The Role of Heteroatoms Leading to Hydrogen Bonds in View of Extended Chemical Stability of Organic Semiconductors

Enengl Christina; Enengl Sandra; Havlicek Marek; Stadler Philipp; Glowacki Eric D.; Scharber Markus C.; White Matthew; Hingerl Kurt; Ehrenfreund Eitan; Neugebauer Helmut; Sariciftci Niyazi Serdar

首页> 外文期刊>Advanced Functional Materials >The Role of Heteroatoms Leading to Hydrogen Bonds in View of Extended Chemical Stability of Organic Semiconductors

【24h】

The Role of Heteroatoms Leading to Hydrogen Bonds in View of Extended Chemical Stability of Organic Semiconductors

机译：鉴于有机半导体扩展的化学稳定性，杂原子在氢键中的作用

获取原文

获取原文并翻译 | 示例

掌桥外文数据库（机构版） >>

开具论文收录证明 >>

文献代查 >>

页面导航

摘要
著录项
相似文献
相关主题

摘要

The major challenge in organic electronics concerns the stability of organic semiconductor materials which affects the operational lifetime of devices. Recent reports have shown that hydrogen-bonded pigments of the indigoid family are air-and moisture resistant. The magenta pigment quinacridone, a hydrogen-bonded molecule in the solid state with a pentacene like frame, is a perfect example for extraordinary chemical stability. Here, studies using in situ spectroscopic methods comparing quinacridone and pentacene are presented. A different spectral response of their radical cations is observed upon chemical doping. While in pentacene the barrier between doping and irreversible overoxidation is small, this stability toward overoxidation is increased by the heteroatomic structure, leading to hydrogen-bonded quinacridone. This work provides insight into molecular design principles that may lead to next-generation organic semiconductors with enhanced stability and performance.

机译：有机电子学中的主要挑战涉及有机半导体材料的稳定性，这会影响器件的使用寿命。最近的报道表明，靛类家族的氢键结合颜料具有耐空气和湿气的特性。品红色颜料喹ac啶酮是一种氢键结合的分子，具有并五苯状骨架，是出色的化学稳定性的完美实例。在这里，提出了使用原位光谱方法对喹ac啶酮和并五苯进行比较的研究。化学掺杂后观察到其自由基阳离子的光谱响应不同。在并五苯中，掺杂和不可逆的过氧化之间的势垒很小，但通过杂原子结构增加了对过氧化的稳定性，从而导致了氢键合的喹ac啶酮。这项工作提供了对分子设计原理的深刻见解，这些原理可能会导致具有增强的稳定性和性能的下一代有机半导体。

著录项

来源
《Advanced Functional Materials》 |2015年第42期|6679-6688|共10页
作者
Enengl Christina; Enengl Sandra; Havlicek Marek; Stadler Philipp; Glowacki Eric D.; Scharber Markus C.; White Matthew; Hingerl Kurt; Ehrenfreund Eitan; Neugebauer Helmut; Sariciftci Niyazi Serdar;
展开▼
作者单位

Johannes Kepler Univ Linz, Linz Inst Organ Solar Cells LIOS, Phys Chem, A-4040 Linz, Austria;

Johannes Kepler Univ Linz, Linz Inst Organ Solar Cells LIOS, Phys Chem, A-4040 Linz, Austria;

Johannes Kepler Univ Linz, Linz Inst Organ Solar Cells LIOS, Phys Chem, A-4040 Linz, Austria;

Johannes Kepler Univ Linz, Linz Inst Organ Solar Cells LIOS, Phys Chem, A-4040 Linz, Austria;

Johannes Kepler Univ Linz, Linz Inst Organ Solar Cells LIOS, Phys Chem, A-4040 Linz, Austria;

Johannes Kepler Univ Linz, Linz Inst Organ Solar Cells LIOS, Phys Chem, A-4040 Linz, Austria;

Johannes Kepler Univ Linz, Linz Inst Organ Solar Cells LIOS, Phys Chem, A-4040 Linz, Austria;

Johannes Kepler Univ Linz, Ctr Surface & Nanoanalyt ZONA, A-4040 Linz, Austria;

Technion Israel Inst Technol, Dept Phys, IL-32000 Haifa, Israel|Technion Israel Inst Technol, Inst Solid State, IL-32000 Haifa, Israel;

Johannes Kepler Univ Linz, Linz Inst Organ Solar Cells LIOS, Phys Chem, A-4040 Linz, Austria;

Johannes Kepler Univ Linz, Linz Inst Organ Solar Cells LIOS, Phys Chem, A-4040 Linz, Austria;

展开▼
收录信息
原文格式 PDF
正文语种 eng
中图分类
关键词

相似文献

外文文献
中文文献
专利

1. Enhancement of Chemical Stability and Crystallinity in Porphyrin-Containing Covalent Organic Frameworks by Intramolecular Hydrogen Bonds [J] . Sharath Kandambeth, Digambar Balaji Shinde, Manas K. Panda Angewandte Chemie . 2013,第49期

机译：分子内氢键增强含卟啉的共价有机骨架中化学稳定性和结晶性
2. The role of intramolecular hydrogen bonding in the electrochemical behavior of hydroxy-quinones and in semiquinone stability [J] . Carlos Frontana, Ignacio González Journal of the Brazilian Chemical Society . 2005,第3a期

机译：分子内氢键在羟基醌电化学行为和半醌稳定性中的作用
3. The role of intramolecular hydrogen bonding in the electrochemical behavior of hydroxy-quinones and in semiquinone stability [J] . Frontana C, Gonzalez I Journal of the Brazilian Chemical Society . 2005,第3Appa期

机译：分子内氢键在羟基醌电化学行为和半醌稳定性中的作用
4. Extended Mie-Gruneisen molecular model for time dependent dielectric breakdown in silica detailing the critical roles of O-Si ident to O_3 tetragonal bonding, stretched bonds, hole capture, and hydrogen release [C] . J. W. McPherson Annual Conference on Magnetism and Magnetic Materials . 2005

机译：扩展MIE-GRENISEN分子模型在二氧化硅中依赖于时间依赖性介电击穿，详细介绍O-Si ident与O_3四方键合，拉伸键，空穴捕获和氢释放的关键作用
5. Insights into Chemical Reactivity: I. Computational Study of the Primary Versus Secondary O-18 Equilibrium Isotope Effects on Acidity, II. Low-temperature Studies on the Hydrogen-bond Symmetry of Hydrogen Cyclohexene-1,2-dicarboxylate Monoanion in an Organic Medium, III. Computational Study of the Base-catalyzed Decomposition of Malonic Anhydride. [D] . Burke, Kathryn D. 2013

机译：对化学反应性的见解：I.初级对O-18平衡同位素对酸度的影响的计算研究，II。有机介质中环己烯1,2-二羧酸单氢阴离子氢键对称性的低温研究，III。丙二酸酐的碱催化分解的计算研究。
6. Significance of hydrogen bonding and other noncovalent interactions in determining octahedral tilting in the CH3NH3PbI3 hybrid organic-inorganic halide perovskite solar cell semiconductor [O] . Pradeep R. Varadwaj, Arpita Varadwaj, Helder M. Marques, -1

机译：氢键和其他非共价相互作用在确定CH3NH3PbI3杂化有机-无机卤化物钙钛矿太阳能电池半导体中八面体倾斜中的意义
7. Heteroatom Substitution of Oligothienoacenes: From Good p-Type Semiconductors to Good Ambipolar Semiconductors for Organic Field-Effect Transistors [O] . -1

机译：寡核苷酸的杂原子取代：从良好的p型半导体到用于有机场效应晶体管的良好Ambipolar半导体
8. Studies of Hydrogen-Hydrogen and Carbon-Heteroatom Bond Cleavage Reactions. Final Report, September 1, 1985-July 31, 1986 [R] . DuBois, M. R. 1986

机译：氢 - 氢和碳 - 杂原子键裂解反应的研究。最终报告，1985年9月1日至1986年7月31日

The Role of Heteroatoms Leading to Hydrogen Bonds in View of Extended Chemical Stability of Organic Semiconductors

摘要

著录项

相似文献

相关主题

期刊订阅