JP7149885B2 - セルロース誘導体粒子、化粧品組成物及びセルロース誘導体粒子の製造方法 - Google Patents
セルロース誘導体粒子、化粧品組成物及びセルロース誘導体粒子の製造方法 Download PDFInfo
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- JP7149885B2 JP7149885B2 JP2019054171A JP2019054171A JP7149885B2 JP 7149885 B2 JP7149885 B2 JP 7149885B2 JP 2019054171 A JP2019054171 A JP 2019054171A JP 2019054171 A JP2019054171 A JP 2019054171A JP 7149885 B2 JP7149885 B2 JP 7149885B2
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- KENFVQBKAYNBKN-UHFFFAOYSA-N trihexadecyl phosphate Chemical compound CCCCCCCCCCCCCCCCOP(=O)(OCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCC KENFVQBKAYNBKN-UHFFFAOYSA-N 0.000 description 1
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Description
本開示のセルロース誘導体粒子は、炭素数が2以上のアルコキシ基、又は炭素数が3以上のアシル基を有するセルロース誘導体粒子であって、前記セルロース誘導体粒子は、平均粒子径が80nm以上100μm以下、及び真球度が70%以上100%以下、表面平滑度が80%以上100%以下であり、前記セルロース誘導体の総置換度が0.7以上3以下である。
本開示のセルロース誘導体粒子の製造方法は、総置換度が0.7以上3以下のセルロース誘導体と水溶性高分子とを200℃以上280℃以下で混練して、前記セルロース誘導体を分散質とする分散体を得る工程、及び前記分散体から前記水溶性高分子を除去する工程を含む。
分散体を得る工程においては、総置換度が0.7以上3以下のセルロース誘導体と水溶性高分子とを200℃以上280℃以下で混練して、前記セルロース誘導体を分散質とする分散体を得る。
前記分散体から水溶性高分子を除去する工程について述べる。
前記総置換度が0.7以上3以下のセルロース誘導体が、可塑剤が含浸したセルロース誘導体であってよく、前記分散体を得る工程の前に、総置換度が0.7以上3以下のセルロース誘導体と可塑剤とを混合して、前記可塑剤が含浸したセルロース誘導体を得る工程を有してよい。当該工程においては、総置換度が0.7以上3以下のセルロース誘導体と可塑剤とを混合する。
セルロースアセテートプロピオネート(イーストマンケミカル製:CAP-482-0.5)100重量部と可塑剤としてトリアセチン10重量部とを液添装置付き二軸押出機(株式会社池貝製PCM30、シリンダー温度:200℃、ダイス温度:220℃)に供給し、溶融混練し、押し出してペレット化し、混練物とした。
平均粒子径は、動的光散乱法を用いて測定した。まず、純水を用いサンプルを100ppm程度の濃度に調整し、超音波振動装置を用いて純水懸濁液とした。その後、レーザー回折法(株式会社堀場製作所「レーザ回折/散乱式粒子径分布測定装置LA-960」超音波処理15分、屈折率(1.500、媒体(水;1.333))により、体積頻度粒度分布を求め、平均粒子径を測定した。ここでいう平均粒子径(nm及びμm等)は、体積頻度粒度分布における散乱強度の積算50%に対応する粒子径の値とした。また、粒子径変動係数(%)は、粒子径の標準偏差/平均粒子径×100によって算出した。
走査型電子顕微鏡(SEM)で観察した粒子の画像を用いて、ランダムに選択した30個の粒子の長径と短径を測定し、各粒子の短径/長径比を求め、その短径/長径比の平均値を真球度とした。
粒子の2500~5000倍の走査型電子顕微鏡写真を撮り(セルロース誘導体粒子の顕微鏡写真の一例は、図1参照)、画像処理装置Winroof(三谷商事社製)を用いて、画像を二値化した(図1の顕微鏡写真を二値化した画像は図2参照)。粒子1個の中心及び/又は中心付近を含む、粒子よりも小さい任意の領域(例えば、図2を参照すれば、n1及びn2で示す領域)であってよい。また、その領域の大きさは、粒子径が15μmのとき5μm四方であってよい。当該領域における凹凸の凹に当たる部分(陰の部分)の面積率を算出し、以下の式によりその粒子1個の表面平滑度(%)を算出した。
粒子1個の表面平滑度(%)=(1-凹の面積率)×100
凹の面積率=前記任意の領域における凹部の面積/前記任意の領域
表面平滑度(%)はランダムに選択した10個の粒子サンプル、つまりn1~10まで表面平滑度の平均値とした。この数値が高いほど表面平滑度は高くなる。
「JIS K 1201-1」に従い測定した。
1H-NMR測定によって可塑剤含有量(重量%)を測定した。
JIS Z 8807-1976「固体比重測定方法」の2.比重びんによる測定方法(液体:水)により測定した。
粒子の触感について、20人のパネルテストにより官能評価を行なった。粒子に触れさせ、なめらかさ及びしっとり感の両方を総合的に、5点満点として、以下の基準により評価した。20人の平均点を算出した。
良い:5、やや良い:4、普通:3、やや悪い:2、悪い:1
可塑剤を添加せず、得られた混錬物のペレットを20重量部、ポリビニルアルコールを80重量部に変更した以外は、実施例A-1と同様にして、セルロース誘導体粒子)セルロースアセテートプロピオネート粒子)を得た。得られたセルロース誘導体粒子の置換度は1H-NMRを測定することにより、総置換度は2.58(アセチル置換度0.18、プロピオニル置換度2.40)であることを確認した。
セルロースアセテートプロピオネートをセルロースアセテートブチレート(イーストマンケミカル製:CAB-171-15)に変更した以外は、実施例A-2と同様にして、セルロース誘導体粒子(セルロースアセテートブチレート粒子)を得た。得られたセルロース誘導体粒子の置換度は1H-NMRを測定することにより、総置換度は2.75(アセチル置換度2.04、ブチリル置換度0.71)であることを確認した。
セルロースアセテートプロピオネートを下記合成方法で得られたセルロースステアレート(C18)に変更した以外は、実施例A-2と同様にして、セルロースステアレート粒子を得た。
撹拌機、還流冷却器、温度計、及び滴下ロートを備えた100L反応槽に、セルロース486g、ピリジン30kgを加え、続いて、ステアリン酸クロライド3450gを加え、窒素雰囲気下、80℃~100℃の温度範囲に昇温し、12時間撹拌を継続して反応させた。
ステアリン酸クロライド3450gをミリスチン酸クロライド(C14H27COCl)2881gに変更した以外は、実施例A-4と同様にして、セルロース誘導体粒子(セルロースミリスチレート粒子)を得た。得られたセルロース誘導体粒子の重量は2211gであった、置換度は3.0であった。
セルロースアセテートプロピオネートをエチルセルロース(ダウケミカル社製:Ethocel Std.10)に変更した以外は、実施例A-2と同様にしてエチルセルロース粒子を得た。
セルロースアセテートプロピオネートを下記合成方法で得られたメチルオクチルセルロースに変更した以外は、実施例A-2と同様にしてメチルオクチルセルロース粒子を得た。
撹拌機、還流冷却器、温度計、滴下ロートを付した100L反応槽に、メチルセルロース(富士フイルム和光純薬株式会社製:メチル置換度1.8)2,000g、ジメチルアセトアミド40Lを添加し、室温で攪拌した。続いて、粉末水酸化ナトリウム5,000gを添加し、そのまま1時間攪拌した。室温に戻した後、ヨウ化オクチル2Lを滴下し、室温で30分攪拌し、続いて、50℃で5時間攪拌して反応させた。
ナイロン粒子は、東レナイロン(登録商標)ナイロン12 SP-500(東レ株式会社製)を使用した。上記の測定方法により、この粒子の各物性を評価した。結果は表1に示す。
アクリル粒子は、マツモトマイクロスフェアー(登録商標)M-100(松本油脂製薬株式会社製)を使用した。上記の測定方法により、この粒子の各物性を評価した。結果は表1に示す。
セルロースアセテート粒子は、セルフローTA-25(JNC社製)を使用した。上記の測定方法により、この粒子の各物性を評価した。結果は表1に示す。
セルロース粒子は、セルフロー C-25(JNC社製)を使用した。上記の測定方法により、この粒子の各物性を評価した。結果は表1に示す。
リキッドファンデーションの調製
表2に示す各成分を混合後、良く攪拌し、容器に充填してリキッドファンデーションを調製した。得られたリキッドファンデーションの各物性を下記の方法で評価した。結果は表3に示す。
触感測定装置(静動摩擦測定機 TL201Ts)を用い、リキッドファンデーション0.2gの1回走行時の伸びの長さを測定した。
リキッドファンデーションを少量皮膚に塗布し、指で20回塗り広げることでシミ、ソバカスの隠れる度合いを下記の基準で目視で評価した。
◎・・・十分カバーされている
〇・・・カバーされている
△・・・カバーされているが不十分
×・・・カバー力が無い
リキッドファンデーションを少量皮膚に塗布し、指で20回塗り広げることで均一性を下記の基準で目視で評価した。
◎・・・一様に塗り広げられている
〇・・・均一性がある
△・・・ややまだらの部分がある
×・・・まだらになっている
リキッドファンデーションを少量皮膚に塗布し、指で20回塗り広げることで滑り性(クリーミーさ)を下記の基準で評価した。
◎・・・良く滑り、クリーミーさが十分ある
〇・・・良く滑り、クリーミーさがある
△・・・滑りが悪い
×・・・滑らない
表2における実施例A-1で得られたセルロース誘導体粒子を、それぞれ実施例A-2~7で得られたセルロース誘導体粒子に変更した以外は、実施例B-1と同様にして、リキッドファンデーションを調製した。得られたリキッドファンデーションの各物性を上記の方法で評価した。結果は表3に示す。
表2における実施例A-1で得られたセルロース誘導体粒子を、それぞれ比較例A-1~4の粒子に変更した以外は、実施例B-1と同様にして、リキッドファンデーションを調製した。得られたリキッドファンデーションの各物性を上記の方法で評価した。結果は表3に示す。
Claims (13)
- 炭素数が2以上のアルコキシ基、又は炭素数が3以上のアシル基を有するセルロース誘導体粒子であって、
前記セルロース誘導体粒子は、平均粒子径が80nm以上100μm以下、及び真球度が70%以上100%以下、表面平滑度が80%以上100%以下であり、
前記セルロース誘導体の総置換度が2.0以上3以下である、セルロース誘導体粒子。 - 前記セルロース誘導体の総置換度が2.0以上2.6未満である、請求項1に記載のセルロース誘導体粒子。
- 前記アシル基の炭素数が3以上18以下である、請求項1又は2に記載のセルロース誘導体粒子。
- 前記アルコキシ基の炭素数が2以上8以下である、請求項1~3のいずれか1項に記載のセルロース誘導体粒子。
- 真比重が1.04以上である、請求項1~4のいずれか1項に記載のセルロース誘導体粒子。
- 前記セルロース誘導体粒子が可塑剤を含有し、
前記可塑剤の含有量が、前記セルロース誘導体粒子の重量に対し、0重量%を超え40重量%以下である、請求項1~5のいずれか1項に記載のセルロース誘導体粒子。 - 前記可塑剤がグリセリンエステル系可塑剤である、請求項6に記載のセルロース誘導体粒子。
- 請求項1~7のいずれか1項に記載のセルロース誘導体粒子を含有する、化粧品組成物。
- 総置換度が2.0以上3以下のセルロース誘導体と水溶性高分子とを200℃以上280℃以下で混練して、前記セルロース誘導体を分散質とする分散体を得る工程、及び
前記分散体から前記水溶性高分子を除去する工程を含む、請求項1に記載のセルロース誘導体粒子の製造方法。 - 前記総置換度が2.0以上3以下のセルロース誘導体が、可塑剤が含浸したセルロース誘導体であり、
前記可塑剤が含浸したセルロース誘導体は、前記総置換度が2.0以上3以下のセルロース誘導体と前記可塑剤とを、20℃以上200℃未満の範囲で溶融混練したものである、請求項9に記載のセルロース誘導体粒子の製造方法。 - 前記可塑剤がグリセリンエステル系可塑剤である、請求項10に記載のセルロース誘導体粒子の製造方法。
- 前記可塑剤がトリアセチンである、請求項10に記載のセルロース誘導体粒子の製造方法。
- 前記水溶性高分子が、ポリビニルアルコールまたは熱可塑性デンプンである、請求項9~12のいずれか1項に記載のセルロース誘導体粒子の製造方法。
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Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2004059611A (ja) | 2002-07-25 | 2004-02-26 | Asahi Kasei Chemicals Corp | カルボキシル基含有セルロース誘導体ラテックス及びその製法 |
WO2008149894A1 (ja) | 2007-06-06 | 2008-12-11 | Asahi Kasei Chemicals Corporation | セルロース系微小核粒子及びその製造方法 |
JP2009137806A (ja) | 2007-12-07 | 2009-06-25 | Jgc Catalysts & Chemicals Ltd | 表面平滑性を備えた多孔質シリカ系粒子、その製造方法および該多孔質シリカ系粒子を配合してなる化粧料 |
JP2012021119A (ja) | 2010-07-16 | 2012-02-02 | Jnc Corp | セルロース誘導体又はその塩及びその製造方法ならびにそれを含む化粧料組成物 |
Family Cites Families (26)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5064949A (en) * | 1987-07-24 | 1991-11-12 | Hoechst Celanese Corporation | Cellulose ester microparticles and process for making the same |
JPH0676307B2 (ja) | 1987-09-07 | 1994-09-28 | 鐘紡株式会社 | 日焼け止め化粧料 |
ATE149545T1 (de) | 1990-08-30 | 1997-03-15 | Warner Lambert Co | Formteile aus einer thermoplastischen stärkeschmelze |
JP3522002B2 (ja) * | 1995-05-12 | 2004-04-26 | 信越化学工業株式会社 | 低重合度セルロースエーテルの製造方法 |
KR100526285B1 (ko) * | 2000-11-06 | 2005-11-08 | 아사히 가세이 가부시키가이샤 | 약제 제제용 셀룰로오스계 입자 |
JP4022085B2 (ja) * | 2002-02-27 | 2007-12-12 | 博隆 伊原 | セルロース誘導体粒子及びその製造方法並びにそれを用いた化粧料 |
JP2004051942A (ja) * | 2002-05-29 | 2004-02-19 | Daicel Chem Ind Ltd | 分散体及びそれを用いた成形体の製造方法 |
JP2004269865A (ja) * | 2003-02-17 | 2004-09-30 | Daicel Chem Ind Ltd | 生分解性樹脂粒子の製造方法 |
US20040180068A1 (en) * | 2003-03-13 | 2004-09-16 | Popplewell Lewis Michael | Cellulose-based particles or liquids and methods for their preparation and use |
US20040180067A1 (en) * | 2003-03-13 | 2004-09-16 | Popplewell Lewis Michael | Cellulose-based particles and methods for their preparation and use |
US7893138B2 (en) * | 2003-03-14 | 2011-02-22 | Eastman Chemical Company | Low molecular weight carboxyalkylcellulose esters and their use as low viscosity binders and modifiers in coating compositions |
US7794755B2 (en) * | 2006-04-11 | 2010-09-14 | E.I. Du Pont De Nemours And Company | Process for preparation of swellable and deformable microspheres |
JP5513088B2 (ja) * | 2008-12-05 | 2014-06-04 | 花王株式会社 | セルロース粒子の製造方法 |
WO2012087517A2 (en) * | 2010-12-22 | 2012-06-28 | Avon Products, Inc. | Cosmetic films |
JP2016500129A (ja) | 2012-10-24 | 2016-01-07 | セラニーズ アセテート,エルエルシー | 多糖エステルミクロスフェア並びにそれに関する方法及び物品 |
WO2016025568A1 (en) * | 2014-08-15 | 2016-02-18 | Dow Global Technologies Llc | Ethylcellulose dispersion and powder |
FI3186286T3 (fi) * | 2014-09-26 | 2024-07-10 | Renmatix Inc | Selluloosaa sisältävät koostumukset ja niiden valmistusmenetelmät |
KR20170063685A (ko) * | 2014-09-30 | 2017-06-08 | 다우 글로벌 테크놀로지스 엘엘씨 | 폴리머성 첨가제를 사용한 수성 에틸셀룰로오스 분산물 |
CN108026184B (zh) * | 2015-10-02 | 2020-09-15 | 陶氏环球技术有限责任公司 | 包含分散的酯化纤维素醚的水性组合物 |
MX2016013830A (es) * | 2015-10-27 | 2017-05-10 | Shinetsu Chemical Co | Eter de celulosa porosa no ionico soluble en agua que tiene excelente solubilidad y metodo para producir el mismo. |
WO2017073626A1 (ja) * | 2015-10-30 | 2017-05-04 | 東レ株式会社 | エーテル系セルロース誘導体微粒子 |
US10369724B2 (en) * | 2015-11-19 | 2019-08-06 | Schlumberger Technology Corporation | Method of making spheroidal particles |
CA3022399A1 (en) * | 2016-04-26 | 2017-11-02 | Orbis Biosciences, Inc. | Biodegradable polymer microsphere compositions for parenteral administration |
JP6187653B1 (ja) | 2016-08-12 | 2017-08-30 | 富士ゼロックス株式会社 | セルロースアシレート、樹脂組成物、及び、樹脂成形体 |
WO2018062315A1 (ja) * | 2016-09-30 | 2018-04-05 | 味の素株式会社 | 粒子およびその製造方法 |
CN110650994B (zh) | 2018-02-07 | 2020-11-24 | 株式会社大赛璐 | 乙酸纤维素粒子、化妆品组合物、以及乙酸纤维素粒子的制造方法 |
-
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Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2004059611A (ja) | 2002-07-25 | 2004-02-26 | Asahi Kasei Chemicals Corp | カルボキシル基含有セルロース誘導体ラテックス及びその製法 |
WO2008149894A1 (ja) | 2007-06-06 | 2008-12-11 | Asahi Kasei Chemicals Corporation | セルロース系微小核粒子及びその製造方法 |
JP2009137806A (ja) | 2007-12-07 | 2009-06-25 | Jgc Catalysts & Chemicals Ltd | 表面平滑性を備えた多孔質シリカ系粒子、その製造方法および該多孔質シリカ系粒子を配合してなる化粧料 |
JP2012021119A (ja) | 2010-07-16 | 2012-02-02 | Jnc Corp | セルロース誘導体又はその塩及びその製造方法ならびにそれを含む化粧料組成物 |
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EP4234043A2 (en) | 2023-08-30 |
TWI822928B (zh) | 2023-11-21 |
CN111718426A (zh) | 2020-09-29 |
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CN116496418A (zh) | 2023-07-28 |
KR20200112641A (ko) | 2020-10-05 |
US11434348B2 (en) | 2022-09-06 |
US20200299488A1 (en) | 2020-09-24 |
TW202100565A (zh) | 2021-01-01 |
ES2951840T3 (es) | 2023-10-25 |
CN111718426B (zh) | 2023-05-26 |
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