JPH02279769A - Amorphous product of sodium salt of brilliant carmine 6b, its preparation, and cosmetics containing it - Google Patents

Amorphous product of sodium salt of brilliant carmine 6b, its preparation, and cosmetics containing it

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Publication number
JPH02279769A
JPH02279769A JP9893289A JP9893289A JPH02279769A JP H02279769 A JPH02279769 A JP H02279769A JP 9893289 A JP9893289 A JP 9893289A JP 9893289 A JP9893289 A JP 9893289A JP H02279769 A JPH02279769 A JP H02279769A
Authority
JP
Japan
Prior art keywords
sodium salt
brilliant carmine
brilliant
amorphous
crystal
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
JP9893289A
Other languages
Japanese (ja)
Inventor
Hidenobu Koyanagi
小柳 秀信
Satoshi Takano
敏 高野
Minoru Nagai
実 永井
Yoshiaki Fujikura
藤倉 芳明
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kao Corp
Original Assignee
Kao Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Kao Corp filed Critical Kao Corp
Priority to JP9893289A priority Critical patent/JPH02279769A/en
Publication of JPH02279769A publication Critical patent/JPH02279769A/en
Pending legal-status Critical Current

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Abstract

PURPOSE:To improve clarity and transparency by adding a solvent to a crystal of sodium salt of Brilliant Carmine 6B and performing freeze drying or spray drying thereof. CONSTITUTION:After a solvent which can swell or dissolve a crystal of sodium slat of Brilliant Carmine 6B (e.g. water) is added to said crystal and the crystal is swollen or dissolved, it is either byophilized for 12hr to 1 week or spray-dried under such conditions that the nozzle diameter is 0.4mmphi; the inlet temp. is 120 to 150 deg.C; the outlet temp. 90 to 120 deg.C; the amt. of hot air is 0.2 to 0.8m<3>/min; the spray pressure is 0.5 to 2.0kg/m<2>; the liq. flow rate is 100 to 800ml/hr to obtain an amorphous product of said salt. Then, 0.005 to 99.9wt.% said product is compounded in a cosmetic.

Description

【発明の詳細な説明】 [産業上の利用分野] 本発明は、赤色のモノアゾ顔料として有用なブリリアン
トカーミン6Bナトリウム塩に関し、更に詳細には、従
来のブリリアントカーミン6Bナトリウム塩の結晶に比
較して、鮮明な赤色及び高い透明性を有するブリリアン
トカーミン6Bナトリウム塩の無定形物に関する。
DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to brilliant carmine 6B sodium salt useful as a red monoazo pigment, and more specifically, compared to the conventional brilliant carmine 6B sodium salt crystals. , relates to an amorphous form of brilliant carmine 6B sodium salt with bright red color and high transparency.

[従来の技術及びその課題] 従来、モノアゾ顔料としては多くの化合物が知られてお
り、これらはその性質に応じて塗料、印刷インキ、ゴム
、プラスティック、合成樹脂、化粧料等の着色剤として
有効に使用されている。
[Prior art and its problems] Many compounds have been known as monoazo pigments, and depending on their properties, these are effective as coloring agents for paints, printing inks, rubber, plastics, synthetic resins, cosmetics, etc. used in

それらのうち、C,1,No、15850(C,1,P
igment Red57−1)は、一般にはブリリア
ントカーミン6Bナトリウム塩と称される板状、薄片状
の結晶であり、黄味を帯びた赤色を呈し、耐光性、耐熱
性、耐溶剤性、耐水性等に優れることから塗料、化粧品
等、広い分野で使用されている。
Among them, C,1,No.,15850(C,1,P
Igment Red57-1) is a plate-shaped, flaky crystal generally called brilliant carmine 6B sodium salt, exhibits a yellowish red color, and has excellent light resistance, heat resistance, solvent resistance, water resistance, etc. Due to its excellent properties, it is used in a wide range of fields such as paints and cosmetics.

しかしながら、従来用いられているブリリアントカーミ
ン6Bナトリウム塩の色相は、黄味を帯びた赤色であり
、赤色としての鮮明性に欠けるものであった。
However, the hue of the brilliant carmine 6B sodium salt conventionally used is a yellowish red color and lacks the vividness of a red color.

[課題を解決するための手段] かかる実情において本発明者らは、ブリリアントカーミ
ン6Bナトリウム塩の新しい顔料特性を開発すべく鋭意
研究を重ねた結果、これを従来知られていなかった無定
形物とすることによって、従来品より鮮明性に優れた赤
よりの色相が得られることを見出し、本発明を完成した
[Means for Solving the Problems] Under these circumstances, the present inventors have conducted extensive research to develop new pigment properties of brilliant carmine 6B sodium salt, and as a result, have discovered that it is a previously unknown amorphous substance. It was discovered that by doing so, a hue closer to red with better clarity than conventional products could be obtained, and the present invention was completed.

すなわち本発明は、ブリリアントカーミン6Bナトリウ
ム塩の無定形物に係る第一の発明を提供するものである
That is, the present invention provides the first invention related to an amorphous product of brilliant carmine 6B sodium salt.

更に本発明は、ブリリアントカーミン6Bナトリウム塩
の結晶に該結晶を浸潤乃至溶解し得る溶媒を加え、次い
でこの浸潤物乃至溶液を凍結乾燥または噴霧乾燥するこ
とを特徴とするブリリアントカーミン6Bナトリウム塩
の無定形物の製造法に係る第二の発明を提供するもので
ある。
Furthermore, the present invention provides a method for producing brilliant carmine 6B sodium salt free, which is characterized in that a solvent capable of infiltrating or dissolving the crystals is added to crystals of brilliant carmine 6B sodium salt, and then this infiltrated product or solution is freeze-dried or spray-dried. A second invention relating to a method for manufacturing a shaped article is provided.

また更に本発明は、ブリリアントカーミン6Bナトリウ
ム塩の無定形物を含有する化粧料に係る第三の発明を提
供するものである。
Furthermore, the present invention provides a third invention relating to cosmetics containing an amorphous substance of brilliant carmine 6B sodium salt.

第二の発明である無定形物の製造法に使用される溶媒と
しては、ブリリアントカーミン6Bナトリウム塩を浸潤
乃至溶解して無定形物とすることができる溶媒であれば
よく、例えば水、エチレングリコール、プロピレングリ
コール、グリセリン、メタノール、エタノール、ジメチ
ルスルホキシド、ジメチルホルムアミド等が挙げられる
。これらは単独で、または2種以上を組み合わせて使用
できる。中でも水、メタノールまたは水とその他の溶媒
との混合物が好ましい。
The solvent used in the second invention, the method for producing an amorphous product, may be any solvent that can infiltrate or dissolve brilliant carmine 6B sodium salt to form an amorphous product, such as water, ethylene glycol, etc. , propylene glycol, glycerin, methanol, ethanol, dimethyl sulfoxide, dimethyl formamide and the like. These can be used alone or in combination of two or more. Among these, water, methanol, or a mixture of water and other solvents are preferred.

本発明の製造法における凍結乾燥または噴霧乾燥は、常
法により行なうことができ、製造条件は用いる乾燥機等
によって適当に選択される。
Freeze drying or spray drying in the production method of the present invention can be carried out by a conventional method, and the production conditions are appropriately selected depending on the dryer used.

例えば凍結乾燥機として大洋科学工業■製VD−80を
用いた場合、乾燥時間は12時間から1週間が好ましい
For example, when VD-80 manufactured by Taiyo Kagaku Kogyo 1 is used as a freeze dryer, the drying time is preferably 12 hours to one week.

また、噴霧乾燥機として東京理化器械■製5D−1を用
いた場合、ノズル径0 、4 mnφ、入口温度120
〜150℃、出口温度90〜120℃、熱風流量0.2
〜0.8m”/sin、噴霧圧o、s 〜2.Okg/
rr? 、送液速度100〜800m1l/hrの条件
で噴霧乾燥することが好ましい。
In addition, when using Tokyo Rikakikai 5D-1 as a spray dryer, the nozzle diameter is 0, 4 mnφ, and the inlet temperature is 120 mm.
~150℃, outlet temperature 90~120℃, hot air flow rate 0.2
~0.8m”/sin, spray pressure o,s ~2.Okg/
rr? It is preferable to perform spray drying at a liquid feeding rate of 100 to 800 ml/hr.

このようにして得られる本発明の無定形物は、従来用い
られてきたブリリアントカーミン6Bナトリウム塩の結
晶に較べ、高い鮮明性、赤みの色相及び透明性を有し、
工業上極めて有用なものである。
The amorphous product of the present invention obtained in this manner has higher clarity, reddish hue, and transparency than the conventionally used crystals of brilliant carmine 6B sodium salt,
It is extremely useful industrially.

本発明の無定形物は、塗料、インク、化粧料等の分野で
広く使用することができる。例えば第三の発明である化
粧料の場合、ファンデーション、頬紅、アイシャドウ、
口紅、美爪料、アイライナー、アイペンシル等のメーク
アップ化粧料等に適用することができ、その形態も粉末
状、ケイク状、乳化状、オイル状、ゲル状等、幅広く使
用することができる。
The amorphous material of the present invention can be widely used in the fields of paints, inks, cosmetics, etc. For example, in the case of cosmetics, which is the third invention, foundation, blusher, eye shadow,
It can be applied to makeup cosmetics such as lipsticks, nail polishes, eyeliners, and eye pencils, and can be used in a wide range of forms including powder, cake, emulsion, oil, and gel. .

本発明化粧料中への本発明無定形物の配合は、従来の顔
料と同様の方法により行なうことができ、配合量は化粧
料の種類に応じて任意に選択されるが、化粧料中o、o
os〜99.9重量%、特に0.01〜90重量%が好
ましい。
The amorphous substance of the present invention can be blended into the cosmetic of the present invention in the same manner as conventional pigments, and the amount of the amorphous substance of the present invention can be arbitrarily selected depending on the type of cosmetic. ,o
os to 99.9% by weight, particularly preferably 0.01 to 90% by weight.

[実施例] 以下実施例を挙げて更に詳細に説明するが、本発明はこ
れらに限定されるものではない。
[Example] The present invention will be described in more detail with reference to Examples, but the present invention is not limited thereto.

実施例1 市販のブリリアントカーミン6Bナトリウム塩10重量
部を水1000重量部に加熱溶解させ、1時間攪拌した
。これを凍結乾燥機(大洋科学工業■製VD−80)を
用いて3日間凍結乾燥を行ない、顔料を得た。
Example 1 10 parts by weight of commercially available sodium salt of brilliant carmine 6B was dissolved by heating in 1000 parts by weight of water, and the mixture was stirred for 1 hour. This was freeze-dried for 3 days using a freeze dryer (VD-80 manufactured by Taiyo Kagaku Kogyo ■) to obtain a pigment.

実施例2 市販のブリリアントカーミソ6Bナトリウム塩lO重量
部を水1000重量部に加熱溶解させ、1時間攪拌した
。これを噴霧乾燥機(東京理化器械■製5D−1)を用
いて噴霧乾燥を行ない、顔料を得た。
Example 2 10 parts by weight of commercially available Brilliant Carmiso 6B sodium salt was dissolved by heating in 1000 parts by weight of water, and the mixture was stirred for 1 hour. This was spray-dried using a spray dryer (Tokyo Rikakikai 5D-1) to obtain a pigment.

なお、製造条件は、ノズル径0 、4 mQIφ、入口
温度140℃、出口温度100℃、熱風流量0.45m
”/min、噴霧圧0.9kg/rrr、送液速度45
0m1l/hr、製造時間10時間とした。
The manufacturing conditions are: nozzle diameter 0, 4 mQIφ, inlet temperature 140°C, outlet temperature 100°C, hot air flow rate 0.45 m
”/min, spray pressure 0.9kg/rrr, liquid feeding rate 45
The production time was 0ml/hr and 10 hours.

試験例I L区皿逝 実施例1及び2で得た顔料並びに市販のブリリアントカ
ーミン6Bナトリウム塩の顔料について、CuKα放射
線のX線回折によりその結晶構造を検討した。この結果
を、実施例1の顔料について第1図に、実施例2の顔料
について第2図に、市販顔料について第3図に示す。
Test Example I The crystal structure of the pigments obtained in Examples 1 and 2 and the commercially available pigment of brilliant carmine 6B sodium salt was investigated by X-ray diffraction of CuKα radiation. The results are shown in FIG. 1 for the pigment of Example 1, FIG. 2 for the pigment of Example 2, and FIG. 3 for the commercially available pigment.

第3図に示すように、市販顔料においては2θが約5.
1°、11.0’、15.5“、18.4°、21.5
”、25.9”、26.8“及び27.4’にピークを
有している。これは該市販品を粉砕してサブミクロン以
下にした場合にも同様であった。
As shown in FIG. 3, commercially available pigments have a 2θ of about 5.
1°, 11.0', 15.5", 18.4°, 21.5
It has peaks at ", 25.9", 26.8" and 27.4'. This was also the case when the commercially available product was ground to submicron size or less.

これに対して、第1図及び第2図に示すように実施例1
及び2で得られた顔料においては、2θが5〜30゛の
領域でハロー図形を示し、ピークを有しない。
In contrast, as shown in FIGS. 1 and 2, Example 1
The pigments obtained in Example 2 and 2 show a halo pattern in the 2θ range of 5 to 30° and have no peak.

この結果より、本発明のブリリアントカーミソ6Bナト
リウム塩は、従来のブリリアントカーミソ6Bナトリウ
ム塩の結晶構造とは異なり、無定形物であることが判る
These results show that the sodium salt of Brilliant Carmiso 6B of the present invention is amorphous, unlike the crystal structure of the conventional sodium salt of Brilliant Carmiso 6B.

試験例2 目・魚n性試 実施例1及び2で得た顔料並びに市販のブリリアントカ
ーミソ6Bナトリウム塩の顔料について、色相及び鮮明
性を比較した。
Test Example 2 Eye/Fish Color Test The pigments obtained in Examples 1 and 2 and the commercially available sodium salt pigment of Brilliant Camiso 6B were compared in terms of hue and sharpness.

顔料1重量部及びヒマシ油1重量部を煉りべらで予備混
合し、オートマチックフーバーマーラ(荷重150Lb
s、 100回転)で3回分散して顔料ベーストを得た
。これを膜厚一定に展開し、色差計(村上色彩研究新製
CMS−1200)にて測色し、L*a木b*表色系の
色空間上での座標を求めた。この結果を表1に示す。
Pre-mix 1 part by weight of pigment and 1 part by weight of castor oil with a kneading spoon,
s, 100 revolutions) three times to obtain a pigment base. This was developed to a constant film thickness, and the color was measured with a color difference meter (CMS-1200, manufactured by Murakami Color Research Co., Ltd.), and the coordinates on the color space of the L*a tree b* color system were determined. The results are shown in Table 1.

表1 顔料0.6重量部、酸化チタン0.4重1部及びヒマシ
油1重量部を用いる以外は上記と同様にして測色した結
果を表2に示す。
Table 1 Table 2 shows the results of color measurement performed in the same manner as above except that 0.6 parts by weight of pigment, 0.4 parts by weight of titanium oxide and 1 part by weight of castor oil were used.

表2 これらの結果より、本発明のブリリアントカーミソ6B
ナトリウム塩の無定形物は、市販のものが黄味を帯びた
赤色を呈しているのに比較して、より鮮明な赤色を呈す
ることが判る。
Table 2 From these results, Brilliant Carmiso 6B of the present invention
It can be seen that the amorphous sodium salt exhibits a more vivid red color than the commercially available one, which exhibits a yellowish red color.

試験例3 1旦ユ旦j 顔料0.1重量部をヒマシ油lO重量部に分散させ、こ
れを30μmの組み立てセルに入れて560nmの透過
率を測定した。この結果を表3に示す。
Test Example 3 0.1 part by weight of a pigment was dispersed in 10 parts by weight of castor oil, and this was placed in a 30 μm assembled cell and the transmittance at 560 nm was measured. The results are shown in Table 3.

表3 表3より本発明のブリリアントカーミソ6Bナトリウム
塩の無定形物は、市販のものに比較して、透過率が著し
く高く、透明性が高いことが判る。
Table 3 It can be seen from Table 3 that the amorphous sodium salt of Brilliant Carmiso 6B of the present invention has significantly higher transmittance and higher transparency than commercially available products.

実施例3  且且 (組成) ■カルナウバワックス         2重1%■セ
レシン              8■キヤンデリラ
ワツクス        3■マイクロクリスタリンワ
ツクス   2■ミツロウ             
 3■硬化バーム油           5■ラノリ
ン              5■ヒマシ7113 
             40■ホホバ油     
        240顔料(実施例1の無定形物) 
   80抗酸化剤            適量(製
法) 上記各成分を加熱溶解して均一に混合し、成形用型に流
し込み冷却固化して口紅を製造した。
Example 3 AND (Composition) ■ Carnauba wax 2x 1% ■ Ceresin 8 ■ Candelilla wax 3 ■ Microcrystalline wax 2 ■ Beeswax
3 ■ Hardened balm oil 5 ■ Lanolin 5 ■ Castor 7113
40 ■ Jojoba oil
240 pigment (amorphous material of Example 1)
80 Antioxidant Appropriate Amount (Production Method) Each of the above components was heated and dissolved, mixed uniformly, poured into a mold, cooled and solidified to produce a lipstick.

実施例4  匹 実施例3において、成分@の実施例1の無定形物に代え
て実施例2の無定形物を用いた以外は同様にして口紅を
製造した。
Example 4 A lipstick was produced in the same manner as in Example 3, except that the amorphous material of Example 2 was used in place of the amorphous material of Example 1 as an ingredient.

比較例1  ユ且 実施例3において、成分0の実施例1の無定形物に代え
て市販のブリリアントカーミソ6Bナトリウム塩を用い
た以外は同様にして口紅を製造した。
Comparative Example 1 A lipstick was produced in the same manner as in Example 3, except that commercially available sodium salt of Brilliant Camiso 6B was used in place of the amorphous material of Example 1 containing 0 ingredients.

試験例4 実施例3及び4並びに比較例1で得た口紅について、専
門パネラ−1O名による色相評価及び以下の基準による
透明性の官能評価を行なった。この結果を表4に示す。
Test Example 4 The lipsticks obtained in Examples 3 and 4 and Comparative Example 1 were evaluated for hue by 10 expert panelists and sensory evaluation of transparency based on the following criteria. The results are shown in Table 4.

0110人が透明性ありと評価 O:6〜9人が透明性ありと評価 Δ:2〜5人が透明性ありと評価 X;1Å以下が透明性ありと評価 表4 [発明の効果] 以上のように、本発明によれば従来知られていたブリリ
アントカーミソ6Bナトリウム塩の結晶に比べ、鮮明な
赤色を有し、透明性の高いブリリアントカーミソ6Bナ
トリウム塩の無定形物が提供される。更にこれを化粧料
に配合することによって鮮明な赤色及び高い透明性を有
する化粧料が提供される。本発明の無定形物は、塗料、
インク、化粧料等の分野で広く使用することができ、工
業上極めて有用なものである。
0110 people evaluated it as transparent O: 6 to 9 people evaluated it as transparent Δ: 2 to 5 people evaluated it as transparent X; 1 Å or less evaluated it as transparent Table 4 [Effect of the invention] As described above, the present invention provides an amorphous form of Brilliant Carmiso 6B sodium salt that has a brighter red color and higher transparency than the conventionally known crystals of Brilliant Carmiso 6B sodium salt. . Furthermore, by blending this into cosmetics, cosmetics with a bright red color and high transparency can be provided. The amorphous material of the present invention includes paint,
It can be widely used in the fields of inks, cosmetics, etc., and is extremely useful industrially.

【図面の簡単な説明】[Brief explanation of drawings]

第1図は本発明に係る凍結乾燥により得られたブリリア
ントカーミソ6Bナトリウム塩の無定形物のX線回折図
、第2図は本発明に係る噴霧乾燥により得られたブリリ
アントカーミソ6Bナトリウム塩の無定形物のX線回折
図、第3図は市販のブリリアントカーミソ6Bナトリウ
ム塩のX線回折図である。 以上 契 p 諸 麺 年 戻 烟 駆
FIG. 1 is an X-ray diffraction diagram of the amorphous Brilliant Carmiso 6B sodium salt obtained by freeze-drying according to the present invention, and FIG. 2 is an X-ray diffraction diagram of the amorphous Brilliant Carmiso 6B sodium salt obtained by spray-drying according to the present invention. Figure 3 is an X-ray diffraction diagram of commercially available Brilliant Carmiso 6B sodium salt. The above agreement is as follows:

Claims (3)

【特許請求の範囲】[Claims] (1)ブリリアントカーミン6Bナトリウム塩の無定形
物。
(1) Amorphous substance of brilliant carmine 6B sodium salt.
(2)ブリリアントカーミン6Bナトリウム塩の結晶に
該結晶を浸潤乃至溶解し得る溶媒を加え、次いでこの浸
潤物乃至溶液を凍結乾燥または噴霧乾燥することを特徴
とするブリリアントカーミン6Bナトリウム塩の無定形
物の製造法。
(2) An amorphous product of brilliant carmine 6B sodium salt, which is obtained by adding a solvent capable of infiltrating or dissolving the crystals to crystals of brilliant carmine 6B sodium salt, and then freeze-drying or spray-drying the infiltrated product or solution. manufacturing method.
(3)ブリリアントカーミン6Bナトリウム塩の無定形
物を含有する化粧料。
(3) A cosmetic containing an amorphous substance of brilliant carmine 6B sodium salt.
JP9893289A 1989-04-20 1989-04-20 Amorphous product of sodium salt of brilliant carmine 6b, its preparation, and cosmetics containing it Pending JPH02279769A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP9893289A JPH02279769A (en) 1989-04-20 1989-04-20 Amorphous product of sodium salt of brilliant carmine 6b, its preparation, and cosmetics containing it

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP9893289A JPH02279769A (en) 1989-04-20 1989-04-20 Amorphous product of sodium salt of brilliant carmine 6b, its preparation, and cosmetics containing it

Publications (1)

Publication Number Publication Date
JPH02279769A true JPH02279769A (en) 1990-11-15

Family

ID=14232897

Family Applications (1)

Application Number Title Priority Date Filing Date
JP9893289A Pending JPH02279769A (en) 1989-04-20 1989-04-20 Amorphous product of sodium salt of brilliant carmine 6b, its preparation, and cosmetics containing it

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2009527460A (en) * 2005-12-23 2009-07-30 アムジエン・インコーポレーテツド Solid form of AMG 706 and pharmaceutical composition thereof

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2009527460A (en) * 2005-12-23 2009-07-30 アムジエン・インコーポレーテツド Solid form of AMG 706 and pharmaceutical composition thereof
US8648199B2 (en) 2005-12-23 2014-02-11 Amgen Inc. Process for making a solid-state form of AMG 706

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