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US 11,447,496 B2Granted
Nitrogen-containing fused heterocyclic ring compound and application thereof
AssigneeGuangzhou Chinaray Optoelectronic Materials Ltd.
InventorsRuifeng He, Junyou Pan
Life of this patent
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Abstract
The present invention relates to a nitrogen-containing fused heterocyclic ring compound and application thereof. The compound has the structural formula (I): using the described compound, it is possible to fabricate a device having higher stability and a longer service life.
Claims17
A nitrogen-containing fused heterocyclic compound having the following formula:
- wherein
- is an aromatic ring group containing 5 to 30 ring atoms or a heteroaromatic ring group containing 5 to 30 ring atoms;
- —X1 and —X3— are each independently selected from the group consisting of a single bond, —N(M1)-, —C(M1)2-, —Si(M1)2-, —O—, —C═N(M1)-, —C═C(M1)2-, —P(M1)-, —P(═O)M1-, —S—, —S═O—, and —SO2—, and —X2—, —X3— are not single bonds simultaneously, wherein M1 is selected from the group consisting of H, D, F, CN, alkenyl, alkynyl, cyano, amino, nitro, acyl, alkoxy, carbonyl, sulfonyl, an alkyl group containing 1 to 30 carbon atoms, a cycloalkyl group containing 3 to 30 carbon atoms, an aromatic ring group containing 5 to 60 ring atoms, and a heteroaromatic ring group containing 5 to 60 ring atoms;
- —X2— is independently selected from the group consisting of a single bond, —N(M1)-, —Si(M1)2-, —O—, —C═N(M1)-, —C═C(M1)2-, —P(M1)-, —P(═O)M1-, —S—, —S═O—, and —SO2—, and —X2—, —X3— are not single bonds simultaneously, wherein M1 is selected from the group consisting of H, D, F, CN, alkenyl, alkynyl, cyano, amino, nitro, acyl, alkoxy, carbonyl, sulfonyl, an alkyl group containing 1 to 30 carbon atoms, a cycloalkyl group containing 3 to 30 carbon atoms, an aromatic ring group containing 5 to 60 ring atoms, and a heteroaromatic ring group containing 5 to 60 ring atoms;
- —Z— is one selected from the group consisting of a single bond, —N(M2)-, —B(M2)-, —C(M2)2-, —Si(M2)2-, —O—, —S—, —C═N(M2)-, —C═C(M2)2-, —P(M2)-, —P(═O)M2-, —S═O, and —SO2—, wherein M2 is selected from the group consisting of H, D, F, CN, alkenyl, alkynyl, cyano, amino, nitro, acyl, alkoxy, carbonyl, sulfonyl, an alkyl containing 1 to 30 carbon atoms, a cycloalkyl group containing 3 to 30 carbon atoms, an aromatic ring group containing 5 to 60 ring atoms, and a heteroaromatic ring group containing 5 to 60 ring atoms;
- R is one selected from the group consisting of is H, D, F, CN, alkenyl, alkynyl, cyano, amino, nitro, acyl, alkoxy, carbonyl, sulfonyl, an alkyl containing 1 to 30 carbon atoms, a cycloalkyl group containing 3 to 30 carbon atoms, an aromatic ring group containing 5 to 60 ring atoms, and a heteroaromatic ring group containing 5 to 60 ring atoms;
- m, n, o, p, and q are each independently selected from an integer from 0 to 4, and r is selected from an integer from 0 to 3;
- and
- E is a heteroatom-containing electron-accepting group selected from the group consisting of
- wherein —Z1—, —Z2—, —Z3— are each independently selected from the group consisting of —N(M3)-, —C(M3)2-, —Si(M3)2-, —O—, —C═N(M3)-, —C═C(M3)2-, —P(M3)-, —P(═O)M3-, —S—, —S═O—, and —SO2—, or —Z1—, —Z2—, —Z3— are not present, and M3 is selected from the group consisting of H, D, F, CN, alkenyl, alkynyl, cyano, amino, nitro, acyl, alkoxy, carbonyl, sulfonyl, an alkyl group containing 1 to 30 carbon atoms, a cycloalkyl group containing 3 to 30 carbon atoms, an aromatic ring group containing 5 to 60 ring atoms, and a heteroaromatic ring group containing 5 to 60 ring atoms:
- g1, g2, g3, g4, g5, g6, q7 and g8 are each independently selected from CR6 and N, and at least one of g1, g2, g3, g4, g5, g6, q7 and g8 is N, and R6 is one selected from the group consisting of H, D, a linear alkyl group containing 1 to 20 carbon atoms, an alkoxy group containing 1 to 20 carbon atoms, a linear thioalkoxy group containing 1 to 20 carbon atoms, a branched alkyl group containing 3 to 20 carbon atoms, a cyclic alkyl group containing 3 to 20 carbon atoms, a branched alkoxy containing 3 to 20 carbon atoms, a cyclic alkoxy containing 3 to 20 carbon atoms, a branched thioalkoxy group containing 3 to 20 carbon atoms, a cyclic thioalkoxy group containing 3 to 20 carbon atoms, a branched silyl group containing 3 to 20 carbon atoms, a cyclic silyl group containing 3 to 20 carbon atoms, a substituted keto group containing 1 to 20 carbon atoms, an alkoxycarbonyl group containing 2 to 20 carbon atoms, an aryloxycarbonyl group containing 7 to 20 carbon atoms, a cyano group, C(═O)NH2, a haloformyl group, C(═O)—H, an isocyano group, an isocyanate group, a thiocyanate group, an isothiocyanate group, a hydroxyl group, a nitryl group, a CF3 group, CI, Br, F, a crosslinkable group, a non-substituted aromatic ring system containing 5 to 40 ring atoms, a substituted aromatic ring system containing 5 to 40 ring atoms, a non-substituted heteroaromatic ring system containing 5 to 40 ring atoms, a substituted heteroaromatic ring system containing 5 to 40 ring atoms, an aryloxy group containing 5 to 40 ring atoms, a heteroaryloxy group containing 5 to 40 ring atoms, and one of the combination groups formed by the foregoing groups linked to each other, wherein R6 can form a monocyclic aliphatic ring group, a polycyclic aliphatic ring group, a monocyclic aromatic ring group or a polycyclic aromatic ring group by itself;
- and
- Ar1 is one selected from the group consisting of an alkyl group containing 1 to 30 carbon atoms, a cycloalkyl group containing 3 to 30 carbon atoms, an aromatic ring group containing 5 to 60 ring atoms, and a heteroaromatic ring group containing 5 to 60 ring atoms.
10 more elements
Dependencies are inferred from the claim text.