Process for the preparation of aminonitrile and diamine, and corresponding devices
View Patent ↗The present invention relates to a continuous process for the preparation of an aminonitrile comprising the stages of: a) formation of the aminonitrile by reaction between an alkenyl nitrile, mixed with aminonitrile, and a monoamine introduced in molar excess with respect to the alkenyl nitrile; b) separation of the unreacted monoamine and the aminonitrile; c) reaction between the monoamine separated during stage b) and all or part of the alkenyl nitrile in order to form a mixture of aminonitrile and of unreacted alkenyl nitrile, with the alkenyl nitrile being introduced in molar excess with respect to the said monoamine; d) transfer of the mixture of aminonitrile and alkenyl nitrile resulting from stage c) to the reaction of stage a), and e) in the case where only a portion of the alkenyl nitrile is introduced during stage c), introduction of the remaining molar amount of alkenyl nitrile into the mixture of stage d).
1. A continuous process for the preparation of an aminonitrile comprising the stages of:
a) formation of an aminonitrile by reaction between an alkenyl nitrile, mixed with aminonitrile, and a monoamine introduced in molar excess with respect to the alkenyl nitrile;
b) separation of the unreacted monoamine and the aminonitrile;
c) reaction between the monoamine separated during said stage b) and all or part of the alkenyl nitrile in order to form a mixture of aminonitrile and of unreacted alkenyl nitrile, with the alkenyl nitrile being introduced in molar excess with respect to the said monoamine;
d) transfer of the mixture of aminonitrile and alkenyl nitrile resulting from said stage c) to the reaction of stage a), and
e) in the case where only a portion of the alkenyl nitrile is introduced during stage c), introduction of the remaining molar amount of alkenyl nitrile into the mixture of said stage d);
the total molar amount of the alkenyl nitrile introduced during said stages c) and e) being equal to the molar amount of monoamine introduced during said stage a).
2. The process according to claim 1 , wherein the alkenyl nitrile is selected from the group consisting of linear and branched C2 to C4 alkenes wherein a hydrogen atom is replaced by a conjugated cyano group.
3. The process according to claim 1 , wherein the monoamine is a secondary amine of general formula R1R2NH, wherein R1 and R2, which are identical or different, represent a linear or branched C1 to C4 alkyl.
4. The process according to claim 1 , wherein:
the alkenyl nitrile is acrylonitrile (AN);
the monoamine is dimethylamine (DMA); and
the aminonitrile is 3-(dimethylamino)propanenitrile (DMAPN).
5. The process according to claim 1 , wherein the total amount of monoamine introduced during said stages a) and c) is in molar excess with respect to the total amount of alkenyl nitrile.
6. The process according to claim 1 , wherein the separation of said stage b) is carried out by distillation and/or flash distillation.
7. The process according to claim 1 , wherein the separation of said stage b) is carried out at atmospheric pressure.
8. The process according to claim 1 , wherein the separation of said stage b) is carried out under reduced pressure.
9. The process according to claim 8 , wherein the pressure is less than 0.9 bar.
10. The process according to claim 8 , wherein the pressure is between 0.1 and 0.8 bar.
11. The process according to claim 1 , wherein, during said stage c), the alkenyl nitrile is introduced in an excess of at least 1 mol % with respect to the monoamine.
12. The process for the preparation of a diamine, comprising the stages of:
(i) continuous preparation of an aminonitrile according to the process of claim 1 ; and
ii) reduction of the aminonitrile resulting from stage (i).
13. The process according to claim 12 , wherein the diamine is dimethylaminopropylamine (DMAPA).
14. The process according to claim 1 wherein the total amount of monoamine introduced during said stages a) and c) is in an excess of at least 0.1 mol %, with respect to the total amount of alkenyl nitrile.