Non-halogenated hydroxyalkyl-substituted phenol compounds, antimicrobial compositions containing the same, and methods of using the same
A antimicrobial compound, compositions containing the same, and method of using the same for reducing the presence of microorganism on a substrate or in a fluid environment comprising an antimicrobial effective carrier and at least one antimicrobial compounds including non-halogenated hydroxyalkyl-substituted phenol compounds.
1 . A compound of Formula I:
Wherein R 1 and R 5 are each independently selected from the group consisting of hydrogen, a C 2 through C 12 straight chain alkyl, a C 3 through C 12 branched alkyl group, and a C 3 through C 6 cycloalkyl group; and
R 2 r 3 and R 4 are each independently selected from the group consisting of hydrogen, a C 3 through C 12 straight chain alkyl optionally substituted with hydroxyl, a C 3 through C 12 branched alkyl optionally substituted with hydroxyl, and a C 3 through C 6 cycloalkyl optionally substituted with hydroxyl:
With the proviso that
At least one of R 1 , R 2 , R 3 , R 4 and R 5 are selected from the group consisting of a C 2 through C 12 straight chain alkyl, a C 3 through C 12 branched alkyl group, and a C 3 through C 6 cycloalkyl group; and
At least one of R 2 , R 3 , and R 4 are selected from the group consisting of a C 3 through C 12 straight chain hydroxyalkyl, a C 3 through C 12 branched hydroxyalkyl or a C 3 through C 6 hydroxycycloalkyl; and
each of R 1 , R 2 , R 3 , R 4 and R 5 are not tert-butyl.
2 . The compound of claim 1 wherein at least one of R 1 , R 2 , R 3 , R 4 and R 5 is selected from the group consisting of a C 3 through C 8 straight chain alkyl, a C 3 through C 8 branched alkyl group, and a C 3 through C 6 cycloalkyl group.
3 . The compound of claim 1 wherein at least one of R 2 , R 3 , and R 4 is selected from the group consisting of a C 3 through C 8 straight chain hydroxyalkyl, a C 3 through C 8 branched hydroxyalkyl or a C 3 through C 6 hydroxycycloalkyl.
4 . The compound of claim 2 wherein at least one of R 1 , R 2 , R 3 , R 4 and R 5 is selected from the group consisting of a C 3 through C 8 straight chain alkyl.
5 . The compound of claim 2 wherein at least one of R 1 , R 2 , R 3 , R 4 and R 5 is selected from the group consisting of a C 3 through C 8 branched alkyl.
6 . The compound of claim 2 wherein at least one of R 1 , R 2 , R 3 , R 4 and R 5 is selected from the group consisting of a C 3 through C 6 cycloalkyl.
7 . The compound of claim 2 wherein at least one of R 1 , R 2 , R 3 , R 4 and R 5 is selected from the group consisting of methylethyl and 2-methylpropyl.
8 . The compound of claim 3 wherein at least one of R 2 , R 3 , and R 4 is selected from the group consisting of a C 3 through C 8 straight chain hydroxyalkyl.
9 . The compound of claim 3 wherein at least one of R 2 , R 3 , and R 4 is a C 3 through C 8 branched hydroxyalkyl.
10 . The compound of claim 3 wherein at least one of R 2 , R 3 , and R 4 is selected from the group consisting of a C 3 through C 6 hydroxycycloalkyl.
11 . The compound of claim 3 wherein at least one of R 2 , R 3 , and R 4 is selected from the group consisting of 1-hydroxypropyl, 2-hydroxypropyl, 3-hydroxypropyl, 1-hydroxybutyl, 2-hydroxybutyl, 3-hydroxybutyl, and 4-hydroxybutyl.
12 . The compound of claim 2 wherein R 3 is selected from the group consisting of a C 3 through C 12 straight chain hydroxyalkyl, a C 3 through C 12 branched hydroxyalkyl or a C 3 through C 6 hydroxycycloalkyl.
13 . An antimicrobial composition comprising an antimicrobial acceptable carrier and an effective antimicrobial amount of at least one compound of Formula (II):
Wherein R 1 , R 2 , R 3 , R 4 and R 5 are each independently selected from the group consisting of hydrogen, a C 1 through C 12 straight chain alkyl optionally substituted with hydroxyl, a C 3 through C 12 branched alkyl optionally substituted with hydroxyl, and a C 3 through C 6 cycloalkyl optionally substituted with hydroxyl;
With the proviso that
At least one of R 1 , R 2 , R 4 , R 3 and R 5 are selected from the group consisting of a C 1 through C 12 straight chain alkyl, a C 3 through C 12 branched alkyl group, and a C 3 through C 6 cycloalkyl group; and
At least one of R 1 , R 2 , R 4 , R 3 and R 5 are selected from the group consisting of a C, through C 12 straight chain hydroxyalkyl, a C 3 through C 12 branched hydroxyalkyl or a C 3 through C 6 hydroxycycloalkyl.
14 . The antimicrobial composition of claim 13 wherein the antimicrobial effective carrier is selected from the group consisting of water, saline, alcohol, glycerin, propylene glycol, mineral oil, petrolatum and mixtures thereof.
15 . The antimicrobial composition of claim 13 wherein at least one of R 1 , R 2 , R 3 , R 4 and R 5 is selected from the group consisting of a C 3 through C 8 straight chain alkyl, a C 3 through C 8 branched alkyl group, and a C 3 through C 6 cycloalkyl group.
16 . The antimicrobial composition of claim 13 wherein at least one of R 1 , R 2 , R 3 , R 4 and R 5 is selected from the group consisting of a C 3 through C 8 straight chain hydroxyalkyl, a C 3 through C 8 branched hyroxyalkyl group, and a C 3 through C 6 hydroxycycloalkyl group.
17 . The antimicrobial composition of claim 15 wherein at least one of R 1 , R 2 , R 3 , R 4 and R 5 is selected from the group consisting of a C 3 through C 8 straight chain alkyl.
18 . The antimicrobial composition of claim 15 wherein at least one of R 1 , R 2 , R 3 , R 4 and R 5 is selected from the group consisting of a C 3 through C 8 branched alkyl.
19 . The antimicrobial composition of claim 15 wherein at least one of R 1 , R 2 , R 3 , R 4 and R 5 is selected from the group consisting of a C 3 through C 6 cycloalkyl.
20 . The antimicrobial composition of claim 15 wherein at least one of R 1 , R 2 , R 3 , R 4 and R 5 is selected from the group consisting of methylethyl and 2-methylpropyl.