Organic molecules for optoelectronic devices

Abstract

The present invention relates to an organic molecule for use in optoelectronic devices. The organic molecule has the structure of the following chemical formula I: Chemical Formula I Among Chemical Formula I, Ra and R2 are independently selected from a group consisting of: Hydrogen, deuterium, N(R5)2, OR5, SR5, Si(R5)3, B(OR5)2, OSO2R5, CF3, CN, halogen, C1-C40-alkyl, C1-C40-alkoxy, C1-C40-thioalkoxy, C2-C40-alkenyl, C2-C40-alkynyl, C6-C60-aryl, and C3-C57-heteroaryl, R1 is a C10-C60 polycyclic aryl group. The present invention relates particularly to an organic molecule for application in optoelectronic devices. According to the present invention, the organic molecule has the structure of the following chemical formula I: Chemical Formula I Among Chemical Formula I, RI, RII, RIII, RIV, RV, RVI, RVII, RVIII, RIX, RX, and RXI are independently selected from the group consisting of: Hydrogen, deuterium, halogen, C1-C12-alkyl, Here, optionally, one or more hydrogen atoms are independently substituted by R5; C6-C18-Aryl, Here, optionally, one or more hydrogen atoms are independently substituted by R5; and C3-C15-heteroaryl, Here, optionally, one or more hydrogen atoms are independently substituted by R5; R5 is independently selected from a group consisting of the following in each case: Hydrogen, deuterium C1-C12-alkyl, and C6-C18-Aryl, Here, optionally, one or more hydrogen atoms are independently substituted with C1-C5-alkyl substituents; T, V, W, and X are each selected from a group consisting of independently in each case: C1-C12-alkyl, and C6-C18-Aryl, Here, optionally, one or more hydrogen atoms are independently substituted by C1-C5-alkyl substituents.

Description

Technology Field

[0001] The present invention relates to organic light-emitting molecules and their use in organic light-emitting diodes (OLEDs) and other optoelectronic devices. The problem to be solved

[0002] The objective of the present invention is to provide a molecule suitable for use in optoelectronic devices. means of solving the problem

[0003] This objective is achieved by the present invention, which provides a new type of organic molecule.

[0004] According to the present invention, the organic molecule is a pure organic molecule, that is, it does not contain any metal ions, in contrast to metal complexes known to be used in optoelectronic devices. However, the organic molecule of the present invention includes metalloids, in particular B, Si, Sn, Se, and / or Ge. Effects of the invention

[0005] According to the present invention, the organic molecule exhibits an emission maximum in the blue, sky blue, or green spectral range. The organic molecule exhibits an emission maximum particularly at 420 nm to 520 nm, preferably 440 nm to 495 nm, and more preferably 450 nm to 470 nm. The photoluminescence quantum yield of the organic molecule according to the present invention is particularly 50% or higher. The excited state lifetime is 10 μs or less. When the molecule according to the present invention is used in an optoelectronic device, e.g., an organic light-emitting diode (OLED), the efficiency or color purity of the device is increased, which is expressed as the emission full width at half maximum (FWHM) of the device. The corresponding OLED has higher stability than OLEDs with known emitter materials and similar colors. Specific details for implementing the invention

[0006] The organic molecule according to the present invention comprises or is composed of the structure of the following chemical formula I.

[0007]

[0008] Chemical Formula I

[0009] Among Chemical Formula I,

[0010] R 1 C 10 -C 60 - Selected from a group consisting of polycyclic aryl groups,

[0011] This optionally includes one or more substituents R 4 Replaced with;

[0012] R a and R 2 is independently selected from a group consisting of in each case:

[0013] Hydrogen, Deuterium, N(R 3 )2, OR 3 , SR 3 , Si(R 3 )3, B(OR 3 )2, OSO2R 3 , CF3, CN, halogen,

[0014] C1-C 40 -alkyl,

[0015] This optionally includes one or more substituents R 3 It is replaced with,

[0016] Here, one or more non-adjacent CH2 groups are optionally R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=O, C=S, C=Se, C=NR 3 , P(=O)(R 3 ), SO, SO2, NR 3 , O, S or CONR 3 Substituted by;

[0017] C1-C 40 - Alkoxy,

[0018] This optionally includes one or more substituents R3 It is replaced with,

[0019] Here, one or more non-adjacent CH2 groups are optionally R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=O, C=S, C=Se, C=NR 3 , P(=O)(R 3 ), SO, SO2, NR 3 , O, S or CONR 3 Substituted by;

[0020] C1-C 40 -Thioalkoxy,

[0021] This optionally includes one or more substituents R 3 It is replaced with,

[0022] Here, one or more non-adjacent CH2 groups are optionally R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=O, C=S, C=Se, C=NR 3 , P(=O)(R 3 ), SO, SO2, NR 3 , O, S or CONR 3 Substituted by;

[0023] C2-C 40 -Alkenil,

[0024] This optionally includes one or more substituents R 3 It is replaced with,

[0025] Here, one or more non-adjacent CH2 groups are optionally R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=O, C=S, C=Se, C=NR 3, P(=O)(R 3 ), SO, SO2, NR 3 , O, S or CONR 3 Substituted by;

[0026] C2-C 40 -Alkinil,

[0027] This optionally includes one or more substituents R 3 It is replaced with,

[0028] Here, one or more non-adjacent CH2 groups are optionally R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=O, C=S, C=Se, C=NR 3 , P(=O)(R 3 ), SO, SO2, NR 3 , O, S or CONR 3 Substituted by;

[0029] C6-C 60 -Aril,

[0030] This optionally includes one or more substituents R 3 Replaced with; and

[0031] C3-C 57 -Heteroaryl,

[0032] This optionally includes one or more substituents R 3 Replaced with;

[0033] R 3 is independently selected from a group consisting of:

[0034] Hydrogen, Deuterium, N(R 4 )2, OR 4 , SR 4 , Si(R 4 )3, B(OR 4 )2, OSO2R 4 , CF3, CN, halogen,

[0035] C1-C 40 -alkyl,

[0036] This optionally includes one or more substituents R 4 It is replaced with,

[0037] Here, one or more non-adjacent CH2 groups are optionally R 4 C=CR 4 , C≡C, Si(R 4 )2, Ge(R 4 )2, Sn(R 4 )2, C=O, C=S, C=Se, C=NR 4 , P(=O)(R 4 ), SO, SO2, NR 4 , O, S or CONR 4 Substituted by;

[0038] C1-C 40 - Alkoxy,

[0039] This optionally includes one or more substituents R 4 It is replaced with,

[0040] Here, one or more non-adjacent CH2 groups are optionally R 4 C=CR 4 , C≡C, Si(R 4 )2, Ge(R 4 )2, Sn(R 4 )2, C=O, C=S, C=Se, C=NR 4 , P(=O)(R 4 ), SO, SO2, NR 4 , O, S or CONR 4 Substituted by;

[0041] C1-C 40 -Thioalkoxy,

[0042] This optionally includes one or more substituents R 4 It is replaced with,

[0043] Here, one or more non-adjacent CH2 groups are optionally R 4 C=CR 4 , C≡C, Si(R 4 )2, Ge(R 4 )2, Sn(R4 )2, C=O, C=S, C=Se, C=NR 4 , P(=O)(R 4 ), SO, SO2, NR 4 , O, S or CONR 4 Substituted by;

[0044] C2-C 40 -Alkenil,

[0045] This optionally includes one or more substituents R 4 It is replaced with,

[0046] Here, one or more non-adjacent CH2 groups are optionally R 4 C=CR 4 , C≡C, Si(R 4 )2, Ge(R 4 )2, Sn(R 4 )2, C=O, C=S, C=Se, C=NR 4 , P(=O)(R 4 ), SO, SO2, NR 4 , O, S or CONR 4 Substituted by;

[0047] C2-C 40 -Alkinil,

[0048] This optionally includes one or more substituents R 4 It is replaced with,

[0049] Here, one or more non-adjacent CH2 groups are optionally R 4 C=CR 4 , C≡C, Si(R 4 )2, Ge(R 4 )2, Sn(R 4 )2, C=O, C=S, C=Se, C=NR 4 , P(=O)(R 4 ), SO, SO2, NR 4 , O, S or CONR 4 Substituted by;

[0050] C6-C 60 -Aril,

[0051] This optionally includes one or more substituents R 4 Replaced with; and

[0052] C3-C 57 -Heteroaryl,

[0053] This optionally includes one or more substituents R 4 Replaced with;

[0054] R 4 is independently selected from a group consisting of in each case:

[0055] Hydrogen, Deuterium, Halogen, OPh(Ph = Phenyl), SPh, CF3, CN, Si(C1-C5-alkyl)3, Si(Ph)3,

[0056] C1-C5-alkyl,

[0057] Here, optionally, one or more hydrogen atoms are independently substituted by deuterium, halogen, CN, or CF3;

[0058] C1-C5-alkoxy,

[0059] Here, optionally, one or more hydrogen atoms are independently substituted by deuterium, halogen, CN, or CF3;

[0060] C1-C5-thioalkoxy,

[0061] Here, optionally, one or more hydrogen atoms are independently substituted by deuterium, halogen, CN, or CF3;

[0062] C2-C5-alkenyl,

[0063] Here, optionally, one or more hydrogen atoms are independently substituted by deuterium, halogen, CN, or CF3;

[0064] C2-C5-alkynyl,

[0065] Here, optionally, one or more hydrogen atoms are independently substituted by deuterium, halogen, CN, or CF3;

[0066] C6-C 18 -Aril,

[0067] This is optionally substituted with one or more C1-C5-alkyl substituents;

[0068] C3-C 17 -Heteroaryl,

[0069] This is optionally substituted with one or more C1-C5-alkyl substituents;

[0070] N(C6-C 18 -Aril)2,

[0071] N(C3-C 17 -heteroaryl)2; and

[0072] N(C3-C 17 -heteroaryl)(C6-C 18 -Aril),

[0073] Here, adjacent R a ... are optionally bonded to each other to form an aryl or heteroaryl ring optionally substituted with one or more C1-C5-alkyl substituents, deuterium, halogen, CN, or CF3; and

[0074] Here, adjacent R 2 They optionally bond to each other to form an aryl or heteroaryl ring optionally substituted with one or more C1-C5-alkyl substituents, deuterium, halogen, CN, or CF3.

[0075] Examples of organic molecules are as follows.

[0076]

[0077] In the above organic molecule, at least one hydrogen atom may be replaced with a halogen atom or a deuterium atom.

[0078] In one embodiment of the present invention, R a is independently selected from a group consisting of:

[0079] hydrogen,

[0080] Me, i Pr, t Bu, CN, CF3,

[0081] Me,i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0082] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0083] Me, i Pr, t Carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0084] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0085] and N(Ph)2.

[0086] In a further embodiment of the present invention, R a is independently selected from a group consisting of:

[0087] Hydrogen, Me, i Pr, t Bu, CN, CF3,

[0088] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0089] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0090] Me, i Pr, tPyrimidinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and

[0091] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph.

[0092] In one embodiment of the present invention, R 2 is independently selected from a group consisting of:

[0093] hydrogen,

[0094] Me, i Pr, t Bu, CN, CF3,

[0095] Me, i Pr, t Ph arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0096] Me, i Pr, t Pyridinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0097] Me, i Pr, t Carbazolyl arbitrarily substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0098] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0099] and N(Ph)2.

[0100] In a further embodiment of the present invention, R 2is independently selected from a group consisting of:

[0101] Hydrogen, Me, i Pr, t Bu, CN, CF3,

[0102] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0103] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0104] Me, i Pr, t Pyrimidinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and

[0105] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph.

[0106] In a specific embodiment of the present invention, the organic molecule comprises or is composed of a structure selected from the group consisting of the following chemical formulas I-Ia, I-Ib, and I-Ic:

[0107]

[0108] Chemical formula I-Ia Chemical formula I-Ib Chemical formula I-Ic

[0109] Here, R 2 is independently selected from a group consisting of:

[0110] Hydrogen, Me, i Pr, t Bu, CN, CF3,

[0111] Me, iPr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0112] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0113] Me, i Pr, t Pyrimidinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and

[0114] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0115] and N(Ph)2.

[0116] In a further embodiment of the present invention, the organic molecule comprises or is composed of a structure selected from the group consisting of the formulas I-Ia, I-Ib, and I-Ic, wherein R 2 is independently selected from a group consisting of:

[0117] Hydrogen, Me, i Pr, t Bu, CN, CF3,

[0118] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0119] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0120] Me, i Pr, t Pyrimidinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and

[0121] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph.

[0122] In another embodiment of the present invention, R 1 is selected from a group consisting of:

[0123] One or more substituents R 4 Fluorene, naphthalene, anthracene, phenanthrene, pyrene, dihydropyrene, chrysene, perylene, fluoranthene, benzanthracene, benzphenanthrene, tetracene, pentacene, benzpyrene.

[0124] In a further embodiment of the present invention, R 1 is selected from a group consisting of:

[0125] Hydrogen (H), Methyl (Me), i-propyl (CH(CH3)2)( i Pr), t-butyl( t Fluorene, naphthalene, anthracene, phenanthrene, pyrene, dihydropyrene, chrysene, perylene, fluoranthene, benzanthracene, benzphenanthrene, tetracene, pentacene, benzpyrene, benzpyrene, which can be substituted with one or more substituents independently selected from the group consisting of Bu), phenyl (Ph), CN, CF3, and diphenylamine (NPh2).

[0126] In a further embodiment of the present invention, R 1 is selected from a group consisting of:

[0127]

[0128]

[0129] Here, # is the join site.

[0130] In a preferred embodiment of the present invention, R 1 is one or more substituents R 4 It represents pyrene selectively substituted. Pyrene can be bonded to the N atom shown in Formula I at any suitable position.

[0131] An example of Florent Moiety is given below.

[0132]

[0133] In a specific embodiment of the present invention, R 1 Silver is hydrogen (H), methyl (Me), i-propyl (CH(CH3)2)( i Pr), t-butyl( t It represents pyrene selectively substituted with one or more substituents independently selected from the group consisting of Bu), phenyl (Ph), CN, CF3 and diphenylamine (NPh2).

[0134] In a further embodiment of the present invention, the organic molecule comprises or is composed of a structure selected from the group consisting of the following chemical formulas Ia, Ib, Ic, or Id:

[0135]

[0136] Chemical formula Ia Chemical formula Ib

[0137]

[0138] Chemical formula Ic Chemical formula Id

[0139] During the meal,

[0140] R b is independently selected from a group consisting of in each case:

[0141] Hydrogen, Deuterium, N(R 3)2, OR 3 , SR 3 , Si(R 3 )3, B(OR 3 )2, OSO2R 3 , CF3, CN, halogen,

[0142] C1-C 40 -alkyl,

[0143] This optionally includes one or more substituents R 3 It is replaced with,

[0144] Here, one or more non-adjacent CH2 groups are optionally R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=O, C=S, C=Se, C=NR 3 , P(=O)(R 3 ), SO, SO2, NR 3 , O, S or CONR 3 Substituted by;

[0145] C1-C 40 - Alkoxy,

[0146] This optionally includes one or more substituents R 3 It is replaced with,

[0147] Here, one or more non-adjacent CH2 groups are optionally R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=O, C=S, C=Se, C=NR 3 , P(=O)(R 3 ), SO, SO2, NR 3 , O, S or CONR 3 Substituted by;

[0148] C1-C 40 -Thioalkoxy,

[0149] This optionally includes one or more substituents R3 It is replaced with,

[0150] Here, one or more non-adjacent CH2 groups are optionally R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=O, C=S, C=Se, C=NR 3 , P(=O)(R 3 ), SO, SO2, NR 3 , O, S or CONR 3 Substituted by;

[0151] C2-C 40 -Alkenil,

[0152] This optionally includes one or more substituents R 3 It is replaced with,

[0153] Here, one or more non-adjacent CH2 groups are optionally R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=O, C=S, C=Se, C=NR 3 , P(=O)(R 3 ), SO, SO2, NR 3 , O, S or CONR 3 Substituted by;

[0154] C2-C 40 -Alkinil,

[0155] This optionally includes one or more substituents R 3 It is replaced with,

[0156] Here, one or more non-adjacent CH2 groups are optionally R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=O, C=S, C=Se, C=NR 3, P(=O)(R 3 ), SO, SO2, NR 3 , O, S or CONR 3 Substituted by;

[0157] C6-C 60 -Aril,

[0158] This optionally includes one or more substituents R 3 Replaced with; and

[0159] C3-C 57 -Heteroaryl,

[0160] This optionally includes one or more substituents R 3 It is replaced with.

[0161] In one embodiment, the organic molecule comprises or is composed of the structure of the chemical formula Ia, Ib, Ic, or Id, wherein

[0162] R b is independently selected from a group consisting of:

[0163] Hydrogen, Me, i Pr, t Bu, CN, CF3,

[0164] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph;

[0165] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph;

[0166] Me, i Pr, t Carbazolyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph;

[0167] Me, i Pr, tTriazinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph;

[0168] and N(Ph)2.

[0169] In a further embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ia, Ib, Ic or Id, where R b is independently selected from a group consisting of:

[0170] Hydrogen, Me, i Pr, t Bu, CN, CF3,

[0171] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0172] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0173] Me, i Pyrimidinyl optionally substituted with one or more substituents independently selected from the group consisting of Pr, tBu, CN, CF3, and Ph, and

[0174] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph.

[0175] In a further embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ia, Ib, Ic or Id, where R b is independently selected from a group consisting of:

[0176] hydrogen,

[0177] Me, i Pr, t Bu, CN, CF3,

[0178] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0179] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0180] Me, i Pr, t Carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0181] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0182] and N(Ph)2.

[0183] In a further embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ia, Ib, Ic or Id, where R b is independently selected from a group consisting of:

[0184] Hydrogen, Me, i Pr, t Bu, CN, CF3,

[0185] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0186] Me, i Pr, tPyridinyl selectively substituted with one or more substituents independently from the group consisting of Bu, CN, CF3, and Ph,

[0187] Me, i Pr, t Pyrimidinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and

[0188] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph.

[0189] In a specific embodiment of the present invention, the organic molecule comprises or consists of the structure of the formula Ia, Ib, Ic, or Id, where R b is hydrogen (H), methyl (Me), i-propyl (CH(CH3)2)( i Pr), t-butyl( t It is independently selected from the group consisting of Bu), phenyl (Ph), CN, CF3 and diphenylamine (NPh2).

[0190] In a specific embodiment of the present invention, the organic molecule comprises or consists of the structure of the formula Ia, Ib, Ic, or Id, where R b It is the same in each case.

[0191] In one embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ia, Ib, Ic, or Id, wherein R 2 is independently selected from a group consisting of:

[0192] Hydrogen, Me, i Pr, t Bu, CN, CF3,

[0193] Me, i Pr, tPh optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0194] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0195] Me, i Pr, t Carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0196] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0197] and N(Ph)2.

[0198] In one embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ia, Ib, Ic, or Id, wherein R 2 is independently selected from a group consisting of:

[0199] Hydrogen, Me, i Pr, t Bu, CN, CF3,

[0200] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0201] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0202] Me, i Pr,t Carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0203] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph.

[0204] In a preferred embodiment of the present invention, the organic molecule comprises or is composed of the structure of the following formulas Ia-1, Ia-2, Ia-3, Ib-1, Ib-2, Ib-3, Ic-1, Ic-2, Ic-3, Id-1, Id-2, or Id-3:

[0205]

[0206] Ia-1 Ia-2 Ia-3

[0207]

[0208] Ib-1 Ib-2 Ib-3

[0209]

[0210] Ic-1 Ic-2 Ic-3

[0211]

[0212] Id-1 Id-2 Id-3

[0213] Here, R 2 is independently selected from a group consisting of:

[0214] hydrogen,

[0215] Me, i Pr, t Bu, CN, CF3,

[0216] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0217] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0218] Me, i Pr, t Carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0219] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0220] and N(Ph)2.

[0221] In a further embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ia-1, Ia-2, Ia-3, Ib-1, Ib-2, Ib-3, Ic-1, Ic-2, Ic-3, Id-1, Id-2, or Id-3, and

[0222] Here, R 2 is independently selected from a group consisting of:

[0223] Hydrogen, Me, i Pr, t Bu, CN, CF3,

[0224] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0225] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0226] Me, i Pr, tPyrimidinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and

[0227] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph.

[0228] In a specific embodiment of the present invention, the organic molecule comprises or consists of the structure of the formula Ia, Ib, Ic, or Id, where R 2 is hydrogen (H), methyl (Me), i-propyl (CH(CH3)2)( i Pr), t-butyl( t It is independently selected from the group consisting of Bu), phenyl (Ph), CN, CF3 and diphenylamine (NPh2).

[0229] In a specific embodiment of the present invention, the organic molecule is R 2 It includes or consists of the structure of the chemical formula Ia, Ib, Ic, or Id, in which is hydrogen.

[0230] In another embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ia, Ib, Ic, or Id, where R 1 is selected from a group consisting of:

[0231] One or more substituents R 4 Fluorene, naphthalene, anthracene, phenanthrene, pyrene, dihydropyrene, chrysene, perylene, fluoranthene, benzanthracene, benzphenanthrene, tetracene, pentacene, benzpyrene.

[0232] In a further embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ia, Ib, Ic or Id, where R 1 is selected from a group consisting of:

[0233] Hydrogen (H), Methyl (Me), i-propyl (CH(CH3)2)( i Pr), t-butyl( t Fluorene, naphthalene, anthracene, phenanthrene, pyrene, dihydropyrene, chrysene, perylene, fluoranthene, benzanthracene, benzphenanthrene, tetracene, pentacene, benzpyrene, benzpyrene, which can be substituted with one or more substituents independently selected from the group consisting of Bu), phenyl (Ph), CN, CF3, and diphenylamine (NPh2).

[0234] In a preferred embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ia, Ib, Ic, or Id, wherein R 1 is one or more substituents R 4 It represents pyrene selectively substituted.

[0235] In a specific embodiment of the present invention, the organic molecule comprises or consists of the structure of the formula Ia, Ib, Ic, or Id, where R 1 Silver is hydrogen (H), methyl (Me), i-propyl (CH(CH3)2)( i Pr), t-butyl( t It represents pyrene selectively substituted with one or more substituents independently selected from the group consisting of Bu), phenyl (Ph), CN, CF3 and diphenylamine (NPh2).

[0236] In a preferred embodiment of the present invention, the organic molecule comprises or is composed of a structure selected from the group consisting of the following chemical formula Ia:

[0237]

[0238] Chemical formula Ia

[0239] Here

[0240] R b is independently selected from a group consisting of:

[0241] Hydrogen, Me, i Pr, t Bu, CN, CF3,

[0242] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0243] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0244] Me, i Pr, t Carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0245] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0246] and N(Ph)2.

[0247] In a further embodiment of the present invention, the organic molecule comprises or is composed of the structure of formula Ia, where R b is independently selected from a group consisting of:

[0248] Hydrogen, Me, i Pr, t Bu, CN, CF3,

[0249] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0250] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0251] Me, i Pr, t Pyrimidinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and

[0252] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph.

[0253] In a specific embodiment of the present invention, the organic molecule comprises or is composed of the structure of formula Ia, where R b is hydrogen (H), methyl (Me), i-propyl (CH(CH3)2)( i Pr), t-butyl( t It is independently selected from the group consisting of Bu), phenyl (Ph), CN, CF3 and diphenylamine (NPh2).

[0254] In a specific embodiment of the present invention, the organic molecule comprises or is composed of the structure of formula Ia, where R b It is the same in each case.

[0255] In one embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ia, wherein R 2 is independently selected from a group consisting of:

[0256] Hydrogen, Me, i Pr, t Bu, CN, CF3,

[0257] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0258] Me, i Pr, tPyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0259] Me, i Pr, t Carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0260] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0261] and N(Ph)2.

[0262] In one embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ia, wherein R 2 is independently selected from a group consisting of:

[0263] Hydrogen, Me, i Pr, t Bu, CN, CF3,

[0264] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0265] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0266] Me, i Pr, t Carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and

[0267] Me, i Pr, tTriazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0268] In a preferred embodiment of the present invention, the organic molecule comprises or is composed of the structure of the following formula Ia-1, Ia-2 or Ia-3:

[0269]

[0270] Ia-1 Ia-2 Ia-3

[0271] Here, R 2 is independently selected from a group consisting of:

[0272] hydrogen,

[0273] Me, i Pr, t Bu, CN, CF3,

[0274] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0275] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0276] Me, i Pr, t Carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0277] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0278] and N(Ph)2.

[0279] In a further embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ia-1, Ia-2 or Ia-3, where R 2 is independently selected from a group consisting of:

[0280] Hydrogen, Me, i Pr, t Bu, CN, CF3,

[0281] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0282] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0283] Me, i Pr, t Pyrimidinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and

[0284] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph.

[0285] In a specific embodiment of the present invention, the organic molecule comprises or is composed of the structure of formula Ia, where R 2 are independently hydrogen (H), methyl (Me), and i-propyl (CH(CH3)2)( i Pr), t-butyl( t It is independently selected from the group consisting of Bu), phenyl (Ph), CN, CF3 and diphenylamine (NPh2).

[0286] In a specific embodiment of the present invention, the organic molecule is R 2It includes or consists of the structure of chemical formula Ia, which is hydrogen.

[0287] In another embodiment of the present invention, the organic molecule comprises or is composed of the structure of formula Ia, where R 1 is selected from a group consisting of:

[0288] Fluorene, naphthalene, anthracene, phenanthrene, pyrene, dihydropyrene, chrysene, perylene, fluoranthene, benzanthracene, benzphenanthrene, tetracene, pentacene, benzpyrene, where this group is one or more substituents R 4 It can be replaced with.

[0289] In a further embodiment of the present invention, the organic molecule comprises or is composed of the structure of formula Ia, where R 1 is selected from a group consisting of:

[0290] Hydrogen (H), Methyl (Me), i-propyl (CH(CH3)2)( i Pr), t-butyl( t Fluorene, naphthalene, anthracene, phenanthrene, pyrene, dihydropyrene, chrysene, perylene, fluoranthene, benzanthracene, benzphenanthrene, tetracene, pentacene, benzpyrene, benzpyrene, which can be substituted with one or more substituents independently selected from the group consisting of Bu), phenyl (Ph), CN, CF3, and diphenylamine (NPh2).

[0291] In a preferred embodiment of the present invention, the organic molecule comprises or is composed of the structure of formula Ia, where R 1 is one or more substituents R 4 It represents pyrene selectively substituted.

[0292] In a specific embodiment of the present invention, the organic molecule comprises or is composed of the structure of formula Ia, where R 1 Silver is hydrogen (H), methyl (Me), i-propyl (CH(CH3)2)( i Pr), t-butyl( tIt represents pyrene selectively substituted with one or more substituents independently selected from the group consisting of Bu), phenyl (Ph), CN, CF3 and diphenylamine (NPh2).

[0293] In a specific embodiment of the present invention, the organic molecule comprises or is composed of a structure selected from the group consisting of the following chemical formula Ib:

[0294]

[0295] Chemical formula Ib

[0296] Here

[0297] R b is independently selected from a group consisting of:

[0298] hydrogen,

[0299] Me, i Pr, t Bu, CN, CF3,

[0300] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0301] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0302] Me, i Pr, t Carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0303] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0304] and N(Ph)2.

[0305] In a further embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ib, where R b is independently selected from a group consisting of:

[0306] Hydrogen, Me, i Pr, t Bu, CN, CF3,

[0307] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0308] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0309] Me, i Pr, t Pyrimidinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and

[0310] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph.

[0311] In a specific embodiment of the present invention, the organic molecule comprises or consists of the structure of the formula Ib, where R b is hydrogen (H), methyl (Me), i-propyl (CH(CH3)2)( i Pr), t-butyl( t It is independently selected from the group consisting of Bu), phenyl (Ph), CN, CF3 and diphenylamine (NPh2).

[0312] In a specific embodiment of the present invention, the structure of the formula Ib is included or composed thereof, wherein R b It is the same in each case.

[0313] In one embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ib, where R 2 is independently selected from a group consisting of:

[0314] Hydrogen, Me, i Pr, t Bu, CN, CF3,

[0315] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0316] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0317] Me, i Pr, t Carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0318] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0319] and N(Ph)2.

[0320] In one embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ib, where R 2 is independently selected from a group consisting of:

[0321] Hydrogen, Me, i Pr, tBu, CN, CF3,

[0322] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0323] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0324] Me, i Pr, t Carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and

[0325] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph.

[0326] In a preferred embodiment of the present invention, the organic molecule comprises or is composed of the structure of the following formula Ib-1, Ib-2, or Ib-3:

[0327]

[0328] Ib-1 Ib-2 Ib-3

[0329] Here, R 2 is independently selected from a group consisting of:

[0330] hydrogen,

[0331] Me, i Pr, t Bu, CN, CF3,

[0332] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0333] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0334] Me, i Pr, t Carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0335] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0336] and N(Ph)2.

[0337] In a further embodiment of the present invention, the organic molecule comprises or is composed of a structure of the formula Ib-1, Ib-2 or Ib-3, where R 2 is independently selected from a group consisting of:

[0338] Hydrogen, Me, i Pr, t Bu, CN, CF3,

[0339] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0340] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0341] Me, i Pr, tPyrimidinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and

[0342] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph.

[0343] In a specific embodiment of the present invention, the organic molecule comprises or consists of the structure of the formula Ib, where R 2 is hydrogen (H), methyl (Me), i-propyl (CH(CH3)2)( i Pr), t-butyl( t It is independently selected from the group consisting of Bu), phenyl (Ph), CN, CF3 and diphenylamine (NPh2).

[0344] In a specific embodiment of the present invention, the organic molecule comprises or consists of the structure of the formula Ib, where R 2 is hydrogen.

[0345] In another embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ib, where R 1 is selected from a group consisting of:

[0346] One or more substituents R 4 Fluorene, naphthalene, anthracene, phenanthrene, pyrene, dihydropyrene, chrysene, perylene, fluoranthene, benzanthracene, benzphenanthrene, tetracene, pentacene, benzpyrene.

[0347] In a further embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ib, where R 1 is selected from a group consisting of:

[0348] Hydrogen (H), Methyl (Me), i-propyl (CH(CH3)2)( i Pr), t-butyl(t Fluorene, naphthalene, anthracene, phenanthrene, pyrene, dihydropyrene, chrysene, perylene, fluoranthene, benzanthracene, benzphenanthrene, tetracene, pentacene, benzpyrene, benzpyrene, which can be substituted with one or more substituents independently selected from the group consisting of Bu), phenyl (Ph), CN, CF3, and diphenylamine (NPh2).

[0349] In a preferred embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ib, where R 1 is one or more substituents R 4 It represents pyrene selectively substituted.

[0350] In a specific embodiment of the present invention, the organic molecule comprises or consists of the structure of the formula Ib, where R 1 Silver is hydrogen (H), methyl (Me), i-propyl (CH(CH3)2)( i Pr), t-butyl( t It represents pyrene selectively substituted with one or more substituents independently selected from the group consisting of Bu), phenyl (Ph), CN, CF3 and diphenylamine (NPh2).

[0351] In another embodiment of the present invention, the organic molecule comprises or is composed of a structure selected from the group consisting of the following chemical formula Ic:

[0352]

[0353] Chemical formula Ic

[0354] In one embodiment, the organic molecule comprises or is composed of the structure of the chemical formula Ic, wherein

[0355] R b is independently selected from a group consisting of:

[0356] Hydrogen, Me, i Pr, t Bu, CN, CF3,

[0357] Me, i Pr,t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0358] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0359] Me, i Pr, t Carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0360] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0361] and N(Ph)2.

[0362] In a further embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ic, where R b is independently selected from a group consisting of:

[0363] Hydrogen, Me, i Pr, t Bu, CN, CF3,

[0364] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0365] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0366] Me, i Pr,t Pyrimidinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and

[0367] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph.

[0368] In a specific embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ic, where R b is hydrogen (H), methyl (Me), i-propyl (CH(CH3)2)( i Pr), t-butyl( t It is independently selected from the group consisting of Bu), phenyl (Ph), CN, CF3 and diphenylamine (NPh2).

[0369] In a specific embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ic, where R b It is the same in each case.

[0370] In one embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ic, where R 2 is independently selected from a group consisting of:

[0371] hydrogen,

[0372] Me, i Pr, t Bu, CN, CF3,

[0373] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0374] Me, i Pr, tPyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0375] Me, i Pr, t Carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0376] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0377] and N(Ph)2.

[0378] In one embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ic, where R 2 is independently selected from a group consisting of:

[0379] hydrogen,

[0380] Me, i Pr, t Bu, CN, CF3,

[0381] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0382] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0383] Me, i Pr, t Carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and

[0384] Me,i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph.

[0385] In a preferred embodiment of the present invention, the organic molecule comprises or is composed of the structure of the following chemical formula Ic-1, Ic-2, or Ic-3:

[0386]

[0387] Ic-1 Ic-2 Ic-3

[0388] Here, R 2 is independently selected from a group consisting of:

[0389] hydrogen,

[0390] Me, i Pr, t Bu, CN, CF3,

[0391] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0392] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0393] Me, i Pr, t Carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0394] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0395] and N(Ph)2.

[0396] In a further embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ic-1, Ic-2 or Ic-3, where R 2 is independently selected from a group consisting of:

[0397] Hydrogen, Me, i Pr, t Bu, CN, CF3,

[0398] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0399] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0400] Me, i Pr, t Pyrimidinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and

[0401] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph.

[0402] In a specific embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ic, where R 2 is hydrogen (H), methyl (Me), i-propyl (CH(CH3)2)( i Pr), t-butyl( t It is independently selected from the group consisting of Bu), phenyl (Ph), CN, CF3 and diphenylamine (NPh2).

[0403] In a specific embodiment of the present invention, the organic molecule is R2 It includes or is composed of the structure of the chemical formula Ic, which is hydrogen.

[0404] In another embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ic, where R 1 is selected from a group consisting of:

[0405] One or more substituents R 4 Fluorene, naphthalene, anthracene, phenanthrene, pyrene, dihydropyrene, chrysene, perylene, fluoranthene, benzanthracene, benzphenanthrene, tetracene, pentacene, benzpyrene.

[0406] In a further embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ic, where R 1 is selected from a group consisting of:

[0407] Hydrogen (H), Methyl (Me), i-propyl (CH(CH3)2)( i Pr), t-butyl( t Fluorene, naphthalene, anthracene, phenanthrene, pyrene, dihydropyrene, chrysene, perylene, fluoranthene, benzanthracene, benzphenanthrene, tetracene, pentacene, benzpyrene, benzpyrene, which can be substituted with one or more substituents independently selected from the group consisting of Bu), phenyl (Ph), CN, CF3, and diphenylamine (NPh2).

[0408] In a preferred embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ic, where R 1 is one or more substituents R 4 It represents pyrene selectively substituted.

[0409] In a specific embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Ic, where R 1 Silver is hydrogen (H), methyl (Me), i-propyl (CH(CH3)2)( i Pr), t-butyl( tIt represents pyrene selectively substituted with one or more substituents independently selected from the group consisting of Bu), phenyl (Ph), CN, CF3 and diphenylamine (NPh2).

[0410] In a preferred embodiment of the present invention, the organic molecule comprises or is composed of a structure selected from the group consisting of the following chemical formula Id:

[0411]

[0412] Chemical formula Id

[0413] Here

[0414] R b is independently selected from a group consisting of:

[0415] hydrogen,

[0416] Me, i Pr, t Bu, CN, CF3,

[0417] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0418] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0419] Me, i Pr, t Carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0420] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0421] and N(Ph)2.

[0422] In a further embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Id, where R b is independently selected from a group consisting of:

[0423] Hydrogen, Me, i Pr, t Bu, CN, CF3,

[0424] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0425] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0426] Me, i Pr, t Pyrimidinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and

[0427] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph.

[0428] In a specific embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Id, where R b is hydrogen (H), methyl (Me), i-propyl (CH(CH3)2)( i Pr), t-butyl( t It is independently selected from the group consisting of Bu), phenyl (Ph), CN, CF3 and diphenylamine (NPh2).

[0429] In a specific embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Id, where R b It is the same in each case.

[0430] In one embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Id, where R 2 is independently selected from a group consisting of:

[0431] Hydrogen, Me, i Pr, t Bu, CN, CF3,

[0432] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0433] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0434] Me, i Pr, t Carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0435] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0436] and N(Ph)2.

[0437] In one embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Id, where R 2 is independently selected from a group consisting of:

[0438] Hydrogen, Me, i Pr,t Bu, CN, CF3,

[0439] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0440] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0441] Me, i Pr, t Carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and

[0442] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph.

[0443] In a preferred embodiment of the present invention, the organic molecule comprises or consists of the structure of the following formula Id-1, Id-2, or Id-3:

[0444]

[0445] Id-1 Id-2 Id-3

[0446] Here, R 2 is independently selected from a group consisting of:

[0447] hydrogen,

[0448] Me, i Pr, t Bu, CN, CF3,

[0449] Me, i Pr, tPh optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0450] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0451] Me, i Pr, t Carbazolyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0452] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0453] and N(Ph)2.

[0454] In a further embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Id-1, Id-2 or Id-3, where R 2 is independently selected from a group consisting of:

[0455] Hydrogen, Me, i Pr, t Bu, CN, CF3,

[0456] Me, i Pr, t Ph optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0457] Me, i Pr, t Pyridinyl selectively substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph,

[0458] Me, i Pr,t Pyrimidinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and

[0459] Me, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph.

[0460] In a specific embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Id, where R 2 is hydrogen (H), methyl (Me), i-propyl (CH(CH3)2)( i Pr), t-butyl( t It is independently selected from the group consisting of Bu), phenyl (Ph), CN, CF3 and diphenylamine (NPh2).

[0461] In a specific embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Id, where R 2 is hydrogen.

[0462] In another embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Id, where R 1 is selected from a group consisting of:

[0463] One or more substituents R 4 Fluorene, naphthalene, anthracene, phenanthrene, pyrene, dihydropyrene, chrysene, perylene, fluoranthene, benzanthracene, benzphenanthrene, tetracene, pentacene, benzpyrene.

[0464] In a further embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Id, where R 1 is selected from a group consisting of:

[0465] Hydrogen (H), Methyl (Me), i-propyl (CH(CH3)2)( iPr), t-butyl( t Fluorene, naphthalene, anthracene, phenanthrene, pyrene, dihydropyrene, chrysene, perylene, fluoranthene, benzanthracene, benzphenanthrene, tetracene, pentacene, benzpyrene, benzpyrene, which can be substituted with one or more substituents independently selected from the group consisting of Bu), phenyl (Ph), CN, CF3, and diphenylamine (NPh2).

[0466] In a preferred embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Id, where R 1 is one or more substituents R 4 It represents pyrene selectively substituted.

[0467] In a specific embodiment of the present invention, the organic molecule comprises or is composed of the structure of the formula Id, where R 1 Silver is hydrogen (H), methyl (Me), i-propyl (CH(CH3)2)( i Pr), t-butyl( t It represents pyrene selectively substituted with one or more substituents independently selected from the group consisting of Bu), phenyl (Ph), CN, CF3 and diphenylamine (NPh2).

[0468] As used throughout this specification, the terms “aryl” and “aromatic” may be understood in the broadest sense as any monocyclic, bicyclic, or polycyclic aromatic moiety. Thus, an aryl group comprises 6 to 60 aromatic ring atoms. A heteroaryl group comprises 5 to 60 aromatic ring atoms, at least one of which is a heteroatom. Nevertheless, throughout this specification, the number of aromatic ring atoms may be given by a subscript number in the definition of a specific substituent. In particular, a heteroaromatic ring comprises 1 to 3 heteroatoms. Additionally, the terms “heteroaryl” and “heteroaromatic” may be understood in the broadest sense as any monocyclic, bicyclic, or polycyclic heteroaromatic moiety comprising at least one heteroatom. The heteroatom may be the same or different in each case and may be individually selected from the group consisting of N, O, and S. Accordingly, the term “arylene” refers to a divalent substituent that possesses two bonding sites for other molecular structures and acts as a linker structure. In exemplary embodiments, where a group is defined differently from the definition given herein, for example, where the number of aromatic ring atoms or heteroatoms is different from the given definition, the definition in the exemplary embodiments applies. According to the present invention, a condensed (ringed) aromatic or heteroaromatic polycyclic ring is composed of two or more single aromatic or heteroaromatic rings that form a polycyclic ring through a condensation reaction.

[0469] In particular, as used throughout this specification, the term “aryl group” or “heteroaryl group” refers to benzene, naphthalene, anthracene, phenanthrene, pyrene, dihydropyrene, chrysene, perylene, fluoranthene, benzanthracene, benzphenanthrene, tetracene, pentacene, benzpyrene, furan, benzofuran, isobenzofuran, dibenzofuran, thiophene, benzothiophene, isobenzothiophene, dibenzothiophene; Pyrrole, Indole, Isoindole, Carbazole, Pyridine, Quinoline, Isoquinoline, Acridine, Fenantridine, Benzo-5,6-quinoline, Benzo-6,7-quinoline, Benzo-7,8-quinoline, Phenothiazine, Fenoxazine, Pyrazol, Indazole, Imidazole, Benzimidazole, Naphthoimidazole, Fenantroimidazole, Pyridoimidazole, Pyrazinoimidazole, Quinoxalinoimidazole, Oxazole, Benzooxazole, Naphthoxazole, Anthroxazole, Fenantroxazole, Isoxazole, 1,2-Thiaazole, 1,3-Thiaazole, Benzothiazole, Pyridazine, Benzopyridazine, Pyrimidine, Benzopyrimidine, 1,3,5-Triazine, Quinoxaline, Pyrazine, It includes a group that can be bonded through any position of an aromatic or heteroaromatic group derived from phenazine, naftiridine, carbolin, benzocarbolin, phenanthroline, 1,2,3-triazole, 1,2,4-triazole, benzotriazole, 1,2,3-oxadiazole, 1,2,4-oxadiazole, 1,2,5-oxadiazole, 1,2,3,4-tetrazine, purine, pteridine, indolizine and benzothiadiazole or a combination of the groups mentioned above.

[0470] As used throughout this application, the term “polycyclic aryl group” may be understood in the broadest sense as any aromatic moiety having two or more rings, particularly 2, 3, 4, 5 or 6 rings, wherein the aromatic polycyclic group does not include 6 or more rings. The polycyclic aryl group contains 10 to 60 ring atoms. For example, the polycyclic aryl group may be fluorene, naphthalene, anthracene, phenanthrene, pyrene, dihydropyrene, chrysene, perylene, fluorantene, benzanthracene, benzophenanthrene, tetracene, pentacene, or benzopyrene.

[0471] As used throughout this specification, the term “annular group” may be understood in its broadest sense as any single, double, or polycyclic aromatic or non-aromatic moiety.

[0472] As used throughout this specification, the term “biphenyl” may be understood in the broadest sense as ortho-biphenyl, meta-biphenyl, or para-biphenyl as a substituent, where ortho, meta, and para are defined in relation to the binding position to different chemical moiety.

[0473] As used throughout this specification, the term “alkyl group” may be understood in the broadest sense as any linear, branched, or cyclic alkyl substituent. In particular, the term “alkyl” refers to the substituents methyl (Me), ethyl (Et), and n-propyl ( n Pr), i-profile( i Pr), cyclopropyl, n-butyl ( n Bu), i-butyl ( i Bu), s-butyl( s Bu), t-butyl( tBu), cyclobutyl, 2-methylbutyl, n-pentyl, s-pentyl, t-pentyl, 2-pentyl, neo-pentyl, cyclopentyl, n-hexyl, s-hexyl, t-hexyl, 2-hexyl, 3-hexyl, neo-hexyl, cyclohexyl, 1-methylcyclopentyl, 2-methylpentyl, n-heptyl, 2-heptyl, 3-heptyl, 4-heptyl, cycloheptyl, 1-methylcyclohexyl, n-octyl, 2-ethylhexyl, cyclooctyl, 1-bicyclo[2,2,2]octyl, 2-bicyclo[2,2,2]-octyl, 2-(2,6-dimethyl)octyl, 3-(3,7-dimethyl)octyl, adamantyl, 2,2,2-trifluoroethyl, 1,1-dimethyl-n-hex-1-yl, 1,1-dimethyl-n-hept-1-yl, 1,1-dimethyl-n-oct-1-yl, 1,1-dimethyl-n-deq-1-yl, 1,1-dimethyl-n-dodeq-1-yl, 1,1-dimethyl-n-tetradec-1-yl, 1,1-dimethyl-n-hexadec-1-yl, 1,1-dimethyl-n-octadeq-1-yl, 1,1-diethyl-n-hex-1-yl, 1,1-diethyl-n-hept-1-yl, 1,1-diethyl-n-oct-1-yl, 1,1-diethyl-n-deq-1-yl, 1,1-diethyl-n-dodeq-1-yl, 1,1-diethyl-n-tetradec-1-yl, It includes 1,1-diethyl nn-hexadec-1-yl, 1,1-diethyl-n-octadex-1-yl, 1-(n-propyl)-cyclohex-1-yl, 1-(n-butyl)-cyclohex-1-yl, 1-(n-hexyl)-cyclohex-1-yl, 1-(n-octyl)-cyclohex-1-yl, and 1-(n-decyl)-cyclohex-1-yl.

[0474] As used throughout this specification, the term “alkenyl” includes linear, branched, and cyclic alkenyl substituents. The term “alkenyl group” includes, for example, the substituents ethenyl, propenyl, butenyl, pentenyl, cyclopentenyl, hexenyl, cyclohexenyl, heptenyl, cycloheptenyl, octenyl, cyclooctenyl, or cyclooctadienyl.

[0475] As used throughout this specification, the term “alkynyl” includes linear, branched, and cyclic alkynyl substituents. The term “alkynyl group” includes, for example, ethinyl, propynyl, butynyl, fentinyl, hexinyl, heptynyl, or octinyl.

[0476] As used throughout this specification, the term “alkoxy” includes linear, branched, and cyclic alkoxy substituents. The term “alkoxy group” includes, exemplarily, methoxy, ethoxy, n-propoxy, i-propoxy, n-butoxy, i-butoxy, s-butoxy, t-butoxy, and 2-methylbutoxy.

[0477] As used throughout this specification, the term “thioalkoxy” includes linear, branched, and cyclic thioalkoxy substituents, wherein O of the exemplary alkoxy group is replaced with S.

[0478] The terms “halogen” and “halo” as used throughout this specification may be understood in the broadest sense as preferably fluorine, chlorine, bromine, or iodine.

[0479] Hydrogen (H) may also be substituted with deuterium in each case whenever mentioned in this specification.

[0480] When a molecular fragment is described as a substituent or attached to another moiety, its name may be described as if it were a fragment (e.g., naphthyl, dibenzofuryl) or as if it were a whole molecule (e.g., naphthalene, dibenzofuran). As used herein, these different ways of designating a substituent or an attached fragment are considered equivalent.

[0481] In one embodiment, in a poly(methyl methacrylate) (PMMA) film containing 1 weight% of organic molecules at room temperature, the organic molecules according to the present invention have an excited state lifetime of 10 μs or less, 7 μs or less, particularly 5 μs or less, more preferably 2 μs or less, or 1 μs or less.

[0482] Unless otherwise specified, the excited state lifetime in an organic molecule according to the present invention is equal to and / or determined by the delayed fluorescence lifetime or delayed fluorescence decay time.

[0483] In a further embodiment of the present invention, in a PMMA (poly(methyl methacrylate)) film containing 1 weight% of organic molecules at room temperature, the organic molecules according to the present invention have an emission peak in the visible light or near-ultraviolet range, i.e., a wavelength range of 380 nm to 800 nm, and have a full width at half maximum value of less than 0.23 eV, preferably less than 0.20 eV, more preferably less than 0.19 eV, even more preferably less than 0.15 eV or less than 0.12 eV.

[0484] Orbital and excited state energies can be determined through experimental methods. Molecular orbital energy E occupying the highest level HOMO is determined with an accuracy of 0.1 eV from cyclic voltammetry measurements by methods known to those skilled in the art. Lowest level unoccupied molecular orbital energy E LUMO is E HOMO + E gap It is calculated as, where E gap is determined as follows: In the case of the host compound, unless otherwise specified, the onset of the emission spectrum of a poly(methyl methacrylate) (PMMA) film containing 10 wt% of the host is E gap It is used as. In the case of an emitter molecule, E gap Silver is determined as the energy at which the excitation and emission spectra of a PMMA film containing 5 wt% of an emitter intersect. In the case of an organic molecule according to the present invention, E gap The excitation and emission spectra of a PMMA film containing 1 wt% of emitter are determined as the energy at which they cross.

[0485] The energy of the first excited triplet state T1 is determined from the onset of the emission spectrum at a low temperature, typically 77 K. For a host compound in which the first excited singlet state and the lowest triplet state are energetically separated by > 0.4 eV, phosphorescence is generally observed in the steady-state spectrum of 2-Me-THF. Thus, the triplet energy can be determined as the onset of the phosphorescence spectrum. For the TADF emitter molecule, the energy of the first excited triplet state T1 is determined from the onset of the delayed emission spectrum at 77 K and is measured on a PMMA film containing 5 wt% of the emitter unless otherwise specified, and for the organic molecule according to the present invention, is measured on a PMMA film containing 1 wt% of the organic molecule according to the present invention. For both the host and emitter compounds, the energy of the first excited singlet state S1 is determined from the start of the emission spectrum and, unless otherwise specified, is measured in a PMMA film containing 10 wt% of the host or 5 wt% of the emitter compound, and in the case of the organic molecule according to the present invention, is measured in a PMMA film containing 1 wt% of the organic molecule according to the present invention.

[0486] The start of the emission spectrum is determined by calculating the intersection point of the tangent to the emission spectrum and the x-axis. The tangent to the emission spectrum is set on the high-energy side of the emission band and at the point of maximum half the maximum intensity of the emission spectrum.

[0487] In one embodiment, the organic molecule according to the present invention has an onset of an emission spectrum close to an energetically maximum emission in a poly(methyl methacrylate) (PMMA) film containing 1 weight% of the organic molecule at room temperature, i.e., the energy difference between the onset of the emission spectrum and the energy of the maximum emission is less than 0.14 eV, preferably less than 0.12 eV, or even less than 0.10 eV, and the full width at half maximum (FWHM) of the organic molecule is less than 0.23 eV, preferably less than 0.20 eV, more preferably less than 0.19 eV, much more preferably less than 0.18 eV, or even less than 0.17 eV, so that consequently the CIEy coordinate is less than 0.20, preferably less than 0.18, more preferably less than 0.16 or less than 0.14.

[0488] A further aspect of the present invention relates to the use of the organic molecules of the present invention as light-emitting emitters or absorbers, and / or host materials and / or electron transport materials, and / or hole injection materials, and / or hole blocking materials in optoelectronic devices.

[0489] A preferred embodiment relates to the use of an organic molecule according to the present invention as a light-emitting emitter in a photoelectronic device.

[0490] An optoelectronic device can be understood in the broadest sense as any device based on an organic material suitable for emitting light in the visible light or near-ultraviolet (UV) range, that is, in the wavelength range of 380 to 800 nm. More preferably, the optoelectronic device can emit light in the visible light range, that is, in the wavelength range of 400 nm to 800 nm.

[0491] In relation to such applications, the optoelectronic device is selected more specifically from the group consisting of:

[0492] · Organic Light Emitting Diode (OLED),

[0493] · Luminescent electrochemical cell,

[0494] · OLED sensors, especially gas and vapor sensors that are not completely isolated from the outside,

[0495] · Organic diode,

[0496] · Organic solar cells,

[0497] · Organic transistor,

[0498] · Organic field-effect transistor,

[0499] · Organic lasers, and

[0500] · Down-conversion element.

[0501] In a preferred embodiment related to such applications, the optoelectronic device is a device selected from the group consisting of organic light-emitting diodes (OLEDs), light-emitting electrochemical cells (LECs), and light-emitting transistors.

[0502] For the above applications, the fraction of the organic molecule according to the present invention in the light-emitting layer of the optoelectronic device, more particularly in an OLED, is 0.1 wt% to 99 wt%, more particularly 1 wt% to 80 wt%. In another embodiment, the proportion of the organic molecule in the light-emitting layer is 100 wt%.

[0503] In one embodiment, the light-emitting layer comprises an organic molecule according to the present invention as well as a host material in which the triplet (T1) and singlet (S1) energy levels are energetically higher than the triplet (T1) and singlet (S1) energy levels of the organic molecule.

[0504] A further aspect of the present invention relates to a composition comprising or made thereof of the following:

[0505] (a) One or more organic molecules according to the present invention in the form of an emitter and / or host,

[0506] (b) one or more emitter and / or host materials different from the organic molecule according to the present invention and

[0507] (c) Optionally, one or more dyes and / or one or more solvents.

[0508] In one embodiment, the light-emitting layer

[0509] (a) one or more organic molecules according to the present invention in the form of an emitter and / or host, and

[0510] (b) one or more emitter and / or host materials different from the organic molecule according to the present invention and

[0511] (c) Optionally, one or more dyes and / or one or more solvents.

[0512] In a specific embodiment, the light-emitting layer EML comprises or is essentially composed of a composition including or consisting of the following.

[0513] (i) 0.1-10 wt%, preferably 0.5-5 wt%, particularly 1-3 wt% of one or more organic molecules according to the present invention;

[0514] (ii) 5-99 wt%, preferably 15-85 wt%, particularly 20-75 wt% of one or more host compounds H; and

[0515] (iii) one or more additional host compounds D having a structure different from the structure of the molecule according to the present invention, in an amount of 0.9-94.9 wt%, preferably 14.5-80 wt%, particularly 24-77 wt%; and

[0516] (iv) optionally, 0-94 wt%, preferably 0-65 wt%, particularly 0-50 wt% of solvent; and

[0517] (v) Optionally, at least one additional emitter molecule F having a structure different from the structure of the molecule according to the present invention in an amount of 0-30 wt%, particularly 0-20 wt%, preferably 0-5 wt%.

[0518] Preferably, energy can be transferred from a host compound H to one or more organic molecules according to the present invention, in particular from the first excited triplet state T1(H) of the host compound H to the first excited triplet state T1(E) of one or more organic molecules E according to the present invention, or from the first excited singlet state S1(H) of the host compound H to the first excited singlet state S1(E) of one or more organic molecules E according to the present invention.

[0519] In one embodiment, the host compound H has an energy E in the range of -5 to -6.5 eV. HOMO Having a highest-level occupied molecular orbital HOMO (H) having (H), and at least one additional host compound D has energy E HOMO It has a highest-level occupied molecular orbital HOMO(D) having (D), where E HOMO (H) > E HOMO (D).

[0520] In an additional embodiment, the host compound H has energy E LUMO Having a lowest-level unoccupied molecular orbital LUMO(H) having (H), and at least one additional host compound D has energy E LUMO (D) having a lowest level unoccupied molecular orbital LUMO(D), where E LUMO (H) > E LUMO (D) is.

[0521] In one embodiment, the host compound H has energy E HOMO Highest level occupied molecular orbital HOMO(H) with (H) and energy E LUMO Having a lowest-level unoccupied molecular orbital LUMO(H) with (H),

[0522] At least one additional host compound D has energy E HOMO Highest level occupied molecular orbital HOMO(D) with (D) and energy E LUMOIt has a lowest level unoccupied molecular orbital LUMO(D) having (D), and

[0523] The organic molecule E according to the present invention is energy E HOMO Highest level occupied molecular orbital HOMO(E) with (E) and energy E LUMO It has a lowest-level unoccupied molecular orbital LUMO(E) having (E), and

[0524] Here

[0525] E HOMO (H) > E HOMO (D) and the energy level (E) of the highest level occupied molecular orbital HOMO(E) of the organic molecule E according to the present invention HOMO (E)) and the energy level (E) of the highest-level occupied molecular orbital HOMO(H) of the host compound H HOMO (H)) The difference between -0.5 eV and 0.5 eV, more preferably between -0.3 eV and 0.3 eV, even more preferably between -0.2 eV and 0.2 eV or even between -0.1 eV and 0.1 eV;

[0526] E LUMO (H) > E LUMO (D) and the energy level (E) of the lowest level unoccupied molecular orbital LUMO(E) of the organic molecule E according to the present invention LUMO The energy level difference (E) between (E)) and the lowest level unoccupied molecular orbital LUMO (D) of at least one additional host compound D LUMO (D)) is between -0.5 eV and 0.5 eV, more preferably between -0.3 eV and 0.3 eV, even more preferably between -0.2 eV and 0.2 eV or even between -0.1 eV and 0.1 eV.

[0527] In one embodiment of the present invention, host compound D and / or host compound H are thermally activated delayed fluorescence (TADF) materials. The TADF material is 2500 cm⁻¹ -1ΔE corresponding to the energy difference between the first excited singlet state (S1) and the first excited triplet state (T1) less than ST Indicates the value. Preferably, the TADF material is 3000 cm -1 Less than, more preferably 1500 cm -1 Less than, even more preferably 1000 cm -1 Less than or even 500 cm -1 ΔE less than ST Represents the value.

[0528] In one embodiment, host compound D is a TADF material and host compound H is 2500 cm -1 ΔE greater than ST Indicates a value. In a specific embodiment, host compound D is a TADF material, and host compound H is selected from the group consisting of 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.

[0529] In one embodiment, host compound H is a TADF material and host compound D is 2500 cm -1 ΔE greater than ST Indicates a value. In a specific embodiment, host compound H is a TADF material, and host compound D is selected from the group consisting of T2T (2,4,6-tris(biphenyl-3-yl)-1,3,5-triazine), T3T (2,4,6-tris(triphenyl-3-yl)-1,3,5-triazine) and / or TST (2,4,6-tris(9,9'-spirobifluoren-2-yl)-1,3,5-triazine).

[0530] In a further aspect, the present invention relates to an optoelectronic device comprising an organic molecule or composition of the type described herein, more specifically, to a device selected from the group consisting of an organic light-emitting diode (OLED), a light-emitting electrochemical cell, an OLED sensor, in particular a gas and vapor sensor that is not completely isolated from the outside, an organic diode, an organic solar cell, an organic transistor, an organic field-effect transistor, an organic laser, and a down-conversion device.

[0531] In a preferred embodiment, the optoelectronic device is a device selected from the group consisting of an organic light-emitting diode (OLED), a light-emitting electrochemical cell (LEC), and a light-emitting transistor.

[0532] In one embodiment of the optoelectronic device of the present invention, the organic molecule E according to the present invention is used as a light-emitting material in the light-emitting layer EML.

[0533] In one embodiment of the optoelectronic device of the present invention, the light-emitting layer EML is composed of the composition according to the present invention as described herein.

[0534] If the optoelectronic device is an OLED, it may have a layer structure such as the following, for example.

[0535] 1. Substrate

[0536] 2. Anode Layer A

[0537] 3. Hole injection layer, HIL

[0538] 4. Hole Transport Layer, HTL

[0539] 5. Electron Blocking Layer, EBL

[0540] 6. Emitting layer, EML

[0541] 7. Hole Blocking Layer, HBL

[0542] 8. Electron Transport Layer, ETL

[0543] 9. Electron injection layer, EIL

[0544] 10. Cathode layer,

[0545] Here, the OLED may selectively include each layer selected from the group of HIL, HTL, EBL, HBL, ETL, and EIL, different layers may be merged, and the OLED may include one or more layers of each layer type defined above.

[0546] Furthermore, in one embodiment, the optoelectronic device may include at least one protective layer that protects the device from damaging exposure to harmful species in an environment, for example, including moisture, vapor, and / or gas.

[0547] In one embodiment of the present invention, the optoelectronic device is an OLED having the following inverted layer structure:

[0548] 1. Substrate

[0549] 2. Cathode layer

[0550] 3. Electron Injection Layer, EIL

[0551] 4. Electron Transport Layer, ETL

[0552] 5. Hole Blocking Layer, HBL

[0553] 6. Emitting layer, B

[0554] 7. Electron Blocking Layer, EBL

[0555] 8. Hole Transport Layer, HTL

[0556] 9. Hole injection layer, HIL

[0557] 10. Anode Layer A

[0558] Here, the OLED may selectively include each layer selected from the group of HIL, HTL, EBL, HBL, ETL, and EIL, and different layers may be merged, and the OLED may include one or more layers of each layer type defined above.

[0559] In one embodiment of the present invention, the optoelectronic device is an OLED that may have a stacked structure. In this structure, unlike a typical arrangement where OLEDs are placed side by side, individual units are stacked on top of each other. Mixed light may be generated by the OLED having the stacked structure, and in particular, white light may be generated by stacking blue, green, and red OLEDs. Additionally, the OLED having the stacked structure may include a charge generation layer (CGL), which is generally located between two OLED subunits and is generally composed of an n-doped layer and a p-doped layer, and generally the n-doped layer of one CGL is located closer to the anode layer.

[0560] In one embodiment of the present invention, the optoelectronic device is an OLED comprising two or more emission layers between an anode and a cathode. In particular, such a so-called tandem OLED comprises three emission layers, wherein one emission layer emits red light, one emission layer emits green light, and one emission layer emits blue light, and optionally may include additional layers such as a charge generation layer, a charge blocking layer, or a charge transport layer between the individual emission layers. In a further embodiment, the emission layers are stacked adjacently. In a further embodiment, the tandem OLED comprises a charge generation layer between each of the two emission layers. Additionally, emission layers separated by adjacent emission layers or charge generation layers may be combined.

[0561] The substrate may be formed from any material or a composition of materials. Most frequently, a glass slide is used as the substrate. Alternatively, a thin metal layer (e.g., copper, gold, silver, or aluminum film) or a plastic film or slide may be used. This may allow for a higher level of flexibility. The anode layer A is composed of a material that allows for obtaining a mostly (essentially) transparent film. Since at least one of the two electrodes must be (essentially) transparent to allow light emission from the OLED, either the anode layer A or the cathode layer C is transparent. Preferably, the anode layer A contains a large amount of transparent conductive oxides (TCOs) or is even composed of them. This anode layer A may include, for example, indium tin oxide, aluminum zinc oxide, fluorine-doped tin oxide, indium zinc oxide, PbO, SnO, zirconium oxide, molybdenum oxide, vanadium oxide, tungsten oxide, graphite, doped Si, doped Ge, doped GaAs, doped polyaniline, doped polypyrrole and / or doped polythiophene.

[0562] Anode layer A is (essentially) indium tin oxide (ITO) (e.g., (InO3) 0.9 (SnO2) 0.1It can be composed of ). The roughness of the anode layer (A) caused by the transparent conductive oxide (TCO) can be offset by using a hole injection layer (HIL). Additionally, the HIL can facilitate the injection of quasi-charge carriers (i.e., holes) in that it facilitates the transport of quasi-charge carriers from the TCO to the hole transport layer (HTL). The hole injection layer (HIL) may comprise poly-3,4-ethylenedioxythiophene (PEDOT), polystyrene sulfonate (PSS), MoO2, V2O5, CuPC, or CuI, particularly a mixture of PEDOT and PSS. The hole injection layer (HIL) can also prevent the diffusion of metal from the anode layer (A) to the hole transport layer (HTL). For example, HIL is PEDOT:PSS (poly-3,4-ethylenedioxythiophene:polystyrene sulfonate), PEDOT (poly-3,4-ethylenedioxythiophene), mMTDATA (4,4',4''-tris[phenyl(m-tolyl)amino]triphenylamine), Spiro-TAD (2,2',7,7'-tetrakis(n,n-diphenylamino)-9,9'-spirobifluorene), DNTPD (N1,N1'-(biphenyl-4,4'-diyl)bis(N1-phenyl-N4,N4-di-m-tolylbenzene-1,4-diamine), NPB (N,N'-nis-(1-naphthalenyl)-N,N'-bis-phenyl-(1,1'-biphenyl)-4,4'-diamine), It may be composed of NPNPB (N,N'-diphenyl-N,N'-di-[4-(N,N-diphenyl-amino))phenyl]benzidine), MeO-TPD (N,N,N',N'-tetrakis(4-methoxyphenyl)benzidine), HAT-CN (1,4,5,8,9,11-hexaazatriphenylene-hexacarbonitrile) and / or spiro-NPD (N,N'-diphenyl-N,N'-bis-(1-naphthyl)-9,9'-spirobifluorene-2,7-diamine).

[0563] A hole transport layer (HTL) is typically located adjacent to the anode layer A or the hole injection layer (HIL). Here, any hole transport compound may be used. For example, electron-rich heteroaromatic compounds such as triarylamines and / or carbazoles may be used as hole transport compounds. The HTL can reduce the energy barrier between the anode layer (A) and the emissive layer (EML). The hole transport layer (HTL) may also be an electron blocking layer (EBL). Preferably, the hole transport compound has a relatively high energy level of the triplet state T1. For example, the hole transport layer (HTL) may comprise a star-shaped heterocyclic ring such as tris(4-carbazoleyl-9-ylphenyl)amine (TCTA), poly-TPD (poly(4-butylphenyl-diphenyl-amine)), α-NPD (poly(4-butylphenyl-diphenyl-amine)), TAPC (4,4'-cyclohexylidene-bis[N,N-bis(4-methylphenyl)benzenamine]), 2-TNATA (4,4',4''-tris[2-naphthyl(phenyl)amino]triphenylamine), Spiro-TAD, DNTPD, NPB, NPNPB, MeO-TPD, HAT-CN and / or TrisPcz (9,9'-diphenyl-6-(9-phenyl-9H-carbazole-3-yl)-9H,9'H-3,3'-bicarbazole). Additionally, the HTL may include a p-doped layer that may consist of an inorganic or organic dopant in an organic hole transport matrix. For example, transition metal oxides such as vanadium oxide, molybdenum oxide, or tungsten oxide may be used as inorganic dopants. As organic dopants, tetrafluorotetracyanoquinodimethane (F4-TCNQ), copper-pentafluorobenzoate (Cu(I)pFBz), or transition metal complexes may be used as examples.

[0564] EBL may include, for example, mCP (1,3-bis(carbazole-9-yl)benzene), TCTA, 2-TNATA, mCBP (3,3-di(9H-carbazole-9-yl)biphenyl), tris-Pcz, CzSi (9-(4-tert-butylphenyl)-3,6-bis(triphenylsilyl)-9H-carbazole), and / or DCB (N,N'-dicarbazoleyl-1,4-dimethylbenzene).

[0565] An emitting layer (EML) is generally located adjacent to a hole transport layer (HTL). The emitting layer (EML) comprises at least one emitting molecule. In particular, the EML comprises one or more emitting molecules E according to the present invention. In one embodiment, the emitting layer comprises only organic molecules according to the present invention. Generally, the EML further comprises one or more host materials H. For example, host material H is CBP(4,4'-bis-(N-carbazoleyl)-biphenyl), mCP, mCBP Sif87(dibenzo[b,d]thiophene-2-yltriphenylsilane), CzSi, Sif88(dibenzo[b,d]thiophene-2-yl)diphenylsilane), DPEPO(bis[2-(diphenylphosphino)phenyl]ether oxide), 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, 9-[3,5-bis(2-dibenzothiophenyl)phenyl]-9H-carbazole, T2T (2,4,6-tris(biphenyl-3-yl)-1,3,5-triazine), T3T (2,4,6-tris(triphenyl-3-yl)-1,3,5-triazine) and / or TST (2,4,6-tris(9,9'-spirobifluoren-2-yl)-1,3,5-triazine). The host substance H should generally be selected to exhibit first triplet (T1) and first singlet (S1) energy levels that are energetically higher than the first triplet (T1) and first singlet (S1) energy levels of the organic molecule.

[0566] Alternatively, the EML further comprises one or more host materials H, wherein the host is a triplet-triplet annihilation ((triplet-triplet annihilation)TTA) material. The TTA material can convert energy from the first excited triplet state T1 to the first excited singlet state S1 by triplet-triplet annihilation. The TTA material must be selected such that twice the energy of the lowest excited triplet state energy level of the TTA material is greater than the energy of the lowest excited singlet state energy level of the luminescent molecule according to the present invention, i.e., 2T1 (TTA material) > S1 (luminescent molecule according to the present invention).

[0567] In one embodiment of the present invention, the EML comprises a so-called mixed host system having at least one hole-dominant host and one electron-dominant host. In a specific embodiment, the EML comprises exactly one luminescent organic molecule according to the present invention and, as an electron-dominant host, T2T and as a hole-dominant host, one 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. In an additional embodiment, the EML comprises 50-80 wt%, preferably 60-75 wt%, 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; 10-45 wt%, preferably 15-30 wt%, of T2T and 5-40 wt%, preferably 10-30 wt%, of the luminescent molecule according to the present invention.

[0568] An electron transport layer (ETL) may be located adjacent to the emissive layer (EML). Any electron transporter may be used here. For example, electron-deficient compounds such as benzimidazole, pyridine, triazole, oxadiazole (e.g., 1,3,4-oxadiazole), phosphine oxide, and sulfone may be used. The electron transporter may also be a star-shaped heterocyclic ring such as 1,3,5-tri(1-phenyl-1H-benzo[d]imidazole-2-yl)phenyl (TPBi). ETLs are NBphen(2,9-bis(naphthalene-2-yl)-4,7-diphenyl-1,10-phenanthroline), Alq3(aluminum-tris(8-hydroxyquinoline)), TSPO1(diphenyl-4-triphenylsilylphenyl-phosphine oxide), BPyTP2(2,7-di(2,2'-bipyridine-5-yl)triphenyl), Sif87(dibenzo[b,d]thiophene-2-yltriphenylsilane), Sif88(dibenzo[b,d]thiophene-2-yl)diphenylsilane), BmPyPhB(1,3-bis[3,5-di(pyridine-3-yl)phenyl]benzene) and / or BTB(4,4'-bis-[2-(4,6-diphenyl-1,3,5-triazinyl)]-1,1'-biphenyl). Optionally, the ETL can be doped with a material such as Liq. The electron transport layer (ETL) can also block holes, or a hole blocking layer (HBL) can be introduced.

[0569] HBLs are, for example, BCP (2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline = batocuproin), BAlq (bis(8-hydroxy-2-methylquinoline)-(4-phenylphenoxy)aluminum), NBphen (2,9-bis(naphthalene-2-yl)-4,7-diphenyl-1,10-phenanthroline), Alq3 (aluminum-tris(8-hydroxyquinoline)), TSPO1 (diphenyl-4-triphenylsilylphenyl-phosphinoxide), T2T (2,4,6-tris(biphenyl-3-yl)-1,3,5-triazine), T3T (2,4,6-tris(triphenyl-3-yl)-1,3,5-triazine), It may include TST (2,4,6-tris(9,9'-spirobifluoren-2-yl)-1,3,5-triazine) and / or TCB / TCP (1,3,5-tris(N-carbazoleyl)benzol / 1,3,5-tris(carbazole)-9-yl)benzene).

[0570] A cathode layer C may be located adjacent to the electron transport layer (ETL). The cathode layer C may comprise, for example, a metal (e.g., Al, Au, Ag, Pt, Cu, Zn, Ni, Fe, Pb, LiF, Ca, Ba, Mg, In, W, or Pd) or a metal alloy, or may be composed of these. For practical reasons, the cathode layer may be composed of (inherently) opaque metals such as Mg, Ca, or Al. Alternatively, or additionally, the cathode layer C may also comprise graphite and / or carbon nanotubes (CNT). Alternatively, the cathode layer C may also be composed of nanoscale silver wires.

[0571] The OLED may optionally further include a protective layer (which may be referred to as an electron injection layer (EIL)) between the electron transport layer (ETL) and the cathode layer (C). This layer may include lithium fluoride, cesium fluoride, silver, Liq(8-hydroxyquinolinolatol lithium), Li2O, BaF2, MgO, and / or NaF.

[0572] Optionally, the electron transport layer (ETL) and / or hole blocking layer (HBL) may also include one or more host compounds H.

[0573] To further adjust the emission spectrum and / or absorption spectrum of the emitting layer (EML), the emitting layer (EML) may further comprise one or more additional emitter molecules (F). Such emitter molecules F may be any emitter molecules known in the art. Preferably, such emitter molecules F are molecules having a structure different from that of the molecule according to the present invention E. The emitter molecule F may optionally be a TADF emitter. Alternatively, the emitter molecule F may optionally be a fluorescent and / or phosphorescent emitter molecule capable of shifting the emission spectrum and / or absorption spectrum of the emitting layer EML. Exemplarily, triplet and / or singlet excitons, in the ground state S O Before being relaxed, it is transferred from the organic emitter molecule according to the present invention to the emitter molecule F, which can emit light that is typically red-shifted compared to the light emitted by the organic molecule. Optionally, the emitter molecule F can also induce a two-photon effect (i.e., absorption of two photons at half the energy of the maximum absorption).

[0574] Optionally, the optoelectronic device (e.g., OLED) may be, for example, essentially a white optoelectronic device. For example, such a white optoelectronic device may include at least one (dark) blue emitter molecule and one or more emitter molecules that emit green and / or red light. Then, optionally, there may also be energy transfer between two or more molecules as described above.

[0575] As used herein, unless more specifically defined in a particular paragraph, the color designation of emitted and / or absorbed light is as follows:

[0576] Purple: Wavelength range >380-420 nm;

[0577] Deep blue: wavelength range >420-480 nm;

[0578] Sky blue: wavelength range of >480-500 nm;

[0579] Green: Wavelength range of >500-560 nm;

[0580] Yellow: Wavelength range >560-580 nm;

[0581] Orange: Wavelength range >580-620 nm;

[0582] Red: Wavelength range of >620-800 nm.

[0583] These colors represent maximum emission in relation to emitter molecules. Thus, for example, a deep blue emitter has maximum emission in the range of >420–480 nm, a sky blue emitter has maximum emission in the range of >480–500 nm, a green emitter has maximum emission in the range of >500–560 nm, and a red emitter has maximum emission in the range of >620–800 nm.

[0584] The deep blue emitter may preferably have a maximum emission of less than 480 nm, more preferably less than 470 nm, much more preferably less than 465 nm, or even less than 460 nm. The maximum emission will typically be greater than 420 nm, preferably greater than 430 nm, more preferably greater than 440 nm, or even greater than 450 nm.

[0585] Therefore, an additional aspect of the present invention is 1000 cd / m 2Exhibiting and / or exhibiting an external quantum efficiency of greater than 8%, more preferably greater than 10%, even more preferably greater than 13%, much more preferably greater than 15% or even greater than 20%, or exhibiting maximum emission at 420 nm to 500 nm, preferably 430 nm to 490 nm, more preferably 440 nm to 480 nm, much more preferably 450 nm to 470 nm, or 500 cd / m² 2 The present invention relates to an OLED exhibiting an LT80 value greater than 100h, preferably greater than 200h, more preferably greater than 400h, much more preferably greater than 750h, or even greater than 1000h. Accordingly, a further aspect of the present invention relates to an OLED exhibiting CIEy color coordinates of less than 0.45, preferably less than 0.30, more preferably less than 0.20, or much more preferably less than 0.15, or even less than 0.10.

[0586] Another aspect of the present invention relates to an OLED that emits light from a distinct color point. According to the present invention, the OLED emits light having a narrow emission band (small full width at half maximum (FWHM)). In one aspect, the OLED according to the present invention emits light having a FWHM of the main emission peak of less than 0.30 eV, preferably less than 0.25 eV, more preferably less than 0.18 eV, much more preferably less than 0.15 eV, or even less than 0.12 eV.

[0587] Another aspect of the present invention relates to an OLED emitting light having color coordinates CIEx and CIEy close to the color coordinates CIEx (= 0.131) and CIEy (= 0.046) of the primary color blue (CIEx = 0.131 and CIEy = 0.046) as defined in the ITU-R Recommendation BT.2020 (Rec. 2020), which is suitable for use in ultra-high definition (UHD) displays, e.g., UHD-TVs. Accordingly, a further aspect of the present invention relates to an OLED that emits light in CIEx color coordinates of 0.02 to 0.30, preferably 0.03 to 0.25, more preferably 0.05 to 0.20, even more preferably 0.08 to 0.18 or even 0.10 to 0.15 and / or CIEy color coordinates of 0.00 to 0.45, preferably 0.01 to 0.30, more preferably 0.02 to 0.20, even more preferably 0.03 to 0.15 or even 0.04 to 0.10.

[0588] In a further aspect, the present invention relates to a method for manufacturing a photoelectronic component. In this case, the organic molecule of the present invention is used.

[0589] Optoelectronic devices, particularly OLEDs according to the present invention, can be manufactured by vapor deposition and / or liquid-phase processes of any means. Thus, at least one layer

[0590] - Manufactured through a sublimation process, or

[0591] - Manufactured by an organic vapor deposition process,

[0592] - Manufactured by a carrier gas sublimation process,

[0593] - It can be processed or printed as a solution.

[0594] Methods used to manufacture optoelectronic devices, particularly OLEDs according to the present invention, are known in the art. Different layers are deposited individually and sequentially on a suitable substrate by a subsequent deposition process. The individual layers may be deposited using the same or different deposition methods.

[0595] For example, vapor deposition processes include thermal (co)evaporation, chemical vapor deposition, and physical vapor deposition. For active matrix OLED displays, an AMOLED backplane is used as a substrate. Individual layers can be processed from solutions or dispersions using suitable solvents. For example, solution deposition processes include spin coating, dip coating, and jet printing. Solution processing can optionally be performed in an inert atmosphere (e.g., a nitrogen atmosphere), and the solvent can be completely or partially removed by means known in the art.

[0596] [Example]

[0597] General synthesis method

[0598]

[0599] General procedure for synthesis:

[0600] AAV1 : 1,3-dibromo-2-chlorobenzene derivative E-1 (1.00 equivalents), 2-chlorophenylboronic acid derivative E-2 (1.00 equivalents), tetrakis(triphenylphosphine)palladium (0) (0.05 equivalents), and potassium carbonate (1.50 equivalents) are stirred in a THF / water (4:1) mixture under a nitrogen atmosphere at 80°C for 12 hours. After cooling to room temperature (rt), the reaction mixture is extracted between ethyl acetate and water. The combined organic layers are dried over MgSO4, filtered, and concentrated under reduced pressure. The crude material is purified by column chromatography or recrystallization. The product P-1 is obtained as a solid.

[0601] AAV2: P-1 (1.00 equivalents), secondary amine E-3 (1.10 equivalents), tris(dibenzylideneacetone)dipalladium (0) (CAS: 51364-51-3, 0.01 equivalents), tri-tert-butylphosphine (CAS: 13716-12-6, 0.04 equivalents), and sodium tert-butoxide (CAS: 865-48-5, 1.70 equivalents) are stirred in dry toluene under a nitrogen atmosphere at 110°C for 12 hours. After cooling to room temperature (rt), the phases are separated, and the combined organic layers are dried with MgSO4, filtered, and concentrated under reduced pressure. The unrefined material is purified by column chromatography or recrystallization. The product P-2 is obtained as a solid.

[0602] AAV3: P-2 (1.00 equivalents) is placed in a round-bottom flask and dissolved in dry tert-butylbenzene under nitrogen. At room temperature, tert-butyllithium (1.6 M in hexane, CAS: 594-19-4, 4.20 equivalents) is injected. Subsequently, the mixture is heated to 50°C for 1 hour. After cooling to room temperature, the mixture is cooled to 0°C. Then, boron tribromide (1 M in hexane, CAS: 10294-33-4, 1.2 equivalents) is added. The mixture is stirred at room temperature for 30 minutes, then heated at 80°C for 1 hour. After cooling to room temperature, water is added to terminate the reaction (quench). The phases are separated, and the combined organic layers are dried with MgSO4 and concentrated under reduced pressure. The unrefined material is purified by recrystallization or column chromatography. The desired product P-3 is obtained as a solid.

[0603] AAV4: Dissolve P-3 in dry chlorobenzene in a 3-neck flask under nitrogen. .Aluminum trichloride (CAS: 7446-70-0, 5.0 equivalents) and N,N-diisopropylethylamine (CAS: 7087-68-5, 5.0 equivalents) were added, and the mixture was stirred at 120°C for 2 hours. After cooling to 0°C, water was added to terminate the reaction. The phases were separated, and the combined organic layers were washed with water, dried with MgSO4, filtered, and concentrated under reduced pressure. The unrefined material was purified by recrystallization or column chromatography. The target material P-4 was obtained as a solid.

[0604] cyclic voltammetry

[0605] The cyclic voltammetry is such that the concentration of organic molecules in dichloromethane or a suitable solvent and suitable supporting electrolyte (e.g., 0.1 mol / L tetrabutylammonium hexafluorophosphate) is 10 -3 Measurements are taken in mol / L solutions. Measurements are performed at room temperature in a nitrogen atmosphere using a three-electrode assembly (working and counter electrodes: Pt wire, reference electrode: Pt wire) and calibrated using FeCp2 / FeCp2+ as an internal standard. HOMO data were calibrated for a saturated calomel electrode (SCE) using ferrocene as an internal standard.

[0606] Density Functional Theory Calculation

[0607] The molecular structure is optimized using the BP86 function and the RI (Resolution of Identity) approach. Excitation energies are calculated using the (BP86) optimized structure and employing the Time-Dependent DFT (TD-DFT) method. Orbital and excited state energies are calculated using the B3LYP function. The Def2-SVP base set and m4-grid for numerical integration are used. The Turbomole program package is used for all calculations.

[0608] Optical physics measurement

[0609] Sample Preparation of Host Material and Organic TADF Emitter:

[0610] Stock solution 1: Dissolve 10 mg of the sample (organic TADF substance or host substance) in 1 ml of solvent.

[0611] Stock Solution 2: Dissolve 10 mg of PMMA in 1 ml of solvent.

[0612] The solvent is typically selected from toluene, chlorobenzene, dichloromethane, and chloroform.

[0613] Using an Eppendorf pipette, add 1 ml of stock solution 1 to 9 ml of stock solution 2 to achieve 10% by weight of the sample in PMMA.

[0614] Alternatively, the photophysical properties of the host material can be characterized in a pure film of the host material.

[0615] Sample preparation of organic molecules according to the present invention:

[0616] Stock solution 1: Dissolve 10 mg of sample in 1 ml of solvent.

[0617] Stock solution 1a: Add 9 ml of solvent to 1 ml of stock solution 1.

[0618] Stock Solution 2: Dissolve 10 mg of PMMA in 1 ml of solvent.

[0619] The solvent is typically selected from the group consisting of toluene, chlorobenzene, dichloromethane, and chloroform.

[0620] Using an Eppendorf pipette, add 1 ml of stock solution 1 to 9.9 ml of stock solution 2 to achieve 1% by weight of the sample in PMMA.

[0621] Sample Pretreatment: Spin Coating

[0622] Device: Spin150, SPS euro.

[0623] The sample concentration is 10 mg / ml and is dissolved in a suitable solvent.

[0624] Program: 1) 3 seconds at 400 U / min; 20 seconds at 1000 U / min (1000 Upm / s). 3) 10 seconds at 4000 U / min (1000 Upm / s). After coating, the film is dried at 70°C for 1 minute.

[0625] Photoluminescence Spectroscopy and Time-Correlated Single Photon Counting (TCSPC)

[0626] Steady-state emission spectroscopy is measured using a Horiba Scientific, Model FluoroMax-4 equipped with a 150 W Xenon-Arc lamp, excitation and emission monochromators, a Hamamatsu R928 photomultiplier tube, and a time-correlated single-photon counting option. The emission and excitation spectra are corrected using standard correction fits.

[0627] Here, the state lifespan is determined using the same system employing the TCSPC method with the FM-2013 equipment and the Horiba Yvon TCSPC hub.

[0628] Source here:

[0629] NanoLED 370 (Wavelength: 371 nm, Pulse duration: 1.1 ns)

[0630] NanoLED 290 (Wavelength: 294nm, Pulse duration: <1ns)

[0631] SpectraLED 310 (Wavelength: 314nm)

[0632] SpectraLED 355 (Wavelength: 355nm).

[0633] Data analysis (exponential fit) is performed using the DataStation software suite and DAS6 analysis software. The fit is determined using the chi-squared test.

[0634]

[0635] Here, ei represents the value predicted by fitting and oi represents the measured value.

[0636] μs range time-resolved PL spectrometer

[0637] Time-resolved transients are also measured on the Edinburgh Instruments FS5 fluorescence spectrometer. Compared to measurements on a similar HORIBA system, the FS5 provides enhanced luminous efficacy, improving the ratio between sample emission and background noise, which particularly enhances the measurement of delayed fluorescence emitters. The sample to be examined is excited using a broadband xenon lamp (150W xenon arc lamp). The FS5 utilizes a Czerny-Turner monochromator for both selective excitation and emission wavelengths. The photoluminescence of the sample is detected via an R928P photomultiplier tube, and the detector's photocathode allows for time-resolved measurements over a spectral range of 200 nm to 870 nm.

[0638] The temperature-stabilized detector device also guarantees a dark count rate of less than 300 events per second. To determine the decay time of transient PL, the μs range is approximated using three exponential functions. Delayed fluorescence mean lifetime

[0639]

[0640] Each single exponential decay time and corresponding amplitude has

[0641] Here, the state lifetime can be determined by a tail fit or a mono-exponential tail fit.

[0642] Measurement of Photoluminescence Quantum Yield (PLQY)

[0643] The Absolute PL Quantum Yield Measurement C9920-03G system (Hamamatsu Photonics) is used to measure photoluminescence quantum yield. Quantum yield and CIE coordinates are determined using software U6039-05 version 3.6.0.

[0644] The maximum emission amount is expressed in nm, the quantum is expressed in Φ as %, and the CIE coordinates are expressed as x,y values.

[0645] PLQY is determined using the following protocol.

[0646] 1) Quality assurance: Anthracene in ethanol (known concentration) is used as a reference.

[0647] 2) Wavelength: The maximum absorption of the organic molecule is determined, and the molecule is excited using this wavelength.

[0648] 3) Measurement

[0649] Quantum yield is measured for solution or film samples in a nitrogen atmosphere. The yield is calculated using the following equation.

[0650]

[0651] Here, n 광자 represents the number of photons, and Int represents the intensity.

[0652] Fabrication and Characterization of Optoelectronic Devices

[0653] An optoelectronic device, particularly an OLED device, comprising an organic molecule according to the present invention can be manufactured through a vacuum deposition method. If a layer comprises more than one compound, the weight percentage of one or more compounds is expressed in %. Since the total weight percentage value becomes 100%, the fraction of the compound for which no value is specified is equal to the difference between the specified values ​​and 100%.

[0654] An OLED that is not fully optimized is characterized by using standard methods and measuring the external quantum efficiency (%), which depends on the intensity and current calculated using the electroluminescence spectrum and the light detected by the photodiode. The lifetime of the OLED device is derived from the change in luminance while operating at a constant current density. The LT50 value corresponds to the time when the measured luminance decreases to 50% of the initial luminance, similarly, LT80 corresponds to the time when the measured luminance decreases to 80% of the initial luminance, LT95 corresponds to the time when the measured luminance decreases to 95% of the initial luminance, and so on.

[0655] Accelerated life measurements are performed (e.g., increased current density is applied). For example, at 500 cd / m2, the LT80 value is determined using the following equation.

[0656]

[0657] Here, L0 represents the initial luminance at the applied current density.

[0658] The values ​​correspond to the average of several pixels (typically 2 to 8), and the standard deviation between these pixels is provided.

[0659] HPLC-MS

[0660] HPLC-MS analysis is performed on an Agilent HPLC (1100 series) equipped with an MS detector (Thermo LTQ XL).

[0661] An exemplary typical HPLC method is as follows. A reverse-phase column of 4.6 mm × 150 mm and a particle size of 3.5 μm from Agilent (ZORBAX Eclipse Plus 95Å C18, 4.6×150 mm, 3.5 μm HPLC column) are used for HPLC. HPLC-MS measurements are performed at room temperature (rt) according to the following gradient.

[0662] Flow rate [ml / min] Hours [minutes] A[%] B[%] C[%] 2.5 0 40 50 10 2.5 5 40 50 10 2.5 25 10 20 70 2.5 35 10 20 70 2.5 35.01 40 50 10 2.5 40.01 40 50 10 2.5 41.01 40 50 10

[0663] The following solvent mixture was used:

[0664] Solvent A: H2O(90%) MeCN(10%) Solvent B: H2O(10%) MeCN(90%) Solvent C: THF(50%) MeCN(50%)

[0665] Take an injection volume of 5 μL from an analyte solution at a concentration of 0.5 mg / mL for measurement.

[0666] Ionization of the probe is performed using an atmospheric pressure chemical ionization (APCI) source in either a positive (APCI+) or negative (APCI-) ionization mode.

[0667] Additional examples of organic molecules of the present invention

[0668]

[0669]

[0670]

[0671]

[0672]

[0673]

[0674]

[0675]

[0676]

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Claims

Claim 1 Organic molecule represented by chemical formula I: Chemical Formula I, among Chemical Formula I, R 1 is one or more substituents R 4 It is a pyrene selectively substituted with R a In each case, is independently selected from the group consisting of: hydrogen, deuterium, N(R 3 )2, CF3, CN, halogen, C1-C 40 -alkyl, which optionally has one or more substituents R 3 It is substituted with, where one or more non-adjacent CH2- groups are optionally R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=O, C=S, C=Se, C=NR 3 , P(=O)(R 3 ), SO, SO2, NR 3 , O, S or CONR 3 Substituted by; C2-C 40 - Alkenyl, which optionally has one or more substituents R 3 It is substituted with, where one or more non-adjacent CH2- groups are optionally R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=O, C=S, C=Se, C=NR 3 , P(=O)(R 3 ), SO, SO2, NR 3 , O, S or CONR 3 Substituted by; C2-C 40 -Alkynyl, which optionally has one or more substituents R 3 It is replaced with, where one or more non-adjacent CH2 groups are optionally R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=O, C=S, C=Se, C=NR 3 , P(=O)(R 3 ), SO, SO2, NR 3 , O, S or CONR 3 Substituted by; C6-C 60 -Aryl, which optionally has one or more substituents R 3 Replaced with; and C3-C 57 - Heteroaryl, which optionally has one or more substituents R 3 Replaced with;R 2 In each case, is independently selected from the group consisting of: hydrogen, deuterium, N(R 3 )2, OR 3 , SR 3 , Si(R 3 )3, B(OR 3 )2, OSO2R 3 , CF3, CN, halogen, C1-C 40 -alkyl, which optionally has one or more substituents R 3 It is substituted with, where one or more non-adjacent CH2- groups are optionally R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=O, C=S, C=Se, C=NR 3 , P(=O)(R 3 ), SO, SO2, NR 3 , O, S or CONR 3 Substituted by; C1-C 40 - Alkoxy, which optionally has one or more substituents R 3 It is substituted with, where one or more non-adjacent CH2- groups are optionally R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=O, C=S, C=Se, C=NR 3 , P(=O)(R 3 ), SO, SO2, NR 3 , O, S or CONR 3 Substituted by; C1-C 40 -Thioalkoxy, which optionally has one or more substituents R 3 It is substituted with, where one or more non-adjacent CH2- groups are optionally R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=O, C=S, C=Se, C=NR 3 , P(=O)(R 3 ), SO, SO2, NR 3 , O, S or CONR 3 Substituted by; C2-C 40 - Alkenyl, which optionally has one or more substituents R 3 It is substituted with, where one or more non-adjacent CH2- groups are optionally R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=O, C=S, C=Se, C=NR 3 , P(=O)(R 3 ), SO, SO2, NR 3 , O, S or CONR 3 Substituted by; C2-C 40 -Alkynyl, which optionally has one or more substituents R 3 It is replaced with, where one or more non-adjacent CH2 groups are optionally R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=O, C=S, C=Se, C=NR 3 , P(=O)(R 3 ), SO, SO2, NR 3 , O, S or CONR 3 Substituted by; C6-C 60 -Aryl, which optionally has one or more substituents R 3 Replaced with; and C3-C 57 - Heteroaryl, which optionally has one or more substituents R 3 Replaced with;R 3 is independently selected from the group consisting of: hydrogen, deuterium, N(R 4 )2, OR 4 , SR 4 , Si(R 4 )3, B(OR 4 )2, OSO2R 4 , CF3, CN, halogen, C1-C 40 -alkyl, which optionally has one or more substituents R 4 It is replaced with, where one or more non-adjacent CH2 groups are optionally R 4 C=CR 4 , C≡C, Si(R 4 )2, Ge(R 4 )2, Sn(R 4 )2, C=O, C=S, C=Se, C=NR 4 , P(=O)(R 4 ), SO, SO2, NR 4 , O, S or CONR 4 Substituted by; C1-C 40 - Alkoxy, which optionally has one or more substituents R 4 It is replaced with, where one or more non-adjacent CH2 groups are optionally R 4 C=CR 4 , C≡C, Si(R 4 )2, Ge(R 4 )2, Sn(R 4 )2, C=O, C=S, C=Se, C=NR 4 , P(=O)(R 4 ), SO, SO2, NR 4 , O, S or CONR 4 Substituted by; C1-C 40 -Thioalkoxy, which optionally has one or more substituents R 4 It is replaced with, where one or more non-adjacent CH2 groups are optionally R 4 C=CR 4 , C≡C, Si(R 4 )2, Ge(R 4 )2, Sn(R 4 )2, C=O, C=S, C=Se, C=NR 4 , P(=O)(R 4 ), SO, SO2, NR 4 , O, S or CONR 4 Substituted by; C2-C 40 - Alkenyl, which optionally has one or more substituents R 4 It is replaced with, where one or more non-adjacent CH2 groups are optionally R 4 C=CR 4 , C≡C, Si(R 4 )2, Ge(R 4 )2, Sn(R 4 )2, C=O, C=S, C=Se, C=NR 4 , P(=O)(R 4 ), SO, SO2, NR 4 , O, S or CONR 4 Substituted by; C2-C 40 -Alkynyl, which optionally has one or more substituents R 4 It is replaced with, where one or more non-adjacent CH2 groups are optionally R 4 C=CR 4 , C≡C, Si(R 4 )2, Ge(R 4 )2, Sn(R 4 )2, C=O, C=S, C=Se, C=NR 4 , P(=O)(R 4 ), SO, SO2, NR 4 , O, S or CONR 4 Substituted by; C6-C 60 -Aryl, which optionally has one or more substituents R 4 Replaced with; and C3-C 57 - Heteroaryl, which optionally has one or more substituents R 4 Replaced with; R 4 In each case, is independently selected from the group consisting of: hydrogen, deuterium, halogen, OPh, SPh, CF3, CN, Si(C1-C5-alkyl)3, Si(Ph)3, C1-C5-alkyl, where optionally one or more hydrogen atoms are independently substituted by deuterium, halogen, CN, or CF3; C1-C5-alkoxy, where optionally one or more hydrogen atoms are independently substituted by deuterium, halogen, CN, or CF3; C1-C5-thioalkoxy, where optionally one or more hydrogen atoms are independently substituted by deuterium, halogen, CN, or CF3; C2-C5-alkenyl, where optionally one or more hydrogen atoms are independently substituted by deuterium, halogen, CN, or CF3; C2-C5-alkynyl, where optionally one or more hydrogen atoms are independently substituted by deuterium, halogen, CN, or CF3 Substituted; C6-C 18 -aryl, which is optionally substituted with one or more C1-C5-alkyl substituents; C3-C 17 -Heteroaryl, which is optionally substituted with one or more C1-C5-alkyl substituents; N(C6-C 18 -Aryl)2,N(C3-C 17 -heteroaryl)2; and N(C3-C 17 -heteroaryl)(C6-C 18 -Aril); Here, adjacent base R a are optionally bonded to form an aryl or heteroaryl ring optionally substituted with one or more C1-C5-alkyl substituents, deuterium, halogen, CN, or CF3; wherein adjacent groups R 2 The molecules are optionally bonded to each other to form an aryl or heteroaryl ring optionally substituted with one or more C1-C5-alkyl substituents, deuterium, halogen, CN, or CF3; and wherein at least one hydrogen atom of the organic molecule may be substituted with a halogen atom or a deuterium atom. Claim 2 In claim 1, an organic molecule represented by any one of the chemical formulas Ia, Ib, Ic, or Id: Chemical formula Ia Chemical formula Ib Chemical formula Ic Chemical formula Id In the above formula, R 1 and R 2 The description of is identical to the definition stated in Paragraph 1, and R b In each case, is independently selected from the group consisting of: hydrogen, deuterium, N(R 3 )2, CF3, CN, halogen, C1-C 40 -alkyl, which optionally has one or more substituents R 3 It is substituted with, where one or more non-adjacent CH2- groups are optionally R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=O, C=S, C=Se, C=NR 3 , P(=O)(R 3 ), SO, SO2, NR 3 , O, S or CONR 3 Substituted by; C2-C 40 - Alkenyl, which optionally has one or more substituents R 3 It is substituted with, where one or more non-adjacent CH2- groups are optionally R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=O, C=S, C=Se, C=NR 3 , P(=O)(R 3 ), SO, SO2, NR 3 , O, S or CONR 3 Substituted by; C2-C 40 -Alkynyl, which optionally has one or more substituents R 3 It is substituted with, where one or more non-adjacent CH2- groups are optionally R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=O, C=S, C=Se, C=NR 3 , P(=O)(R 3 ), SO, SO2, NR 3 , O, S or CONR 3 Substituted by; C6-C 60 -Aryl, which optionally has one or more substituents R 3 Replaced with; and C3-C 57 - Heteroaryl, which optionally has one or more substituents R 3 Replaced with, R 3 The description of is the same as the definition stated in Paragraph 1. Claim 3 In claim 1, an organic molecule represented by the following chemical formula Ia: Chemical formula Ia, among chemical formula Ia, R 1 and R 2 The description of is identical to the definition stated in Paragraph 1, and R b In each case, is independently selected from the group consisting of: hydrogen, deuterium, N(R 3 )2, CF3, CN, halogen, C1-C 40 -alkyl, which optionally has one or more substituents R 3 It is substituted with, where one or more non-adjacent CH2- groups are optionally R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=O, C=S, C=Se, C=NR 3 , P(=O)(R 3 ), SO, SO2, NR 3 , O, S or CONR 3 Substituted by; C2-C 40 - Alkenyl, which optionally has one or more substituents R 3 It is substituted with, where one or more non-adjacent CH2- groups are optionally R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=O, C=S, C=Se, C=NR 3 , P(=O)(R 3 ), SO, SO2, NR 3 , O, S or CONR 3 Substituted by; C2-C 40 -Alkynyl, which optionally has one or more substituents R 3 It is substituted with, where one or more non-adjacent CH2- groups are optionally R 3 C=CR 3 , C≡C, Si(R 3 )2, Ge(R 3 )2, Sn(R 3 )2, C=O, C=S, C=Se, C=NR 3 , P(=O)(R 3 ), SO, SO2, NR 3 , O, S or CONR 3 Substituted by; C6-C 60 -Aryl, which optionally has one or more substituents R 3 Replaced with; and C3-C 57 - Heteroaryl, which optionally has one or more substituents R 3 Replaced with, R 3 The description of is the same as the definition stated in Paragraph 1. Claim 4 In paragraph 2, R b The same organic molecule in each case. Claim 5 In paragraph 1, R a An organic molecule independently selected from the group consisting of: hydrogen, Me, i Pr, t Bu, CN, CF3, Me, i Pr, t Ph,Me, optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, i Pr, t Pyridinyl,Me, optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, i Pr, t Pyrimidinyl,Me, optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and N(Ph)2. Claim 6 In paragraph 2, R b An organic molecule independently selected from the group consisting of: hydrogen, Me, i Pr, t Bu, CN, CF3, Me, i Pr, t Ph,Me, optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, i Pr, t Pyridinyl,Me, optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, i Pr, t Pyrimidinyl,Me, optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and N(Ph)2. Claim 7 delete Claim 8 In paragraph 1, R 2 An organic molecule independently selected from the group consisting of: hydrogen, Me, i Pr, t Bu, CN, CF3, Me, i Pr, t Ph,Me, optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, i Pr, t Pyridinyl,Me, optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, i Pr, t Pyrimidinyl,Me, optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, i Pr, t Triazinyl optionally substituted with one or more substituents independently selected from the group consisting of Bu, CN, CF3, and Ph, and N(Ph)2. Claim 9 In paragraph 1, R 1 An organic molecule representing pyrene selectively substituted with one or more substituents selected from the group consisting of hydrogen (H), methyl (Me), i-propyl, t-butyl, phenyl, CN, CF3, and diphenylamine (NPh2). Claim 10 A method of using an organic molecule according to any one of claims 1 to 6, 8 and 9 as a light-emitting emitter of a photoelectronic device. Claim 11 In claim 10, the optoelectronic device is 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. Claim 12 A composition comprising: (a) an organic molecule according to claim 1 in the form of an emitter and / or host, and (b) an emitter and / or host material different from said organic molecule, and (c) optionally, a dye and / or solvent. Claim 13 An optoelectronic device comprising an organic molecule according to any one of claims 1 to 6, 8 and 9 or a composition according to claim 12, and having the form of a device selected from the group consisting of an organic light-emitting diode (OLED), a light-emitting electrochemical cell OLED-sensor, an organic diode, an organic solar cell, an organic transistor, an organic field-effect transistor, an organic laser, and a down-conversion device. Claim 14 In claim 13, a photoelectronic device comprising a substrate, an anode, a cathode, and a light-emitting layer, wherein the anode or the cathode is disposed on the substrate, the light-emitting layer is disposed between the anode and the cathode, and the organic molecule or the composition. Claim 15 A method for manufacturing a photoelectronic device, comprising the step of using an organic molecule according to any one of claims 1 to 6, 8 and 9 or a composition according to claim 12, and treating said organic molecule by a vacuum evaporation method or from a solution.

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