Si-H Surface Groups Inhibit Methacrylic Polymerization: Thermal Hydrosilylation of Allyl Methacrylate with Silicon Nanoparticles

被引:3
|
作者
Golvari, Pooria [1 ]
Alkameh, Khaled [1 ]
Kuebler, Stephen M. [2 ,3 ]
机构
[1] Univ Cent Florida, Dept Chem, Orlando, FL 32816 USA
[2] Univ Cent Florida, Dept Chem, CREOL, Coll Opt & Photon, Orlando, FL 32816 USA
[3] Univ Cent Florida, Dept Mat Sci & Engn, Orlando, FL 32816 USA
关键词
EXCITON-MEDIATED HYDROSILYLATION; METHYL-METHACRYLATE; BLUE PHOTOLUMINESCENCE; DANGLING BONDS; ACRYLIC-ACID; FUNCTIONALIZATION; NANOCRYSTALS; MONOLAYER; ALKYL; MECHANISM;
D O I
10.1021/acs.langmuir.2c00891
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Hydrogen-terminated silicon nanoparticles (H-SiNPs) inhibit anerobic thermal autopolymerization of methacrylates. When heated to 100 degrees C under an inert atmosphere, allyl methacrylate (AMA) was stable for at least 95 h in the presence of 1.2 wt % H-SiNPs, exhibiting less than 0.15% conversion, whereas the neat monomer solidified within 24 h (over 10% conversion after 34 h). A mechanism is proposed that is based on H-transfer from SiNPs to the thermally activated methacrylic dimer biradical, quenching autopolymerization. An analysis of SiNPs isolated after heating in AMA reveals the grafting of ester groups. Thermal hydrosilylation offers a facile way to attach an allyl group to the surface of SiNPs.
引用
收藏
页码:8366 / 8373
页数:8
相关论文
共 42 条
  • [1] HYDROSILYLATION REACTIONS INVOLVING SI-H GROUPS FIXED ON SILICA
    TERTYKH, VA
    BELYAKOVA, LA
    SIMUROV, AV
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1991, 202 : 94 - COLL
  • [2] Hydrosilylation on Si-H terminated porous silicon surfaces.
    Buriak, JM
    Stewart, MP
    Geders, T
    Choi, HC
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1999, 218 : U457 - U457
  • [3] HYDROSILYLATION WITH PARTICIPATION OF =SI-H-GROUPS FIXED ON SILICON SURFACE
    TERTYKH, VA
    BELYAKOVA, LA
    SIMUROV, AV
    ZHURNAL FIZICHESKOI KHIMII, 1990, 64 (05): : 1410 - 1413
  • [4] Introduction of Si-H bond onto the surface of mesoporous molecular sieves and functionalization by hydrosilylation reaction
    Kugita, Tsuyoshi
    Higuchi, Hiroyuki
    CHEMISTRY LETTERS, 2006, 35 (08) : 906 - 907
  • [5] Fluorine laser-induced silicon hydride Si-H groups in silica
    Skuja, Linards
    Kajihara, Koichi
    Hirano, Masahiro
    Hosono, Hideo
    JOURNAL OF NON-CRYSTALLINE SOLIDS, 2007, 353 (5-7) : 526 - 529
  • [7] DIPEA-induced Si-H activation of siloxane for hydrosilylation polymerization via metal-free photocatalysis
    Xie, Hangcen
    Xu, Rui
    Huang, Bin
    Lou, Pingping
    Fei, Hua-Feng
    Zhang, Zhijie
    GREEN CHEMISTRY, 2024, 27 (01) : 155 - 162
  • [8] Polymerization of Cyclododecasiloxanes with Si-H and Si-OEt Side Groups by the Piers-Rubinsztajn Reaction
    Yoshikawa, Masashi
    Shiba, Hiroya
    Wada, Hiroaki
    Shimojima, Atsushi
    Kuroda, Kazuyuki
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2018, 91 (05) : 747 - 753
  • [9] Ab initio study for Si-H bond vibration on the surface of silicon vacancy
    Nimura, M
    Yamada, A
    Takami, S
    Kubo, M
    Miyamoto, A
    JAPANESE JOURNAL OF APPLIED PHYSICS PART 1-REGULAR PAPERS BRIEF COMMUNICATIONS & REVIEW PAPERS, 2000, 39 (7B): : 4292 - 4294
  • [10] Ab initio study for Si-H bond vibration on the surface of silicon vacancy
    Nimura, Mikihiko, 1600, JJAP, Tokyo, Japan (39):