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Home  >  Journal list  >  Polymer Journal  >  Vol.13  No.7 (1981)  >  pp.679-685

Polymer Journal
<<Previous article Vol.13  No.7 (1981)   pp.679 - 685 Next article>>

Study of 1H NMR Spectra of Alkyl 11-Maleimidoundecanoates and Conformational Changes in Benzene with Chain Length

J. I. Gonzalez De La Campa1) and J. M. Barrales-Rienda1)
1) Instituto de Plásticos y Caucho, Consejo Superior de Investigations Cientificas.

ABSTRACT:  The intramolecular structure of a series of eleven alkyl 11-maleimidoundecanoates (EMIS) in solution was studied by high resolution 1H NMR technique. A splitting in the NMR spectra of EMIS in benzene at 60°C was observed at octyl 11-maleimidoundecanoate (EMI 10–8), above which there exist two distinguishable NMR peaks for internal methylene protons situated in the outer part of the n-alkyl chain, and below which only a single peak was observed. The 1H NMR signal of the same methylene protons taken in chloroform are not resolved as those NMR spectra in benzene solution. The effect of the hydrogenation of the N-maleimido ring on the NMR spectra of the internal methylene protons in both N-(n-alkyl)maleimides and EMIS was also studied. This fact exerts a great influence on the NMR spectra of N-(n-alkyl)maleimides because the disappearance of the doubling; however the splitting in hydrogenated EMIS is essentially the same as that found for EMIS. These results indicate that the appearance of a doubling in the n-alkyl chain of EMIS is strongly maintained by the presence of an ester function intercalated among the–CH2–groups.


Keyword:
1H Nuclear Magnetic Resonance/ Alkyl-11-maleimidoundecanoate Monomers/ Splitting of Methylene Groups/ Chain Length Effect/ Solute–Solvent Interactions

Published online: March 03, 2006
© Copyright, 2006 by The Society of Polymer Science, Japan

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