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A Low-Temperature Curable Conformal Adhesive Layer for Monolithic Lamination of Thin Film Encapsulation 用于薄膜封装整体层合的低温固化保形胶粘剂
Pub Date : 2022-10-25 DOI: 10.1055/a-2012-2147
Yong Cheon Park, Kihoon Jeong, Dahye Ahn, Youson Kim, S. Im
Lamination of thin film encapsulation (TFE) layer is regarded as one of the most promising methods that enables the reliable operation of organic electronic devices by attaching the TFE layers thereon directly using an adhesive layer. In this study, a low-temperature curable adhesive thin film with low glass transition temperature (Tg) is newly designed and synthesized. Low Tg allows conformal contact at the interface of the adhesive layer and the substrate subsequently leads to the enhancement of adhesion, and thus the barrier performance of the lamination of barrier film. In order to fabricate a low-Tg adhesive layer, glycidyl methacrylate (GMA) was copolymerized with 2-hydroxyethyl acrylate (HEA) monomer in vapor phase via initiated chemical vapor deposition. With a 5 μm-thick p(GMA-co-HEA) adhesive layer, a strong adhesion was readily achieved by curing it at 60 ℃ for 1 hr, with the peel strength of 16.6 N/25 mm, and the water vapor transmission rate (WVTR) of glass laminated encapsulation was as low as 3.4×10-3 g/m2∙day at an accelerating condition (38 ℃, 90% relative humidity). We believe the low-temperature curable thin adhesive layer will serve as a powerful material for the lamination of organic electronic devices in damage-free way.
薄膜封装(TFE)层的层压被认为是最有前途的方法之一,该方法通过使用粘合剂层将TFE层直接附着在其上来实现有机电子器件的可靠操作。本研究设计并合成了一种具有低玻璃化转变温度(Tg)的低温固化粘合剂薄膜。低Tg允许在粘合剂层和衬底的界面处的共形接触,随后导致粘合性的增强,并因此导致阻挡膜的层压的阻挡性能。为了制备低Tg的粘合层,通过引发化学气相沉积将甲基丙烯酸缩水甘油酯(GMA)与丙烯酸2-羟基乙酯(HEA)单体在气相中共聚。采用5μm厚的p(GMA-co-HEA)粘合层,在60℃下固化1小时,可获得很强的粘合性,剥离强度为16.6N/25mm,在加速条件下(38℃,90%相对湿度),玻璃层压封装的水蒸气透过率(WVTR)低至3.4×10-3g/m2∙天。我们相信低温可固化的薄粘合层将成为一种强大的材料,用于无损伤地层压有机电子器件。
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引用次数: 0
A Review on Application of Poly(3,4-ethylenedioxythiophene) (PEDOT) in Rechargeable Batteries 聚3,4-亚乙基二氧噻吩(PEDOT)在可充电电池中的应用综述
Pub Date : 2022-10-20 DOI: 10.1055/a-1990-3149
Laisuo Su, Shwetha Sunil Kumar, A. Manthiram, B. Reeja‐Jayan
Since the very first patent on poly(3,4-ethylenedioxythiophene) (PEDOT) that was filed in 1988, this polymer has been widely utilized and has achieved great success owing to its high electrical conductivity and excellent stability. The application of the conducting polymer, PEDOT, in renewable energy devices, especially rechargeable batteries, is attracting increasing attention due to its potential to solve the energy and climate crisis. In this review, we summarize the research over the past few decades directed toward the application of PEDOT in rechargeable batteries aimed at improving their electrochemical performance. We focus on PEDOT synthesized via oxidative chemical vapor deposition (oCVD), a relatively new process known for its ability to grow conducting polymer thin films with uniform, pinhole-free properties, and controllable thickness and conformality. For a comparison purpose, PEDOT synthesized via solution-based methods is also briefly summarized. Finally, future research directions for applying oCVD PEDOT in rechargeable batteries are discussed.
自1988年提交关于聚(3,4-亚乙基二氧噻吩)(PEDOT)的第一个专利以来,这种聚合物由于其高导电性和优异的稳定性而被广泛使用并取得了巨大成功。导电聚合物PEDOT在可再生能源设备,特别是可充电电池中的应用,因其解决能源和气候危机的潜力而越来越受到关注。在这篇综述中,我们总结了过去几十年来PEDOT在可充电电池中的应用研究,旨在提高其电化学性能。我们专注于通过氧化化学气相沉积(oCVD)合成PEDOT,这是一种相对较新的工艺,以其生长具有均匀、无针孔特性、厚度和构象可控的导电聚合物薄膜的能力而闻名。为了进行比较,还简要总结了通过基于溶液的方法合成的PEDOT。最后,讨论了oCVD PEDOT在可充电电池中应用的未来研究方向。
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引用次数: 0
Observation of Rare Tri 6 Di 9 Imine Cages Using Highly Fluorinated Building Blocks 用高氟建筑砌块观察罕见的Tri-6Di-9-亚胺笼
Pub Date : 2022-10-17 DOI: 10.1055/a-1977-1765
Tom Fleck-Kunde, Emma H. Wolpert, LauraHorst zur zur, Robert Oestreich, C. Janiak, K. Jelfs, Bernd M. Schmidt
The first synthesis of an organic Tri6Di9 cage is presented. Two structurally distinct Tri6Di9 cages were synthesised by combining a highly fluorinated aldehyde with two ditopic amines. Although the pure compound could not be isolated despite many attempts, the information obtained is critical for the future design of large supramolecular structures. Computational and experimental methods indicate that the addition of perfluorinated aromatic linkers in the assembly of porous organic cages opens up new possibilities for influencing the reaction pathway towards rare and unknown structures.
首次合成了一种有机Tri6Di9笼。通过将一种高度氟化的醛与两种双位胺结合,合成了两种结构不同的Tri6Di9笼。尽管经过多次尝试,仍无法分离出纯化合物,但所获得的信息对未来设计大型超分子结构至关重要。计算和实验方法表明,在多孔有机笼的组装中添加全氟芳香族连接体为影响稀有和未知结构的反应途径开辟了新的可能性。
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引用次数: 0
Exploring Indeno[2,1- c ]fluorene Antiaromatics with Unsymmetrical Disubstitution and Balanced Ambipolar Charge-Transport Properties 具有不对称二取代和平衡双极电荷输运性质的茚并[2,1-c]芴反芳烃的探索
Pub Date : 2022-10-16 DOI: 10.1055/a-2020-0308
Himanshu Sharma, A. Ankita, Pooja Bhardwaj, U. K. Pandey, Soumyajit Das
Unsymmetrically disubstituted antiaromatic indenofluorene (IF), in comparison to aromatic pentacene counterpart with unsymmetrical disubstitution, was rare in literature until our recent report on indeno[1,2-b]fluorene and indeno[2,1-a]fluorene. Described herein is straightforward access to unsymmetrically disubstituted indeno[2,1-c]fluorenes bearing mesityl at one apical carbon and C6F5, 3,5-(CF3)2C6H3, and CCSii-Pr3 at the other apical carbon, including 4-methoxyphenyl/3,5-(CF3)2C6H3 push/pull substitution at the apical carbons with appreciable orbital density and a previously unknown symmetrically C6F5-disubstituted [2,1-c]IF. The electronic properties of the unsymmetrical derivatives lie halfway in between the two symmetrical counterparts, while the 4-methoxyphenyl derivative showed the smallest HOMO-LUMO energy gap and near-infrared absorption with intramolecular charge transfer character. Single-crystal analyses showed 1D-columnar stacks for the unsymmetrical motif with the C6F5 units co-facially π-stacked with the IF core, whereas symmetrically C6F5-disubstituted [2,1-c]IF, with a low-lying LUMO, showed intermolecular π-π stacks between the IFs core that resulted in good electron mobility (μe = 8.66 × 10−3 cm2 V−1 s−1) under space charge limited current measurements. Importantly, balanced ambipolar charge-transport behaviour could be extracted for an IF series with symmetrical/unsymmetrical substitutions, in comparison to its π-contracted pentalene congener.
在我们最近关于茚并[1,2-b]芴和茚并[2,1-a]芴的报道之前,与具有不对称二取代的芳香并五苯对应物相比,不对称二取代反芳香茚并芴(IF)在文献中是罕见的。本文所描述的是直接获得在一个顶端碳上具有均三甲苯和在另一个顶端炭上具有C6F5、3,5-(CF3)2C6H3和CCSii-Pr3的非对称二取代茚并[2,1-c]芴,包括在具有可观轨道密度的顶端碳上的4-甲氧基苯基/3,5-(CF3。不对称衍生物的电子性质介于两个对称衍生物之间,而4-甲氧基苯基衍生物表现出最小的HOMO-LUMO能隙和具有分子内电荷转移特性的近红外吸收。单晶分析显示,不对称基序的1D柱状堆叠,C6F5单元与IF核共面π-堆叠,而对称的C6F5二取代[2,1-c]IF,具有较低的LUMO,显示IF核之间的分子间π-π堆叠,在空间电荷限制电流测量下产生良好的电子迁移率(μe=8.66×10−3 cm2 V−1 s−1)。重要的是,与π-收缩的亚戊烯同系物相比,具有对称/不对称取代的IF系列可以提取平衡的双极电荷传输行为。
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引用次数: 2
[4 + 4]-Imine Cage Compounds with Nitrogen-Rich Cavities and Tetrahedral Geometry [4 + 4]-富氮腔和四面体结构的亚胺笼形化合物
Pub Date : 2022-10-07 DOI: 10.1055/a-2041-5362
Ke Tian, Xubin Wang, Moritz Schuldt, Sven M. Elbert, F. Rominger, M. Mastalerz
Organic imine cage compounds have found a variety of different applications in several fields in materials science. To design tailor made cages for corresponding applications, synthetic approaches to cages with tunable functionalities, sizes and shapes have to be found. Here we report a series of cages with truncated cubic shape and tetrahedral geometry possessing nitrogen-rich cavities
有机亚胺笼型化合物在材料科学的各个领域都有不同的应用。为了为相应的应用设计量身定制的网箱,必须找到具有可调功能、尺寸和形状的网箱的综合方法。在这里,我们报道了一系列具有截断立方形状和四面体几何形状的具有富氮腔的笼
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引用次数: 0
Natural and Naturally Derived Photoinitiating Systems for Light-Based 3D Printing 用于基于光的3D的自然和自然衍生光引发系统 印刷
Pub Date : 2022-09-28 DOI: 10.1055/a-1976-0453
Clara Vazquez-Martel, Philipp Mainik, E. Blasco
Photoinitiating systems (PISs) are key components in photoc- urable formulations (inks) for three-dimensional (3D) printing. Natural PISs are promising and more environmentally friendly alternatives to conventional photoinitiators. These systems offer enhanced features such as less toxicity and therefore, higher biocompatibility. Further- more, they can be found in a large “ color palette ” variety (absorbing in the different regions of the UV-visible spectrum) enabling new possibil- ities in the field of 3Dprinting. In this review, we outline the current efforts to implement natural and naturally derived PISs in light-based 3Dprinting. First, recently applied natural PISs and their performance for light-based 3Dprinting are discussed. In a second part, an overview of naturally derived PISs including the most common synthetic strategies are provided. Last, current challenges as well as future perspec- tives of the field are discussed.
光引发系统(PISs)是用于三维(3D)打印的可光性配方(油墨)的关键组成部分。天然尿是传统光引发剂的有前途和更环保的替代品。这些系统具有增强的特性,例如毒性更小,因此具有更高的生物相容性。此外,它们可以在大量的“调色板”中找到(吸收uv -可见光谱的不同区域),从而在3d打印领域实现新的可能性。在这篇综述中,我们概述了目前在基于光的3d打印中实现自然和自然衍生的尿的努力。首先,讨论了近年来应用于光基3d打印的天然尿及其性能。在第二部分中,概述了自然衍生的尿,包括最常见的合成策略。最后,讨论了该领域目前面临的挑战以及未来的发展前景。
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引用次数: 2
HOMO Energy-Level Lifting in p-Type O-Doped Graphenoids: Synthesis of Electrochromic Alkoxy-Decorated Xanthenoxanthenes p型o掺杂类石墨烯中HOMO能级提升:电致变色烷氧修饰杂蒽的合成
Pub Date : 2022-09-20 DOI: 10.1055/a-1976-0291
A. Rossignon, Beatrice Berionni Berna, A. Parola, C. Laia, D. Bonifazi
A series of novel O-doped polycyclic aromatic hydrocarbons (PAHs), bearing a different number of electron donating alkoxy substituents, has been prepared using a novel copper-promoted anaerobic protocol for the cyclisation of highly electron rich peri-xanthenoxanthene (PXX) molecular modules. The effect of the number and position of the alkoxy substituents on the optoelectronic properties has thus been investigated, unveiling p-type semiconducting properties. All molecules displayed a significant colour change upon oxidation, suggesting that these compounds can be used to devise chromogenic materials to engineer electrochromic devices.
采用一种新的铜促进厌氧方案,制备了一系列具有不同数量给电子烷氧基取代基的新型O掺杂多环芳烃(PAHs),用于高度富电子的类黄嘌呤(PXX)分子模块的环化。因此,研究了烷氧基取代基的数量和位置对光电性质的影响,揭示了p型半导体性质。所有分子在氧化时都表现出显著的颜色变化,这表明这些化合物可以用来设计发色材料来设计电致变色器件。
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引用次数: 0
Cyclopenta[ c ]thiophene- and Diketopyrrolopyrrole-Based Red-Green-Blue Electrochromic Polymers 环五[c]噻吩和二酮吡咯基红绿蓝电致变色聚合物
Pub Date : 2022-09-03 DOI: 10.1055/s-0042-1757979
Sashi Debnath, G. Masilamani, Abhijeet R. Agrawal, N. R. Kumar, C. Kumar, Sanjio S. Zade, Anjan Bedi
Cyclopenta[c]thiophene (CPT)-based polymers are potential candidates in organic electronics. Here, we report the first solution-processable red homopolymer (P1) of a thiophene-capped derivative of CPT (DHTCPT), and a blue homopolymer (P2) of N-substituted thienodiketopyrrolopyrrole (DEHTDPP). Additionally, by alternatingly copolymerizing the DHTCPT and DEHTDPP units, we achieved the green copolymer P3, thus completing the red-green-blue color wheels. We have shown experimentally and computationally (time-dependent density functional theory and natural bond orbital calculations) that P1 and P2 have very different optoelectronic features. However, in a donor–acceptor (D–A) copolymer P3, the optoelectronic properties have been tuned significantly to keep it in an intermediate range of P1 and P2. P2 and P3 absorb throughout the whole UV-vis range of the solar spectrum. Furthermore, all polymers showed electrochromism to switch colors between neutral and polaronic states in solution. For P1, the maximum optical contrast (%ΔT) was observed for the SOMO→LUMO transition, whereas P3 displayed the maximum %ΔT at the HOMO→LUMO transition.
基于环五[c]噻吩(CPT)的聚合物是有机电子学中的潜在候选者。在这里,我们报道了CPT的噻吩封端衍生物(DHTCPT)的第一个可溶液处理的红色均聚物(P1)和N-取代的噻吩二酮吡咯并吡咯(DEHTDPP)的蓝色均聚体(P2)。此外,通过交替共聚DHTCPT和DEHTDPP单元,我们获得了绿色共聚物P3,从而完成了红-绿-蓝的色轮。我们已经通过实验和计算(含时密度泛函理论和自然键轨道计算)表明,P1和P2具有非常不同的光电子特征。然而,在供体-受体(D–a)共聚物P3中,光电性能已被显著调整,以将其保持在P1和P2的中间范围内。P2和P3在太阳光谱的整个UV-vis范围内吸收。此外,所有聚合物都表现出电致变色性,可以在溶液中的中性态和极化子态之间切换颜色。对于P1,观察到SOMO的最大光学对比度(%ΔT)→LUMO跃迁,而P3在HOMO处显示最大%ΔT→LUMO过渡。
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引用次数: 4
Multilayer and Thin Transparent Conducting Oxide Fabrication Using RF Magnetron Sputtering on Flexible Substrates 利用射频磁控溅射在柔性衬底上制备多层和薄透明导电氧化物
Pub Date : 2022-09-02 DOI: 10.1055/s-0042-1757982
Sanjay Kumar Swami, Bidyut B. Barman, Anuj Kumar, V. Dutta
In this work, the fabrication of multilayered transparent conductive oxides (TCOs), ZnO–Ag–ZnO (Z-TCO) and AZO–Ag–AZO (AZ-TCO), on flexible polyethylene terephthalate (PET) substrate using radio frequency (RF) magnetron sputtering is reported, with the optical and electrical properties comparable to those of the commercially available Sn-doped indium oxide (ITO) on the PET substrate. The growth of Z-TCO and AZ-TCO layers on PET (with surface roughness ~5 – 7 nm) shows similar surface characteristics to that on the glass substrate. The multilayered Z-TCO and AZ-TCO (total thickness ~70 nm) with 10 nm of Ag thickness (named Z-2 and AZ-2, respectively) exhibit a maximum transparency of 82.7% and 86.4%, at 515 and 498 nm, respectively. The AZ-2 layer has a lower electrical resistivity of 3.92 × 10−5 Ω cm with a lower sheet resistance of 5.6 Ω/sq, whereas for ITO on PET these values are 2.62 × 10−4 Ω cm and 14.5 Ω/sq, respectively. The AZ-2 layer also gives an excellent figure of merit (FoM) of 21.3 × 10−3 Ω−1, which is better than the FoM for ITO PET (17.3 × 10−3 Ω−1). Therefore, the flexible multilayer TCOs prepared using RF magnetron sputtering on PET substrates on a large area can have better optoelectronic properties than commercial flexible ITO coating and can be used in flexible optoelectronic devices.
在这项工作中,报道了使用射频(RF)磁控溅射在柔性聚对苯二甲酸乙二醇酯(PET)衬底上制备多层透明导电氧化物(TCO)、ZnO–Ag–ZnO(Z-TCO)和AZO–Ag-AZO(AZ-TCO),其光学和电学性能与市售的PET衬底上的Sn掺杂氧化铟(ITO)相当。Z-TCO和AZ-TCO层在PET上的生长(表面粗糙度~5 – 7. nm)显示出与玻璃基板上的表面特性相似的表面特性。多层Z-TCO和AZ-TCO(总厚度~70 nm)与10 nm的Ag厚度(分别命名为Z-2和AZ-2)在515和498处表现出82.7%和86.4%的最大透明度 nm。AZ-2层的电阻率较低,为3.92 × 10−5Ω cm,较低的薄层电阻为5.6Ω/sq,而对于PET上的ITO,这些值为2.62 × 10−4Ω cm和14.5Ω/sq。AZ-2层也给出了21.3的优良品质因数(FoM) × 10−3Ω−1,这比ITO PET的FoM(17.3 × 10−3Ω−1) 。因此,使用RF磁控溅射在PET衬底上大面积制备的柔性多层TCO可以具有比商业柔性ITO涂层更好的光电性能,并且可以用于柔性光电器件。
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引用次数: 1
Emission-Tunable and Elastically Bendable Organic Polymorphs for Lasing Media 用于激光介质的可发射可调谐和可弹性弯曲的有机多晶型
Pub Date : 2022-09-02 DOI: 10.1055/a-1954-3823
Baolei Tang, Shiyue Tang, K. Ye, Hongyu Zhang
Crystal engineering have served as a powerful strategy to grow organic molecular crystals with different physical behaviors and this strategy has been also attempted for a purpose to grow crystals with desired mechanical properties, however, it is quite challenging to endow all different crystal phases constructed by the same compound with unique reversible deformation, such as elastic bending. We herein report a rare example of all-polymorph elastic crystals accompanied with precisely tunable emission colors. Single crystal structure analyses, optical and mechanical properties have been fully investigated on all polymorphs. The color-tunable amplified spontaneous emissions of both the straight and elastically bent polymorphs demonstrate the applications of these elastic polymorphs in future wearable optoelectronic devices.
晶体工程已经成为一种强大的策略来生长具有不同物理行为的有机分子晶体,这种策略也被尝试用于生长具有所需力学性能的晶体,然而,赋予由同一化合物构成的所有不同晶体相独特的可逆变形,如弹性弯曲,是相当具有挑战性的。我们在此报告了一个罕见的全多晶弹性晶体伴随精确可调谐的发射颜色的例子。对所有晶型进行了单晶结构分析、光学和力学性能研究。直晶和弹性弯曲多晶的颜色可调放大自发辐射,证明了这些弹性多晶在未来可穿戴光电器件中的应用。
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引用次数: 0
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Organic Materials
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