Decarboxylation of 6-nitrobenzisoxazole-3-carboxylate as kinetic probe for piperazinium-based cationic micelles

Brinchi, Lucia; Germani, Raimondo; Savelli, Gianfranco; Spreti, Nicoletta

doi:10.1016/j.jcis.2003.10.022

Cited by 5 publications

(3 citation statements)

References 20 publications

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“…CTABr, TBABr, TPeABr, THeABr, TBPBr, CTBPBr, and SB3‐12 were purchased from Sigma‐Aldrich and recrystallized from acetone or ethyl acetate with different amounts of methanol before use. Other cationic surfactants and quaternary ammonium salts were synthesized by quaternization reaction of the correspondent tertiary amines with the appropriate alkyl halide or mesylate, following published procedures and purified by subsequent crystallizations from acetone, ethyl acetate, or acetonitrile with different amounts of methanol. CB1‐12 was synthesized by a literature procedure .…”

Section: Experimental Chemoinformatics and Materialsmentioning

confidence: 99%

“…Other cationic surfactants and quaternary ammonium salts were synthesized by quaternization reaction of the correspondent tertiary amines with the FIGURE 1 Families of tested compounds: general formulas for tetralkylammonium surfactants (I) (A), tetralkylammonium salts (B), tetraalkylammonium surfactants with endocyclic ammonium (I) (C), tetralkylammonium salts with endocyclic ammonium (D), twin chain (TC) (E), and sulfobetaines (SB) (F). For an exhaustive list, see the Supporting Information appropriate alkyl halide or mesylate, following published procedures [19][20][21][22] and purified by subsequent crystallizations from acetone, ethyl acetate, or acetonitrile with different amounts of methanol. CB1-12 was synthesized by a literature procedure.…”

Section: Chemical Productsmentioning

confidence: 99%

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Chemoinformatic design of amphiphilic molecules for methane hydrate inhibition

Profio

Canale

Marvulli

et al. 2018

Journal of Chemometrics

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Cationic surfactants and other low molecular weight compounds are known to inhibit nucleation and agglomeration of methane hydrates. In particular, tetralkylammonium salts are kinetic hydrate inhibitors; ie, they reduce the rate of hydrate formation. This work relates to the in‐silico determination of structural features of molecules modulating methane hydrate formation, as found experimentally, and the prediction of novel structures to be tested as candidate inhibitors. Experimental data for each molecule are the amount of absorbed methane. By inserting these numerical values into a chemoinformatic model, it was possible to find a mutual correlation between structural features and inhibition properties. A maximum amount of information is extracted from the structural features and experimental variables, and a model is generated to explain the relationship therebetween. Chemometric analysis was performed by using the software package Volsurf+ with the aim of finding a primary correlation between surfactant structures and their properties. Experimental parameters (pressure, temperature, and concentration) were further processed through an optimization procedure. A careful study of the chemometric analysis responses and the numerical descriptors of tested surfactants allowed to define the features of a good inhibitor, as far as the amount of absorbed gas is concerned. An external prediction is finally made to project external compounds, whose structures and critical micellar concentration are known, in a statistical model, to predict the inhibition properties of a particular molecule in advance of synthesis and testing. This method allowed to find novel amphiphilic molecules for testing as candidate inhibitors in flow‐assurance.

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Section: Experimental Chemoinformatics and Materialsmentioning

confidence: 99%

Section: Chemical Productsmentioning

confidence: 99%

Chemoinformatic design of amphiphilic molecules for methane hydrate inhibition

Profio

Canale

Marvulli

et al. 2018

Journal of Chemometrics

Self Cite

View full text Add to dashboard Cite

show abstract

“…Therefore these data are consistent with the idea that the micellar surface of [C 12 mim][Cl] is more polar and water rich than the micellar surface of [C 12 mim][Br], as in the case of CTACl and CTABr. We may compare reactivity of 6-NBIC in [C 16 mim][Br] with the reactivity in cetyltrimethylammonium bromide, CTABr, and also in the piperazinium-based surfactant cetyldimethylpiperazinium bromide (CMPBr) [23]. These surfactants have the same alkyl chain, the same counterion, but a different polar head group.…”

Section: Reaction In Imidazolium Sail Micellesmentioning

confidence: 99%