Organic molecules, in particular for use in optoelectronic devices

Patent metadata

Field	Value
Publication number	US-11005048-B2
Application number	US-201816034290-A
Country	US
Kind code	B2
Filing date	Jul 12, 2018
Priority date	Jul 14, 2017
Publication date	May 11, 2021
Grant date	May 11, 2021

Abstract

The invention relates to an organic molecule, in particular for the application in organic optoelectronic devices. According to the invention, the organic molecule has
a first chemical moiety with a structure of Formula I,

and
one second chemical moiety with a structure of Formula II,

# represents the binding site of a single bond linking the first chemical moiety to the second chemical moiety;
wherein at least one variable of X 1 , X 2 is N, and at least one variable of X 3 , X 4 is N.

First claim

The invention claimed is:

1. An organic molecule, comprising
a first chemical moiety comprising a structure of formula I,

and
a second chemical moiety comprising a structure of formula II,

wherein the first chemical moiety is linked to the second chemical moiety via a single bond;
wherein
# represents the binding site of the first chemical moiety to the second chemical moiety;
X 1 and X 2 is the same or different at each instance and is selected from the group consisting of CR 21 and N;
X 3 and X 4 is the same or different at each instance and is selected from the group consisting of CR 22 and N;
Z is the same or different at each instance and is a direct bond or is selected from the group consisting of CR 3 R 4 , C═CR 3 R 4 , C═O, C═NR 3 , NR 3 , O, SiR 3 R 4 , S, S(O) and S(O) 2 ;
R 11 is the same or different at each instance and is selected from the group consisting of hydrogen, deuterium,
C 1 -C 5 -alkyl,
where one or more hydrogen atoms in the aforementioned groups may be replaced by deuterium;
C 2 -C 8 -alkenyl,
where one or more hydrogen atoms in the aforementioned groups may be replaced by deuterium;
C 2 -C 8 -alkynyl,
where one or more hydrogen atoms in the aforementioned groups may be replaced by deuterium;
C 6 -C 18 -aryl,
which is optionally substituted with one or more substituents R 6 ; and
C 3 -C 17 -heteroaryl,
which is optionally substituted with one or more substituents R 6 ;
R 12 is the same or different at each instance and is selected from the group consisting of hydrogen, deuterium,
C 1 -C 5 -alkyl,
where one or more hydrogen in the aforementioned groups may be replaced by deuterium;
C 2 -C 8 -alkenyl,
where one or more hydrogen atoms in the aforementioned groups may be replaced by deuterium;
C 2 -C 8 -alkynyl,
where one or more hydrogen in the aforementioned groups may be replaced by deuterium;
C 6 -C 18 -aryl,
which is optionally substituted with one or more substituents R 6 ; and
C 3 -C 17 -heteroaryl,
which is optionally substituted with one or more substituents R 6 ;
R 21 is the same or different at each instance and is selected from the group consisting of
hydrogen, deuterium,
C 1 -C 5 -alkyl,
where one or more hydrogen atoms in the aforementioned groups may be replaced by deuterium;
C 2 -C 8 -alkenyl,
where one or more hydrogen atoms in the aforementioned groups may be replaced by deuterium;
C 2 -C 8 -alkynyl,
where one or more hydrogen atoms in the aforementioned groups may be replaced by deuterium;
C 6 -C 18 -aryl,
which is optionally substituted with one or more substituents R 6 ; and
C 3 -C 17 -heteroaryl,
which is optionally substituted with one or more substituents R 6 ;
R 22 is the same or different at each instance and is selected from the group consisting of
hydrogen, deuterium,
C 1 -C 5 -alkyl,
where one or more hydrogen atoms in the aforementioned groups may be replaced by deuterium;
C 2 -C 8 -alkenyl,
where one or more hydrogen in the aforementioned groups may be replaced by deuterium;
C 2 -C 8 -alkynyl,
where one or more hydrogen atoms in the aforementioned groups may be replaced by deuterium;
C 6 -C 18 -aryl,
which is optionally substituted with one or more substituents R 6 ; and
C 3 -C 17 -heteroaryl,
which is optionally substituted with one or more substituents R 6 ;
R II , R III and R IV is the same or different at each instance and is selected from the group consisting of
hydrogen, deuterium,
C 1 -C 5 -alkyl,
where one or more hydrogen atoms in the aforementioned groups may be replaced by deuterium;
C 2 -C 8 -alkenyl,
where one or more hydrogen atoms in the aforementioned groups may be replaced by deuterium;
C 2 -C 8 -alkynyl,
where one or more hydrogen atoms in the aforementioned groups may be replaced by deuterium; and
C 6 -C 18 -aryl,
which is optionally substituted with one or more substituents R 6 ;
R a , R 3 and R 4 is the same or different at each instance and is selected from the group consisting of: hydrogen, deuterium, N(R 5 ) 2 , OR 5 , Si(R 5 ) 3 , B(OR 5 ) 2 , OSO 2 R 5 , CF 3 , CN, F, Br, I,
C 1 -C 40 -alkyl,
which is optionally substituted with one or more substituents R 5 and
where one or more non-adjacent CH 2 -groups are optionally substituted by R 5 C═CR 5 , C≡C, Si(R 5 ) 2 , Ge(R 5 ) 2 , Sn(R 5 ) 2 , C═O, C═S, C═Se, C═NR 5 , P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S or CONR 5 ;
C 1 -C 40 -alkoxy,
which is optionally substituted with one or more substituents R 5 and
where one or more non-adjacent CH 2 -groups are optionally substituted by R 5 C═CR 5 , C≡C, Si(R 5 ) 2 , Ge(R 5 ) 2 , Sn(R 5 ) 2 , C═0, C═S, C═Se, C═NR 5 , P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S or CONR 5 ;
C 1 -C 40 -thioalkoxy,
which is optionally substituted with one or more substituents R 5 and
where one or more non-adjacent CH 2 -groups are optionally substituted by R 5 C═CR 5 , C≡C, Si(R 5 ) 2 , Ge(R 5 ) 2 , Sn(R 5 ) 2 , C═O, C═S, C═Se, C═NR 5 , P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S or CONR 5 ;
C 2 -C 40 -alkenyl,
which is optionally substituted with one or more substituents R 5 and
where one or more non-adjacent CH 2 -groups are optionally substituted by R 5 C═CR 5 , C≡C, Si(R 5 ) 2 , Ge(R 5 ) 2 , Sn(R 5 ) 2 , C═O, C═S, C═Se, C═NR 5 , P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S or CONR 5 ;
C 2 -C 40 -alkynyl,
which is optionally substituted with one or more substituents R 5 and
where one or more non-adjacent CH 2 -groups are optionally substituted by R 5 C═CR 5 , C≡C, Si(R 5 ) 2 , Ge(R 5 ) 2 , Sn(R 5 ) 2 , C═O, C═S, C═Se, C═NR 5 , P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S or CONR 5 ;
C 6 -C 60 -aryl,
which is optionally substituted with one or more substituents R 5 ; and
C 3 -C 57 -heteroaryl,
which is optionally substituted with one or more substituents R 5 ;
R 5 is the same or different at each instance and is selected from the group consisting of: hydrogen, deuterium, N(R 6 ) 2 , OR 6 , Si(R 6 ) 3 , B(OR 6 ) 2 , OSO 2 R 6 , CF 3 , CN, F, Br, I,
C 1 -C 40 -alkyl,
which is optionally substituted with one or more substituents R 6 and
where one or more non-adjacent CH 2 -groups are optionally substituted by R 6 C═CR 6 , C≡C, Si(R 6 ) 2 , Ge(R 6 ) 2 , Sn(R 6 ) 2 , C═O, C═S, C═Se, C═NR 6 , P(═O)(R 6 ), SO, SO 2 , NR 6 , O, S or CONR 6 ;
C 1 -C 40 -alkoxy,
which is optionally substituted with one or more substituents R 6 and
where one or more non-adjacent CH 2 -groups are optionally substituted by R 6 C═CR 6 , C≡C, Si(R 6 ) 2 , Ge(R 6 ) 2 , Sn(R 6 ) 2 , C═0, C═S, C═Se, C═NR 6 , P(═O)(R 6 ), SO, SO 2 , NR 6 , O, S or CONR 6 ;
C 1 -C 40 -thioalkoxy,
which is optionally substituted with one or more substituents R 6 and
wherein one or more non-adjacent CH 2 -groups are optionally substituted by R 6 C═CR 6 , C≡C, Si(R 6 ) 2 , Ge(R 6 ) 2 , Sn(R 6 ) 2 , C═O, C═S, C═Se, C═NR 6 , P(═O)(R 6 ), SO, SO 2 , NR 6 , O, S or CONR 6 ;
C 2 -C 40 -alkenyl,
which is optionally substituted with

Assignees

• Cynora Gmbh

Inventors

• Zink Daniel
• Danz Michael
• Bergmann Larissa

Classifications

• C09K2211/1059

  containing three nitrogen atoms as heteroatoms · CPC title

• C09K2211/1044

  containing two nitrogen atoms as heteroatoms · CPC title

• C09K2211/1037

  with sulfur · CPC title

• C09K2211/1033

  with oxygen · CPC title

• C09K2211/1029

  containing one nitrogen atom as the heteroatom · CPC title