Citation: Shuo CHEN, Wei HUANG, Ke YANG, Yan-Lian XU, Dong-Hui WANG, Wei-Guo HUANG. Constructing Versatile Hydrophilic Surfaces via in-situ Aminolysis[J]. Chinese Journal of Structural Chemistry, ;2021, 40(11): 1525-1534. doi: 10.14102/j.cnki.0254-5861.2011-3196 shu

Constructing Versatile Hydrophilic Surfaces via in-situ Aminolysis

  • Corresponding author: Yan-Lian XU, ylxu@fjnu.edu.cn Dong-Hui WANG, wangdonghui@fjirsm.ac.cn Wei-Guo HUANG, whuang@fjirsm.ac.cn
  • Received Date: 29 March 2021
    Accepted Date: 28 April 2021

    Fund Project: the funding (E055AJ0101) from FJIRSM-CAS, and National Natural Science foundation of China 51803214

Figures(7)

  • Surface hydrophilization is required for numbers of applications such as biosensor, biomedical implants and marine coating. However, the preparation of hydrophilic surface from a solid substrate still suffers from limited thicknesses, complex procedures, restricted substrates and harsh conditions. Herein, a method based on in-situ aminolysis of poly(pentafluorophenyl acrylate) (pPFPA) capable of generating arbitrary hydrophilic surface is proposed, enabling high design freedom and abundant choices of hydrophilic molecules. Simply immersing pPFPA coated substrates into 3-((3-aminopropyl)dimethylammonio)propane-1-sulfonate (ADPS), β-alanine and amine-terminal poly(ethylene glycol) (NH2-PEG) solutions for two hours drastically reduces the water contact angle of the corresponding surfaces, indicating the high efficiency and excellent generality of such method. Systematical studies reveal that these coatings are able to mitigate fog formation, self-clean the oil contaminant and exhibit excellent antifouling performance against algae. Notably, relying on the fast and quantitative feature of the aminolysis, these hydrophilic surfaces possess excellent regeneration capability and well-recover their hydrophilic feature after being physically damaged. This work represents a facile and universal way to fabricate versatile hydrophilic surfaces for multi-functional applications such as self-cleaning, patterning, sensing, antifogging and anti-biofouling.
  • 加载中
    1. [1]

      Banerjee, I.; Pangule, R. C.; Kane, R. S. Antifouling coatings: recent developments in the design of surfaces that prevent fouling by proteins, bacteria, and marine organisms. Adv. Mater. 2011, 23, 690–718.  doi: 10.1002/adma.201001215

    2. [2]

      Sabaté del Río, J.; Henry, O. Y. F.; Jolly, P.; Ingber, D. E. An antifouling coating that enables affinity-based electrochemical biosensing in complex biological fluids. Nat. Nanotechnol. 2019, 14, 1143–1149.  doi: 10.1038/s41565-019-0566-z

    3. [3]

      Zhang, Y.; Gao, H.; Wang, H.; Xu, Z.; Chen, X.; Liu, B.; Shi, Y.; Lu, Y.; Wen, L.; Li, Y. Radiopaque highly stiff and tough shape memory hydrogel microcoils for permanent embolization of arteries. Adv. Funct. Mater. 2018, 28, 1705962.  doi: 10.1002/adfm.201705962

    4. [4]

      Wang, W.; Tan, B.; Chen, J.; Bao, R.; Zhang, X.; Liang, S.; Shang, Y.; Liang, W.; Cui, Y.; Fan, G. An injectable conductive hydrogel encapsulating plasmid DNA-eNOs and ADSCs for treating myocardial infarction. Biomaterials 2018, 160, 69–81.  doi: 10.1016/j.biomaterials.2018.01.021

    5. [5]

      Dai, G.; Xie, Q.; Ai, X.; Ma, C.; Zhang, G. Self-generating and self-renewing zwitterionic polymer surfaces for marine anti-biofouling. ACS Appl. Mater. Interfaces 2019, 11, 41750–41757.  doi: 10.1021/acsami.9b16775

    6. [6]

      Azemar, F.; Faÿ, F.; Réhel, K.; Linossier, I. Development of hybrid antifouling paints. Prog. Org. Coat. 2015, 87, 10–19.  doi: 10.1016/j.porgcoat.2015.04.007

    7. [7]

      Xie, Q.; Pan, J.; Ma, C.; Zhang, G. Dynamic surface antifouling: mechanism and systems. Soft Matter. 2019, 15, 1087–1107.  doi: 10.1039/C8SM01853G

    8. [8]

      Yang, W. J.; Neoh, K. G.; Kang, E. T.; Teo, S. L. M.; Rittschof, D. Polymer brush coatings for combating marine biofouling. Prog. Polym. Sci. 2014, 39, 1017–1042.  doi: 10.1016/j.progpolymsci.2014.02.002

    9. [9]

      Yeon, D. K.; Ko, S.; Jeong, S.; Hong, S. P.; Kang, S. M.; Cho, W. K. Oxidation-mediated, zwitterionic polydopamine coatings for marine antifouling applications. Langmuir 2018, 35, 1227–1234.

    10. [10]

      Wang, D.; Liu, H.; Yang, J.; Zhou, S. Seawater-induced healable underwater superoleophobic antifouling coatings. ACS Appl. Mater. Interfaces 2019, 11, 1353–1362.  doi: 10.1021/acsami.8b16464

    11. [11]

      Pranantyo, D.; Xu, L. Q.; Neoh, K. G.; Kang, E. T.; Ng, Y. X.; Teo, S. L. M. Tea stains-inspired initiator primer for surface grafting of antifouling and antimicrobial polymer brush coatings. Biomacromolecules 2015, 16, 723–732.  doi: 10.1021/bm501623c

    12. [12]

      Koc, J.; Schönemann, E.; Amuthalingam, A.; Clarke, J.; Finlay, J. A.; Clare, A. S.; Laschewsky, A.; Rosenhahn, A. Low-fouling thin hydrogel coatings made of photo-cross-linked polyzwitterions. Langmuir 2018, 35, 1552–1562.

    13. [13]

      Shao, Q.; Jiang, S. Molecular understanding and design of zwitterionic materials. Adv. Mater. 2015, 27, 15–26.  doi: 10.1002/adma.201404059

    14. [14]

      Gu, Y.; Yang, J.; Zhou, S. A facile immersion-curing approach to surface-tailored poly(vinyl alcohol)/silica underwater superoleophobic coatings with improved transparency and robustness. J. Mater. Chem. A 2017, 5, 10866–10875.  doi: 10.1039/C7TA01499F

    15. [15]

      Goda, T.; Konno, T.; Takai, M.; Moro, T.; Ishihara, K. Biomimetic phosphorylcholine polymer grafting from polydimethylsiloxane surface using photo-induced polymerization. Biomaterials 2006, 27, 5151–5160.  doi: 10.1016/j.biomaterials.2006.05.046

    16. [16]

      Yang, Y.; Luo, H.; Yang, J.; Huang, D.; Zhou, S. Facile UV-curing technique to establish a 3D-grafted poly(ethylene glycol) layer on an epoxy resin base for underwater applications. J. Appl. Polym. Sci. 2016, 133, 43972.

    17. [17]

      Yu, Y.; Yuk, H.; Parada, G. A.; Wu, Y.; Liu, X.; Nabzdyk, C. S.; Youcef-Toumi, K.; Zang, J.; Zhao, X. Multifunctional "hydrogel skins" on diverse polymers with arbitrary shapes. Adv. Mater. 2019, 31, 1807101.  doi: 10.1002/adma.201807101

    18. [18]

      Leng, C.; Sun, S.; Zhang, K.; Jiang, S.; Chen, Z. Molecular level studies on interfacial hydration of zwitterionic and other antifouling polymers in situ. Acta Biomater. 2016, 40, 6–15.  doi: 10.1016/j.actbio.2016.02.030

    19. [19]

      Zhao, Y.; Zhou, Q.; Li, Q.; Yao, X.; Wang, J. Passivation of black phosphorus via self-assembled organic monolayers by van der Waals epitaxy. Adv. Mater. 2017, 29, 1603990.  doi: 10.1002/adma.201603990

    20. [20]

      Hasan, A.; Pattanayek, S. K.; Pandey, L. M. Effect of functional groups of self-assembled monolayers on protein adsorption and initial cell adhesion. ACS Biomater. Sci. Eng. 2018, 4, 3224-3233.  doi: 10.1021/acsbiomaterials.8b00795

    21. [21]

      Huang, C. J.; Chu, S. H.; Wang, L. C.; Li, C. H.; Lee, T. R. Bioinspired zwitterionic surface coatings with robust photostability and fouling resistance. ACS Appl. Mater. Interfaces 2015, 7, 23776–23786.  doi: 10.1021/acsami.5b08418

    22. [22]

      Qiu, X.; Ivasyshyn, V.; Qiu, L.; Enache, M.; Dong, J.; Rousseva, S.; Portale, G.; Stöhr, M.; Hummelen, J. C.; Chiechi, R. C. Thiol-free self-assembled oligoethylene glycols enable robust air-stable molecular electronics. Nat. Mater. 2020, 19, 330–337.  doi: 10.1038/s41563-019-0587-x

    23. [23]

      Devillers, S.; Hennart, A.; Delhalle, J.; Mekhalif, Z. 1-Dodecanethiol self-assembled monolayers on cobalt. Langmuir 2011, 27, 14849–14860.  doi: 10.1021/la2026957

    24. [24]

      Lin, S.; Shang, J.; Theato, P. Facile fabrication of CO2-responsive nanofibers from photo-cross-linked poly(pentafluorophenyl acrylate) nanofibers. ACS Macro. Lett. 2018, 7, 431–436.  doi: 10.1021/acsmacrolett.8b00115

    25. [25]

      Son, H.; Ku, J.; Kim, Y.; Li, S.; Char, K. Amine-reactive poly(pentafluorophenyl acrylate) brush platforms for cleaner protein purification. Biomacromolecules 2018, 19, 951–961.  doi: 10.1021/acs.biomac.7b01736

    26. [26]

      Zhao, H.; Gu, W.; Thielke, M. W.; Sterner, E.; Tsai, T.; Russell, T. P.; Coughlin, E. B.; Theato, P. Functionalized nanoporous thin films and fibers from photocleavable block copolymers featuring activated esters. Macromolecules 2013, 46, 5195–5201.  doi: 10.1021/ma400659h

    27. [27]

      Li, C.; Feng, S.; Li, C.; Sui, Y.; Shen, J.; Huang, C.; Wu, Y.; Huang, W. Synthesizing organo/hydrogel hybrids with diverse programmable patterns and ultrafast self-actuating ability via a site-specific"in situ"transformation strategy. Adv. Funct. Mater. 2020, 30, 2002163.  doi: 10.1002/adfm.202002163

    28. [28]

      Yeh, S. B.; Chen, C. S.; Chen, W. Y.; Huang, C. J. Modification of silicone elastomer with zwitterionic silane for durable antifouling properties. Langmuir 2014, 30, 11386–11393.  doi: 10.1021/la502486e

    29. [29]

      Kim, S.; Gim, T.; Jeong, Y.; Ryu, J. H.; Kang, S. M. Facile construction of robust multilayered PEG films on polydopamine-coated solid substrates for marine antifouling applications. ACS Appl. Mater. Interfaces 2018, 10, 7626–7631.  doi: 10.1021/acsami.7b07199

    30. [30]

      Chen, Y.; Zhang, Y.; Shi, L.; Li, J.; Xin, Y.; Yang, T.; Guo, Z. Transparent superhydrophobic/superhydrophilic coatings for self-cleaning and anti-fogging. Appl. Phys. Lett. 2012, 101, 033701.  doi: 10.1063/1.4737167

    31. [31]

      Gu, Y.; Liu, H.; Yang, J.; Zhou, S. Surface-engraved nanocomposite coatings featuring interlocked reflection-reducing, anti-fogging, and contamination-reducing performances. Prog. Org. Coat. 2019, 127, 366–374.  doi: 10.1016/j.porgcoat.2018.11.030

    32. [32]

      Kingshott, P.; Wei, J.; Bagge-Ravn, D.; Gadegaard, N.; Gram, L. Covalent attachment of poly(ethylene glycol) to surfaces, critical for reducing bacterial adhesion. Langmuir 2003, 19, 6912–6921.  doi: 10.1021/la034032m

    33. [33]

      Park, J. H.; Bae, Y. H. Hydrogels based on poly(ethylene oxide) and poly(tetramethylene oxide) or poly(dimethyl siloxane): synthesis, characterization, in vitro protein adsorption and platelet adhesion. Biomaterials 2002, 23, 1797–1808.  doi: 10.1016/S0142-9612(01)00306-4

    34. [34]

      Wyszogrodzka, M.; Haag, R. Synthesis and characterization of glycerol dendrons, self-assembled monolayers on gold: a detailed study of their protein resistance. Biomacromolecules 2009, 10, 1043–1054.  doi: 10.1021/bm801093t

    35. [35]

      Del Grosso, C. A.; Leng, C.; Zhang, K.; Hung, H. C.; Jiang, S.; Chen, Z.; Wilker, J. J. Surface hydration for antifouling and bio-adhesion. Chemical Science 2020, 11, 10367–10377.  doi: 10.1039/D0SC03690K

    36. [36]

      Yandi, W.; Mieszkin, S.; di Fino, A.; Martin-Tanchereau, P.; Callow, M. E.; Callow, J. A.; Tyson, L.; Clare, A. S.; Ederth, T. Charged hydrophilic polymer brushes and their relevance for understanding marine biofouling. Biofouling 2016, 32, 609–625.  doi: 10.1080/08927014.2016.1170816

    37. [37]

      Xu, G.; Liu, P.; Pranantyo, D.; Xu, L.; Neoh, K. G.; Kang, E. T. Antifouling and antimicrobial coatings from zwitterionic and cationic binary polymer brushes assembled via "click" reactions. Ind. Eng. Chem. Res. 2017, 56, 14479–14488.  doi: 10.1021/acs.iecr.7b03132

    38. [38]

      Bauer, S.; Arpa-Sancet, M. P.; Finlay, J. A.; Callow, M. E.; Callow, J. A.; Rosenhahn, A. Adhesion of marine fouling organisms on hydrophilic and amphiphilic polysaccharides. Langmuir 2013, 29, 4039–4047.  doi: 10.1021/la3038022

  • 加载中
    1. [1]

      Hengyi ZHU , Liyun JU , Haoyue ZHANG , Jiaxin DU , Yutong XIE , Li SONG , Yachao JIN , Mingdao ZHANG . Efficient regeneration of waste LiNi0.5Co0.2Mn0.3O2 cathode toward high-performance Li-ion battery. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 625-638. doi: 10.11862/CJIC.20240358

    2. [2]

      Huihui LIU , Baichuan ZHAO , Tingting ZHANG , Chuanhui WANG , Zhi WANG , Congyun ZHANG . High-sensitivity surface-enhanced Raman scattering detection and self-cleaning performance of organic pollutants based on a filter membrane sandwich structure. Chinese Journal of Inorganic Chemistry, 2026, 42(6): 1299-1311. doi: 10.11862/CJIC.20260362

    3. [3]

      Changzhu Huang , Wei Dai , Shimao Deng , Yixin Tian , Xiaolin Liu , Jia Lin , Hong Chen . A self-cleaning window for high-efficiency photodegradation of indoor formaldehyde. Chinese Chemical Letters, 2024, 35(9): 109429-. doi: 10.1016/j.cclet.2023.109429

    4. [4]

      Siyuan Chen , Hongjun Lin , Zhiyu Zhao , Cheng Chen , Wei Yu , Boya Wang , Jing Ma , Leihong Zhao , Guanhua Jin , Liguo Shen . Self-cleaning MOFs (CoBDC-NH2)/GO nanofluidic membranes via interfacial cooperative assembly for high-performance wastewater treatment. Chinese Chemical Letters, 2026, 37(6): 111982-. doi: 10.1016/j.cclet.2025.111982

    5. [5]

      Mudi Wu , Selvi Mushina , Mingwu Tan . Surface engineering of perovskite oxides via in-situ cobalt exsolution for catalytic toluene oxidation. Chinese Chemical Letters, 2026, 37(5): 111923-. doi: 10.1016/j.cclet.2025.111923

    6. [6]

      Ming-Zhen Li , Yang Zhang , Kun Li , Ya-Nan Shang , Yi-Zhen Zhang , Yu-Jiao Kan , Zhi-Yang Jiao , Yu-Yuan Han , Xiao-Qiang Cao . In situ regeneration of catalyst for Fenton-like degradation by photogenerated electron transportation: Characterization, performance and mechanism comparison. Chinese Chemical Letters, 2025, 36(1): 109885-. doi: 10.1016/j.cclet.2024.109885

    7. [7]

      Bairui Zeng , Zhixiang Mu , Tianxi Shen , Xiaoliang Qi , Yuanqi Chen , Kezheng Lei , Chen Huang , Yi Wang , Rongdang Hu , Xiaojun Cai , Jianliang Shen , Hui Deng . A self-propelled nanovesicle with robust antibacterial and regeneration-promoting capabilities for treating biofilm-induced periodontitis. Chinese Chemical Letters, 2025, 36(6): 110350-. doi: 10.1016/j.cclet.2024.110350

    8. [8]

      Wenli Xu ,  Yingzhao Zhang ,  Rui Wang ,  Chenyang Liu ,  Jialin Liu ,  Xiangyu Huo ,  Xinying Liu ,  He Zhang ,  Jianxu Ding . In-situ passivating surface defects of ultra-thin MAPbBr3 perovskite single crystal films for high performance photodetectors. Chinese Journal of Structural Chemistry, 2025, 44(1): 100454-100454. doi: 10.1016/j.cjsc.2024.100454

    9. [9]

      Xiangdong Lai , Tengfei Liu , Zengchao Guo , Yihan Wang , Jiang Xiao , Qingxiu Xia , Xiaohui Liu , Hui Jiang , Xuemei Wang . In situ formed fluorescent gold nanoclusters inhibit hair follicle regeneration in oxidative stress microenvironment via suppressing NFκB signal pathway. Chinese Chemical Letters, 2025, 36(2): 109762-. doi: 10.1016/j.cclet.2024.109762

    10. [10]

      Jiatong Li , Linlin Zhang , Peng Huang , Chengjun Ge . Carbon bridge effects regulate TiO2–acrylate fluoroboron coatings for efficient marine antifouling. Chinese Chemical Letters, 2025, 36(2): 109970-. doi: 10.1016/j.cclet.2024.109970

    11. [11]

      Xiujuan Qiao , Zhenying Xu , Zhen Wei , Yiting Hou , Fengxian Gao , Xijuan Yu , Xiliang Luo . A wearable electrochemical biosensor based on antifouling and conducting polyaniline hydrogel for cortisol detection in sweat. Chinese Chemical Letters, 2025, 36(11): 110884-. doi: 10.1016/j.cclet.2025.110884

    12. [12]

      Sirui Chen , Ran Zhao , Li Dong , Qilin Liu , Wei Chen , Danna Liu , Maosheng Ye , Yingbo Li , Qiong Nie , Jingxin Meng , Shutao Wang . Smart antifouling coating integrating zwitterionic hydrogel with pH-responsive microcapsules for anti-crystal biofilm of orthodontic appliances. Chinese Chemical Letters, 2025, 36(12): 111647-. doi: 10.1016/j.cclet.2025.111647

    13. [13]

      Xiujuan Qiao , Rui Han , Xinru Xu , Mingrui Lv , Yiting Hou , Xiliang Luo . A robust nonfouling electrochemical biosensor with both filtering and antifouling strategies for cortisol detection in human blood. Chinese Chemical Letters, 2026, 37(3): 111598-. doi: 10.1016/j.cclet.2025.111598

    14. [14]

      Zeyang Yao , Xinru You , Xudong Wang , Yunze Kang , Liying Wang , Ziji Zhang . Stem cell-based hydrogel for the repair and regeneration of cartilage. Chinese Chemical Letters, 2025, 36(8): 110607-. doi: 10.1016/j.cclet.2024.110607

    15. [15]

      Yunxi Shi , Dongjie Cheng , Yi Liu , Xinyi Huang , Pan Wang , Zhenguo Li , Jizhou Jiang . Non-thermal plasma synergistic regeneration for Pt catalyst performance reconstruction. Chinese Chemical Letters, 2026, 37(8): 112246-. doi: 10.1016/j.cclet.2025.112246

    16. [16]

      Xianghua Zeng , Weichen Meng , Xiaochun Han , Jiachen Yang , Kaiqi Wu , Fengxian Gao , Xiliang Luo . Highly stable and antifouling solid-contact ion-selective electrode for K+ detection in complex system based on multifunctional peptide and conductive MOF. Chinese Chemical Letters, 2025, 36(8): 110564-. doi: 10.1016/j.cclet.2024.110564

    17. [17]

      Zhipeng Wan ,  Hao Xu ,  Peng Wu . Selective oxidation using in-situ generated hydrogen peroxide over titanosilicates. Chinese Journal of Structural Chemistry, 2024, 43(6): 100298-100298. doi: 10.1016/j.cjsc.2024.100298

    18. [18]

      Peng Gao , Hua Qiu , Huan Cheng , Zeyu Du , Xiao Chen , Xing Tan , Chenxi Cai , Qihong Zhang , Tong Yang , Nan Lyu , Qiufen Tu , Xingyi Li , Lei Lu , Nan Huang . Robust and versatile surface via in situ dynamic reassembly of polydopamine under strong alkaline conditions. Chinese Chemical Letters, 2025, 36(10): 110746-. doi: 10.1016/j.cclet.2024.110746

    19. [19]

      Xin Zhang , Junyu Chen , Xiang Pei , Linxin Yang , Liang Wang , Luona Chen , Guangmei Yang , Xibo Pei , Qianbing Wan , Jian Wang . Drug-loading ZIF-8 for modification of microporous bone scaffold to promote vascularized bone regeneration. Chinese Chemical Letters, 2024, 35(6): 108889-. doi: 10.1016/j.cclet.2023.108889

    20. [20]

      Lingna Wang , Chenxin Tian , Ruobin Dai , Zhiwei Wang . Eco-friendly regeneration of end-of-life PVDF membrane with triethyl phosphate: Efficiency and mechanism. Chinese Chemical Letters, 2024, 35(9): 109356-. doi: 10.1016/j.cclet.2023.109356

Metrics
  • PDF Downloads(2)
  • Abstract views(1597)
  • HTML views(63)

通讯作者: 陈斌, bchen63@163.com
  • 1. 

    沈阳化工大学材料科学与工程学院 沈阳 110142

  1. 本站搜索
  2. 百度学术搜索
  3. 万方数据库搜索
  4. CNKI搜索
Address:Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888
Powered By info@rhhz.net

/

DownLoad:  Full-Size Img  PowerPoint
Return