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Molecular Engineering of D-π-A Dyes for Dye-Sensitized Solar Cells
KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry. (Licheng Sun)ORCID iD: 0000-0001-6029-1688
2014 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

Dye-sensitized solar cells (DSSCs) present an interesting method for the conversion of sunlight into electricity. Unlike in other photovoltaic technologies, the difficult tasks of light absorption and charge transport are handled by two different materials in DSSCs. At the heart of the DSSC, molecular light absorbers (dyes) are responsible for converting light into current.

In this thesis the design, synthesis and properties of new metal-free D-π-A dyes for dye-sensitized solar cells will be explored. The thesis is divided into six parts:

Part one offers a general introduction to DSSCs, dye design and device characterization.

Part two is an investigation of a series of donor substituted dyes where structural benefits are compared against electronic benefits.

In part three a dye assembly consisting of a chromophore tethered to two electronically decoupled donors is described. The assembly, capable of intramolecular regeneration, is found to impede recombination.

Part four explores a method for rapidly synthesizing new D-π-A dyes by dividing them into donor, linker and acceptor fragments that can be assembled in two simple steps. The method is applied to synthesize a series of linker varied dyes for cobalt based redox mediators that builds upon the experience from part two.

Part five describes the synthesis of a bromoacrylic acid based dye and explores the photoisomerization of a few bromo- and cyanoacrylic acid based dyes.

Finally, in part six the experiences from previous chapters are combined in the design and synthesis of a D-π-A dye bearing a new pyridinedicarboxylic acid acceptor and anchoring group.

Place, publisher, year, edition, pages
Stockholm: KTH Royal Institute of Technology, 2014. , 66 p.
Series
TRITA-CHE-Report, ISSN 1654-1081 ; 20
Keyword [en]
Dye-sensitized solar cells, Molecular electronics, Molecular engineering, Organic synthesis, Photovoltaics
National Category
Organic Chemistry
Research subject
Chemistry
Identifiers
URN: urn:nbn:se:kth:diva-144874ISBN: 978-91-7595-124-9 (print)OAI: oai:DiVA.org:kth-144874DiVA: diva2:714988
Public defence
2014-05-23, F3, Lindstedtsvägen 26, KTH, Stockholm, 14:00 (English)
Opponent
Supervisors
Funder
Swedish Energy AgencySwedish Research CouncilKnut and Alice Wallenberg FoundationEU, FP7, Seventh Framework Programme, 246124StandUp
Note

QC 20140509

Available from: 2014-05-09 Created: 2014-04-30 Last updated: 2014-05-09Bibliographically approved
List of papers
1. Symmetric and Unsymmetric Donor Functionalization. Comparing Structural and Spectral Benefits of Chromophores for Dye Sensitized Solar Cells.
Open this publication in new window or tab >>Symmetric and Unsymmetric Donor Functionalization. Comparing Structural and Spectral Benefits of Chromophores for Dye Sensitized Solar Cells.
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2009 (English)In: Journal of Materials Chemistry, ISSN 0959-9428, E-ISSN 1364-5501, Vol. 19, 7232-7238 p.Article in journal (Refereed) Published
Abstract [en]

 

A series of organic chromophores have been synthesized in order to investigate the benefits of structural versus spectral properties as well as the absorption properties and solar cell performance when introducing unsymmetrical substituents in the chromophore. Exceptionally high Voc was found for the symmetrical, structural benefited dye, which also gave the best overall solar cell performance.

 

Keyword
EFFICIENT MOLECULAR PHOTOVOLTAICS; NANOCRYSTALLINE TIO2 ELECTRODES; ORGANIC-DYES; HIGHLY EFFICIENT; PERFORMANCE; CONVERSION; DESIGN; LIGHT; DERIVATIVES; ACID
National Category
Chemical Engineering
Identifiers
urn:nbn:se:kth:diva-10546 (URN)10.1039/b911397p (DOI)000270382400011 ()2-s2.0-70349789520 (Scopus ID)
Note
QC 20100716Available from: 2009-05-26 Created: 2009-05-26 Last updated: 2017-12-13Bibliographically approved
2. Control of Interfacial Charge Transfer in Organic Dye-SensitizedSolar Cells Based on Cobalt Electrolytes
Open this publication in new window or tab >>Control of Interfacial Charge Transfer in Organic Dye-SensitizedSolar Cells Based on Cobalt Electrolytes
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(English)Manuscript (preprint) (Other academic)
National Category
Chemical Sciences
Identifiers
urn:nbn:se:kth:diva-145016 (URN)
Note

QS 2014

Available from: 2014-05-06 Created: 2014-05-06 Last updated: 2014-05-09Bibliographically approved
3. Convergent/Divergent Synthesis of a Linker-Varied Series of Dyes for Dye-Sensitized Solar Cells Based on the D35 Donor
Open this publication in new window or tab >>Convergent/Divergent Synthesis of a Linker-Varied Series of Dyes for Dye-Sensitized Solar Cells Based on the D35 Donor
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2013 (English)In: Advanced Energy Materials, ISSN 1614-6832, Vol. 3, no 12, 1647-1656 p.Article in journal (Refereed) Published
Abstract [en]

A series of four new dyes, based on the D35 type donor moiety with varied linker units, is synthesized using a facile convergent/divergent method, enabled by an improved synthesis of the D35 donor. The dyes are evaluated in dye sensitized solar cells with Co(II/III)(bpy)(3)-based electrolytes. By extending the linker fragment, higher photocurrents and solar energy conversion efficiencies are achieved. It is also found that the linker unit plays a crucial role in maintaining a high open-circuit photovoltage. Based on the photovoltaic performance it is concluded that the hexylthiophene unit is the most suitable for this purpose, as it allows further enhancement of the already high open-circuit voltage of D35 to 0.92 V. The best dye in this series reaches an efficiency of 6.8%.

Keyword
synthesis, organic dyes, solar cells, dye-sensitized solar cells
National Category
Other Chemistry Topics
Identifiers
urn:nbn:se:kth:diva-140153 (URN)10.1002/aenm.201300367 (DOI)000328337500017 ()2-s2.0-84890127554 (Scopus ID)
Funder
Knut and Alice Wallenberg FoundationSwedish Energy AgencySwedish Research Council
Note

QC 20140121

Available from: 2014-01-21 Created: 2014-01-17 Last updated: 2014-05-09Bibliographically approved
4. Photoisomerization of the cyanoacrylic acid acceptor group - a potential problem for organic dyes in solar cells
Open this publication in new window or tab >>Photoisomerization of the cyanoacrylic acid acceptor group - a potential problem for organic dyes in solar cells
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2014 (English)In: Physical Chemistry, Chemical Physics - PCCP, ISSN 1463-9076, E-ISSN 1463-9084, Vol. 16, no 6, 2251-2255 p.Article in journal (Refereed) Published
Abstract [en]

Organic solar cell dyes containing the most common anchoring group, cyanoacrylic acid, are shown to be photolabile and undergo photoisomerization. This may have significant consequences for dye-sensitized solar cells, as isomerisation competes with electron injection and leads to modifications of the dye and surface arrangement.

National Category
Physical Sciences Chemical Sciences
Identifiers
urn:nbn:se:kth:diva-141317 (URN)10.1039/c3cp54048k (DOI)000329926700005 ()2-s2.0-84892604011 (Scopus ID)
Funder
Swedish Research CouncilSwedish Energy AgencyKnut and Alice Wallenberg Foundation
Note

QC 20140214

Available from: 2014-02-14 Created: 2014-02-13 Last updated: 2017-12-06Bibliographically approved
5. Dipicolinic Acid: A Strong Anchoring Group with Tunable Redoxand Spectral Behavior for Stable Dye-Sensitized Solar Cells
Open this publication in new window or tab >>Dipicolinic Acid: A Strong Anchoring Group with Tunable Redoxand Spectral Behavior for Stable Dye-Sensitized Solar Cells
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(English)Manuscript (preprint) (Other academic)
National Category
Chemical Sciences
Identifiers
urn:nbn:se:kth:diva-145018 (URN)
Note

QS 2014

Available from: 2014-05-06 Created: 2014-05-06 Last updated: 2014-05-09Bibliographically approved

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