IP Library Granted Patent US 11,920,009
Granted Patent B2
US 11,920,009 · App. 17/177,185 · Granted Mar 5, 2024

Polyamide-based masterbatch formulation

Inventors: Veera Nelliappan (Richmond, VA); David J. Loy (Richmond, VA); Farzaneh Talebi (Midlothian, VA); Joseph Weston (Parsippany, NJ); Ann Schoeb (Clinton, NJ)
Assignee: AdvanSix Resins & Chemicals LLC
C08J3/22C08G69/14C08G69/26C08G69/42D01F6/60D10B2331/02
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Quick Facts
Patent No.
US 11,920,009
App. No.
17/177,185
Granted
Mar 5, 2024
Kind
B2
Abstract

The present disclosure provides a masterbatch polyamide polymer capable of conferring stain resistance to a terminated polyamide polymer while substantially maintaining the processability of the terminated polyamide polymer.

Claims (37)

1. A masterbatch polyamide polymer comprising:

a residue of caprolactam;

a residue of a diamine; and

a residue of at least one of 5-sulfoisophthalic acid and a 5-sulfoisophthalic acid salt,

wherein a concentration of the residue of the at least one of 5-sulfoisophthalic acid and the 5-sulfoisophthalic acid salt is from 0.5 wt. % to 20 wt. % based on a total weight of the masterbatch polyamide polymer, and

whereby the masterbatch polyamide polymer is capable of conferring stain resistance to a terminated polyamide polymer while maintaining the processability of the terminated polyamide polymer, wherein processability is defined by a melt stability within a range between 255° C. and 275° C.

2. The masterbatch polyamide polymer of claim 1 , wherein the residue of at least one of 5-sulfoisophthalic acid and the 5-sulfoisophthalic acid salt is selected from the group consisting of sodium 5-sulfoisophthalate, lithium 5-sulfoisophthalate, potassium 5-sulfoisophthalate and combinations thereof.

3. The masterbatch polyamide polymer of claim 1 , wherein the residue of the diamine includes a residue of hexamethylenediamine.

4. The masterbatch polyamide polymer of claim 1 , wherein the masterbatch polyamide polymer further comprises a residue of a monofunctional acid, the residue of the monofunctional acid comprising a residue of at least one of acetic acid, propionic acid, benzoic acid, stearic acid and terephthalic acid.

5. The masterbatch polyamide polymer of claim 1 , wherein the terminated polyamide polymer has a total termination from 20% to 90%.

6. A polyamide polymer blend comprising:

a terminated polyamide polymer; and

a masterbatch polyamide polymer comprising:

a residue of caprolactam;

a residue of a diamine; and

a residue of at least one of 5-sulfoisophthalic acid and a 5-sulfoisophthalic acid salt,

wherein a concentration of the residue of the at least one of 5-sulfoisophthalic acid and the 5-sulfoisophthalic acid salt is from 0.8 wt. % to 1.2 wt. % based on a total weight of the polyamide polymer blend, and

whereby the masterbatch polyamide polymer is capable of conferring stain resistance to the terminated polyamide polymer while maintaining the processability of the terminated polyamide polymer, wherein processability is defined by a melt stability within a range between 255° C. and 275° C.

7. The polyamide polymer blend of claim 6 , wherein the masterbatch polyamide polymer is between 5 wt. % and 25 wt. % of the total weight of the polyamide polymer blend.

8. The polyamide polymer blend of claim 6 , wherein the at least one of the 5-sulfoisophthalic acid and the 5-sulfoisophthalic acid salt is selected from the group consisting of: sodium 5-sulfoisophthalate, lithium 5-sulfoisophthalate, potassium 5-sulfoisophthalate and combinations thereof.

9. The polyamide polymer blend of claim 6 , wherein the terminated polyamide polymer has an amine end group concentration from 25 millimoles per kilogram to 40 millimoles per kilogram and a carboxyl end group concentration from 18 millimoles per kilogram to 50 millimoles per kilogram.

10. The polyamide polymer blend of claim 6 , wherein the terminated polyamide polymer has an amine end group concentration of less than 25 millimoles per kilogram and a carboxyl end group concentration of less than 18 millimoles per kilogram.

11. The polyamide polymer blend of claim 6 , wherein the terminated polyamide polymer has a total termination from 20% to 90%.

12. The polyamide polymer blend of claim 6 , wherein the polyamide polymer blend has a formic acid viscosity from about 30 FAV to about 100 FAV, as measured by ASTM D-789-07.

13. The polyamide polymer blend of claim 6 , wherein the polyamide polymer blend has a color difference ΔE is less than 10, per CIE DE2000.

14. A method of making a masterbatch polyamide polymer comprising:

providing caprolactam, a diamine, and at least one of 5-sulfoisophthalic acid and a 5-sulfoisophthalic acid salt, to a reactor;

mixing the caprolactam, the diamine, and the at least one of the 5 -sulfoisophthalic acid and the 5-sulfoisophthalic acid salt together in the reactor; and

reacting the caprolactam, the diamine, and the at least one of the 5-sulfoisophthalic acid and the 5-sulfoisophthalic acid salt within the reactor at a reaction temperature to form the masterbatch polyamide polymer, the masterbatch polyamide polymer comprising:

a residue of caprolactam;

a residue of the diamine; and

a residue of at least one of 5-sulfoisophthalic acid and a 5-sulfoisophthalic acid salt,

wherein a concentration of the residue of the at least one of 5-sulfoisophthalic acid and the 5-sulfoisophthalic acid salt is from 0.5 wt. % to 20 wt. % based on a total weight of the masterbatch polyamide polymer,

whereby the masterbatch polyamide polymer is capable of conferring stain resistance to a terminated polyamide polymer while maintaining the processability of the terminated polyamide polymer, wherein processability is defined by a melt stability within a range between 255° C. and 275° C.

15. The method of claim 14 , wherein, in the providing step, the at least one of the 5-sulfoisophthalic acid and the 5-sulfoisophthalic acid salt is selected from the group consisting of: sodium 5-sulfoisophthalate, lithium 5-sulfoisophthalate, potassium 5-sulfoisophthalate and combinations thereof.

16. The method of claim 14 , wherein, in the providing step, the diamine includes hexamethylenediamine.

17. The method of claim 14 , wherein in the reacting step, the reaction temperature is from about 225° C. to about 290° C.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 5, 2021
From: NELLIAPPAN, VEERA; LOY, DAVID J.; TALEBI, FARZANEH; WESTON, JOSEPH; SCHOEB, ANN
To: ADVANSIX RESINS & CHEMICALS LLC
Reel/Frame 057096/0155 →
Continuity (2)
Provisional Application 62977868 · Feb 18, 2020
Related Publication 20210253803A1 · Aug 19, 2021