JP5726461B2 - ヒドロキシル化ジフェニルメタン誘導体を含む化粧品組成物 - Google Patents
ヒドロキシル化ジフェニルメタン誘導体を含む化粧品組成物 Download PDFInfo
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- JP5726461B2 JP5726461B2 JP2010190661A JP2010190661A JP5726461B2 JP 5726461 B2 JP5726461 B2 JP 5726461B2 JP 2010190661 A JP2010190661 A JP 2010190661A JP 2010190661 A JP2010190661 A JP 2010190661A JP 5726461 B2 JP5726461 B2 JP 5726461B2
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- 239000000203 mixture Substances 0.000 title claims description 124
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- RMGVATURDVPNOZ-UHFFFAOYSA-M potassium;hexadecyl hydrogen phosphate Chemical group [K+].CCCCCCCCCCCCCCCCOP(O)([O-])=O RMGVATURDVPNOZ-UHFFFAOYSA-M 0.000 description 5
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- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- IYFATESGLOUGBX-YVNJGZBMSA-N Sorbitan monopalmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O IYFATESGLOUGBX-YVNJGZBMSA-N 0.000 description 3
- 239000003945 anionic surfactant Substances 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 3
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- KUVMKLCGXIYSNH-UHFFFAOYSA-N isopentadecane Natural products CCCCCCCCCCCCC(C)C KUVMKLCGXIYSNH-UHFFFAOYSA-N 0.000 description 3
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- WCVRQHFDJLLWFE-UHFFFAOYSA-N pentane-1,2-diol Chemical compound CCCC(O)CO WCVRQHFDJLLWFE-UHFFFAOYSA-N 0.000 description 1
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- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 229940106025 phenylethyl resorcinol Drugs 0.000 description 1
- 238000004987 plasma desorption mass spectroscopy Methods 0.000 description 1
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- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
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- XLCIFRJORZNGEV-UHFFFAOYSA-N propan-2-yl 2-[dodecanoyl(methyl)amino]acetate Chemical compound CCCCCCCCCCCC(=O)N(C)CC(=O)OC(C)C XLCIFRJORZNGEV-UHFFFAOYSA-N 0.000 description 1
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- 239000001587 sorbitan monostearate Substances 0.000 description 1
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- 235000019337 sorbitan trioleate Nutrition 0.000 description 1
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- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
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- COXJMKGEQAWXNP-UHFFFAOYSA-N tris(14-methylpentadecyl) 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CC(C)CCCCCCCCCCCCCOC(=O)CC(O)(C(=O)OCCCCCCCCCCCCCC(C)C)CC(=O)OCCCCCCCCCCCCCC(C)C COXJMKGEQAWXNP-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/347—Phenols
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
- A61K8/062—Oil-in-water emulsions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4993—Derivatives containing from 2 to 10 oxyalkylene groups
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/86—Polyethers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/90—Block copolymers
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Emergency Medicine (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Description
・ 下記のヒドロキシル化ジフェニルメタン誘導体;
・ 脂肪酸とポリエチレングリコールとのエステル;
・ C16-C22脂肪酸とソルビタンとのエステル及びC16-C22脂肪酸とグリセロールとのエステルから選択される、付加的界面活性剤;
・ エチレンオキシドとプロピレンオキシドとの重縮合物;
を含む組成物である。
・ R1は、水素原子、メチル基、飽和もしくは不飽和であって直鎖状もしくは分枝状の、2乃至4の炭素原子を有するアルキル鎖、OH基、及びハロゲンから選択され、
・ R2は、水素原子、メチル基、飽和もしくは不飽和であって直鎖状もしくは分枝状の、2乃至5の炭素原子を有するアルキル鎖から選択され、
・ R3は、メチル基、飽和もしくは不飽和であって直鎖状もしくは分枝状の、2乃至5の炭素原子を有するアルキル鎖から選択され、
・ R4及びR5は、互いに独立に、水素原子、メチル基、飽和もしくは不飽和であって直鎖状もしくは分枝状の、2乃至5の炭素原子を有するアルキル鎖、-OH基、またはハロゲンから選択される]
を有する。
・ R1、R2、R4、及びR5は、水素原子を示し;
・ R3は、メチル基であり;
・ -OH基は、2つの芳香核を互いに接続する炭素と共に形成される結合に対して、オルト位及びパラ位にある。
H-(O-CH2-CH2)a-(O-CH(CH3)-CH2)b-(O-CH2-CH2)a-OH
を有し、式中、aは、2乃至150の範囲であり、bは、1乃至100の範囲であって、好ましくは、aは、10乃至130の範囲であり、bは、20乃至80の範囲である。
含んで良い。
(i)カルボキシビニルポリマー(例えば、任意に架橋したアクリル酸ポリマー)、例えば、Carbopolの名称(INCI名:Carbomer)でGoodrich社により市販の製品;
(ii)2-アクリルアミド-2-メチルプロパンスルホン酸のポリアクリルアミド及びポリマー及びコポリマーであって、任意に架橋及び/または中和されているもの、例えば、Hoechst社により「Hostacerin AMPS」(INCI名:ポリアクリロイルジメチル酒石酸アンモニウム)の名称で市販のもの;アクリルアミドとAMPSとの架橋アニオン性コポリマーであって、エマルションの形態で提供される、例えば、SEPPIC社により、Sepigel 305(CTFA名:ポリアクリルアミド/C13-14イソパラフィン/ラウレス-7)の名称で、及びSimulgel 600(CTFA名:アクリルアミド/ナトリウムアクリロイルジメチルタウレートコポリマー/イソヘキサデカン/ポリソルベート80)の名称で市販のもの;アクリル酸とAMPSとの架橋アニオン性コポリマーであって、エマルション形態で提供される、例えば、Simulgel EG(CTFA名:ナトリウムアクリレート/ナトリウムアクリロイルジメチルタウレートコポリマー/イソヘキサデカン/ポリソルベート80)の名称で市販のもの;2-アクリルアミド-2-メチルプロパンスルホン酸/エトキシル化C12-C14アルキルメタクリレートコポリマー(Clariant社製、Aristoflex LNC)または2-アクリルアミド-2-メチルプロパンスルホン酸/エトキシル化ステアリルメタクリレートコポリマー(Clariant社製、Aristoflex HMS及びAristoflex SNC);
(iii)多糖類、例えば、キサンタンガム、グアーガム、アルギネート、またはセルロースポリマー、例えば、ヒドロキシエチルセルロース、ヒドロキシプロピルセルロース、またはカルボキシメチルセルロース;
(iv)無機化合物、例えば、変性または未変性であってよいスメクタイトまたはヘクトライト、例えば、Rheoxにより市販のBentone製品、R.T.Vanderbilt社により市販のVeegum HS製品;並びに
これらの混合物から選択して良い。
特に2乃至20の炭素原子、好ましくは2乃至10の炭素原子、好ましくは2乃至6の炭素原子を有するポリオール、例えば、グリセロール、プロピレングリコール、ブチレングリコール、ペンチレングリコール、ヘキシレングリコール、ジプロピレングリコール、またはジエチレングリコール;
グリコールエーテル(特に3乃至16の炭素原子を有するもの)、例えば、モノ-、ジ-、またはトリ-プロピレングリコール(C1-C4)アルキルエーテルまたはモノ-、ジ-、またはトリ-エチレングリコール(C1-C4)アルキルエーテル;並びに
これらの混合物
から選択される、有機溶媒を更に含んで良い。
・動物由来の炭化水素油、例えば、ペルヒドロスクアレン(もしくはスクアラン);
・合成エステル類及びエーテル類、特に、脂肪酸のもの、例えば、式R1COOR2及びR1OR2(式中、R1は、8乃至29の炭素原子を含む脂肪酸の残基を表し、R2は、3乃至30の炭素原子を含む直鎖状もしくは分枝状の炭化水素鎖を表す)の油、例えば、パーセリンオイル、イソノニルイソノナノエート、イソノニルミリステート、2-エチルヘキシルパルミテート、2-オクチルドデシルステアレート、2-オクチルドデシルエルケート、またはイソステアリルイソステアレート;ヒドロキシル化エステル類、例えば、イソステアリルラクテート、オクチルヒドロキシステアレート、オクチルドデシルヒドロキシステアレート、ジイソステアリルマレート、トリイソセチルシトレート、あるいは、脂肪アルコール類のヘプタノエート、オクタノエート、もしくはデカノエート;ポリオールエステル類、例えば、プロピレングリコールジオクタノエート、ネオペンチルグリコールジヘプタノエート、及びジエチレングリコールジイソノナノエート;ペンタエリスリトールエステル類、例えば、ペンタエリスリチルテトライソステアレート;または、アミノ酸類の親油性誘導体、例えば、Eldew SL 205の名称でAjinomoto社より市販のイソプロピルラウロイルサルコシナート(INCI名);
・鉱物または合成由来の直鎖状もしくは分枝状炭化水素、例えば、鉱物油(油から誘導される炭化水素油の混合物;INCI名:ミネラルオイル)、揮発性もしくは不揮発性の流動パラフィン類及びこれらの誘導体、流動ワセリン、ポリデセン類、イソヘキサデカン、イソドデカン、または水素化イソパラフィン、例えば、NOF Corporationにより市販のパーリーム(登録商標)オイル(INCI名:水素化ポリイソブテン);
・シリコーンオイル類、例えば、周囲温度で液体またはペースト状である、直鎖状もしくは環状シリコーン鎖を含む揮発性もしくは不揮発性のポリメチルシロキサン類(PDMS)、特に、シクロポリジメチルシロキサン類(シクロメチコーン類)、例えば、シクロペンタシロキサン及びシクロヘキサジメチルシロキサン;ペンダントアルキル、アルコキシ、もしくはフェニル基、またはアルキル、アルコキシ、もしくはフェニル基(これらの基は、2乃至24の炭素原子を有する)を、シリコーン鎖の末端に含むポリジメチルシロキサン類;あるいは、フェニル化シリコーン類、例えば、フェニルトリメチコーン類、フェニルジメチコーン類、フェニル(トリメチルシロキシ)ジフェニルシロキサン類、ジフェニルジメチコーン類、ジフェニル(メチルジフェニル)トリシロキサン類、(2-フェニルエチル)トリメチルシロキシシリケート類、及びポリメチルフェニルシロキサン類;
・フッ化油類、例えば、部分的に炭化水素及び/またはシリコーンを含むもの、例えば、JP-A-2-295912に記載のもの;
・エーテル類、例えば、ジカプリルエーテル(CTFA名)及びC12-C15 脂肪アルコール類のベンゾエート(Finetex社製、Finsolv TN);
・これらの混合物;
を挙げてよい。
水性相の構成成分を、およそ70℃の温度での加熱により混合する。油、式(I)の活性成分、及び界面活性剤を、およそ80℃の温度での加熱によりさらに混合する。脂肪相を、およそ70℃の温度の水性相に加えた後、混合物をタービンミキサーを用いて高速で10分間に亘り撹拌する。得られるエマルションを、およそ60℃に冷却する。次いで、増粘剤を加え、その後、混合物を再度10分間に亘り撹拌する。次いで、別の活性成分を任意に導入する。
以下の組成を有する、本発明による水中油型エマルションの形態の顔用ケア組成物を調製した(実施例1)。
Claims (15)
- 水中油型エマルションの形態であって、
・ 脂肪酸とポリエチレングリコールとのエステル;
・ C16-C22脂肪酸とソルビタンとのエステル及びC16-C22脂肪酸とグリセロールとのエステルから選択される、付加的界面活性剤;
・ ポリエチレングリコールとポリプロピレングリコールブロックとからなる、エチレンオキシドとプロピレンオキシドとの重縮合物;
・ 下式(I):
・ R1は、水素原子、メチル基、飽和もしくは不飽和であって直鎖状もしくは分枝状の、2乃至4の炭素原子を有するアルキル鎖、OH基、及びハロゲンから選択され、
・ R2は、水素原子、メチル基、飽和もしくは不飽和であって直鎖状もしくは分枝状の、2乃至5の炭素原子を有するアルキル鎖から選択され、
・ R3は、メチル基、飽和もしくは不飽和であって直鎖状もしくは分枝状の、2乃至5の炭素原子を有するアルキル鎖から選択され、
・ R4及びR5は、互いに独立に、水素原子、メチル基、飽和もしくは不飽和であって直鎖状もしくは分枝状の、2乃至5の炭素原子を有するアルキル鎖、-OH基、またはハロゲンから選択される]
のヒドロキシル化ジフェニルメタン誘導体;
を含む組成物。 - 式(I)または(II)のヒドロキシル化ジフェニルメタン誘導体が、組成物全質量に対して0.01乃至5質量%の範囲の含量で存在することを特徴とする、請求項1または2に記載の組成物。
- 脂肪酸とポリエチレングリコールとのエステルが、8乃至100のエチレンオキシド単位を含むC16-C22脂肪酸から選択されることを特徴とする、請求項1乃至3のいずれか一項に記載の組成物。
- 脂肪酸とポリエチレングリコールとのエステルが、ポリエチレングリコールステアレートであることを特徴とする、請求項1乃至4のいずれか一項に記載の組成物。
- 脂肪酸とポリエチレングリコールとのエステルが、20乃至40のエチレンオキシド単位を含むことを特徴とする、請求項1乃至5のいずれか一項に記載の組成物。
- ソルビタンステアレートから選択される、C16-C22脂肪酸とソルビタンとのエステルを含むことを特徴とする、請求項1乃至6のいずれか一項に記載の組成物。
- グリセリルステアレートから選択される、C16-C22脂肪酸とグリセロールとのエステルを含むことを特徴とする、請求項1乃至7のいずれか一項に記載の組成物。
- グリセリルステアレートとポリエチレングリコール100EOモノステアレートとの混合物をさらに含むことを特徴とする、請求項1乃至8のいずれか一項に記載の組成物。
- ポリエチレングリコール/ポリプロピレングリコール/ポリエチレングリコールトリブロック重縮合物を含むことを特徴とする、請求項1乃至9のいずれか一項に記載の組成物。
- エチレンオキシドとプロピレンオキシドとの重縮合物が、1000乃至15000の範囲の重量平均分子量を有することを特徴とする、請求項1乃至10のいずれか一項に記載の組成物。
- 親水性ゲル化剤を含むことを特徴とする、請求項1乃至11のいずれか一項に記載の組成物。
- 親水性ゲル化剤が、多糖類であることを特徴とする、請求項12に記載の組成物。
- UVスクリーニング剤、充填剤、保存料、香料、殺菌剤、臭気吸収剤、着色物質、塩、界面活性剤、増粘剤、または塩基から選択される、少なくとも1つの化粧品または皮膚科用補助剤を含むことを特徴とする、請求項1乃至13のいずれか一項に記載の組成物。
- 請求項1乃至14のいずれか一項に記載の組成物を、ケラチン物質に適用する工程を含む、ケラチン物質のケアまたはメイクアップのための非治療的方法。
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FR2845911B1 (fr) * | 2002-10-21 | 2006-09-22 | Oreal | Procede de photostabilisation de systemes filtrants par des copolymeres blocs et compositions cosmetiques photoprotectrices |
DE10324566A1 (de) | 2003-05-30 | 2004-12-16 | Symrise Gmbh & Co. Kg | Verwendung von Diphenylmethan-Derivaten als Tyrosinase-Inhibitoren |
US20060147396A1 (en) * | 2005-01-03 | 2006-07-06 | L'oreal | Composition containing ascorbic acid |
EP1973518A1 (en) * | 2006-01-05 | 2008-10-01 | Symrise GmbH & Co. KG | Synergistic active preparations comprising diphenylmethane derivatives and further skin and/or hair lightening and/or senile keratosis reducing compounds |
US20090162305A1 (en) * | 2006-01-05 | 2009-06-25 | Symrise Gmbh & Co. Kg | Formulations of low oil content comprising diphenylmethane derivatives |
FR2900048B1 (fr) * | 2006-04-21 | 2012-11-16 | Oreal | Compositions comprenant un derive diphenyl-methane hydroxyle |
FR2901124B1 (fr) * | 2006-05-17 | 2008-06-27 | Oreal | Emulsion huile dans eau fine |
EP2100585A1 (fr) * | 2008-03-11 | 2009-09-16 | L'Oréal | Composition cosmétique comprenant un composé d'acide ascorbique ou d'acide salicylique |
-
2009
- 2009-08-28 FR FR0955877A patent/FR2949330B1/fr not_active Expired - Fee Related
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2010
- 2010-08-11 ES ES10172461T patent/ES2390015T3/es active Active
- 2010-08-11 EP EP10172461A patent/EP2301518B1/fr active Active
- 2010-08-12 US US12/854,918 patent/US8551458B2/en active Active
- 2010-08-27 BR BRPI1002978-8A patent/BRPI1002978B1/pt active IP Right Grant
- 2010-08-27 JP JP2010190661A patent/JP5726461B2/ja active Active
- 2010-08-27 CN CN201010268801.8A patent/CN101999993B/zh active Active
Also Published As
Publication number | Publication date |
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CN101999993B (zh) | 2015-05-27 |
US8551458B2 (en) | 2013-10-08 |
FR2949330B1 (fr) | 2012-08-10 |
ES2390015T3 (es) | 2012-11-05 |
US20110052512A1 (en) | 2011-03-03 |
EP2301518A3 (fr) | 2011-04-27 |
FR2949330A1 (fr) | 2011-03-04 |
EP2301518B1 (fr) | 2012-08-08 |
EP2301518A2 (fr) | 2011-03-30 |
BRPI1002978B1 (pt) | 2017-12-05 |
BRPI1002978A2 (pt) | 2012-04-17 |
CN101999993A (zh) | 2011-04-06 |
JP2011046709A (ja) | 2011-03-10 |
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