IP Library Granted Patent US 8,907,051
Granted Patent B2
US 8,907,051 · App. 13/559,691 · Granted Dec 9, 2014

Process for forming an aramid copolymer

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Quick Facts
Patent No.
US 8,907,051
App. No.
13/559,691
Granted
Dec 9, 2014
Kind
B2
Abstract

The invention concerns processes for forming a polymer comprising residues of 2-(4-amino phenyl)-5(6) amino benzimidazole (DAPBI), paraphenylene diamine (PPD), and terephthaloyl dichloride, comprising the steps of: (a) forming a solution of oligomers having amine end groups from two moles of DAPBI and one mole of terephthaloyl dichloride in a solvent system comprising an organic solvent and an inorganic salt; (b) adding PPD to the solution of oligomers; and (c) adding additional terephthaloyl dichloride to form a polymer.

Claims (25)

1. A process for forming a polymer comprising residues of 2-(4-amino phenyl)-5 (6) amino benzimidazole (DAPBI), paraphenylene diamine (PPD), and terephthaloyl dichloride, comprising the steps of:

a) forming a solution of oligomers having amine end groups from two moles of DAPBI and one mole of terephthaloyl dichloride in a solvent system comprising an organic solvent and an inorganic salt;

b) adding PPD to the solution of oligomers; and

c) adding additional terephthaloyl dichloride to form a polymer;

wherein the amount of the solution that is DAPBI in step (a) is in the range of from 1 to 10 weight %.

2. A process for forming a polymer comprising residues of 2-(4-amino phenyl)-5 (6) amino benzimidazole (DAPBI), paraphenylene diamine (PPD), and terephthaloyl dichloride, comprising the steps of:

a) forming a solution of oligomers having amine end groups from two moles of DAPBI and one mole of terephthaloyl dichloride in a solvent system comprising an organic solvent and an inorganic salt;

b) adding PPD to the solution of oligomers; and

c) adding additional terephthaloyl dichloride to form a polymer;

wherein the amount of PPD added to the oligomeric solution in step b) is in the range of from 0.5 to 5.5 weight %.

3. The process of claim 1 or 2 , wherein step c) the amount of terephthaloyl dichloride added is adequate to achieve stoichiometric balance based on the amount of DAPBI and PPD in the solution.

4. The process of claim 1 or 2 , wherein the organic solvent is N-methyl-2-pyrrolidone (NMP) or dimethylacetamide (DMAC).

5. The process of claim 1 or 2 , wherein the inorganic salt is LiCl or CaCl 2 .

6. The process of claim 1 or 2 , wherein the solvent system is NMP/CaCl 2 .

7. The process of claim 1 or 2 , further comprising isolating said polymer.

8. The process of claim 7 , further comprising the step of comminuting the polymer.

9. The process of claim 7 , further comprising treating the polymer with one or more washing steps, neutralizing steps, or both.

10. The process of claim 8 , further comprising treating the comminuted polymer with one or more washing steps, neutralizing steps, or both.

11. The process of claim 9 , further comprising the step of dissolving the polymer in a solvent comprising sulfuric acid to form a solution suitable for spinning fibers.

12. The process of claim 10 , further comprising the step of dissolving the polymer in a solvent comprising sulfuric chloride to form a solution suitable for spinning fibers.

13. The process of claim 9 , further comprising the step of dissolving the polymer in a solvent comprising N-methyl-2-pyrrolidone (NMP) or dimethylacetamide (DMAC) and an inorganic salt to form a solution suitable for spinning fibers.

14. The process of claim 10 , further comprising the step of dissolving the polymer in a solvent comprising N-methyl-2-pyrrolidone (NMP) or dimethylacetamide (DMAC) and an inorganic salt to form a solution suitable for spinning fibers.

15. The process of claim 1 or 2 , wherein the DAPBI and phenylene diamine are present in a molar ratio in the range of from 0.25 to 4.

16. The process of claim 6 , wherein NMP/CaCl 2 has a CaCl 2 weight percent in the range of from 0.3 to 10%.

17. The process of claim 1 or 2 , wherein said additional terephthaloyl dichloride in step c) is an amount that is in the range of from 100 to 400 mole percent relative to the amount of PPD added in step b).

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 25, 2019
From: E. I. DU PONT DE NEMOURS AND COMPANY
To: DUPONT SAFETY & CONSTRUCTION, INC.
Reel/Frame 049585/0450 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 19, 2014
From: LEE, KIU-SEUNG
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 032242/0996 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 22, 2012
From: LEE, KIU-SEUNG
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 028832/0654 →