

FOLLOWUS
Suzhou Key Laboratory of Macromolecular Design and Precision Synthesis, Jiangsu Key Laboratory of Advanced Functional Polymer Design and Application, State and Local Joint Engineering Laboratory for Novel Functional Polymeric Materials, Department of Polymer Science and Engineering, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, China
chemzhujian@suda.edu.cn
Received:10 July 2021,
Revised:2021-8-13,
Accepted:16 August 2021,
Online First:04 November 2021,
Published:01 January 2022
Scan QR Code
Li, Y. Y.; Xing, D.; Pan, X. Q.; Zhu, J. Synthesis and antibacterial activity of selenium-functionalized poly(ε-caprolactone). Chinese J. Polym. Sci. 2022, 40, 67–74
Ying-Ying Li, Dong Xing, Xiang-Qiang Pan, et al. Synthesis and Antibacterial Activity of Selenium-functionalized Poly(
Li, Y. Y.; Xing, D.; Pan, X. Q.; Zhu, J. Synthesis and antibacterial activity of selenium-functionalized poly(ε-caprolactone). Chinese J. Polym. Sci. 2022, 40, 67–74 DOI: 10.1007/s10118-021-2638-4.
Ying-Ying Li, Dong Xing, Xiang-Qiang Pan, et al. Synthesis and Antibacterial Activity of Selenium-functionalized Poly(
A selenium-functionalized
ε
-caprolactone was synthesized by introducing a phenyl selenide group at the 7-position. A polymer was obtained through the ring-opening polymerization of this monomer in a base/thiourea binary organocatalytic system. A living polymerization process was achieved under mild conditions. The resulting polymers had a controlled molecular weight with a narrow molecular weight distributions and high end-group fidelity. Random copolymers could be obtained by copolymerizing this monomer with
ε
-caprolactone. The thermal degradation temperature of the obtained copolymers decreased with the increasing molar ratio of selenide functionalized monomer in copolymers
while the glass transition temperature increased. In addition
the phenyl selenide side group could be further modified to a polyselenonium salt
which resulted in a polymer with good antibacterial properties. The survival rate of
E. coli
and
S. aureus
was only 9% with a polymer concentration of 62.5 μg/mL.
Zhu, Y.; Romain, C.; Williams, C. K. . Sustainable polymers from renewable resources . Nature , 2016 . 540 354 - 362 . DOI: 10.1038/nature21001 http://doi.org/10.1038/nature21001 .
De-la-Torre, G. E.; Dioses-Salinas, D. C.; Pizarro-Ortega, C. I.; Santillán, L. . New plastic formations in the anthropocene . Sci. Total. Environ. , 2021 . 754 142216 DOI: 10.1016/j.scitotenv.2020.142216 http://doi.org/10.1016/j.scitotenv.2020.142216 .
Taghavi, N.; Udugama, I. A.; Zhuang, W. Q.; Baroutian, S. . Challenges in biodegradation of non-degradable thermoplastic waste: from environmental impact to operational readiness . Biotechnol. Adv. , 2021 . 49 107731 DOI: 10.1016/j.biotechadv.2021.107731 http://doi.org/10.1016/j.biotechadv.2021.107731 .
Martin, C. . Plastic world . Curr. Biol. , 2019 . 29 R950 - R953 . DOI: 10.1016/j.cub.2019.09.019 http://doi.org/10.1016/j.cub.2019.09.019 .
Zhang, Q.; Song, M.; Xu, Y.; Wang, W.; Wang, Z.; Zhang, L. . Bio-based polyesters: recent progress and future prospects . Prog. Polym. Sci. , 2021 . 120 101430 DOI: 10.1016/j.progpolymsci.2021.101430 http://doi.org/10.1016/j.progpolymsci.2021.101430 .
Hong, M.; Chen, E. Y. X. . Completely recyclable biopolymers with linear and cyclic topologies via ring-opening polymerization of γ -butyrolactone . Nat. Chem. , 2016 . 8 42 - 49 . DOI: 10.1038/nchem.2391 http://doi.org/10.1038/nchem.2391 .
Hong, M.; Chen, E. Y. . Towards truly sustainable polymers: a metal-free recyclable polyester from biorenewable non-strained γ -butyrolactone . Angew. Chem. Int. Ed. , 2016 . 55 4188 - 93 . DOI: 10.1002/anie.201601092 http://doi.org/10.1002/anie.201601092 .
Wang, X. J.; Hong, M. . Lewis-pair-mediated selective dimerization and polymerization of lignocellulose-based β -angelica lactone into biofuel and acrylic bioplastic . Angew. Chem. Int. Ed. , 2020 . 59 2664 - 2668 . DOI: 10.1002/anie.201913136 http://doi.org/10.1002/anie.201913136 .
Coralie Jehanno; Sardon, H. . Dynamic polymer network points the way to truly recyclable plastics . Nature , 2019 . 16 467 - 468 . DOI: 10.1038/d41586-019-01209-3 http://doi.org/10.1038/d41586-019-01209-3 .
Sardon, H.; Dove, A. P. . Plastics recycling with a difference . Science , 2018 . 360 380 - 381 . DOI: 10.1126/science.aat4997 http://doi.org/10.1126/science.aat4997 .
Zhao, N.; Ren, C.; Li, H.; Li, Y.; Liu, S.; Li, Z. . Selective ring-opening polymerization of non-strained γ -butyrolactone catalyzed by a cyclic trimeric phosphazene base . Angew. Chem. Int. Ed. , 2017 . 56 12987 - 12990 . DOI: 10.1002/anie.201707122 http://doi.org/10.1002/anie.201707122 .
Zarek, M.; Mansour, N.; Shapira, S.; Cohn, D. . 4D printing of shape memory-based personalized endoluminal medical devices . Macromol. Rapid Commun. , 2017 . 38 1600628 DOI: 10.1002/marc.201600628 http://doi.org/10.1002/marc.201600628 .
Qiu, H.; Yang, Z. N.; Ling, J. . Facile synthesis of functional poly( ε -caprolactone) via Janus polymerization . Chinese J. Polym. Sci. , 2019 . 37 858 - 865 . DOI: 10.1007/s10118-019-2242-z http://doi.org/10.1007/s10118-019-2242-z .
Xu, S.; Chang, P.; Zhao, B.; Adeel, M.; Zheng, S. . Formation of poly( ε -caprolactone) networks via supramolecular hydrogen bonding interactions . Chinese J. Polym. Sci. , 2019 . 37 197 - 207 . DOI: 10.1007/s10118-019-2199-y http://doi.org/10.1007/s10118-019-2199-y .
Liu, H.; Khononov, M.; Fridman, N.; Tamm, M.; Eisen, M. S. . (Benz)imidazolin-2-iminato aluminum, zinc, and magnesium complexes and their applications in ring opening polymerization of ε -caprolactone . Inorg. Chem. , 2019 . 58 13426 - 13439 . DOI: 10.1021/acs.inorgchem.9b02324 http://doi.org/10.1021/acs.inorgchem.9b02324 .
Liu, S.; Ren, C.; Zhao, N.; Shen, Y.; Li, Z. . Phosphazene bases as organocatalysts for ring-opening polymerization of cyclic esters . Macromol. Rapid Commun. , 2018 . 39 1800485 DOI: 10.1002/marc.201800485 http://doi.org/10.1002/marc.201800485 .
Zhao, N.; Ren, C.; Shen, Y.; Liu, S.; Li, Z. . Facile synthesis of aliphatic ω -pentadecalactone containing diblock copolyesters via sequential ROP with L-lactide, ε -caprolactone, and δ -valerolactone catalyzed by cyclic trimeric phosphazene base with inherent tribasic characteristics . Macromolecules , 2019 . 52 1083 - 1091 . DOI: 10.1021/acs.macromol.8b02690 http://doi.org/10.1021/acs.macromol.8b02690 .
Fastnacht, K. V.; Spink, S. S.; Dharmaratne, N. U.; Pothupitiya, J. U.; Datta, P. P.; Kiesewetter, E. T.; Kiesewetter, M. K. . Bis- and tris-urea H-bond donors for ring-opening polymerization: unprecedented activity and control from an organocatalyst . ACS Macro Lett. , 2016 . 5 982 - 986 . DOI: 10.1021/acsmacrolett.6b00527 http://doi.org/10.1021/acsmacrolett.6b00527 .
Ren, W. M.; Gao, H. J.; Yue, T. J. . Flexible gradient poly(ether-ester) from the copolymerization of epoxides and ε -caprolactone mediated by a hetero-bimetallic complex . Chinese J. Polym. Sci. , 2021 . 39 1013 - 1019 . DOI: 10.1007/s10118-021-2559-2 http://doi.org/10.1007/s10118-021-2559-2 .
Hu, Q.; Jie, S. Y.; Braunstein, P.; Li, B. G. . Ring-opening copolymerization of ε -caprolactone and δ -valerolactone catalyzed by a 2,6-bis(amino)phenol zinc complex . Chinese J. Polym. Sci. , 2020 . 38 240 - 247 . DOI: 10.1007/s10118-020-2347-4 http://doi.org/10.1007/s10118-020-2347-4 .
Hu, C. Y.; Duan, R. L.; Yang, J. W.; Dong, S. J.; Sun, Z. Q.; Pang, X.; Wang, X. H.; Chen, X. S. . Enolic Schiff base zinc amide complexes: highly active catalysts for ring-opening polymerization of lactide and ε -caprolactone . Chinese J. Polym. Sci. , 2018 . 36 1123 - 1128 . DOI: 10.1007/s10118-018-2129-4 http://doi.org/10.1007/s10118-018-2129-4 .
Dove, A. P. . Organic catalysis for ring-opening polymerization . ACS Macro Lett. , 2012 . 1 1409 - 1412 . DOI: 10.1021/mz3005956 http://doi.org/10.1021/mz3005956 .
Hao, J.; Granowski, P. C.; Stefan, M. C. . Zinc undecylenate catalyst for the ring-opening polymerization of caprolactone monomers . Macromol. Rapid Commun. , 2012 . 33 1294 - 1299 . DOI: 10.1002/marc.201200147 http://doi.org/10.1002/marc.201200147 .
Wang, J.; Tao, Y. . Synthesis of Sustainable polyesters via organocatalytic ring-opening polymerization of o -carboxyanhydrides: advances and perspectives . Macromol. Rapid Commun. , 2021 . 42 2000535 DOI: 10.1002/marc.202000535 http://doi.org/10.1002/marc.202000535 .
Olsén, P.; Odelius, K.; Albertsson, A. C. . Thermodynamic presynthetic considerations for ring-opening polymerization . Biomacromolecules , 2016 . 17 699 - 709 . DOI: 10.1021/acs.biomac.5b01698 http://doi.org/10.1021/acs.biomac.5b01698 .
Winkler, M.; Raupp, Y. S.; Köhl, L. A. M.; Wagner, H. E.; Meier, M. A. R. . Modified poly( ε -caprolactone)s: an efficient and renewable access via thia-michael addition and baeyer-villiger oxidation . Macromolecules , 2014 . 47 2842 - 2846 . DOI: 10.1021/ma500381n http://doi.org/10.1021/ma500381n .
Yu, L.; Zhang, M.; Du, F. S.; Li, Z. C. . ROS-responsive poly( ε -caprolactone) with pendent thioether and selenide motifs . Polym. Chem. , 2018 . 9 3762 - 3773 . DOI: 10.1039/C8PY00620B http://doi.org/10.1039/C8PY00620B .
Li, L. G.; Wang, Q. Y.; L, R.; Su, S.; Du, F. S.; Li, Z. C. . Synthesis of a ROS-responsive analogue of poly( ε -caprolactone) by the living ring-opening polymerization of 1,4-oxathiepan-7-one . Polym. Chem. , 2018 . 9 4574 - 4584 . DOI: 10.1039/C8PY00798E http://doi.org/10.1039/C8PY00798E .
Wu, J. A.; Ding, C.; Xing, D.; Zhang, Z.; Huang, X.; Zhu, X.; Pan, X.; Zhu, J. . The functionalization of poly( ε -caprolactone) as a versatile platform using ε -( α -phenylseleno) caprolactone as a monomer . Polym. Chem. , 2019 . 10 3851 - 3858 . DOI: 10.1039/C9PY00467J http://doi.org/10.1039/C9PY00467J .
Clamor, C.; Cattoz, B. N.; Wright, P. M.; O'Reilly, R. K.; Dove, A. P. . Controlling the crystallinity and solubility of functional PCL with efficient post-polymerisation modification . Polym. Chem. , 2021 . 12 1983 - 1990 . DOI: 10.1039/D0PY01535K http://doi.org/10.1039/D0PY01535K .
Wen, L.; Zhang, S.; Xiao, Y.; He, J.; Zhu, S.; Zhang, J.; Wu, Z.; Lang, M. . Organocatalytic ring-opening polymerization toward poly( γ -amide- ε -caprolactone)s with tunable lower critical solution temperatures . Macromolecules , 2020 . 53 5096 - 5104 . DOI: 10.1021/acs.macromol.0c00253 http://doi.org/10.1021/acs.macromol.0c00253 .
Malikmammadov, E.; Tanir, T. E.; Kiziltay, A.; Hasirci, V.; Hasirci, N. . PCL and PCL-based materials in biomedical applications . J. Biomater. Sci. Polym. Ed. , 2018 . 29 863 - 893 . DOI: 10.1080/09205063.2017.1394711 http://doi.org/10.1080/09205063.2017.1394711 .
Gressier, P.; De Smet, D.; Behary, N.; Campagne, C.; Vanneste, M. . Antibacterial polyester fabrics via diffusion process using active bio-based agents from essential oils . Ind. Crops Prod. , 2019 . 136 11 - 20 . DOI: 10.1016/j.indcrop.2019.04.014 http://doi.org/10.1016/j.indcrop.2019.04.014 .
Eid, B. M.; El-Sayed, G. M.; Ibrahim, H. M.; Habib, N. H. . Durable antibacterial functionality of cotton/polyester blended fabrics using antibiotic/MONPs composite . Fibers Polym. , 2019 . 20 2297 - 2309 . DOI: 10.1007/s12221-019-9393-y http://doi.org/10.1007/s12221-019-9393-y .
Borjihan, Q.; Dong, A. . Design of nanoengineered antibacterial polymers for biomedical applications . Biomater. Sci. , 2020 . 8 6867 - 6882 . DOI: 10.1039/D0BM00788A http://doi.org/10.1039/D0BM00788A .
Olmos, D.; González-Benito, J. . Polymeric materials with antibacterial activity: a review . Polymers , 2021 . 13 613 DOI: 10.3390/polym13040613 http://doi.org/10.3390/polym13040613 .
Mukherjee, M.; De, S. . Antibacterial polymeric membranes: a short review . Environ. Sci.: Water Res. Technol. , 2018 . 4 1078 - 1104 . DOI: 10.1039/C8EW00206A http://doi.org/10.1039/C8EW00206A .
Liao, C.; Li, Y.; Tjong, S. C. . Antibacterial activities of aliphatic polyester nanocomposites with silver nanoparticles and/or graphene oxide sheets . Nanomaterials , 2019 . 9 1102 DOI: 10.3390/nano9081102 http://doi.org/10.3390/nano9081102 .
Doumbia, A. S.; Vezin, H.; Ferreira, M.; Campagne, C.; Devaux, E. . Studies of polylactide/zinc oxide nanocomposites: influence of surface treatment on zinc oxide antibacterial activities in textile nanocomposites . J. Appl. Polym. Sci. , 2015 . 132 41776 DOI: 10.1002/app.41776 http://doi.org/10.1002/app.41776 .
Liu, L.; Zhang, Y.; Li, C.; Cao, J.; He, E.; Wu, X.; Wang, F.; Wang, L. . Facile preparation PCL/modified nano ZnO organic-inorganic composite and its application in antibacterial materials . J. Polym. Res. , 2020 . 27 78 DOI: 10.1007/s10965-020-02046-z http://doi.org/10.1007/s10965-020-02046-z .
Bashiri Rezaie, A.; Montazer, M.; Mahmoudi Rad, M. . Low toxic antibacterial application with hydrophobic properties on polyester through facile and clean fabrication of nano copper with fatty acid . Mater. Sci. Eng. C , 2019 . 97 177 - 187 . DOI: 10.1016/j.msec.2018.12.008 http://doi.org/10.1016/j.msec.2018.12.008 .
Luo, H.; Yin, X. Q.; Tan, P. F.; Gu, Z. P.; Liu, Z. M.; Tan, L. . Polymeric antibacterial materials: design, platforms and applications . J. Mater. Chem. B , 2021 . 9 2802 - 2815 . DOI: 10.1039/D1TB00109D http://doi.org/10.1039/D1TB00109D .
Üreyen, M. E.; Aslan, C. . Determination of silver release from antibacterial finished cotton and polyester fabrics into water . J. Text. Inst. , 2017 . 108 1128 - 1135 . DOI: 10.1080/00405000.2016.1222855 http://doi.org/10.1080/00405000.2016.1222855 .
Yan, J.; Zheng, L.; Hu, K.; Li, L.; Li, C.; Zhu, L.; Wang, H.; Xiao, Y.; Wu, S.; Liu, J.; Zhang, B.; Zhang, F. . Cationic polyesters with antibacterial properties: facile and controllable synthesis and antibacterial study . Eur. Polym. J. , 2019 . 110 41 - 48 . DOI: 10.1016/j.eurpolymj.2018.11.009 http://doi.org/10.1016/j.eurpolymj.2018.11.009 .
Huang, Y.; Hu, C.; Zhou, Y.; Duan, R.; Sun, Z.; Wan, P.; Xiao, C.; Pang, X.; Chen, X. . Monomer controlled switchable copolymerization: a feasible route for the functionalization of poly(lactide) . Angew. Chem. Int. Ed. , 2021 . 60 9274 - 9278 . DOI: 10.1002/anie.202017088 http://doi.org/10.1002/anie.202017088 .
Chen, J.; Dong, Y.; Xiao, C.; Tao, Y.; Wang, X. . Organocatalyzed ring-opening polymerization of cyclic lysine derivative: sustainable access to cationic poly( ε -lysine) mimics . Macromolecules , 2021 . 54 2226 - 2231 . DOI: 10.1021/acs.macromol.0c02689 http://doi.org/10.1021/acs.macromol.0c02689 .
Hu, Z.; Chen, Y.; Huang, H.; Liu, L.; Chen, Y. . Well-defined poly( α -amino- δ -valerolactone) via living ring-opening polymerization . Macromolecules , 2018 . 51 2526 - 2532 . DOI: 10.1021/acs.macromol.7b02489 http://doi.org/10.1021/acs.macromol.7b02489 .
Chen, S.; Liu, M.; Zhang, J.; Zhang, Z.; Zhu, J.; Pan, X.; Zhu, X. . Photoresponsive dynamic covalent bond based on addition-fragmentation chain transfer of allyl selenides . Polym. Chem. , 2021 . 12 1622 - 1626 . DOI: 10.1039/D0PY01730B http://doi.org/10.1039/D0PY01730B .
Lu, W.; Pan, X.; Zhang, Z.; Zhu, J.; Zhou, N.; Zhu, X. . A degradable cross-linked polymer containing dynamic covalent selenide bond . Polym. Chem. , 2017 . 8 3874 - 3880 . DOI: 10.1039/C7PY00719A http://doi.org/10.1039/C7PY00719A .
Lin, X.; Chen, S.; Lu, W.; Liu, M.; Zhang, Z.; Zhu, J.; Pan, X. . Diselenide-yne polymerization for multifunctional selenium-containing hyperbranched polymers . Polym. Chem. , 2021 . 12 3383 - 3390 . DOI: 10.1039/D1PY00506E http://doi.org/10.1039/D1PY00506E .
Li, Q.; Zhang, Y.; Chen, Z.; Pan, X.; Zhang, Z.; Zhu, J.; Zhu, X. . Organoselenium chemistry-based polymer synthesis . Org. Chem. Front. , 2020 . 7 2815 - 2841 . DOI: 10.1039/D0QO00640H http://doi.org/10.1039/D0QO00640H .
Lin, X.; Li, J.; Zhang, J.; Liu, S.; Lin, X.; Pan, X.; Zhu, J.; Zhu, X. . Living cationic polymerization of vinyl ethers initiated by electrophilic selenium reagents under ambient conditions . Polym. Chem. , 2021 . 12 983 - 990 . DOI: 10.1039/D0PY01691H http://doi.org/10.1039/D0PY01691H .
Ma, N.; Li, Y.; Xu, H.; Wang, Z.; Zhang, X. . Dual redox responsive assemblies formed from diselenide block copolymers . J. Am. Chem. Soc. , 2010 . 132 442 - 443 . DOI: 10.1021/ja908124g http://doi.org/10.1021/ja908124g .
Tan, K. H.; Xu, W.; Stefka, S.; Demco, D. E.; Kharandiuk, T.; Ivasiv, V.; Nebesnyi, R.; Petrovskii, V. S.; Potemkin, I. I.; Pich, A. . Selenium-modified microgels as bio-inspired oxidation catalysts . Angew. Chem. Int. Ed. , 2019 . 58 9791 - 9796 . DOI: 10.1002/anie.201901161 http://doi.org/10.1002/anie.201901161 .
Li, Q.; Liu, S.; Li, J.; Pan, X.; Zhu, J.; Zhu, X. . Visual ozone sensor: structural color change of pendant selenium-containing maleimide polymers via oxidation . Macromol. Rapid Commun. , 2021 . 42 2000517 DOI: 10.1002/marc.202000517 http://doi.org/10.1002/marc.202000517 .
Liu, S.; Li, Q.; Li, Y.; Zhang, J.; Pan, X.; Zhu, J.; Zhu, X. . Controllable radical polymerization of selenide functionalized vinyl monomers and its application in redox responsive photonic crystals . Macromol. Rapid Commun. , 2021 . 42 2000764 DOI: 10.1002/marc.202000764 http://doi.org/10.1002/marc.202000764 .
Li, Q.; Ng, K. L.; Pan, X.; Zhu, J. . Synthesis of high refractive index polymer with pendent selenium-containing maleimide and use as a redox sensor . Polym. Chem. , 2019 . 10 4279 - 4286 . DOI: 10.1039/C9PY00660E http://doi.org/10.1039/C9PY00660E .
Ji, S.; Cao, W.; Yu, Y.; Xu, H. . Dynamic diselenide bonds: exchange reaction induced by visible light without catalysis . Angew. Chem. Int. Ed. , 2014 . 53 6781 - 6785 . DOI: 10.1002/anie.201403442 http://doi.org/10.1002/anie.201403442 .
Fan, F.; Ji, S.; Sun, C.; Liu, C.; Yu, Y.; Fu, Y.; Xu, H. . Wavelength-controlled dynamic metathesis: a light-driven exchange reaction between disulfide and diselenide bonds . Angew. Chem. Int. Ed. , 2018 . 57 16426 - 16430 . DOI: 10.1002/anie.201810297 http://doi.org/10.1002/anie.201810297 .
Chen, L.; Bisoyi, H. K.; Huang, Y.; Huang, S.; Wang, M.; Yang, H.; Li, Q. . Healable and rearrangeable networks of liquid crystal elastomers enabled by diselenide bonds . Angew. Chem. Int. Ed. , 2021 . 60 1 - 6 . DOI: 10.1002/anie.202015604 http://doi.org/10.1002/anie.202015604 .
Qian, Z.; Zhang, Y.; Pan, X.; Li, N.; Zhu, J.; Zhu, X. . Selenium-doped phenolic resin spheres: ultra-high adsorption capacity of noble metals . React. Funct. Polym. , 2019 . 142 223 - 230 . DOI: 10.1016/j.reactfunctpolym.2019.06.019 http://doi.org/10.1016/j.reactfunctpolym.2019.06.019 .
Dai, Y.; Zheng, K.; Tan, Y.; Xiang, W.; Xianyu, B.; Xu, H. . Fischesserite-inspired recyclable se-polyurethanes for selective gold extraction . Adv. Sust. Syst. , 2020 . 4 2000072 DOI: 10.1002/adsu.202000072 http://doi.org/10.1002/adsu.202000072 .
Yu, L.; Ye, J.; Zhang, X.; Ding, Y.; Xu, Q. . Recyclable (PhSe) 2 -catalyzed selective oxidation of isatin by H 2 O 2 : a practical and waste-free access to isatoic anhydride under mild and neutral conditions . Catal. Sci. Technol. , 2015 . 5 4830 - 4838 . DOI: 10.1039/C5CY01030F http://doi.org/10.1039/C5CY01030F .
Eom, T.; Khan, A. . Polyselenonium salts: synthesis through sequential selenium-epoxy ‘click’ chemistry and Se-alkylation . Chem. Commun. , 2020 . 56 14271 - 14274 . DOI: 10.1039/D0CC06653B http://doi.org/10.1039/D0CC06653B .
Guo, J.; Qin, J.; Ren, Y.; Wang, B.; Cui, H.; Ding, Y.; Mao, H.; Yan, F. . Antibacterial activity of cationic polymers: side-chain or main-chain type? . Polym. Chem. , 2018 . 9 4611 - 4616 . DOI: 10.1039/C8PY00665B http://doi.org/10.1039/C8PY00665B .
Shi, H.; Yu, C.; Zhu, M.; Yan, J. . Ammonium iodide catalyzed selenolactonization of unsaturated acids . Synthesis , 2016 . 48 57 - 64 . DOI: 10.1055/s-0035-1560348 http://doi.org/10.1055/s-0035-1560348 .
Baddam, V.; Välinen, L.; Tenhu, H. . Thermoresponsive polycation-stabilized nanoparticles through PISA. Control of particle morphology with a salt . Macromolecules , 2021 . 54 4288 - 4299 . DOI: 10.1021/acs.macromol.0c02771 http://doi.org/10.1021/acs.macromol.0c02771 .
0
Views
143
Downloads
1
CSCD
Publicity Resources
Related Articles
Related Author
Related Institution
京公网安备11010802046900号