Separation of impurities in a process for hydrolytically depolymerizing a polyamide

Patent metadata

Field	Value
Publication number	US-2025100965-A1
Application number	US-202318852720-A
Country	US
Kind code	A1
Filing date	Mar 30, 2023
Priority date	Apr 1, 2022
Publication date	Mar 27, 2025
Grant date	—

Abstract

The present invention relates to a process for separating at least one ε-caprolactam oligomeric compound CPO from a stream SR comprising said at least one CPO and ε-caprolactam monomeric compound CPM.

First claim

1 .- 16 . (canceled)

17 . A process for separating at least one ε-caprolactam oligomeric compound CPO from a stream S R comprising said at least one CPO and ε-caprolactam monomeric compound CPM, the process comprising
(i) providing an aqueous liquid stream S R comprising CPM dissolved in water at a concentration c R (CPM), CPM having a boiling point T CPM , wherein S R further comprises the at least one CPO at a concentration c R (CPO), CPO having a boiling point T CPO with T CPO >T CPM ;
(ii) preparing an aqueous liquid mixture M E comprising the stream S R provided according to (i);
(iii) subjecting the mixture M E according to (i) to evaporation conditions in an evaporation unit E 1 , obtaining an aqueous vapor stream S V1 and an aqueous liquid stream S L1 , wherein S V1 comprises CPM at a concentration c V1 (CPM) with c V1 (CPM)>c R (CPM), wherein S L1 comprises the at least one CPO at a concentration c L1 (CPO) with c L1 (CPO)>c R (CPO) and comprises CPM at a concentration c L1 (CPM) with c L1 (CPM)<c R (CPM);
(iv) dividing the stream S L1 according to (iii) into a first stream S L11 and a second stream S L12 , wherein S L11 and S L12 have the same chemical composition as S L1 ;
(v) passing the stream S L12 obtained according to (iv) to a downstream treatment stage;
wherein preparing the aqueous liquid mixture M E according to (ii) comprises mixing the stream S R with the stream S L11 .

18 . The process of claim 17 ,
wherein the stream S R provided according to (i) exhibits a CPM concentration in the range of from 15 to 90 weight-%; and a CPO concentration in the range of from 0.5 to 10 weight-%; wherein the stream S V1 obtained according to (iii) exhibits a CPM concentration in the range of from 65 to 99 weight-%; wherein the stream S V1 obtained according to (iii) preferably exhibits a CPO concentration in the range of from 0 to 0.4 weight-%; wherein the stream S L1 obtained according to (iii) exhibits a CPM concentration in the range of from 0.1 to 10 weight-%; and a CPO concentration in the range of from 1 to 10 weight-%.

19 . The process of claim 17 , wherein preparing the aqueous liquid mixture M E according to (ii) further comprises, prior to mixing the stream S R with the stream S L11 , heating the stream S L11 obtained from (iv) to a temperature in the range of from 200 to 270° C.

20 . The process of claim 19 , wherein
heating the stream S L11 comprises passing the stream S L11 through a heat exchanger H 1 ; or wherein preparing the aqueous liquid mixture M E according to (ii) comprises mixing the stream S R provided according to (i) with the stream S L11 obtained from (iv) and heating the combined stream to a temperature in the range of from 200 to 270° C., wherein heating the combined stream comprises passing the stream S L11 through a heat exchanger H 1 .

21 . The process of claim 17 , wherein the evaporation in the evaporation unit E 1 according to (iii) is carried out in one or more stirred vessels, or in one or more film evaporators, or in one or more stirred vessels and in one or more film evaporators.

22 . The process of claim 17 , wherein the evaporation conditions according to (iii) comprise an evaporation temperature T E1 of the mixture M E , wherein T E1 is in the range of from 200 to 270° C., and wherein the evaporation conditions according to (iii) further comprise an evaporation pressure p E1 .

23 . The process of claim 17 , wherein the evaporation conditions according to (iii) further comprise a residence time t E1 in the evaporation unit E 1 , wherein t E1 is in the range of from 1 min to 5 h.

24 . The process of claim 17 , wherein according to (iv), the stream S L1 is divided into the first stream S L11 and the second stream S L12 at a mass ratio m(S L12 ):m(S L11 ) in the range of from 0.01:1 to 0.02:1.

25 . The process of claim 17 , wherein the downstream treatment stage according to (v) comprises one or more of
an evaporation unit; a depolymerization unit for depolymerizing at least one of the at least one ε-caprolactam oligomeric compound CPO comprised in the stream SL 12 ; a separation unit for separating at least one solid residue from the stream S L12 ; a processing unit for processing at least one solid residue comprised in the stream S L12 ; an incineration stage for incinerating at least one solid residue comprised in the stream S L12 .

26 . The process of claim 17 , wherein the downstream treatment stage according to (v) comprises an evaporation unit, the process further comprising
(vi) subjecting the stream S L12 to evaporation conditions in an evaporation unit E 2 , obtaining an aqueous vapor stream S V2 and a liquid stream S L2 wherein S V2 comprises CPM at a concentration c V2 (CPM) with c V2 (CPM)>c L12 (CPM), and CPO at a concentration c V2 (CPO) with c V2 (CPO)<c L12 (CPO); wherein S L2 comprises the at least one CPO at a concentration c L2 (CPO) with c L2 (CPO)≥c L12 (CPO); (vii) passing the stream S L2 obtained according to (vi) to a downstream treatment stage.

27 . The process of claim 26 , wherein the evaporation in the evaporation unit E 2 according to (vi) is carried out in one or more stirred vessels, or in one or more film evaporators, or in one or more stirred vessels and in one or more film evaporators.

28 . The process of claim 26 , wherein the evaporation conditions according to (vi) comprise an evaporation temperature T E2 of the stream S L12 , wherein T E2 is in the range of from 200 to 300° C., and wherein the evaporation conditions according to (vi) further comprise an evaporation pressure p E2 .

29 . The process of claim 26 , wherein the evaporation conditions according to (vi) further comprise a residence time t E2 in the evaporation unit E 2 , wherein t E2 is in the range of from 1 s to 5 min.

30 . The process of claim 26 , wherein the downstream treatment stage according to (vii) comprises one or more of
a depolymerization unit for depolymerizing at least one of the at least one ε-caprolactam oligomeric compound CPO comprised in the stream S L2 ; a separation unit for separating at least one solid residue from the stream S L2 ; a processing unit for processing at least one solid residue comprised in the stream S L2 ; an incineration stage for incinerating at least one solid residue comprised in the stream S L2 .

31 . The process of claim 17 , the process further comprising
(viii) passing the aqueous vapor stream S V to a water removal unit W U for separating CPM from water.

32 . The process of claim 17 , wherein providing the stream S R according to (i) comprises
(i.1) preparing an aqueous liquid mixture M WC containing CPM dissolved in water and CPO, comprising
(i.1.1) providing an aqueous liquid stream S W ;
(i.1.2) providing a solid material M containing a polyamide prepared from ε-caprolactam;
(i.1.3) preparing a mixture of the solid material M provided according to (i.1.2) and the aqueous liquid stream S W provided according to (i.1.1);
(i.1.4) preparing an aqueous liquid mixture M WP comprising the polyamide dissolved in water from the mixture prepared according to (i.1.3);
(i.1.5) subjecting the aqueous liquid mixture M WP prepared according to (i.1.4) to depolymerization conditions in a chemical reactor unit R U , obtaining the aqueous liquid mixture M WC comprising CPM dissolved in water and CPO;
(i.2) optionally subjecting the aqueous mixture M WC obtained according to (i.1.5) to depressurization in a depressurization unit D U , obtaining an aqueous vapor stream S VD and an aqueous liqu

Assignees

• Basf Se

Inventors

• Blei Stefan
• El-Toufaili Faissal-Ali
• Hetz-Hunsinger Alexander
• Felden Marc
• Gauer Jochen
• Gassmann Michel
• Dienes Christian
• Kotanjac Zeljko
• Ravikumar Vikram Raghavendhar
• Laryea Esther Matyka

Classifications

• C07D201/16

  Separation or purification · CPC title

• C08J2377/02

  Polyamides derived from omega-amino carboxylic acids or from lactams thereof (C08J2377/10 takes precedence) · CPC title

• C08J11/14

  by treatment with steam or water · CPC title

• C07C227/22

  from lactams, cyclic ketones or cyclic oximes, e.g. by reactions involving Beckmann rearrangement · CPC title

• C07C227/40

  Separation; Purification · CPC title