Polymer and organic light emitting element using the same

Abstract

The present specification relates to a polymer comprising: a first unit represented by Chemical Formula 1; a second unit represented by Chemical Formula 1 and different from the first unit; a third unit represented by Chemical Formula 2; and an end group represented by Chemical Formula 3, and an organic light emitting device using the same.

Description

Technical Field

[0001] This application claims priority and benefit to Korean Patent Application Nos. 10-2021-0095599 and 10-2021-0095600, filed with the Korean Intellectual Property Office on July 21, 2021, the entire contents of which are incorporated herein by reference.

[0002] This specification relates to polymers and organic light-emitting devices formed using them. Background Technology

[0003] Organic light emission is one example of converting electric current into visible light through internal processes of specific organic molecules. The principle of organic light emission is as follows: When an organic material layer is placed between a positive and a negative electrode, if a current is applied between the two electrodes, electrons and holes are injected into the organic material layer from the negative and positive electrodes, respectively. The injected electrons and holes recombine to form excitons, which then fall back to the ground state and emit light. Organic electroluminescent devices utilizing this principle typically consist of a negative electrode, a positive electrode, and an organic material layer disposed therebetween (e.g., an organic material layer including a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, and an electron injection layer).

[0004] Materials used in organic light-emitting devices are primarily pure organic materials or complex compounds in which organic materials and metals form complexes. Depending on their application, they can be classified as hole injection materials, hole transport materials, luminescent materials, electron transport materials, and electron injection materials. Here, organic materials with p-type properties (i.e., organic materials that are easily oxidized and have an electrochemically stable state during oxidation) are typically used as hole injection or hole transport materials. Simultaneously, organic materials with n-type properties (i.e., organic materials that are easily reduced and have an electrochemically stable state during reduction) are typically used as electron injection or electron transport materials. As luminescent materials, materials possessing both p-type and n-type properties are preferred, i.e., materials that are stable in both oxidized and reduced states, and materials with high luminescent efficiency in converting excitons into light when excitons are formed are also preferred.

[0005] In addition to those mentioned above, materials preferred for use in organic light-emitting devices also have the following properties.

[0006] First, materials preferred for organic light-emitting devices (OLEDs) possess excellent thermal stability. This is because Joule heating occurs due to charge movement within OLEDs. Currently, N,N'-bis(1-naphthyl)-N,N'-diphenyl-(1,1'-biphenyl)-4,4'-diamine (NPB), commonly used as a hole transport material, has a glass transition temperature of 100°C or lower, making it difficult to use in OLEDs requiring high currents.

[0007] Second, to obtain high-efficiency organic light-emitting devices (OLEDs) that can be driven at low voltages, it is necessary to facilitate the transfer of holes or electrons injected into the OLED to the emissive layer, while simultaneously preventing the released holes and electrons from the emissive layer. For this purpose, the materials used in OLEDs need to have appropriate band gaps and appropriate highest occupied molecular orbitals (HOMO) or lowest unoccupied molecular orbitals (LUMO) energy levels. Since poly(3,4-ethylenedioxythiophene)-doped poly(styrene sulfonic acid) (PEDOT:PSS) currently used as the hole transport material in OLEDs to be manufactured via solution application has a lower LUMO energy level than the organic materials used as the emissive layer material, it is difficult to manufacture OLEDs with high efficiency and long lifespan.

[0008] Furthermore, materials used in organic light-emitting devices (OLEDs) need to possess excellent chemical stability, excellent charge mobility, and excellent interfacial properties with electrodes or adjacent layers. Specifically, materials for OLEDs need to minimize deformation caused by moisture or oxygen. Additionally, materials for OLEDs need to have appropriate hole or electron mobility to achieve a balance between hole and electron densities in the emitting layer of the OLED, thereby maximizing exciton formation. Moreover, for device stability, materials for OLEDs need to improve their interface with electrodes containing metals or metal oxides.

[0009] In addition to those mentioned above, the materials used in organic light-emitting devices for solution processing need to have the following additional properties.

[0010] First, materials used in organic light-emitting devices need to be formed into a storable homogeneous solution. Because commercially available materials used in deposition methods have high crystallinity, they cannot dissolve well in solution, or even if they do form a solution, they tend to crystallize. This can lead to changes in the concentration gradient of the solution over time, potentially resulting in defective devices.

[0011] Second, the layer used in the solution process needs to be solvent-resistant and material-resistant to other layers. Therefore, materials that can form self-crosslinking polymers on the substrate by heat treatment or ultraviolet (UV) irradiation after the curing groups are introduced and the solution is applied, such as N4,N4'-di(naphthyl-1-yl)-N4,N4'-bis(4-vinylphenyl)biphenyl-4,4'-diamine (VNPB), or materials that can form polymers with sufficient resistance in subsequent processes, are preferred. Materials that are inherently solvent-resistant, such as hexaazabenzophenanthrene hexanitrile (HATCN), are also preferred.

[0012] Therefore, there is a need to develop organic materials in this field that meet the aforementioned requirements. Summary of the Invention

[0013] Technical issues

[0014] This specification provides information on polymers and organic light-emitting devices formed using them.

[0015] Technical solution

[0016] An exemplary embodiment of this specification provides a polymer comprising: a first unit represented by the following chemical formula 1; a second unit represented by the following chemical formula 1 and different from the first unit; a third unit represented by the following chemical formula 2; and an end group represented by the following chemical formula 3.

[0017] [Chemical Formula 1]

[0018]

[0019] [Chemical Formula 2]

[0020]

[0021] [Chemical Formula 3]

[0022] *-[E]

[0023] In chemical formulas 1 to 3,

[0024] L1, L3, and L4 may be identical or different from each other, and each is an independent direct bond; or a substituted or unsubstituted aryl group.

[0025] Ar1, Ar2, and L2 may be identical or different from each other, and each may be independently a substituted or unsubstituted aryl group.

[0026] R1 and R2 may be the same as or different from each other, and each is 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 arylamino group; or a substituted or unsubstituted siloxane group.

[0027] R10 and R11 may be the same as or different from each other, and each is independently a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heterocyclic group; or a substituted or unsubstituted arylamine group.

[0028] n1 and n2 are each integers from 1 to 4, and when n1 and n2 are each 2 or greater, the substituents in parentheses are either the same or different from each other.

[0029] m is an integer of 3 or 4.

[0030] When m is 3, Z is CRa; SiRa; N; or a substituted or unsubstituted trivalent aryl group.

[0031] When m is 4, Z is C; Si; or a substituted or unsubstituted tetravalent aryl group.

[0032] Ra represents hydrogen; deuterium; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group.

[0033] Y is a direct bond; a substituted or unsubstituted alkylene group; or a substituted or unsubstituted aryl group.

[0034] When Y is a direct bond or a substituted or unsubstituted alkylene group, Z is a substituted or unsubstituted trivalent or tetravalent aryl group.

[0035] E is hydrogen; deuterium; substituted or unsubstituted alkyl; substituted or unsubstituted silyl; substituted or unsubstituted aryl; substituted or unsubstituted arylamino; substituted or unsubstituted siloxane; substituted or unsubstituted heterocyclic group; crosslinkable group; or combinations thereof, and

[0036] * indicates a connection point in the polymer.

[0037] Another exemplary embodiment of this specification provides an organic light-emitting device comprising: a first electrode; a second electrode; and an organic material layer having one or more layers disposed between the first electrode and the second electrode, wherein one or more layers of the organic material layer comprise the polymer.

[0038] Beneficial effects

[0039] The polymer according to an exemplary embodiment of this specification can be readily tuned for electrical properties by simultaneously comprising a first unit and a second unit that are different from each other. Therefore, it exhibits an effect of improved hole mobility.

[0040] Furthermore, the polymer according to an exemplary embodiment of this specification can be applied to the organic material layer of an organic light-emitting device, and thus can improve the device's performance and lifetime characteristics. Specifically, the polymer according to an exemplary embodiment of this specification can be applied to the hole transport layer of an organic light-emitting device to improve the device's efficiency and / or lifetime. Attached Figure Description

[0041] Figure 1 and Figure 2 The diagram illustrates the structure of an organic light-emitting device according to some exemplary embodiments of this specification.

[0042] 1. Base

[0043] 2. Anode

[0044] 3. Emissive layer

[0045] 4. Cathode

[0046] 5. Hole injection layer

[0047] 6. Hole transport layer

[0048] 7. Electron Injection and Transport Layer Detailed Implementation

[0049] This instruction manual will be described in detail below.

[0050] This specification provides a polymer comprising: a first unit represented by the following chemical formula 1; a second unit represented by the following chemical formula 1 and different from the first unit; a third unit represented by the following chemical formula 2; and an end group represented by the following chemical formula 3.

[0051] [Chemical Formula 1]

[0052]

[0053] [Chemical Formula 2]

[0054]

[0055] [Chemical Formula 3]

[0056] *-[E]

[0057] In chemical formulas 1 to 3,

[0058] L1, L3, and L4 may be identical or different from each other, and each is an independent direct bond; or a substituted or unsubstituted aryl group.

[0059] Ar1, Ar2, and L2 may be identical or different from each other, and each may be independently a substituted or unsubstituted aryl group.

[0060] R1 and R2 may be the same as or different from each other, and each is 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 arylamino group; or a substituted or unsubstituted siloxane group.

[0061] R10 and R11 may be the same as or different from each other, and each is independently a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heterocyclic group; or a substituted or unsubstituted arylamine group.

[0062] n1 and n2 are each integers from 1 to 4, and when n1 and n2 are each 2 or greater, the substituents in parentheses are either the same or different from each other.

[0063] m is an integer of 3 or 4.

[0064] When m is 3, Z is CRa; SiRa; N; or a substituted or unsubstituted trivalent aryl group.

[0065] When m is 4, Z is C; Si; or a substituted or unsubstituted tetravalent aryl group.

[0066] Ra represents hydrogen; deuterium; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group.

[0067] Y is a direct bond; a substituted or unsubstituted alkylene group; or a substituted or unsubstituted aryl group.

[0068] When Y is a direct bond or a substituted or unsubstituted alkylene group, Z is a substituted or unsubstituted trivalent or tetravalent aryl group.

[0069] E is hydrogen; deuterium; substituted or unsubstituted alkyl; substituted or unsubstituted silyl; substituted or unsubstituted aryl; substituted or unsubstituted arylamino; substituted or unsubstituted siloxane; substituted or unsubstituted heterocyclic group; crosslinkable group; or combinations thereof, and

[0070] * indicates a connection point in the polymer.

[0071] In one exemplary embodiment of this specification, the polymer comprises a first unit and a second unit that are distinct from each other. When only the first unit or only the second unit is included, there is a problem that it is difficult to finely tune the electrical properties, because the electrical properties are determined solely by the first or second unit. In contrast, the polymer of this specification has the advantage that the electrical properties can be finely tuned by incorporating both the first and second units, which have different electrical properties. Therefore, compared to the case of only containing the first or second unit, the polymer according to an exemplary embodiment of this specification, comprising both the first and second units that are distinct from each other, exhibits an effect of improved hole mobility, and thus, can achieve the effect of improved efficiency and lifetime of the organic light-emitting device using the polymer.

[0072] In this specification, when a component (layer) is disposed "on" another component (layer), this includes not only the case where one component (layer) is in contact with another component (layer), but also the case where there is another component (layer) between the two components (layers).

[0073] In this specification, when a component “contains” a constituent element, unless otherwise specifically described, this does not mean that other constituent elements are excluded, but rather that other constituent elements may be contained.

[0074] In this specification, "mole fraction" means the ratio of the number of moles of a given component to the total number of moles of all components.

[0075] In this specification, "adjacent" groups may mean a substituent that substitutes for an atom directly bonded to the atom substituted by the corresponding substituent, a substituent spatially closest to the corresponding substituent, or another substituent that substitutes for the atom substituted by the corresponding substituent. For example, two substituents in the ortho position of a benzene ring and two substituents in an aliphatic ring that substitute for the same carbon atom can be interpreted as groups that are "adjacent" to each other.

[0076] In this specification, in a ring formed by bonding adjacent groups, "ring" means a substituted or unsubstituted hydrocarbon ring; or a substituted or unsubstituted heterocycle.

[0077] Unless otherwise defined herein, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention pertains. While methods and materials similar to or equivalent to those described herein may be used in practice or in testing of exemplary embodiments of the invention, suitable methods and materials are described below. All publications, patents, and other references mentioned herein are incorporated herein by reference in their entirety, and in the event of conflict, unless a specific paragraph is cited, the present invention (including definitions) shall prevail. Furthermore, materials, methods, and examples are exemplary only and are not intended to be restrictive.

[0078] Examples of substituents used in this specification will be described below, but are not limited thereto.

[0079] In this specification, "------" refers to a portion connected to another substituent or bonding portion.

[0080] In this specification, "*" indicates a connection point in the polymer.

[0081] The term "substitution" means that a hydrogen atom bonded to a carbon atom of a compound is replaced by another substituent, and there are no restrictions on the position to be substituted, as long as the position is where the hydrogen atom is substituted (i.e., the position where the substituent can be substituted), and when two or more are substituted, the two or more substituents can be the same as or different from each other.

[0082] In this specification, the term "substituted or unsubstituted" means substituted with one or more substituents selected from the group consisting of: deuterium; halogen groups; alkyl; cycloalkyl; alkoxy; aryloxy; amino; aryl; heterocyclic; and crosslinkable groups, substituted with two or more of the exemplified substituents linked together, or without substituents. For example, "substituents linked with two or more substituents" can be biphenyl. That is, biphenyl can also be aryl and can be interpreted as substituents linked with two phenyl groups.

[0083] Examples of substituents will be described below, but are not limited to.

[0084] Examples of halogen groups in this specification include fluorine (F), chlorine (Cl), bromine (Br), or iodine (I).

[0085] In this specification, alkyl groups can be straight-chain or branched, and their number of carbon atoms is not particularly limited, but is preferably from 1 to 60. According to one exemplary embodiment, the number of carbon atoms in the alkyl group is from 1 to 30. Specific examples of alkyl groups include, but are not limited to, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, etc.

[0086] In this specification, alkylene refers to a group having two bonding positions within an alkyl group, i.e., a divalent group. The above description of alkyl groups can be applied to alkylene groups, except that alkylene groups are divalent.

[0087] In this specification, the number of carbon atoms in the cycloalkyl group is not particularly limited, but is preferably from 3 to 60. According to one exemplary embodiment, the number of carbon atoms in the cycloalkyl group is from 3 to 30. Specific examples of cycloalkyl groups include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, etc.

[0088] In this specification, the alkoxy group can be straight-chain, branched, or cyclic. The number of carbon atoms in the alkoxy group is not particularly limited, but is preferably 1 to 30. Specific examples of alkoxy groups include, but are not limited to, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, tert-butoxy, sec-butoxy, n-pentoxy, neopentoxy, isopentoxy, n-hexyloxy, 3,3-dimethylbutoxy, 2-ethylbutoxy, n-octoxy, n-nonoxy, and n-decoxy.

[0089] In this specification, the amino group may be selected from -NH2; alkylamino; arylalkylamino; arylamino; arylheteroarylamino; alkylheteroarylamino; and heteroarylamino, and is not limited thereto. The number of carbon atoms in the amino group is not particularly limited, but is preferably from 1 to 60.

[0090] In this specification, the number of carbon atoms in the aryl group is not particularly limited, but is preferably 6 to 60. According to one exemplary embodiment, the number of carbon atoms in the aryl group is 6 to 30. In one exemplary embodiment of this specification, the aryl group can be a monocyclic aryl or a polycyclic aryl. Specific examples of monocyclic aryl groups include, but are not limited to, phenyl, biphenyl, terphenyl, etc. Examples of polycyclic aryl groups include naphthyl, anthraceneyl, phenanthryl, pyrene, etc. Benzyl, phenylenetriene It includes, but is not limited to, methyl, fluorene, etc.

[0091] In this specification, arylene refers to an aryl group with two bonding sites, i.e., a divalent group. The above description of aryl groups can be applied to arylene groups, the difference being that each arylene group is a divalent group.

[0092] In this specification, examples of arylamines include substituted or unsubstituted monoarylamines, substituted or unsubstituted diarylamines, or substituted or unsubstituted triarylamines. The aryl group in an arylamine can be a monocyclic aryl or a polycyclic aryl. An arylamine containing two or more aryl groups can include monocyclic aryl, polycyclic aryl, or both. For example, the aryl group in an arylamine can be selected from the above-described examples of aryl groups. The number of carbon atoms in an arylamine is not particularly limited, but is preferably 6 to 60.

[0093] In this specification, a heterocyclic group is an aromatic group, aliphatic group, or a fused-ring group containing one or more atoms other than carbon, i.e., one or more heteroatoms. Specifically, the heteroatoms may include one or more atoms selected from O, N, Se, S, etc. There is no particular limitation on the number of carbon atoms in the heterocyclic group, but it can be from 2 to 60. Examples of heterocyclic groups include thiophene, furanyl, pyrrole, imidazole, and thiazolyl groups. azole group, Diazolyl, pyridyl, bipyridyl, pyrimidinyl, triazinyl, triazolyl, acridineyl, pyridazinyl, quinolinyl, quinazolinyl, quinoxalinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, pyrazenopyrazinyl, isoquinolinyl, indoleyl, carbazoleyl, benzo[] Azolyl, benzimidazolyl, benzothiazolyl, benzocarbazole, benzothiophene, dibenzothiophene, benzofuranyl, phenanthridine, phenanthrolinyl, iso Azolyl, thiadiazolyl, phenthiazinyl, dibenzofuranyl, etc., but not limited to these.

[0094] In this specification, a heteroaryl group is an aromatic cyclic group containing one or more heteroatoms. There is no particular limitation on the number of carbon atoms in a heteroaryl group, but it can be from 2 to 60. Examples of heteroaryl groups include, but are not limited to, pyridyl, pyrroloyl, pyrimidinyl, pyridazinyl, furanyl, thiopheneyl, benzothiopheneyl, benzofuranyl, dibenzothiopheneyl, dibenzofuranyl, carbazoleyl, etc.

[0095] In this specification, the aryloxy group is formed by -OR 200 The group represented, and R 200 It is an aryl group. The aryl group in aryloxy groups is the same as the aryl group mentioned above. Specific examples of aryloxy groups include phenoxy, benzyloxy, p-methylbenzyloxy, p-tolyloxy, m-tolyloxy, 3,5-dimethyl-phenoxy, 2,4,6-trimethylphenoxy, p-tert-butylphenoxy, 3-biphenoxy, 4-biphenoxy, 1-naphthoxy, 2-naphthoxy, 4-methyl-1-naphthoxy, 5-methyl-2-naphthoxy, 1-anthraoxy, 2-anthraoxy, 9-anthraoxy, 1-phenanthoxy, 3-phenanthoxy, 9-phenanthoxy, etc., but are not limited to these.

[0096] In this specification, silane is composed of -SiR 201 R 202 R 203 The group represented, and R 201 R 202 and R 203They may be the same as or different from each other, and each is independently hydrogen; deuterium; substituted or unsubstituted alkyl; or substituted or unsubstituted aryl. Examples of silyl groups include, but are not limited to, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, vinyldimethylsilyl, propyldimethylsilyl, triphenylsilyl, diphenylsilyl, phenylsilyl, etc.

[0097] In this specification, siloxane is a alkyl group composed of -Si(R 204 )2OSi(R 205 The group represented by )3, and R 204 and R 205 They may be the same as or different from each other, and each is independently hydrogen; deuterium; substituted or unsubstituted alkyl; or substituted or unsubstituted aryl.

[0098] In this specification, the hydrocarbon cyclic group can be an aromatic ring, an aliphatic ring, or a ring in which the aromatic ring and the aliphatic ring are fused.

[0099] In this specification, the above description of aryl groups can be applied to aromatic rings.

[0100] In this specification, the above description of cycloalkyl groups can be applied to aliphatic rings.

[0101] In this specification, "combination of substituents" means a substituent in which two or more of the exemplified substituents are linked. For example, in hydrogen, deuterium, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, crosslinkable group, or combinations thereof, "combination" means a substituent in which two or more of the exemplified substituents are linked. As an example, a combination may have a structure in which an alkyl group and a crosslinkable group are linked, or in which an alkyl group and an aryl group are linked, but is not limited thereto.

[0102] In this specification, crosslinkable groups can refer to reactive substituents that crosslink a compound by exposure to heat, light, and / or radiation. Crosslinking can occur when free radicals generated by the decomposition of carbon-carbon multiple bonds and cyclic structures through heat treatment, light irradiation, and / or radiation irradiation connect with each other.

[0103] In this specification, the crosslinkable group is any of the following structures.

[0104]

[0105] In the structure,

[0106] L30 to L36 may be identical or different from each other, and each is independently a direct bond; -O-; -COO-; substituted or unsubstituted alkylene groups; substituted or unsubstituted aryl groups; or combinations thereof, and

[0107] ------This refers to the part that is bonded to chemical formula 3.

[0108] The first and second units will be described below.

[0109] In one exemplary embodiment of this specification, the first unit and the second unit are units with two connection points.

[0110] In one exemplary embodiment of this specification, both the first unit and the second unit are represented by chemical formula 1, but they are different from each other.

[0111] In one exemplary embodiment of this specification, L1 is a direct bond; or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms.

[0112] In one exemplary embodiment of this specification, L1 is a direct bond; a substituted or unsubstituted phenylene; or a substituted or unsubstituted naphthylene.

[0113] In one exemplary embodiment of this specification, L2 is a substituted or unsubstituted aryl group having 6 to 30 carbon atoms.

[0114] In one exemplary embodiment of this specification, L2 is a substituted or unsubstituted phenylene; or a substituted or unsubstituted naphthylene.

[0115] In one exemplary embodiment of this specification, chemical formula 1 is represented by any of the following chemical formulas 1-1 to 1-4.

[0116] [Chemical Formula 1-1]

[0117]

[0118] [Chemical Formula 1-2]

[0119]

[0120] [Chemical Formulas 1-3]

[0121]

[0122] [Chemical Formulas 1-4]

[0123]

[0124] In chemical formulas 1-1 to 1-4,

[0125] R1, R2, R10, R11, Ar1, Ar2, L3, L4, n1, and n2 are the same as those defined in Chemical Formula 1.

[0126] R3 through R9 may be the same as or different from each other, and each is 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 arylamino group; or a substituted or unsubstituted siloxane group.

[0127] n3 to n6 are each integers from 1 to 4, and when n3 to n6 are each 2 or greater, the substituents in parentheses are either the same or different from each other.

[0128] n7 to n9 are each integers from 1 to 6, and when n7 to n9 are each 2 or greater, the substituents in parentheses are either the same or different from each other.

[0129] * indicates a connection point in the polymer.

[0130] In one exemplary embodiment of this specification, chemical formula 1 is represented by any of the following chemical formulas 1-11 to 1-18.

[0131] [Chemical Formula 1-11]

[0132]

[0133] [Chemical Formula 1-12]

[0134]

[0135] [Chemical Formula 1-13]

[0136]

[0137] [Chemical Formula 1-14]

[0138]

[0139] [Chemical Formula 1-15]

[0140]

[0141] [Chemical Formula 1-16]

[0142]

[0143] [Chemical Formula 1-17]

[0144]

[0145] [Chemical Formula 1-18]

[0146]

[0147] In chemical formulas 1-11 to 1-18,

[0148] R1, R2, R10, R11, Ar1, Ar2, L3, L4, n1, and n2 are the same as those defined in Chemical Formula 1.

[0149] R3 through R9 may be the same as or different from each other, and each is 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 arylamino group; or a substituted or unsubstituted siloxane group.

[0150] n3 to n6 are each integers from 1 to 4, and when n3 to n6 are each 2 or greater, the substituents in parentheses are either the same or different from each other.

[0151] n7 to n9 are each integers from 1 to 6, and when n7 to n9 are each 2 or greater, the substituents in parentheses are either the same or different from each other.

[0152] * indicates a connection point in the polymer.

[0153] In one exemplary embodiment of this specification, L3 and L4 may be the same as or different from each other, and each is independently a substituted or unsubstituted aryl group.

[0154] In one exemplary embodiment of this specification, L3 and L4 may be the same as or different from each other, and each is independently a substituted or unsubstituted aryl group having 6 to 30 carbon atoms.

[0155] In one exemplary embodiment of this specification, L3 and L4 may be the same as or different from each other, and each is independently a substituted or unsubstituted phenylene; a substituted or unsubstituted biphenylene; or a substituted or unsubstituted naphthylene.

[0156] In one exemplary embodiment of this specification, Ar1 and Ar2 may be the same as or different from each other, and are substituted or unsubstituted aryl groups having 6 to 30 carbon atoms.

[0157] In one exemplary embodiment of this specification, Ar1 and Ar2 may be the same as or different from each other, and each is independently a substituted or unsubstituted phenylene; a substituted or unsubstituted biphenylene; or a substituted or unsubstituted naphthylene.

[0158] In one exemplary embodiment of this specification, chemical formula 1 is represented by any of the following chemical formulas 1-5 to 1-8.

[0159] [Chemical Formulas 1-5]

[0160]

[0161] [Chemical Formulas 1-6]

[0162]

[0163] [Chemical Formulas 1-7]

[0164]

[0165] [Chemical Formulas 1-8]

[0166]

[0167] In chemical formulas 1-5 to 1-8,

[0168] R1, R2, R10, R11, n1, and n2 are the same as those defined in Chemical Formula 1.

[0169] R3 to R9, R20 to R27, and R30 to R37 may be the same as or different from each other, and each is 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 arylamino group; or a substituted or unsubstituted siloxane group.

[0170] n3 to n6, n20 to n27, and n30 to n37 are each integers from 1 to 4, and n7 to n9 are each integers from 1 to 6. Furthermore, when n3 to n9, n20 to n27, and n30 to n37 are each 2 or greater, the substituents in parentheses are either the same or different from each other.

[0171] p1 to p4 are each integers from 1 to 3, and when p1 to p4 are each 2 or greater, the structures within the parentheses are either the same or different from each other.

[0172] * indicates a connection point in the polymer.

[0173] In one exemplary embodiment of this specification, chemical formula 1 is represented by any one of the following chemical formulas 1-21 to 1-28.

[0174] [Chemical Formula 1-21]

[0175]

[0176] [Chemical Formula 1-22]

[0177]

[0178] [Chemical Formula 1-23]

[0179]

[0180] [Chemical Formula 1-24]

[0181]

[0182] [Chemical Formula 1-25]

[0183]

[0184] [Chemical Formula 1-26]

[0185]

[0186] [Chemical Formula 1-27]

[0187]

[0188] [Chemical Formula 1-28]

[0189]

[0190] In chemical formulas 1-21 to 1-28,

[0191] R1, R2, R10, R11, n1, and n2 are the same as those defined in Chemical Formula 1.

[0192] R3 to R9, R20 to R27, and R30 to R37 may be the same as or different from each other, and each is 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 arylamino group; or a substituted or unsubstituted siloxane group.

[0193] n3 to n6, n20 to n27, and n30 to n37 are each integers from 1 to 4, and n7 to n9 are each integers from 1 to 6. Furthermore, when n3 to n9, n20 to n27, and n30 to n37 are each 2 or greater, the substituents in parentheses are either the same or different from each other.

[0194] p1 to p4 are each integers from 1 to 3, and when p1 to p4 are each 2 or greater, the structures within the parentheses are either the same or different from each other.

[0195] * indicates a connection point in the polymer.

[0196] In one exemplary embodiment of this specification, p1 to p4 are each 1 or 2.

[0197] In one exemplary embodiment of this specification, p1 and p2 are 2.

[0198] In one exemplary embodiment of this specification, p3 and p4 are 1 or 2.

[0199] In one exemplary embodiment of this specification, R10 and R11 may be the same as or different from each other, and each is independently a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted arylamino group having 6 to 60 carbon atoms; a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; or a substituted or unsubstituted heterocyclic group having 2 to 30 carbon atoms.

[0200] In one exemplary embodiment of this specification, R10 and R11 may be the same as or different from each other, and each is independently a substituted or unsubstituted arylamine group; or a substituted or unsubstituted aryl group.

[0201] In one exemplary embodiment of this specification, R10 and R11 may be the same as or different from each other, and each is independently an arylamine group; or an unsubstituted or alkyl-substituted aryl group.

[0202] In one exemplary embodiment of this specification, R10 and R11 may be the same as or different from each other, and each is independently an arylamino group; an unsubstituted or alkyl-substituted phenyl group; an unsubstituted or alkyl-substituted biphenyl group; or an unsubstituted or alkyl-substituted naphthyl group.

[0203] In one exemplary embodiment of this specification, R10 and R11 may be the same as or different from each other, and each is independently an arylamino group; or an unsubstituted or alkyl-substituted phenyl group.

[0204] In one exemplary embodiment of this specification, chemical formula 1 is either chemical formula 1-A or 1-B.

[0205] [Chemical Formula 1-A]

[0206]

[0207] [Chemical Formula 1-B]

[0208]

[0209] In chemical formulas 1-A and 1-B,

[0210] L1 to L4, Ar1, Ar2, R1, R2, n1, and n2 are the same as those defined in Chemical Formula 1.

[0211] Rz1 and Rz2 may be the same as or different from each other, and each is independently hydrogen; deuterium; or a substituted or unsubstituted alkyl group.

[0212] Rz3 to Rz6 may be the same as or different from each other, and each is independently hydrogen; deuterium; or a substituted or unsubstituted aryl group.

[0213] rz1 and rz2 are integers from 1 to 5, and when rz1 and rz2 are each 2 or greater, the substituents in parentheses are either the same or different from each other.

[0214] * indicates a connection point in the polymer.

[0215] In one exemplary embodiment of this specification, at least one of Rz3 and Rz4 and at least one of Rz5 and Rz6 are substituted or unsubstituted aryl groups.

[0216] In one exemplary embodiment of this specification, Rz3 to Rz6 may be the same as or different from each other, and each is independently a substituted or unsubstituted aryl group.

[0217] In one exemplary embodiment of this specification, chemical formula 1 is either 1-A-1 or 1-B-1.

[0218] [Chemical Formula 1-A-1]

[0219]

[0220] [Chemical Formula 1-B-1]

[0221]

[0222] In chemical formulas 1-A-1 and 1-B-1,

[0223] L1 to L4, R1, R2, Ar1, Ar2, n1, and n2 are the same as those defined in Chemical Formula 1.

[0224] Rp1 and Rq1 may be the same as or different from each other, and each may be an independently substituted or unsubstituted alkyl group.

[0225] Rp2 to Rp4 and Rq2 to Rq4 may be the same as or different from each other, and each is independently hydrogen; deuterium; or a substituted or unsubstituted alkyl group.

[0226] rp2 and rq2 are each integers from 1 to 4, rp3, rp4, rq3, and rq4 are each integers from 1 to 5, and when rp2, rp3, rp4, rq2, rq3, and rq4 are each 2 or greater, the substituents in parentheses are either the same or different from each other.

[0227] * indicates a connection point in the polymer.

[0228] In one exemplary embodiment of this specification, at least one of the first unit and the second unit has the chemical formula 1-A-1.

[0229] In one exemplary embodiment of this specification, chemical formula 1 is the following chemical formula 1-A1.

[0230] [Chemical Formula 1-A1]

[0231]

[0232] In chemical formula 1-A1,

[0233] L1 to L4, R1, R2, Ar1, Ar2, n1, and n2 are the same as those defined in Chemical Formula 1.

[0234] Rx1 to Rx3 and Ry1 to Ry3 may be the same as or different from each other, and each is independently hydrogen; deuterium; or a substituted or unsubstituted alkyl group.

[0235] At least one of Rx1 to Rx3 and at least one of Ry1 to Ry3 are substituted or unsubstituted alkyl groups, and

[0236] * indicates a connection point in the polymer.

[0237] In one exemplary embodiment of this specification, at least one of the first unit and the second unit is of chemical formula 1-A1.

[0238] In one exemplary embodiment of this specification, Rx1 to Rx3 and Ry1 to Ry3 are the same as or different from each other, and each is independently hydrogen; deuterium; or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, and at least one of Rx1 to Rx3 and at least one of Ry1 to Ry3 are substituted or unsubstituted alkyl groups having 1 to 30 carbon atoms.

[0239] In one exemplary embodiment of this specification, Rx1 to Rx3 and Ry1 to Ry3 may be the same as or different from each other, and each is independently hydrogen; deuterium; or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, and at least one of Rx1 to Rx3 and at least one of Ry1 to Ry3 are substituted or unsubstituted alkyl groups having 1 to 10 carbon atoms.

[0240] In one exemplary embodiment of this specification, Rx1 to Rx3 and Ry1 to Ry3 may be the same as or different from each other, and each is independently hydrogen; deuterium; a straight-chain alkyl group having 1 to 10 carbon atoms; or a branched alkyl group having 4 to 10 carbon atoms, and at least one of Rx1 to Rx3 and at least one of Ry1 to Ry3 are straight-chain alkyl groups having 1 to 10 carbon atoms; or branched alkyl groups having 4 to 10 carbon atoms.

[0241] In one exemplary embodiment of this specification, Rx1 to Rx3 and Ry1 to Ry3 may be the same as or different from each other, and each is independently hydrogen; deuterium; methyl; ethyl; propyl; n-butyl; sec-butyl; isobutyl; or tert-butyl, and at least one of Rx1 to Rx3 and at least one of Ry1 to Ry3 are methyl; ethyl; propyl; n-butyl; sec-butyl; isobutyl; or tert-butyl.

[0242] In one exemplary embodiment of this specification, at least one of Rx1 to Rx3 and at least one of Ry1 to Ry3 are methyl; sec-butyl; isobutyl; or tert-butyl.

[0243] In one exemplary embodiment of this specification, at least one of Rx1 to Rx3 and at least one of Ry1 to Ry3 are sec-butyl; isobutyl; or tert-butyl.

[0244] In one exemplary embodiment of this specification, Rx2 and Ry2 may be the same as or different from each other, and each is independently a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

[0245] In one exemplary embodiment of this specification, Rx2 and Ry2 may be the same as or different from each other, and each is independently a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

[0246] In one exemplary embodiment of this specification, Rx2 and Ry2 may be the same as or different from each other, and each is independently a substituted or unsubstituted straight-chain alkyl group having 1 to 30 carbon atoms or a substituted or unsubstituted branched alkyl group having 4 to 30 carbon atoms.

[0247] In one exemplary embodiment of this specification, Rx2 and Ry2 may be the same as or different from each other, and each is independently a substituted or unsubstituted straight-chain alkyl group having 1 to 10 carbon atoms or a substituted or unsubstituted branched alkyl group having 4 to 10 carbon atoms.

[0248] In one exemplary embodiment of this specification, Rx2 and Ry2 may be the same as or different from each other, and each is independently a straight-chain alkyl group having 1 to 10 carbon atoms or a branched alkyl group having 4 to 10 carbon atoms.

[0249] In one exemplary embodiment of this specification, Rx2 and Ry2 may be the same as or different from each other, and each is independently a substituted or unsubstituted branched alkyl group having 4 to 30 carbon atoms.

[0250] In one exemplary embodiment of this specification, Rx2 and Ry2 may be the same as or different from each other, and each is independently a branched alkyl group having 4 to 30 carbon atoms.

[0251] In one exemplary embodiment of this specification, Rx2 and Ry2 may be the same as or different from each other, and each is independently hydrogen; deuterium; methyl; ethyl; propyl; n-butyl; sec-butyl; isobutyl; or tert-butyl.

[0252] In one exemplary embodiment of this specification, Rx2 and Ry2 may be the same as or different from each other, and each is independently methyl; ethyl; propyl; n-butyl; sec-butyl; isobutyl; or tert-butyl.

[0253] In one exemplary embodiment of this specification, Rx2 and Ry2 may be the same as or different from each other, and each is independently methyl; sec-butyl; isobutyl; or tert-butyl.

[0254] In one exemplary embodiment of this specification, Rx2 and Ry2 may be the same as or different from each other, and each is independently sec-butyl; isobutyl; or tert-butyl.

[0255] In one exemplary embodiment of this specification, L1 of chemical formula 1-A1 is a direct bond, and L2 is a substituted or unsubstituted phenylene oxide.

[0256] In one exemplary embodiment of this specification, chemical formula 1-A is any one of the following chemical formulas 1-A2 to 1-A4.

[0257] [Chemical Formula 1-A2]

[0258]

[0259] [Chemical Formula 1-A3]

[0260]

[0261] [Chemical Formula 1-A4]

[0262]

[0263] In chemical formulas 1-A2 to 1-A4,

[0264] L3, L4, Ar1, and Ar2 are the same as those defined in chemical formula 1.

[0265] R1 to R3, Rx1, Rx3, Ry1, and Ry3 may be the same as or different from each other, and each is independently hydrogen; deuterium; or a substituted or unsubstituted alkyl group.

[0266] n1 to n3 are each integers from 1 to 4, and when n1 to n3 are each 2 or greater, the substituents in parentheses are either the same or different from each other.

[0267] * indicates a connection point in the polymer.

[0268] In one exemplary embodiment of this specification, at least one of the first unit and the second unit is of the chemical formula 1-A2, 1-A3 or 1-A4.

[0269] In one exemplary embodiment of this specification, chemical formula 1 is any one of the following chemical formulas 1-A-11 to 1-A-14 and 1-B-11 to 1-B-14.

[0270] [Chemical Formula 1-A-11]

[0271]

[0272] [Chemical Formula 1-A-12]

[0273]

[0274] [Chemical Formula 1-A-13]

[0275]

[0276] [Chemical Formula 1-A-14]

[0277]

[0278] [Chemical Formula 1-B-11]

[0279]

[0280] [Chemical Formula 1-B-12]

[0281]

[0282] [Chemical Formula 1-B-13]

[0283]

[0284] [Chemical Formula 1-B-14]

[0285]

[0286] In chemical formulas 1-A-11 to 1-A-14 and 1-B-11 to 1-B-14,

[0287] R1, R2, n1, and n2 are the same as those defined in Chemical Formula 1.

[0288] R3 to R9, R20 to R27, and R30 to R37 may be the same as or different from each other, and each is 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 arylamino group; or a substituted or unsubstituted siloxane group.

[0289] Rx4 to Rx6, Ry4 to Ry6, Rp3, Rp4, Rq3, and Rq4 are identical or different from each other, and each is independently hydrogen; deuterium; or a substituted or unsubstituted alkyl group.

[0290] n3 to n6, n20 to n27, and n30 to n37 are each integers from 1 to 4, and n7 to n9 are each integers from 1 to 6. Furthermore, when n3 to n9, n20 to n27, and n30 to n37 are each 2 or greater, the substituents in parentheses are either the same or different from each other.

[0291] p1 to p4 are each integers from 1 to 3, and when p1 to p4 are each 2 or larger, the structures within the parentheses are either the same or different from each other.

[0292] rp3, rp4, rq3, and rq4 are each integers from 1 to 5, and when rp3, rp4, rq3, and rq4 are each 2 or greater, the substituents in parentheses are either the same or different from each other.

[0293] * indicates a connection point in the polymer.

[0294] In one exemplary embodiment of this specification, the first unit and the second unit are different from each other and are each of the chemical formulas 1-A-11 to 1-A-14 and 1-B-11 to 1-B-14.

[0295] In one exemplary embodiment of this specification, at least one of the first unit and the second unit has the chemical formula 1-A-11.

[0296] In one exemplary embodiment of this specification, R20 to R27 may be the same as or different from each other, and each is independently hydrogen; deuterium; a halogen group; or a substituted or unsubstituted alkyl group.

[0297] In one exemplary embodiment of this specification, R20 to R27 may be the same as or different from each other, and each is independently hydrogen; deuterium; or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

[0298] In one exemplary embodiment of this specification, R20 to R27 may be the same as or different from each other, and each is independently hydrogen or deuterium.

[0299] In one exemplary embodiment of this specification, R30 to R37 may be the same as or different from each other, and each is independently hydrogen; deuterium; a halogen group; or a substituted or unsubstituted alkyl group.

[0300] In one exemplary embodiment of this specification, R30 to R37 may be the same as or different from each other, and each is independently hydrogen; deuterium; or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

[0301] In one exemplary embodiment of this specification, R30 to R37 may be the same as or different from each other, and each is independently hydrogen or deuterium.

[0302] In one exemplary embodiment of this specification, Rx4 to Rx6 and Ry4 to Ry6 may be the same as or different from each other, and each is independently hydrogen; deuterium; or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

[0303] In one exemplary embodiment of this specification, Rx4 to Rx6 and Ry4 to Ry6 may be the same as or different from each other, and each is independently hydrogen; deuterium; a substituted or unsubstituted straight-chain alkyl group having 1 to 30 carbon atoms; or a substituted or unsubstituted branched alkyl group having 4 to 30 carbon atoms.

[0304] In one exemplary embodiment of this specification, at least one of Rx4 to Rx6 and at least one of Ry4 to Ry6 are substituted or unsubstituted alkyl groups having 1 to 30 carbon atoms.

[0305] In one exemplary embodiment of this specification, Rx4 to Rx6 and Ry4 to Ry6 may be the same as or different from each other, and each is independently hydrogen; deuterium; a straight-chain alkyl group having 1 to 30 carbon atoms; or a branched alkyl group having 4 to 30 carbon atoms.

[0306] In one exemplary embodiment of this specification, Rx4 to Rx6 and Ry4 to Ry6 may be the same as or different from each other, and each is independently hydrogen; deuterium; a straight-chain alkyl group having 1 to 10 carbon atoms; or a branched alkyl group having 4 to 10 carbon atoms.

[0307] In one exemplary embodiment of this specification, at least one of Rx4 to Rx6 and at least one of Ry4 to Ry6 are straight-chain alkyl groups having 1 to 10 carbon atoms; or branched-chain alkyl groups having 4 to 10 carbon atoms.

[0308] In one exemplary embodiment of this specification, at least one of Rx4 to Rx6 and at least one of Ry4 to Ry6 are branched alkyl groups having 4 to 10 carbon atoms.

[0309] In one exemplary embodiment of this specification, any one of Rx4 to Rx6 and any one of Ry4 to Ry6 is a straight-chain alkyl group having 1 to 30 carbon atoms; or a branched alkyl group having 4 to 30 carbon atoms.

[0310] In one exemplary embodiment of this specification, any one of Rx4 to Rx6 and any one of Ry4 to Ry6 are branched alkyl groups having 4 to 30 carbon atoms.

[0311] In one exemplary embodiment of this specification, Rx4 to Rx6 and Ry4 to Ry6 may be the same as or different from each other, and each is independently hydrogen; deuterium; methyl; ethyl; propyl; n-butyl; sec-butyl; isobutyl; or tert-butyl.

[0312] In one exemplary embodiment of this specification, at least one of Rx4 to Rx6 and at least one of Ry4 to Ry6 are methyl; sec-butyl; isobutyl; or tert-butyl.

[0313] In one exemplary embodiment of this specification, at least one of Rx4 to Rx6 and at least one of Ry4 to Ry6 are sec-butyl; isobutyl; or tert-butyl.

[0314] In one exemplary embodiment of this specification, Rx5 and Ry5 may be the same as or different from each other, and each is independently an alkyl group having 1 to 30 carbon atoms.

[0315] In one exemplary embodiment of this specification, Rx5 and Ry5 may be the same as or different from each other, and each is independently a branched alkyl group having 4 to 30 carbon atoms.

[0316] In one exemplary embodiment of this specification, Rx5 and Ry5 may be the same as or different from each other, and each is independently methyl; sec-butyl; isobutyl; or tert-butyl.

[0317] In one exemplary embodiment of this specification, Rx5 and Ry5 may be the same as or different from each other, and each is independently sec-butyl; isobutyl; or tert-butyl.

[0318] In one exemplary embodiment of this specification, Rp3, Rp4, Rq3, and Rq4 may be the same as or different from each other, and each is independently hydrogen; deuterium; a halogen group; or a substituted or unsubstituted alkyl group.

[0319] In one exemplary embodiment of this specification, Rp3, Rp4, Rq3, and Rq4 may be the same as or different from each other, and each is independently hydrogen or deuterium.

[0320] In one exemplary embodiment of this specification, at least one of R1 to R3 is a substituted or unsubstituted alkyl group.

[0321] In one exemplary embodiment of this specification, one of R1 to R3 is a substituted or unsubstituted alkyl group.

[0322] In one exemplary embodiment of this specification, both of R1 to R3 are substituted or unsubstituted alkyl groups.

[0323] In one exemplary embodiment of this specification, R1 to R3 are all substituted or unsubstituted alkyl groups.

[0324] In one exemplary embodiment of this specification, at least one of R1, R2, R4, and R5 is a substituted or unsubstituted alkyl group.

[0325] In one exemplary embodiment of this specification, one of R1, R2, R4, and R5 is a substituted or unsubstituted alkyl group.

[0326] In one exemplary embodiment of this specification, two of R1, R2, R4, and R5 are substituted or unsubstituted alkyl groups.

[0327] In one exemplary embodiment of this specification, R1, R2, R4 and R5 are all substituted or unsubstituted alkyl groups.

[0328] In one exemplary embodiment of this specification, at least one of R1, R2, R6, and R7 is a substituted or unsubstituted alkyl group.

[0329] In one exemplary embodiment of this specification, one of R1, R2, R6, and R7 is a substituted or unsubstituted alkyl group.

[0330] In one exemplary embodiment of this specification, two of R1, R2, R6, and R7 are substituted or unsubstituted alkyl groups.

[0331] In one exemplary embodiment of this specification, R1, R2, R6 and R7 are all substituted or unsubstituted alkyl groups.

[0332] In one exemplary embodiment of this specification, at least one of R1, R2, R8, and R9 is a substituted or unsubstituted alkyl group.

[0333] In one exemplary embodiment of this specification, one of R1, R2, R8, and R9 is a substituted or unsubstituted alkyl group.

[0334] In one exemplary embodiment of this specification, two of R1, R2, R8, and R9 are substituted or unsubstituted alkyl groups.

[0335] In one exemplary embodiment of this specification, R1, R2, R8 and R9 are all substituted or unsubstituted alkyl groups.

[0336] In one exemplary embodiment of this specification, R1 to R9 may be the same as or different from each other, and each is independently hydrogen; deuterium; or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

[0337] In one exemplary embodiment of this specification, at least one of R1, R2, R8, and R9 is an alkyl group.

[0338] In one exemplary embodiment of this specification, at least one of R1, R2, R8, and R9 is an alkyl group having 1 to 10 carbon atoms.

[0339] In one exemplary embodiment of this specification, R1 to R9 may be the same as or different from each other, and each is independently hydrogen; deuterium; or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, and at least one of R1 to R9 is an alkyl group having 1 to 10 carbon atoms.

[0340] In one exemplary embodiment of this specification, chemical formula 1 is either chemical formula 1-31 or chemical formula 1-32.

[0341] [Chemical Formula 1-31]

[0342]

[0343] [Chemical Formula 1-32]

[0344]

[0345] In chemical formulas 1-31 and 1-32,

[0346] R1, R2, R10, R11, Ar1, Ar2, L3, L4, n1, and n2 are the same as those defined in Chemical Formula 1.

[0347] R3, R3', R8, and R9 may be the same as or different from each other, and each is 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 arylamino group; or a substituted or unsubstituted siloxane group, and

[0348] * indicates a connection point in the polymer.

[0349] In one exemplary embodiment of this specification, chemical formula 1 is chemical formula 1-31 or the following chemical formulas 1-33.

[0350] [Chemical Formula 1-33]

[0351]

[0352] In chemical formula 1-33,

[0353] R10, R11, Ar1, Ar2, L3, and L4 are the same as those defined in Chemical Formula 1.

[0354] R8 and R9 may be the same as or different from each other, and each is 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 arylamino group; or a substituted or unsubstituted siloxane group, and

[0355] * indicates a connection point in the polymer.

[0356] In one exemplary embodiment of this specification, chemical formula 1 is chemical formula 1-34 or chemical formula 1-35.

[0357] [Chemical Formula 1-34]

[0358]

[0359] [Chemical Formula 1-35]

[0360]

[0361] In chemical formulas 1-34 and 1-35,

[0362] R1, R2, R10, R11, n1, and n2 are the same as those defined in Chemical Formula 1.

[0363] R3, R3', R8, R9, R20, R21, R26, R27, R30, R31, R36, and R37 are the same as or different from each other, and each is 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 arylamino group; or a substituted or unsubstituted siloxane group.

[0364] n20, n21, n26, n27, n30, n31, n36, and n37 are each integers from 1 to 4, and when n20, n21, n26, n27, n30, n31, n36, and n37 are each 2 or greater, the substituents in parentheses are either the same or different from each other.

[0365] p1 to p4 are each integers from 1 to 3, and when p1 to p4 are each 2 or greater, the structures within the parentheses are either the same or different from each other.

[0366] * indicates a connection point in the polymer.

[0367] In one exemplary embodiment of this specification, chemical formula 1 is chemical formula 1-34 or the following chemical formulas 1-36.

[0368] [Chemical Formula 1-36]

[0369]

[0370] In chemical formula 1-36,

[0371] R10 and R11 are the same as those defined in Chemical Formula 1.

[0372] R8, R9, R26, R27, R36, and R37 may be the same as or different from each other, and each is 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 arylamino group; or a substituted or unsubstituted siloxane group.

[0373] n26, n27, n36, and n37 are each integers from 1 to 4, and when n26, n27, n36, and n37 are each 2 or greater, the substituents in parentheses are either the same or different from each other.

[0374] p1 to p4 are each integers from 1 to 3, and when p1 to p4 are each 2 or greater, the structures within the parentheses are either the same or different from each other.

[0375] * indicates a connection point in the polymer.

[0376] In one exemplary embodiment of this specification, R1, R2, R3, R3', R8, and R9 may be the same as or different from each other, and each may be independently a substituted or unsubstituted alkyl group.

[0377] In one exemplary embodiment of this specification, R1, R2, R3, R3', R8, and R9 may be the same as or different from each other, and each is independently a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

[0378] In one exemplary embodiment of this specification, R1, R2, R3, R3', R8 and R9 may be the same as or different from each other, and each is independently a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

[0379] In one exemplary embodiment of this specification, R1, R2, R3, R3', R8, and R9 may be the same as or different from each other, and each is independently a straight-chain alkyl group having 1 to 30 carbon atoms.

[0380] In one exemplary embodiment of this specification, R1, R2, R3, R3', R8 and R9 may be the same as or different from each other, and each is independently a substituted or unsubstituted straight-chain alkyl group having 1 to 10 carbon atoms.

[0381] In one exemplary embodiment of this specification, R1, R2, R3, R3', R8, and R9 may be the same as or different from each other, and each is independently methyl; hexyl; or octyl.

[0382] In one exemplary embodiment of this specification, R1 and R2 are each methyl groups.

[0383] In one exemplary embodiment of this specification, R3 and R3' are each hexyl or octyl.

[0384] In one exemplary embodiment of this specification, R8 and R9 are each hexyl or octyl.

[0385] In one exemplary embodiment of this specification, the first unit and the second unit are different from each other and are each any of the following structures.

[0386]

[0387] In the structure described, * represents a connection point in the polymer.

[0388] In one exemplary embodiment of this specification, hydrogen can be replaced by deuterium. For example, the hydrogen contained in the structure can be replaced by deuterium.

[0389] The third unit will be described below.

[0390] In one exemplary embodiment of this specification, the third unit is a unit having 3 or 4 connection points.

[0391] In one exemplary embodiment of this specification, Y is a direct bond; or a substituted or unsubstituted aryl group.

[0392] In one exemplary embodiment of this specification, Y is a direct bond; or a substituted or unsubstituted phenylene oxide.

[0393] In one exemplary embodiment of this specification, chemical formula 2 is any one of the following chemical formulas 2-1 to 2-4.

[0394] [Chemical Formula 2-1]

[0395]

[0396] [Chemical Formula 2-2]

[0397]

[0398] [Chemical Formula 2-3]

[0399]

[0400] [Chemical Formula 2-4]

[0401]

[0402] In chemical formulas 2-1 to 2-4,

[0403] Z1 is CRa; SiRa; N; or a substituted or unsubstituted trivalent aryl group; Z2 and Z3 are the same as or different from each other, and each is independently C; Si; or a substituted or unsubstituted tetravalent aryl group.

[0404] L10 is a direct bond; or a substituted or unsubstituted aryl group.

[0405] Ra represents hydrogen; deuterium; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group.

[0406] R50 to R60 may be the same as or different from each other, and each is independently hydrogen; deuterium; halogen group; cyano; alkoxy; aryloxy; siloxane; substituted or unsubstituted amino 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.

[0407] r50 to r59 are each integers from 1 to 4, r60 is an integer from 1 to 5, and when r50 to r60 are each 2 or greater, the substituents in parentheses are either the same or different from each other.

[0408] * indicates a connection point in the polymer.

[0409] In one exemplary embodiment of this specification, chemical formula 2 is chemical formula 2-1.

[0410] In one exemplary embodiment of this specification, Z1 is CRa or SiRa, and when Ra is a substituted or unsubstituted aryl group, L10 is a substituted or unsubstituted aryl group.

[0411] In one exemplary embodiment of this specification, Z1 is CH; SiH; N; or a substituted or unsubstituted trivalent aryl group.

[0412] In one exemplary embodiment of this specification, Z1 is CH; SiH; N; or a substituted or unsubstituted trivalent phenyl.

[0413] In one exemplary embodiment of this specification, Z1 is N; or trivalent phenyl.

[0414] In one exemplary embodiment of this specification, L10 is a direct bond; or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms.

[0415] In one exemplary embodiment of this specification, L10 is a direct bond; or an arylene group having 6 to 30 carbon atoms.

[0416] In one exemplary embodiment of this specification, L10 is a direct bond; or a phenylene oxide.

[0417] In one exemplary embodiment of this specification, L10 is a direct key.

[0418] In one exemplary embodiment of this specification, chemical formula 2 is chemical formula 2-2.

[0419] In one exemplary embodiment of this specification, Z2 is C; or Si.

[0420] In one exemplary embodiment of this specification, chemical formula 2 is chemical formula 2-3.

[0421] In one exemplary embodiment of this specification, Z3 is C; or Si.

[0422] In one exemplary embodiment of this specification, chemical formula 2 is chemical formula 2-4.

[0423] In one exemplary embodiment of this specification, chemical formula 2 is any of the following structures.

[0424]

[0425] In the structure,

[0426] R50 to R60, R52', and R61 may be the same as or different from each other, and each is 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 amino group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heterocyclic group; or a crosslinkable group, and adjacent groups may bond to each other to form a ring.

[0427] r50 to r59 and r52' are each integers from 1 to 4, r60 is an integer from 1 to 5, r61 is an integer from 1 to 3, and when r50 to r61 and r52' are each 2 or greater, the substituents in parentheses are either the same or different from each other.

[0428] * indicates a connection point in the polymer.

[0429] In one exemplary embodiment of this specification, R50 to R61 and R52' are each hydrogen or deuterium.

[0430] Specifically, chemical formula 2 is any of the following structures.

[0431]

[0432] In the structure described, * represents a connection point in the polymer.

[0433] More specifically, chemical formula 2 is any of the following structures.

[0434]

[0435] In the structure described, * represents a connection point in the polymer.

[0436] More specifically, chemical formula 2 is any of the following structures.

[0437]

[0438] In the structure described, * represents a connection point in the polymer.

[0439] The end bases will be described below.

[0440] In one exemplary embodiment of this specification, E is a polymer end-capping unit.

[0441] In one exemplary embodiment of this specification, E is a unit having only one connection point.

[0442] In one exemplary embodiment of this specification, E is a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; a crosslinkable group; or a combination thereof.

[0443] In one exemplary embodiment of this specification, E is 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.

[0444] In one exemplary embodiment of this specification, E is 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.

[0445] In one exemplary embodiment of this specification, E is a crosslinkable group; or any of the following structures.

[0446]

[0447] In the structure,

[0448] R70 to R72 may be the same as or different from each other, and each is independently hydrogen; deuterium; substituted or unsubstituted alkyl; substituted or unsubstituted aryl; substituted or unsubstituted heterocyclic; or crosslinkable group.

[0449] L70 is a direct bond; a substituted or unsubstituted alkylene group; or a substituted or unsubstituted aryl group.

[0450] i1 is an integer from 1 to 10, and when i1 is 2 or greater, two or more L70s are either the same or different from each other.

[0451] n70 and n72 are each integers from 1 to 5, n71 is an integer from 1 to 4, and when n70 to n72 are each 2 or greater, the substituents in parentheses are either the same or different from each other.

[0452] * indicates a connection point in the polymer.

[0453] In one exemplary embodiment of this specification, E is any of the following structures.

[0454]

[0455] In the structure,

[0456] R70 to R72, L70, i1, n70 to n72 and * are as described above.

[0457] In an exemplary embodiment of the present specification, R70 to R72 are the same as or different from each other, and each independently represent hydrogen; deuterium; an alkyl group having 1 to 10 carbon atoms; or a crosslinkable group.

[0458] In an exemplary embodiment of the present specification, L70 is a direct bond; an alkylene group having 1 to 10 carbon atoms; or an arylene group having 6 to 30 carbon atoms.

[0459] In an exemplary embodiment of the present specification, E is any one of the following structures.

[0460]

[0461] In the structures, * is a connection point in a polymer.

[0462] More specifically, E is any one of the following structures.

[0463]

[0464] In the structures, * is a connection point in a polymer.

[0465] Hereinafter, the polymer will be described.

[0466] In an exemplary embodiment of the present specification, the polymer is represented by the following Chemical Formula 4.

[0467] [Chemical Formula 4]

[0468] E1-[A1] a -[B1] b -[C1] c -E2

[0469] In Chemical Formula 4,

[0470] A1 is a first unit represented by Chemical Formula 1,

[0471] B1 is a second unit represented by Chemical Formula 1 and different from the first unit,

[0472] C1 is a third unit represented by Chemical Formula 2,

[0473] E1 and E2 are the same as or different from each other, and each independently an end group represented by Chemical Formula 3,

[0474] a, b and c are each a mole fraction, a is a real number of 0<a<1, b is a real number of 0<b<1, c is a real number of 0<c<1, and a+b+c=1.

[0475] In one exemplary embodiment of this specification, a, b, and c are determined by the equivalence ratio of the monomers used in the preparation of the polymer.

[0476] In one exemplary embodiment of this specification, a is a real number that is 0.05 or greater and less than 1.

[0477] In one exemplary embodiment of this specification, a is a real number that is 0.1 or greater and less than 1.

[0478] In one exemplary embodiment of this specification, a is a real number from 0.1 to 0.9.

[0479] In one exemplary embodiment of this specification, a is a real number from 0.1 to 0.8.

[0480] In one exemplary embodiment of this specification, a is a real number from 0.2 to 0.9.

[0481] In one exemplary embodiment of this specification, a is a real number from 0.2 to 0.8.

[0482] In one exemplary embodiment of this specification, b is a real number that is 0.05 or greater and less than 1.

[0483] In one exemplary embodiment of this specification, b is a real number that is 0.1 or greater and less than 1.

[0484] In one exemplary embodiment of this specification, b is a real number from 0.1 to 0.9.

[0485] In one exemplary embodiment of this specification, b is a real number from 0.1 to 0.8.

[0486] In one exemplary embodiment of this specification, b is a real number from 0.2 to 0.9.

[0487] In one exemplary embodiment of this specification, b is a real number from 0.2 to 0.8.

[0488] In one exemplary embodiment of this specification, c is a real number greater than 0 and less than 1.

[0489] In one exemplary embodiment of this specification, c is a real number greater than 0 and 0.9 or less.

[0490] In one exemplary embodiment of this specification, c is a real number from 0.1 to 0.8.

[0491] In one exemplary embodiment of this specification, a is a real number of 0.05 or greater and less than 1, b is a real number of 0.05 or greater and less than 1, and c is a real number greater than 0 and less than 0.9.

[0492] In one exemplary embodiment of this specification, a is a real number from 0.1 to 0.8, b is a real number from 0.1 to 0.8, and c is a real number from 0.1 to 0.8.

[0493] In this specification, a, b, and c are not based on the mole fraction of the entire polymer containing E1 and E2 as represented by chemical formula 4, but rather on the mole fraction of the sum of A1, B1, and C1.

[0494] In one exemplary embodiment of this specification, the molar ratio of (A1+B1+C1):(E1+E2) is from 40:60 to 98:2.

[0495] In one exemplary embodiment of this specification, the polymer is an alternating polymer, a block polymer, or a random polymer.

[0496] In one exemplary embodiment of this specification, Formula 4 does not imply that A1, B1, and C1 are in this order only in the polymer. Specifically, A1, B1, and C1 can be in various orders in the polymer. For example, the polymer can 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.

[0497] Furthermore, Formula 4 does not have a structure in which only each of A1, B1, and C1 is linked in the polymer. For example, the polymer can be linked in various content ranges, such as E1-A1-B1-A1-C1-E2, E1-A1-C1-B1-C1-E2, and E1-A1-B1-C1-A1-E2. In this case, the content range of A1, B1, and C1 is determined by the equivalence ratio of the monomers used during polymer preparation.

[0498] In one exemplary embodiment of this specification, the weight-average molecular weight (Mw) of the polymer is from 10,000 g / mol to 3,000,000 g / mol. More specifically, the weight-average molecular weight (Mw) of the polymer is from 10,000 g / mol to 1,000,000 g / mol.

[0499] In one exemplary embodiment of this specification, the number-average molecular weight (Mn) of the polymer is from 5,000 g / mol to 3,000,000 g / mol. More specifically, the number-average molecular weight (Mn) of the polymer is from 5,000 g / mol to 1,000,000 g / mol. More specifically, the number-average molecular weight (Mn) of the polymer is from 10,000 g / mol to 300,000 g / mol.

[0500] Molecular weight can be measured as a relative value to a standard polystyrene (PS) sample by gel permeation chromatography (GPC, Waters Breeze) using tetrahydrofuran (THF) as the eluent, and specifically, as a value obtained by applying the weight-average molecular weight (Mw) and number-average molecular weight (Mn) of polystyrene obtained via gel permeation chromatography (GPC, PLgel HFIPGEL, Agilent Technologies).

[0501] Specifically, the polymer to be measured is dissolved in tetrahydrofuran to a concentration of 1%, and 10 μl of the resulting solution is injected into a GPC at a flow rate of 0.3 mL / min. For a sample concentration of 2.0 mg / mL (100 μl injection), the sample can be analyzed at 30 °C. Here, two PLgel HFIPGELs manufactured by Waters are connected in series as the column, and an RI detector (manufactured by Agilent Waters, product 2414) is used as the detector to measure the polymer at 40 °C. The data can then be processed using ChemStation.

[0502] When the weight-average molecular weight of the polymer meets the above range, the viscosity is suitable for exhibiting the effect of facilitating the manufacture of inkjet devices and organic light-emitting devices using fine pixels.

[0503] In one exemplary embodiment of this specification, the polydispersity index (PDI) of the polymer is from 1 to 10. Specifically, the polydispersity index of the polymer is from 1 to 8.

[0504] In one exemplary embodiment of this specification, the first unit represented by chemical formula 1, the second unit represented by chemical formula 1 and different from the first unit, the third unit represented by chemical formula 2, and the end group represented by chemical formula 3 in the polymer can be distributed such that the properties of the polymer are optimized.

[0505] In an exemplary embodiment of the present specification, when the mole fraction of the first unit represented by Chemical Formula 1, the mole fraction of the second unit represented by Chemical Formula 1 that is different from the first unit, the mole fraction of the third unit represented by Chemical Formula 2, and the mole fraction of the end group represented by Chemical Formula 3 in the polymer are defined as a1, b1, c1 and e1, respectively, each of a1, b1, c1 and e1 is a real number, 0<a1<1, 0<b1<1, 0<c1<1, and 0<e1<1, and a1+b1+c1+e1=1.

[0506] In an exemplary embodiment of the present specification, each of a1, b1, c1 and e1 is a real number, 0<a1<1, 0<b1<1, 0<c1<1, and 0<e1<1, and a1+b1+c1+e1=1.

[0507] In an exemplary embodiment of the present specification, a1 is a real number of 0.05 or more and less than 1.

[0508] In an exemplary embodiment of the present specification, a1 is a real number ranging from 0.05 to 0.95.

[0509] In an exemplary embodiment of the present specification, a1 is a real number ranging from 0.1 to 0.9.

[0510] In an exemplary embodiment of the present specification, a1 is a real number ranging from 0.05 to 0.8.

[0511] In an exemplary embodiment of the present specification, a1 is a real number ranging from 0.1 to 0.8.

[0512] In an exemplary embodiment of the present specification, b1 is a real number of 0.05 or more and less than 1.

[0513] In an exemplary embodiment of the present specification, b1 is a real number ranging from 0.05 to 0.95.

[0514] In an exemplary embodiment of the present specification, b1 is a real number ranging from 0.1 to 0.9.

[0515] In an exemplary embodiment of the present specification, b1 is a real number ranging from 0.05 to 0.8.

[0516] In an exemplary embodiment of the present specification, b1 is a real number ranging from 0.1 to 0.8.

[0517] In an exemplary embodiment of the present specification, c1 is a real number of 0 or more and less than 1.

[0518] In an exemplary embodiment of the present specification, c1 is a real number of 0.05 or more and less than 1.

[0519] In one exemplary embodiment of this specification, c1 is a real number from 0.1 to 0.9.

[0520] In one exemplary embodiment of this specification, c1 is a real number from 0.1 to 0.8.

[0521] In one exemplary embodiment of this specification, e1 is a real number that is 0.05 or greater and less than 1.

[0522] In one exemplary embodiment of this specification, e1 is a real number from 0.05 to 0.95.

[0523] In one exemplary embodiment of this specification, e1 is a real number from 0.1 to 0.9.

[0524] In one exemplary embodiment of this specification, e1 is a real number from 0.05 to 0.8.

[0525] In one exemplary embodiment of this specification, e1 is a real number from 0.1 to 0.8.

[0526] In one exemplary embodiment of this specification, a1 is a real number of 0.05 or greater and less than 1, b1 is a real number of 0.05 or greater and less than 1, c1 is a real number from 0.05 to 0.9, e1 is a real number from 0.05 to 0.95, and a1+b1+c1+e1=1.

[0527] In one exemplary embodiment of this specification, a1 is a real number from 0.05 to 0.8, b1 is a real number from 0.05 to 0.8, c1 is a real number from 0.1 to 0.8, e1 is a real number from 0.05 to 0.8, and a1+b1+c1+e1=1.

[0528] In one exemplary embodiment of this specification, the polymer is any of the following structures.

[0529]

[0530]

[0531]

[0532]

[0533]

[0534]

[0535]

[0536] In the structure, a1 is a real number satisfying 0<a1<1, b1 is a real number satisfying 0<b1<1, c1 is a real number satisfying 0<c1<1, e1 is a real number satisfying 0<e1<1, and a1+b1+c1+e1 equals 1.

[0537] Specifically, a1 is a real number of 0.05 or more and less than 1, b1 is a real number of 0.05 or more and less than 1, c1 is a real number from 0.05 to 0.9, e1 is a real number from 0.05 to 0.9, and a1+b1+c1+e1=1.

[0538] In an exemplary embodiment of the present specification, a1 is a real number from 0.05 to 0.8, b1 is a real number from 0.05 to 0.8, c1 is a real number from 0.1 to 0.8, e1 is a real number from 0.05 to 0.8, and a1+b1+c1+e1=1.

[0539] In the structure, a1, b1, c1 and e1 are determined by the equivalent weight of monomers added during preparation of the polymer.

[0540] In an exemplary embodiment of the present specification, the polymer can be prepared by using a well-known polymerization technique. For example, preparation methods such as Suzuki, Yamamoto, Stille, C-N coupling reaction using a metal catalyst, and arylation reaction using a metal catalyst can be applied.

[0541] In an exemplary embodiment of the present specification, the polymer may be deuterium substituted. In this case, deuterium substitution can be performed by applying a method using a precursor material. For example, deuterium can be substituted by treating non-deuterated monomers and / or polymers with a deuterated solvent in the presence of a Lewis acid H / D exchange catalyst.

[0542] In an exemplary embodiment of the present specification, the molecular weight of the polymer can be controlled by adjusting the ratio of the monomers used. Furthermore, in some exemplary embodiments, the molecular weight of the polymer can be controlled by using a quenching reaction.

[0543] In an exemplary embodiment of the present specification, the polymer can be used as a hole transport material. For example, the polymer may be a 'polymer for transporting holes'.

[0544] In an exemplary embodiment of the present specification, the polymer can be formed into a layer by a solution method. The term 'layer' is used interchangeably with the terms 'membrane' or 'film', and refers to a coating covering a desired area. The term is not limited by size. The area may be as large as the entire device, as small as a specific functional region such as an actual visual display, or as small as a single sub-pixel.

[0545] In one exemplary embodiment of this specification, layers, films, and thin films can be formed using any typical 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.

[0546] In one exemplary embodiment of this specification, the polymer has an intrinsic viscosity of less than 20 cP. This is particularly useful for inkjet printing applications, and the lower viscosity allows inkjet printing to spray thicker liquids. Specifically, the polymer has an intrinsic viscosity of less than 15 cP, more specifically less than 10 cP, and even more specifically less than 8 cP.

[0547] In one exemplary embodiment of this specification, the intrinsic viscosity of the polymer is 1 cP or greater and less than 20 cP, specifically 1 cP to 10 cP, and more specifically 1 cP to 8 cP.

[0548] Intrinsic viscosity is the value measured at 25°C using an Ubbelohde viscometer after dissolving the polymer to be measured in chloroform at a concentration of 0.5 g / dl.

[0549] The coating composition comprising the polymer will be described below.

[0550] An exemplary embodiment of this specification provides a coating composition comprising the polymer described above.

[0551] In one exemplary embodiment of this specification, the coating composition further comprises a solvent. In one exemplary embodiment of this specification, the coating composition comprises a polymer and a solvent. In one exemplary embodiment of this specification, the coating composition may be in a liquid phase. "Liquid phase" means that the composition is liquid at room temperature under atmospheric pressure.

[0552] In one exemplary embodiment of this specification, it is preferred that the solvent does not dissolve the material applied to the lower layer.

[0553] In one exemplary embodiment of this specification, when the coating composition is applied to the organic material layer of an organic light-emitting device, a solvent that does not dissolve the material in 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 in the underlying layer (first electrode, hole injection layer, etc.) is used. Therefore, there is the advantage that the hole transport layer can be introduced by a solution method.

[0554] In one exemplary embodiment of this specification, the coating composition exhibits improved solvent resistance during heat treatment following coating.

[0555] For example, even if the coating composition is prepared by using a solvent that dissolves the polymer and the layer is manufactured by a solution method, the layer can still have resistance to the same solvent after heat treatment.

[0556] Therefore, when forming an organic material layer using a polymer and then subjecting it to a heat treatment process, a solution method can be used when applying an additional organic material layer.

[0557] In one exemplary embodiment of this specification, examples of solvents included in the coating composition include: chlorine-based solvents, such as chloroform, dichloromethane, 1,2-dichloroethane, 1,1,2-trichloroethane, chlorobenzene, and o-dichlorobenzene; ether-based solvents, such as tetrahydrofuran and dichlorobenzene. Alkanes; aromatic hydrocarbon-based solvents, such as toluene, xylene, trimethylbenzene, and mesitylene; ketone-based solvents, such as acetone, methyl ethyl ketone, and cyclohexanone; ester-based solvents, such as ethyl acetate, butyl acetate, and ethyl cellosolve acetate; polyols, such as ethylene glycol, ethylene glycol monobutyl ether, ethylene glycol monoethyl ether, ethylene glycol monomethyl ether, dimethoxyethane, propylene glycol, diethoxymethane, triethylene glycol monoethyl ether, glycerol, and 1,2-hexanediol and their derivatives; alcohol-based solvents, e.g. 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-phenoxybenzoate; and solvents such as tetrahydronaphthalene, but may be used as long as the solvent can dissolve or disperse the polymer according to one exemplary embodiment of this specification, and are not limited thereto.

[0558] In one exemplary embodiment of this specification, the solvent may be used alone or in a mixture of two or more solvents.

[0559] In one exemplary embodiment of this specification, the boiling point of the solvent is preferably 40°C to 350°C, and more preferably 80°C to 330°C, but is not limited thereto.

[0560] In one exemplary embodiment of this specification, the concentration of the polymer in the coating composition is preferably from 0.1 wt% to 20 wt% and more preferably from 0.5 wt% to 10 wt% but is not limited thereto.

[0561] In one exemplary embodiment of this specification, the remaining components in the coating composition other than the polymer are solvents.

[0562] Organic light-emitting devices containing polymers will be described below.

[0563] An exemplary embodiment of this specification provides an organic light-emitting device comprising: a first electrode; a second electrode; and an organic material layer comprising one or more layers disposed between the first electrode and the second electrode, wherein one or more layers of the organic material layer comprise the polymer.

[0564] The organic material layer of the organic light-emitting device described in this specification can be a single-layer structure, but it can also be a multi-layer structure in which two or more organic material layers are stacked. For example, the organic light-emitting device of the present invention can have a structure comprising a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, an electron injection layer, a layer that simultaneously injects and transports holes, and a layer that simultaneously injects and transports electrons as organic material layers. However, the structure of the organic light-emitting device is not limited to this, and it can include a smaller number of organic layers.

[0565] When an organic light-emitting device comprises multiple layers of organic materials, the organic material layers can be formed from the same material or different materials.

[0566] In one exemplary embodiment of this specification, the organic light-emitting device includes: a first electrode; a second electrode; and a light-emitting layer disposed between the first electrode and the second electrode, and further includes a monolayer organic material layer between the light-emitting layer and the first electrode, wherein the organic material layer comprises the polymer.

[0567] In one exemplary embodiment of this specification, the organic light-emitting device includes: a first electrode; a second electrode; and a light-emitting layer between the first electrode and the second electrode, and further includes a multilayer organic material layer between the light-emitting layer and the first electrode, wherein one or more layers of the organic material layer comprise the polymer.

[0568] In one exemplary embodiment of this specification, the organic material layer comprising the polymer is a hole injection layer, a hole transport layer, or a layer that simultaneously injects and transports holes.

[0569] In one exemplary embodiment of this specification, the organic light-emitting device includes: a first electrode; a second electrode; and a light-emitting layer disposed between the first electrode and the second electrode, and further includes one or more layers of a hole injection layer, a hole transport layer, and an electron blocking layer between the light-emitting layer and the first electrode, wherein one or more layers of the hole injection layer, the hole transport layer, and the electron blocking layer contain the polymer.

[0570] In one exemplary embodiment of this specification, the organic light-emitting device includes: a first electrode; a second electrode; and a light-emitting layer disposed between the first electrode and the second electrode, and includes a hole injection layer and a hole transport layer between the first electrode and the light-emitting layer, wherein one or more of the hole injection layer and the hole transport layer contain the polymer.

[0571] In one exemplary embodiment of this 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 arranged, and one or more of the hole injection layer and the hole transport layer contain the polymer.

[0572] In one exemplary embodiment of this 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.

[0573] In one exemplary embodiment of this 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 transport layer comprises the polymer.

[0574] In one exemplary embodiment of this specification, an additional organic material layer may be included between the light-emitting layer and the second electrode.

[0575] In one exemplary embodiment of this specification, a single-layer organic material layer may also be included between the light-emitting layer and the second electrode.

[0576] In one exemplary embodiment of this specification, a multilayered organic material layer may be included between the light-emitting layer and the second electrode. For example, one or more layers may be included between the light-emitting layer and the second electrode, such as a hole-blocking layer, an electron injection layer, an electron transport layer, and a layer that simultaneously injects and transports electrons.

[0577] In one exemplary embodiment of this 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 one or more of the hole injection layer and the hole transport layer contain the polymer.

[0578] In one exemplary embodiment of this 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.

[0579] In one exemplary embodiment of this 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.

[0580] Figure 1 and Figure 2 The structure of an organic light-emitting device according to an exemplary embodiment of this specification is illustrated below.

[0581] Figure 1 An example is shown of 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 stacked sequentially.

[0582] Figure 2 An example is shown 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 stacked sequentially.

[0583] Figure 1 and Figure 2 Organic light-emitting devices are illustrated, but the structure of the organic light-emitting devices of the present invention is not limited thereto.

[0584] In one exemplary embodiment of this specification, the first electrode is an anode and the second electrode is a cathode. In another exemplary embodiment, the first electrode is a cathode and the second electrode is an anode.

[0585] In yet another exemplary embodiment, the organic light-emitting device can be a conventional organic light-emitting device in which an anode, an organic material layer having one or more layers, and a cathode are sequentially stacked on a substrate.

[0586] In yet another exemplary embodiment, the organic light-emitting device may be an inverted organic light-emitting device in which a cathode, an organic material layer having one or more layers, and an anode are sequentially stacked on a substrate.

[0587] The organic light-emitting devices of the present invention can be stacked as the structures shown in the following examples.

[0588] (1) Anode / hole transport layer / light-emitting layer / cathode

[0589] (2) Anode / hole injection layer / hole transport layer / light emission layer / cathode

[0590] (3) Anode / hole injection layer / hole buffer layer / hole transport layer / light-emitting layer / cathode

[0591] (4) Anode / Hole transport layer / Light emission layer / Electron transport layer / Cathode

[0592] (5) Anode / Hole transport layer / Light emission layer / Electron transport layer / Electron injection layer / Cathode

[0593] (6) Anode / Hole Injection Layer / Hole Transport Layer / Light Emitting Layer / Electron Transport Layer / Cathode

[0594] (7) Anode / Hole Injection Layer / Hole Transport Layer / Light Emitting Layer / Electron Transport Layer / Electron Injection Layer / Cathode

[0595] (8) Anode / Hole Injection Layer / Hole Buffer Layer / Hole Transport Layer / Light Emitting Layer / Electron Transport Layer / Cathode

[0596] (9) Anode / Hole Injection Layer / Hole Buffer Layer / Hole Transport Layer / Light Emitting Layer / Electron Transport Layer / Electron Injection Layer / Cathode

[0597] (10) Anode / Hole transport layer / Electron suppression layer / Light emission layer / Electron transport layer / Cathode

[0598] (11) Anode / Hole transport layer / Electron suppression layer / Light emission layer / Electron transport layer / Electron injection layer / Cathode

[0599] (12) Anode / Hole injection layer / Hole transport layer / Electron suppression layer / Light emission layer / Electron transport layer / Cathode

[0600] (13) Anode / Hole Injection Layer / Hole Transport Layer / Electron Suppression Layer / Light Emitting Layer / Electron Transport Layer / Electron Injection Layer / Cathode

[0601] (14) Anode / Hole transport layer / Light emission layer / Hole suppression layer / Electron transport layer / Cathode

[0602] (15) Anode / Hole transport layer / Light emission layer / Hole suppression layer / Electron transport layer / Electron injection layer / Cathode

[0603] (16) Anode / Hole injection layer / Hole transport layer / Light emission layer / Hole suppression layer / Electron transport layer / Cathode

[0604] (17) Anode / Hole Injection Layer / Hole Transport Layer / Light Emitting Layer / Hole Suppression Layer / Electron Transport Layer / Electron Injection Layer / Cathode

[0605] (18) Anode / Hole injection layer / Hole transport layer / Electron suppression layer / Light emission layer / Hole blocking layer / Electron injection and transport layer / Cathode

[0606] In the structure described, the “electron transport layer / electron injection layer” can be replaced by an “electron injection and transport layer” or a “layer that simultaneously injects and transports electrons”.

[0607] For example, the organic light-emitting device of the present invention can be stacked as a structure such as “anode / hole injection layer / hole transport layer / light-emitting layer / electron injection and transport layer / cathode”, wherein the electron transport layer / electron injection layer of (7) is replaced by an electron injection and transport layer.

[0608] In the structure described, the “hole injection layer / hole transport layer” can be replaced by a “hole injection and transport layer” or a “layer that simultaneously injects and transports holes”.

[0609] The organic light-emitting devices described in this specification can be manufactured using materials and methods known in the art, the difference being that one or more layers of organic material are manufactured to contain the polymer. Specifically, for organic light-emitting devices, one or more layers of organic material can be formed by using a coating composition containing the polymer.

[0610] For example, the organic light-emitting device of this specification can be manufactured by sequentially stacking an anode, an organic material layer, and a cathode on a substrate. In this case, the organic light-emitting device can be manufactured by depositing a metal or a conductive metal oxide or alloy thereof on a substrate using a physical vapor deposition (PVD) method (e.g., sputtering or electron beam evaporation) to form an anode, forming an organic material layer on the anode including a hole injection layer, a hole transport layer, a light-emitting layer, and an electron injection and transport layer, and then depositing a material that can be used as a cathode on the organic material layer. In addition to the above methods, the organic light-emitting device can also be manufactured by sequentially depositing a cathode material, an organic material layer, and an anode material on a substrate.

[0611] This specification also provides a method for manufacturing organic light-emitting devices formed by using a coating composition.

[0612] Specifically, in one exemplary embodiment of this specification, the method includes: preparing a substrate; forming a first electrode on the substrate; forming an organic material layer having one or more layers on the first electrode; and forming a second electrode on the organic material layer, wherein one or more layers of the organic material layer are formed by using a coating composition.

[0613] In one exemplary embodiment of this specification, the organic material layer formed by using the coating composition is formed by spin coating.

[0614] In another exemplary embodiment, an organic material layer formed by using a coating composition is formed by a printing method.

[0615] In yet another exemplary embodiment of this specification, examples of printing methods include, but are not limited to, inkjet printing, nozzle printing, offset printing, transfer printing, or screen printing.

[0616] The coating composition according to an exemplary embodiment of this specification is suitable for solution processing due to its structural characteristics, allowing the organic material layer to be formed by printing, and thus providing economic benefits in terms of time and cost when manufacturing devices.

[0617] In one exemplary embodiment of this specification, the formation of an organic material layer by means of a coating composition includes: coating a first electrode with the coating composition; and subjecting the coated coating composition to heat treatment or light treatment.

[0618] In another exemplary embodiment, the heat treatment time in the heat treatment of the coating composition can be less than 1 hour. Specifically, the heat treatment time can be less than 30 minutes.

[0619] In one exemplary embodiment of this specification, the atmosphere for heat treatment of the organic material layer formed by using the coating composition is preferably an inert gas atmosphere, such as argon or nitrogen.

[0620] When an organic material layer formed by using a coating composition is formed by a method including heat treatment or light treatment of the coating composition, solvent resistance is improved, allowing multiple layers to be formed by repeated solution deposition and crosslinking methods, and stability is increased, thereby improving the lifespan characteristics of the device.

[0621] In one exemplary embodiment of this specification, layers other than the organic material layer formed using the coating composition are formed by spin coating, printing, or deposition processes. For example, when the coating composition is applied to a hole injection layer or a hole transport layer, the hole injection layer or hole transport layer is formed by spin coating, and the additional organic material layer can be formed by spin coating, printing, or deposition processes. Furthermore, an upper layer configured to contact the organic material layer formed using the coating composition can be formed by spin coating. As an example, when the coating composition is applied to a hole transport layer, the hole transport layer is formed by spin coating, a light-emitting layer formed on the hole transport layer to contact the hole transport layer is formed by spin coating, and an electron injection and transport layer formed on the light-emitting layer can be formed by deposition processes.

[0622] In one exemplary embodiment of this specification, a material having a high work function is generally preferred as the anode material to facilitate hole injection into the organic material layer. Specific examples of anode materials that can be used in this 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 metals and oxides, such as ZnO:Al or SnO2:Sb; conductive polymers, such as poly(3-methylthiophene), poly[3,4-(ethylene-1,2-dioxy)thiophene] (PEDOT), polypyrrole, and polyaniline; and so on, but are not limited thereto.

[0623] In one exemplary embodiment of this specification, a material with a low work function is generally preferred as the cathode material to facilitate electron injection into the organic material layer. Specific examples of cathode materials 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; and so on, but are not limited thereto.

[0624] In one exemplary embodiment of this specification, the hole injection layer is a layer for injecting holes from the electrode, and the hole injection material is preferably a compound that has the ability to transport holes and therefore has an excellent effect of injecting holes into the light-emitting layer or light-emitting material, preventing excitons generated by the light-emitting layer from migrating to the electron injection layer or electron injection material, and also has excellent thin film formation ability. Furthermore, the highest occupied molecular orbital (HOMO) of the hole injection material is preferably a value between the work function of the anode material and the HOMO of the adjacent organic material layer. Specific examples of hole injection materials include metalloporphyrins, oligothiophenes, arylamine-based organic materials, hexanitrile hexaazabenzophenanthrene-based organic materials, quinacridone-based organic materials, and others. Organic materials, carbazole-based organic materials, anthraquinone, conductive polymers based on polyaniline and polythiophene, etc., but not limited to these. Specifically, the hole injection layer can be a carbazole-based compound, an arylamine-based compound, or a compound wherein substituted or unsubstituted carbazole and arylamine groups are linked, but not limited to these.

[0625] In one exemplary embodiment of this specification, the hole transport layer is a layer that receives holes from the hole injection layer and transports holes to the light-emitting layer, and the hole transport material is suitably a material with high hole mobility, which can receive holes from the anode or the hole injection layer and transfer holes to the light-emitting layer. In one exemplary embodiment of this specification, the hole transport layer comprises the polymer.

[0626] In one exemplary embodiment of this specification, the light-emitting layer comprises an organic compound. The organic compound is a material capable of receiving holes and electrons from the hole transport layer and the electron transport layer, respectively, and combining the holes and electrons to emit light in the visible light region, and preferably a material exhibiting good quantum efficiency for fluorescence or phosphorescence. Specific examples include: 8-hydroxyquinoline aluminum complexes (Alq3); carbazole-based compounds; dipolystyrene-based compounds; BAlq; 10-hydroxybenzoquinoline-metal compounds; and benzo[…]. Compounds including but not limited to azoles, benzothiazole-based and benzimidazole-based compounds; polymers based on poly(p-phenylenevinylene) (PPV); spirocyclic compounds; polyfluorene; red fluorene, etc.

[0627] In one exemplary embodiment of this specification, the light-emitting layer may comprise a host material and a dopant material. Examples of host materials include fused aromatic ring derivatives or heterocyclic compounds. For example, examples of fused aromatic ring derivatives include anthracene derivatives, pyrene derivatives, naphthalene derivatives, pentane derivatives, phenanthrene compounds, fluoranthene compounds, etc., and examples of heterocyclic compounds include carbazole derivatives, dibenzofuran derivatives, ladder-type furan compounds, pyrimidine derivatives, etc., but are not limited to these examples. Examples of dopant materials include aromatic amine derivatives, styrene amine compounds, boron complexes, boron-containing compounds, fluoranthene compounds, metal complexes, etc. Specifically, aromatic amine derivatives are fused aromatic ring derivatives substituted with substituted or unsubstituted aryl amino groups, and examples include fluorene, benzo[a]fluorene, pyrene, anthracene, etc., substituted with aryl amino groups. Diindrone pyrene, etc., and styrene amine compounds are compounds in which at least one aryl vinyl group is substituted with a substituted or unsubstituted aryl amine, and one or two or more substituents selected from aryl, silyl, alkyl, cycloalkyl, and arylamino groups are substituted or unsubstituted. Specifically, examples of styrene amine compounds include, but are not limited to, styrene amine, styrene diamine, styrene triamine, styrene tetraamine, etc. Furthermore, examples of metal complexes include, but are not limited to, iridium complexes, platinum complexes, etc.

[0628] In one exemplary embodiment of this specification, the host material is an anthracene derivative, and the dopant material is an arylamino-substituted benzo[a]fluorene-based compound or a boron-containing compound. Specifically, the host material may be an unsubstituted or deuterated anthracene derivative, and the dopant material may be a bis(diarylamino)benzo[a]fluorene-based compound or a boron-containing compound, but is not limited thereto.

[0629] In one exemplary embodiment of this specification, the light-emitting layer comprises quantum dots. For example, the light-emitting layer may comprise a matrix resin and quantum dots, and those known in the art may be used as the type and amount of quantum dots.

[0630] Compared to cases where the emissive layer comprises an organic compound, cases where the emissive layer comprises quantum dots exhibit a lower HOMO energy level, necessitating that the common layer also exhibit a low HOMO energy level. Since the compound according to one exemplary embodiment of this specification exhibits a low HOMO energy level, quantum dots can be introduced into the emissive layer.

[0631] In one exemplary embodiment of this specification, the common layer is a hole injection layer, a hole transport layer, a layer that simultaneously injects and transports holes, an electron injection layer, an electron transport layer, or a layer that simultaneously injects and transports electrons.

[0632] In one exemplary embodiment of this specification, the electron transport layer is a layer that accepts and transports electrons to the light-emitting layer, and the electron transport material is suitably a material with high electron mobility that can skillfully accept electrons from the cathode and transfer them to the light-emitting layer. Specific examples include, but are not limited to, Al complexes of 8-hydroxyquinoline, complexes containing Alq3, organic radical compounds, hydroxyflavonoid-metal complexes, etc. The electron transport layer can be used with any desired cathode material as used according to the related art. In particular, suitable examples of cathode materials are typical materials with low work functions followed by an aluminum or silver layer. Specific examples include cesium, barium, calcium, ytterbium, and samarium, each followed by an aluminum or silver layer.

[0633] In one exemplary embodiment of this specification, the electron injection layer is a layer that injects electrons from the electrode, and the electron injection material is preferably a compound that has the ability to transport electrons, exhibits excellent effects in injecting electrons into the light-emitting layer or light-emitting material, prevents excitons generated by the light-emitting layer from migrating to the hole injection layer, and also has excellent thin film formation capabilities. Specific examples include fluorenone, anthraquinone dimethyl ether, biphenylquinone, thiamethoxam dioxide, etc. azole, diazole, triazole, imidazole Tetracarboxylic acid, fluorenemethane, anthrone, copper bath (BCP) and their derivatives, metal complex compounds, nitrogen-containing 5-membered ring derivatives, etc., but not limited to these.

[0634] In one exemplary embodiment of this specification, examples of metal complex compounds include, but are not limited to, lithium 8-hydroxyquinoline, bis(8-hydroxyquinoline)zinc, bis(8-hydroxyquinoline)copper, bis(8-hydroxyquinoline)manganese, tris(8-hydroxyquinoline)aluminum, tris(2-methyl-8-hydroxyquinoline)aluminum, tris(8-hydroxyquinoline)gallium, bis(10-hydroxybenzo[h]quinoline)beryllium, bis(10-hydroxybenzo[h]quinoline)zinc, bis(2-methyl-8-quinoline)chlorogallium, bis(2-methyl-8-quinoline)(o-cresol)gallium, bis(2-methyl-8-quinoline)(1-naphthol)aluminum, bis(2-methyl-8-quinoline)(2-naphthol)gallium, etc.

[0635] In one exemplary embodiment of this specification, the hole blocking layer is a layer that blocks holes from reaching the cathode, and can typically be formed under the same conditions as the hole injection layer. Specific examples include... Diazole or triazole derivatives, phenanthrene-rhein derivatives, BCP, aluminum complexes, etc., but not limited to these.

[0636] In one exemplary embodiment of this specification, a layer (e.g., a dam layer) adjacent to an organic material layer comprising a polymer represented by Formula 4, or a polymer comprising a first unit represented by Formula 1, a second unit represented by Formula 1 but different from the first unit, a third unit represented by Formula 2, and an end group represented by Formula 3, comprises a compound having fluorine as a substituent.

[0637] For example, when the polymer represented by chemical formula 4 is contained in the hole transport layer, one or more of the dam layer, hole injection layer and light-emitting layer adjacent to the hole transport layer contain fluorine.

[0638] As described above, when the layer adjacent to the organic material layer containing the polymer (which contains a first unit, a second unit, a third unit, and end groups) contains fluorine, there is an effect that a uniform layer can be formed because the dipole moment changes according to the fluorine.

[0639] Depending on the material to be used, the organic light-emitting device according to this specification can be a top-emitting, bottom-emitting, or dual-emitting type.

[0640] Invention Embodiments

[0641] In the following description, this specification will be described in detail with reference to embodiments used to specifically describe this specification. However, the embodiments according to this specification can be modified in various ways and should not be construed as limiting the scope of this application to the embodiments described in detail below. Embodiments of this application are provided to illustrate this specification more completely to those skilled in the art.

[0642] Synthesis Example 1. Preparation of Monomers

[0643] (1) Preparation of monomer A-2

[0644]

[0645] In a round-bottom flask equipped with a condenser, 10.00 g (1.00 equivalent) of monomer A-1, 14 g (2.00 equivalent) of bis(pinacol)diboron, and 1.60 g (3.00 equivalent) of potassium tert-butoxide were dissolved in 200 mL of toluene. When the solution was completely dissolved, 0.20 g (0.04 equivalent) of [1,1'-bis(diphenylphosphine)ferrocene]dichloropalladium(II) (Pd(dppf)) was introduced, and the resulting mixture was refluxed at 90 °C for 8 hours. After terminating the reaction with deionized water, the organic solvent was extracted with ethyl acetate and distilled water, and monomer A-2 with a purity of 99.4% was obtained by column chromatography.

[0646] (2) Preparation of monomer B-2

[0647]

[0648] Monomer B-2 was prepared in the same manner as in (1) of Synthesis Example 1, except that monomer B-1 was used instead of monomer A-1 in (1) of Synthesis Example 1.

[0649] (3) Preparation of monomer C-2

[0650]

[0651] Monomer C-2 was prepared in the same manner as in (1) of Synthesis Example 1, except that monomer C-1 was used instead of monomer A-1 in (1) of Synthesis Example 1.

[0652] (4) Preparation of monomer D-2

[0653]

[0654] Monomer D-2 was prepared in the same manner as in (1) of Synthesis Example 1, except that monomer D-1 was used instead of monomer A-1 in (1) of Synthesis Example 1.

[0655] Synthesis Example 2. Preparation of Polymer 1

[0656]

[0657] After monomers A-2 (0.382 mmol), B-2 (0.382 mmol), X-1 (0.158 mmol), and Y-1 (0.369 mmol) were placed in a round-bottom flask and dissolved in toluene (11 mL), tetrakis(triphenylphosphine)palladium(0)(Pd(PPh3)4) (0.05 mmol), 5 mL of 2 M potassium carbonate (K2CO3) solution, and 0.1 mL of phase transfer catalyst Aliquat 336 were added, and the resulting mixture was refluxed at 100 °C for 12 hours. The reaction was terminated by slowly adding the reactants dropwise to methanol, and the mixture was stirred for 45 minutes and the resulting solid was filtered. The dried solid was dissolved in toluene (1% by weight / volume) and purified by passing it through a column containing silica gel and basic alumina (6 g each). Polymer 1 (5.2 g) was prepared by grinding the toluene solution obtained with acetone.

[0658] Synthesis Example 3. Preparation of Polymer 2

[0659]

[0660] Polymer 2 was prepared in the same manner as in Synthesis Example 2, except that monomer C-2 was used instead of monomer A-2 in Synthesis Example 2.

[0661] Synthesis Example 4. Preparation of Polymer 3

[0662]

[0663] Polymer 3 was prepared in the same manner as in Synthesis Example 2, except that monomer D-2 was used instead of monomer B-2 in Synthesis Example 2.

[0664] Synthesis Example 5. Preparation of Polymer 4

[0665]

[0666] Polymer 4 was prepared in the same manner as in Synthesis Example 2, except that monomers C-2 and D-2 were used instead of monomers A-2 and B-2 in Synthesis Example 2, respectively.

[0667] Synthesis Example 6. Preparation of Polymer 5

[0668]

[0669] Polymer 5 was prepared in the same manner as in Synthesis Example 2, except that monomer D-2 was used instead of monomer A-2 in Synthesis Example 2.

[0670] Synthesis Example 7. Preparation of Polymer 6

[0671]

[0672] Under inert gas conditions, monomers A-1 (0.26 mmol), C-1 (0.20 mmol), X-2 (0.24 mmol), Aliquat 336 (0.041 mmol), 1.24 mL of 0.5 M potassium carbonate aqueous solution, bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (0.013 mmol), and toluene (6.0 mL) were added to a scintillation tube equipped with a magnetic stir bar. The tube was sealed with a screw cap with a diaphragm, inserted into an aluminum block, and heated to an external temperature of 105 °C over 30 minutes. The mixture was stirred at this temperature under reflux for 5 hours. Subsequently, monomer Y-2 (0.3 mmol) and toluene (1 mL) were added. The reaction product was heated for another 1.5 hours and then cooled to room temperature. The aqueous layer was removed, and the organic layer was washed twice with 20 mL of deionized water. The toluene layer was dried by passing it through 10 g of silica gel, and the silica was rinsed with toluene. The solvent was removed to obtain 250 mg of product. This was achieved by passing a toluene solution through an alumina, silica gel, and... The product was further purified. After concentration, the solvent-wetted product was diluted with toluene to approximately 14 mL, and then added to ethyl acetate (150 mL) to obtain the copolymer. The toluene solution of the product was then reprecipitated in 3-pentanone to prepare polymer 6. (Yield: 70%)

[0673] Synthesis Example 8. Preparation of Polymer 7

[0674]

[0675] Monomers C-1 (0.3 mmol), B-1 (0.2 mmol), X-3 (0.2 mmol), and Y-3 (0.3 mmol) were added to a scintillation tube and dissolved in toluene (10 mL) to prepare a first solution.

[0676] Bis(1,5-cyclooctadiene)nickel (0) (2.1 mmol) was loaded into a 50 mL Schlenk tube. 2,2'-Bipyridine (2.1 mmol) and 1,5-cyclooctadiene (2.1 mmol) were weighed and placed in a scintillation tube and dissolved in N,N'-dimethylformamide (5.5 mL) and toluene (11 mL) to prepare a second solution.

[0677] The second solution was placed in a Schlenk tube and stirred at 50°C for 30 minutes. The first solution was then added to the Schlenk tube, and the resulting solution was stirred at 50°C for 180 minutes. Subsequently, the Schlenk tube was cooled to room temperature and then poured into HCl / methanol (5% v / v, concentrated HCl). After stirring for 45 minutes, the polymer was collected by vacuum filtration and dried under high vacuum. The polymer was dissolved in toluene (1% w / v) and passed through a column containing basic alumina (6 g) layered on silica gel (6 g). The polymer / toluene filtrate was concentrated (2.5% w / v toluene) and milled with 3-pentanone. The toluene / 3-pentanone solution was separated from the semi-solid polymer gradient, dissolved in toluene (15 mL), and then poured into stirred methanol to prepare polymer 7. (Yield: 60%)

[0678] Synthesis Example 9. Preparation of Polymer 8

[0679]

[0680] Polymer 8 was prepared in the same manner as in Synthesis Example 7, except that monomers E-1, A-2, X-4, and Y-1 were used instead of monomers A-1, C-1, X-2, and Y-2 in Synthesis Example 7, respectively. (Yield: 55%)

[0681] Synthesis Example 10. Preparation of Polymer 9

[0682]

[0683] Polymer 9 was prepared in the same manner as in Synthesis Example 7, except that monomers F-1, B-1, and Y-4 were used instead of monomers A-1, C-1, and Y-2 in Synthesis Example 7, respectively. (Yield: 60%)

[0684] Synthesis Example 11. Preparation of Polymer 10

[0685]

[0686] Polymer 10 was prepared in the same manner as in Synthesis Example 7, except that monomers A-1, C-1, X-2, and Y-2 were used instead of monomers B-2, G-2, X-5, and Y-5, respectively. (Yield: 60%)

[0687] Synthesis Example 12. Preparation of Polymer 11

[0688]

[0689] Polymer 11 was prepared in the same manner as in Synthesis Example 8, except that monomers C-1, B-1, X-3, and Y-3 were used instead of monomers B-3, F-1, X-1, and Y-2 in Synthesis Example 8, respectively. (Yield: 60%)

[0690] Synthesis Example 13. Preparation of Polymer 12

[0691]

[0692] Polymer 12 was prepared in the same manner as in Synthesis Example 7, except that monomers A-3 and Y-1 were used instead of monomers C-1 and Y-2 in Synthesis Example 7, respectively. (Yield: 50%)

[0693] Synthesis Example 14. Preparation of Polymer 13

[0694]

[0695] Polymer 13 was prepared in the same manner as in Synthesis Example 8, except that monomers A-4, X-1, and Y-6 were used instead of monomers C-1, X-3, and Y-3 in Synthesis Example 8, respectively. (Yield: 60%)

[0696] Synthesis Example 15. Preparation of Polymer 14

[0697]

[0698] Polymer 14 was prepared in the same manner as in Synthesis Example 8, except that monomers A-1, C-1, X-1, and Y-1 were used instead of monomers C-1, B-1, X-3, and Y-3 in Synthesis Example 8, respectively. (Yield: 70%)

[0699] Comparative Synthesis Example 1. Preparation of Comparative Polymer Q1

[0700]

[0701] Polymer Q1 was prepared in the same manner as in Synthesis Example 2, except that monomer B-2 from Synthesis Example 2 was not used to prepare the polymer.

[0702] Comparative Synthesis Example 2. Preparation of Comparative Polymer Q2

[0703]

[0704] Polymer Q2 was prepared in the same manner as in Synthesis Example 2, except that monomer A-2 from Synthesis Example 2 was not used to prepare the polymer.

[0705] Comparative Synthesis Example 3. Preparation of Comparative Polymer Q3

[0706]

[0707] Polymer Q3 was prepared in the same manner as in Comparative Synthesis Example 1, except that monomer Y-4 was used instead of monomer Y-1 in Comparative Synthesis Example 1.

[0708] Comparative Synthesis Example 4. Preparation of Comparative Polymer Q4

[0709]

[0710] Polymer Q4 was prepared in the same manner as in Synthesis Example 8, except that monomers F-1, X-4, and Y-2 were used instead of monomers B-1, X-3, and Y-3, respectively, instead of monomer C-1 in Synthesis Example 8.

[0711] <Example 1> Measurement of molecular weight

[0712] Polymers 1 to 14 and comparative polymers Q1 to Q4 were synthesized by molecular weight measurement.

[0713] Example 1-1.

[0714] Using tetrahydrofuran (THF), the number-average molecular weight (Mn), weight-average molecular weight (Mw), and polydispersity index (PDI) of polymer 1 prepared in Synthesis Example 2 were measured using a GPC (manufactured by Agilent, PLgel HFIPGEL column).

[0715] The polydispersity index is calculated using the following equation (1).

[0716] Equation (1): PDI = weight-average molecular weight (Mw) / number-average molecular weight (Mn)

[0717] Examples 1-2 to 1-14.

[0718] In Examples 1-2 to 1-14, number-average molecular weight (Mn), weight-average molecular weight (Mw), and polydispersity index (PDI) were measured in the same manner as in Example 1-1, except that polymers in Table 1 below were used instead of polymer 1 in Example 1-1.

[0719] Comparative Examples 1-1 to 1-4

[0720] In Comparative Examples 1-1 to 1-4, the number-average molecular weight (Mn), weight-average molecular weight (Mw), and polydispersity index (PDI) were measured in the same manner as in Example 1-1, except that polymers in Table 2 below were used instead of polymer 1 in Example 1-1.

[0721] [Table 1]

[0722]

[0723] [Table 2]

[0724]

[0725] <Example 2> Fabrication of Organic Light-Emitting Devices

[0726] Example 2-1.

[0727] A thin coating with a thickness of An indium tin oxide (ITO) glass substrate was immersed in distilled water containing a cleaning agent and ultrasonically washed. In this case, a product manufactured by Fischer Co. was used as the cleaning agent, and distilled water filtered twice using a filter manufactured by Millipore Co. was used as the distilled water. After washing the ITO for 30 minutes, ultrasonic washing was repeated twice for 10 minutes each time with distilled water. After washing with distilled water, the substrate was ultrasonically washed with isopropanol and acetone solvents, dried, and then cleaned for 5 minutes before drying.

[0728] Prior to device fabrication, the washed and patterned ITO was treated with UV ozone for 10 minutes. Following ozone treatment, a 2% by weight cyclohexanone solution containing compound A and compound B (8:2 by weight) was spin-coated onto the ITO surface, and the solvent was removed by heat treatment to form a hole injection layer approximately 40 nm thick. A toluene solution containing 1.5% by weight of polymer 1 prepared in Synthesis Example 2 was spin-coated onto the hole injection layer, and the solvent was removed by heat treatment to form a hole transport layer approximately 100 nm thick. A methyl benzoate solution containing 2.0% by weight of compounds C and D (compound C:compound D = 93:7 by weight) was spin-coated onto the hole transport layer to form a light-emitting layer approximately 100 nm thick. Subsequently, the ITO was transported to a vacuum deposition apparatus, and a BCP was vacuum-deposited onto the light-emitting layer to a thickness of 35 nm to form an electron injection and transport layer. LiF and aluminum were sequentially deposited on the electron injection and transport layers to thicknesses of 1 nm and 100 nm, respectively, to form a cathode.

[0729] During the aforementioned steps, the deposition rates of lithium fluoride and aluminum at the cathode are maintained at [specific values ​​to be filled in]. and And the vacuum level during deposition was maintained at 2×10⁻⁶. -7 Up to 5×10 -6 Entrust.

[0730]

[0731] Examples 2-2 to 2-5.

[0732] In Examples 2-2 to 2-5, organic light-emitting devices were manufactured in the same manner as in Example 2-1, except that polymers listed in Table 3 below were used instead of polymer 1 in Example 2-1.

[0733] Compare Examples 2-1 and 2-2.

[0734] In Comparative Examples 2-1 and 2-2, organic light-emitting devices were manufactured in the same manner as in Example 2-1, except that polymers listed in Table 3 below were used instead of polymer 1 in Example 2-1.

[0735] Table 3 below shows the results at 10 mA / cm 2 The results show the performance of the organic light-emitting devices manufactured in Examples 2-1 to 2-5 and Comparative Examples 2-1 and 2-2 at a current density.

[0736] [Table 3]

[0737]

[0738] In Table 3, unless otherwise specified, the measured values ​​are at 1000 nits, and V is at 10 mA / cm². 2 The driving voltage (in volts) is given, the external quantum efficiency (QE) is obtained as (number of emitted photons) / (number of injected charge carriers), cd / A (CE) is the current efficiency, lm / W is the luminous efficiency, CIEx and CIEy are the 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 chromaticity coordinate (y) value.

[0739] Table 3 shows that the organic light-emitting devices (Examples 2-1 to 2-5) using the polymer according to the present invention exhibit higher efficiency compared to organic light-emitting devices using other polymers (Comparative Examples 2-1 and 2-2). This is because the charge / hole transfer balance is adjusted by including first and second units with different charge mobility in the polymer of the present invention.

[0740] Examples 2-6.

[0741] Deposit ITO onto the thin film to A glass substrate of a certain thickness was ultrasonically cleaned with acetone solvent for 10 minutes. Then, the glass substrate was immersed in distilled water containing a cleaning agent and ultrasonically washed for 10 minutes. This ultrasonic washing process was repeated twice with distilled water for 10 minutes each time. After washing the glass substrate with distilled water, it was ultrasonically washed with isopropanol solvent for 10 minutes and then dried. The substrate was then transferred to a glove box.

[0742] A 2% by weight cyclohexanone solution containing compound A and compound B in an 8:2 weight ratio was spin-coated onto the ITO transparent electrode prepared as described above, and then heat-treated at 230°C for 30 minutes to form a thickness of [missing information]. A hole injection layer was formed. A 0.8 wt% toluene solution containing polymer 6 prepared in Synthesis Example 7 was spin-coated onto the hole injection layer to form a layer with a thickness of [missing information]. The hole transport layer. Compounds C and D are dissolved in toluene at a weight ratio of 9:1 on the hole transport layer, thereby forming a layer with a thickness of [thickness value missing] by solution method. The luminescent layer. Compound E is vacuum-deposited onto the luminescent layer to form a layer with a thickness of [thickness missing]. Electron injection and transport layers were constructed. LiF and aluminum were sequentially deposited on the electron injection and transport layers to thicknesses of [thickness values ​​missing]. and This forms the cathode.

[0743]

[0744] In the aforementioned steps, the deposition rate of the organic material is maintained at to The deposition rates of LiF and aluminum at the cathode were maintained at... and And the vacuum level during deposition was maintained at 2×10⁻⁶. -8 Up to 5×10 -6 Entrust.

[0745] Examples 2-7 to 2-14.

[0746] In Examples 2-7 to 2-14, organic light-emitting devices were manufactured in the same manner as in Examples 2-6, except that polymers listed in Table 4 below were used instead of polymer 6 in Examples 2-6.

[0747] Comparative Examples 2-3 to 2-5.

[0748] In Comparative Examples 2-3 to 2-5, organic light-emitting devices were manufactured in the same manner as in Examples 2-6, except that the following compounds Q5, polymer Q3, and polymer Q4 were used instead of polymer 6 in Examples 2-6.

[0749]

[0750] [Table 4]

[0751]

[0752] Table 4 shows that the organic light-emitting devices (Examples 2-6 to 2-14) using the polymer according to the present invention exhibit higher efficiency compared to organic light-emitting devices using other polymers or compound Q5 (Comparative Examples 2-3 to 2-5). This is because the charge / hole transfer balance is adjusted by including first and second units with different charge mobility in the polymer of the present invention.

[0753] In summary, Tables 3 and 4 show that polymers containing both the first and second units exhibit superior properties compared to polymers containing only one of the two units.

[0754] While a preferred exemplary embodiment of the present invention (hole transport layer) has been described above, the present invention is not limited thereto, and various modifications can be made and implemented within the scope of the claims and detailed description of the present invention, and such modifications also fall within the scope of the present invention.

Claims

1. A polymer comprising: The first unit represented by any of the following chemical formulas 1-1 to 1-4; A second unit represented by any of the following chemical formulas 1-1 to 1-4 and different from the first unit; The third unit represented by any of the following chemical formulas 2-1 to 2-4; and The end group represented by the following chemical formula 3: [Chemical Formula 1-1] [Chemical Formula 1-2] [Chemical Formulas 1-3] [Chemical Formulas 1-4] [Chemical Formula 2-1] [Chemical Formula 2-2] [Chemical Formula 2-3] [Chemical Formula 2-4] [Chemical Formula 3] in, In chemical formulas 1-1 to 1-4, 2-1 to 2-4, and 3, L3 and L4 may be the same as or different from each other, and each may be independently a substituted or unsubstituted aryl group. Ar1 and Ar2 may be identical or different from each other, and each may be independently a substituted or unsubstituted aryl group. R1 and R2 may be the same as or different from each other, and each is 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 arylamino group; or a substituted or unsubstituted siloxane group. R3 through R9 may be the same as or different from each other, and each is 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 arylamino group; or a substituted or unsubstituted siloxane group. R10 and R11 may be the same as or different from each other, and each is independently a substituted or unsubstituted aryl group; a substituted or unsubstituted heterocyclic group; or a substituted or unsubstituted arylamine group. n1 and n2 are each integers from 1 to 4, and when n1 and n2 are each 2 or greater, the substituents in parentheses are either the same or different from each other. n3 to n6 are each integers from 1 to 4, and when n3 to n6 are each 2 or greater, the substituents in parentheses are either the same or different from each other. n7 to n9 are each integers from 1 to 6, and when n7 to n9 are each 2 or greater, the substituents in parentheses are either the same or different from each other. Z1 is CRa; SiRa; N; or a substituted or unsubstituted trivalent aryl group. Z2 and Z3 may be identical or different from each other, and each is independently C; Si; or a substituted or unsubstituted tetravalent aryl group. L10 is a direct bond; or a substituted or unsubstituted aryl group. Ra represents hydrogen; deuterium; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group. R50 to R60 may be the same as or different from each other, and each is independently hydrogen; deuterium; halogen group; cyano; alkoxy; aryloxy; siloxane; substituted or unsubstituted amino group; substituted or unsubstituted alkyl group; substituted or unsubstituted aryl group; substituted or unsubstituted heterocyclic group; or crosslinkable group, and adjacent groups are capable of bonding with each other to form a ring. each of r50 to r59 is an integer of 1 to 4, r60 is an integer of 1 to 5, and when each of r50 to r60 is 2 or greater, the substituents in the parentheses are the same as or different from each other, * is a point of attachment in the polymer, E is a crosslinkable group; or any one of the following structures: in the structures, R70 to R72 are the same as or different from each other, and each is independently hydrogen; deuterium; substituted or unsubstituted alkyl; substituted or unsubstituted aryl; substituted or unsubstituted heterocyclic group; or a crosslinkable group, L70 is a direct bond; substituted or unsubstituted alkylene; or substituted or unsubstituted arylene, i1 is an integer of 1 to 10, and when i1 is 2 or greater, two or more L70 are the same as or different from each other, each of n70 and n72 is an integer of 1 to 5, n71 is an integer of 1 to 4, and when each of n70 to n72 is 2 or greater, the substituents in the parentheses are the same as or different from each other, and * is a point of attachment in the polymer.

2. The polymer according to claim 1, wherein the polymer is represented by the following chemical formula 4: [Chemical Formula 4] in Chemical Formula 4, A1 is the first unit represented by any one of Chemical Formulas 1-1 to 1-4, B1 is a second unit represented by any one of Chemical Formulas 1-1 to 1-4 and different from the first unit, C1 is the third unit represented by Chemical Formulas 2-1 to 2-4, E1 and E2 are the same as or different from each other, and each is independently the terminal group represented by Chemical Formula 3, and a, b and c are each a mole fraction, a is a real number of 0 < a < 1, b is a real number of 0 < b < 1, c is a real number of 0 < c < 1, and a + b + c = 1.

3. The polymer according to claim 1, wherein the crosslinkable group is any one of the following structures: in the structures, L30 to L36 are the same as or different from each other, and each is independently a direct bond; -O-; -COO-; substituted or unsubstituted alkylene; substituted or unsubstituted arylene; or a combination thereof, and This refers to the portion that is bonded to the chemical formula 3.

4. The polymer according to claim 1, wherein the first unit and the second unit are different from each other, and each is any one of the following structures: 。 5. The polymer according to claim 1, wherein the polymer is any one of the following structures: in the structures, a1 is a real number of 0 < a1 < 1, b1 is a real number of 0 < b1 < 1, c1 is a real number of 0 < c1 < 1, e1 is a real number of 0 < e1 < 1, and a1 + b1 + c1 + e1 = 1.

6. An organic light-emitting device, comprising: a first electrode; a second electrode; and an organic material layer having one or more layers disposed between the first electrode and the second electrode, wherein one or more layers of the organic material layer comprise the polymer according to any one of claims 1 to 5.

7. The organic light-emitting device according to claim 6, wherein the organic material layer comprising the polymer is a hole injection layer, a hole transport layer, or a layer that both injects and transports holes.

Images