Quaternary ammonium-substituted saponin ethers
AssigneePacific Chemical Co., Ltd.
InventorsYoung D. Kim, Byung J. Ha
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Abstract
The present invention provides quaternary ammonium-substituted saponin ethers having improved electrostatic and hydrophobic interactive activities, and therefore very useful in hair-care and skin-care products. The product of the invention, particularly, eliminates efficiently the static flyaway of hair and gives excellent conditioning effect to hair when used in hair-care products. The quaternary ammonium-substituted saponin ethers can be prepared by reacting a soya or ginseng saponin or an aglycone thereof with a cationic compound selected from quaternary ammonium halohydrin or quaternary ammonium epoxide.
Claims6
A quaternary ammonium-substituted saponin ether of the following formula (I):
- R--O--Rsap--O--R' (I)
- wherein, --O--Rsap--O-- represents a saponin or an aglycone saponin which is a polycyclic compound of saponin selected from the group consisting of a soya saponin of the formula (IV):
- ##STR7## wherein both of R.sub.4 and R.sub.5 are a glucose moiety, or R.sub.4 is a glucose moiety and R.sub.5 is hydrogen atom;
- ginseng saponins of the formulae (Va) and (Vb):
- ##STR8## wherein, R.sub.4 and R.sub.5 are a glucose moiety;
- and aglycones thereof produced by removing the sugar moieties R.sub.4 and R.sub.5 from the saponins of formula (IV), (Va) or (Vb) and
- R and R' are hydrogen or a quaternary ammonium-containing substituent attached to the aglycone saponin or saponin and at least one of them is a quaternary ammonium-containing substituent of the following formula:
- ##STR9## wherein, (Q).sup.- is an anion of strong inorganic acid;
- R.sub.1 is methyl;
- R.sub.2 and R.sub.3 are the same or different from each other and are each alkyl or an olefin group containing 18 or less carbon atoms;
- and t is the valency of the group Q, when prepared by reacting a saponin or aglycone saponin with a quaternary ammonium halohydrin of the following formula (II):
- ##STR10## wherein, Hal is a leaving group;
- and (Q).sup.-, R.sub.1, R.sub.2, R.sub.3 and t have the same meanings as above.
A quaternary ammonium-substituted saponin ether of the following formula (I):
- R--O--Rsap--O--R' (I)
- wherein,
- --O-- Rsap--O-- represents a saponin or an aglycone saponin which is a polycyclic compound of saponin selected from the group consisting of a soya saponin of the formula (IV):
- ##STR11## wherein, both of R.sub.4 and R.sub.5 are a glucose moiety, or R.sub.4 is a glucose moiety and R.sub.5 is a hydrogen atom;
- ginseng saponins of the formulae (Va) and (Vb):
- ##STR12## wherein, R.sub.4 and R.sub.5 are a glucose moiety;
- and aglycones thereof produced by removing the sugar moieties R.sub.4 and R.sub.5 from the saponins of formula (IV), (Va) or (Vb);
- and
- R and R' are hydrogen or a quaternary ammonium-containing substituent attached to the aglycone saponin or saponin and at least one of them is a quaternary ammonium-containing substituent of the following formula:
- ##STR13## wherein, (Q).sup.- is an anion of strong inorganic acid;
- R.sub.1 is methyl;
- R.sub.2 and R.sub.3 are the same or different from each other and are each alkyl or an olefin group containing 18 or less carbon atoms;
- and t is the valency of the group Q, when prepared by reacting a saponin or aglycone saponin with a quaternary ammonium epoxide of the following formula (III):
- ##STR14## wherein, R.sub.1, R.sub.2, R.sub.3 (Q).sup.- and t have the same meanings as above.
Dependencies are inferred from the claim text.