IP Library Granted Patent US 11,952,463
Granted Patent B2
US 11,952,463 · App. 17/360,111 · Granted Apr 9, 2024

Acid neutralizing polymer powder

Inventors: Matthew James Borowiak, Jr. (Pittsburgh, PA); Richard Earl Partch (Hannawa Falls, NY)
Assignees: Workers First LLC; Clarkson University
C08G69/48C08G69/14C08G69/265
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Quick Facts
Patent No.
US 11,952,463
App. No.
17/360,111
Granted
Apr 9, 2024
Kind
B2
Abstract

A method of preparing an acid neutralizing polymer powder (ANPP) includes preparing a first reaction product by contacting and reacting virgin polyamide powder material with tert-butoxide in a first aliquot of a polar aprotic solvent and preparing a mixture of an halogenated dialkylalkylamine to a second aliquot of the polar aprotic solvent. ANPP is prepared by mixing the first reaction product and the mixture for a period of time and at a temperature sufficient to produce the ANPP.

Claims (27)

1. A method of preparing an acid neutralizing polyamide powder (ANPP), comprising:

a) preparing a first reaction product by contacting and reacting a virgin polyamide powder material with tert-butoxide in a first aliquot of a polar aprotic solvent;

b) preparing a mixture of a halogenated dialkylalkylamine having a general chemical formula of R 2 N—R′—X and a second aliquot of the polar aprotic solvent, wherein R is an alkyl containing 1-3 carbon atoms, wherein R′ is an alkyl containing 1-12 carbon atoms, wherein X is either chlorine or bromine, and wherein R is not the same as R′; and

c) preparing the ANPP by mixing the first reaction product and the mixture,

wherein each of steps a) and c) is for a respective period of time and at a respective temperature sufficient to produce the first reaction product and the ANPP.

2. The method of claim 1 wherein the virgin polyamide powder material comprises nylon 6, nylon 66 or nylon 12.

3. The method of claim 1 wherein the polar aprotic solvent is either dimethyl sulfoxide (DMSO) or dimethylformamide (DMF).

4. The method of claim 1 wherein R is either a methyl or ethyl group and R′ is an unbranched alkyl selected from the group consisting of an ethyl, propyl or butyl group.

5. The method of claim 1 wherein the halogenated dialkylalkylamine is 2-chloro-N, N-dimethylethylamine.

6. The method of claim 1 wherein the first reaction product is prepared under stirring at room temperature for at least 1 hour.

7. The method of claim 1 wherein the mixture of step b) is prepared under stirring at room temperature for at least 1 hour.

8. The method of claim 1 wherein the ANPP of step c) is prepared under stirring at room temperature for at least 3 hours.

9. The method of claim 1 further comprising the step of:

d) following the preparation step c), washing the ANPP with water.

10. An acid neutralizing polyamide powder (ANPP) produced according to a method comprising:

a) preparing a first reaction product by contacting and reacting a virgin polyamide powder material with tert-butoxide in a first aliquot of a polar aprotic solvent;

b) preparing a mixture of a halogenated dialkylalkylamine having a general chemical formula of R 2 N—R′—X and a second aliquot of the polar aprotic solvent, wherein R is an alkyl containing 1-3 carbon atoms, wherein R′ is an alkyl containing 1-12 carbon atoms, wherein X is either chlorine or bromine, and wherein R is not the same as R′; and

c) preparing the ANPP by mixing the first reaction product and the mixture,

wherein each of steps a) and c) is for a respective period of time and at a respective temperature sufficient to produce the first reaction product and the ANPP.

11. The acid neutralizing polymer material of claim 10 wherein the virgin polyamide powder material creates a polyamide backbone comprising nylon 6, nylon 66 or nylon 12.

12. An acid neutralizing polymer material comprising a polyamide backbone and a plurality of dimethylalkylamine pendant groups covalently bonded to the polyamide backbone.

13. The acid neutralizing polymer material of claim 12 wherein each of the plurality of dimethylalkylamine pendant groups is a reaction product between 2-chloro-N,N-dimethylethylamine and an amide anion on the polyamide backbone.

14. The acid neutralizing polymer material of claim 12 wherein the polyamide backbone comprises nylon 6, nylon 66 or nylon 12.

15. The acid neutralizing polymer material of claim 12 wherein each of the plurality of dialkylalkylamine pendant groups is a reaction product between 2-chloro-N,N-dimethylethylamine and an amide anion on the polyamide backbone.

16. An acid neutralizing polymer material comprising a polyamide backbone and a plurality of dialkylalkylamine pendant groups having a general chemical formula of R 2 N—R′—X covalently bonded to the polyamide backbone, wherein R is an alkyl containing 1-3 carbon atoms, wherein R′ is an alkyl containing 1-12 carbon atoms, and wherein R is not the same as R′.

17. The acid neutralizing polymer material of claim 16 wherein the polyamide backbone comprises nylon 6, nylon 66 or nylon 12.

18. The acid neutralizing polymer material of claim 16 wherein each of the plurality dialkylalkylamine pendant groups is a reaction product between 2-chloro-N,N-dimethylethylamine and an amide anion on the polyamide backbone.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 21, 2021
From: PARTCH, RICHARD EARL, DR.
To: CLARKSON UNIVERSITY
Reel/Frame 057863/0992 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 21, 2021
From: BOROWIAK, MATTHEW JAMES, JR.
To: WORKERS FIRST LLC
Reel/Frame 057864/0127 →
Continuity (4)
Continuation In Part 16376669 · Apr 5, 2019
Provisional Application 63079186 · Sep 16, 2020
Provisional Application 62653788 · Apr 6, 2018
Related Publication 20210324140A1 · Oct 21, 2021