Relevant bibliographies by topics / Heteroacenes

Academic literature on the topic 'Heteroacenes'

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Published: 11 March 2023

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Journal articles on the topic "Heteroacenes"

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Bunz, Uwe H. F. "N-Heteroacenes." Chemistry - A European Journal 15, no. 28 (July 13, 2009): 6780–89. http://dx.doi.org/10.1002/chem.200900990.

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Bunz, Uwe H. F. "The larger N-heteroacenes." Pure and Applied Chemistry 82, no. 4 (March 20, 2010): 953–68. http://dx.doi.org/10.1351/pac-con-09-09-17.

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The history and development of pyrazine- and pyridine-type heteroacenes and their use in solid-state organic electronics are discussed and reviewed. The larger N-heteroacenes are potential electron- or hole-transporting materials and should therefore complement acenes in organic electronics. As they feature electronegative nitrogen ring atoms in their molecular skeleton, issues with oxidation should be less problematic when comparing them to the larger acenes such as pentacene. This paper covers the synthesis and the solid-state packing of larger (tetracene/pentacene-based) N,N-heterocylic acenes as well as the question of the interplay of aromaticity and antiaromaticity in the known larger N-heteroacenes and their N,N-dihydro-derivatives; also illuminated are their optical properties. A literature overview is provided. Keywords: acenes; alkynes; heterocycles; organic chemistry; organic electronics.
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Lepeltier, Marc, Olena Lukoyanova, Alex Jacobson, Shehzad Jeeva, and Dmitrii F. Perepichka. "New azaborine-thiophene heteroacenes." Chemical Communications 46, no. 37 (2010): 7007. http://dx.doi.org/10.1039/c0cc01963a.

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Ding, Fangwei, Debin Xia, Congwu Ge, Zhenchao Kang, Yulin Yang, Ruiqing Fan, Kaifeng Lin, and Xike Gao. "Indenone-fused N-heteroacenes." Journal of Materials Chemistry C 7, no. 45 (2019): 14314–19. http://dx.doi.org/10.1039/c9tc04962b.

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Feofanov, Mikhail, Vladimir Akhmetov, Ryo Takayama, and Konstantin Amsharov. "Transition-metal free synthesis of N-aryl carbazoles and their extended analogs." Organic & Biomolecular Chemistry 19, no. 33 (2021): 7172–75. http://dx.doi.org/10.1039/d1ob00940k.

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Zhang, Yubao, Jiulin Shi, Xingdao He, and Guoli Tu. "All-thiophene-substituted N-heteroacene electron-donor materials for efficient organic solar cells." Journal of Materials Chemistry A 4, no. 35 (2016): 13519–24. http://dx.doi.org/10.1039/c6ta03784d.

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Zhang, Wanzheng, Yubin Fu, Peirong Qiang, Jens Hunger, Shuai Bi, Wenbei Zhang, and Fan Zhang. "syn-BN-heteroacene cored conjugated oligomers with finely tuned blue-violet luminescent properties." Organic & Biomolecular Chemistry 15, no. 34 (2017): 7106–11. http://dx.doi.org/10.1039/c7ob01679d.

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Bulumulla, Chandima, Ruwan Gunawardhana, Sang Ha Yoo, Cody R. Mills, Ruvanthi N. Kularatne, Thomas N. Jackson, Michael C. Biewer, Enrique D. Gomez, and Mihaela C. Stefan. "The effect of single atom replacement on organic thin film transistors: case of thieno[3,2-b]pyrrole vs. furo[3,2-b]pyrrole." Journal of Materials Chemistry C 6, no. 37 (2018): 10050–58. http://dx.doi.org/10.1039/c8tc02887g.

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Bunz, Uwe H. F. "The Larger Linear N-Heteroacenes." Accounts of Chemical Research 48, no. 6 (May 13, 2015): 1676–86. http://dx.doi.org/10.1021/acs.accounts.5b00118.

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Ding, Fangwei, Debin Xia, Weipeng Sun, Wei Chen, Yulin Yang, Kaifeng Lin, Feibao Zhang, and Xugang Guo. "Sulfur‐Containing Bent N‐Heteroacenes." Chemistry – A European Journal 25, no. 66 (October 31, 2019): 15106–11. http://dx.doi.org/10.1002/chem.201902984.

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Dissertations / Theses on the topic "Heteroacenes"

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Kulisic, Niksa. "Heteroacenes as potential materials for molecular electronics." Doctoral thesis, Università degli studi di Trieste, 2010. http://hdl.handle.net/10077/3609.

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2008/2009
In this thesis, different strategies for obtaining azaacenes suitable for solution-based processing techniques have been investigated and developed. The first synthetic approach involved the condensation of commercially available compounds which include the diamines 2,3-diaminobenzene, 2,3-diaminonaphtalene and 2,3-diaminophenazine and the bromoanilic acid and embelin. This synthetic route yielded a series of dihydroazaacenes with 5 and 7 fused aromatic rings. The low overall solubility of this azaacenes did not permit an extensive characterization of the compounds. A second synthetic approach was developed to investigate both C-N exchange and lateral expansion of the π-conjugation. Through this approach a tetraazaoctacene derivative was obtained and characterized. However it lacked of solubility necessary for being compatible with solution-processing techniques. A third strategy was based on the introduction of solubilizing groups on such extended tetraazaoctacene core. While the di-substitution did not render the azaoctacene soluble in neutral media, tetra-substitution yielded a derivative with enhanced solubility in neutral solvent.
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Purushothaman, Balaji. "PARTIALLY HALOGENATED ACENES AND HETEROACENES FOR ORGANIC ELECTRONICS." UKnowledge, 2011. http://uknowledge.uky.edu/gradschool_diss/124.

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Inorganic materials have dominated electronic applications such as photovoltaic cells, thin film transistors (TFTs) and light emitting diodes (LEDs). However developments in the field of organic electronics over the past three decades have enabled the use of organic materials in these devices. While significant improvements have been made to improve their electronic properties there are several road blocks towards commercial application. One of the significant obstacles is the poor charge carrier mobility associated with organic semiconductors processed by well established printing methods. The goal of my research project is to improve the charge carrier mobility of solution cast films of acene semiconductors by partial halogenation and heteroatom substitution. Spin coated films of triisopropylsilylethynylated difluoropentacene exhibited higher hole mobility compared to TIPS pentacene due to contact induced nucleation of pentacene on perfluorobenzenethiol treated gold electrodes. The success of this project allowed me to further investigate the effect of degree of fluorination on the electronic properties of pentacene. A series of trialkylsilylethynylated tetrafluoro and octafluoropentacenes were synthesized and their performances in thin film transistors and solar cells were explored. Solar cells made from these materials using poly(3-hexylthiophene) as donor exhibited poor open circuit voltages (Voc) resulting in low power conversion efficiency (PCE). Better device performances were achieved using pentacenes having single halogen substituent. In order to improve the charge carrier mobility in TFTs soluble trialkylsilylethynylated hexacenes were explored. However these molecules exhibited a greater tendency to photo-dimerize in solution and solid state. Partial halogenation was used as a tool to improve the solution stability of reactive hexacene. The improved solution stability of partially halogenated hexacenes allowed me to successfully extend this approach to heptacene and nonacene. Finally a series of new trialkylsilylethynylated anthradiselenophenes were synthesized to improve molecular ordering in the solid state by increasing non-bonding Se – Se interaction. However single crystal x-ray diffraction studies revealed no such interaction between the acene chromophore resulting in poor device performance.
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Grimminger, Marsha Loth. "PERIODIC TRENDS IN STRUCTURE FUNCTION RELATIONSHIP OF ORGANIC HETEROACENES." UKnowledge, 2011. http://uknowledge.uky.edu/gradschool_diss/850.

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Our group has previously shown that small changes to molecular structure result in large changes to device properties and stability in organic electronic applications. By functionalizing aromatic heteroacenes with group 14 and group 16 elements, it is possible to control morphology and improve stability for a variety of applications such as thin film transistors and solar cells. Functionalization within the heteroacene core led to changes in electronic structure as observed by electrochemistry and light absorption. By substituting down the periodic table, the carbon heteroatom bond length increased, leading to subtle changes in crystal packing. Absorption maxima were red-­‐shifted and stability to light decreased. Substitution of group 14 elements to the solubilizing ethynyl groups attached to the heteroacene also had an effect on crystallization and stability. Substitution of silicon with carbon decreased solubility as well as stability to light. Substitution with germanium also decreased stability to light, but close contacts within the crystal structure and solubility in nonpolar organic solvents increased.
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Appleton, Anthony Lucas. "Synthesis and characterization of large linear heteroacenes and their derivatives." Diss., Georgia Institute of Technology, 2010. http://hdl.handle.net/1853/37225.

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The work presented in this thesis is primarily concerned with the synthesis and characterization of large, linear heteroacenes and their derivatives. We have been able to significantly expand on the types of materials available for application in organic electronic device architectures. In particular, the work focused on solution processible and novel derivatives of thiadiazoles, diazatetracenes, diazapentacenes, tetrazapentacences, and N,N-dihydrotetraazaheptacene. Extensive computational studies have been performed in order to better understand the optoelectronic properties of these materials. Although no devices have been fabricated that show appreciable hole or electron mobility, the properties of these materials are very promising. Besides our work on organic electronic materials for application in optoelectronic devices, we have also been able to develop, via the Click reaction, a series of aqueous metal sensors for copper (II), nickel (II), and silver (I) based upon fluorescence quenching. The use of a modified Stern-Volmer equation was necessary to fit the data in order to obtain binding constants. The exploration of new materials and their properties in the area of organic electronics is an exciting field for the synthetic organic chemist, as the goals associated with this work strive to impact humanity in a positive manner by reducing energy costs.
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Paulus, Fabian [Verfasser], and Uwe H. F. [Akademischer Betreuer] Bunz. "N-Heteroacenes in Organic Field-Effect Transistors / Fabian Paulus ; Betreuer: Uwe Bunz." Heidelberg : Universitätsbibliothek Heidelberg, 2016. http://d-nb.info/1180615247/34.

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Granger, Devin B. "ACENES, HETEROACENES AND ANALOGOUS MOLECULES FOR ORGANIC PHOTOVOLTAIC AND FIELD EFFECT TRANSISTOR APPLICATIONS." UKnowledge, 2017. http://uknowledge.uky.edu/chemistry_etds/76.

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Polycyclic aromatic hydrocarbons composed of benzenoid rings fused in a linear fashion comprise the class of compounds known as acenes. The structures containing three to six ring fusions are brightly colored and possess band gaps and charge transport efficiencies sufficient for semiconductor applications. These molecules have been investigated throughout the past several decades to assess their optoelectronic properties. The absorption, emission and charge transport properties of this series of molecules has been studied extensively to elucidate structure-property relationships. A wide variety of analogous molecules, incorporating heterocycles in place of benzenoid rings, demonstrate similar properties to the parent compounds and have likewise been investigated. Functionalization of acene compounds by placement of groups around the molecule affects the way in which molecules interact in the solid state, in addition to the energetics of the molecule. The use of electron donating or electron withdrawing groups affects the frontier molecular orbitals and thus affects the optical and electronic gaps of the molecules. The use of bulky side groups such as alkylsilylethynyl groups allows for crystal engineering of molecular aggregates, and changing the volume and dimensions of the alkylsilyl groups affects the intermolecular interactions and thus changes the packing motif. In chapter 2, a series of tetracene and pentacene molecules with strongly electron withdrawing groups is described. The investigation focuses on the change in energetics of the frontier molecular orbitals between the base acene and the nitrile and dicyanovinyl derivatives as well as the differences between the pentacene and tetracene molecules. The differences in close packing motifs through use of bulky alkylsilylethynyl groups is also discussed in relation to electron acceptor material design and bulk heterojunction organic photovoltaic characteristics. Chapter 3 focuses on molecular acceptor and donor molecules for bulk heterojunction organic photovoltaics based on anthrathiophene and benzo[1,2-b:4,5-b’]dithiophene central units like literature molecules containing fluorene and dithieno[2,3-b:2’,3’-d]silole cores. The synthetic strategies of developing reduced symmetry benzo[1,2-b:4,5-b’]dithiophene to study the effect of substitution around the central unit is also described. The optical and electronic properties of the donors and acceptors are described along with the performance and characteristics of devices employing these molecules. The final two data chapters focus on new nitrogen containing polycyclic hydrocarbons containing indolizine and (2.2.2) cyclazine units. The optical, electronic and other physical properties of these molecules are explored, in addition to the synthetic strategies for incorporating the indolizine and cyclazine units. By use of alkylsilylethynyl groups, crystal engineering was investigated for the benzo[2,3-b:5,6-b’]diindolizine chromophore described in chapter 4 to target the 2-D “brick-work” packing motif for application in field effect transistor devices. Optical and electronic properties of the cyclazine end-capped acene molecules described in chapter 5 were investigated and described in relation to the base acene molecules. In both cases, density functional theory calculations were conducted to better understand unexpected optical properties of these molecules, which are like the linear acene series despite the non-linear attachment.
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Doan, Thu Hong. "Synthesis, self-assembly and photophysical evaluation of fluorophores derived from acenes, heteroacenes and quinazolines." Thesis, Normandie, 2018. http://www.theses.fr/2018NORMC205.

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Les semiconducteurs organiques (OSC) tels que les composés organiques photovoltaïques (OPVs), les diodes électroluminescentes organiques (OLEDs) ou encore les transistors organiques à effet de champ (OFETs) constituent un domaine de recherche très attractif en raison de leur potentiel en tant que couches actives dans les dispositifs optoélectroniques. Les composés aromatiques polycycliques ainsi que les hétéroaromatiques sont considérés comme des matériaux prometteurs pour les OSC en raison de leurs conductivités électriques potentielles, de leurs propriétés optiques ainsi que de leurs assemblages géométriques. Ces deux systèmes et leurs propriétés photophysiques ont été étudiés dans les trois chapitres de cette thèse. Dans le premier chapitre, une étude sur un ensemble d'acènes linéaires, angulaires et condensés consistant en des liens hétéroatomes avec des agrégations uniques a été décrite et analysée. Les hétéroacènes N-fusionnés angulaires et π-étendus sont la classe principale étudiée dans le deuxième chapitre. Leurs synthèses sont basées sur la réaction de couplage de Suzuki-Miyaura et la réaction de Cadogan. Outre les acènes et les hétéroacènes N-fusionnés, les N-hétéroaromatiques ont fait l'objet d'une attention particulière dans le domaine de matériaux. L'un d'entre eux est la classe des quinazolines utilisées comme partie acceptrice d'électrons dans les structures push-pull pour le transfert de charge intramoléculaire (TCI). L'étude des relations entre les structures dérivées du motif quinazoline de type donneur d'électron-accepteur-donneur (D-A-D) et leurs propriétés de photoluminescence est le principal travail mentionné dans le troisième chapitre
Organic semiconductors (OSCs) are a highly attractive research field due to their potentials as active layers in optoelectronic devices such as organic field-effect transistors (OFETs), organic photovoltaic (OPVs) and organic light emitting diodes (OLEDs). Polycyclic aromatic compounds as well as heteroaromatics are considered as promising materials for OSCs due to their semi conductivity properties, optical properties and geometric structures. The mentioned systems and their photophysical properties were investigated in three chapters of my thesis. In the first chapter, a study on a set of linear, angular and condensed acenes consisting of heteroatom linkages with unique aggregations was described and analyzed. The angular and π-extended N-fused heteroacenes are the main class studied in the second chapter. Their synthesis is based on the Suzuki-Miyaura coupling and the Cadogan reactions. Besides acenes and N-fused heteroacenes, N-heteroaromatics have gained attention in material area. One of them is the quinazoline class that is known as an electron withdrawing unit in push-pull structures for intramolecular charge transfer (ICT). The investigation of the relationships between the electron donor-acceptor-donor (D-A-D) quinazoline-based structures and their photoluminescence properties is the main work mentioned in the third chapter
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Wong, Hok-lai, and 黃學禮. "Design, synthesis, photochromic and photophysical studies of dithienylethene-containing heteroacenes, alkynyls, diimines and theirmetal complexes." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 2011. http://hub.hku.hk/bib/B45874748.

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Levick, Matthew Thomas. "Connective-Pummerer cyclisations and SmI2-mediated cascade reactions for the synthesis of nitrogen-containing heteroacenes." Thesis, University of Manchester, 2013. https://www.research.manchester.ac.uk/portal/en/theses/connectivepummerer-cyclisations-and-smi2mediated-cascade-reactions-for-the-synthesis-of-nitrogencontaining-heteroacenes(762eea6e-0dc0-4397-8af0-07413517db63).html.

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This thesis describes work towards a range of novel nitrogen containing polyaromatic heterocycles for use as organic semiconductors. A route to benzo[b]carbazole end-capped oligothiophenes has been developed; relying on two key steps; namely a connective-Pummerer cyclisation and a SmI2-mediated cleavage–cyclisation cascade. A route to extended dibenzoindolo[3,2-b]carbazole-based aza-heptacenes has also been developed, by employing the same key steps in a two-directional manner. The physical and electronic properties of the resulting materials has been assessed, and the utility of the materials in OFET devices has been demonstrated.
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Kast, Hannelore [Verfasser]. "Fused S,N-heteroacenes and thiophene-substituted Ruthenium(II) complexes for organic solar cells / Hannelore Kast." Ulm : Universität Ulm, 2016. http://d-nb.info/1105590380/34.

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Book chapters on the topic "Heteroacenes"

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Anthony, John E., and Adolphus G. Jones. "Silylethyne-Substituted Acenes and Heteroacenes." In Organic Electronics II, 105–36. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2012. http://dx.doi.org/10.1002/9783527640218.ch4.

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Conference papers on the topic "Heteroacenes"

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Sakai, K., Y. Okada, S. Kitaoka, J. Tsurumi, Y. Ohishi, A. Fujiwara, H. Sato, et al. "Heteroacene-based organic single crystal transistors under high pressure." In 2013 International Conference on Solid State Devices and Materials. The Japan Society of Applied Physics, 2013. http://dx.doi.org/10.7567/ssdm.2013.ps-10-9.

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