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Synthesis, Characterization, and Gas Permeation Properties

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Amino Acid Esters of Hydroxypropyl Cellulose<br />

glycine, alanine, <strong>and</strong> lysine derivatized polymers. Moreover, elemental analysis was<br />

carried out <strong>and</strong> the %N content of the polymers was exploited for the sake of<br />

confirmation of the exact degree of amino acid incorporation (DSEst).<br />

Further evidence was acquired from the presence of the peaks characteristic of<br />

the carbonyl group of an ester (1755–1750 cm -1 ) in the IR spectra of the amino<br />

acid-functionalized polymers (2a–f). The IR spectrum of 1 (Figure 2) displayed a<br />

broad b<strong>and</strong> attributable to the hydroxy groups of HPC (3600–3200 cm -1 ), which did<br />

not disappear upon derivatization as the NH bonds corresponding to the amino acid<br />

moiety absorb IR radiation in the same wavenumber region. Moreover, the peaks at<br />

1713–1705 cm -1 <strong>and</strong> 1521–1505 cm -1 should correspond to the C=O stretching <strong>and</strong><br />

NH-bending of the carbamate linkages present in the form of protected amino termini<br />

of the resulting polymers.<br />

Figure 2. FTIR spectra of polymers 1 <strong>and</strong> 2a–f.<br />

The molecular weights of the starting (1) as well as derivatized polymers<br />

(2a–f) were determined by the gel permeation chromatography <strong>and</strong> the data are listed<br />

144

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