Light emitting devices and compouds
AssigneeUniversity Court of the University of St Andrews
InventorsEli Zysman-Colman, Michael Yin Wong
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Abstract
Thermally Activated Delayed Fluorescence (TADF) compounds wherein two aromatic heterocyclic moieties are provided as acceptor groups, spaced apart from two donor moieties by an aromatic spacer ring, are described. Charged organic TADF species having a similar structure are also described. The TADF compounds and charged organic TADF species may be employed as emitter material in light emitting devices such as OLEDs and LEECs. Also described TADF compounds wherein at least one donor moiety is substituted by at least one substituent that is a phosphine oxide or a phosphine sulphide.
Claims14
A TADF compound according to formula I:
- wherein the ring II:
- represents an aromatic spacer ring with each Het bonded to adjacent carbon atoms and each moiety D bonded to adjacent carbon atoms, and
- wherein each Het is an aromatic heterocyclic acceptor moiety and each D is a donor moiety
- wherein the compound formula I is according to ring III:
- wherein R* is, independently for each occurrence, selected from the group consisting of —H, alkyl, aryl or heteroaryl,
- the aromatic heterocyclic acceptor moieties Het are, independently for each occurrence selected from the group consisting of:
- wherein-L represents the bonding position to ring II or III, X represents O, S or NR2 and groups R2 are, independently for each occurrence, selected from the group consisting of —H, substituted or unsubstituted primary, secondary or tertiary alkyl, that may be cyclic and may be unsaturated;
- substituted or unsubstituted aryl or heteroaryl;
- wherein groups R1 are, independently for each occurrence, selected from the group consisting of —H, substituted or unsubstituted primary, secondary or tertiary alkyl, that may be cyclic and may be unsaturated;
- substituted or unsubstituted aryl or heteroaryl, —CF3, —OMe, —SF5, —NO2, halo, aryl, aryl hydroxy, amino, alkoxy, alkylthio, carboxy, cyano, thio, formyl, ester, acyl, thioacyl, amido, sulfonamido and carbamate, and
- wherein donor moieties D are independently for each occurrence selected from:
- wherein -L represents the bonding position to ring II or III that is para to the nitrogen in structures C, D, G and H;
- X1 is selected from the group consisting of O, S, NR, SiR2, PR and CR2, wherein each R is independently selected from the group consisting of —H, alkyl, aryl or heteroaryl;
- each Ar is independently for each occurrence selected from the group consisting of substituted or unsubstituted aryl or heteroaryl;
- and
- represents, independently for each occurrence a substituted or unsubstituted aryl or heteroaryl ring fused to the central ring of structures A, B,C, D, E or F, inclusive of a five or a six membered substituted or unsubstituted aryl or heteroaryl ring;
- and
- n ( )indicates the optional presence of saturated —CH2— groups in the rings annelated to the benzene ring, wherein n is independently for each occurrence, 0, 1, or 2.
The TADF compound according to 11 wherein one or more of groups R6, R7, R8 and R9 are selected from the group consisting of:
- optionally wherein one or both of the phenyl groups on the phosphorous are substituted.
The TADF compound according to 11 wherein one or both of groups R8 are selected from the group consisting of:
- wherein the substituents R on the phosphorus are substituted or unsubstituted alkyl, aryl or heteroaryl.
Dependencies are inferred from the claim text.