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Molecular Engineering of Organic Chromophores for Dye Sensitized Solar Cell Applications
KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry. (Licheng Sun)
KTH, School of Chemical Science and Engineering (CHE), Chemistry, Physical Chemistry.
KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.ORCID iD: 0000-0002-4521-2870
KTH, School of Chemical Science and Engineering (CHE), Chemistry, Physical Chemistry.
Show others and affiliations
2008 (English)In: Journal of the American Chemical Society, ISSN 0002-7863, E-ISSN 1520-5126, Vol. 130, 6259-6266 p.Article in journal (Refereed) Published
Abstract [en]

Novel unsymmetrical organic sensitizers comprising donor, electron-conducting, and anchoring groups were engineered at a molecular level and synthesized for sensitization of mesoscopic titanium dioxide injection solar cells. The unsymmetrical organic sensitizers 3-(5-(4-(diphenylamino)styryl)thiophen-2-yl)-2-cyanoacrylic acid (D5), 3-(5-bis(4-(diphenylamino)styryl)thiophen-2-yl)-2-cyanoacrylic acid (D7), 5-(4-(bis(4-methoxyphenylamino)styryl)thiophen-2-yl)-2-cyanoacrylic acid (D9), and 3-(5-bis(4,4'-dimethoxydiphenylamino)styryl)thiophen-2-yl)-2-cyanoacrylic acid (D11) anchored onto TiO2 and were tested in dye-sensitized solar cell with a volatile electrolyte. The monochromatic incident photon-to-current conversion efficiency of these sensitizers is above 80%, and D11-sensitized solar cells yield a short-circuit photocurrent density of 13.90 +/- 0.2 mA/cm(2), an open-circuit voltage of 740 +/- 10 mV, and a fill factor of 0.70 +/- 0.02, corresponding to an overall conversion efficiency of 7.20% under standard AM 1.5 sun light. Detailed investigations of these sensitizers reveal that the long electron lifetime is responsible for differences in observed open-circuit potential of the cell. As an alternative to liquid electrolyte cells, a solid-state organic hole transporter is used in combination with the D9 sensitizer, which exhibited an efficiency of 3.25%. Density functional theory/time-dependent density functional theory calculations have been employed to gain insight into the electronic structure and excited states of the investigated species.

Place, publisher, year, edition, pages
ACS , 2008. Vol. 130, 6259-6266 p.
Keyword [en]
nanocrystalline tio2, electron-injection, recombination, semiconductor, chromophores, conductor, energies, dynamics, acceptor, model
National Category
Chemical Engineering
Identifiers
URN: urn:nbn:se:kth:diva-10534DOI: 10.1021/ja800066yISI: 000255620200032Scopus ID: 2-s2.0-43249114905OAI: oai:DiVA.org:kth-10534DiVA: diva2:218892
Note
QC 20100716Available from: 2009-05-25 Created: 2009-05-25 Last updated: 2017-12-13Bibliographically approved
In thesis
1. Synthesis of Organic Chromophores for Dye Sensitized Solar Cells.
Open this publication in new window or tab >>Synthesis of Organic Chromophores for Dye Sensitized Solar Cells.
2009 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

 

This thesis deals with development and synthesis of organic chromophores for dye sensitized solar cells. The chromophores are divided into three components; donor, linker and acceptor.

The development of efficient organic chromophores for dye sensitized solar cells starts off with one new organic chromophore, D5. This chromophore consists of a triphenylamine moiety as an electron donor, a conjugated linker with a thiophene moiety and cyanoacrylic acid as an electron acceptor and anchoring group. Alternating the donor, linker or acceptor moieties independently, would give us the tool to tune the HOMO and LUMO energy levels of the chromophores. The following parts of this thesis regard this development strategy.

The contributions to the HOMO and LUMO energy levels were investigated when alternating the linker moiety. Unexpected effects of the solar cell performances when increasing the linker length were revealed, however.

In addition, the effect of an alternative acceptor group, rhodanine-3-acetic acid, in combination with different linker lengths was investigated. The HOMO and LUMO energy level tuning was once again successful. Electron recombination from the semiconductor to the electrolyte is probably the cause of the poor efficiencies obtained for this series of dyes.

Finally, the development of functionalized triphenylamine based donors and the contributions from different substituents to the HOMO and LUMO energy levels and as insulating layers were investigated. This strategy has so far been the most successful in terms of reaching high efficiencies in the solar cell. A top overall efficiency of 7.79 % was achieved.

 

Place, publisher, year, edition, pages
Stockholm: KTH, 2009. 73 p.
Series
Trita-CHE-Report, ISSN 1654-1081 ; 2009:18
Keyword
Acceptor, chromophore, donor, dye sensitized solar cells, HOMO and LUMO energy level tuning, linker, organic dye.
National Category
Chemical Engineering
Identifiers
urn:nbn:se:kth:diva-10547 (URN)978-91-7415-328-6 (ISBN)
Public defence
2009-08-28, F3, KTH, Lindstedtsvägen 26, Stockholm, 10:00 (English)
Opponent
Supervisors
Note
QC 20100716Available from: 2009-06-12 Created: 2009-05-26 Last updated: 2010-07-16Bibliographically approved
2. Synthesis of Organic Chromophores for Dye Sensitized Solar Cells
Open this publication in new window or tab >>Synthesis of Organic Chromophores for Dye Sensitized Solar Cells
2007 (English)Licentiate thesis, comprehensive summary (Other scientific)
Abstract [en]

This thesis is divided into four parts with organic chromophores for dye sensitized solar cells as the common feature and an introduction with general concepts of the dye sensitized solar cells.

The first part of the thesis describes the development of an efficient organic chromophore for dye sensitized solar cells. The chromophore consists of a triphenylamine moiety as an electron donor, a conjugated linker with a thiophene moiety and cyanoacrylic acid as an electron acceptor and anchoring group. During this work a strategy to obtain an efficient sensitizer was developed. Alternating the donor, linker or acceptor moieties independently, would give us the tool to tune the HOMO and LUMO energy levels of the chromophores. The following parts of this thesis regard this development strategy.

The second part describes the contributions to the HOMO and LUMO energy levels when alternating the linker moiety. By varying the linker the HOMO and LUMO energy levels was indeed shifted. Unexpected effects of the solar cell performances when increasing the linker length were revealed, however.

The third part describes the investigation of an alternative acceptor group, rhodanine-3-acetic acid, in combination with different linker lengths. The HOMO and LUMO energy level tuning was once again successfully shifted. The poor electronic coupling of the acceptor group to the semiconductor surface proved to be a problem for the overall efficiency of the solar cell, however.

The fourth part describes the contributions from different donor groups to the HOMO and LUMO energy levels and has so far been the most successful in terms of reaching high efficiencies in the solar cell. A top overall efficiency of 7.1 % was achieved.

Place, publisher, year, edition, pages
Stockholm: KTH, 2007. 43 p.
Series
Trita-CHE-Report, ISSN 1654-1081 ; 2007:86
Keyword
Organic Chromophores, Dye Sensitized Solar Cells
National Category
Organic Chemistry
Identifiers
urn:nbn:se:kth:diva-4600 (URN)978-91-7178-833-7 (ISBN)
Presentation
2008-01-25, D3, Lindstedtsvägen 5, Stockholm, 13:00
Opponent
Supervisors
Note
QC 20101108Available from: 2008-01-09 Created: 2008-01-09 Last updated: 2010-11-08Bibliographically approved
3. Design, Synthesis and Properties of Organic Sensitizers for Dye Sensitized Solar Cells
Open this publication in new window or tab >>Design, Synthesis and Properties of Organic Sensitizers for Dye Sensitized Solar Cells
2011 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

This thesis gives a detailed description of the design and synthesis of new organic sensitizers for Dye sensitized Solar Cells (DSCs). It is divided in 7 chapters, where the first gives an introduction to the field of DSCs and the synthesis of organic sensitizers. Chapters 2 to 6 deal with the work of the author, starting with the first publication and the other following in chronological order. The thesis is completed with some concluding remarks (chapter 7).

The DSC is a fairly new solar cell concept, also known as the Grätzel cell, after its inventor Michael Grätzel. It uses a dye (sensitizer) to capture the incident light. The dye is chemically connected to a porous layer of a wide band-gap semiconductor. The separation of light absorption and charge separation is different from the conventional Si-based solar cells. Therefore, it does not require the very high purity materials necessary for the Si-solar cells. This opens up the possibility of easier manufacturing for future large scale production. Since the groundbreaking work reported in 1991, the interest within the field has grown rapidly. Large companies have taken up their own research and new companies have started with their focus on the DSC. So far the highest solar energy to electricity conversion efficiencies have reached ~12%.

The sensitizers in this thesis are based on triphenylamine or phenoxazine as the electron donating part in the molecule. A conjugated linker allows the electrons to flow from the donor to the acceptor, which will enable the electrons to inject into the semiconductor once they are excited. Changing the structure by introducing substituents, extending the conjugation and exchanging parts of the molecule, will influence the performance of the solar cell. By analyzing the performance, one can evaluate the importance of each component in the structure and thereby gain more insight into the complex nature of the dye sensitized solar cell.

Place, publisher, year, edition, pages
Stockholm: KTH Royal Institute of Technology, 2011. 80 p.
Series
Trita-CHE-Report, ISSN 1654-1081 ; 2011:31
Keyword
Acceptor, chromophore, donor, dye, sensitized, energy level, HOMO/LUMO, linker, phenoxazine, sensitizer, solar cell, triphenylamine
National Category
Chemical Sciences Organic Chemistry
Identifiers
urn:nbn:se:kth:diva-33190 (URN)978-91-7415-954-7 (ISBN)
Public defence
2011-05-20, K2, Teknikringen 28, Stockholm, 10:00 (English)
Opponent
Supervisors
Note
QC 20110505Available from: 2011-05-05 Created: 2011-04-29 Last updated: 2011-09-08Bibliographically approved

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