Organic photodetector

An organic photodetector (OPD) comprising:

• a photoactive layer, characterized in that said photoactive layer contains an n-type organic semiconducting (OSC) compound and a p-type OSC compound, wherein the p-type OSC compound is a conjugated copolymer comprising donor and acceptor units, the n-type OSC compound does not contain a fullerene moiety, and the n-type OSC compound contains a polycyclic electron donating core and attached thereto one or two terminal electron withdrawing groups, as shown in formula N
• wherein w is 0 or 1;
• wherein the n-type OSC compound is of one of the following formulae:
• wherein the individual radicals, independently of each other and on each occurrence identically or differently, have the following meanings
• Ar11, Ar12, Ar13, Ar32, Ar33 is each independently arylene or heteroarylene that has from 5 to 20 ring atoms, is mono- or polycyclic, optionally contains fused rings, and is unsubstituted or substituted by one or more identical or different groups L,
• Ar21 is arylene or heteroarylene that has from 6 to 20 ring atoms, is mono- or polycyclic, optionally contains fused rings, and is substituted by one or more identical or different groups R21,
• wherein Ar21 contains at least one benzene ring that is connected to U2,
• Ar23 is
• wherein the benzene ring is substituted by one or more identical or different groups R1-4,
• Ar22, Ar26 is each independently arylene or heteroarylene that has from 5 to 20 ring atoms, is mono- or polycyclic, optionally contains fused rings, and is substituted by one or more identical or different groups R1-4,
• Ar41 is benzene or a group consisting of 2, 3 or 4 fused benzene rings, all of which are unsubstituted or substituted by one or more identical or different groups L,
• Ar42 is
• Ar43 is
• wherein Ar42 and Ar43 have different meanings and Ar42 is not a mirror image of Ar43,
• Ar51 is benzene or a group consisting of 2, 3 or 4 fused benzene rings, all of which are unsubstituted or substituted by one or more identical or different groups R1, L or Z1,
• wherein Ar51 is substituted by at least one group R1, L or Z1 that are selected from electron withdrawing groups,
• Ar52, 53 is each independently arylene or heteroarylene that has from 5 to 20 ring atoms, is mono- or polycyclic, optionally contains fused rings, and is unsubstituted or substituted by one or more identical or different groups R1 or L,
• Ar54,55 is each independently arylene or heteroarylene that has from 5 to 20 ring atoms, is mono- or polycyclic, optionally contains fused rings, and is unsubstituted or substituted by one or more identical or different groups R1 or L, or CY1═CY2 or —C≡C—,
• Ar61,62 is each independently arylene or heteroarylene that has from 5 to 20 ring atoms, is mono- or polycyclic, optionally contains fused rings, and is unsubstituted or substituted by one or more identical or different groups R1 or L,
• wherein Ar61 and Ar62 are different from each other and are not a mirror image of each other,
• Ar6,7 is each independently arylene or heteroarylene that has from 5 to 20 ring atoms, is mono- or polycyclic, optionally contains fused rings, and is unsubstituted or substituted by one or more identical or different groups L,
• U1 is CR1R2, SiR1R2, GeR1R2, NR1 or C═O,
• U2 is CR3R4, SiR3R4, GeR3R4, NR3 or C═O,
• R21 have one of the meanings given for R1-4,
• W1 is S or Se,
• W2 is S or Se,
• c, d is each independently 0 or 1,
• h is 1, 2 or 3,
• Ar4,5 is each independently each arylene or heteroarylene that has from 5 to 20 ring atoms, is mono- or polycyclic, optionally contains fused rings, and is unsubstituted or substituted by one or more identical or different groups R1 or L, or CY1═CY2 or —C≡C—,
• R1-4 is each independently Z1, H, F, Cl, CN, or straight-chain, branched or cyclic alkyl with 1 to 30 C atoms, in which one or more CH2 groups are optionally replaced by —O—, —S—, —C(═O)—, —C(═S)—, —C(═O)—O—, —O—C(═O)—, —NR0—, —SiR0R00—, —CF2—, —CR0═CR00—, —CY1═CY2— or —C≡C— in such a manner that 0 and/or S atoms are not linked directly to one another, and in which one or more H atoms are optionally replaced by F, Cl, Br, I or CN, and in which one or more CH2 or CH3 groups are optionally replaced by a cationic or anionic group, or aryl, heteroaryl, arylalkyl, heteroarylalkyl, aryloxy or heteroaryloxy, wherein each of the aforementioned cyclic groups has 5 to 20 ring atoms, is mono- or polycyclic, does optionally contain fused rings, and is unsubstituted or substituted by one or more identical or different groups L,
• or a pair of R1 and R2 together with the C, Si or Ge atom to which they are attached, may also form a spiro group with 5 to 20 ring atoms which is mono- or polycyclic, does optionally contain fused rings, and is unsubstituted or substituted by one or more identical or different groups L,
• Z1 is an electron withdrawing group,
• RT1,T2 is each independently H, a carbyl or hydrocarbyl group with 1 to 30 C atoms that is optionally substituted by one or more groups L and optionally comprises one or more hetero atoms,
• wherein at least one of RT1 and RT2 is an electron withdrawing group,
• Y1,2 is each independently H, F, Cl or CN,
• L is F, Cl, —NO2, —CN, —NC, —NCO, —NCS, —OCN, —SCN, R0, OR0, SR0, —C(═O)X0, —C(═O)R0, —C(═O)—OR0, —O—C(═O)—R0, —NH2, —NHR0, —NR0R00, —C(═O)NHR0, —C(═O)NR0R00, —SO3R0, —SO2R0, —OH, —NO2, —CF3, —SF5, or optionally substituted silyl, or carbyl or hydrocarbyl with 1 to 30 C atoms that is optionally substituted and optionally comprises one or more hetero atoms,
• R0, R00 is each independently H or straight-chain or branched alkyl with 1 to 20 C atoms that is optionally fluorinated,
• X0 is halogen, and
• a, b is each independently each independently 0, 1, 2 or 3;
• wherein the p-type conjugated OSC polymer of the photoactive layer is selected from the following formulae:
• wherein R11-20 independently of each other, and on each occurrence identically or differently denote H or have one of the meanings of L, X1, X2, X3 and X4 denote H, F or Cl, x, y, z, xx, yy, zz, xy and xz are each, independently of one another >0 and <1, with x+y+z+xx+yy+zz+xy+xz=1, n is an integer >1, and wherein in formula P5 and P7 at least one of R13 and R14 is different from at least one of R15 and R16.