Antimicrobial Compositions Comprising Glyceryl Ethers

Patent metadata

Field	Value
Publication number	US-2016100574-A1
Application number	US-201414893720-A
Country	US
Kind code	A1
Filing date	May 20, 2014
Priority date	May 26, 2013
Publication date	Apr 14, 2016
Grant date	—

Abstract

Suggested is an antimicrobial agent comprising at least one glycerylether of formula (I) in which R 1 represents a benzyl, methylbenzyl, phenlethyl, or phenylpropyl radical, or a glycerylether of formula (II) in which R 2 stands for a linear or branched alkyl radical having 2 to 12 carbon atoms, on condition that in case of glycerylethers of formula (II) two or three of said species are present.

First claim

1 . An antimicrobial agent comprising at least one glycerylether of formula (I)

in which R represents a benzyl, methylbenzyl, phenylethyl or phenylpropyl radical,
or a glycerylether of formula (II)

in which R 2 stands for a linear or branched alkyl radical having 2 to 12 carbon atoms,
on condition that in case of glycerylethers of formula (II) two or three of said species are present.

2 . An antimicrobial agent of claim 1 , wherein the glycerylethers are selected from the group consisting of Benzylglycer Methylbenzylglycerin, Phenylethylglycerin, Phenylpropylglycerin, Butylglycerin, Pentyiglycerin, Hexylglycerin, Heptylglycerin, Octylglycerin and mixtures thereof.

3 . The antimicrobial agent according to claim 1 comprising two or three of the compounds of formula (I).

4 . An antimicrobial mixture according to claim 1 comprising
(a) at least one first antimicrobial agent selected from the glyceryl ethers of formula (I) or (II), and
(b) at least one second antimicrobial agent selected from the group consisting of preservatives selected from the group consisting of benzoic acid and para-hydroxybenzoic acid, their esters and salts, Benzyl benzoate, propionic acid and its salts, salicylic acid and its salts, 2,4-hexadienoic acid (sorbic acid) and its salts, levulinic acid and its salts, anisic acid and its salts, perillic acid and its salts, cinnamic acid and its salts, formaldehyde and paraformaldehyde, 4-hydroxy benzaldehyde, ortho-, meta-, and para-anisic aldehyde, cinnamic aldehyde, cinnamic alcohol, 2-hydroxybiphenyl ether and its salts, 2-zinc-sulfidopyridine N-oxide, inorganic sulfites and bisulfites, sodium iodate, chlorobutanolum, 4-ethylmercury-(II)5-amino-1,3-bis(2-hydroxybenzoic acid), its salts and esters, dehydracetic acid, formic acid, 1,6-bis(4-amidino-2-bromophenoxy)-n-hexane and its salts, the sodium salt of ethylmercury-(II)-thiosalicylic add, phenylmercury and its salts, 10-undecylenic acid and its salts, 5-amino-1,3-bis(2-ethylhexyl)-5-methyl-hexahydropyrimidine, 5-bromo-5-nitro-1,3-dioxane 2-bromo-2-nitro-1,3-propanediol, 2,4-dichlorobenzyl alcohol N-(4-chlorophenyl)-N′-(3,4-dichlorophenyl)-urea, 4-chloro-m-cresol, 2,4,4′-trichloro-2′-hydroxy-diphenyl ether, 4-chloro-3,5-dimethylphenol, 1,1′-methylene-bis(3-(1-hydroxymethyl-2,4-dioximidazolidin-5-yl)urea), poly-(hexamethylenediguanide) hydrochloride, (Benzyloxymethoxy)-methanol hexamethylenetetramine, 1-(3-chloroallyl)-3,5,7-triaza-1-azoniza-adamantane chloride, 1-(4-chlorophenoxy)-1-(1H-imidazol-1-yl)3,3-dimethyl-2-butanone, 1,3-bis-(hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione, 1,2-dibromo-2,4-dicyanobutane 2,2′-methylene-bis(6-bromo-4-chlorophenol), bromochlorophene, mixture of 5-chloro-2-methyl-3(2H)-isothiazolinone, 2-methyl-3(2H)-isothiazolinone and with magnesium chloride and magnesium nitrate, 2-Octyl-2H-isothiazol-3-one, 1,2-benzisothiazol-3(2H)-one, 2-benzyl-4-chlorophenol, 3-(4-Chlorophenoxy)-1,2-propanediol (Chlorphenesin), 2-chloroacetamide, chlorhexidine, chlorhexidine acetate, chlorhexidine gluconate, chlorhexidine hydrochloride, N-alkyl(C 12 -C 22 )trimethyl-ammonium bromide and chloride 4,4-dimethyl-1,3-oxazolidine, N-hydroxymethyl-N-(1,3-di(hydroxymethyl)-2,5-dioxoimidazolidin-4-yl)-N′-hydroxy-methylurea, 1,6-bis(4-amidino-phenoxy)-n-hexane and its salts, glutaraldehyde, 5-ethyl-1-aza-3,7-dioxabicyclo(3.3.0)octane, 3-(4-chlorophenoxy)-1,2-propanedial, hyamines, alkyl-(C 8 -C 18 )-dimethyl-benzyl-ammonium chloride, alkyl-(C 8 -C 18 )-dimethyl-benzylammonium bromide, alkyl(C 8 -C 18 )-dimethyl-benzyl-ammonium saccharinate, benzyl hemiformal, 3-iodo-2-propynyl butylcarbamate, sodium hydroxymethyl-aminoacetate or odium hydroxymethyl-aminoacetate, imidazolidinylurea, diazolidinylurea, sodium hydroxymethylglycinate, DMDM hydantoin, Tropolone, (Ethylendioxy)dimethanol, 2-Brom-2-(brommethyl)pentandinitril, N(3-Aminopropyl)-N-dodecylpropan-1,3-diamin, α,α′,α″-trimethyl-1,3,5-triazine-1,3,5(2H,4H,6H)-triethanol, pyridine-2-thiol-1-oxide, sodium salt, Tetrahydro-1,3,4,6-tetrakis(hydroxymethyl)imidazo[4,5-d]imidazol-2,5(1H,3H)-lion, 1,3-bis(hydroxymethyl)-1-(1,3,4-tris(hydroxy-methyl)-2,5-dioxoimidazolidin-4-yl)urea (Diazolidinyl Urea), 1,3-Bis(hydroxy-methyl)-5,5-dimethylimidazolidine-2,4-dione, 3-Acetyl-2-hydroxy-6-methyl-4H-pyran-, cetyl pyridium chloride caprylhydroxamic acid, sorbohydroxamic acid and mixtures thereof.

5 . An antimicrobial mixture according to claim 1 comprising
(a) at least one first antimicrobial agent selected from the glyceryl ethers of formula (I) or (II), and
(b) at least one second anti-microbial agent selected from the group consisting of 1,3-propanediol, methyl propanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, 1,2-decanediol, 1,5-pentanediol, 1,6-hexanediol, 1,8-octanediol, 1,10-decanediol, ethylhexylglycerin, 3-phenoxy-propan-1,2-diol, sorbitan caprylate, triclosan, climbazole, octopirox (1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridone, 2-aminoethanol), chitosan, farnesol, 2-butyloctanoic acid, 2-Benzylheptan-1-ol, glycerol monolaurate, bis(2-pyridylthio)zinc 1,1′-dioxide, N,N′-(decane-1,10-diyldipyridin-1-yl-4-ylidene)-dioctan-1-amine dihydrochloride (octenidine dihydrochloride), thymol, eugenol, benzyl alcohol, 2-phenyethyl alcohol, 3-phenyl propanol, 2-phenoxyethanol, 1-phenoxy-propan-2-ol, 3-phenoxypropanol, benzyloxymethanol, 4-hydroxyacetophenone.

6 . The mixture of claim 4 further comprising an additive selected from the group consisting of 1,3-propanediol, methyl propanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, ethylhexylglycerin, 3-phenyl propanol, 2-phenoxyethanol, 4-hydroxyacetophenone and mixtures thereof.

7 . A personal care composition comprising a working of at least one antimicrobial agent of claim 1 .

8 . A detergent composition comprising a working of at least one antimicrobial agent of claim 1 .

9 . A food composition comprising a working amount of at least one antimicrobial agent of claim 1 .

10 . A personal care composition, a detergent composition or a food composition containing at least one antimicrobial agent of claim 1 in an amount of 0.01 to 10% b.w.—calculated on the total composition.

11 . A method for preserving a personal care composition, a detergent composition or a food composition comprising adding a working amount of at least one antimicrobial agent of claim 1 .

12 . A method for fighting micro-organisms comprising adding a working amount of at least one antimicrobial agent of claim 1 to a personal care, detergent or food composition.

13 . A composition for fighting unwanted body odour by topical administration to human skin, comprising a working amount of at least one antimicrobial agent of claim 1 .

14 - 15 . (canceled)

Assignees

• Symrise Ag

Inventors

• Pesaro Manuel
• Koch Oskar
• Schmaus Gerhard
• Köhler Antje
• Grieger Jessica

Classifications

• A23B2/7295

  Antibiotics · CPC title

• A61Q19/007

  Preparations for dry skin · CPC title

• A23V2002/00

  Food compositions, function of food ingredients or processes for food or foodstuffs · CPC title

• A61Q19/002

  Aftershave preparations · CPC title

• A61K8/34

  Alcohols · CPC title