Process for the purification of aniline from gas phase hydrogenations
View Patent ↗The present invention relates to a process for the purification of aniline which originates from gas phase hydrogenations. In this process, only a minimum proportion of the aniline has to be evaporated and condensed again. The process is highly efficient in removing compounds which have phenolic hydroxyl groups and results in minimal losses of aniline. This process also reduces the unwanted coupling mechanisms in the division of the overall crude product in the fraction condensation into individual substreams and the subsequent workup of these.
1. A process for preparing aniline, comprising the following steps:
(i) hydrogenating nitrobenzene in the gas phase in the presence of a catalyst,
(ii) fractionally condensing the gaseous crude product obtained in (i) in n condensation stages, wherein:
n represents a natural number from 2 to 8, with gradually falling condensation temperature, thereby forming a liquid partial condensate PK i (PK 1 , PK 2 , . . . PK n−1 ) in each of the first to (n−1) th condensation stages and a liquid total condensate (TK) in the n th condensation stage,
(iii) (a) when n=2, distilling the one liquid partial condensate PK 1 obtained in (ii), and
(b) when n≧3, distilling some of the liquid partial condensates PK i obtained in (ii),
to obtain a distillate PKD,
(iv) combining
(a) if present, at least some of the partial condensates PK i formed in (ii) and not distilled in (iii),
(b) the distillate PKD obtained in (iii),
and
(c) at least the organic fraction of the total condensate TK,
and extracting the product mixture thus obtained with aqueous base solution and separating the mixture thus obtained into an aqueous phase and an organic, aniline-comprising phase.
2. The process as claimed in claim 1 , in which the total condensate, prior to performance of step (iv), is separated into an organic phase (TKO) and an aqueous phase (TKW), and in step (iv), (c) only the organic phase TKO is combined with (a) if present, at least some of the partial condensates PK i formed in (ii) and not distilled in (iii), and (b) the distillate PKD obtained in (iii).
3. The process as claimed in claim 2 , in which the organic, aniline-comprising phase obtained in (iv) is
(v) washed with a stream comprising at least 85% by mass of water, based on the total mass of this stream.
4. The process as claimed in claim 3 , in which the stream comprising at least 85% by mass of water is the aqueous phase TKW separated from the nth condensate or a portion thereof.
5. The process as claimed in claim 1 , in which step (ii) comprises exactly three condensation stages.
6. The process as claimed in claim 1 , in which the first condensation stage is operated at a temperature T 1 of 100° C. to 200° C., and the nth condensation stage at a temperature T n of 15° C. to 90° C., and the temperature of every further condensation stage, if present, is 1 K to 100 K below the preceding condensation stage.
7. The process as claimed in claim 1 , in which the organic, aniline-comprising phase obtained in (iv) is
(v) washed with a stream comprising at least 85% by mass of water, based on the total mass of this stream.
8. The process as claimed in claim 7 , in which the stream comprising at least 85% by mass of water has been obtained by condensation of water-containing vapors.
9. The process as claimed in claim 7 , in which the washed organic, aniline-comprising phase obtained in (v) is stripped.
10. The process as claimed in claim 1 , in which the organic, aniline-comprising phase obtained in (iv) is stripped.
11. The process as claimed in claim 1 , in which the aqueous base solution used in step (iv) is a solution of an alkali metal hydroxide, alkaline earth metal hydroxide, or a mixture of alkali metal hydroxide and alkaline earth metal hydroxide in water.
12. The process as claimed in claim 1 , in which all the aqueous streams obtained are combined and the combined wastewater stream is subjected to stripping in order to recover aniline as an azeotrope with water.