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US 12,735,436 B2Granted
Materials for organic electroluminescent devices
AssigneeUniversal Display Corporation
InventorAmir Hossain Parham
Life of this patent
Estimating the term…
Abstract
The present invention relates to compounds of the formula (1) which are suitable for use in electronic devices, in particular organic electroluminescent devices, and to electronic device.
Claims20
A compound of formula (1),
- where the following applies to the symbols and indices used:
- Z stands, on each occurrence, identically or differently, for C═O, C═S, C═NR, BR, SO or SO2;
- E1 stands for N, B, P or P═O;
- E2, E3 stand, on each occurrence, identically or differently, for a single bond or for a divalent bridge selected from B(R0), N(RN), C(R0)2, Si(R0)2, C═O, C═NRN, C═C(R0)2, O, S, S═O, SO2, P(R0) or P(═O)R0;
- or a group E2 forms a lactam ring (L-1) as depicted below with one group X2, or a group E3 forms a lactam ring (L-1) with one group X3;
- where the sign “v” indicates the position of the group X2 or X3, which stands for C in this case, and the N atom marked with the sign “*” corresponds to E2 or E3;
- X stands, on each occurrence, identically or differently, for CR1 or N;
- X2, X3 stand, on each occurrence, identically or differently, for X;
- R0, R1, RN stand on each occurrence, identically or differently, for H, D, F, Cl, Br, I, CHO, CN, C(═O)Ar, P(═O)(Ar)2, S(═O)Ar, S(═O)2Ar, N(R)2, N(Ar)2, NO2, Si(R)3, B(OR)2, OSO2R, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or branched or a cyclic alkyl, alkoxy or thioalkyl group having 3 to 40 C atoms, each of which may be substituted by one or more radicals R, where in each case one or more non-adjacent CH2 groups may be replaced by RC═CR, C≡C, Si(R)2, Ge(R)2, Sn(R)2, C═O, C═S, C═Se, P(═O)(R), SO, SO2, O, S or CONR and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO2, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or more radicals R, an aralkyl or heteroaralkyl group having 5 to 60 aromatic ring atoms, which may be substituted by one or more R radicals, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R;
- where two radicals R0, R1, RN may form an aliphatic, aromatic or heteroaromatic ring system together, which may be substituted by one or more radicals R;
- R stands on each occurrence, identically or differently, for H, D, F, Cl, Br, I, CHO, CN, C(═O)Ar, P(═O)(Ar)2, S(═O)Ar, S(═O)2Ar, N(R′)2, N(Ar)2, NO2, Si(R′)3, B(OR′)2, OSO2R′, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or branched or a cyclic alkyl, alkoxy or thioalkyl group having 3 to 40 C atoms, each of which may be substituted by one or more radicals R′, where in each case one or more non-adjacent CH2 groups may be replaced by R′C═CR′, C═C, Si(R′)2, Ge(R′)2, Sn(R′)2, C═O, C═S, C═Se, P(═O)(R′), SO, SO2, O, S or CONR and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO2, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or more radicals R′;
- where two substituents R may form an aliphatic or aromatic ring system together, which may be substituted by one or more radicals R′;
- Ar is, on each occurrence, identically or differently, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case also be substituted by one or more radicals R′;
- R′ stands on each occurrence, identically or differently, for H, D, F, Cl, Br, I, CN, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 20 C atoms or branched or cyclic alkyl, alkoxy or thioalkyl group having 3 to 20 C atoms, where in each case one or more non-adjacent CH2 groups may be replaced by SO, SO2, O, S and where one or more H atoms may be replaced by D, F, Cl, Br or I, or an aromatic or heteroaromatic ring system having 5 to 24 aromatic ring atoms;
- m, n are, identically or differently, 0 or 1;
- with the proviso that m+n=1 or 2, and when m is 0, then E2 is absent and a group X is present at each bonding site of E2, and when n is 0, then E3 is absent and a group X is present at each bonding site of E3;
- and
- wherein at least one of the following is true:
- (i) E1 is P or P═O;
- (ii) Z is C═O, C═S, C═NR, SO, or SO2;
- (iii) at least one of E2 or E3 is C(R0)2, Si(R0)2, C═O, C═NRN C═C(R0)2, S═O, SO2, P(R0) or P(═O)R0;
- (iv) Z is BR and R is not joined to form an aliphatic, aromatic, or heteroaromatic ring system;
- or
- (v) E2 forms a lactam ring (L-1) with one group X2, or a group E3 forms a lactam ring (L-1) with one group X3.
21 more elements
Dependencies are inferred from the claim text.