Access the full text.
Sign up today, get DeepDyve free for 14 days.
J. Griffiths (1998)
5-Acceptor-substituted 4-amino-2-arylazothiazoles. A unique black monoazo chromophoric systemChemical Communications
Coloration Technology, 108
T. Michinobu, C. Boudon, J. Gisselbrecht, P. Seiler, B. Frank, N. Moonen, M. Gross, F. Diederich (2006)
Donor-substituted 1,1,4,4-tetracyanobutadienes (TCBDS): new chromophores with efficient intramolecular charge-transfer interactions by atom-economic synthesis.Chemistry, 12 7
Journal of Photochemistry and Photobiology A, 164
(2016)
Soluble bithiophene derivative and preparation and application thereof
H. Tian, Xichuan Yang, Ruikui Chen, A. Hagfeldt, Licheng Sun (2009)
A metal-free “black dye” for panchromatic dye-sensitized solar cellsEnergy and Environmental Science, 2
Taku Shoji, S. Ito, Kozo Toyota, T. Iwamoto, M. Yasunami, N. Morita (2009)
Reactions between 1‐Ethynylazulenes and 7,7,8,8‐Tetracyanoquinodimethane (TCNQ): Preparation, Properties, and Redox Behavior of Novel Azulene‐Substituted Redox‐Active ChromophoresEuropean Journal of Organic Chemistry, 2009
M. Grätzel (2004)
Corrigendum to “Conversion of sunlight to electric power by nanocrystalline dye-sensitized solar cells” [J. Photochem. Photobiol. A: Chem. 164 (2004) 3–14]Journal of Photochemistry and Photobiology A-chemistry, 168
L. Du, Yuyi Yang, Gang Li, Sheng Wang, X. Jia, Yuhua Zhao (2010)
Optimization of heavy metal-containing dye Acid Black 172 decolorization by Pseudomonas sp. DY1 using statistical designs.International Biodeterioration & Biodegradation, 64
Yu-Chang Chang, M. Kuo, Chih‐Ping Chen, Hsiu-Feng Lu, I. Chao (2010)
On the Air Stability of n-Channel Organic Field-Effect Transistors: A Theoretical Study of Adiabatic Electron Affinities of Organic SemiconductorsJournal of Physical Chemistry C, 114
J. Grzechulska, A. Morawski (2002)
Photocatalytic decomposition of azo-dye acid black 1 in water over modified titanium dioxideApplied Catalysis B-environmental, 36
Tae‐Hyuk Kwon, V. Armel, A. Nattestad, D. Macfarlane, U. Bach, Samuel Lind, K. Gordon, Weihua Tang, D. Jones, A. Holmes (2011)
Dithienothiophene (DTT)-based dyes for dye-sensitized solar cells: synthesis of 2,6-dibromo-DTT.The Journal of organic chemistry, 76 10
Md. Nazeeruddin, S. Zakeeruddin, R. Humphry‐Baker, M. Jirousek, P. Liska, N. Vlachopoulos, V. Shklover, ‡. Fischer, M. Grätzel (1999)
Acid-Base Equilibria of (2,2'-Bipyridyl-4,4'-dicarboxylic acid)ruthenium(II) Complexes and the Effect of Protonation on Charge-Transfer Sensitization of Nanocrystalline Titania.Inorganic chemistry, 38 26
M. Frisch, G. Trucks, H. Schlegel, G. Scuseria, M. Robb, J. Cheeseman, V. Zakrzewski, J. Montgomery, R. Stratmann, J. Burant, T. Vreven, K. Kudin (2007)
Gaussian 03, Revision E.01.
M. Hanwell, D. Curtis, David Lonie, T. Vandermeersch, E. Zurek, G. Hutchison (2012)
Avogadro: an advanced semantic chemical editor, visualization, and analysis platformJournal of Cheminformatics, 4
Jangmi Ryu, Jinjin Dai, K. Koo, T. Wakida (2008)
The effect of sputter etching on the surface characteristics of black-dyed polyamide fabricsJournal of The Society of Dyers and Colourists, 108
Tamotsu Horiuchi, H. Miura, K. Sumioka, S. Uchida (2004)
High efficiency of dye-sensitized solar cells based on metal-free indoline dyes.Journal of the American Chemical Society, 126 39
Baji Shaik, Ji Park, T. An, Y. Noh, S. Yoon, Chan Park, Young Yoon, Yun‐Hi Kim, Sang‐Gyeong Lee (2013)
Small asymmetric anthracene–thiophene compounds as organic thin-film transistorsTetrahedron, 69
Hui Lee, Xin Ho, D. Poh, W. Phua (2019)
Dye-Sensitised Solar Cells Using Flora ExtractsIRC-SET 2018
Taku Shoji, S. Ito, Kozo Toyota, M. Yasunami, N. Morita (2008)
Synthesis, properties, and redox behavior of mono-, bis-, and tris[1,1,4,4,-tetracyano-2-(1-azulenyl)-3-butadienyl] chromophores binding with benzene and thiophene cores.Chemistry, 14 27
M. Grätzel (2003)
Dye-sensitized solar cellsJournal of Photochemistry and Photobiology C-photochemistry Reviews, 4
Taku Shoji, J. Higashi, S. Ito, T. Okujima, M. Yasunami, N. Morita (2011)
Synthesis of redox-active, intramolecular charge-transfer chromophores by the [2+2] cycloaddition of ethynylated 2H-cyclohepta[b]furan-2-ones with tetracyanoethylene.Chemistry, 17 18
W. Chai, M. Liebman (2004)
Assessment of oxalate absorption from almonds and black beans with and without the use of an extrinsic label.The Journal of urology, 172 3
A. Becke (1993)
Density-functional thermochemistry. III. The role of exact exchangeJournal of Chemical Physics, 98
PurposeThis paper aims to synthesise and evaluate the properties of a novel smart material consisting of a metal-free organic black pigment with a unique chromophore for bifunctional applications in optoelectronics.Design/methodology/approachA robust and highly efficient organic reaction, namely, a double [2 + 2] cycloaddition, was deployed to transform a rod-like structure for charge-transfer applications to a strongly conjugated light-absorbing molecule for both optical and electronic applications.FindingsThe synthesis and characterisation of an air-stable metal-free black pigment is reported, which contains an unconventional donor–acceptor panchromatic chromophore with an absorption window spanning 600 nm; the compound was synthetically converted from an organic semiconducting molecular rod and retains strong charge-transfer properties. The chromophore comprises tetracyanoquinodimethane adduct on either side of a dithienothiophenyl core, capped with hexyl thiophenes that ensure solubility in common organic solvents. Its propensity to form excellent thin films on different substrates such as glass and paper, with a total opacity in organic solvent, gives it the potential for wide-ranging applications in organic optoelectronics.Research limitations/implicationsThe synthetic chemistry and fundamental properties are investigated in the present study, with more detailed treatments and analysis to be soon developed. One leading smart material is presented, with further derivatives under investigation.Practical implicationsThe work presented shows the possibility of converting structures from one application to another with relative ease, but how they retain properties for both, using well-known and facile conditions.Originality/valueThe structures are novel and an enhanced air-stable organic panchromatic chromophore is reported for processing in common organic solvents.
Pigment & Resin Technology – Emerald Publishing
Published: Jan 2, 2018
Read and print from thousands of top scholarly journals.
Already have an account? Log in
Bookmark this article. You can see your Bookmarks on your DeepDyve Library.
To save an article, log in first, or sign up for a DeepDyve account if you don’t already have one.
Copy and paste the desired citation format or use the link below to download a file formatted for EndNote
Access the full text.
Sign up today, get DeepDyve free for 14 days.
All DeepDyve websites use cookies to improve your online experience. They were placed on your computer when you launched this website. You can change your cookie settings through your browser.