JP6611732B2 - 真球状単分散性ポリエステル樹脂水系分散体とその製造方法並びに真球状単分散性ポリエステル樹脂粒子および化粧品 - Google Patents
真球状単分散性ポリエステル樹脂水系分散体とその製造方法並びに真球状単分散性ポリエステル樹脂粒子および化粧品 Download PDFInfo
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- JP6611732B2 JP6611732B2 JP2016560307A JP2016560307A JP6611732B2 JP 6611732 B2 JP6611732 B2 JP 6611732B2 JP 2016560307 A JP2016560307 A JP 2016560307A JP 2016560307 A JP2016560307 A JP 2016560307A JP 6611732 B2 JP6611732 B2 JP 6611732B2
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Description
前記分散体中には、前記ポリエステル樹脂とともに、
分散剤として、(A)平均分子量500万以上2500万以下のアニオン性高分子化合物と(B)ポリビニルアルコールとを質量比(A/B)で1/10〜1/99の範囲の割合で含有し、
前記分散体は、その粘度が、0.1〜5Pa・sの範囲内であることを特徴とする真球状単分散性ポリエステル樹脂水系分散体を提供する。
この真球状単分散性ポリエステル樹脂粒子を含有することを特徴とする化粧品も提供する。
上記真球状単分散性ポリエステル樹脂粒子の混合割合は用途に応じて適宜調整すればよいが、通常は、0.1〜80質量%、好ましくは0.1〜60質量%とすればよい。
実施例及び比較例において、ポリエステル樹脂、分散剤、粘度調整剤として次のものを用いた。
〔ポリエステル樹脂〕
ポリエステル樹脂A:ポリスチレン換算Mw20万、メルトフローレート(MFR:JIS K7210−1999、温度190℃、荷重2.16kgf)8.0、引張破断強度73MPa、融点164℃の市販のポリ乳酸樹脂(結晶性)
ポリエステル樹脂B:ポリスチレン換算Mw18万、メルトフローレート(MFR:JIS K7210−1999、温度190℃、荷重2.16kgf)2.5、引張破断強度68MPaの市販のポリ乳酸樹脂(非結晶性)
ポリエステル樹脂C:ポリスチレン換算Mw22万、メルトフローレート(MFR:JIS K7210−1999、温度190℃、荷重2.16kgf)1.5、引張破断強度57MPa、融点115℃の市販のポリブチレンサクシネート樹脂
ポリエステル樹脂D:ポリスチレン換算Mw16万、メルトフローレート(MFR:JIS K7210−1999、温度190℃、荷重2.16kgf)4.5、引張破断強度50MPa、融点87℃の市販のブタンジオール−コハク酸/アジピン酸/乳酸四元共重合体
〔分散剤〕
分散剤(A)(アニオン性高分子化合物)
アニオン性高分子化合物A:ポリアクリル酸−アクリルアミド(質量比で80:20)共重合体(平均分子量1800万)
アニオン性高分子化合物B:ポリメタクリル酸−アクリルアミド(質量比で90:10)共重合体(平均分子量800万)
アニオン性高分子化合物C:ポリアクリル酸−メタクリルアミド(質量比で85:15)共重合体(平均分子量2500万)
アニオン性高分子化合物D:ポリアクリル酸−アクリルアミド(質量比で80:20)共重合体(平均分子量400万)
分散剤(B)(ポリビニルアルコール)
ポリビニルアルコールA:鹸化度80%、平均分子量11万
ポリビニルアルコールB:鹸化度89%、平均分子量24万
ポリビニルアルコールC:鹸化度73%、平均分子量5万
〔粘度調整剤〕
粘度調整剤A:キサンタンガム(DSP五協フード&ケミカル(株)製、エコーガム)
粘度調整剤B:ヒドロキシエチルセルロース(住友精化(株)製、SW−25F)
<実施例1〜21、比較例1〜5>
表1〜表4に示した成分割合で、密閉分散槽に仕込み、ポリエステル樹脂Aを用いた場合は120℃、ポリエステル樹脂B〜Dを用いた場合は70℃に加熱して所定の攪拌分散装置を用いた分散方法によって分散後、40℃まで急冷した。その後、減圧下に酢酸エチルを除去してポリエステル樹脂水系分散体を得た。
〔分散方法〕
分散方法A:攪拌翼形状として上下2枚のパドル翼を有する攪拌装置により、所定の翼比、周速にて、1時間攪拌した。
分散方法B:攪拌翼形状としてパドル翼1枚とアンカー翼を有する攪拌装置により、所定の翼比、周速にて、1時間攪拌した。
分散方法C:プライミクス(株)製ホモミキサーMARKIIを用いて、10,000r.p.m.の回転数で、3分間撹拌した。
〔粘度〕
分散工程中、水系分散体の粘度測定は、B型粘度計(東機産業(株)製、TVB−10M)を用いて行い、測定条件は各粘度に応じてローターNo.M1〜M4、及び回転数6、12、30、60rpmより適宜選択し、25℃における粘度を測定した。
〔安定性〕
分散工程中、水系分散体の安定性は、目視により次の基準で評価した。
評価基準
◎:凝集や沈降は認められない
○:攪拌を停止すると一部凝集あるいは沈降を生じている
△:凝集や沈降がわずかに認められる
×:分離または凝集を生じている
2.真球状単分散性ポリエステル樹脂粒子の調製方法
得られた水系分散体からポリエステル樹脂粒子を調製するため、樹脂水系分散液に硫酸ナトリウムを適量添加した後真空濾過して得たケーキ状物に、イオン交換水/アルコール混合溶剤をポリエステル樹脂(仕込み)に対して100質量%添加して、25℃、1時間攪拌を行い、樹脂粒子表面の分散剤、粘度調整剤を脱離させた後、樹脂粒子を濾別する洗浄操作を2回行った。その後濾別した樹脂粒子を気流乾燥機を用いて40℃、6時間乾燥しポリエステル樹脂粒子を得た。
〔粒子状態〕
粒子の平均粒径、単分散度は、レーザー回折型粒度分布測定装置(島津製作所(株)製、SALD−2300型、屈折率1.45−0.00i)を用いて測定した。単分散度は、平均粒径と標準偏差から求めた変動係数にて評価した。
<実施例22、23、比較例6〜8>
〔撥水性(沈降性試験)〕
実施例1、8、比較例1の樹脂粒子および押出成形法、凍結粉砕法で製造されたポリ乳酸樹脂粒子について、薬包紙に樹脂粒子0.1gを測り取り、イオン交換水150mLを入れた200mLビーカーの水面に樹脂粒子を静かに浮かせ置き、樹脂粒子の沈降の状態を目視により次の基準で評価した。結果を表5に示す。
評価基準
○:24時間経過時点で沈降が認められない
△:24時間以内に一部が沈降する
×:試験開始直後に全体の半分以上が沈降する
なお、比較例6の樹脂粒子は、さらに上記洗浄操作を2回繰り返すことにより、樹脂粒子表面の分散剤、粘度調整剤が脱離して撥水性が良好(○)となった。比較例7の樹脂粒子は、上記洗浄操作を5回繰り返しても、評価は変わらなかった。
3.化粧品
〔ルースパウダー〕
実施例1、8、比較例1、押出成形法(比較例7)、凍結粉砕法(比較例8)の樹脂粒子を用いてルースパウダーを調製し使用感(触感、つや、滑らかさ、化粧持ち)について官能試験を行った。
実施例1の樹脂粒子を用いてパウダーファンデーションを調製した。パウダーファンデーションは、樹脂粒子11質量%、マイカ質量18%、セリサイト10質量%、タルク28.5質量%、二酸化チタン質量15%、シリコーンパウダー2質量%、ワセリン1.5質量%、ジメチコン3質量%、ミリスチン酸イソセチル1.5質量%、パラメトキシケイ皮酸2−エチルヘキシル2質量%、流動パラフィン2質量%、着色顔料(黄色酸化鉄、赤色酸化鉄、黒色酸化鉄)5.5質量%を配合して調製した。得られた配合品は透明感が高く、肌への付着性、伸展性が極めて良好なものであった。
〔アイシャドウ〕
実施例1の樹脂粒子を用いてアイシャドウを調製した。アイシャドウは、樹脂粒子7質量%、マイカ38質量%、パール剤20質量%、タルク5質量%、雲母チタン5質量%、ステアリン酸亜鉛5質量%、ラウリン酸亜鉛3質量%、流動パラフィン7質量%、着色顔料(黄色酸化鉄、赤色酸化鉄、黒色酸化鉄)10質量%を配合して調製した。得られた配合品は肌への付着性、伸展性が極めて良好なものであった。
〔スクラブ洗顔料〕
実施例20、21、比較例5、押出形成法、凍結粉砕法の樹脂粒子を用いてスクラブ洗顔料を調製し使用感(汚れ落ち、すすぎ性、皮膚刺激)について官能試験を行った。
実施例20および比較例5の樹脂粒子を用いてスクラブボディソープを調製した。スクラブボディソープは、樹脂粒子0.3質量%、ラウリン酸カリウム塩10質量%、ミリスチン酸カリウム塩3.5質量%、パルミチン酸カリウム塩1.5質量%、ラウラミドプロピルベタイン5質量%、ポリオキシエチレンヤシ脂肪酸グリセリル3質量%、グリセリン5質量%、L−メントール並びに香料を適宜、残余を精製水として全量100質量%となるようにそれぞれ配合して調製した。実施例20の樹脂粒子を用いて調製したスクラブボディソープは、比較例5の樹脂粒子を用いて調製したスクラブボディソープに比べ、洗浄性が良好で、皮膚刺激が少なく、すすぎ性が極めて良好であるとともに、滑らかな感触で肌に違和感を与えない使用感であった。
〔スクラブハンドソープ〕
実施例20および比較例5の樹脂粒子を用いてスクラブハンドソープを調製した。スクラブハンドソープは、樹脂粒子0.3質量%、ヤシ油脂肪酸カリウム塩10質量%、ラウリルヒドロキシスルタイン3質量%、コカミドプロピルベタイン2質量%、ポリオキシエチレンヤシ脂肪酸グリセリル3質量%、グリセリン3質量%、エデト酸4ナトリウム塩0.2質量%、殺菌剤(トリクロサン)並びに香料を適宜、残余を精製水として全量100質量%となるようにそれぞれ配合して調製した。実施例20の樹脂粒子を用いて調製したスクラブハンドソープは、比較例5の樹脂粒子を用いて調製したスクラブハンドソープに比べ、洗浄性が良好で、皮膚刺激が少なく、すすぎ性が極めて良好な使用感であるとともに、滑らかな感触で肌に違和感を与えない使用感であった。
Claims (11)
- ポリエステル樹脂が水に分散された真球状単分散性ポリエステル樹脂水系分散体であって、前記ポリエステル樹脂の粒子平均粒径は1〜1000μmの範囲内であり、その真球度は粒子の長径/短径の平均値(アスペクト比)として1.00〜1.10の範囲内であり、単分散性は、平均粒径と標準偏差からの変動係数として8%以下であり、
前記分散体中には、前記ポリエステル樹脂とともに、
分散剤として、(A)平均分子量500万以上2500万以下のアニオン性高分子化合物と(B)ポリビニルアルコールとを質量比(A/B)で1/10〜1/99の範囲の割合で含有し、
前記分散体は、その粘度が、0.1〜5Pa・sの範囲内であることを特徴とする真球状単分散性ポリエステル樹脂水系分散体。 - 前記分散剤(A)(B)の合計質量は、前記ポリエステル樹脂に対しての質量比として0.1〜20%の範囲内であることを特徴とする請求項1に記載の真球状単分散性ポリエステル樹脂水系分散体。
- 前記分散剤(A)(B)とポリエステル樹脂との合計質量は、水に対しての質量比として1/9〜7/3の範囲内であることを特徴とする請求項1または2に記載の真球状単分散性ポリエステル樹脂水系分散体。
- 前記分散剤としての(A)平均分子量500万以上2500万以下のアニオン性高分子化合物は、不飽和カルボン酸系単量体、不飽和スルホン酸系単量体、およびそれらの中和物のうちの少なくとも一種を主成分とする重合体もしくは共重合体であることを特徴とする請求項1から3のうちのいずれか一項に記載の真球状単分散性ポリエステル樹脂水系分散体。
- 前記分散剤としての(B)ポリビニルアルコールは、鹸化度が70〜90%の範囲内、平均分子量が5万〜30万の範囲内であることを特徴とする請求項1から4のうちのいずれか一項に記載の真球状単分散性ポリエステル樹脂水系分散体。
- 前記分散体中には粘度調整剤が含まれていることを特徴とする請求項1から5のうちのいずれか一項に記載の真球状単分散性ポリエステル樹脂水系分散体。
- 請求項1から6のうちのいずれか一項に記載の真球状単分散性ポリエステル樹脂水系分散体の製造方法であって、ポリエステル樹脂と、前記分散剤(A)(B)もしくは前記分散剤(A)(B)と粘度調整剤とを、水、有機溶媒とともに混合攪拌することを特徴とする真球状単分散性ポリエステル樹脂水系分散体の製造方法。
- 前記混合攪拌時における加熱分散、冷却後の粘度を1.0〜60Pa・sの範囲内とすることを特徴とする請求項7に記載の真球状単分散性ポリエステル樹脂水系分散体の製造方法。
- 前記混合攪拌を、攪拌翼を有する回転式攪拌機において行い、その際の攪拌翼の翼径(d1)と攪拌槽の内径(d2)との比(d1/d2)を0.5〜0.85の範囲内とし、攪拌翼の周速を1〜8m/sとすることを特徴とする請求項7または8に記載の真球状単分散性ポリエステル樹脂水系分散体の製造方法。
- 請求項1から6のうちのいずれか一項に記載の真球状単分散性ポリエステル樹脂水系分散体から樹脂粒子を分離、洗浄、そして乾燥することを特徴とする真球状単分散性ポリエステル樹脂粒子の製造方法。
- 請求項10に記載の方法で真球状単分散性ポリエステル樹脂粒子を製造した後、この真球状単分散性ポリエステル樹脂粒子を化粧品の添加剤として用いることを特徴とする化粧品の製造方法。
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JP3060522B2 (ja) * | 1990-10-24 | 2000-07-10 | 東洋紡績株式会社 | 樹脂粒子およびその製法 |
JPH06263882A (ja) * | 1993-03-15 | 1994-09-20 | Toyobo Co Ltd | ポリエステル粒子 |
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JPH0782385A (ja) | 1993-09-09 | 1995-03-28 | Toyobo Co Ltd | 樹脂粒子 |
JPH07179534A (ja) | 1993-12-22 | 1995-07-18 | Toyobo Co Ltd | 耐熱ポリエステル樹脂粒子とその製法 |
EP0664113A3 (en) * | 1993-12-28 | 1996-07-10 | Kao Corp | Composition for shaping hair. |
JP4382909B2 (ja) | 1999-07-02 | 2009-12-16 | ミヨシ油脂株式会社 | 生分解性樹脂水系分散体及び生分解性複合材料 |
JP2004018744A (ja) * | 2002-06-18 | 2004-01-22 | Mitsui Chemicals Inc | ポリ乳酸系樹脂水分散体 |
JP2004099883A (ja) * | 2002-08-21 | 2004-04-02 | Miyoshi Oil & Fat Co Ltd | 生分解性樹脂水系分散体 |
JP4266323B2 (ja) * | 2003-04-23 | 2009-05-20 | 住友精化株式会社 | ポリ乳酸水性分散液の製造方法 |
JP4574978B2 (ja) * | 2003-11-28 | 2010-11-04 | ダイセル化学工業株式会社 | 複合粒子及び分散体 |
JP2005330350A (ja) * | 2004-05-19 | 2005-12-02 | Konica Minolta Business Expert Inc | 樹脂粒子の製造方法、樹脂粒子、電子写真用トナー |
JP2013527263A (ja) * | 2010-03-24 | 2013-06-27 | ビーエーエスエフ ソシエタス・ヨーロピア | 熱可塑性ポリエステルの水性分散液の製造方法 |
JP2013209433A (ja) * | 2012-03-30 | 2013-10-10 | Unitika Ltd | ポリエステル樹脂水性分散体の製造方法 |
FR3011741B1 (fr) * | 2013-10-11 | 2015-10-23 | Oreal | Composition cosmetique de revetement des fibres keratiniques |
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