IP Library Granted Patent US 8,309,679
Granted Patent B2
US 8,309,679 · App. 13/332,712 · Granted Nov 13, 2012

Polyquaternium-1 synthesis methods

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Quick Facts
Patent No.
US 8,309,679
App. No.
13/332,712
Granted
Nov 13, 2012
Kind
B2
Abstract

The present embodiments relate to a novel method of making quaternary ammonium polymers comprising the steps of: a) mixing 1,4-bis-dimethylamino-2-butene, triethanolamine, water and an acid; and b) introducing a 1,4-dihalo-2-butene to the mixture so as to initiate a reaction resulting in the quaternary ammonium polymer.

Claims (17)

1. An ophthalmic composition comprising:

an aqueous liquid medium, and

an effective amount of Polyquaternium-1 made by a process of:

a) mixing 1,4-bis-dimethylamino-2-butene, triethanolamine and an acid;

b) introducing a 1,4-dichloro-2-butene to the mixture, and

c) isolating Polyquaternium-1 having a molecular weight as determined by a proton NMR method of about 11,400 or more, at a yield of at least about 50%.

2. The ophthalmic composition of claim 1 , wherein the acid is selected from the group consisting of HCl, H 2 SO 4 and H 3 PO 4 .

3. The ophthalmic composition of claim 1 , wherein the acid is HCl.

4. The ophthalmic composition of claim 1 , further comprising the step of introducing water into the mixture.

5. The ophthalmic composition of claim 1 , wherein the 1,4-bis-dimethylamino-2-butene, triethanolamine and acid are mixed before the addition of the 1,4-dichloro-2-butene.

6. The ophthalmic composition of claim 1 , wherein the 1,4-dichloro-2-butene is added drop-wise.

7. The ophthalmic composition of claim 1 , wherein the molar ratio of 1,4-bis-dimethylamino-2-butene to triethanolamine is from about 10:1 to about 1:5.

8. The ophthalmic composition of claim 1 , wherein the molar ratio of triethanolamine to acid is from about 10:1 to about 1:10.

9. The ophthalmic composition of claim 1 , wherein the molar ratio of 1,4-bis-dimethylamino-2-butene to triethanolamine to acid is from about 10:9:5 to about 10:9:8.

10. The ophthalmic composition of claim 1 , wherein the reaction temperature is from about 10° C. to about 90° C.

11. The ophthalmic composition of claim 1 , wherein the reaction time is from about 1 hour to about 40 hours.

12. The ophthalmic composition of claim 1 , wherein the ophthalmic composition is a multipurpose solution for contact lens care.

Assignments (3)
CHANGE OF NAME Recorded Sep 25, 2018
From: ABBOTT MEDICAL OPTICS INC.
To: JOHNSON & JOHNSON SURGICAL VISION, INC.
Reel/Frame 047150/0976 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 25, 2012
From: YU, ZHI JIAN
To: ADVANCED MEDICAL OPTICS, INC.
Reel/Frame 028634/0390 →
MERGER Recorded Jul 25, 2012
From: ADVANCED MEDICAL OPTICS, INC.
To: ABBOTT MEDICAL OPTICS INC.
Reel/Frame 028634/0412 →