Aniline compound-containing hair dye composition and method...

Drug – bio-affecting and body treating compositions – Live hair or scalp treating compositions

Reexamination Certificate

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C008S405000, C008S416000, C514S210010, C514S277000, C514S279000, C514S299000, C514S359000, C514S408000, C514S410000, C514S412000, C514S415000, C514S656000, C514S657000, C514S718000, C514S727000, C514S730000

Reexamination Certificate

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06613313

ABSTRACT:

BACKGROUND OF THE INVENTION
The present invention relates to a hair dye composition containing an aniline compound. In particular, the present invention relates to an oxidation hair dye composition which exhibits excellent spreadability, applicability, level-dyeing property and shampoo resistance. The present invention also relates to a method of dyeing hair with the hair dye composition.
Hair dyes are classified into groups of temporary hair colorants, semipermanent hair dyes and permanent hair dyes. The oxidation hair dyes are the most widely used among the permanent hair dyes. When a hair dye of this kind is applied to hair, the oxidative polymerization occurs to develop a color after the oxidation dye in the hair dye composition penetrates into hair and, as a result, the hair is chemically dyed. Therefore, the hair dye of this kind has a strong dyeing power and the color lasts for a long time. The oxidation hair dyes are usually of two-pack type to be used by mixing a first pack containing an oxidation dye with a second pack containing an oxidizing agent at the time of use and applying the obtained mixture to hair. However, the oxidation hair dyes of one-pack type which is in the form of a powder to be mixed with water at the time of the use, and three- or more-pack type are available. In any case, the oxidation hair dyes chemically dye hair by the oxidative polymerization reaction. Therefore, when the applicability of the oxidation hair dye to hair is insufficient, dyeing specks are easily formed. To prevent the formation of the dyeing specks, various ideas were proposed hitherto. For example, a solvent, a dispersion medium or the like is incorporated into the oxidation hair dye composition to improve the fluidity thereof so that the hair dye can be rapidly and uniformly applied to hair; or an improved thickening agent is used as described in Japanese Patent Unexamined Published Application (hereinafter referred to as “J. P. KOKAI”) No. Hei 9-20628. However, a further improvement is demanded. In particular, a further improvement in the fastness is demanded so that the dyed hair is not decolored even after repeating the shampoo many times.
SUMMARY OF THE INVENTION
Therefore, an object of the present invention is to provide an oxidation hair dye composition excellent in spreadability, applicability, level-dyeing property and shampoo resistance.
Another object of the invention is to provide a method of dyeing hair with the oxidation hair dye composition.
The present invention provides a hair dye composition containing at least one of the compounds of the following general formulae (I) to (V):
In formula (I), R
1
represents an alkyl group, aryl group or heterocyclic group, R
2
represents a substituent and Z represents an ethylene group or trimethylene group. When R
1
is an alkyl or aryl group, at least one of R
1
and Z is substituted by a substituent containing at least one of nitrogen atom, oxygen atom and sulfur atom. n represents 0 or an integer of 1 to 3. When n is 2 or higher, R
2
's may be the same or different or they may form a ring. A represents an acid radical or, in other words, A-H is an acid, and m represents 0 or a positive integer.
In formula (II), R
11
represents a substituent, and Y represents a tetramethylene, pentamethylene or hexamethylene group substituted by a substituent containing at least one of nitrogen atom, oxygen atom and sulfur atom. n
1
represents 0 or an integer of 1 to 4. When n
1
is 2 or higher, R
11
's may be the same or different or they may form a ring. A part of Y and R
11
do not form a ring together. A
1
represents an acid radical or, in other words, A
1
-H is an acid, and m
1
represents 0 or a positive integer.
In formula (III), R
21
represents an alkyl, aryl or heterocyclic group, R
23
represents a hydrogen atom or an alkyl, aryl or heterocyclic group, and RZ3 represents a substituent. n
Z1
represents an integer of 2 to 8, and n
Z2
represents 0 or an integer of 1 to 4. When n
Z2
is 2 or higher, R
23
's may be the same or different or together form a ring. R
21
do not form a ring with R
23
and do not have four or more hydroxyl groups in the molecule. A
2
represents an acid radical or, in other words, A
2
-H is an acid, and m
2
represents 0 or a positive integer.
In formula (IV), R
41
represents a substituent and n
41
represents 0 or an integer of 1 to 4. When n
41
is 2 or higher, R
41
's may be the same or different or together form a ring. A
41
represents an acid radical or, in other words, A
41
-H is an acid, and m
41
represents 0 or a positive integer.
In formula (V), R
51
represents a hydrogen atom or an alkyl, aryl or heterocyclic group, R
52
represents a substituent. n
51
represents an integer of 1 to 4. When n
51
is 2 or higher, R
52
s may be the same or different or together form a ring. R
51
does not form a ring with R
52
. A
51
represents an acid radical or, in other words, A
51
-H is an acid, and m
51
represents 0 or a positive integer.
DETAILED EXPLANATION OF THE PREFERRED EMBODIMENTS
The detailed description will be made on the compounds of the general formulae (I) to (V).
The term “alkyl groups” herein indicates linear, branched and cyclic alkyl groups which may have a substituent.
In general formula (I), R
1
represents an alkyl group, aryl group or heterocyclic group. These substituents may be further substituted by other substituents such as those comprising, for example, halogen, oxygen, nitrogen, sulfur and/or carbon atom (e.g. alkyl, alkenyl, alkynyl, aryl, hydroxyl, nitro and cyano groups). When R
1
is an alkyl group, it is preferred that among the carbon atoms in R
1
, elements other than hydrogen element and carbon element are bonded to the carbon atom directly bonded to the nitrogen atom in the general formula (I). When R
1
is a heterocyclic group, the nitrogen atom bonded to R
1
in the general formula (1) is preferably bonded to a carbon atom constituting the heterocyclic ring of the heterocyclic group. The alkyl groups are linear, branched or cyclic alkyl groups having 1 to 25 carbon atoms, preferably 1 to 15 carbon atoms, such as methyl, ethyl, propyl, isopropyl, t-butyl, 2-hydroxyethyl, 3-hydroxypropyl, benzyl, 2-methanesulfonamidoethyl, 3-methanesulfonamidopropyl, 2-methanesulfonylethyl, 2-methoxyethyl, cyclopentyl, 2-acetamidoethyl, hydroxymethyl, 2-carboxyethyl, 2-carbamoylethyl, 3-carbamoylpropyl, 2,3-dihydroxypropyl, 3,4-dihydroxybutyl, 2,3,4-trihydroxybutyl, 2,3,4,5-tetrahydroxypentyl, 2,3,4,5,6-pentahydroxyhexyl, methanesulfonamidomethyl, n-hexyl, n-decyl, n-octadecyl, 2-ethylhexyl, 2-hydoxypropyl, 4-hydroxybutyl, 2-carbamoylaminoethyl, 3-carbamoylaminopropyl, 4-carbamoylaminobutyl, 4-carbamoylbutyl, 2-carbamoyl-1-methylethyl, carbamoylaminomethyl, 4-nitrobutyl, 2-(2-hydroxyethoxy)ethyl, 2-[2-(2-hydroxyethoxy)ethoxy]ethyl, 2-(2-[2-(2-hydroxyethoxy)ethoxy]ethoxy)ethyl, 2-[2-(2-2-(2-hydroxyethoxy)ethoxy]ethoxy)ethoxy]ethyl, 2-(2-[2-(2-[2-(2-hydroxyethoxy)ethoxyethoxy) ethoxy]ethoxy)ethyl, 2-[2-(2-[2-(2-[2-(2-hydroxyethoxy)ethoxy]ethoxy)ethoxy]ethoxy)ethoxy]ethyl, 2-(2-[2-(2-[2-(2-[2-(2-hydroxyethoxy)ethoxy]ethoxy)ethoxy]ethoxy)ethoxy] ethoxy)ethyl, 2-(2-methoxyethoxy)ethyl, 2-[2-(2-methoxyethoxy)ethoxy] ethyl, 2-(2-[2-(2-methoxyethoxy)ethoxy]ethoxy)ethyl, 2-[2-(2-[2-(2-methoxyethoxy)ethoxy]ethoxy)ethoxy]ethyl, 2-(2-ethoxyethoxy)ethyl and 2-[2-(2-butoxyethoxy)ethoxy]ethyl groups.
The aryl groups are preferably those having 6 to 24 carbon atoms such as phenyl, naphthyl and p-methoxyphenyl groups. The heterocyclic groups are five-membered or six-membered, saturated or unsaturated heterocyclic groups containing 1 to 5 carbon atoms and at least one of oxygen, nitrogen and sulfur atoms. The number of the hetero atoms or elements constituting the ring may be one or more. The heterocyclic groups include 2-furyl, 2-thienyl, 2-pyrimidinyl, 2-benzotriazolyl, imidazolyl and pyrazolyl groups.
R
1
is pre

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