JPH07196946A - Pigment or extender pigment treated with organic silicon compound, its production and cosmetic - Google Patents

Pigment or extender pigment treated with organic silicon compound, its production and cosmetic

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Publication number
JPH07196946A
JPH07196946A JP35319593A JP35319593A JPH07196946A JP H07196946 A JPH07196946 A JP H07196946A JP 35319593 A JP35319593 A JP 35319593A JP 35319593 A JP35319593 A JP 35319593A JP H07196946 A JPH07196946 A JP H07196946A
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pigment
treated
molecular weight
extender
cosmetic
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JP3567335B2 (en
Inventor
Yukio Hasegawa
Isao Imai
Ryota Miyoshi
良太 三好
功 今井
幸夫 長谷川
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Miyoshi Kasei:Kk
有限会社三好化成
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; MISCELLANEOUS COMPOSITIONS; MISCELLANEOUS APPLICATIONS OF MATERIALS
    • C09CTREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES; PREPARATION OF CARBON BLACK; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C3/00Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
    • C09C3/12Treatment with organosilicon compounds
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; MISCELLANEOUS COMPOSITIONS; MISCELLANEOUS APPLICATIONS OF MATERIALS
    • C09CTREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES; PREPARATION OF CARBON BLACK; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/28Compounds of silicon

Abstract

PURPOSE: To obtain a pigment treated with an organic silicon compound, having high silicone oil absorption, free from residual hydrogen, exhibiting extremely high smoothness and good adhesion, giving fine particles of colored pigment having excellent color developability and, accordingly, useful to be compounded to make-up cosmetics such as powder foundation, liquid foundation, rouge and eye shadow to remarkably contribute to the quality improvement and give a cosmetic exhibiting smooth feeling unattainable by conventional cosmetic.
CONSTITUTION: This pigment or extender pigment treated with an organic silicon compound is produced by adsorbing a straight-chain reactive alkylpolysiloxane having amino-hydrogen group, halogen atom, hydroxyl group or alkoxy group on one molecular chain terminal and having a degree of polymerization of 25-100 and an Mw/Mn ratio of 1.0-1.3 (Mw is weight-average molecular weight and Mn is number-average molecular weight) to the surface of a pigment or an extender pigment by heat-treatment. This invention also relates to the process for the production of the treated pigment and a cosmetic containing the treated pigment.
COPYRIGHT: (C)1995,JPO

Description

【発明の詳細な説明】 DETAILED DESCRIPTION OF THE INVENTION

【0001】 [0001]

【産業上の利用分野】本発明は有機ケイ素化合物処理顔料または体質顔料、その製法および化粧料に関するものである。 The present invention relates are those organosilicon compound treated pigments or extender pigments, processes for their preparation and cosmetic. さらに詳しくは、本発明は、滑らかで、付着性、展色性に優れ、かつ残留水素の全くない、有機ケイ素化合物で表面処理された顔料または体質顔料、その製法ならびにそれらの顔料を含む化粧料に関するものであり、特に本発明の上記処理顔料または体質顔料は滑らかさに優れ、化粧料用として好適である。 More particularly, the present invention is smooth, adherent, exhibition excellent color properties, and residual no hydrogen, the surface treated pigment or extender pigment with an organosilicon compound, its preparation and a cosmetic containing those pigments relates, in particular, the treated pigment or extender pigment of the present invention is excellent in smoothness, it is suitable as a cosmetic.

【0002】 [0002]

【従来の技術】有機ケイ素化合物、特にメチルハイドロジェンポリシロキサンで表面処理された顔料または体質顔料は撥水性が高く、主に化粧くずれの防止や2ウェイタイプの化粧料に近年広く用いられている。 BACKGROUND OF THE INVENTION Organosilicon compounds are particularly methylhydrogen surface treated pigment or extender pigment polysiloxane has high water repellency, mainly in recent years been widely used in cosmetics to prevent and two-way type of makeup . 通常、よく行われている表面処理法ではシリコーン分子内の反応基Si−Hは100%反応せず、水素の残留率(反応率) Normally, the reactive group Si-H in the silicone molecule on the surface treatment method being performed well without 100% reaction, the residual rate of hydrogen (reaction rate)
は30%〜60%である。 It is 30% to 60%. メチルハイドロジェンポリシロキサンの場合、架橋重合反応は立体障害のために完全には進行せず、水素が残留する。 For methylhydrogenpolysiloxane, the crosslinking polymerization reaction does not proceed completely due to steric hindrance, hydrogen remains. 水素の残留する顔料または体質顔料を化粧料に配合すると、化粧料製造工程においてアルカリ成分または酸性条件下で残留水素がガスとして発生して爆発の危険性があり、また製造後の製品において経時的に化粧料容器の膨張やコンパクトのミラーの曇り等を引き起こす等の問題があった。 When formulating pigment or extender pigment remaining hydrogen in cosmetics, residual hydrogen in an alkaline component or acidic conditions in cosmetics production process there is a risk of explosion occurs as a gas, also over time in the product after the manufacturing there has been a problem such as causing the fogging or the like of the mirror of the expansion and compact of cosmetic container to. また、熱に弱い顔料、例えば黄色酸化鉄、紺青、赤色202号(リゾールルビンBCA)は触媒を用いて低温で処理することも提案されているが、この方法は触媒が残留するために好ましくない。 Weak pigment to heat, for example, yellow iron oxide, iron blue, but Red No. 202 (Rizorurubin BCA) has also been proposed to process at a low temperature using a catalyst, this method is not preferred for the catalyst remains.

【0003】メチルハイドロジェンポリシロキサン処理の改良法として、酸性物質やアルカリ金属の水酸化物を添加することによって反応率を上げる方法が提案されている。 [0003] As an improved method of methylhydrogenpolysiloxane treatment, a method of increasing the reaction rate by adding the hydroxide of an acidic substance and an alkali metal it has been proposed. しかし、メチルハイドロジェンポリシロキサンの反応は架橋重合であり、反応後は網目状の三次元構造をとるため、樹脂化の方向へ進み単独のシリコーン樹脂粒子の生成、顔料粒子の造粒、または強い凝集を引き起こしてしまう。 However, the reaction of methyl hydrogen polysiloxane is a crosslinked polymer, after the reaction is to take a network of three-dimensional structure, generation of a single silicone resin particles proceeds in the direction of the resinification, granulation of the pigment particles, or strong thereby causing aggregation. この結果、生成された処理顔料はガサガサした感触となり、展色性および皮膚への付着性が著しく悪い。 As a result, treated pigments produced becomes touch was rustling, exhibitions remarkably bad adhesion to the color properties and the skin. その他の改良法としてジェットアトマイザー等によるメカノケミカル処理が提案されている。 Mechano-chemical processing by the jet atomizer and the like have been proposed as other improved methods. しかし、この方法によっても、メチルハイドロジェンポリシロキサンで処理した場合、顔料の種類によって異なるが反応率はせいぜい20〜70%であり、残留水素による上記問題は依然として解決されない。 However, even by this method, when treated with methylhydrogenpolysiloxane different but the reaction rate depending on the kind of the pigment is at most 20% to 70%, the problem of residual hydrogen is still not resolved. また、粉砕力を利用するため薄片状や針状等の形状を特徴とする顔料または体質顔料では形状が変化してしまう。 Further, the pigment or extender pigment, characterized the shape of the flaky and needle-like or the like for utilizing grinding force is changed shape. さらに、特殊な設備を必要とするため少量多品種の生産としては作業性の点で実用的ではない。 Moreover, it is not practical in terms of workability as a production of high-mix low-volume requires a special equipment. さらに別の改良法として、シリコン1 As a further improved method, the silicon 1
分子中の官能基、すなわちSi−H基数を減らす方法があるが、基材(顔料)表面との反応性に乏しく、撥水性が低下し、望ましいものではなかった。 Functional groups in the molecule, i.e. there is a method to reduce the Si-H groups, poor reactivity with the base material (pigment) surface, water repellency is lowered, it was not desirable.

【0004】また、上記残留水素の問題を解決するために、ジメチルポリシロキサンを表面処理剤として使用することが考えられるが、これにより低温で処理した場合、顔料表面に吸着せず、また高温(200〜350 [0004] In order to solve the problem of the residual hydrogen, it is conceivable to use dimethyl polysiloxane as a surface treatment agent, thereby when treated at low temperatures, does not adsorb to the pigment surface and a high temperature ( 200 to 350
℃)で処理した場合、メチル基の切断により架橋重合反応が起こり、本発明の意図する特性が得られない。 When treated with ° C.), crosslinking occurs polymerization reaction by cleavage of methyl group can not be obtained intended properties of the present invention.

【0005】 [0005]

【発明が解決しようとする課題】本発明は上記の問題点を解消するためになされたものであり、皮膚への付着性に優れ、凝集がなく、特に滑らかで感触がよく、着色顔料混合時に非常に彩度の高い色調を有し、残留水素がない、有機ケイ素化合物処理顔料または体質顔料を提供することを課題とする。 It has been made to solve the present invention the above problems [0005] excellent adhesion to the skin, aggregation without particularly smooth feel good, when coloring pigment mixture have very high color saturation, there is no residual hydrogen, and to provide an organosilicon compound treated pigments or extender pigments. 本発明の課題はまた、熱に弱い顔料でも触媒を使用せずに低温で処理でき、しかも従来の設備を変更することなく簡単に処理できる処理顔料の提供にある。 The object of the present invention may also be a weak pigment into heat can be processed at a low temperature without using a catalyst, yet to provide a treated pigment that can be easily processed without changing the conventional equipment. さらに、上記処理顔料の製法および該処理顔料を含む化粧料の提供も本発明の課題である。 Furthermore, the provision of cosmetic comprising the preparation and the treated pigment of the treated pigment also an object of the present invention.

【0006】 [0006]

【課題を解決するための手段】すなわち、本発明は、重合度が25〜100、重量平均分子量(Mw)と数平均分子量(Mn)との比(Mw/Mn)が1.0〜1.3 That SUMMARY OF THE INVENTION The present invention is a polymerization degree of 25 to 100, the ratio of the weight average molecular weight (Mw) to number average molecular weight (Mn) (Mw / Mn) is 1.0 to 1. 3
である、一方の分子鎖末端にアミノ水素基、ハロゲン原子、水酸基またはアルコキシ基を有する直鎖状の反応性アルキルポリシロキサンを加熱処理により顔料または体質顔料の表面に配向吸着させたことを特徴とする有機ケイ素化合物処理顔料または体質顔料に関する。 In it, one end of the molecular chain amino hydrogen groups, and wherein the halogen atom, it was oriented adsorbed to the pigment or the surface of the extender pigment by heat treatment a linear reactive alkylpolysiloxane having a hydroxyl group or an alkoxy group treated pigment or to extender pigment organosilicon compound.

【0007】本発明において使用される直鎖状の反応性アルキルポリシロキサンは、一方のみの分子鎖末端にアミノ水素基(NH,NH 2 )、ハロゲン原子(例えばC [0007] linear reactive alkylpolysiloxane used in the present invention, amino hydrogen group at a molecular chain terminal of only one (NH, NH 2), a halogen atom (e.g., C
l,Br,I)、水酸基(OH)またはアルコキシ基(OR,ただしRはアルキル基を表す)の反応性基を有し、かつ、重合度25〜100、好ましくは30〜6 l, Br, I), having a reactive group for a hydroxyl group (OH) or alkoxy group (OR, where R represents an alkyl group), and the degree of polymerization 25 to 100, preferably from 30 to 6
0、特に30ないし50で、重量平均分子量(Mw)と数平均分子量(Mn)との比(Mw/Mn)が1.0〜 0, in particular 30 to 50, ratio (Mw / Mn) 1.0 weight-average molecular weight (Mw) to number average molecular weight (Mn)
1.3である反応性アルキルポリシロキサンである。 Is a reactive alkyl polysiloxane is 1.3.

【0008】上記反応性アルキルポリシロキサンは重合度が25〜100であるが、これは25未満であると、 [0008] The reactive alkyl polysiloxane is degree of polymerization of 25 to 100, which is less than 25,
撥水効果、滑らかさ等に劣りシリコーンの特性が発揮されず、100を越えると顔料または体質顔料表面との反応性に乏しく、好ましくないことによる。 Water repellency, not characteristic of the poor smoothness such as silicone is exhibited poor in reactivity with more than the pigment or extender pigment surface 100, due to the unfavorable. また、重量平均分子量(Mw)と数平均分子量(Mn)との比(Mw The ratio of the weight average molecular weight (Mw) to number average molecular weight (Mn) (Mw
/Mn)は一般に分子量分散度と呼ばれるが、本発明においては1.0〜1.3の範囲内であることが必要であるが、これは1.0未満のものは理論上存在し得ず、そして1.3を越えると、分子量分布が広範になり、顔料に配向吸着した場合に、本発明の意図する特性、特に感触の滑らかさが得られないことによる。 / Mn) but is commonly referred to as molecular weight dispersity, it is necessary that in the range of 1.0 to 1.3 in the present invention, this is of less than 1.0 exist theoretically Eze and if it exceeds 1.3, the molecular weight distribution becomes wide, when oriented adsorbed to the pigment, the intended properties of the present invention, due to the fact that not obtained particularly smooth feel. この分子量分散度はゲル浸透クロマトグラフィー(GPC)により慣用の方法で決定され得るものである。 The molecular weight dispersion is one that can be determined in a conventional manner by gel permeation chromatography (GPC). なお、一般に入手可能なシリコーンの分子量分散度は通常1.4〜2.0の範囲であるが、本発明においては単分散シリコーンオイルと呼ばれる1.0〜1.3の範囲でなければならない。 Although generally the molecular weight dispersity of the silicone available is usually in the range of 1.4 to 2.0, should be in the range of 1.0 to 1.3, it referred to as monodisperse silicone oil in the present invention. 本発明において使用される単分散シリコーンオイルおよび従来のシリコーンオイルのGPCにより得られるクロマトグラム(GPCチャート)を図1に示した(a Monodisperse silicone oil and chromatogram obtained by GPC of a conventional silicone oil used in the present invention (GPC chart) shown in FIG. 1 (a
が本発明の分子量分散度1.17のものであり、bが従来の分子量分散度1.9のものである)。 There are of molecular weight dispersity 1.17 of the present invention, b is of conventional molecular weight dispersity 1.9). なお、図1に示すGPCチャートは横軸が溶出量(溶出開始からの時間で表す)を示し、縦軸が溶質の濃度を示す。 Incidentally, GPC chart shown in FIG. 1 shows a horizontal axis elution amount (expressed in time from start of elution), the vertical axis indicates the concentration of the solute. 本発明のものが鋭いピークを示すことが明瞭である。 It is clear that a peak is sharp ones of the present invention. 本発明において使用され得るこのような単分散シリコーンオイルは下で記載する方法により製造され得る。 Such monodispersed silicone oils that may be used in the present invention can be prepared by the methods described below.

【0009】本発明において使用し得る反応性アルキルポリシロキサンは例えば次式I: R(R 2 SiO) n SiR 3-m (YX) m (I) (式中、Rは互いに独立してアルキル基、例えばメチル基、エチル基、プロピル基等を表し、Xはアミノ水素基、ハロゲン原子、水酸基またはアルコキシ基を表し、 [0009] Reactive alkyl polysiloxane that may be used in the present invention are for example the following formula I: R (R 2 SiO) n SiR 3-m (YX) m (I) ( wherein, R independently of one another are alkyl groups such as methyl group, ethyl group, propyl group, etc., X is an amino hydrogen group, a halogen atom, a hydroxyl group or an alkoxy group,
Yは直接結合、または二価の炭化水素基、例えばメチレン基、エチレン基、ブチレン基等を表し、それらの水素原子はその他の置換基により置換されていてもよく、m Y is a direct bond or a divalent hydrocarbon group such as methylene group, ethylene group, butylene group and the like, their hydrogen atoms may be substituted by other substituents, m
は1〜3の整数を表し、そしてnは25ないし100、 100 It represents an integer of 1 to 3, and n is 25 to,
好ましくは30〜60、特に30ないし50の整数を表す)で表されるか、または次式II: 〔R(R 2 SiO) n SiR 22 NH (II) (式中、Rおよびnは上記式Iに対して定義されたものと同じ意味を表す)で表されるものである。 Preferably 30 to 60, or particularly represented by 30 to an integer of 50), or the following formula II: [R (R 2 SiO) n SiR 2 ] 2 NH (II) (wherein, R and n are it is represented by representing) the same meaning as defined for the formula I.

【0010】このようなアルキルポリシロキサンとしては、例えばジメチルポリシロキシシラザン、α−モノヒドロキシシロキサン、α,ω−ジヒドロキシポリジメチルシロキサン、α−モノアルコキシポリジメチルシロキサン、α−ジアルコキシポリジメチルシロキサン、α− [0010] Examples of such an alkyl polysiloxanes, e.g. dimethylpolysiloxy silazane, alpha-monohydroxy siloxane, alpha, .omega.-dihydroxy polydimethylsiloxane, alpha-monoalkoxy polydimethylsiloxane, alpha-dialkoxy polydimethylsiloxane, alpha -
トリアルコキシポリジメチルシロキサン、α,ω−ジアルコキシポリジメチルシロキサン、α,ω−ヘキサアルコキシポリジメチルシロキサン、ジメチルポリシロキシクロリド、ジメチルポリシロキシブロミドおよびジメチルポリシロキシイオジン等を挙げることができる。 Trialkoxy polydimethylsiloxane, alpha, .omega. dialkoxy polydimethylsiloxane, alpha, .omega. hexa alkoxy polydimethylsiloxane, dimethylpolysiloxane cycloalkyl chloride, can be given dimethylpolysiloxy bromide and dimethylpolysiloxane CHILLY Ojin like. 中でもα−モノアルコキシポリジメチルシロキサン、α−ジアルコキシポリジメチルシロキサンおよびα−トリアルコキシポリジメチルシロキサン(例としてα−トリエトキシポリジメチルシロキサン等)が顔料表面との反応性が非常に良好であり、特に滑らかな感触の処理顔料を与えるため、好ましい。 Of these alpha-monoalkoxy polydimethylsiloxane, alpha-dialkoxy polydimethylsiloxane and alpha-trialkoxy polydimethylsiloxane (Examples alpha-triethoxy polydimethyl siloxane, etc.) are very good reactivity with the pigment surface, to provide a treated pigment particularly smooth feel, preferred.

【0011】上記本発明の反応性アルキルポリシロキサンは、例えば以下の方法により製造され得る。 [0011] The reactive alkyl polysiloxane of the present invention, for example, may be prepared by the following method. 反応性末端基がOH基である化合物(片末端シラノール化合物) 相当する環状トリシロキサン(例えばヘキサメチルシクロトリシロキサン)を相当するトリアルキルシラノール(例えばトリメチルシラノール)の存在下に次式: Following formula in the presence of reactive end groups is OH group compound (one end silanol compound) corresponding cyclic trisiloxane (e.g. hexamethylcyclotrisiloxane) the corresponding trialkyl silanol (e.g. trimethylsilanol):

【化1】 [Formula 1] で表される5価のケイ素錯体触媒を使用して開環重合させる。 In using the pentavalent silicon complex catalyst represented to ring opening polymerization. なお、上記片末端シラノール化合物は、例えばアニオン重合触媒によるリビング重合、硝酸、トリフロロメタンスルホン酸、スルホン酸基含有イオン交換樹脂、 Note that the one-terminal silanol compounds, for example, living polymerization by anionic polymerization catalyst, nitric acid, trifluoromethanesulfonic acid, sulfonic acid group-containing ion exchange resin,
塩酸、活性白土等を用いる酸触媒重合、水酸化カリウム、水酸化リチウム、テトラメチルアンモニウムヒドロキシド、トリメチルベンジルアンモニウムヒドロキシド、テトラブチルフォスフォニウムヒドロキシド等を用いるアルカリ触媒重合などが知られており、これらの方法を用いて製造し得るが、片末端シラノール化合物中に不純物として両末端シラノール化合物が少量でも存在すると、最終生成物のメタクリル官能性ジアルキルポリシロキサン中に2官能性メタクリレート置換シロキサンが含有される場合があり、このような2官能性メタクリレート置換シロキサン含有のメタクリル官能性ジアルキルポリシロキサンをビニル系モノマーと共重合させると、 Hydrochloric acid catalytic polymerisation using activated clay or the like, potassium hydroxide, lithium hydroxide, tetramethylammonium hydroxide, trimethylbenzylammonium hydroxide, alkaline catalytic polymerisation using tetrabutyl phosphonium hydroxide or the like are known Although may be prepared using these methods, the dual-end silanol compound as an impurity in one end silanol compound is present even in a small amount, the difunctional methacrylates substituted siloxanes contained in methacrylic functional dialkyl polysiloxane of the final product when the may be, such bifunctional methacrylate vinyl monomer and the copolymerization of substituted siloxanes containing methacrylic functional dialkyl polysiloxanes,
ゲル化を起こしやすくなる傾向がある。 It tends to be prone to gelation. それ故に、本発明においては、上記5価のケイ素錯体触媒を使用する開環重合が、片末端シラノール化合物の製造方法として好ましいものである。 Therefore, in the present invention, ring-opening polymerization using the pentavalent silicon complex catalyst is preferred as the production method for single end silanol compound. すなわち、この5価のケイ素錯体触媒を使用する方法により、特定の重合度および分子量分散度を有し、分子鎖末端に水酸基を持つ、本発明における使用に適する反応性アルキルポリシロキサンが得られる。 That is, the method of using the pentavalent silicon complex catalyst, has a specific degree of polymerization and molecular weight dispersion, having a hydroxyl group at the molecular chain end, a reactive alkyl polysiloxane suitable for use in the present invention is obtained. その他の反応性末端基の誘導 前項で得られた片末端シラノール化合物を、所望の反応性末端基を形成し得るオルガノシラン、例えばオルガノシラザン、オルガノハロゲンシラン、またはオルガノアルコキシシラン(例:トリエトキシシラン等)と慣用の方法に従って反応させることにより、水酸基以外の反応性末端基を有する反応性アルキルポリシロキサンが製造される。 One terminal silanol compound obtained by induction preceding other reactive end groups, organosilane capable of forming the desired reactive end groups, for example, organosilazanes, organohalogen silane or organoalkoxysilane, (eg triethoxysilane by reacting according etc.) with conventional methods, the reactive alkyl polysiloxane having reactive end groups other than hydroxyl groups is produced. その他の方法 まず、相当する環状トリシロキサンまたは環状テトラシロキサンを、アルカリ金属シラノレートおよびシロキサノレート、第四アンモニウムおよび第四フォスフォニウムシラノレートおよびシロキサノレート、およびリチウムのアルキル、アルケニルまたはアリル化合物からなる群から選択される塩基性触媒の存在下、有機溶剤、例えばトルエンまたはキシレン中、開環重合を進め、出発物質の50重量%またはそれ以下が重合体に変化した段階で重合を停止させることにより、分子量分散度が1.3 Other methods First, a cyclic trisiloxane or cyclic tetra siloxanes corresponding alkali metal silanolate and siloxanolates, quaternary ammonium and quaternary phosphonium silanolate and siloxanolate, and alkyl lithium, alkenyl or allyl compound the presence of a basic catalyst selected from the group consisting organic solvents, such as toluene or xylene, promoting ring opening polymerization, stopping the 50 wt% or less polymerization at the stage of change in the polymer starting materials the molecular weight dispersion degree of 1.3
以下のシロキサン重合体を得る。 Obtain the following siloxane polymer. なお、重合の停止は弱酸性の化合物、例えば固形二酸化炭素を添加することにより行われ得、重合度は反応条件を適宜変化させることにより選択され得る。 Note that termination of the polymerization is obtained done by adding weakly acidic compounds, for example, solid carbon dioxide, the degree of polymerization can be selected by changing the reaction conditions as appropriate. 次に、得られたシロキサン重合体の一方の分子鎖末端に所望の反応性末端基を慣用の方法に従って導入することにより、本発明に使用し得る反応性アルキルポリシロキサンとすることができる。 Then, by introducing according to conventional methods the desired reactive end groups at one molecular chain terminals of the resulting siloxane polymer may be a reactive alkyl polysiloxane that may be used in the present invention.

【0012】本発明において顔料または体質顔料とは、 [0012] The pigment or extender pigment in the present invention,
無機顔料例えば酸化チタン、酸化亜鉛、酸化ジルコニウム、黄色酸化鉄、黒色酸化鉄、ベンガラ、群青、紺青、 Inorganic pigments such as titanium oxide, zinc oxide, zirconium oxide, yellow iron oxide, black iron oxide, red iron oxide, ultramarine, iron blue,
酸化クロムまたは水酸化クロム等、真珠光沢顔料例えば雲母チタンまたはオキシ塩化ビスマス等、有機色素例えばタール色素または天然色素等、粉体例えばシリカビーズまたはナイロンもしくはアクリル等のプラスチックビーズ等、タルク、カオリン、白雲母、絹雲母、その他の雲母類、炭酸マグネシウム、炭酸カルシウム、ケイ酸アルミニウム、ケイ酸マグネシウム、ケイ酸カルシウム、 Like chromium oxide or chromium hydroxide, pearlescent pigments such titanium mica or bismuth oxychloride or the like, organic dye e.g. tar pigment or natural dyes, powders such as silica beads or nylon or plastic beads such as acrylic, talc, kaolin, dolomite mother, sericite, other micas, magnesium carbonate, calcium carbonate, aluminum silicate, magnesium silicate, calcium silicate,
クレー類等を包含する。 It encompasses the clay, and the like. 中でも、粒径1μm以下の微粒子いわゆる超微粒子酸化チタン、微粒子酸化チタンまたは着色顔料(例えば黄色酸化鉄、黒色酸化鉄、ベンガラ、群青、紺青、酸化クロム、水酸化クロムまたはタール色素等)が滑らかさ、付着性および展色性の点で非常に良好であり、本発明における使用に好適である。 Among them, the particle size 1μm or less of the fine particles called ultrafine particles of titanium oxide, fine particles of titanium oxide or colored pigments (e.g., yellow iron oxide, black iron oxide, red iron oxide, ultramarine, Prussian blue, chromium oxide, chromium hydroxide or tar dyes etc.) Smoothness , very good in terms of adhesion and coatability properties are suitable for use in the present invention.

【0013】本発明において、有機ケイ素化合物、すなわち直鎖状の反応性アルキルポリシロキサンの配合量は、処理しようとする顔料または体質顔料の粒径や比表面積により異なるが、顔料または体質顔料に対して0. [0013] In the present invention, organosilicon compounds, i.e. the amount of linear reactive alkylpolysiloxane varies by particle size and specific surface area of ​​the pigment or extender pigment to be treated, with respect to the pigment or extender pigment 0 Te.
1〜30重量%の範囲で通常用いられる。 Usually used in the range of 1 to 30 wt%. 特に2〜5重量%の範囲が好ましい。 In particular in the range of 2 to 5% by weight.

【0014】本発明の有機ケイ素化合物処理顔料または体質顔料は、上記本発明の直鎖状の反応性アルキルポリシロキサン、該ポリシロキサンを溶解する有機溶媒、および顔料または体質顔料を混合し、そしてこの混合物を加熱処理により乾燥させることにより製造される。 [0014] The organosilicon compound treated pigments or extender pigments of the present invention, a linear reactive alkylpolysiloxane of the present invention, by mixing the organic solvent, and pigment or extender pigment dissolving the polysiloxane, and this the mixture was heated treatment is produced by drying. 上記有機溶媒は、表面処理しようとする顔料または体質顔料の表面活性や熱安定性、有機溶媒自体の引火点や発火点を考慮して選択されるが、例えばエーテル系、ケトン系、ハロゲン化炭化水素、脂肪族炭化水素、アルコール類またはそれら相互の、もしくはそれらと別種の溶媒例えば水との混合物である。 The organic solvent, the surface active and heat stability of the pigment or extender pigment to be surface treated, is selected in consideration of the flash point and ignition point of the organic solvent itself, for example, ether, ketone, halogenated hydrocarbon hydrogen, aliphatic hydrocarbons, alcohols, or their mutual, or a mixture thereof with another type of solvent such as water. この有機溶媒の添加量は顔料または体質顔料に対して1〜100重量%が好ましい。 The amount of the organic solvent is preferably 1 to 100% by weight relative to the pigment or extender pigment.
反応性ポリアルキルポリシロキサン、その有機溶媒および顔料または体質顔料の混合は、それらを一緒にして通常の混合機により行ってもよいし、また、有機溶媒と顔料または体質顔料との混合物に反応性アルキルポリシロキサンを噴霧することにより行うこともできる。 Reactive polyalkyl siloxanes, mixtures of organic solvents and pigments or extender pigments may be performed by them were combined conventional mixing machine, also reactive mixture of an organic solvent and a pigment or extender pigment It can also be carried out by spraying an alkyl polysiloxane. また、 Also,
混合物の加熱処理は、用いられた顔料または体質顔料の耐熱性や有機溶媒の種類に応じて適宜行われる。 Heat treatment of the mixture is carried out appropriately according to the heat resistance and the type of the organic solvent of the pigment or extender pigment used.

【0015】さらに、本発明は、上記有機ケイ素化合物処理顔料を含む化粧料に関する。 Furthermore, the present invention relates to a cosmetic comprising the above organic silicon compound-treated pigment. ここで化粧料とは、パウダーファンデーション、リキッドファンデーション、 Here cosmetic and is, powder foundation, liquid foundation,
ルージュ、アイシャドー等を意味する。 Rouge, which means the eye shadow and the like.

【0016】 [0016]

【作用】本発明の有機ケイ素化合物処理顔料または体質顔料は、上記したように、一方に特定の反応性末端基を有する直鎖状のアルキルポリシロキサンを加熱処理により顔料または体質顔料表面に配向吸着させたものである。 Organosilicon compound-treated pigments or extender pigments DETAILED DESCRIPTION OF THE INVENTION The present invention, as described above, one to a particular orientation adsorbed to the pigment or extender pigment surface by heat treatment a straight chain alkyl polysiloxane having reactive end groups it is obtained by. この直鎖状の反応性アルキルポリシロキサンは顔料として使用される各種粉体に対する付着性および反応性が高く、架橋重合による三次元構造をとらない。 The linear reactive alkylpolysiloxane has high adhesion and reactivity to various powders to be used as a pigment, it does not take a three-dimensional structure by crosslinking polymerization. 従って、表面処理を温和な条件で行うことができるため熱に弱い顔料も触媒なしで処理でき、得られた処理顔料は滑らかで感触がよく、皮膚への付着性に優れ、凝集のないものであり、しかも、表面処理時に副生するアルコール、アンモニア、塩化水素等は加熱により容易に除去されるので残留することがない。 Therefore, sensitive pigment in the heat it is possible to carry out surface treatment under mild conditions also processed without catalyst, treated pigment obtained was smooth feel good, excellent adhesion to the skin, but without agglomeration There, moreover, the alcohol by-produced during surface treatment, ammonia, hydrogen chloride, it is not possible to remain because it is easily removed by heating. さらに、本発明の上記反応性アルキルポリシロキサンは特定の分子量範囲で、かつ分子量分布範囲が狭く、分子鎖長のバラツキが小さいものであるため、無機顔料表面との反応性に乏しい高分子量物や、撥水効果等のシリコーンの特性が出にくい低分子量物を含まず、顔料または体質顔料の均質な表面処理が可能となる。 Furthermore, in particular molecular weight range is the reactive alkyl polysiloxane of the present invention, and narrow molecular weight distribution range, since they are variations of the molecular chain length is small, Ya poor high molecular weight substance to the reaction with the inorganic pigment surface , free of hard out properties of silicones such as water repellant low molecular weight substances, it is possible to uniform surface treatment of the pigment or extender pigment. また、このように優れた性質を有する上記処理を施した顔料または体質顔料を含む化粧料は、 Moreover, the cosmetic containing a pigment or extender pigment subjected to the treatment with such excellent properties,
のび、付着性等に優れ、特に、化粧料には必須の感触の滑らかさに優れ、着色顔料を含む化粧料は非常に彩度が高い色調を有するものである。 Extending, excellent adhesion, etc., in particular, the cosmetic is excellent in smoothness of the essential feel, a cosmetic comprising a colored pigment is one having a very saturation is high tone.

【0017】 [0017]

【実施例】本発明を実施例に基づいてさらに詳細に説明する。 It will be described in further detail based on examples EXAMPLES The present invention. なお、部は重量部を意味する。 Incidentally, parts are by weight. 有機ケイ素化合物処理顔料 実施例1 タルク(浅田製粉株式会社製,商品名JA−13R)1 Organosilicon compound-treated pigment Example 1 Talc (Asada Milling Co., Ltd., trade name EN-13R) 1
00gに対し、クロロホルム70gおよびα−トリエトキシポリジメチルシロキサン(重合度=30,分子量分散度=1.19,片末端基=トリエトキシ基)を添加し、ニーダーで5分間混合する。 00g respect, chloroform 70g and α- triethoxy polydimethyl siloxane (degree of polymerization = 30, molecular weight dispersity = 1.19, one terminal group = triethoxy group) was added, mixed for 5 minutes with a kneader. これを60℃で風乾し、クロロホルムを完全に除去した後、115℃で3時間加熱し、処理物を得た。 It was air-dried at 60 ° C., after completely removing the chloroform, and heated 3 hours at 115 ° C., to obtain a treated product.

【0018】比較例1 実施例1におけるポリメチルエトキシシロキサンを重合度が30、分子量分散度が1.71、片末端基がトリエトキシ基のものに代えた以外は実施例1と同様の操作を行い、処理物を得た。 [0018] Comparative Example 1 Example a degree of polymerization of poly methylethoxy siloxane 30 in 1, molecular weight dispersion degree of 1.71, one terminal group is carried out in the same manner as in Example 1 except that instead of the ones triethoxy groups to obtain a processed product.

【0019】比較例2 実施例1におけるポリメチルエトキシシロキサンを重合度が30、分子量分散度が1.23、両末端基がトリエトキシ基のものに代えた以外は実施例1と同様の操作を行い、処理物を得た。 [0019] The same procedure as in Example 1, except that the place of that of Comparative Example 2 Example polymerization degree of poly-methylethoxy polysiloxane in 1 30, the molecular weight dispersion of 1.23, both end groups triethoxy group to obtain a processed product.

【0020】比較例3 実施例1におけるポリメチルエトキシシロキサンを重合度が150、分子量分散度が1.21、片末端基がトリエトキシ基のものに代えた以外は実施例1と同様の操作を行い、処理物を得た。 [0020] The same procedure as in Example 1, except that the place of that of Comparative Example 3 Example a degree of polymerization of poly methylethoxy siloxane 150 in 1, molecular weight dispersion degree of 1.21, is one terminal group triethoxy groups to obtain a processed product.

【0021】実施例1、比較例1ないし比較例3で得られた処理物について撥水性、皮膚への付着性および感触の試験を行った。 [0021] Example 1, water-repellent processing product obtained in Comparative Examples 1 to 3 were tested for adhesion and feel to the skin. 結果を表1にまとめて示す。 The results are summarized in Table 1. なお、それぞれの特性の評価は以下の5点法により行った: 5=非常に良い,4=やや良い,3=普通,2=やや悪い,1=非常に悪い。 The evaluation of each property was carried out by the following 5-point method: 5 = Excellent, 4 = Good, 3 = average, 2 = somewhat poor 1 = very poor.

【表1】 [Table 1] 表1に示す結果から、本発明の処理顔料は従来のものに比べ、撥水性、皮膚への付着性および感触の全てにおいてすぐれ、特に感触の改善の度合いが極めて高いことがわかる。 From the results shown in Table 1, the treated pigment of the present invention over the prior art, water-repellent, superior in all of adhesion and feel to the skin, in particular it can be seen that a very high degree of improvement of the feel.

【0022】実施例2 セリサイト(三信鉱業株式会社製,商品名FSE)10 [0022] Example 2 sericite (Sanshin Mining Ltd., trade name FSE) 10
0gに対し、トルエン10gを添加し、家庭用ミキサーで5分間混合し、α−モノヒドロキシシロキサン(重合度=50,分子量分散度=1.21,片末端基=モノシラノール基)3gを噴霧添加しながら5分間混合する。 To 0 g, toluene was added 10 g, were mixed in a household mixer for 5 minutes, alpha-monohydroxy siloxane (degree of polymerization = 50, molecular weight dispersity = 1.21, one terminal group = monosilanol group) spraying added 3g mixing for five minutes while.
これを80℃で乾燥し、トルエンを完全に除去した後、 This was dried at 80 ° C., after completely removing the toluene,
115℃で3時間加熱し、処理物を得た。 It was heated for 3 hours at 115 ° C., to obtain a treated product. 得られた処理物は撥水性が高く、シルキーな感触で、皮膚への付着性に優れていた。 The resulting treated product has a high water repellency, silky feel, it had excellent adhesion to the skin.

【0023】比較例4 実施例2におけるジメチルポリシロキシシラノールをメチルハイドロジェンポリシロキサンに代えた以外は実施例2と同様の操作を行い、処理物を得た。 [0023] except that the dimethylpolysiloxane siloxy silanol in Comparative Example 4 Example 2 was replaced with methyl hydrogen polysiloxane in the same manner as the Example 2, to obtain a treated product. 得られた処理物は撥水性は良好であったが、粉っぽい感触で、皮膚への付着性が悪かった。 The resulting treated water repellency was good, but chalky feeling, resulting in poor adhesion to the skin.

【0024】比較例5 実施例2におけるジメチルポリシロキシシラノールをジメチルポリシロキサン(100cs)に代え、トルエンを完全に除去した後、250℃で30分間加熱し、処理物を得た。 [0024] Instead of a dimethylpolysiloxy silanol in Comparative Example 5 Example 2 dimethylpolysiloxane (100 cs), after completely removing the toluene, was heated at 250 ° C. 30 minutes to obtain treated product. 得られた処理物は撥水性が悪く、重い感触で、滑らかさが全くなかった。 The resulting treated product has poor water repellency, in heavy feel, had no smoothness.

【0025】実施例2、比較例4および比較例5において得られた処理物に対して以下の試験(A)および(B)を行った。 [0025] Example 2 was subjected to the following tests for the obtained treated product in Comparative Example 4 and Comparative Example 5 (A) and (B). (A)各処理物10gを200mlのガラスビーカーに採取し、ジエチルエーテル100mlを添加し、30分間震盪した後、濾過し、濾過残渣を乾燥させ、FT−I The (A) each treated 10g was taken in a glass beaker 200 ml, was added diethyl ether 100 ml, was shaken for 30 minutes, filtered, dried filtration residue, FT-I
R粉体拡散反射法により、セリサイト粒子表面上に吸着しているジメチルポリシロキサンを確認した。 The R powder diffuse reflection method, it was confirmed dimethylpolysiloxane adsorbed on sericite particle surfaces. 測定されたスペクトルを図2に示す。 The measured spectrum is shown in Figure 2. 実施例2のものに観察される2964cm -1 (C−H伸縮振動)、1261cm -1 2964cm -1, which is observed to that of Example 2 (C-H stretching vibration), 1261cm -1
(Si−CH 3伸縮振動)のピークはジメチルポリシロキサンの振動に相当する。 Peak of (Si-CH 3 stretching vibration) corresponds to the vibration of the dimethylpolysiloxane. これに対し、比較例4のものには2167cm -1にSi−Hの伸縮振動が認められ、 In contrast, Si-H stretching vibration is observed at 2167cm -1 to that of Comparative Example 4,
これは残留水素を示すもので好ましくない。 This is not preferable in that indicating the residual hydrogen. また、比較例5のものにはジメチルポリシロキサンのピークが確認できず、エーテルによって完全に抽出されてしまっていることがわかる。 Further, it can be seen that those of Comparative Example 5 can not confirm the peak of dimethyl polysiloxane, we've been completely extracted by ether. 以上の結果は、本発明により得られる処理物のみが残留水素を含まず、しかもジメチルポリシロキサンが顔料粒子表面に吸着していることを確認するものである。 These results, confirming that only treated product obtained by the present invention contains no residual hydrogen, moreover dimethylpolysiloxane is adsorbed to the pigment particle surface.

【0026】(B)前項Aで得られた粉体について皮膚上での延び、付着性および撥水性の試験を行った。 [0026] (B) extending on the skin for powder obtained in the previous section A, was tested adhesion and water repellency. 結果を表2にまとめて示す。 The results are summarized in Table 2. なお、それぞれの特性の評価は以下の5点法により行った: 5=非常に良い,4=やや良い,3=普通,2=やや悪い,1=非常に悪い。 The evaluation of each property was carried out by the following 5-point method: 5 = Excellent, 4 = Good, 3 = average, 2 = somewhat poor 1 = very poor.

【表2】 [Table 2] 表2に示す結果から、本発明の処理顔料は従来のものに比べ、皮膚上での延び、付着性および撥水性の全てにおいて顕著にすぐれていることがわかる。 From the results shown in Table 2, the treated pigment of the present invention compared with the conventional, lightly on the skin, it can be seen that markedly excellent in all of adhesion and water repellency.

【0027】化粧料 実施例3 以下のようにしてパウダーファンデーションを製造した。 [0027] to produce a powder foundation in the cosmetics Example 3 as follows. 成分1(顔料および体質顔料,註1) マイカ粉 15.0 部 セリサイト 20.0 部 タルク 36.45部 酸化チタン 15.0 部 黄色酸化鉄 2.5 部 ベンガラ 1.0 部 黒色酸化鉄 0.5 部 成分2 メチルフェニルポリシロキサン 5.0 部 トリオクタン酸グリセリン 2.5 部 kf96(1000cs) 2.0 部 酢酸トコフェロール 0.05部 註1)それぞれ以下のものを用いた:マイカ粉(三好化成製,商品名M−302),セリサイト(三信鉱業株式会社製,商品名FSE),タルク(浅田製粉株式会社製,商品名JA−13R),酸化チタン(石原産業株式会社製,商品名CR−50),黄色酸化鉄(チタン工業製,商品名LLXLO),ベンガラ(森下べんがら工業株式会社製,商品名ベンガラ七宝),黒色酸化鉄(チタ Component 1 (pigment and extender pigment, Note 1) Mica powder 15.0 parts sericite 20.0 parts Talc 36.45 parts Titanium oxide 15.0 parts Yellow iron oxide 2.5 parts red iron oxide 1.0 part iron oxide black 0 .5 parts component 2 methyl phenyl polysiloxane 5.0 parts trioctanoate glycerin 2.5 parts KF96 (1000 cs) 2.0 parts of tocopherol acetate 0.05 parts Note 1) respectively, the following were used: mica powder (Miyoshi Kasei Ltd., trade name M-302), sericite (Sanshin mining Ltd., trade name FSE), talc (Asada milling Co., Ltd., trade name JA-13R), titanium oxide (manufactured by Ishihara Sangyo Kaisha, Ltd., trade name CR -50), yellow iron oxide (Titan Kogyo Co., Ltd., trade name LLXLO), red iron oxide (red iron oxide Morishita industry Co., Ltd., trade name, red iron oxide cloisonne), black iron oxide (Chita 工業製,商品名BL−100) Industry Co., Ltd., product name BL-100)

【0028】まず、成分1の顔料および体質顔料の混合物をヘンシェルミキサーで混合し、その中から200g Firstly, mixing the mixture of pigments and extender pigments component 1 in a Henschel mixer, 200 g from the
をバキュームニーダーに移し、クロロホルム150gにジメチルポリシロキシシラザン(重合度30,分子量分散度=1.15,片末端基=NH基)2gを溶解させた溶液を添加し、前記ニーダーを40℃に維持し、吸引しながら2〜3時間混合し、クロロホルムを除去する。 It was transferred to a vacuum kneader, dimethylpolysiloxy silazane (polymerization degree 30, the molecular weight dispersity = 1.15, one terminal group = NH group) in chloroform 150g was added a solution prepared by dissolving 2g, maintaining the kneader 40 ° C. and, with suction and mixing 23 hours to remove the chloroform. 得られた粉体を115℃で3時間さらに加熱処理し、処理物を得る。 The resulting powder was 3 hours further heat treatment at 115 ° C., to obtain a treated product. 該処理物をアトマイザーで粉砕し、この中に成分2の加熱混合物を添加し、さらにヘンシルミキサーで混合後、再度アトマイザーで粉砕する。 The treated product was triturated with atomizer, it was added heated mixture of components 2 therein, after further mixing in a Henschel mixer and pulverized again atomizer. この粉砕物を中皿に充填成形して製品とする。 The product is filled molding the pulverized product to inner tray.

【0029】比較例6 実施例3における成分1の顔料および体質顔料の混合物をメチルハイドロジェンポリシロキサン(重合度40) The mixture of methyl hydrogen polysiloxane of pigments and extender pigments component 1 in Comparative Example 6 Example 3 (polymerization degree 40)
で表面処理した以外は実施例3と同様の操作を行い、パウダーファンデーションを製造した。 Except that the surface treated in following the procedure of Example 3 was prepared powder foundation.

【0030】比較例7 実施例3における成分1の顔料および体質顔料の混合物をジメチルポリシロキサン(100cs)で表面処理した以外は実施例3と同様の操作を行い、パウダーファンデーションを製造した。 [0030] except that the mixture of pigments and extender pigments component 1 in Comparative Example 7 Example 3 was surface-treated with dimethylpolysiloxane (100 cs) was conducted in the same manner as in Example 3, was prepared powder foundation.

【0031】実施例3、比較例6および比較例7において得られた製品について以下の試験(A)および(B) [0031] Example 3, the following tests for products obtained in Comparative Examples 6 and 7 (A) and (B)
を行った。 It was carried out. (A)各製品について、分光式色差計(日本電色社製, (A) For each product, spectroscopic color difference meter (Nippon Denshoku Co., Ltd.,
商品名SZ−ε90)を用いて明度、色相および色彩を測定した。 Brightness, hue and color was measured using a trade name SZ-ε90). 測定結果を表3に示し、偏色判定図を図3に示す。 The measurement results are shown in Table 3, it shows the polarization color determining diagram in FIG. なお、肌色を有する化粧料を作成するための着色顔料として、黄色酸化鉄、赤色酸化鉄、黒色酸化鉄の3 Incidentally, as a coloring pigment for creating a cosmetic with skin color, yellow iron oxide, red iron oxide, black iron oxide 3
色が一般に広く用いられているが、この中で、ベンガラ等の赤色酸化鉄の展色性が悪いことが知られている。 Although colors are generally widely used, in this, it is known that poor coatability of the red iron oxide red iron oxide. このため、従来は数回の展色工程を経ないと彩度・色調の高い肌色が得られなかった。 For this reason, in the prior art and not through a number of times of the exhibition color process high skin color saturation and color-tone could not be obtained.

【表3】 ──────────────────────────── L *** ──────────────────────────── 実施例3 68.21 8.19 19.80 比較例6 69.03 7.62 18.94 比較例7 68.53 8.02 19.10 ──────────────────────────── [Table 3] ──────────────────────────── L * a * b * ──────────── ──────────────── example 3 68.21 8.19 19.80 Comparative example 6 69.03 7.62 18.94 Comparative example 7 68.53 8.02 19 .10 ────────────────────────────

【0032】以上の結果から、本発明によるパウダーファンデーションは発色性が良く、鮮やかな色調を示すことがわかる。 [0032] From the above results, powder foundation in accordance with the present invention has good color developing property, it can be seen that the bright colors.

【0033】(B)実施例3、比較例6または比較例7 [0033] (B) Example 3, Comparative Example 6 or Comparative Example 7
において得られる製品のいずれかを、パネラーの顔面に塗布し、使用感、皮膚への付着性、化粧もちを評価した。 One of the resulting products in, applied to the face of the panel members were evaluated feeling, adhesion to the skin, the cosmetic has. 評価結果を表4にまとめて示す。 The evaluation results are shown in Table 4. それぞれの特性の評価は以下の規準で行った:○=良好,△=普通,×= Evaluation of each of the properties was carried out in the following criteria: ○ = good, △ = normal, × =
悪い。 bad.

【表4】 [Table 4]

【0034】 [0034]

【発明の効果】以上詳細に説明したように、本発明の有機ケイ素化合物処理顔料または体質顔料は、加熱処理による顔料または体質顔料へのシリコーンの吸着性が良く、残留水素がなく、非常に滑らかで、付着性が良く、 As described [Effect Invention above in detail, the organic silicon compound-treated pigments or extender pigments of the present invention has good adsorption of the silicone to the pigment or extender pigment by heat treatment, no residual hydrogen, very smooth in, good adhesion,
微粒子である着色顔料の展色性に優れたものである。 Is excellent in the exhibition color of the colored pigment is fine. 特に、本発明において、顔料を覆う有機ケイ素化合物は、 In particular, in the present invention, an organic silicon compound covering the pigment,
片末端に反応基を有し、そして特定の重合度で、かつ分子量分布範囲が極めて狭いものであるので、顔料に対して一定の方向に確実に配向吸着し、しかも分子鎖長が揃っている。 Having a reactive group at one terminal, and in particular the degree of polymerization, and since the molecular weight distribution range is extremely narrow, reliably aligned adsorbed in a predetermined direction relative to the pigment, yet the molecular chain length is aligned . 従って、本発明の処理顔料は感触が極めて滑らかなものである。 Thus, the treated pigment of the present invention feel is extremely smooth. このように優れた性質を有する処理顔料は、パウダーファンデーション、リキッドファンデーション、ルージュ、アイシャドー等で代表されるメックアップ化粧料に配合され、品質向上に著しく貢献するものであり、特に従来の化粧料にはなかった優れた滑らかさを付与する。 Treated pigment having such excellent properties is formulated powder foundation, liquid foundation, rouge, the MEC up cosmetics typified by eye shadow, etc., which contribute significantly to the quality, in particular the conventional cosmetics to impart excellent smoothness did not have to.

【図面の簡単な説明】 BRIEF DESCRIPTION OF THE DRAWINGS

【図1】アルキルポリシロキサンのGPCチャートであり、aが本発明の反応性アルキルポリシロキサン(Mw Figure 1 is a GPC chart of alkyl polysiloxane, a reactive alkyl polysiloxane of the present invention (Mw
/Mn=1.17)のものであり、そしてbが市販されている従来のアルキルポリシロキサン(Mw/Mn= /Mn=1.17) is of, and conventional alkyl polysiloxane b are commercially available (Mw / Mn =
1.9)のものである。 1.9) are those of.

【図2】実施例2、比較例4および比較例5で得られた処理顔料のFT−IR粉体拡散反射法によるスペクトル図である。 [2] Example 2 is a spectrum diagram by FT-IR powder diffuse reflection method treated pigment obtained in Comparative Example 4 and Comparative Example 5.

【図3】実施例3、比較例6および比較例7で得られた製品の偏色判定図である。 [3] Example 3 is a partial color determination view of the product obtained in Comparative Example 6 and Comparative Example 7.

Claims (3)

    【特許請求の範囲】 [The claims]
  1. 【請求項1】 重合度が25〜100、重量平均分子量(Mw)と数平均分子量(Mn)との比(Mw/Mn) 1. A ratio of the polymerization degree is 25 to 100, weight average molecular weight (Mw) to number average molecular weight (Mn) (Mw / Mn)
    が1.0〜1.3である、一方の分子鎖末端にアミノ水素基、ハロゲン原子、水酸基またはアルコキシ基を有する直鎖状の反応性アルキルポリシロキサンを加熱処理により顔料または体質顔料の表面に配向吸着させたことを特徴とする有機ケイ素化合物処理顔料または体質顔料。 There is a 1.0 to 1.3, one molecular chain terminal amino hydrogen group, a halogen atom, by heating the linear reactive alkylpolysiloxane having a hydroxyl group or an alkoxy group on the pigment or the surface of the extender pigment organosilicon compounds, characterized in that oriented adsorption treatment pigment or extender pigment.
  2. 【請求項2】 重合度が25〜100、重量平均分子量(Mw)と数平均分子量(Mn)との比(Mw/Mn) 2. A degree of polymerization of 25 to 100, weight average molecular weight (Mw) to number average molecular weight (Mn) of the ratio of the (Mw / Mn)
    が1.0〜1.3である、一方の分子鎖末端にアミノ水素基、ハロゲン原子、水酸基またはアルコキシ基を有する直鎖状の反応性アルキルポリシロキサン、該ポリシロキサンを溶解する有機溶媒、および顔料または体質顔料を混合し、そしてこの混合物を加熱処理により乾燥させることからなる有機ケイ素化合物処理顔料または体質顔料の製造方法。 There is a 1.0 to 1.3, one molecular chain terminal amino hydrogen group, a halogen atom, a linear reactive alkylpolysiloxane having a hydroxyl group or an alkoxy group, an organic solvent which dissolves the polysiloxane, and mixing the pigment or extender pigment, and method for producing an organosilicon compound treated pigments or extender pigments consisting of drying by heating the mixture.
  3. 【請求項3】 請求項1記載の有機ケイ素化合物処理顔料または体質顔料を含む化粧料。 3. A process according to claim 1 organosilicon compound treated pigments or cosmetic comprising a body pigment according.
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