Synthesis of functionalized polysiloxanes with nonconventional fluorescence and amphiphilicity by thiol-epoxy click reaction

被引:0
|
作者
Wu, Weilong [1 ,2 ,3 ]
Feng, Shengyu [2 ,3 ]
Wang, Dengxu [1 ,2 ,3 ]
机构
[1] Shandong Univ, Inst Novel Semicond, State Key Lab Crystal Mat, Jinan 250100, Peoples R China
[2] Shandong Univ, Natl Engn Res Ctr Colloidal Mat, Sch Chem & Chem Engn, Jinan 250100, Peoples R China
[3] Shandong Univ, Sch Chem & Chem Engn, Key Lab Special Funct Aggregated Mat, Shandong Key Lab Adv Organosilicon Mat & Technol,M, Jinan 250100, Peoples R China
关键词
Polysiloxane; Thiol-epoxy reaction; Nonconventional fluorescence; Amphiphilicity; Sensors; PROBE; FE3+; METAL; IONS; POLYMERIZATION; GLUTATHIONE; SENSOR; PDMS;
D O I
10.1016/j.colsurfa.2024.133926
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Developing a new synthetic methodology for preparing functionalized polysiloxanes is highly desirable due to their promising applications in sensors, electronics, and bioimaging. Herein, we present the thiol-epoxy click reaction as an efficient approach for synthesizing novel functionalized polysiloxanes from epoxy-containing polysiloxanes and various thiol compounds. The resultant polysiloxanes exhibit remarkable nonconventional fluorescence, enabling efficient and selective detection of Fe3+ 3 + ions, with low limit of detections as low as 0.33 mu M through fluorescence quenching. Notably, the quenched fluorescence can be restored by the addition of L-cysteine, facilitating the consecutive detection of Fe3+ 3 + ions and L-cysteine. Moreover, the introduction of beta- OH groups into the polysiloxanes imparts intriguing amphiphilicity and further phase transfer ability, capable of effectively transferring the hydro-soluble organic dyes from the aqueous phase to chloroform. This simple strategy paves the way for developing more multifunctional polysiloxanes or other organosilicon materials.
引用
收藏
页数:13
相关论文
共 50 条
  • [41] Synthesis of functionalized disiloxanes with nonconventional fluorescence via oxa-Michael addition reaction
    Wang, Rui
    Feng, Shengyu
    Liu, Hailong
    Yi, Gang
    Wang, Dengxu
    NEW JOURNAL OF CHEMISTRY, 2023, 48 (01) : 244 - 251
  • [42] Kinetics of multifunctional thiol-epoxy click reactions studied by differential scanning calorimetry: Effects of catalysis and functionality
    Jin, Kailong
    Heath, William H.
    Torkelson, John M.
    POLYMER, 2015, 81 : 70 - 78
  • [43] Effect of the Network Structure and Programming Temperature on the Shape-Memory Response of Thiol-Epoxy "Click" Systems
    Belmonte, Alberto
    Guzman, Dailyn
    Fernandez-Francos, Xavier
    De la Flor, Silvia
    POLYMERS, 2015, 7 (10): : 2146 - 2164
  • [44] Synthesis and chromatographic evaluation of phenyl/tetrazole bonded stationary phase based on thiol-epoxy ring opening reaction
    Jin, Gaowa
    Liu, Yanming
    Yang, Fan
    Yu, Dongping
    Yan, Jingyu
    Zhou, Weijia
    Guo, Zhimou
    Zhu, Jianhua
    Liang, Xinmiao
    JOURNAL OF SEPARATION SCIENCE, 2018, 41 (04) : 856 - 867
  • [45] In-situ preparation of modified-halloysite/thermoset nanocomposites via thiol-epoxy click chemistry
    Acar, Seda Bekin
    POLYMER COMPOSITES, 2024, : 16293 - 16303
  • [46] Novel Bio-Based Epoxy Thermosets Based on Triglycidyl Phloroglucinol Prepared by Thiol-Epoxy Reaction
    Guzman, Dailyn
    Santiago, David
    Serra, Angels
    Ferrando, Francesc
    POLYMERS, 2020, 12 (02)
  • [47] Poly(ss-hydroxy thioether)s: synthesis through thiol-epoxy 'click' reaction and post-polymerization modification to main-chain polysulfonium salts
    Stuparu, Mihaiela C.
    Khan, Anzar
    JOURNAL OF MACROMOLECULAR SCIENCE PART A-PURE AND APPLIED CHEMISTRY, 2022, 59 (01): : 2 - 10
  • [48] Facile construction of imidazole functionalized polysiloxanes by thiol-ene "Click" reaction for the consecutive detection of Fe3+ and amino acids
    Zuo, Yujing
    Zhang, Yu
    Gou, Zhiming
    Lin, Weiying
    SENSORS AND ACTUATORS B-CHEMICAL, 2019, 291 : 235 - 242
  • [49] New understanding of the shape-memory response in thiol-epoxy click systems: towards controlling the recovery process
    Belmonte, Alberto
    Fernandez-Francos, Xavier
    De la Flor, Silvia
    JOURNAL OF MATERIALS SCIENCE, 2017, 52 (03) : 1625 - 1638
  • [50] A New Approach for the Synthesis of Miktoarm Star Polymers Through a Combination of Thiol-Epoxy "Click" Chemistry and ATRP/Ring-Opening Polymerization Techniques
    Gadwal, Ikhlas
    Wadgaonkar, Prakash P.
    Ichake, Amol B.
    Mane, Shivshankar R.
    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2019, 57 (02) : 146 - 156