IP Library Granted Patent US 12709599
Granted Patent B2
US 12709599 · App. 18/688,863 · Granted Aug 18, 2026

Process for producing epsilon-caprolactam by depolymerization of polycaprolactam (PA6)

Inventors: Maddalena Bertolla (Mori, IT); Michele Cecchetto (Ledro, IT); Anacleto Dal Moro (Semonzo di Borso del Grappa, IT); Michele Modesti (Padua, IT); Stefano Guerra (San Giovanni Lupatoto, IT)
Assignee: AQUAFIL S.P.A.
C07D223/10
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Quick Facts
Patent No.
US 12709599
App. No.
18/688,863
Granted
Aug 18, 2026
Kind
B2
Abstract

The present invention relates to a process for producing ε-caprolactam by depolymerization of polycaprolactam (PA6) which comprises: a. contacting a composite material comprising PA6 and at least one fibrous reinforcing material with a solvent comprising at least one polyol, at a temperature in the range 130° C. 200° C. so as to obtain a solution comprising solubilized PA6 and an insoluble fraction comprising at least said fibrous reinforcing material; b. separating said insoluble fraction from said solution; c. combining said solution with a coagulation liquid comprising water to obtain a partially depolymerized coagulated PA6 dispersed in a liquid phase; d. separating said coagulated PA6 from said liquid phase; e. subjecting said coagulated PA6 separated in said phase d to further depolymerization by hydrolysis to obtain ε-caprolactam.

Claims (22)

1 . A process for producing ε-caprolactam by depolymerization of polycaprolactam (PA6), comprising:

contacting a composite material comprising PA6 and at least one fibrous reinforcing material with a solvent comprising at least one polyol, at a temperature of 130° C. to 200° C., to obtain a solution comprising solubilized PA6 and an insoluble fraction comprising the at least one fibrous reinforcing material;

separating the insoluble fraction from the solution;

combining the solution with a coagulation liquid comprising water to obtain a partially depolymerized coagulated PA6 dispersed in a liquid phase;

separating the coagulated PA6 from the liquid phase; and

subjecting the coagulated PA6 separated from the liquid phase to further depolymerization by hydrolysis to obtain ε-caprolactam.

2 . The process according to claim 1 , wherein, when combining the solution with the coagulation liquid, the coagulation liquid has a temperature of 50° C. to 95° C.

3 . The process according to claim 1 , wherein the composite material comprises PA6 in an amount of 50% to 95% by weight with respect to a total weight of PA6 and the fibrous reinforcing material.

4 . The process according to claim 1 , wherein the composite material comprises the fibrous reinforcing material in an amount of 5% to 50% by weight with respect to a total weight of PA6 and the fibrous reinforcing material.

5 . The process according to claim 1 , wherein the solvent comprises at least one glycol.

6 . The process according to claim 5 , wherein the solvent comprises at least one selected from the group consisting of ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, and butylene glycol.

7 . The process according to claim 1 , wherein contacting the composite material with the solvent comprises contacting at a temperature of 150 to 170° C.

8 . The process according to claim 1 , wherein contacting the composite material with the solvent comprises contacting at a weight ratio of the composite material to the solvent of 1:1 to 1:50.

9 . The process according to claim 1 , wherein combining the solution with the coagulation liquid comprises combining at a weight ratio of the solution to the coagulation liquid of 1:1 to 1:10.

10 . The process according to claim 1 , wherein the depolymerization by hydrolysis is carried out in the presence of at least one acid catalyst.

11 . The process according to claim 1 , wherein, when combining the solution with the coagulation liquid, the coagulation liquid has a temperature of 80° C. to 95° C.

12 . The process according to claim 1 , wherein the composite material comprises PA6 in an amount of 55% to 90% by weight with respect to a total weight of PA6 and the fibrous reinforcing material.

13 . The process according to claim 1 , wherein the composite material comprises PA6 in an amount of 60% to 85% by weight with respect to a total weight of PA6 and the fibrous reinforcing material.

14 . The process according to claim 1 , wherein the composite material comprises the fibrous reinforcing material in an amount of 10% to 45% by weight with respect to a total weight of PA6 and the fibrous reinforcing material.

15 . The process according to claim 1 , wherein the composite material comprises the fibrous reinforcing material in an amount of 15% to 40% by weight with respect to a total weight of PA6 and the fibrous reinforcing material.

16 . The process according to claim 1 , wherein contacting the composite material with the solvent comprises contacting at a weight ratio of the composite material to the solvent of 1:2 to 1:25.

17 . The process according to claim 1 , wherein combining the solution with the coagulation liquid comprises combining at a weight ratio of the solution to the coagulation liquid of 1:1 to 1.