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US 3,969,087 AGranted
Gels of nonpolar liquids with N-acyl amino acids and derivatives thereof as gelling agents
AssigneeAjinomoto Co., Inc.
InventorsTadaomi Saito, Yoshimasa Matsuzawa, Sadayoshi Ninagawa, Masao Honna, Masahiko Takesada, Masahiro Takehara
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Abstract
A wide variety of non-polar organic liquids are converted into gels by homogeneously admixing the non-polar organic liquids with a small amount of certain N-acyl amino acids or derivatives of N-acyl amino acids such as esters, amides and amine salts of the N-acyl amino acids.
Claims30
A process for preparing a gel, which comprises:
- homogeneously admixing a non-polar organic liquid having a dielectric constant of less than about 20 and having a solubility less than 10% by weight in water with an effective gel forming amount of at least one compound containing an N-acylamino acid component having the formula:
- ##EQU7## wherein RCO is a C.sub.2 to C.sub.30 aliphatic acyl group or an aralkylacyl group;
- Z is selected from the group consisting of hydroxy, -NH.sub.2, -OR.sub.1, -NHR.sub.2, ##EQU8## and -0.sup.-R.sub.5 NH.sub.3 .sup.+ wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are selected from the group consisting of C.sub.1 to C.sub.30 aliphatic hydrocarbon groups and aralkyl groups;
- X is selected from the group consisting of hydrogen and methyl;
- and Y is selected from the group consisting of ##EQU9## wherein R.sub.6 is C.sub.1 to C.sub.4 alkyl, benzyl, phenyl, --CH.sub.2 OH, ##EQU10## --CH.sub.2 SH, --CH.sub.2 CH.sub.2 --S-CH.sub.3 or -- (CH.sub.2).sub.p --COZ and p is a positive integer of 1 or 2 and Z is the same as above, --(CH.sub.2).sub.m NHCOR, wherein m is a positive integer of 3 or 4 and COR is the same as above and --(CH.sub.2).sub.n --, wherein n is a positive integer of 1 to 6;
- with the proviso that when Z is --OR.sub.1, ##EQU11## where R.sub.6 is --(CH.sub.2).sub.m NHCOR and that at least one of R, R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 is a C.sub.5 to C.sub.30 aliphatic hydrocarbon group;
- and
- allowing the mixture to stand until gel formation occurs.
5 more elements
A process for preparing a gel, which comprises:
- mixing a non-polar organic liquid having a dielectric constant of less than about 20 and having a solubility less than 10% by weight in water with 0.05 - 20% by weight based on said non-polar organic liquid of a compound containing an N-acylamino acid component having the formula (I), ##EQU12## wherein RCO is a C.sub.2 to C.sub.30 aliphatic acyl group or an aralkyl acyl group;
- Z is selected from the group consisting of hydroxy, --NH.sub.2, --OR.sub.1, --NHR.sub.2, ##EQU13## and --O.sup.-R.sub.5 NH.sub.3 .sup.+, wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are selected from the group consisting of C.sub.1 to C.sub.30 aliphatic hydrocarbon radicals and aralkyl radicals;
- X is selected from the group consisting of hydrogen and methyl;
- Y is selected from the group consisting of ##EQU14## wherein R.sub.6 is C.sub.1 to C.sub.4 alkyl, benzyl, phenyl, --CH.sub.2 OH, ##EQU15## --CH.sub.2 SH, --CH.sub.2 CH.sub.2 --S--CH.sub.3 or --(CH 2).sub.p --COZ and p is a positive integer of 1 or 2 and Z is the same as above, --(CH.sub.2).sub.m NHCOR, wherein m is a positive integer of 3 or 4 and COR is the same as above, and --(CH.sub.2).sub.n --, wherein n is a positive integer of 1 to 6, with the proviso that when Z is -OR.sub.1, ##EQU16## wherein R.sub.6 is --(CH.sub.2).sub.m NHCOR and that at least one of R, R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 is a C.sub.6 to C.sub.30 aliphatic hydrocarbon group;
- heating the mixture to effect solution;
- cooling the resulting solution to room temperature;
- and thereafter;
- allowing said cooled solution to stand until gel formation occurs.
5 more elements
A process for preparing a gel, which comprises:
- homogeneously admixing a non-polar organic liquid having a dielectric constant of less than about 20 and having a solubility less than 10% by weight in water with 0.05% to 20% by weight of at least one compound containing an N-acylamino acid component having the formula ##EQU17## wherein RCO is a C.sub.5 to C.sub.30 aliphatic acyl, and Y is selected from the group consisting of ##EQU18## wherein R.sub.6 is a C.sub.1 to C.sub.4 alkyl and --(CH.sub.2).sub. m NHCOR, wherein m is a positive integer of 3 or 4 and COR is the same as above;
- and
- allowing the mixture to stand until gel formation occurs.
A process for preparing a gel, which comprises:
- homogeneously admixing a non-polar organic liquid having a dielectric constant of less than 20 and having a solubility less than 10% by weight in water with 0.05% to 20% by weight of a compound containing N-acylamino acid component having the formula ##EQU19## wherein RCO is a C.sub.2 to C.sub.30 aliphatic acyl group or an aralkylacyl group;
- R.sub.1 is a C.sub.1 to C.sub.30 aliphatic hydrocarbon group or an aralkyl;
- and ##EQU20## wherein R.sub.6 is --(CH.sub.2).sub.m NHCOR, m is a positive integer of 3 or 4 and RCO is the same as above, with the proviso that at least one of R and R.sub.1 is a C.sub.5 to C.sub.30 aliphatic hydrocarbon group;
- and
- allowing the mixture to stand until gel formation occurs.
2 more elements
A process for preparing a gel, which comprises:
- homogeneously admixing a non-polar organic liquid having a dielectric constant of less than 20 and having a solubility less than 10% by weight in water with 0.05% to 20% by weight of a compound containing an N-acylamino acid component having the formula ##EQU21## wherein RCO is a C.sub.2 to C.sub.30 aliphatic acyl group or an aralkyl acyl group;
- Z is --NH.sub.2, --NHR.sub.2 or ##EQU22## wherein R.sub.2, R.sub.3 and R.sub.4 are selected from the group consisting of C.sub.1 to C.sub.30 aliphatic hydrocarbon groups and aralkyl groups;
- and ##EQU23## wherein R.sub.6 is C.sub.1 to C.sub.4 alkyl, benzyl, --CH.sub.2 CH.sub.2 --S--CH.sub.3, or --(CH.sub.2).sub.p -COZ wherein p is a positive integer of 1 or 2 and Z is the same as above;
- --(CH.sub.2).sub.m NHCOR, wherein m is a positive integer of 3 or 4 and COR is the same as above and --(CH.sub.2).sub.n --, wherein n is a positive integer of 1 to 6, with the proviso that at least one of R, R.sub.2, R.sub.3, and R.sub.4 is a C.sub.5 to C.sub.30 aliphatic hydrocarbon group;
- and
- allowing the mixture to stand until gel formation occurs.
3 more elements
A process for preparing a gel, which comprises:
- homogeneously admixing a non-polar organic liquid having a dielectric constant of less than 20 and having a solubility less than 10% by weight in water with 0.05% to 20% by weight of a compound containing an N-acylamino acid component having the formula ##EQU24## wherein RCO is a C.sub.2 to C.sub.30 aliphatic acyl group or an aralkyl acyl group;
- R.sub.5 is a C.sub.1 to C.sub.30 aliphatic hydrocarbon group or an aralkyl;
- and Y ##EQU25## wherein R.sub.6 is selected from the group consisting of C.sub.1 to C.sub.4 alkyl, benzyl or --(CH.sub.2).sub.m NHCOR, and m is a positive integer of 3 or 4 and COR is the same as above, with the proviso that at least one of R and R.sub.5 is a C.sub.5 to C.sub.30 aliphatic hydrocarbon group;
- and
- allowing the mixture to stand until gel formation occurs.
2 more elements
A gel, consisting essentially of:
- a homogeneous mixture of a non-polar organic liquid having a dielectric constant of less than 20 and having a solubility less than 10% by weight in water and 0.05% to 20% by weight of at least one compound containing an N-acylamino acid component having the formula ##EQU26## wherein RCO is a C.sub.2 to C.sub.30 aliphatic acyl group or an aralkyl acyl group;
- Z is hydroxy, --NH.sub.2, --OR.sub.1, --NHR.sub.2, ##EQU27## or --O.sup.-R.sub.5 NH.sub.3 .sup.+, wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 is a C.sub.2 to C.sub.30 aliphatic hydrocarbon group and aralkyl groups;
- X is hydrogen or methyl;
- and ##EQU28## wherein R.sub.6 is C.sub.1 to C.sub.4 alkyl, benzyl, phenyl, --CH.sub.2 OH, ##EQU29## --CH.sub.2 SH, --CH.sub.2 CH.sub.2 --S--CH.sub.3 or --(CH.sub.2).sub.p COZ;
- and p is a positive integer of 1 or 2, and Z is the same as above;
- --(CH.sub.2).sub.m NHCOR, wherein m is a positive integer of 3 or 4 and COR is the same as above, or --(CH.sub.2).sub.n --, wherein n is a positive integer of 1 to 6, with the proviso that when Z is --OR.sub.1, ##EQU30## wherein R.sub.6 is --(CH.sub.2).sub.m NHCOR and that at least one of R, R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 is a C.sub.5 to C.sub.30 aliphatic hydrocarbon group.
3 more elements
A gel, consisting essentially of a homogeneous mixture of a non-polar organic liquid having a dielectric constant of less than 20 and having a solubility less than 10% by weight in water, and 0.05% - 20% by weight of at least one compound having the formula ##EQU31## wherein RCO is C.sub.5 to C.sub.30 aliphatic acyl, and ##EQU32## wherein R.sub.6 is C.sub.1 to C.sub.4 alkyl or --(CH.sub.2).sub.m NHCOR, wherein m is a positive integer of 3 or 4 and COR is the same as above.
A gel, consisting essentially of:
- a homogeneous mixture of a non-polar organic liquid having a dielectric constant of less than 20 and having a solubility less than 10% by weight in water and 0.05% to 20% by weight of at least one cmpound having the formula ##EQU33## wherein RCO is a C.sub.2 to C.sub.30 aliphatic acyl group or an aralkyl acyl group;
- R.sub.1 is a C.sub.1 to C.sub.30 aliphatic hydrocarbon group or an aralkyl group, and ##EQU34## wherein R.sub.6 is --(CH.sub.2).sub.m NHCOR, wherein m is a positive integer of 3 or 4 and RCO is the same as above, with the proviso that at least one of R and R.sub.1 is a C.sub.5 to C.sub.30 aliphatic hydrocarbon group.
A gel, consisting essentially of:
- a homogeneous mixture of a non-polar organic liquid having a dielectric constant of less than 20 and having a solubility less than 10% by weight in water and 0.05% to 20% by weight of at least one compound having the formula ##EQU35## wherein RCO is a C.sub.2 to C.sub.30 aliphatic acyl group or an aralkyl acyl group;
- Z is --NH.sub.2 or --NHR.sub.2, wherein R.sub.2 is a C.sub.1 to C.sub.30 aliphatic hydrocarbon group or aralkyl group;
- and ##EQU36## wherein R.sub.6 is C.sub.1 to C.sub.4 alkyl, benzyl, --CH.sub.2 CH.sub.2 --S--CH.sub.3 or --(CH.sub.2).sub.p --COZ, wherein p is a positive integer of 1 or 2 and Z is the same as above, or --(CH.sub.2).sub.m COR, wherein m is a positive integer of 3 or 4 and COR is the same as above, with the proviso that at least one of R and R.sub.2 is a C.sub.5 to C.sub.30 aliphatic hydrocarbon group.
A gel, consisting essentially of:
- a homogeneous mixture of a non-polar organic liquid having a dielectric constant of less than 20 and having a solubility less than 10% by weight in water, and 0.05% to 20% by weight of at least one compound having the formula ##EQU37## wherein RCO is C.sub.2 to C.sub.30 aliphatic acyl;
- R.sub.5 is a C.sub.1 to C.sub.30 aliphatic hydrocarbon group or an aralkyl group;
- and Y is C.sub.1 to C.sub.4 alkyl, benzyl or --(CH.sub.2).sub.m NHCOR, wherein m is a positive integer of 3 or 4 and COR is the same as above, with the proviso that at least one of R and R.sub.5 is a C.sub.5 to C.sub.30 aliphatic hydrocarbon group.
Dependencies are inferred from the claim text.