Although
separation of phenolic compounds from coal tar has a good
practical application value in industry, the traditional separation
method can result in serious environmental problems. In the present
work, three ionic liquids (ILs) with dual Lewis basic sites were designed
and synthesized by neutralizating 1,1,3,3-tetramethylguanidine (TMG)
and corresponding acids (L-proline, acetate acid,
and tetrafluoroboric acid), which were employed to separate phenolic
compounds from the model oil and coal tar. The basicity of TMG-based
ILs were characterized by a probe molecule through 1H NMR
and quantum chemical calculations. Moreover, the influence of factors
on the separation efficiency, such as stirring time, extraction temperature,
and the ratio of ILs to model oil, was investigated in detail. The
results showed that [TMG][BF4] showed the best extraction
efficiency of 98.2%, at a extraction temperature of 30 °C, stirring
time of 35 min, and extraction ratio of 1.1 g/4 mL. After being separated,
these ILs were recovered through back extraction. Furthermore, the
separation mechanism was determined by analyzing the hydrogen bond
and chemical bond for ILs and phenolic compounds via UV–vis,
FT-IR, and quantum chemical calculations. Thus, TMG-based ILs can
be effective in separating phenolic compounds from coal tar and as
an alternative extractant in the future.