IP Library › Granted Patent US 12,570,800
Granted Patent B2
US 12,570,800 · App. 17/611,251 · Granted Mar 10, 2026

Polyamides having cyclic terpenoid substructures

Inventors: Frank Weinelt (Billerbeck, DE); Franz-Erich Baumann (Dülmen, DE); Janina Koßmann (Potsdam, DE)
Assignee: Evonik Operations GmbH
C08G69/16C08G69/14C08G69/36
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Quick Facts
Patent No.
US 12,570,800
App. No.
17/611,251
Granted
Mar 10, 2026
Kind
B2
Abstract

Polyamides are claimed that comprise at least 10% by weight of at least one cyclic terpenoid substructure. The substructure is preferably derived from a monoterpene. A method for preparing the polyamides and for producing the moulding compounds is also described. The moulding compounds comprise 10% to 90% by weight of these polyamides.

Claims (30)

1 . A polyamide, comprising:

at least 10% by weight of at least one cyclic terpenoid substructure,

wherein the substructure is derived from a monoterpene produced by ring-opening polymerization of at least one bicyclic terpene lactam in the presence of a mediator selected from a group consisting of nylon salt or an α,ω-amino acid which is 12-ADA,

wherein said polyamide contains from 1 to 100 ppm of a phosphorus-containing component,

wherein the amount of mediator employed is in a range of 5 to 17% by weight based on the amount of monomers used,

wherein the nylon salt comprises a diammonium compound that has a ring structure and a dicarboxylate compound, and

wherein the phosphorus-containing component comprises hypophosphorous acid.

2 . A method for preparing a polyamide according to claim 1 , that comprises the following steps:

a) provision of the at least one bicyclic terpene lactam,

b) ring-opening polymerization of the at least one bicyclic terpene lactam to afford the polyamide,

wherein a phosphorus-containing acid is used in step b) in an amount from 2 to 100 ppm based on the total mass of the monomers used,

wherein in step b) the mediator is added.

3 . The method according to claim 2 , wherein the reaction temperature does not exceed 270° C.

4 . The polyamide according to claim 1 , wherein the mediator is the nylon salt.

5 . The polyamide according to claim 4 , wherein the diammonium compound has more than 6 and up to 25 carbon atoms.

6 . The polyamide according to claim 4 , wherein the diammonium compound includes a PACM structure.

7 . The polyamide according to claim 1 , wherein the mediator is the α,ω-amino acid.

8 . The polyamide according to claim 1 , wherein said polyamide has a residual monomer content of from 3% to 20% by weight of the total mass of the polyamides.

9 . The polyamide according to claim 8 , wherein the polyamide has three-membered, four-membered and/or five-membered rings in their cyclic terpenoid substructure.

10 . The polyamide according to claim 8 , wherein the cyclic terpenoid substructure includes a ring having two geminal methyl groups.

11 . The polyamide according to claim 8 , wherein the polyamide has four-membered rings in their cyclic terpenoid substructure and a molar mass of at least 3500 g/mol or have three-membered rings in their cyclic terpenoid substructure and a molar mass of at least 8000 g/mol.

12 . The polyamide according to claim 1 , wherein said polyamide has three-membered, four-membered and/or five-membered rings in their cyclic terpenoid substructure.

13 . The polyamide according to claim 12 , wherein the cyclic terpenoid substructure includes a ring having two geminal methyl groups.

14 . The polyamide according to claim 1 , wherein the cyclic terpenoid substructure includes a ring having two geminal methyl groups.

15 . The polyamide according to claim 1 , wherein said polyamide has four-membered rings in their cyclic terpenoid substructure and a molar mass of at least 3500 g/mol or have three-membered rings in their cyclic terpenoid substructure and a molar mass of at least 8000 g/mol.

16 . A moulding compound, comprising:

from 10% to 90% of at least one polyamide according to claim 1 .

17 . A shaped article produced from the moulding compound according to claim 16 .

18 . The polyamide according to claim 1 , wherein the mediator is incorporated into the polyamide.

19 . The polyamide according to claim 1 , wherein the mediator is PACM20/DDA or 12-ADA.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 28, 2022
From: WEINELT, FRANK; BAUMANN, FRANZ-ERICH; KOSSMANN, JANINA
To: EVONIK OPERATIONS GMBH
Reel/Frame 059513/0518 →
Priority Claims (1)
EP 19175334 · May 20, 2019 · regional
Continuity (1)
Related Publication 20220227932A1 · Jul 21, 2022
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