Monomer recovery from multi-component materials

• US 5,656,757 A
• Filed: 08/10/1995
• Issued: 08/12/1997
• Est. Priority Date: 08/10/1995
• Status: Expired due to Term

• Current Assignee: Honeywell Intellectual Properties Incorporated (Honeywell International Inc.), Honeywell International Inc.
• Original Assignee: Alliedsignal Inc.
• Inventors: Jenczewski, Theodore John, Mayer, Richard Eugene, Crescentini, Lamberto
• Primary Examiner(s): BOND, ROBERT
• Application Number:
  US08/511,334
• Time in Patent Office: 733 Days
• Field of Search: 540/540
• US Class Current: 540/540
• CPC Class Codes: C07D 201/12 by depolymerising polyamides

Abstract

A process for recovering monomer from multi-component waste material that includes a hydrolyzable polymer, includes contacting the multi-component waste material with water and subjecting the resulting mixture to heat and pressure to form a liquid aqueous portion and a water insoluble portion. The liquid aqueous portion mainly includes depolymerization products of the hydrolyzable polymer, and the water insoluble portion mainly includes components other than the depolymerization products. This mixture is cooled and the liquid aqueous portion and the water insoluble portion are separated. Monomer that formed the hydrolyzable polymer is recovered from the liquid aqueous solution.

Claims

1. A process for recovering monomer from a multi-component polymeric waste material that includes at least one hydrolyzable polymeric component, comprising:

(a) subjecting a mixture of water and the multi-component polymeric waste material to heat and pressure to form a liquid aqueous solution which includes as a major constituent a mixture of depolymerization products of the hydrolyzable polymeric component and a water insoluble portion which includes as a major constituent a mixture of materials other than the depolymerization products;

(b) cooling the mixture resulting from step (a) at a temperature at which the water insoluble portion forms a plurality of finely divided solid particles;

(c) separating the liquid aqueous solution and the finely divided solid particles; and

(d) recovering a monomer that formed the hydrolyzable polymeric component from the liquid aqueous solution.

2. The process according the claim 1, wherein the liquid aqueous solution is cooled to below about 150°

C.

3. The process according to claim 2, wherein the liquid aqueous solution is cooled to a temperature in the range of from about 70°

to about 100°

C.

4. The process according to claim 1, wherein step (d) includes removing water from the liquid aqueous solution, followed by separating the monomer from other depolymerization products of the hydrolyzable polymeric component.

5. The process according to claim 4, wherein at least about 75% of water, based on total weight of water in the liquid aqueous solution, is removed prior to the separation of the monomer.

6. The process according to claim 4, wherein water is removed by distillation or evaporation, prior to the separation of the monomer.

7. The process according to claim 4, wherein the monomer is separated from the other depolymerization products by distillation.

8. The process according to claim 7, wherein the distillation is conducted at a temperature in the range of from about 100°

to about 150°

C.

9. The process according to claim 8, wherein the distillation is conducted at a temperature below about 135°

C.

10. The process according to claim 4, wherein separation of caprolactam from the other depolymerization products includes contacting a stream including the caprolactam and other depolymerization products with superheated steam, followed by condensation.

11. The process according to claim 1, wherein the hydrolyzable polymeric component comprises a polyamide and the monomer comprises a lactam.

12. The process according to claim 1, wherein the hydrolyzable polymeric component comprises a polyamide and the monomer comprises at least one of the group consisting of a dicarboxylic acid and an alkylene diamine.

13. A process for recovering caprolactam from carpet material that includes nylon 6 and non-nylon 6 components, comprising:

(a) subjecting a mixture of water and the carpet material to heat and pressure to form a liquid aqueous solution which includes as a major constituent a mixture of nylon 6 depolymerization products and a water insoluble portion which includes as a major constituent a mixture of non-nylon 6 components;

(b) cooling the mixture resulting from step (a) at a temperature at which the water insoluble portion forms a plurality of finely divided solid particles;

(c) separating the liquid aqueous portion and the finely divided solid particles; and

(d) recovering caprolactam from the liquid aqueous solution.

14. The process according to claim 13, wherein the liquid aqueous solution is cooled to below about 150°

C.

15. The process according to claim 14, wherein the liquid aqueous solution is cooled to a temperature in the range of from about 70°

to about 100°

C.

16. The process according to claim 13, wherein step (d) includes removing water from the liquid aqueous solution, followed by separating caprolactam from other depolymerization components.

17. The process according to claim 16, wherein at least about 75% of water, based on total weight of water in the liquid aqueous solution, is removed from the liquid aqueous solution prior to the separation of caprolactam.

18. The process according to claim 17, wherein the water is removed by distillation or evaporation, prior to the separation of caprolactam.

19. The process according to claim 16, wherein caprolactam is separated from the other depolymerization products by distillation.

20. The process according to claim 19, wherein the distillation is conducted at a temperature in the range of from about 100°

to about 150°

C.

21. The process according to claim 20, wherein the distillation is conducted at a temperature below about 135°

C.

22. The process according to claim 16, wherein separation of caprolactam from the other depolymerization products includes contacting a stream including the caprolactam and other depolymerization products with superheated steam, followed by condensation.

23. The process according to claim 13, wherein the amount of water contacted with the carpet material is from about 0.5 to 7 parts of water per one part nylon 6 present in the carpet material, based on weight.

24. The process according to claim 13, wherein step (a) comprises subjecting the carpet and water mixture to sufficient heat and pressure to initiate depolymerization of nylon 6 and extract the resulting nylon 6 depolymerization products from the carpet material into the liquid aqueous portion.

25. The process according to claim 13, further comprising purifying crude caprolactam recovered from the liquid aqueous solution.

26. The process according to claim 13, further comprising recycling a residue from step (c) to mix with the carpet material feed in step (a).

27. A process according to claim 13, wherein the non-nylon 6 components include at least one material selected from the group consisting of jute, polypropylene, latex, calcium carbonate, clay and hydrated alumina.

28. A process for recovering caprolactam from a carpet material that includes nylon 6 and non-nylon 6 components, comprising:

(a) introducing the carpet material and water into a reactor;

(b) subjecting the resulting mixture to heat and pressure to form a liquid aqueous portion which includes a s a major constituent a mixture of nylon 6 depolymerization products and a water insoluble portion which includes as a major constituent a mixture of non-nylon 6 components;

(c) cooling the mixture resulting from step (b) at a temperature at which the water insoluble portion forms a plurality of finely divided solid particles; and

(d) separating the liquid aqueous solution and the finely divided solid particles;

(e) removing at least 75% water from the liquid aqueous solution; and

(f) separating caprolactam from other depolymerization products.

29. The process according to claim 28, further comprising purifying the caprolactam separated from the other components.