Experimental and theoretical study on cetylpyridinium dipicrylamide – A promising ion-exchanger for cetylpyridinium selective electrodes

Fizer, Maksym; Fizer, Oksana; Sidey, Vasyl; Mariychuk, Ruslan; Studenyak, Yaroslav

doi:10.1016/j.molstruc.2019.03.067

Cited by 26 publications

(11 citation statements)

References 83 publications

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“…Recently, the aromatic νCH mode was observed in 3086 cm À1 for cetylpyridinium dipicrylamide [16] and 3012 cm À1 for the heterocyclic Schiff bases [17] and predicted by the same level of this work iñ 3100-3000 cm À1 [14,18]. Also, ipb and opb HCC vibrations for the aromatic ring were observed in 1456-1131 cm À1 [13,19] and 1000-750 cm À1 [20], respectively, and assigned by PED analysis in 1476-1023 cm À1 and 982-750 cm À1 [21] and 963-525 cm À1 [22].…”

Section: Vibrational Analysismentioning

confidence: 99%

New route for synthesis of 2-(2,2-dimethoxyethyl)-1,2,3,4,5,6-hexahydro-1,5-methanoazocino[4,3-b]indole and DFT investigation

Uludag

Serdaroğlu

2020

Heliyon

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Development of efficient sequences for the synthesis of the title compound (2-(2,2-dimethoxyethyl)-1,2, 3,4,5,6hexahydro-1,5-methanoazocino[4,3-b]indole) (7) was described. The title compound was synthesized through several steps starting from phenylhydrazine hydrochloride and dimethyl (R)-2-(3-oxocyclohexyl)malonate. In this route, all synthesized compounds were observed by spectroscopic tools (FT-IR, NMR): 3,4,5,6,7-hexahydro-1H-1,5-methanoazocino[4,3-b]indole (7). The central step in these syntheses is the dehydrogenative reaction, which constructs the tetracyclic ring system from a much simpler tetracyclic precursor. The six-stable conformers of the compound (7) were used for further calculations such as FT-IR, NMR, NLO, and FMO analyses, performed at the B3LYP/6-311þþG(d,p) level. This work revealed that (7) can be a good material to use in the non-linear optical material because its β tensor is greater ten times than that of the urea.

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Section: Vibrational Analysismentioning

confidence: 99%

New route for synthesis of 2-(2,2-dimethoxyethyl)-1,2,3,4,5,6-hexahydro-1,5-methanoazocino[4,3-b]indole and DFT investigation

Uludag

Serdaroğlu

2020

Heliyon

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“…These devices can be divided into solid-state [ 9 ] and liquid membrane-type potentiometric sensors [ 10 , 11 ], which contain an ion-pair (ionophore) sensing element in the PVC-based liquid membranes. The ionophore is incorporated into the sensing membrane together with a plasticizer and a PVC [ 12 , 13 , 14 ]. Predicting the end-point break and modelling the titration system represents an additional challenge in the development of efficient surfactant sensors [ 14 , 15 ].…”

Section: Introductionmentioning

confidence: 99%

“…The ionophore is incorporated into the sensing membrane together with a plasticizer and a PVC [ 12 , 13 , 14 ]. Predicting the end-point break and modelling the titration system represents an additional challenge in the development of efficient surfactant sensors [ 14 , 15 ]. The ionophores usually consist of a surfactant-liked cation and a large negatively charged counter-ion.…”

Section: Introductionmentioning

confidence: 99%

The 1,3-Dioctadecyl-1H-imidazol-3-ium Based Potentiometric Surfactant Sensor for Detecting Cationic Surfactants in Commercial Products

Sakač

Madunić-Čačić

Marković

et al. 2022

Sensors

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A low-cost and fast potentiometric surfactant sensor for cationic surfactants, based on the new ion-pair 1,3-dioctadecyl-1H-imidazol-3-ium-tetraphenylborate (DODI-TPB), is presented. The new cationic surfactant DODI-Br was synthesized and characterized by NMR, LC-MS, and elemental analysis, and was used for synthesis of the DODI-TPB ionophore. The DODI-TPB surfactant sensor was obtained by implementation of the ionophore in PVC. The sensor showed excellent response characteristics with near-Nernstian slopes to the cationic surfactants DMIC, CPC, CTAB, and Hyamine 1622. The highest voltage responses were obtained for DMIC and CPC (58.7 mV/decade of activity). DMIC had the lowest detection limit (0.9 × 10−6 M) and the broadest useful linear concentration range (1.8 × 10−6 to 1.0 × 10−4 M). An interference study showed remarkable stability. Potentiometric titration curves for the titration of cationic surfactants (DMIC, CPC, CTAB, and Hyamine 1622), with DDS and TPB used as titrants, showed sigmoidal curves with well-defined inflexion points and a broad signal change. The standard addition method was successfully applied with recovery rates from 98.9 to 101.2 at two concentrations. The amount of cationic surfactant found in disinfectants and antiseptics was in good agreement with the referent two-phase titration method and the surfactant sensor on the market. This new surfactant sensor represents a low-cost alternative to existing methods for cationic surfactant detection.

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“…Moreover, occupational exposure to quaternary ammonium compounds found in disinfectants are linked to increased risks associated with adverse respiratory conditions such as asthma, pulmonary cell damage and inflammation [ 9 ]. Consequently, in addition to many positive benefits, cationic surfactants may have a varied negative impact on human health and the environment [ 10 , 11 ]. Thus, new, fast, sensitive, and affordable methods of cationic surfactant determination in environmental samples and the quality control of commercial product formulations containing cationic surfactants are highly needed and have to be urgently developed.…”

Section: Introductionmentioning

confidence: 99%

“…For this reason, it is important to investigate their influence on direct potentiometric titrations of cationic surfactants at different concentration levels and on different numbers of ethoxylated (EO) groups [ 26 ]. Apart from our group [ 25 ], several other studies developed direct potentiometric sensors for cationic surfactants [ 10 , 21 , 27 ], and some created mathematical models to predict the end-point break potential values [ 28 ].…”

Section: Introductionmentioning

confidence: 99%

Direct Potentiometric Study of Cationic and Nonionic Surfactants in Disinfectants and Personal Care Products by New Surfactant Sensor Based on 1,3-Dihexadecyl−1H-benzo[d]imidazol−3-ium

et al. 2021

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A novel, simple, low-cost, and user-friendly potentiometric surfactant sensor based on the new 1,3-dihexadecyl−1H-benzo[d]imidazol−3-ium-tetraphenylborate (DHBI–TPB) ion-pair for the detection of cationic surfactants in personal care products and disinfectants is presented here. The new cationic surfactant DHBI-Br was successfully synthesized and characterized by nuclear magnetic resonance (NMR), Fourier transform infrared (FTIR) spectrometry, liquid chromatography–mass spectrometry (LC–MS) and elemental analysis and was further employed for DHBI–TPB ion-pair preparation. The sensor gave excellent response characteristics for CTAB, CPC and Hyamine with a Nernstian slope (57.1 to 59.1 mV/decade) whereas the lowest limit of detection (LOD) value was measured for CTAB (0.3 × 10−6 M). The sensor exhibited a fast dynamic response to dodecyl sulfate (DDS) and TPB. High sensor performances stayed intact regardless of the employment of inorganic and organic cations and in a broad pH range (2−11). Titration of cationic and etoxylated (EO)-nonionic surfactant (NSs) (in Ba2+) mixtures with TPB revealed the first inflexion point for a cationic surfactant and the second for an EO-nonionic surfactant. The increased concentration of EO-nonionic surfactants and the number of EO groups had a negative influence on titration curves and signal change. The sensor was successfully applied for the quantification of technical-grade cationic surfactants and in 12 personal care products and disinfectants. The results showed good agreement with the measurements obtained by a commercial surfactant sensor and by a two-phase titration. A good recovery for the standard addition method (98–102%) was observed.

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Experimental and theoretical study on cetylpyridinium dipicrylamide – A promising ion-exchanger for cetylpyridinium selective electrodes

Cited by 26 publications

References 83 publications

New route for synthesis of 2-(2,2-dimethoxyethyl)-1,2,3,4,5,6-hexahydro-1,5-methanoazocino[4,3-b]indole and DFT investigation

New route for synthesis of 2-(2,2-dimethoxyethyl)-1,2,3,4,5,6-hexahydro-1,5-methanoazocino[4,3-b]indole and DFT investigation

The 1,3-Dioctadecyl-1H-imidazol-3-ium Based Potentiometric Surfactant Sensor for Detecting Cationic Surfactants in Commercial Products

Direct Potentiometric Study of Cationic and Nonionic Surfactants in Disinfectants and Personal Care Products by New Surfactant Sensor Based on 1,3-Dihexadecyl−1H-benzo[d]imidazol−3-ium

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