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Abstract:

Conveniently activated dimers: (pentachlorophenyl 6-(6′-(tert- butoxycarbonylamino)-6′-deoxy-2′,3′,4′, 5′-tetra-O-methyl-d-galactonamide)-6-deoxy-2,3,4,5-tetra-O-methyl-d- galactonate) 7 and its analogue in the l-series 16, were prepared, respectively, from 6-amino-6-deoxy-d- and l-galactonic acid derivatives 5 and 14. Upon release of the amino function of 7 under acidic conditions, polymerization was conducted in a non-polar (CHCl3) or a polar solvent (DMF) affording poly(6-amino-6-deoxy-2,3,4,5-tetra-O-methyl-d-galactonic acid) 11. Similarly, polymerization in DMF from 16 gave the polygalactonamide 18 (l-series). The polyamides were characterized by IR and NMR spectroscopies. The latter technique was also employed for establishing the conformation of 11 in CDCl3 solution. Molecular weights (about 11,000) were estimated by viscosimetry and size exclusion chromatography. Polygalactonamides 11 and 18 were highly hygroscopic and soluble in a variety of organic solvents, including chloroform. The thermal behavior of the polyamides was also studied. © 2004 Elsevier Ltd. All rights reserved.

Registro:

Documento: Artículo
Título:Synthesis of stereoregular poly-O-methyl-d- and l-polygalactonamides as nylon 6 analogues
Autor:Romero Zaliz, C.L.; Varela, O.
Filiación:CIHIDECAR-CONICET. Depto. Quim. O., Fac. de Ciencias Exactas Y Naturales, Pabellón II, Cd. Univ., 1428-Buenos Aires, Argentina
Palabras clave:galactan; nylon; polyamide; article; conformation; gel permeation chromatography; infrared radiation; molecular weight; nuclear magnetic resonance spectroscopy; polymerization; priority journal; synthesis; viscometry
Año:2005
Volumen:16
Número:1
Página de inicio:97
Página de fin:103
DOI: http://dx.doi.org/10.1016/j.tetasy.2004.11.061
Título revista:Tetrahedron Asymmetry
Título revista abreviado:Tetrahedron Asymmetry
ISSN:09574166
CODEN:TASYE
CAS:galactan, 39300-87-3, 9037-55-2; polyamide, 63428-83-1
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09574166_v16_n1_p97_RomeroZaliz

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Citas:

---------- APA ----------
Romero Zaliz, C.L. & Varela, O. (2005) . Synthesis of stereoregular poly-O-methyl-d- and l-polygalactonamides as nylon 6 analogues. Tetrahedron Asymmetry, 16(1), 97-103.
http://dx.doi.org/10.1016/j.tetasy.2004.11.061
---------- CHICAGO ----------
Romero Zaliz, C.L., Varela, O. "Synthesis of stereoregular poly-O-methyl-d- and l-polygalactonamides as nylon 6 analogues" . Tetrahedron Asymmetry 16, no. 1 (2005) : 97-103.
http://dx.doi.org/10.1016/j.tetasy.2004.11.061
---------- MLA ----------
Romero Zaliz, C.L., Varela, O. "Synthesis of stereoregular poly-O-methyl-d- and l-polygalactonamides as nylon 6 analogues" . Tetrahedron Asymmetry, vol. 16, no. 1, 2005, pp. 97-103.
http://dx.doi.org/10.1016/j.tetasy.2004.11.061
---------- VANCOUVER ----------
Romero Zaliz, C.L., Varela, O. Synthesis of stereoregular poly-O-methyl-d- and l-polygalactonamides as nylon 6 analogues. Tetrahedron Asymmetry. 2005;16(1):97-103.
http://dx.doi.org/10.1016/j.tetasy.2004.11.061