WO2010037857A1 - Novel use of specified carotenoids as light harvesting pigments in dye sensitized solar cells - Google Patents

Novel use of specified carotenoids as light harvesting pigments in dye sensitized solar cells Download PDF

Info

Publication number
WO2010037857A1
WO2010037857A1 PCT/EP2009/062848 EP2009062848W WO2010037857A1 WO 2010037857 A1 WO2010037857 A1 WO 2010037857A1 EP 2009062848 W EP2009062848 W EP 2009062848W WO 2010037857 A1 WO2010037857 A1 WO 2010037857A1
Authority
WO
WIPO (PCT)
Prior art keywords
alkyl
group
carotenoids
solar cells
following residues
Prior art date
Application number
PCT/EP2009/062848
Other languages
French (fr)
Inventor
Hubert Hug
Claus Kilpert
Peter Mair
Wolfgang Schalch
Werner Simon
Adrian Wyss
Original Assignee
Dsm Ip Assets B.V.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Dsm Ip Assets B.V. filed Critical Dsm Ip Assets B.V.
Priority to EP09783706A priority Critical patent/EP2340547A1/en
Publication of WO2010037857A1 publication Critical patent/WO2010037857A1/en

Links

Classifications

    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01GCAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
    • H01G9/00Electrolytic capacitors, rectifiers, detectors, switching devices, light-sensitive or temperature-sensitive devices; Processes of their manufacture
    • H01G9/20Light-sensitive devices
    • H01G9/2059Light-sensitive devices comprising an organic dye as the active light absorbing material, e.g. adsorbed on an electrode or dissolved in solution
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60Organic compounds having low molecular weight
    • H10K85/649Aromatic compounds comprising a hetero atom
    • H10K85/652Cyanine dyes
    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01GCAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
    • H01G9/00Electrolytic capacitors, rectifiers, detectors, switching devices, light-sensitive or temperature-sensitive devices; Processes of their manufacture
    • H01G9/20Light-sensitive devices
    • H01G9/2027Light-sensitive devices comprising an oxide semiconductor electrode
    • H01G9/2031Light-sensitive devices comprising an oxide semiconductor electrode comprising titanium oxide, e.g. TiO2
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02EREDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E10/00Energy generation through renewable energy sources
    • Y02E10/50Photovoltaic [PV] energy
    • Y02E10/542Dye sensitized solar cells
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02EREDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E10/00Energy generation through renewable energy sources
    • Y02E10/50Photovoltaic [PV] energy
    • Y02E10/549Organic PV cells

Definitions

  • the present invention relates to a novel use of specific carotenoids; in particular it relates to the use of carotenoids as pigments in dye sensitized solar cells.
  • Dye-sensitized solar cells are a relatively new class of low-cost solar cells.
  • a well described example is the Graetzel cell.
  • a Graetzel cell is a photoelectrochemical system based on a semiconductor (e. g. TiO " 2 ) located between a photo-sensitized anode and an electrolyte (B. O'Regan & M. Graetzel, Nature 353, 737-740, 1991 ; Graetzel et al., United States Patent, No. 5,084,365, 1992; A. Hagefeldt & M. Graetzel, Ace. Chem. Res. 33, 269-277, 2000).
  • a semiconductor e. g. TiO " 2
  • Lutein and chlorophyll and a combination of both have recently also been shown to function as light harvesting pigments in a Graetzel cell (Liu Bao-Qi, Zhao Xiao-Peng. Acta Photonica Sinica, 35(2), 184-187, 2006).
  • the carotenoids according to the present invention are preferably chosen from one or more of the following groups 1 to 4.
  • n O, 1 , 2, 3 or 4;
  • R1 hydrogen, C 1-16 -alkyl, C 1-16 -alkenyl or C 5 - 8 -cycloalkyl.
  • n O or 1 ;
  • R is selected from the following residues: -NH-CH(RI )-COOR2, -0R3, -(Y) n -Z with
  • R1 H, or the residue of a protein-forming amino acid
  • R2 d- 6 -alkyl or C 3-8 -cycloalkyl
  • R3 Ci- 16 -alkyl or C 3-8 -cycloalkyl
  • Z -NH 2 , -OC(O)R4, -0R4, -COOR4; wherein R4 is selected from H, C- ⁇ - 6 -alkyl, -aryl or -heteroaryl, alkali or alkaline earth metal salts;
  • R3, R4 are independently from each other selected from H, a protected OH-group or an oxo-group;
  • R5 is the before mentioned residue the other R5 is a protected formyl group, e.g. a cyclic or acyclic acetal.
  • R1 , R2 are independently from each other selected from the following residues:
  • bixin and/or torularhodin More preferred are bixin and/or torularhodin; Most preferred is bixin.
  • Graetzel cells from ManSolar were set up in our laboratory in a standardized device. All carotenoids were dissolved in tetrahydrofuran (THF). THF contained butylated hydroxytoluene (BHT) to protect against peroxides. 10 mM stock solutions of carotenoids in THF/BHT were diluted. 200 ⁇ l of a 10 mM, 1 mM, and 0.1 mM carotenoid solution were directly pipetted onto the TiO 2 layer of the anode and dried under an argon atmosphere. The electrodes (ITO glass) and the electrolyte were from ManSolar
  • Graphite was sprayed onto the cathode from a commercial lubricant product.
  • the electrodes were assembled with Teflon stripes of 1 mm width at the two borders without electric transfer contacts. The resistance between the contacts and the electrode were > 1 Ohm.
  • the solar cell was assembled, electrolyte solution was injected into the spaces of the electrodes and the solar cell was placed into the cell holder. Sun light was simulated with a 150 W Xenophot HLX lamp in 1 m distance. The temperature was controlled by a Peltron control unit.
  • the solar cells were connected to a labview-based device with which the voltage on the cell was regulated and the current was measured. The power was calculated from the IV curves.
  • the light conversion efficacy calculation ( ⁇ ) was performed in the following way:
  • the fill factor is a key parameter in evaluating the performance of solar cells.
  • Bixin showed the maximal light conversion efficiency ⁇ .
  • Figure 1 shows an efficiency ( ⁇ ) versus time plot of 10 mM Bixin in comparison to the solvent THF.

Landscapes

  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • Power Engineering (AREA)
  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Microelectronics & Electronic Packaging (AREA)
  • Hybrid Cells (AREA)

Abstract

Use of specific carotenoids in dye sensitized solar cells. Preferred carotenoids according to the present invention are listed in the following : Bixin (A), Canthaxanthin (B), Astaxanthin (C), Zeaxanthin (D), Torularhodin (E).

Description

Novel use of specified carotenoids as light harvesting pigments in dye sensitized solar cells
The present invention relates to a novel use of specific carotenoids; in particular it relates to the use of carotenoids as pigments in dye sensitized solar cells.
Dye-sensitized solar cells are a relatively new class of low-cost solar cells. A well described example is the Graetzel cell. A Graetzel cell is a photoelectrochemical system based on a semiconductor (e. g. TiO" 2) located between a photo-sensitized anode and an electrolyte (B. O'Regan & M. Graetzel, Nature 353, 737-740, 1991 ; Graetzel et al., United States Patent, No. 5,084,365, 1992; A. Hagefeldt & M. Graetzel, Ace. Chem. Res. 33, 269-277, 2000). A wide variety of organic dyes based on porphyrines and chlorophyll derivatives (A. Kay & M. Graetzel, J. Phys. Chem. 97, 6272-6277, 1993) and anthocyanins (NJ. Cherepy et al., J. Phsy. Chem. 101 , 9342- 9351 , 1997; A.S. Polo & N. Y. Murakami-lha, Solar Energy Material & Solar Cells 90, 1936-1944, 2006) have been used as light harvesting pigments.
Lutein and chlorophyll and a combination of both have recently also been shown to function as light harvesting pigments in a Graetzel cell (Liu Bao-Qi, Zhao Xiao-Peng. Acta Photonica Sinica, 35(2), 184-187, 2006).
But there is still a need for light harvesting pigments that may be used in dye sensitized solar cells. It was therefore an object of the present invention to provide ingredients having the desired properties as indicated above.
This objective has been solved by the carotenoids according to the present invention.
The carotenoids according to the present invention (one or more compounds) are preferably chosen from one or more of the following groups 1 to 4.
Group 1 : Asymmetric carotenoids of the structure
Figure imgf000004_0001
wherein
• A1, A2 are independently from each other selected from the following residues: -H, OH, =0, -OC(O)RI ;
• n = O, 1 , 2, 3 or 4;
• o = 1 or 2; and
• R is selected from the following residues:
Figure imgf000004_0002
with
R1 = hydrogen, C1-16-alkyl, C1-16-alkenyl or C5-8-cycloalkyl.
Group 2: Symmetric C30- and C40-carotenoids of the structure
Figure imgf000004_0003
wherein • A1, A2 are independently from each other selected from the following residues: -H, - OH, =0, -OC(O)R;
• B1 = H, B2 = H, OH, -OC(O)R or B1 and B2 together build =0;
• n = O or 1 ;
• R is selected from the following residues: -NH-CH(RI )-COOR2, -0R3, -(Y)n-Z with
R1 = H, or the residue of a protein-forming amino acid;
R2 = d-6-alkyl or C3-8-cycloalkyl;
R3 = Ci-16-alkyl or C3-8-cycloalkyl;
Y = d-7-alkylene or C2-7-alkenylene; n = O or 1
Z = -NH2, -OC(O)R4, -0R4, -COOR4; wherein R4 is selected from H, C-ι-6-alkyl, -aryl or -heteroaryl, alkali or alkaline earth metal salts;
Group 3: Hydroxy ketones with one of the structures I to
Figure imgf000005_0001
Figure imgf000005_0002
Figure imgf000005_0003
wherein
• m = 0, 1 , 2, 3 or 4
• n = 0 or 1 • p = 0, 1 or 2
• q = 0, 1 , 2 or 3
• r = 0, 1 or 2
• s = 1 or 2
• R is selected from H, alkyl, acyl; • R1 is Ci _ 6-alkyl; R2 = is C1 _ 6-alkyl or C2-6-alkenyl or R1 and R2 together build 1 ,4- tetramethylene or 1 ,5-pentamethylene;
• R3, R4 are independently from each other selected from H, a protected OH-group or an oxo-group; and
• either one or both R5 are o
,R1 "OH R2 , whereas in case only one R5 is the before mentioned residue the other R5 is a protected formyl group, e.g. a cyclic or acyclic acetal.
Group 4: Symmetric and asymmetric open chain carotenoids of the structure
Figure imgf000006_0001
wherein
• n = 0, 1 or 2; • m = 0 or 1 ;
• o = 0, 1 or 2; and
• R1 , R2 are independently from each other selected from the following residues:
-C(O)CH3, -CHO, -C(O)OR3, -C(O)CHO,
Figure imgf000006_0002
with R3 = H, branched or linear Ci^o-alkyl. Preferred carotenoids according to the present invention are listed in the following:
Bixin
Canthaxanthin
Astaxanthin
Figure imgf000007_0001
Zeaxanthin
Figure imgf000007_0002
Torularhodin
Figure imgf000007_0003
More preferred are bixin and/or torularhodin; Most preferred is bixin.
The present invention is further illustrated by the following example, which is not intended to be limiting. Examples:
Example 1
Graetzel cells from ManSolar were set up in our laboratory in a standardized device. All carotenoids were dissolved in tetrahydrofuran (THF). THF contained butylated hydroxytoluene (BHT) to protect against peroxides. 10 mM stock solutions of carotenoids in THF/BHT were diluted. 200 μl of a 10 mM, 1 mM, and 0.1 mM carotenoid solution were directly pipetted onto the TiO2 layer of the anode and dried under an argon atmosphere. The electrodes (ITO glass) and the electrolyte were from ManSolar
(www.mansoiar.com). Graphite was sprayed onto the cathode from a commercial lubricant product. The electrodes were assembled with Teflon stripes of 1 mm width at the two borders without electric transfer contacts. The resistance between the contacts and the electrode were > 1 Ohm. The solar cell was assembled, electrolyte solution was injected into the spaces of the electrodes and the solar cell was placed into the cell holder. Sun light was simulated with a 150 W Xenophot HLX lamp in 1 m distance. The temperature was controlled by a Peltron control unit. The solar cells were connected to a labview-based device with which the voltage on the cell was regulated and the current was measured. The power was calculated from the IV curves.
The light conversion efficacy calculation (η) was performed in the following way: The surface area used in the solar station to measure the energy of simulated sun light was F = π r2 = π (0.45)2 cm2 = 0.64 cm2. The energy measured with UV filter was 70 mW / 0.64 cm2 = 110 mW / cm2. The TiO2 surface area of a solar cell (ManSolar) was 1.9 cm x 3 cm = 5.7 cm2. Therefore, the energy input was 110 mW / cm2 x 5.7 cm2 = 627 mW. The fill factor is a key parameter in evaluating the performance of solar cells. It is defined as the ratio of the actual maximum obtainable power (lmp x Vmp) to the theoretical power (lSc x VOc)- Lp and Vmp represent the current density and voltage at the maximum power point. This point is being obtained by varying the resistance in the circuit until I x V is at its greatest value.
Results
The following results were obtained by measuring carotenoids in THF the solar cells under defined conditions (Table 1 ): Table 1 :
Figure imgf000009_0001
Bixin showed the maximal light conversion efficiency η.
Figure 1 shows an efficiency (η) versus time plot of 10 mM Bixin in comparison to the solvent THF.

Claims

Claims:
1. Use of one or more compounds from the following groups 1 to 4 as pigments in dye sensitized solar cells:
Group 1 : Asymmetric carotenoids of the structure
Figure imgf000010_0001
wherein
• A1, A2 are independently from each other selected from the following residues: H1 -OH1 =O, -OC(O)RI ;
• n = 0, 1 , 2, 3 or 4;
• o = 1 or 2; and
• R is selected from the following residues:
Figure imgf000010_0002
with
R1 = hydrogen, Ci-i6-alkyl, Ci-i6-alkenyl or Cs-s-cycloalkyl.
Group 2: Symmetric C30- and C40-carotenoids of the structure
Figure imgf000011_0001
wherein
• A1, A2 are independently from each other selected from the following residues: H, -OH, =0, -OC(O)R;
• B1 = H, B2 = H, OH, -OC(O)R or B1 and B2 together build =0; • n = 0 or 1 ;
• R is selected from the following residues: -NH-CH(RI )-COOR2, -0R3, -(Y)n-Z with
R1 = H, or the residue of a protein-forming amino acid;
R2 = d-6-alkyl or C3-8-cycloalkyl; R3 = Ci-16-alkyl or C3-8-cycloalkyl;
Y = d-7-alkylene or C2-7-alkenylene; n = O or 1
Z = -NH2, -OC(O)R4, -0R4, -COOR4; wherein R4 is selected from H, C1-6-alkyl, -aryl or -heteroaryl, alkali or alkaline earth metal salts;
Group 3: Hydroxy ketones with one of the structures I to III:
Figure imgf000011_0002
Figure imgf000012_0001
Figure imgf000012_0002
wherein
• m = 0, 1 , 2, 3 or 4
• n = 0 or 1
• p = 0, 1 or 2
• q = 0, 1 , 2 or 3
• r = 0, 1 or 2
• s = 1 or 2
• R is selected from H, alkyl, acyl;
• R1 is Ci -6-alkyl; R2 = is Ci _6-alkyl or C2-6-alkenyl or R1 and R2 together build 1 ,4-tetramethylene or 1 ,5-pentamethylene;
• R3, R4 are independently from each other selected from H, a protected OH- group or an oxo-group; and
• either one or both R5 are
Figure imgf000012_0003
whereas in case only one R5 is the before mentioned residue the other R5 is a protected formyl group, e.g. a cyclic or acyclic acetal.
Group 4: Symmetric and asymmetric open chain carotenoids of the structure
Figure imgf000013_0001
wherein
• n = 0, 1 or 2;
• m = 0 or 1 ;
• o = 0, 1 or 2; and
• R1 , R2 are independently from each other selected from the following residues:
-C(O)CH3, -CHO, -C(O)OR3, -C(O)CHO,
Figure imgf000013_0002
with R3 = H, branched or linear Ci-2o-alkyl.
2. Use according to claim 1 wherein bixin and/or torularhodin are chosen as pigment(s).
3. Use according to claim 1 wherein the pigment is bixin.
4. Use according to one of the claims 1 to 3 wherein the (one or more) pigment(s) are used in combination with (one or more) chlorophyll(s).
PCT/EP2009/062848 2008-10-03 2009-10-02 Novel use of specified carotenoids as light harvesting pigments in dye sensitized solar cells WO2010037857A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP09783706A EP2340547A1 (en) 2008-10-03 2009-10-02 Novel use of specified carotenoids as light harvesting pigments in dye sensitized solar cells

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP08165842.9 2008-10-03
EP08165842 2008-10-03

Publications (1)

Publication Number Publication Date
WO2010037857A1 true WO2010037857A1 (en) 2010-04-08

Family

ID=41278227

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2009/062848 WO2010037857A1 (en) 2008-10-03 2009-10-02 Novel use of specified carotenoids as light harvesting pigments in dye sensitized solar cells

Country Status (2)

Country Link
EP (1) EP2340547A1 (en)
WO (1) WO2010037857A1 (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014122315A1 (en) * 2013-02-11 2014-08-14 Dsm Ip Assets B.V. Increase of light conversion efficiency in dye-sensitized solar cells by natural photosensitizers and combination thereof
CN111430539A (en) * 2020-03-16 2020-07-17 电子科技大学 Long-life electronic skin and preparation method thereof
CN111430547A (en) * 2020-03-19 2020-07-17 电子科技大学 Organic solar cell based on astaxanthin cathode buffer layer and preparation method thereof
CN111430545A (en) * 2020-03-16 2020-07-17 电子科技大学 Organic solar cell based on astaxanthin additive and preparation method thereof
WO2020154784A1 (en) * 2019-01-30 2020-08-06 Tégula Soluções Para Telhados Ltda Photovoltaic cell, method for manufacturing an encapsulated photovoltaic cell, electrical connection unit for a photovoltaic tile, and photovoltaic tile

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060162765A1 (en) * 2002-03-29 2006-07-27 Hideki Minoura Porous zinc oxide thin-film for substrate of dye-sensitized solar cell, zinc oxide/dye composite thin-film for photoelectrode and dye-sensitized solar cell
WO2006130920A1 (en) * 2005-06-08 2006-12-14 Monash University Scattering elongate photovoltaic cell

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060162765A1 (en) * 2002-03-29 2006-07-27 Hideki Minoura Porous zinc oxide thin-film for substrate of dye-sensitized solar cell, zinc oxide/dye composite thin-film for photoelectrode and dye-sensitized solar cell
WO2006130920A1 (en) * 2005-06-08 2006-12-14 Monash University Scattering elongate photovoltaic cell

Non-Patent Citations (6)

* Cited by examiner, † Cited by third party
Title
BILLSTEN H H ET AL: "Self-assembled aggregates of the carotenoid zeaxanthin: Time-resolved study of excited states", JOURNAL OF PHYSICAL CHEMISTRY A 20050303 AMERICAN CHEMICAL SOCIETY US, vol. 109, no. 8, 3 March 2005 (2005-03-03), pages 1521 - 1529, XP002568226 *
FRANK G GAO ET AL: "Photocurrent generated on a carotenoid-sensitized TiO2 nanocrystalline mesoporous electrode", JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY, A: CHEMISTRY, ELSEVIER SEQUOIA, LAUSANNE, CH, vol. 130, 1 January 2000 (2000-01-01), pages 49 - 56, XP007910521, ISSN: 1010-6030 *
HAO S ET AL: "Natural dyes as photosensitizers for dye-sensitized solar cell", SOLAR ENERGY, PERGAMON PRESS. OXFORD, GB, vol. 80, no. 2, 1 February 2006 (2006-02-01), pages 209 - 214, XP025126696, ISSN: 0038-092X, [retrieved on 20060201] *
N.M. GÓMEZ-ORTÍZ ET AL.: "Dye-sensitized solar cells with natural dyes extracted from achiote seeds", SOLAR ENERGY MATERIALS & SOLAR CELLS, 31 May 2009 (2009-05-31), pages 1 - 5, XP002555746, DOI: 10.1016/j.solmat.2009.05.013 *
WANG X F ET AL: "Dye-sensitized solar cells using a chlorophyll a derivative as the sensitizer and carotenoids having different conjugation lengths as redox spacers", CHEMICAL PHYSICS LETTERS, NORTH-HOLLAND, AMSTERDAM, vol. 408, no. 4-6, 17 June 2005 (2005-06-17), pages 409 - 414, XP004914306, ISSN: 0009-2614 *
YAMAZAKI ET AL: "Utilization of natural carotenoids as photosensitizers for dye-sensitized solar cells", SOLAR ENERGY, PERGAMON PRESS. OXFORD, GB, vol. 81, no. 4, 24 March 2007 (2007-03-24), pages 512 - 516, XP022000701, ISSN: 0038-092X *

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014122315A1 (en) * 2013-02-11 2014-08-14 Dsm Ip Assets B.V. Increase of light conversion efficiency in dye-sensitized solar cells by natural photosensitizers and combination thereof
WO2020154784A1 (en) * 2019-01-30 2020-08-06 Tégula Soluções Para Telhados Ltda Photovoltaic cell, method for manufacturing an encapsulated photovoltaic cell, electrical connection unit for a photovoltaic tile, and photovoltaic tile
JP2022519264A (en) * 2019-01-30 2022-03-22 テグラ ソルソンィス パラ テルハドス エルティーディーエー Photocells, manufacturing methods for encapsulated photovoltaics, electrical connection sets for photovoltaic tiles and roof tiles
JP7541525B2 (en) 2019-01-30 2024-08-28 テグラ ソルソンィス パラ テルハドス エルティーディーエー How photovoltaic cells are manufactured
CN111430539A (en) * 2020-03-16 2020-07-17 电子科技大学 Long-life electronic skin and preparation method thereof
CN111430545A (en) * 2020-03-16 2020-07-17 电子科技大学 Organic solar cell based on astaxanthin additive and preparation method thereof
CN111430547A (en) * 2020-03-19 2020-07-17 电子科技大学 Organic solar cell based on astaxanthin cathode buffer layer and preparation method thereof
CN111430547B (en) * 2020-03-19 2023-10-17 电子科技大学 Organic solar cell based on astaxanthin cathode buffer layer and preparation method thereof

Also Published As

Publication number Publication date
EP2340547A1 (en) 2011-07-06

Similar Documents

Publication Publication Date Title
Tsai et al. A large, ultra-black, efficient and cost-effective dye-sensitized solar module approaching 12% overall efficiency under 1000 lux indoor light
JP5404058B2 (en) Ionic liquid electrolyte
KR101223558B1 (en) Photosensitizer for photovoltaic cell, and photovoltaic cell prepared from same
KR100696636B1 (en) Photosensitizer for photovoltaic cell and photovoltaic cell prepared from the same
Wu et al. Graphite and platinum's catalytic selectivity for disulfide/thiolate (T 2/T−) and triiodide/iodide (I 3−/I−)
JP2005183150A (en) Manufacturing method for nano array electrode and photoelectric conversion element using it
Li et al. Effective suppression of interfacial charge recombination by a 12-crown-4 substituent on a double-anchored organic sensitizer and rotating disk electrochemical evidence
WO2010037857A1 (en) Novel use of specified carotenoids as light harvesting pigments in dye sensitized solar cells
JP4528082B2 (en) Electrode substrate having conductive pattern and solar cell
Hu et al. Rigid triarylamine-based D–A–π–A structural organic sensitizers for solar cells: the significant enhancement of open-circuit photovoltage with a long alkyl group
Shu et al. Improved efficiency of CdS quantum dot sensitized solar cell with an organic redox couple and a polymer counter electrode
EP2985799A1 (en) Solid state hole transport material
Hou et al. Titanium dioxide/zinc indium sulfide hetero-junction: An efficient photoanode for the dye-sensitized solar cell
Han et al. A high efficiency dye-sensitized solar cell with a UV-cured polymer gel electrolyte and a nano-gel electrolyte double layer
JP5233318B2 (en) Photoelectric conversion element and solar cell
KR101551074B1 (en) Solid-state dye-sensitized solar cell with long-term stability containing pyridine compound as an adhesive
Gomes et al. Preliminary Investigation on Application of VO2, Polyaniline, and Ethanolic Extracts of Different Fruits as Components for DSSCs
KR101454397B1 (en) The method of Dye-sensitized solar cells employing cobalt-complex-based electrolyte
KR101267658B1 (en) Dye for dye-sensitized solarcell, preparation method of the same and dye-sensitized solar cell comprising the same
Bao et al. Julolidine—Based Organic Dyes with Neutral and Anion Anchoring Groups for Dye-Sensitized Solar Cells
Barłóg et al. An electron rich indaceno [2, 1-b: 6, 5-b′] dithiophene derivative as a high intramolecular charge transfer material in dye sensitized solar cells
WO2013018967A1 (en) High-conductivity hole transport material and dye-sensitized solar cell using same
KR102032808B1 (en) Dye-sensitized solar cell
JP2005150278A (en) Electrode and functional element
KR101654304B1 (en) Resonant Multiple Light Scattering for Photon Harvest Enhancement in Dye-Sensitized Solar Cells

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 09783706

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

WWE Wipo information: entry into national phase

Ref document number: 2009783706

Country of ref document: EP