Organic molecules, in particular for use in optoelectronic devices
The invention relates to an organic molecule, in particular for use in optoelectronic devices. According to the invention, the organic molecule consists of a first chemical moiety with a structure of formula I, and two second chemical moieties, each at each occurrence independently with a structure of formula II, wherein the first chemical moiety is linked to each of the two second chemical moieties via a single bond; wherein T, V is independently the binding site of a single bond linking the first chemical moiety to one of the two second chemical moieties or is hydrogen; W, X, Y is independently the binding site of a single bond linking the first chemical moiety to one of the two second chemical moieties or is selected from the group consisting of hydrogen, CN and CF 3 .
1. An emission layer comprising:
at least one organic luminescent emitter molecule emitting light, comprising:
a first chemical moiety comprising or consisting of a structure of formula I,
and
two second chemical moieties, each independently comprising or consisting of a structure of formula II,
wherein the first chemical moiety is linked to each of the two second chemical moieties via a single bond;
wherein:
T is the binding site of a single bond linking the first chemical moiety to one of the two second chemical moieties or is hydrogen;
V is the binding site of a single bond linking the first chemical moiety to one of the two second chemical moieties or is hydrogen;
W is selected from the group consisting of CN and CF 3 ;
X is the binding site of a single bond linking the first chemical moiety to one of the two second chemical moieties or hydrogen;
Y is the binding site of a single bond linking the first chemical moiety to one of the two second chemical moieties or hydrogen;
#represents the binding site of a single bond linking the first chemical moiety to one of the two second chemical moieties;
Z is at each occurrence independently selected from the group consisting of a direct bond, 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 1 , R 2 , and R m are at each occurrence independently selected from the group consisting of:
hydrogen, deuterium,
C 1 -C 5 -alkyl,
wherein one or more hydrogen atoms are optionally substituted by deuterium;
C 2 -C 8 -alkenyl,
wherein one or more hydrogen atoms are optionally substituted by deuterium;
C 2 -C 8 -alkynyl,
wherein one or more hydrogen atoms are optionally substituted by deuterium; and
C 6 -C 18 -aryl,
which is optionally substituted with one or more substituents R 6 and
R a , R 3 , and R 4 are at each occurrence independently 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
wherein 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, O, S or CONR 5 ;
C 1 -C 40 -alkoxy,
which is optionally substituted with one or more substituents R 5 and
wherein 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 -thioalkoxy,
which is optionally substituted with one or more substituents R 5 and
wherein 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
wherein 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
wherein 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═C, C═S, C═Se, C═NR, P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S or CONR;
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 at each occurrence independently selected from the group consisting of hydrogen, deuterium, N(R 6 ) 2 , OR 6 , Si(R 6 ) 3 , B(OR) 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
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 1 -C 40 -alkoxy,
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 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 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 -alkynyl,
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═C, C═S, C═Se, C═NR 6 , P(═O)(R 6 ), SO, SO 2 , NR 6 , O, S or CONR 6 ;
C 6 -C 60 -aryl,
which is optionally substituted with one or more substituents R 6 ; and
C 3 -C 57 -heteroaryl,
which is optionally substituted with one or more substituents R 6 ;
R 6 is at each occurrence independently selected from the group consisting of hydrogen, deuterium, OPh, CF 3 , CN, F,
C 1 -C 5 -alkyl,
wherein one or more hydrogen atoms are optionally, independently from each other substituted by deuterium, CN, CF 3 , or F;
C 1 -C 5 -alkoxy,
wherein one or more hydrogen atoms are optionally, independently from each other substituted by deuterium, CN, CF 3 , or F;
C 1 -C 5 -thioalkoxy,
wherein one or more hydrogen atoms are optionally, independently from each other substituted by deuterium, CN, CF 3 , or F;
C 2 -C 5 -alkenyl,
wherein one or more hydrogen atoms are optionally, independently from each other substituted by deuterium, CN, CF 3 , or F;
C 2 -C 5 -alkynyl,
wherein one or more hydrogen atoms are optionally, independently from each other substituted by deuterium, CN, CF 3 , or F;
C 6 -C 18 -aryl,
which is optionally substituted with one or more C 1 -C 5 -alkyl substituents;
C 3 -C 17 -heteroaryl,
which is optionally substituted with one or more C 1 -C 5 -alkyl substituents;
N(C 6 -C 18 -aryl) 2 ;
N(C 3 -C 17 -heteroaryl) 2 ,
and N(C 3 -C 17 -heteroaryl)(C 6 -C 18 -aryl);
wherein the substituents R a , R 3 , R 4 or R 5 independently from each other optionally form a mono- or polycyclic, aliphatic, aromatic and/or benzo-fused ring system with one or more substituents R a , R 3 , R 4 or R 5 ;
wherein exactly two substituents selected from the group consisting of T, V, X and Y represent the binding sites of a single bond linking the first chemical moiety and one of the two second chemical moieties,
wherein the at least one organic luminescent emitter molecule has:
an emission maxima from about 450 to about 470 nm; and
a photoluminescence quantum yield of at least about 70%, and
wherein when Z is a direct bond in each of the two second chemical moieties,
i) two adjacent R a of one of the two second chemical moieties form a mono- or polycyclic, aliphatic, aromatic and/or benzo-fused ring system, or
ii) at least one R a of one of the two second chemical moieties is selected from the group consisting of:
N(R 5 )2 OR 5 , Si(R 5 ) 3 , B(OR 5 ) 2 , OSO 2 R 5 , CF 3 , CN,
C 1 -C 40 -thioalkoxv,
which is optionally substituted with one or more substituents R 5 and
wherein 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
wherein 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
wherein 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, P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S or CONR;
C 6 -C 60 -aryl,
which is substituted with one or more substituents R 5 excluding hydrogen; and
C 3 -C 57 -heteroaryl,
which is substituted with one or more substituents R 5 excluding hydrogen.
2. The emission layer according to claim 1 , wherein R 1 , R 2 and R m are at each occurrence independently selected from the group consisting of H, methyl and phenyl.
3. The emission layer according to claim 1 , wherein W is CN.
4. The emission layer according to claim 1 , wherein the two second chemical moieties, each at each occurrence independently comprise a structure of formula IIa:
wherein in Formula IIa, R a is the same as defined in connection with Formula II.
5. The emission layer according to claim 4 , wherein the two second chemical moieties, each at each occurrence independently comprise a structure of formula IIb:
wherein
R b is at each occurrence independently selected from the group consisting of N(R 5 ) 2 , OR 5 , Si(R 5 ) 3 , B(OR 5 ) 2 , OSO 2 R 5 , CF 3 , CN,
C 1 -C 40 -thioalkoxy,
which is optionally substituted with one or more substituents R 5 and
wherein 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
wherein 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
wherein 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 substituted with one or more substituents R 5 excluding hydrogen; and
C 3 -C 57 -heteroaryl,
which is optionally substituted with one or more substituents R 5 excluding hydrogen.
6. The emission layer according to claim 4 , wherein the two second chemical moieties, each at each occurrence independently comprise a structure of formula IIc:
wherein
R b is at each occurrence independently selected from the group consisting of N(R 5 ) 2 , OR 5 , Si(R 5 ) 3 , B(OR 5 ) 2 , OSO 2 R 5 , CF 3 , CN,
C 1 -C 40 -thioalkoxy,
which is optionally substituted with one or more substituents R 5 and
wherein 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
wherein 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
wherein 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 substituted with one or more substituents R 5 excluding hydrogen; and
C 3 -C 57 -heteroaryl,
which is substituted with one or more substituents R 5 excluding hydrogen.
7. The emission layer according to claim 5 , wherein Rb is at each occurrence independently selected from the group consisting of:
CN, CF 3 ,
Ph, which is substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF 3 and Ph;
pyridinyl, which is substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF 3 and Ph;
pyrimidinyl, which is substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF 3 and Ph;
carbazolyl, which is substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF 3 and Ph;
triazinyl, which is substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF 3 , and Ph; and
N(Ph) 2 .
8. The emission layer according to claim 6 , wherein R b is at each occurrence independently selected from the group consisting of
CN, CF 3 ,
Ph, which is substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF 3 and Ph;
pyridinyl, which is substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF 3 and Ph;
pyrimidinyl, which is substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF 3 and Ph;
carbazolyl, which is substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF 3 and Ph;
triazinyl, which is substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF 3 , and Ph; and
N(Ph) 2 .
9. A method for preparing the emission layer according to claim 1 , wherein a 2-trifluormethyl-3-R 1 -5-R 1 -4-R 2 -6-R m -phenylboronic acid is used as a reactant.
10. An optoelectronic device comprising:
at least one emission layer according to claim 1 ;
an electron transport material;
a hole injection material; and
a hole blocking material.
11. The optoelectronic device according to claim 10 , wherein the optoelectronic device is selected from the group consisting of an organic light-emitting diode (OLEDS), a light-emitting electrochemical cell, an OLED-sensors, an organic diode, an organic solar cell, an organic transistor, an organic field-effect transistor, an organic laser, and a down-conversion element.
12. The emission layer of claim 1 , further comprising:
optionally, one or more dyes and/or one or more solvents.
13. An optoelectronic device, comprising the emission layer according to claim 1 , the optoelectronic device being in the form of a device selected from the group consisting of organic light-emitting diode (OLED), light-emitting electrochemical cell OLED-sensor, organic diode, organic solar cell, organic transistor, organic field-effect transistor, organic laser and down-conversion element, the emission layer comprising optionally, one or more dyes and/or one or more solvents.
14. A method for producing an optoelectronic device, wherein the emission layer according to claim 1 , is used, and the method comprising processing of the at least one organic luminescent emitter molecule by vacuum evaporation method or from a solution.
15. The emission layer of claim 12 , wherein the emission layer further comprises at least one host material capable of transferring energy to the at least one organic luminescent emitter molecule.
16. The emission layer of claim 12 , wherein the emission layer further comprises at least one host material having a triplet energy level and a singlet energy level that are energetically higher than a triplet energy level and a singlet energy level of the at least one organic luminescent emitter molecule.
17. The optoelectronic device according to claim 13 , comprising:
a substrate;
an anode;
a cathode, wherein the anode or the cathode are disposed on the substrate; and
the emission layer, which is arranged between the anode and the cathode and which comprises the at least one organic luminescent emitter molecule.
18. An emission layer comprising:
at least one organic luminescent emitter molecule emitting light, wherein the at least one organic luminescent emitter is a primary light emitting molecule of the emission layer, each organic luminescent emitter molecule comprising:
a first chemical moiety comprising or consisting of a structure of formula I,
and
two second chemical moieties, each independently comprising or consisting of a structure of formula II,
wherein the first chemical moiety is linked to each of the two second chemical moieties via a single bond;
wherein:
T is the binding site of a single bond linking the first chemical moiety to one of the two second chemical moieties or is hydrogen;
V is the binding site of a single bond linking the first chemical moiety to one of the two second chemical moieties or is hydrogen;
W is selected from the group consisting of CN and CF 3 ;
X is the binding site of a single bond linking the first chemical moiety to one of the two second chemical moieties or hydrogen;
Y is the binding site of a single bond linking the first chemical moiety to one of the two second chemical moieties or hydrogen;
#represents the binding site of a single bond linking the first chemical moiety to one of the two second chemical moieties;
Z is at each occurrence independently selected from the group consisting of a direct bond, 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 1 , R 2 , and R m are at each occurrence independently selected from the group consisting of:
hydrogen, deuterium,
C 1 -C 5 -alkyl,
wherein one or more hydrogen atoms are optionally substituted by deuterium;
C 2 -C 8 -alkenyl,
wherein one or more hydrogen atoms are optionally substituted by deuterium;
C 2 -C 8 -alkynyl,
wherein one or more hydrogen atoms are optionally substituted by deuterium; and
C 6 -C 18 -aryl,
which is optionally substituted with one or more substituents R 6 and
R a , R 3 , and R 4 are at each occurrence independently selected from the group consisting of hydrogen, deuterium, N(R 5 ) 2 , OR 5 , Si(R 5 ) 3 , B(OR) 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
wherein 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
wherein 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 -thioalkoxy,
which is optionally substituted with one or more substituents R 5 and
wherein 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
wherein 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
wherein 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 at each occurrence independently 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
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 1 -C 40 -alkoxy,
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 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 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 -alkynyl,
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 6 -C 60 -aryl,
which is optionally substituted with one or more substituents R 6 and
C 3 -C 57 -heteroaryl,
which is optionally substituted with one or more substituents R 6 ;
R 6 is at each occurrence independently selected from the group consisting of hydrogen, deuterium, OPh, CF 3 , CN, F,
C 1 -C 5 -alkyl,
wherein one or more hydrogen atoms are optionally, independently from each other substituted by deuterium, CN, CF 3 , or F;
C 1 -C 5 -alkoxy,
wherein one or more hydrogen atoms are optionally, independently from each other substituted by deuterium, CN, CF 3 , or F;
C 1 -C 5 -thioalkoxy,
wherein one or more hydrogen atoms are optionally, independently from each other substituted by deuterium, CN, CF 3 , or F;
C 2 -C 5 -alkenyl, wherein one or more hydrogen atoms are optionally, independently from each other substituted by deuterium, CN, CF 3 , or F;
C 2 -C 5 -alkynyl,
wherein one or more hydrogen atoms are optionally, independently from each other substituted by deuterium, CN, CF 3 , or F;
C 6 -C 18 -aryl,
which is optionally substituted with one or more C 1 -C 5 -alkyl substituents;
C 3 -C 17 -heteroaryl,
which is optionally substituted with one or more C 1 -C 5 -alkyl substituents;
N(C 6 -C 18 -aryl) 2 ;
N(C 3 -C 17 -heteroaryl) 2 ,
and N(C 3 -C 17 -heteroaryl)(C 6 -C 18 -aryl);
wherein the substituents R a , R 3 , R 4 or R 5 independently from each other optionally form a mono- or polycyclic, aliphatic, aromatic and/or benzo-fused ring system with one or more substituents R a , R 3 , R 4 or R 5 ;
wherein exactly two substituents selected from the group consisting of T, V, X and Y represent the binding sites of a single bond linking the first chemical moiety and one of the two second chemical moieties,
wherein each organic luminescent emitter molecule has:
an emission maxima from about 450 to about 470 nm; and
a photoluminescence quantum yield of at least about 70%, and
wherein when Z is a direct bond in each of the two second chemical moieties,
i) two adjacent R a of one of the two second chemical moieties form a mono- or polycyclic, aliphatic, aromatic and/or benzo-fused ring system, or
ii) at least one R a of one of the two second chemical moieties is selected from the group consisting of:
N(R 5 )2 OR 5 , Si(R 5 ) 3 , B(OR 5 ) 2 , OSO 2 R 5 , CF 3 , CN,
C 1 -C 40 -thioalkoxy,
which is optionally substituted with one or more substituents R 5 and
wherein 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
wherein 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
wherein 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, P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S or CONR;
C 6 -C 60 -aryl,
which is substituted with one or more substituents R 5 excluding hydrogen; and
C 3 -C 57 -heteroaryl,
which is substituted with one or more substituents R 5 excluding hydrogen.
19. The emission layer according to claim 1 , wherein the emission layer further comprises at least one host material, which differs from the at least one organic luminescent emitter molecule, the at least one host material comprises 50-80% by weight of a host selected from CBP, mCP, mCBP, 9-[3-(dibenzofuran-2-yl)phenyl]-9H-carbazole, 9-[3-(dibenzofuran-2-yl)phenyl]-9H-carbazole, 9-[3-(dibenzothiophen-2-yl)phenyl]-9H-carbazole, 9-[3,5-bis(2-dibenzofuranyl)phenyl]-9H-carbazole and 9-[3,5-bis(2-dibenzothiophenyl)phenyl]-9H-carbazole and 10-45% by weight of T2T, each based on a total weight of the emission layer.
20. The emission layer according to claim 18 , wherein the emission layer further comprises at least one host material, which differs from the at least one organic luminescent emitter molecule, the at least one host material comprises 50-80% by weight of a host selected from CBP, mCP, mCBP, 9-[3-(dibenzofuran-2-yl)phenyl]-9H-carbazole, 9-[3-(dibenzofuran-2-yl)phenyl]-9H-carbazole, 9-[3-(dibenzothiophen-2-yl)phenyl]-9H-carbazole, 9-[3,5-bis(2-dibenzofuranyl)phenyl]-9H-carbazole and 9-[3,5-bis(2-dibenzothiophenyl)phenyl]-9H-carbazole and 10-45% by weight of T2T, each based on a total weight of the emission layer.