IP Library Granted Patent US 9,561,166
Granted Patent B2
US 9,561,166 · App. 13/400,359 · Granted Feb 7, 2017

Polysaccharide products with improved performance and clarity in phosphate ester surfactant-based aqueous formulations and process for preparation

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,561,166
App. No.
13/400,359
Granted
Feb 7, 2017
Kind
B2
Abstract

A personal or household care product includes cationic, nonionic or cationic/nonionic derivatized polysaccharide in combination with a phosphate ester surfactant. The derivatized polysaccharide polymer is formed by reacting the polysaccharide ester surfactant for a sufficient time and at a sufficient temperature in the presence of water, caustic, and at least one surfactant. The polysaccharide polymer may optionally be reacted with an oxidizing agent, hydrolytic or proteolytic enzymes, molecular weight reducing agents and a cationizing agent and nonionic agent. The formed derivatized polysaccharide has a lower clarity in water than in an aqueous surfactant system.

Claims (39)

1. A polysaccharide composition, comprising:

(a) a phosphate ester, and

(b) a derivatized polysaccharide reaction product comprising the products of reaction of:

a polygalactomannan comprising a water-insoluble fraction comprising greater than 10 wt % proteins and a reactive, water-soluble fraction,

a cationic derivatizing agent,

an oxidizing agent,

a surfactant selected from the group consisting of an anionic surfactant, a nonionic surfactant, and combinations thereof, and

a caustic aqueous solution,

wherein the water-insoluble fraction is present in the polysaccharide composition at a range of from 0.4 to about 3 wt % of the polysaccharide composition; and

wherein the derivatized polysaccharide reaction product provides:

i) a clarity of less than 60% light transmittance at a wavelength of 600 nm for an aqueous solution comprising 1 wt % of the derivatized polysaccharide reaction product; and

ii) a clarity of greater than 80% light transmittance at a wavelength of 600 nm for a surfactant system comprising 12 wt % sodium laureth sulfate, 2 wt % cocamidopropyl betaine, 1 wt % sodium chloride, and 0.2 wt % of the derivatized polysaccharide reaction product.

2. The composition of claim 1 , wherein the polygalactomannan comprises guar.

3. The composition of claim 1 , wherein the polygalactomannan has a weight average molecular weight of from about 5000 to about 10 million.

4. The composition of claim 1 , wherein the phosphate ester is a phosphate ester of a C 6 -C 32 fatty alcohol.

5. The composition of claim 4 , wherein the phosphate ester is at least one of a monoester and a diester, wherein the monoester is represented by the structure of formula 1:

and wherein the diester is represented by the structure of formula 2:

where:

M and N are hydrogen atoms or alkali metal atoms;

R 1 , R 2 , R 3 , R 4 , R 5 , R 6 are hydrogen;

R 7 , R 8 and R 9 are oleyl; and

u, v, w, x, y, and z range from 0-20.

6. The composition of claim 5 , wherein the phosphate ester is a mixture of mono- and di-esters and wherein u, v, x, z, w, and y are between 0 and 5.

7. The composition of claim 1 , wherein the polygalactomannan is further reacted with at least one of a proteolytic enzyme and a hydrolytic enzyme to form the derivatized polysaccharide reaction product.

8. The composition of claim 1 , wherein the oxidizing agent is selected from the group consisting of peroxides, peracids, persulfates, permanganates, perchlorates, hypochlorate, oxygen, and combinations thereof.

9. The composition of claim 8 , wherein the oxidizing agent is a peroxide.

10. The composition of claim 1 , wherein the polygalactomannan comprises guar splits.

11. The composition of claim 1 , wherein the polygalactomannan is selected from the group consisting of guar, locust bean, cassia, fenugreek, honey locust, flame tree, and combinations thereof.

12. The composition of claim 1 , wherein the phosphate ester is at least one of a monoester and a diester, wherein the monoester is represented by the structure of formula 1:

and wherein the diester is represented by the structure of formula 2:

where:

M and N are hydrogen atoms or alkali metal atoms;

R 1 , R 2 , R 3 , R 4 , R 5 , R 6 are hydrogen;

R 7 , R 8 and R 9 are oleyl; and

u, v, w, x, y and z range from 0-20.

13. The composition of claim 12 , wherein the phosphate ester is a mixture of mono- and di-esters wherein u, v, x, z, w, and y are between 0 and 5.

14. The composition of claim 1 , wherein the surfactant is selected from the group consisting of polyoxyethylene (20) sorbitan monoleate, polyoxyethylene (20) sorbitan monolaurate, sodium laureth-13-carboxylate, lauric acid, oleic acid, and combinations thereof.

15. A personal care or a household care composition comprising the composition of claim 1 .

16. A personal care or a household care composition comprising the composition of claim 1 in combination with a personal care or a household care active agent.

Assignments (6)
RELEASE OF SECURITY INTEREST Recorded Jan 10, 2020
From: THE BANK OF NOVA SCOTIA
To: AVOCA LLC; HERCULES LLC; ISP INVESTMENTS LLC; PHARMACHEM LABORATORIES LLC
Reel/Frame 051557/0504 →
SECURITY AGREEMENT Recorded Jul 3, 2017
From: AVOCA, INC.; HERCULES LLC; ISP INVESTMENTS LLC; PHARMACHEM LABORATORIES, INC.
To: THE BANK OF NOVA SCOTIA, AS ADMINISTRATIVE AGENT
Reel/Frame 043084/0753 →
CHANGE OF NAME Recorded May 18, 2017
From: HERCULES INCORPORATED
To: HERCULES LLC
Reel/Frame 042497/0331 →
RELEASE OF PATENT SECURITY AGREEMENT Recorded Mar 18, 2013
From: THE BANK OF NOVA SCOTIA
To: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; AQUALON COMPANY; ISP INVESTMENTS INC.; HERCULES INCORPORATED
Reel/Frame 030025/0320 →
SECURITY AGREEMENT Recorded Apr 4, 2012
From: ISP INVESTMENTS INC.; HERCULES INCORPORATED
To: THE BANK OF NOVA SCOTIA
Reel/Frame 027991/0989 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 20, 2012
From: CHAN, ANITA N.; DZIUK, JR., LOUIS PATRICK; ERAZO-MAJEWICZ, PAQUITA; MODI, JASHAWANT J.; MICHELSON, M. OLAF; FILLIPO, BRUCE KEVIN; NAOULI, NABIL
To: HERCULES INCORPORATED
Reel/Frame 027731/0806 →