Thioxanthone attached polyhedral oligomeric silsesquioxane (POSS) nano-photoinitiator for preparation of PMMA hybrid networks in air atmosphere

被引:11
作者
Batibay, Gonul S. [1 ]
Gunkara, Omer Tahir [1 ]
Ocal, Nuket [1 ]
Arsu, Nergis [1 ]
机构
[1] Yildiz Tech Univ, Dept Chem, Davutpasa Campus, TR-34220 Istanbul, Turkey
关键词
Polymerization; Nano-photoinitiator; Polyhedral oligomeric silsesquioxane (POSS); Thioxanthone; POLYMERS; SYSTEMS;
D O I
10.1016/j.porgcoat.2020.105939
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
2-(9-Oxo-9H-thioxanthene-2-yloxy)-N-(3-silsesquioxanylpropyl) acetamide was synthesized with 2-(carboxymethoxy) thioxanthone and aminopropylisobutyl POSS as precursors. Absorption characteristics of 2-(9-Oxo-9H-thioxanthene-2-yloxy)-N-(3-silsesquioxanylpropyl) acetamide is similar to the thioxanthone, even its molar absorptivity is much higher than bare precursor thioxanthone. The one-component nature of this nanophotoinitiator allowed us to use it as a photoinitiator even in the air atmosphere. Initiation mechanism of 2-(9-oxo-9H-thioxanthene-2-yloxy)-N-(3-silsesquioxanylpropyl) acetamide is based on intramolecular hydrogen abstraction and resulted alkyl radical which initiate polymerization. Intramolecular hydrogen abstraction of 2-(9-oxo-9H-thioxanthene-2-yloxy)-N-(3-silsesquioxanylpropyl) acetamide ends up as the covalent linkage of POSS structure to the polymer. The important contribution of incorporation and good dispersion of POSS in poly (methyl methacrylate) matrices were observed as an improve in thermal stability and led to the formation of robust polymer/filler network. Poly(methyl methacrylate) hybrid network prepared with 2-(9-oxo-9H-thioxanthene-2-yloxy)-N-(3-silsesquioxanylpropyl) and aminopropylisobutyl POSS / 2-(carboxymethoxy) thioxanthone and scanning electron microscopy images of casts film surfaces presented two different views. First formulation displayed smaller and more homogeneous pores. Second formulation, which contains two component system, led to disordered porous structures.
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页数:7
相关论文
共 29 条
[1]   A facile and versatile route for preparation AgNp nanocomposite thin films via thiol-acrylate photopolymerization: Determination of antibacterial activity [J].
Adibelli, Melisa ;
Ozcelik, Elif ;
Batibay, Gonul S. ;
Arasoglu, Tulin Ozbek ;
Arsu, Nergis .
PROGRESS IN ORGANIC COATINGS, 2020, 143
[2]   Carbazole Scaffold Based Photoinitiator/Photoredox Catalysts: Toward New High Performance Photoinitiating Systems and Application in LED Projector 3D Printing Resins [J].
Al Mousawi, Assi ;
Dumur, Frederic ;
Garra, Patxi ;
Toufaily, Joumana ;
Hamieh, Tayssir ;
Graff, Bernadette ;
Gigmes, Didier ;
Fouassier, Jean Pierre ;
Lalevee, Jacques .
MACROMOLECULES, 2017, 50 (07) :2747-2758
[3]   One-component bimolecular photoinitiating systems, 2 - Thioxanthone acetic acid derivatives as photoinitiators for free radical polymerization [J].
Aydin, M ;
Arsu, N ;
Yagci, Y .
MACROMOLECULAR RAPID COMMUNICATIONS, 2003, 24 (12) :718-723
[4]   In-situ photoinduced formation of self-assembled Ag NPs using POSS-TX as nano-photoinitiator in PEGMEA/PEGDA polymer matrix and creating self-wrinkled pattern [J].
Batibay, Gonul S. ;
Gunkara, Omer Tahir ;
Ocal, Nuket ;
Arsu, Nergis .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2018, 359 :73-79
[5]   Coarse-grained force field for simulating polymer-tethered silsesquioxane self-assembly in solution [J].
Chan, Elaine R. ;
Striolo, Alberto ;
McCabe, Clare ;
Cummings, Peter T. ;
Glotzer, Sharon C. .
JOURNAL OF CHEMICAL PHYSICS, 2007, 127 (11)
[6]   PHOTOREDUCTION BY AMINES [J].
COHEN, SG ;
PAROLA, A ;
PARSONS, GH .
CHEMICAL REVIEWS, 1973, 73 (02) :141-161
[7]   Nanocomposites: Synthesis, Structure, Properties and New Application Opportunities [J].
Cury Camargo, Pedro Henrique ;
Satyanarayana, Kestur Gundappa ;
Wypych, Fernando .
MATERIALS RESEARCH-IBERO-AMERICAN JOURNAL OF MATERIALS, 2009, 12 (01) :1-39
[8]   Shining a light on an adaptable photoinitiator: advances in photopolymerizations initiated by thioxanthones [J].
Dadashi-Silab, Sajjad ;
Aydogan, Cansu ;
Yagci, Yusuf .
POLYMER CHEMISTRY, 2015, 6 (37) :6595-6615
[9]   Solvent and Substrate Contributions to the Formation of Breath Figure Patterns in Polystyrene Films [J].
Ferrari, Elisa ;
Fabbri, Paola ;
Pilati, Francesco .
LANGMUIR, 2011, 27 (05) :1874-1881
[10]  
Fouassier J.P., 2012, Photoinitiators for Polymer Synthesis: Scope, Reactivity, and Efficiency