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Journal articles on the topic 'Dynamic covalent bond'

Author: Grafiati

Published: 25 May 2024

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1

Zheng, Shuyuan, and Guofeng Liu. "Polymeric Emissive Materials Based on Dynamic Covalent Bonds." Molecules 27, no. 19 (October 6, 2022): 6635. http://dx.doi.org/10.3390/molecules27196635.

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Dynamic covalent polymers, composed of dynamic covalent bonds (DCBs), have received increasing attention in the last decade due to their adaptive and reversible nature compared with common covalent linked polymers. Incorporating the DCBs into the polymeric material endows it with advanced performance including self-healing, shape memory property, and so forth. However, the emissive ability of such dynamic covalent polymeric materials has been rarely reviewed. Herein, this review has summarized DCBs-based emissive polymeric materials which are classified according to the different types of DCBs, including imine bond, acylhydrazone bond, boronic ester bond, dynamic C-C bond, as well as the reversible bonds based on Diels–Alder reaction and transesterification. The mechanism of chemical reactions and various stimuli-responsive behaviors of DCBs are introduced, followed by typical emissive polymers resulting from these DCBs. By taking advantage of the reversible nature of DCBs under chemical/physical stimuli, the constructed emissive polymeric materials show controllable and switchable emission. Finally, challenges and future trends in this field are briefly discussed in this review.

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2

Lascano, Santiago, Kang-Da Zhang, Robin Wehlauch, Karl Gademann, Naomi Sakai, and Stefan Matile. "The third orthogonal dynamic covalent bond." Chemical Science 7, no. 7 (2016): 4720–24. http://dx.doi.org/10.1039/c6sc01133k.

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3

Bracchi, Michael E., and David A. Fulton. "Orthogonal breaking and forming of dynamic covalent imine and disulfide bonds in aqueous solution." Chemical Communications 51, no. 55 (2015): 11052–55. http://dx.doi.org/10.1039/c5cc02716k.

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4

Heinen, Laura, and Andreas Walther. "Programmable dynamic steady states in ATP-driven nonequilibrium DNA systems." Science Advances 5, no. 7 (July 2019): eaaw0590. http://dx.doi.org/10.1126/sciadv.aaw0590.

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Inspired by the dynamics of the dissipative self-assembly of microtubules, chemically fueled synthetic systems with transient lifetimes are emerging for nonequilibrium materials design. However, realizing programmable or even adaptive structural dynamics has proven challenging because it requires synchronization of energy uptake and dissipation events within true steady states, which remains difficult to orthogonally control in supramolecular systems. Here, we demonstrate full synchronization of both events by ATP-fueled activation and dynamization of covalent DNA bonds via an enzymatic reaction network of concurrent ligation and cleavage. Critically, the average bond ratio and the frequency of bond exchange are imprinted into the energy dissipation kinetics of the network and tunable through its constituents. We introduce temporally and structurally programmable dynamics by polymerization of transient, dynamic covalent DNA polymers with adaptive steady-state properties in dependence of ATP fuel and enzyme concentrations. This approach enables generic access to nonequilibrium soft matter systems with adaptive and programmable dynamics.

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5

Zhao, Jingwen, Louis Debertrand, Tetsuharu Narita, and Costantino Creton. "Fracture of dual crosslink gels with permanent and transient crosslinks: Effect of the relaxation time of the transient crosslinks." Journal of Rheology 66, no. 6 (November 1, 2022): 1255–66. http://dx.doi.org/10.1122/8.0000460.

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We investigate the fracture properties of poly(acrylamide- co-1-vinylimidazole) dual crosslink hydrogels [P(AAm- co-VIm)-M2+ gels] containing a small fraction of covalent bonds and a majority of dynamic bonds based on metal coordination bonds (Ni2+ or Zn2+). Unlike a previous study on a different dual crosslink hydrogel system having slower dynamic bonds based on poly(vinylalcohol) and borate ions (PVA-Borax gels), the presence of these faster dynamic coordination bonds has two main effects: They significantly toughen the P(AAm- co-VIm)-M2+ gels even at high stretch rates, where the dynamic bonds should in principle behave as covalent bonds at the crack tip, and they toughen the gels at very low stretch rates, where the dynamic bonds are invisible during the loading stage. We propose two additional molecular mechanisms to rationalize this behavior of P(AAm- co-VIm)-M2+ gels: we hypothesize that fast exchanging dynamic bonds remain slow compared to the characteristic time of bond scission and are, therefore, able to share the load upon covalent bond scission even at low loading rates. We also argue of the existence of longer-lived clusters of dynamic bonds that introduce a stretch rate-dependent strain hardening in uniaxial tension and stabilize and increase the size of the dissipative zone at the crack tip, thereby introducing a strain-dependent dissipative mechanism.

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6

Liu, Shengda, Shengchao Deng, Tengfei Yan, Xin Zhang, Ruizhen Tian, Jiayun Xu, Hongcheng Sun, Shuangjiang Yu, and Junqiu Liu. "Biocompatible Diselenide-Containing Protein Hydrogels with Effective Visible-Light-Initiated Self-Healing Properties." Polymers 13, no. 24 (December 13, 2021): 4360. http://dx.doi.org/10.3390/polym13244360.

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Smart hydrogels are typical functional soft materials, but their functional and mechanical properties are compromised upon micro- or macro-mechanical damage. In contrast, hydrogels with self-healing properties overcome this limitation. Herein, a dual dynamic bind, cross-linked, self-healing protein hydrogel is prepared, based on Schiff base bonds and diselenide bonds. The Schiff base bond is a typical dynamic covalent bond and the diselenide bond is an emerging dynamic covalent bond with a visible light response, which gives the resulting hydrogel a dual response in visible light and a desirable self-healing ability. The diselenide-containing protein hydrogels were biocompatible due to the fact that their main component was protein. In addition, the hydrogels loaded with glucose oxidase (GOx) could be transformed into sols in glucose solution due to the sensitive response of the diselenide bonds to the generated hydrogen peroxide (H2O2) by enzymatic catalysis. This work demonstrated a diselenide-containing protein hydrogel that could efficiently self-heal up to nearly 100% without compromising their mechanical properties under visible light at room temperature.

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7

Dunn, Megan F., Tao Wei, Ronald N. Zuckermann, and Timothy F. Scott. "Aqueous dynamic covalent assembly of molecular ladders and grids bearing boronate ester rungs." Polymer Chemistry 10, no. 18 (2019): 2337–43. http://dx.doi.org/10.1039/c8py01705k.

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Mimicking the self-assembly of nucleic acid sequences into double-stranded molecular ladders that incorporate hydrogen bond-based rungs, dynamic covalent interactions enable the fabrication of molecular ladder and grid structures with covalent bond-based rungs.

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8

Karatrantos, Argyrios V., Olivier Couture, Channya Hesse, and Daniel F. Schmidt. "Molecular Simulation of Covalent Adaptable Networks and Vitrimers: A Review." Polymers 16, no. 10 (May 11, 2024): 1373. http://dx.doi.org/10.3390/polym16101373.

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Covalent adaptable networks and vitrimers are novel polymers with dynamic reversible bond exchange reactions for crosslinks, enabling them to modulate their properties between those of thermoplastics and thermosets. They have been gathering interest as materials for their recycling and self-healing properties. In this review, we discuss different molecular simulation efforts that have been used over the last decade to investigate and understand the nanoscale and molecular behaviors of covalent adaptable networks and vitrimers. In particular, molecular dynamics, Monte Carlo, and a hybrid of molecular dynamics and Monte Carlo approaches have been used to model the dynamic bond exchange reaction, which is the main mechanism of interest since it controls both the mechanical and rheological behaviors. The molecular simulation techniques presented yield sufficient results to investigate the structure and dynamics as well as the mechanical and rheological responses of such dynamic networks. The benefits of each method have been highlighted. The use of other tools such as theoretical models and machine learning has been included. We noticed, amongst the most prominent results, that stress relaxes as the bond exchange reaction happens, and that at temperatures higher than the glass transition temperature, the self-healing properties are better since more bond BERs are observed. The lifetime of dynamic covalent crosslinks follows, at moderate to high temperatures, an Arrhenius-like temperature dependence. We note the modeling of certain properties like the melt viscosity with glass transition temperature and the topology freezing transition temperature according to a behavior ruled by either the Williams–Landel–Ferry equation or the Arrhenius equation. Discrepancies between the behavior in dissociative and associative covalent adaptable networks are discussed. We conclude by stating which material parameters and atomistic factors, at the nanoscale, have not yet been taken into account and are lacking in the current literature.

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9

Theodosis-Nobelos, Panagiotis, Despina Charalambous, Charalampos Triantis, and Maria Rikkou-Kalourkoti. "Drug Conjugates Using Different Dynamic Covalent Bonds and their Application in Cancer Therapy." Current Drug Delivery 17, no. 7 (September 15, 2020): 542–57. http://dx.doi.org/10.2174/1567201817999200508092141.

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Polymer-drug conjugates are polymers with drug molecules chemically attached to polymer side chains through either a weak (degradable bond) or a dynamic covalent bond. These systems are known as pro-drugs in the inactive form when passing into the blood circulation system. When the prodrug reaches the target organ, tissue or cell, the drug is activated by cleavage of the bond between the drug and polymer, under certain conditions existing in the target organ. The advantages of polymer-drug conjugates compared to other controlled-release carriers and conventional pharmaceutical formulations are the increased drug loading capacity, prolonged <i>in vivo</i> circulation time, enhanced intercellular uptake, better-controlled release, improved therapeutic efficacy, and enhanced permeability and retention effect. The aim of the present review is the investigation of polymer-drug conjugates bearing anti-cancer drugs. The polymer, through its side chains, is linked to the anti-cancer drugs <i>via</i> dynamic covalent bonds, such as hydrazone/imine bonds, disulfide bonds, and boronate esters. These dynamic covalent bonds are cleaved in conditions existing only in cancer cells and not in healthy ones. Thus, ensuring the selective release of drug to the targeted tissue, reducing in this way, the frequent side effects of chemotherapy, leading to a more targeted application, despite the nature of the applied polymer, possessing the ability to aim tumors selectively <i>via</i> incorporation of a relative ligand.

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10

Hu, Yong, Jin Li, Yu Zhou, Jie Shi, Guopeng Li, Hang Song, Yang Yang, Jia Shi, and Wenjing Hong. "Single Dynamic Covalent Bond Tailored Responsive Molecular Junctions." Angewandte Chemie 133, no. 38 (August 11, 2021): 21040–46. http://dx.doi.org/10.1002/ange.202106666.

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11

Hu, Yong, Jin Li, Yu Zhou, Jie Shi, Guopeng Li, Hang Song, Yang Yang, Jia Shi, and Wenjing Hong. "Single Dynamic Covalent Bond Tailored Responsive Molecular Junctions." Angewandte Chemie International Edition 60, no. 38 (August 11, 2021): 20872–78. http://dx.doi.org/10.1002/anie.202106666.

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12

Klepel, Florian, and Bart Jan Ravoo. "Dynamic covalent chemistry in aqueous solution by photoinduced radical disulfide metathesis." Organic & Biomolecular Chemistry 15, no. 18 (2017): 3840–42. http://dx.doi.org/10.1039/c7ob00667e.

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Photoinduced radical disulfide metathesis (PRDM) is a dynamic covalent reaction that requires UV light to induce the homolytic cleavage of the disulfide bond, thus offering the opportunity to construct dynamic covalent systems that are dormant and can be photo-activated on demand.

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13

Yu, Shuangjian, Ganggang Zhang, Siwu Wu, Zhenghai Tang, Baochun Guo, and Liqun Zhang. "Effects of dynamic covalent bond multiplicity on the performance of vitrimeric elastomers." Journal of Materials Chemistry A 8, no. 39 (2020): 20503–12. http://dx.doi.org/10.1039/d0ta06264b.

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14

Peng, Shuyi, Ye Sun, Chunming Ma, Gaigai Duan, Zhenzhong Liu, and Chunxin Ma. "Recent advances in dynamic covalent bond-based shape memory polymers." e-Polymers 22, no. 1 (January 1, 2022): 285–300. http://dx.doi.org/10.1515/epoly-2022-0032.

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Abstract Dynamic covalent bond-based shape memory polymers (DCB-SMPs) are one of most important SMPs which have a wide potential application prospect. Different from common strong covalent bonds, DCBs own relatively weak bonding energy, similarly to the supramolecular interactions of noncovalent bonds, and can dynamically combine and dissociate these bonds. DCB-SMP solids, which can be designed to respond for different stimuli, can provide excellent self-healing, good reprocessability, and high mechanical performance, because DCBs can obtain dynamic cross-linking without sacrificing ultrahigh fixing rates. Furthermore, besides DCB-SMP solids, DCB-SMP hydrogels with responsiveness to various stimuli also have been developed recently, which have special biocompatible soft/wet states. Particularly, DCB-SMPs can be combined with emerging 3D-printing techniques to design various original shapes and subsequently complex shape recovery. This review has summarized recent research studies about SMPs based on various DCBs including DCB-SMP solids, DCB-SMP hydrogels, and the introduction of new 3D-printing techniques using them. Last but not least, the advantages/disadvantages of different DCB-SMPs have been analyzed via polymeric structures and the future development trends in this field have been predicted.

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15

Ren, Gaihuan, Bo Li, Lulu Ren, Dongxu Lu, Pan Zhang, Lulu Tian, Wenwen Di, Weili Shao, Jianxin He, and Dejun Sun. "pH-Responsive Nanoemulsions Based on a Dynamic Covalent Surfactant." Nanomaterials 11, no. 6 (May 25, 2021): 1390. http://dx.doi.org/10.3390/nano11061390.

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Developing solid-free nanoemulsions with pH responsiveness is desirable in enhanced oil recovery (EOR) applications. Here, we report the synthesis of an interfacial activity controllable surfactant (T−DBA) through dynamic imine bonding between taurine (T) and p-decyloxybenzaldehyde (DBA). Instead of macroemulsions, nanoemulsions can be prepared by using T−DBA as an emulsifier. The dynamic imine bond of T−DBA enables switching between the active and inactive states in response to pH. This switching of interfacial activity was used to gate the stability of nanoemulsions, thus enabling us to turn the nanoemulsions off and on. Using such dynamic imine bonds to govern nanoemulsion stability could enable intelligent control of many processes such as heavy oil recovery and interfacial reactions.

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16

Sun, Panpan, Shujing Ren, Fenglin Liu, Aoli Wu, Na Sun, Lijuan Shi, and Liqiang Zheng. "Smart low molecular weight hydrogels with dynamic covalent skeletons." Soft Matter 14, no. 32 (2018): 6678–83. http://dx.doi.org/10.1039/c8sm01482e.

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17

Saito, Yuki, Yukatsu Shichibu, and Katsuaki Konishi. "Self-promoted solid-state covalent networking of Au25(SR)18 through reversible disulfide bonds. A critical effect of the nanocluster in oxidation processes." Nanoscale 13, no. 22 (2021): 9971–77. http://dx.doi.org/10.1039/d1nr01812d.

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Covalent crosslinking of Au₂₅(SR)₁₈ nanoclusters through reversible disulfide bond formation, which was promoted by the Au₂₅ nanocluster itself, occurred under the control of dynamic covalent chemistry, affording free-standing nanocluster films.

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18

Saruwatari, Aya, Ryota Tamate, Hisashi Kokubo, and Masayoshi Watanabe. "Photohealable ion gels based on the reversible dimerisation of anthracene." Chemical Communications 54, no. 95 (2018): 13371–74. http://dx.doi.org/10.1039/c8cc07775d.

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19

Song, Shaotang, Lulu Wang, Jie Su, Zhen Xu, Chia-Hsiu Hsu, Chenqiang Hua, Pin Lyu, et al. "Manifold dynamic non-covalent interactions for steering molecular assembly and cyclization." Chemical Science 12, no. 35 (2021): 11659–67. http://dx.doi.org/10.1039/d1sc03733a.

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20

Shi, Jiaxin, Tianze Zheng, Yao Zhang, Baohua Guo, and Jun Xu. "Cross-linked polyurethane with dynamic phenol-carbamate bonds: properties affected by the chemical structure of isocyanate." Polymer Chemistry 12, no. 16 (2021): 2421–32. http://dx.doi.org/10.1039/d1py00157d.

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Based on the phenol–carbamate dynamic bond, we designed a strategy to regulate the rearrangement kinetics of the dynamic covalent network in polyurethanes by adjusting the chemical structure of aliphatic isocyanates.

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21

Hammer, Larissa, Nathan J. Van Zee, and Renaud Nicolaÿ. "Dually Crosslinked Polymer Networks Incorporating Dynamic Covalent Bonds." Polymers 13, no. 3 (January 27, 2021): 396. http://dx.doi.org/10.3390/polym13030396.

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Covalent adaptable networks (CANs) are polymeric networks containing covalent crosslinks that are dynamic under specific conditions. In addition to possessing the malleability of thermoplastics and the dimensional stability of thermosets, CANs exhibit a unique combination of physical properties, including adaptability, self-healing, shape-memory, stimuli-responsiveness, and enhanced recyclability. The physical properties and the service conditions (such as temperature, pH, and humidity) of CANs are defined by the nature of their constituent dynamic covalent bonds (DCBs). In response to the increasing demand for more sophisticated and adaptable materials, the scientific community has identified dual dynamic networks (DDNs) as a promising new class of polymeric materials. By combining two (or more) distinct crosslinkers in one system, a material with tailored thermal, rheological, and mechanical properties can be designed. One remarkable ability of DDNs is their capacity to combine dimensional stability, bond dynamicity, and multi-responsiveness. This review aims to give an overview of the advances in the emerging field of DDNs with a special emphasis on their design, structure-property relationships, and applications. This review illustrates how DDNs offer many prospects that single (dynamic) networks cannot provide and highlights the challenges associated with their synthesis and characterization.

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22

Deng, Jie, Xinyue Liu, Lang Ma, Chong Cheng, Shudong Sun, and Changsheng Zhao. "Switching biological functionalities of biointerfaces via dynamic covalent bonds." Journal of Materials Chemistry B 4, no. 4 (2016): 694–703. http://dx.doi.org/10.1039/c5tb02072g.

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We construct a stimuli responsive biointerface via a dynamic covalent bond that could switch its surface biofunctionalities on demand. The switchability is achieved via reversible attaching/detaching of aldehyde end-functionalized biomacromolecules.

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23

Raja, Arsalan A., and Cafer T. Yavuz. "Charge induced formation of crystalline network polymers." RSC Adv. 4, no. 104 (2014): 59779–84. http://dx.doi.org/10.1039/c4ra10594j.

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24

Liu, Zhiqin, Jiafang Xu, Wei Peng, Xiaodong Yu, and Jie Chen. "The Development and Deployment of Degradable Temporary Plugging Material for Ultra-Deepwater Wells." Processes 11, no. 6 (June 1, 2023): 1685. http://dx.doi.org/10.3390/pr11061685.

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The fractured granite reservoir is well developed in Yongle block, which leads to severe drilling fluid loss-circulation. To solve the technical problem of both plugging and reservoir protection, on the basis of comprehensive literature research and laboratory tests at home and abroad, a polymer with an appropriate molecular weight, an organic crosslinking agent and other auxiliary materials were screened. In addition, a kind of high-temperature resistant loss-circulation plugging gel, which could be formed by timing and self-degradation, was developed. The high-strength gel loss-circulation system can be established by the development of a dynamic covalent borate ester bond crosslinking agent, which can crosslink with polyvinyl alcohol and xanthan gum. This system is of formidable strength and can be used for loss-circulation control in a fractured formation. The dynamic covalent borate ester bond tends to break due to the peroxide glue breaker under low pH levels, which can accelerate the degradation of the plugging gel into small molecules. The degradable temporary plugging material can ensure high-performance sealing and self-degradation capabilities of the fractured granite reservoir. The laboratory results showed that the high-performance degradable gel system was of adjustable gelling time, high gelling strength and high sealing capability. Its pressure-bearing could reach 5.8 MPa under 110 °C with 3.5 mm width of fractured granite core. Before crosslinking, the system also boasted promising thixotropy and rheology. The gel breaking time of the system was short, which could be completely broken with 6.1 h in 6% peroxide solution with pH of 4. The gelation time was related to the type of crosslinking agent, the amount of crosslinking agent and temperature. With the increase of temperature, the gelation time of gel system decreased. With the increase of the amount of the agent, the gelation time of gel system decreased. The gelation time was 105 min when using a 1% dynamic covalent borate ester bond crosslinking agent at 80 °C; the gelation time was 72 min when using a 1% dynamic covalent borate ester bond crosslinking agent at 110 °C; the gelation time was 71 min when using a 2% dynamic covalent borate ester bond crosslinking agent at 80 °C; the gelation time was 65 min when using a 2% dynamic covalent borate ester bond crosslinking agent at 110 °C; the gelation time was 72 min when using a 1% chromium crosslinking agent at 80 °C; the gelation time was 63 min when using a 2% chromium crosslinking agent at 80 °C; and the gel system had good reservoir protection performance. The permeability recovery rate was introduced to evaluate reservoir protection performance. The permeability recovery rate of using the dynamic covalent borate ester bond crosslinking agent was superior to that of using the chromium crosslinking agent. Using the dynamic covalent borate ester bond crosslinking agent, when the fracture width was 1.6 mm, the temperature was 80 °C and the soaking time was 8 h, the permeability recovery rate was 90.32%; when the fracture width was 0.75 mm, the temperature was 80 °C and the soaking time was 8 h, the permeability recovery rate was 84.53%. Using the chromium crosslinking agent, when the fracture width was 1.6 mm, the temperature was 80 °C and the soaking time was 12 h, the permeability recovery rate was 59.58%; when the fracture width was 0.75 mm, the temperature was 80 °C and the soaking time was 12 h, the permeability recovery rate was 45.65%. The viscosity of the residual solution was low and was helpful for reservoir protection during loss-circulation control under the fractured granite reservoir condition. The novel degradable temporary plugging material can solve the loss-circulation problem of the ultra-deepwater fractured granite reservoir. In addition, the material can pave the way for the exploration and development of a vast amount of hydrocarbon resources in the South China Sea.

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25

Chen, Sisi, Ming Liu, Jiandong Zhang, Zhengbiao Zhang, Jian Zhu, Xiangqiang Pan, and Xiulin Zhu. "Photoresponsive dynamic covalent bond based on addition–fragmentation chain transfer of allyl selenides." Polymer Chemistry 12, no. 11 (2021): 1622–26. http://dx.doi.org/10.1039/d0py01730b.

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26

Crawford, Jennifer, and Matthew Sigman. "Conformational Dynamics in Asymmetric Catalysis: Is Catalyst Flexibility a Design Element?" Synthesis 51, no. 05 (January 8, 2019): 1021–36. http://dx.doi.org/10.1055/s-0037-1611636.

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Traditionally, highly selective low molecular weight catalysts have been designed to contain rigidifying structural elements. As a result, many proposed stereochemical models rely on steric repulsion for explaining the observed selectivity. Recently, as is the case for enzymatic systems, it has become apparent that some flexibility can be beneficial for imparting selectivity. Dynamic catalysts can reorganize to maximize attractive non-covalent interactions that stabilize the favored diastereomeric transition state, while minimizing repulsive non-covalent interactions for enhanced selectivity. This short review discusses catalyst conformational dynamics and how these effects have proven beneficial for a variety of catalyst classes, including tropos ligands, cinchona alkaloids, hydrogen-bond donating catalysts, and peptides.1 Introduction2 Tropos Ligands3 Cinchona Alkaloids4 Hydrogen-Bond Donating Catalysts5 Peptide Catalysts6 Conclusion

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27

Liu, Yang, Jianfei Liu, Hui Yang, Kaiqiang Liu, Rong Miao, Haonan Peng, and Yu Fang. "Dynamic covalent bond-based hydrogels with superior compressive strength, exceptional slice-resistance and self-healing properties." Soft Matter 14, no. 39 (2018): 7950–53. http://dx.doi.org/10.1039/c8sm01742e.

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Lü, Shaoyu, Xiao Bai, Haidi Liu, Piao Ning, Zengqiang Wang, Chunmei Gao, Boli Ni, and Mingzhu Liu. "An injectable and self-healing hydrogel with covalent cross-linking in vivo for cranial bone repair." Journal of Materials Chemistry B 5, no. 20 (2017): 3739–48. http://dx.doi.org/10.1039/c7tb00776k.

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29

Kawakami, Yoshiteru, Tsuyoshi Ogishima, Tomoki Kawara, Shota Yamauchi, Kazuhiko Okamoto, Singo Nikaido, Daiki Souma, Ren-Hua Jin, and Yoshio Kabe. "Silane catecholates: versatile tools for self-assembled dynamic covalent bond chemistry." Chemical Communications 55, no. 43 (2019): 6066–69. http://dx.doi.org/10.1039/c9cc02103e.

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Shape-persistent macrocycles and 3D nanocages have been prepared in one-pot under MeCN-promoted dynamic covalent bond conditions starting from silane catecholates, whose structures were confirmed by X-ray crystallography.

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30

Wang, Guangtong, Chao Wang, Zhiqiang Wang, and Xi Zhang. "H-Shaped Supra-Amphiphiles Based on a Dynamic Covalent Bond." Langmuir 28, no. 41 (October 2012): 14567–72. http://dx.doi.org/10.1021/la303272b.

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31

Peters, Kevin S. "Dynamic Processes Leading to Covalent Bond Formation for SN1 Reactions." Accounts of Chemical Research 40, no. 1 (January 2007): 1–7. http://dx.doi.org/10.1021/ar0681124.

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32

Zheng, Hao, Cailing Ni, Hang Chen, Daijun Zha, Yu Hai, Hebo Ye, and Lei You. "Regulation of Axial Chirality through Dynamic Covalent Bond Constrained Biaryls." ACS Omega 4, no. 6 (June 13, 2019): 10273–78. http://dx.doi.org/10.1021/acsomega.9b01273.

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33

Lu, Weihong, Xiangqiang Pan, Zhengbiao Zhang, Jian Zhu, Nianchen Zhou, and Xiulin Zhu. "A degradable cross-linked polymer containing dynamic covalent selenide bond." Polymer Chemistry 8, no. 26 (2017): 3874–80. http://dx.doi.org/10.1039/c7py00719a.

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34

Mastalerz, Michael. "Shape-Persistent Organic Cage Compounds by Dynamic Covalent Bond Formation." Angewandte Chemie International Edition 49, no. 30 (June 22, 2010): 5042–53. http://dx.doi.org/10.1002/anie.201000443.

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35

Schaufelberger, Fredrik, Karolina Seigel, and Olof Ramström. "Hydrogen‐Bond Catalysis of Imine Exchange in Dynamic Covalent Systems." Chemistry – A European Journal 26, no. 67 (September 30, 2020): 15581–88. http://dx.doi.org/10.1002/chem.202001666.

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36

Das, Gobinda, Digambar Balaji Shinde, Sharath Kandambeth, Bishnu P. Biswal, and Rahul Banerjee. "Mechanosynthesis of imine, β-ketoenamine, and hydrogen-bonded imine-linked covalent organic frameworks using liquid-assisted grinding." Chem. Commun. 50, no. 84 (2014): 12615–18. http://dx.doi.org/10.1039/c4cc03389b.

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37

Sivakumar, Dakshinamurthy, and Matthias Stein. "Binding of SARS-CoV Covalent Non-Covalent Inhibitors to the SARS-CoV-2 Papain-Like Protease and Ovarian Tumor Domain Deubiquitinases." Biomolecules 11, no. 6 (May 28, 2021): 802. http://dx.doi.org/10.3390/biom11060802.

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The urgent need for novel and effective drugs against the SARS-CoV-2 coronavirus pandemic has stimulated research worldwide. The Papain-like protease (PLpro), which is essential for viral replication, shares a similar active site structural architecture to other cysteine proteases. Here, we have used representatives of the Ovarian Tumor Domain deubiquitinase family OTUB1 and OTUB2 along with the PLpro of SARS-CoV-2 to validate and rationalize the binding of inhibitors from previous SARS-CoV candidate compounds. By forming a new chemical bond with the cysteine residue of the catalytic triad, covalent inhibitors irreversibly suppress the protein’s activity. Modeling covalent inhibitor binding requires detailed knowledge about the compounds’ reactivities and binding. Molecular Dynamics refinement simulations of top poses reveal detailed ligand-protein interactions and show their stability over time. The recently discovered selective OTUB2 covalent inhibitors were used to establish and validate the computational protocol. Structural parameters and ligand dynamics are in excellent agreement with the ligand-bound OTUB2 crystal structures. For SARS-CoV-2 PLpro, recent covalent peptidomimetic inhibitors were simulated and reveal that the ligand-protein interaction is very dynamic. The covalent and non-covalent docking plus subsequent MD refinement of known SARS-CoV inhibitors into DUBs and the SARS-CoV-2 PLpro point out a possible approach to target the PLpro cysteine protease from SARS-CoV-2. The results show that such an approach gives insight into ligand-protein interactions, their dynamic character, and indicates a path for selective ligand design.

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38

Wu, Xin, Xuan-Xuan Chen, Miao Zhang, Zhao Li, Philip A. Gale, and Yun-Bao Jiang. "Self-assembly of a “double dynamic covalent” amphiphile featuring a glucose-responsive imine bond." Chemical Communications 52, no. 43 (2016): 6981–84. http://dx.doi.org/10.1039/c6cc03167f.

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Del Mauro, Arico, Zoran Kokan, and Vladimír Šindelář. "Dynamic [1]rotaxanes via a reversible covalent bond and host–guest anion recognition." Chemical Communications 58, no. 23 (2022): 3815–18. http://dx.doi.org/10.1039/d2cc00779g.

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40

Jiang, Jianliang, Junxue Zhai, Yiqun Zhang, and Yakai Feng. "Biomimetic Engineering Preparation of High Mechanical and Flame Retardant Elastomers by Introducing Sacrificial Bonds in Covalently Cross-Linked Chloroprene Rubber." Polymers 15, no. 16 (August 10, 2023): 3367. http://dx.doi.org/10.3390/polym15163367.

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Designing and preparing chloroprene rubber (CR) with robust mechanical and excellent flame retardancy performance are challenging. In this work, a biomimetic design for high mechanical and flame-retardant CR by synchronous introducing of sacrificial bond (disulfide) crosslinked networks into the chemically crosslinked network is developed based on two new types of vulcanization reactions. Under the catalysis of Mg(OH)2, the dynamic bond cross-linked network is formed by the reaction between the amino group of cystamine dihydrochloride (CA) and the allylic chlorine group of CR, while the covalently crosslinked network is synchronously formed by two types of nucleophilic substitution reactions in series between Mg(OH)2 and CR. The disulfide bonds serve as sacrificial bonds that preferentially rupture prior to the covalent network, dissipating energy and facilitating rubber chain orientation, so a CA-0.5 sample (CR/CA(0.5 wt%)/Mg(OH)2 (10 wt%) with dual crosslinked networks exhibits excellent mechanical performance, and the tensile strength and elongation at the break of CA-0.5 are 1.41 times and 1.17 times greater than those of the CR-0 sample with covalently crosslinked networks, respectively. Moreover, the addition of Mg(OH)2 significantly improves the flame retardancy of CR.

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Yang, Wengang, Mengqi Wu, Ting Xu, and Mingxiao Deng. "Recent Progress in the Field of Intrinsic Self-Healing Elastomers." Polymers 15, no. 23 (December 1, 2023): 4596. http://dx.doi.org/10.3390/polym15234596.

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Self-healing elastomers refer to a class of synthetic polymers that possess the unique ability to autonomously repair from internal and external damages. In recent years, significant progress has been made in the field of self-healing elastomers. In particular, intrinsic self-healing elastomers have garnered a great deal of attention. This mini-review outlines recent advancements in the mechanisms, preparation methods, and properties of various intrinsic self-healing elastomers based on non-covalent bond systems, reversible covalent bond systems, and multiple dynamic bond composite systems. We hope that this review will prove valuable to researchers in order to facilitate the development of novel strategies and technologies for preparing high-performance self-healing elastomers for advanced applications.

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42

Liu, Fei, Dmytro I. Danylchuk, Bohdan Andreiuk, and Andrey S. Klymchenko. "Dynamic covalent chemistry in live cells for organelle targeting and enhanced photodynamic action." Chemical Science 13, no. 13 (2022): 3652–60. http://dx.doi.org/10.1039/d1sc04770a.

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We introduce a concept of dynamic covalent targeting of organelles, where a dye/drug molecule is conjugated with its targeting ligand inside live cells by a reversible hydrazone bond, revealing organelle-dependent photodynamic action.

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43

Matsumoto, Toshihiko. "Highly Efficient One-Pot Synthesis of Hexakis(m-phenyleneimine) Macrocyle Cm6 and the Thermostimulated Self-Healing Property through Dynamic Covalent Chemistry." Polymers 15, no. 17 (August 25, 2023): 3542. http://dx.doi.org/10.3390/polym15173542.

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Highly efficient one-pot synthesis of hexakis(m-phenyleneimine) macrocycle Cm6 from acetalprotected AB-type monomer, m-aminobenzaldehyde diethylacetal, was successfully achieved based on imine dynamic covalent chemistry and precipitation-driven cyclization. The structure of Cm6 in the solid state was determined using CP/MAS NMR, X-ray single crystallographic analysis, and WAXD. Macrocycle Cm6 is composed of six phenylene and imine bonds facing the same direction, with nitrogen atoms arranged on the outside of the ring, and has a chair conformation, as predicted from DFT calculation. The macrocycle forms π-stacked columnar aggregates and hexagonally closest-packed structure. The cyclization process was investigated using MALDI-TOF MS and NMR. A mechanism of precipitation-driven cyclization based on imine dynamic covalent chemistry and π-stacked columnar aggregation is proposed. Both the nature of imine linkage and the shape anisotropy of the macrocycle played an important role in the single one-pot synthesis. The water-mediated mutual conversion between macrocycle Cm6 and linear oligomers driven by thermal stimulation was analyzed using MALDI-TOF MS and GPC methods. Macrocycle Cm6 with a dynamic covalent imine bond exhibited self-healing properties when stimulated using heat.

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van Maarseveen, Jan H., Milo D. Cornelissen, and Simone Pilon. "Covalently Templated Syntheses of Mechanically Interlocked Molecules." Synthesis 53, no. 24 (October 8, 2021): 4527–48. http://dx.doi.org/10.1055/a-1665-4650.

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AbstractMechanically interlocked molecules (MiMs), such as catenanes and rotaxanes, exhibit unique properties due to the mechanical bond which unites their components. The translational and rotational freedom present in these compounds may be harnessed to create stimuli-responsive MiMs, which find potential application as artificial molecular machines. Mechanically interlocked structures such as lasso peptides have also been found in nature, making MiMs promising albeit elusive targets for drug discovery. Although the first syntheses of MiMs were based on covalent strategies, approaches based on non-covalent interactions rose to prominence thereafter and have remained dominant. Non-covalent strategies are generally short and efficient, but do require particular structural motifs which are difficult to alter. In a covalent approach, MiMs can be more easily modified while the components may have increased rotational and translational freedom. Both approaches have complementary merits and combining the unmatched efficiency of non-covalent approaches with the scope of covalent syntheses may open up vast opportunities. In this review, recent covalently templated syntheses of MiMs are discussed to show their complementarity and anticipate future developments in this field.1 Introduction2 Tetrahedral Templates2.1 A Carbonate Template for Non-Rusty Catenanes2.2 All-Benzene Catenanes on a Silicon Template2.3 Backfolding from Quaternary Carbon3 Planar Templates3.1 Rotaxanes Constructed in a Ring3.2 Hydrindacene as a Dynamic Covalent Template3.3 Templating on Tri- and Tetrasubstituted Benzenes4 Conclusion

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Chen, Hong-Yu, Meng Gou, and Jiao-Bing Wang. "De novo endo-functionalized organic cages as cooperative multi-hydrogen-bond-donating catalysts." Chemical Communications 53, no. 25 (2017): 3524–26. http://dx.doi.org/10.1039/c7cc00938k.

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Two endo-functionalized organic cages as oxyanion hole mimics were achieved via dynamic covalent chemistry, which exhibit good size selectivity, catalytic activity and broad substrate scopes for Friedel–Crafts reactions.

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46

Sattar, Fazli, Zelin Feng, Hanxun Zou, Hebo Ye, Yi Zhang, and Lei You. "Dynamic covalent bond constrained ureas for multimode fluorescence switching, thermally induced emission, and chemical signaling cascades." Organic Chemistry Frontiers 8, no. 14 (2021): 3760–69. http://dx.doi.org/10.1039/d1qo00500f.

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Podgórski, Maciej, Nathan Spurgin, Sudheendran Mavila, and Christopher N. Bowman. "Correction: Mixed mechanisms of bond exchange in covalent adaptable networks: monitoring the contribution of reversible exchange and reversible addition in thiol–succinic anhydride dynamic networks." Polymer Chemistry 11, no. 38 (2020): 6229. http://dx.doi.org/10.1039/d0py90146f.

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Correction for ‘Mixed mechanisms of bond exchange in covalent adaptable networks: monitoring the contribution of reversible exchange and reversible addition in thiol–succinic anhydride dynamic networks’ by Maciej Podgórski et al., Polym. Chem., 2020, 11, 5365–5376, DOI: 10.1039/D0PY00091D.

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Harding, Stephen. "H-bonds and DNA." Biochemist 41, no. 4 (August 1, 2019): 38–41. http://dx.doi.org/10.1042/bio04104038.

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Hydrogen bonds or ‘H-bonds’ are polar, non-covalent bonds or interactions between a hydrogen atom (H) attached to a more electronegative atom, such as oxygen (O) or nitrogen (N), which partially pulls the electron cloud away from the H, leaving it electropositive—with another electronegative atom, such as O or N from a different molecule or from a different part of the same molecule. H-bond interactions play a huge role in the biochemistry of living processes, and in the structures and interactions of biological molecules, with each other and with different molecules including water. Nature's natural solvent, water, is itself a dynamic H-bonded polar structure, which strongly affects solubility and, as (dynamic) water of hydration, interactions between molecules. Compared with covalent and ionic bonds, H-bonds are individually much weaker (<20 kJ/mol), which make them ideal for molecular recognition phenomena. When many H-bonds come together they can form strong insoluble structures such as cellulose and the impermeable derivative of cellulose known as chitin, or helical structures with intra-chain stabilizing H-bonds such as the α-helix. Perhaps the most important H-bonded structure of them all is DNA.

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Kang, Xin, Wanli Kang, Hongbin Yang, Xiaoyu Hou, Tongyu Zhu, Pengxiang Wang, Menglan Li, Haizhuang Jiang, and Min Zhang. "pH-Responsive aggregates transition from spherical micelles to WLMs induced by hydrotropes based on the dynamic imine bond." Soft Matter 16, no. 42 (2020): 9705–11. http://dx.doi.org/10.1039/d0sm01413c.

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Li, Xiangyu, and Tongfei Wu. "Rheological and mechanical properties of dynamic covalent polymers based on imine bond." Journal of Applied Polymer Science 138, no. 37 (May 2021): 50953. http://dx.doi.org/10.1002/app.50953.

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