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Study of 1,4‐bis(propylaminomalonylamino)butane as a model compound for nylons n ,3
Author(s) -
Navarro Eloísa,
Puiggalí Jordi,
Subirana Juan A.
Publication year - 1995
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.1995.021960722
Subject(s) - triclinic crystal system , butane , dimer , hydrogen bond , methylene , chemistry , crystallography , crystal structure , stereochemistry , molecule , medicinal chemistry , organic chemistry , catalysis
We are presently studying n ,3 nylons, which have an unusual hydrogen bonding system. In order to determine their structure with greater precision, we have synthesized and determined by X‐ray diffraction the structure of a dimer of the repeating unit of nylon 4,3, namely, 1,4‐bis(propylaminomalonylamino)butane (pMBMp). This compound crystallizes in the triclinic system, space group P 1 with a = 4,65, b = 4,91, c = 24,47 Å; α = 85,3, β = 89,7 and γ = 61,9°. The malonyl residues of pMBMp are related by an inversion center, with torsional angles about the methylene bonds of each malonyl residue in the range 110–115° (or the equivalent negative values). A. conformation TS̄(T) 3 ST was found for the butylenediamide unit. These results give support to the crystalline structure proposed for nylons n ,3.