Boron and aluminum compounds in electronic components

1. A host material of an emission layer in phosphorescent OLEDs which comprises at least one of the compound which comprises a substituted boron compound of the formula (I)

wherein

Aryl 1,3-terphenyl, tetraphenyl, fluorene, phenanthrene, 1,3,5-triphenylbenzene, perylene, chrysene, trypticene, [2.2]paracyclophane, ferrocene, pyridine, pyridazine, 4,5-benzopyridazine, pyrimidine, pyrazine, 1,3,5-triazine, pyrrole, indole, 1,2,5-oxadizole, 1,3,4-oxadiazole, 2,2′-diazabiphenyl, 4,4′-diazabiphenyl, quinoline, carbazole, 5,10H-dihydrophenazine, 10H-phenoxazine, xanthene or 9-acridine;

Ar 1 and Ar 2 are identical or different on each occurrence and are each phenyl, 1-naphthyl, 2-naphthyl, 1-anthracenyl, 2-anthracenyl, 9-anthracenyl, 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 2-pyrazinyl, 3-pyridazinyl, 4-pyridazinyl, 2-quinolinyl, 3-quinolinyl, 4-quinolinyl, 5-quinolinyl, 6-quinolinyl, 7-quinolinyl, 8-quinolinyl, 2-pyrrolyl, 3-pyrrolyl, 2-furanyl, 3-furanyl or 2-(1,3,4-oxadiazol)yl;

Q1, Q2 and Q3 are identical or different on each occurrence and are each CN, F, Cl or a straight-chain or branched or cyclic alkyl or alkoxy group which has from 1 to 20 carbon atoms and in which one or more nonadjacent CH 2 groups is optionally replaced by —O—, —S—, —CO—, —COO—, —O—CO—, —NR 1 —, —(NR 2 R 3 ) + A − or —CONR 4 — and one or more H atoms is optionally replaced by F, or an aryl or heteroaryl group which has from 4 to 14 carbon atoms and is optionally substituted by one or more CN, F, Cl or a straight-chain or branched or cyclic alkyl or alkoxy group which has from 1 to 20 carbon atoms and in which one or more nonadjacent CH 2 groups is optionally replaced by —O—, —S—, —CO—, —COO—, —O—CO—, —NR 1 —, —(NR 2 R 3 ) + A − or —CONR 4 — and one or more H atoms is optionally replaced by F; A − is a singly charged anion or its equivalent;

R 1 , R 2 , R 3 and R 4 are identical or different and are each H or an aliphatic or aromatic hydrocarbon radical having from 1 to 20 carbon atoms or a corresponding fluoroalkyl or fluoroalkoxy radical;

m are identical or different and are each 0, 1, 2, 3, 4 or 5;

x are identical or different and are each 0, 1, 2, 3, 4 or 5;

y are identical or different and are each 0, 1, 2, 3, 4 or 5;

n is 2;

Z is boron.

2. The material as claimed in claim 1 , wherein the radicals Ar 1 and Ar 2 are identical or different and are each phenyl, 1-naphthyl or 2-naphthyl.

3. The material as claimed in claim 1 , wherein R 1, R 2, R 3 and R 4 if present are identical or different and are each H or an aliphatic or aromatic hydrocarbon radical having from 1 to 20 carbon atoms.

4. A host material of an emission layer in phosphorescent OLEDs which comprises at least one of the compound which comprises a substituted aluminum compound aluminum compounds of the formula (I)

wherein

Aryl is a carbocyclic or heterocyclic aromatic ring or ring system having from 2 to 60 carbon atoms or a plurality of aromatic rings which each have from 6 to 14 carbon atoms and are joined to one another via a conjugated or nonconjugated linkage or via one or more metal atoms (sandwich complex);

Ar 1 and Ar 2 are identical or different on each occurrence and are each phenyl, 1-naphthyl, 2-naphthyl, 1-anthracenyl, 2-anthracenyl, 9-anthracenyl, 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 2-pyrazinyl, 3-pyridazinyl, 4-pyridazinyl, 2-quinolinyl, 3-quinolinyl, 4-quinolinyl, 5-quinolinyl, 6-quinolinyl, 7-quinolinyl, 8-quinolinyl, 2-pyrrolyl, 3-pyrrolyl, 2-furanyl, 3-furanyl or 2-(1,3,4-oxadiazol)yl;

Q1, Q2 and Q3 are identical or different on each occurrence and are each CN, F, Cl or a straight-chain or branched or cyclic alkyl or alkoxy group which has from 1 to 20 carbon atoms and in which one or more nonadjacent CH 2 groups is optionally replaced by —O—, —S—, —CO—, —COO—, —O—CO—, —NR 1 —, —(NR 2 R 3 ) + A − or —CONR 4 — and one or more H atoms is optionally replaced by F, or an aryl or heteroaryl group which has from 4 to 14 carbon atoms and is optionally substituted by one or more CN, F, Cl or a straight-chain or branched or cyclic alkyl or alkoxy group which has from 1 to 20 carbon atoms and in which one or more nonadjacent CH 2 groups is optionally replaced by —O—, —S—, —CO—, —COO—, —O—CO—, —NR 1 —, —(NR 2 R 3 ) + A − or —CONR 4 — and one or more H atoms is optionally replaced by F;

A − is a singly charged anion or its equivalent;

R 1 , R 2 , R 3 and R 4 are identical or different and are each H or an aliphatic or aromatic hydrocarbon radical having from 1 to 20 carbon atoms or a corresponding fluoroalkyl or fluoroalkoxy radical;

m are identical or different and arc each 0, 1, 2, 3, 4 or 5;

x are identical or different and arc each 0, 1, 2, 3, 4 or 5;

y are identical or different and are each 0, 1, 2, 3, 4 or 5;

n is 2, 3, 4, 5 or 6;

Z is aluminum.

5. The material as claimed in claim 4 , wherein Aryl is benzene, biphenyl, 1,2-terphenyl 1,3-terphenyl, 1,4-terphenyl, tetraphenyl, naphthalene, fluorene, phenanthrene, 1,3,5-triphenylbenzene, pyrene, perylene, chrysene, trypticene, [2.2]paracyclophane, ferrocene, pyridine, pyridazine, 4,5-benzopyridazine, pyrimidine, pyrazine, 1,3,5-triazine, pyrrole, indole, 1,2,5-oxadizole, 1,3,4-oxadiazole, 2,2′- diazabiphenyl, 4,4′-diazabiphenyl, quinoline, carbazole, 5,10H-dihydrophenazine, 10H-phenoxazine, xanthene or 9-acridine.

6. The material as claimed in claim 4 , wherein Ar 1 and Ar 2 are identical or different and are each phenyl, 1-naphthyl or 2-naphthyl.

7. The material as claimed in claim 5 , wherein Ar 1 and Ar 2 are identical or different and are each phenyl, 1-naphthyl or 2-naphthyl.

8. The material as claimed in claim 4 , wherein R 1 , R 2 , R 3 and R 4

if present are identical or different and are each H or an aliphatic or aromatic hydrocarbon radical having from 1 to 20 carbon atoms.

9. The material as claimed in claim 6 , wherein R 1 , R 2 , R 3 and R 4 if present are identical or different and are each H or an aliphatic or aromatic hydrocarbon radical having from 1 to 20 carbon atoms.

10. A host material of an emission layer in phosphorescent OLEDs which comprises at least one of the compound which comprises a substituted boron compound compounds of the formula (I)

wherein

Aryl benzene, biphenyl, 1,2-terphenyl 1,3-terphenyl, 1,4-terphenyl, tetraphenyl, naphthalene, fluorene, phenanthrene, 1,3,5-triphenylbenzene, pyrene, perylene, chrysene, trypticene, [2.2]paracyclophane, ferrocene, pyridine, pyridazine, 4,5-benzopyridazine, pyrimidine, pyrazine, 1,3,5-triazine, pyrrole, indole, 1,2,5-oxadizole, 1,3,4-oxadiazole, 2,2′-diazabiphenyl, 4,4′-diazabiphenyl, quinoline, carbazole, 5,10H-dihydrophenazine, 10H-phenoxazine, xanthene or 9-acridine;

Ar 1 and Ar 2 are identical or different on each occurrence and are each phenyl, 1-naphthyl, 2-naphthyl, 1-anthracenyl, 2-anthracenyl, 9-anthracenyl, 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 2-pyrazinyl, 3-pyridazinyl, 4-pyridazinyl, 2-quinolinyl, 3-quinolinyl, 4-quinolinyl, 5-quinolinyl, 6-quinolinyl, 7-quinolinyl, 8-quinolinyl, 2-pyrrolyl, 3-pyrrolyl, 2-furanyl, 3-furanyl or 2-(1,3,4-oxadiazol)yl;

Q1, Q2 and Q3 are identical or different on each occurrence and are each CN, F, Cl or a straight-chain or branched or cyclic alkyl or alkoxy group which has from 1 to 20 carbon atoms and in which one or more nonadjacent CH 2 groups is optionally replaced by —O—, —S—, —CO—, —COO—, —O—CO—, —NR 1 —, —(NR 2 R 3 ) + A − or —CONR 4 — and one or more H atoms is optionally replaced by F, or an aryl or heteroaryl group which has from 4 to 14 carbon atoms and is optionally substituted by one or more CN, F, Cl or a straight-chain or branched or cyclic alkyl or alkoxy group which has from 1 to 20 carbon atoms and in which one or more nonadjacent CH 2 groups is optionally replaced by —O—, —S—, —CO—, —COO—, —O—CO—, —NR 1 —, —(NR 2 R 3 ) + A − or —CONR 4 — and one or more H atoms is optionally replaced by F;

A − is a singly charged anion or its equivalent;

R 1 , R 2 , R 3 and R 4 are identical or different and are each H or an aliphatic or aromatic hydrocarbon radical having from 1 to 20 carbon atoms or a corresponding fluoroalkyl or fluoroalkoxy radical;

m are identical or different and are each 0, 1, 2, 3, 4 or 5;

x are identical or different and are each 0, 1, 2, 4 or 5;

y are identical or different and are each 0, 1, 2, 4 or 5;

n is 2;

Z is boron.

11. The material as claimed in claim 10 , wherein the radicals Ar 1 and Ar 2 are identical or different and are each phenyl, 1-naphthyl or 2-naphthyl.

12. The material as claimed in claim 10 , wherein R 1, R 2 , R 3 and R 4 are identical or different and are each H or an aliphatic or aromatic hydrocarbon radical having from 1 to 20 carbon atoms.