Synthesis of Substituted Phenyl Esters of Amino Acids and Polycondensation in Langmuirblodgett Films
作者:
Kenji Hanabusa,
Takekazu Oumi,
Toshiki Koyama,
Hirofusa Shirai,
Tadao Hayakawa,
Akio Kurose,
期刊:
Journal of Macromolecular Science: Part A - Chemistry
(Taylor Available online 1989)
卷期:
Volume 26,
issue 10
页码: 1397-1413
ISSN:0022-233X
年代: 1989
DOI:10.1080/00222338908052058
出版商: Taylor & Francis Group
数据来源: Taylor
摘要:
Long-alkyl-chain phenyl esters of β-alanine, glycine, andL-valine were prepared, and their monolayer properties were correlated with their molecular structures. These compounds formed stable monolayers on acidic subphases. In particular, thep-hexadecylphenyl esters of β-alanine and glycine were remarkably stable, and their monolayers could be deposited on calcium fluoride plates as Y-type film by Blodgett's technique. The polycondensation of multilayers under an atmosphere saturated with triethylamine was investigated by changes in the IR spectra. It was determined that the polycondensation proceeded by a first-order reaction mechanism in the initial stage and that the rate in multilayers was faster than that in the bulk crystalline powder. These results suggest that the polycondensation is accelerated by a regular arrangement of the monomer in the multilayers, where the active sites are concentrated and located better for the polycondensation. In the case of the polycondensation in multilayers of the glycine ester, two kinds of condensation proceeded to afford poly(glycine) and 2,5-piperazinedione.
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