Modulation of band gap and p- versus n-semiconductor character of ADA dyes by core and acceptor group variation
Literature Information
Publication Date
2016-02-19
DOI
10.1039/C6QO00046K
Impact Factor
5.281
Authors
Agnieszka Nowak-Król, Reinhard Wagener, Felix Kraus, Amaresh Mishra, Peter Bäuerle, Frank Würthner
View Original
Abstract
A series of ADA dyes was synthesized by Knoevenagel condensation reactions between dialdehydes of the electron-rich dithienopyrrole (DTP), cyclopentadithiophene (CPDT), carbazole (CAR) and fluorene (FL) moieties and the electron-poor CH-acidic indandione (IND) or 1,1-dicyanomethylene-3-indanone (DCIND) units, respectively. The UV/vis absorption spectra of the dyes cover a wide range of the visible spectrum from 450 to almost 700 nm in solution. Likewise, owing to differently balanced donor and acceptor strengths they may be applicable either as p- or n-type organic semiconductor materials in transistor and solar cell devices. As a proof-of-concept for dye vacuum-deposited organic thin film transistors (OTFTs) with either hole or electron mobilities of ∼0.1 cm2 V−1 s−1 depending on the HOMO/LUMO levels could be demonstrated.
Recommended Journals
Current Opinion in Solid State & Materials Science
Current Opinion in Colloid & Interface Science
Russian Journal of Coordination Chemistry
Drug Discovery Today
Nature Medicine
Chemical Communications
Russian Journal of Bioorganic Chemistry
Organic Process Research & Development
Russian Journal of Applied Chemistry
Crystallography Reports
Related Literature
In vitro and in vivo application of hydroxypropyl-β-cyclodextrin-grafted polyethyleneimine used as a transdermal penetration enhancer
Ke Wang, Yan Yan, Guilan Zhao, Wei Xu, Kai Dong, Cuiyu You, Lu Zhang, Jianfeng Xing
2014-03-14
Paper
DOI: 10.1039/C4PY00286E
Biostable and bioreducible polymersomes for intracellular delivery of doxorubicin
Thavasyappan Thambi, V. G. Deepagan, Hyewon Ko, Gi-Ra Yi, Jun Young Lee, Doo Sung Lee
2014-05-14
Paper
DOI: 10.1039/C4PY00567H
Thiol–ene “click” reactions and recent applications in polymer and materials synthesis: a first update
Andrew B. Lowe
2014-05-01
Review Article
DOI: 10.1039/C4PY00339J
Trehalose-functionalized block copolymers form serum-stable micelles
Swapnil R. Tale, Ligeng Yin, Theresa M. Reineke
2014-04-29
Paper
DOI: 10.1039/C4PY00399C
Multi-responsive protein nanocarriers from an anionic dynamic covalent copolymer
Xiaobei Wang, Lin Wang, Shixia Yang, Hanying Zhao
2014-04-22
Paper
DOI: 10.1039/C4PY00117F
Synthesis of triphenylamine based polysiloxane as a blue phosphorescent host
Dianming Sun, Zhaomin Yang, Xiaoli Sun, Huihui Li, Zhongjie Ren, Junteng Liu, Dongge Ma, Shouke Yan
2014-05-02
Paper
DOI: 10.1039/C4PY00450G
Engineering the band gap and energy level of conjugated polymers using a second acceptor unit
Khalid Mahmood, Heng Lu, Zheng-Ping Liu, Cuihong Li, Zhen Lu, Xiao Liu, Tao Fang, Qiaohong Peng, Guangwu Li, Lin Li, Zhishan Bo
2014-04-16
Paper
DOI: 10.1039/C4PY00004H
From glycidyl carbonate to hydroxyurethane side-groups in alternating fluorinated copolymers
Roukaya Hamiye, Ali Alaaeddine, Mouhamad Awada, Benjamin Campagne, Sylvain Caillol, Sophie M. Guillaume, Bruno Ameduri, Jean-François Carpentier
2014-05-09
Paper
DOI: 10.1039/C4PY00547C
You might also like
Compound Q&A
What is Ethyl 3-cyclohexylpropanoate (CAS: 10094-36-7)?
Ethyl 3-cyclohexylpropanoate is a clear, colorless to light yellow liquid with a...
10094-36-7Ethyl 3-cyclohexylpr...
Compound Q&A
How should waste containing 2-(Hydroxymethyl)-5-(methoxycarbonyl)-6-methyl-4-(2-nitrophenyl)nicotinic acid (CAS: 34783-31-8) be handled?
Waste containing 2-(Hydroxymethyl)-5-(methoxycarbonyl)-6-methyl-4-(2-nitrophenyl...
34783-31-82-(Hydroxymethyl)-5-...
Compound Q&A
How should waste containing 2,4,6-Tris(pentafluoroethyl)-1,3,5-triazine (CAS: 858-46-8) be handled?
Waste containing 2,4,6-Tris(pentafluoroethyl)-1,3,5-triazine (CAS: 858-46-8) sho...
858-46-82,4,6-Tris(pentafluo...
Compound Q&A
What precautions should be taken when handling Chloroac-nle-oh (CAS: 56787-36-1)?
When handling Chloroac-nle-oh (CAS: 56787-36-1), it is essential to wear appropr...
56787-36-1Chloroac-nle-oh
Compound Q&A
What industries use Ethyl 6-phenylimidazo[2,1-b][1,3]thiazole-3-carboxylate (CAS: 752244-05-6)?
Ethyl 6-phenylimidazo[2,1-b][1,3]thiazole-3-carboxylate is primarily used in the...
752244-05-6Ethyl 6-phenylimidaz...
Compound Q&A
Are there alternatives to alpha-(2-Bromophenyl)benzylamine (CAS: 55095-15-3) in synthesis?
Alternatives to alpha-(2-Bromophenyl)benzylamine (CAS: 55095-15-3) in synthesis ...
55095-15-3alpha-(2-Bromophenyl...
Compound Q&A
How should waste containing 2-Chloro-5-methoxypyridine (CAS: 139585-48-1) be handled?
Waste containing 2-Chloro-5-methoxypyridine (CAS: 139585-48-1) should be managed...
139585-48-12-Chloro-5-methoxypy...
Compound Q&A
What industries use 1-(4-Methoxyphenyl)-2,5-dimethyl-1H-pyrrole (CAS: 5044-27-9)?
1-(4-Methoxyphenyl)-2,5-dimethyl-1H-pyrrole (CAS: 5044-27-9) is used in various ...
5044-27-91-(4-Methoxyphenyl)-...
Compound Q&A
Are there alternatives to 3-Bromo-5-(N-Boc)aminomethylisoxazole (CAS: 903131-45-3) in synthesis?
There are alternative reagents and compounds that can be used in the synthesis o...
903131-45-33-Bromo-5-(N-Boc)ami...
Compound Q&A
What is Tungsten(IV) oxide (CAS: 12036-22-5)?
Tungsten(IV) oxide, also known as tungsten dioxide, is a chemical compound with ...
12036-22-5Tungsten(IV) oxide
Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
![1-(Hexopyranosyloxy)-4a,5-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl 3-phenylacrylate structure](https://static.chemtradehub.com/structs/192/19210-12-9-ecae.webp "1-(Hexopyranosyloxy)-4a,5-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl 3-phenylacrylate structure")
1-(Hexopyranosyloxy)-4a,5-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl 3-phenylacrylate
CAS Number:
19210-12-9
Molecular Formula:
C24H30O11
Recommended Suppliers
Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.