FATTY ALKANOLAMIDES 113 Mg 40001 - --- ...... 30001 I ' 2000{ .- .... MEA AMIDE IOOO - ' - MEA AMIDE+ESTER-- ß ß ß LAURIC ACID ß . : 500 -' .• ! . ''.. ' O• 0 I0 ' ' •'- AMIDO-AMINE .... :" -•' ..... 5•) 30 40 FRACTION DEA AMIDE -- Figure 3. Kritchevsky amide, 2:1 ratio Mg ,200 .... I000 DEA AMIDE eoo , ! ': 'i ".! DEA AMIDE--- !-- ' ß ' ø I ' ,oo, - ..... ........ • .. 0 I0 20 50 40 50 FRACTIDN Figure 4. Kritchevsky amide, 2: l ratio
114 JOURNAL OF THE SOCIETY OF COSMETIC CHEMISTS Mg 1400. 1200, I000--- DEA AMIDE I ,,1• ___•,• [ DEA AMIDE ESTER • I 800 - --- DI ESTER [ AMINE + AMIDE 1 / '-'- -- 400• AMI•E '. 1 ., 200 }• • AMIDO-A ..
LAURIC 0 o •o 2o $o-- - 4o •o-- •o 7o •o 9o FRACTION Figure 5. Kritchevsky amide, 2: l ratio IOO indicating contamination from the amido-amine. This was also evident from the fact that the fraction turned blue-green when bromcresol green was added to the sample in alcohol. The melting points of the fractions of the amide peaks varied from 39 ø to 47øC indicating that the fractions were possible eutectic mixtures of varying carbon chain length. Sample No. 5 was a repetition of No. 4 after it changed from a liquid to a solid. It will be noted that Fig. 5 is quite different from Fig. 4. There has been a rearrangement of the components as evidenced by the increased number of peaks. Samples 37 through 46 showed discrete infrared differences and indicated the presence of amide ester, amide diester, and amine diester. Fraction No. 37 was an ester amide, 39 was a diester amide. It analyzed similarly to No. 37 but had a higher ester content. The infrared spectrum showed the amide peak to be smaller than the ester peak and the hydroxyl peak decreased, indicating more diester. Fraction No. 41 was a mixture of both amine diester and an amide diester. The spectrum had a small amide peak at 1620 cm -• and an amine peak at 1572 cm-• the ester peak was very large in proportion to the amide peak and again the hydroxyl peak was small. Fraction No. 43 was the monoester of diethanolamide, but of less ester content than No. 37. Fraction No. 46 shows the diethanolamide with a trace of an ester amide. The spectra of peak Nos. 51, 55, and 60 were of the typical
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