阅读说明：本技术 用于有机电致发光器件的材料 (Material for organic electroluminescent device ) 是由 鲁文·林格 塞巴斯汀·迈耶 拉拉-伊莎贝尔·罗德里格斯 阿伦·莱克纳 于 2019-08-26 设计创作，主要内容包括：本发明涉及式(1)的化合物,该化合物适合用于电子器件、特别是有机电致发光器件,并涉及包含这些化合物的电子器件。(The present invention relates to compounds of formula (1) which are suitable for use in electronic devices, in particular organic electroluminescent devices, and to electronic devices comprising these compounds.)

1. A compound of the formula (1),

where the following applies to the symbols and labels used:

Ar¹，Ar^Nselected, identically or differently on each occurrence, from aromatic or heteroaromatic ring systems having from 5 to 60 aromatic ring atoms, which may be substituted in each case by one or more R groups;

E¹selected from-BR, identically or differently on each occurrence⁰-、-C(R⁰)₂-、-C(R⁰)₂-C(R⁰)₂-、-C(R⁰)₂-O-、-C(R⁰)₂-S-、-R⁰C＝CR⁰-、-R⁰C＝N-、Si(R⁰)₂、-Si(R⁰)₂-Si(R⁰)₂-、-C(＝O)-、-C(＝NR⁰)-、-C(＝C(R⁰)₂)-、-O-、-S-、-S(＝O)-、-SO₂-、-N(R⁰)-、-P(R⁰) -and-P ((═ O) R⁰) -; or E¹Is a group of the following formula (E-1),

wherein the symbols in formula (E-1) indicate the corresponding groups E in formula (1)¹(ii) a And is

E⁰Selected, identically or differently at each occurrence, from single bonds, -BR⁰-、-C(R⁰)₂-、-C(R⁰)₂-C(R⁰)₂-、-C(R⁰)₂-O-、-C(R⁰)₂-S-、-R⁰C＝CR⁰-、-R⁰C＝N-、Si(R⁰)₂、-Si(R⁰)₂-Si(R⁰)₂-、-C(＝O)-、-C(＝NR⁰)-、-C(＝C(R⁰)₂)-、-O-、-S-、-S(＝O)-、-SO₂-、-N(R⁰)-、-P(R⁰) -and-P ((═ O) R⁰)-；

E²Is selected, identically or differently on each occurrence, from the group consisting of-O-, -S-, -S (═ O) -and-SO₂-；

R⁰To R⁵In each occurrence identically or differently, represents H, D, F, Cl, Br, I, CHO, CN, N (Ar)₂，C(＝O)Ar，P(＝O)(Ar)₂，S(＝O)Ar，S(＝O)₂Ar，NO₂，Si(R)₃，B(OR)₂，OSO₂R, a linear alkyl, alkoxy or thioalkyl radical having 1 to 40C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl radical having 3 to 40C atoms, which may each be substituted by one or more R radicals, where in each case one or more non-adjacent CH radicals₂The radicals may be substituted by RC ═ CR, C ≡ C, Si (R)₂、Ge(R)₂、Sn(R)₂、C＝O、C＝S、C＝Se、P(＝O)(R)、SO、SO₂O, S or CONR and in which one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO₂Instead, an aromatic or heteroaromatic ring system having from 5 to 60 aromatic ring atoms, which may be substituted in each case by one or more R groups, or an aryloxy group having from 5 to 60 aromatic ring atoms, which may be substituted by one or more R groups, where two adjacent R groups⁰A substituent, and/or two adjacent R¹A substituent, and/or two adjacent R²A substituent, and/or two adjacent R³A substituent, and/or two adjacent R⁴Substituents and/or two adjacent R⁵The substituents may form a mono-or polycyclic, aliphatic or aromatic ring system, which may be substituted by one or more R groups;

m, n, q, equal or different at each occurrence, represent an integer selected from 0, 1,2,3 or 4;

p, equal or different at each occurrence, represents an integer selected from 0, 1,2 or 3;

r represents, identically or differently on each occurrence, H, D, F, Cl, Br, I, CHO, CN, N (Ar)₂，C(＝O)Ar，P(＝O)(Ar)₂，S(＝O)Ar，S(＝O)₂Ar，NO₂，Si(R’)₃，B(OR’)₂，OSO₂R 'is a linear alkyl, alkoxy or thioalkyl radical having 1 to 40C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl radical having 3 to 40C atoms, which may each be substituted by one or more R' radicals, where in each case one or more non-adjacent CH radicals₂The radicals may be substituted by R ' C ═ CR ', C ≡ C, Si (R ')₂、Ge(R’)₂、Sn(R’)₂、C＝O、C＝S、C＝Se、P(＝O)(R’)、SO、SO₂O, S or CONR' and in which one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO₂Instead, an aromatic or heteroaromatic ring system having from 5 to 60 aromatic ring atoms, which can be substituted in each case by one or more R ' groups, or an aryloxy group having from 5 to 60 aromatic ring atoms, which can be substituted by one or more R ' groups, wherein two adjacent R substituents can form a mono-or polycyclic aliphatic or aromatic ring system, which can be substituted by one or more R ' groups;

ar is an aromatic or heteroaromatic ring system having 5 to 24 aromatic ring atoms, which can also be substituted in each case by one or more R' groups;

r 'on each occurrence, identically or differently, denotes H, D, F, Cl, Br, I, CN, a linear alkyl, alkoxy or thioalkyl radical having 1 to 20C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl radical having 3 to 20C atoms, where in each case one or more non-adjacent CH' s₂The radicals being selected from SO, SO₂O, S and wherein one or more H atoms are substitutedCan be replaced by D, F, Cl, Br or I, or an aromatic or heteroaromatic ring system having 5 to 24C atoms.

2. The compound of claim 1, characterized by Ar^NRepresents phenyl, biphenyl, fluorene, spirobifluorene, naphthalene, phenanthrene, dibenzofuran, dibenzothiophene, carbazole, pyridine, pyrimidine, pyrazine, pyridazine, triazine, benzopyridine, benzopyridazine, benzopyrimidine or quinazoline, or represents a combination of two to six of these groups, which groups may each be substituted by one or more R groups, wherein R has the same definition as in claim 1.

3. The compound of claim 1 or 2, characterized by Ar^NRepresents phenyl, biphenyl, fluorene, naphthalene, phenanthrene, dibenzofuran, dibenzothiophene, carbazole, or represents a combination of two to six of these groups, each of which may be substituted by one or more R groups, wherein R has the same definition as in claim 1.

4. The compound according to one or more of the preceding claims, characterized in that it is selected from compounds of formula (2),

wherein symbol Ar^N、E¹、E²、Ar¹、R¹To R⁵And the indices m, n, p and q have the same meaning as in claim 1.

5. The compound according to one or more of the preceding claims, selected from compounds of formula (3),

wherein symbol Ar^N、E²、Ar¹、R⁰、R¹To R⁵And the indices m, n, p and q have the same meaning as in claim 1.

6. The compound according to one or more of the preceding claims, selected from compounds of formula (4),

wherein symbol Ar^N、E²、Ar¹、R⁰、R¹To R⁵And the indices m, n, p and q have the same meaning as in claim 1.

7. The compound according to one or more of the preceding claims, characterized in that it is selected from the compounds of formulae (4-1) to (4-4),

wherein symbol Ar^N、E²、Ar¹、R⁰、R¹To R⁵Have the same meaning as in claim 1.

8. The compound according to one or more of the preceding claims, characterized in that it is selected from formulae (4-1a) to (4-4a),

wherein symbol Ar^N、E²、Ar¹、R⁰And R¹Have the same meaning as in claim 1.

9. Compound according to one or more of the preceding claims, characterized in that it comprises at least one R selected from aromatic and heteroaromatic ring systems having from 5 to 60 aromatic ring atoms¹A group.

10. The compound according to one or more of claims 1 to 8, characterized in that it is selected from formulae (4-1b) to (4-4b),

wherein symbol Ar^N、E²、Ar¹And R⁰Have the same meaning as in claim 1.

11. Compound according to one or more of the preceding claims, characterized in that E²Represents O.

12. The compound according to one or more of the preceding claims, characterized in that Ar¹The same or different at each occurrence denotes phenyl, biphenyl, fluorene, spirobifluorene, naphthalene, phenanthrene, dibenzofuran, dibenzothiophene, carbazole, pyridine, pyrimidine, pyrazine, pyridazine, triazineBenzopyridine, benzopyridazine, benzopyrimidine, quinazoline, each of which may be substituted by one or more R groups, or represents a combination of two to six of these groups, each of which may be substituted by one or more R groups, wherein R has the same meaning as in claim 1.

13. The compound according to one or more of the preceding claims, characterized in that Ar¹Identical or different at each occurrence denotes an aromatic or heteroaromatic ring system selected from phenyl, biphenyl, fluorene or naphthalene, which may each be substituted by one or more R groups, or a combination of two to six groups selected from phenyl, biphenyl, fluorene or naphthalene, which may each be substituted by one or more R groups, wherein R has the same meaning as in claim 1.

14. The compound according to one or more of the preceding claims, characterized in that Ar¹A group selected from the group consisting of formulas (Ar1-1) to (Ar1-22),

wherein in formulae (Ar1-1) to (Ar 1-22):

-the dashed bond indicates the bond to the structure of formula (1);

r in formula (Ar1-14)^NThe radicals, which are identical or different on each occurrence, denote H, D, a straight-chain alkyl radical having from 1 to 40, preferably from 1 to 20, more preferably from 1 to 10C atoms or a branched or cyclic alkyl radical having from 3 to 40, preferably from 3 to 20, more preferably from 3 to 10C atoms, which radicals may each be substituted by one or more R radicals, where in each case one or more non-adjacent CH radicals₂The radicals may be substituted by RC ≡ CR, C ≡ C, C ≡ O, C ≡ S, SO₂O or S and in which one or more H atoms can be replaced by D, F or CN, an aromatic or heteroaromatic ring system having from 5 to 60, preferably from 5 to 40, more preferably from 5 to 30, particularly preferably from 5 to 18, aromatic ring atoms which can be substituted in each case by one or more R groups, where two adjacent R groups^NThe substituents may form a mono-or polycyclic aliphatic or aromatic ring system which may be substituted by one or more R groups, wherein R has the same meaning as in claim 1;

r in the formulae (Ar1-12) and (Ar1-19) to (Ar1-22)^0aThe radicals having the same general formula R as defined in claim 1⁰The radicals are as defined; and is

The groups of formulae (Ar1-1) to (Ar1-22) may be substituted at each free position by an R group, the R groups having the same meaning as in claim 1.

15. A polymer, oligomer or dendrimer containing one or more compounds according to claim 1, wherein the bond to the polymer, oligomer or dendrimer may be located in formula (1) by R⁰、R¹、R²、R³、R⁴Or R⁵At any position of substitution.

16. A formulation comprising at least one compound according to one or more of claims 1 to 14 or at least one polymer, oligomer or dendrimer according to claim 15, and at least one solvent.

17. An electronic device comprising at least one compound according to one or more of claims 1 to 14 or at least one polymer, oligomer or dendrimer according to claim 15, selected from the group consisting of organic electroluminescent devices, organic integrated circuits, organic field-effect transistors, organic thin-film transistors, organic light-emitting transistors, organic solar cells, dye-sensitized organic solar cells, organic optical detectors, organic photoreceptors, organic field-quench devices, light-emitting electrochemical cells, organic laser diodes and organic plasmon light-emitting devices.

18. Electronic device according to claim 17, which is an organic electroluminescent device, characterized in that the compound according to one or more of claims 1 to 14 or the polymer, oligomer or dendrimer according to claim 15 is used as a fluorescent emitter or as a matrix material for a fluorescent emitter.