Construction of pyridinium/N-chloramine polysiloxane on cellulose for synergistic biocidal application

被引:22
作者
Chen, Yong [1 ]
Ma, Yijia [1 ]
He, Qingkun [2 ]
Han, Qiuxia [3 ]
Zhang, Qiang [2 ]
Chen, Qi [1 ]
机构
[1] Shandong Univ Sci & Technol, Coll Chem & Environm Engn, Dept Appl Chem, Qingdao 266590, Shandong, Peoples R China
[2] Shandong Univ Sci & Technol, Sch Mat Sci & Engn, Analyt & Testing Ctr, Qingdao 266590, Shandong, Peoples R China
[3] Shandong Univ Sci & Technol, Coll Chem & Environm Engn, Dept Biol Engn, Qingdao 266590, Shandong, Peoples R China
关键词
Pyridinium; N-chloramine; Synergism; Cellulose; Biocidal application; HALAMINE POLYMERIC BIOCIDES; N-HALAMINE; ANTIBACTERIAL CELLULOSE; HIGH-EFFICACY; COTTON; NANOCOMPOSITES; MEMBRANE; SURFACE; OXIDE; POLYPROPYLENE;
D O I
10.1007/s10570-019-02437-6
中图分类号
TB3 [工程材料学]; TS [轻工业、手工业、生活服务业];
学科分类号
0805 ; 080502 ; 0822 ;
摘要
Cotton cellulose was modified with polysiloxane with dual antimicrobial groups of pyridinium and N-chloramine (N-Cl) to endorse enhanced synergistic biocidal ability. A new compound, 4-oxo-N-(pyridin-4-yl)pentanamide (OPPA), that contains precursors of both pyridinium and N-chloramine was synthesized via amidation of 4-oxopentanoic acid and 4-aminopyridine. The molecules of OPPA were connected to cotton cellulose using poly(methylhydrosiloxane) (PMHS) as linker through hydrosilylation reaction between some Si-H groups of PMHS and hydroxyl groups of cellulose and some other Si-H groups and ketone carbonyl groups of OPPA. The OPPA on cellulose was transformed into its biocidal counterpart after quaternization of the pyridine to pyridinium and chlorination of the amide N-H to N-chloramine. The synthetic procedures and modification results were characterized with Fourier-transform infrared spectroscopy, scanning electron microscopy (SEM), and X-ray photoelectron spectroscopy. The pyridinium/N-chloramine polysiloxane layer on cellulose was estimated to be 77nm by weight and provided powerful and synergistic antibacterial capacities against model species of Escherichia coli and Staphylococcus aureus. The stability of the polysiloxane modifier layer and the rechargeability of lost chlorine were promising under repeated washing, long-term storage, and UV irradiation. The presented pyridinium/N-chloramine polysiloxane layer showed advantages over many of the current systems containing either cationic salt or N-chloramine due to the synergism. [GRAPHICS] .
引用
收藏
页码:5033 / 5049
页数:17
相关论文
共 85 条
[11]   Surface-oriented fluorinated pyridinium silicone with enhanced antibacterial activity on cotton via supercritical impregnation [J].
Chen, Yong ;
Zhang, Qiang ;
Ma, Yijia ;
Han, Qiuxia .
CELLULOSE, 2018, 25 (02) :1499-1511
[12]   Interpenetration of Polyethylene Terephthalate with Biocidal Quaternary Ammonium/N-Chloramine Polysiloxane in Supercritical CO2 [J].
Chen, Yong ;
Yu, Panwei ;
Ren, Guoyuan ;
Zhang, Qiang ;
Han, Qiuxia ;
Teng, Hongni .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2017, 56 (34) :9560-9568
[13]   Synthesis of polysiloxane with quaternized N-halamine moieties for antibacterial coating of polypropylene via supercritical impregnation technique [J].
Chen, Yong ;
Yu, Panwei ;
Feng, Chunyan ;
Wang, Yuyu ;
Han, Qiuxia ;
Zhang, Qiang .
APPLIED SURFACE SCIENCE, 2017, 419 :683-691
[14]   Synthesis of polysiloxane with 5,5-dimethylhydantoin-based N-halamine pendants for biocidal functionalization of polyethylene by supercritical impregnation [J].
Chen, Yong ;
Zhang, Qiang ;
Han, Qiuxia ;
Mi, Yazhen ;
Sun, Shuwei ;
Feng, Chunyan ;
Xiao, Han ;
Yu, Panwei ;
Yang, Cuiying .
JOURNAL OF APPLIED POLYMER SCIENCE, 2017, 134 (17)
[15]   Synthesis of pyridinium polysiloxane for antibacterial coating in supercritical carbon dioxide [J].
Chen, Yong ;
Han, Qiuxia ;
Wang, Yali ;
Zhang, Qiang ;
Qiao, Xuxu .
JOURNAL OF APPLIED POLYMER SCIENCE, 2015, 132 (13)
[16]   Durable antimicrobial finishing of cellulose with QSA silicone by supercritical adsorption [J].
Chen, Yong ;
Niu, Mengqi ;
Yuan, Shu ;
Teng, Hongni .
APPLIED SURFACE SCIENCE, 2013, 264 :171-175
[17]   Synthesis of CO2-Philic Polysiloxane with N-Halamine Side Groups for Biocidal Coating on Cotton [J].
Chen, Yong ;
Zhong, Xu-shi ;
Zhang, Qiang .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2012, 51 (27) :9260-9265
[18]   Functionalizing ps microspheres by supercritical deposition of P(S-b-tBA) for diverse interfacial properties exemplified with biocidal ability [J].
Chen, Yong ;
Teng, Hong-ni .
CHINESE JOURNAL OF POLYMER SCIENCE, 2012, 30 (03) :451-459
[19]   Antimicrobial activity of hydrophobic cotton coated with N-halamine [J].
Cheng, Xiaoli ;
Li, Rong ;
Du, Jinmei ;
Sheng, Junfeng ;
Ma, Kaikai ;
Ren, Xuehong ;
Huang, Tung-Shi .
POLYMERS FOR ADVANCED TECHNOLOGIES, 2015, 26 (01) :99-103
[20]   Thermoplastic polyurethane-carbon black nanocomposite coating: Fabrication and solid particle erosion resistance [J].
Dong, Mengyao ;
Li, Qiang ;
Liu, Hu ;
Liu, Chuntai ;
Wujcik, Evan K. ;
Shao, Qian ;
Ding, Tao ;
Mai, Xianmin ;
Shen, Changyu ;
Guo, Zhanhu .
POLYMER, 2018, 158 :381-390