脂肪酸アミドに関する研究 (第1報) : 脂肪酸アミドおよびN, N-メチレンビスアミドの融点および熱安定性
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Fatty amides (saturated, C<SUB>6, 8, 10, 12, 14, 16, 18</SUB> and C<SUB>22</SUB>; cis and trans forms, Δ9-C<SUB>18</SUB>F, Δ11-C<SUB>20</SUB>F and Δ13-C<SUB>22F</SUB>) and N, N-methylenebisamides (saturated, C<SUB>6, 8, 10, 12, 14, 16, 18</SUB> and C<SUB>22</SUB>; cis-form, Δ9-C<SUB>18</SUB>F, Δ11-C<SUB>20</SUB>F and Δ13-C<SUB>22</SUB>F ; trans-form, Δ9-C<SUB>18</SUB>F) were prepared, and subjected to measure melting point and thermal stability. The stability was measured with thermobalance. Purity of each compound was more than 99% by gas chromatography. <BR>Saturated N, N-methylenebisamides melt between 175.5°C(C<SUB>6</SUB>) and 141.9°C(C<SUB>22</SUB>), and the melting points go down according to increse of carbon number. On the other hand, saturated simple amides (C<SUB>6</SUB> to C<SUB>22</SUB>) melt at various temperatures in the region from 100 to 110°C. <BR>Melting points of unsaturated simple amides are as follows : oleamide, 76.2°C; <I>cis</I>-11-eicosenamide, 79.3°C; erucamide, 83.5°C ; elaidamide, 91.2 °C ; trans-11-eicosenamide, 91.2°C ; and brassidamide, 95.0°C. <BR>Also, melting points of unsaturated N, N-methylenebisamides are as follows : <I>cis</I>-form, C<SUB>18</SUB>F, 118.1°C ; C<SUB>20</SUB>F, 122.3°C ; C<SUB>22</SUB>F, 123.8°C ; trans-form, C<SUB>18</SUB>F, 131.2°C. <BR>Thermal stability of saturated simple amides (C<SUB>12</SUB> to C<SUB>22</SUB>) increase with addition of methylene group, and the thermogravimetric curves are parallel to each other. Stability of unsaturated simple amides (<I>cis</I>-form, C<SUB>18</SUB>F to C<SUB>22</SUB>F) are somewhat larger than that of saturated simple amides (C<SUB>18</SUB> to C<SUB>22</SUB>). Saturated (C<SUB>10</SUB> to C<SUB>22</SUB>) and unsaturated N, N-methylene bisamides have larger thermal stability than that of simple amides having the same carbon atoms because of higher molecular weight. Stability of C<SUB>10</SUB> bisamide containing 21 carbon atoms is similar to that of C<SUB>20</SUB> simple amide. However, the stability of C<SUB>18</SUB> bisamide containing 37 carbon atoms is nearly equal to that of C<SUB>22</SUB> simple amide. <BR>Thermal stability of unsaturated bisamides is similar to that of saturated bisamides.
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- 脂肪酸アミドに関する研究 (第1報) : 脂肪酸アミドおよびN, N-メチレンビスアミドの融点および熱安定性