Hard Surface Cleaner Compositions of Sulfonated Estolides and Other Derivatives of Fatty Acids and Uses Thereof

• US 20100184855A1
• Filed: 07/22/2009
• Published: 07/22/2010
• Est. Priority Date: 01/21/2009
• Status: Active Grant

• Current Assignee: Stepan Company
• Original Assignee: Stepan Company
• Inventors: Pytel, Jacqueline Maas, Alonso, Lourdes R., Bernhardt, Randal J., Dado, Gregory P.
• Granted Patent: US 8,119,588 B2
• Time in Patent Office: Days
• US Class Current: 514/529
• CPC Class Codes: A01N 2300/00 Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48
• CPC Class Codes: A01N 25/30 characterised by the surfactants
• CPC Class Codes: A01N 33/12 Quaternary ammonium compounds
• CPC Class Codes: C11D 1/28 Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides

Abstract

Sulfo-estolides and formulations of sulfo-estolides in and as hard surface cleaners, glass cleaners, toilet bowl cleaners, carpet cleaners, all purpose cleaners, floor cleaners, and others are described. Further details of cleaning performance, stability of diluted and concentrated forms and contemplated cleaning applications are provided.

Claims

1. A biodegradable surfactant composition, comprising:

about 0.1% to about 99.9% by weight of at least one surfactant having the following general Formula 1;

wherein n is an integer from 1-30, or mixtures thereof;

one of X and Y is SO₃—

Z, the other of X and Y is H, and X and Y are independently assigned in each repeating unit;

A¹ and A² are linear or branched, saturated or unsaturated, substituted or un-substituted, alkyl diradicals wherein the total number of carbons for each repeating unit is independent and in the range of C₈ to C₂₂;

a is 0, 1, or 2, and is independently assigned in each repeating unit;

R is linear or branched, saturated or unsaturated, substituted or unsubstituted hydrocarbon wherein the total number of carbon atoms is from 1 to 24;

W is H or a monovalent or divalent metal cation, ammonium cation, substituted ammonium cation, or an alkyl or substituted alkyl group; and

Z is H or a monovalent or divalent metal cation, ammonium or substituted ammonium cation; and

about 0.1% to about 99.9% of at least one carrier;

wherein the composition is a hard surface or substrate cleaner; and

wherein the composition is biodegradable.

2. The composition of claim 1, wherein the hard surface or substrate cleaner is a member selected from the group consisting of a degreaser, a descaler, a bathroom cleaner, a toilet bowl cleaner, a glass cleaner, a floor cleaner, a carpet cleaner, a biocidal cleaner, and an all-purpose general cleaner.

3. The composition of claim 1, wherein the composition further comprises at least one acidic buffer, or at least one alkaline buffer, or combinations thereof to adjust the pH of the composition.

4. The composition of claim 1, wherein the composition exhibits a pH from about 2 to about 13.

5. The composition of claim 3, wherein the at least one acidic buffer is derived from a natural or synthetic source and comprises from about 0.1% to about 10% by weight based upon the total weight of the composition.

6. The composition of claim 3, wherein the natural acidic buffer is a member selected from the group consisting of mineral acids and 2-hydroxycarboxylic acids, derivatives thereof, and combinations thereof.

7. The composition of claim 3, wherein the synthetic acidic buffer is a member selected from the group consisting of oxalic acid, lactic acid, sulfamic acid, valeric acid, hexanoic acid, glycolic acid, formic acid, acetic acid, propionic acid, butyric acid, gluconic acid, acetic acid, peroxyacetic acid, derivatives thereof, and combinations thereof.

11. The composition of claim 1, wherein the composition further includes at least one additive which comprises from about 0.1% to about 10% by weight of the total weight of the composition.

12. The composition of claim 11, wherein the at least one additive is a member selected from the group consisting of adjuvants, adjuvant/builders, buffers, viscosity modifiers, electrolytes, emollients, skin conditioning agents, emulsifiers;

suspending agents;

fragrances, essential oils, colorants, herbal extracts;

vitamins;

pigments;

enzymes;

preservatives;

derivatives thereof, and combinations thereof.

13. The composition of claim 1, wherein the composition further comprises at least one additional surfactant, or mixtures thereof, which comprises about 0.1% to about 50% by weight of the composition.

14. The composition of claim 13, wherein the additional surfactant is a member selected from the group consisting of natural surfactants, synthetic surfactants, and combinations thereof.

15. The composition of claim 14, wherein the natural or synthetic surfactants is a member selected from the group consisting of anionic surfactants, cationic surfactants, ampholytic surfactants, zwitterionic surfactants, nonionic surfactants, derivatives thereof, and combinations thereof, which comprises from about 0.1% to about 50% by weight of the total weight of the additives of the composition.

16. The composition of claim 1, further comprising at least one solvent derived from a natural or synthetic source which comprises from about 0.1% to about 50% by weight based upon the total weight of the composition.

17. The composition of claim 16, wherein the natural solvent is a member selected from the group consisting of propylene glycol, 1,3 propane diol, ethanol, glycerol, pine oil, derivatives thereof, and combinations thereof, and comprise from about 0.1% to about 50% by weight based upon the total weight of the composition.

18. The composition of claim 16, wherein the synthetic solvent is a member selected from the group consisting of low molecular weight alcohols and ketones, derivatives thereof, and combinations thereof, and comprise from about 0.1% to about 50% by weight based upon the total weight of the composition.

19. The composition of claim 16, wherein the solvent comprises about 0.1% to about 40% by weight of the composition based upon the total weight of the composition.

20. The composition of claim 19, wherein the solvent comprises about 0.1% to about 30% by weight of the composition based upon the total weight of the composition.

21. The composition of claim 14, wherein the natural or synthetic additional surfactant comprises from about 0.1% to about 30% by weight of the total weight of the composition.

22. The composition of claim 15, wherein the anionic surfactant is a member selected from the group consisting of alcohol sulfates, alkane sulfonates, alkyl ether sulfates, alkyl diphenol oxide disulfonates, alkyl ester sulfonates, and combinations thereof.

23. The composition of claim 15, wherein the nonionic surfactant is a member selected from the group consisting of and combinations thereof.

24. The composition of claim 15, wherein the ampholytic surfactant is a member selected from the group consisting of and combinations thereof.

25. The composition of claim 15, wherein the zwitterionic surfactant is a member selected from the group consisting of betaines, imidazolines, propionates, and combinations thereof.

26. The composition of claim 15, wherein the cationic surfactant is a member selected from the group consisting of alkyl trimethyl ammonium quats, alkyl dimethyl benzyl quats, alkyl amido amine quats, dialkyl amido amine quats, dialkyl dimethyl ammonium quats, mono- or di-alkyl ester quats.

27. The composition of claim 1, wherein the composition is a clear, homogenous liquid.

28. The composition claim 27, wherein the clear, homogenous liquid exhibits phase stability.

29. The composition of claim 1, wherein the composition is substantially free of precipitation.

30. The composition of claim 1, wherein the composition is substantially free of chlorine, substantially free of phosphate or substantially free of both chlorine and phosphate.

31. The composition of claim 1, wherein the composition exhibits superior or equal cleaning performance when compared with a two or more surfactants-based cleaning composition.

32. The composition of claim 1, wherein the composition exhibits superior or equal cleaning performance when compared with a two or more solvents-based cleaning composition.

33. The composition of claim 1, wherein the composition exhibits a pH of from about 2.5 to about 6.

34. The composition of claim 1, wherein the composition exhibits a pH of from about 6 to about 13.

35. The composition of claim 1, wherein the composition exhibits a pH of from about 5 to about 10.

36. The composition of claim 1, wherein the composition can be concentrated to a concentration of about 2×

to about 150×

.

37. The composition of claim 1, wherein the composition can be concentrated at a concentration of about 2×

to about 64×

.

38. The composition of claim 1, wherein the composition can be concentrated at a concentration of about 2×

to about 32×

.

39. The composition of claim 1, wherein the composition exhibits a viscosity of 1 to about 2500 centipoise when measured at 25°

C. using a Brookfield Viscometer Model DV-II+ having a spindle #2 and a spindle speed of about 60 rpm.

40. The composition of claim 1, wherein the composition exhibits a viscosity of 1 to about 400 centipoise when measured at 25°

C. using a Brookfield Viscometer Model DV-II+ having a spindle #2 and a spindle speed of about 60 rpm.

41. The composition of claim 1, wherein the composition exhibits phase stability for a period of at least 30 days when measured in accordance with an ambient temperature stability assay.

42. The composition of claim 1, wherein the composition exhibits phase stability for a period of at least about 30 days or less when measured in accordance with a high temperature stability assay.

43. The composition of claim 1, wherein the composition further comprises a least one biocidal agent or at least one disinfecting agent in an amount of about 0.003% to about 10% by weight of the composition.

44. The composition of claim 43, wherein the biocidal agent is selected from the group consisting of ammonium quaternaries, n-alkyl dimethyl benzyl ammonium chloride;

n-alkyl dimethyl ethylbenzyl ammonium chloride;

dialkyl dimethyl ammonium chloride;

didecyl dimethyl ammonium chloride;

dioctyl dimethyl ammonium chloride;

phenolics, iodophors, pine oil, methyl salicylate, morpholine, silver, copper, bromine, 1,3-dibromo-5,5-dimethylhydantoin, 1,3-dibromo-5-ethyl-5-methylhydantoin, 1,3-dibromo-5-n-propyl-5-methylhydantoin, 1,3-dibromo-5-isopropyl-5-methylhydantoin, 1,3-dibromo-5-n-butyl-5-methylhydantoin, 1,3-dibromo-5-isobutyl-5-methylhydantoin, 1,3-dibromo-5-sec-butyl-5-methylhydantoin, 1,3-dibromo-5-tert-butyl-5-methylhydantoin, derivatives thereof and mixtures thereof.

45. The composition of claim 43, wherein the biocidal agent comprises about 0.05% to about 5% by weight of the composition.

46. The composition of claim 43, wherein the disinfecting agent is selected from the group consisting of thymol, eugenol, menthol, geraniol, verbenone eucalyptol and pinocarvone, cedrol, anethol, carvacrol, hinokitiol, berberine, ferulic acid, cinnamic acid, methyl salycilic acid, methyl salycilate, terpineol, derivatives thereof and mixtures thereof.

8. The composition of claim 8, wherein the at least one alkaline buffer is derived from a natural or synthetic source and comprises from about 0.1% to about 15% by weight based upon the total weight of the composition.

9. The composition of claim 8, wherein the natural alkaline buffer is a member selected from the group consisting of alkali metal carbonate, alkali metal bicarbonate, alkaline earth metal hydroxide, alkali metal and alkaline earth salts of silicates, borate, ammonium hydroxide derivatives thereof, and combinations thereof.

10. The composition of claim 8, wherein the synthetic alkaline buffer is a member selected from the group consisting of alkanolamines, ammonium carbonate, ammonium bicarbonate, ethylenediaminetetraacetic acid, trialkyl salts of nitrilotriacetic acid, phosphates, derivatives thereof, and combinations thereof.

47. A method of cleaning at least one surface or substrate, comprising the steps of:

providing a composition comprising about 0.1% to about 99.9% by weight of at least one surfactant having the following general Formula 1;

wherein n is an integer from 1-30, or mixtures thereof;

one of X and Y is SO₃—

Z, the other of X and Y is H, and X and Y are independently assigned in each repeating unit;

A¹ and A² are linear or branched, saturated or unsaturated, substituted or un-substituted, alkyl diradicals wherein the total number of carbons for each repeating unit is independent and in the range of C₈ to C₂₂;

a is 0, 1, or 2, and is independently assigned in each repeating unit;

R is linear or branched, saturated or unsaturated, substituted or unsubstituted hydrocarbon wherein the total number of carbon atoms is from 1 to 24;

W is H or a monovalent or divalent metal cation, ammonium cation, substituted ammonium cation, or an alkyl or substituted alkyl group; and

Z is H or a monovalent or divalent metal cation, ammonium or substituted ammonium cation; and

about 0.1% to about 99.9% of at least one carrier;

contacting at least one soiled surface or substrate with the composition; and

removing the composition and soil from the surface or substrate.

48. The method of claim 47, wherein the composition and soil are removed from the surface or substrate by rinsing the surface or substrate with water.

49. An all-purpose general cleaning composition, comprising:

about 0.1% to about 99.9% by weight of at least one surfactant having the following general Formula 1;

wherein n is an integer from 1-30, or mixtures thereof;

one of X and Y is SO₃—

Z, the other of X and Y is H, and X and Y are independently assigned in each repeating unit;

A¹ and A² are linear or branched, saturated or unsaturated, substituted or un-substituted, alkyl diradicals wherein the total number of carbons for each repeating unit is independent and in the range of C₈ to C₂₂;

a is 0, 1, or 2, and is independently assigned in each repeating unit;

R is linear or branched, saturated or unsaturated, substituted or unsubstituted hydrocarbon wherein the total number of carbon atoms is from 1 to 24;

W is H or a monovalent or divalent metal cation, ammonium cation, substituted ammonium cation, or an alkyl or substituted alkyl group; and

Z is H or a monovalent or divalent metal cation, ammonium or substituted ammonium cation;

about 1% to about 10% of at least one nonionic surfactant;

about 0.1% to about 10% of at least one adjuvant/builder;

about 0.1% to about 10% of at least one buffer;

about 0.5% to about 50% of at least one solvent;

about 0.1% to about 2% of at least one additive;

optionally about 0.1% to about 5% of at least one disinfecting agent;

optionally about 0.1% to about 10% of at least one anionic surfactant; and

about 0.1% to about 99.9% of at least one carrier.

50. An all-purpose general purpose cleaning composition of claim 49, wherein the formulation can be concentrated to 10×

, 20×

, or 40×

.

51. A glass cleaning composition, comprising:

about 0.1% to about 99.9% by weight of at least one surfactant having the following general Formula 1;

wherein n is an integer from 1-30, or mixtures thereof;

one of X and Y is SO₃—

Z, the other of X and Y is H, and X and Y are independently assigned in each repeating unit;

A¹ and A² are linear or branched, saturated or unsaturated, substituted or un-substituted, alkyl diradicals wherein the total number of carbons for each repeating unit is independent and in the range of C₈ to C₂₂;

a is 0, 1, or 2, and is independently assigned in each repeating unit;

R is linear or branched, saturated or unsaturated, substituted or unsubstituted hydrocarbon wherein the total number of carbon atoms is from 1 to 24;

W is H or a monovalent or divalent metal cation, ammonium cation, substituted ammonium cation, or an alkyl or substituted alkyl group; and

Z is H or a monovalent or divalent metal cation, ammonium or substituted ammonium cation;

about 1% to about 3% of at least one nonionic surfactant;

about 0.5% to about 40% of at least one solvent;

optionally about 0.1% to about 5% of at least one buffer;

optionally about 0.1% to about 2% of at least one adjuvant/builder;

optionally about 0.1% to about 10% of at least one amphoteric surfactant;

optionally about 0.1% to about 1% of at least one anionic surfactant; and

about 0.1% to about 99.9% of at least one carrier.

52. A glass cleaning composition of claim 51, wherein the formulation can be concentrated to 20×

, 40×

, or 64×

.

53. An bathroom cleaning composition, comprising:

about 0.1% to about 99.9% by weight of at least one surfactant having the following general Formula 1;

wherein n is an integer from 1-30, or mixtures thereof;

one of X and Y is SO₃—

Z, the other of X and Y is H, and X and Y are independently assigned in each repeating unit;

A¹ and A² are linear or branched, saturated or unsaturated, substituted or un-substituted, alkyl diradicals wherein the total number of carbons for each repeating unit is independent and in the range of C₈ to C₂₂;

a is 0, 1, or 2, and is independently assigned in each repeating unit;

R is linear or branched, saturated or unsaturated, substituted or unsubstituted hydrocarbon wherein the total number of carbon atoms is from 1 to 24;

W is H or a monovalent or divalent metal cation, ammonium cation, substituted ammonium cation, or an alkyl or substituted alkyl group; and

Z is H or a monovalent or divalent metal cation, ammonium or substituted ammonium cation;

optionally about 0.1% to about 5% of at least one nonionic surfactant;

optionally about 0.5% to about 10% of at least one solvent;

optionally about 0.1% to about 10% of at least one buffer;

optionally about 0.1% to about 15% of at least one additive;

optionally about 0.1% to about 15% of at least one disinfecting agent;

optionally about 0.1% to about 2% of at least one adjuvant/builder;

optionally about 0.1% to about 2% of at least one amphoteric surfactant;

optionally about 0.1% to about 6% of at least one anionic surfactant; and

about 0.1% to about 99.9% of at least one carrier.

54. A bathroom cleaning composition of claim 53, wherein the formulation can be concentrated to 10×

, 20×

, or 40×

.

55. An floor cleaning composition, comprising:

about 0.1% to about 99.9% by weight of at least one surfactant having the following general Formula 1;

wherein n is an integer from 1-30, or mixtures thereof;

one of X and Y is SO₃—

Z, the other of X and Y is H, and X and Y are independently assigned in each repeating unit;

A¹ and A² are linear or branched, saturated or unsaturated, substituted or un-substituted, alkyl diradicals wherein the total number of carbons for each repeating unit is independent and in the range of C₈ to C₂₂;

a is 0, 1, or 2, and is independently assigned in each repeating unit;

R is linear or branched, saturated or unsaturated, substituted or unsubstituted hydrocarbon wherein the total number of carbon atoms is from 1 to 24;

W is H or a monovalent or divalent metal cation, ammonium cation, substituted ammonium cation, or an alkyl or substituted alkyl group; and

Z is H or a monovalent or divalent metal cation, ammonium or substituted ammonium cation;

optionally about 0.1% to about 14% of at least one nonionic surfactant;

optionally about 0.5% to about 30% of at least one solvent;

optionally about 0.1% to about 2% of at least one buffer;

optionally about 0.1% to about 5% of at least one disinfecting agent;

optionally about 0.1% to about 5% of at least one biocidal agent;

optionally about 0.1% to about 10% of at least one amphoteric surfactant;

optionally about 0.1% to about 10% of at least one anionic surfactant;

about 0.1% to about 2% of at least one additive; and

about 0.1% to about 99.9% of at least one carrier.

56. A floor cleaning composition of claim 55, wherein the formulation can be concentrated to 32×

, 64×

, or 128×

.

57. A biocidal composition, comprising:

about 0.1% to about 99.9% by weight of at least one surfactant having the following general Formula 1;

wherein n is an integer from 1-30, or mixtures thereof;

one of X and Y is SO₃—

Z, the other of X and Y is H, and X and Y are independently assigned in each repeating unit;

A¹ and A² are linear or branched, saturated or unsaturated, substituted or un-substituted, alkyl diradicals wherein the total number of carbons for each repeating unit is independent and in the range of C₈ to C₂₂;

a is 0, 1, or 2, and is independently assigned in each repeating unit;

R is linear or branched, saturated or unsaturated, substituted or unsubstituted hydrocarbon wherein the total number of carbon atoms is from 1 to 24;

W is H or a monovalent or divalent metal cation, ammonium cation, substituted ammonium cation, or an alkyl or substituted alkyl group; and

Z is H or a monovalent or divalent metal cation, ammonium or substituted ammonium cation;

about 0.001% to about 40% by weight of at least one biocidal agent; and

about 0.1% to about 99.99% of at least one carrier.