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CHARGE TRANSPORTING MATERIAL FOR OPTOELECTRONIC AND/OR PHOTOELECTROCHEMICAL DEVICESCM Patents

Índice de la ficha

Updated at
24/07/2026
Numero publicacion
EP.3178823.A1
Fecha publicacion
14/06/2017
Numero solicitud
EP20150198606
Fecha presentacion
09/12/2015

En detalle

Resumen

The present invention relates to an optoelectronic and/or photoelectrochemical device comprising at least one organic-inorganic perovskite as sensitizer and at least one compound of formula (I) comprising one benzotrithiophene core Q, wherein each thiophene ring of said core is selected from a core according to any one of formulae (Ia), (Ib) and (Ic) substituted by at least one heteroaromatic polycyclic system D being selected from a monocyclic system or a polycyclic system comprising fused aromatic rings or conjugated monocyclic aromatic rings comprising heteroatoms (O, S, Se and N) and being further substituted.

Reivindicaciones

1. An optoelectronic and/or photoelectrochemical device comprising at least one organic-inorganic perovskite as sensitizer and at least one compound of formula (I) <img class="EMIRef" id="473271588-ib0025" /> wherein m is an integer selected from 1 to 4; Q is a heteroaromatic polycyclic system comprising one benzotrithiophene core selected from a core according to any one of formulae (Ia), (Ib) and (Ic) <img class="EMIRef" id="473271588-ib0026" /> wherein at least one thiophene ring of said core is substituted by at least one heteroaromatic polycyclic system D; D is selected from a polycyclic system of formula (1) <img class="EMIRef" id="473271588-ib0027" /> wherein, q is an integer selected from 1 or 2; o is an integer selected from 0 or 1; n and p are integers independently selected from 0, 1 or 2 with the proviso that, if n and o are 0, p is 1 or 2; A<X> is selected from N or P(=O), preferably N; Ar<y> and Ar are independently selected from a monocyclic system or a polycyclic system comprising fused aromatic rings or conjugated monocyclic aromatic rings, said ring comprising 0, 1 or 2 heteroatoms being selected from O, S, Se and N, and is further substituted in addition to R by other substituents independently selected from H, halogen (F, Cl, Br, I), C1-C10 alkyl, C1-C10 alkoxy group, C1-C10 alkylthio (-S-alkyl) and -C≡N; R is selected from H, R<1> , -NR<1> R<2> , -O-R<1> , -P(=O) R<1> R<2> , -S-R<1> , or halogen (F, Cl, Br, I), wherein R<1> and R<2> are independently selected from C4-C20 aryl, C4-C20 heteroaryl, C4-C20 aryloxy group, C4-C20 heteroaryloxy group, C4-C20 alkoxyaryl, C4-C20 alkoxyheteroaryl, C4-C20 aryl aryloxy group, C4-C20 heteroaryl aryloxy group, C1-C20 alkyl, C1-C20 alkoxy group, C1-C20 alkoxyalkyl, C1-C20 alkylthio, C2-C20 alkenyl and C2-C20 alkynyl, wherein said alkyl, alkoxy, alkoxyalkyl, alkenyl and alkynyl, if they comprise 3 or more carbons, may be linear, branched or cyclic and wherein aryl, heteroaryl, alkyl, alkenyl, alkynyl may be further substituted by alkoxy group, alkylthio group and alkyl. 2. The optoelectronic and/or photoelectrochemical device according to claim 1, wherein m of the compound of formula (I) is 3 or 4. 3. The optoelectronic and/or photoelectrochemical device according to any one of the preceding claims, wherein the compound of formula (I) is selected from a compound according to any one of formulae (Ia-1), (Ib-1) and (Ic-1) <img class="EMIRef" id="473271588-ib0028" /> wherein D<1> , D<2> , D<3> , and D<4> are independently selected from a moiety of polycyclic systems D of formula (1). 4. The optoelectronic and/or photoelectrochemical according to any one of the preceding claims, wherein Ar<y> and Ar of the polycyclic system D of formula (1) are independently selected from a moiety according to any one of formulae (2) to (28) <img class="EMIRef" id="473271588-ib0029" /> <img class="EMIRef" id="473271588-ib0030" /> <img class="EMIRef" id="473271588-ib0031" /> <img class="EMIRef" id="473271588-ib0032" /> <img class="EMIRef" id="473271588-ib0033" /> <img class="EMIRef" id="473271588-ib0034" /> <img class="EMIRef" id="473271588-ib0035" /> <img class="EMIRef" id="473271588-ib0036" /> wherein Z, Z<1> , Z<2> are independently selected from O, S and Se atoms, and R<3> , R<4> , R<5> and R<6> are independently selected from H, halogen (F, Cl, Br, I), C1-C10 alkyl, C1-C10 alkoxy group, C1-C10 alkylthio group (-S-alkyl) and -C≡N. 5. The optoelectronic and/or photoelectrochemical according to any one of the preceding claims, wherein the integer o of the polycyclic system D of formula (1) is 1. 6. The optoelectronic and/or photoelectrochemical according to any one of the preceding claims, wherein the substituents R of the polycyclic system D of formula (I) are identical 7. The optoelectronic and/or photoelectrochemical according to any one of the preceding claims, wherein the polycyclic systems D of the compound of formula (I) are identical. 8. The optoelectronic and/or photoelectrochemical according to any one of claims 3-6, wherein R<3> , R<4> , R<5> and R<6> of moieties according to any one of formulae (2) to (28) are H. 9. The optoelectronic and/or photoelectrochemical according to any one of the preceding claims, wherein Ar<y> and Ar of the polycyclic system D of formula (1) are independently selected from a moiety according to any one of formulae (2) to (4) and (21) to (27). 10. The optoelectronic and/or photoelectrochemical device according to any one of the preceding claims comprising a hole transporting material, wherein said hole transporting material comprises at least one compound of formula (I). 11. The optoelectronic and/or photoelectrochemical device according to any one of the preceding claims, wherein the at least one organic-inorganic perovskite is selected from a perovskite-structure according any one of formulae (II), (IIa), (IIb), (IIc), (IId) and (IIe) WW'MX<4> (II) WMX<3> (IIa) WW'N<2/3> X<4> (IIb) WN<2/3> X<3> (IIc) BN<2/3> X<4> (IId) BMX<4> (IIe), wherein W and W' are organic monovalent cations that are independently selected from primary, secondary, tertiary or quaternary organic ammonium compounds, including N-containing heterorings and ring systems, W and W' having independently from 1 to 60 carbons and 1 to 20 heteroatoms; B is an organic, bivalent cation selected from primary, secondary, tertiary or quaternary organic ammonium compounds having from 1 to 60 carbons and 2-20 heteroatoms and having two positively charged nitrogen atoms; M is a divalent metal cation selected from the group consisting of Cu<2+> , Ni<2+> , Co<2+> , Fe<2+> , Mn<2+> , Cr<2+> , Pd<2+> , Cd<2+> , Ge<2+> , Sn<2+> , Pb<2+> , Eu<2+> , or Yb<2+> ; N is selected from the group of Bi<3+> and Sb<3+> ; and, X is independently selected from Cl-, Br<-> , I<-> , NCS<-> , CN<-> , and NCO<-> . 12. The optoelectronic and/or photoelectrochemical device according to any one of the preceding claims, wherein said device is selected from an organic photovoltaic device, a photovoltaic solid state device, a p-n heterojunction, an organic solar cell, a solid state solar cell, a phototransistor, photodetector, particle detector and OLED (organic light-emitting diode). 13. The optoelectronic and/or photoelectrochemical device according to any one of the preceding claims, wherein said device is selected from a photovoltaic solid state device, a solid state solar cell or a solar cell. 14. A p-n heterojunction comprising at least one organic-inorganic perovskite as sensitizer and at least one compound of formula (I) as defined in claims 1 to 9. 15. Use of a compound according to any one of claims 1 to 8 to modulate the HOMO level.

Etiquetas

Inventores
Nazeeruddin Md KhajaGraetzel MichaelZimmermann IwanRoldan Carmona CristinaGratia PaulMolina Ontoria AugustínGarcia Benito InésMartín León Nazario
Solicitantes
Ecole Polytechnique Fed Lausanne EpflEcole Polytechnique Fédérale de Lausanne (EPFLInstituto Madrileno de Estudio Avanzados Nanocienca (IMDEA NANOCENCIAUniversidad Complutense de Madrid
Clasificacion ipc
C07D 495/ 14 A IC09K 11/ 00 A IH05B 33/ 00 A IH10K 99/ 00 A I
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