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Three-Dimensional (3D) Device Architectures Enabled by Oxidative Chemical Vapor Deposition (oCVD) 氧化化学气相沉积(oCVD)实现三维(3D)器件架构
Organic Materials Pub Date : 2022-07-19 DOI: 10.1055/a-1982-7432
K. Gleason
{"title":"Three-Dimensional (3D) Device Architectures Enabled by Oxidative Chemical Vapor Deposition (oCVD)","authors":"K. Gleason","doi":"10.1055/a-1982-7432","DOIUrl":"https://doi.org/10.1055/a-1982-7432","url":null,"abstract":"For fabricating devices with three-dimensional (3D) architectures, oxidative Chemical Vapor Deposition (oCVD) offers conformal nanocoatings of polymers with designable composition. Pure, uniform and pinhole-free oCVD layers are achievable with sub-10 nm thickness and sub-1 nm roughness. The low substrate temperature used for oCVD, allows direct deposition onto the thermally sensitive substrates desired for flexible and wearable devices. The oCVD polymers can graft to the underlying material. The covalent chemical bonds to the substrate create a robust interface that prevents delamination during the subsequent device fabrication steps and exposure to the environmental conditions of device operation. Both electrically conducting and semiconducting polymers have been synthesized by oCVD. Small ions act as dopants. The oCVD process allows for systematic tuning of electrical, optical, thermal, and ionic transport properties. Copolymerization with oCVD can incorporate specific organic functional groups into the resulting conjugated organic materials. This short review highlights recent examples of using oCVD polymer to fabricate organic and hybrid organic-inorganic devices. These optoelectronic, electrochemical, and sensing devices utilize 3D architectures made possible by the conformal nature of the oCVD polymers.\u0000\u0000Table of Contents:\u00001 Introduction\u00002 oCVD Chemistry and Process\u00003 Optoelectronic Devices \u00004 Electrochemical Devices \u00005 Sensing Devices\u00006 Conclusion \u0000","PeriodicalId":93348,"journal":{"name":"Organic Materials","volume":"4 1","pages":"261 - 267"},"PeriodicalIF":0.0,"publicationDate":"2022-07-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"42123039","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Exploring Optically Fueled Dissipative Self-Assembly of a Redox-Active Perylene Diimide Scaffold 氧化还原活性苝酰亚胺支架的光燃料耗散自组装研究
Organic Materials Pub Date : 2022-07-18 DOI: 10.1055/a-1967-8617
Oendrila Chatterjee, Anup Pramanik, A. Koner
{"title":"Exploring Optically Fueled Dissipative Self-Assembly of a Redox-Active Perylene Diimide Scaffold","authors":"Oendrila Chatterjee, Anup Pramanik, A. Koner","doi":"10.1055/a-1967-8617","DOIUrl":"https://doi.org/10.1055/a-1967-8617","url":null,"abstract":"Dissipative self-assembly is ubiquitous in nature and underlie many complex structures and functions in natural systems, primarily enabled by the consumption of chemical fuels. However, dissipative self-assembly fueled by light have also been parallelly developed. Photoswitchable molecules have been widely investigated as prototypical molecular systems for light driven dissipative self-assembly. Elucidation of optically fueled dissipative self-assembly by a photo-responsive yet non-photoswitchable molecule however remains elusive. This contribution thus demonstrates the first ever report of an optically fueled dissipative self-assembly arising from a redox active perylene diimide scaffold (DIPFPDI). Photo-reduction of neutral DIPFPDI in a poor solvent DMF affords its radical anion and batches of optical re-fueling leads to an increased concentration of radical anion, inducing the construction of an H-type aggregate. Nevertheless, when the influx of visible light is adjourned, the radical anions are converted to their neutral precursors and thus the self-assembled state is no longer sustained. Signature of H-type aggregation is deduced from steady-state UV-Vis, fluorescence as well as time-resolved fluorescence spectroscopy. Theoretical insights reveal that dimerization is more feasible in the charged states because of greater delocalization of the excess charge in the charged states.","PeriodicalId":93348,"journal":{"name":"Organic Materials","volume":"4 1","pages":"228 - 239"},"PeriodicalIF":0.0,"publicationDate":"2022-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41523258","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
Bending Pyrenacenes to Fill Gaps in Singlet-Fission-Based Solar Cells 弯曲Pyrenacenes以填充单核裂变太阳能电池中的间隙
Organic Materials Pub Date : 2022-07-15 DOI: 10.1055/a-1939-6110
C. Cruz, Joshua C. Walsh, M. Juríček
{"title":"Bending Pyrenacenes to Fill Gaps in Singlet-Fission-Based Solar Cells","authors":"C. Cruz, Joshua C. Walsh, M. Juríček","doi":"10.1055/a-1939-6110","DOIUrl":"https://doi.org/10.1055/a-1939-6110","url":null,"abstract":"Singlet fission is envisaged to enhance the efficiency of single-junction solar cells beyond the current theoretical limit. Even though sensitizers that undergo singlet fission efficiently are known, characteristics like low-energy triplet state or insufficient stability restrict their use in silicon-based solar cells. Pyrenacenes have the potential to overcome these limitations, but singlet-fission processes in these materials is outcompeted by excimer formation. In this work, bent pyrenacenes with a reduced propensity to stack and thus form excimers are computationally evaluated as singlet-fission materials. The energies of the S1, T1 and T2 states were estimated in a series of bent pyrenacenes by means of (TD)-DFT calculations. Our results show the opposite trend observed for perylene diimides, namely, an increase in the energy of the T1 and S1 states upon bending. In addition, we show that the energy levels can be tuned on demand by manipulating the bend angle to match the energy gap of various semiconductors that can be used in single-junction solar cells, making pyrenacenes promising candidates for singlet fission.","PeriodicalId":93348,"journal":{"name":"Organic Materials","volume":"4 1","pages":"163 - 169"},"PeriodicalIF":0.0,"publicationDate":"2022-07-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"46458971","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
An Azobenzene-Clamped Bichromophore 偶氮苯夹持双色体
Organic Materials Pub Date : 2022-07-12 DOI: 10.1055/a-1941-7757
Nils Schmickler, David A Hofmeister, Joshua Bahr, Jakob Schedlbauer, S. Jester, J. Lupton, S. Höger
{"title":"An Azobenzene-Clamped Bichromophore","authors":"Nils Schmickler, David A Hofmeister, Joshua Bahr, Jakob Schedlbauer, S. Jester, J. Lupton, S. Höger","doi":"10.1055/a-1941-7757","DOIUrl":"https://doi.org/10.1055/a-1941-7757","url":null,"abstract":"An azo-clamped nanoscale bichromophoric cyclophane is synthesized by the intramolecular Pd(II)-catalyzed coupling of the corresponding bisacetylenic precursor. The two azo moieties in the latter can adopt cis and trans configurations. Thin layer chromatography shows only two spots, and by scanning tunneling microscopy the trans/trans and cis/cis isomers are found. The final cyclophane does not show any switching behavior at all, but dense and wide structures are visualized after adsorption to graphite (HOPG). Photophysical investigations of the cyclophane show that most of the fluorescence is quenched, most likely due to the azo clamp. However, bright molecules show nearly perfect single-photon emission, meaning that efficient energy transfer between the two chromophores takes place within the molecule.","PeriodicalId":93348,"journal":{"name":"Organic Materials","volume":"4 1","pages":"153 - 162"},"PeriodicalIF":0.0,"publicationDate":"2022-07-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"47091974","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Recent Concepts for Supramolecular 2D Materials 超分子二维材料的新概念
Organic Materials Pub Date : 2022-07-02 DOI: 10.1055/a-1932-0463
Lucía Gallego, J. F. Woods, Michel Rickhaus
{"title":"Recent Concepts for Supramolecular 2D Materials","authors":"Lucía Gallego, J. F. Woods, Michel Rickhaus","doi":"10.1055/a-1932-0463","DOIUrl":"https://doi.org/10.1055/a-1932-0463","url":null,"abstract":"Bottom-up approaches are one strategy geared towards designing novel two-dimensional (2D) materials. Supramolecular polymerization has proven to be an effective way of obtaining these architectures due to the increasing control and tuneability offered by different functional groups, which are not afforded by conventional polymerization. In this short review, we highlight examples of supramolecular assemblies held together by well-known non-covalent interactions, as well as new approaches that are becoming more relevant in recent years.","PeriodicalId":93348,"journal":{"name":"Organic Materials","volume":"4 1","pages":"137 - 145"},"PeriodicalIF":0.0,"publicationDate":"2022-07-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49124002","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
Development of Rotaxanes as E -Field-Sensitive Superstructures in Plasmonic Nano-Antennas 等离子体纳米天线中E场敏感超结构轮烷的研究进展
Organic Materials Pub Date : 2022-07-01 DOI: 10.1055/a-1927-8947
Laurent Jucker, Maximilian Ochs, R. Kullock, Yves Aeschi, B. Hecht, M. Mayor
{"title":"Development of Rotaxanes as E -Field-Sensitive Superstructures in Plasmonic Nano-Antennas","authors":"Laurent Jucker, Maximilian Ochs, R. Kullock, Yves Aeschi, B. Hecht, M. Mayor","doi":"10.1055/a-1927-8947","DOIUrl":"https://doi.org/10.1055/a-1927-8947","url":null,"abstract":"We present the concept of electrostatic field driven supramolecular translation within electrically connected plasmonic nano-antennas. The antenna serves as anchoring point for the mechanically interlocked molecules, as electrode for the electrostatic field, and as amplifier of the antenna-enhanced fluorescence. The synthesis of a push-pull donor-π-acceptor chromophore with optical properties aligned to the antenna resonance is described and its immobilization on the surface demonstrated. Photoluminescence experiments of the chromophore on a gold nanoantenna are shown, highlighting the molecule-antenna coupling and resulting emission intensity increase. The successful synthesis of an electrostatic field sensitive [2]rotaxane in water is described and the tightrope walk between functionality and water solubility is illustrated by unsuccessful designs. In solution, enhanced fluorescence quantum yield is observed for the chromophore comprised in the mechanically interlocked [2]rotaxane in water and DMSO compared to the reference rod, ideal for future experiments in plasmonic nano-antennas.","PeriodicalId":93348,"journal":{"name":"Organic Materials","volume":"4 1","pages":"127 - 136"},"PeriodicalIF":0.0,"publicationDate":"2022-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"48264661","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
2,5-Diaryl 6-hydroxyphenalenones for Single-Molecule Junctions 用于单分子连接的2,5-二酰基6-羟基萘酮
Organic Materials Pub Date : 2022-06-30 DOI: 10.1055/a-1926-6340
David Vogel, Luca Ornago, C. Wegeberg, A. Prescimone, Herreder Zant van, M. Mayor
{"title":"2,5-Diaryl 6-hydroxyphenalenones for Single-Molecule Junctions","authors":"David Vogel, Luca Ornago, C. Wegeberg, A. Prescimone, Herreder Zant van, M. Mayor","doi":"10.1055/a-1926-6340","DOIUrl":"https://doi.org/10.1055/a-1926-6340","url":null,"abstract":"A modular access to 2,5-diaryl 6-hydroxyphenalenone derivatives is developed and demonstrated by a small series of 5 molecules. Within this series, the structures 1 and 2 expose terminal methylsulfanyl anchor groups, enabling their integration in a single molecule junction. The modular synthesis is based on Suzuki cross coupling of the aryl substituents as boronic acid precursors with 5,8-dibromo-2-(tert.butyl)-4,9-dimethoxy-2,3-dihydro-1H-phenalen-1-one, and the subsequent transformation of the product to the desired 2,5-diaryl 6-hydroxyphenalenone in a reduction/deprotection sequence. The new structures are fully characterized and their optical and electrochemical properties are analysed. For the derivatives 1 and 2 suitable for single molecule junctions, the corresponding oxophenalenoxyl radicals 1R and 2R were obtained by oxidation and analysed by EPR-spectroscopy. Preliminary mechanical break junction experiments with 1 display the structure’s ability to form transient single molecule junctions. The intention behind the molecular design is to profit from the various redox states of the structure (including the neutral radical) as molecular switch in an electro-chemically triggered single molecule transport experiment.","PeriodicalId":93348,"journal":{"name":"Organic Materials","volume":"4 1","pages":"102 - 126"},"PeriodicalIF":0.0,"publicationDate":"2022-06-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"44807246","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Supramolecular Tools for the Stabilisation of Blue-Phase Liquid Crystals 稳定蓝相液晶的超分子工具
Organic Materials Pub Date : 2022-06-29 DOI: 10.1055/s-0042-1757971
F. Kraus, M. Giese
{"title":"Supramolecular Tools for the Stabilisation of Blue-Phase Liquid Crystals","authors":"F. Kraus, M. Giese","doi":"10.1055/s-0042-1757971","DOIUrl":"https://doi.org/10.1055/s-0042-1757971","url":null,"abstract":"Blue phases (BPs), a unique manifestation of chirality in the liquid crystalline state, have gained considerable attention due to the unusual combination of properties such as sub-millisecond response times to electrical fields and Bragg reflection of circularly polarised light. Initially they were regarded as promising materials for the development of the next-level display technologies. However, in recent years, they have gained increasing attention as responsive photonic materials with sensing or optoelectronics properties (photonic mirrors and filters). A major limitation so far has been their narrow temperature range in which they usually exist. The aim of the present review is to summarise the recent efforts made to stabilise BPs by employing specific non-covalent bonds and the principles of supramolecular chemistry.1 Introduction2 Stabilisation of Blue Phases by Supramolecular Methods2.1 Doping Approach2.2 Design Approach3 Conclusions and Outlook","PeriodicalId":93348,"journal":{"name":"Organic Materials","volume":"4 1","pages":"190 - 203"},"PeriodicalIF":0.0,"publicationDate":"2022-06-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41934140","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Expansion and Compression of a Helicate with Central Diol Units as Stereocontrolling Moieties 以中心二醇为立体控制基团的螺旋结构的膨胀和压缩
Organic Materials Pub Date : 2022-06-29 DOI: 10.1055/a-1945-0582
Saskia Grüninger, C. Mevissen, K. Rissanen, J. Ward, M. Albrecht
{"title":"Expansion and Compression of a Helicate with Central Diol Units as Stereocontrolling Moieties","authors":"Saskia Grüninger, C. Mevissen, K. Rissanen, J. Ward, M. Albrecht","doi":"10.1055/a-1945-0582","DOIUrl":"https://doi.org/10.1055/a-1945-0582","url":null,"abstract":"The dicatechol ester ligand 2-H4 forms the compressed helicate Li4[(2)3Ti2] which upon removal of the internally bound lithium cations expands. In the compressed form, the chiral diol units control the stereochemistry of the complex which is lost upon expansion of the system.","PeriodicalId":93348,"journal":{"name":"Organic Materials","volume":"4 1","pages":"277 - 280"},"PeriodicalIF":0.0,"publicationDate":"2022-06-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"43619804","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Copper-Templated Formation of Dihelical Oligothiophene–Phenanthroline Assemblies 二羟基低聚噻吩-菲咯啉组装体的铜模板形成
Organic Materials Pub Date : 2022-06-20 DOI: 10.1055/a-1910-9165
S. Schmid, M. Wunderlin, E. Mena‐Osteritz, P. Bäuerle
{"title":"Copper-Templated Formation of Dihelical Oligothiophene–Phenanthroline Assemblies","authors":"S. Schmid, M. Wunderlin, E. Mena‐Osteritz, P. Bäuerle","doi":"10.1055/a-1910-9165","DOIUrl":"https://doi.org/10.1055/a-1910-9165","url":null,"abstract":"We report synthesis and comprehensive characterization of a series of (oligo)thiophene-bridged (bis)phenanthroline ligands. The complexation behavior of the ditopic ligands with Cu(I) was explored by high resolution ESI mass spectrometry, UV-vis spectroscopy, and electrochemistry. Whereas ligands, in which the phenanthrolines are bridged by smaller (oli-go)thiophene units, provided mainly mononuclear complexes, quaterthiophene-based di-topic ligands show a strong tendency to undergo metal-templated self-assembly into double stranded, dinuclear helicates.","PeriodicalId":93348,"journal":{"name":"Organic Materials","volume":"4 1","pages":"86 - 101"},"PeriodicalIF":0.0,"publicationDate":"2022-06-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49374135","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
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