Polycyclic compounds

Patent metadata

Field	Value
Publication number	US-2016204358-A1
Application number	US-201414902093-A
Country	US
Kind code	A1
Filing date	Jun 6, 2014
Priority date	Jul 2, 2013
Publication date	Jul 14, 2016
Grant date	—

Abstract

The present invention relates to compounds having polycyclic structural units and to electronic devices, in particular organic electroluminescent devices, containing said compounds.

First claim

1 - 28 . (canceled)

29 . A compound comprising at least one structure of formulae (I) and/or (II)

wherein
X is the same or different in each instance and is CR or N;
E is a bivalent bridge, wherein E together with the carbon atoms bonded thereto defines a five- or six-membered ring;
Y is a bivalent bridge selected from the group consisting of O, S, C(R) 2 , C(R)═C(R), N(R), B(R), Si(R) 2 , C═O, C═NR, C═C(R) 2 , S═O, SO 2 , C(R) 2 —C(R) 2 , P(R), and P(═O)R;
R is the same or different in each instance and is H, D, F, Cl, Br, I, N(R 1 ) 2 , CN, NO 2 , OH, COOH, C(═O)N(R 1 ) 2 , Si(R 1 ) 3 , B(OR 1 ) 2 , C(═O)R 1 , P(═O)(R 1 ) 2 , S(═O)R 1 , S(═O) 2 R 1 , OSO 2 R 1 , a straight-chain alkyl, alkoxy, or thioalkoxy group having 1 to 20 carbon atoms or an alkenyl or alkynyl group having 2 to 20 carbon atoms or a branched or cyclic alkyl, alkoxy, or thioalkoxy group having 3 to 20 carbon atoms, each of which is optionally substituted by one or more R 1 radicals, wherein one or more nonadjacent CH 2 groups are optionally replaced by R 1 C═CR 1 , C≡C, Si(R 1 ) 2 , C═O, NR 1 , O, S, or CONR 1 , and wherein one or more hydrogen atoms are optionally replaced by D, F, Cl, Br, I, or CN, an aromatic or heteroaromatic ring system which has 5 to 60 aromatic ring atoms and is optionally substituted in by one or more R 1 radicals, an aryloxy or heteroaryloxy group which has 5 to 40 aromatic ring atoms and is optionally substituted by one or more R 1 radicals, an aralkyl or heteroaralkyl group which has 5 to 40 aromatic ring atoms and is optionally substituted by one or more R 1 radicals, or a diarylamino group, diheteroarylamino group, or arylheteroarylamino group which has 10 to 40 aromatic ring atoms and is optionally substituted by one or more R 1 radicals; and wherein two adjacent R radicals together optionally define a mono- or polycyclic, aliphatic, aromatic, or heteroaromatic ring system;
R 1 is the same or different in each instance and is H, D, F, Cl, Br, I, N(R 2 ) 2 , CN, NO 2 , Si(R 2 ) 3 , B(OR 2 ) 2 , C(═O)R 2 , P(═O)(R 2 ) 2 , S(═O)R 2 , S(═O) 2 R 2 , OSO 2 R 2 , a straight-chain alkyl, alkoxy, or thioalkoxy group having 1 to 20 carbon atoms or an alkenyl or alkynyl group having 2 to 20 carbon atoms or a branched or cyclic alkyl, alkoxy, or thioalkoxy group having 3 to 20 carbon atoms, each of which is optionally substituted by one or more R 2 radicals, wherein one or more nonadjacent CH 2 groups are optionally replaced by R 2 C═CR 2 , C≡C, Si(R 2 ) 2 , C═O, NR 2 , O, S, or CONR 2 and wherein one or more hydrogen atoms are optionally replaced by D, F, Cl, Br, I, CN, or NO 2 , an aromatic or heteroaromatic ring system which has 5 to 60 aromatic ring atoms and is optionally substituted by one or more R 2 radicals, an aryloxy or heteroaryloxy group which has 5 to 40 aromatic ring atoms and is optionally substituted by one or more R 2 radicals, an aralkyl or heteroaralkyl group which has 5 to 40 aromatic ring atoms and is optionally substituted by one or more R 2 radicals, or a diarylamino group, diheteroarylamino group, or arylheteroarylamino group which has 10 to 40 aromatic ring atoms and is optionally substituted by one or more R 2 radicals; and wherein two or more adjacent R 1 radicals together, or R 1 together with R, optionally define a mono- or polycyclic, aliphatic, aromatic, or heteroaromatic ring system;
R 2 is the same or different in each instance and is H, D, F, or an aliphatic, aromatic, and/or heteroaromatic hydrocarbyl radical having 1 to 20 carbon atoms, wherein one or more hydrogen atoms are optionally replaced by F; and wherein two or more R 2 radicals together optionally define a mono- or polycyclic aliphatic ring system.

30 . The compound of claim 29 , wherein E is selected from the group consisting of groups of formulae X═X—X═X, X—W—X, W—X═X, and X═X—W,
wherein
W is selected from the group consisting of O, S, C(R) 2 , N(R), B(R), Si(R) 2 , C═O, S═O, SO 2 , P(R), and P(═O)R.

31 . The compound of claim 29 , wherein the compound comprises structures of formulae (Ia) and/or (IIa):

32 . The compound of claim 29 , wherein the compound comprises structures of formulae (Ia1), (Ia2), (IIa1), and/or (IIa2):

33 . The compound of claim 29 , wherein the compound comprises structures of formulae (Ia3) and/or (Ia4):

34 . The compound of claim 29 , wherein the compound comprises structures of formulae (Ib) and/or (IIb):

35 . The compound of claim 29 , wherein the compound comprises structures of formula (Ic):

wherein E is the same or different in each instance.

36 . The compound of claim 29 , wherein the compound has at least two bicyclic groups which are defined by a structural element comprising a Y group, wherein Y may be the same or different in each instance.

37 . The compound of claim 29 , wherein the compound comprises structures of formula CyE-(CyF) n , wherein:
n is 2 or 3 CyE is a structural element selected from the group consisting of formulae (CyE-1) through (CyE-27):

and
CyF is at least one structural element selected from the group consisting of formulae (CyF-1) and (CyF-2):

wherein
U is selected from the group consisting of O, S, C(R) 2 , N(R), B(R), Si(R) 2 , C═O, S═O, SO 2 , P(R) and P(═O)R; and

the dotted line in formulae CyF-1 and CyF-2 denotes the bond to the CyE group, and CyF group bonds to CyE in each case at the position denoted by #.

38 . The compound of claim 37 , wherein CyF is at least one structural element selected from the group consisting of formulae (CyF-3) and (CyF-4):

wherein the dotted line in formulae CyF-3 and CyF-4 denotes the bond to CyE, and CyF bonds to CyE in each case at the position denoted by #.

39 . The compound of claim 29 , wherein the compounds have structures of formula CyG(CyH) n , wherein CyG and CyH together in each case define a ring and:
n is 2 or 3 CyG is a structural element selected from the group consisting of formulae (CyG-1) through (CyG-17):

and
CyH is at least one structural element selected from the group consisting of formulae (CyH-1) and (CyH-2)

wherein
U is selected from the group consisting of O, S, C(R) 2 , N(R), B(R), Si(R) 2 , C═O, S═O, SO 2

Assignees

• Merck Patent Gmbh

Inventors

• Stoessel Mr Philipp
• Joosten Mr Dominik
• Koenen Mr Nils

Classifications

• H10K85/6572

  comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole · CPC title

• C07D221/22 Primary

  Bridged ring systems · CPC title

• H01L51/0071

  Electricity · mapped topic

• H01L51/0052

  Electricity · mapped topic

• C07D401/04

  directly linked by a ring-member-to-ring-member bond · CPC title