Connections and their use in organic electronic components

Description

[0001] The invention relates to a compound of general formula(I), a use of such a compound in an organic electronic device, and an organic electronic device with such a compound.

[0002] Organic electronic components are well-known for applications such as LEDs (OLEDs) and organic photovoltaics (OPVs), also known as organic solar cells. The organic materials used in these components fulfill various functions, particularly charge transport, light emission, or light absorption. Organic materials in optoelectronic components can be polymers or small molecules and can be processed into thin films in solution or emulsion using wet chemical processes such as coating or printing, or in a vacuum through sublimation. Examples of organic electronic components include displays, data storage devices, and transistors, as well as organic optoelectronic devices, especially solar cells and photodetectors.Solar cells or photodetectors have a photoactive layer in which bound electron-hole pairs (excitons) are generated as charge carriers when electromagnetic radiation is incident. The excitons diffuse to an interface where electrons and holes are separated. The material that accepts the electrons is called an acceptor, and the material that accepts the holes is called a donor. Other organic electronic devices are light-emitting devices that emit light when an electric current flows through them. Organic electronic devices comprise at least two electrodes, one of which is deposited on a substrate and the other serving as a counter electrode. At least one photoactive layer, preferably an organic photoactive layer, is located between the electrodes.Additional layers, such as transport layers, can be arranged between the electrodes.

[0003] The search continues for organic semiconducting materials that, when used in organic electronic devices, improve the properties of these devices. The absorption spectrum of known absorbers does not fully cover the blue spectral range. Therefore, to increase the absorption range and thus the efficiency of solar cells, absorbers are needed that strongly absorb in the spectral range between 400 nm and 600 nm, particularly between 450 nm and 550 nm, and exhibit a voltage in the range of 1 V. This is especially advantageous for use in tandem and triplet cells. Similar compounds have already been disclosed in EP 3 188 270 A1 and DE 10 2013 101712 A1.

[0004] The problem is solved by the subject matter of the independent claims. Advantageous embodiments arise from the dependent claims.

[0005] The problem is solved in particular by providing a combination of the general formula I A1-(T1) a -(T2) b -(Z) c -(T3) d -(T4) e -A2 (I) with the parameters a, b, d, e each independently 0 or 1, with the proviso that at least one of the parameters a, b, d, e = 1, with the parameter c = 1, 2, or 3, where the general group Z is a block of two groups M and N, linked as *-MN-* or *-NM-*, where * denotes the link to the groups T1, T2, T3, T4, A1 and A2, where the groups M are each independently selected from: where each group N is selected independently from: where M and N are each linked in such a way that at least one N atom of group M and one O atom of group N are each connected to each other via 2 C atoms, and the connection to the other groups in the combination of the general formula I denotes, with X 1 -X 16 independently selected from N or CR, with the proviso that in the groups of formulas 3 and 6, one group from the groups X 8 / X 7 and X 16 / X 15 respectively, is the connection to the other groups in the compound of general formula I, with R each independently selected from the group consisting of H, halogen, branched or linear, cyclic or open-chain C1-C10 alkyl, wherein H atoms of the C1-C10 alkyl may be substituted and C atoms of the C1-C10 alkyl may be substituted by heteroatoms, C2-C10 alkenyl, O-alkyl, S-alkyl, O-alkenyl, S-alkenyl, alkynyl, aryl, heteroaryl, wherein H atoms may be substituted in all these groups, CN, NR10, R11, with R10 and R11 each independently selected from H, branched or linear, cyclic or open-chain C1-C10 alkyl, wherein H atoms of the C1-C10 alkyl may be substituted and C atoms of the C 1 -C 10 alkyl may be substituted by heteroatoms, with R 1 to R 3 each independently selected from the group consisting of H, branched or linear, cyclic or open-chain C 1 -C 10 alkyl,wherein H atoms of the C1-C10 alkyl may be substituted, and C atoms of the C1-C10 alkyl may be substituted by heteroatoms, substituted or unsubstituted C2-C10 alkenyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, CN, wherein the electron-withdrawing groups A1 and A2 are independently electron-withdrawing groups with at least one C=C double bond, wherein the groups T1, T2, T3 and T4 are each independently selected from: , where the linkage to the other groups in the compound of general formula I, with the proviso that at least one of the groups T1 to T4 is of formula 10, with R5 and R6 each independently selected from the group consisting of H, CN, F, aryl, heteroaryl, C2-C10-alkenyl, alkynyl, branched or linear, cyclic or open-chain C1-C10-alkyl, wherein H atoms of the C1-C10-alkyl may be substituted, wherein, if the substituent R13 is present in the compound of formula I, ring closure between R5 and R13 or R6 and R13 is possible, with the proviso that the double bond from formula 11 is located between R5 and R13 or between R6 and R13, with W1 to W8 each independently selected from N, CR, wherein R is defined as described above is, with X 17 and X 18 independently selected from N and CR, where R is defined as described above, with the proviso thatthat at least X 17 or X 18 is N, with X 19 to X 27 independently selected from N and CR, where R is defined as described above, and with the proviso that in the groups of formulas 12, 13 and 14, one group from the groups X 20 / X 21 , X 23 / X 24 and X 26 / X 27 is selected. to the other groups in the compound of general formula I, with A selected from the group consisting of S, O, NR 9 , and Se, with Q selected from the group consisting of S, O, NR 9 , and Se, wherein for groups A and Q the substituent R 9 is each independently selected from H, CN, branched or linear, cyclic or open-chain C 1 -C 10 alkyl, wherein the H atoms of the C 1 -C 10 alkyl may be substituted, C 2 -C 10 alkyl, O-alkyl, S-alkyl, O-alkenyl, S-alkenyl, alkynyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl.

[0006] The conjugated π-electron system of the donor region of the compounds of formula I according to the invention can be extended beyond the donor block Z by incorporating at least one further donor block T1, T2, T3 or T4 and accordingly successively setting the parameters a, b, d or e corresponding to these donor blocks in formula I to 1.

[0007] It is possible that several pairs of MN or NM blocks follow one another in the middle group Z if the parameter c > 1, e.g., *-MNMNMN-*, *-MNNMMN-*, or *-NMNMNMNM-*. Due to this structural feature (*-MN-*) c or (*-NM-*) c, the present compounds exhibit a high optical density, preferably in the visible spectral range, and in particular a high integral over the optical density in the absorption spectrum compared to non-inventive compounds that do not have the structural element described above. "Integral" here refers to the area under a curve in the absorption spectrum, which is an important characteristic for the suitability of the material as an organic photosensitive material.

[0008] In a particularly preferred embodiment of the invention, R is selected from the group consisting of H, halogen, and a branched or linear, cyclic or open-chain C1-C10 alkyl, wherein preferably H atoms of the C1-C10 alkyl are partially or completely substituted by F.

[0009] In a preferred embodiment of the invention, at least one H atom of formula 9 is substituted, preferably by a halogen, preferably F, an alkyl group, wherein the alkyl group is unsubstituted, or at least one H atom is substituted by a halogen, preferably F, or an O-alkyl group.

[0010] In a preferred embodiment of the invention, at least one T1 to T4 is a substituted or non-substituted thiazole and at least one T1 to T4 is a substituted or non-substituted furan or thiophene.

[0011] In a preferred embodiment of the invention, the M group is pyrrole and / or the N group is furan, each substituted or unsubstituted.

[0012] The chemical compounds of general formula I according to the invention offer advantages compared to the prior art. Advantageously, improved absorbers for organic electronic components, particularly solar cells, can be provided. Advantageously, absorber materials for the red and near-infrared spectral range with high absorption strength are provided. Advantageously, the compounds according to the invention are characterized by a broad absorption range shifted into the blue region. Advantageously, the compounds according to the invention exhibit surprisingly good absorption behavior in a comparatively broad range of visible light from 400 nm to 800 nm, preferably from 400 nm to 700 nm, and in particular, high absorption in the short-wavelength spectral range from 400 nm to 600 nm. Advantageously, the open-circuit voltage Uoc is increased. Advantageously, the efficiency of solar cells can be increased.Advantageously, the compounds according to the invention can be evaporated largely without residue in a vacuum and are therefore suitable for vacuum processing for the production of solar cells. Advantageously, the compounds according to the invention exhibit a blue shift in the absorption spectrum, particularly compounds with at least one thiazole of groups T1 to T4 compared to furan or thiophene at this position. Advantageously, the open-circuit voltage Uoc is in the range of 1 V or higher. This is particularly advantageous for multi-cells, preferably tandem or triplet cells, or mixed layers, since the lowest voltage of the layer limits the overall voltage of the cell.Advantageously, compared to corresponding compounds without at least one T1, T2, T3 and T4 with formula 10 with at least one X17 or X18 and one N, the compounds according to the invention exhibit an increased open-circuit voltage Uoc with simultaneously strong, sufficiently long-wavelength absorption (onset >700nm) and a high fill factor, preferably >60%, particularly preferably >64%, for bulk heterojunctions with a fullerene, preferably C60.

[0013] The compounds according to the invention are in particular so-called "small molecules", which are understood to be non-polymeric oligomeric organic molecules with a molar mass between 100 and 2000 g / mol, which may in particular also be monodisperse.

[0014] In a preferred embodiment of the invention, T1, T2, T3 or T4, in particular T1 or T4, is a thiazole, an oxazole, a thiadiazole or an oxadiazole.

[0015] According to a further development of the invention, the electron-withdrawing groups A1 and A2 are selected independently of each other from: and the linkage to groups T1 to T4 and Z in the compound of general formula I, with R4 and R12 each independently selected from H, CN, and COOR, provided that R4 and R12 are not both H, wherein R is selected from the same group of compounds as defined for R1 to R3, with R13 each independently selected from the group consisting of H, CN, F, aryl, heteroaryl, C2-C10-alkenyl, alkynyl, branched or linear, cyclic or open-chain C1-C10-alkyl, wherein H atoms of the C1-C10-alkyl may be substituted, wherein, if the substituent R5 or R6 is present in the compound of formula I, ring closure between R5 and R13 or R6 with R13 is possible, provided that there is no ring between R5 and R13 or The double bond from formula 11 is located between R 6 and R 13, with V = O, S; with Y = O, S, C(CN) 2 ;with U = O, S, C(CN)₂, with R₇ and R₈ each independently selected from the group consisting of H, CN, F, aryl, heteroaryl, C₂-C₁₀-alkenyl, alkynyl, branched or linear, cyclic or open-chain C₁-C₁₀-alkyl, wherein H atoms of the C₁-C₁₀-alkyl may be substituted, wherein for each of the groups A₁ and A₂, for each C=C double bond, both the E isomer and the Z isomer may be present independently.

[0016] For each C=C double bond of formulas 7, 8, and 9, both the E isomer ("E" = opposite; i.e., trans configuration) and the Z isomer ("Z" = together; i.e., cis configuration) can exist, with these isomers being formed by an imaginary 180° rotation around the C=C double bond axis. This will be illustrated below using the example of the remainder of formula 18: This will be explained. Both isomers, which can exist separately, can be interconverted by a mental rotation around the C=C double bond (indicated by the arrow at the double bond), resulting in the following two isomers for the group of formula 18:

[0017] In a preferred embodiment of the invention, A1 is equal to A2.

[0018] In the compounds of general formula I according to the invention, the aryl groups and the heteroaryl groups can preferably be C₅-C₁₀ aryl and C₅-C₁₀ heteroaryl groups. Substituents are understood to be all atoms and groups of atoms except hydrogen. Suitable substituents include, in particular, halogens, preferably fluorine, but also C₁-C₅ alkyl groups, which may themselves be substituted. The O-alkyl, S-alkyl, O-alkenyl, S-alkenyl, and alkynyl groups can each be C₁-C₁₀ groups, preferably C₁-C₅ groups.

[0019] The cyclic or open-chain C1-C10 alkyl groups of the compounds of formula I according to the invention can be linear or branched and are preferably C1-C5 alkyl groups. Non-adjacent and non-terminal carbon atoms of these alkyl groups can be replaced by heteroatoms.

[0020] "Heteroatoms" in the sense of the present compounds of formula I are understood to be in particular O, S, Se or NR, where the substituent R is defined like the substituents R 1 to R 3 that have already been described above.

[0021] The contact points at the individual groups, which are connected with The designations denote the connection points of the respective groups to the other groups of the compounds of formula I, e.g., in the case of the electron-withdrawing group A1 in the compound of formula I, the connection is either to the donor groups T1 (when a = 1), or T2 (when a = 0 and b = 1), or to the donor group Z if the parameters a and b are both 0.

[0022] According to a further development of the invention, it is provided that the electron-withdrawing groups A1 or A2 comprise the following group are, with R4 and R12 preferably being CN. Such electron-withdrawing groups A1 and A2 lead to oligomeric compounds of formula I, which can be particularly well deposited onto substrates by vapor deposition. R4 and R12 are especially preferred, resulting in the particularly strongly electron-withdrawing group dicyano-vinylene. Furthermore, the substituent R13 can preferably be H.

[0023] According to a further development of the invention, it is provided that one of the parameters a, b, d, e = 0, preferably two of the parameters a, b, d, e = 0, in particular preferably three of the parameters a, b, d, e = 0, and / or at least one of the parameters a, b = 1 and / or one of the parameters d, e = 1, preferably one of the parameters a, b = 0 and one of the parameters d, e = 0, in particular preferably a and b = 1 and d and e = 1.

[0024] According to a further development of the invention, the parameter c = 1 in the general formula I A1-(T1) a -(T2) b -Z-(T3) d -(T4) e -A2 (II). The inventors have found that a donor block Z is sufficient to achieve increased optical density compared to structurally different compounds.

[0025] According to a further development of the invention, it is provided that Z = *-MN-* or *-NM-* and M is a group of is, wherein preferably X 1 and X 2 are independently selected from CR with R each independently selected from the group consisting of H, halogen, branched or linear, cyclic or open-chain C 1 -C 10 -alkyl.

[0026] According to a further development of the invention, the parameter c = 1 in the general formula I A1-(T1) a -(T2) b -Z-(T3) d -(T4) e -A2 (II), wherein preferably T1 or T2, and T3 or T4 are independent of each other formula 10. These simple pyrrole structural units for the donor block M, which do not have a further condensed aromatic π-electron system, already lead to a noticeable increase in the absorption of radiation for the compounds according to the invention, if these also have the donor group N.

[0027] The terms "substituted" and "substituent" are to be interpreted within the meaning of the present invention such that one or more hydrogen atoms are exchanged for any other atomic group or atom. "Substituents" in this sense can, in particular, be a halogen or a pseudohalogen, preferably fluorine or CN, as well as an aryl group, preferably phenyl, or an alkyl group, preferably a C1-C6 alkyl group.

[0028] The general groups and substituents in the donor block M of general formula I can be defined as follows: X 1 and X 2 independently selected from CR with R each independently selected from the group consisting of H, halogen, branched or linear, cyclic or open-chain C 1 -C 10 alkyl.

[0029] These simple furan structural units for the donor block N, which do not have a further condensed aromatic π-electron system, already lead to a noticeable increase in the absorption of radiation for the compounds according to the invention, provided they also have the donor group M. However, it is also possible to use condensed donor blocks containing furan, such as benzofurans or other compounds falling under general formulas 5 or 6. The general groups X9 and X10 in formula 4 can preferably be independent CR, with R each being independently selected from the group consisting of H, halogen, branched or linear, cyclic or open-chain C1-C10 alkyl.

[0030] According to a further development of the invention, X 17 or X 18 = CR, wherein R is independently selected from a group consisting of H, halogen, branched or linear, cyclic or open-chain C 1 -C 10 alkyl, R5 and R6 are each independently selected from H, CN, F, aryl, heteroaryl, C 2 -C 10 alkyl, alkynyl, branched or linear, cyclic or open-chain C 1 -C 10 alkyl, wherein H atoms of the C 1 -C 10 alkyl may be substituted.

[0031] If the substituents R 5 and R 6 are present in the compound, a ring closure between R 5 with R 13 as well as between R 6 with R 13 is possible, provided that the double bond of formula 11 or formula 11* is located between R 5 and R 13 or between R 6 and R 13.

[0032] According to a further development of the invention, it is provided that X 17 and X 18 are N, and / or X 19 to X 27 are independently selected from CR, wherein R is defined as described above, and with the proviso that in the groups of formulas 12, 13 and 14, one group each from the groups X 20 / X 21 , X 23 / X 24 and X 26 / X 27 is selected. to the other groups in the compound of the general formula I.

[0033] According to a further development of the invention, it is provided that the group N is the following general group of formula 4. is, wherein preferably X 9 and X 10 are independently selected from CR with R each independently selected from the group consisting of H, halogen, branched or linear, cyclic or open-chain C 1 -C 10 -alkyl.

[0034] According to a further development of the invention, it is provided that M is the general group of formula 3 and / or N is the general group of formula 6, wherein preferably in formula 10 A = S or O.

[0035] According to a further development of the invention, it is provided that b = 1 and T2 is the group of formula 10. is, where preferably in formula 10 A = S or O, and / or where d = 1 and T3 is the group of formula 10 or Formula 11 is, where preferably in formula 10 A = S or O.

[0036] According to a further development of the invention, it is provided that e = 1 and T4 are the group of formula 10. or Formula 11 is, where preferably in formula 10 A = O or S, and / or where a = 1 and T1 is the group of formula 10 or Formula 11 is, where preferably in formula 10 A = S or O.

[0037] According to a further development of the invention, the compound (compound 31 is not part of the claimed invention) is selected from the group consisting of: and

[0038] According to a further development of the invention, it is provided that c = 1, b = 1, and / or e = 1.

[0039] Due to the particularly strong absorption of the compounds according to the invention, excitons are formed especially well in layers comprising these compounds, which leads to higher fill factors FF, improved open-circuit voltage Voc, and improved short-circuit current density Jsc in organic photoactive devices comprising these compounds. Improved electronic properties can also be expected in other organic electronic devices due to the enhanced charge carrier transport properties of the compounds according to the invention.

[0040] The object of the present invention is also achieved by providing an organic electronic component comprising at least one compound according to the invention, particularly according to one of the embodiments described above. In this way, the organic electronic component offers, in particular, the advantages already explained in connection with the compound of general formula (I).

[0041] According to a further development of the invention, the organic electronic component has a layer system, wherein the layer system comprises an electrode, a counter electrode and at least one photoactive layer, wherein the at least one photoactive layer is arranged between the electrode and the counter electrode.

[0042] An organic electronic component is understood to be, in particular, an electronic component which has organic conductive or semiconducting materials, especially transistors, organic light-emitting components, organic photoactive devices in which excitons (electron-hole pairs) can be formed in a photoactive layer by means of irradiation, preferably photodetectors and solar cells.

[0043] In a preferred embodiment of the invention, the at least one photoactive layer comprises at least one compound according to the invention.

[0044] According to a further development of the invention, the organic electronic component is provided to be an organic solar cell, an OFET, an OLED or an organic photodetector.

[0045] In a preferred embodiment of the invention, the organic electronic component is configured as a tandem or multiple cell, wherein at least one further absorber material, which absorbs in a different spectral range of light, is present. A tandem cell is, in particular, a solar cell consisting of a vertical layer system of two cells connected in series. A multiple solar cell is, in particular, a solar cell consisting of a vertical layer system of several cells connected in series.

[0046] In a preferred embodiment of the invention, the compound of general formula (I) is an absorber material in a photoactive layer of an organic electronic device. In a preferred embodiment of the invention, the compound is a donor in a donor-acceptor heterojunction, preferably used with an acceptor selected from the group consisting of fullerenes (C60, C70) or fullerene derivatives, subphthalocyanines, rylenes, fluorenes, carbazoles, benzothiadiazoles, diketopyrrolopyrroles, and vinazenes.

[0047] The photoactive layer can perform a function important for the electronic function of the organic component, such as charge carrier transport, like the transport of holes (p-type) or electrons (n-type). Furthermore, the photoactive layer can also include a light-emitting layer that emits radiation, e.g., light, when a voltage is applied to the electrode and counter electrode through recombination of holes (positive charges) and electrodes (negative charges). The organic functional layer can also be a photoactive layer in which excitons (electron-hole pairs) are formed upon irradiation with radiation, e.g., light, or even UV or IR radiation.Organic photoactive layers can form, in particular, so-called flat heterojunctions, in which a flat p-type layer is adjacent to a flat n-type layer, and the excitons generated by irradiation in either the p-type or n-type layer can be separated into holes and electrons at the interface between the two layers. Furthermore, the photoactive layer can also include a so-called bulk heterojunction, in which p-type and n-type materials interpenetrate in the form of an interpenetrating network, with the separation of the excitons generated by irradiation also occurring at the interfaces between the p-type and n-type materials.

[0048] Excitons are electrically neutral excited states, electron-hole pairs, which are then separated into electrons and holes at a pn junction in a further step. This separation results in free charge carriers that contribute to the electric current flow. The limiting factor is the size of the semiconductor's band gap; accordingly, only photons with an energy greater than its band gap can be absorbed. Light always generates excitons first, not free charge carriers; therefore, low-recombination diffusion is an important component for the magnitude of the photocurrent. The exciton diffusion length must exceed the typical penetration depth of the light so that as much of the light as possible can be used electrically. The excitons reach an interface by diffusion, where electrons and holes are separated.The material that accepts the electrons is called the acceptor, and the material that accepts the holes is called the donor.

[0049] A well-known structure of a common organic solar cell consists of a pin or nip diode [Martin Pfeiffer, "Controlled doping of organic vacuum deposited dye layers: basics and applications", PhD thesis TU-Dresden, 1999 and WO2011 / 161108A1]: a pin solar cell consists of a substrate with a usually transparent base contact, p-layer(s), i-layer(s), n-layer(s), and a top contact. A nip solar cell consists of a substrate with a usually transparent base contact, n-layer(s), i-layer(s), p-layer(s), and a top contact. Here, n and p refer to doping, which leads to an increase in the density of free electrons or holes, respectively, in the thermal equilibrium state. Therefore, such layers are primarily to be understood as transport layers. It is also possible that n- or p-layer(s) are at least partially nominally undoped and only due to material properties (e.g.Different mobilities) or different impurities (e.g., residual material from synthesis or layer fabrication) or environmental influences (e.g., adjacent layers, diffusion of metals or other organic materials, gas doping from the ambient atmosphere) may result in predominantly n- or p-type conducting properties. In this sense, such layers are preferably understood as transport layers. The term i-layer denotes an undoped or intrinsic layer. One or more i-layers can consist of a single material (planar heterojunctions) or a mixture of two or more materials (bulk heterojunctions) that form an interpenetrating network.

[0050] Organic pin tandem cells and pin multi-cells are also known from the literature. WO 2011 161 108 A1 discloses a photoactive device with an electrode and a counter electrode, wherein at least one organic layer system is arranged between the electrodes, furthermore with at least two photoactive layer systems and at least two different transport layer systems of the same charge carrier type between the photoactive layer systems, characterized in that one transport layer system is energetically matched to one of the two photoactive layer systems and the other transport layer system is transparent.

[0051] The object of the present invention is also achieved by providing a use of a compound according to the invention in an organic electronic device, particularly according to one of the embodiments described above. The use of the compound according to the invention in an organic electronic device offers, in particular, the advantages already explained in connection with the combination of general formula (I) and the organic electronic device with such a compound.

[0052] In a preferred embodiment of the invention, the compound according to the invention, preferably several compounds according to the invention, is used in an absorber layer of a solar cell.

[0053] The inventors have found that, in particular, the presence of a further heterocyclic group, which may be a furan or thiophene residue, as well as double bonds, which are preferably arranged adjacent to at least one of the electron-withdrawing groups A1 and / or A2, but may also be arranged between a heterocyclic group and the central donor block Z, allows the production of further molecules according to the invention which possess the aforementioned advantageous properties.

[0054] Table 1 shows an overview of the structures, melting points, and absorption maxima (in nm and eV in solvent (LM)) of embodiments of compounds according to the invention, which fall under both general formulas I and II. Compound 31 is not part of the claimed invention. Table 1: Nr structure Smp. / °C a< λmax (LM) / nm b< in eV 11 288 570 2,18 12 289 544 2,28 13 270 542 2,29 14 - c< 510 2,43 15 - c< 545 2,27 16 256 543 2,28 17 - d< - d< - d< 18 - d< - d< - d< 21 307 529 2,34 22 352 530 2,34 23 - d< - d< - d< 24 - d< - d< - d< 25 - d< - d< - d< 31 - c< 511 2,42 32 320 543 2,28 33 291 540 2,30 34 332 522 2,38 35 323 573 2,16 a< onset DSC (differential scanning calorimetry; start of the melting range; extrapolated initial temperature (intersection of inflection tangent and baseline) b< in dichloromethane unless otherwise noted c< no melting peak in DSC d< data not yet available

[0055] Surprisingly, it was found that the compounds according to the invention exhibit particularly strong absorption (i.e., high optical density at the absorption maximum or high integral over the optical density in the visible spectral range compared to similar compounds outside the range claimed herein).

[0056] Table 2 below shows a direct comparison of various parameters of the compounds according to the invention. The photovoltaic parameters Voc, Jsc, and FF each refer to solar cells with a 30 nm thick mixed layer of the respective donor material of these compounds and fullerene C60 as a photoactive layer on glass with the structure [structure details missing in original text].

[0057] ITO / C60 (15 nm) / the respective compounds: C60 (30 nm) / NHT169 or NHT049 (10 nm) / NHT169 or NHT049: NDP9 (30 nm) / NDP9 (1 nm) / Au (50 nm), measured under AM1.5 illumination (Am = Air Mass; AM = 1.5; at this spectrum, the global irradiance is < 1000 W / m²; AM = 1.5 is the standard value for measuring solar modules). Table 2 shows, in particular, the optical density at the absorption maximum (ODmax), the optical integral in the visible range (OD integral), as well as Voc, Jsc, FF, and the efficiency. Table 2 Nr structure OD integral (400-900nm) [nm] V oc [V] J sc [mA / cm 2< ] FF [%] eff [%] 11 88 0, 97 5,2 74,5 3,8 12 72 0, 99 11,5 69,5 7, 9 13 110 0,98 9, 5 49,5 4, 6 14 37 - b< - b< - b< - b< 15 92 - b< - b< - b< - b< 16 107 1,02 10,7 60,7 6, 6 17 18 21 98 - b< - b< - b< - b< 22 79 0,99 10,5 74, 0 7,7 23 24 25 31 55 - b< - b< - b< - b< 32 87 0,94 12,8 71,2 8,6 33 85 0,95 12,4 72,4 8,5 34 97 - b< - b< - b< - b< 35 101 0,97 13,3 70,6 9,1 b< Cell not measured

[0058] The spectral data refer to 30nm thick vacuum vapor deposition layers on quartz glass.

[0059] Furthermore, it has been shown that many derivatives of the compounds according to the invention not only absorb light but can also be evaporated without residue in a vacuum. Due to their very good charge transport and absorption properties, high photocurrents can be generated. This makes it possible to produce highly effective tandem, triple, quadruple, or multijunction solar cells.

[0060] The invention will be explained in more detail below with reference to the drawings. The drawings show: Fig. 1 a schematic representation of an exemplary embodiment of an organic electronic component in cross-section; Figure 2 a current-voltage curve of an organic electronic component with junction 12; Figure 3 a current-voltage curve of an organic electronic device with junction 22; and Figure 4a current-voltage curve of an organic electronic component with junction 35. Examples of implementation

[0061] Fig. 1 shows a schematic representation of an exemplary embodiment of an organic electronic component in cross-section;

[0062] The organic electronic component according to the invention has a layer system 7, wherein at least one layer of the layer system 7 has a compound according to the invention of general formula I.

[0063] The organic electronic component comprises a first electrode 2, a second electrode 6, and a layer system 7, wherein the layer system 7 is arranged between the first electrode 2 and the second electrode 6. At least one layer of the layer system 7 comprises at least one compound of general formula I according to the invention.

[0064] The layer system 7 has a photoactive layer 4, preferably a light-absorbing photoactive layer 4, wherein the photoactive layer 4 has at least one compound according to the invention.

[0065] In one embodiment, the organic solar cell has a substrate 1, e.g., made of glass, on which an electrode 2 is located, which e.g. comprises ITO. Arranged on this is the layer system 7 with an electron-transporting layer 3 (ETL) and a photoactive layer 4 with at least one compound according to the invention, a p-type donor material, and an n-type acceptor material, e.g., C60 fullerene, either as a planar heterojunction or as a bulk heterojunction. Above this is a p-doped hole transport layer 5 (HTL) and an electrode 6 made of gold or aluminum.

[0066] The fabrication of the component's layer system, particularly individual layers, can be achieved by evaporating the compounds in a vacuum, with or without a carrier gas, or by processing a solution or suspension, such as in coating or printing. Individual layers can also be applied by sputtering. Vaporizing the layers in a vacuum, where the substrate can be heated, is advantageous. The organic materials are printed, bonded, coated, vapor-deposited, or otherwise applied to the substrate in the form of thin films or small volumes. All processes used for electronics on glass, ceramic, or semiconducting substrates are also suitable for fabricating these thin layers.

[0067] The chemical compound of general formula I has the following structure: A1-(T1) a -(T2) b -(Z) c -(T3) d -(T4) e -A2 (I) with parameters a, b, d, e each independently 0 or 1, provided that at least one of the parameters a, b, d, e = 1, with parameter c = 1, 2, or 3, where the general group Z is a block of two groups M and N, linked as *-MN-* or *-NM-*, where * denotes the link to the groups T1, T2, T3, T4, A1 and A2, where the groups M are each independently selected from: where each group N is selected independently from: where M and N are each linked in such a way that at least one N atom of group M and one O atom of group N are each connected to each other via 2 C atoms, and the connection to the other groups in the combination of the general formula I denotes, with X 1 -X 16 independently selected from N or CR, with the proviso that in the groups of formulas 3 and 6, one group from the groups X 8 / X 7 and X 16 / X 15 respectively, is the connection to the other groups in the compound of general formula I, with R each independently selected from the group consisting of H, halogen, branched or linear, cyclic or open-chain C1-C10 alkyl, wherein H atoms of the C1-C10 alkyl may be substituted and C atoms of the C1-C10 alkyl may be substituted by heteroatoms, C2-C10 alkenyl, O-alkyl, S-alkyl, O-alkenyl, S-alkenyl, alkynyl, aryl, heteroaryl, wherein H atoms may be substituted in all these groups, CN, NR10, R11, with R10 and R11 each independently selected from H, branched or linear, cyclic or open-chain C1-C10 alkyl, wherein H atoms of the C1-C10 alkyl may be substituted and C atoms of the C 1 -C 10 alkyl may be substituted by heteroatoms, with R 1 to R 3 each independently selected from the group consisting of H, branched or linear, cyclic or open-chain C 1 -C 10 alkyl,wherein H atoms of the C1-C10 alkyl may be substituted, and C atoms of the C1-C10 alkyl may be substituted by heteroatoms, substituted or unsubstituted C2-C10 alkenyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, CN, wherein the electron-withdrawing groups A1 and A2 are independently electron-withdrawing groups with at least one C=C double bond, wherein the groups T1, T2, T3 and T4 are each independently selected from: , where the linkage to the other groups in the compound of general formula I, with the proviso that at least one of the groups T1 to T4 is of formula 10, with R5 and R6 each independently selected from the group consisting of H, CN, F, aryl, heteroaryl, C2-C10-alkenyl, alkynyl, branched or linear, cyclic or open-chain C1-C10-alkyl, wherein H atoms of the C1-C10-alkyl may be substituted, wherein, if the substituent R13 is present in the compound of formula I, ring closure between R5 and R13 or R6 and R13 is possible, with the proviso that the double bond from formula 11 is located between R5 and R13 or between R6 and R13, with W1 to W8 each independently selected from N, CR, wherein R is defined as described above is, with X 17 and X 18 independently selected from N and CR, where R is defined as described above, with the proviso thatthat at least X 17 or X 18 is N, with X 19 to X 27 independently selected from N and CR, where R is defined as described above, and with the proviso that in the groups of formulas 12, 13 and 14, one group from the groups X 20 / X 21 , X 23 / X 24 and X 26 / X 27 is selected. to the other groups in the compound of general formula I, with A selected from the group consisting of S, O, NR 9 , and Se, with Q selected from the group consisting of S, O, NR 9 , and Se, wherein for groups A and Q the substituent R 9 is each independently selected from H, CN, branched or linear, cyclic or open-chain C 1 -C 10 alkyl, wherein the H atoms of the C 1 -C 10 alkyl may be substituted, C 2 -C 10 alkyl, O-alkyl, S-alkyl, O-alkenyl, S-alkenyl, alkynyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl.

[0068] Figure 2shows a current-voltage curve of an organic electronic component with junction 12.

[0069] Figure 2 Figure 1 shows the current-voltage curve of a BHJ cell with the following structure: ITO / C60 (15 nm) / Compound 12:C60 (30 nm, 2:1, 50 °C) / NHT169 (10 nm) / NHT169:NDP9 (30 nm, 9.1% wt) / NDP9 (1 nm) / Au (50 nm), where the photoactive layer 4 is a bulk heterojunction (BHJ). ITO is indium tin oxide, NDP9 is a commercial p-doper from Novaled GmbH, and NHT169 is a commercial hole conductor from Novaled GmbH. In this embodiment, the organic electronic device is a solar cell.

[0070] In the solar cell with connection (12), the fill factor FF is 69.5%, the open-circuit voltage Uoc is 0.99 V, and the short-circuit current Jsc is 11.5 mA / cm². The cell efficiency of such an organic electronic device, in particular a solar cell, with connection (12) is 7.91%.

[0071] Figure 3 shows a current-voltage curve of an organic electronic component with junction 22.

[0072] Figure 3 Figure 1 shows the current-voltage curve of a BHJ cell with the following structure: ITO / C60 (15 nm) / Compound 22:C60 (30 nm, 3:2, 50 °C) / NHT049 (10 nm) / NHT049:NDP9 (30 nm, 9.7% wt) / NDP9 (1 nm) / Au (50 nm), where the photoactive layer 4 is a bulk heterojunction (BHJ). ITO is indium tin oxide, NDP9 is a commercial p-doper from Novaled GmbH, and NHT049 is a commercial hole conductor from Novaled GmbH. In this embodiment, the organic electronic device is a solar cell.

[0073] In the solar cell with connection (22), the fill factor FF is 74.0%, the open-circuit voltage Uoc is 0.99 V, and the short-circuit current Jsc is 10.5 mA / cm². The cell efficiency of such an organic electronic device, in particular a solar cell, with connection (22) is 7.69%.

[0074] Figure 4 shows a current-voltage curve of an organic electronic component with junction 35.

[0075] Figure 4 Figure 1 shows the current-voltage curve of a BHJ cell with the following structure: ITO / C60 (15 nm) / Compound 35:C60 (30 nm, 2:1, 50 °C) / NHT049 (10 nm) / NHT049:NDP9 (30 nm, 9.7% wt) / NDP9 (1 nm) / Au (50 nm), where the photoactive layer is a bulk heterojunction (BHJ). ITO is indium tin oxide, NDP9 is a commercial p-doper from Novaled GmbH, and NHT049 is a commercial hole conductor from Novaled GmbH. In this embodiment, the organic electronic device is a solar cell.

[0076] In the solar cell with connection (35), the fill factor FF is 67.6%, the open-circuit voltage Uoc is 0.96 V, and the short-circuit current Jsc is 14.5 mA / cm². The cell efficiency of such an organic electronic device, in particular a solar cell, with connection (35) is 9.40%.

[0077] The following are exemplary syntheses of specific implementation examples.

[0078] The synthesis of the general compound (I) can be carried out according to one of the methods described below. This is presented here as an example and the order of its individual steps can be varied, or modified using other known methods. Combining individual reaction steps or altering parts of the synthesis route is also possible. Synthesis of {[2-(5-{5-[5-(2,2-dicyanoethenyl)furan-2-yl]-1-ethyl-1H-pyrrol-2-yl}furan-2-yl)-1,3-thiazol-5-yl]methylidene}propanedinitrile (Connection 12)

[0079] Synthesis of 2-(furan-2-yl)-1,3-thiazole-5-carbaldehyde (1)

[0080] 4.9 g (25.5 mmol) of 2-bromothiazole-5-carboxaldehyde and 9.4 g (25.5 mmol) of 2-(tributylstannyl)furan were dissolved in 51 ml of toluene, and the reaction mixture was degassed. 1.55 g (1.28 mmol) of tetrakis-(triphenylphosphine)palladium(0) was added, and the reaction mixture was heated to boiling overnight. After the reaction mixture had cooled to room temperature, it was treated with DCM. The organic phase was washed with water and saturated NaCl solution. The crude product was purified by silica gel filtration in DCM, yielding 2.9 g (64% yield) of pure product. 1 isolated. 1H NMR in d6-acetone, ppm: 9.98 (s, 1H), 8.48 (s, 1H), 7.75 (dd, 1H), 7.20 (dd, 1H), 6.63 (dd, 1H). Synthesis of 2-(5-bromofuran-2-yl)-1,3-thiazole-5-carbaldehyde (2)

[0081] 7.21 g (40.2 mmol) of 1 was dissolved in 40 ml of DMF under argon. 8.03 g (44.2 mmol) of NBS was added in small portions, and the reaction mixture was stirred for 3 h at room temperature. The mixture was placed on ice. The precipitate was filtered, washed with water and ethanol, and dried in air. 9.82 g (95% yield) was obtained. 2 isolated, which was reacted without further purification. 1H-NMR in d6-acetone, ppm: 10.13 (s, 1H), 8.63 (s, 1H), 7.36 (d, 1H), 6.85 (d, 1H). Synthesis of {[2-(5-bromofuran-2-yl)-1,3-thiazol-5-yl]methylidene}propanedinitrile (3)

[0082] 5.24 g (20.3 mmol) of compound 2 was dissolved in 15 ml of ethanol. 139 mg (2.03 mmol) of β-alanine and 1.31 g (26.4 mmol) of malononitrile were added. The reaction mixture was stirred overnight at room temperature. The precipitate was filtered, washed with ethanol, and dried in air. 5.57 g (90% yield) was obtained. 3isolated, which was reacted without further purification. 1H-NMR in d6-acetone, ppm: 8.50 (s, 1H), 8.42 (s, 1H), 7.32 (d, 1H), 6.86 (d, 1H). Synthesis of ({2-[5-(1-ethyl-1H-pyrrol-2-yl)furan-2-yl]-1,3-thiazol-5-yl}methylidene)propanedinitrile (4)

[0083] 1.55 g (6 mmol) 1-ethyl-2-(trimethylstannyl)-1H-pyrrole and 2.2 g (7.2 mmol) 3 were dissolved in 11 ml of dioxane and the solution was degassed. 0.15 g (0.3 mmol) of bis-(tri-tert-butylphosphine)-palladium(0) was added and the reaction mixture was stirred overnight at 60°C. After the reaction mixture had cooled to room temperature, it was treated with DCM. The organic phase was washed with water. The crude product was recrystallized from ethanol, yielding 0.63 g. 4 isolated. 1H-NMR in d6-acetone, ppm: 8.58 (s, 1H), 8.54 (s, 1H), 7.53 (d, 1H), 7.05 (dd, 1H), 6.82 (d, 1H), 6.73 (dd, 1H), 6.19 (dd, 1H), 4.43 (qa, 2H), 1.43 (t, 3H). Synthesis of ({2-[5-(5-bromo-1-ethyl-1H-pyrrol-2-yl)furan-2-yl]-1,3-thiazol-5-yl}methylidene)propanedinitrile (5)

[0084] 352 mg (1.1 mmol) 4 was dissolved in 17 ml of DMF. 186 mg (1.04 mmol) of NBS was added and the reaction mixture was stirred overnight at room temperature. Subsequently, the mixture was placed on ice. The precipitate was filtered, washed with water and ethanol, and dried in air. 356 mg (81% yield) was obtained. 5 isolated, which was reacted without further purification. 1H-NMR in d6-acetone, ppm: 8.59 (s, 1H), 8.56 (s, 1H), 7.53 (d, 1H), 6.91 (d, 1H), 6.75 (d, 1H), 6.34 (d, 1H), 4.38 (qa, 2H), 1.46 (t, 3H).

[0085] Synthesis of {[2-(5-{5-[5-(2,2-dicyanoethenyl)furan-2-yl]-1-ethyl-1H-pyrrol-2-yl}furan-2-yl)-1,3-thiazol-5-yl]methylidene}propanedinitrile (Compound 12) 226 mg (0.57 mmol) of 5- and 208 mg (0.68 mmol) of 5-(trimethylstannyl)-2-dicyanovinylfuran were dissolved in 1.7 mL of dioxane. The reaction mixture was degassed and 7.23 mg (0.0143 mmol) of bis-(tri-tert-butylphosphine)-palladium(0) was added. The mixture was heated overnight at 80°C. The reaction mixture was cooled to room temperature and the precipitated solids were filtered off. The crude product was washed with methanol and recrystallized from acetonitrile. 60 mg of compound 12 was isolated (23% yield, HPLC purity 97.5% at 481 nm). Synthesis of {[2-(5-{2-[5-(2,2-dicyanoethenyl)furan-2-yl]-1-ethyl-1H-indol-6-yl}furan-2-yl)-1,3-thiazol-5-yl]methylidene}propanedinitrile (Connection 22)

[0086] Synthesis of 6-bromo-1-ethyl-2-iodo-1H-indoles (6)

[0087] 5 g (15.5 mmol) of 6-bromo-1-ethyl-2-iodo-1H-indole was dissolved in 155 ml of DMF. 2.59 g (23.3 mmol) of ethyl bromide and 4.33 g (31 mmol) of potassium carbonate were added, and the mixture was stirred overnight at room temperature. Subsequently, the mixture was treated with water and extracted with ethyl acetate. The organic phase was washed with saturated NaCl and water. The crude product was purified by silica gel filtration, yielding 4.71 g (87% yield). 6 isolated. 1H NMR in d6-acetone, ppm: 7.69 (d, 1H), 7.42 (d, 1H), 7.11 (dd, 1H), 6.78 (s, 1H), 4.29 (qa, 2H), 1.27 (t, 3H). Synthesis of {[5-(6-bromo-1-ethyl-1H-indol-2-yl)furan-2-yl]methylidene}propanedinitrile (7)

[0088] 4.72 g (13.5 mmol) of 6 and 4.14 g (13.5 mmol) of 5-(trimethylstannyl)-2-dicyanovinylfuran were dissolved in dioxane and the mixture was degassed. 0.234 g (0.34 mmol) of (3-chloropyridyl)-(1,3-diisopropylimidazol-2-ylidene)-palladium(II) dichloride and 0.256 g (1.69 mmol) of cesium fluoride were added. The reaction mixture was stirred overnight at 80°C. Subsequently, the mixture was treated with DCM and washed with water. The crude product was treated with ethanol and stirred for 1 h at room temperature. The solid was filtered off, washed with ethanol, and dried. 1.71 g (35% yield) was obtained. 7 isolated. 1H NMR in d6-acetone, ppm: 8.06 (s, 1H), 7.85 (m, 1H), 7.64 (m, 2H), 7.36 (d, 1H), 7.29 (m, 2H), 4.72 (qa, 2H), 1.42 (t, 3H). Synthesis of 2-[5-(trimethylstannyl)furan-2-yl]-1,3-thiazole-5-carbaldehyde (8)

[0089] 1.52 g (15.1 mmol) of 1-methylpiperazine was dissolved in 50 ml of dry THF and cooled to -78°C under argon. 6 ml (15.1 mmol) of 2.5 M nBuLi was slowly added and the mixture was stirred for 15 min at -78°C. The solution of 3.54 g (13.7 mmol) 2 18 ml of dry THF was added at -78°C and the mixture was stirred at -78°C for a further 15 min. 1.91 g (16.4 mmol) of TMEDA and 6.58 ml (16.4 mmol) of 2.5-M-nBuLi were added successively and the reaction mixture was stirred at -78°C for 2 h. Subsequently, 16.4 ml (16.4 mmol) of 1-M Me3SnCl solution was added and the mixture was stirred overnight at room temperature. The reaction mixture was treated with saturated NaCl solution and extracted with MTBE. The organic phase was washed with water and dried over sodium sulfate. The crude product 8,4.3 g (92% yield) was reacted without further purification. 1H-NMR in d6-acetone, ppm: 10.05 (s, 1H), 8.56 (s, 1H), 7.25 (d, 1H), 6.88 (d, 1H), 0.38 (s, 9H). Synthesis of ({2-[5-(trimethylstannyl)furan-2-yl]-1,3-thiazol-5-yl}methylidene)propanedinitrile (9)

[0090] 17 g (49.7 mmol) 8 was dissolved in 48 ml of ethanol. 4.27 g (64.6 mmol) of malodonitrile and 0.45 g (4.96 mmol) of β-alanine were added. The reaction mixture was stirred overnight at room temperature. The precipitate was filtered, washed with ethanol, and dried. 12.5 g (65% yield) was obtained. 9 isolated. 1H NMR in d6-acetone, ppm: 8.47 (s, 1H), 8.41 (s, 1H), 7.27 (d, 1H), 6.85 (d, 1H), 0.33 (s, 9H). Synthesis of {[2-(5-{2-[5-(2,2-dicyanoethenyl)furan-2-yl]-1-ethyl-1H-indol-6-yl}furan-2-yl)-1,3-thiazol-5-yl]methylidene}propanedinitrile (compound 22)

[0091] 549 mg (1.5 mmol) of compound 7 and 585 mg (1.5 mmol) of compound 9 were dissolved in 9 ml of dioxane and the solution was degassed. 19.2 mg (0.04 mmol) of bis-(tritert-butylphosphine)palladium(0) was added and the reaction mixture was stirred overnight at 60°C. The precipitate was filtered off, washed with methanol, and recrystallized twice from chlorobenzene. 222 mg (29% yield, HPLC purity 94.5% at 530 nm) of compound 22 was isolated. Synthesis of 2,2'-{(1-phenyl-1H-pyrrole-2,5-diyl)bis[(furan-5,2-diyl)-1,3-thiazole-2,5-diylmethanylylidene]}dipropanedinitrile (Connection 35)

[0092] Synthesis of 1-phenyl-2,5-bis(trimethylstannyl)-1H-pyrroles ( 10 )

[0093] 3.49 g (11.6 mmol) of 2,5-dibromo-1-phenyl-1H-pyrrole was dissolved in 105 ml of dry THF and the solution was cooled to -78°C. 54.6 ml (92.8 mmol) of 1,7-M-tBuLi was slowly added dropwise at -78°C and the mixture was stirred for 3 h at -78°C. Subsequently, 92.8 ml (92.8 mmol) of 1-M-Me3SnCl solution was added and the reaction mixture was stirred overnight at room temperature. The reaction mixture was treated with petroleum ether and extracted with water. The organic phase was dried over sodium sulfate. Crude product 10 , was recrystallized from ethanol. 1.48 g (27% yield) was obtained. 10 isolated. 1H NMR in d6-acetone, ppm: 7.54 (m, 3H), 7.32 (m, 2H), 6.45 (s, 2H), 0.07 (s, 18H). Synthesis of 2,2'-{(1-phenyl-1H-pyrrole-2,5-diyl)bis[(furan-5,2-diyl)-1,3-thiazole-2,5-diylmethanylylidene]}dipropanedinitrile (Compound 35)

[0094] 469 mg (1.0 mmol) of 10 and 765 mg (2.5 mmol) of 3 were dissolved in 5 ml of dioxane and the solution was degassed. 12.8 mg (0.025 mmol) of bis-(tri-tert-butylphosphine)palladium(0) was added and the reaction mixture was stirred overnight at 80°C. The precipitate was filtered off, washed with ethanol, and recrystallized twice from chlorobenzene. 210 mg (35% yield, HPLC purity 99.3% at 573 nm) of compound 35 was isolated.

Claims

1. Compound of general formula I         A1-(T1)a-(T2)b-(Z)c-(T3)d-(T4)e-A2     (I) - where the parameters a, b, d, e are each independently of one another 0 or 1, with the proviso that at least one of parameters a, b, d, e is equal to 1, - where the parameter c is equal to 1, 2 or 3, - wherein the general group Z is a block of two groups M and N linked as *-M-N-* or *-N-M-*, where * denotes the linkage to the groups T1, T2, T3, T4, A1 and A2, - wherein groups M are each independently of one another selected from: - wherein groups N are each independently of one another selected from: - wherein M and N are each connected such that at least one nitrogen atom of group M and one oxygen atom of group N are in each case connected to one another via 2 carbon atoms, and denotes the linkage to the other groups in the compound of general formula I, - where X1-X16 are independently of one another selected from N or C-R, with the proviso that, in the groups of formulas 3 and 6, in each case one group from the groups X8 / X7 and X16 / X15 denotes the linkage to the other groups in the compound of general formula I, - where R is in each case independently of one another selected from the group consisting of H, halogen and branched or linear, cyclic or open-chain C1-C10 alkyl, wherein hydrogen atoms of the C1-C10 alkyl may be substituted and carbon atoms of the C1-C10 alkyl may be substituted by heteroatoms, C2-C10 alkenyl, O-alkyl, S-alkyl, O-alkenyl, S-alkenyl, alkynyl, aryl or heteroaryl, wherein hydrogen atoms in all of these groups may be substituted, CN, NR10R11, where R10 and R11 are each independently of one another selected from H and branched or linear, cyclic or open-chain C1-C10 alkyl, wherein hydrogen atoms of the C1-C10 alkyl may be substituted and carbon atoms of the C1-C10 alkyl may be substituted by heteroatoms, - where R1 to R3 are each independently of one another selected from the group consisting of H and branched or linear, cyclic or open-chain C1-C10 alkyl, wherein hydrogen atoms of the C1-C10 alkyl may be substituted, and carbon atoms of the C1-C10 alkyl may be substituted by heteroatoms, substituted or unsubstituted C2-C10 alkenyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl or CN, - wherein the electron-withdrawing groups A1 and A2 are independently of one another electron-withdrawing groups having at least one C=C double bond, - wherein the groups T1, T2, T3 and T4 are each independently of one another selected from: - wherein denotes the linkage to the other groups in the compound of general formula I, with the proviso that at least one of groups T1 to T4 is formula 10, - where R5 and R6 are each independently of one another selected from the group consisting of H, CN, F, aryl, heteroaryl, C2-C10 alkenyl, alkynyl and branched or linear, cyclic or open-chain C1-C10 alkyl, wherein hydrogen atoms of the C1-C10 alkyl may be substituted, wherein, if the substituent R13 is present in the compound of formula I, a ring closure between R5 with R13 or R6 with R13 is possible, with the proviso that the double bond in formula 11 is in each case possible between R5 and R13 or between R6 and R13, - where W1 to W8 are each independently of one another selected from N and CR, wherein R is defined as described above, - where X17 and X18 are independently of one another selected from N and C-R, wherein R is defined as described above, with the proviso that at least X17 or X16 is N, - where X19 to X27 are independently of one another selected from N and C-R, wherein R is defined as described above, and with the proviso that in the groups of formulas 12, 13 and 14 in each case one group from the groups X20 / X21, X23 / X24 and X26 / X27 denotes the linkage to the other groups in the compound of general formula I, - where A is selected from the group consisting of S, O, NR9 and Se, - where Q is selected from the group consisting of S, O, NR9 and Se, - wherein, for groups A and Q, the substituent R9 is in each case independently of one another selected from H, CN and branched or linear, cyclic or open-chain C1-C10 alkyl, where the hydrogen atoms of the C1-C10 alkyl may be substituted, C2-C10 alkenyl, O-alkyl, S-alkyl, O-alkenyl, S-alkenyl, alkynyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl.

2. Compound according to Claim 1, wherein the electron-withdrawing groups A1 and A2 are independently of one another selected from: and denotes the linkage to groups T1 to T4 and Z in the compound of general formula I, - where R4 and R12 are each independently of one another selected from H, CN and COOR, with the proviso that R4 and R12 are not both H, - wherein R is selected from the same group of compounds as defined for R1 to R3, - where R13 are each independently of one another selected from the group consisting of H, CN, F, aryl, heteroaryl, C2-C10 alkenyl, alkynyl and branched or linear, cyclic or open-chain C1-C10 alkyl, wherein hydrogen atoms of the C1-C10 alkyl may be substituted, wherein, if the substituent R5 or R6 is present in the compound of formula I, a ring closure between R5 with R13 or R6 with R13 is possible, with the proviso that the double bond in formula 11 is in each case present between R5 and R13 or between R6 and R13, - where V = O or S; where Y = O, S or C(CN)2; where U = O, S or C(CN)2, - where R7 and R8 are each independently of one another selected from the group consisting of H, CN, F, aryl, heteroaryl, C2-C10 alkenyl, alkynyl and branched or linear, cyclic or open-chain C1-C10 alkyl, wherein hydrogen atoms of the C1-C10 alkyl may be substituted, wherein for each of groups A1 and A2 it is in each case possible for each C=C double bond to be present in each case independently of one another as either the E isomer or the Z isomer.

3. Compound according to Claim 1 or 2, wherein the electron-withdrawing groups A1 or A2 are the following group wherein R4 and R12 are preferably CN.

4. Compound according to any of the preceding claims, where one of parameters a, b, d, e is equal to 0, preferably where two of parameters a, b, d, e is equal to 0, more preferably where three of parameters a, b, d, e is equal to 0, and / or where at least one of parameters a, b is equal to 1 and / or one of parameters d, e is equal to 1, preferably one of parameters a, b is equal to 0 and one of parameters d, e is equal to 0, more preferably a and b are equal to 1 and d and e are equal to 1.

5. Compound according to any of the preceding claims where c = 1 of general formula II         A1-(T1)a-(T2)b-Z-(T3)d-(T4)e-A2     (II) where Z = *-M-N-* or *-N-M-* and M is a group of wherein preferably X1 and X2 are independently of one another selected from C-R where R is in each case independently of one another selected from the group consisting of H, halogen and branched or linear, cyclic or open-chain C1-C10 alkyl.

6. Compound according to any of the preceding claims where c = 1 having the general formula II         A1-(T1)a-(T2)b-Z-(T3)d-(T4)e-A2     (II), wherein preferably T1 or T2, and T3 or T4 are independently of one another formula 10.

7. Compound according to any of the preceding claims, wherein X17 or X18 = C-R, wherein R is independently of one another selected from a group consisting of H, halogen and branched or linear, cyclic or open-chain C1-C10 alkyl, R5 and R6 are each independently of one another selected from H, CN, F, aryl, heteroaryl, C2-C10 alkenyl, alkynyl and branched or linear, cyclic or open-chain C1-C10 alkyl, wherein hydrogen atoms of the C1-C10 alkyl may be substituted.

8. Compound according to any of the preceding claims where X17 and X18 are N, and / or where X19 to X27 are independently of one another selected from C-R, wherein R is defined as described above, and with the proviso that in the groups of formulas 12, 13 and 14 in each case one group from the groups X20 / X21, X23 / X24 and X26 / X27 denotes the linkage to the other groups in the compound of general formula I.

9. Compound according to any of the preceding claims, wherein group N is the following general group of wherein it is preferable that X9 and X10 are independently of one another selected from C-R where R is in each case independently of one another selected from the group consisting of H, halogen and branched or linear, cyclic or open-chain C1-C10 alkyl.

10. Compound according to any of the preceding claims, wherein M is the general group of formula 3 and / or N is the general group of formula 6, wherein it is preferable that, in formula 10, A = S or O.

11. Compound according to any of the preceding claims, wherein b = 1 and T2 is the group of formula 10 wherein it is preferable that in formula 10 A = S or O, and / or wherein d = 1 and T3 is the group of or of formula 11 wherein preferably in formula 10 is A = S or O.

12. Compound according to any of the preceding claims, wherein e = 1 and T4 is the group of formula 10 or of wherein preferably in formula 10 is A = O or S, and / or wherein a = 1 and T1 is the group of formula 10 or of formula 11 wherein preferably in formula 10 is A = S or O.

13. Compound according to any of the preceding claims, wherein the compound is selected from the group consisting of: and 14. Compound according to any of the preceding claims, wherein c = 1, b = 1, and / or e = 1.

15. Use of at least one compound according to any of Claims 1 to 14 in an organic electronic component, preferably in an organic solar cell.

16. Organic electronic component comprising at least one compound according to any of Claims 1 to 14, preferably comprising an electrode (2) and a counter electrode (6) and at least one organic photoactive layer (4) between the electrode and the counter electrode, wherein the organic photoactive layer comprises at least one compound according to any of Claims 1 to 14.