IP Library Granted Patent US 8,796,196
Granted Patent B2
US 8,796,196 · App. 13/032,263 · Granted Aug 5, 2014

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

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Quick Facts
Patent No.
US 8,796,196
App. No.
13/032,263
Granted
Aug 5, 2014
Kind
B2
Abstract

A process for producing anionic, nonionic, amphoteric or cationic derivatized polysaccharide products which demonstrate high clarity in surfactant-based compositions. The polysaccharide polymer is reacted 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. The derivatized polysaccharide product can be used in personal care and or household care products.

Claims (28)

1. A process for forming a derivatized polygalactomannan comprising a water soluble fraction and a water insoluble fraction of from about 0.4 to about 3 wt % and wherein the water insoluble fraction comprises greater than 10 wt % protein components, wherein the process comprises the step of reacting a polygalactomannan, a cationic derivatizing agent, and at least one surfactant selected from the group consisting of an anionic surfactant, nonionic surfactant, and combinations thereof in a caustic aqueous solution.

2. The process of claim 1 , wherein the polygalactomannan is further reacted with at least one of an oxidizing agent, a proteolytic enzyme, and a hydrolytic enzyme.

3. The process of claim 2 , wherein the oxidizing agent is selected from the group consisting of peroxides, peracids, persulfates, permanganates, perchlorates, hypochlorate, oxygen, and combinations thereof.

4. The process of claim 3 , wherein the oxidizing agent comprises a peroxide.

5. The process of claim 4 , wherein the surfactant comprises a nonionic surfactant.

6. The process of claim 5 , wherein the nonionic surfactant comprises at least one polysorbate surfactant.

7. The process of claim 1 , wherein the at least one surfactant is selected from the group consisting of polyoxyethylene (20) sorbitan monooleate, polyoxyethylene (20) sorbitan monolaurate, sodium laureth-13-carboxylate, lauric acid, oleic acid, and combinations thereof.

8. The process of claim 1 , wherein the polygalactomannan comprises guar.

9. The process 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.

10. A process for forming a derivatized polygalactomannan comprising a water soluble fraction and a water insoluble fraction of from about 0.4 to about 3 wt % and wherein the water insoluble fraction comprises greater than 10 wt % protein components, wherein the process comprises the step of reacting a polygalactomannan, an oxidizing agent, a cationic derivatizing agent, and at least one surfactant selected from the group consisting of an anionic surfactant, nonionic surfactant, and combinations thereof in a caustic aqueous solution.

11. The process of claim 10 , wherein the oxidizing agent comprises a peroxide.

12. The process of claim 10 , wherein the surfactant comprises a non-ionic surfactant.

13. The process of claim 12 , wherein the surfactant comprises a polysorbate surfactant.

14. The process of claim 10 , wherein the surfactant comprises at least one surfactant is selected from the group consisting of polyoxyethylene (20) sorbitan monooleate, polyoxyethylene (20) sorbitan monolaurate, sodium laureth-13-carboxylate, lauric acid, oleic acid, and combinations thereof.

15. A derivatized polygalactomannan reaction product comprising a water soluble fraction and a water insoluble fraction of from about 0.4 to about 3 wt %, wherein the water insoluble fraction comprises greater than 10 wt % protein components, and wherein the derivatized polygalactomannan reaction product comprises the products of reaction of polygalactomannan, a cationic derivatizing agent, and at least one surfactant selected from the group consisting of an anionic surfactant, nonionic surfactant, and combinations thereof in a caustic aqueous solution, and wherein the derivatized polygalactomannan reaction product has:

i) a clarity of less than 60% light transmittance measured at a wavelength of 600 nm when placed in an aqueous solution comprising 1 wt % of the derivatized polygalactomannan reaction product; and

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

16. The derivatized polygalactomannan reaction product of claim 15 , wherein the at least one surfactant is selected from the group consisting of polyoxyethylene (20) sorbitan monooleate, polyoxyethylene (20) sorbitan monolaurate, sodium laureth-13-carboxylate, lauric acid, oleic acid, and combinations thereof.

17. The derivatized polygalactomannan reaction product of claim 15 , wherein the polygalactomannan comprises guar.

18. The derivatized polygalactomannan reaction product of claim 15 , wherein the derivatized polygalactomannan reaction product has a weight average molecular weight of from about 5000 to about 10 million.

19. A personal care or a household care composition comprising the derivatized polygalactomannan reaction product of claim 15 .

20. A personal care or a household care composition comprising the derivatized polygalactomannan reaction product of claim 15 in combination with a personal care or a household care active agent.

21. A derivatized polygalactomannan reaction product comprising a water soluble fraction and a water insoluble fraction of from about 0.4 to about 3 wt %, wherein the water insoluble fraction comprises greater than 10 wt % protein components, and wherein the derivatized polygalactomannan reaction product comprises the products of reaction of polygalactomannan, a cationic derivatizing agent, an oxidizing agent, and at least one surfactant selected from the group consisting of an anionic surfactant, nonionic surfactant, and combinations thereof in a caustic aqueous solution, and wherein the derivatized polygalactomannan reaction product has:

i) a clarity of less than 60% light transmittance measured at a wavelength of 600 nm far when placed in an aqueous solution comprising 1 wt % of the derivatized polygalactomannan reaction product; and

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

22. The derivatized polygalactomannan reaction product of claim 21 , wherein the at least one surfactant is selected from the group consisting of polyoxyethylene (20) sorbitan monooleate, polyoxyethylene (20) sorbitan monolaurate, sodium laureth-13-carboxylate, lauric acid, oleic acid, and combinations thereof.

23. A personal care or a household care composition comprising the derivatized polygalactomannan reaction product of claim 21 in combination with a household care or a personal care active agent.

24. A personal care or household care composition comprising the derivatized polygalactomannan reaction product of claim 21 , wherein the derivatized polygalactomannan reaction product comprises both cationic and hydroxyalkyl moieties.

Assignments (9)
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 Oct 6, 2011
From: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; HERCULES INCORPORATED
To: BANK OF AMERICA, N.A.
Reel/Frame 027027/0861 →
SECURITY AGREEMENT Recorded Sep 16, 2011
From: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; HERCULES INCORPORATED; AQUALON COMPANY; ISP INVESTMENT INC.
To: THE BANK OF NOVA SCOTIA, AS ADMINISTRATIVE AGENT
Reel/Frame 026918/0052 →
RELEASE OF PATENT SECURITY AGREEMENT Recorded Sep 15, 2011
From: BANK OF AMERICA, N.A.
To: ASHLAND, INC.; ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; AQUALON COMPANY; HERCULES INCORPORATED
Reel/Frame 026927/0247 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 12, 2011
From: CHAN, ANITA N.; DZIUK, JR., LOUIS PATRICK; ERAZO-MAJEWICZ, PAQUITA; MODI, JASHAWANT J.; MICHELSON, M. OLAF
To: HERCULES INCORPORATED
Reel/Frame 026117/0574 →
SECURITY AGREEMENT Recorded Apr 7, 2011
From: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; HERCULES INCORPORATED
To: BANK OF AMERICA, N.A.
Reel/Frame 026089/0231 →