Green glycine betaine derivative compounds and compositions containing same

• US 9,909,086 B2
• Filed: 06/15/2015
• Issued: 03/06/2018
• Est. Priority Date: 06/13/2012
• Status: Active Grant

• Current Assignee: Hakima-Fatima Azira, Marie-Esther Saint Victor, Thierry Benvegnu
• Original Assignee: Hakima-Fatima Azira, Marie-Esther Saint Victor, Thierry Benvegnu
• Inventors: Saint Victor, Marie-Esther, Benvegnu, Thierry, Azira, Hakima-Fatima
• Primary Examiner(s): Arnold, Ernst V
• Application Number:
  US14/739,925
• Publication Number:
  US 20150275138A1
• Time in Patent Office: 995 Days
• Field of Search: 510405, 510470
• CPC Class Codes: A01N 25/30 characterised by the surfactants
• CPC Class Codes: A01N 37/44 containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
• CPC Class Codes: C11D 1/90 Betaines
• CPC Class Codes: C11D 3/222 Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
• CPC Class Codes: C11D 3/48 Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions

Abstract

Multifunctional green and antimicrobial compositions are described containing cationic glycine betaine esters and/or cationic glycine betaine amides. Particular glycine betaine esters and amides are alkyl(ene) betainate methane sulfonates and betainyl amino alkyl(ene) methane sulfonates. The glycine betaine components are cationic, have a hydrophobic group attached to a carboxylate group through an ester or amide linkage, and are derived from a natural source, such as sugar beets. The glycine betaine esters and amides serve as cationic surfactants which have effective antimicrobial activity. The surfactant compositions are effective as crude mixtures or semi-purified mixtures or purified surfactant compounds of glycine betaine components. The addition of sodium chloride or potassium chloride or magnesium chloride or natural gum or polysaccharide to compositions containing the cationic glycine betaine ester and/or glycine betaine amide derivatives serves to thicken or gel the composition.

Claims

1. A cleaning composition consisting of:

(A) 0.5 to 3 wt. % of a glycine betaine derivative having a formula;

MeSO₃⁻

Me₃N⁺—

CH₂—

C(O)—

Y—

R

wherein Y is —

NH—

; and

R is a hydrocarbon group having 8 to 22 carbon atoms;

(B) a chelating agent, wherein the composition contains no more than 3.0 wt. % of the chelating agent;

(C) 0 to 1.5 wt. % of one or more adjuvants selected from the group consisting of fragrances and colorants;

(D) greater than 0 and no more than 8 wt. % of a polysaccharide;

(E) one or more of methanesulfonic acid, glycine betaine and an amine R—

NH₂ or salt thereof, where R is as defined;

(F) optionally, a glycine betaine ester having a formula;

MeSO₃⁻

Me₃N⁺—

CH₂—

C(O)—

O—

(CH₂)₃CH₃; and

(G) a balance water.

2. The composition of claim 1 wherein the R group is a C₈, C₁₀, C₁₂, C₁₄, C₁₆ and/or C₁₈ alkyl group and/or an oleic group.

3. The composition of claim 2 wherein the composition comprises the R—

NH₂ compound; and

optionally methanesulfonic acid; and

optionally glycine betaine.

4. The composition of claim 1 wherein the composition is a thickened liquid.

5. The composition of claim 1 wherein the composition is a gel.

6. The composition of claim 1, wherein the chelating agent is selected from the group consisting of lactic acid, citric acid, tartaric acid, gluconic acid, itaconic acid, glutaric acid, alkali metal salts thereof, and mixtures thereof.

7. The composition of claim 1, wherein the glycine betaine component comprises a glycine betaine derivative in which R is a lauric group and/or a glycine betaine derivative in which R is a myristic group.

8. The composition of claim 1, wherein the R group is a C₈-C₁₆ hydrocarbon group.

9. The composition of claim 1, wherein the composition comprises a glycine betaine derivative in which the R group is a lauric group.

10. The composition of claim 1, wherein the polysaccharide comprises a natural gum selected from the group consisting of xanthan gum and/or guar gum.

11. The composition of claim 1, wherein the polysaccharide comprises agar, carrageenan, pectin, starch, xanthan gum, guar gum and/or a cellulose derivative.

12. A cleaning composition consisting of:

(A) 0.5 to 3 wt. % glycine betaine amide having a formula;

MeSO₃⁻

Me₃N⁺—

CH₂—

C(O)—

NH—

R

wherein R is a hydrocarbon group having 8 to 22 carbon atoms;

(B) chelating agent, selected from the group consisting of lactic acid, citric acid, tartaric acid, gluconic acid, itaconic acid, glutaric acid, alkali metal salts thereof, and mixtures thereof;

(C) polysaccharide, wherein the polysaccharide includes starch and the polysaccharide is present in an amount sufficient to thicken said composition, and the composition contains no more than 8 wt. % of the polysaccharide;

(D) optionally, one or more adjuvants selected from the group consisting of fragrances and colorants;

(E) one or more of methanesulfonic acid, glycine betaine and an amine R—

NH₂ or salt thereof, where R is as defined;

(F) optionally, a glycine betaine ester having a formula;

MeSO₃⁻

Me₃N⁺—

CH₂—

C(O)—

O—

(CH₂)₃CH₃; and

(G) water.

13. The composition of claim 12, wherein the composition comprises a mixture of glycine betaine amides having R groups with 12 carbon atoms and 14 carbon atoms;

the chelating agent comprises citric acid;

the polysaccharide comprises xanthan gum.

14. The composition of claim 12, wherein the composition is a gel.

15. A cleaning composition consisting of:

(A) 0.5 to 3 wt. % glycine betaine amide having a formula;

MeSO₃⁻

Me₃N⁺—

CH₂—

C(O)—

NH—

R

wherein R is an aliphatic hydrocarbon group having 8 to 22 carbon atoms;

(B) one or more of an amine R—

NH₂ or salt thereof, where R is as defined, methanesulfonic acid and glycine betaine;

(C) starch;

(D) lactic acid or an alkali metal salt thereof;

(E) optionally, colorant and/or fragrance;

(F) optionally, a glycine betaine ester having a formula;

MeSO₃⁻

Me₃N⁺—

CH₂—

C(O)—

O—

(CH₂)₃CH₃; and

(G) water.

16. The composition of claim 15, wherein the R group includes a C₁₆ and/or C₁₈ alkyl group and/or an oleic group.

17. The composition of claim 15, wherein the R group includes a C₁₂ and/or C₁₄ alkyl group.

18. A cleaning composition consisting of:

(A) 0.5 to 3 wt. % glycine betaine amide having a formula;

MeSO₃⁻

Me₃N⁺—

CH₂—

C(O)—

NH—

R

wherein R is a hydrocarbon group having 8 to 22 carbon atoms;

(B) a co-surfactant;

(C) optionally, one or more adjuvants selected from the group consisting of fragrances and colorants;

(D) one or more of methanesulfonic acid, glycine betaine and an amine R—

NH₂ and/or salt thereof, where R is as defined;

(E) optionally, a glycine betaine ester having a formula;

MeSO₃⁻

Me₃N⁺—

CH₂—

C(O)—

O—

(CH₂)₃CH₃; and

(F) water;

wherein the cleaning composition is a gel.

19. The composition of claim 18, wherein the glycine betaine amide comprises a compound in which the R group is a lauric group, the R group is a myristic group or a mixture thereof.

20. The composition of claim 19, wherein the composition comprises the R—

NH₂ compound; and

optionally methanesulfonic acid; and

optionally glycine betaine.

21. The composition of claim 18, wherein the composition consists of the glycine betaine amide;

the co-surfactant;

the amine R—

NH₂ and/or salt thereof;

water;

optionally, methanesulfonic acid;

optionally, glycine betaine; and

optionally, fragrance and/or colorant.

22. The composition of claim 18, wherein the R group includes a C₁₆ and/or C₁₈ alkyl group and/or an oleic group.

23. The composition of claim 18, wherein the R group includes a C₁₂ and/or C₁₄ alkyl group.

24. The composition of claim 18, wherein R is a hydrocarbon group having 18 to 22 carbon atoms.

25. The composition of claim 18, wherein the R group includes a C₁₈ alkyl group.