Use of boron and aluminum compounds in electronic components

1. A phosphorescent OLED device which comprises a substituted boron or aluminum compound of the formula (I)

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-oxadiazole, 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;

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, 3, 4, 5 or 6;

Z is boron or aluminum.

2. The device 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 device as claimed in claim 1 , wherein Z is boron.

4. A phosphorescent OLED device which comprises a compound of the formula (II)

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-oxadiazole, 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-pryrimidinyl, 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;

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

R1, R2, R3 and R4 are identical or different and are each an alkyl, alkyloxy, aryl radical having from 1 to 20 carbon atoms or a corresponding fluoroalkyl or fluoroalkoxy radical;

R5 and R6 are identical or different and are each H, CN, F, Cl, Br, I, a straight-chain, branched or cyclic alkyl or alkoxy group, a thioalkyl group, thioaryl group, a nitro group, a diarylamine group, dialkylamino group, an ester group, amide group or carboxyl group;

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 hydrogen or an aliphatic or aromatic hydrocarbon radical having from 1 to 20 carbon atoms;

m is 0, 1, 2, 3, 4 or 5.

5. The device as claimed in claim 4 , wherein at least two boron substituents are identical.

6. The device as claimed in claim 5 , wherein at least three boron substituents are identical.

7. The device of claim 1 , wherein at least compound of the formula (1) is an electron transport material.

8. The device of claim 1 , wherein there is an emission layer comprising at least compound of the formula (1).

9. The device of claim 1 , wherein there is a hole blocking layer which comprises at least compound of the formula (1).