IP Library Granted Patent US 9,353,262
Granted Patent B2
US 9,353,262 · App. 13/817,510 · Granted May 31, 2016

Compositions, methods and articles produced by compounding polyamides with olefin-maleic anhydride polymers

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Quick Facts
Patent No.
US 9,353,262
App. No.
13/817,510
Granted
May 31, 2016
Kind
B2
Abstract

The disclosure of the present application provides compositions and methods of compounding polyamides comprising the steps of forming a polyamide mixture, comprising a polyamide with an olefin maleic anhydride copolymer, and compounding the polyamide mixture at its processing temperature. Compounded polyamides derived from recycled nylon and other recycled polyamides and methods for preparing the compounded polyamides are described.

Claims (23)

1. A compounded polymer comprising:

(a) a polyamide; and

(b) an olefin-maleic anhydride polymer copolymerized from maleic anhydride and an olefin selected from the group consisting of ethylene, propylene, isobutylene, butene-1, octene, butadiene, isoprene, hexene, dodecene, dodecene-1, and tetradecene; wherein the compounded polymer is formed by compounding the polyamide and the olefin-maleic anhydride copolymer and wherein the olefin-maleic anhydride copolymer has a molar ratio of maleic anhydride to the olefin of about 1:10 to about 10:1 and the olefin-maleic anhydride copolymer is present at a concentration of about 0.01% to about 5.0% w/w of the compounded polymer.

2. The compounded polymer of claim 1 wherein the polyamide is selected from the group consisting of nylon-6, nylon 6-6, a copolymer of nylon-6 and nylon 6-6, nylon-9, nylon-10, nylon-11, nylon-12, nylon 6-10, aromatic polyamides, elastomeric polyamides, and mixtures thereof.

3. The compounded polymer of claim 1 wherein the olefin is ethylene.

4. The compounded polymer of claim 3 , wherein the olefin-maleic anhydride polymer has a ratio of ethylene to maleic anhydride of 1:1.

5. The compounded polymer of claim 1 , wherein the olefin-maleic anhydride polymer has a molecular weight of about 300 to 1,000,000.

6. The compounded polymer of claim 5 , wherein the olefin-maleic anhydride polymer has a molecular weight of about 60,000 to about 400,000.

7. The compounded polymer of claim 1 , wherein the olefin-maleic anhydride polymer is present at a concentration of about 0.01% to about 0.5%, about 0.5% to about 1.0%, about 1.0% to about 1.5%, or 1.5% to about 3.0% w/w.

8. The compounded polymer of claim 1 , wherein the compounded polymer is formed by compounding the polyamide and the polymer at a processing temperature from about 230° C. to about 300° C.

9. A composition comprising the compounded polymer of claim 1 and a glass fiber.

10. A composition comprising the compounded polymer of claim 1 and one or more stabilizing agents.

11. A method of preparing a compounded polyamide comprising:

compounding a polyamide mixture comprising a polyamide and an olefin-maleic anhydride copolymer at a processing temperature wherein the olefin is selected from the group consisting of ethylene, propylene, isobutylene, butene-1, octene, butadiene, isoprene, hexene, dodecene, dodecene-1, and tetradecene wherein the olefin-maleic anhydride copolymer has a molar ratio of maleic anhydride to the olefin of about 1:10 to about 10:1 and the olefin-maleic anhydride copolymer is present at a concentration of about 0.01% to about 5.0% w/w of the compounded polymer.

12. The method of claim 11 , wherein the olefin is ethylene.

13. The method of claim 12 , wherein the olefin-maleic anhydride copolymer has a molecular weight of about 60,000 to about 400,000.

14. The method of claim 11 , wherein the polyamide is a nylon.

15. The method of claim 12 , wherein the olefin-maleic anhydride copolymer has a ratio of ethylene to maleic anhydride of 1:1.

16. The method of claim 15 , wherein the olefin-maleic anhydride copolymer has a molecular weight of about 300 to 1,000,000.

17. The method of claim 15 , wherein the olefin-maleic anhydride copolymer has a concentration of about 0.01% to about 0.5%, about 0.5% to about 1.0%, about 1.0% to about 1.5%, or 1.5% to about 3.0% w/w.

18. The method of claim 11 , wherein the processing temperature is about 230° C. to about 300° C.

19. The method of claim 11 , wherein the polyamide mixture further comprises a glass fiber.

20. The method of claim 11 , wherein the polyamide mixture further comprises one or more stabilizing agents.

Assignments (16)
RELEASE OF SECURITY INTEREST IN PATENTS Recorded Dec 24, 2020
From: WILMINGTON TRUST, NATIONAL ASSOCIATION
To: VERTELLUS HOLDINGS LLC
Reel/Frame 054846/0001 →
RELEASE OF SECURITY INTEREST IN PATENT COLLATERAL Recorded Dec 24, 2020
From: BANK OF AMERICA, N.A.
To: VERTELLUS HOLDINGS, LLC
Reel/Frame 054845/0894 →
RELEASE OF SECURITY INTEREST IN PATENTS Recorded Dec 24, 2020
From: WILMINGTON TRUST, NATIONAL ASSOCIATION
To: VERTELLUS HOLDINGS LLC
Reel/Frame 054845/0944 →
PATENT SECURITY AGREEMENT Recorded Dec 22, 2020
From: VERTELLUS HOLDINGS LLC
To: ANTARES CAPITAL LP, AS COLLATERAL AGENT
Reel/Frame 054837/0217 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Feb 20, 2019
From: VERTELLUS HOLDINGS LLC
To: BANK OF AMERICA, N.A., AS COLLATERAL AGENT
Reel/Frame 048390/0174 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ERRONEOUS LISTING OF PATENT NUMBER 6803456 PREVIOUSLY RECORDED ON REEL 040187 FRAME 0714. ASSIGNOR(S) HEREBY CONFIRMS THE FIRST LIEN SECURITY INTEREST. Recorded Feb 28, 2017
From: VERTELLUS HOLDINGS LLC
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 041836/0985 →
CORRECTIVE ASSIGNMENT TO CORRECT THE PATENT NUMBER 6803456 PREVIOUSLY RECORDED AT REEL: 040187 FRAME: 0725. ASSIGNOR(S) HEREBY CONFIRMS THE SECURITY INTEREST . Recorded Feb 28, 2017
From: VERTELLUS HOLDINGS LLC
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 041836/0973 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 9, 2016
From: VERTELLUS SPECIALTIES INC.
To: VERTELLUS HOLDINGS, LLC
Reel/Frame 040269/0531 →
SECURITY INTEREST Recorded Nov 1, 2016
From: VERTELLUS HOLDINGS LLC
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 040187/0725 →
SECURITY INTEREST Recorded Nov 1, 2016
From: VERTELLUS HOLDINGS LLC
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 040187/0714 →
RELEASE OF SECURITY INTEREST Recorded Oct 31, 2016
From: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
To: VERTELLUS SPECIALTIES INC.
Reel/Frame 040179/0529 →
RELEASE OF SECURITY INTEREST Recorded Oct 26, 2016
From: PNC BANK, NATIONAL ASSOCIATION, AS ADMINISTRATIVE AGENT AND COLLATERAL AGENT
To: VERTELLUS SPECIALTIES INC.; VERTELLUS AGRICULTURE & NUTRITION SPECIALTIES LLC; VERTELLUS HEALTH & SPECIALTY PRODUCTS LLC; VERTELLUS PERFORMANCE MATERIALS INC.; VERTELLUS SPECIALTIES PA LLC; VERTELLUS SPECIALTIES MI LLC; RUTHERFORD CHEMICALS LLC; VERTELLUS SPECIALTIES HOLDINGS CORP.
Reel/Frame 040497/0648 →
PATENT SECURITY INTEREST ASSIGNMENT AGREEMENT Recorded Apr 7, 2016
From: JEFFERIES FINANCE LLC
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 038387/0287 →
SECURITY INTEREST Recorded Nov 3, 2014
From: VERTELLUS SPECIALTIES INC.
To: JEFFRIES FINANCE LLC
Reel/Frame 034092/0975 →
SECURITY INTEREST Recorded Oct 31, 2014
From: VERTELLUS SPECIALTIES INC.; VERTELLUS AGRICULTURE & NUTRITION SPECIALTIES LLC; VERTELLUS HEALTH & SPECIALTY PRODUCTS LLC; VERTELLUS PERFORMANCE MATERIALS INC.; VERTELLUS SPECIALTIES PA LLC; VERTELLUS SPECIALTIES MI LLC; RUTHERFORD CHEMICALS LLC; VERTELLUS SPECIALTIES HOLDING CORP.
To: PNC BANK, NATIONAL ASSOCIATION, AS AGENT
Reel/Frame 034081/0381 →
RELEASE OF SECURITY INTEREST Recorded Oct 31, 2014
From: U.S. BANK NATIONAL ASSOCIATION
To: VERTELLUS SPECIALTIES INC.
Reel/Frame 034082/0471 →