Isocyanate-polyamide block copolymers

Patent metadata

Field	Value
Publication number	US-12173152-B2
Application number	US-201917286827-A
Country	US
Kind code	B2
Filing date	Oct 22, 2019
Priority date	Oct 23, 2018
Publication date	Dec 24, 2024
Grant date	Dec 24, 2024

Abstract

A thermoplastic polyamide can be obtained through the reaction of at least the components (i), (ii), and (iii), where a catalyst having a Lewis base component is used in the reaction. Component (i) is a composition containing a polymeric compound having two carboxylic acid moieties; component (ii) is a dicarboxylic acid composition containing at least one dicarboxylic acid; and component (iii) is a diisocyanate composition containing at least one diisocyanate. A process can be used for producing the thermoplastic polyamide and a method for the use thereof. A tandem reactive extruder can be used for the reaction.

First claim

The invention claimed is:

1. A process for producing a thermoplastic polyamide, the process comprising:
reacting at least the following components:
(i) a composition comprising a polymeric compound having two carboxylic acid moieties;
(ii) a dicarboxylic acid composition; and
(iii) a diisocyanate composition,
wherein a catalyst having a Lewis base component is used in the reaction, wherein the catalyst is selected from the group consisting of N-methylimidazole, melamine, guanidine, cyanuric acid, dicyandiamide, and mixtures thereof,
wherein the polymeric compound having two carboxylic acid moieties comprises at least HOOC—(CH 2 ) x COO-PTHF—OOC—(CH 2 ) y —COOH,
wherein PTHF is polytetrahydrofuran, and
wherein x and y are independently an integer in the range from 1 to 10,
wherein the reaction of the components (i), (ii), and (iii) takes place in a reactive extruder apparatus comprising at least two extruders.

2. The process according to claim 1 , wherein the polytetrahydrofuran (PTHF) has a number-average molecular weight Mn in the range from 500 to 3000 g/mol.

3. The process according to claim 2 , wherein the polymeric compound having two carboxylic acid moieties comprises at least HOOC—(CH 2 ) x COO-PTHF—OOC—(CH 2 ) y —COOH,
wherein x and y are independently an integer in the range from 1 to 5.

4. The process according to claim 2 , wherein the polymeric compound having two carboxylic acid moieties comprises at least HOOC—(CH 2 ) 2 COO-PTHF—OOC—(CH 2 ) 2 —COOH.

5. The process according to claim 1 , wherein the diisocyanate composition comprises at least one diisocyanate selected from the group consisting of 2,2′-diphenylmethane diisocyanate (2,2′-MDI), 2,4′-diphenylmethane diisocyanate (2,4′-MDI), 4,4′-diphenylmethane diisocyanate (4,4′-MDI), hexamethylene 1,6-diisocyanate (HDI), 4,4′-, 2,4′-, and 2,2′-methylenedicyclohexyl diisocyanate (H12MDI), naphthylene diisocyanate NDI, tolylene diisocyanate (TDI), tolidine diisocyanate (TODI), and para-diphenyl diisocyanate (PDI).

6. The process according to claim 1 , wherein the thermoplastic polyamide is obtainable through the reaction of at least the components (i), (ii), and (iii):
(i) a diisocyanate composition comprising at least MDI;
(ii) a polyester dicarboxylic acid or polyether dicarboxylic acid composition comprising at least HOOC—(CH 2 ) x COO-PTHF—OOC—(CH 2 ) y —COOH, wherein x and y are independently an integer in the range from 1 to 10, and
(iii) a dicarboxylic acid composition comprising at least adipic acid.

7. The process according to claim 6 , wherein the polyester dicarboxylic acid or polyether dicarboxylic acid composition comprises at least HOOC—(CH 2 ) 2 —COO-PTHF—OOC—(CH 2 ) 2 —COOH.

8. The process according to claim 1 , wherein the PTHF has a number-average molecular weight Mn in the range from 500 to 3000 g/mol;
and/or
wherein the dicarboxylic acid composition comprises at least one dicarboxylic acid;
and/or
wherein the diisocyanate composition comprises at least one diisocyanate selected from the group consisting of 2,2′-diphenylmethane diisocyanate (2,2′-MDI), 2,4′-diphenylmethane diisocyanate (2,4′-MDI), 4,4′-diphenylmethane diisocyanate (4,4′-MDI), hexamethylene 1,6-diisocyanate (HDI), 4,4′-, 2,4′-, and 2,2′-methylenedicyclohexyl diisocyanate (H12MDI), naphthylene diisocyanate NDI, tolylene diisocyanate (TDI), tolidine diisocyanate (TODI), and para-diphenyl diisocyanate (PDI).

9. The process according to claim 1 , wherein no compound having free hydroxyl groups is used in the reaction of the components (i), (ii), and (iii).

10. The process according to claim 1 , wherein the dicarboxylic acid composition comprises a dicarboxylic acid selected from the group consisting of C 2 to C 12 dicarboxylic acids.

11. The process according to claim 1 , wherein the dicarboxylic acid composition comprises 1,6-hexanedioic acid.

12. The process according to claim 1 , wherein the components (i), (ii), and (iii) do not contain free hydroxyl groups.

13. The process according to claim 1 , wherein the components (i), (ii), and (iii) do not contain free hydroxyl groups and no further components having free hydroxyl groups are used.

14. The process according to claim 1 , wherein the reaction of the components (i), (ii), and (iii) takes place in a tandem reactive extruder.

15. The process according to claim 1 , wherein a molded body, an injection-molded product, an extrusion product, an extruded foam, or a foam article is produced, using at least the two extruders.

Assignees

• Basf Se

Inventors

• Prissok Frank
• Puch Florian
• Poeselt Elmar

Classifications

• C08L2203/30

  used for thermoforming · CPC title

• C08L2203/202

  use in electrical wires or wirecoating · CPC title

• C08L2203/16

  used for films · CPC title

• C08L2203/14

  used for foams · CPC title

• C08G2410/00

  Soles · CPC title