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US 12,010,914 B2Granted
Thermally activated delayed fluorescent material based on 9,10-dihydro-9,9-dimethylacridine analogues for prolonging device longevity
AssigneeArizona Board of Regents on behalf of Arizona State University
InventorsJian Li, Daijun Feng
Life of this patent
Estimating the term…
Abstract
Thermally activated delayed fluorescent compounds and uses thereof are described. The thermally activated delayed fluorescent compounds are an analogues of 9,10-dihydro-9,9-dimethylacridine compounds.
Claims20
A thermally activated delayed fluorescent composition having the general formula of:
- wherein:
- independently represents one or more acceptor moieties of the compound that contributes to LUMO level of the compound, where An is nitrogen-containing heteroaryl group, a RqMO group, where M is C, S, P, or As, or a RqSO2 group, or any combination thereof;
- and n=1, 2, or 3, such that the compound includes a single acceptor moiety (A1), two acceptor moieties (A1 and A2), or three acceptor moieties (A1, A2, and A3), and wherein each acceptor moiety is substituted with Rq:
- L1, L2, and L3 are each independently linkage groups comprising an oxygen (O) containing group, a sulfur (S) containing group, a nitrogen (N) containing group, a carbon (C) containing group, a phosphorous (P) containing group, a silicon (Si) containing group, or a boron (B) containing group;
- wherein at least one of L1, L2, and L3 comprises a boron containing group;
- and
- Rm, Rn, Rp Rq, and Rq′ each independently represent mono-, di-, tri, or tetra-substitution, and each independently are one or more of a hydrogen atom, a deuterium atom, a halogen atom, a hydroxyl group, a thiol group, a nitro group, a cyano group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted haloalkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted amino group, a substituted or unsubstituted mono- or dialkylamino group, a substituted or unsubstituted mono- or diarylamino group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted heteroaryl group, an alkoxycarbonyl group, an acyloxy group, an acylamino group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, a sulfonylamino group, a sulfamoyl group, a carbamoyl group, an alkylthio group, a sulfinyl group, a ureido group, a phosphoramide group, a mercapto group, a sulfo group, a carboxyl group, a hydrazino group, a substituted silyl group, a polymeric group, or a combination thereof.
4 more elements
A thermally activated delayed fluorescent composition having a general structure of:
- where:
- independently represents one or more acceptor moieties of the compound that contributes to LUMO level of the compound, where An is nitrogen-containing heteroaryl group, a RqMO group, where M is C, S, P, or As, or a RqSO2 group, or any combination thereof;
- and n=1, 2, or 3, such that the compound includes a single acceptor moiety (A1), two acceptor moieties (A1 and A2), or three acceptor moieties (A1, A2, and A3), and wherein each acceptor moiety is substituted with Rq;
- and
- L1 and L2 are each independently linkage groups comprising an oxygen (O) containing group, a sulfur (S) containing group, a nitrogen (N) containing group, a carbon (C) containing group, a phosphorous (P) containing group, a silicon (Si) containing group, or a boron (B) containing group;
- wherein at least one of L1 and L2 comprises a boron containing group;
- and
- ring B and ring B2 are each independently a substituted electron-deficient aromatic group,
- Rm, Rn, Rp, Rs, and Rt each independently represents mono-, di-, tri, or tetra-substitution, and each independently represents one or more of a hydrogen atom, a deuterium atom, a halogen atom, a hydroxyl group, a thiol group, a nitro group, a cyano group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted haloalkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted amino group, a substituted or unsubstituted mono- or dialkylamino group, a substituted or unsubstituted mono- or diarylamino group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted heteroaryl group, an alkoxycarbonyl group, an acyloxy group, an acylamino group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, a sulfonylamino group, a sulfamoyl group, a carbamoyl group, an alkylthio group, a sulfinyl group, a ureido group, a phosphoramide group, a mercapto group, a sulfo group, a carboxyl group, a hydrazino group, a substituted silyl group, a polymeric group, or a combination thereof.
6 more elements
Dependencies are inferred from the claim text.