Bipyridinium-Bearing Multi-stimuli Responsive Chromic Material with High Stability

Yang, Xiaodong; Zhu, Rui; Yin, Jianping; Li, Yongling; Guo, Ruiyun; Zhang, Jie

doi:10.1021/acs.cgd.8b00390

Cited by 48 publications

(25 citation statements)

References 66 publications

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“…The retention time at 1050 nm measured after releasing +0.75 V applied potential was far more than 2 h (Supporting Information, Figure S16), indicating the good stability of COF TPDA‐PDA in NIR electrochromism. The relatively long retention time, compared with some organic electrochromic materials, [14] may benefit from the large delocalization of electrons in the 2D plane and π‐π interlayer stacking structure of COF TPDA‐PDA film [15] . Besides, after 1000 redox cycles, COF TPDA‐PDA film could still exhibit obvious redox peaks (Supporting Information, Figure S17).…”

Section: Resultsmentioning

confidence: 99%

A Covalent Organic Framework Film for Three‐State Near‐Infrared Electrochromism and a Molecular Logic Gate

Hao

Bai

et al. 2021

Angew Chem Int Ed

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A Kagome structure covalent organic framework (COF) film with three‐state NIR electrochromic properties was designed and synthesized. The COFTPDA‐PDA film is composed of hexagonal nanosheets with high crystallinity and has three reversible color states at different applied potentials. It has high absorption spectra changes in the NIR region, ascribed to the strong intervalence charge transfer (IVCT) interaction of the Class III mixed‐valence systems of the conjugated triphenylamine species. The film showed sub‐second response time (1.3 s for coloring and 0.7 s for bleaching at 1050 nm) and long retention time in the NIR region. COFTPDA‐PDA film shows superior NIR electrochromic properties in term of response time and stability, attributed to the highly ordered porous structure and the π–π stacking structure of the COFTPDA‐PDA architecture. The COFTPDA‐PDA film was applied in mimicking a flip‐flop logic gate with optical memory function.

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Section: Resultsmentioning

confidence: 99%

A Covalent Organic Framework Film for Three‐State Near‐Infrared Electrochromism and a Molecular Logic Gate

Hao

Bai

et al. 2021

Angew Chem Int Ed

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“…虽然配合物Mn-Bpy-1和Mn-Bpy-2由结构 3 (a) 配合物Mn-Bpy-1的配位结构; (b) 配合物Mn-Bpy-2的配位结构; (c) 配合物Mn-Bpy-1在氙灯照射前后的紫外-可见漫反射光谱变化及配合物Mn-Bpy-1和Mn-Bpy-2的光致变色照片 [27] (网络版彩图) [28] (网络版彩图) (e) Cd-mip(左)和Cd-nip(右)中给受体的距离 [35] (网络版彩图) [46] . 该配合物暴露在氨气环境中几秒钟即出现明显的变色现象, 由黄图 6 (a) 两个配合物在氙灯照射下的变色现象; (b) 含溴配合物在氙灯照射下的紫外-可见漫反射光谱 [38] (网络版彩图) [48] . Co-SN在光、热、氨气或有机胺及有机溶剂的多种刺激下, 均发生可逆的变色现象(图10).…”

Section: 引言unclassified

“…图 9 多孔配合物对氨气的吸附响应策略(a), 配合物的氮气吸附-脱附等温曲线、氨气诱导单晶到单晶转化及伴随的颜色改变(b) [46] (网络版彩图) 图 7 配合物Cd-Bbc-ox在可见光(a)、紫外光(b)和X射线(c) 照射下的变色现象 [44] (网络版彩图) (e) Co-SN在不同氨/胺熏蒸及溶剂浸泡下的变色现象 [48] (网络版彩图) 不具有溶致变色能力 [49,50] . [52] (网络版彩图) (c) 锌配合物的可逆荧光开关循环 [53] (网络版彩图) 件, 极大地限制了其的推广和普及 [54] .…”

Section: 引言unclassified

Construction of stimuli-responsive materials based on charge transfer and electron transfer

Cui¹,

Yang²,

Zhang³

2020

Sci. Sin.-Chim

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The fusion of bipyridinium and their derivatives and metal ions to construct functional coordination compounds has attracted tremendous attention recently. Due to their advantages in easy modification, electron-deficient characteristic and photoelectrochemical activity, such compounds as smart stimuli-responsive materials, show a wide variety of intriguing applications including chromic response, switching, adsorption, sensing, magnet, and catalysis, etc. Based on the electron transfer (ET), charge transfer (CT) and their synergism, this review summarizes the latest research progress of our group in regulating the structure and stimuli-responsive function of pyridinium-based complexes in recent years. Finally, we provide further prospects for the development of pyridinium-based complexes in the field of multi-stimuli-responsive materials in the future.

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“…Taken together, it could be thus stated that the 4,4′-bipyridine scaffold acts as a multifunctional platform that can yield different kinds of responses (to solvent polarity or light) depending on the capping (ending) groups. [65]. The aforementioned ligand contained two carboxylate entities (compound 38, Figure 17a); however, ligation of the Co(II) ions was achieved by the pyridinic N-atom of the monoquat.…”

Section: Solvatochromic Complexes Involving Monoquats As Ligandsmentioning

confidence: 99%

“…Noteworthy is the reversible, dramatic color change of crystals of the complex from orange to violet upon dehydration (Figure 17c). [65]. The aforementioned ligand contained two carboxylate entities (compound 38, Figure 17a); however, ligation of the Co(II) ions was achieved by the pyridinic N-atom of the monoquat.…”

Section: Solvatochromic Complexes Involving Monoquats As Ligandsmentioning

confidence: 99%

Mono- and Di-Quaternized 4,4′-Bipyridine Derivatives as Key Building Blocks for Medium- and Environment-Responsive Compounds and Materials

Papadakis

2019

Molecules

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Mono-and di-quaternized 4,4 -bipyridine derivatives constitute a family of heterocyclic compounds, which in recent years have been employed in numerous applications. These applications correspond to various disciplines of research and technology. In their majority, two key features of these 4,4 -bipyridine-based derivatives are exploited: their redox activity and their electrochromic aptitude. Contemporary materials and compounds encompassing these skeletons as building blocks are often characterized as multifunctional, as their presence often gives rise to interesting phenomena, e.g., various types of chromism. This research trend is acknowledged, and, in this review article, recent examples of multifunctional chromic materials/compounds of this class are presented. Emphasis is placed on solvent-/medium-and environment-responsive 4,4 -bipyridine derivatives. Two important classes of 4,4 -bipyridine-based products with solvatochromic and/or environment-responsive character are reviewed: viologens (i.e., N,N -disubstituted derivatives) and monoquats (i.e., monosubstituted 4,4 -bipyridine derivatives). The multifunctional nature of these derivatives is analyzed and structure-property relations are discussed in connection to the role of these derivatives in various novel applications.Molecules 2020, 25, 1 2 of 30 recent) underlining the high versatility of this class of compounds [9,10,[12][13][14][15]. Perhaps, the most reviewed subject regarding the viologens is their electrochromism [13,14,16]. Viologens are known to undergo one-electron reductions electrochemically ( Figure 2) yielding colorful radicals i.e., cations that are stable in the absence of O 2 . Yet, their chromism can also be triggered through various stimuli (including light, heat, solvents, presence of various chemical species, pressure, etc.). All these possibilities shape the very versatile "chromic character" of viologens and generally of 4,4 -bipyridine derivatives. Even though this "chromic character" has only recently started gaining more attention and there is an increasing number of research articles emphasizing on the alternative uses of 4,4 -bipyridine derivatives, there are no reviews in this growing area up until now. Such an attempt is presented in this review paper with an emphasis on medium-and environment-responsive compounds and materials based on 4,4 -bipyridine. Primary focus is placed on viologen-involving solvatochromic systems as well as materials and compounds of this class whose chromic behavior is dependent on various environment stimuli. Molecules 2018, 23, x 2 of 30 Figure 2. Schemes depicting (a) the electrochromic cycle (1) and (b) the photochromic cycle of paraquat (A, counter anion). Structure and Properties of Viologens The Strong Electron-Withdrawing Character of ViologensThe strong electron-withdrawing character of viologens has been widely exploited in numerous molecular architectures and materials. Viologens can undergo reversible one-electron reductions forming radical cations (Figure 2a), which are vividly colo...

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Bipyridinium-Bearing Multi-stimuli Responsive Chromic Material with High Stability

Cited by 48 publications

References 66 publications

A Covalent Organic Framework Film for Three‐State Near‐Infrared Electrochromism and a Molecular Logic Gate

A Covalent Organic Framework Film for Three‐State Near‐Infrared Electrochromism and a Molecular Logic Gate

Construction of stimuli-responsive materials based on charge transfer and electron transfer

Mono- and Di-Quaternized 4,4′-Bipyridine Derivatives as Key Building Blocks for Medium- and Environment-Responsive Compounds and Materials

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