THERMAL STABILITY OF 1,8-NAPHTHALIMIDE TETRAALKYLAMMONIUM SALTS

Abstract

The synthesis of tetraalkylammonium 1,8-naphthalimides was performed in benzene-5% NaOH aqueous solution at room temperature by anion exchange and subsequent extraction of the desired salts into the organic phase with yields of 93-98 %. It is determined by thermogravimetric analysis that tetraalkylammonium salts of 1,8-naphthalimides are thermally stable to 110-140 °С. Endothermic peaks without mass loss are observed on the thermogravimetric curves of all synthesized salts at a range of 110-140 °С that correspond to the melting points of the salts. The first mass loss is observed at 140-230 °С and is accompanied by endothermic peak at 170-200 °С on DTA curve; complete mass loss is observed at 240-300 °С and corresponds to exothermic peak at 260-270 °С. The thermogravimetric curve form of a naphthalimide salt depends on the length of hydrocarbon radical of a tetraalkylammonium cation. Thermal analysis data for tetrabutyl- and tetrahexylammonium salts conform to predicted mechanism of Hoffmann elimination that lead to corresponding naphthalimide, tertiary amine and alkene as reaction products. Significant deviations are only detected in the case of tetraoctylammonium salts, that can be explained with formation of high boiling trioctylamine during elimination.

Authors and Affiliations

N. F. Fedko, V. F. Anikin, V. V. Veduta

Keywords

Related Articles

THE GEOMETRY OF Co(II) COMPLEXES SUPPORTED ON SYNTHETIC CARRIERS

The geometry of cobalt(II) complexes anchored on the synthetic supports S (S = NaA, NaX,KA, Al2O3, and SiO2 (KSMG)) has been identified by UV-vis spectroscopy. In the UV region, the intensity of the band at 220 nm charac...

THE THEORY OF DEVELOPMENT OF SUPPORTED METAL-COMPLEX CATALYSTS

Some results of the investigations for the purpose of development of supported metal-complex catalysts for phosphine and carbon monoxide oxidation as well as for ozone decomposition are summarized. The activity of such c...

THE PECULIARITIES OF THE COMPLEXATION OF Co(II) WITH 4-SULFO-2 (4'-SULFONAFTALIN-1'-AZO)-NAPHTHOL-1 IN SOLUTIONS

In this paper, the features of the complexation of the “Cobalt(II) -carmoazine-H2O2” system were studied spectrophotometrically. It is shown that the complexation of carmoazine (CAN) with Co(II) is possible only after it...

INFLUENCE OF THERMAL TREATMENT ON THE PHYSICAL AND CHEMICAL PROPERTIES OF NANOCRYSTALLINE 88 ZrO2 - 12 CeO2 (MOLE %) POWDER

Transformation toughening, based on the martensitic T-ZrO2 → M-ZrO2 phase transformation, causes the high strength of ZrO2-based composites. The reversible martensitic phase transformation of fine-grained composites ZrO2...

REACTION KINETICS SELF-PROPOGATION REGIME DURING PRE-IGNITION PERIOD

Self-propagation high temperature synthesis (SHS) technological regulations application is mainly limited by transformation processes taking place in the pre-ignition period. Zn-S, Zn-Se, Ti-C and 3Ni-Al small sample sys...

Download PDF file
  • EP ID EP411627
  • DOI 10.18524/2304-0947.2015.4(56).56692
  • Views 61
  • Downloads 0

How To Cite

N. F. Fedko, V. F. Anikin, V. V. Veduta (2015). THERMAL STABILITY OF 1,8-NAPHTHALIMIDE TETRAALKYLAMMONIUM SALTS. Вісник Одеського національного університету. Хімія, 20(4), 42-47. https://europub.co.uk/articles/-A-411627