N-&egr;-long chain acyllsine crystals, process for producing...

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acids and salts thereof

Reexamination Certificate

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C523S200000, C560S125000, C401S126000

Reexamination Certificate

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06555708

ABSTRACT:

TECHNICAL FIELD
The present invention relates to N
&egr;
-long chain acyllysine crystals. When the N
&egr;
-long chain acyllysine crystals were used in cosmetics, there is provided cosmetics which have a good feeling during use such as spreadability, etc., no gleam caused by irregular light reflection, and which reduce the “stickiness” based on the oily raw materials incorporated therein and which are excellent in sustaining the makeup effect.
BACKGROUND ART
N
&egr;
-Long chain acyllysine has a good lubricity owing to its peculiar plate crystal structure so that it is being used in cosmetics for the purpose of adjusting the feeling, etc. during use. The N
&egr;
-long chain acyllysine may be prepared, for example by a process which comprises heating a higher fatty acid salt of lysine at 100~250° C. to cause dehydration (Japanese Patent Application Laid-Open No. 1513/1974). Also, it is known to be prepared by a process which comprises adding crude crystals of N
&egr;
-long chain acyllysine to an aqueous medium below pH 2 or above pH 11, dissolving N
&egr;
-long chain acyllysine in the aqueous medium by heating the mixture to 40~60° C. while stirring, and thereafter neutralizing the resultant solution to pH 6.5 by adding slowly dropwise a basic medium or an acidic medium while being kept to this temperature thereby N
&egr;
-long chain acyllysine is crystallized out.(Japanese Patent Application Laid-Open No. 242563/1989). However, an average particle diameter or a mode diameter of the N
&egr;
-long chain acyllysine crystals obtained by these known processes is as large as 15 &mgr;m or more so that when they were incorporated into cosmetics there occurs an irregular light reflection due to their plate structure to cause the so-called “gleam”. And, in the case of cosmetics where this “gleam” is not preferable, there was a problem that the amount added of the N
&egr;
-long chain acyllysine is restricted to some extent.
In this connection, oily raw materials such as an oil and fat, a wax, a hydrocarbon, a fatty acid, a higher alcohol, esters and the like are being used in cosmetics for enhancing emollient effect including controlling transpiration of water from the skin. However, when such oily raw materials were incorporated in a large amount for enhancing emollient effect, the “stickiness” is increased so that the feeling during use is not preferable.
In order to reducing the “stickiness” of the oily raw materials, N
&egr;
-long chain acyllysine crystals are known to be incorporated in cosmetics (Japanese Patent Application Laid-Open No. 74312/ 1991).
Since the average particle diameter or the mode diameter of the N
&egr;
-long chain acyllysine crystals is as large as 15 &mgr;m or more as stated above, their reducing effect on the “stickiness” is small and for this reason their use was not necessarily satisfactory.
On the other hand, as a means of making the particle size of the N
&egr;
-long chain acyllysine small, a dry or wet pulverization process is known to be applied to it (Japanese Patent Application Laid-Open No. 323914/1997). Although the pulverized N
&egr;
-long chain acyllysine powder which may be obtained by these pulverization processes has not only a little “gleam” caused by the plate structure and but also effect to reduce the “stickiness” based on the oily raw materials, the crystal form is broken owing to the mechanical pulverization to cause the problems that the cosmetics containing it have a bad spreadability and unpleasant feeling when applied to the skin or the hair and that many steps are necessary for its preparation.
Also, as another means to make the particle size small, it is reported that a basic solution of N
&egr;
-long chain acyllysine is added dropwise to an acidic solution such as hydrochloric acid thereby obtaining fine crystals of 0.01~3 &mgr;m in the terms of the projected diameter when observed under an electron microscope (Japanese Patent Application Laid-Open No. 337519/ 1996). However, when the crystals obtained by this process were measured with a particle size distribution meter, their average particle diameter or their mode diameter lies in the vicinity of 18 &mgr;m which does not coincide with the value of the projected diameter observed under the electron microscope, thus they have still large particle size. And therefore, the “gleam” caused by the irregular light reflection due to their plate structure was increased and further the “stickiness” due to the oily raw materials could not be reduced sufficiently and the feeling during use was not satisfactory.
DISCLOSURE OF THE INVENTION
An object of the invention is to provide cosmetics which do not cause any irregular light reflection, i.e. the “gleam” even when applied to the skin and the hair, giving a good feeling during use such as spreadability, etc., and which is excellent in the sustaining of the makeup effect.
Another object of the invention is to provide cosmetics containing an oily raw material, said cosmetics having a high emollient effect and no “stickiness” and being excellent in lubricity during use.
As a result of having ardently studied considering such actual situation, the present inventors have found that by using N
&egr;
-long chain acyllysine crystals whose average particle diameter or mode diameter is set to the range of 3~15 &mgr;m without being mechanically pulverized there can be provided cosmetics which do not have gleam and stickiness when applied to the skin and the hair, giving a good feeling during use such as spreadability, etc., and being excellent in sustaining the makeup effect. And the present invention has been completed based on the above finding.
That is, the present invention is characterized by being non-pulverized N
&egr;
-long chain acyllysine crystals whose average particle diameter and/or mode diameter is 3~15 &mgr;m.
Also, the present invention is characterized by being N
&egr;
-long chain acyllysine crystals obtained by dissolving N
&egr;
-long chain acyllysine in an acidic solvent or a basic solvent consisting of one or more selected from lower alcohols and/or water and thereafter neutralizing the resultant solution by adding dropwise a basic solution or an acidic solution at a temperature below 35° C. to crystallize out N
&egr;
-long chain acyllysine.
Also, the present invention relates to powders treated wherein powders for cosmetic use have been subjected to dry surface treatment with one or more selected from said crystals.
Further, the present invention is cosmetics which are characterized by containing said crystals or said powders treated.
Furthermore, the present invention is cosmetics which are characterized by containing an oily raw material in combination with said crystals.
Also, the present invention relates to a process for preparing N
&egr;
-long chain acyllysine crystals which is characterized by dissolving N
&egr;
-long chain acyllysine in an acidic solvent or a basic solvent consisting of one or more selected from lower alcohols and/or water and thereafter neutralizing the resultant solution by adding dropwise a basic solution or an acidic solution at a temperature below 35° C. to crystallize out N
&egr;
-long chain acyllysine.
Firstly, N
&egr;
-long chain acyllysine crystals of the present invention and a process for preparing the same are illustrated.
The raw material N
&egr;
-long chain acyllysine which may be employed in a process for preparing crystals of the present invention may be synthesized by the known process described in Japanese Patent Application Laid-Open No. 1513/1974. Also, a commercially available product (for example, “Amihope”, a trade name, a product of Ajinomoto Co., Inc.) may be employed.
The long chain acyl groups in the N
&egr;
-long chain acyllysine are those of saturated or unsaturated fatty acids having 8~22 carbon atoms. If they are exemplified, oleyl, lauroyl, myristyl, stearyl, palmityl, octyldodecyl, behenyl, acyl of coconut oil fatty acid, acyl of palm kernel oil fatty acid, acyl of tallow oil fatty acid and so on are taken, but lauroyl group is preferred from the standpoint of view of being

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