Reactions between aliphatic amines and [60]fullerene: a review

Miller, Glen P.

doi:10.1016/j.crci.2005.11.020

Cited by 70 publications

(29 citation statements)

References 33 publications

(43 reference statements)

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“…C 60 can be amino-functionalized, as shown in the experiments and computations previously. [29][30][31][32] Subsequently, C 60 H n (NH 2 ) n can capture CO 2 through chemisorption. Thanks to a significant surface area, n in C 60 H n (NH 2 ) n is expected to be sufficiently large to compete with other CO 2 scavengers per unit of mass or volume.…”

Section: Toc Imagementioning

confidence: 99%

Electronic and thermodynamic properties of the amino- and carboxamido-functionalized C-60-based fullerenes: Towards non-volatile carbon dioxide scavengers

Andreeva¹,

Chaban²

2018

The Journal of Chemical Thermodynamics

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1) PRAMO, Saint Petersburg, Leningrad oblast, Russian Federation.(2) P.E.S., Vasilievsky Island, Saint Petersburg, Leningrad oblast, Russian Federation. Abstract. Development of new greenhouse gas scavengers is actively pursued nowadays.Volatility-caused solvent consumption and significant regeneration costs associated with the aqueous amine solutions motivate search for more technologically and economically advanced solutions. We hereby used hybrid density functional theory to characterize thermodynamics, structure, electronic and solvation properties of amino-and carboxamido-functionalized C 60 fullerene. C 60 is non-volatile and supports a large density of amino groups on its surface. Attachment of polar groups to fullerene C 60 adjusts its dipole moment and band gap quite substantially, ultimately resulting in systematically better hydration thermodynamics. Reaction of polyaminofullerenes with CO 2 is favored enthalpically, but prohibited entropically at standard conditions. Free energy of the CO 2 capture by polyaminofullerenes is non-sensitive to the number of amino groups per fullerene. This result fosters consideration of polyaminofullerenes for CO 2 fixation.

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Section: Toc Imagementioning

confidence: 99%

Electronic and thermodynamic properties of the amino- and carboxamido-functionalized C-60-based fullerenes: Towards non-volatile carbon dioxide scavengers

Andreeva¹,

Chaban²

2018

The Journal of Chemical Thermodynamics

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“…6.8) is believed to involve successive electron transfer (from polyamine to fullerene) -proton transfer (from polyamine radical cation to fullerene radical anion) steps ). At or near room temperature, aliphatic amines and polyamines are known to hydroaminate [60]fullerene (Miller 2006), likely also involving preliminary electron transfer -proton transfer steps followed by free radical coupling of C and N based radicals (Fig. 6.8).…”

Section: H 18mentioning

confidence: 99%

Fulleranes

2010

Carbon Materials: Chemistry and Physics

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A comprehensive book series which encompasses the complete coverage of carbon materials and carbon-rich molecules from elemental carbon dust in the interstellar medium, to the most specialized industrial applications of elemental carbon and its derivatives. A great emphasis is placed on the most advanced and promising applications ranging from electronics to medicinal chemistry. The aim is to offer the reader a book series which not only consists of self-sufficient reference works, but one which stimulates further research and enthusiasm. Series EditorsVolume 2: Fulleranes: The Hydrogenated Fullerenes Volume Editors

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“…The facile reactions between such amines and emptyc age [10,11] fullerenes have been developed into usefulm ethods for the separation and purification of endohedral fullerenes,w hich are significantly less reactive toward amine addition. [12] Some emptyc age adducts of amines and C 60 have been isolated, [1,2] but only af ew of thesec ompounds have been crystallographically characterized.…”

Section: Introductionmentioning

confidence: 99%

Piperazine Functionalization of C₇₀ for Incorporation into Supramolecular Assemblies

Aghabali

Jun

Olmstead

et al. 2016

Chemistry A European J

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The photochemical reaction of piperazine with C produces a mono-adduct (N(CH CH ) NC ) in high yield (67 %) along with three bis-adducts. These piperazine adducts can combine with various Lewis acids to form crystalline supramolecular aggregates suitable for X-ray diffraction. The structure of the mono-adduct was determined from examination of the adduct I N(CH CH ) NI C that was formed by reaction of N(CH CH ) NC with I . Crystals of polymeric {Rh (O CCF ) N(CH CH ) NC } ⋅nC H that formed from reaction of the mono-adduct with Rh (O CCF ) contain a sinusoidal strand of alternating molecules of N(CH CH ) NC and Rh (O CCF ) connected through Rh-N bonds. Silver nitrate reacts with N(CH CH ) NC to form black crystals of {(Ag(NO )) (N(CH CH ) NC ) } ⋅7nCH Cl that contain parallel, nearly linear chains of alternating (N(CH CH ) NC molecules and silver ions. Four of these {Ag(NO )N(CH CH ) NC } chains adopt a structure that resembles a columnar micelle with the ionic silver nitrate portion in the center and the nearly non-polar C cages encircling that core. Of the three bis-adducts, one was definitively identified through crystallization in the presence of I as {N(CH CH ) N} C with addends on opposite poles of the C cage and a structure with C symmetry. In {I N(CH CH ) N} C , individual {I N(CH CH ) N} C units are further connected by secondary I2⋅⋅⋅N2 interactions to form chains that occur in layers within the crystal. Halogen bond formation between a Lewis base such as a tertiary amine and I is suggested as a method to produce ordered crystals with complex supramolecular structures from substances that are otherwise difficult to crystallize.

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Reactions between aliphatic amines and [60]fullerene: a review

Cited by 70 publications

References 33 publications

Electronic and thermodynamic properties of the amino- and carboxamido-functionalized C-60-based fullerenes: Towards non-volatile carbon dioxide scavengers

Electronic and thermodynamic properties of the amino- and carboxamido-functionalized C-60-based fullerenes: Towards non-volatile carbon dioxide scavengers

Fulleranes

Piperazine Functionalization of C₇₀ for Incorporation into Supramolecular Assemblies

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Reactions between aliphatic amines and [60]fullerene: a review

Cited by 70 publications

References 33 publications

Electronic and thermodynamic properties of the amino- and carboxamido-functionalized C-60-based fullerenes: Towards non-volatile carbon dioxide scavengers

Electronic and thermodynamic properties of the amino- and carboxamido-functionalized C-60-based fullerenes: Towards non-volatile carbon dioxide scavengers

Fulleranes

Piperazine Functionalization of C70 for Incorporation into Supramolecular Assemblies

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Piperazine Functionalization of C₇₀ for Incorporation into Supramolecular Assemblies