Adaptable to Mechanically Stable Hydrogels Based on the Dynamic Covalent Cross-Linking of Thiol-Aldehyde Addition

Hua, Yujie; Ye, Gan; Zhang, Yiqing; Ouyang, Bo; Tu, Bing; Zhang, Chengmin; Zhong, Xuepeng; Yang, Yi; Lin, Qiuning; Zhou, Qiang; Zhu, Linyong

doi:10.1021/acsmacrolett.9b00020

Cited by 38 publications

(27 citation statements)

References 29 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Other synthetic and natural polymers have been modified with dynamic imine and thiol–aldehyde crosslinks and supplemented with bioactive compounds, offering a variety of approaches to adaptable in vivo scaffolds for osteochondral defect repair and regeneration. Multiple recent studies using imine‐linked injectable gels have illustrated their ability to generate capillaries in vivo from encapsulated vascular endothelial cells or their progenitors; such hydrogel‐mediated neovasculature was sufficient to rescue circulation in murine models of limb ischemia 99. As a final consideration, CAN‐based hydrogels are optimal hemostatic tissue adhesives for their dynamic network stability, self‐healing characteristics, and potential linking chemistries involving physiologically relevant moieties.…”

Section: Enabling Features and Emerging Applications Of Cansmentioning

confidence: 99%

Toward Stimuli‐Responsive Dynamic Thermosets through Continuous Development and Improvements in Covalent Adaptable Networks (CANs)

et al. 2020

View full text Add to dashboard Cite

Covalent adaptable networks (CANs), unlike typical thermosets or other covalently crosslinked networks, possess a unique, often dormant ability to activate one or more forms of stimuli‐responsive, dynamic covalent chemistries as a means to transition their behavior from that of a viscoelastic solid to a material with fluid‐like plastic flow. Upon application of a stimulus, such as light or other irradiation, temperature, or even a distinct chemical signal, the CAN responds by transforming to a state of temporal plasticity through activation of either reversible addition or reversible bond exchange, either of which allows the material to essentially re‐equilibrate to an altered set of conditions that are distinct from those in which the original covalently crosslinked network is formed, often simultaneously enabling a new and distinct shape, function, and characteristics. As such, CANs span the divide between thermosets and thermoplastics, thus offering unprecedented possibilities for innovation in polymer and materials science. Without attempting to comprehensively review the literature, recent developments in CANs are discussed here with an emphasis on the most effective dynamic chemistries that render these materials to be stimuli responsive, enabling features that make CANs more broadly applicable.

show abstract

Section: Enabling Features and Emerging Applications Of Cansmentioning

confidence: 99%

Toward Stimuli‐Responsive Dynamic Thermosets through Continuous Development and Improvements in Covalent Adaptable Networks (CANs)

et al. 2020

View full text Add to dashboard Cite

show abstract

“…A typical thiol-aldehyde Michael addition can take place between aldehyde group of ALG-CHO and thiol groups of HA-SH to form the hydrogel network 47 . In addition, DPCA@PDA can react with a thiolated polymer chain through a thiol-benzoquinone Michael Addition reaction.…”

Section: Resultsmentioning

confidence: 99%

An MMP-degradable and conductive hydrogel to stabilize HIF-1α for recovering cardiac functions

Wei¹,

Chen²,

Xie³

et al. 2022

Theranostics

View full text Add to dashboard Cite

Rationale: Although a few injectable hydrogels have shown a reliable biosafety and a moderate promise in treating myocardial infarction (MI), the updated hydrogel systems with an on-demand biodegradation and multi-biofunctions to deliver therapeutic drug would achieve more prominent efficacy in the future applications. In this report, a conductive and injectable hydrogel crosslinked by matrix metalloproteinase-sensitive peptides (MMP-SP) was rationally constructed to stabilize hypoxia-inducible factor-1α (HIF-1α) to recover heart functions after MI. Methods: Firstly, tetraaniline (TA) was incorporated into partially oxidized alginate (ALG-CHO) to endow the hydrogels with conductivity. The 1,4-dihydrophenonthrolin-4-one-3-carboxylic acid (DPCA) nanodrug was manufactured with high drug loading capacity and decorated with polymerized dopamine (PDA) to achieve a stable release of the drug. Both ALG-CHO and DPCA@PDA can be cross-linked by thiolated hyaluronic acid (HA-SH) and thiolated MMP-SP to construct a MMP-degradable and conductive hydrogel. After administration in the infarcted heart of rats, echocardiographic assessments, histological evaluation, and RT-PCR were used to evaluate therapeutic effects of hydrogels. Results: The cell viability and the results of subcutaneous implantation verify a good cytocompatibility and biocompatibility of the resulting hydrogels. The hydrogel shows remarkable strength in decreasing the expression of inflammatory factors, maintaining a high level of HIF-1α to promote the vascularization, and promoting the expression of junctional protein connexin 43. Meanwhile, the multifunctional hydrogels greatly reduce the infarcted area (by 33.8%) and improve cardiac functions dramatically with ejection fraction (EF) and fractional shortening (FS) being increased by 31.3% and 19.0%, respectively. Conclusion: The as-prepared hydrogels in this report achieve a favorable therapeutic effect, offering a promising therapeutic strategy for treating heart injury.

show abstract

“…[58] As shown in Figure 6a, they can also couple with a thiol to form hemithioacetal. [59,60] Despite their mild bonding condition and rapid reaction, aldehyde chemistry-based adhesives commonly demonstrated a weak interfacial toughness. The bond formations are pH-dependent, and the strong bonding lies in a weakly acidic pH.…”

Section: In Situ Schiff's Base/michael Addition Reactionsmentioning

confidence: 99%

Recent Advances on Designs and Applications of Hydrogel Adhesives

Liu

Wang

et al. 2021

Adv Materials Inter

View full text Add to dashboard Cite

extracellular matrix properties, gives them popularity in applications ranging from drug delivery, [4,5] wound dressing, [6][7][8] and tissue repair. [9,10] Various hydrogels with extraordinary properties have been reported, like tough, [11] stimuliresponse, [12] and optical variable hydrogels. [13] For example, the combination of covalently and ionically cross-linked networks endows hydrogel's excellent mechanical properties, achieving a value of 9000 J m −2 , which is comparable to natural rubber (10 000 J m −2 ). [11] Moreover, hydrogels with "self-growing" property [14] can stand duplicated stretch without ruption but gain a gradual increase in stress instead. However, in contrast to the bulk hydrogel, existing hydrogel adhesives are far from the desired properties. [15] The adhesion energy of commercial adhesives is usually ≈10 J m −2 compared to that of cartilage, composing a robust matrix of 1000 J m −2 and the adhesive layer of 800 J m −2 , respectively. [16] It is worth noting that medical and clinic adhesives should effectively prevent blood loss, gas, and tissue fluids leakage or exposure to the infectious environment or digestive fluids. [17] Thus, adhesion failure ought to result in negative therapy. Adhesion conductive hydrogels are also required to get skinlevel sensitive sensors since any interfacial vacant space will give rise to inaccurate signals. [18,19] As a result, sensors with high resolution and excellent accuracy can not be obtained under such circumstances due to "dead" regions. [20] Therefore, tough interactions between hydrogels matrix and diverse substrate, especially for wet tissues, are vital but challenging issues. [15] Of particularly significant and ideal properties for tough adhesives under stretching, dissipative energy within hydrogel matrix and interactive energy between interfaces is desired to prevent macroscopic movement. [21] By enhancing interfacial interactions via surface chemical modification, surface structuralizing, physical interlocks, or combining the principles mentioned above, a series of adhesive patches or tough adhesives with injectable, tunable curing time, degradable properties have been obtained.Numerous synthetic or natural materials, diverse design strategies, various methods, and many potential applications have emerged. In this review, as shown in Figure 1, we will summarize the state-of-art hydrogel adhesives spanning from design principles, including physical and chemical interactions In virtue of extracellular features, hydrogels have been used in various areas such as tissue repair, artificial skins, and biological electronics, etc. Intact contact of tough hydrogels to targeted surfaces is usually required to avoid blood or body fluids leakage or inaccurate signals of sensors. The collaboration of high interactive energy between interfaces and high fracture toughness of the constituent hydrogels can effectively prevent relatively macroscopic motions of adhesives from substrates under deformation. Nevertheless, variations in surface microenvironment...

show abstract

Adaptable to Mechanically Stable Hydrogels Based on the Dynamic Covalent Cross-Linking of Thiol-Aldehyde Addition

Cited by 38 publications

References 29 publications

Toward Stimuli‐Responsive Dynamic Thermosets through Continuous Development and Improvements in Covalent Adaptable Networks (CANs)

Toward Stimuli‐Responsive Dynamic Thermosets through Continuous Development and Improvements in Covalent Adaptable Networks (CANs)

An MMP-degradable and conductive hydrogel to stabilize HIF-1α for recovering cardiac functions

Recent Advances on Designs and Applications of Hydrogel Adhesives

Contact Info

Product

Resources

About