CN-121974903-A - Aromatic amine compound and organic electroluminescent device thereof
Abstract
The invention provides an arylamine compound and an organic electroluminescent device thereof, and particularly relates to the technical field of organic photoelectric materials. The compound provided by the invention has good thermal stability, has good refractive index when being used as a coating material, can obviously improve the light extraction efficiency of a device, improves the luminous efficiency of the device, and prolongs the service life of the device. The compound disclosed by the invention is simple in preparation method, easy in raw material acquisition, capable of being widely applied to the fields of organic thin film transistors, panel display and the like, and good in application effect and industrialization prospect.
Inventors
- GUO JIANHUA
- DONG XIUQIN
- LU YING
Assignees
- 长春海谱润斯科技股份有限公司
Dates
- Publication Date
- 20260505
- Application Date
- 20260122
Claims (10)
- 1. An aromatic amine compound, characterized in that the aromatic amine compound has a structure represented by formula I: wherein Ar 1 is selected from formula II; The ring A and the ring B are independently selected from any one of substituted or unsubstituted group 1 structures, and the ring A and the ring B are not simultaneously selected from substituted or unsubstituted ; Group 1: The X is selected from any one of O, S; the z is selected from any one of C (R t ) and N; the R t is independently selected from any one of hydrogen, deuterium, fluorine, trifluoromethyl, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic ring condensed ring groups, substituted or unsubstituted C1-C25 heterocycloalkyl and C6-C30 aromatic ring condensed ring groups, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic ring condensed ring groups; Ar 2 is selected from formula III; The Y is selected from any one of O, S, N (R h ); The R 1 、R 2 is independently selected from any one of hydrogen, deuterium, fluorine, trifluoromethyl, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic ring condensed ring groups, substituted or unsubstituted C1-C25 heterocycloalkyl and C6-C30 aromatic ring condensed ring groups, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic ring condensed ring groups; R h is independently selected from any one of hydrogen, deuterium, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C2-C30 heteroaryl; wherein a 1 is selected from 0, 1, 2, 3 or 4, when two or more R 1 are present, two or more R 1 are the same or different from each other, or two adjacent R 1 are linked to each other to form a substituted or unsubstituted ring; Ar 3 is selected from any one of the following groups: the u is independently selected from any one of CH and N atoms, and when the u is bonded with other groups, the u is selected from C atoms; The ring C is selected from substituted or unsubstituted C3-C10 alicyclic rings; The X 1 、X 2 is independently selected from any one of O, S, N (R s ); The X 3 、X 4 、X 5 is independently selected from any one of O, S, C (R p R q )、N(R s ); The R c 、R c ' is independently selected from any one of hydrogen, deuterium, fluorine, trifluoromethyl, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic ring condensed ring groups, substituted or unsubstituted C1-C25 heterocycloalkyl and C6-C30 aromatic ring condensed ring groups, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic ring condensed ring groups; R p 、R q is independently selected from any one of hydrogen, deuterium, fluorine, trifluoromethyl, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, or R p 、R q is connected to form a substituted or unsubstituted ring; r s is independently selected from any one of hydrogen, deuterium, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C2-C30 heteroaryl; The c 1 is selected from 0, 1,2, 3,4 or 5, the c 2 is selected from 0, 1,2, 3 or 4, the c 3 is selected from 0, 1,2, 3,4, 5, 6 or 7, the c 4 is selected from 0, 1,2, 3,4, 5, 6, 7, 8 or 9, the c 5 is selected from 0, 1 or 2, the c 6 is selected from 0, 1,2, 3,4, 5, 6, 7, 8, 9, 10 or 11, the c 7 is selected from 0, 1,2 or 3, the c 8 is selected from 0, 1,2, 3,4, 5 or 6, when two or more R c are present, two or more R c are the same or different from each other, or two adjacent R c are connected with each other to form a substituted or unsubstituted ring; The c ' 1 is selected from 0, 1 or 2, the c' 2 is selected from 0, 1, 2, 3, 4, 5, 6, 7,8 or 9, and when two or more R c 's are present, the two or more R c 's are the same or different from each other; At least one of the L 1 、L 2 is selected from any one of the group 2 structures; Group 2: Any one selected from a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C6-C30 heteroarylene group, a substituted or unsubstituted C3-C30 alicyclic ring and a C6-C30 arylene ring, a substituted or unsubstituted C3-C25 alicyclic ring and a C2-C30 heteroarylene ring, which are remained in L 1 、L 2 ; The R f is independently selected from any one of hydrogen, deuterium, fluorine, trifluoromethyl, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic ring condensed ring groups, substituted or unsubstituted C1-C25 heterocycloalkyl and C6-C30 aromatic ring condensed ring groups, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic ring condensed ring groups; the f 1 is selected from 0, 1,2 or 3, the f 2 is selected from 0, 1 or 2, the f 3 is selected from 0, 1,2, 3 or 4, and when two or more R f are present, two or more R f are the same or different from each other; The L 3 is selected from any one of single bond, substituted or unsubstituted arylene of C6-C30, substituted or unsubstituted heteroarylene of C6-C30, substituted or unsubstituted alicyclic of C3-C30 and fused ring group of aromatic ring of C6-C30, substituted or unsubstituted alicyclic of C3-C25 and fused ring group of heteroaromatic ring of C2-C30.
- 2. An arylamine compound according to claim 1, characterized in that said Ar 1 is selected from any one of the following groups: The X is independently selected from any one of O, S; The R t is independently selected from hydrogen, deuterium, fluorine, trifluoromethyl, cyano, nitro, substituted or unsubstituted: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, trimethylsilyl, triethylsilyl, ethyldimethylsilyl, triisopropylsilyl, propyldimethylsilyl, tri-tert-butylsilyl, tert-butyldimethylsilyl, triphenylsilyl, diphenylsilyl, phenylsilyl, vinyldimethylsilyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropanyl, naphthocyclopropanyl, benzocyclobutanyl, naphthocyclobutanyl benzocyclopentylalkyl, naphthocyclopentylalkyl, benzocyclohexenyl, naphthocyclohexenyl, benzocycloheptyl, benzocyclobutenyl, benzocyclopentenyl, benzocyclohexenyl, benzocycloheptenyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylenyl, pyrenyl, perylenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, furanyl, benzocyclobutenyl, terphenyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, pyrimidinyl, and benzobutenyl, and benzofuranyl benzofuranyl, dibenzofuranyl, benzodibenzofuranyl, thienyl, benzothienyl, dibenzothienyl, benzodibenzothienyl, pyrrolyl, indolyl, carbazolyl, oxazolyl, benzoxazolyl, dibenzooxazolyl, thiazolyl, benzothiazolyl, dibenzothiazolyl, imidazolyl, benzimidazolyl, dibenzoimidazolyl, quinolinyl, imidazolyl, benzoxazolyl, and/or the like, benzoquinolinyl, isoquinolinyl benzoisoquinolinyl radical benzoiso quinolinyl radical benzoquinoxalinyl, phenanthroline, naphthyridinyl, acridine, and any one of a phenoxazinyl group and a phenothiazinyl group; The t 1 is selected from 0,1, 2,3, 4,5 or 6, the t 2 is selected from 0,1, 2 or 3, the t 3 is selected from 0,1, 2,3, 4,5, 6, 7 or 8, the t 4 is selected from 0,1, 2,3 or 4, the t 5 is selected from 0,1, 2,3, 4 or 5, the t 6 is selected from 0,1, 2,3, 4,5, 6 or 7, and when two or more R t are present, the two or more R t are the same or different from each other.
- 3. An arylamine compound according to claim 1, characterized in that said Ar 2 is selected from any one of the following groups: The R 1 、R 2 is independently selected from hydrogen, deuterium, fluorine, trifluoromethyl, cyano, nitro, substituted or unsubstituted: methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, trimethylsilyl, triethylsilyl, ethyldimethylsilyl, triisopropylsilyl, propyldimethylsilyl, tri-tert-butylsilyl, tert-butyldimethylsilyl, triphenylsilyl, diphenylsilyl, phenylsilyl, vinyldimethylsilyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropanyl, naphthocyclopropanyl, benzocyclobutanyl, naphthocyclobutanyl, benzocyclopentanyl, naphthocyclopentanyl, benzocyclohexenyl, naphthocyclohexenyl, benzocycloheptanyl, benzocyclobutenyl, benzocyclopentenyl, benzocyclohexenyl benzocycloheptenyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthryl, triphenylenyl, pyrenyl, perylenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, furanyl, benzofuranyl, dibenzofuranyl, benzodibenzofuranyl, thienyl, benzothienyl, dibenzobenzothienyl, benzodibenzothienyl, pyrrolyl, indolyl, pyrazinyl, pyridazinyl, triazinyl, furanyl, benzofuranyl, dibenzofuranyl, benzofuranyl, carbazolyl, oxazolyl, benzoxazolyl, dibenzooxazolyl, thiazolyl, benzothiazolyl, dibenzothiazolyl, imidazolyl, benzimidazolyl, dibenzoimidazolyl, quinolinyl, benzoquinolinyl, isoquinolinyl, benzoisoquinolinyl, quinazolinyl, benzoquinazolinyl, quinoxalinyl, benzoquinoxalinyl, phenanthrolinyl, naphthyridinyl, acridinyl, quinazolinyl, and quinazolinyl, any one of a phenoxazinyl group and a phenothiazinyl group; The R h is selected from the group consisting of hydrogen, deuterium, substituted or unsubstituted methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, trimethylsilyl, triethylsilyl, ethyldimethylsilyl, triisopropylsilyl, propyldimethylsilyl, tri-tert-butylsilyl, tert-butyldimethylsilyl, triphenylsilyl, diphenylsilyl, phenylsilyl, vinyldimethylsilyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropanyl, naphthocyclopropanyl, benzocyclobutanyl, naphthocyclobutanyl, benzocyclopentanyl, benzocyclohexenyl, naphthocyclohexenyl, benzocyclobutenyl, benzocyclohexenyl, benzocycloheptenyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylenyl, thienyl, perylenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl; The a 1 is selected from 0,1,2, 3 or 4, the a 2 is selected from 0,1,2, 3,4, 5 or 6, the a 3 is selected from 0,1,2, 3,4, 5, 6, 7 or 8, the a 4 is selected from 0,1,2 or 3, the a 5 is selected from 0,1,2, 3,4, 5, 6 or 7, the a 6 is selected from 0,1 or 2, and when two or more R 1 are present, the two or more R 1 are the same or different from each other.
- 4. An arylamine compound according to claim 1, characterized in that said Ar 3 is selected from any one of the following groups: The R c 、R c ' is independently selected from hydrogen, deuterium, fluorine, trifluoromethyl, nitro, substituted or unsubstituted: methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, trimethylsilyl, triethylsilyl, ethyldimethylsilyl, triisopropylsilyl, propyldimethylsilyl, tri-tert-butylsilyl, tert-butyldimethylsilyl, triphenylsilyl, diphenylsilyl, phenylsilyl, vinyldimethylsilyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropanyl, naphthocyclopropanyl, benzocyclobutanyl, naphthocyclobutanyl, benzocyclopentanyl, naphthocyclopentanyl, benzocyclohexenyl, naphthocyclohexenyl, benzocycloheptanyl, benzocyclobutenyl, benzocyclopentenyl, benzocyclohexenyl benzocycloheptenyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthryl, triphenylenyl, pyrenyl, perylenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, furanyl, benzofuranyl, dibenzofuranyl, benzodibenzofuranyl, thienyl, benzothienyl, dibenzobenzothienyl, benzodibenzothienyl, pyrrolyl, indolyl, pyrazinyl, pyridazinyl, triazinyl, furanyl, benzofuranyl, dibenzofuranyl, benzofuranyl, carbazolyl, oxazolyl, benzoxazolyl, dibenzooxazolyl, thiazolyl, benzothiazolyl, dibenzothiazolyl, imidazolyl, benzimidazolyl, dibenzoimidazolyl, quinolinyl, benzoquinolinyl, isoquinolinyl, benzoisoquinolinyl, quinazolinyl, benzoquinazolinyl, quinoxalinyl, benzoquinoxalinyl, phenanthrolinyl, naphthyridinyl, acridinyl, quinazolinyl, and quinazolinyl, any one of a phenoxazinyl group and a phenothiazinyl group; R p 、R q is independently selected from any of hydrogen, deuterium, fluorine, trifluoromethyl, nitro, substituted or unsubstituted methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, trimethylsilyl, triethylsilyl, ethyldimethylsilyl, triisopropylsilyl, propyldimethylsilyl, tri-t-butylsilyl, t-butyldimethylsilyl, triphenylsilyl, diphenylsilyl, phenylsilyl, vinyldimethylsilyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropyl, naphthacene-cyclopropyl, benzocyclobutanyl, naphthacene-cyclobutyl, benzocyclopentenyl, benzocyclohexenyl, naphthacene-cyclohexen, benzocycloheptyl, benzocyclyl, benzocyclopentenyl, benzocyclohexenyl, benzocycloheptenyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, phenyl, pyrenyl, perylene, pyridinyl, pyrimidinyl, pyridazinyl, triazinyl; The R s is independently selected from any of hydrogen, deuterium, substituted or unsubstituted methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, trimethylsilyl, triethylsilyl, ethyldimethylsilyl, triisopropylsilyl, propyldimethylsilyl, tri-tert-butylsilyl, tert-butyldimethylsilyl, triphenylsilyl, diphenylsilyl, phenylsilyl, vinyldimethylsilyl, tetrahydropyrrole, piperidinyl, benzocyclopropanyl, naphthocyclopropanyl, benzocyclobutanyl, naphthocyclobutanyl, benzocyclopentanyl, benzocyclohexenyl, naphthocyclohexenyl, benzocycloheptanyl, benzocyclobutenyl, benzocyclopentenyl, benzocyclohexenyl, benzocycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl; The c 1 is selected from 0, 1, 2,3, 4 or 5, the c 2 is selected from 0, 1, 2,3 or 4, the c 3 is selected from 0, 1, 2,3, 4,5, 6 or 7, the c 4 is selected from 0, 1, 2,3, 4,5, 6, 7,8 or 9, the c 5 is selected from 0, 1 or 2, the c 6 is selected from 0, 1, 2,3, 4,5, 6, 7,8, 9,10 or 11, the c 7 is selected from 0, 1, 2 or 3, the c 8 is selected from 0, 1, 2,3, 4,5 or 6, the c 9 is selected from 0, 1, 2,3, 4,5, 6, 7 or 8, when two or more R 3 are the same or different from each other, or two R c are connected to each other to form a substituted or unsubstituted ring; The c ' 1 is selected from 0,1 or 2, the c ' 2 is selected from 0,1, 2,3, 4,5, 6, 7, 8 or 9, the c ' 3 is selected from 0,1, 2,3 or 4, the c ' 4 is selected from 0,1, 2,3, 4,5 or 6, the c ' 5 is selected from 0,1, 2,3, 4,5, 6, 7 or 8, the c ' 6 is selected from 0,1, 2,3, 4,5, 6, 7, 8, 9 or 10, the c ' 7 is selected from 0,1, 2,3, 4,5, 6 or 7, and when two or more R c 's are present, two or more R c ' are the same or different from each other.
- 5. The aromatic amine compound according to claim 1, wherein at least one of said L 1 、L 2 is selected from any one of the structures of group 2: Group 2: the remainder of L 1 、L 2 is selected from any one of the following groups or from a combination of two or more of the following groups: the e is independently selected from any one of C atom and N atom, and when the e is bonded with other groups, the e is selected from the C atom; The Y 1 、Y 2 is independently selected from any one of O, S, N (R z ); The Y 3 、Y 4 、Y 5 is independently selected from any one of O, S, C (R x R y )、N(R z ); The ring D is selected from substituted or unsubstituted C3-C10 alicyclic rings; The R d 、R d '、R x 、R y 、R f is independently selected from any one of hydrogen, deuterium, fluorine, trifluoromethyl, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic ring fused ring groups, substituted or unsubstituted C1-C25 heterocycloalkyl and C6-C30 aromatic ring fused ring groups, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic ring fused ring groups, or R x 、R y ; The R z is selected from any one of hydrogen, deuterium, substituted or unsubstituted silyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl and substituted or unsubstituted C2-C30 heteroaryl; the q is selected from 1, 2, 3 or 4; The d 1 is selected from 0, 1, 2,3 or 4, the d 2 is selected from 0, 1, 2,3, 4,5 or 6, the d 3 is selected from 0, 1, 2,3, 4,5, 6, 7 or 8, the d 4 is selected from 0, 1 or 2, the d 5 is selected from 0, 1, 2,3, 4,5, 6, 7, 8, 9 or 10, when two or more R d are present, two or more R d are the same or different from each other or two adjacent R d are connected to each other to form a substituted or unsubstituted ring; Wherein d ' 1 is selected from 0,1, or2, when two or more R d 's are present, two or more R d 's are the same or different from each other; The f 1 is selected from 0, 1,2 or 3, the f 2 is selected from 0, 1 or 2, the f 3 is selected from 0, 1,2,3 or 4, and when two or more R f are present, the two or more R f are the same or different from each other.
- 6. The aromatic amine compound according to claim 1, wherein at least one of said L 1 、L 2 is selected from any one of the structures of group 2: Group 2: the remainder of L 1 、L 2 is selected from any one of the following groups or from a combination of two or more of the following groups: The R d 、R d '、R f 、R x 、R y is independently selected from hydrogen, deuterium, fluorine, trifluoromethyl, cyano, nitro, substituted or unsubstituted: methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, trimethylsilyl, triethylsilyl, ethyldimethylsilyl, triisopropylsilyl, propyldimethylsilyl, tri-tert-butylsilyl, tert-butyldimethylsilyl, triphenylsilyl, diphenylsilyl, phenylsilyl, vinyldimethylsilyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropanyl, naphthocyclopropanyl, benzocyclobutanyl, naphthocyclobutanyl, benzocyclopentanyl, naphthocyclopentanyl, benzocyclohexenyl, naphthocyclohexenyl, benzocycloheptanyl, benzocyclobutenyl, benzocyclopentenyl, benzocyclohexenyl benzocycloheptenyl, phenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, triphenylenyl, pyrenyl, perylenyl, fu, acenaphthylenyl, fluoranthryl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, furyl, benzofuryl, dibenzofuryl, benzofuranyl, benzodibenzofuranyl, thienyl, benzothienyl, dibenzothienyl, benzodibenzothienyl pyrrolyl, indolyl, carbazolyl, oxazolyl, benzoxazolyl, thiazolyl, benzothiazolyl, dibenzothiazolyl, imidazolyl, benzimidazolyl, dibenzimidazolyl, quinolinyl, benzoquinolinyl, isoquinolinyl, benzoisoquinolinyl, quinazolinyl, benzoquinazolinyl, quinoxalinyl, benzoquinoxalinyl, phenanthroline, benzoquinolinyl, quinolinyl, any one of naphthyridinyl, acridinyl, phenoxazinyl and phenothiazinyl; The R z is selected from the group consisting of hydrogen, deuterium, substituted or unsubstituted methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, trimethylsilyl, triethylsilyl, ethyldimethylsilyl, triisopropylsilyl, propyldimethylsilyl, tri-tert-butylsilyl, tert-butyldimethylsilyl, triphenylsilyl, diphenylsilyl, phenylsilyl, vinyldimethylsilyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropanyl, naphthocyclopropanyl, benzocyclobutanyl, naphthocyclobutanyl, benzocyclopentanyl, benzocyclohexenyl, naphthocyclohexenyl, benzocyclobutenyl, benzocyclohexenyl, benzocycloalkenyl, benzocycloheptenyl, phenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, triphenylyl, perylene, fu yl, acenaphthylenyl, anthracenyl, pyridinyl, pyrimidinyl, pyridazinyl, and one of the groups; The d 1 is selected from 0, 1,2, 3 or 4, the d 2 is selected from 0, 1,2, 3, 4, 5 or 6, the d 3 is selected from 0, 1,2, 3, 4, 5, 6, 7 or 8, the d 4 is selected from 0, 1 or 2, the d 5 is selected from 0, 1,2, 3, 4, 5, 6, 7,8, 9 or 10, the d 6 is selected from 0, 1,2, 3, 4 or 5, the d 7 is selected from 0, 1,2, 3, 4, 5, 6 or 7, when two or more R d are present, two or more R d are the same or different from each other, or two adjacent R d are connected to each other to form a substituted or unsubstituted ring; The d ' 1 is selected from 0, 1 or 2, the d ' 2 is selected from 0, 1, 2, 3 or 4, the d ' 3 is selected from 0, 1, 2, 3, 4, 5 or 6, the d ' 4 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8, the d ' 5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10, and when two or more R d 's are present, the two or more R d 's are the same or different from each other.
- 7. An arylamine compound according to claim 1, characterized in that said L 3 is independently selected from a single bond or any one of the following groups or from a combination of two or more of the following groups: R is independently selected from any one of a C atom and an N atom, and when r is bonded with other groups, r is selected from the C atom; the Z 1 、Z 2 is independently selected from any one of O, S, N (R k ); The Z 3 、Z 4 、Z 5 is independently selected from any one of O, S, C (R i R j )、N(R k ); The ring E is selected from substituted or unsubstituted C3-C10 alicyclic rings; The R e 、R e '、R i 、R j is independently selected from any one of hydrogen, deuterium, fluorine, trifluoromethyl, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic ring fused ring groups, substituted or unsubstituted C1-C25 heterocycloalkyl and C6-C30 aromatic ring fused ring groups, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic ring fused ring groups, or R i 、R j ; The R k is selected from any one of hydrogen, deuterium, substituted or unsubstituted silyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl and substituted or unsubstituted C2-C30 heteroaryl; said n is selected from 1, 2, 3 or 4; The e 1 is selected from 0, 1,2, 3 or 4, the e 2 is selected from 0, 1,2, 3,4,5 or 6, the e 3 is selected from 0, 1,2, 3,4,5, 6, 7 or 8, the e 4 is selected from 0, 1 or 2, the e 5 is selected from 0, 1,2, 3,4,5, 6, 7, 8, 9 or 10, when two or more R e are present, two or more R e are the same or different from each other or two adjacent R e are connected with each other to form a substituted or unsubstituted ring; The e ' 1 is selected from 0, 1or2, and when two or more R e 's are present, the two or more R e 's are the same or different from each other.
- 8. An aromatic amine compound according to claim 1, wherein the aromatic amine compound is selected from any one of the following structures: 。
- 9. an organic electroluminescent device comprising an anode, a cathode, an organic layer between the anode and the cathode or on a side of the cathode facing away from the anode, characterized in that the organic layer comprises at least one of the aromatic amine compounds according to any one of claims 1 to 8.
- 10. An organic electroluminescent device according to claim 9, wherein the organic layer is located on a side of the cathode facing away from the anode, wherein the organic layer comprises a cover layer comprising at least one of the aromatic amine compounds according to any one of claims 1 to 8.
Description
Aromatic amine compound and organic electroluminescent device thereof Technical Field The invention relates to the technical field of organic photoelectric materials, in particular to an arylamine compound and an organic electroluminescent device thereof. Background An Organic LIGHT EMITTING Diode (OLED) is an emerging display technology after CRT and LCD, and has become a research hot spot in the fields of display and illumination by virtue of its self-luminescence, high contrast, wide viewing angle, etc. The device is essentially of a film stacking structure and is composed of electrodes and organic functional material layers between the electrodes, and the luminous principle is that carriers in the organic functional layers are injected and compounded in the luminous layers under the drive of an electric field, so that the conversion from electric energy to light energy is completed. The method is widely applicable to the manufacture of products such as novel display panels, high-efficiency lighting lamps and the like. Although OLED technology has significant advantages, in practical production and application, the comprehensive performance of the OLED is still limited by the materials of the functional layers, and the organic layers of the OLED include a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer, an electron injection layer, a cover layer, etc., where the performance of the cover layer material is particularly critical. The coating layer not only affects the carrier transport efficiency, but also plays a decisive role in the light extraction effect of the light-emitting layer. The organic materials of the OLED coating layer on the market generally have core defects, wherein the short plate with the light extraction related performance is particularly outstanding, the suitability of the optical parameters such as refractive index and light transmittance of the existing material and other film layers of the device is poor, the internal light loss cannot be effectively restrained, the light extraction efficiency is low, a large amount of light energy is blocked in the device to directly influence the light-emitting brightness of the device, and even if partial materials try to optimize the optical parameters, the problem of insufficient chemical stability is caused, and further chain reactions such as insufficient charge recombination, shortened service life of the device and the like are caused. These technical bottlenecks greatly limit the large-scale application of OLED technology in core fields such as high-end display and high-efficiency illumination. Therefore, developing a capping layer organic material with a good refractive index, which can significantly improve the light extraction efficiency, so as to break through the bottleneck of the prior art and optimize the overall performance of the OLED device has become an urgent need in the art. Disclosure of Invention In order to solve the problems, the invention aims to provide an arylamine compound and an organic electroluminescent device thereof, which can improve the luminous efficiency of the organic electroluminescent device and prolong the service life of the device. The invention provides an aromatic amine compound, which is selected from structures represented by a formula I: wherein Ar 1 is selected from formula II; The ring A and the ring B are independently selected from any one of substituted or unsubstituted group 1 structures, and the ring A and the ring B are not simultaneously selected from substituted or unsubstituted ; Group 1: The X is selected from any one of O, S; the z is selected from any one of C (R t) and N; the R t is independently selected from any one of hydrogen, deuterium, fluorine, trifluoromethyl, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic ring condensed ring groups, substituted or unsubstituted C1-C25 heterocycloalkyl and C6-C30 aromatic ring condensed ring groups, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic ring condensed ring groups; Ar 2 is selected from formula III; The Y is selected from any one of O, S, N (R h); The R 1、R2 is independently selected from any one of hydrogen, deuterium, fluorine, trifluoromethyl, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic ring condensed ring groups, substituted or unsubstituted C1-C25 heterocyc