Fully degradable antibacterial poly(ester‐phosphoester)s by ring‐opening polymerization, “click” chemistry, and quaternization

Yao, Xuxia; Du, Hong; Xu, Nai; Sun, Shuai; Zhu, Weipu; Shen, Zhiquan

doi:10.1002/app.42647

Cited by 8 publications

(3 citation statements)

References 63 publications

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“…More specifically, the bacterial colony photos indicate that the [C8–C16][SIPA] species gave MBC values of 160, 20, 2.5, <0.625, and <0.625 µg mL ‐1 for S. aureus , and values of 1280, 160, 40, 10, and 5 µg mL ‐1 for E. coli , respectively. In accordance with a previous report, [ 15b,16 ] it was apparent that increasing the alkyl chain length positively affects the antibacterial activities of the QACs, wherein the optimal chain length to maximize the effects against S. aureus and E. coli is 14 or 16 carbon atoms.…”

Section: Resultssupporting

confidence: 91%

“…The strong antibacterial activities of quaternary ammonium salts (QACs) render them attractive candidates for the preparation of antibacterial PET. [ 15 ] However, the classical QACs suffer from low thermostabilities, and so their molecular structures would be destroyed during the recycling process. In an effort to address these limitations, improvements in the structural stabilities of QACs have been achieved by the incorporation of a diaromatic ring structure.…”

Section: Resultsmentioning

confidence: 99%

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Catalytic Amounts of an Antibacterial Monomer Enable the Upcycling of Poly(Ethylene Terephthalate) Waste

et al. 2023

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Poly(ethylene terephthalate) (PET) is an important polymer with an annual output second only to polyethylene. The development of PET recycling technologies is therefore necessary to not only eliminate the harm associated with white pollution and microplastics, but also to reduce carbon emissions. Antibacterial PET, one of the most high‐value advanced materials, has improved the ability to treat bacterial infections. However, current methods of manufacturing commercial antibacterial PET require blending with an excess of metal‐based antibacterial agents, which leads to biotoxicity and a nonpersistent antibacterial activity. In addition, high‐efficiency organic antibacterial agents have yet to be employed in antibacterial PET due to their poor thermal stabilities. Herein, a solid‐state reaction for the upcycling of PET waste using a novel hyperthermostable antibacterial monomer is described. This reaction is catalyzed by the residual catalyst present in the PET waste. It is found that a catalytic amount of the antibacterial monomer enabled the low‐cost upcycling of PET waste to produce high‐value recycled PET with a strong and persistent antibacterial activity, as well as similar thermal properties to the virgin PET. This work provides a feasible and economic strategy for the large‐scale upcycling of PET waste and exhibits potential for application in the polymer industry.

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Section: Resultssupporting

confidence: 91%

Section: Resultsmentioning

confidence: 99%

Catalytic Amounts of an Antibacterial Monomer Enable the Upcycling of Poly(Ethylene Terephthalate) Waste

et al. 2023

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“…However, the rapid release of these physically embedded antimicrobial therapeutics from hydrogels in vivo prevents them from long lasting usage. Recently, polycations with multiple cationic moieties either in the polymer backbone, or as side groups have attracted much attention due to their high and broad‐spectrum antimicrobial activities, as well as the potential as building block to fabricate antimicrobial materials . Utilizing polycation as backbone of hydrogel is a promising strategy to prepare hydrogels with long lasting antimicrobial activity .…”

Section: Introductionmentioning

confidence: 99%

Poly(hexamethylene guanidine)‐based hydrogels with long lasting antimicrobial activity and low toxicity

Zhang

Ying

Luo

et al. 2017

J. Polym. Sci. Part A: Polym. Chem.

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Long lasting antimicrobial activity and low toxicity are essentials for hydrogels in biomedicine. However, most reported hydrogels cannot combine these characteristics. In this work, poly (hexamethylene guanidine) hydrochloride (PHMG), a cheap cationic polymer with two terminal amino groups, was first modified with methacrylic anhydride to give PHMG dimethacrylamide (PHMGDMAAm), which was further used to prepare hydrogels with acrylamide (AAm) under ultraviolet irradiation in the presence of aketoglutaric acid (a-KGA) as photoinitiator in aqueous medium. The resultant hydrogels showed strong antibacterial activity against both Gram-negative and Gram-positive bacteria due to the PHMG segments in the hydrogel backbone. Moreover, the antimicrobial activity of the hydrogels did not decrease significantly after being soaked in water for one month and washed by water frequently for many times. Hemolysis and cytotoxicity assays demonstrated the excellent biocompatibility of the PHMG-PAAm hydrogels. This kind of low cost cationic hydrogels with long lasting antimicrobial activity and low toxicity is expected to have potential applications in biomedicine.

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Ionic and Coordination Ring‐Opening Polymerization

Penczek¹,

Biela²,

Cypryk³

et al. 2022

Macromolecular Engineering

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This article provides the up‐to‐date and comprehensive review (over 700 citations) of all the important subjects of the ring‐opening polymerization (ROP) methods of polymers syntheses. This is the method of synthesis of several important classes of polymers that cannot be prepared in a different way (e.g., polyethers). It also complements known methods of polycondensation and ROP often is the method of choice. ROP is particularly important in syntheses of the biodegradable polymers‐polylactide and poly(ε‐caprolactone), discussed in details. Applications of these polymers, as well as polysiloxanes in biomedical applications are irreplaceable in the modern medicine. Either as bulk polymers or as nano‐ and microspheres, described In this article separately. There are sections in the present version that were not presented in the previous editions. This is description of polyoxazolines, polymers with phosphorus atoms in the chains, as well as mentioned above polysiloxanes an microspheres. We introduced also section describing novel analytical methods, particularly useful in studies of polymers with various architectures (star shape, multibranched etc.). Besides the synthetic aspects of ROP, this article describes thermodynamics and kinetic features of the living/controlled polymerizations, particularly by activated monomer mechanism and importance of dormant polymers in precision syntheses of desired structures.

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Fully degradable antibacterial poly(ester‐phosphoester)s by ring‐opening polymerization, “click” chemistry, and quaternization

Cited by 8 publications

References 63 publications

Catalytic Amounts of an Antibacterial Monomer Enable the Upcycling of Poly(Ethylene Terephthalate) Waste

Catalytic Amounts of an Antibacterial Monomer Enable the Upcycling of Poly(Ethylene Terephthalate) Waste

Poly(hexamethylene guanidine)‐based hydrogels with long lasting antimicrobial activity and low toxicity

Ionic and Coordination Ring‐Opening Polymerization

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