Organic Materials最新文献_第8页

π-Extended Ladder-Type Conjugated Polymers via BN-Annulation π-扩展梯形共轭聚合物的BN环化

Organic Materials Pub Date : 2021-04-01 DOI: 10.1055/s-0041-1727181

Peirong Qiang, Zuobang Sun, Bai Xue, Fan Zhang

引用次数: 0

Synthesis of Side-Chain-Free Hydrazone-Linked Covalent Organic Frameworks through Supercritical Carbon Dioxide Activation 超临界二氧化碳活化法合成无侧链腙连接共价有机骨架

Organic Materials Pub Date : 2021-04-01 DOI: 10.1055/a-1477-5123

Shashini D. Diwakara, G. McCandless, Sampath B. Alahakoon, Ronald A. Smaldone

引用次数: 3

Unusual Zig-Zag Effect in the Electrochemical Oxidation of Phenyl End-Capped α-Oligothiophenes 苯基封端α-低聚噻吩电化学氧化过程中的反常Zig-Zag效应

Organic Materials Pub Date : 2021-04-01 DOI: 10.1055/s-0041-1726089

K. Bold, M. Stolte, F. Würthner

{"title":"Unusual Zig-Zag Effect in the Electrochemical Oxidation of Phenyl End-Capped α-Oligothiophenes","authors":"K. Bold, M. Stolte, F. Würthner","doi":"10.1055/s-0041-1726089","DOIUrl":"https://doi.org/10.1055/s-0041-1726089","url":null,"abstract":"Abstract A series of phenyl end-capped α-oligothiophenes containing four to seven thiophene subunits (4T–7T) was synthesized utilizing palladium-catalyzed cross-coupling reactions. UV/Vis spectroscopic analysis revealed one broad absorption band that shifts bathochromically with increasing number of thiophene units. Structured emission spectra are observed with Stokes shift ν~4000 cm−1 and quantum yields of up to 53%. End-capping of the oligothiophene molecules by phenyl units does not only extend the effective conjugation but also prevents from α–α-homocoupling upon electrochemical oxidation. Accordingly, reversible redox waves are observed in cyclic voltammetry with up to four reversible one-electron processes for the two longer congeners. Analyses of the first two oxidation processes in the framework of multiredox systems provide insight into the stabilization or destabilization of polaronic and bipolaronic states. An unusual zig-zag trend for the first (and to a lesser extend second) oxidation process could be explained by the sterical encumbrance of solubilizing hexyl chains in 5T and 7T molecules which counteract the formation of a fully planar quinoidal oligothiophene backbone.","PeriodicalId":93348,"journal":{"name":"Organic Materials","volume":"03 1","pages":"119 - 127"},"PeriodicalIF":0.0,"publicationDate":"2021-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1055/s-0041-1726089","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"47864246","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

Single-Component Organic Solar Cells with Competitive Performance 具有竞争性能的单组分有机太阳能电池

Organic Materials Pub Date : 2021-04-01 DOI: 10.1055/s-0041-1727234

Yakun He, Ning Li, C. Brabec

{"title":"Single-Component Organic Solar Cells with Competitive Performance","authors":"Yakun He, Ning Li, C. Brabec","doi":"10.1055/s-0041-1727234","DOIUrl":"https://doi.org/10.1055/s-0041-1727234","url":null,"abstract":"Abstract Organic semiconductors with chemically linked donor and acceptor units can realize charge carrier generation, dissociation and transport within one molecular architecture. These covalently bonded chemical structures enable single-component organic solar cells (SCOSCs) most recently to start showing specific advantages over binary or multi-component bulk heterojunction concepts due to simplified device fabrication and a dramatically improved microstructure stability. The organic semiconductors used in SCOSCs can be divided into polymeric materials, that is, double-cable polymers, di-block copolymers as well as donor–acceptor small molecules. The nature of donor and acceptor segments, the length and flexibility of the connecting linker and the resultant nanophase separation morphology are the levers which allow optimizing the photovoltaic performance of SCOSCs. While remaining at 1–2% for over a decade, efficiencies of SCOSCs have recently witnessed significant improvement to over 6% for several materials systems and to a record efficiency of 8.4%. In this mini-review, we summarize the recent progress in developing SCOSCs towards high efficiency and stability, and analyze the potential directions for pushing SCOSCs to the next efficiency milestone.","PeriodicalId":93348,"journal":{"name":"Organic Materials","volume":"03 1","pages":"228 - 244"},"PeriodicalIF":0.0,"publicationDate":"2021-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1055/s-0041-1727234","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"48514622","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: 27

Exploring Intramolecular Methyl–Methyl Coupling on a Metal Surface for Edge-Extended Graphene Nanoribbons 边缘延伸石墨烯纳米带金属表面分子内甲基-甲基偶联的探索

Organic Materials Pub Date : 2021-04-01 DOI: 10.1055/s-0041-1726295

Zijie Qiu, Qiang Sun, Shiyong Wang, G. B. Barin, Bastian Dumslaff, P. Ruffieux, K. Müllen, A. Narita, R. Fasel

引用次数: 2

Proving Triptycene Homoconjugation with the Same Chromophore but Different Connectivity to the Core 具有相同发色团但与核连接不同的三烯同源共轭的证明

Organic Materials Pub Date : 2021-04-01 DOI: 10.1055/s-0041-1726304

Sven M. Elbert, Tobias Kirschbaum, F. Rominger, M. Mastalerz

引用次数: 0

Influence of the Location of Electron-Donating 3,4-Ethylenedioxythiophene (EDOT) Moiety in the A–π–D–π–A Type Conjugated Molecules on the Optoelectronic Properties and Photovoltaic Performances 给电子的3,4-乙烯二氧噻吩(EDOT)在A -π-D -π-A型共轭分子中的位置对光电性能和光伏性能的影响

Organic Materials Pub Date : 2021-04-01 DOI: 10.1055/a-1472-7109

Lilei Wang, Ying Zhang, Xianguo Guan, Wei Gao, Yi Lin, Qun Luo, H. Tan, Hai‐Bo Yang, Changqi Ma

{"title":"Influence of the Location of Electron-Donating 3,4-Ethylenedioxythiophene (EDOT) Moiety in the A–π–D–π–A Type Conjugated Molecules on the Optoelectronic Properties and Photovoltaic Performances","authors":"Lilei Wang, Ying Zhang, Xianguo Guan, Wei Gao, Yi Lin, Qun Luo, H. Tan, Hai‐Bo Yang, Changqi Ma","doi":"10.1055/a-1472-7109","DOIUrl":"https://doi.org/10.1055/a-1472-7109","url":null,"abstract":"Abstract A–π–D–π–A type conjugated small molecules play an indispensable role in organic photovoltaics. Understanding the relationship between the molecular structure and performance is a fundamental question for the further rational design of high-performance organic materials. To red-shift the absorption spectrum of benzo[1,2-b:4,5-b']dithiophene (BDT) based A–π–D–π–A type compounds, an electron-donating 3,4-ethylenedioxythiophene (EDOT) moiety was introduced into the π-conjugation bridge unit. Two new compounds with EDOT next to the central BDT core (COOP-2HT-EDOT-BDT) or next to the terminal electron acceptor unit (COOP-EDOT-2HT-BDT) were synthesized and characterized. The compound COOP-2HT-EDOT-BDT showed higher molar extinction coefficient (εabs max = 1.06 × 105 L mol−1 cm−1), lower optical band gap (E g = 1.56 eV) and high HOMO energy level (E HOMO = −5.08 eV) than COOP-EDOT-2HT-BDT (εabs max = 0.96 × 105 L mol−1 cm−1, E g = 1.71 eV, E HOMO = −5.26 eV), which is attributed to the intensive interaction between the EDOT unit and the HOMO orbital, as confirmed by the theoretical calculation results. However, the higher power conversion efficiency of 3.58% was achieved for the COOP-EDOT-2HT-BDT:PC61BM-based solar cells, demonstrating that the electron-donating EDOT unit adjacent to the electron-withdrawing end-capped group (COOP) is a better way to achieve high-performance photovoltaic materials.","PeriodicalId":93348,"journal":{"name":"Organic Materials","volume":"03 1","pages":"204 - 213"},"PeriodicalIF":0.0,"publicationDate":"2021-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1055/a-1472-7109","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"44715441","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

Aqueous Self-Assembly of Peptide–Diketopyrrolopyrrole Conjugates with Variation of N-Alkyl Side Chain and π-Core Lengths N-烷基侧链和π-核长度变化的肽-二酮吡咯并吡咯共轭物的水自组装

Organic Materials Pub Date : 2021-04-01 DOI: 10.1055/a-1503-5912

S. Panda, J. Tovar

引用次数: 2

Pyrimidine-Substituted Hexaarylbenzenes as Versatile Building Blocks for N–Doped Organic Materials 吡啶取代的六芳基苯作为N掺杂有机材料的通用构建块

Organic Materials Pub Date : 2021-04-01 DOI: 10.1055/a-1482-6190

Nicolas Meitinger, Alexander K. Mengele, D. Nauroozi, S. Rau

引用次数: 0

Supramolecular Systems Containing B–N Frustrated Lewis Pairs of Tris(pentafluorophenyl)borane and Triphenylamine Derivatives 含有三（五氟苯基）硼烷和三苯胺衍生物的B–N受挫Lewis对的超分子体系

Organic Materials Pub Date : 2021-04-01 DOI: 10.1055/s-0041-1727235

P. Chidchob, S. Jansen, S. Meskers, E. Weyandt, N. P. van Leest, B. de Bruin, A. Palmans, G. Vantomme, E. Meijer

{"title":"Supramolecular Systems Containing B–N Frustrated Lewis Pairs of Tris(pentafluorophenyl)borane and Triphenylamine Derivatives","authors":"P. Chidchob, S. Jansen, S. Meskers, E. Weyandt, N. P. van Leest, B. de Bruin, A. Palmans, G. Vantomme, E. Meijer","doi":"10.1055/s-0041-1727235","DOIUrl":"https://doi.org/10.1055/s-0041-1727235","url":null,"abstract":"Abstract The introduction of a chemical additive to supramolecular polymers holds high potential in the development of new structures and functions. In this regard, various donor- and acceptor-based molecules have been applied in the design of these noncovalent polymers. However, the incorporation of boron–nitrogen frustrated Lewis pairs in such architectures is still rare despite their many intriguing properties in catalysis and materials science. The limited choices of suitable boron derivatives represent one of the main limitations for the advancement in this direction. Here, we examine the use of the commercially available tris(pentafluorophenyl)borane with various triphenylamine derivatives to create supramolecular B–N charge transfer systems. Our results highlight the importance of a proper balance between the donor/acceptor strength and the driving force for supramolecular polymerization to achieve stable, long-range ordered B–N systems. Detailed analyses using electron paramagnetic resonance and optical spectroscopy suggest that tris(pentafluorophenyl)borane displays complex behavior with the amide-based triphenylamine supramolecular polymers and may interact in dimers or larger chiral aggregates, depending on the specific structure of the triphenylamines.","PeriodicalId":93348,"journal":{"name":"Organic Materials","volume":"03 1","pages":"174 - 183"},"PeriodicalIF":0.0,"publicationDate":"2021-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1055/s-0041-1727235","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49030461","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: 5