IP Library Granted Patent US 8,399,590
Granted Patent B2
US 8,399,590 · App. 12/575,151 · Granted Mar 19, 2013

Superhydrophilic amphiphilic copolymers and processes for making the same

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Quick Facts
Patent No.
US 8,399,590
App. No.
12/575,151
Granted
Mar 19, 2013
Kind
B2
Abstract

A superhydrophilic amphiphilic copolymer and process for making the superhydrophilic amphiphilic copolymer includes a low molecular weight polysaccharide modified with a hydrophobic reagent, such as substituted succinic anhydride. The superhydrophilic amphiphilic copolymer system generates stable foam for use in applications, such as healthcare formulations, with low irritation of the eyes and skin.

Claims (24)

1. A superhydrophilic amphiphilic copolymer comprising a starch-based polysaccharide derived from potato or tapioca modified with dodecenyl succinic anhydride wherein the superhydrophilic amphiphilic copolymer has a mole percent of amphiphilic units that is at least 5 but less than 10% and a weight average molecular weight that is less than about 200,000.

2. The superhydrophilic amphiphilic copolymer of claim 1 wherein the polysaccharide is polysaccharide is derived from waxy potato or waxy tapioca.

3. The superhydrophilic amphiphilic copolymer of claim 1 wherein the weight average molecular weight of the polysaccharide is from about 1,000 to about 25,000.

4. The superhydrophilic amphiphilic copolymer of claim 1 wherein the dodecenyl succinic anhydride is linear or branched.

5. The superhydrophilic amphiphilic copolymer of claim 4 wherein the branched dodecenyl succinic anhydride is tetrapropenyl succinic anhydride.

6. The superhydrophilic amphiphilic copolymer of claim 1 wherein the polysaccharide has a bound dodecenyl succinic anhydride of from about 3 to about 15 percent based on the dry weight of the polysaccharide.

7. The superhydrophilic amphiphilic copolymer of claim 1 wherein the superhydrophilic amphilic copolymer has a turbidity of less than about 120 ntu of a 10% aqueous solution.

8. The superhydrophilic amphiphilic copolymer of claim 7 wherein the turbidity is less than about 10 ntu of a 10% aqueous solution.

9. The superhydrophilic amphiphilic copolymer of claim 1 wherein the superhydrophilic amphiphilic copolymer forms a Max Foam Volume of about 400 mLs or greater when 1000 mls of a 0.5% aqueous solution of the polymeric surfactant is stirred at 1200 RPMs for 150 seconds.

10. The superhydrophilic amphiphilic copolymer of claim 1 wherein the Foam Stability is about 40% or greater.

11. The superhydrophilic amphiphilic copolymer of claim 1 wherein the polysaccharide has a weight average molecular weight of from about 1,500 to about 15,000.

12. The superhydrophilic amphiphilic copolymer of claim 1 wherein the superhydrophilic amphiphilic copolymer has a mole percent of amphiphilic units that is from 5 to 7.7.

13. A process for making a superhydrophilic amphiphilic copolymer comprising:

dissolving a starch-based polysaccharide derived from potato or tapioca in water to form an aqueous solution;

adjusting the pH of the aqueous solution;

reacting dodecenyl succinic anhydride with the polysaccharide in the aqueous solution;

cooling the resulting copolymer solution; and

neutralizing the copolymer solution,

wherein the superhydrophilic amphiphilic copolymer has a mole percent of amphiphilic units that is at least 5 but less than 10% and a weight average molecular weight that is less than about 200,000.

14. A process for making a dry superhydrophilic amphiphilic copolymer comprising the process of claim 13 and further comprising removing the water from the copolymer solution.

15. The process of claim 13 wherein the polysaccharide has a weight average molecular weight of from about 1,000 to about 100,000.

16. The process of claim 13 wherein the dodecenyl succinic anhydride is linear or branched.

17. The process of claim 16 wherein the branched dodecenyl succinic anhydride is tetrapropenyl succinic anhydride.

18. The process of claim 13 wherein the superhydrophilic amphiphilic copolymer has a mole percent of amphiphilic units that is from 5 to 7.7.

Assignments (5)
CHANGE OF NAME Recorded Sep 18, 2019
From: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: NOURYON CHEMICALS INTERNATIONAL B.V.
Reel/Frame 050426/0671 →
SECURITY INTEREST Recorded Oct 1, 2018
From: STARFRUIT US MERGER SUB 1 LLC; STARFRUIT US MERGER SUB 2 LLC; AKZO NOBEL SURFACE CHEMISTRY LLC; AKZO NOBEL CHEMICALS B.V.; AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: WILMINGTON TRUST (LONDON) LIMITED, AS COLLATERAL AGENT
Reel/Frame 047231/0001 →
CHANGE OF ADDRESS Recorded May 15, 2017
From: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
Reel/Frame 042745/0406 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 30, 2011
From: WALTERS, RUSSEL M.
To: JOHNSON & JOHNSON CONSUMER COMPANIES, INC.
Reel/Frame 026046/0594 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 30, 2011
From: JOHNSON & JOHNSON CONSUMER COMPANIES, INC.
To: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
Reel/Frame 026051/0908 →