Octa(aminophenyl)silsesquioxane as a Nanoconstruction Site

Tamaki, Ryo; Tanaka, Yasuyuki; Asuncion, Michael Z.; Choi, Jiwon; Laine, Richard M.

doi:10.1021/ja011781m

Cited by 293 publications

(271 citation statements)

References 30 publications

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“…The nanoscaled distribution of reinforcing agents can optimize the interactions between different molecular components and can afford materials with improved properties [6,7]. Cubic structured polyhedral oligomeric silsesquioxane (POSS) reagents are typical molecular nanobuilding blocks that are used to reinforce the organic polymer matrix.…”

Section: Introductionmentioning

confidence: 99%

Octasilsesquioxane-reinforced DGEBA and TGDDM epoxy nanocomposites: Characterization of thermal, dielectric and morphological properties

2010

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Section: Introductionmentioning

confidence: 99%

Octasilsesquioxane-reinforced DGEBA and TGDDM epoxy nanocomposites: Characterization of thermal, dielectric and morphological properties

2010

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“…These two peaks disappeared after reduction as shown in the FTIR spectrum of OAPS (Figure 3(c)), denoting that the reduction reaction was successful. New broad peaks appear at 3381 cm −1 with a shoulder at 3223 cm −1 , which are assigned to vNH [17,18]. In the 1H NMR spectrum of OAPS (Figure 4(a)), no peak at 8 -9 ppm corresponding to the protons in aromatic groups of ONPS was observed, while the aromatic hydrogen of OAPS were detected at higher magnetic field (7.8 -6.0 ppm) due to the electron donor properties of amino groups on phenyl rings.…”

Section: Resultsmentioning

confidence: 98%

Application of Hydrazine Hydrate in the Synthesis of Octa(aminophenyl)silsesquioxane (OAPS) Poss

Koech¹,

Shao²,

Mutua³

et al. 2013

ACES

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Octa(aminophenyl)silsesquioxane (OAPS) was prepared from octaphenyl silsesquioxane (OPS) in two steps, first nitration to obtain Octa(nitrophenyl)silsesquioxane (ONPS) then reduction by using the stable, inexpensive, and readily available hydrazine hydrate as the reducing agent in the presence of Iron(III)Chloride catalyst with a yield of around 87%. Hydrazine is a two-electron reducing agent whereas nitro group is a four-electron reduction process. The activated carbon serves as an adsorbent and electrical conductor enabling the reaction to occur by acting as a mediator between a two-electron reagent and a four-electron process. Adsorption provides a reducing potential and a supply of electrons from many hydrazines making possible the initial four-electron process even though each individual hydrazine is a two-electron donor. The product was characterized by FTIR and 1 H NMR. The time period for preparation of ONPS from octaphenyl silsesquioxane was considerably shortened to avoid double nitration of the aromatic rings.

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“…The comer capping synthesis of cyclopentyl triol POSS to phenyl POSS, nitration and amination of the phenyl species are nominally simlar to established techniques [1,4] and will not be elaborated upon here, but in a separate pubhcation. Instead, the spectroscopic characterization of the isomers of the intermediate nitro and final amme compounds will be the focus of this study.…”

Section: Methodsmentioning

confidence: 99%

“…[3] Recently, Laine and coworkers have popularized "nanobricks" formed by functionalizing a completely condensed octaphenyl POSS into an octa(aminophenyl) POSS via nitration of the phenyl groups, and subsequent reduction of the nitro groups to the amine. The octa(aminophenyl) silsesquioxane was shown to form epoxies with enhanced modulus above the glass transition [4]. Polyimides based on the Laine "nanobrick" have also been reported.…”

Section: Introductionmentioning

confidence: 99%

Monofunctional Aminophenyl Polyhedral Oligomeric Silsesquioxanes - A Model for High Performance Nanocomposite Monomers

Gonzalez¹,

Viers²,

Haddad³

2002

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Octa(aminophenyl)silsesquioxane as a Nanoconstruction Site

Cited by 293 publications

References 30 publications

Octasilsesquioxane-reinforced DGEBA and TGDDM epoxy nanocomposites: Characterization of thermal, dielectric and morphological properties

Octasilsesquioxane-reinforced DGEBA and TGDDM epoxy nanocomposites: Characterization of thermal, dielectric and morphological properties

Application of Hydrazine Hydrate in the Synthesis of Octa(aminophenyl)silsesquioxane (OAPS) Poss

Monofunctional Aminophenyl Polyhedral Oligomeric Silsesquioxanes - A Model for High Performance Nanocomposite Monomers

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