Biodegradable pyridinium ionic liquids: design, synthesis and evaluation

Harjani, Jitendra R.; Singer, Robert D.; Garcı́a, M. Teresa; Scammells, Peter J.

doi:10.1039/b811814k

Cited by 157 publications

(116 citation statements)

References 52 publications

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“…The pyridinium ILs were prepared according to previously published researches and with some modifications [34,35]. 1-dodecylpyridinium bromide (C 12 PyBr), 1-tetradecylpyridinium bromide (C 14 PyBr), 1-hexadecylpyridinium bromide (C 16 PyBr) and 1-octadecylpyridinium bromide (C 18 PyBr) were obtained by reacting pyridine (33 mmol) with 1-bromododecane (40 mmol), 1-bromotetradecane (40 mmol), 1-bromohexadecane (40 mmol) and 1-bromooctadecane (40 mmol) respectively in ethanol (10 mL), at 110 °C under reflux condition for 48 h. The products obtained were purified by dissolving it in minimum amount of acetonitrile and precipitated using diethyl ether.…”

Section: Synthesis Of Pyridinium Ilsmentioning

confidence: 99%

Monodispersed mesoporous silica nanospheres based on pyridinium ionic liquids

2018

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In the past decades, ionic liquids (ILs) have garnered a lot of attention especially in the field of green chemistry due to their unique properties which help to solve the problems posed by organic solvents. Interestingly, their applications are not limited to that only as ILs have the potential to become alternative templates in the development of mesoporous silica nanoparticles (MSNs). This work reported the usage of a series of pyridinium ILs as template in the synthesis of monodispersed mesoporous silica nanosphere (MNSs) via two methods. Both syntheses utilize triethanolamine (TEA) as the base catalyst where in one method the TEA undergoes pre-treatment process while the other did not. Besides that, the effects of pyridinium ILs alkyl chain length were also investigated. MNSs generated via both methods exhibit spherical morphology and decreasing average particles size with increasing alkyl chain length of pyridinium ILs. The MNSs porosity were further analyzed through nitrogen sorption analysis where the surface area were in between 71.85 and 525.02 m 2 g −1 and the pore volume was up to 1 cm 3 g −1 .

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Section: Synthesis Of Pyridinium Ilsmentioning

confidence: 99%

Monodispersed mesoporous silica nanospheres based on pyridinium ionic liquids

2018

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“…Thereafter very few research articles [41][42][43][44][45][46][47] which deal with the physical properties of pyridinium based ionic liquids were cited. Herein, we report an efficient molten salt [bpy][Br] mediated synthesis of BIMs, and discuss the plausible mechanism of the synthesis.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of bis(indolyl)methanes using molten N-butylpyridinium bromide

Gupta¹,

Chaudhari²,

Tomar

et al. 2012

Eur. J. Chem.

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A simple and rapid protocol has been developed for the synthesis of bis(indolyl)methane compounds in excellent yields using molten N-butyl-pyridinium bromide as a solvent and a working catalyst for the reaction. Synthesis of bis(indolyl)methane compounds were accomplished at moderate experimental conditions of temperature and ambient pressure, also involving an electrophilic substitution reaction of indoles with several aromatic aldehydes. The derivatives were confirmed with mass and other usual spectroscopic techniques. A discussion on plausible mechanism for the reaction is also presented.

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“…Recyclability of the most active BF 4 Biodegradation studies of pyridinium-based ILs have shown that esters substitution at either the 1 or 3-position have a beneficial effect on degradation of the heterocyclic core, independent of the anion. [104] Also biodegradation studies in the literature have shown that only the side chain of the imidazolium ionic liquids undergo degradation, whereas imidazole core was found to persist in most of the OECD tests. [103] Biodegradation studies of ester and amide side chain ionic liquids along with substituted imidazolium salts was also carried out by using the "CO 2 Headspace" test (ISO 14593) (Scheme 14, 15).…”

Section: Case Studymentioning

confidence: 99%

“…Novel ionic liquids have been extensively prepared and used in organic synthetic applications, but only few research groups have published complementary toxicity and biodegradation data to support its environmental impact. [69,104,113] Connon and co-workers reported an application of pyridinium salts as an effective catalyst in acetalisation reactions. [114][115][116] Ester group substitution at either the 3 or both 3 and 5 positions of the pyridinium ring displayed excellent catalytic activity with very low catalyst loading in the acetalisation of benzaldehyde with methanol.…”

Section: Case Studymentioning

confidence: 99%

“…[104] Pyridinium ionic liquids with alkyl and ester side chains, along with ester derivatives of nicotinic acid with alkyl side chain were tested under aerobic conditions. The halide salts of pyridinium ionic liquids with alkyl side chain (C 4 , C 10 and C 16 ) showed poor biodegradation, whereas it was improved up to a max.…”

Section: Biodegradation Of Ionic Liquidsmentioning

confidence: 99%

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