Synthesis of Polyhydroxyesters of Sulphoimide Sakharin-6-Carbonic Acid

Abstract

Heat-resistant polyhydroxyesters were obtained through polycondensation of 2-hydroxypropyl-1,3-bis-ester of sulfoimide saccharin-6-carboxylic acid with some aliphatic diamines. Structures of the synthesized compounds were confirmed by infrared spectroscopy data. Thermal stability was studied by means of differential thermal analysis on a derivatograph of the Paulik-Paulik-Erdei system. Derivatographic studies showed that the synthesized polyhydroxyethers have a high thermal stability which decreases as a length of the aliphatic fragment in their composition increases. X-ray studies went to show that the obtained compounds were amorphous polymers.

Synthesis of Some Derivatives of 2-Hydroxypropyl-1,3-Bis-Ester-Sulphoimide of Saccharin-6-Carboxylic Acid

“…It was found that in the IR spectra (Figure 1) of this compound there are absorption bands in the region of 1406, 1436 cm -1 bending and in the region of 2882, 2936cm -1 of the stretching vibrations of the C-H bond of the CH 2 group; stretching vibrations of the amide C=O bond in the region of 1627 cm -1 ; stretching vibrations in the region of 1283 cm -1 C-N-bond; stretching vibrations of С-О-and О-Н-bonds of alcohol in the region of 1032 cm -1 and 3289 cm -1 ; stretching vibrations of the SO 2 bond in the region of 1245 cm -1 ; stretching vibrations of the C-O bond of the ester in the region of 1107 cm -1 ; stretching vibrations of the C=O bond of the ester in the region of 1721 cm -1 ; bending vibrations of the C-H bond (751.853 cm -1 ) of the substituted benzene ring [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20]. The synthesis of 2-hydroxypropyl-1,3-biscarboxymethylester-sulphoimide of saccharin-6-carboxylic acid was carried out according to the following scheme:…”

“…There are data in the literature that monomers with ester, acid, anhydride, amide, and hydroxyl functional groups are usually used as monomers to obtain heterocyclochain heatresistant polymers and oligomers of various structures [5][6][7][8][9][10]. Previously, we have obtained anhydride, dianhydride, and esters of sulphoimides of mono-and disaccharincarboxylic acids, which were used as monomers in the preparation of epoxyimide resins and polymeric materials [11][12][13].…”

Synthesis of Super-Branched Polyglycerides of Saccharin-6-Carboxylic Acid

“…In comparison with aromatic PEI, the aromatic polyestersulfoimides (PEI) have improved solubility, fire-, thermal-and radiation resistance [4,5].…”

Synthesis of New Thermostable Polyhydroxyester on the Basis of 2- Hydroxypropyl-1,3-Bis-Carboxymethylesterosulfoimide of Saccharin-6-Carboxylic Acid

“…Unlike low molecular weight epoxypolymers, the high molecular weight ones are thermoplastic linear polymers with high content of the hydroxyl groups. The production of such polymers was mastered on an industrial scale in some countries [6][7][8].…”