Preservative mixture

Patent metadata

Field	Value
Publication number	US-11400035-B2
Application number	US-201616325076-A
Country	US
Kind code	B2
Filing date	Aug 24, 2016
Priority date	Aug 20, 2016
Publication date	Aug 2, 2022
Grant date	Aug 2, 2022

Abstract

Suggested is a preservative mixture with improved solubility comprising or consisting of (a) 4-isopropyl-3-methylphenol; (b) at least one hydrophilic solvent having a log Po/w of 1.2 or below; and (c) at least one lipophilic solvent having a log Po/w of above 1.2.

First claim

The invention claimed is:

1. A preservative mixture comprising
(a) about 2 to about 50 wt. % 4-isopropyl-3-methylphenol;
(b) about 40 to about 97 wt. % at least one hydrophilic solvent having a log P O/W of 1.2 or below; and
(c) about 1 to about 38 wt. % at least one lipophilic solvent having a log P O/W of above 1.2,
on condition that the amounts add to 100 wt. %.

2. The mixture of claim 1 , wherein said hydrophilic solvent is selected from the group consisting of alcohols, diols, polyols, phenols, esters and mixtures thereof.

3. The mixture of claim 2 , wherein said hydrophilic solvent is selected from the group consisting of ethanol, 1-propanol, isopropanol phenoxyethanol, benzyl alcohol, ethylene glycol, propylene glycol, 1,3-propanediol, butylene glycol, pentylene glycol, 1,2-hexanediol, hexylene glycol dipropylene glycol, ethoxydiglycol, propylene carbonate, glycerine carbonate, butylene carbonate, triethyl citrate, ethyl lactate, butyl lactate, ethylacetate, diethylmalonate, diacetin, dimethyl isosorbide, diethylene glycol, PPG-3, methyl ether, and mixtures thereof.

4. The mixture of claim 1 , wherein said lipophilic solvent is selected from the group consisting of 2-methyl-5-cyclohexylpentanol, 2-methyl 5-phenylpentanol, dimethyl phenylpropanol, dimethyl phenylbutanol, 3-methyl-4-phenylbutan-2-ol, phenylisohexanol, iso adipate, farnesol, 4-hydroxyacetophenone, cetearyl ethylhexanoate, triisononanoin, caprylic/capric triglycerides, glyceryl caprylate, glyceryl caprate, glyceryl laurate, decyl alcohol, lauryl alcohol, cetyl alcohol, hexyldecanol, ethylhexyl isononanoate, ethylhexylglycerin, diethyl succinate, caprylyl glycol, decylene glycol, phenylpropanol, menthyl antranilate, homosalate, ethylhexyl salicylate, benzyl benzoate, benzyl salicylate, diethylhexyl 2,6-naphthalate, 2-benzylheptanol, isopropyl myristate, isopropyl palmitate, methyldihydrojasmonate, tetramethyl acetyloctahydronaphthalenes, trimethylbenzenepropanol, ethylbutyrate, menthyl acetate, carvacrol, methylsalicylate, eugenol, menthone, carvone, anethole, cinnamic aldehyde, limonene, isoamylacetate, dihydromyrcenol, methyldihydrojasmonate (hedione), tetramethyl acetyloctahydronaphtalenes (iso E super), isosorbide dicyprylate, menthone glycerin acetal, mentyl lactate, phenyl salicylate, farnesyl acetate, ethyl laurate, phenethyl benzoate, Persea gratissima (avocado oil), isoamyl-p methoxycinnamate, 4-methylbenzylidene camphor, ethylhexyl methoxycinnamate, and mixtures thereof.

5. The mixture of claim 1 , comprising
(a) about 10 to about 40% b.w. 4-isopropyl-3-methylphenol;
(b) about 60 to about 90% b.w. at least one hydrophilic solvent having a log P O/W of 1.2 or below; and
(c) about 3 to about 30% b.w. at least one lipophilic solvent having a log P O/W of above 1.2;
on condition that the amounts add to 100% b.w.

6. The mixture of claim 1 , comprising
(a) 30% b.w. 4-isopropyl-3-methylphenol;
(b) 65% b.w. dipropylene glycol; and
(c) 5% b.w. decylene glycol.

7. The mixture of claim 1 , comprising
(a) 20% b.w. 4-isopropyl-3-methylphenol;
(b) 70% b.w. propylene glycol; and
(c) 10% b.w. lauryl alcohol.

8. The mixture of claim 1 , comprising
(a) 25% b.w. 4-isopropyl-3-methylphenol;
(b) 70% b.w. pentylene glycol; and
(c) 5% b.w. 2-benzylheptanol.

9. The mixture of claim 1 , comprising
(a) 20% b.w. 4-isopropyl-3-methylphenol;
(b) 70% b.w. butylene carbonate; and
(c) 10% b.w. ethylhexylglycerin.

10. The mixture of claim 1 , comprising
(a) 25% b.w. 4-isopropyl-3-methylphenol;
(b) 70% b.w. triethyl citrate; and
(c) 5% b.w. ethylhexylglycerin.

11. A method for making a preservative mixture with improved solubility, comprising the following steps:
(i) Providing a source for 4-isopropyl-3-methylphenol;
(ii) Blending the source and stirring with a mixture of at least one hydrophilic solvent having a log P O/W of 1.2 or below and at least one lipophilic solvent having a log P O/W of above 1.2; and
(iii) Adding to the mixture of step (ii) a surfactant,
said preservative mixture containing
(a) about 2 to about 50 wt. % 4-isopropyl-3-methylphenol;
(b) about 40 to about 97 wt. % at least one hydrophilic solvent having a log P O/W of 1.2 or below; and
(c) about 1 to about 38 wt. % at least one lipophilic solvent having a log P O/W of above 1.2,
on condition that the amounts add to 100 wt. %.

12. A method for improving the solubility of 4-isopropyl-3-methylphenol particularly in cosmetic or household compositions, comprising adding to the 4-isopropyl-3-methylphenol, a mixture comprising—at least one hydrophilic solvent having a log P O/W of 1.2 or below and at least one lipophilic solvent having a log P O/W of above 1.2,
wherein the composition thus-obtained contains
(a) about 2 to about 50 wt. % 4-isopropyl-3-methylphenol;
(b) about 40 to about 97 wt. % at least one hydrophilic solvent having a log P O/W of 1.2 or below; and
(c) about 1 to about 38 wt. % at least one lipophilic solvent having a log P O/W of above 1.2,
on condition that the amounts add to 100 wt. %.

Assignees

• Symrise Ag

Inventors

• Pesaro Manuel
• Lange Sabine
• Schade Vanessa

Classifications

• A23B2/758

  Carboxylic acid esters · CPC title

• A23B2/746

  with singly-bound oxygen · CPC title

• C11D3/43

  Solvents · CPC title

• A61Q19/00

  Preparations for care of the skin · CPC title

• A61K8/347 Primary

  Phenols · CPC title