Condensed cylic compound, light emitting device including the condensed cyclic compound and electronic apparatus including the light emitting device

Abstract

A condensed ring compound represented by the following chemical formula 1, a light-emitting element including said condensed ring compound, and an electronic device including said light-emitting element are disclosed: Refer to the description of the above chemical formula 1 as described in this specification.

Description

Technology Field

[0001] The invention relates to a condensed ring compound, a light-emitting element including the same, and an electronic device including the light-emitting element. Background Technology

[0002] Among light-emitting devices, organic light-emitting devices are self-emissive devices. Compared to conventional devices, they have a wide viewing angle and excellent contrast, as well as a fast response time, excellent characteristics in brightness, driving voltage, and response speed, and are capable of multi-color.

[0003] The above organic light-emitting device may have a structure in which a first electrode is disposed on a substrate, and a hole transport region, an emissive layer, an electron transport region, and a second electrode are sequentially formed on the first electrode. Holes injected from the first electrode move to the emissive layer via the hole transport region, and electrons injected from the second electrode move to the emissive layer via the electron transport region. Carriers such as holes and electrons recombine in the emissive layer region to generate excitons. Light is generated as these excitons change from an excited state to a ground state. The problem to be solved

[0004] The invention provides a condensed ring compound, a light-emitting element including the same, and an electronic device including the light-emitting element. means of solving the problem

[0005] According to one aspect, a condensed ring compound represented by the following chemical formula 1 is provided:

[0006] <Chemical Formula 1>

[0007]

[0008] <Chemical Formula 2>

[0009]

[0010] Among the above chemical formula 1,

[0011] A1 is a group represented by the above chemical formula 2, and

[0012] Among the above chemical formulas 1 and 2,

[0013] A2 to A4 are independent of each other, C5-C 60 Carbocyclic group or C1-C 60 It is a heterocyclic group, and

[0014] E 11 ne *-(L 11 ) a11 -(R 11 ) b11 And,

[0015] E 12 ne *-(L 12 ) a12 -(R 12 ) b12 And,

[0016] E 13 ne *-(L 13 ) a13 -(R 13 ) b13 And,

[0017] d11 to d13 are independently integers from 1 to 8, and

[0018] L1 and L 11 to L 13 They are independent of each other, single bond, *-Si(R 1a )(R 1b )-*', at least one R 10a C5-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It is a heterocyclic group, and

[0019] a11 to a13 are independently integers from 1 to 5, and

[0020] n2 is 1 or 2, and

[0021] If n2 is 1, n1 is 0, and

[0022] When n2 is 2, n1 is an integer from 1 to 5, and

[0023] R1, R2, R 1a , R 1b and R 11 to R 13 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, at least one R 10a C1-C substituted or unsubstituted 60 alkyl group, at least one R 10a C2-C substituted or unsubstituted 60 alkenyl group, at least one R 10a C2-C substituted or unsubstituted 60 alkynyl group, at least one R 10a C1-C substituted or unsubstituted 60 Alkoxy group, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group, at least one R 10a C1-C substituted or unsubstituted 60 Heterocyclic group, at least one R 10a C6-C substituted or unsubstituted 60 aryloxy group, at least one R 10a C6-C substituted or unsubstituted 60 Arylthio group, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2); and,

[0024] b11 to b13 are independently integers from 1 to 10, and

[0025] The above R 10a Is,

[0026] Deuterium (-D), -F, -Cl, -Br, -I, hydroxyl group, cyano group, or nitro group;

[0027] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C3-C60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, -Si(Q 11 )(Q 12 )(Q 13 ), -N(Q 11 )(Q 12 ), -B(Q 11 )(Q 12 ), -C(=O)(Q 11 ), -S(=O)2(Q 11 ), -P(=O)(Q 11 )(Q 12 ), or substituted or unsubstituted with any combination thereof, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, or C1-C 60 Alkoxygenation;

[0028] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, C1-C 60 Alkoxy group, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, -Si(Q 21 )(Q 22 )(Q 23 ), -N(Q 21 )(Q 22 ), -B(Q 21 )(Q 22 ), -C(=O)(Q 21 ), -S(=O)2(Q 21 ), -P(=O)(Q 21 )(Q 22 ), or substituted or unsubstituted with any combination thereof, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C60 aryloxy group, or C6-C 60 Arylthiogi; or

[0029] -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ), or -P(=O)(Q 31 )(Q 32 ); and,

[0030] The above Q1 to Q3, Q 11 to Q 13 , Q 21 to Q 23 and Q 31 to Q 33 They are independently hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl group; cyano group; nitro group; C1-C 60 Alkyl group; C2-C 60 Alkenyl group; C2-C 60 alkynyl group; C1-C 60 Alkoxy group; or deuterium, -F, cyano group, C1-C 60 Alkyl group, C1-C 60 Alkoxy group, biphenyl group, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic, or substituted or unsubstituted with any combination thereof, C3-C 60 Carbocyclic group or C1-C 60 It is a heterocyclic group.

[0031] According to one embodiment, a first electrode;

[0032] A second electrode facing the first electrode;

[0033] An intermediate layer disposed between the first electrode and the second electrode and including a light-emitting layer; and

[0034] A light-emitting element comprising one or more of the above-mentioned condensed ring compounds is provided.

[0035] According to another aspect, an electronic device is provided that includes the light-emitting element and further includes a thin-film transistor, wherein the thin-film transistor includes a source electrode and a drain electrode, and the first electrode of the light-emitting element is electrically connected to the source electrode or the drain electrode. Brief explanation of the drawing

[0036] FIGS. 1 to 3 are schematic diagrams showing the structure of a light-emitting element according to one embodiment, respectively. Specific details for implementing the invention

[0037] The above condensed ring compound can be represented by the following chemical formula 1:

[0038] <Chemical Formula 1>

[0039]

[0040] <Chemical Formula 2>

[0041]

[0042] Among the above chemical formula 1, A1 may be a group represented by the above chemical formula 2.

[0043] In the above Chemical Formula 1, A2 to A4 are independently C5-C 60 Carbocyclic group or C1-C 60 It can be a heterocyclic group.

[0044] According to one embodiment, A2 to A4 are independently a benzene group, a naphthalene group, anthracene group, a phenanthrene group, a triphenylene group, a pyrene group, a chrysene group, a cyclopentadiene group, a 1,2,3,4-tetrahydronaphthalene (1,2,3,4-tetrahydronaphthalene) group, a thiophene group, a furan group, an indole group, a benzoborol group, a benzophosphol group, an indene group, a benzocilol group, a benzozermol group, a benzothiophen group, a benzoselenopene group, a benzofuran group, a carbazole group, a dibenzoborol group, a dibenzophosphol group, a fluorene group, a dibenzocilol group, a dibenzozermol group, a dibenzothiophen group, a dibenzoselenopene group, a dibenzofuran group, a dibenzothiophen 5-oxide group, and a 9H-fluorene-9-one Group, Dibenzothiophene 5,5-dioxide group, Azaindole group, Azabenzoborol group, Azabenzophospol group, Azaindene group, Azabenzicilol group, Azabenzozermol group, Azabenzothiophene group, Azabenzoselenopene group, Azabenzofuran group, Azacarbazole group, Azadibenzoborol group, Azadibenzophospol group, Azafluoren group, Azadibenzicilol group, Azadibenzozermol group, Azadibenzothiophene group, Azadibenzoselenopene group, Azadibenzofuran group, Azadibenzothiophene 5-oxide group, Aza-9H-fluoren-9-one group, Azadibenzothiophene 5,5-dioxide group, Pyridine group, Pyrimidine group, Pyrazine group, Pyridazine group, Triazine group, Quinoline group, isoquinoline group, quinoxaline group, quinazolin group, phenanthroline group, pyrrole group, pyrazole group, imidazole group, triazole group, oxazole group, isooxazole group, thiazole group, isothiaazole group, oxadiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benzothiaazole group, benzoxadiazole group, benzothiadiazole group, 5,6,7,8-tetrahydroisoquinoline group or 5,6,7,8-tetrahydroquinoline(5,6,7,It may be a group of 8-tetrahydroquinoline.

[0045] According to one embodiment, the above A4 may be a benzene group, a naphthalene group, a pyridine group, a pyrimidine group, a triazine group, a carbazole group, a dibenzofuran group, a dibenzothiophene group, or a fluorene group.

[0046] According to one embodiment, A2 may be a benzene group, a naphthalene group, a fluorene group, a dibenzosilol group, a dibenzothiophene group, a dibenzoselenophene group, a dibenzofuran group, an azafluorene group, an azadibenzosilol group, an azadibenzothiophene group, a carbazole group, an azacarbazole group, an indolo[2,3-a]carbazole group, an indolo[2,3-b]carbazole group, a benzocarbazole group, or a dibenzocarbazole group.

[0047] According to one embodiment, A3 may be a benzene group, a naphthalene group, anthracene group, a phenanthrene group, a triphenylene group, a pyrene group, a naphthalene group, a fluorene group, a dibenzosilol group, a dibenzothiophene group, a dibenzoselenophene group, a dibenzofuran group, azafluorene group, azadibenzosilol group, azadibenzothiophene group, a pyridine group, a pyrimidine group, a triazine group, a carbazole group, azacarbazole group, indolo[2,3-a]carbazole group, indolo[2,3-b]carbazole group, a benzocarbazole group, or a dibenzocarbazole group.

[0048] According to one embodiment, A2 is a benzene group and A3 is a benzene group;

[0049] A2 is a carbazole group and A3 is a benzene group;

[0050] A2 is a benzene group and A3 is a carbazole group;

[0051] A2 is the carbazole group, and A3 may be the carbazole group.

[0052] According to one embodiment, among the above chemical formula 1 The part represented by may be represented by one of the following chemical formulas 3-1 to 3-7:

[0053]

[0054] Among the above chemical formulas 3-1 to 3-7,

[0055] E 31 은 *"-(L 31 ) a31 -(R 31 ) b31 And,

[0056] L 31 The description of L within this specification 12 Refer to the explanation for,

[0057] For a description of a31, refer to the description of a12 in this specification, and

[0058] R 31 The description of R within this specification 12 Refer to the explanation for,

[0059] For a description of b31, refer to the description of b12 in this specification, and

[0060] *, *' and *" are bonding sites with neighboring atoms.

[0061] E 11 ne *-(L 11 ) a11 -(R 11 ) b11 And,

[0062] E 12 ne *-(L 12 ) a12 -(R 12 ) b12 And,

[0063] E 13 ne *-(L 13 ) a13 -(R 13 ) b13 It could be.

[0064] d11 to d13 may be integers from 1 to 8 independently of each other.

[0065] L1 and L 11 to L 13 They are independent of each other, single bond, *-Si(R 1a )(R 1b )-*',at least one R 10a C5-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It can be a heterocyclic group.

[0066] According to one embodiment, L1 and L 11 to L 13 are independently of each other,

[0067] Single bond or *-Si(R 1a )(R 1b )-*'; or

[0068] At least one R 10aSubstituted or unsubstituted, benzene group, naphthalene group, anthracene group, phenanthrene group, triphenylene group, pyrene group, chrysene group, cyclopentadiene group, 1,2,3,4-tetrahydronaphthalene group, thiophene group, furan group, indole group, benzoborol group, benzophospol group, indene group, benzocilol group, benzozermol group, benzothiophene group, benzoselenopene group, benzofuran group, carbazole group, dibenzoborol group, dibenzophospol group, fluorene group, dibenzocilol group, dibenzozermol group, dibenzothiophene group, dibenzoselenopene group, dibenzofuran group, dibenzothiophene 5-oxide group, 9H-fluorene-9-one group, dibenzothiophen 5,5-Dioxide group, Azaindole group, Azabenzoborol group, Azabenzophospol group, Azaindene group, Azabenzicillol group, Azabenzozermol group, Azabenzothiophene group, Azabenzoselenopene group, Azabenzofuran group, Azacarbazole group, Azadibenzoborol group, Azadibenzophospol group, Azafluoren group, Azadibenzicillol group, Azadibenzozermol group, Azadibenzothiophene group, Azadibenzoselenopene group, Azadibenzofuran group, Azadibenzothiophene 5-oxide group, Aza-9H-fluoren-9-one group, Azadibenzothiophene 5,5-dioxide group, Pyridine group, Pyrimidine group, Pyrazine group, Pyridazine group, Triazine group, Quinoline group, Isoquinoline group, quinoxaline group, quinazolin group, phenanthroline group, pyrrole group, pyrazole group, imidazole group, triazole group, oxazole group, isooxazole group, thiazole group, isothiaazole group, oxadiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benzothiaazole group, benzoxadiazole group, benzothiadiazole group, 5,6,7,8-tetrahydroisoquinoline group or 5,6,7,8-tetrahydroquinoline (5,6,7,It may be a group of 8-tetrahydroquinoline, and

[0069] The above R 10a Refer to the description provided in this specification.

[0070] According to one embodiment, L1 and L 11 to L 13 are independently of each other,

[0071] single bond;

[0072] *-Si(R 1a )(R 1b )-*'; or

[0073] It may be a group represented by one of the following chemical formulas 4-1 to 4-41:

[0074]

[0075]

[0076]

[0077]

[0078] Among the above chemical formulas 4-1 to 4-41,

[0079] X1 can be N or C(Z3), and

[0080] X2 can be N or C(Z4), and

[0081] X3 can be N or C(Z5), and

[0082] X4 can be N or C(Z6), and

[0083] Y1 can be O or S,

[0084] Y2 can be O, S, N(Z7) or C(Z7)(Z8), and

[0085] Z1 to Z8 are independently of each other, R within this specification 11 Refer to the explanation for,

[0086] e4 can be an integer from 1 to 4, and

[0087] e6 can be an integer from 1 to 6, and

[0088] e7 can be an integer from 1 to 7, and

[0089] e8 can be an integer from 1 to 8, and

[0090] * and *' are bonding sites with neighboring atoms.

[0091] In Chemical Formula 1, a11 to a13 may be integers from 1 to 5 independently of each other.

[0092] n2 can be 1 or 2.

[0093] If n2 is 1, n1 can be 0.

[0094] If n2 is 2, n1 can be an integer from 1 to 5.

[0095] According to one embodiment, the above n1 may be 0.

[0096] According to one embodiment, n2 may be 2 and n1 may be 1.

[0097] R1, R2, R 1a , R 1b and R 11 to R 13 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, at least one R 10a C1-C substituted or unsubstituted 60 alkyl group, at least one R 10a C2-C substituted or unsubstituted 60 alkenyl group, at least one R 10a C2-C substituted or unsubstituted 60 alkynyl group, at least one R 10a C1-C substituted or unsubstituted 60 Alkoxy group, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group, at least one R 10aC1-C substituted or unsubstituted 60 Heterocyclic group, at least one R 10a C6-C substituted or unsubstituted 60 aryloxy group, at least one R 10a C6-C substituted or unsubstituted 60 It can be an arylthio group, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2).

[0098] b11 to b13 may be integers from 1 to 10 independently of each other.

[0099] The above R 10a Is,

[0100] Deuterium (-D), -F, -Cl, -Br, -I, hydroxyl group, cyano group, or nitro group;

[0101] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, -Si(Q 11 )(Q 12 )(Q 13 ), -N(Q 11 )(Q 12 ), -B(Q 11 )(Q 12 ), -C(=O)(Q 11 ), -S(=O)2(Q 11 ), -P(=O)(Q 11 )(Q 12 ), or substituted or unsubstituted with any combination thereof, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, or C1-C 60 Alkoxygenation;

[0102] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, C1-C 60 Alkoxy group, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, -Si(Q 21 )(Q 22 )(Q 23 ), -N(Q 21 )(Q 22 ), -B(Q 21 )(Q 22 ), -C(=O)(Q 21 ), -S(=O)2(Q 21 ), -P(=O)(Q 21 )(Q 22 ), or substituted or unsubstituted with any combination thereof, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, or C6-C 60 Arylthiogi; or

[0103] -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ), or -P(=O)(Q 31 )(Q 32 It can be.

[0104] The above Q1 to Q3, Q 11 to Q 13 , Q 21 to Q 23 and Q 31 to Q 33They are independently hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl group; cyano group; nitro group; C1-C 60 Alkyl group; C2-C 60 Alkenyl group; C2-C 60 alkynyl group; C1-C 60 Alkoxy group; or deuterium, -F, cyano group, C1-C 60 Alkyl group, C1-C 60 Alkoxy group, biphenyl group, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic, or substituted or unsubstituted with any combination thereof, C3-C 60 Carbocyclic group or C1-C 60 It can be a heterocyclic group.

[0105] According to one embodiment, the R1, R2, R 1a , R 1b and R 11 to R 13 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazine group, hydrazone group, C1-C 20 Alkyl groups, or C1-C 20 Alkoxygenation;

[0106] Deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, amido group, hydrazine group, hydrazone group, C1-C 10 Substituted with an alkyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, naphthyl group, pyridinyl group, pyrimidinyl group, or any combination thereof, C1-C 20 alkyl group or C1-C 20 Alkoxygenation;

[0107] Deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, amido group, hydrazine group, hydrazone group, C1-C 20 Alkyl group, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroleyl group, thiophenyl group, furanyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indoleyl group, indazoleyl group, furinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazoleyl group, phenanthrolinyl group, benzimidazoleyl group, benzofuranyl group, benzothiophenyl group, Isobenzothiazole yl group, benzoxazole yl group, isobenzoxazole yl group, triazole yl group, tetrazole yl group, oxadiazole yl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazole yl group, dibenzocarbazole yl group, imidazopyridinyl group, imidazopyrimidinyl group, azacarbazole yl group, azadibenzofuranyl group, azadibenzothiophenyl group, azafluorenyl group, azadibenzosilol yl group, -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -P(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ), -P(=O)(Q 31 )(Q32 ), or substituted or unsubstituted by any combination thereof, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroleyl group, thiophenyl group, furanyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indoleyl group, indazoleyl group, furinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazoleyl group, phenanthrolinyl group, benzimidazoleyl group, benzofuranyl group, benzothiophenyl group, Isobenzothiazole yl group, benzoxazole yl group, isobenzoxazole yl group, triazole yl group, tetrazole yl group, oxadiazole yl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazole yl group, dibenzocarbazole yl group, imidazopyridinyl group, imidazopyrimidinyl group, azacarbazole yl group, azadibenzofuranyl group, azadibenzothiophenyl group, azafluorenyl group, or azadibenzosilol yl group; or

[0108] -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), or -P(=O)(Q1)(Q2); and,

[0109] Q1 to Q3 and Q 31 to Q 33 are independently of each other,

[0110] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H or -CD2CDH2; or

[0111] Deuterium, C1-C 10 It may be an alkyl group, a phenyl group, a biphenyl group, a pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, a triazinyl group, a carbazoleyl group, a dibenzofuranyl group, a dibenzothiophenyl group, or any combination thereof, substituted or unsubstituted with an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, an isopentyl group, a sec-pentyl group, a tert-pentyl group, a phenyl group, a naphthyl group, a pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, a triazinyl group, a carbazoleyl group, a dibenzofuranyl group, or a dibenzothiophenyl group;

[0112] According to one embodiment, R1, R2, R 1a , R 1b and R 11 to R 13 are independently of each other,

[0113] Hydrogen, Deuterium, C1-C 20 alkyl group or C1-C 20 Alkoxygenation;

[0114] Deuterium, -CD3, -CD2H, -CDH2, C1-C 10 Substituted with an alkyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, naphthyl group, or any combination thereof, C1-C 20 alkyl group or C1-C 20 Alkoxygenation;

[0115] Deuterium, -CD3, -CD2H, -CDH2, C1-C 20Alkyl group, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroleyl group, thiophenyl group, furanyl group, isoindoleyl group, indoleyl group, indazoleyl group, furinyl group, carbazoleyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazoleyl group, dibenzocarbazoleyl group, -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), or substituted or unsubstituted by any combination thereof, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroleyl group, thiophenyl group, furanyl group, isoindoleyl group, indoleyl group, indazoleyl group, furinyl group, carbazoleyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazoleyl group, or dibenzocarbazoleyl group; or

[0116] -Si(Q1)(Q2)(Q3), -N(Q1)(Q2) or -B(Q1)(Q2); may be,

[0117] Q1 to Q3 and Q 31 to Q 33 are independently of each other,

[0118] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H or -CD2CDH2; or

[0119] Deuterium, C1-C 10 It may be an alkyl group, a phenyl group, a biphenyl group, a carbazoleyl group, a dibenzofuranyl group, a dibenzothiophenyl group, or any combination thereof, substituted or unsubstituted with an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, an isopentyl group, a sec-pentyl group, a tert-pentyl group, a phenyl group, a naphthyl group, a carbazoleyl group, a dibenzofuranyl group, or a dibenzothiophenyl group;

[0120] According to one embodiment, R1 is hydrogen or deuterium, and

[0121] R2 is hydrogen or deuterium.

[0122] According to one embodiment, the condensed ring compound represented by Chemical Formula 1 may be represented by one of the following Chemical Formulas 1-1 to 1-4:

[0123] <Chemical Formula 1-1>

[0124]

[0125] <Chemical Formula 1-2>

[0126]

[0127] <Chemical Formula 1-3>

[0128]

[0129] <Chemical Formula 1-4>

[0130]

[0131] Among the above chemical formulas 1-1 to 1-4,

[0132] E 21 ne *-(L 21 )a21 -(R 21 ) b21 It could be,

[0133] L 21 The description of L within this specification 12 Refer to the explanation for,

[0134] a21 is an integer from 1 to 5, and

[0135] R 21 The description of R within this specification 12 Refer to the explanation for,

[0136] b21 is an integer from 1 to 10, and

[0137] n11 is an integer from 1 to 5, and

[0138] n12 is 2, and

[0139] * is a bonding site with a neighboring atom, and

[0140] A2 to A4, E 11 to E 13 Refer to the descriptions of , d11 to d13, R1, R2 and L1 as described in this specification.

[0141] According to one embodiment, the condensed ring compound represented by Chemical Formula 1 may be represented by one of the following Chemical Formulas 1-11 to 1-14:

[0142] <Chemical Formula 1-11>

[0143]

[0144] <Chemical Formula 1-12>

[0145]

[0146] <Chemical Formula 1-13>

[0147]

[0148] <Chemical Formula 1-14>

[0149]

[0150] Among the above chemical formulas 1-11 to 1-14,

[0151] E 21 ne *-(L 21 ) a21 -(R 21 ) b21 It could be,

[0152] E 31 은 *"-(L 31 ) a31 -(R 31 ) b31 It could be,

[0153] L 21 and L 31 Descriptions of each of the L within this specification 12 Refer to the explanation for,

[0154] a21 and a31 are independently integers from 1 to 5, and

[0155] R 21 and R 31 The description of R within this specification 12 Refer to the explanation for,

[0156] b21 and b31 are independently integers from 1 to 10, and

[0157] n11 can be an integer from 1 to 5, and

[0158] n12 can be 2, and

[0159] d11 can be an integer from 1 to 6, and

[0160] Among chemical formulas 1-11 and 1-13,

[0161] d12 can be an integer from 1 to 6, and

[0162] Among chemical formulas 1-12 and 1-14,

[0163] d12 can be an integer from 1 to 4, and

[0164] * and *" are bonding sites with neighboring atoms,

[0165] A3, E 11 to E 13Refer to the descriptions of , d13, R1, R2 and L1 as described in this specification.

[0166] According to one embodiment, of chemical formula 1-12,

[0167] The above E 21 and E 31 is identical or;

[0168] The above E 21 and E 31 It may vary.

[0169] According to one embodiment, L 21 It may not be a single bond.

[0170] According to one embodiment, the condensed ring compound represented by Chemical Formula 1 may be selected from the following compounds 1 to 205, but is not limited thereto:

[0171]

[0172] The condensed ring compound represented by the above chemical formula 1 has at least one carbazole condensed to a tryptysene core, and the indole portion of the carbazole ring has a structure in which it is condensed at the C3-C4 position of the benzene ring of the tryptysene core.

[0173] The above chemical formula 1 has a tryptysene core in which at least one carbazole ring is condensed, thereby increasing the strength of the relatively weak CN bond in terms of molecular bond energy (BDE), and consequently increasing the robustness of the molecule, and the glass transition temperature and thermal stability of the molecule can be improved by having a structure in which multiple rings are condensed together and the rigidity is increased.

[0174] In particular, the indole portion of the carbazole ring is condensed at the C3-C4 position of the benzene ring of the tryptysene core, thereby lowering the planarity of the molecular structure and increasing the triplet energy level of the compound. This offers the advantage of improving the efficiency and lifespan characteristics of light-emitting devices when combined with existing phosphorescent and delayed-fluorescence dopants.

[0175] Accordingly, an electronic device employing a condensed ring compound represented by the above chemical formula 1, for example, an organic light-emitting device, can have a low driving voltage, high maximum quantum efficiency, high efficiency, and a long lifespan.

[0176] A method for synthesizing a condensed ring compound represented by the above chemical formula 1 can be recognized by those skilled in the art by referring to the examples described below.

[0177] At least one of the condensed ring compounds represented by the above chemical formula 1 can be used in a light-emitting device (e.g., an organic light-emitting device).

[0178] According to one embodiment, a light-emitting element is provided, comprising: a first electrode; a second electrode facing the first electrode; an intermediate layer disposed between the first electrode and the second electrode and including a light-emitting layer; and one or more of the above-described condensed ring compounds.

[0179] According to one embodiment, the first electrode is an anode, and

[0180] The above second electrode is a cathode, and

[0181] The above intermediate layer further includes a hole transport region interposed between the light-emitting layer and the first electrode, and the above intermediate layer further includes an electron transport region interposed between the light-emitting layer and the second electrode.

[0182] The hole transport region above includes a hole injection layer, a hole transport layer, a light-emitting auxiliary layer, an electron blocking layer, or any combination thereof, and

[0183] The above electron transport region may include a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0184] According to one embodiment, the condensed ring compound may be included in the light-emitting layer.

[0185] According to one embodiment, the light-emitting layer may further include a transition metal-containing compound.

[0186] According to one embodiment, the light-emitting layer may emit blue light or cyan light.

[0187] According to one embodiment, the light-emitting layer may emit blue light or cyan light with a maximum emission wavelength range of 400 nm to 500 nm.

[0188] In this specification, the phrase “(the intermediate layer) comprises a condensed ring compound” may be interpreted as “(the intermediate layer) may comprise one condensed ring compound belonging to the category of Formula 1 or two or more different condensed ring compounds belonging to the category of Formula 1.”

[0189] For example, the intermediate layer may include only compound 1 as the condensed ring compound. In this case, compound 1 may be present in the light-emitting layer of the light-emitting element. Alternatively, the intermediate layer may include compound 1 and compound 2 as the condensed ring compound. In this case, compound 1 and compound 2 may be present in the same layer (for example, both compound 1 and compound 2 may be present in the light-emitting layer) or in different layers (for example, compound 1 may be present in the light-emitting layer and compound 2 may be present in the electron transport region).

[0190] In this specification, "intermediate layer" is a term referring to a single and / or multiple layers disposed between the first electrode and the second electrode of the light-emitting element.

[0191] According to another aspect, an electronic device including a light-emitting element as described above is provided. The electronic device may further include a thin-film transistor.

[0192] For example, the electronic device further includes a thin-film transistor including a source electrode and a drain electrode, and the first electrode of the light-emitting element may be electrically connected to the source electrode or the drain electrode.

[0193] According to one embodiment, the electronic device may further include a color filter, a color conversion layer, a touchscreen layer, a polarizing layer, or any combination thereof. For example, the electronic device may be a flat panel display device, but is not limited thereto.

[0194] A more detailed description of the above electronic device is provided in this specification.

[0195] [Explanation of Fig. 1]

[0196] FIG. 1 schematically illustrates a cross-sectional view of a light-emitting element (10) according to one embodiment of the present invention. The light-emitting element (10) includes a first electrode (110), an intermediate layer (130), and a second electrode (150).

[0197] Hereinafter, the structure and manufacturing method of a light-emitting element (10) according to one embodiment of the present invention are described as follows with reference to FIG. 1.

[0198] [First electrode (110)]

[0199] A substrate may be additionally disposed on the lower part of the first electrode (110) of FIG. 1 or on the upper part of the second electrode (150). As the substrate, a glass substrate or a plastic substrate may be used. Alternatively, the substrate may be a flexible substrate and may include a plastic with excellent heat resistance and durability, such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphtalate, polyarylate (PAR), polyetherimide, or any combination thereof.

[0200] The first electrode (110) can be formed, for example, by providing a material for the first electrode on the substrate using a deposition method or a sputtering method. When the first electrode (110) is an anode, a material with a high work function that facilitates hole injection can be used as the material for the first electrode.

[0201] The first electrode (110) may be a reflective electrode, a semi-transparent electrode, or a transparent electrode. To form the first electrode (110) which is a transparent electrode, indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO), or any combination thereof may be used as the material for the first electrode. Alternatively, to form the first electrode (110) which is a semi-transparent electrode or a reflective electrode, magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or any combination thereof may be used as the material for the first electrode.

[0202] The first electrode (110) may have a single-layer structure consisting of a single layer or a multi-layer structure including multiple layers. For example, the first electrode (110) may have a three-layer structure of ITO / Ag / ITO.

[0203] [Middle layer (130)]

[0204] An intermediate layer (130) is disposed on the upper portion of the first electrode (110). The intermediate layer (130) includes a light-emitting layer.

[0205] The above intermediate layer (130) may further include a hole transport region disposed between the first electrode (110) and the light-emitting layer and an electron transport region disposed between the light-emitting layer and the second electrode (150).

[0206] The above intermediate layer (130) may further include, in addition to various organic materials, metal-containing compounds such as organometallic compounds, inorganic materials such as quantum dots, etc.

[0207] Meanwhile, the intermediate layer (130) may include i) two or more emitting units sequentially stacked between the first electrode (110) and the second electrode (150), and ii) a charge generation layer disposed between the two emitting units. When the intermediate layer (130) includes the emitting units and charge generation layer as described above, the emitting element (10) may be a tandem emitting element.

[0208] [Middle layer (130) with a fixed transport area]

[0209] The hole transport region may have i) a monolayer structure consisting of a single layer made of a single material, ii) a monolayer structure consisting of a single layer containing multiple different materials, or iii) a multilayer structure including multiple layers containing multiple different materials.

[0210] The hole transport region may include a hole injection layer (HIL), a hole transport layer (HTL), a light-emitting auxiliary layer, an electron blocking layer (EBL), or any combination thereof.

[0211] For example, the hole transport region may have a multilayer structure of a hole injection layer / hole transport layer, a hole injection layer / hole transport layer / light-emitting auxiliary layer, a hole injection layer / light-emitting auxiliary layer, a hole transport layer / light-emitting auxiliary layer, or a hole injection layer / hole transport layer / electron blocking layer stacked sequentially from the first electrode (110).

[0212] The hole transport region may include a compound represented by the following chemical formula 201, a compound represented by the following chemical formula 202, or any combination thereof:

[0213] <Chemical Formula 201>

[0214]

[0215] <Chemical Formula 202>

[0216]

[0217] Among the above chemical formulas 201 and 202,

[0218] L 201 to L 204 are independent of each other, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It is a heterocyclic group, and

[0219] L 205 은, *-O-*', *-S-*', *-N(Q 201 )-*', at least one R 10a C1-C substituted or unsubstituted 20 alkylene group, at least one R 10a C2-C substituted or unsubstituted 20 alkenylene group, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It is a heterocyclic group, and

[0220] xa1 to xa4 are independently one of integers 0 to 5, and

[0221] xa5 is one of integers from 1 to 10, and

[0222] R 201 to R 204 and Q 201 are independent of each other, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It is a heterocyclic group, and

[0223] R 201 and R 202 is optionally a single bond, at least one R 10a A C1-C5 alkylene group substituted or unsubstituted with or at least one R 10a Connected to each other through C2-C5 alkenylene groups substituted or unsubstituted, at least one R 10a C8-C substituted or unsubstituted 60 It can form polycyclic groups (e.g., carbazole groups, etc.) (e.g., refer to the following compound HT16, etc.),

[0224] R 203 and R204 is optionally a single bond, at least one R 10a A C1-C5 alkylene group substituted or unsubstituted with or at least one R 10a Connected to each other through C2-C5 alkenylene groups substituted or unsubstituted, at least one R 10a C8-C substituted or unsubstituted 60 It can form polycyclic groups, and

[0225] na1 can be one of integers from 1 to 4.

[0226] For example, each of the above chemical formulas 201 and 202 may include at least one of the group represented by the following chemical formulas CY201 to CY217:

[0227]

[0228] Among the above chemical formulas CY201 to CY217, R 10b and R 10c Descriptions of each of R in this specification 10a Refer to the explanation for, and ring CY 201 Inner ring CY 204 are independently of each other, C3-C 20 Carbocyclic group or C1-C 20 It is a heterocyclic group, and at least one hydrogen of the chemical formulas CY201 to CY217 is R as described in this specification. 10a It can be substituted or unsubstituted.

[0229] According to one embodiment, among the chemical formulas CY201 to CY217, the ring CY 201 Inner ring CY 204 It can be a benzene group, a naphthalene group, a phenanthrene group, or an anthracene group independently of each other.

[0230] According to another embodiment, each of the above formulas 201 and 202 may include at least one of the group represented by the formulas CY201 to CY203.

[0231] According to another embodiment, the formula 201 may each include at least one of the group represented by formulas CY201 to CY203 and at least one of the group represented by formulas CY204 to CY217.

[0232] According to another embodiment, xa1 in the above chemical formula 201 is 1, and R 201 is a group represented by one of the above chemical formulas CY201 to CY203, xa2 is 0, and R 202 may be a group represented by one of the above chemical formulas CY204 to CY207.

[0233] According to another embodiment, each of the above formulas 201 and 202 may not include the group represented by the above formulas CY201 to CY203.

[0234] According to another embodiment, each of the above formulas 201 and 202 may not include the group represented by formulas CY201 to CY203 and may include at least one of the group represented by formulas CY204 to CY217.

[0235] As another example, each of the above chemical formulas 201 and 202 may not include the group represented by the above chemical formulas CY201 to CY217.

[0236] For example, the hole transport region is one of the following compounds HT1 to HT46, m-MTDATA, TDATA, 2-TNATA, NPB(NPD), β-NPB, TPD, Spiro-TPD, Spiro-NPB, methylated-NPB, TAPC, HMTPD, TCTA (4,4',4"-tris(N-carbazolyl)triphenylamine), Pani / DBSA (Polyaniline / Dodecylbenzenesulfonic acid), PEDOT / PSS (Poly(3,4-ethylenedioxythiophene) / Poly(4-styrenesulfonate)), Pani / CSA (Polyaniline / Camphor sulfonic acid It may include (polyaniline / campersulfonic acid)), PANI / PSS (polyaniline / poly(4-styrenesulfonate)), or any combination thereof:

[0237]

[0238]

[0239]

[0240]

[0241]

[0242]

[0243]

[0244]

[0245]

[0246]

[0247] The thickness of the hole transport region may be about 50 Å to about 10,000 Å, for example, about 100 Å to about 4,000 Å. If the hole transport region includes a hole injection layer, a hole transport layer, or any combination thereof, the thickness of the hole injection layer may be about 100 Å to about 9,000 Å, for example, about 100 Å to about 1,000 Å, and the thickness of the hole transport layer may be about 50 Å to about 2,000 Å, for example, about 100 Å to about 1,500 Å. When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer satisfy the ranges described above, satisfactory hole transport characteristics can be obtained without a substantial increase in driving voltage.

[0248] The light-emitting auxiliary layer is a layer that increases light emission efficiency by compensating for the optical resonance distance according to the wavelength of light emitted from the light-emitting layer, and the electron blocking layer is a layer that prevents electron injection from the electron transport region. The light-emitting auxiliary layer and the electron blocking layer may include materials as described above.

[0249] [p-dopant]

[0250] In addition to the material described above, the hole transport region may include a charge-generating material to improve conductivity. The charge-generating material may be uniformly or non-uniformly dispersed within the hole transport region (e.g., in the form of a single layer consisting of the charge-generating material).

[0251] The above charge-generating material may be, for example, a p-dopant.

[0252] For example, the LUMO energy level of the above p-dopant may be -3.5 eV or less.

[0253] According to one embodiment, the p-dopant may include a quinone derivative, a cyano group-containing compound, an element EL1 and an element EL2-containing compound, or any combination thereof.

[0254] Examples of the above quinone derivatives may include TCNQ, F4-TCNQ, etc.

[0255] Examples of the above cyano group-containing compounds may include HAT-CN, compounds represented by the following chemical formula 221, etc.

[0256]

[0257] <Chemical Formula 221>

[0258]

[0259] Of the above chemical formula 221,

[0260] R 221 to R 223 are independent of each other, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It is a heterocyclic group, and

[0261] The above R 221 to R 223 At least one of which is independently substituted with a cyano group; -F; -Cl; -Br; -I; a cyano group, -F, -Cl, -Br, -I, or any combination thereof C1-C 20 C3-C substituted with an alkyl group; or any combination thereof. 60 Carbocyclic group or C1-C 60 It can be a heterocyclic group.

[0262] Among the above-mentioned compounds containing elements EL1 and EL2, element EL1 may be a metal, a metalloid, or a combination thereof, and element EL2 may be a nonmetal, a metalloid, or a combination thereof.

[0263] Examples of the above metals are alkali metals (e.g., lithium (Li), sodium (Na), potassium (K), rubidium (Rb), cesium (Cs), etc.); alkaline earth metals (e.g., beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr), barium (Ba), etc.); transition metals (e.g., titanium (Ti), zirconium (Zr), hafnium (Hf), vanadium (V), niobium (Nb), tantalum (Ta), chromium (Cr), molybdenum (Mo), tungsten (W), manganese (Mn), technetium (Tc), rhenium (Re), iron (Fe), ruthenium (Ru), osmium (Os), cobalt (Co), rhodium (Rh), iridium (Ir), nickel (Ni), palladium (Pd), platinum (Pt), copper (Cu), silver (Ag), gold (Au), etc.); Transition metals (e.g., zinc (Zn), indium (In), tin (Sn), etc.); lanthanide metals (e.g., lanthanum (La), cerium (Ce), praseodium (Pr), neodymium (Nd), promerium (Pm), samarium (Sm), europium (Eu), gadolinium (Gd), terbium (Tb), dysprosium (Dy), holmium (Ho), erbium (Er), thulium (Tm), ytterbium (Yb), ruthenium (Lu), etc.); etc. may be included.

[0264] Examples of the above metalloids may include silicon (Si), antimony (Sb), tellurium (Te), etc.

[0265] Examples of the above nonmetals may include oxygen (O), halogens (e.g., F, Cl, Br, I, etc.).

[0266] For example, the above-mentioned element EL1 and element EL2-containing compounds may include metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides, metal iodides, etc.), metal halides (e.g., metal fluorides, metal chlorides, metal bromides, metal iodides, etc.), metal tellurides, or any combination thereof.

[0267] Examples of the above metal oxides may include tungsten oxide (e.g., WO, W2O3, WO2, WO3, W2O5, etc.), vanadium oxide (e.g., VO, V2O3, VO2, V2O5, etc.), molybdenum oxide (MoO, Mo2O3, MoO2, MoO3, Mo2O5, etc.), rhenium oxide (e.g., ReO3, etc.).

[0268] Examples of the above metal halides may include alkali metal halides, alkaline earth metal halides, transition metal halides, post-transition metal halides, lanthanide metal halides, etc.

[0269] Examples of the above alkali metal halides may include LiF, NaF, KF, RbF, CsF, LiCl, NaCl, KCl, RbCl, CsCl, LiBr, NaBr, KBr, RbBr, CsBr, LiI, NaI, KI, RbI, CsI, etc.

[0270] Examples of the above alkaline earth metal halides may include BeF2, MgF2, CaF2, SrF2, BaF2, BeCl2, MgCl2, CaCl2, SrCl2, BaCl2, BeBr2, MgBr2, CaBr2, SrBr2, BaBr2, BeI2, MgI2, CaI2, SrI2, BaI2, etc.

[0271] Examples of the above transition metal halides include titanium halides (e.g., TiF4, TiCl4, TiBr4, TiI4, etc.), zirconium halides (e.g., ZrF4, ZrCl4, ZrBr4, ZrI4, etc.), hafnium halides (e.g., HfF4, HfCl4, HfBr4, HfI4, etc.), vanadium halides (e.g., VF3, VCl3, VBr3, VI3, etc.), niobium halides (e.g., NbF3, NbCl3, NbBr3, NbI3, etc.), tantalum halides (e.g., TaF3, TaCl3, TaBr3, TaI3, etc.), chromium halides (e.g., CrF3, CrCl3, CrBr3, CrI3, etc.), molybdenum halides (e.g., MoF3, MoCl3, MoBr3, MoI3, etc.), and tungsten. Halides (e.g., WF3, WCl3, WBr3, WI3, etc.), manganese halides (e.g., MnF2, MnCl2, MnBr2, MnI2, etc.), technetium halides (e.g., TcF2, TcCl2, TcBr2, TcI2, etc.), rhenium halides (e.g., ReF2, ReCl2, ReBr2, ReI2, etc.), iron halides (e.g., FeF2, FeCl2, FeBr2, FeI2, etc.), ruthenium halides (e.g., RuF2, RuCl2, RuBr2, RuI2, etc.), osmium halides (e.g., OsF2, OsCl2, OsBr2, OsI2, etc.), cobalt halides (e.g., CoF2, CoCl2, CoBr2, CoI2, etc.), rhodium halides (e.g., RhF2, RhCl2, RhBr2, RhI2, etc.), iridium halides (e.g., IrF2, IrCl2, IrBr2, IrI2, etc.), nickel halides (e.g., NiF2, NiCl2, NiBr2, NiI2, etc.), palladium halides (e.g., PdF2, PdCl2, PdBr2, PdI2, etc.), platinum halides (e.g., PtF2, PtCl2, PtBr2, PtI2, etc.), copper halides (e.g., CuF, CuCl, CuBr, CuI, etc.),It may include silver halides (e.g., AgF, AgCl, AgBr, AgI, etc.), gold halides (e.g., AuF, AuCl, AuBr, AuI, etc.), etc.

[0272] Examples of the above-mentioned transition metal halides may include zinc halides (e.g., ZnF2, ZnCl2, ZnBr2, ZnI2, etc.), indium halides (e.g., InI3, etc.), tin halides (e.g., SnI2, etc.), etc.

[0273] Examples of the above lanthanide metal halides may include YbF, YbF2, YbF3, SmF3, YbCl, YbCl2, YbCl3SmCl3, YbBr, YbBr2, YbBr3SmBr3, YbI, YbI2, YbI3, SmI3, etc.

[0274] Examples of the metalloid halides mentioned above may include antimony halides (e.g., SbCl5, etc.).

[0275] Examples of the above metal tellurides include alkali metal tellurides (e.g., Li2Te, Na2Te, K2Te, Rb2Te, Cs2Te, etc.), alkaline earth metal tellurides (e.g., BeTe, MgTe, CaTe, SrTe, BaTe, etc.), transition metal tellurides (e.g., TiTe2, ZrTe2, HfTe2, V2Te3, Nb2Te3, Ta2Te3, Cr2Te3, Mo2Te3, W2Te3, MnTe, TcTe, ReTe, FeTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu2Te, CuTe, Ag2Te, AgTe, Au2Te, etc.), post-transition metal tellurides (e.g., ZnTe, etc.), and lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, It may include TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, etc.

[0276] [Emitting layer in the middle layer (130)]

[0277] When the light-emitting element (10) is a full-color light-emitting element, the light-emitting layer may be patterned into a red light-emitting layer, a green light-emitting layer, and / or a blue light-emitting layer for each individual subpixel. Alternatively, the light-emitting layer may have a structure in which two or more layers among the red light-emitting layer, the green light-emitting layer, and the blue light-emitting layer are stacked in contact or spaced apart, or may have a structure in which two or more materials among the red light-emitting material, the green light-emitting material, and the blue light-emitting material are mixed without layer separation, thereby emitting white light.

[0278] The light-emitting layer may include a host and a dopant. The dopant may include a phosphorescent dopant, a fluorescent dopant, or any combination thereof.

[0279] The above host may include a condensed ring compound represented by the above chemical formula 1.

[0280] The content of the dopant in the above-mentioned light-emitting layer may be about 0.01 to about 15 parts by weight per 100 parts by weight of the host.

[0281] Alternatively, the light-emitting layer may include quantum dots.

[0282] Meanwhile, the light-emitting layer may include a delayed fluorescent material. The delayed fluorescent material may act as a host or dopant in the light-emitting layer.

[0283] The thickness of the light-emitting layer may be about 100 Å to about 1000 Å, for example, about 200 Å to about 600 Å. When the thickness of the light-emitting layer satisfies the range described above, excellent light-emitting characteristics can be exhibited without a substantial increase in driving voltage.

[0284] [Host]

[0285] The above host may include a condensed ring compound represented by the above chemical formula 1.

[0286] The above host may further include a compound represented by the following chemical formula 301:

[0287] <Chemical Formula 301>

[0288] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21

[0289] Among the above chemical formula 301,

[0290] Ar 301 and L 301 are independent of each other, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It is a heterocyclic group, and

[0291] xb11 is 1, 2, or 3, and

[0292] xb1 is one of integers from 0 to 5, and

[0293] R 301 Silver, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, at least one R 10a C1-C substituted or unsubstituted 60 alkyl group, at least one R 10a C2-C substituted or unsubstituted 60 alkenyl group, at least one R 10a C2-C substituted or unsubstituted 60 alkynyl group, at least one R 10a C1-C substituted or unsubstituted 60 Alkoxy group, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group, at least one R 10a C1-C substituted or unsubstituted 60 Heterocyclic group, -Si(Q 301 )(Q 302)(Q 303 ), -N(Q 301 )(Q 302 ), -B(Q 301 )(Q 302 ), -C(=O)(Q 301 ), -S(=O)2(Q 301 ), or -P(=O)(Q 301 )(Q 302 ) and,

[0294] xb21 is one of integers from 1 to 5, and

[0295] Q 301 to Q 303 For a description of each, refer to the description of Q1 in this specification.

[0296] For example, if xb11 in the above chemical formula 301 is 2 or more, then 2 or more Ar 301 They can be connected to each other through a single bond.

[0297] As another example, the host may include a compound represented by the following chemical formula 301-1, a compound represented by the following chemical formula 301-2, or any combination thereof:

[0298] <Chemical Formula 301-1>

[0299]

[0300] <Chemical Formula 301-2>

[0301]

[0302] Among the above chemical formulas 301-1 to 301-2,

[0303] Ring A 301 inner ring A 304 are independent of each other, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It is a heterocyclic group, and

[0304] X 301is O, S, N-[(L 304 ) xb4 -R 304 ], C(R 304 )(R 305 ), or Si(R 304 )(R 305 ) and,

[0305] xb22 and xb23 are independently 0, 1, or 2, and

[0306] L 301 , xb1 and R 301 For descriptions thereof, refer to those described in this specification, and

[0307] L 302 to L 304 The descriptions regarding are independent of each other, the above L 301 Refer to the explanation for,

[0308] The descriptions for xb2 to xb4 are independent of each other, and refer to the description for xb1 above, and

[0309] R 302 to R 305 and R 311 to R 314 The explanation for each of the above R 301 Refer to the explanation for.

[0310] As another example, the host may include an alkaline earth metal complex. For example, the host may include a Be complex (e.g., compound H55 below), an Mg complex, a Zn complex, or any combination thereof.

[0311] As another example, the host may comprise one of the following compounds H1 to H124, ADN (9,10-Di(2-naphthyl)anthracene), MADN (2-Methyl-9,10-bis(naphthalen-2-yl)anthracene), TBADN (9,10-di-(2-naphthyl)-2-t-butyl-anthracene), CBP (4,4′-bis(N-carbazolyl)-1,1′-biphenyl), mCP (1,3-di-9-carbazolylbenzene), TCP (1,3,5-tri(carbazol-9-yl)benzene), or any combination thereof:

[0312]

[0313]

[0314]

[0315]

[0316]

[0317]

[0318]

[0319]

[0320]

[0321]

[0322]

[0323]

[0324]

[0325]

[0326] [Delayed Fluorescence]

[0327] The above-mentioned light-emitting layer may include a delayed fluorescent material.

[0328] In this specification, the delayed fluorescent material may be selected from any compound capable of emitting delayed fluorescence by a delayed fluorescence emission mechanism.

[0329] The delay fluorescent material included in the above-mentioned light-emitting layer can act as a host or a dopant depending on the type of other material included in the above-mentioned light-emitting layer.

[0330] According to one embodiment, the difference between the triplet energy level (eV) of the delay fluorescent material and the singlet energy level (eV) of the delay fluorescent material may be 0 eV or more and 0.5 eV or less. By satisfying the range described above, the reverse energy transfer (up-conversion) from the triplet state to the singlet state of the delay fluorescent material is effectively achieved, thereby improving the luminous efficiency of the light-emitting device (10).

[0331] For example, the above-mentioned delay fluorescent material comprises: i) at least one electron donor (e.g., a π-electron-excess C3-C such as a carbazole group). 60 cyclic group (π electron-rich C3-C 60 cyclic group) etc.) and at least one electron acceptor (e.g., sulfoxide group, cyano group, π electron-deficient nitrogenous C1-C 60 cyclic group (π electron-deficient nitrogen-containing C1-C 60 ii) a substance containing a cyclic group, etc., and ii) a C8-C containing two or more cyclic groups condensed while sharing boron (B). 60 It may include materials including polycyclic groups.

[0332] Examples of the above-mentioned delayed fluorescent materials may include at least one of the following compounds DF1 to DF9:

[0333]

[0334]

[0335] [Quantum Dot]

[0336] The above-mentioned light-emitting layer may include quantum dots.

[0337] In this specification, a quantum dot refers to a crystal of a semiconductor compound and may include any material capable of emitting light of various emission wavelengths depending on the size of the crystal.

[0338] The diameter of the above quantum dots may be, for example, about 1 nm to 10 nm.

[0339] The above quantum dots can be synthesized by a wet chemical process, an organometallic chemical vapor deposition process, a molecular beam epitaxy process, or a similar process.

[0340] The above wet chemical process is a method of growing quantum dot particle crystals after mixing an organic solvent and a precursor material. When the crystals grow, the organic solvent naturally acts as a dispersant coordinated to the surface of the quantum dot crystals and controls the growth of the crystals. Therefore, the growth of quantum dot particles can be controlled through a process that is easier and lower cost than vapor deposition methods such as Metal Organic Chemical Vapor Deposition (MOCVD) or Molecular Beam Epitaxy (MBE).

[0341] The above quantum dot may include a group III-VI semiconductor compound; a group II-VI semiconductor compound; a group III-V semiconductor compound; a group III-VI semiconductor compound; a group I-III-VI semiconductor compound; a group IV-VI semiconductor compound; a group IV element or compound; or any combination thereof.

[0342] Examples of the above-mentioned group III-VI semiconductor compounds may include binary compounds such as In2S3; ternary compounds such as AgInS, AgInS2, CuInS, CuInS2, etc.; or any combination thereof.

[0343] Examples of the above-mentioned group II-VI semiconductor compounds include binary compounds such as CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, MgS, etc.; ternary compounds such as CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, MgZnS, etc.; It may include four-element compounds such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, HgZnSTe, etc.; or any combination thereof.

[0344] Examples of the above III-V semiconductor compounds may include binary compounds such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, etc.; ternary compounds such as GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNP, InAlP, InNAs, InNSb, InPAs, InPSb, GaAlNP, etc.; quaternary compounds such as GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb, etc.; or any combination thereof. Meanwhile, the above III-V semiconductor compounds may further include a group II element. Examples of III-V semiconductor compounds containing additional group II elements may include InZnP, InGaZnP, InAlZnP, etc.

[0345] Examples of the above-mentioned group III-VI semiconductor compounds include binary compounds such as GaS, GaSe, Ga2Se3, GaTe, InS, InSe, In2Se3, InTe, etc.; InGaS 3 It may include ternary compounds such as InGaSe3, etc.; or any combination thereof.

[0346] Examples of the above-mentioned group I-III-VI semiconductor compounds may include ternary compounds such as AgInS, AgInS2, CuInS, CuInS2, CuGaO2, AgGaO2, AgAlO2, etc.; or any combination thereof.

[0347] Examples of the above-mentioned group IV-VI semiconductor compounds may include binary compounds such as SnS, SnSe, SnTe, PbS, PbSe, PbTe, etc.; ternary compounds such as SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe, etc.; quaternary compounds such as SnPbSSe, SnPbSeTe, SnPbSTe, etc.; or any combination thereof.

[0348] The above Group IV elements or compounds may include single-element compounds such as Si, Ge, etc.; dual-element compounds such as SiC, SiGe, etc.; or any combination thereof.

[0349] Each element included in the multi-element compounds, such as the above-mentioned binary compounds, ternary compounds, and quaternary compounds, may exist within the particle at a uniform or non-uniform concentration.

[0350] Meanwhile, the above quantum dot may have a single structure in which the concentration of each element contained in the quantum dot is uniform, or a core-shell dual structure. For example, the material contained in the core and the material contained in the shell may be different from each other.

[0351] The shell of the quantum dot can serve as a protective layer to maintain semiconductor properties by preventing chemical degradation of the core, and / or as a charging layer to impart electrophoretic properties to the quantum dot. The shell may be a single layer or a multilayer. The interface between the core and the shell may have a concentration gradient in which the concentration of elements present in the shell decreases toward the center.

[0352] Examples of the shell of the above quantum dot include oxides of metals or nonmetals, semiconductor compounds, or combinations thereof. Examples of the above metal or nonmetal oxides may include binary compounds such as SiO2, Al2O3, TiO2, ZnO, MnO, Mn2O3, Mn3O4, CuO, FeO, Fe2O3, Fe3O4, CoO, Co3O4, NiO, etc.; ternary compounds such as MgAl2O4, CoFe2O4, NiFe2O4, CoMn2O4, etc.; or any combination thereof. Examples of the above semiconductor compounds may include group III-VI semiconductor compounds; group II-VI semiconductor compounds; group III-V semiconductor compounds; group III-VI semiconductor compounds; group I-III-VI semiconductor compounds; group IV-VI semiconductor compounds; or any combination thereof, as described in this specification. For example, the semiconductor compound may include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, or any combination thereof.

[0353] Quantum dots can have a full width of half maximum (FWHM) of the emission wavelength spectrum of about 45 nm or less, specifically about 40 nm or less, and more specifically about 30 nm or less, and color purity or color reproducibility can be improved in this range. In addition, since the light emitted through these quantum dots is emitted in all directions, the wide viewing angle can be improved.

[0354] In addition, the shape of the quantum dots can specifically be spherical, pyramidal, multi-arm, or cubic nanoparticles, nanotubes, nanowires, nanofibers, nanoplate-like particles, etc.

[0355] By controlling the size of the quantum dots, the energy band gap can be controlled, allowing light of various wavelengths to be obtained from the quantum dot light-emitting layer. Therefore, by using quantum dots of different sizes, a light-emitting device that emits light of various wavelengths can be realized. Specifically, the size of the quantum dots can be selected to emit red, green, and / or blue light. Additionally, the size of the quantum dots can be configured to emit white light by combining light of various colors.

[0356] [Electronic transport region in the middle layer (130)]

[0357] The electron transport region may have i) a single-layer structure consisting of a single layer made of a single material, ii) a single-layer structure consisting of a plurality of different materials, or iii) a multilayer structure including a plurality of layers containing a plurality of different materials.

[0358] The above electron transport region may include a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer (ETL), an electron injection layer, or any combination thereof.

[0359] For example, the electron transport region may have a structure such as an electron transport layer / electron injection layer, a hole blocking layer / electron transport layer / electron injection layer, an electron control layer / electron transport layer / electron injection layer, or a buffer layer / electron transport layer / electron injection layer stacked sequentially from the light-emitting layer.

[0360] The electron transport region (e.g., a buffer layer, a hole blocking layer, an electron control layer, or an electron transport layer among the electron transport regions) comprises at least one π electron-deficient nitrogen-containing C1-C 60 cyclic group (π electron-deficient nitrogen-containing C1-C 60 It may include metal-free compounds containing a cyclic group.

[0361] For example, the electron transport region may include a compound represented by the following chemical formula 601.

[0362] <Chemical Formula 601>

[0363] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21

[0364] Among the above chemical formula 601,

[0365] Ar 601 , and L 601 are independent of each other, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It is a heterocyclic group, and

[0366] xe11 is 1, 2, or 3, and

[0367] xe1 is 0, 1, 2, 3, 4, or 5, and

[0368] R 601 is, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group, at least one R 10a C1-C substituted or unsubstituted 60 Heterocyclic group, -Si(Q 601 )(Q 602 )(Q 603 ), -C(=O)(Q 601 ), -S(=O)2(Q 601 ), or -P(=O)(Q 601 )(Q 602 ) and,

[0369] Above Q 601 to Q 603 For descriptions regarding each, refer to the description of Q1 in this specification, and

[0370] xe21 is 1, 2, 3, 4, or 5, and

[0371] The above

[0372] Ar 601 , L 601 and R 601 At least one of them is independent of each other, at least one R 10a π electron-deficient nitrogenous C1-C substituted or unsubstituted 60 It could be a click group.

[0373] For example, if xe11 in the above chemical formula 601 is 2 or more, then 2 or more Ar 601 They can be connected to each other through a single bond.

[0374] As another example, Ar in the above chemical formula 601 601 It may be a substituted or unsubstituted anthracene group.

[0375] As another example, the electron transport region may include a compound represented by the following chemical formula 601-1:

[0376] <Chemical Formula 601-1>

[0377]

[0378] In the above chemical formula 601-1,

[0379] X 614 is N or C(R 614 ) and, X 615 is N or C(R 615 ) and, X 616 is N or C(R 616 ) and, X 614 To X 616 At least one of them is N, and

[0380] L 611 to L 613 The explanation for each of the above L 601 Refer to the explanation for,

[0381] For descriptions of xe611 to xe613, refer to the description of xe1 above, and

[0382] R 611 to R 613 The explanation for each of the above R 601 Refer to the explanation for,

[0383] R 614 to R 616 They are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 20 Alkyl group, C1-C 20 Alkoxy group, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group, or at least one R 10a C1-C substituted or unsubstituted 60 It can be a heterocyclic group.

[0384] For example, xe1 and xe611 to xe613 in the above chemical formulas 601 and 601-1 may be 0, 1, or 2 independently of each other.

[0385] The electron transport region may comprise one of the following compounds ET1 to ET45, BCP (2,9-Dimethyl-4,7-diphenyl-1,10-phenanthroline), Bphen (4,7-Diphenyl-1,10-phenanthroline), Alq3, BAlq, TAZ, NTAZ, or any combination thereof:

[0386]

[0387]

[0388]

[0389]

[0390]

[0391]

[0392]

[0393] The thickness of the electron transport region may be about 160 Å to about 5000 Å, for example, about 100 Å to about 4000 Å. If the electron transport region includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, or any combination thereof, the thickness of the buffer layer, the hole blocking layer, or the electron control layer may be independently about 20 Å to about 1000 Å, for example, about 30 Å to about 300 Å, and the thickness of the electron transport layer may be about 100 Å to about 1000 Å, for example, about 150 Å to about 500 Å. When the thickness of the buffer layer, the hole blocking layer, the electron control layer, the electron transport layer, and / or the electron transport layer satisfies the ranges described above, satisfactory electron transport characteristics can be obtained without a substantial increase in driving voltage.

[0394] The above electron transport region (e.g., the electron transport layer among the electron transport regions) may further include a metal-containing material in addition to the material described above.

[0395] The metal-containing material may include an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The metal ions of the alkali metal complex may be Li ions, Na ions, K ions, Rb ions, or Cs ions, and the metal ions of the alkaline earth metal complex may be Be ions, Mg ions, Ca ions, Sr ions, or Ba ions. The ligands coordinated to the metal ions of the alkali metal complex and the alkaline earth metal complex may independently include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxydiphenyloxadiazole, hydroxydiphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene, or any combination thereof.

[0396] For example, the metal-containing material may include a Li complex. The Li complex may include, for example, the following compounds ET-D1 (LiQ) or ET-D2:

[0397]

[0398] The above electron transport region may include an electron injection layer that facilitates electron injection from the second electrode (150). The electron injection layer may be in direct contact with the second electrode (150).

[0399] The electron injection layer may have i) a single-layer structure consisting of a single layer made of a single material, ii) a single-layer structure consisting of a plurality of different materials, or iii) a multilayer structure having a plurality of layers containing a plurality of different materials.

[0400] The electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.

[0401] The alkali metal may include Li, Na, K, Rb, Cs, or any combination thereof. The alkaline earth metal may include Mg, Ca, Sr, Ba, or any combination thereof. The rare earth metal may include Sc, Y, Ce, Tb, Yb, Gd, or any combination thereof.

[0402] The alkali metal-containing compound, alkaline earth metal-containing compound and the rare earth metal-containing compound may include oxides, halides (e.g., fluorides, chlorides, bromides, iodides, etc.), tellurides, or any combination thereof of the alkali metal, alkaline earth metal, and rare earth metal, respectively.

[0403] The above alkali metal-containing compound may include alkali metal oxides such as Li2O, Cs2O, K2O, etc., alkali metal halides such as LiF, NaF, CsF, KF, LiI, NaI, CsI, KI, etc., or any combination thereof. The above alkaline earth metal-containing compound may include BaO, SrO, CaO, Ba x Sr 1-x O(x is 0 <x<1를 만족하는 실수임), Ba x Ca 1-x O(x is 0 <x<1를 만족하는 실수임) 등과 같은 알칼리 토금속 화합물을 포함할 수 있다. 상기 희토류 금속-함유 화합물은, YbF3, ScF3, Sc2O3, Y2O3, Ce2O3, GdF3, TbF3, YbI3, ScI3, TbI3, 또는 이의 임의의 조함을 포함할 수 있다. 또는, 상기 희토류 금속-함유 화합물은, 란타나이드 금속 텔루라이드를 포함할 수 있다. 상기 란타나이드 금속 텔루라이드의 예는, LaTe, CeTe, PrTe, NdTe, PmTe, SmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, La2Te3, Ce2Te3, Pr2Te3, Nd2Te3, Pm2Te3, Sm2Te3, Eu2Te3, Gd2Te3, Tb2Te3, Dy2Te3, Ho2Te3, Er2Te3, Tm2Te3, Yb2Te3, Lu2Te3등을 포함할 수 있다.

[0404] The above alkali metal complex, alkaline earth metal complex, and rare earth metal complex may comprise i) one of the ions of the alkali metal, alkaline earth metal, and rare earth metal as described above, and ii) a ligand bound to the metal ion, for example, hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxydiphenyloxadiazole, hydroxydiphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene, or any combination thereof.

[0405] The electron injection layer described above may consist only of alkali metals, alkaline earth metals, rare earth metals, alkali metal-containing compounds, alkaline earth metal-containing compounds, rare earth metal-containing compounds, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes, or any combination thereof, or may further include organic materials (e.g., compounds represented by the chemical formula 601).

[0406] According to one embodiment, the electron injection layer may be composed of i) an alkali metal-containing compound (e.g., an alkali metal halide), or ii) a) an alkali metal-containing compound (e.g., an alkali metal halide); and b) an alkali metal, an alkaline earth metal, a rare earth metal, or any combination thereof. For example, the electron injection layer may be a KI:Yb co-deposited layer, an RbI:Yb co-deposited layer, etc.

[0407] If the electron injection layer further comprises an organic material, the alkali metal, alkaline earth metal, rare earth metal, alkali metal-containing compound, alkaline earth metal-containing compound, rare earth metal-containing compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex, or any combination thereof may be uniformly or non-uniformly dispersed in a matrix containing the organic material.

[0408] The thickness of the electron injection layer may be about 1 Å to about 100 Å or about 3 Å to about 90 Å. When the thickness of the electron injection layer satisfies the range described above, satisfactory electron injection characteristics can be obtained without a substantial increase in driving voltage.

[0409] [Second electrode (150)]

[0410] A second electrode (150) is disposed on the upper portion of the intermediate layer (130) as described above. The second electrode (150) may be a cathode, which is an electron injection electrode. In this case, a metal, alloy, electrically conductive compound, or any combination thereof having a low work function may be used as the material for the second electrode (150).

[0411] The second electrode (150) may include lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ytterbium (Yb), silver-ytterbium (Ag-Yb), ITO, IZO, or any combination thereof. The second electrode (150) may be a transmissive electrode, a semitransmissive electrode, or a reflective electrode.

[0412] The second electrode (150) may have a single-layer structure or a multi-layer structure having multiple layers.

[0413] [Capping layer]

[0414] A first capping layer may be disposed on the outer side of the first electrode (110), and / or a second capping layer may be disposed on the outer side of the second electrode (150). Specifically, the light-emitting element (10) may have a structure in which the first capping layer, the first electrode (110), the intermediate layer (130), and the second electrode (150) are stacked in order, a structure in which the first electrode (110), the intermediate layer (130), the second electrode (150), and the second capping layer are stacked in order, or a structure in which the first capping layer, the first electrode (110), the intermediate layer (130), the second electrode (150), and the second capping layer are stacked in order.

[0415] Light generated in the light-emitting layer of the intermediate layer (130) of the light-emitting element (10) can be emitted to the outside through the first electrode (110), which is a semi-transparent electrode or a transparent electrode, and the first capping layer, and light generated in the light-emitting layer of the intermediate layer (130) of the light-emitting element (10) can be emitted to the outside through the second electrode (150), which is a semi-transparent electrode or a transparent electrode, and the second capping layer.

[0416] The first capping layer and the second capping layer can serve to improve external light emission efficiency based on the principle of constructive interference. As a result, the light extraction efficiency of the light-emitting element (10) is increased, and the light emission efficiency of the light-emitting element (10) can be improved.

[0417] Each of the above first capping layer and second capping layer may include a material having a refractive index of 1.6 or higher (at 589 nm).

[0418] The first capping layer and the second capping layer may independently be an organic capping layer containing organic material, an inorganic capping layer containing inorganic material, or a composite capping layer containing organic and inorganic material.

[0419] At least one of the first capping layer and the second capping layer may independently comprise a carbocyclic compound, a heterocyclic compound, an amine group-containing compound, porphine derivatives, phthalocyanine derivatives, naphthalocyanine derivatives, an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The carbocyclic compound, the heterocyclic compound, and the amine group-containing compound may optionally be substituted with a substituent comprising O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof. According to one embodiment, at least one of the first capping layer and the second capping layer may independently comprise an amine group-containing compound.

[0420] For example, at least one of the first capping layer and the second capping layer may independently include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof.

[0421] According to another embodiment, at least one of the first capping layer and the second capping layer may independently comprise one of the compounds HT28 to HT33, one of the following compounds CP1 to CP6, β-NPB, or any of the same:

[0422]

[0423]

[0424] [Electronic device]

[0425] The light-emitting element may be included in various electronic devices. For example, an electronic device including the light-emitting element may be a light-emitting device, an authentication device, etc.

[0426] The electronic device (e.g., light-emitting device) may further include, in addition to the light-emitting element, i) a color filter, ii) a color conversion layer, or iii) a color filter and a color conversion layer. The color filter and / or color conversion layer may be disposed in at least one direction of propagation of light emitted from the light-emitting element. For example, the light emitted from the light-emitting element may be blue light or white light. Refer to the description of the light-emitting element above. According to one embodiment, the color conversion layer may include quantum dots. The quantum dots may be, for example, quantum dots as described in this specification.

[0427] The electronic device may include a first substrate. The first substrate may include a plurality of subpixel regions, the color filter may include a plurality of color filter regions corresponding to each of the plurality of subpixel regions, and the color conversion layer may include a plurality of color conversion regions corresponding to each of the plurality of subpixel regions.

[0428] A pixel defining film is placed between the plurality of subpixel regions above to define each subpixel region.

[0429] The above color filter may further include a plurality of color filter regions and a light-blocking pattern disposed between the plurality of color filter regions, and the color conversion layer may further include a plurality of color conversion regions and a light-blocking pattern disposed between the plurality of color conversion regions.

[0430] The plurality of color filter regions (or plurality of color conversion regions) comprises a first region emitting a first color light; a second region emitting a second color light; and / or a third region emitting a third color light, wherein the first color light, the second color light, and / or the third color light may have different maximum emission wavelengths. For example, the first color light may be red light, the second color light may be green light, and the third color light may be blue light. For example, the plurality of color filter regions (or plurality of color conversion regions) may include quantum dots. Specifically, the first region may include red quantum dots, the second region may include green quantum dots, and the third region may not include quantum dots. Refer to the description of quantum dots as provided in this specification. The first region, the second region, and / or the third region may each further include scatterers.

[0431] For example, the light-emitting element may emit a first light, the first region may absorb the first light to emit a first-1 color light, the second region may absorb the first light to emit a second-1 color light, and the third region may absorb the first light to emit a third-1 color light. In this case, the first-1 color light, the second-1 color light, and the third-1 color light may have different maximum emission wavelengths. Specifically, the first light may be blue light, the first-1 color light may be red light, the second-1 color light may be green light, and the third-1 color light may be blue light.

[0432] The above electronic device may further include a thin-film transistor in addition to the light-emitting element described above. The thin-film transistor may include a source electrode, a drain electrode, and an active layer, and either one of the source electrode and the drain electrode may be electrically connected to either one of the first electrode and the second electrode of the light-emitting element.

[0433] The above thin-film transistor may further include a gate electrode, a gate insulating film, etc.

[0434] The above active layer may include crystalline silicon, amorphous silicon, organic semiconductor, oxide semiconductor, etc.

[0435] The electronic device may further include a sealing portion for sealing a light-emitting element. The sealing portion may be disposed between the color filter and / or color conversion layer and the light-emitting element. The sealing portion allows light from the light-emitting element to be emitted to the outside while simultaneously blocking external air and moisture from penetrating the light-emitting element. The sealing portion may be a sealing substrate comprising a transparent glass substrate or a plastic substrate. The sealing portion may be a thin film encapsulation layer comprising one or more organic and / or inorganic layers. If the sealing portion is a thin film encapsulation layer, the electronic device may be flexible.

[0436] On the sealing portion, in addition to the color filter and / or color conversion layer, various functional layers may be additionally disposed depending on the application of the electronic device. Examples of the functional layers may include a touchscreen layer, a polarizing layer, etc. The touchscreen layer may be a pressure-sensitive touchscreen layer, a capacitive touchscreen layer, or an infrared touchscreen layer. The authentication device may be, for example, a biometric authentication device that authenticates an individual using biometric information (e.g., fingertip, pupil, etc.).

[0437] The authentication device described above may further include means for collecting biometric information in addition to the light-emitting element described above.

[0438] The above electronic device can be applied to various displays, light sources, lighting, personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic notebooks, electronic dictionaries, electronic game consoles, medical devices (e.g., electronic thermometers, blood pressure monitors, blood glucose meters, pulse measuring devices, pulse wave measuring devices, electrocardiogram display devices, ultrasound diagnostic devices, endoscope display devices), fish finders, various measuring instruments, instruments (e.g., instruments for vehicles, aircraft, and ships), projectors, etc.

[0439] [Explanation of Figures 2 and 3]

[0440] FIG. 2 is a cross-sectional view of a light-emitting device according to one embodiment of the present invention.

[0441] The light-emitting device of FIG. 2 includes a substrate (100), a thin-film transistor (TFT), a light-emitting element, and a sealing portion (300) that seals the light-emitting element.

[0442] The substrate (100) may be a flexible substrate, a glass substrate, or a metal substrate. A buffer layer (210) may be disposed on the substrate (100). The buffer layer (210) may prevent the penetration of impurities through the substrate (100) and may serve to provide a flat surface on the upper surface of the substrate (100).

[0443] A thin-film transistor (TFT) may be disposed on the buffer layer (210). The thin-film transistor (TFT) may include an active layer (220), a gate electrode (240), a source electrode (260), and a drain electrode (270).

[0444] The active layer (220) may include an inorganic semiconductor, an organic semiconductor, or an oxide semiconductor such as silicon or polysilicon, and includes a source region, a drain region, and a channel region.

[0445] A gate insulating film (230) for insulating the active layer (220) and the gate electrode (240) may be disposed on the upper part of the active layer (220), and a gate electrode (240) may be disposed on the upper part of the gate insulating film (230).

[0446] An interlayer insulating film (250) may be disposed on the upper portion of the gate electrode (240). The interlayer insulating film (250) is disposed between the gate electrode (240) and the source electrode (260) and between the gate electrode (240) and the drain electrode (270) to insulate them.

[0447] A source electrode (260) and a drain electrode (270) may be disposed on the interlayer insulating film (250). The interlayer insulating film (250) and the gate insulating film (230) may be formed so as to expose the source region and the drain region of the active layer (220), and the source electrode (260) and the drain electrode (270) may be disposed to be in contact with the exposed source region and the drain region of the active layer (220).

[0448] Such a thin-film transistor (TFT) can be electrically connected to a light-emitting element to drive the light-emitting element and is covered and protected by a passivation layer (280). The passivation layer (280) may include an inorganic insulating film, an organic insulating film, or a combination thereof. A light-emitting element is provided on the passivation layer (280). The light-emitting element includes a first electrode (110), an intermediate layer (130), and a second electrode (150).

[0449] The first electrode (110) may be disposed on the passivation layer (280). The passivation layer (280) may be disposed so as to expose a certain area without covering the entire drain electrode (270), and the first electrode (110) may be disposed to be connected to the exposed drain electrode (270).

[0450] A pixel defining film (290) including an insulating material may be disposed on the first electrode (110). The pixel defining film (290) exposes a predetermined area of ​​the first electrode (110), and an intermediate layer (130) may be formed in the exposed area. The pixel defining film (290) may be a polyimide or polyacrylic-based organic film. Although not shown in FIG. 2, some or more layers of the intermediate layer (130) may extend to the upper part of the pixel defining film (290) and be disposed in the form of a common layer.

[0451] A second electrode (150) is disposed on the intermediate layer (130), and a capping layer (170) may be additionally formed on the second electrode (150). The capping layer (170) may be formed to cover the second electrode (150).

[0452] A sealing portion (300) may be disposed on the capping layer (170). The sealing portion (300) may be disposed on a light-emitting element and serve to protect the light-emitting element from moisture or oxygen. The sealing portion (300) may include an inorganic film comprising silicon nitride (SiNx), silicon oxide (SiOx), indium tin oxide, indium zinc oxide, or any combination thereof; an organic film comprising polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, an acrylic resin (e.g., polymethyl methacrylate, polyacrylic acid, etc.), an epoxy resin (e.g., AGE (aliphatic glycidyl ether), etc.) or any combination thereof; or a combination of an inorganic film and an organic film.

[0453] FIG. 3 is a cross-sectional view of a light-emitting device according to another embodiment of the present invention.

[0454] The light-emitting device of FIG. 3 is the same light-emitting device as FIG. 2, except that a light-blocking pattern (500) and a functional area (400) are additionally disposed on the upper part of the encapsulation portion (300). The functional area (400) may be i) a color filter area, ii) a color conversion area, or iii) a combination of a color filter area and a color conversion area. According to one embodiment, the light-emitting element included in the light-emitting device of FIG. 3 may be a tandem light-emitting element.

[0455] [Manufacturing Method]

[0456] Each layer included in the hole transport region, each light-emitting layer, and each layer included in the electron transport region can be formed in a predetermined region using various methods such as vacuum deposition, spin coating, casting, LB method (Langmuir-Blodgett), inkjet printing, laser printing, and laser thermal imaging (LITI).

[0457] When each layer included in the hole transport region, the emissive layer, and each layer included in the electron transport region are formed by vacuum deposition, the deposition conditions are, for example, a deposition temperature of about 100 to about 500°C, and about 10 -8 to about 10 -3 Within a vacuum level of torr and a deposition rate range of about 0.01 to about 100 Å / sec, the material to be included in the layer to be formed and the structure of the layer to be formed can be selected.

[0458] [Definition of Terms]

[0459] C3-C in this specification 60 A carbocyclic group refers to a cyclic group consisting solely of carbon atoms with 3 to 60 carbon atoms, and C1-C 60 A heterocyclic group refers to a cyclic group having 1 to 60 carbon atoms that includes a heteroatom in addition to carbon. The above C3-C 60 Carbocyclic group and C1-C60 Each heterocyclic group may be a monocyclic group consisting of one ring or a polycyclic group in which two or more rings are condensed together. For example, the above C1-C 60 The number of ring-forming atoms in a heterocyclic group can be 3 to 61.

[0460] In this specification, the cyclic group is the above C3-C 60 Carbocyclic group and C1-C 60 Includes all heterocyclic groups.

[0461] In this specification, π electron-excess C3-C 60 cyclic group (π electron-rich C3-C 60 A cyclic group refers to a cyclic group having 3 to 60 carbon atoms that does not contain *-N=*' as a ring-forming moiety, and π electron-deficient nitrogen-containing C1-C 60 cyclic group (π electron-deficient nitrogen-containing C1-C 60 A cyclic group refers to a heterocyclic group having 1 to 60 carbon atoms containing *-N=*' as a ring-forming moiety.

[0462] for example,

[0463] The above C3-C 60The carbocyclic group may be i) group T1 or ii) a condensed ring group formed by the condensation of two or more groups T1 (e.g., cyclopentadiene group, adamantane group, norbornane group, benzene group, pentylene group, naphthalene group, azulene group, indacene group, acenaphtylene group, phenalene group, phenanthrene group, anthracene group, fluoranthene group, triphenylene group, pyrene group, chrysene group, perylene group, pentapene group, heptylene group, naphthacene group, fisene group, hexacene group, pentacene group, rubicene group, coronene group, ovalene group, indene group, fluorene group, spiro-bifluorene group, benzofluorene group, indenophenanthrene group, or indenoanthracene group), and

[0464] The above C1-C 60A heterocyclic group is i) group T2, ii) a condensed ring group formed by the condensation of two or more groups T2, or iii) a condensed ring group formed by the condensation of one or more groups T2 and one or more groups T1 (e.g., pyrrole group, thiophene group, furan group, indole group, benzodole group, naphthoyndole group, isodole group, benzisoindole group, naphthoyisoindole group, benzocillol group, benzothiophene group, benzofuran group, carbazole group, dibenzocillol group, dibenzothiophene group, dibenzofuran group, indenocarbazole group, indolocarbazole group, benzofurocarbazole group, benzothienocarbazole group, benzocillolocarbazole group, benzodolocarbazole group, benzoindolocarbazole group, benzocarbazole group, benzonaphthofuran group, benzonaphthiophene group, Benzonaphthosilol group, benzofurodibenzofuran group, benzofurodibenzothiophen group, benzothienodibenzothiophen group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiaazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benzisoxazole group, benzothiaazole group, benzisothiazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, benzoquinoline group, benzisoquinoline group, quinoxaline group, benzoquinoxaline group, quinazolin group, benzoquinazolin group, phenanthroline group, sinoline group, phthalazine group, It may be the naftiridine group, imidazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, azacarbazole group, azafluoren group, azadibenzocilol group, azadibenzothiophen group, azadibenzofuran group, etc.),

[0465] The above π electron-excess C3-C 60A cyclic group is i) group T1, ii) a condensed ring group formed by condensing two or more groups T1 together, iii) group T3, iv) a condensed ring group formed by condensing two or more groups T3 together, or v) a condensed ring group formed by condensing one or more groups T3 and one or more groups T1 together (e.g., the above C3-C 60 May be carbocyclic group, pyrrole group, thiophene group, furan group, indole group, benzodole group, naphthoyndole group, isodole group, benzoisoindole group, naphthoyisoindole group, benzocillol group, benzothiophene group, benzofuran group, carbazole group, dibenzocillol group, dibenzothiophene group, dibenzofuran group, indenocarbazole group, indolocarbazole group, benzofurocarbazole group, benzothienocarbazole group, benzocillolocarbazole group, benzodolocarbazole group, benzocazolazole group, benzonaphthofuran group, benzonaphthiophene group, benzonaphthol group, benzofurodibenzofuran group, benzofurodibenzothiophene group, benzothienodibenzothiophene group, etc.),

[0466] The above π electron-deficient nitrogen-containing C1-C 60A cyclic group is i) group T4, ii) a condensed ring group formed by the condensation of two or more groups T4, iii) a condensed ring group formed by the condensation of one or more groups T4 and one or more groups T1, iv) a condensed ring group formed by the condensation of one or more groups T4 and one or more groups T3, or v) a condensed ring group formed by the condensation of one or more groups T4, one or more groups T1, and one or more groups T3 (e.g., pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiaazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benzisoxazole group, benzothiaazole group, benzisothiazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, It may be the isoquinoline group, benzoquinoline group, benzisoquinoline group, quinoxaline group, benzoquinoxaline group, quinazolin group, benzoquinazolin group, phenanthroline group, sinoline group, phthalazine group, naftiridine group, imidazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, azacarbazole group, azafluoren group, azadibenzocilol group, azadibenzothiophen group, azadibenzofuran group, etc.),

[0467] The above group T1 is a cyclopropane group, a cyclobutane group, a cyclopentane group, a cyclohexane group, a cycloheptane group, a cyclooctane group, a cyclobutene group, a cyclopentene group, a cyclopentadiene group, a cyclohexene group, a cyclohexadiene group, a cycloheptene group, an adamantane group, norbornane (or, bicyclo[2.2.1]heptane)) group, norbornene group, a bicyclo[1.1.1]pentane group, a bicyclo[2.1.1]hexane group, a bicyclo[2.1.1]octane group, or a benzene group, and

[0468] The above group T2 is a furan group, a thiophene group, a 1H-pyrrole group, a silol group, a borole group, a 2H-pyrrole group, a 3H-pyrrole group, an imidazole group, a pyrazole group, a triazole group, a tetrazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiaazole group, a thiadiazole group, an azacilol group, an azaborol group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, or a tetrazine group, and

[0469] The above group T3 is a furan group, a thiophene group, an 1H-pyrrole group, a silol group, or a borole group, and

[0470] The above group T4 may be a 2H-pyrrole group, a 3H-pyrrole group, an imidazole group, a pyrazol group, a triazole group, a tetrazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiaazole group, a thiadiazole group, an azacilol group, an azaborol group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, or a tetrazine group.

[0471] In this specification, the cyclic group, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, π electron-excess C3-C 60 Cyclic group or π electron-deficient nitrogenous C1-C 60 The term "cyclic group" may be a group condensed to any cyclic group, a monovalent group, or a polyvalent group (e.g., a divalent group, a trivalent group, a tetravalent group, etc.) depending on the structure of the chemical formula in which the term is used. For example, "benzene group" may be a benzo group, a phenyl group, a phenylene group, etc., which can be easily understood by a person skilled in the art depending on the structure of the chemical formula containing the "benzene group."

[0472] For example, 1 valence C3-C 60 Carbocyclic group and 1 valence C1-C 60 An example of a heterocyclic group is C3-C 10 Cycloalkyl group, C1-C 10 Heterocycloalkyl group, C3-C 10 Cycloalkenyl group, C1-C 10 Heterocycloalkenyl group, C6-C 60 Aryl group, C1-C 60 It may include a heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic heterocondensed polycyclic group, and a divalent C3-C 60 Carbocyclic group and 1 valence C1-C 60 An example of a heterocyclic group is C3-C 10 Cycloalkylene group, C1-C 10 Heterocycloalkylene group, C3-C 10 Cycloalkenylene group, C1-C 10 Heterocycloalkenylene group, C6-C 60 Aryllene group, C1-C 60 It may include a heteroarylene group, a divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic heterocondensed polycyclic group.

[0473] C1-C in this specification 60The alkyl group refers to a linear or branched aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, and specific examples thereof include a methyl group, an ethyl group, n -Propyl group, isopropyl group, n -butyl group, sec -butyl group, isobutyl group, tert -butyl group, n -Pentyl, tert -Pentyl group, neopentyl group, isopentyl group, sec -pentyl group, 3-pentyl group, sec -Isopentyl group, n - Hexyl group, isohexyl group, sec -hexyl group, tert -hexyl group, n - heptyl group, isoheptyl group, sec -Heptyl group, tert -Heptyl group, n -Octyl group, iso-octyl group, sec -Octyl group, tert -Octyl group, n -Nonilgi, Isononilgi, sec -Playing, tert -Playing, n - Decyl group, isodecyl group, sec -Desil, tert - Includes decyl groups, etc. C1-C in this specification. 60 The alkylene group is the C1-C 60 It refers to a divalent group having the same structure as an alkyl group.

[0474] C2-C in this specification 60 The alkenyl group is C2-C 60 It refers to a monovalent hydrocarbon group comprising one or more carbon-carbon double bonds at the middle or terminal of an alkyl group, and specific examples thereof include an ethenyl group, a propenyl group, a butenyl group, etc. In this specification, C2-C 60 The alkenylene group is the above C2-C 60 It refers to a divalent group having the same structure as an alkenyl group.

[0475] C2-C in this specification 60 The alkynyl group is C2-C 60It refers to a monovalent hydrocarbon group comprising one or more carbon-carbon triple bonds at the middle or terminal of an alkyl group, and specific examples thereof include ethinyl groups, propynyl groups, etc. In this specification, C2-C 60 The alkynylene group is the above C2-C 60 It refers to a divalent group having the same structure as an alkynyl group.

[0476] C1-C in this specification 60 The alkoxy group is -OA 101 (Here, A 101 The above C1-C 60 It refers to a monovalent group having the chemical formula of an alkyl group, and specific examples thereof include a methoxy group, an ethoxy group, an isopropyloxy group, etc.

[0477] C3-C in this specification 10 A cycloalkyl group refers to a monovalent saturated hydrocarbon cyclic group having 3 to 10 carbon atoms, and specific examples thereof include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, norbornanyl group (or, a bicyclo[2.2.1]heptyl group), a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl group, a bicyclo[2.1.1]octyl group, etc. In this specification, C3-C 10 The cycloalkylene group is the C3-C 10 It refers to a divalent group having the same structure as a cycloalkyl group.

[0478] C1-C in this specification 10A heterocycloalkyl group refers to a monovalent cyclic group having 1 to 10 carbon atoms, comprising at least one heteroatom as a ring-forming atom in addition to a carbon atom, and specific examples thereof include a 1,2,3,4-oxatriazolidinyl group, a tetrahydrofuranyl group, a tetrahydrothiophenyl group, etc. In this specification, C1-C 10 The heterocycloalkylene group is the C1-C 10 It refers to a divalent group having the same structure as a heterocycloalkyl group.

[0479] C3-C in this specification 10 A cycloalkenyl group refers to a monovalent cyclic group having 3 to 10 carbon atoms, having at least one carbon-carbon double bond within the ring, but not having aromaticity; specific examples thereof include cyclopentenyl groups, cyclohexenyl groups, cycloheptenyl groups, etc. In this specification, C3-C 10 The cycloalkenylene group is the above C3-C 10 It refers to a divalent group having the same structure as a cycloalkenyl group.

[0480] C1-C in this specification 10 The heterocycloalkenyl group is a monovalent cyclic group having 1 to 10 carbon atoms, comprising, in addition to the carbon atom, at least one heteroatom as a ring-forming atom, and has at least one double bond within the ring. The C1-C 10 Specific examples of heterocycloalkenyl groups include 4,5-dihydro-1,2,3,4-oxatriazoleyl groups, 2,3-dihydrofuranyl groups, 2,3-dihydrothiophenyl groups, etc. In this specification, C1-C 10 The heterocycloalkenylene group is the above C1-C 10 It refers to a divalent group having the same structure as a heterocycloalkenyl group.

[0481] C6-C in this specification 60An aryl group refers to a monovalent group having a carbocyclic aromatic system with 6 to 60 carbon atoms, and C6-C 60 An arylene group refers to a divalent group having a carbocyclic aromatic system having 6 to 60 carbon atoms. The above C6-C 60 Specific examples of aryl groups include phenyl group, pentalenyl group, naphthyl group, azulenyl group, indacenyl group, acenaphthyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, perylenyl group, pentaphenyl group, Includes hepthalenyl group, naphthacenyl group, fisenyl group, hexacenyl group, penthacenyl group, rubisenyl group, coronenyl group, ovalenyl group, etc. The above C6-C 60 Aryl group and C6-C 60 If the arylene group contains two or more rings, the two or more rings can be condensed together.

[0482] C1-C in this specification 60 A heteroaryl group refers to a monovalent group having a heterocyclic aromatic system having 1 to 60 carbon atoms, comprising at least one heteroatom as a ring-forming atom in addition to a carbon atom, and C1-C 60 A heteroarylene group refers to a divalent group having a heterocyclic aromatic system having 1 to 60 carbon atoms, which additionally includes at least one heteroatom as a ring-forming atom in addition to the carbon atoms. 60 Specific examples of heteroaryl groups include pyridinyl groups, pyrimidinyl groups, pyrazinyl groups, pyridazinyl groups, triazinyl groups, quinolinyl groups, benzoquinolinyl groups, isoquinolinyl groups, benzisoquinolinyl groups, quinoxalinyl groups, benzoquinoxalinyl groups, quinazolinyl groups, benzoquinazolinyl groups, cinolinyl groups, phenanthrolinyl groups, phthalazinyl groups, naphthalidinyl groups, etc. The above C1-C 60 Heteroaryl group and C1-C 60 When a heteroarylene group contains two or more rings, the two or more rings can be condensed together.

[0483] In this specification, a monovalent non-aromatic condensed polycyclic group refers to a monovalent group (e.g., having 8 to 60 carbon atoms) in which two or more rings are condensed together, and the entire molecule contains only carbon as a ring-forming atom and has non-aromaticity. Specific examples of the monovalent non-aromatic condensed polycyclic group include indenyl groups, fluorenyl groups, spiro-bifluorenyl groups, benzofluorenyl groups, indenopenantrenyl groups, indenoanthracenyl groups, etc. In this specification, a divalent non-aromatic condensed polycyclic group refers to a divalent group having the same structure as the monovalent non-aromatic condensed polycyclic group.

[0484] In this specification, a monovalent non-aromatic condensed heteropolycyclic group means a monovalent group (e.g., having 1 to 60 carbon atoms) in which two or more rings are condensed together, and in addition to carbon atoms as ring-forming atoms, at least one heteroatom is included, and the entire molecule is non-aromatic. Specific examples of the above monovalent non-aromatic heterocondensed polycyclic group include: a pyrrole group, a thiophenyl group, a furanyl group, an indole group, a benzoindole group, a naphthoindole group, an isoindole group, a benzoisoindole group, a naphthoisoindole group, a benzocylol group, a benzothiophenyl group, a benzofuranyl group, a carbazole group, a dibenzocylol group, a dibenzothiophenyl group, a dibenzofuranyl group, azacarbazole group, azafluorenyl group, azadibenzocylol group, azadibenzothiophenyl group, azadibenzofuranyl group, a pyrazol group, an imidazole group, a triazole group, a tetrazole group, an oxazole group, an isooxazole group, a thiazole group, an isothiazole group, an oxadiazole group, a thiadiazole group, a thiadiazole group, Includes benzopyrazol group, benzimidazole group, benzoxazole group, benzothiazole group, benzoxadiazole group, benzothiadiazole group, imidazopyridinyl group, imidazopyrimidinyl group, imidazotriazinyl group, imidazopyrazinyl group, imidazopyridazinyl group, indenocarbazole group, indolocarbazole group, benzofurocarbazole group, benzothienocarbazole group, benzosilolocarbazole group, benzindolocarbazole group, benzocarbazole group, benzonaphthofuranyl group, benzonaphthothiophenyl group, benzonaphthosilol group, benzofurodibenzofuranyl group, benzofurodibenzothiophenyl group, benzothienodibenzothiophenyl group, etc. In this specification, a divalent non-aromatic heterocondensed polycyclic group refers to a divalent group having the same structure as the monovalent non-aromatic heterocondensed polycyclic group.

[0485] C6-C in this specification 60 The aryloxy group is -OA 102 (Here, A 102 is the above C6-C 60 Pointing to arylgime), and the above C6-C 60arylthio is -SA 103 (Here, A 103 The above C6-C 60 It refers to the Arilgigiim).

[0486] "R" in this specification 10a "Is,

[0487] Deuterium (-D), -F, -Cl, -Br, -I, hydroxyl group, cyano group, or nitro group;

[0488] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, -Si(Q 11 )(Q 12 )(Q 13 ), -N(Q 11 )(Q 12 ), -B(Q 11 )(Q 12 ), -C(=O)(Q 11 ), -S(=O)2(Q 11 ), -P(=O)(Q 11 )(Q 12 ), or substituted or unsubstituted with any combination thereof, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, or C1-C 60 Alkoxygenation;

[0489] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, C1-C 60 Alkoxy group, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, -Si(Q 21)(Q 22 )(Q 23 ), -N(Q 21 )(Q 22 ), -B(Q 21 )(Q 22 ), -C(=O)(Q 21 ), -S(=O)2(Q 21 ), -P(=O)(Q 21 )(Q 22 ), or substituted or unsubstituted with any combination thereof, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, or C6-C 60 Arylthiogi; or

[0490] -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ), or -P(=O)(Q 31 )(Q 32 );

[0491] It could be.

[0492] Q1 to Q3, Q in this specification 11 to Q 13 , Q 21 to Q 23 and Q 31 to Q 33 They are independently hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl group; cyano group; nitro group; C1-C 60 Alkyl group; C2-C 60 Alkenyl group; C2-C 60 alkynyl group; C1-C 60 Alkoxy group; or deuterium, -F, cyano group, C1-C 60 Alkyl group, C1-C 60 C3-C substituted or unsubstituted with an alkoxy group, a phenyl group, a biphenyl group, or any combination thereof60 Carbocyclic group or C1-C 60 It can be a heterocyclic group.

[0493] In this specification, a heteroatom refers to any atom other than a carbon atom. Examples of such heteroatoms include O, S, N, P, Si, B, Ge, Se, or any combination thereof.

[0494] In this specification, "Ph" means a phenyl group, "Me" means a methyl group, "Et" means an ethyl group, and "ter-Bu" or "Bu t " represents the tert-butyl group, and "OMe" represents the methoxy group.

[0495] In this specification, "biphenyl group" means "phenyl group substituted with a phenyl group." The "biphenyl group" is a substituent of "C6-C 60 It belongs to the "substituted phenyl group" which is an "aryl group".

[0496] In this specification, "terphenyl group" means "phenyl group substituted with a biphenyl group." The "terphenyl group" is a substituent of "C6-C 60 C6-C substituted with aryl groups 60 It belongs to the "substituted phenyl group" which is an "aryl group".

[0497] In this specification, * and *' refer to bonding sites with adjacent atoms in the corresponding chemical formulas, unless otherwise defined.

[0498] Hereinafter, a compound and a light-emitting device according to one embodiment of the present invention will be described in more detail with reference to synthesis examples and embodiments. In the following synthesis examples, the molar equivalent of A and the molar equivalent of B are the same in the expression "B was used instead of A."

[0499] [Example]

[0500] Synthesis Example 1: Synthesis of Compound 1

[0501]

[0502] Synthesis of Intermediate I-1

[0503] Under a nitrogen atmosphere, 1,8-dibromoanthracene (1 equivalent), 2-aminobenzoic acid (1 equivalent), and isoamyl nitrite (0.1 equivalent) were dissolved in dimethoxyethane and stirred at 100°C for 2 hours. Afterward, ethanol was added, the mixture was cooled to 0°C, and an aqueous NaOH solution was added and stirred for 30 minutes. Subsequently, the mixture was washed three times with ethyl acetate and water, and the resulting organic layer was dried with anhydrous magnesium sulfate and then dried under reduced pressure. Subsequently, the mixture was separated and purified by column chromatography to obtain intermediate I-1 (65% yield).

[0504] Synthesis of Intermediate I-2

[0505] I-1 (1 equivalent) was dissolved in THF under a nitrogen atmosphere and stirred at -78°C for 2 hours. Then, it was stirred at room temperature for 30 minutes and then at 80°C for 2 hours. Afterward, a 35% aqueous HCl solution was added and stirred for 30 minutes. The resulting solution was washed three times with ethyl acetate and water, and the obtained organic layer was dried with anhydrous magnesium sulfate and then dried under reduced pressure. Subsequently, the intermediate I-2 (45% yield) was obtained by separation and purification using column chromatography.

[0506]

[0507] Synthesis of intermediate I-3

[0508] Under a nitrogen atmosphere, I-2 (1 equivalent), 4,4,5,5-tetramethyl-2-(2-nitrophenyl)-1,3,2-dioxaborolane (1.2 equivalents), Pd(PPh3)4 (0.05 equivalents), and K2CO3 (3 equivalents) were dissolved in a solution of THF / H2O = 2:1 and stirred at 80°C for 12 hours. Afterward, the mixture was washed three times with ethyl acetate and water, and the resulting organic layer was dried with anhydrous magnesium sulfate and then dried under reduced pressure. Subsequently, the intermediate I-1 (75% yield) was obtained by separation and purification using column chromatography.

[0509] Synthesis of intermediate I-4

[0510] I-2 (1 equivalent) and Triphenylphosphine (3 equivalents) were dissolved in o-Dichlorobenzene under a nitrogen atmosphere and stirred at 200°C for 12 hours. Afterward, the mixture was washed three times with ethyl acetate and water, and the resulting organic layer was dried with anhydrous magnesium sulfate and then dried under reduced pressure. Subsequently, the mixture was separated and purified by column chromatography to obtain intermediate I-1 (50% yield).

[0511]

[0512] Synthesis of Intermediate 1-1

[0513] Cyanuric chloride (1 equivalent), phenylbronic acid (1 equivalent), PdCl2(PPh3)2 (0.01 equivalents), and K2CO3 (4 equivalents) were dissolved in toluene under a nitrogen atmosphere and stirred at 60°C for 12 hours. After cooling, the mixture was washed three times with ethyl acetate and water, and the resulting organic layer was dried with anhydrous magnesium sulfate and then dried under reduced pressure. Subsequently, the mixture was separated and purified by column chromatography to obtain intermediate 1-1 (40% yield).

[0514] Synthesis of Intermediate 1-2

[0515] Under a nitrogen atmosphere, 1-1 (1 equivalent), (3-(triphenylsilyl)phenyl)boronic acid (1.1 equivalents), PdCl2(PPh3)2 (0.001 equivalents), and K2CO3 (2 equivalents) were dissolved in a solvent of Toluene:H2O = 5:1 and stirred at 60°C for 12 hours. After cooling, the mixture was washed three times with ethyl acetate and water, and the resulting organic layer was dried with anhydrous magnesium sulfate and then dried under reduced pressure. Subsequently, intermediate 1-2 (30% yield) was obtained by separation and purification using column chromatography.

[0516] Synthesis of Compound 1

[0517] Under a nitrogen atmosphere 1-2 (1 equivalent), I-4 (1 equivalent), Pd2dba3 (0.05 equivalents), P t Bu3 (0.1 equivalent), NaO t Bu (3 equivalents) was dissolved in toluene and stirred at 120°C for 12 hours. After cooling, the mixture was washed three times with ethyl acetate and water, and the resulting organic layer was dried with anhydrous magnesium sulfate and then dried under reduced pressure. Subsequently, the mixture was separated and purified by column chromatography to obtain Compound 1 (75% yield).

[0518] Synthesis Example 2: Synthesis of Compound 17

[0519]

[0520] Synthesis of Intermediate 17-1

[0521] Cyanuric chloride (1 equivalent) was dissolved in THF under a nitrogen atmosphere and stirred at 0°C for 30 minutes. Then, Carbazole (1 equivalent) dissolved in THF was slowly added dropwise and stirred at 80°C for 2 hours. Afterward, the mixture was stirred at room temperature for 12 hours. Subsequently, the mixture was washed three times with ethyl acetate and water, and the resulting organic layer was dried with anhydrous magnesium sulfate and then dried under reduced pressure. Subsequently, the mixture was separated and purified by column chromatography to obtain intermediate 17-1 (82% yield).

[0522] Synthesis of Intermediate 17-1

[0523] Intermediate 17-2 (85% yield) was obtained by proceeding the reaction under the same conditions as the method for making compound 1, except that intermediate 17-1, the starting material, was used instead of intermediate 1-1.

[0524] Synthesis of Compound 17

[0525] Compound 17 (78% yield) was obtained by carrying out the reaction under the same conditions as the method for making compound 1, except that intermediate 17-2, which is the starting material, was used instead of intermediate 1-2.

[0526] Synthesis Example 3: Synthesis of Compound 18

[0527]

[0528] Synthesis of intermediate 18-1

[0529] Carbazole (2 equivalents) was dissolved in THF under a nitrogen atmosphere and stirred at 0°C for 30 minutes. Then, cyanuric chloride (1 equivalent) dissolved in THF was rapidly added dropwise and stirred at 80°C for 12 hours. Afterward, the mixture was washed three times with ethyl acetate and water, and the resulting organic layer was dried with anhydrous magnesium sulfate and then dried under reduced pressure. Subsequently, the mixture was separated and purified by column chromatography to obtain intermediate 18-1 (75% yield).

[0530] Synthesis of Compound 18

[0531] Compound 18 (71% yield) was obtained by carrying out the reaction under the same conditions as the method for making compound 1, except that intermediate 18-1, the starting material, was used instead of intermediate 1-2.

[0532] Synthesis Example 4: Synthesis of Compound 62

[0533]

[0534] Synthesis of intermediate 62-1

[0535] Under a nitrogen atmosphere, (3-bromophenyl)triphenylsilane (1 equivalent), Carbazole (1 equivalent), Pd2dba3 (0.05 equivalents), P t Bu3 (0.1 equivalent), NaO t Bu (3 equivalents) was dissolved in toluene and stirred at 120°C for 12 hours. After cooling, the mixture was washed three times with ethyl acetate and water, and the resulting organic layer was dried with anhydrous magnesium sulfate and then dried under reduced pressure. Subsequently, the mixture was separated and purified by column chromatography to obtain intermediate 62-1 (87% yield).

[0536] Synthesis of intermediate 62-2

[0537] 62-1 (1 equivalent) and N-Bromosuccinimide (1 equivalent) were dissolved in N,N-Dimethylformamide under a nitrogen atmosphere and stirred at 60°C for 12 hours. After cooling, the mixture was washed three times with ethyl acetate and water, and the resulting organic layer was dried with anhydrous magnesium sulfate and then dried under reduced pressure. Subsequently, the intermediate 62-2 (90% yield) was obtained by separation and purification using column chromatography.

[0538] Synthesis of Compound 62

[0539] Compound 62 (73% yield) was obtained by carrying out the reaction under the same conditions as the method for making compound 1-2, except that intermediate 62-2, which is the starting material, was used instead of intermediate 1-2.

[0540] Synthesis Example 5: Synthesis of Compound 104

[0541]

[0542] Synthesis of intermediate I-5

[0543] Under a nitrogen atmosphere, I-2 (1 equivalent), 4,4,5,5-tetramethyl-2-(2-nitrophenyl)-1,3,2-dioxaborolane (2.5 equivalents), Pd(PPh3)4 (0.1 equivalents), and K2CO3 (5 equivalents) were dissolved in a solution of Toluene / H2O = 4:1 and stirred at 120°C for 12 hours. Afterward, the mixture was washed three times with ethyl acetate and water, and the resulting organic layer was dried with anhydrous magnesium sulfate and then dried under reduced pressure. Subsequently, the intermediate I-1 (75% yield) was obtained by separation and purification using column chromatography.

[0544] Synthesis of intermediate I-4

[0545] I-2 (1 equivalent) and Triphenylphosphine (3 equivalents) were dissolved in o-Dichlorobenzene under a nitrogen atmosphere and stirred at 200°C for 12 hours. Afterward, the mixture was washed three times with ethyl acetate and water, and the resulting organic layer was dried with anhydrous magnesium sulfate and then dried under reduced pressure. Subsequently, the mixture was separated and purified by column chromatography to obtain intermediate I-1 (50% yield).

[0546]

[0547] Synthesis of Compound 104

[0548] Compound 104 (52% yield) was obtained by carrying out the reaction under the same conditions as the method for making compound 1, except that intermediate I-6 (1 equivalent) and (3-bromophenyl)triphenylsilane (2 equivalents) were used as starting materials.

[0549] Synthesis Example 6: Synthesis of Compound 142

[0550]

[0551] Synthesis of intermediate 142-1

[0552] Bromobenzene (1 equivalent), I-6 (1 equivalent), Pd2dba3 (0.05 equivalents), BINAP (0.1 equivalents), NaO under a nitrogen atmosphere t Bu (3 equivalents) was dissolved in toluene and stirred at 120°C for 12 hours. After cooling, the mixture was washed three times with ethyl acetate and water, and the resulting organic layer was dried with anhydrous magnesium sulfate and then dried under reduced pressure. Subsequently, the mixture was separated and purified by column chromatography to obtain compound 142 (75% yield).

[0553] Synthesis of Compound 142

[0554] Compound 142 (63% yield) was obtained by carrying out the reaction under the same conditions as the method for making compound 1, except that intermediates 142-1 (1 equivalent) and 17-2 (1 equivalent) were used as starting materials.

[0555] Synthesis Example 7: Synthesis of Compound 143

[0556]

[0557] Synthesis of Compound 143

[0558] Compound 143 (67% yield) was obtained by carrying out the reaction under the same conditions as the method for making compound 1, except that intermediates 142-1 (1 equivalent) and 18-1 (1 equivalent) were used as starting materials.

[0559] Synthesis Example 8: Synthesis of Compound 147

[0560]

[0561] Synthesis of intermediate 147-1

[0562] Intermediate 147-1 (82% yield) was obtained by carrying out the reaction under the same conditions as the method for making intermediate 17-1, except that intermediate 1-1 was used instead of cyanuric chloride as the starting material.

[0563] Synthesis of Compound 147

[0564] Compound 147 (61% yield) was obtained by carrying out the reaction under the same conditions as the method for making compound 1, except that intermediates 147-1 (1 equivalent) and 142-1 (1 equivalent) were used as starting materials.

[0565] Synthesis Example 9: Synthesis of Compound 156

[0566]

[0567] Synthesis of intermediate 156-1

[0568] Intermediate 156-1 (82% yield) was obtained by carrying out the reaction under the same conditions as the method for making intermediate 17-1, except that 2,4,6-trichloropyrimidine (1 equivalent) and Carbazole (1 equivalent) were used as starting materials.

[0569] Synthesis of intermediate 156-2

[0570] The reaction was carried out under the same conditions as the method for making intermediate 17-2, except that 156-1 (1 equivalent) and (3-(triphenylsilyl)phenyl)boronic acid (1 equivalent) were used as starting materials, and intermediate 156-2 (71% yield) was obtained.

[0571] Synthesis of Compound 156

[0572] Compound 156 (48% yield) was obtained by carrying out the reaction under the same conditions as the method for making compound 1, except that intermediates 156-2 (1 equivalent) and 142-1 (1 equivalent) were used as starting materials.

[0573] Synthesis Example 10: Synthesis of Compound 157

[0574]

[0575] Synthesis of intermediate 157-1

[0576] Intermediate 157-1 (80% yield) was obtained by proceeding the reaction under the same conditions as the method for making intermediate 17-1, except that 2 equivalents of Carbazole were used as the starting material.

[0577] Synthesis of Compound 157

[0578] Compound 157 (53% yield) was obtained by carrying out the reaction under the same conditions as the method for making compound 1, except that intermediates 157-1 (1 equivalent) and 142-1 (1 equivalent) were used as starting materials.

[0579] Synthesis Example 11: Synthesis of Compound 174

[0580]

[0581] Synthesis of Compound 174

[0582] Compound 174 (33% yield) was obtained by carrying out the reaction under the same conditions as the method for making compound 1, except that intermediates I-6 (1 equivalent) and 18-1 (2 equivalents) were used as starting materials.

[0583] of the compounds synthesized in Synthesis Examples 1 to 11 above 1 1H NMR and MS / FAB are shown in Table 1 below. For compounds other than those shown in Table 1, those skilled in the art can easily recognize the synthesis methods by referring to the synthesis routes and raw materials above.

[0584] compound H NMR (δ) MS / FAB Calc Found 1 8.54(d, 1H), 8.35(t, 2H), 7.94-7.88(m, 2H), 7.66-7.35(m, 24H), 7.25-7.13(m, 9H), 5.20(s, 2H) 832.30 832.34 17 8.55(d, 1H), 8.38(d, 1H), 8.20(d, 1H), 7.94-7.56(m, 3H), 7.47-7.34(m, 24H), 7.26-7.13(m, 11H), 5.20(s, 2H) 921.33 921.31 18 8.55(dd, 3H), 8.20(d, 2H), 7.95(d, 3H), 7.58-7.13(m, 22H), 5.16(s, 2H) 752.28 752.27 62 8.54(dd, 2H), 7.95(d, 2H), 7.72-7.67(m, 3H), 7.60-7.58(m, 2H), 7.47-7.36(m, 21H), 7.27-7.16(m, 10H), 5.20(s, 2H) 842.31 842.34 104 8.55(d, 2H), 7.94(d, 2H), 7.66(s, 2H), 7.60-7.58(dd, 4H), 7.47-7.38(m, 38H), 7.21-7.15(m, 6H), 5.20(s, 2H) 1100.40 1100.38 142 8.55(d, 3H), 8.39(d, 1H), 8.20(d, 1H), 7.94-7.88(m, 4H), 7.62-7.37(m, 31H), 7.20-7.08(m, 8H), 5.19(s, 2H) 1086.39 1086.41 143 8.57(m, 4H), 8.19(d, 2H), 7.95(d, 4H), 7.62-7.35(m, 17H), 7.20-7.08(m, 10H), 5.20(s, 2H) 917.33 917.34 147 8.54(m, 3H), 8.37(dd, 2H), 8.20(d, 1H), 7.95(d, 3H), 7.62-7.44(m, 17H), 7.21-7.08(m, 8H), 5.19(s, 2H) 828.30 828.33 156 8.55(m, 3H), 8.19(d, 1H), 7.94-7.88(m, 5H), 7.61-7.38(m, 32H), 7.20-7.07(m, 8H), 5.20(s, 2H) 1085.39 1085.36 157 8.55(m, 4H), 8.20(d, 2H), 7.94(d, 4H), 7.62-7.35(m, 18H), 7.21-7.07(m, 10H), 5.20(s, 2H) 916.33 916.32 174 8.58-8.55(m, 6H), 8.21-8.19(m, 4H), 7.96-7.93(m, 6H), 7.59-7.34(m, 18H), 7.22-7.08(m, 14H), 5.21(s, 2H) 1250.43 1250.40

[0585] Example 1

[0586] Corning 15Ω / cm as anode 2 A (1200Å) ITO glass substrate was cut into pieces measuring 50mm x 50mm x 0.7mm, ultrasonically cleaned with isopropyl alcohol and pure water for 5 minutes each, then cleaned by irradiating with ultraviolet light and exposing to ozone for 30 minutes, and the glass substrate was installed in a vacuum deposition apparatus.

[0587] After forming a hole injection layer with a thickness of 300 Å by vacuum depositing N,N'-di(1-naphthyl)-N,N'-diphenylbenzidine (NPB) on top of the ITO anode formed on the glass substrate, a hole transport layer with a thickness of 200 Å was formed by vacuum depositing mCP on top of the hole injection layer.

[0588] Compound 1 (host) and Ir(pmp)3 (dopant) were simultaneously deposited on the hole transport layer in a weight ratio of 92:8 to form a emitting layer with a thickness of 250 Å.

[0589] Next, a TAZ (3-(4-Biphenylyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole) was deposited on the light-emitting layer to form an electron transport layer with a thickness of 200 Å, then LiF was deposited on the electron transport layer to form an electron injection layer with a thickness of 10 Å, and Al was vacuum deposited to form a LiF / Al electrode with a thickness of 100 Å, thereby manufacturing a light-emitting device.

[0590]

[0591] Examples 2 to 11 and Comparative Examples 1 and 2

[0592] A light-emitting device was fabricated in the same manner as in Example 1, except that the host compound listed in Table 2 below was used instead of the above compound 1 when forming the light-emitting layer.

[0593] Evaluation Example 1

[0594] To evaluate the characteristics of the light-emitting devices fabricated in Examples 1 to 11 and Comparative Examples 1 and 2 above, the driving voltage and luminous efficiency at a current density of 10 mA / cm² were measured. The driving voltage of the light-emitting device was measured using a source meter (Keithley Instruments, 2400 series), and the quantum efficiency was measured using a measuring device C9920-2-12 from Hamamatsu Photonics. The results of the characteristic evaluation of the light-emitting device are shown in Table 2 below.

[0595] Host in the light-emitting layer Driving voltage (V) Efficiency (Cd / A) luminous color Example 1 Compound 1 4.7 21.1 blue Example 2 Compound 17 4.4 22.4 blue Example 3 Compound 18 4.5 23.5 blue Example 4 Compound 62 4.7 21.2 blue Example 5 Compound 104 4.7 21.6 blue Example 6 Compound 142 4.5 20.3 blue Example 7 Compound 143 4.4 21.7 blue Example 8 Compound 147 4.9 19.9 blue Example 9 Compound 156 4.8 19.7 blue Example 10 Compound 157 4.6 22.4 blue Example 11 Compound 174 4.4 23.1 blue Comparative Example 1 Compound A 5.2 17.5 blue Comparative Example 2 Compound B 5.0 18.2 blue

[0596]

[0597] From Table 2 above, it can be confirmed that the light-emitting devices of Examples 1 to 11 have superior light-emitting efficiency and external quantum efficiency compared to the light-emitting devices of Comparative Examples 1 and 2.

[0598] Although the present invention has been described with reference to the above synthesis examples and embodiments, this is merely illustrative, and those skilled in the art will understand that various modifications and equivalent alternative embodiments are possible therefrom. Accordingly, the true technical scope of protection of the present invention should be determined by the technical spirit of the appended claims. Explanation of the symbols

[0599] 10: Light-emitting element 100: Substrate 110: First electrode 130: Middle layer 150: Second electrode 170: Capping layer 210: Buffer layer 220: Active layer 230: Gate insulating film 240: Gate electrode 250: Interlayer insulation film 260: Source electrode 270: Drain electrode 280: Passivation layer 290: Pixel definition membrane 300: Bag section 400: Functional Area 500: Shading pattern

Claims

Claim 1 A first electrode; a second electrode facing the first electrode; an intermediate layer disposed between the first electrode and the second electrode and including a light-emitting layer; and a light-emitting element comprising one or more condensed ring compounds represented by the following chemical formula 1-1 or 1-3: <Chemical Formula 1-1> <Chemical Formula 1-3> In the above chemical formulas 1-1 and 1-3, A2 to A4 are independently of each other, C5-C 60 Carbocyclic group or C1-C 60 It is a heterocyclic group, and E 11 ne *-(L 11 ) a11 -(R 11 ) b11 and,E 12 ne *-(L 12 ) a12 -(R 12 ) b12 and,E 13 ne *-(L 13 ) a13 -(R 13 ) b13 and,E 21 ne *-(L 21 ) a21 -(R 21 ) b21 and, d11 to d13 are independent integers from 1 to 8, and L1, L 11 to L 13 and L 21 They are independent of each other, single bond, *-Si(R 1a )(R 1b )-*', at least one R 10a C5-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It is a heterocyclic group, a11 to a13 and a21 are independently integers from 1 to 5, n11 is an integer from 1 to 5, n12 is 2, and R1, R2, R 1a , R 1b , R 11 to R 13 and R 21 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, at least one R 10a C1-C substituted or unsubstituted 60 alkyl group, at least one R 10a C2-C substituted or unsubstituted 60 alkenyl group, at least one R 10a C2-C substituted or unsubstituted 60 alkynyl group, at least one R 10a C1-C substituted or unsubstituted 60 Alkoxy group, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group, at least one R 10a C1-C substituted or unsubstituted 60 Heterocyclic group, at least one R 10a C6-C substituted or unsubstituted 60 aryloxy group, at least one R 10a C6-C substituted or unsubstituted 60 Arylthio group, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2); and b11 to b13 and b21 are independently integers from 1 to 10, and R 10a is, deuterium (-D), -F, -Cl, -Br, -I, hydroxyl group, cyano group, or nitro group; deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, -Si(Q 11 )(Q 12 )(Q 13 ), -N(Q 11 )(Q 12 ), -B(Q 11 )(Q 12 ), -C(=O)(Q 11 ), -S(=O)2(Q 11 ), -P(=O)(Q 11 )(Q 12 ), or substituted or unsubstituted with any combination thereof, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, or C1-C 60 Alkoxy group; deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, C1-C 60 Alkoxy group, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, -Si(Q 21 )(Q 22 )(Q 23 ), -N(Q 21 )(Q 22 ), -B(Q 21 )(Q 22 ), -C(=O)(Q 21 ), -S(=O)2(Q 21 ), -P(=O)(Q 21 )(Q 22 ), or substituted or unsubstituted with any combination thereof, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, or C6-C 60 Arylthio group; or-Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ), or -P(=O)(Q 31 )(Q 32 ); and, above Q1 to Q3, Q 11 to Q 13 , Q 21 to Q 23 and Q 31 to Q 33 They are independently hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl group; cyano group; nitro group; C1-C 60 Alkyl group; C2-C 60 Alkenyl group; C2-C 60 alkynyl group; C1-C 60 Alkoxy group; or deuterium, -F, cyano group, C1-C 60 Alkyl group, C1-C 60 Alkoxy group, biphenyl group, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic, or substituted or unsubstituted with any combination thereof, C3-C 60 Carbocyclic group or C1-C 60 It is a heterocyclic group. Claim 2 A light-emitting device according to claim 1, wherein the first electrode is an anode and the second electrode is a cathode, the intermediate layer further includes a hole transport region interposed between the light-emitting layer and the first electrode, the intermediate layer further includes an electron transport region interposed between the light-emitting layer and the second electrode, the hole transport region includes a hole injection layer, a hole transport layer, a light-emitting auxiliary layer, an electron blocking layer, or any combination thereof, and the electron transport region includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer, or any combination thereof. Claim 3 A light-emitting device according to claim 1, wherein the light-emitting layer contains the condensed ring compound. Claim 4 A light-emitting device according to claim 3, further comprising a transition metal-containing compound in the light-emitting layer. Claim 5 In paragraph 3, a light-emitting element in which the light-emitting layer emits blue light or blue-green light. Claim 6 An electronic device comprising a light-emitting element according to any one of claims 1 to 5, further comprising a thin-film transistor, wherein the thin-film transistor comprises a source electrode and a drain electrode, and the first electrode of the light-emitting element is electrically connected to the source electrode or the drain electrode. Claim 7 An electronic device according to claim 6, further comprising a color filter, a color conversion layer, a touchscreen layer, a polarizing layer, or any combination thereof. Claim 8 Condensed ring compounds represented by the following chemical formula 1-1 or 1-3: <Chemical Formula 1-1> <Chemical Formula 1-3> In the above chemical formulas 1-1 and 1-3, A2 to A4 are independently of each other, C5-C 60 Carbocyclic group or C1-C 60 It is a heterocyclic group, and E 11 ne *-(L 11 ) a11 -(R 11 ) b11 and,E 12 ne *-(L 12 ) a12 -(R 12 ) b12 and,E 13 ne *-(L 13 ) a13 -(R 13 ) b13 and,E 21 ne *-(L 21 ) a21 -(R 21 ) b21 and, d11 to d13 are independent integers from 1 to 8, and L1, L 11 to L 13 and L 21 They are independent of each other, single bond, *-Si(R 1a )(R 1b )-*', at least one R 10a C5-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It is a heterocyclic group, a11 to a13 and a21 are independently integers from 1 to 5, n11 is an integer from 1 to 5, n12 is 2, and R1, R2, R 1a , R 1b , R 11 to R 13 and R 21 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, at least one R 10a C1-C substituted or unsubstituted 60 alkyl group, at least one R 10a C2-C substituted or unsubstituted 60 alkenyl group, at least one R 10a C2-C substituted or unsubstituted 60 alkynyl group, at least one R 10a C1-C substituted or unsubstituted 60 Alkoxy group, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group, at least one R 10a C1-C substituted or unsubstituted 60 Heterocyclic group, at least one R 10a C6-C substituted or unsubstituted 60 aryloxy group, at least one R 10a C6-C substituted or unsubstituted 60 Arylthio group, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2); and b11 to b13 and b21 are independently integers from 1 to 10, and R 10a is, deuterium (-D), -F, -Cl, -Br, -I, hydroxyl group, cyano group, or nitro group; deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, -Si(Q 11 )(Q 12 )(Q 13 ), -N(Q 11 )(Q 12 ), -B(Q 11 )(Q 12 ), -C(=O)(Q 11 ), -S(=O)2(Q 11 ), -P(=O)(Q 11 )(Q 12 ), or substituted or unsubstituted with any combination thereof, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, or C1-C 60 Alkoxy group; deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, C1-C 60 Alkoxy group, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, -Si(Q 21 )(Q 22 )(Q 23 ), -N(Q 21 )(Q 22 ), -B(Q 21 )(Q 22 ), -C(=O)(Q 21 ), -S(=O)2(Q 21 ), -P(=O)(Q 21 )(Q 22 ), or substituted or unsubstituted with any combination thereof, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, or C6-C 60 Arylthio group; or-Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ), or -P(=O)(Q 31 )(Q 32 ); and, above Q1 to Q3, Q 11 to Q 13 , Q 21 to Q 23 and Q 31 to Q 33 They are independently hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl group; cyano group; nitro group; C1-C 60 Alkyl group; C2-C 60 Alkenyl group; C2-C 60 alkynyl group; C1-C 60 Alkoxy group; or deuterium, -F, cyano group, C1-C 60 Alkyl group, C1-C 60 Alkoxy group, biphenyl group, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic, or substituted or unsubstituted with any combination thereof, C3-C 60 Carbocyclic group or C1-C 60 It is a heterocyclic group. Claim 9 delete Claim 10 In claim 8, the above A4 is a condensed ring compound that is a benzene group, a naphthalene group, a pyridine group, a pyrimidine group, a triazine group, a carbazole group, a dibenzofuran group, a dibenzothiophene group, or a fluorene group. Claim 11 In claim 8, the above A2 is a benzene group, a naphthalene group, a fluorene group, a dibenzosilol group, a dibenzothiophen group, a dibenzoselenophene group, a dibenzofuran group, azafluorene group, azadibenzosilol group, azadibenzothiophen group, a carbazole group, azacarbazole group, indolo[2,3-a]carbazole group, indolo[2,3-b]carbazole group, a benzocarbazole group, or a dibenzocarbazole group, and the above A3 is a benzene group, a naphthalene group, anthracene group, phenanthrene group, triphenylene group, pyrene group, naphthalene group, fluorene group, a dibenzosilol group, a dibenzothiophen group, a dibenzoselenophene group, a dibenzofuran group, azafluorene group, azadibenzosilol group, azadibenzothiophen group, A condensed ring compound that is a pyridine group, a pyrimidine group, a triazine group, a carbazole group, an azacarbazole group, an indolo[2,3-a]carbazole group, an indolo[2,3-b]carbazole group, a benzocarbazole group, or a dibenzocarbazole group. Claim 12 A condensed ring compound according to claim 8, wherein A2 is a benzene group and A3 is a benzene group; A2 is a carbazole group and A3 is a benzene group; A2 is a benzene group and A3 is a carbazole group; or A2 is a carbazole group and A3 is a carbazole group. Claim 13 In claim 8, of the above chemical formula 1-1 or 1-3 Condensed ring compounds where the part represented by is one of the following chemical formulas 3-1 to 3-7: Among the above chemical formulas 3-1 to 3-7, E 31 은 *"-(L 31 ) a31 -(R 31 ) b31 and,L 31 The explanation regarding is L in Paragraph 8. 12 Refer to the explanation regarding, and for the explanation regarding a31, refer to the explanation regarding a12 in Paragraph 8, and R 31 The explanation regarding is R in Paragraph 8. 12 Refer to the description for b31, and refer to the description for b12 in paragraph 8, and *, *' and *" are bonding sites with neighboring atoms. Claim 14 In claim 8, the condensed ring compound represented by the above chemical formula 1-1 or 1-3 is a condensed ring compound represented by one of the following chemical formulas 1-11 to 1-14: <Chemical Formula 1-11> <Chemical Formula 1-12> <Chemical Formula 1-13> <Chemical Formula 1-14> Among the above chemical formulas 1-11 to 1-14, E 21 ne *-(L 21 ) a21 -(R 21 ) b21 and,E 31 은 *"-(L 31 ) a31 -(R 31 ) b31 and,L 21 and L 31 The explanation regarding each is L in Paragraph 8. 12 Refer to the description for, where a21 and a31 are independent integers from 1 to 5, and R 21 and R 31 The explanation regarding is R in Paragraph 8. 12 Refer to the description for, b21 and b31 are independently integers from 1 to 10, n11 is an integer from 1 to 5, n12 is 2, * and *" are bonding sites with adjacent atoms, d11 is an integer from 1 to 6, in formulas 1-11 and 1-13, d12 is an integer from 1 to 4, in formulas 1-12 and 1-14, d12 is an integer from 1 to 6, A3, E 11 to E 13 For a description of , d13, R1, R2 and L1, refer to the description in Paragraph 8. Claim 15 In Paragraph 8, L1, L 11 to L 13 and L 21 They are independently of each other, single bonds or *-Si(R 1a )(R 1b )-*'; or at least one R 10a Substituted or unsubstituted, benzene group, naphthalene group, anthracene group, phenanthrene group, triphenylene group, pyrene group, chrysene group, cyclopentadiene group, 1,2,3,4-tetrahydronaphthalene group, thiophene group, furan group, indole group, benzoborol group, benzophospol group, indene group, benzocilol group, benzozermol group, benzothiophene group, benzoselenopene group, benzofuran group, carbazole group, dibenzoborol group, dibenzophospol group, fluorene group, dibenzocilol group, dibenzozermol group, dibenzothiophene group, dibenzoselenopene group, dibenzofuran group, dibenzothiophene 5-oxide group, 9H-fluorene-9-one group, dibenzothiophen 5,5-Dioxide group, Azaindole group, Azabenzoborol group, Azabenzophospol group, Azaindene group, Azabenzicillol group, Azabenzozermol group, Azabenzothiophene group, Azabenzoselenopene group, Azabenzofuran group, Azacarbazole group, Azadibenzoborol group, Azadibenzophospol group, Azafluoren group, Azadibenzicillol group, Azadibenzozermol group, Azadibenzothiophene group, Azadibenzoselenopene group, Azadibenzofuran group, Azadibenzothiophene 5-oxide group, Aza-9H-fluoren-9-one group, Azadibenzothiophene 5,5-dioxide group, Pyridine group, Pyrimidine group, Pyrazine group, Pyridazine group, Triazine group, Quinoline group, Isoquinoline group, quinoxaline group, quinazolin group, phenanthroline group, pyrrole group, pyrazole group, imidazole group, triazole group, oxazole group, isooxazole group, thiazole group, isothiaazole group, oxadiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benzothiaazole group, benzoxadiazole group, benzothiadiazole group, 5,6,7,8-tetrahydroisoquinoline group or 5,6,7,8-tetrahydroquinoline (5,6,7,It is an 8-tetrahydroquinoline) group, and the above R, 10a A condensed ring compound, for which the description of Paragraph 8 is referenced. Claim 16 In Paragraph 8, L1, L 11 to L 13 and L 21 are independently of each other, single bonds and *-Si(R 1a )(R 1b )-*'; and a condensed ring compound selected from the following chemical formulas 4-1 to 4-41: In the above chemical formulas 4-1 to 4-41, X1 is N or C (Z3), X2 is N or C (Z4), X3 is N or C (Z5), X4 is N or C (Z6), Y1 is O or S, Y2 is O, S, N (Z7) or C (Z7) (Z8), and Z1 to Z8 are independently of each other, R of claim 8 11 Refer to the description for, e4 is an integer from 1 to 4, e6 is an integer from 1 to 6, e7 is an integer from 1 to 7, e8 is an integer from 1 to 8, and * and *' are bonding sites with neighboring atoms. Claim 17 In claim 14, among chemical formulas 1-12, the above E 21 and E 31 is identical or; the above E 21 and E 31 is a different, condensed ring compound. Claim 18 delete Claim 19 In Paragraph 8, R1, R2, R 1a , R 1b , R 11 to R 13 and R 21 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazine group, hydrazone group, C1-C 20 alkyl groups, or C1-C 20 Alkoxy group; deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, amido group, hydrazine group, hydrazone group, C1-C 10 Substituted with an alkyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, naphthyl group, pyridinyl group, pyrimidinyl group, or any combination thereof, C1-C 20 alkyl group or C1-C 20 Alkoxy group; deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, amido group, hydrazine group, hydrazone group, C1-C 20 Alkyl group, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroleyl group, thiophenyl group, furanyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indoleyl group, indazoleyl group, furinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazoleyl group, phenanthrolinyl group, benzimidazoleyl group, benzofuranyl group, benzothiophenyl group, Isobenzothiazole yl group, benzoxazole yl group, isobenzoxazole yl group, triazole yl group, tetrazole yl group, oxadiazole yl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazole yl group, dibenzocarbazole yl group, imidazopyridinyl group, imidazopyrimidinyl group, azacarbazole yl group, azadibenzofuranyl group, azadibenzothiophenyl group, azafluorenyl group, azadibenzosilol yl group, -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -P(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ), -P(=O)(Q 31 )(Q 32 ), or substituted or unsubstituted by any combination thereof, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroleyl group, thiophenyl group, furanyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indoleyl group, indazoleyl group, furinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazoleyl group, phenanthrolinyl group, benzimidazoleyl group, benzofuranyl group, benzothiophenyl group, Isobenzothiazole yl group, benzoxazole yl group, isobenzoxazole yl group, triazole yl group, tetrazole yl group, oxadiazole yl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazole yl group, dibenzocarbazole yl group, imidazopyridinyl group, imidazopyrimidinyl group, azacarbazole yl group, azadibenzofuranyl group, azadibenzothiophenyl group, azafluorenyl group, or azadibenzosilol yl group; or -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), or -P(=O)(Q1)(Q2); and Q1 to Q3 and Q 31 to Q 33 are independently -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H or -CD2CDH2; or deuterium, C1-C 10 alkyl group, phenyl group, biphenyl group, pyridinyl group, pyrimidinyl group, pyridazinyl group, pyrazinyl group, triazinyl group, carbazoleyl group, dibenzofuranyl group, dibenzothiophenyl group, or any combination thereof substituted or unsubstituted, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group, naphthyl group, pyridinyl group, pyrimidinyl group, pyridazinyl group, pyrazinyl group, triazinyl group, carbazoleyl group, dibenzofuranyl group, or dibenzothiophenyl group; phosphorus, condensed ring compound. Claim 20 In claim 8, a condensed ring compound that is one of the following compounds 1 to 205:

Images