JPS60130654A - Pigment coated with polyvalent metal salt of p-dimethylaminobenzoic acid and production thereof - Google Patents

Abstract

PURPOSE:To obtain the titled pigment which is excellent in adherability, extensibility, dispersibility, miscibility, ultraviolet absorbing properties, sunscreen-inhibiting effect, touch, safety to the skin, etc., by coating the surface of a pigment particle with a polyvalent metal salt of a specified acid. CONSTITUTION:A base pigment such as talc, kaolin or calcium carbonate is dispersed in an aq. soln. of 0.1-20wt% (based on the quantity of the pigment) water-soluble polyvalent metal salt of formula I (wherein M is Al, Mg, Zn, Ca, Zr; X is Cl, NO3, SO4, CH3COO; n is the valence of M). A 0.01-20wt% aq. soln. of 1-4 equivalents (per equivalent of the polyvalent metal salt) of a p-dimethylaminobenzoic acid of formula II (wherein M is Na, K, NH4) is added dropwise thereto. After the completion of the addition, the pH of the soln. is adjusted to an alkaline side and stirring is continued to deposit a polyvalent metal salt of the p-dimethylaminobenzoic acid of formula III on the surface of the pigment particle. The reaction mixture is filtered and the product is washed with water to completely remove deposited unreacted materials and dried, and if necessary, it is crushed.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention provides para-methylaminobenzoin 9 f) l1l
The present invention relates to a polyvalent metal salt-coated pigment of paradimethylaminobenzoic acid, which is a new material whose surface is substantially coated with a metal salt and is useful for cosmetics and paints, and a method for producing the same.

The face traditionally used for cosmetics and paint 1! 1 is a dispersion medium of water.-C tends to cause aggregation and precipitation.

Especially in the case of ``fljlM, etc., this face 1 is the skin'',
It absorbs moisture and skin 11η and causes skin irritation such as dehydration, degreasing, and dryness, and also causes adhesion to the skin (adhesiveness).
It also has shortcomings in elongation (extensibility), adhesiveness, etc., and it is Tabata that it does not produce sufficient cosmetic effects as it is.

On the other hand, many p-dimethylaminobenzoic acid-based compounds such as p-dimethylaminobenzoic acid or their alkali metal salts and alkyl esters have ultraviolet absorption ability;
It has relatively low ultraviolet absorption ability and sunscreen effect, has skin permeability, is poor in skin safety, and has adhesion and extensibility to the skin.

The present invention improves all the drawbacks of the prior art, and aims to improve adhesion, extensibility,
It has excellent dispersibility, miscibility, oil absorption, ultraviolet absorption, sunburn prevention effect, feel, skin safety, etc., and has excellent chemical properties.
Paranmethylaminobenzoic acid polyvalent metal salt-coated pigment extremely useful for IT and paints and its industrial advantages!
3! Our goal is to provide an i-manufacturing method.

That is, in the present invention, the particle surface of the base pigment has the following formula (1
) (In the formula, Ml is A1. Mg, Zn, Ca or Z
11. A multi-111i metal salt of paradimethylaminobenzoic acid-coated pigment, the pigment being substantially coated by a multi-11i metal salt of paradimethylaminobenzoic acid represented by r, n is the valence of M. and the following formula (2)% formula% (in the formula, M is 81. Mg, Zn, Ca or Z
r, X 1. i C1゜No, , So, , S
o, or CH3COO, r+ 1. 'i is the valence of M) After mixing and dispersing the pigment in a water solution of 1 t of water-soluble polyvalent metal 71& represented by the following formula (3) (where M (Y, Na, B) Adding and mixing an aqueous solution of baladimethylaminobenzoate represented by K or NH4, adjusting the pH to the alkaline side, stirring, filtering, and washing with water. This is a method for producing a benzoic acid polyvalent metal salt-coated pigment.

In the polyvalent metal salt of Baladimethylaminobenzoic acid-coated pigment of the present invention, the particle surface of the pigment (J+!: body pigment) is substantially coated with the polyvalent metal salt of Baladimethylaminobenzoic acid. The condition is substantially uniform.

Examples of the polyvalent metal salts of paradimethylaminobenzoic acid include aluminum salts, magnesium salts, zinc salts, calcium salts, and zirconium salts of paradimethylaminobenzoic acid. Their chemical structural formulas are as follows.

Bar i i5 j that coats the particle surface of the base material
(11 of the polyvalent metal salt of ruamino-an and soy sauce is the substrate surface H
0.1 to 20 1% by weight, preferably 1 to 10
Heavy weight%. ] If the amount is less than JIi, the surface of the particles on the substrate side 1 will not be substantially coated, resulting in good adhesion, spreadability, dispersibility, covering power, persistence of cosmetic effect, miscibility, When the number of particles exceeds 10, the particles of the base pigment coagulate with each other, causing facial pigmentation. Low coverage as 4 1- +.

Sometimes it's easy.

Baladimethylaminoamine of the present invention 51. ．． Maximum particle size of polyvalent metal salt of triscitrate-coated pigment: 0.05 to 100 L, preferred;
1 or Q, 05-60p, for the base pigment. I
For some, a maximum particle size of I 0 m 1t −1i 0 mμ is preferred.

When the maximum particle size is larger than 100μ, adhesion to the skin, affinity, spreadability, etc. are likely to deteriorate.

The base pigment in the coated pigment of the present invention is a general term for white pigments, colored pigments, extender pigments, etc. for paints or cosmetics.
C, fllJ: talc, kaolin, mica, calcium carbonate, titanium oxide, zinc oxide, titanium mica, kaolin, magnesium carbonate, iron oxides, titanium mica treated with iron oxide, aluminum oxide, aluminum silicate, barium sulfate, bismuth oxychloride. Examples include powders of synthetic resins such as silicon dioxide, magnesium silicate, nylon, polyethylene, Teflon, and polypropylene, and these species or a combination of two or more thereof can be used.

The pigment coated with a polyvalent metal salt of paramethylaminebenzoic acid of the present invention has a structure in which the particle surface of the base pigment is substantially coated with the polyvalent metal salt of paramethylaminebenzoic acid described above, and is a fine powder. It is showing the condition. The state of the coating is recognized by scanning and transmission electron microscopy. The poly6111 metal salt of vararadimethylaminobenzoic acid, which forms the σ1j layer (coating layer) of a pigment coated with a polyvalent metal salt of aromatic acid, is a new compound.
(It is safe for small dust, no skin irritation, high UV absorption ability, 1" anti-inflammatory effect, water resistance, IIIn absorption, 1L
Innovate i4 heat-C color.

Therefore, paradimethylaminobenzoin 11! I polyvalent metal salt-coated pigments are useful as ultraviolet absorbers, sunburn agents, etc., and also have pigment properties such as dispersibility, spreadability,
It has good adhesion, miscibility, oil absorption, concealment, etc., and is useful for cosmetics and paints.

Furthermore, there are no disadvantages seen with conventional pigments, such as dehydration, degreasing, dryness of the skin, or alkalinization of the skin surface, and the skin can be experienced as healthy.

Coating M material B does not cause aggregation or formation of secondary particles even in the oil phase or aqueous phase of the cosmetic, and is stable and has good dispersibility. Make-A-Labo cosmetics and 101-yen 11-me cosmetics that contain this covering facial makeup are effective against the skin (skin).
・It has good elongation (1111 malleability) and adhesion (adhesiveness), and also has good cosmetic finish after application, makeup retention, and water resistance, and expresses and maintains the desired cow-raising yakaya Kasuri effect. obtain.

According to the present invention, a polyvalent metal salt of baladimethylaminobenzoic acid-coated pigment having the above-mentioned excellent characteristics can be produced by the above-described method.

s! of the coated pigment of the present invention! The water-soluble polyvalent metal salt used in I-formation is represented by the above formula (2), and is represented by the above formula (2).
Examples include aluminum nitrate, aluminum sulfate, magnesium chloride, magnesium nitrate, zinc acetate, zinc sulfate, calcium acetate, calcium sulfate, and zirconium sulfate. Water-soluble polyvalent metal salts are used in the form of aqueous solutions. The concentration of water-soluble r& of polyvalent metal salt is usually 0.01 to 20
Heavy background %, preferably 0.5-513. %.

The ratio of the water-soluble polyvalent metal salt aqueous solution to the base pigment is usually about 1:5 to 100.

The alkaline salts of para-methylaminobenzoic acid applicable to the present invention are sodium salts, calcium salts, and ammonium salts.

Valadimethyl/minobenzoic acid poly611i gold 1 of the present invention
The g4 salt-coated pigment is prepared as follows.

The base pigment is i7'' (01~2 (1
1? Amount %, preferably 0.5 to 5 times a day. n PI
After suspending in an aqueous solution containing poly(111+Φ group salt,
1F stirrer, 1 to A ” for water-soluble polyvalent metal salt.
Contains 0.01 to 20 weight percent of paradimethylaminobenzoic acid alnochloride at 1 m, preferably 0.
Gradually add the 5 to 5 star device aqueous solution dropwise, and after the addition is complete, adjust the pI+ of the reaction solution to the alkaline side, and continue for 20 minutes or more.
When the stirring is continued for 2 hours + rt, the polyvalent metal salt of baladimethylaminobenzoic acid is sequentially aligned and adsorbed onto the surface of the base pigment. reaction 1
1! The desired coated pigment can be isolated from the product by filtration of the reaction mixture,
After the metal salt-coated pigment is filtered off, the precipitate is thoroughly washed with water, and the unreacted valan methylaminoamine, U fragrance #7 [potassium salt, target jL J The valent metal salts are completely removed. After about 10 minutes, the mixture may be thoroughly dried and pulverized if necessary.

Thus obtained l = Baradsumeko Lua of the present invention ζ) An, U
The polyvalent metal salt of paradimethylaminobenzoic acid ~ The coated pigment was analyzed by Fourier transform infrared absorption (T'TrR) spectroscopy and observed by an electron microscope. It was recognized that the material was covered.

The present invention will be explained in detail below.

In the examples, parts mean parts by weight, and % means weight %.

Example 1 Preparation of baladimethylaminoamine, aluminum monofluoroate-coated talc In a flask with inner wall 201 equipped with a stirrer, an aqueous solution of 40 g of aluminum nitrate dissolved in 71 parts of water and 1 part of talc were added.
kg and mix and disperse under stirring. After stirring, an aqueous solution of 55 g of potassium paradimethylaminobenzoate dissolved in 0.51 g of water was gradually added over 6 minutes.

After the addition of the potassium dimethylaminobenzoate aqueous solution is completed, the pH of the reaction solution is adjusted to 8.4, stirring is continued, and the pigment is then filtered off. Next, wash thoroughly and dry to a white face v4], 07 kg to 11
J. The +uJ white pigment was placed under a scanning electron microscope.
reactor? From observation and 1.1゛IR spectrum measurement, the surface of talc was par 7; aluminum notylaminobenzoate I
It was determined by 61B that the compound of formula (1) was substantially covered. In addition, from elemental analysis, it was found that the amount of carbon on the surface of talc was 7% (7%) of the weight of the talc surface.

Example 2 Paranmethyl aξ) Magne, Uno, benzoate - Preparation of coated talc Instead of the aluminum nitrate aqueous solution, a water solution of 71 N, which was obtained by dissolving 30 g of Cuneneum chloride = 7 in water with O.51, was used. Go in the same way as 1, white face table 11.0
6 kgJ/obtained. This white product Fl obtained is as follows: Example]
In the same manner as above, the talc surface was
Magnesium benzoate (said Jul q JL: [
Confirm that 21 compound r7) is substantially covered +
,7. :o,)/・, From elemental analysis, it was confirmed that the amount of coating of bulk methylanium, U old acid l//'〆num was 6%, : ,.

Example 3 Preparation of zinc fragrant-coated talc 3J of zinc acetate was added in place of the aluminum nitrate aqueous solution.
．． Examples except that an aqueous solution of No. 51 dissolved in water is used]
In the same manner as above, 1.07 kg of white pigment was obtained. The surface of the talc was coated with para-methylaminobenzoic acid 111! in the same manner as in Example 1. It was confirmed that the lead salt (the compound of structural formula (3) above) was substantially covered. Also, elemental analysis revealed that the amount of zinc paramethylaminobenzoate deposited on talc! M By was determined to be 7% of the ff star.

Example 4 Preparation of calcium paradime-f-ruaminobenzoate-coated talc Instead of an aqueous solution of lrζnium nitrate, calcium acetate 2
In addition to using an aqueous solution of 6 g dissolved in 0.51 water (,
,, Examples] to obtain 106 g of white pigment. This obtained white pigment was prepared in the same manner as in Example 1 by adding ml of talc to paradimethylamine benzoate calcium salt (
It was confirmed that the compound of structural formula (4)) was substantially coated. Mat-1 elemental analysis revealed paradimethylamine and nobenzoic acid cal.

It was confirmed that the amount of ram deposited was 6% based on the weight of talc.

Example 5 Preparation of talc coated with zirconium dimethylaminobenzoate Example 1 except that aqueous solution 11k, which was prepared by dissolving 27 g of leno-1conium sulfate in 0.5e of water, was used instead of aluminum nitrate aqueous solution i&. Proceed in the same manner as white pigment 1.0
I dropped 5 kg. 1 This white pigment observed in Example 1
In the same manner as above, it was confirmed that the surface of the talc was substantially covered with para-mesylamine and silconi-cum salt (the compound of the above structural formula (5)). Furthermore, it was confirmed from elemental analysis that the amount of zirconium paradimethylaminobenzoate deposited was 5% C based on the weight of talc.

Application Example 1 Aluminum paradimethylaminobenzoate-coated talc of the present invention (hereinafter referred to as Invention A), calcium paradimethylaminobenzoate-coated talc (hereinafter referred to as Invention B), paradimethylaminobenzoic acid Magnesium-coated talc (hereinafter referred to as the present invention C), Baladimethylaminobenzoic acid zinc-coated talc (hereinafter referred to as the present invention)
, baladimethylaminobenzoic acid zirconium-coated talc (hereinafter referred to as invention E), and baladimethygnereum, paradimethylaminobenzoic acid 16%, and valadimethylaminobenzoic acid zirconium at 7% to talc.
(These are referred to as Comparative Example A', Comparative Example B', Comparative Example C', Comparative Example D', and Comparative Example E'). Further, talc alone (Comparative Example F) was used as a sunscreen at 94% each.
2 parts, red iron oxide 0.8 part, yellow iron oxide 1.0 part, liquid paraffin 2.0 parts, and valmitine-aged isopropyl 1.
After stirring and kneading 8 parts and 0.2 parts of fragrance, fill it into a mold container and proceed to 1j! ! I stopped each sunburn and turned into a makeup amplifier.
A solid white powder was obtained. Next, the 81'F value (Sun Protection f value) is a measure of the effectiveness of sunburn.
actor) was measured. 38PF value is Panela-2
0 I! ] Minimum red 11j generation energy Ea when a cosmetic sample of Cn/Tol・S2IIIg is uniformly applied, and the minimum chronological generation energy Ec when the cosmetic sample is not applied. It was compared to

SPF value = Ea/Ec The measurement was carried out using Tohoku F' T, -2OS +! :
Connect 5 lamps of 30 and illuminate QJ from a distance of 15 cm.
did. The irradiation energy was measured using an ultraviolet intensity meter (JV R-305/3 manufactured by Tohoku Kogakusen)
was performed in step 5). (The definition of S P F' value is F
ederal Rec+1ster 43. +166
), 38206-38269 (+978). ) The measurement results of SPF values are shown in Table 1. 11: Practical test when applying makeup to the face (Panera-20
The measurement results (by humans) are shown in Table 2 below.

Table 1 Sunscreen cosmetics SPF value This invention A1゜ Present invention B9 The present invention c.i.

Present invention D9 Present invention E8 Comparative example A' 4 Comparative example B' 5 Comparative example C' 5 Comparative example D' 5 Comparative example E' 4 Comparative example Fo Thus, the polyvalent metal salt of Baladimethylaminobenzoic acid of the present invention - The coated talc has a large and excellent sun protection effect (SPF value).

Table 2 Test Items Present Invention ・ Ratio IQ N A B CD F: ・ A')3' (N I)'
I:' l - 1 complaint to the skin 4.8 4.3 4
．． 8 4.4 4.4 ・3.5 3.4 3.5 3
．． 4 3.6 2.1 Lucent feeling 4.7 4.8
4.8 4.6 4.7 2.7 2.8 2.6 2
．． 7 2.7 2.2 Adhesion 4.8 ' 4.6 4
．． 8 4.7 4.7 ・2.5 2.6 2.4 2
．． 5 2.3 1.1 change 1 fall 4.7 4.7
4.8 4.6 4.7 ・2.3 2.2 2.2
2.1 2.2 1.2 in 1 old-gari 4.8 4
．． 7 4.7 4.8 4.7 ・2.1 2.3 2
．． 3 2.2 2.1 1.1 Water resistance 4. Fl 4.
8 4.7 4.8 4.7・2.2 2. +2.3
2.2 2.3 1.1 (Note) In Table 2, s[! The numerical value listed is the evaluation score for the relevant effect of the test item. This is the average of the favorable scores of the 20 panelists, where 5 is very good, 4 is good, 3 is average, 2 is poor, and 1 is very poor.

As described above, the talc coated with the polyvalent metal salt of paramethylaminobenzoic acid of the present invention has excellent cosmetic effects (skin spread, lucent feel, adhesion, makeup fading, makeup finish, and water resistance). Example 6 Zinc paramethylaminobenzoate - Preparation of mica coated mica instead of talc.

In the same manner as in Example 3, 07 kg of white pigment was mixed with 1"
, ; a -.

1G Ranako's white pigment was prepared using the same method as in Example 1 to coat the mica surface with loose methyl amine. Benzoic acid zinc salt (h11
It was confirmed that the compound of structural formula +31) was substantially covered. What about elemental analysis of zinc methylaminobenzoate? J! J, I confirmed that the placement was 7%. 1. Is this Pararemejirami, Nobenzoka Junyasen -? 2
! ! The procedure was carried out in the same manner as in Application Example 1, except that mica was used as a sunscreen.After obtaining a second makeup cosmetic, the SPF value was measured under the same conditions as in Application Example 1. As a result, the SPF value was confirmed to be 9. In addition, as a result of conducting a practical test (panel eggplant 1 heat) in the same manner as in application example 1, the evaluation points for the test items of spread on the skin, lucent feeling, adhesion, makeup fading, chemical finish, and water resistance were 4 each.
．． 7, 4.6.4.7.4.8.4.8.4.7.

Example 7 Preparation of aluminum paradimethylaminobenzoate-coated fine particle titanium oxide i Instead of talc, fine particle titanium oxide (-charcoal particle size 10
The reaction was carried out in the same manner as in Example 3, except that 1 kg (~40 mμ) was used to obtain a white product U C1-.

The obtained white pigment was examined in the same manner as in Example 1, and it was confirmed that it was substantially covered with aluminum paradimethylaminobenzoate. In addition, elemental analysis revealed that the coating amount of aluminum baladimethylaminobenzoate was 12
%.

10 parts of this aluminum paradimethylaminobenzoate coated fine particle titanium oxide as a sunscreen, 0.2 parts of red iron oxide, 0.4 parts of yellow iron oxide, 0.05 parts of black iron oxide, 59.95 parts of talc, 25.0 parts mica, 2 parts squalane
．． 0 parts, isopropyl palmitate 2.0 parts, fragrance 0
．． Using 2 parts, a sunscreen preventive makeup cosmetic was obtained in the same manner as in Application Example 1, and then the SPF value tv1 was determined under the same conditions as in Application Example 1, and as a result, an SPF value of 24 was confirmed. . In addition, practical test (panel test) is applied as example 1.
As a result, the evaluation points for spread on the skin, lucent feel, density, chemical 17)<4'lL, makeup finish removal, and water resistance were 4.9, respectively. ．． 4.8. 4
．． 8. 4.7. /1.8. It was 4.8.

In this example, the coating obtained by ftJ was mixed with the coating material (Chikuno oxide), and its properties were compared with the case where the titanium oxide particles used in this example were mixed, and the transparency,
It had excellent color development.

Example 8 Preparation of fine particle titanium oxide coated with zinc baradimethylaminobenzoate Instead of talc, fine particle titanium oxide (-particle size 10
~'40m p) The reaction was carried out in the same manner as in Example 3, except that 1 kg rz was used, and 1.07 kg of white pigment was obtained.
! Obtained.

This white pigment was prepared in the same manner as in Example 1.
As a result, it was confirmed that zinc valadimethylaminobenzoate was substantially coated. In addition, elemental analysis confirmed that the coating content of zinc para-methylaminobenzoate was 7%.

10 parts of Baladimethylaminobenzoic acid zinc-coated fine particle titanium oxide as a sunscreen agent, pen 0.2
part, yellow iron oxide 0.4 part, black iron oxide 0.05 part, talc
59.95 parts, mica 25.0 parts, staph 922.0 parts, isop 17 pil palmite 1/2.0 parts, incense v40
．． Using 2 parts, the same as in application example 1: After obtaining sun protection makeup and makeup makeup 1, the SPF value was measured under the same conditions as in application example]. As a result, the SPF value was 26. confirmed. In addition, as a result of conducting a practical test (panel test) in the same manner as in Application Example 1, the evaluation scores for the test items of spread on the skin, lucent feel, adhesion, makeup fading, fading T +, 1 increase, and water resistance were as follows. , respectively, 4.9.4.9.4.
9.4.7.4.9.4.9). The coated fine particles of titanium oxide obtained in this example were blended into a paint, and its properties were examined. When compared with the case where titanium oxide (t: fine particles) used in this example was blended, it was found that it has excellent transparency and color development. There were ten.

Example 9 Preparation of aluminum paramethylaminobenzoate-coated fine particulate zinc oxide Instead of talc, fine particulate zinc oxide (-particle size 200
1.1 kg of white pigment was obtained by carrying out the reaction in the same manner as in Example, except that Ikg of ~300 mμ) was used.

The obtained white pigment was prepared in the same manner as in Example 1, and it was confirmed that it was substantially covered with aluminum paradimethylaminobenzoate.

From elemental analysis, it was found that the adhesion plate of aluminum paradimethylaminobenzoate was 10% of the weight of fine zinc oxide particles.
%.

10 parts of this aluminum baladimethylaminobenzoate-coated finely powdered zinc hydroxide was used as a sunscreen.
02 parts, yellow iron oxide 0.4 parts, black iron oxide 005 parts, talc 59.95 parts, mica 25. On, Squalan 2
．． 0 parts, a')-, f lopyl palmite I-2,0g
, 0.2 parts of 1TlI was used in the same manner as in Application Example 1 to prevent sunburn and make up orL $1, and then the 5PF4I11 was measured under the same conditions as in Application Example 1. As a result, the SPF value was 10 was v& approved. In addition, as a result of conducting a practical test (spring + 1 test) in the same manner as in application example 1,
Skin - stretch, lucent feel, adhesion, makeup debris
, makeup finish, water resistance test items [an evaluation score of -1 is
4.8, 4.8, 4.7, 4.7, 4.8"Ca-)j, respectively.

In this example, the fυ-broken coated fine particle titanium oxide was tft
The properties were investigated and used in this example.
, : ! Comparison with the case where particulate zinc oxide is added to ii' 1
7j: Toko': +4 Excellent brightness and color development.

Example] O Zinc delaminobenzoate - Preparation of fine particle zinc oxide coated Instead of talc, fine particle zinc oxide (-particle size 200
The reaction was carried out in the same manner as in Example 3, except that 1 kg of the pigment (~300 mμ) was used to obtain 1.1 kg of a white pigment.

The obtained white pigment B was prepared in the same manner as in Example 3, and it was confirmed that the pigment was substantially coated with zinc methylaminobenzoate. It was confirmed from elemental analysis that the adhesion area of zinc valan methylaminobenzoate was -C110% based on the weight of fine particles of zinc oxide.

10 parts of this zinc oxide coated with zinc delaminobenzoate as a sunscreen, 70.2 parts of Bengar, 04 parts of yellow iron oxide, 0.05 part of black iron oxide, and 5 parts of talc.
1.95 parts, mica 25.0 parts, squalane 2.0 parts 1
Using 2.0 parts of F., 2.0 parts of fragrance, and 0.2 parts of fragrance, apply makeup to prevent sunburn in the same manner as in [Application Example].
After applying -7 makeup layer, the SPF value was measured under the same conditions as Application Example 1, and as a result, the SPF value was confirmed to be 16. Also, practical test (Baortes 1)
As a result of carrying out the same procedure as in Application Example 1, the spread on the skin, the lucent feeling, the adhesion, the first amount of makeup debris, the first amount of makeup (]1),
The ratings for the water resistance test items were 6111 points: 4, 8 degrees, 4.8 degrees, 4.9 degrees, and 4.9 degrees, 4.8 degrees, respectively.

The coated fine particle oxide 1111 obtained in this example was blended into Jine 1, its properties were investigated, and compared with the case where the coated fine particle zinc oxide used in this example was blended. Invention A, B, C, D, E, Comparative Example F, Baladimethyl 1
Zinc minobenzoate - coated mica, untreated mica, aluminum varadimethylaminobenzoate - coated fine particle titanium oxide, zinc valadimethylaminobenzoate - coated fine particle titanium oxide, untreated fine titanium oxide, aluminum valadimethylaminobenzoate Covering treatment I! I! An experiment was conducted to evaluate the dispersibility of zinc oxide, zinc valadimethylaminobenzoate-coated zinc oxide, and untreated fine particle zinc oxide when dispersed in oil, which is commonly used as a cosmetic base. The dispersibility was evaluated by weighing 0.2g of each sample into a 50m4 graduated sedimentation tube, adding 5Qmj of oil, stirring and dispersing using a disperser, observing the dispersion state after each hour of standing, and settling. 5 points are given to those with no particles, 1 point is given to those with all sedimentation or flocculation, and both points are given at each observation, and the evaluation points at each observation are multiplied by the oral coefficient and summed. A sample with extremely poor dispersion during observation was given a score of 1, and evaluated using a 10-point scale.

The detection time is 1 minute, 5 minutes, 30 minutes, 1 minute after dispersion and standing.
Observations were made 7 times: 1 day, 3 days, and 7 days. The result is
It is shown in Table 3.

As is clear from Table 3, pigments coated with polyvalent metal salts of paradimethylaminobenzoic acid have very high compatibility with commonly used cosmetic bases. Castor oil puffs methyl γi-amino acid aluminum-like talc coated talc 89 basidium f:/I: calcium benzoate-coated talc 89 baratuno J Rua e-aminoan A; ii'f acid 11Df)- Coated talc 89 Balame-1 Ruamino'lJmMRU Zirconium-coated talc 89 BuhaCzuko Talc 12 Palynomethylaminoan 1.1Jif111+1111
3-77U overturn my 89 bull l1e Jil! I! '／
() J I 2-paran methyl amine-/Anchuanchoic acid al ξ Nisomu WNitJM'71! fj titanium 89 bar 0 horn I chill fj stable fill + grip 11 to coated mold particle titanium oxide 89 goha@yweak'M☆ry^ Zaishititano 12 bara horn f-ru IF, noanshi hexate aluminum coated f
Particulate zinc oxide 89 parts Methylaminobutsu 6 acid Ifune-coated field Particulate fermented lead 89 parts, 110 animals 1 part
Case Q Shichu 1 Hyyn) ] 2 Amendment (voluntary) April 2B, 1980 1. Indication of the case 1988 Patent Application No. 240031 2. Name of the invention Baladimethylaminobenzoic acid polyvalent metal salt - Coated pigment and its manufacturing method 8, relationship with the amended case Patent applicant address 5-17-4 Sumida, Sumida-ku, Tokyo Name (09)
5) *Kanebo Co., Ltd. 1-5-90 Tomobuchi-cho, Bejima-ku, Osaka 534 Japan Patent Department Tel: (06) 921-1251 4. Number of inventions increased by 0 due to amendment None, to -it5 , Column 6 of "Detailed Description of the Invention" of the specification to be amended, contents of the amendment (1) Specification, page 12, line 5, r (1) J is replaced by r.
(4) Correct to J.

(2) r(2) stated in the specification, page 12, line 4 from the bottom
Correct J to r (5) J.

(3) r (3> J) described in the specification, page 13, line 9
Correct it to r (6) J.

(4) Ming + M Cao, described in the first line of page 14 (7) f (
4) Correct to J er (7) J.

(5) r(5)J stated on page 14, line 14 of the specification is corrected to r(8)J.

Claims (2)

[Claims] (1) The particle surface of the base pigment has the above formula il+ (wherein, M, AI, Mg, Zn, Ca or 2
r, n are atoms of M (111i) paradimethyl/minobenzoic acid substantially coated by a polyvalent metal salt of methylaminobenzoic acid; Poly(, IIi metal salt-coated pigment. (2) Above formula (2) % formula % (21 (in the formula, A1. Mg, Zn+ Ca or Zr,
X is CI. After mixing and dispersing the pigment in an aqueous solution of a water-soluble polyvalent metal salt expressed as (In the formula, M is Na, K, or NH4) Add and mix an aqueous solution of paramethylaminobenzoic acid B'J t=, adjust the pH to the alkaline side from 10, and stir. After that, filtration and washing with water are performed.