- Synthesis and characterization of hybrid congo red from chloro-functionalized silsesquioxanes
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Congo red dye has been bonded to the functionalized octameric polyhedral silsesquioxanes (POSS), which were prepared by hydrolytic condensation of chloro-functionalized organosilicon monomers in the presence of a catalyst. The binding reaction of congo red to the POSS with chloro groups was achieved via the addition of the congo red via NaCl elimination. The structures of POSS with chloro side groups provided an attractive site for binding congo red that not only retains some of its characteristic properties, but also has exceptional hybrid properties possessed by the silica. The dye characteristics of the material were determined by means of UV spectroscopy as well as other conventional techniques. TUBITAK.
- Gueltek, Ahmet
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- Funktionalisierte Octa-(propylsilsesquioxane)(3-XC3H6)8(Si8O12) Modellverbindungen fuer oberflaechenmodifizierte Kieselgele
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Functionalyzed octa-(propylsilsesquioxanes) have been prepared by the following methods: (a) Hydrolysation of corresponding functionalyzed propyltrialkoxysilanes with X = -Cl, -SH. (b) Hydrosilylation of allyl compounds of octa-(hydri
- Dittmar, Uwe,Hendan, Benedikt J.,Floerke, Ulrich,Marsmann, Heinrich C.
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- Environment-induced nanostructural dynamical-change based on supramolecular self-assembly of cyclodextrin and star-shaped poly(ethylene oxide) with polyhedral oligomeric silsesquioxane core
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The star-shaped amphiphilic inorganic-organic hybrid polymer POSS-(PEO)8 prepared via click chemistry can self-assemble into spherical aggregates by directly dissolving the hybrid polymer in water. The regular spherical aggregates were gradually transformed to deformed spherical aggregates, cylinders and sheets through adding different amount of α-CD molecules into the POSS-(PEO)8 spherical aggregates solution due to the host-guest inclusion complexation between POSS-(PEO)8 aggregates and α-CD. Adding different amount of phenol which captured α-CD from PEO chains or increasing the environmental temperature of the self-assemblies solutions which also led to the slipping of α-CD out of PEO can reversibly and dynamically change the sheets to cylinders, deformed spherical aggregates or regular spherical aggregates, showing that the reversibly nanostructural dynamical-change can be induced by altering the environmental conditions of the solutions.
- Yuan, Weizhong,Liu, Xu,Zou, Hui,Ren, Jie
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- Core-shell octa(azidopropyl) POSS-PEO micelle via "click" chemistry
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An amphiphilic OAPS-PEO was synthesized by "click" reaction between octa(azidopropyl) POSS (OAPS) and propargyl-terminated PEO. The structure of OAPS-PEO was characterized by nuclear magnetic resonance (NMR). The amphiphilic properties and aggregation process of OAPS-PEO in aqueous solution were investigated by fluorescence, dynamic and static light scattering (DLS and SLS), and transmission electron microscopy (TEM). The critical aggregates concentration was determined at ~ 0.10 mg/mL using fluorescence measurements. At this concentration, unassociated unimolecular micelles with diameter size of 40-50 nm were found by DLS, and were also studied by means of TEM. At a lower concentration, all the OAPS-PEO self-assembled into loose balls. With the increase of the OAPS-PEO polymer concentration, OAPS centralizes to be the core of the aggregates. At the concentration of 2.0 mg/mL, aggregates present to be a core-shell structure.
- Li, Yujing,Wan, Liqiang,Huang, Farong,Du, Lei
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- From an octakis(3-cyanopropyl)silsesquioxane building block to a highly COOH-functionalized hybrid organic-inorganic material
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A new nanostructured and highly COOH-functionalized hybrid organic-inorganic material has been synthesized by the hydrolysis of oligomeric octahedral silsesquioxane (POSS), which contains eight cyanopropyl groups. The hybrid, elemental building block oligomeric octakis(3-cyanopropyl)silsesquioxane (CN-POSS) was synthesized from oligomeric octakis(3-chloropropyl)silsesquioxane (Cl-POSS) by an exchange reaction. The formation and nanostructuration of the COOH-functionalized hybrid material were induced by noncovalent hydrogen bonding between COOH-POSS units without decomposition of the core. The material has been fully characterized by scanning electron microscopy, FTIR and 1H, 13C, and 29Si solid-state NMR spectroscopy, X-ray diffraction, and elemental analysis, which confirm that the POSS core remains intact after each chemical modification step. Thermogravimetric analysis indicates that the organic units are thermally stable up to 200 °C. The activation energy related to the proton conductivity of COOH-POSS has been evaluated and confirms the presence of strong hydrogen bonds. Finally, the accessibility and adsorption capacity of the COOH groups towards transition metal ions have been demonstrated and underline the potential of these hybrid materials in extraction chemistry.
- Boullanger, Arnaud,Gracy, Guillaume,Bibent, Nicolas,Devautour-Vinot, Sabine,Clement, Sebastien,Mehdi, Ahmad
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- POSS with eight imidazolium iodide arms for efficient solid-state dye-sensitized solar cells
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Polyhedral oligomeric silsesquioxane functionalized with eight imidazolium iodide arms has been designed and synthesized for use as solid-state electrolytes in solid-state dye-sensitized solar cells, which exhibits a power conversion efficiency of 7.11% under one sun illumination and good long-term stability under one sun soaking.
- Zhang, Wei,Li, Juan,Jiang, Shenghui,Wang, Zhong-Sheng
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- An oligosilsesquioxane cage functionalized with molybdenum(II) organometallic fragments
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A silsesquioxane cage polymer functionalized with eight chloropropyl arms (1, T8-PrCl) reacted with 2,2′-dipyridiylamine (DPA) to afford a new derivative with eight pendant linear chains (2, T8-Pr-DPA). Further reaction with [Mo(η3-C3H5)Br(CO) 2(NCMe)2] afforded another derivative containing three molybdenum units (3, T8-Pr-DPA-Mo), after substitution of the two nitrile ligands in each complex. These are the first silsesquioxane species containing DPA and the Mo(η3-C3H5)Br(CO) 2 fragment. The three materials were characterized by 1H, 13C, 29Si, and 95Mo NMR, FTIR, XRD, and elemental analysis, and T8-PrCl (1) was also structurally characterized by single-crystal X-ray diffraction. It was identified as a low-temperature polymorph of this material. Elemental analysis indicated that all Cl atoms in the parent material T8-PrCl (1) were substituted by the deprotonated DPA group in T8-Pr-DPA (2). However, only three [Mo(η3-C3H5)Br(CO)2(DPA)] units were detected in T8-Pr-DPA-Mo (3). A comprehensive NMR study, complemented with DFT calculations, was carried out in order to detect the effect of Mo coordination on the cage silicon and on the protons and carbons of the propyl chain, but no significant effects were observed. Both 1H and 29Si chemical shifts vary upon introducing DPA but remain the same after reaction with the Mo(II) precursor. The 95Mo NMR data reveal that the metal is not sensitive to the cage. The catalytic activity of 3 was tested as a precursor in the epoxidation of cyclooctene and styrene in the presence of TBHP. Despite the high selectivity toward the epoxides, the conversion and turnover frequencies were low, reflecting the behavior of the [Mo(η3-C3H5)Br(CO)2(DPA)] complex.
- Dias Filho, Newton L.,Portugal, Fatima C. M.,Nogueira,Brandao, Paula,Felix, Vitor,Vaz, Pedro D.,Nunes, Carla D.,Veiros, Luis F.,Brito, Maria J. Villa De,Calhorda, Maria Jose
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- Improved shape memory performance of star-shaped POSS-polylactide based polyurethanes (POSS-PLAUs)
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Star-shaped polyhedral oligomeric silsesquioxane multi-arm polylactides (POSS-PLA) with various arm lengths were synthesized by ring opening polymerization of d,l-lactide. Then, the star-shaped POSS-PLA based polyurethanes (POSS-PLAUs) were synthesized by cross-linking POSS-PLAs with various PLA arm lengths and polytetramethylene ether (PTMEG) with hexamethylene diisocyanate (HDI). Fourier transform infrared spectroscopy (FTIR) and nuclear magnetic resonance (NMR) were utilized to characterize the structures of the materials. Differential scanning calorimetry (DSC) experiments were carried out to investigate the glass transition temperature (Tg) of POSS-PLAUs and crystallinity of PTMEG. Dynamic mechanical analysis (DMA) and stress relaxation experiments were used to study the dynamic mechanical properties and stress relaxation behaviors of POSS-PLAUs. Cyclic thermal mechanical and physical shape recovery tests were used to study the shape memory properties. The effects of POSS and PLA arm length on the mechanical, thermal properties and the shape memory behaviors were investigated. In our system, PLA arm length has no significant effect on glass transition temperature (Tg). Tg increases with the POSS content in the networks due to the obstructed movement of the polymer chains caused by caged POSS. E′ increases from POSS-PLAU110 to POSS-PLAU530 due to the decreasing of PTMEG content. Dynamic mechanical analysis reveals a similar relationship of glass transition temperature to POSS content. The stress relaxation curves show an increase in initial stress in POSS-PLAUs with longer arm length due to lower PTMEG content. The relaxation ratio is higher for the polymer with shorter PLA arm length. The quick relaxation above the triggering temperature of POSS-PLAU with shorter PLA arm length is favorable for quick shape recovery. All the POSS-PLAUs have excellent shape memory properties with high shape fixity ratios above 99%, shape recovery ratios around 84% for the first cycle and above 89% for the second cycle. POSS-PLAUs with the shorter arm length show faster recovery speed due to the higher content of POSS cores.
- Gu,Gao
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- Functionalization of polyhedral oligomeric silsesquioxane (POSS) via nucleophilic substitution
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Octakis(3-chloropropyl)octasilsesquioxane, obtained recently by a new method, has enabled a highly efficient synthesis of a whole family of cube-like T8 silsesquioxanes by nucleophilic substitution of chlorine atom with appropriate nucleophilic agents. Fi
- Dutkiewicz, Michal,Maciejewski, Hieronim,Marciniec, Bogdan
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- Highly efficient latent fingerprint detection by eight-dansyl-functionalized octasilsesquioxane nanohybrids
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The largely demand in continued security issues makes necessary the development of novel materials with outstanding properties to improve the current detection techniques. In this context, latent fingerprint (LF) by fluorescent labeled materials (FLM) is one of the most attractive personnel identification methodologies. Here, two FLM based on polyhedral oligomeric silsesquioxane (POSS) nanohybrids labeled with dansyl chromophores have been synthesized and fully characterized. Their photophysical properties have confirmed that these materials clearly possess the prime qualifications as suitable LF sensing platforms. In fact, they adequately detect LFs on glassy surface with excellence legibility.
- Díaz Díaz, David,Dare, Enock O.,Jiménez, M. Consuelo,Pérez-Ruiz, Raúl,Vendrell-Criado, Victoria
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- Inducing enantioselective crystallization with and self-assembly of star-shaped hybrid polymers prepared via “grafting to” strategy
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Helical polymers present some interesting and distinctive properties, and one of the most distinguished applications of them is the chiral recognition and resolution of enantiomers. In this work, star-shaped hybrid helical poly (phenyl isocyanide) (PPI) with polyhedral oligomeric silsesquioxanes (POSS) as the core was designed and synthesized by “grafting to” strategy. The homoarm star-shaped hybrid POSS-(PPI)8 was first obtained by the click reaction between azide-modified POSS (POSS-(N3)8) and alkynyl-modified PPI (PPI-Alkynyl). The hybrid POSS-(PPI)8 was with predominated left-handed helical conformation and exhibited excellent ability in the enantioselective crystallization of racemic compounds. In the meantime, heteroarm star-shaped hybrid (PEG)4-POSS-(PPI)4 was prepared by the click reaction of POSS-(N3)8 with PPI-Alkynyl and alkynyl-modified poly (ethylene glycol) (PEG-Alkynyl). The hybrid (PEG)4-POSS-(PPI)4 was amphiphilic, and it could self-assemble to form spherical micelles in aqueous solutions.
- Zou, Hui,Liang, Wen-Quan,Wu, Qi-Liang,Zhou, Li,Hou, Xiao-Hua,Liu, Na,Wu, Zong-Quan
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supporting information
p. 61 - 69
(2021/11/10)
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- Sonosynthesis of furan-2(5H)-ones using nanosilica-tethered polyhedral oligomeric silsesquioxanes
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Abstract: An easy and rapid method for the synthesis of 3,4,5-substituted furan-2 (5H)-ones has been achieved through a three-component reaction of aniline, dialkyl acetylenedicarboxylate, and aromatic aldehydes using nanosilica-tethered polyhedral oligom
- Shahbazi-Alavi, Hossein,Khojasteh-Khosro, Sheida,Safaei-Ghomi, Javad,Nazemzadeh, Seyed Hadi
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p. 2433 - 2440
(2019/06/27)
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- Synthesis and characterization of organic/inorganic hybrid materials based on polyhedral oligomeric silsesquioxane (POSS) and poly(ethylene glycol) via click chemistry
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Cu(I)-catalyzed alkyne?azide Huisgen 1,3-dipolar cycloaddition (CuAAC) was used for the creation of POSS-PEG architecture. Herein, we presented the preparation of functionalized mono and bis PEG2000 with maleic anhydride. Then the mono and dialkyne-terminated compounds were produced by the treatment with propargyl alcohol. Finally, click reaction occurred between azide end-functionalized polyhedral oligomeric silsesquioxane [POSS-(N3)8] and alkyne-terminated compounds. The resultant products were characterized by 1H NMR, FT-IR, SEM, EDX, TGA and DTA.
- Mohammadi Ziarani, Ghodsi,Asadi, Shima,Badiei, Alireza,Nabid, Mohammad Reza
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p. 393 - 401
(2019/07/31)
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- Synthesis of two new Mo(II) organometallic catalysts immobilized on POSS for application in olefin oxidation reactions
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The purpose of this work was the preparation and characterization of two new catalysts POSS-ATZAc-[Mo(η3-C3H5)Br(CO)2] (POSS-Mo-I) and POSS-ATZAc-[Mo(CO)3Br2] (POSS-Mo-II). The new heterogeneous catalysts were characterized by several techniques and used as catalysts for the epoxidation of olefins, presenting high catalytic activity. To study and optimize the syntheses of the heterogeneous catalysts, immobilization experiments of the [Mo(η3-C3H5)Br(CO)2(NCMe)2] and [Mo(CO)3Br2(NCMe)2] organometallic complexes on the modified polyhedral oligomeric silsesquioxane were performed. The sorption properties of the modified silsesquioxane showed to be dependent of the contact time, concentration and temperature. Catalysts were tested in the epoxidation of six olefins and compared with homogeneous species [Mo(η3-C3H5)Br(CO)2(ATZAc)] (Mo-I) and [Mo(CO)3Br2(ATZAc)] (Mo-II). To the best of our knowledge, this paper is the first that has reported the preparation and characterization of two new heterogeneous catalysts, as well as the comparison with homogeneous species for catalytic epoxidation of olefins.
- Vieira, Eduardo Guimar?es,Dal-Bó, Alexandre Gon?alves,Frizon, Tiago Elias Allievi,Dias Filho, Newton Luiz
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- Synthesis, characterization and catalytic application of a new organometallic oligomer based on polyhedral oligomeric silsesquioxane
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Although homogeneous catalysts provide high performance and selectivity, the difficulty of separation and recycling of these catalysts has bothered the scientific community worldwide. Therefore, the demand for heterogeneous catalysts that possess the advantages of homogeneous ones, with ease of separation and recyclability remains a topic of major impact. The oligomeric catalyst synthesized in this work was characterized using elemental analysis, Fourier transform infrared, 13C NMR, 29Si NMR and energy-dispersive X-ray spectroscopies, X-ray diffraction, thermogravimetric analysis, scanning electron microscopy and Brunauer–Emmett–Teller analysis and compared to its homogeneous counterpart [W(CO)3Br2(ATC)] in the epoxidation of 1-octene, cyclooctene, (S)-limonene, cis-3-hexen-1-ol, trans-3-hexen-1-ol and styrene. The results showed that the percentage conversion for the homogeneous species [W(CO)3Br2(ATC)] was slightly higher than for the oligomeric catalyst (POSS-ATC-[W(CO)3Br2]). Furthermore, the selectivity for epoxide of the oligomeric catalyst was greater than that of the homogeneous catalyst by about 25% when (S)-limonene was used. Great conversions (yields) of products were obtained with a wide range of substrates and the catalyst was recycled many times without any substantial loss of its catalytic activity.
- Vieira, Eduardo Guimar?es,Silva, Rafael Oliveira,Junior, Enes Furlani,Dias Filho, Newton Luiz
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- Nano-colloidal silica-tethered polyhedral oligomeric silsesquioxanes with eight branches of 3-aminopropyltriethoxysilane as high-performance catalyst for the preparation of bis-thiazolidinones under ultrasonic conditions
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We report a class of organic-inorganic hybrid material based on nano-colloidal silica-tethered polyhedral oligomeric silsesquioxanes with eight branches of 3-aminopropyltriethoxysilane [nano-colloidal silica@APTPOSS (a series of polyhedral oligomeric sils
- Safaei-Ghomi, Javad,Nazemzadeh, Seyed Hadi,Shahbazi-Alavi, Hossein
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p. 927 - 932
(2017/12/15)
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- Novel magnetic nanoparticles-supported inorganic-organic hybrids based on POSS as an efficient nanomagnetic catalyst for the synthesis of pyran derivatives
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A new family of polyhedral oligomeric silsesquioxanes with eight triethoxysilane arms (APTPOSS) has been successfully anchored on the surface of Fe3O4 nanomagnetics and characterized by infrared spectroscopy, X-ray diffraction spectroscopy, scanning electron microscope, Energy Dispersive Spectroscopy, thermogravimetric analysis, dynamic light scattering and vibrating sample magnetometer. Fe3O4@APTPOSS, as a magnetic nanocatalyst for high-yield synthesis of pyrans has been employed.
- Safaei-Ghomi, Javad,Nazemzadeh, Seyed Hadi,Shahbazi-Alavi, Hossein
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- Octa-imidazolyl POSS room temperature ionic liquid and preparation method thereof
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The invention discloses octa-imidazolyl POSS room temperature ionic liquid and a preparation method thereof. The octa-imidazolyl POSS room temperature ionic liquid is prepared from raw materials, namely octa-alkyl imidazole POSS chlorate and lauryl sodium sulfate, wherein the molar ratio of octa-alkyl imidazole POSS chlorate to lauryl sodium sulfate is 1:1; octa-alkyl imidazole POSS chlorate is prepared from octa-propyl chloride POSS and N-alkyl imidazole, and the molar ratio of octa-propyl chloride POSS to N-alkyl imidazole is 1.0:24.0; octa-propyl chloride POSS is obtained by carrying out acidic hydrolysis on 3-gamma-chloropropyl trimethoxysilane. The invention further discloses the preparation method for the ionic liquid containing eight functional groups. The preparation method for the ionic liquid has the advantages that the yield and purity are high, stability is good, process is simple and convenient, cost is low, and large-scale industrial production can be achieved. A series of octa-imidazolyl POSS high-temperature-resisting ionic liquid can be used as electrolyte due to good electrical conductivity, and the using temperature range of batteries is expanded.
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Paragraph 0030; 0031; 0032; 0033; 0034
(2016/12/16)
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- Synthesis of a nanostructured composite: Octakis(1-propyl-1H-1,2, 3-triazole-4-yl(methyl 2-chlorobenzoate))octasilsesquioxane via click reaction
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Octakis(1-propyl-1H-1,2,3-triazole-4-yl(methyl 2-chlorobenzoate))octasilsesquioxanes as functionalized silsesquioxanes were synthesized via click reaction (copper-catalyzed Huisgen 1,3-dipolar cycloaddition reaction) between azidemoiety functionalized sil
- Ziarani, Ghodsi Mohammadi,Nahad, Monireh Shakiba,Lashgari, Negar,Badiei, Alireza
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p. 709 - 715
(2015/10/12)
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- Synthesis of aromatic functionalized cage-rearranged silsesquioxanes (T8, T10, and T12) via nucleophilic substitution reactions
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Organic-inorganic hybrid nano-building blocks of aromatic nitro-, aldehyde-, and bromo-functionalized polyhedral oligomeric silsesquioxanes were easily prepared through nucleophilic substitutions, starting from the reactions between octakis(3-chloropropyl)octasilsesquioxane and phenoxide derivatives. These phenoxide anions not only supply the substitution functions to a silsesquioxane cage, but can also induce a cage-rearrangement leading to the formation of octa-, deca-, and dodecahedral silsesquioxane cages. This journal is
- Chimjarn, Supansa,Kunthom, Rungthip,Chancharone, Prapassorn,Sodkhomkhum, Rapheepraew,Sangtrirutnugul, Preeyanuch,Ervithayasuporn, Vuthichai
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supporting information
p. 916 - 919
(2015/02/19)
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- Synthesis of POSS derived organic-inorganic hybrid esters for insulating oil applications
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In this work, a new family of polyhedral oligomeric silsesquioxanes (POSS) based esters have been synthesized that consists eight ester functional groups. These are classified into Type-I and Type-II esters based on the starting materials, octakis(3-chlor
- Choi, Kyeong-Min,Harshavardhan,Sridhar, Ch.,Vijaykumar,Kumar, Deepak,Jang, Kiwan,Lee, Man-Sig,Shin, Dong-Soo
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p. 2769 - 2773
(2015/04/22)
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