IP Library Granted Patent US 11,261,296
Granted Patent B2
US 11,261,296 · App. 16/495,048 · Granted Mar 1, 2022

Semi-aromatic copolyamides based on caprolactam

Inventor: Veera Nelliappan (Richmond, VA)
Assignee: AdvanSix Resins & Chemicals LLC
C08G69/28C08K3/40C08K5/0066C08K5/13C08K2201/014
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Quick Facts
Patent No.
US 11,261,296
App. No.
16/495,048
Granted
Mar 1, 2022
Kind
B2
Abstract

The present disclosure provides polyamide 6 copolymers polymerized from caprolactam, tetramethylene diamine, and terephthalic acid monomers. The copolymers exhibit sufficiently high second heat melting points such that they are capable of being processed using traditional melt processing operations, while also being useful for high temperature applications. The copolymer may be used as polymeric base compositions useful for a variety of applications including the manufacture of metal-replacing articles.

Claims (11)

1. A method of preparing a semi-aromatic polyamide 6 copolymer for use in manufacturing a finished article via melt processing, the method comprising the steps of:

polymerizing tetramethylene diamine, terephthalic acid, and caprolactam monomers at a temperature of 200° C. to 240° C. in the presence of water to form a prepolymer;

flashing water from the reaction mixture;

heating the reaction mixture at a temperature of 235° C. to 250° C.; and

solid state polymerizing the prepolymer to form a semi-aromatic polyamide 6 copolymer having a second heat melting point temperature between 260° C. and 315° C., as determined by Differential Scanning Calorimetry (DSC) according to ASTM D3418, and a weight average molecular weight (Mw), as determined by Gel Permeation Chromatography (GPC), between 15,000 Daltons and 30,000 Daltons, wherein the semi-aromatic polyamide 6 copolymer contains between 25 and 70 wt. % of caprolactam monomers, based on the total weight of the semi-aromatic polyamide 6 copolymer.

2. The method of claim 1 , wherein the step of polymerizing further includes isophthalic acid monomers.

3. The method of claim 1 , wherein the solid state polymerizing step is conducted at a temperature of 250° C. to 280° C.

4. The method of claim 1 , wherein the at least one polyamide 6 copolymer contains between 35 and 60 wt. % of caprolactam monomers, based on the total weight of the polyamide 6 copolymer.

5. The method of claim 1 , wherein the polymerizing step comprises polymerizing tetramethylene diamine, terephthalic acid, and caprolactam monomers at a pressure of 300 psi to 500 psi.

6. The method of claim 1 , wherein the semi-aromatic polyamide 6 copolymer has a water absorption at equilibrium according to ASTM D570 of equal to or less than 3.5%.

7. The method of claim 1 , wherein the semi-aromatic polyamide 6 copolymer has a water absorption at equilibrium according to ASTM D570 of equal to or less than 1%.

Assignments (2)
SECURITY INTEREST Recorded Oct 27, 2021
From: ADVANSIX INC.; ADVANSIX RESINS & CHEMICALS LLC
To: TRUIST BANK, AS ADMINISTRATIVE AGENT
Reel/Frame 057940/0794 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 18, 2019
From: NELLIAPPAN, VEERA
To: ADVANSIX RESINS & CHEMICALS LLC
Reel/Frame 050420/0835 →
Continuity (2)
Provisional Application 62489532 · Apr 25, 2017
Related Publication 20200283576A1 · Sep 10, 2020