Citation: Chao ZHOU, Cheng-Ju SHENG, Lin-Lin WEN. Preparation of Imidazolium Salt-based Poly(ionic liquids) Antibacterial Agent and Its Application in Hydrogel Dressing[J]. Chinese Journal of Applied Chemistry, ;2021, 38(1): 51-59. doi: 10.19894/j.issn.1000-0518.200214 shu

Preparation of Imidazolium Salt-based Poly(ionic liquids) Antibacterial Agent and Its Application in Hydrogel Dressing

Institute of Biomedical Engineering and Health Sciences, Changzhou University, Changzhou 213164, China

Corresponding author: Chao ZHOU, zhouchao@cczu.edu.cn
Received Date: 17 July 2020
Accepted Date: 22 October 2020

Fund Project: the Natural Science Foundation of the Jiangsu Higher Education Institutions of China 19KJD430001the Natural Science Foundation of Jiangsu Province BK20180963

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Skin wound infections seriously threaten the lives of patients. Although traditional antibacterial hydrogels containing biocides such as silver ions or small molecule antibiotics have a broad-spectrum bactericidal effect and are used as wound dressings, the biological toxicity of silver ions and drug resistance of small molecule antibiotics cannot meet the requirements of long-term clinical application. The imidazolium salt-based poly(ionic liquids) are novel polymer antibacterial agents that exhibit strong antibacterial property, owing to their strong positive charge effect and hydrophobic polymer segments. In this study, imidazolium salt-based poly(ionic liquids) contained furan functional groups as strong antibacterial agents were synthesized by Radziszewski reaction. Then, the imidazolium salt-based poly(ionic liquids) were compounded with hyaluronic acid/polyethylene glycol by Diels-Alder "click" reaction to prepare antibacterial hydrogels. The in vitro assays show that the antibacterial hydrogels containing imidazolium salt-based poly(ionic liquids) can quickly kill bacteria and also have low toxicity towards human skin fibroblasts. This kind of hydrogels can be applied in various biomedical fields.
- Antibacterial polymers,
- Poly(ionic liquids),
- "Click" reaction,
- Cytotoxicity,
- Hydrogel dressing
1. [1]
  TUNG N, HUYEN V, CHI S J A. Topical delivery of dexamethasone acetate from hydrogel containing nanostructured liquid carriers and the drug[J]. Arch Pharmacal Res, 2015,38(11):1999-2007. doi: 10.1007/s12272-015-0608-5
2. [2]
  HE M, WANG Q, SHI Z. Inflammation-responsive self-regulated drug release from ultrathin hydrogel coating[J]. Colloids Surf B, 2017,158:518-526. doi: 10.1016/j.colsurfb.2017.07.035
3. [3]
  HOFFMAN A S. Hydrogels for biomedical applications[J]. Adv Drug Delivery Rev, 2002,54(1):3-12. doi: 10.1016/S0169-409X(01)00239-3
4. [4]
  ZHAO X, LI P, GUO B. Antibacterial and conductive injectable hydrogels based on quaternized chitosan-graft-polyaniline/oxidized dextran for tissue engineering[J]. Acta Biomater, 2015,26:236-248. doi: 10.1016/j.actbio.2015.08.006
5. [5]
  HUANG W, WANG Y, HUANG Z. On-demand dissolvable self-healing hydrogel based on carboxymethyl chitosan and cellulose nanocrystal for deep partial thickness burn wound healing[J]. ACS Appl Mater Interfaces, 2018,10(48):41076-41088. doi: 10.1021/acsami.8b14526
6. [6]
  XU Q, ZHENG Z, WANG B. Zinc ion coordinated poly(ionic liquid) antimicrobial membranes for wound healing[J]. ACS Appl Mater Interfaces, 2017,9(17):14656-14664. doi: 10.1021/acsami.7b01677
7. [7]
  QIN J, GUO J, XU Q. Synthesis of pyrrolidinium-type poly(ionic liquid) membranes for antibacterial applications[J]. ACS Appl Mater Interfaces, 2017,9(12):11299-11306. doi: 10.1021/acsami.7b02471
8. [8]
  QIAN W, TEXTER J, YAN F. Frontiers in poly(ionic liquid)s: syntheses and applications[J]. Chem Soc Rev, 2017,46(4):1124-1159. doi: 10.1039/C6CS00620E
9. [9]
  SAXER S, MARESTIN C, MERCIER R. The multicomponent Debus-Radziszewski reaction in macromolecular chemistry[J]. Polym Chem, 2018,9(15):1927-1933. doi: 10.1039/C8PY00173A
10. [10]
  YU F, CAO X, LI Y. Diels-Alder crosslinked HA/PEG hydrogels with high elasticity and fatigue resistance for cell encapsulation and articular cartilage tissue repair[J]. Polym Chem, 2014,5(17):5116-5123. doi: 10.1039/C4PY00473F
11. [11]
  CRUZACUNA R, QUIROS M, HUANG S. PEG-4MAL hydrogels for human organoid generation, culture, and in vivo delivery[J]. Nat Protoc, 2018,13(9):2102-2119. doi: 10.1038/s41596-018-0036-3
12. [12]
  BADAWY M E I, LOTFY T M R, SHAWIR S M S. Facile synthesis and characterizations of antibacterial and antioxidant of chitosan monoterpene nanoparticles and their applications in preserving minced meat[J]. Int J Biol Macromol, 2020,156:127-136. doi: 10.1016/j.ijbiomac.2020.04.044
13. [13]
  COSTERTON J W, STEWART P S, GREENBERG E P. Bacterial biofilms: a common cause of persistent infections[J]. Science, 1999,284(5418):1318-1322. doi: 10.1126/science.284.5418.1318
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通讯作者: 陈斌, bchen63@163.com

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沈阳化工大学材料科学与工程学院沈阳 110142

Preparation of Imidazolium Salt-based Poly(ionic liquids) Antibacterial Agent and Its Application in Hydrogel Dressing

南开大学师唯/华北电力大学（保定）刘景维：二维配位聚合物中有序的亲锂冠醚位点用于无枝晶锂沉积

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通讯作者: 陈斌, bchen63@163.com