IP Library › Granted Patent US 9,119,849
Granted Patent B2
US 9,119,849 · App. 11/990,011 · Granted Sep 1, 2015

Substituted guar protein extracts and production/applications thereof

Inventors: Katerina Karagianni (Paris, FR); Vincent Monin (Plainsboro, NJ); Jean-François Sassi (Saint-Romain en Jarez, FR)
Assignee: RHODIA CHIMIE
A61K36/48A01N25/10A23L1/3002A23L1/3055A61K8/645A61Q5/02A61Q5/12A61Q19/10C10M149/14C02F1/54C02F2305/04C10M2209/12C10M2217/06C10N2260/09
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 9,119,849
App. No.
11/990,011
Granted
Sep 1, 2015
Kind
B2
Abstract

A variety of products are obtained from modified guar protein extracts, for example, cosmetic or pharmacological or plant protective compositions or domestic care agents containing such products; these are particularly suitable for treating and/or modifying and/or coating the skin, hair, hard and textile surfaces and, notably, plant leaf surfaces.

Claims (77)

1. A substituted guar protein extract of guar meal having substituent groups grafted onto the amino acid functional groups of said protein extract, said guar protein extract comprising at least 65% by weight of proteins, and said guar protein extract being obtained by a process of concentration and/or extraction and/or isolation starting from guar meal.

2. The guar protein extract as defined by claim 1 , said substituent grafted groups comprising cationic or cationizable groups.

3. The guar protein extract as defined by claim 2 , said cationic, or cationizable groups comprising quaternary ammoniums or tertiary amines, pyridiniums, guanidiniums, phosphoniums or sulphoniums.

4. The guar protein extract as defined by claim 2 , said cationic or cationizable groups being grafted onto the guar protein extract via a nucleophilic substitution reaction.

5. The guar protein extract as defined by claim 2 , said cationic or cationizable groups being grafted onto the guar protein extract via esterification with an amino acid, or with a derivative of a quaternized amino acid.

6. The guar protein extract as defined by claim 5 , said esterification being with glycine, lysine, arginine, 6-aminocaproic acid or betaine hydrochloride.

7. The guar protein extract as defined by claim 2 , said cationic or cationizable groups being grafted onto the guar protein extract via a radical polymerization which comprises the grafting of monomers containing at least one cationic or cationizable group.

8. The guar protein extract as defined by claim 7 , said monomers containing at least one cationic or cationizable group employed to conduct such radical polymerization being selected from among the following compounds of formulae (I), (II), (III) or (IV):

the compound of general formula (I)

wherein:

A n⊖ is a Cl ⊖ , Br ⊖ , I ⊖ , SO 4 2⊖ , CO 3 2⊖ , CH 3 —OSO 3 ⊖ , OH ⊖ or CH 3 —CH 2 —OSO 3 ⊖ ion,

R 1 to R 5 , which may be the same or different, are each an alkyl radical having to 20 carbon atoms, a benzyl radical or an H atom, and

n=1 or 2, or

the compound of general formula (II)

wherein:

X is a —NH group or an oxygen atom O,

R 4 is a hydrogen atom or an alkyl radical having 1 to 20 carbon atoms,

R 5 is an alkene radical having 1 to 20 carbon atoms,

R 1 , R 2 , R 3 , which may be the same or different, are each an alkyl radical having 1 to 20 carbon atoms,

B n⊖ is a Cl ⊖ , Br ⊖ , I ⊖ , SO 4 2⊖ , CO 3 2⊖ , CH 3 —OSO 3 ⊖ , OH ⊖ or CH 3 —CH 2 —OSO ⊖ ion, and

n=1 or 2, or

the compound of general formula (III)

wherein:

R 1 to R 6 , which may be the same or different, are each a hydrogen atom or an alkyl radical having 1 to 20 carbon atoms, with the proviso that one of R 1 to R 6 is a —CH═CH 2 radical,

C n⊖ is a Cl ⊖ , Br ⊖ , I ⊖ , SO 4 2⊖ , CIH 3 —OSO 3 ⊖ , OH ⊖ or CH 3 —CH 2 —OSO 3 ⊖ ion, and

n=1 or 2, or

the compound of general formula (IV)

wherein:

D n⊖ is a Cl ⊖ , Br ⊖ , I ⊖ , SO 4 2⊖ , CH 3 —OSO 3 ⊖ , OH ⊖ or CH 3 —CH 2 —OSO 3 ⊖ ion, and

n=1 or 2.

9. The guar protein extract as defined by claim 7 , said monomers containing at least one cationic or cationizable group employed to conduct such radical polymerization being selected from among:

2-dimethylaminoethyl acrylate (DMAA),

quaternized 2-dimethylaminoethyl acrylate (Quat-DMAA),

2-dimethylaminoethyl methacrylate (DMAMA),

quaternized 2-dimethylaminoethyl methacrylate (Quat-DMAMA),

quaternized 2-diethylaminoethyl methacrylate chloride,

diallyldimethylammonium chloride (DADMAC),

methacrylamidopropyl trimethylammonium chloride, or

mixtures thereof.

10. The guar protein extract as defined by claim 1 , said substituent grafted groups comprising anionic or anionizable groups, uncharged hydrophilic or hydrophobic groups, or groups crosslinking the guar protein extract, optionally polymeric groups.

11. The guar protein extract as defined by claim 1 , comprising from 65% to 95% by weight of proteins.

12. The guar protein extract as defined by claim 11 , comprising from 65% to 85% by weight of proteins.

13. The guar protein extract as defined by claim 1 , said protein extract comprising:

10% to 30% glutamic acid;

5% to 25% arginine;

5% to 20% aspartic acid;

1% to 10% leucine;

1% to 8% glycine;

these percentages being expressed by mass based on the total mass of amino acids contained in the extract.

14. A formulation comprising the substituted guar protein extract as defined by claim 1 .

15. The formulation as defined by claim 14 , comprising a:

cosmetic composition,

pharmacological composition,

composition for a household treatment,

coating composition

paint,

food composition,

lubricant composition,

fluid useful for oil and gas extraction,

phytosanitary composition, or

water treatment composition.

16. The formulation as defined by claim 14 , comprising:

an agent for the treatment and/or modification of surfaces,

a dispersing agent,

an emulsifier,

an agent to prevent rebound, washing away, or blowing away of phytosanitary formulations,

an adhesive,

a flocculant,

a surfactant,

an agent for altering the properties of foams,

a foam stabilizer,

an agent for modifying the appearance of a coating, and/or

a thickener.

17. The guar protein extract as defined by claim 2 , said cationic or cationizable groups being combined with negatively charged counter ions selected from among chloride, bromide, iodide, fluoride, sulphate, methylsulphate, phosphate, hydrogenophosphate, phosphonate, carbonate, hydrogenocarbonate, or hydroxide ions.

18. A process for the preparation of a substituent guar protein extract as defined by claim 1 , comprising the following steps:

a) providing a guar protein extract of guar meal;

b) grafting substituents onto the amino acid functional groups contained in the protein extract; and optionally c) recovering the substituted protein extract.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 29, 2009
From: KARAGIANNI, KATERINA; MONIN, VINCENT; SASSI, JEAN-FRANCOIS
To: RHODIA CHIMIE
Reel/Frame 023710/0688 →
Priority Claims (1)
FR 05 08380 · Aug 5, 2005 · national
Continuity (1)
Related Publication 20100093933A1 · Apr 15, 2010