Materials for organic electroluminescent devices

Patent metadata

Field	Value
Publication number	US-2023225195-A1
Application number	US-202117910374-A
Country	US
Kind code	A1
Filing date	Mar 12, 2021
Priority date	Mar 13, 2020
Publication date	Jul 13, 2023
Grant date	—

Abstract

The present invention relates to a composition comprising a compound of formula (H1) and a compound of formula (H2). The present invention furthermore relates to a formulation comprising a composition comprising a compound of formula (H1) and a formula (H2) and a solvent. Finally, the present invention relates to an electronic device comprising a such a composition.

First claim

1 .- 22 . (canceled)

23 . A composition comprising a compound of formula (H1) and a compound of formula (H2),

where
X stands on each occurrence, identically or differently, for CR X or N; or X is C if X is bonded to a group Ar 1 or Ar S ;
Z stands on each occurrence, identically or differently, for CR Z or N; or Z is C if Z is bonded to a group Ar 3 ;
Ar 1 is, on each occurrence, identically or differently, an aryl or heteroaryl group having 10 to 60 aromatic ring atoms, which may in each case also be substituted by one or more radicals R V ;
Ar 3 is, on each occurrence, identically or differently, an aryl or heteroaryl group having 10 to 60 aromatic ring atoms, which may in each case also be substituted by one or more radicals R Y ;
Ar 2 , Ar 4 , Ar S are, 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 V , R X , R Y , R Z 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) 2 Ar, N(R) 2 , N(Ar) 2 , NO 2 , Si(R) 3 , B(OR) 2 , OSO 2 R, 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 CH 2 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, SO 2 , O, S or CONR and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO 2 , 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, or an aryloxy group having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R;
where two adjacent radicals R V , two adjacent radicals R X , two adjacent radicals R Y , two adjacent radicals R Z 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) 2 Ar, N(R′) 2 , N(Ar) 2 , NO 2 , Si(R′) 3 , B(OR′) 2 , OSO 2 R′, 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 CH 2 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, SO 2 , O, S or CONR′ and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO 2 , 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′, or an aryloxy group having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R′; where two adjacent 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 CH 2 groups may be replaced by SO, SO 2 , 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; and
a, b are on each occurrence, identically or differently, 0 or 1; wherein when a or b is 0, then the corresponding Ar S is absent and the group Ar 1 is directly bonded to a group X.

24 . The composition according to claim 23 , wherein the compound of formula (H2) is selected from the compounds of formula (H2-1),

where the symbol Ar 2 and Z have the same meaning as in claim 23 ; and
Y is CR Y or N; or Y is C if bonded to Ar 2 or a group Z; where R Y has the same meaning as in claim 23 .

25 . The composition according to claim 23 , wherein the compound of formula (H2) is selected from the compounds of formula (H2-2),

and Y is CR Y or N; or Y is C if bonded to Ar 1 or a group Z.

26 . The composition according to claim 23 , wherein the compound of formula (H2) is selected from the compounds of formula (H2-3),

with the proviso that the group CR Z correspond to a group C at the bonding position of the adjacent anthracene.

27 . The composition according to claim 23 , wherein the compound of formula (H2) is selected from the compounds of formula (H2-4),

where the symbols have the same meaning as in claim 23 .

28 . The composition according to claim 23 , wherein the compound of formula (H2) is selected from the compounds of formula (H2-5),

where the symbols have the same meaning as in claim 23 .

29 . The composition according to claim 23 , wherein the compound of formula (H1) is selected from the compounds of formula (H1-1),

where X, Ar S , Ar 4 and the indices a and b have the same meaning as in claim 23 ; and
V is CR V or N; or V is C if bonded to Ar 4 , Ar S or a group X; where R V has the same meaning as in claim 23 .

30 . The composition according to claim 23 , wherein the compound of formula (H1) is selected from the compounds of formula (H1-2),

and V is CR V or N; or V is C if bonded to Ar 4 , Ar S or a group X.

31 . The composition according to claim 23 the compound of formula (H1) is selected from the compounds of formula (H1-3),

where the symbols have the same meaning as in claim 23 .

32 . The composition according to claim 23 , wherein the compound of formula (H1) is selected from the compounds of formula (H1-4),

where the symbols have the same meaning as in claim 23 .

33 . The composition according to claim 23 , wherein the compound of formula (H1) is selected from the compound of formula (H1-5),

where the symbols have the same meaning as in claim 23 .

34 . The composition according to claim 23 , wher

Assignees

• Merck Patent Gmbh

Inventors

• Linge Rouven
• Engel Miriam
• Stolz Sebastian
• Meyer Sebastian

Classifications

• H10K85/622 Primary

  containing four rings, e.g. pyrene · CPC title

• H10K85/615 Primary

  Polycyclic condensed aromatic hydrocarbons, e.g. anthracene · CPC title

• H10K85/626 Primary

  containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene · CPC title

• Y02E10/549

  Organic PV cells · CPC title

• Y02P70/50

  Manufacturing or production processes characterised by the final manufactured product · CPC title