Small molecule hole transporting material for optoelectronic and photoelectrochemical devices

1. A compound of formula (I), comprising:

wherein

n is 2, 3, 4, 6 or 8;

Q is a mono- or polycyclic system comprising at least one pair of a conjugated double bond (—C═C—C═C—), the polycyclic system comprising fused aromatic rings or monocyclic aromatic rings bound together by covalent bond, said mono- or polycyclic system being substituted by H, halogen, cyano group, C1-C20 cyanoalkyl group, C1-C20 alkyl, C1-C20 alkoxy group, C1-C20 alkoxyalkyl, C1-C20 haloalkyl group, C1-C20 haloalkoxyalkyl, wherein said cyanoalkyl, alkyl, alkoxy, alkoxyalkyl, haloalkyl, haloalkoxyalkyl, if they comprise 3 or more carbons, may be linear, branched or cyclic, wherein halogen is selected from Cl, F, Br, or I, and wherein Q is linked to D through a methylene bridge, divalent alkyl or methanediyl bond —CH 2 —;

D is a heteroaromatic polycyclic system being independently selected from formula (1) or (2):

 wherein

the dotted lines represent the bond by which D is connected to methylene bridge or methanediyl bond —CH 2 —;

R is a substituent, on each occurrence, identically or differently selected from halogen, C1-C9 alkoxy group, C1-C9 alkoxyalkyl, C1-C9 alkyl group, C1-C9 haloalkoxy group, C1-C9 haloalkoxy alkyl, C1-C9 haloalkyl, C4-C20 aryl, C4-C20 heteroaryl, C4-C20 alkylaryl group, C4-C20 aryloxy group or C4-C20 heteroaryloxy group, wherein heteroatoms being selected from O, S, Se, Si and halogen being F or Cl; wherein said alkyl, alkoxy, alkoxylalkyl, haloalkyl, haloalkoxy and haloalkoxyalkyl, if they comprise 3 or more carbons, may be linear, branched or cyclic and wherein said heteroaryl, aryloxy group, heteroaryloxy group are unsubstituted or substituted by C1-C20 alkyl or C1-C20 heteroalkyl, wherein said alkyl and heteroalkyl, if they comprise 3 or more carbons, may be linear, branched or cyclic.

2. The compound of formula (I) according to claim 1 comprising a structure selected from any one of formulae (II) to (VI)

3. The compound according to claim 1 , wherein Q is selected from a moiety according to any one of the formulae (3) to (20)

wherein

the dotted lines represent the bond by which Q is connected to methylene bridge or methanediyl bond —CH 2 —;

R 1 to R 11 are substituents independently selected from H, halogen, cyano group, cyanoalkyl group, C1-C20 alkyl, C1-C20 alkoxy group, C1-C20 alkoxyalkyl, C1-C9 haloalkoxy group or C1-C9 haloalkoxyalkyl, wherein said alkyl, cyanoalkyl and alkoxyalkyl, if they comprise 3 or more carbons, may be linear, branched or cyclic and wherein halogen are selected from Cl, F, Br or I.

4. The compound according to claim 1 , wherein D is a heteroaromatic polycyclic system of formula (1).

5. The compound according to claim 1 , wherein D is a heteroaromatic polycyclic system of formula (2).

6. The compound according to claim 3 , wherein, if n is 2, Q is selected from a moiety according to any one of formulae (3) to (6), (11) to (14), (16) and (17); if n is 3, Q is selected from a moiety according to any one of formulae (7), (15) and (18); if n is 4, Q is selected from a moiety according to any one of formulae (8) and (10); if n is 6, Q is selected from a moiety according to f formula (9); if n is 8, Q is selected from a moiety according to f formula (19).

7. The compound according to claim 1 , wherein substituents R of heteroaromatic poly cyclic systems D according to any one of formulae (1) or (2) are identical.

8. The compound according to claim 1 , wherein R is a substituent, on each occurrence, identically selected from halogen, C1-C9 alkyl, C1-C9 alkoxy group, C1-C9 alkoxyalkyl, C1-C9 haloalkoxy group or C1-C9 haloalkoxyalkyl group, said alkyl, alkoxy, alkoxylalkyl, haloalkyl, haloalkoxy and haloalkoxyalkyl, if they comprise 3 or more carbons, are linear, branched or cyclic.

9. A hole transporting material comprising at least one small molecule hole transporting material being selected from one of compounds of formula (I) according to claim 1 .

10. An optoelectronic and/or photoelectrochemical device comprising a compound of formula (I) according to claim 1 .

11. The optoelectronic and/or photoelectrochemical device according to claim 10 comprising a hole transporting material, wherein said hole transporting material comprises the compound of formula (I).

12. The optoelectronic and/or photoelectrochemical device according to claim 10 wherein the compound of formula (I) is a hole transporting material.

13. The optoelectronic and/or photoelectrochemical device according to claim 10 is selected from an organic photovoltaic device, a photovoltaic solid state device, an p-n heterojunction, an organic solar cell, a dye sensitized solar cell, a solid state solar cell, a phototransistor and OLED (organic light-emitting diode).

14. The optoelectronic and/or photoelectrochemical device according to claim 13 being a photovoltaic solid state device, which is a solid state solar cell comprising an organic-inorganic perovskite as sensitizer under the form of a layer.

15. The optoelectronic and/or photoelectrochemical device according to claim 14 , wherein the organic-inorganic perovskite layer material comprises a perovskite-structure of any one of formulae (VII), (VIII), (IX), (X), (XI) and/or (XII) below:

AA′MX 4   (VII)

AMX 3   (VIII)

AA′N 2/3 X 4   (IX)

AN 2/3 X 3   (X)

BN 2/3 X 4   (XI)

BMX 4   (XII),

wherein

A and A′ are organic, monovalent cations that are independently selected from primary, secondary, tertiary or quaternary organic ammonium compounds, including N-containing heterorings and ring systems, A and A′ 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 − , and NCO − .