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1.
Org Lett ; 25(34): 6352-6356, 2023 Sep 01.
Artículo en Inglés | MEDLINE | ID: mdl-37584450

RESUMEN

A visible-light-promoted and transition-metal-free photoredox-catalysis strategy is developed for the synthesis of thioxanthone derivatives (TXs). The mechanistic study and density functional theory calculations suggest that visible-light-promoted intramolecular cyclization can be divided into hydrogen atom transfer, C-C formation, and oxidative dehydrogenation with high regioselectivity and reactivity. Significantly, this C-C formation strategy can be used in TXs-based commercial photoinitiators and drugs at the gram level.

2.
Polymers (Basel) ; 12(8)2020 Jul 22.
Artículo en Inglés | MEDLINE | ID: mdl-32707932

RESUMEN

Three series of silicone modified polyurethane acrylate (SPUA) prepolymers were prepared from dicyclohexylmethane-4, 4'-diisocyanate (HMDI), PPG1000, triethylene glycol (TEG), 2-hydroxyethyl acrylate (HEA), and multi-hydroxyalkyl silicone (MI-III) with tris(trimethylsiloxy)silyl propyl side groups. Their structures were confirmed by 1H NMR, 13C NMR, and Fourier transformed infrared (FTIR) analysis, and SPUA films were obtained by UV curing. The properties of films were investigated by attenuated total reflection (ATR)-FTIR, scanning electron microscopy (SEM), energy dispersive X-ray spectroscopy (EDS), water contact angle (WCA), thermogravimetric analysis (TGA), differential scanning calorimeter (DSC), water and hexane resistance, and tensile testing. The results showed that the structures and dosages of MI-III could influence the polymerization properties, surface properties, water and n-hexane resistance, and thermal and tensile properties of SPUA. For instance, the surface aggregation of tris(trimethylsiloxy)silyl propyl groups (even ~2.5 wt%) could endow SPUA films with less microphase separation, good hydrophobicity, lipophilicity, thermal stability, and mechanical properties. Interestingly, obvious regular winkles appeared on the surfaces of SPUAIII films, which are characterized by relatively high WCA values. However, relatively smooth were observed on the surfaces of SPUAIII films, which also exhibit lower water absorption ratio values. Furthermore, the ordinary cotton textiles would be transformed into hydrophobic and oleophilic textiles after treating with SPUA simply, and they were used in the oil/water separation study. Among them, consistent with water and hexane resistance analysis of SPUA films, SPUAII treated cotton textiles are characterized by relatively small liquid absorption capacity (LAC) values. Thus, phenyl groups and side-chain tris(trimethylsiloxy)silyl propyl groups are helpful to improve the hydrophobicity and lipophilicity of SPUA films. SPUAII-5 (even with 5 wt% MII) treated cotton textiles could efficiently separate the oil/water mixture, such as n-hexane, cyclohexane, or methylbenzene with water. Thus, this material has great potential in the application of hydrophobic treatment, oil/water separation, and industrial sewage emissions, among others.

3.
Polymers (Basel) ; 11(4)2019 Apr 16.
Artículo en Inglés | MEDLINE | ID: mdl-30995770

RESUMEN

A silicone-thioxanthone (STX) visible light photoinitiator was prepared by the nucleophilic substitution reaction of 2-[(4-hydroxybenzyl)-(methyl)-amino]-9H-thioxanthen-9-one (TX-HB) and γ-chloropropylmethylpolysiloxane-co-dimethyl-polysiloxane (PSO-Cl). Its structure was confirmed by 1H NMR, 13C NMR, FTIR, UV-vis and GPC. The photopolymerization kinetics of 1, 6-Hexanedioldiacrylate (HDDA) and trimethylolpropane triacrylate (TMPTA) initiated by STX confirmed that STX is an efficient photoinitiator. Its visible light photolysis experiment and the photopolymerization kinetics studies implied that a possible synergistic effect existed between two adjacent thioxanthone groups. Moreover, a higher migration stability was revealed in STX than 2-benzyl (methyl) amino-9H-thioxanthen-9-one (TX-B). STX could change the surface property of the cured film of polyurethane diacrylate prepolymer (PUA) from hydrophilic to hydrophobic, as well as change the thermal stability of the polymer network. Meanwhile, it could improve the resistance against water and acid. Thus, STX is an effective multifunctionalized photoinitiator.

4.
ACS Appl Mater Interfaces ; 11(7): 7510-7521, 2019 Feb 20.
Artículo en Inglés | MEDLINE | ID: mdl-30676717

RESUMEN

A solid surface morphology is of great importance for the fundamental research in the field of hydrophobic materials. Commercial sand core funnels (SCs) are embedded with multilevel pore size and surface roughness, which are excellent models to study the mechanism of surface wettability. This article described a simple, green, and facile method to fabricate hydrophobic surfaces on SCs via reacting with perfluorooctyltriethoxysilane (PFTS) vapor. Systematic analyses on the reaction, properties, and applications of the PFTS-modified SCs were conducted, which involved the reaction time and temperature, water resistance, mechanical durability, self-cleaning test, surface adhesion, and underoil superhydrophobicity. The water contact angle of the modified SCs increased with a decrease of the pore size and an increase of the surface roughness of the sand core particles. The wettability of the modified SCs agrees well with the intermediate states between Wenzel and Cassie-Baxter. The PFTS-modified SCs retained excellent chemical stability in rigid conditions and good mechanical properties. The hydrophobic SCs showed oil/water separation performance with excellent efficiency, reusability, and high flux. Especially for the PFTS-modified SCs with small pore sizes, water-in-oil emulsion separation was successfully realized. The easily accessible, relatively cheap raw materials and facile process in this work are very desirable to obtain a specific wetting surface, which will offer promising applications in various fields.

5.
Chem Commun (Camb) ; 50(51): 6768-70, 2014 Jun 28.
Artículo en Inglés | MEDLINE | ID: mdl-24837522

RESUMEN

Ferrocene-based polymers, poly(ferrocenyl-methylsilane) and its derivatives, were synthesised by ring-opening polymerization. The product shows promising cathode application in Li-ion, Na-ion and all-organic batteries. The ultra-high power density, excellent cycling stability and decent capacity performance makes it comparable or even superior to the conventional inorganic electrode materials.

6.
Org Lett ; 6(24): 4519-22, 2004 Nov 25.
Artículo en Inglés | MEDLINE | ID: mdl-15548065

RESUMEN

We report the synthesis of a new class of symmetric and unsymmetric oxamide-based dinuclear ruthenium complexes. These complexes were characterized by NMR, ESI-MS, and electrochemical methods. Spectroelectrochemical analysis of the complexes showed broad absorptions in the NIR region for the mixed-valence state of the complexes. The introduction of a chiral group into the bridging ligand produced an optically active complex that was studied using circular dichroism. [structure: see text]

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