Tetrazole derivatives
US-2024382468-A2 · Nov 21, 2024 · US
US10290815B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10290815-B2 |
| Application number | US-201515125085-A |
| Country | US |
| Kind code | B2 |
| Filing date | Mar 12, 2015 |
| Priority date | Mar 12, 2014 |
| Publication date | May 14, 2019 |
| Grant date | May 14, 2019 |
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A composition or a compound suitable for use in forming the layer of organic EL device by a coating method, a material for organic electroluminescence devices including the composition or the compound, an ink composition including the composition or the compound, an organic electroluminescence device employing the composition or the compound, and an electronic device including the organic electroluminescence device are provided. The compound includes a nitrogen-containing hetero aromatic hydrocarbon group which has a substituent with a specific structure. The composition includes the compound.
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What is claimed is: 1. A compound represented by formula 1[I]: wherein in formula 1[I] A represents a substituted or unsubstituted nitrogen-containing heteroaromatic hydrocarbon group having 5 to 30 ring atoms; L 1 to L 3 each independently represent a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, or a group wherein 2 to 4 groups selected from the preceding groups are bonded to each other; a to c each independently represent 0 or 1; one of *4 and *5 is bonded to *1 and the other is bonded to Ar 1 ; one of *6 and *7 is bonded to *2 and the other is bonded to Ar 3 ; one of *8 and *9 is bonded to *3 and the other is bonded to Ar 5 ; Ar 1 to Ar 6 each independently represent a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 5 to 30 ring atoms; one of X 1 to X 4 and one of X 13 to X 16 represent carbon atoms which are respectively bonded to * 10 and * 11, and the other six each independently represent C(R) or a nitrogen atom; one of X 9 and X 12 and one of X 21 to X 24 represent carbon atoms which are respectively bonded to *12 and *13, and the other six each independently represent C(R) or a nitrogen atom; one of X 25 to X 28 and one of X 37 to X 40 are carbon atoms which are respectively bonded to *14 and *15, and the other six each independently represent C(R) or a nitrogen atom; one of X 33 to X 36 and one of X 45 to X 48 are carbon atoms which are respectively bonded to * 16 and * 17, and the other six each independently represent C(R) or a nitrogen atom; one of X 49 to X 52 and one of X 61 to X 64 are carbon atoms which are respectively bonded to * 18 and * 19, and the other six each independently represent C(R) or a nitrogen atom; one of X 57 to X 60 and one of X 69 to X 72 are carbon atoms which are respectively bonded to *20 and *21, and the other six each independently represent C(R) or a nitrogen atom; X 5 to X 8 , X 17 to X 20 , X 29 to X 32 , X 41 to X 44 , X 53 to X 36 , and X 65 to X 68 each independently represent C(R) or a nitrogen atom; R represents a hydrogen atom or a substituent, two or more groups R may be the same or different, and two selected from groups R may be bonded to each other to form a ring; and p to r each independently represent an integer of 0 to 3, p+q+r=3, and when p, q or r is 2 or 3, 2 or 3 groups in each [ ] may be the same or different, respectively. 2. A composition comprising the compound of claim 1 and at least one selected from the group of compounds represented by formulae (CH1), (CH3), (CH4), (CH5), (CH6), and (CH14); wherein (CH1) is: wherein A represents a substituted or unsubstituted aromatic heterocyclic group; L 1 represents a single bond, a substituted or unsubstituted aromatic hydrocarbon group, or a substituted or unsubstituted aromatic heterocyclic group; B represents a residue of a structure represented by formula (CH2); m represents an integer of 2 or more; two or more groups L 1 may be the same or different; and two or more groups B may be the same or different; wherein (CH2) is: wherein one of X 1 and Y 1 represents a single bond, —CR 2 —, —NR—, —O—, —S—, or —SiR 2 — and the other represents —NR—, —O—, —S— or —SiR 2 —; one of X 2 and Y 2 represents a single bond, —CR 2 —, —NR—, —O—, —S—, or —SiR 2 — and the other represents —NR—, —O—, —S—, or —SiR 2 —; R represents a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted aromatic hydrocarbon group, or a substituted or unsubstituted aromatic heterocyclic group; Z 1 and Z 2 each independently represent a substituted or unsubstituted aliphatic hydrocarbon group, a substituted or unsubstituted aliphatic heterocyclic group, a substituted or unsubstituted aromatic hydrocarbon group, or a substituted or unsubstituted aromatic heterocyclic group; L 2 represents a linking group; n represents an integer of 0 to 5, and when n is two or more, two or more groups Z 2 may be the same or different two or more groups X 2 may be the same or different, and two or more groups Y 2 may be the same or different; wherein (CH3) is: wherein X5 and Y5 each represent a single bond, —CR 2 —, —NR—, —O—, —S—, or —SiR 2 —, and X 5 and Y 5 cannot all be single bonds; R is as defined above; Z 7 and Z 8 are as defined above with respect to Z 1 and Z 2 , provided that each of Z 7 and Z 8 cannot be an aliphatic hydrocarbon ring group having 3 or more fused rings, an aliphatic heterocyclic group having 3 or more fused rings, an aromatic hydrocarbon ring group having 3 or more fused rings, or a aromatic heterocyclic group having 3 or more fused rings; t represents an integer of 1 or more; L 3 represents a single bond, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a combination thereof, provided that when t is 1, L 3 is not a single bond; wherein (CH4) is: wherein A 1 to A 3 each represent a substituted or unsubstituted aromatic hydrocarbon group or a substituted or unsubstituted aromatic heterocyclic group; wherein (CH5) is: wherein L 4 represents a substituted or unsubstituted divalent group wherein 1 to 4 aromatic hydrocarbon rings are bonded to each other or included or a substituted or unsubstituted divalent group wherein 1 to 4 aromatic heterocyclic rings are bonded to each other; A 4 to A 6 each represent a substituted or unsubstituted aromatic hydrocarbon group or a substituted or unsubstituted aromatic heterocyclic group; and A 4 and A 5 may be bonded to each other to form a ring structure; wherein (CH6) is: wherein L 5 represents a substituted or unsubstituted divalent group wherein 1 to 6 aromatic hydrocarbon rings are bonded to each other or included or a substituted or unsubstituted divalent group wherein 1 to 6 aromatic heterocyclic rings are bonded to each other; A 7 to A 10 each represent a substituted or unsubstituted group wherein 1 to 10 aromatic hydrocarbon rings are bonded to each other or a substituted or unsubstituted group wherein 1 to 10 aromatic heterocyclic rings are bonded to each other; wherein (CH14) is: wherein X 9 , X 10 , Y 9 , and Y 10 each represent a single bond, —CR 2 —, —NR—, —O—, —S—, —PR—, or —SiR 2 —, and cannot all be single bonds; R is as defined above with respect to R of X 1 , X 2 , Y 1 , and Y 2 in formula (CH2); Z 9 , Z 10 , and Z 11 are as defined above with respect to Z 1 and Z 2 of formula (CH2); and aa is an integer of 1 to 5, and when aa is an integer of 2 or more, two or more groups Z 10 may be
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