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US 2025/0160210 A1Published application
Organic molecule serving as emitter
AssigneeSamsung Display Co., Ltd.
InventorMichael DANZ
Life of this patent
Estimating the term…
Abstract
The present disclosure relates to a pure organic molecule represented by Formula A, and to use of the organic molecule as an emitter in organic light-emitting diodes (OLEDs) and other optoelectronic devices.
Claims21
1-17. (canceled)
An organic molecule comprising a structure of Formula A:
- wherein
- n is 0 to 5,
- m is 1 to 6, and the sum of n and m is 6;
- each R* is independently
- H, deuterium, F, Cl, Br, I, N(R2)2, CN, CF3, NO2, OH, COOH, COOR2, CO(NR2)2, Si(R2)3, B(OR2)2, C(═O)R2, P(═O)(R2)2, S(═O)R2, S(═O)2R2, OSO2R2, a linear alkyl group, alkoxy group, or thioalkoxy group, each comprising 1 to 40 carbon atoms, a linear alkenyl group or alkynyl group, each comprising 2 to 40 carbon atoms, or a branched or cyclic alkyl group, alkenyl group, alkynyl group, alkoxy group, or thioalkoxy group, each comprising 3 to 40 carbon atoms and being substituted with one or more radicals R2,
- wherein, one or more non-adjacent CH2 groups are optionally replaced with R2C═CR2, C≡C, Si(R2)2, Ge(R2)2, Sn(R2)2, C═O, C═S, C═Se, C═NR2, P(═O)(R2), SO, SO2, NR2, O, S, or CONR2, and
- one or more H atoms are optionally replaced with:
- deuterium, F, Cl, Br, I, CN, CF3, or NO2;
- an aromatic or heteroaromatic ring system, each replaced with one or more radicals R2 and comprising 5 to 60 aromatic ring atoms;
- an aryloxy group or heteroaryloxy group, each substituted with one or more radicals R2 and comprising 5 to 60 aromatic ring atoms;
- a diarylamino group, diheteroarylamino group, or arylheteroarylamino group, each substituted with one or more radicals R2 and comprising 10 to 40 aromatic ring atoms;
- a combination thereof;
- or a cross-linkable unit QE which is cross-linked by an acid-catalyzed, base-catalyzed, thermal, or UV cross-linking process in the presence or absence of a photoinitiator or by microwave radiation,
- two or more substituents among the substituents R* and R2 optionally form a mono- or polycyclic, aliphatic, aromatic and/or benzo-condensed ring system with one another,
- R2, identically or differently in each instance, is
- H, deuterium, F, Cl, Br, I, N(R3)2, CN, CF3, NO2, OH, COOH, COOR3, CO(NR3)2, Si(R3)3, B(OR3)2, C(═O)R3, P(═O)(R3)2, S(═O)R3, S(═O)2R3, OSO2R3, a linear alkyl group, alkoxy group, or thioalkoxy group, each comprising 1 to 40 carbon atoms, a linear alkenyl group or alkynyl group, each comprising 2 to 40 carbon atoms, or a branched or cyclic alkyl group, alkenyl group, alkynyl group, alkoxy group, or thioalkoxy group, each comprising 3 to 40 carbon atoms and being substituted with one or more radicals R3,
- wherein, one or more non-adjacent CH2 groups are optionally replaced with R3C═CR3, C≡C, Si(R3)2, Ge(R3)2, Sn(R3)2, C═O, C═S, C═Se, C═NR3, P(═O)(R3), SO, SO2, NR3, O, S, or CONR3, and
- one or more H atoms are optionally replaced with:
- deuterium, F, Cl, Br, I, CN, CF3, or NO2;
- an aromatic or heteroaromatic ring system, each substituted with one or more radicals R3 and comprising 5 to 60 aromatic ring atoms;
- an aryloxy group or heteroaryloxy group, each substituted with one or more radicals R3 and comprising 5 to 60 aromatic ring atoms;
- a diarylamino group, diheteroarylamino group, or arylheteroarylamino group, each substituted with one or more radicals R3 and comprising 10 to 40 aromatic ring atoms;
- or a combination thereof,
- two or more substituents R2 optionally form a mono- or polycyclic, aliphatic, aromatic, and/or benzo-condensed ring system with one another,
- R3, identically or differently in each instance, is H, deuterium, F, CF3, or an aliphatic, aromatic, and/or heteroaromatic hydrocarbon radical each comprising 1 to 20 carbon atoms, wherein one or more H atoms are optionally replaced with F or CF3, and two or more substituents R3 optionally form a monocyclic or polycyclic aliphatic ring system with one another, and
- each D is independently a donor group with electron-donating properties, comprising a structure of Formula I or Formula 11:
- wherein:
- o is an integer ≥1, and the sum of o and p is an integer of 10 or less;
- Ar is an aromatic ring system comprising 5 to 60 aromatic ring atoms;
- the waved line indicates a position where D is bound to an aromatic backbone of the organic molecule of Formula A;
- each R, identically or differently in each instance, is
- H, deuterium, F, Cl, Br, I, N(R2)2, CN, CF3, NO2, OH, COOH, COOR2, CO(NR2)2, Si(R2)3, B(OR2)2, C(═O)R2, P(═O)(R2)2, S(═O)R2, S(═O)2R2, OSO2R2, a linear alkyl group, alkoxy group, or thioalkoxy group, each comprising 1 to 40 carbon atoms, a linear alkenyl group or alkynyl group, each comprising 2 to 40 carbon atoms, or a branched or cyclic alkyl group, alkenyl group, alkynyl group, alkoxy group, or thioalkoxy group, each comprising 3 to 40 carbon atoms and being substituted with one or more radicals R2,
- wherein, one or more non-adjacent CH2 groups are optionally replaced with R2C═CR2, C≡C, Si(R2)2, Ge(R2)2, Sn(R2)2, C═O, C═S, C═Se, C═NR2, P(═O)(R2), SO, SO2, NR2, O, S, or CONR2, and
- one or more H atoms are optionally replaced with:
- deuterium, F, Cl, Br, I, CN, CF3, or NO2;
- an aromatic or heteroaromatic ring system, each substituted with one or more radicals R2 and comprising 5 to 60 aromatic ring atoms;
- an aryloxy group or heteroaryloxy group, each substituted with one or more radicals R2 and comprising 5 to 60 aromatic ring atoms;
- a diarylamino group, diheteroarylamino group, or arylheteroarylamino group, each substituted with one or more radicals R2 and comprising 10 to 40 aromatic ring atoms;
- a combination thereof;
- or a cross-linkable unit QE which is cross-linked by an acid-catalyzed, base-catalyzed, thermal, or UV cross-linking process in the presence or absence of a photoinitiator or by microwave radiation,
- two or more substituents among the substituents R and R2 optionally form a mono- or polycyclic, aliphatic, aromatic and/or benzo-condensed ring system with one another,
- R2, identically or differently in each instance, is
- H, deuterium, F, Cl, Br, I, N(R3)2, CN, CF3, NO2, OH, COOH, COOR3, CO(NR3)2, Si(R3)3, B(OR3)2, C(═O)R3, P(═O)(R3)2, S(═O)R3, S(═O)2R3, OSO2R3, a linear alkyl group, alkoxy group, or thioalkoxy group, each comprising 1 to 40 carbon atoms, a linear alkenyl group or alkynyl group, each comprising 2 to 40 carbon atoms, or a branched or cyclic alkyl group, alkenyl group, alkynyl group, alkoxy group, or thioalkoxy group, each comprising 3 to 40 carbon atoms and being substituted with one or more radicals R3,
- wherein, one or more non-adjacent CH2 groups are optionally replaced with R3C═CR3, C≡C, Si(R3)2, Ge(R3)2, Sn(R3)2, C═O, C═S, C═Se, C═NR3, P(═O)(R3), SO, SO2, NR3, O, S, or CONR3, and
- one or more H atoms are optionally replaced with:
- deuterium, F, Cl, Br, I, CN, CF3, or NO2;
- an aromatic or heteroaromatic ring system, each substituted with one or more radicals R3 and comprising 5 to 60 aromatic ring atoms;
- an aryloxy group or heteroaryloxy group, each substituted with one or more radicals R3 and comprising 5 to 60 aromatic ring atoms;
- a diarylamino group, diheteroarylamino group, or arylheteroarylamino group, each substituted with one or more radicals R3 and comprising 10 to 40 aromatic ring atoms;
- or a combination thereof,
- two or more substituents R2 optionally form a mono- or polycyclic, aliphatic, aromatic and/or benzo-condensed ring system with one another, and
- R3, identically or differently in each instance, is H, deuterium, F, CF3, or an aliphatic, aromatic, and/or heteroaromatic hydrocarbon radical each comprising 1 to 20 carbon atoms, wherein one or more H atoms are optionally replaced with F or CF3, and two or more substituents R3 optionally form a monocyclic or polycyclic aliphatic ring system with one another.
49 more elements
Dependencies are inferred from the claim text.