Trifluoroacetophenone derivative-based carbonate ion-selective electrodes: effect of diluent pH on the anion selectivity

Shin, Jae Ho; Lee, Jae Seon; Lee, Han Jin; Chu, Junho; Pyun, Hyung‐Jung; Nam, Hakhyun; Sig, Geun

doi:10.1016/s0022-0728(99)00079-0

Cited by 13 publications

(3 citation statements)

References 16 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Simon and co-workers and Sokalski et al attempted to improve the carbonate selectivity of the membranes by employing various TFAP derivatives that have different substituents in the para position. , However, the use of TFAP derivative-based PVC membranes has been limited in practice because they exhibit a large interfering response to lipophilic anions (e.g., salicylate), especially in clinical analysis. ,, Optimizing the ratio between the TFAP derivative and TDMACl doped in a PVC membrane, the carbonate selectivity of the resulting electrode could be increased substantially but not high enough to use for serum or seawater analysis . We recently showed that the combined use of carbonate-selective membranes formulated with an alternative polymer matrix (e.g., silicone rubber) and a high-pH dilution buffer system could effectively suppress the salicylate interference in the measurement of TCO 2 in human serum. , However, it is not easy to come by such a subtle combination.…”

mentioning

confidence: 99%

Potentiometric Evaluation of Solvent Polymeric Carbonate-Selective Membranes Based on Molecular Tweezer-Type Neutral Carriers

et al. 2000

Self Cite

View full text Add to dashboard Cite

Potentiometric properties of the ion-selective electrodes) based on highly plasticized PVC membranes doped with the carbonate-selective cholic acid (CA) derivatives have been measured. The carbonate-selective neutral carriers have been prepared by coupling one to three trifluoroacetobenzoyl (TFAB) groups to a cholic acid derivative which has three hydroxyl linkers lining on the C3, C7, and C12 positions of its rigid steroidal ring structure. The membranes based on cholic acid derivatives with two TFABs [3,7-bis(TFAB)CA, 3,12-bis(TFAB)CA, and 7,12-bis(T-FAB)CA] exhibited remarkably improved carbonate selectivity, indicating that the bis(FAB)CAs behave like molecular tweezers for the carbonate ion. For example, 3,12-bis(TFAB)CA resulted in 10-300-fold-enhanced carbonate selectivity over other anions (e.g., salicylate, ClO4-, SCN-, (HPO4)2-, NO3-, NO2-, Br-, and Cl-) compared to that of the neutral carriers with a single TFAB group. The distances between the carbonate binding centers of bis(TFAB)CAs, i.e., the carbonyl carbons of the two TFAB groups, are in the 7.3-7.9-A range at the AM1 level semiempirical calculation, which is too far for the carbonate ion to form direct covalent bonding. The fast atom bombardment mass spectra of bis(TFAB)CAs show that significant fractions of the compounds are either mono- or dihydrated before complexing the carbonate ion. These findings seem to suggest that bis(TFAB)CAs recognize the incoming carbonate ion by forming both covalent and hydrogen bonding between the hydrated and unhydrated TFAB groups. The analytical utility of the carbonate-selective electrode based on 3,12-bis(TFAB)-CA has been demonstrated by measuring the total carbon dioxide in human serum in the presence of lipophilic anion interferents, e.g., salicylate.

show abstract

mentioning

confidence: 99%

Potentiometric Evaluation of Solvent Polymeric Carbonate-Selective Membranes Based on Molecular Tweezer-Type Neutral Carriers

et al. 2000

Self Cite

View full text Add to dashboard Cite

show abstract

“…Для изготовления мембран карбонат-селективных электродов используются следующие производные ТФАФ: гептиловый (или гексиловый) эфир 4-трифторацетилбензойной кислоты (ГЭ п-ТФАБК), п-бутилацетофенон (п-БТФАФ), 4′-N-пропил-2,2,2-трифторацетофенон, 3-бромо-4-гексил-5-нитротрифторацетофенон, 1,7-бис(4′-трифтороацетофенил)-4-додецил-1,7-диоксо-2,6-диоксигептан, 1,2-бис(4-трифтороацетилбензоил-оксиметил)-бензол, 2,7-диаза-1,8-бис(4′-трифтороацетофенил)-2,7-ди(1′′-гексил)-1,8-диоксо-октан, N,N′-диоктил-3α,12α-бис(4-трифторацетилокси-бензил)-5β-холан-24-амид и др. [7][8][9][10]. В мембранах сульфат-селективных электродов в качестве НП используется только ГЭ п-ТФАБК [3,4,11].…”

unclassified

“…Для исключения влияния ОН --ионов градуировку проводили по растворам NaHCO 3 с более низкими значениями рН, чем в растворах карбонатов, согласно методике [10,15]. В работе [10] сообщается, что оптимальный диапазон рН при работе с карбонат-селективными электродом состав ляет 8,4−8,8; при увеличении рН заметно сказывается мешающее влияние ОН --ионов для ИСЭ, в состав мембран которых входят производные трифторацетофенона. Активность СО 3…”

unclassified

Influence of the Nature of Trifluoroacetophenon Derivatives on Selectivity of Sulfate and Carbonate-Selective Electrodes

Matveichuk¹

2018

Vescì Akademìì navuk Belarusì. Seryâ himičnyh navuk

View full text Add to dashboard Cite

UV-spectrophotometric and chromatographic studies of the distribution of trifluoroacetophenone (TFAF) and a number of its derivatives (heptyl ether of p-trifluoroacetylbenzoic acid (HE p-TFABA), p-methyltrifluoroacetophenone (p-MTFAF), 2,4-dimethyltrifluoroacetophenone (DMTFAF), 2,4,6-trimethyltrifluoroacetophenone (TMTFAF)) in a hexane-water system, which simplifies the modeling of a polyvinyl chloride membrane carbonate and sulfate-selective electrodes, were performed. These substances are used as neutral carriers (NC) in membranes of ion-selective electrodes, reversible to double-charged inorganic anions. A systematic study of the hydration of TFAF and a number of its derivatives was carried out. TFAF has increased solubility in water (the distribution coefficient D is 415) as compared to p-MTFAF, DMTFAF, TMTFAF and HE p-TFABA (D within 1360–2700), which does not allow to recommend it as an NC for making electrode membranes. The strongest hydration occurs for the HE p-TFABA in the alkaline medium. It has been found that p-MTFAF and HE p-TFABA form crystalline hydrates. The selectivity coefficients of carbonate and sulfate-selective electrodes were determined for all the NC studied and a number of them were made to improve the selectivity of the electrodes: TFAF k p-MTFAF k DMTFAF k TMTFAF k p-BTFAF (p-buthyltrifluoroacetophenone) k HE p-TFABA.

show abstract

Carbonate Sensors Based on 4‐Hexyltrifluoroacetophenone Modified by Acceptor Substituents in Phenyl Ring

et al. 2003

View full text Add to dashboard Cite

Carbonate sensors based on 4-hexyltrifluoroacetophenone (Hex-TFA) and its 3-nitro-and 3-bromo-derivatives (NO 2 -TFA and Br-TFA) were studied. The acceptor substituents in phenyl ring of Hex-TFA increase Lewis acidity of fluoroketone group and provide better carbonate selectivity of ionophore against lipophilic anions. The sensors containing hexyl trifluoroacetylbenzoate (HE) were used as reference. Variation of membrane composition and plastisizer were performed to optimize the selectivity. Potentiometric properties of carbonate sensors such as sensitivity, selectivity, detection limit (DL) and pH-dependence of sensor response were studied. The sensors based on NO 2 -TFA demonstrated significantly better selectivity than the sensors based on unmodified Hex-TFA, the effect was up to three orders of magnitude for salicylate and nitrate, more than four orders for thiocyanate. However, NO 2 -TFA sensors exhibited higher pH-dependence of sensor response and higher detection limits. The sensors based on Br-TFA showed the properties similar to that of HE-based sensors. These results allow recommending trifluoroacetophenone derivatives with acceptor substituents in phenyl ring as promising ionophores for carbonate sensors.

show abstract

Trifluoroacetophenone derivative-based carbonate ion-selective electrodes: effect of diluent pH on the anion selectivity

Cited by 13 publications

References 16 publications

Potentiometric Evaluation of Solvent Polymeric Carbonate-Selective Membranes Based on Molecular Tweezer-Type Neutral Carriers

Potentiometric Evaluation of Solvent Polymeric Carbonate-Selective Membranes Based on Molecular Tweezer-Type Neutral Carriers

Influence of the Nature of Trifluoroacetophenon Derivatives on Selectivity of Sulfate and Carbonate-Selective Electrodes

Carbonate Sensors Based on 4‐Hexyltrifluoroacetophenone Modified by Acceptor Substituents in Phenyl Ring

Contact Info

Product

Resources

About