Photo-switchable fullerene-based materials as interfacial layers in organic photovoltaics

Patent metadata

Field	Value
Publication number	US-9837611-B2
Application number	US-201213624398-A
Country	US
Kind code	B2
Filing date	Sep 21, 2012
Priority date	Sep 23, 2011
Publication date	Dec 5, 2017
Grant date	Dec 5, 2017

Abstract

Design and use of photo-switching, fullerene-based dyads of the design x-D-y-A or D-y-A-x as interfacial layers (IFL) for organic photovoltaic (OPV) devices are described herein. The fullerene-based dyads and triads of the present invention contain electron-donating substituents such as porphyrins or phthalocyanines that exhibit charge separation states with long lifetimes upon irradiation, resulting in rejection of electrons reaching the electrode and concurrently promoting the conduction of holes. This phenomenon has a strong rectifying effect on the whole device, not just the interfaces, resulting in improved charge extraction from the interior of the photo-active layer. The invention further describes anchoring an IFL to the ITO surface as a monolayer, bilayer, or greater multilayers. One OPV design embodiment of the present invention embodiment involves the formation of covalent bonds via silane groups (—SiR 3 ) as the anchor (x), to form siloxane bonds.

First claim

What is claimed is:

1. An organic photovoltaic device (OPV) comprising: an anode comprising a first electrically conductive electrode; a cathode comprising a second electrically conductive electrode; a bulk heterojunction (BHJ) photoactive layer (PAL); and an interfacial layer (IFL) sandwiched between the anode and/or the cathode and the BHJ PAL, wherein the IFL comprises a monolayer comprising a x-D-y-A or D-y-A-x photoactive dyad comprising: an electron acceptor (A) covalently linked either directly or through one or more linkers (y) to an electron donor (D), wherein one of the electron donor (D) and the electron acceptor (A) is anchored to the first or second electrode surface by one or more anchoring groups (x); and the other of the electron acceptor (A) and the electron donor (D) is attached to or in communication with the BJH PAL.

2. The OPV device of claim 1 , wherein the first, second or both electrically conductive electrodes comprise metals; oxides; sulfides; tellurides; nitrides; phosphides; selenides; graphene; cadmium oxide; titanium oxide; nickel oxide; tungsten oxide; vanadium oxide; molybdenum oxide; indium tin oxide (ITO); Al:ZnO (AZO); F:SnO 2 (FTO); gold; silver; aluminum; magnesium; calcium; platinum coated ITO glass; or combinations or modifications thereof.

3. The OPV device of claim 1 , wherein the first, second or both electrodes may comprise an electrically conductive layer selected from one or more conductive elements comprising carbon; graphite; soot; carbon allotropes; or any combinations or modifications thereof.

4. The OPV device of claim 1 , wherein the electron donor (D) is selected from the group consisting of porphyrins (Por); pthalocyanines (Pcs); triphenylamines (TPAs); ferrocenes (Fc); dihydropyrene; or any combinations and modifications thereof; such as; fused electron donors (D-D) including porphyrins-triphenylamines (Por-TPAs); porphyrins-ferrocenes (Por-Fc); porphyrins-pyrenes; pthalocyanines-triphenylamines (Pcs-TPAs); phtalocyanines-ferrocenes (Pcs-Fc); or any combinations and modifications thereof and, wherein the electron acceptor is selected from the group consisting of fullerenes (C 2n , n≧29); endohedral metallofullerenes (M x @C 2n ; M=Ce, Dy, Er, Gd, Ho, Lu, Sc, Y; x=1,2,3,4; n≧29); multimetallic endohedral fullerenes (M x E y @C 2n ; M=Ce, Dy, Er, Ho, Lu, Sc, Y; E=N, O, S; x=2,3,4; y=1,2,3; n≧29); or any combinations and modifications thereof.

5. The OPV device of claim 1 , wherein the anchoring groups (x) are selected from the group consisting of any silane (—SIR 3 , —SiR 2 X, —SiRX 2 , —SiX 3 , —Si(OR) 3 , where X=any halide, R=any carbon substituent) groups; carboxylate or carboxylic acid groups; diazonium groups; oxygen-; phosphorous-; sulfur-; or nitrogen-containing groups; or any combinations and modifications thereof and wherein the one or more linkers are selected from the group consisting of p-cyclophane units; phenylene groups; alkyl groups; silane groups; phosphine or phosphate groups; sulfide; sulfite; or sulfate groups; oxide groups; or any combinations and modifications thereof.

6. The OPV device of claim 1 , wherein the monolayer a self-assembled monolayer (SAM).

7. The OPV device of claim 1 , wherein the dyads are photo-switchable.

8. The OPV device of claim 1 , wherein each dyad is polar in a ground state and zwitterionic in an excited state.

Assignees

• Univ Texas

Inventors

• Echegoyen Luis
• Irwin Michael D
• Rivera-Nazario Danisha M

Classifications

• B82Y10/00

  Nanotechnology for information processing, storage or transmission, e.g. quantum computing or single electron logic · CPC title

• B82Y30/00 Primary

  Nanotechnology for materials or surface science, e.g. nanocomposites · CPC title

• B82Y40/00

  Manufacture or treatment of nanostructures · CPC title

• Y02E10/549

  Organic PV cells · CPC title

• Y10S977/948

  Energy storage/generating using nanostructure, e.g. fuel cell, battery · CPC title