JP7828625B2 - Hair treatment products - Google Patents

Description

This invention relates to a hair treatment agent.

Hair rinses and treatments have traditionally been used to give hair smoothness, suppleness, and manageability. Generally, hair rinses and treatments contain conditioning ingredients such as cationic surfactants, oils, silicone derivatives, and protein hydrolysates. These ingredients adhere to the hair surface, thereby providing a conditioning effect.

However, conventional hair rinses and treatments have weak conditioning effects on hair that has undergone repeated coloring and perming, and their conditioning effects are easily lost through shampooing.

To improve the conditioning effect on hair treated with hair coloring or perms, and to enhance the duration of that conditioning effect, a technique has been proposed to form an ionic complex in the hair by combining anionic substances (polymers, protein hydrolysates, etc.) and cationic substances (polymers, surfactants, etc.) (for example, Patent Documents 1 to 5).
However, even with these techniques, the conditioning effect was insufficient for severely damaged hair and severely damaged ends.

Japanese Patent Application Publication No. 10-087441 Japanese Patent Application Publication No. 10-120533 Japanese Patent Publication No. 2001-048751 Japanese Patent Publication No. 2001-192325 Japanese Patent Publication No. 2006-124278

In recent years, hair design techniques involving bleaching followed by hair coloring have become popular, resulting in more severe hair damage than before. Therefore, conventional hair treatments have been insufficient in conditioning severely damaged hair.
Furthermore, along with the popularity of the aforementioned hair design techniques, there has been a demand for hair treatments that can provide conditioning effects such as smoothness, suppleness, and manageability to the hair. In particular, there has been a need for hair treatments that can provide excellent conditioning effects even to severely damaged hair.
The present invention has been made in view of the above circumstances, and its object is to provide a hair treatment agent that can impart an excellent conditioning effect to hair.

The hair treatment agent of the present invention, which has solved the above problems, has the following configuration.
[1] Treatment agent X containing the following (A1) and (B1) in container A; or treatment agent Y containing a first agent containing the following (A1) in container B and a second agent containing the following (B1) in container C;
A hair treatment product containing [ingredient].
(A1) Polyquaternium-64
(B1) Bisethoxydiglycol dicarboxylic acid

[2] The hair treatment agent according to [1], wherein the amount of polyquaternium-64 contained in the treatment agent X or the first agent is 1% by mass or less (excluding 0% by mass).

[3] The hair treatment agent according to [1] or [2], wherein the content of the (B1) dicarboxylic acid bisethoxydiglycol contained in the treatment agent X or the second agent is 15% by mass or less (excluding 0% by mass).

[4] The hair treatment agent according to any one of [1] to [3], further comprising a treatment agent Z containing the following (C1) and (C2) in a container D.
(C1) Amino-modified silicone (C2) Dicarboxylic acid diester

[5] The amount of the (C1) amino-modified silicone contained in the treatment agent Z is 10% by mass or less (excluding 0% by mass),
The hair treatment agent according to [4], wherein the content of the (C2) dicarboxylic acid diester is 7% by mass or less (excluding 0% by mass).

[6] The hair treatment agent according to any one of [1] to [5], wherein the treatment agent X or the first agent further contains (A2) and/or (A3) below.
(A2) Cationic protein (A3) Cationic surfactant

[7] The hair treatment agent according to any one of [1] to [6], wherein the treatment agent X or the second agent further contains (B2) as described below.
(B2) Anionic polysaccharides

A method of using a hair treatment agent according to any one of [1] to [7], including one of the following application methods.
Apply the aforementioned treatment agent X to the hair;
After applying the treatment agent X to the hair, apply the treatment agent Z;
After applying the first agent to the hair, apply the second agent to the hair;
After applying the first agent to the hair, the second agent is applied to the hair, and then the treatment agent Z is applied;
After applying the second agent to the hair, apply the first agent to the hair;
After applying the second agent to the hair, the first agent is applied to the hair, and then the treatment agent Z is applied;
After mixing the first agent and the second agent to prepare a mixture, apply the mixture to the hair; or after mixing the first agent and the second agent to prepare a mixture, apply the mixture to the hair, and then apply the treatment agent Z;

The hair treatment agent of the present invention can impart excellent smoothness, suppleness, and manageability (hereinafter referred to as the conditioning effect) to hair that has been severely damaged by multiple chemical treatments such as bleaching, hair coloring, and perming (hereinafter referred to as bleaching, etc.).

The hair to which the hair treatment agent of the present invention is applied is preferably hair that has been bleached, more preferably hair that has been bleached two or three times, and even more preferably hair that has been bleached four or more times.
Hair that has undergone multiple bleaching treatments, such as white bleaching, is more severely damaged than hair that has been conventionally colored or permed. Therefore, conventional hair treatments have not been able to provide sufficient conditioning effects for such severely damaged hair.

The hair treatment agent of the present invention contains (A1) polyquaternium-64 and (B1) dicarboxylic acid bisethoxydiglycol as essential components. By including both components as essential components, it is possible to provide excellent conditioning effects to severely damaged hair, that is, to impart smoothness, suppleness, and manageability to the hair. Furthermore, by using treatment agent Z, the conditioning effect imparted by the hair treatment agent of the present invention is sustained; that is, the conditioning effect can be maintained even after shampooing the hair multiple times after treatment with the hair treatment agent.

The hair treatment agent of the present invention will be described below.
The hair treatment agent of the present invention comprises the following treatment agent X or treatment agent Y.
Treatment agent X: Contains (A1) polyquaternium-64 and (B1) dicarboxylic acid bisethoxydiglycol in the same container A (sometimes referred to as a single-component treatment agent).
Treatment agent Y: Consists of a first agent and a second agent. The first agent contains (A1) polyquaternium-64 in container B, and the second agent contains (B1) dicarboxylic acid bisethoxydiglycol in container C. Note that the first and second agents are contained in separate containers (sometimes referred to as a two-part treatment agent).
The conditioning effect of the present invention is obtained when (A1) polyquaternium-64 and (B1) dicarboxylic acid bisethoxydiglycol are applied to the hair simultaneously during hair treatment. Therefore, before application, (A1) polyquaternium-64 and (B1) dicarboxylic acid bisethoxydiglycol may be stored together in the same container A (one-component treatment agent), or (A1) polyquaternium-64 and (B1) dicarboxylic acid bisethoxydiglycol may be stored separately in containers B and C so as not to mix (two-component treatment agent).

(A1) Polyquaternium-64
(A1) Polyquaternium-64 is a polymer having a phosphorylcholine group represented by the following formula (I).

Although several types of polyquaternium exist, the inventors' research has shown that only the combination of polyquaternium-64 and dicarboxylic acid bisethoxydiglycol exhibits superior hair conditioning effects on severely damaged hair.
In this invention, various commercially available polyquaternium-64s, such as "LIPIDURE-C" (manufactured by NOF Corporation), can be used.

(A1) Increasing the polyquaternium-64 content contributes to the conditioning effect, particularly improving the smoothness of the hair. On the other hand, if the polyquaternium-64 content is too high, the hair becomes too soft and prone to tangling, and the conditioning effect, i.e., the smoothness of the hair, the suppleness of the hair, and the manageability of the hair tend to worsen.
(A1) The content of polyquaternium-64 in the treatment agent X or the first agent is preferably 0.0005% by mass or more, more preferably 0.0025% by mass or more, even more preferably 0.005% by mass or more, preferably 1% by mass or less, more preferably 0.5% by mass or less, and even more preferably 0.2% by mass or less.

(B1) Bisethoxydiglycol dicarboxylic acid (B1) Bisethoxydiglycol dicarboxylic acid is a compound represented by the following formula (II).
[Case 2]
R ₂ O-CO-R ₁ -CO-OR ₂ ...(II)
(In the formula, _R1 represents a linear, branched, or cyclic hydrocarbon group having 2 to 10 carbon atoms, and _R2 represents an ethoxydiglycol group.)
Specific examples of dicarboxylic acid bisethoxydiglycols include, for example, cyclohexanedicarboxylic acid bisethoxydiglycol, succinate bisethoxydiglycol, adipic acid bisethoxydiglycol, sebacate bisethoxydiglycol, phthalate bisethoxydiglycol, terephthalate bisethoxydiglycol, and azelaic acid bisethoxydiglycol.
Bisethoxydiglycol cyclohexanedicarboxylic acid is particularly preferred. Various commercially available products such as "Neosolue-Aqualio" (manufactured by Nippon Seika Co., Ltd.) can be used as bisethoxydiglycol cyclohexanedicarboxylic acid.
(B1) Bisethoxydiglycol dicarboxylic acid may be used alone or in combination of two or more types.

Increasing the content of (B1) dicarboxylic acid bisethoxydiglycol improves the conditioning effect. On the other hand, if the content of (B1) dicarboxylic acid bisethoxydiglycol becomes too high, too much (A1) polyquaternium-64 and/or (B1) dicarboxylic acid bisethoxydiglycol (hereinafter sometimes referred to as the active ingredient) will adhere to the hair, causing the hair to become sticky and tending to worsen the conditioning effect.
(B1) The content of dicarboxylic acid bisethoxydiglycol is preferably 0.05% by mass or more, more preferably 0.1% by mass or more, even more preferably 0.5% by mass or more, preferably 15% by mass or less, more preferably 10% by mass or less, and even more preferably 4% by mass or less, in proportion to the treatment agent X or the second agent (total if there are two or more types).

In the first agent of treatment agent X, the remaining component other than (A1) polyquaternium-64 is a solvent, and known solvents for hair treatment agents such as water and ethanol can be used as the solvent, preferably water.
Furthermore, in the second agent, the remaining component other than (B1) dicarboxylic acid bisethoxydiglycol can be a known solvent for hair treatment agents such as water or ethanol, and water is preferred.
Treatment agent X, the first agent, and the second agent may contain effective additives such as component (A2), component (A3), and component (B2) described below, as well as various known additives.
The hair treatment agent may also consist of treatment agent X; or treatment agent Y consisting of a first agent and a second agent, or it may further consist of treatment agent Z.

The hair treatment agent of the present invention can be used in combination with (A1) polyquaternium-64 and (B1) dicarboxylic acid bisethoxydiglycol to obtain the desired effects described above. However, it is preferable to further include at least one active additive selected from the group consisting of (1) to (3) below, as this can further improve the conditioning effect and the duration of the conditioning effect.
(1) (C1) Amino-modified silicone, and (C2) Dicarboxylic acid diester (treatment agent Z)
(2) (A2) Cationized proteins and/or (A3) Cationic surfactants (3) (B2) Anionic polysaccharides

(1) Treatment agent Z
Treatment agent Z contains (C1) amino-modified silicone and (C2) dicarboxylic acid diester. (C1) amino-modified silicone and (C2) dicarboxylic acid diester must be used in combination, and when used together with (A1) polyquaternium-64 and (B1) dicarboxylic acid bisethoxydiglycol, the conditioning effect and the duration of the conditioning effect can be improved.
The added effect of the above treatment agent Z is obtained when it is applied to the hair together with (A1) polyquaternium-64 and (B1) dicarboxylic acid bisethoxydiglycol. Before application to the hair, it is desirable to store (C1) amino-modified silicone and (C2) dicarboxylic acid diester in a separate container D from containers B and C to prevent mixing with (A1) polyquaternium-64 and (B1) dicarboxylic acid bisethoxydiglycol.

(C1) Amino-modified silicone (C1) Amino-modified silicone has excellent adsorption to hair and is an ingredient that is effective in improving damage care, conditioning effects, and longevity.
(C1) Examples of amino-modified silicones include amodimethicone such as aminoethylaminopropylsiloxane/dimethylsiloxane copolymer; (aminoethylaminopropylmethicone/dimethicone) copolymer such as aminoethylaminopropylmethylsiloxane/dimethylsiloxane copolymer; and aminopropyldimethicone such as highly polymerized dimethylsiloxane/methyl(aminopropyl)siloxane copolymer.
Various commercially available amino-modified silicones can be used, such as "DOWSIL SM 8904 COSMETIC EMULSION,""DOWSILBY22-079,""DOWSILFZ-4671,""DOWSILFZ-4672," and "DOWSIL SS-3551" (manufactured by Dow-Toray).
(C1) Amino-modified silicones may be used alone or in combination of two or more types.

Increasing the content of (C1) amino-modified silicone can improve the conditioning effect and its duration. On the other hand, if the content of (C1) amino-modified silicone is too high, it tends to adhere too much to the hair, causing increased snagging when combing, and thus reducing the conditioning effect and its duration.
(C1) The content of amino-modified silicone is preferably 0.1% by mass or more, more preferably 1% by mass or more, even more preferably 2% by mass or more, preferably 10% by mass or less, more preferably 7% by mass or less, and even more preferably 5% by mass or less, in proportion to the treatment agent Z (total if there are two or more types).

(C2) Dicarboxylic acid diesters are effective ingredients that promote the penetration of active ingredients into the hair, and are effective in improving damage repair, conditioning, and duration of effects.
Examples of (C2) dicarboxylic acid diesters include adipic acid diesters such as diisopropyl adipate, diisobutyl adipate, diethoxyethyl adipate, and diglyceryl adipate mixed fatty acid esters; succinic acid diesters such as diethoxyethyl succinate and dioctyl succinate; and sebacate acid diesters such as diethyl sebacate.
Various commercially available products can be used as (C2) dicarboxylic acid diesters.
(C2) dicarboxylic acid diesters can be used alone or in combination of two or more types.

Increasing the content of (C2) dicarboxylic acid diester can improve the conditioning effect and its duration. On the other hand, if the content of (C2) dicarboxylic acid diester is too high, it tends to adhere too much to the hair, causing stickiness and reducing the conditioning effect and its duration.
The content of (C2) dicarboxylic acid diester is preferably 0.01% by mass or more, more preferably 0.1% by mass or more, even more preferably 0.5% by mass or more, preferably 7% by mass or less, more preferably 5% by mass or less, and even more preferably 2% by mass or less, in proportion to the treatment agent Z (total if there are two or more types).

(2) (A2) Cationized protein and/or (A3) Cationic surfactant Including at least one, preferably both, of (A2) cationized protein and (A3) cationic surfactant can improve the conditioning effect.
(A2) A cationized protein and/or (A3) a cationic surfactant are preferably included in the treatment agent X or the first agent.

(A2) Cationized proteins (A2) Cationized proteins are components that contribute to improving the adhesion (adsorption) of active ingredients to hair in particular.
Cationized proteins are compounds in which proteins or hydrolyzed proteins have been cationized. Examples of cationized proteins include cationized hydrolyzed keratin, cationized hydrolyzed collagen, cationized hydrolyzed rice protein, cationized hydrolyzed silk, and cationized hydrolyzed casein.
Specifically, these include N-[2-hydroxy-3-(trimethylammonio)propyl] hydrolyzed keratin chloride, N-[2-hydroxy-3-(trimethylammonio)propyl] hydrolyzed collagen chloride, N-[2-hydroxy-3-(trimethylammonio)propyl] hydrolyzed rice protein chloride, and N-[2-hydroxy-3-(trimethylammonio)propyl] hydrolyzed silk chloride. Derivatives such as cetearamidethyldiethonium hydrolyzed rice protein can also be mentioned.
These (A2) cationized proteins can be used individually or in combination of two or more.

(A2) Increasing the content of cationized proteins increases the adhesion of active ingredients to the hair, thereby improving the conditioning effect. On the other hand, if the content of (A2) cationized proteins is too high, there will be too many adhesion-enhancing components adsorbed to the hair, which tends to worsen the conditioning effect, such as increased snagging when combing the hair and reduced suppleness.
(A2) The content of cationized protein is preferably 0.005% by mass or more, more preferably 0.03% by mass or more, even more preferably 0.1% by mass or more, preferably 2% by mass or less, more preferably 1.5% by mass or less, and even more preferably 1% by mass or less, in proportion to the treatment agent X or the first agent (total if there are two or more types).

(A3) Cationic surfactants (A3) Cationic surfactants are ingredients that contribute to improving the smoothness of hair and to improving the conditioning effect.
(A3) Examples of cationic surfactants include alkyltrimethylammonium halides, dialkyldimethylammonium halides, alkyldimethylbenzylammonium halides, and tertiary aliphatic amino salts. Specifically, examples include monoalkyl quaternary ammonium salts such as lauryltrimethylammonium chloride, myristyltrimethylammonium chloride, cetyltrimethylammonium chloride, cetyltrimethylammonium methyl sulfate, palmityltrimethylammonium chloride, stearyltrimethylammonium chloride, and eicosyltrimethylammonium chloride; and dilong-chain alkyl quaternary ammonium salts such as dipalmityldimethylammonium chloride and distearyldimethylammonium chloride. Among these, monoalkyl quaternary ammonium salts are preferred.
(A3) Cationic surfactants may be used alone or in combination of two or more types.

(A3) Increasing the content of cationic surfactants can improve the conditioning effect. On the other hand, (A3) if the content of cationic surfactants is too high, the hair tends to become too soft and difficult to manage.
(A3) The content of cationic surfactant is preferably 0.01% by mass or more, more preferably 0.1% by mass or more, even more preferably 0.2% by mass or more, preferably 3% by mass or less, more preferably 2% by mass or less, and even more preferably 1.5% by mass or less, in proportion to the treatment agent X or the first agent.

(3) (B2) Anionic polysaccharides (B2) Anionic polysaccharides are effective ingredients for conditioning, especially for improving hair manageability.
(B2) Examples of anionic polysaccharides include carrageenan, xanthan gum, guar gum, sodium alginate, and carboxymethyldextran sodium, which is the sodium salt of the polyvalent carboxymethyl ether of dextran. Among these, carboxymethyldextran sodium is preferred.
(B2) Various commercially available anionic polysaccharides can be used.
(B2) Anionic polysaccharides can be used alone or in combination of two or more types.

(B2) Increasing the content of anionic polysaccharides can improve the conditioning effect. On the other hand, if the content of anionic polysaccharides (B2) is too high, the viscosity of the treatment agent becomes too high, making it difficult to apply evenly to the hair, and preventing sufficient adsorption of the active ingredients, which tends to worsen the conditioning effect.
(B2) The content of anionic polysaccharides is preferably 0.001% by mass or more , more preferably 0.01% by mass or more, even more preferably 0.1% by mass or more, and preferably 15% by mass or less, more preferably 5% by mass or less, and even more preferably 2% by mass or less, in proportion to the treatment agent X or the second agent (total if there are two or more types).

In addition to the above-mentioned active additive components, the hair treatment agent of the present invention may also contain, as necessary, various known additives that are used in known hair treatment agents.
Examples of known additives include oils and fats such as vegetable oils (olive oil, jojoba oil, shea butter, etc.), fatty acids, hydrocarbons (squalane, liquid paraffin, etc.), higher alcohols, surfactants (anionic surfactants, amphoteric surfactants, nonionic surfactants), sugars (sorbitol, etc.), fluorinated compounds, deodorants, preservatives, chelating agents, pH adjusters, solvents, anti-inflammatory agents, thickeners, fragrances, and colorants, which can be blended as appropriate.

The hair treatment agent of the present invention can be in various forms, such as creams, lotions, emulsions, gels, etc., and can be widely used and applied in hair cosmetics.

A preferred method of using the hair treatment agent of the present invention will be described.
The hair treatment agent of the present invention is preferably used after (a) first removing dirt from the hair with shampoo and then thoroughly removing water to make the hair moist (hereinafter sometimes referred to as pre-washing).
In the case of a one-component treatment agent using treatment agent X, a) apply treatment agent X to the hair and spread it evenly throughout the hair.
(c) Afterwards, it is preferable to rinse the hair treatment agent off with hot water (hereinafter sometimes referred to as "hot water rinsing").

When using treatment agent Z in addition to treatment agent X, a) after pre-washing, b) apply treatment agent X to the hair, spreading and working it into the entire hair, and then, without removing treatment agent X, that is, without rinsing off treatment agent X, d) apply treatment agent Z to the hair, spreading and working it into the entire hair.
(c) Afterwards, it is preferable to wash with hot water.

In the case of a two-part treatment agent using a first agent and a second agent, the order of application of the first and second agents is not particularly limited; it is sufficient that both the first and second agents are applied to the hair. Therefore, any of the following usage methods I to III may be used.
I: a) After pre-washing, C-1) apply the first agent to the hair, spreading it evenly throughout the hair. Without removing the first agent, that is, without rinsing it off, C-2) apply the second agent to the hair, spreading it evenly throughout the hair.
II: a) After pre-washing, apply the second agent (C-3) to the hair, spreading it evenly throughout the hair. Without removing the second agent, that is, without rinsing it off, apply the first agent (C-4) to the hair, spreading it evenly throughout the hair.
III: a) After pre-washing, k-5) prepare a mixture by mixing the first agent and the second agent, then k-6) apply the mixture to the hair and spread it evenly throughout the hair.
(c) After the above steps (2), (4), and (6), it is preferable to wash with hot water.

When using treatment agent Z in addition to the two-part treatment agent,
After I: a) → k-1) → k-2) above, or after II: a) → k-3) → k-4) above, or after III: a) → k-5) → k-6) above,
(c) Without rinsing with water, that is, with the first and second agents applied to the hair, (d) apply treatment agent Z to the hair and spread it evenly throughout the hair.
After that, it is preferable to wash it with hot water.

In this invention, the hair may be left for, for example, 5 to 30 minutes after the treatment agent has been applied. Allowing for this waiting time further promotes the penetration and adsorption of each component into the hair, thereby improving the conditioning effect and its duration.
Such waiting periods are preferably carried out between, for example, I and U, I and E, K-1 and K-2, K-2 and U, K-2 and Ki, K-3 and K-4, K-4 and U, K-4 and Ki, K-6 and U, and K-6 and Ki. If there are multiple applications of the treatment agent, waiting periods may be carried out between each application of the treatment agent, or between any two applications of the treatment agent.

Furthermore, if the hair is severely damaged, after applying each treatment agent to the hair, you may heat it using a steamer or rollerball and leave it for a while before rinsing the treatment agent off with warm water. Heating and leaving it for a while further promotes the penetration and adsorption of each ingredient, improving the conditioning effect and its duration. The heating temperature when heating and leaving it for a while should be, for example, 30°C to 60°C. The time to leave it at this temperature should be, for example, 5 to 30 minutes.

The present invention will be described in more detail below with reference to examples. However, the present invention is not limited by the following examples, and it is certainly possible to implement it with appropriate modifications within the scope that is consistent with the spirit of the preceding and following descriptions. All such modifications are included within the technical scope of the present invention.

(Bleach treatment)
Hair strands that had not undergone any chemical treatments such as perming, hair coloring, or bleaching were prepared. A bleaching agent was prepared by mixing powder bleach (Nakano Pharmaceutical Co., Ltd.'s Charadeco Toner Bleach Powder EX) and a hydrogen peroxide-based oxidizing agent (Nakano Pharmaceutical Co., Ltd.'s Charadeco Oxide N06) in a 1:3 (mass ratio). This bleaching agent was applied to the hair in a 1:1 mass ratio, held at 35°C for 30 minutes, and then washed with a 45% by mass solution of triethanolamine lauryl sulfate. Subsequently, the triethanolamine lauryl sulfate solution was washed off with hot water, and then the hair was completely dried with a hairdryer. This process (bleaching → washing with triethanolamine lauryl sulfate solution → washing with hot water → drying) was repeated three times. Evaluation samples were prepared using the bleached hair strands obtained.
The bleached hair bundles used to prepare each evaluation sample were 20 cm long and weighed 15 g.

(Preparation of evaluation samples)
After thoroughly rinsing the bleached hair with hot water (hereinafter referred to as pre-washing), one of the following treatments was performed using a hair treatment agent.
Treatment 1: 1.0 g of treatment agent X containing both component (A1) and component (B1) was applied to the hair strands, and then the treatment agent X was thoroughly rinsed off with running water. After that, the hair strands were completely dried with a hairdryer.
Treatment 2: 1.0 g of treatment agent A (first agent) containing ingredient (A1) was applied to the hair bundle, and then 2.0 g of treatment agent B (second agent) containing ingredient (B1) was applied. After application, treatment agents A and B were thoroughly rinsed off with running water. Then the hair bundle was completely dried with a hairdryer.
Treatment 3: After applying 2.0 g of treatment agent B (second agent) containing ingredient (B1), 1.0 g of treatment agent A (first agent) containing ingredient (A1) was applied to the hair bundle. After application, treatment agents A and B were thoroughly rinsed off with running water. Then, the hair bundle was completely dried with a hairdryer.
Note that in some prescriptions, ingredient (A1) may not be included in treatment agent A, and ingredient (B1) may not be included in treatment agent B. The component compositions of the treatment agents used for each treatment are as shown in Tables 1 to 7.
Each sample obtained after treatment with the hair treatment agent was evaluated according to the following criteria. Examples No. 2-4 were used as the evaluation criteria.

(Method for evaluating the smoothness of hair)
Ten expert panelists conducted a sensory evaluation using the following criteria, calculated the total score, and judged the "smoothness of the hair" based on the following criteria.
[Evaluation criteria for each panelist]
3 points: Good glide; 2 points: Fairly good glide; 1 point: Poor glide [Glide rating criteria]
◎: 25 points or more ○: 20 points or more, less than 25 points △: 15 points or more, less than 20 points ×: 10 points or more, less than 15 points

(Method for evaluating hair suppleness)
Ten expert panelists conducted sensory evaluations based on the following criteria, calculated the total score, and determined the "hair suppleness" according to the following criteria.
[Evaluation criteria for each panelist]
3 points: Feels flexible 2 points: Feels somewhat flexible 1 point: Does not feel flexible [Criteria for evaluating flexibility]
◎: 25 points or more ○: 20 points or more, less than 25 points △: 15 points or more, less than 20 points ×: 10 points or more, less than 15 points

(Method for evaluating hair manageability)
Ten expert panelists conducted a sensory evaluation using the following criteria, calculated the total score, and judged the "hair manageability" based on the following criteria.
[Evaluation criteria for each panelist]
3 points: Good coherence 2 points: Fairly good coherence 1 point: Poor coherence [Criteria for evaluating coherence]
◎: 25 points or more ○: 20 points or more, less than 25 points △: 15 points or more, less than 20 points ×: 10 points or more, less than 15 points

(Preparation of samples for evaluating the duration of conditioning effects)
After pre-washing bleached hair, the duration of the conditioning effect was evaluated using samples prepared by applying one of the following treatments with a hair treatment agent.
Treatment 1a: After applying 1.0 g of treatment agent X containing both component (A1) and component (B1) to a strand of hair, 2.0 g of treatment agent Z containing component (C1) was applied. Then, treatment agents X and Z were thoroughly rinsed off with water. After that, the strand of hair was completely dried with a hairdryer. Then, the following steps were repeated 10 times: [Shampoo (Radura N Shampoo Light Moist, manufactured by Nakano Pharmaceutical Co., Ltd.) → rinse with warm water → towel dry → dry with a hairdryer].
Treatment 2a: After applying 1.0 g of treatment agent A (first agent) containing ingredient (A1) to the hair bundle, 2.0 g of treatment agent B (second agent) containing ingredient (B1) was applied. 2.0 g of treatment agent Z containing ingredient (C1) was then applied. After application, treatment agents A, B, and Z were thoroughly rinsed off with water. The hair bundle was then completely dried with a hairdryer. The following steps were repeated 10 times: [Shampoo (Radura N Shampoo Light Moist, manufactured by Nakano Pharmaceutical Co., Ltd.) → rinse with warm water → towel dry → dry with a hairdryer].
Treatment 3a: After applying 2.0g of treatment agent B (second agent) containing ingredient (B1), 1.0g of treatment agent A (first agent) containing ingredient (A1) was applied to the hair bundle. 2.0g of treatment agent Z containing ingredient (C1) was then applied. After application, treatment agents A, B, and Z were thoroughly rinsed off with water. The hair bundle was then completely dried with a hairdryer. The following steps were repeated 10 times: [Shampoo (Radura N Shampoo Light Moist, manufactured by Nakano Pharmaceutical Co., Ltd.) → rinse with hot water → towel dry → dry with a hairdryer].
Note that in some formulations, the treatment agent Z may not contain components (C1) and/or (C2). The component composition of the treatment agent Z used for each treatment is shown in Tables 8 and 9.
Each sample obtained after treatment with a hair treatment agent was evaluated according to the following criteria.

(Method for evaluating the duration of conditioning effects)
Ten expert panelists conducted sensory evaluations using the following criteria, calculated the total score, and determined the "sustainability of the conditioning effect" based on the following criteria.
(Method for evaluating the smoothness of hair)
3 points: Conditioning effect is sustained. 2 points: Conditioning effect is somewhat sustained. 1 point: Conditioning effect is not sustained. [Evaluation criteria for the duration of conditioning effect]
◎: 25 points or more ○: 20 points or more, less than 25 points △: 15 points or more, less than 20 points ×: 10 points or more, less than 15 points

In Tables 1-9, the values for each component are expressed as mass percentages, and in the case of aqueous solutions, they are converted to pure content.

(Example 1)
Hair treatment was performed using the following combinations as shown in Table 10: Treatment Agent A (Formula Examples I-1 to I-9; Formulations I-31 to I-38), which is the first agent shown in Table 1; Treatment Agent B (Formula Example II-4), which is the second agent shown in Table 2; and Treatment Agent X (I and II-1, including Formulation Examples I-3 and II-4; I and II-2, including Formulations I-8 and II-8), which is the second agent shown in Table 3. Examples without component (A1) are comparative examples. The evaluation results for each are shown in Table 10.

In Example 1, the effect of the amount of (A1) polyquaternium-64 in treatment agent A on the smoothness of the hair, the suppleness of the hair, and the manageability of the hair was investigated.
(A1) In experiments No. 1 to 7 using treatment agent A containing polyquaternium-64, the conditioning effect was excellent in all cases, and in particular, it was able to impart a superior smoothness to the hair. (A1) As the amount of polyquaternium-64 increased, the smoothness of the hair tended to improve, but when the amount became too high, the smoothness of the hair tended to decrease.
Experiment No. 10, in which treatment agent A containing (A1) polyquaternium-64 was applied after treatment agent B; Experiment No. 11, in which treatment agent A containing (A1) polyquaternium-64 and treatment agent B were mixed and then applied; and Experiment No. 12, in which treatment agent X containing (A1) polyquaternium-64 and (B1) cyclohexanedicarboxylic acid bisethoxydiglycol was applied, all of these experiments were able to impart excellent conditioning effects, such as a smooth feel, to the hair. These examples show that excellent conditioning effects can be obtained regardless of the order of application, as long as the predetermined components are applied to the hair.
On the other hand, in experiments No. 8-9 and 13-20, which used treatment agent A that did not contain (A1) polyquaternium-64, the conditioning effect was poor in all cases, such as failing to give the hair a smooth feel.

(Example 2)
Hair was treated using treatment agent A (formulation example I-3) shown in Table 1, and treatment agent B (formulation examples II-1 to II-9, II-31 to II-38) shown in Table 2, in the combinations shown in Table 11. The results of each evaluation are shown in Table 11.

In Example 2, the effect of the content of (B1) cyclohexanedicarboxylic acid bisethoxydiglycol in treatment agent B on the smoothness of the hair, the suppleness of the hair, and the manageability of the hair was investigated.
Experiments No. 1-1 to 1-6 all showed excellent conditioning effects, particularly in providing a superior smooth feel. (B1) Bisethoxydiglycol cyclohexanedicarboxylic acid tended to improve hair smoothness as the amount increased, but excessively high amounts tended to decrease hair smoothness.
On the other hand, in experiments No. 1-7 to 1-16, which used treatment agent B that did not contain (B1) cyclohexanedicarboxylic acid bisethoxydiglycol, conditioning effects such as smoothness could not be imparted to the hair.

(Example 3)
Hair treatment was performed using treatment agents A (formulation examples I-8, I-9) shown in Table 1, and treatment agents B (formulation examples II-8, II-9) and X (formulations I and II-2) shown in Table 2, in combination as shown in Table 12. The evaluation results for each treatment are shown in Table 12.

In Example 3, the effect on the conditioning effect was investigated when treatment agent A did not contain (A1) polyquaternium-64 and treatment agent B did not contain (B1) cyclohexanedicarboxylic acid bisethoxydiglycol.
Experiments No. 2-1 to 2-5, using treatment agents that did not contain (A1) polyquaternium-64 and (B1) cyclohexanedicarboxylic acid bisethoxydiglycol, failed to impart smoothness, suppleness, and manageability to the hair.

(Example 4)
Treatment agents A (formulation examples I-4, I-10 to I-18) shown in Tables 1 and 4, and treatment agent B (formulation example II-4) shown in Table 2 were combined as shown in Table 13 to perform hair treatment. The results of each evaluation are shown in Table 13.

In Example 4, the effects of (A2) cationized protein and (A3) cationic surfactant in treatment agent A on hair smoothness, hair suppleness, and hair manageability were investigated.
Experiments No. 3-1 to 3-8, using treatment agent A containing (A2) cationized protein and/or (A3) cationic surfactant, were able to impart smoothness, suppleness, and manageability to the hair, resulting in excellent conditioning effects. Furthermore, in experiments No. 4 and 3-9) using treatment agent A that did not contain (A2) cationized protein and (A3) cationic surfactant, the effect on hair suppleness and manageability was inferior to that of experiments No. 3-1 to 3-8.

(Example 5)
Hair treatment was performed using treatment agent A (formulation examples I-19 to I-28) shown in Table 5 and treatment agent B (formulation example II-4) shown in Table 2, in combination as shown in Table 14. The results of each evaluation are shown in Table 14.

In Example 5, the effects of the content of (A2) cationized protein and (A3) cationic surfactant in treatment agent A on the smoothness of the hair, the suppleness of the hair, and the manageability of the hair were investigated.
In experiments No. 4-2 to 4-4 using treatment agent A with a cationized protein content of 0.05% or more and 1.5% or less (A2), and in experiments No. 4-7 to 4-9 using treatment agent A with a cationic surfactant content of 0.025% or more and 1.75% or less (A3), the smoothness, suppleness, and manageability of the hair were further improved.

(Example 6)
Hair treatment was performed using treatment agent A (formulation example I-14) shown in Table 4, and treatment agent B (formulation examples II-4, II-10 to II-13) shown in Tables 2 and 6, in combination as shown in Table 15. The results of each evaluation are shown in Table 15.

In Example 6, the effects of the (B2) anionic polysaccharide in treatment agent B on hair smoothness, hair suppleness, and hair manageability were investigated.
Comparing Experiments No. 3-5 and 5-4, which used treatment agent B without (B2) anionic polysaccharides, with Experiments No. 5-1 to 5-3, which used treatment agent B containing (B2) anionic polysaccharides, it was found that the inclusion of (B2) anionic polysaccharides imparted a smooth feel and suppleness to the hair, and in particular improved the manageability of the hair.

(Example 7)
Hair treatment was performed using treatment agent A (formulation example I-14) shown in Table 4 and treatment agent B (formulation examples II-14 to II-19) shown in Table 7, in combination as shown in Table 16. The evaluation results for each treatment are shown in Table 16.

In Example 7, the effect of the (B2) anionic polysaccharide content in treatment agent B on hair smoothness, hair suppleness, and hair manageability was investigated.
(B2) In experiments No. 6-1 to 6-4) using treatment agent B with an anionic polysaccharide content of 0.001% to 1.5%, at least two of the following conditions of hair—smoothness, suppleness, and manageability—improved.

(Example 8)
Hair treatment was performed using the following combinations of treatment agents: Treatment agent A (Formulation Example I-14) shown in Table 4, Treatment agent B (Formulation Example II-10) shown in Table 6, Treatment agent Z (Formulation Examples III-1 to III-9) shown in Table 8, and Treatment agent X (Formulation Examples I and II-1) shown in Table 3, as shown in Table 17. The evaluation results for each are shown in Table 17.

In Example 8, the effects of the (C1) amino-modified silicone and (C2) dicarboxylic acid diester of treatment agent Z on the conditioning effect and the persistence of the conditioning effect were investigated.
Compared to experiments No. 7-1 to 7-4, which used treatment agent Z containing either (C1) amino-modified silicone or (C2) dicarboxylic acid diester, experiments No. 7-5 to 7-8, which used treatment agent Z containing both (C1) amino-modified silicone and (C2) dicarboxylic acid diester, showed superior conditioning effect and its persistence, with particularly excellent persistence of the conditioning effect.
Experiments No. 7-5, 7-10, and 7-11 show variations in the order of adding the additive treatment agents, and all demonstrated excellent persistence.
On the other hand, in experiments No. 7-9, which used treatment agent Z that did not contain either (C1) amino-modified silicone or (C2) dicarboxylic acid diester, the conditioning effect was not sustained.

(Example 9)
Treatment agents A (Formulation Example I-14) shown in Table 4, treatment agent B (Formulation Example II-10) shown in Table 6, and treatment agent Z (Formulation Examples III-10 to III-19) shown in Table 9 were combined as shown in Table 18 to perform hair treatment. The results of each evaluation are shown in Table 18.

In Example 9, the effects of the content of (C1) amino-modified silicone and (C2) dicarboxylic acid diester on the conditioning effect and its persistence were investigated.
Experiments No. 8-2 to 8-4, using treatment agent Z with a C1 amino-modified silicone content of 1.25% to 7.5%, and Experiments No. 8-7 to 8-9, using treatment agent Z with a C2 dicarboxylic acid diester content of 0.03% to 2.5%, showed superior effects in both conditioning effect and duration.

Claims (8)

Treatment agent X containing (A1) , (B1) , and (B2) below in container A; or treatment agent Y containing a first agent containing (A1) below in container B and a second agent containing (B1) and (B2) below in container C;
A hair treatment product containing [ingredient].
(A1) Polyquaternium-64
(B1) Bisethoxydiglycol dicarboxylic acid (B2) Anionic polysaccharide The hair treatment agent according to claim 1, wherein the content of (A1) polyquaternium-64 contained in the treatment agent X or the first agent is 1% by mass or less (excluding 0% by mass). The hair treatment agent according to claim 1 or 2, wherein the content of the (B1) dicarboxylic acid bisethoxydiglycol contained in the treatment agent X or the second agent is 15% by mass or less (excluding 0% by mass). The hair treatment agent according to any one of claims 1 to 3, wherein the treatment agent X or the first agent further contains (A2) and/or (A3) below.
(A2) Cationized protein (A3) Cationic surfactant The hair treatment agent according to any one of claims 1 to 4, further comprising a treatment agent Z containing the following (C1) and (C2) in a container D.
(C1) Amino-modified silicone (C2) Dicarboxylic acid diester The amount of the (C1) amino-modified silicone contained in the treatment agent Z is 10% by mass or less (excluding 0% by mass).
The hair treatment agent according to claim 5, wherein the content of the (C2) dicarboxylic acid diester is 7% by mass or less (excluding 0% by mass). A method of using a hair treatment agent according to any one of claims 1 to 4 , comprising one of the following application methods.
Apply the aforementioned treatment agent X to the hair;
After applying the first agent to the hair, apply the second agent to the hair;
After applying the second agent to the hair, apply the first agent to the hair; or,
After mixing the first agent and the second agent to prepare a mixture, the mixture is applied to the hair; A method of using the hair treatment agent according to any one of claims 5 or 6, comprising any of the following application methods.
After applying the treatment agent X to the hair, apply the treatment agent Z;
After applying the first agent to the hair, the second agent is applied to the hair, and then the treatment agent Z is applied;
After applying the second agent to the hair, the first agent is applied to the hair, and then the treatment agent Z is applied; or the first agent and the second agent are mixed to prepare a mixture, the mixture is applied to the hair, and then the treatment agent Z is applied.