Lb. Alemany et Sh. Brown, DETAILED ANALYSIS OF C-5 AND C-6 DIENES IN LIGHT PROCESS STREAMS - QUALITATIVE ASSESSMENT OF CYCLIC VS ACYCLIC DIENES IN HEAVIER PROCESS STREAMS, Energy & fuels, 9(2), 1995, pp. 257-268
A method has been developed to aid in identifying dienes, an undesirab
le component in some process streams and products. For a sample of lig
ht FCC gasoline, the combination of Diels-Alder derivatization of dien
es with maleic anhydride and C-13 NMR analysis of the resulting adduct
s allowed the identification of all but one of the 19 possible C-5 and
C-6 dienes and the determination of their relative abundance. A more
detailed analysis of dienes offers the possibility of correlating the
extent of catalyst poisoning or gum formation with the total amount an
d types of dienes present. Such an NMR analysis is possible only under
ultrahigh resolution conditions with a high field magnet. To the best
of our knowledge, this work at 11.7 T and a digital resolution of 0.7
2 ppb represents the first attempt at using a high field magnet to obt
ain an ultrahigh resolution C-13 spectrum covering almost the entire C
-13 chemical shift range. Resolving virtually all the signals for the
numerous aliphatic, olefinic, and carbonyl carbons was critical for de
termining the relative amount of each diene that reacted. Process stre
ams with C-7(+) material (e.g., full range FCC gasoline) can also be d
erivatized, but the product gives a carbonyl carbon region too complex
for as detailed an analysis. Nevertheless, a qualitative assessment o
f the relative amounts of cyclic and acyclic dienes appears possible.