Weak Hydrogen Bonds Lead to Self-Healable and Bioadhesive Hybrid Polymeric Hydrogels with Mineralization-Active Functions

Teng, Lijing; Chen, Yunhua; Jin, Min; Jia, Yong‐Guang; Wang, Yingjun; Li, Ren

doi:10.1021/acs.biomac.7b01688

Cited by 52 publications

(55 citation statements)

References 54 publications

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“…Similarly, catechols form strong complexes with boronic acid, and self‐healing adhesive exploiting catechol–boronate complexation has also been reported . Bioadhesives that rely on extensive hydrogen bond formation between ureidopyrimidinone (UPy) functional groups or oligo(ethylene glycol) methacrylate (OEGMA) and methacrylic acid (MAA) have also been utilized to create self‐healing adhesives that exhibited adhesion to tissue substrates. Host–guest interaction between cyclodextrin (CD) and hydrophobic compounds has been utilized to design self‐healing hydrogels .…”

Section: Multifunctional Biomedical Adhesivesmentioning

confidence: 99%

Multifunctional Biomedical Adhesives

Pinnaratip

Bhuiyan

Meyers

et al. 2019

Adv Healthcare Materials

143

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Currently available biomedical adhesives are mainly engineered to have one function (i.e., providing mechanical support for the repaired tissue). To improve the performance of existing bioadhesives and broaden their applications in medicine, numerous multifunctional bioadhesives are reported in the literature. These adhesives can be categorized as passive or active by design. Passive multifunctional bioadhesives contain inherent compositions and structural designs that can carry out additional functions without added external influences. These adhesives exhibit new functionalities such as antimicrobial properties, self‐healing abilities, the ability to promote cellular ingrowth, and the ability to be reshaped. Conversely, active multifunctional bioadhesives respond to environmental changes (e.g., pH, temperature, electricity, light, and biomolecule concentration), which initiate a change in the adhesive to release encapsulated drugs or to activate or deactivate the bioadhesive for interfacial binding. This review article highlights recent advances in multifunctional bioadhesives.

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Section: Multifunctional Biomedical Adhesivesmentioning

confidence: 99%

Multifunctional Biomedical Adhesives

Pinnaratip

Bhuiyan

Meyers

et al. 2019

Adv Healthcare Materials

143

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“…[ 8 ] The copolyacrylate is widely used in self‐healing studies due to its high tunability of structure and the diversity of commercially available monomers. The copolyacrylates can exhibit self‐healing behavior via dynamic non‐covalent bonding such as hydrogen bonding, [ 9–13 ] metal‐ligand, [ 14,15 ] host‐guest, [ 16,17 ] electrostatic interaction, [ 18 ] and van der Waals forces. [ 19,20 ] They also can heal by dynamic covalent linkages such as trithiocarbonate, [ 21 ] boronic ester, [ 22 ] and disulfide.…”

Section: Introductionmentioning

confidence: 99%

Thermal Healing of Copolyacrylate Elastomer Based on Catalyst‐Free Transketalization

Zhao

Peng

Jian

et al. 2021

Macro Chemistry & Physics

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Copolyacrylate can heal via dynamic covalent bonds when it is exposed to external stimuli, such as pH value, ionic strength, humidity, and light, but the incorporation of dynamic covalent bonds will result in a decrease in the thermal stability of materials. It is still a great challenge to design a healable copolyacrylate with high thermal stability. The transketalization is confirmed by the reaction of model compounds including acetophenone glycerol ketal (AGK) and ethylene glycol (EG) in the absence of catalyst. The copolyacrylate elastomers are prepared by copolymerization of methyl methacrylate (MMA), butyl acrylate (BA), 2,3‐dihydroxypropyl methacrylate (DHPMA), and ketal‐containing diacrylate as a cross‐linking agent. The results show that the ketal‐containing copolyacrylate (KCPA) can achieve a 96% of healing efficiency at 120 °C, meanwhile, it has high thermal stability. The healing of copolyacrylate elastomers originates from the transketalization between ketal and o‐dihydroxyl groups, which is confirmed by comparison with those of the ketal‐free control samples. The study will expand the scope of self‐healing polymers based on dynamic covalent bonds.

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“…The transmittance of elastomer will be significantly reduced after damage, while the self‐healing of transparent elastomer can improve its application performance and service life. The self‐healing effect derived from dynamic non‐covalent interactions, such as hydrogen bonding, electrostatic, dipole–dipole, host–guest, intermolecular interactions, and so on, can be applied to the transparent elastomer. The copolyacrylate is still an elastomer after the incorporation of the third or more monomer units, which will provide the mobility of molecular chain and contribute to intermolecular interactions, promoting self‐healing, but will decrease the mechanical strength of copolyacrylate.…”

Section: Introductionmentioning

confidence: 99%

Robust, Transparent, Thermally Healable Copolyacrylate Elastomer: The Effect of β‐Hydroxyethyl Acrylate on its Properties

Zhao

Chen

Dai

et al. 2019

Macro Chemistry & Physics

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as the hard segment phase. Montana et al. [14] discovered that the block copolymer PMMA-PBA-PMMA could toughen PMMA up to an elongation at break about 17.5%, but decrease its tensile strength. It can be seen from the above-mentioned literatures that the toughness of PMMA can be greatly improved by introducing inorganic nanofillers, polymers with lower T g , or copolymerization units. However, the methods can cause relatively low strength of polyacrylate, and reduce its transparency at visible light deriving from the presence of phase separation structure. The incorporation of the third or more monomer units into binary polyacrylate can increase the compatibility of original polymers, that is, a narrower T g gap between the soft and hard phases, [16] thereby changing the phase separation structure. [17,18] The particle-brush and star polymers with the core-shell structure are prepared by atom transfer radical polymerization of BA with styrene and acrylonitrile, and then blended with PMMA. [19] The toughness of the blend prepared is better than PMMA, and its transparency is close to that of PMMA. The polymer films prepared by methyl methacrylate, butyl methacrylate, and glycidyl methacrylate exhibit different T g s with the increase of glycidyl methacrylate content, so the phase separation structure was modified and the latex film cast on the glass plate was transparent. [20] It can be seen that the copolyacrylate is still an elastomer and has good visible-light transmittance after the incorporation of the third or more monomer units.The transmittance of elastomer will be significantly reduced after damage, while the self-healing of transparent elastomer can improve its application performance and service life. The self-healing effect derived from dynamic non-covalent interactions, such as hydrogen bonding, [21][22][23] electrostatic, [7] dipoledipole, [3] host-guest, [24,25] intermolecular interactions, [26,27] and so on, can be applied to the transparent elastomer. The copolyacrylate is still an elastomer after the incorporation of the third or more monomer units, which will provide the mobility of molecular chain and contribute to intermolecular interactions, promoting self-healing, but will decrease the mechanical strength of copolyacrylate. So the healing of transparent copolyacrylate elastomer remains to be further studied. [28,29] The copolymerization of BA and MMA can improve the toughness of PMMA, but its transparency is reduced by the phase separation behavior. The glass transition temperature of HEA homopolymer is between those of PMMA and PBA. HEA will be incorporated into the copolymerization system as a third Transparent ElastomersThe contradiction between mechanical properties, transparency, and healing effects for polyacrylate elastomers is not solved yet. The copolyacrylate elastomers are prepared based on the bulk copolymerization with methyl methacrylate (MMA) and butyl acrylate (BA), incorporating the β-hydroxyethyl acrylate (HEA) monomer. Compared with PMMA-co-PBA, with the incorporation of HEA...

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Weak Hydrogen Bonds Lead to Self-Healable and Bioadhesive Hybrid Polymeric Hydrogels with Mineralization-Active Functions

Cited by 52 publications

References 54 publications

Multifunctional Biomedical Adhesives

Multifunctional Biomedical Adhesives

Thermal Healing of Copolyacrylate Elastomer Based on Catalyst‐Free Transketalization

Robust, Transparent, Thermally Healable Copolyacrylate Elastomer: The Effect of β‐Hydroxyethyl Acrylate on its Properties

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