures.

[0181]

[0182] In the above structure, * is an attachment point within the polymer.

[0183] In one embodiment of the present specification, the unit represented by Formula 2 included in the polymer comprises a cycloalkyl group. Accordingly, the hole mobility is improved.

[0184] In one embodiment of the present specification, hydrogen can be replaced with deuterium. For example, hydrogen included in the structure can be replaced with deuterium.

[0185] In one embodiment of the present specification, a is a mole fraction 0 <a≤1의 실수 이다. 즉, 상기 중합체는 A1을 반드시 포함한다.

[0186] In one embodiment of the present specification, b is a mole fraction and is a real number such that 0 ≤ b < 1. That is, the polymer optionally includes B1.

[0187] In one embodiment of the present specification, B1 of Chemical Formula 1 is a unit represented by Chemical Formula 3.

[0188] In one embodiment of the present specification, B1 is a unit having three or four attachment points.

[0189] In one embodiment of the present specification, Y is a directly bonded; or a substituted or unsubstituted arylene group.

[0190] In one embodiment of the present specification, Y is a direct bond; or a substituted or unsubstituted phenylene group.

[0191] In one embodiment of the present specification, the formula 3 is represented by any one of the following formulas 3-1 to 3-4.

[0192] [Chemical Formula 3-1]

[0193]

[0194] [Chemical Formula 3-2]

[0195]

[0196] [Chemical Formula 3-3]

[0197]

[0198] [Chemical Formula 3-4]

[0199]

[0200] In the above chemical formulas 3-1 to 3-4,

[0201] Z1 is CRa; SiRa; N; or a trivalent substituted or unsubstituted aryl group, and

[0202] Z2 and Z3 are the same or different from each other, and each is independently C; Si; or a tetravalent substituted or unsubstituted aryl group, and

[0203] L10 is a direct bond; or a substituted or unsubstituted arylene group, and

[0204] Ra is hydrogen; deuterium; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group, and

[0205] R20 to R30 are the same or different from each other and are each independently hydrogen; deuterium; halogen group; cyano group; alkoxy group; aryloxy group; fluoroalkoxy group; siloxane group; substituted or unsubstituted amine group; substituted or unsubstituted alkyl group; substituted or unsubstituted aryl group; substituted or unsubstituted heterocyclic group; or crosslinkable group, and adjacent groups may bond to each other to form a ring,

[0206] k1 is an integer from 1 to 4, and

[0207] k2 is an integer from 1 to 5, and

[0208] If k1 is 2 or greater, the substituents inside the parentheses are the same or different, and

[0209] If k2 is 2 or greater, the substituents inside the parentheses are the same or different, and

[0210] * is an attachment point within the polymer.

[0211] In one embodiment of the present specification, the formula 3 is represented as the formula 3-1.

[0212] In one embodiment of the present specification, Z1 is CRa or SiRa, and if Ra is a substituted or unsubstituted aryl group, L10 is a substituted or unsubstituted arylene group.

[0213] In one embodiment of the present specification, Z1 is CH; SiH; N; or a substituted or unsubstituted trivalent aryl group.

[0214] In one embodiment of the present specification, Z1 is CH; SiH; N; or a substituted or unsubstituted trivalent phenyl group.

[0215] In one embodiment of the present specification, Z1 is N; or a trivalent phenyl group.

[0216] In one embodiment of the present specification, the L10 is a directly bonded; or a substituted or unsubstituted arylene group having 6 to 30 carbon atoms.

[0217] In one embodiment of the present specification, the L10 is a direct bond; or an arylene group having 6 to 30 carbon atoms.

[0218] In one embodiment of the present specification, the L10 is a direct bond; or a phenylene group.

[0219] In one embodiment of the present specification, L10 is a direct coupling.

[0220] In one embodiment of the present specification, the formula 3 is represented by the formula 3-2.

[0221] In one embodiment of the present specification, Z2 is C; or Si.

[0222] In one embodiment of the present specification, B is represented by the chemical formula 3-3.

[0223] In one embodiment of the present specification, Z3 is C; or Si.

[0224] In one embodiment of the present specification, the formula 3 is represented by the formula 3-4.

[0225] In one embodiment of the present specification, the chemical formula 3 is one of the following structures.

[0226]

[0227] In the above structure,

[0228] R20 to R30 are the same or different from each other and are each independently hydrogen; deuterium; halogen group; cyano group; alkoxy group; aryloxy group; fluoroalkoxy group; siloxane group; substituted or unsubstituted amine group; substituted or unsubstituted alkyl group; substituted or unsubstituted aryl group; substituted or unsubstituted heterocyclic group; or crosslinkable group, and adjacent groups may bond to each other to form a ring,

[0229] k1 is an integer from 1 to 4, and

[0230] k2 is an integer from 1 to 5, and

[0231] If k1 is 2 or greater, the substituents inside the parentheses are the same or different, and

[0232] If k2 is 2 or greater, the substituents inside the parentheses are the same or different, and

[0233] * is an attachment point within the polymer.

[0234] In one embodiment of the present specification, R20 to R30 are each hydrogen.

[0235] Specifically, the above chemical formula 3 is any one of the following structures.

[0236]

[0237] In the above structure, * is an attachment point within the polymer.

[0238] More specifically, the above chemical formula 3 is any one of the following structures.

[0239]

[0240] In the above structure, * is an attachment point within the polymer.

[0241] More specifically, the above chemical formula 3 is any one of the following structures.

[0242]

[0243] In the above structure, * is an attachment point within the polymer.

[0244] In one embodiment of the present specification, c is a mole fraction and is a real number such that 0 ≤ c < 1. That is, the polymer optionally includes C1.

[0245] In one embodiment of the present specification, C1 of the formula 1 is a unit having two attachment points.

[0246] In one embodiment of the present specification, C1 of Formula 1 is a substituted or unsubstituted arylene group; or a substituted or unsubstituted divalent heterocyclic group.

[0247] In one embodiment of the present specification, C1 of Formula 1 is an arylene group substituted or unsubstituted with deuterium or a crosslinking group; or a divalent heterocyclic group substituted or unsubstituted with deuterium or a crosslinking group.

[0248] In one embodiment of the present specification, C1 is any one of the following structures.

[0249]

[0250] In the above structure,

[0251] Y1 is S, O, or NR100, and

[0252] R50 to R59 and R100 are the same or different from each other, and each is independently hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; or a crosslinkable group, and

[0253] k3 is an integer of 1 or 2, and

[0254] k4 is an integer from 1 to 4, and

[0255] k5 is an integer from 1 to 3, and

[0256] k6 is an integer from 1 to 8, and

[0257] If k3 to k6 are each 2 or more, the substituents inside each parenthesis are the same or different from each other, and

[0258] * is an attachment point within the polymer.

[0259] Specifically, the above C1 is any one of the following structures.

[0260]

[0261] In the above structure,

[0262] Y1 is S, O, or NR100, and

[0263] R50 to R59 and R100 are the same or different from each other, and each is independently hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; or a crosslinkable group, and

[0264] k3 is an integer of 1 or 2, and

[0265] k4 is an integer from 1 to 4, and

[0266] k5 is an integer from 1 to 3, and

[0267] k6 is an integer from 1 to 8, and

[0268] If k3 to k6 are each 2 or more, the substituents inside each parenthesis are the same or different from each other, and

[0269] * is an attachment point within the polymer.

[0270] More specifically, the above C1 is any one of the following structures.

[0271]

[0272] In the above structure, * is an attachment point within the polymer.

[0273] In one embodiment of the present specification, E1 and E2 are end-capping units of a polymer.

[0274] In one embodiment of the present specification, E1 and E2 are units having only one attachment point.

[0275] In one embodiment of the present specification, E1 and E2 are the same or different from each other and are each independently a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; a crosslinkable group; or a combination thereof.

[0276] In one embodiment of the present specification, E1 and E2 are the same or different from each other and are each independently a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; a crosslinkable group; or a combination thereof.

[0277] In one embodiment of the present specification, E1 and E2 are the same or different from each other and are each independently a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; a substituted or unsubstituted phenyl group; a substituted or unsubstituted biphenyl group; a crosslinkable group; or a combination thereof.

[0278] In one embodiment of the present specification, E1 and E2 are the same or different from each other and each independently have a crosslinking group; or any one of the following structures.

[0279]

[0280] In the above structure,

[0281] R40 to R42 are the same or different from one another, and each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heterocyclic group; or a crosslinking group, and

[0282] L40 is a direct bond; a substituted or unsubstituted alkylene group; or a substituted or unsubstituted arylene group, and

[0283] i1 is an integer from 1 to 10, and

[0284] j1 and j3 are integers from 1 to 5, respectively, and

[0285] j2 is an integer from 1 to 4, and

[0286] If i1 is 2 or greater, 2 or more L40s are the same or different from each other, and

[0287] If j1 to j3 are each 2 or more, the substituents inside each parenthesis are the same or different from each other, and

[0288] * is an attachment point within the polymer.

[0289] In one embodiment of the present specification, E1 and E2 are the same or different from each other and each independently is any one of the following structures.

[0290]

[0291] In the above structure,

[0292] R40 to R42, L40, i1, j1 to j3 and * are as described above.

[0293] In one embodiment of the present specification, the R40 to R42 are the same or different from each other and are each independently hydrogen; deuterium; an alkyl group having 1 to 10 carbon atoms; or a crosslinking group.

[0294] In one embodiment of the present specification, L40 is a direct bond; an alkylene group having 1 to 10 carbon atoms; or an arylene group having 6 to 30 carbon atoms.

[0295] In one embodiment of the present specification, E1 and E2 are the same or different from each other and each independently is any one of the following structures.

[0296]

[0297] In the above structure, * is an attachment point within the polymer.

[0298] More specifically, the above E1 and E2 are the same or different from each other and each independently is any one of the following structures.

[0299]

[0300] In the above structure, * is an attachment point within the polymer.

[0301] In one embodiment of the present specification, a, b, and c are determined according to the equivalent ratio of monomers used in the manufacture of the polymer.

[0302] In one embodiment of the present specification, a is a real number greater than or equal to 0.2.

[0303] In one embodiment of the present specification, a is a real number from 0.2 to 1.

[0304] In one embodiment of the present specification, a is a real number from 0.2 to 0.9.

[0305] In one embodiment of the present specification, b is a real number greater than or equal to 0.

[0306] In one embodiment of the present specification, b is a real number from 0 to 0.5.

[0307] In one embodiment of the present specification, b is a real number from 0.1 to 0.4.

[0308] In one embodiment of the present specification, c is a real number from 0 to 0.2.

[0309] In one embodiment of the present specification, c is a real number from 0 to 0.1.

[0310] In one embodiment of the present specification, c is 0.

[0311] In one embodiment of the present specification, a is a real number from 0.3 to 1, b is a real number from 0 to 0.5, and c is a real number from 0 to 0.2.

[0312] In one embodiment of the present specification, a is a real number from 0.3 to 0.9, b is a real number from 0.1 to 0.4, and c is a real number from 0 to 0.2.

[0313] In the present specification, a, b, and c are mole fractions based on the sum of A1, B1, and C1, rather than the mole fraction of the entire polymer represented by Formula 1 including E1 and E2.

[0314] In one embodiment of the present specification, the molar ratio of (A1+B1):(E1+E2) is 40:60 to 98:2.

[0315] One embodiment of the present specification provides a polymer comprising a unit represented by the following chemical formula 2; and a terminal group represented by the following chemical formula 5.

[0316] [Chemical Formula 2]

[0317]

[0318] [Chemical Formula 5]

[0319]

[0320] In the above chemical formulas 2 and 5,

[0321] Ar1, Ar2, L1 and L2 are the same or different from each other, and each is an independently substituted or unsubstituted arylene group, and

[0322] R1 to R3 are the same or different from one another and are each independently hydrogen; deuterium; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heterocyclic group; a substituted or unsubstituted arylamine group; or a substituted or unsubstituted siloxane group, and one or more of R1 to R3 are alkyl groups, and

[0323] R4 and R5 are the same or different from each other and are each independently substituted or unsubstituted cycloalkyl groups, and

[0324] n1 to n3 are integers from 1 to 4, respectively, and

[0325] If n1 to n3 are each 2 or more, the substituents inside each parenthesis are the same or different from each other, and

[0326] E is hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted arylamine group; a substituted or unsubstituted siloxane group; a crosslinking group; or a combination thereof,

[0327] * is an attachment point within the polymer.

[0328] In one embodiment of the present specification, the polymer represented by Formula 1 may be expressed as a polymer comprising a unit represented by Formula 2 and a terminal group represented by Formula 5. Specifically, when b and c of Formula 1 are 0, the polymer represented by Formula 1 may be expressed as a polymer comprising a unit represented by Formula 2 and a terminal group represented by Formula 5.

[0329] In one embodiment of the present specification, the polymer comprising the unit represented by Formula 2; and the terminal group represented by Formula 5 further comprises the unit represented by Formula 3 below.

[0330] [Chemical Formula 3]

[0331]

[0332] In the above chemical formula 3,

[0333] m is an integer of 3 or 4, and

[0334] When m is 3, Z is CRa; SiRa; N; or a trivalent substituted or unsubstituted aryl group, and

[0335] When m is 4, Z is C; Si; or a tetravalent substituted or unsubstituted aryl group, and

[0336] Ra is hydrogen; deuterium; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group, and

[0337] Y is a direct bond; a substituted or unsubstituted alkylene group; or a substituted or unsubstituted arylene group, and

[0338] If Y is a direct bond; or a substituted or unsubstituted alkylene group, Z is a trivalent or tetravalent substituted or unsubstituted aryl group, and

[0339] * is an attachment point within the polymer.

[0340] That is, one embodiment of the present specification provides a polymer comprising a unit represented by Chemical Formula 2; a unit represented by Chemical Formula 3; and a terminal group represented by Chemical Formula 5.

[0341] At this time, the polymer represented by the above chemical formula 1 may be expressed as a polymer comprising a unit represented by the above chemical formula 2; a unit represented by the above chemical formula 3; and a terminal group represented by the above chemical formula 5.

[0342] Specifically, when b of the above chemical formula 1 is a real number greater than 0 and less than 1 and c is 0, the polymer represented by the above chemical formula 1 may be expressed as a polymer comprising a unit represented by the above chemical formula 2; a unit represented by the above chemical formula 3; and a terminal group represented by the above chemical formula 5.

[0343] In one embodiment of the present specification, the polymer comprising the unit represented by Formula 2; and the terminal group represented by Formula 5 further comprises the unit represented by Formula 4 below.

[0344] [Chemical Formula 4]

[0345]

[0346] In the above chemical formula 4,

[0347] C1 is a substituted or unsubstituted arylene group; or a substituted or unsubstituted divalent heterocyclic group, and

[0348] * is an attachment point within the polymer.

[0349] That is, one embodiment of the present specification provides a polymer comprising a unit represented by Chemical Formula 2; a unit represented by Chemical Formula 4; and a terminal group represented by Chemical Formula 5.

[0350] At this time, the polymer represented by the above chemical formula 1 may be expressed as a polymer comprising a unit represented by the above chemical formula 2; a unit represented by the above chemical formula 4; and a terminal group represented by the above chemical formula 5.

[0351] Specifically, when b of the above chemical formula 1 is 0 and c is a real number greater than 0 and less than 1, the polymer represented by the above chemical formula 1 may be expressed as a polymer comprising a unit represented by the above chemical formula 2; a unit represented by the above chemical formula 4; and a terminal group represented by the above chemical formula 5.

[0352] In addition, one embodiment of the present specification provides a polymer comprising a unit represented by Formula 2; a unit represented by Formula 3; a unit represented by Formula 4; and a terminal group represented by Formula 5.

[0353] At this time, the polymer represented by the above chemical formula 1 may be expressed as a polymer comprising a unit represented by the above chemical formula 2; a unit represented by the above chemical formula 3; a unit represented by the above chemical formula 4; and a terminal group represented by the above chemical formula 5.

[0354] Specifically, when b and c of the above chemical formula 1 are each real numbers greater than 0 and less than 1, the polymer represented by the above chemical formula 1 may be represented as a polymer comprising a unit represented by the above chemical formula 2; a unit represented by the above chemical formula 3; a unit represented by the above chemical formula 4; and a terminal group represented by the above chemical formula 5.

[0355] In one embodiment of the present specification, the description of Formula 2 of a polymer comprising a unit represented by Formula 2 and a terminal group represented by Formula 5 applies equally to the description of Formula 2 described above in Formula 1. For example, in a polymer comprising a unit represented by Formula 2 and a terminal group represented by Formula 5, Formula 2 may be represented by Formula 2-1 or Formula 2-2.

[0356] In one embodiment of the present specification, if a polymer comprising a unit represented by Formula 2 and a terminal group represented by Formula 5 further comprises a unit represented by Formula 3, the description of Formula 3 described above in Formula 1 applies equally. For example, in a polymer comprising a unit represented by Formula 2; a unit represented by Formula 3; and a terminal group represented by Formula 5, Formula 3 may be represented as any one of Formulas 3-1 to 3-4.

[0357] The description of the above chemical formulas 2 and 3 applies equally to polymers comprising a unit represented by chemical formula 2; a unit represented by chemical formula 3; a unit represented by chemical formula 4; and a terminal group represented by chemical formula 5.

[0358] In one embodiment of the present specification, if a polymer comprising a unit represented by Formula 2 and a terminal group represented by Formula 5 further comprises Formula 4, the description of C1 in Formula 4 is equivalent to the definition of C1 defined in Formula 1. For example, in a polymer comprising a unit represented by Formula 2; a unit represented by Formula 4; and a terminal group represented by Formula 5, C1 in Formula 4 is any one of the following structures.

[0359]

[0360] The above description of C1 applies equally to polymers comprising a unit represented by Chemical Formula 2; a unit represented by Chemical Formula 3; a unit represented by Chemical Formula 4; and a terminal group represented by Chemical Formula 5.

[0361] In one embodiment of the present specification, in a polymer comprising a unit represented by Formula 2 and a terminal group represented by Formula 5, the description of E in Formula 5 applies equally to E1 in Formula 1. For example, in a polymer comprising a unit represented by Formula 2 and a terminal group represented by Formula 5, E is an end-capping unit of the polymer.

[0362] In one embodiment of the present specification, E is a crosslinking group; or any one of the following structures.

[0363]

[0364] In the above structure,

[0365] R40 to R42 are the same or different from one another, and each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heterocyclic group; or a crosslinking group, and

[0366] L40 is a direct bond; a substituted or unsubstituted alkylene group; or a substituted or unsubstituted arylene group, and

[0367] i1 is an integer from 1 to 10, and

[0368] j1 and j3 are integers from 1 to 5, respectively, and

[0369] j2 is an integer from 1 to 4, and

[0370] If i1 is 2 or greater, 2 or more L40s are the same or different from each other, and

[0371] If j1 to j3 are each 2 or more, the substituents inside each parenthesis are the same or different from each other, and

[0372] * is an attachment point within the polymer.

[0373] The description of E above applies equally to polymers comprising units represented by Chemical Formula 2; units represented by Chemical Formula 3; and terminal groups represented by Chemical Formula 5. Additionally, the description of E above applies equally to polymers comprising units represented by Chemical Formula 2; units represented by Chemical Formula 3; units represented by Chemical Formula 4; and terminal groups represented by Chemical Formula 5.

[0374] In one embodiment of the present specification, the polymer is an alternating polymer, a block polymer, or a random polymer.

[0375] In one embodiment of the present specification, the formula 1 does not mean that A1, B1, and C1 are in order within the polymer. Specifically, A1, B1, and C1 may be in various orders within the polymer. For example, the polymer may be in the order E1-A1-B1-C1-E2, E1-A1-C1-B1-E2, E1-B1-A1-C1-E2, E1-B1-C1-A1-E2, E1-C1-A1-B1-E2, or E1-C1-B1-A1-E2.

[0376] In addition, the above chemical formula 1 is not a structure in which only one A1, B1, and C1 are connected within the polymer. For example, the polymer may be connected in various content ranges within the polymer, such as E1-A1-B1-A1-C1-E2, E1-A1-C1-B1-C1-E2, E1-A1-B1-C1-A1-E2, etc. In this case, the content range of A1, B1, and C1 is determined according to the equivalent ratio of the monomers used in the preparation of the polymer.

[0377] In one embodiment of the present specification, the weight average molecular weight (Mw) of the polymer is 25,000 g / mol to 1,000,000 g / mol. Specifically, the weight average molecular weight (Mw) of the polymer is 50,000 g / mol to 500,000 g / mol. More specifically, the weight average molecular weight (Mw) of the polymer is 50,000 g / mol to 140,000 g / mol.

[0378] When the weight-average molecular weight of the polymer satisfies the above range, the viscosity is appropriate, which facilitates the fabrication of inkjet devices and organic light-emitting diodes using micropixels.

[0379] In one embodiment of the present specification, the molecular weight distribution (PDI) of the polymer is 1 to 5. Specifically, the PDI of the polymer is 1 to 4.

[0380] The molecular weight distribution can be calculated using the following equation (1).

[0381] Equation (1): PDI = Weight-average molecular weight (Mw) / Number-average molecular weight (Mn)

[0382] The molecular weight distribution above indicates that the closer it is to 1, the more homogeneous the polymer produced.

[0383] In one embodiment of the present specification, the unit represented by Formula 2, the unit represented by Formula 3, the unit represented by Formula 4, and the terminal group represented by Formula 5 may be distributed so as to optimize the properties of the polymer.

[0384] In one embodiment of the present specification, when the mole fraction of the unit represented by Formula 2 in the polymer is denoted as a1, the mole fraction of the unit represented by Formula 3 is denoted as b1, the mole fraction of the unit represented by Formula 4 is denoted as c1, and the mole fraction of the unit represented by Formula 5 is denoted as e1, a1, b1, c1, and e1 are each real numbers, and 0 <a1<1, 0≤b1<1, 0≤c1<1. 0<e1<1이며, a1+b1+c1+e1=1이다.

[0385] In one embodiment of the present specification, a1 is a real number greater than or equal to 0.2.

[0386] In one embodiment of the present specification, a1 is a real number greater than or equal to 0.2 and less than 1.

[0387] In one embodiment of the present specification, a1 is a real number from 0.2 to 0.9.

[0388] In one embodiment of the present specification, a1 is a real number from 0.25 to 0.85.

[0389] In one embodiment of the present specification, b1 is a real number greater than or equal to 0.

[0390] In one embodiment of the present specification, b1 is a real number from 0 to 0.5.

[0391] In one embodiment of the present specification, b1 is a real number from 0.1 to 0.4.

[0392] In one embodiment of the present specification, c1 is a real number from 0 to 0.2.

[0393] In one embodiment of the present specification, c1 is a real number from 0 to 0.1.

[0394] In one embodiment of the present specification, c1 is 0.

[0395] In one embodiment of the present specification, e1 is a real number from 0.1 to 0.5.

[0396] In one embodiment of the present specification, e1 is a real number from 0.1 to 0.4.

[0397] In one embodiment of the present specification, a1 is a real number greater than or equal to 0.2 and less than 1, b1 is a real number from 0 to 0.5, c1 is a real number from 0 to 0.2, e1 is a real number from 0.1 to 0.5, and a1+b1+c1+e1=1.

[0398] In one embodiment of the present specification, a1 is a real number from 0.2 to 0.9, b1 is a real number from 0.1 to 0.4, c1 is a real number from 0 to 0.2, e1 is a real number from 0.1 to 0.5, and a1+b1+c1+e1=1.

[0399] In one embodiment of the present specification, a1 is a real number from 0.25 to 0.85, b1 is a real number from 0.1 to 0.4, c1 is a real number from 0 to 0.1, e1 is a real number from 0.1 to 0.4, and a1+b1+c1+e1=1.

[0400] In one embodiment of the present specification, the polymer is any one of the following structures.

[0401]

[0402]

[0403]

[0404]

[0405]

[0406]

[0407]

[0408]

[0409]

[0410]

[0411]

[0412]

[0413]

[0414]

[0415]

[0416]

[0417]

[0418]

[0419]

[0420]

[0421]

[0422]

[0423]

[0424]

[0425]

[0426]

[0427]

[0428]

[0429]

[0430]

[0431] In the above structure, a1 is 0 <a1<1의 실수이고, b1은 0≤b1<1의 실수이며, e1은 0<e1<1의 실수이고, a1+b1+e1은 1이다.

[0432] Specifically, in the above structure, a1 is 0 <a1<1의 실수이고, b1은 0<b1<1의 실수이며, e1은 0<e1<1의 실수이고, a1+b1+e1은 1이다.

[0433] More specifically, in the above structure, a1 is a real number from 0.2 to 0.9, b1 is a real number from 0.1 to 0.5, e1 is a real number from 0.1 to 0.5, and a1+b1+e1 is 1.

[0434] More specifically, in the above structure, a1 is a real number from 0.25 to 0.85, b1 is a real number from 0.1 to 0.4, e1 is a real number from 0.1 to 0.4, and a1+b1+e1 is 1.

[0435] In the above structure, a1, b1, and e1 are determined according to the equivalent weight of the monomer added during the manufacture of the polymer.

[0436] In one embodiment of the present specification, the polymer may be manufactured using known polymerization techniques. For example, manufacturing methods such as Suzuki, Yamamoto, Stille, CN coupling reaction using a metal catalyst, and arylation reaction using a metal catalyst may be applied.

[0437] In one embodiment of the present specification, the polymer may be substituted with deuterium. In this case, the deuterium may be substituted by applying a method using a precursor material. For example, deuterium may be substituted by treating a non-deuterinized monomer and / or polymer with a deuterinized solvent in the presence of a Lewis acid H / D exchange catalyst.

[0438] In one embodiment of the present specification, the molecular weight of the polymer can be controlled by adjusting the ratio of the monomers used. In addition, in some embodiments, the molecular weight of the polymer can be controlled using a quenching reaction.

[0439] In one embodiment of the present specification, the polymer may be used as a hole transport material. For example, the polymer may be a "hole transport polymer."

[0440] In one embodiment of this specification, the polymer may be formed into a layer through a solution process. The term “layer” is used interchangeably with the terms “membrane” or “film” and refers to a coating covering a desired area. This term is not limited by size. The area may be as large as the entire device, as small as a specific functional area such as an actual visual display, or as small as a single subpixel. Layers and films may be formed by any conventional deposition technique, including deposition, liquid deposition (continuous and discontinuous techniques), and thermal transfer. Continuous deposition techniques include, but are not limited to, spin coating, gravure coating, curtain coating, dip coating, slot-die coating, spray coating, and continuous nozzle coating. Discontinuous deposition techniques include, but are not limited to, inkjet printing, gravure printing, and screen printing.

[0441] In one embodiment of the present specification, the polymer has an intrinsic viscosity of less than 60 mL / g. This is particularly useful for inkjet printing applications, as the lower viscosity allows for the ejection of a thicker solution. Specifically, the polymer has an intrinsic viscosity of less than 50 mL / g, more specifically less than 40 mL / g, and even more specifically less than 30 mL / g.

[0442] In one embodiment of the present specification, the intrinsic viscosity of the polymer is 20 mL / g or more and less than 60 mL / g, specifically 20 mL / g to 50 mL / g, and more specifically 20 mL / g to 40 mL / g.

[0443] One embodiment of the present specification provides a coating composition comprising the aforementioned polymer.

[0444] In one embodiment of the present specification, the coating composition further comprises a solvent. In one embodiment of the present specification, the coating composition comprises the polymer and the solvent.

[0445] In one embodiment of the present specification, the coating composition may be in a liquid state. The term "liquid state" means being in a liquid state at room temperature and pressure.

[0446] In one embodiment of the present specification, it is preferable that the solvent does not dissolve the material applied to the lower layer.

[0447] In one embodiment of the present specification, when the coating composition is applied to an organic layer of an organic light-emitting diode, a solvent that does not dissolve the material of the underlying layer is used. For example, when the coating composition is applied to a hole transport layer, a solvent that does not dissolve the material of the underlying layer (such as a first electrode or a hole injection layer) is used. Accordingly, there is an advantage that the hole transport layer can be introduced through a solution process.

[0448] In one embodiment of the present specification, the coating composition has improved solvent resistance during heat treatment after coating.

[0449] For example, even if a coating composition is prepared using a solvent that dissolves the polymer and a layer is prepared by a solution process, it may have resistance to the same solvent after heat treatment.

[0450] Therefore, if an organic layer is formed using the above polymer and then subjected to a heat treatment process, a solution process is possible when applying other organic layers.

[0451] In one embodiment of the present specification, the solvent included in the coating composition is, for example, a chlorine-based solvent such as chloroform, methylene chloride, 1,2-dichloroethane, 1,1,2-trichloroethane, chlorobenzene, o-dichlorobenzene; an ether-based solvent such as tetrahydrofuran, dioxane; an aromatic hydrocarbon-based solvent such as toluene, xylene, trimethylbenzene, mesitylene; a ketone-based solvent such as acetone, methyl ethyl ketone, cyclohexanone; an ester-based solvent such as ethyl acetate, butyl acetate, ethyl cellosolve acetate; a polyhydric alcohol such as ethylene glycol, ethylene glycol monobutyl ether, ethylene glycol monoethyl ether, ethylene glycol monomethyl ether, dimethoxyethane, propylene glycol, diethoxymethane, triethylene glycol monoethyl ether, glycerin, 1,2-hexanediol, and derivatives thereof; Examples include alcohol-based solvents such as methanol, ethanol, propanol, isopropanol, and cyclohexanol; sulfoxide-based solvents such as dimethyl sulfoxide; amide-based solvents such as N-methyl-2-pyrrolidone and N,N-dimethylformamide; benzoate-based solvents such as methyl benzoate, butyl benzoate and 3-phenoxy benzoate; and solvents such as tetralin, but any solvent capable of dissolving or dispersing the polymer according to one embodiment of the present specification is possible and is not limited to these.

[0452] In one embodiment of the present specification, the solvent may be used alone or a mixture of two or more solvents.

[0453] In one embodiment of the present specification, the boiling point of the solvent is preferably 40°C to 350°C, more preferably 80°C to 330°C, but is not limited thereto.

[0454] In one embodiment of the present specification, the concentration of the polymer in the coating composition is preferably 0.1 wt / v% to 20 wt / v%, more preferably 0.5 wt / v% to 10 wt / v%, but is not limited thereto.

[0455] One embodiment of the present specification provides an organic light-emitting device comprising: a first electrode; a second electrode; and one or more organic layers provided between the first electrode and the second electrode, wherein one or more of the organic layers comprise the polymer.

[0456] The organic layer of the organic light-emitting device of the present specification may be formed as a single layer structure, but may also be formed as a multilayer structure in which two or more organic layers are stacked. For example, the organic light-emitting device of the present invention may have a structure comprising, as an organic layer, a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, an electron injection layer, a layer that performs hole injection and hole transport simultaneously, a layer that performs electron injection and electron transport simultaneously, etc. However, the structure of the organic light-emitting device is not limited thereto and may include a smaller number of organic layers.

[0457] When the above organic light-emitting element includes a plurality of organic layers, the organic layers may be formed of the same material or different materials.

[0458] In one embodiment of the present specification, the organic light-emitting element comprises a first electrode; a second electrode; and a light-emitting layer provided between the first electrode and the second electrode, and comprises a single layer of organic material between the light-emitting layer and the first electrode, wherein the organic material layer comprises the polymer.

[0459] In one embodiment of the present specification, the organic light-emitting element comprises a first electrode; a second electrode; and a light-emitting layer provided between the first electrode and the second electrode, and comprises a multilayer organic layer between the light-emitting layer and the first electrode, wherein at least one layer of the organic layer comprises the polymer.

[0460] In one embodiment of the present specification, the organic layer containing the polymer is a hole injection layer, a hole transport layer, or a layer that performs both hole injection and hole transport simultaneously.

[0461] In one embodiment of the present specification, the organic light-emitting element comprises a first electrode; a second electrode; and a light-emitting layer provided between the first electrode and the second electrode, and includes one or more layers among a hole injection layer, a hole transport layer, and an electron blocking layer between the light-emitting layer and the first electrode, and one or more layers among the hole injection layer, the hole transport layer, and the electron blocking layer include the polymer.

[0462] In one embodiment of the present specification, the organic light-emitting device comprises a first electrode; a second electrode; and a light-emitting layer provided between the first electrode and the second electrode, and comprises a hole injection layer and a hole transport layer between the first electrode and the light-emitting layer, wherein at least one of the hole injection layer and the hole transport layer comprises the polymer.

[0463] In one embodiment of the present specification, the organic light-emitting device has a structure in which a first electrode; a hole injection layer; a hole transport layer; a light-emitting layer; and a second electrode are sequentially provided, and at least one of the hole injection layer and the hole transport layer comprises the polymer.

[0464] In one embodiment of the present specification, the organic light-emitting device has a structure in which a first electrode; a hole injection layer; a hole transport layer; a light-emitting layer; and a second electrode are sequentially stacked, and the hole injection layer or the hole transport layer comprises the polymer.

[0465] In one embodiment of the present specification, the organic light-emitting element has a structure in which a first electrode; a hole injection layer; a hole transport layer; a light-emitting layer; and a second electrode are sequentially stacked, and the hole transport layer comprises the polymer.

[0466] In one embodiment of the present specification, an additional organic layer may be further included between the light-emitting layer and the second electrode.

[0467] In one embodiment of the present specification, a single layer of organic material may be further included between the light-emitting layer and the second electrode.

[0468] In one embodiment of the present specification, a multilayer organic material layer may be further included between the light-emitting layer and the second electrode. For example, one or more layers among a hole blocking layer, an electron injection layer, an electron transport layer, and a layer that performs electron injection and electron transport simultaneously may be further included between the light-emitting layer and the second electrode.

[0469] In one embodiment of the present specification, the organic light-emitting device has a structure in which a first electrode; a hole injection layer; a hole transport layer; a light-emitting layer; an electron injection and transport layer; and a second electrode are sequentially stacked, and at least one of the hole injection layer and the hole transport layer comprises the polymer.

[0470] In one embodiment of the present specification, the organic light-emitting device has a structure in which a first electrode; a hole injection layer; a hole transport layer; a light-emitting layer; an electron injection and transport layer; and a second electrode are sequentially stacked, and the hole injection layer or the hole transport layer comprises the polymer.

[0471] In one embodiment of the present specification, the organic light-emitting device has a structure in which a first electrode; a hole injection layer; a hole transport layer; a light-emitting layer; an electron injection and transport layer; and a second electrode are sequentially stacked, and the hole transport layer comprises the polymer.

[0472] For example, the structure of an organic light-emitting device according to one embodiment of the present specification is illustrated in FIG. 1.

[0473] FIG. 1 illustrates the structure of an organic light-emitting device in which a substrate (1), an anode (2), a light-emitting layer (3), and a cathode (4) are sequentially stacked.

[0474] FIG. 2 illustrates the structure of an organic light-emitting device in which a substrate (1), an anode (2), a hole injection layer (5), a hole transport layer (6), a light-emitting layer (3), an electron injection and transport layer (7) and a cathode (4) are sequentially stacked.

[0475] Figures 1 and 2 above illustrate an organic light-emitting device, but the structure of the organic light-emitting device of the present invention is not limited thereto.

[0476] In one embodiment of the present specification, the first electrode is an anode and the second electrode is a cathode. In another embodiment, the first electrode is a cathode and the second electrode is an anode.

[0477] In another embodiment, the organic light-emitting device may be an organic light-emitting device of a normal type structure in which an anode, one or more organic layers, and a cathode are sequentially stacked on a substrate.

[0478] In another embodiment, the organic light-emitting device may be an inverted type organic light-emitting device in which a cathode, one or more organic layers, and an anode are sequentially stacked on a substrate.

[0479] The organic light-emitting device of the present invention can be stacked in a structure such as the example below.

[0480] (1) Anode / hole transport layer / emissive layer / cathode

[0481] (2) Anode / hole injection layer / hole transport layer / emissive layer / cathode

[0482] (3) Anode / hole injection layer / hole buffer layer / hole transport layer / emissive layer / cathode

[0483] (4) Anode / hole transport layer / emissive layer / electron transport layer / cathode

[0484] (5) Anode / hole transport layer / emissive layer / electron transport layer / electron injection layer / cathode

[0485] (6) Anode / hole injection layer / hole transport layer / emissive layer / electron transport layer / cathode

[0486] (7) Anode / hole injection layer / hole transport layer / emissive layer / electron transport layer / electron injection layer / cathode

[0487] (8) Anode / hole injection layer / hole buffer layer / hole transport layer / emissive layer / electron transport layer / cathode

[0488] (9) Anode / hole injection layer / hole buffer layer / hole transport layer / emissive layer / electron transport layer / electron injection layer / cathode

[0489] (10) Anode / hole transport layer / electron suppression layer / emissive layer / electron transport layer / cathode

[0490] (11) Anode / hole transport layer / electron suppression layer / emissive layer / electron transport layer / electron injection layer / cathode

[0491] (12) Anode / hole injection layer / hole transport layer / electron suppression layer / emissive layer / electron transport layer / cathode

[0492] (13) Anode / hole injection layer / hole transport layer / electron suppression layer / emissive layer / electron transport layer / electron injection layer / cathode

[0493] (14) Anode / hole transport layer / emissive layer / hole suppression layer / electron transport layer / cathode

[0494] (15) Anode / hole transport layer / emissive layer / hole suppression layer / electron transport layer / electron injection layer / cathode

[0495] (16) Anode / hole injection layer / hole transport layer / emissive layer / hole suppression layer / electron transport layer / cathode

[0496] (17) Anode / hole injection layer / hole transport layer / emissive layer / hole suppression layer / electron transport layer / electron injection layer / cathode

[0497] (18) Anode / hole injection layer / hole transport layer / electron suppression layer / emissive layer / hole blocking layer / electron injection layer and transport layer / cathode

[0498] In the above structure, the "electron transport layer / electron injection layer" may be replaced with an "electron injection and transport layer" or a "layer that performs electron injection and electron transport simultaneously."

[0499] In the above structure, the "hole injection layer / hole transport layer" can be replaced with a "hole injection and transport layer" or a "layer that performs hole injection and hole transport simultaneously."

[0500] The organic light-emitting device of the present specification may be manufactured using materials and methods known in the art, except that at least one layer of the organic layer comprises the polymer. Specifically, the organic light-emitting device may be formed using a coating composition in which at least one layer of the organic layer comprises the polymer.

[0501] For example, the organic light-emitting diode of the present specification can be manufactured by sequentially stacking an anode, an organic layer, and a cathode on a substrate. In this case, the device can be manufactured by forming an anode by depositing a metal, a conductive metal oxide, or an alloy thereof on a substrate using a physical vapor deposition (PVD) method such as sputtering or electron beam evaporation, forming an organic layer including a hole injection layer, a hole transport layer, an emitting layer, and an electron injection and transport layer thereon, and then depositing a material that can be used as a cathode thereon. In addition to this method, an organic light-emitting diode can be manufactured by sequentially depositing a cathode material, an organic layer, and an anode material on a substrate.

[0502] The present specification also provides a method for manufacturing an organic light-emitting device formed using the coating composition.

[0503] Specifically, in one embodiment of the present specification, the steps include preparing a substrate; forming a first electrode on the substrate; forming one or more organic layers on the first electrode; and forming a second electrode on the organic layers, wherein one or more of the organic layers are formed using the coating composition.

[0504] In one embodiment of the present specification, the organic layer formed using the coating composition is formed using spin coating.

[0505] In another embodiment, the organic layer formed using the coating composition is formed by a printing method.

[0506] In the context of this specification, the printing method may be, for example, inkjet printing, nozzle printing, offset printing, transfer printing, or screen printing, but is not limited thereto.

[0507] The coating composition according to one embodiment of the present specification is suitable for a solution process due to its structural characteristics and can be formed by a printing method, thus providing economic benefits in terms of time and cost during the manufacture of the device.

[0508] In one embodiment of the present specification, the step of forming an organic layer formed using the coating composition comprises: a step of coating the coating composition on the first electrode; and a step of heat-treating or photo-treating the coated coating composition.

[0509] In another embodiment, the heat treatment time in the heat treatment step may be within 1 hour. Specifically, it may be within 30 minutes.

[0510] In one embodiment of the present specification, the atmosphere for heat-treating the organic layer formed using the coating composition is preferably an inert gas atmosphere such as argon or nitrogen.

[0511] When an organic layer formed using the above coating composition is formed including a heat treatment or phototreatment step, its resistance to solvents increases, allowing for the formation of multiple layers by repeatedly performing solution deposition and crosslinking methods, and increasing stability, thereby increasing the lifespan characteristics of the device.

[0512] In one embodiment of the present specification, the anode material is preferably a material with a large work function so that hole injection into the organic layer can be smooth. Specific examples of anode materials that can be used in the present invention include metals such as vanadium, chromium, copper, zinc, and gold, or alloys thereof; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); combinations of metal and oxide such as ZnO:Al or SnO2:Sb; and conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylene-1,2-dioxy)thiophene] (PEDOT), polypyrrole, and polyaniline, but are not limited thereto.

[0513] In one embodiment of the present specification, the cathode material is preferably a material having a small work function to facilitate electron injection into an organic layer. Specific examples of the cathode material include metals such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, and lead, or alloys thereof; multilayer materials such as LiF / Al or LiO2 / Al, but are not limited thereto.

[0514] In one embodiment of the present specification, the hole injection layer is a layer that injects holes from an electrode. The hole injection material used in the hole injection layer preferably has the ability to transport holes and has an excellent hole injection effect on the anode, anode material, emissive layer, and / or emissive material. In addition, the hole injection material is preferably a compound that prevents excitons generated in the emissive layer from moving to the electron injection layer or electron injection material and has excellent thin film formation ability. In addition, the HOMO (highest occupied molecular orbital) of the hole injection material is preferably between the work function of the anode material and the HOMO of the surrounding organic layer. Specific examples of hole injection materials include metal porphyrins, oligothiophenes, arylamine-based organic materials, hexanitrile-hexaazatriphenylene-based organic materials, quinacridone-based organic materials, perylene-based organic materials, anthraquinones, and polyaniline and polythiophene-based conductive polymers, but are not limited to these.

[0515] In one embodiment of the present specification, the hole transport layer is a layer that receives holes from a hole injection layer and transports the holes to an emitting layer. Suitable for use as a hole transport material in the hole transport layer is a material capable of receiving holes from an anode or a hole injection layer and transferring them to an emitting layer, and which has high mobility for holes. In one embodiment of the present specification, the hole transport layer comprises the polymer.

[0516] In one embodiment of the present specification, the light-emitting layer comprises an organic compound. The organic compound is a material capable of emitting light in the visible light region by receiving and combining holes and electrons from the hole transport layer and the electron transport layer, respectively, and is preferably a material having good quantum efficiency for fluorescence or phosphorescence. Specific examples include, but are not limited to, 8-hydroxy-quinoline aluminum complex (Alq3); carbazole-based compounds; dimerized styryl compounds; BAlq; 10-hydroxybenzoquinoline-metal compounds; compounds of the benzoxazole, benzthiazole, and benzimidazole series; poly(p-phenylenevinylene) (PPV) series polymers; spiro compounds; polyfluorene; rubrene, etc.

[0517] In one embodiment of the present specification, the light-emitting layer may include a host material and a dopant material. The host material may be a condensed aromatic ring derivative or a heterocyclic compound. For example, condensed aromatic ring derivatives include anthracene derivatives, pyrene derivatives, naphthalene derivatives, pentacene derivatives, phenanthrene compounds, fluoranthene compounds, etc., and heterocyclic compounds include carbazole derivatives, dibenzofuran derivatives, ladder-type furan compounds, pyrimidine derivatives, etc., but are not limited thereto. The dopant material may be an aromatic amine derivative, a strylamine compound, a boron complex, a fluoranthene compound, a metal complex, etc. For example, aromatic amine derivatives are condensed aromatic ring derivatives substituted with substituted or unsubstituted arylamino groups, such as fluorene, benzofluorene, pyrene, anthracene, chrysene, periplantene, etc., substituted with arylamino groups, and styrylamine compounds are compounds in which at least one arylvinyl group is substituted on a substituted or unsubstituted arylamine, wherein one or more substituents selected from the group consisting of aryl groups, silyl groups, alkyl groups, cycloalkyl groups, and arylamino groups are substituted or unsubstituted. Specifically, styrylamine compounds include styrylamine, styryldiamine, styryltriamine, styryltetraamine, etc., but are not limited thereto. In addition, metal complexes include iridium complexes, platinum complexes, etc., but are not limited thereto.

[0518] In one embodiment of the present specification, the host material is an anthracene derivative, and the dopant material is a benzofluorene compound substituted with an arylamine group. Specifically, the host material is a deuterated anthracene derivative, and the dopant material is a bis(dialylamino)benzophiluurene compound.

[0519] In one embodiment of the present specification, the light-emitting layer comprises quantum dots. For example, the light-emitting layer may comprise a matrix resin and quantum dots, and the type and content of the quantum dots may be those known in the art.

[0520] In one embodiment of the present specification, the electron transport layer is a layer that receives electrons from the electron injection layer and transports them to the light-emitting layer. The electron transport material used in the electron transport layer is a material capable of effectively receiving electrons from the cathode and transferring them to the light-emitting layer, and is suitable for materials with high electron mobility. Specific examples include Al complexes of 8-hydroxyquinoline; complexes containing Alq3; organic radical compounds; and hydroxyflavone-metal complexes, but are not limited thereto. The electron transport layer can be used with any desired cathode material as used in the prior art. In particular, examples of suitable cathode materials are conventional materials having a low work function followed by an aluminum layer or a silver layer. Specifically, these are cesium, barium, calcium, ytterbium, and samarium, each followed by an aluminum layer or a silver layer.

[0521] In one embodiment of the present specification, the electron injection layer is a layer that injects electrons from an electrode and has the ability to transport electrons, has an excellent electron injection effect from the cathode, an excellent electron injection effect on the emitting layer or emitting material, prevents the movement of excitons generated in the emitting layer to the hole injection layer, and also has excellent thin film forming ability. Specifically, fluorenone, anthraquinodimethane, diphenoquinone, thiopyran dioxide, oxazole, oxadiazole, triazole, imidazole, perylenetetracarboxylic acid, preolenylidene methane, anthrone, bathocuproine (BCP), etc., their derivatives, metal complex compounds, and nitrogen-containing five-membered ring derivatives are used, but are not limited thereto.

[0522] In one embodiment of the present specification, the metal complex compound is 8-hydroxyquinolinato lithium, bis(8-hydroxyquinolinato)zinc, bis(8-hydroxyquinolinato)copper, bis(8-hydroxyquinolinato)manganese, tris(8-hydroxyquinolinato)aluminum, tris(2-methyl-8-hydroxyquinolinato)aluminum, tris(8-hydroxyquinolinato)gallium, bis(10-hydroxybenzo[h]quinolinato)beryllium, bis(10-hydroxybenzo[h]quinolinato)zinc, bis(2-methyl-8-quinolinato)chlorogallium, bis(2-methyl-8-quinolinato)(o-cresolato)gallium, Examples include bis(2-methyl-8-quinolinato)(1-naphtolato)aluminum, bis(2-methyl-8-quinolinato)(2-naphtolato)gallium, but are not limited thereto.

[0523] In one embodiment of the present specification, the hole blocking layer is a layer that prevents holes from reaching the cathode and can generally be formed under the same conditions as the hole injection layer. Specifically, the hole blocking layer may use oxadiazole derivatives, triazole derivatives, phenanthroline derivatives, BCP, aluminum complexes, etc., but is not limited thereto.

[0524] In one embodiment of the present specification, an organic layer adjacent to a polymer represented by Formula 1, or a polymer comprising a unit represented by Formula 2 and a terminal group represented by Formula 5, such as a bank layer, comprises a compound having fluorine as a substituent.

[0525] For example, when a polymer represented by the above chemical formula 1 is included in a hole transport layer, a bank layer adjacent to the hole transport layer (e.g., one or more of a hole injection layer and a light-emitting layer) contains fluorine.

[0526] As described above, when an organic layer containing a polymer represented by Chemical Formula 1, or a polymer containing a unit represented by Chemical Formula 2 and a terminal group represented by Chemical Formula 5, and an adjacent layer containing fluorine, the dipole moment changes due to the fluorine, so there is an effect of forming a uniform layer.

[0527] The organic light-emitting device according to the present specification may be a front-emitting type, a back-emitting type, or a double-sided emitting type depending on the material used.

[0528] Hereinafter, to specifically explain this specification, examples will be described in detail. However, the embodiments according to this specification may be modified in various different forms, and the scope of this application is not to be interpreted as being limited to the embodiments described below. The embodiments of this application are provided to more completely explain this specification to those with average knowledge in the art.

[0529] < Synthetic example >

[0530] Synthetic example 1. Preparation of Polymer 1-1

[0531]

[0532] (1) Preparation of compound A-1

[0533] Compound q-1 (50.0 g, 1.00 eq), compound q-2 (65.2 g, 1.35 eq), potassium carbonate (K2CO3) (78.7 g, 2.5 eq), and bis(tri-tert-butylphosphine)palladium (0) (1.74 g, 0.015 eq) were added to a round flask equipped with a condenser, and then tetrahydrofuran (THF) (500 mL) and distilled water (300 mL) were added, respectively, and the temperature was raised to 60°C and stirred for 6 hours. After stopping the reaction by adding distilled water, the organic solvent was extracted and concentrated under reduced pressure to prepare liquid compound A-1 (50.1 g).

[0534] (2) Preparation of Compound B-1

[0535] Compound A-2 (41.0 g, 1.00 eq) and the previously prepared Compound A-1 (50.0 g, 3.0 eq) were dissolved in xylene (200 mL) in a round-bottom flask equipped with a condenser. Once completely dissolved, sodium tert-butoxide (40.0 g, 5.00 eq) and bis(tri-tert-butylphosphine)palladium (0) (2.1 g, 0.05 eq) were added, and the mixture was refluxed at 120°C for 3 hours. After terminating the reaction by adding distilled water, the organic solvent was extracted with ethyl acetate and distilled water, and the mixture was precipitated with toluene and hexane to produce Compound B-1, a white solid.

[0536] (3) Preparation of Compound C-1

[0537] In a round-bottom flask equipped with a condenser, the previously prepared compound B-1 (15.1 g, 1.00 eq), 4-bromo-4'-iodo-1,1'-biphenyl (13.16 g, 2.50 eq), and sodium tert-butoxide (7.0 g, 5.00 eq) were dissolved in toluene (200 mL). Once completely dissolved, tris(dibenzylideneacetone)dipalladium (0) (0.67 g, 0.05 eq) and 1,1'-bis(diphenylphosphino)ferrocene (0.81 g, 0.10 eq) were added, and the mixture was refluxed at 90°C for 8 hours. After terminating the reaction by adding distilled water, the organic solvent was extracted with ethyl acetate and distilled water, and compound C-1 with 99.7% purity was prepared by column chromatography.

[0538] (4) Preparation of Compound D-1

[0539] In a round-bottom flask equipped with a condenser, 10.00 g (1.00 eq) of the previously prepared compound C-1, 14 g (2.00 eq) of bis(pinacolato)diboron, and 1.60 g (3.00 eq) of potassium tert-butoxide were dissolved in 200 mL of toluene. Once completely dissolved, 0.20 g (0.04 eq) of [1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) (Pd(dppf))) was added, and the mixture was refluxed at 90°C for 8 hours. After terminating the reaction with DI water, the organic solvent was extracted with ethyl acetate and distilled water, and compound D-1 with 99.3% purity was prepared through column chromatography.

[0540] (5) Preparation of polymer 1-1

[0541]

[0542] Compound D-1 (0.765 mmol), 4,4''-dibromo-5'-(4-bromophenyl)-1,1':3',1''-terphenyl (0.158 mmol), and 4-bromo-4'-propyl-1,1'-biphenyl (0.369 mmol) were placed in a round flask and dissolved in toluene (11 mL) to prepare the first solution.

[0543] Bis(1,5-cyclooctadiene)nickel (0) (2.42 mmol) was added to a 50 mL Schlenk tube. 2,2'-dipyridyl (2.42 mmol) and 1,5-cyclooctadiene (2.42 mmol) were added to a scintillation vial and dissolved in N,N'-dimethylformamide (5.5 mL) and toluene (11 mL) to prepare a second solution.

[0544] The second solution was added to a Schlenk tube and stirred at 50°C for 30 minutes. The first solution was additionally added to a Schlenk tube and stirred at 50°C for 3 hours. After stopping the reaction by slowly adding HCl and methanol (methanol:HCl = 95:5 (v:v)), the mixture was stirred for 45 minutes, and the resulting solid was filtered. The dried solid was dissolved in toluene (1% wt / v) and purified by passing it through a column containing silica gel and basic aluminum oxide (6 g each). The obtained toluene solution was triturated with acetone to prepare polymer 1-1.

[0545] Synthetic example 2. Preparation of Polymer 2-1

[0546]

[0547] Polymer 2-1 was prepared in the same manner as the method of preparing Synthesis Example 1, except that 3,3''-dibromo-5'-(3-bromophenyl)-1,1':3',1''-terphenyl was used instead of 4,4''-dibromo-5'-(4-bromophenyl)-1,1':3',1''-terphenyl in (5) of Synthesis Example 1 above.

[0548] Synthetic example 3. Preparation of Polymer 3-1

[0549]

[0550] Polymer 3-1 was prepared using the same method as the preparation method of Synthesis Example 1, except that 1,3,5-tribromobenzene was used instead of 4,4''-dibromo-5'-(4-bromophenyl)-1,1':3',1''-terphenyl in (5) of Synthesis Example 1 above.

[0551] Synthetic example 4: Preparation of Polymer 4-1

[0552]

[0553] Polymer 4-1 was prepared using the same method as the preparation method of Synthesis Example 1, except that tris(4-bromophenyl)(phenyl)silane was used instead of 4,4''-dibromo-5'-(4-bromophenyl)-1,1':3',1''-terphenyl in (5) of Synthesis Example 1 above.

[0554] Synthetic example 5: Preparation of Polymer 5-1

[0555]

[0556] Polymer 5-1 was prepared using the same method as the preparation method of Synthesis Example 1, except that tetrakis(4-bromophenyl)silane was used instead of 4,4''-dibromo-5'-(4-bromophenyl)-1,1':3',1''-terphenyl in (5) of Synthesis Example 1 above.

[0557] Synthetic example 6: Preparation of Polymer 6-1

[0558]

[0559] Polymer 6-1 was prepared using the same method as the preparation method of Synthesis Example 1, except that tris(4-bromophenyl)amine was used instead of 4,4''-dibromo-5'-(4-bromophenyl)-1,1':3',1''-terphenyl in (5) of Synthesis Example 1 above.

[0560] Synthetic example 7. Preparation of Polymer 1-2

[0561]

[0562] (1) Preparation of compound A-3

[0563] Compound A-3 was prepared by synthesizing and purifying in the same manner as in Synthesis Example 1 (1), except that compound q-3 was used instead of compound q-2 in (1) of Synthesis Example 1.

[0564] (2) Preparation of Compound B-2

[0565] Compound B-2 was prepared by synthesizing and purifying in the same manner as in Synthesis Example 1 (2), except that compound A-3 was used instead of compound A-1 in Synthesis Example 1 (2).

[0566] (3) Preparation of Compound C-2

[0567] Compound C-2 was prepared in the same manner as in Synthesis Example 1 (3), except that compound B-2 was used instead of compound B-1 in Synthesis Example 1 (3).

[0568] (4) Preparation of Compound D-2

[0569] 10.00 g (1.00 eq) of compound C-2, 14 g (2.00 eq) of bis(pinacolato)diboron, and 1.60 g (3.00 eq) of potassium tert-butoxide were dissolved in 200 mL of toluene in a round-bottom flask equipped with a condenser. Once completely dissolved, 0.20 g (0.04 eq) of [1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) (Pd(dppf))) was added, and the mixture was refluxed at 90°C for 8 hours. After terminating the reaction with DI water, the organic solvent was extracted with ethyl acetate and distilled water, and compound D-2 with 99.3% purity was prepared through column chromatography.

[0570] (5) Preparation of polymer 1-2

[0571]

[0572] Polymer 1-2 was prepared in the same manner as in Synthesis Example 1 (5), except that compound D-2 was used instead of compound D-1 in Synthesis Example 1 (5).

[0573] Synthetic example 8: Polymer 2-2 of manufacturing

[0574]

[0575] Polymer 2-2 was prepared in the same manner as Synthesis Example 2, except that compound D-2 was used instead of compound D-1 in Synthesis Example 2.

[0576] Synthetic example 9: Preparation of Polymer 3-2

[0577]

[0578] Polymer 3-2 was prepared in the same manner as Synthesis Example 3, except that compound D-2 was used instead of compound D-1 in Synthesis Example 3.

[0579] Synthetic example 10: Preparation of Polymer 4-2

[0580]

[0581] Polymer 4-2 was prepared in the same manner as Synthesis Example 4, except that compound D-2 was used instead of compound D-1 in Synthesis Example 4.

[0582] Synthetic example 11: Preparation of Polymer 5-2

[0583]

[0584] Polymer 5-2 was prepared in the same manner as Synthesis Example 5, except that compound D-2 was used instead of compound D-1 in Synthesis Example 5.

[0585] Synthetic example 12: Preparation of Polymer 6-2

[0586]

[0587] Polymer 6-2 was prepared using the same method as the preparation method of Synthesis Example 6, except that compound D-2 was used instead of compound D-1 in Synthesis Example 6 above.

[0588] comparison Synthetic example 1. Preparation of Comparative Polymer Q

[0589]

[0590] Polymer Q was prepared in the same manner as in Synthesis Example 1 (5), except that compound Q-1 was used instead of compound D-1 in Synthesis Example 1 (5).

[0591] The polymers synthesized in Synthesis Examples 1 to 12 and Comparative Synthesis Examples were confirmed to have been synthesized by measuring their molecular weight through GPC.

[0592] < Experimental Example 1> Molecular weight measurement

[0593] Experimental Example 1-1.

[0594] The number average molecular weight (Mn), weight average molecular weight (Mw), and molecular weight distribution (PDI) of polymer 1-1 prepared in Synthesis Example 1 were measured using GPC (Agilent, PLgel HFIPGEL column).

[0595] The molecular weight distribution was calculated using the following equation (1).

[0596] Equation (1): PDI = Weight-average molecular weight (Mw) / Number-average molecular weight (Mn)

[0597] Experimental Example 1-2 to 1-12.

[0598] The number average molecular weight (Mn), weight average molecular weight (Mw), and molecular weight distribution (PDI) were measured in the same manner as in Experimental Example 1-1, except that the polymer of Table 1 below was used instead of polymer 1-1 in Experimental Example 1-1.

[0599] Comparative example 1-1.

[0600] The number average molecular weight (Mn), weight average molecular weight (Mw), and molecular weight distribution (PDI) were measured in the same manner as in Experimental Example 1-1, except that the polymer of Table 1 below was used instead of polymer 1-1 in Experimental Example 1-1.

[0601] The GPC results measured in Experimental Examples 1-1 to 1-12 and Comparative Example 1-1 above are shown in Table 1 below.

[0602] polymer a1:b1:e1(moll ratio) Mn Mw PDI Experimental Example 1-1 Polymer 1-1 52.8 : 18.4 : 28.8 32,000 100,000 3.13 Experimental Example 1-2 Polymer 2-1 55.3 : 19.1 : 25.6 35,000 98,000 2.80 Experimental Example 1-3 Polymer 3-1 54.1 : 18.8 : 27.1 39,000 111,000 2.85 Experimental Example 1-4 Polymer 4-1 52.3 : 18.4 : 29.3 38,000 124,000 3.26 Experimental Example 1-5 Polymer 5-1 57.0 : 17.6 : 25.4 39,000 105,000 2.69 Experimental Example 1-6 Polymer 6-1 53.3 : 18.3 : 28.4 30,000 110,000 3.67 Experimental Example 1-7 Polymer 1-2 53.1 : 19.5 : 27.4 32,000 96,000 3.00 Experimental Example 1-8 Polymer 2-2 51.0 : 19.5 : 29.5 35,000 102,000 2.91 Experimental Example 1-9 Polymer 3-2 58.2 : 17.1 : 24.7 39,000 105,000 2.69 Experimental Example 1-10 Polymer 4-2 57.6 : 17.8 : 24.6 38,000 100,000 2.63 Experimental Example 1-11 Polymer 5-2 53.2 : 19.1 : 27.7 39,000 121,000 3.10 Experimental Example 1-12 Polymer 6-2 55.5 : 18.0 : 26.5 30,000 98,000 3.27 Comparative Example 1-1 Polymer Q 53.7 : 18.3 : 28.0 27,000 143,000 5.30

[0603] Experimental Example 2. Measurement of thin film retention rate

[0604] Experimental Example 2-1.

[0605] Coating composition 1 was prepared by dissolving polymer 1-1 prepared in Synthesis Example 1 above in toluene at a concentration of 2 wt%.

[0606] Comparative example 2-1.

[0607] The following compound C-1 prepared in (3) of Synthesis Example 1 above was dissolved in toluene at a concentration of 2 wt% to prepare coating composition 2.

[0608]

[0609] The above coating compositions 1 and 2 were each spin-coated onto glass to form thin films, and then UV-vis absorption was measured. The thin films were then immersed in cyclohexanone for 3 minutes, dried, and UV-vis absorption was measured. The thin film retention rate was confirmed by comparing the magnitude of the maximum peak of UV absorption before and after immersion.

[0610] Figure 3 is a figure showing the experimental results of the film retention rate of a thin film formed with coating composition 1.

[0611] Figure 4 is a figure showing the experimental results of the film retention rate of a thin film formed with coating composition 2.

[0612] In Figures 3 and 4, (a) is the result of UV measurement immediately after forming the thin film (before immersing in cyclohexanone for 3 minutes), and (b) is the result of UV measurement after immersing the thin film in cyclohexanone for 3 minutes.

[0613] Through FIG. 3, it can be confirmed that the thin film formed with coating composition 1 has a thin film retention rate of 100%. That is, it can be confirmed that the polymer according to one embodiment of the present specification has excellent solvent resistance.

[0614] On the other hand, as shown in Fig. 4, it can be seen that the thin film formed with coating composition 2 has a high thin film loss rate. That is, it can be seen that compound C-1 (monomer) has no solvent resistance.

[0615] Experimental Example 3. Fabrication of Organic Light-Emitting Devices

[0616] Experimental Example 3-1.

[0617] (1) Materials

[0618] The dopant used was a bis(diarylamino)benzofluorene compound described in US8,465,848B2.

[0619] HIL used the material described in US 7,351,358B2. Specifically, a hole injection material prepared from an aqueous dispersion of an electrically conductive polymer and a polymeric fluorinated sulfonic acid was used.

[0620] The host used the deuterated anthracene compound described in WO2011-028216A1.

[0621] (2) Fabrication of devices

[0622] A glass substrate coated with a thin film of indium tin oxide (ITO) to a thickness of 1,500 Å was placed in distilled water containing detergent and cleaned using ultrasound. Fischer Co. products were used as the detergent, and distilled water that had been filtered twice using a Millipore Co. filter was used. After cleaning the ITO for 30 minutes, ultrasonic cleaning was performed for 10 minutes, repeating the process twice with distilled water. After the distilled water cleaning was finished, the substrate was ultrasonically cleaned with a solvent of isopropyl alcohol and acetone and dried; subsequently, the substrate was cleaned for 5 minutes and then dried.

[0623] Immediately before fabricating the device, the cleaned and patterned ITO was treated with UV ozone for 10 minutes. After ozone treatment, an aqueous dispersion of HIL was spin-coated onto the ITO surface, and the solvent was removed through heat treatment to form a hole injection layer approximately 40 nm thick. A toluene solution containing 1.5 wt% of the polymer 1-1 prepared in Synthesis Example 1 was spin-coated onto the hole injection layer formed above, and the solvent was removed through heat treatment to form a hole transport layer approximately 100 nm thick. A methyl benzoate solution containing a host and a dopant (host:dopant = 93:7 (wt%)) dissolved at a concentration of 2.0 wt% was spin-coated onto the hole transport layer to form an emissive layer approximately 100 nm thick. Subsequently, after transferring to a vacuum deposition machine, BCP was vacuum-deposited to a thickness of 35 nm onto the emissive layer to form an electron injection and transport layer. A cathode was formed by sequentially depositing LiF with a thickness of 1 nm and aluminum with a thickness of 100 nm on the electron injection and transport layers.

[0624] In the above process, the deposition rate of lithium fluoride on the cathode was maintained at 0.3 Å / sec, and that of aluminum at 2 Å / sec, and the vacuum level during deposition was 2 × 10 -7 torr to 5 x 10 -6 maintained torr.

[0625] Experimental Example 3-2 to 3-12.

[0626] An organic light-emitting diode was prepared in the same manner as in Experimental Example 3-1, except that the polymer of Table 2 below was used instead of polymer 1-1 in Experimental Example 3-1.

[0627] Comparative example 3-1.

[0628] An organic light-emitting diode was prepared in the same manner as in Experimental Example 3-1, except that the polymer of Table 2 below was used instead of polymer 1-1 in Experimental Example 3-1.

[0629] For the organic light-emitting devices prepared in Experimental Examples 3-1 to 3-12 and Comparative Example 3-1 above, 10 mA / cm 2 The results of measuring performance at the current density are shown in Table 2 below.

[0630] In Table 2 below, the external quantum efficiency was calculated as (number of emitted photons) / (number of injected charge carriers), the color coordinates below are x and y coordinates according to the CIE chromaticity diagram (Commission Internationale de L'Eclairage, 1931), and CE / CIEy is the value obtained by dividing the luminous efficiency (cd / A) by the color coordinate (y) value.

[0631] The transport layer of the air force Driving voltage (V) Luminous efficiency (cd / A) Power efficiency (lm / W) External Quantum Efficiency (QE) (%) Luminance (cd / m²) 2 ) Color coordinates (x) Color coordinates (y) CE / CIEy Experimental Example 3-1 Polymer 1-1 4.66 4.37 2.95 6.80 436.94 0.135 0.077 56.54 Experimental Example 3-2 Polymer 2-1 4.91 4.49 2.87 7.00 448.92 0.135 0.077 58.22 Experimental Example 3-3 Polymer 3-1 4.77 4.37 2.87 6.93 436.71 0.135 0.075 58.24 Experimental Example 3-4 Polymer 4-1 4.63 4.26 2.89 6.86 425.94 0.136 0.073 58.11 Experimental Example 3-5 Polymer 5-1 5.02 4.91 3.07 5.96 490.63 0.138 0.103 47.75 Experimental Example 3-6 Polymer 6-1 5.22 4.70 2.83 5.67 469.50 0.139 0.103 45.44 Experimental Example 3-7 Polymer 1-2 4.53 4.85 3.36 5.91 485.43 0.138 0.103 47.34 Experimental Example 3-8 Polymer 2-2 5.00 4.85 3.05 6.01 484.88 0.139 0.100 48.66 Experimental Example 3-9 Polymer 3-2 4.87 5.63 3.63 7.63 563.25 0.119 0.105 53.50 Experimental Example 3-10 Polymer 4-2 5.02 5.33 3.34 7.58 533.20 0.120 0.098 54.41 Experimental Example 3-11 Polymer 5-2 4.81 5.20 3.40 7.80 520.33 0.122 0.092 57.28 Experimental Example 3-12 Polymer 6-2 4.78 5.27 3.46 8.68 526.90 0.126 0.078 67.38 Comparative Example 3-1 Polymer Q 7.81 1.21 0.49 1.41 121.05 0.150 0.107 11.31

[0632] As shown in Table 2 above, it was confirmed that the organic light-emitting diodes (Experimental Examples 3-1 to 3-12) to which the polymer according to the present invention is applied have a lower driving voltage and improved efficiency compared to the organic light-emitting diodes to which other polymers are applied (Comparative Example 3-1). Although preferred embodiments (hole transport layers) of the present invention have been described above, the present invention is not limited thereto and can be implemented with various modifications within the scope of the claims and the detailed description of the invention, and such modifications also fall within the scope of the invention. Explanation of the symbols

[0633] 1: Substrate 2: Anode 3: Emitting layer 4: Cathode 5: Hole injection layer 6: Precision Transport Layer 7: Electron injection and transport layer

Claims

Claim 1 Polymer represented by the following chemical formula 1: [Chemical Formula 1] In the above Chemical Formula 1, A1 is represented by the following Chemical Formula 2-1 or 2-2, B1 is represented by the following Chemical Formula 3, C1 is a substituted or unsubstituted arylene group; or a substituted or unsubstituted divalent heterocyclic group, E1 and E2 are the same or different from each other and are each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted arylamine group; a substituted or unsubstituted siloxane group; a crosslinkable group; or a combination thereof, and a, b, and c are each mole fractions, where a is 0 <a≤1의 실수이고,b는 0≤b<1의 실수이며,c는 0≤c<1의 실수이고,a+b+c는 1이며,[화학식 2-1] [Chemical Formula 2-2] In the above chemical formulas 2-1 and 2-2, Ar1 and Ar2 are the same or different from each other and are each independently a substituted or unsubstituted arylene group; R1 to R3 are the same or different from each other and are each independently hydrogen; deuterium; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heterocyclic group; a substituted or unsubstituted arylamine group; or a substituted or unsubstituted siloxane group, and at least one of R1 to R3 is an alkyl group; and R6 to R13 are the same or different from each other and are each independently hydrogen; deuterium; a halogen group; or substituted or unsubstituted alkyl groups, n1 to n3 are each integers from 1 to 4, and if n1 to n3 are each 2 or more, the substituents in each parenthesis are the same or different from each other, m1 to m4 are each integers from 1 to 3, and if m1 to m4 are each 2 or more, the structures in each parenthesis are the same or different from each other, n6, n7, and n10 to n13 are each integers from 1 to 4, and if n6, n7, and n10 to n13 are each 2 or more, the substituents in each parenthesis are the same or different from each other, n8 and n9 are each integers from 1 to 5, and if n8 ​​and n9 are each 2 or more, the substituents in each parenthesis are the same or different from each other, * is an attachment site in the polymer, [Chemical Formula 3] In the above chemical formula 3, m is an integer of 3 or 4, where m is 3, Z is CRa; SiRa; N; or a trivalent substituted or unsubstituted aryl group, where m is 4, Z is C; Si; or a tetravalent substituted or unsubstituted aryl group, Ra is hydrogen; deuterium; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group, Y is a direct bond; a substituted or unsubstituted alkylene group; or a substituted or unsubstituted arylene group, where Y is a direct bond; or a substituted or unsubstituted alkylene group, Z is a trivalent or tetravalent substituted or unsubstituted aryl group, and * is an attachment site in the polymer. Claim 2 A polymer according to claim 1, wherein E1 and E2 are the same or different from each other and each independently comprises a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; a crosslinkable group; or a combination thereof. Claim 3 The polymer according to claim 1, wherein E1 and E2 are the same or different from each other and each independently has a crosslinkable group; or is any one of the following structures: In the above structure, R40 to R42 are the same or different from each other and are each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heterocyclic group; or a crosslinking group, L40 is a direct bond; a substituted or unsubstituted alkylene group; or a substituted or unsubstituted arylene group, i1 is an integer from 1 to 10, j1 and j3 are each integers from 1 to 5, j2 is an integer from 1 to 4, if i1 is 2 or more, 2 or more L40s are the same or different from each other, if j1 to j3 are each 2 or more, the substituents in each parentheses are the same or different from each other, and * is an attachment point in the polymer. Claim 4 A unit represented by the following chemical formula 2-1 or 2-2; and a polymer comprising a terminal group represented by the following chemical formula 5: [Chemical Formula 2-1] [Chemical Formula 2-2] [Chemical Formula 5] In the above chemical formulas 2-1, 2-2 and 5, Ar1 and Ar2 are the same or different from each other and are each independently a substituted or unsubstituted arylene group; R1 to R3 are the same or different from each other and are each independently hydrogen; deuterium; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heterocyclic group; a substituted or unsubstituted arylamine group; or a substituted or unsubstituted siloxane group, and at least one of R1 to R3 is an alkyl group; and R6 to R13 are the same or different from each other and are each independently hydrogen; deuterium; a halogen group; or is a substituted or unsubstituted alkyl group, n1 to n3 are each integers from 1 to 4, and if n1 to n3 are each 2 or more, the substituents in each parenthesis are the same or different from each other, m1 to m4 are each integers from 1 to 3, and if m1 to m4 are each 2 or more, the structures in each parenthesis are the same or different from each other, n6, n7 and n10 to n13 are each integers from 1 to 4, and if n6, n7 and n10 to n13 are each 2 or more, the substituents in each parenthesis are the same or different from each other, n8 and n9 are each integers from 1 to 5, and if n8 ​​and n9 are each 2 or more, the substituents in each parenthesis are the same or different from each other, E is hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; A substituted or unsubstituted arylamine group; a substituted or unsubstituted siloxane group; a crosslinking group; or a combination thereof, and is an attachment site within the polymer. Claim 5 The polymer of claim 4, wherein the polymer further comprises a unit represented by the following chemical formula 3: [Chemical Formula 3] In the above chemical formula 3, m is an integer of 3 or 4, where m is 3, Z is CRa; SiRa; N; or a trivalent substituted or unsubstituted aryl group, where m is 4, Z is C; Si; or a tetravalent substituted or unsubstituted aryl group, Ra is hydrogen; deuterium; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group, Y is a direct bond; a substituted or unsubstituted alkylene group; or a substituted or unsubstituted arylene group, where Y is a direct bond; or a substituted or unsubstituted alkylene group, Z is a trivalent or tetravalent substituted or unsubstituted aryl group, and * is an attachment site in the polymer. Claim 6 The polymer of claim 4, wherein the polymer further comprises a unit represented by the following chemical formula 4: [Chemical Formula 4] In the above chemical formula 4, C1 is a substituted or unsubstituted arylene group; or a substituted or unsubstituted divalent heterocyclic group, and * is an attachment site in the polymer. Claim 7 In claim 4, the polymer wherein E is a crosslinkable group; or any one of the following structures: In the above structure, R40 to R42 are the same or different from each other and are each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heterocyclic group; or a crosslinking group, L40 is a direct bond; a substituted or unsubstituted alkylene group; or a substituted or unsubstituted arylene group, i1 is an integer from 1 to 10, j1 and j3 are each integers from 1 to 5, j2 is an integer from 1 to 4, if i1 is 2 or more, 2 or more L40s are the same or different from each other, if j1 to j3 are each 2 or more, the substituents in each parentheses are the same or different from each other, and * is an attachment point in the polymer. Claim 8 delete Claim 9 A polymer according to any one of claims 1, 2, 3 and 5, wherein Formula 3 is represented by any one of the following Formulas 3-1 to 3-4: [Formula 3-1] [Chemical Formula 3-2] [Chemical Formula 3-3] [Chemical Formula 3-4] In the above chemical formulas 3-1 to 3-4, Z1 is CRa; SiRa; N; or a trivalent substituted or unsubstituted aryl group; Z2 and Z3 are the same or different from each other and are each independently C; Si; or a tetravalent substituted or unsubstituted aryl group; L10 is a direct bond; or a substituted or unsubstituted arylene group; Ra is hydrogen; deuterium; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group; and R20 to R30 are the same or different from each other and are each independently hydrogen; deuterium; a halogen group; a cyano group; an alkoxy group; an aryloxy group; a fluoroalkoxy group; a siloxane group; a substituted or unsubstituted amine group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heterocyclic group; or are crosslinkable groups, and adjacent groups can bond with each other to form a ring, k1 is an integer from 1 to 4, k2 is an integer from 1 to 5, if k1 is 2 or more, the substituents in parentheses are the same or different from each other, if k2 is 2 or more, the substituents in parentheses are the same or different from each other, and * is an attachment site in the polymer. Claim 10 A polymer according to any one of claims 1 to 7, wherein the polymer is one of the following structures: In the above structure, a1 is 0 <a1<1의 실수이고, b1은 0≤b1<1의 실수이며, e1은 0<e1<1의 실수이고, a1+b1+e1은 1이다. Claim 11 An organic light-emitting device comprising: a first electrode; a second electrode; and one or more organic layers provided between the first electrode and the second electrode, wherein one or more of the organic layers comprise a polymer according to any one of claims 1 to 7. Claim 12 An organic light-emitting device according to claim 11, wherein the organic layer comprising the polymer is a hole injection layer, a hole transport layer, or a layer that performs both hole injection and hole transport simultaneously.

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