JP6280048B2 - イオン性シリコーンおよび膜形成剤を含有するパーソナルケア組成物 - Google Patents
イオン性シリコーンおよび膜形成剤を含有するパーソナルケア組成物 Download PDFInfo
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- JP6280048B2 JP6280048B2 JP2014551343A JP2014551343A JP6280048B2 JP 6280048 B2 JP6280048 B2 JP 6280048B2 JP 2014551343 A JP2014551343 A JP 2014551343A JP 2014551343 A JP2014551343 A JP 2014551343A JP 6280048 B2 JP6280048 B2 JP 6280048B2
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- RBNWAMSGVWEHFP-UHFFFAOYSA-N trans-p-Menthane-1,8-diol Chemical compound CC(C)(O)C1CCC(C)(O)CC1 RBNWAMSGVWEHFP-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- PBYZMCDFOULPGH-UHFFFAOYSA-N tungstate Chemical compound [O-][W]([O-])(=O)=O PBYZMCDFOULPGH-UHFFFAOYSA-N 0.000 description 1
- 229940124543 ultraviolet light absorber Drugs 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
- 239000010679 vetiver oil Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 229940043810 zinc pyrithione Drugs 0.000 description 1
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1
- PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 0.000 description 1
- RNWHGQJWIACOKP-UHFFFAOYSA-N zinc;oxygen(2-) Chemical class [O-2].[Zn+2] RNWHGQJWIACOKP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- A61K8/89—Polysiloxanes
- A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
- A61K8/899—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing sulfur, e.g. sodium PG-propyldimethicone thiosulfate copolyol
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/10—General cosmetic use
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
- A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Dermatology (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
本出願は、2012年1月4日に出願された米国仮出願第61/582,914号の利益を主張する、2013年1月3日に出願された米国特許出願第13/733,482号の一部継続出願であり、これらの出願の全内容をここに援用するものである。
(a)式:
M1 aM2 bM3 cD1 dD2 eD3 fT1 gT2 hT3 iQj (I)
(式中:
M1=R1R2R3SiO1/2
M2=R4R5R6SiO1/2
M3=R7R8R9SiO1/2
D1=R10R11SiO2/2
D2=R12R13SiO2/2
D3=R14R15SiO2/2
T1=R16SiO3/2
T2=R17SiO3/2
T3=R18SiO3/2
Q=SiO4/2
(式中:
R1、R2、R3、R5、R6、R8、R9、R10、R11、R13、R15およびR16は、各々独立して、1〜60の炭素原子を有する脂肪族、芳香族または一価のフッ化炭化水素基であり;
R4、R12およびR17は、各々独立して、イオン対を有し、そして式−A−Ix−Mn y+を有する一価の基、または式−R’−N+(R’’)2−R’’’−I−を有する双性イオンであり、式中、Aは、少なくとも一つの離間原子を有する離間部分であり、該離間部分は、二価の炭化水素基およびヒドロカルボノキシ基からなる群より選択され、Iは、イオン基であり、R’は、1〜20の炭素原子を有する二価の炭化水素基であり、R’’は、1〜20の炭素原子を有する一価の炭化水素基であり、R’’’は、2〜20の炭素原子を有する二価の炭化水素基であり、そしてMは、各々独立して、水素、またはアルカリ金属、アルカリ土類金属、遷移金属、第四級アンモニウム基およびホスホニウム基から独立して選択されるカチオンであり;
R7、R14およびR18は、各々独立して、−CH2CH(R19)(CnH2n)−O−(C2H4O)o−(C3H6O)p−(C4H8O)q−R19であり、式中、R19は、水素または上記定義のR1基であり;上付き文字xおよびyは、正の整数であり、但し、x=nyであり;下付き文字nは、各々独立して、0〜6の値を有し、そして下付き文字o、pおよびqは、各々独立して、0〜1000の値を有し、但し、o+p+q≧lである)であり;そして、
下付き文字a、c、d、e、f、g、h、iおよびjは、各々独立して、0または正の整数であり、但し、2≦a+b+c+d+e+f+g+h+i+j≦4500およびb≧2である)の末端官能化イオン性シリコーンを少なくとも一つ;および
(b)0.1〜99重量部の少なくとも一つの膜形成材
を含有する、パーソナルケア組成物を提供する。
実施例1
実施例2
実施例3
実施例4
実施例5
実施例6
実施例7
実施例8
実施例9
実施例10
実施例11
実施例12
各々の処方剤を、自動フィルム被嵌装置を用いて人工皮膚フィルム(30%を超えるグリセリン水溶液で24時間事前に水和)に均一塗布(厚さ約30ミクロン)し、40℃で乾燥させた。その後、試験装置を用いて、フィルムに摩擦「負荷(insult)」を与えた。500グラムの塊を白い綿ニット布1枚で覆った。布で覆った塊を、塗布されたインビトロの皮膚の表面に置いた。布で覆った塊を360°回転した。その後、布を電気的に撮像し、そして移った赤色リップ処方剤によって汚れた面積パーセントを画像処理ソフトウェアによって特定した。移り%が高い程、塗布されたインビトロの皮膚から白い布へより多くのリップ処方剤が移った。このプロセスは、インビトロの皮膚の同じ位置で繰り返された。乾燥したフィルム上の摩擦表面の各々の回転(360°)を1負荷と数えた。最高限度の移り範囲を100%であると考え、これは、全摩擦表面が着色材料で覆われていることを意味する。移り%が低い程、耐移り性がより良いことを示す。
Claims (16)
- 少なくとも一つの末端官能化イオン性シリコーンおよび少なくとも一つの膜形成剤を含有し、
末端官能化イオン性シリコーンが、式:
M1 aM2 bM3 cD1 dD2 eD3 fT1 gT2 hT3 iQj (I)
を有し、式中:
M1=R1R2R3SiO1/2
M2=R4R5R6SiO1/2
M3=R7R8R9SiO1/2
D1=R10R11SiO2/2
D2=R12R13SiO2/2
D3=R14R15SiO2/2
T1=R16SiO3/2
T2=R17SiO3/2
T3=R18SiO3/2
Q=SiO4/2
であり:
R1、R2、R3、R5、R6、R8、R9、R10、R11、R13、R15およびR16は、各々独立して、1〜60の炭素原子を有する脂肪族、芳香族または一価のフッ化炭化水素基であり;
R4、R12およびR17は各々独立して、式−A−Ix−Mn y+のイオン対を有する一価の基、または式−R’−N+(R’’)2−R’’’−I−を有する双性イオンであり、ここでAは少なくとも一つの離間原子を有する離間部分であり、該離間部分は二価の炭化水素基およびヒドロカルボノキシ基からなる群より選択され、Iはイオン基であり、R’は1〜20の炭素原子を有する二価の炭化水素基であり、R’’は1〜20の炭素原子を有する一価の炭化水素基であり、R’’’は2〜20の炭素原子を有する二価の炭化水素基であり、そしてMは各々独立して、水素、またはアルカリ金属、アルカリ土類金属、遷移金属、第四級アンモニウム基およびホスホニウム基から選択されるカチオンであり;
R7、R14およびR18は各々独立して、−CH2CH(R19)(CnH2n)−O−(C2H4O)o−(C3H6O)p−(C4H8O)q−R19であり、式中、R19は水素または上記定義のR1基であり;上付き文字xおよびyは正の整数であり、但しx=nyであり;下付き文字nは各々独立して0〜6の値を有し、そして下付き文字o、pおよびqは各々独立して0〜1000の値を有し、但し、o+p+q≧lであり;そして、
下付き文字a、c、d、e、f、g、h、iおよびjは、各々独立して、0または正の整数であり、但し、2≦a+b+c+d+e+f+g+h+i+j≦4500およびb≧2であり、
膜形成剤が、オルガノシロキサン樹脂、炭化水素ポリマー、少なくとも一つのヘテロ原子を含有する炭化水素ポリマー、フッ素原子含有炭化水素ポリマー、および粘土からなる群より選ばれる少なくとも一つであり、
オルガノシロキサン樹脂の膜形成剤は、R3SiO1/2、R2SiO、RSiO3/2およびSiO2単位の組み合わせを、RnSiO(4−n)/2(式中、nは0〜1.50の間の値であり、Rは独立して、メチル、トリフルオロメチル、フェニレンメチル、およびフェニル基から選択される)の関係を満たすような比率で含む、パーソナルケア組成物。 - 末端官能化イオン性シリコーン(I)において、R1、R2、R3、R5、R6、R8、R9、R10、R11、R13、R15およびR16基の各々が、独立して、メチル、エチル、n−プロピル、イソプロピル、n−ブチル、イソブチル、tert−ブチル、n−ペンチル、イソペンチル、ネオペンチル、tert−ペンチル、ヘキシル、ヘプチル、オクチル、ノニル、デシル、シクロペンチル、シクロヘキシル、シクロヘプチル、メチルシクロヘキシル、ナフチル、トリル、キシリル、エチルフェニルおよびベンジルから選択される、請求項1に記載のパーソナルケア組成物。
- 末端官能化イオン性シリコーン(I)において、二価の離間基Aが、アルキレン基−(CHR20)−m(式中、R20は、水素原子またはR1基であり、そして下付き文字mは、1〜100の範囲の正の整数である)である、請求項1に記載のパーソナルケア組成物。
- 末端官能化イオン性シリコーン(I)において、二価の離間基Aが、−(CHR21)kC6H4(CH2)r−、−CH2CH(R’)(CH2)kC6H4−または−CH2CH(R22)(CH2)rC6H3R23−(式中、R’は、水素またはR1基であり、R21は、水素またはR1基であり、R22は、水素またはR1基であり、R23は、1〜20の炭素原子の一価の基であり、そして下付き文字kおよびrは、0、または正の整数であり、但し、0≦k+r≦100の制限を受ける)から選択されるアリーレン基である、請求項1に記載のパーソナルケア組成物。
- 末端官能化イオン性シリコーン(I)において、二価の離間基Aが、−(CHR24)s−(O−CHR24CH2)s’および−O−(CH2)t−(式中、R24は、水素またはR1基であり、sは、0〜50の値を有し、s’は、1〜50の値を有し、そしてtは、0〜50の値を有し、但し、1≦s+s’+t≦100の制限を受ける)から選択される炭化水素基である、請求項1に記載のパーソナルケア組成物。
- 末端官能化イオン性シリコーン(I)において、イオン対を有する基および双性イオンにおけるI−が、スルホン酸塩−SO3 −および硫酸塩−OSO3 −から選択される、請求項1に記載のパーソナルケア組成物。
- 末端官能化イオン性シリコーン(I)において、M+が、Li、Na、K、Cs、Mg、Ca、Ba、Zn、Cu、Fe、Ni、Ga、Al、Mn、Cr、Ag、Au、Pt、Pd、RuおよびRhから選択される、請求項1に記載のパーソナルケア組成物。
- 末端官能化イオン性シリコーン(I)において、下付き文字bが2であり;下付き文字a、c、e、f、g、h、iおよびjが0であり;下付き文字dが5〜1000であり、R5、R6、R10およびR11がメチルまたはエチルであり;R4が−CH2CH(HまたはCH3)−A−SO3Mであり;Aが二価のベンジル基であり;そして、M+がLi、Na、K、Ag、第四級アンモニウム基、アンモニウム塩またはホスホニウム基である、請求項1に記載のパーソナルケア組成物。
- 末端官能化イオン性シリコーン(I)が、スルホン酸ナトリウムキャップされたポリジメチルシロキサン、スルホン酸銀キャップされたポリジメチルシロキサン、スルホン酸マグネシウムキャップされたポリジメチルシロキサン、スルホン酸カルシウムキャップされたポリジメチルシロキサン、スルホン酸亜鉛キャップされたポリジメチルシロキサン、およびスルホン酸トリエタノールアンモニウムキャップされたポリジメチルシロキサンの少なくとも一つである、請求項1に記載のパーソナルケア組成物。
- 炭化水素ポリマーの膜形成剤が、ポリブテン、ポリイソブテン、ポリシクロペンタジエン、ワセリン、および鉱物油からなる群より選ばれる少なくとも一つである、請求項1に記載のパーソナルケア組成物。
- 少なくとも一つのヘテロ原子を含有する炭化水素ポリマーの膜形成剤が、ポリビニルピロリドン(PVP)/エイコセンコポリマー、PVP/ヘキサデセンコポリマー、アクリル酸コポリマー、およびポリビニルアルコールからなる群より選ばれる少なくとも一つである、請求項1に記載のパーソナルケア組成物。
- 粘土の膜形成剤が、変性粘土、非変性粘土、cloisite 30B、モンモリロン石(NaMMT)、LDH、およびベントナイトからなる群より選ばれる少なくとも一つである、請求項1に記載のパーソナルケア組成物。
- 少なくとも一つの非官能化シリコーンを更に含有する、請求項1に記載のパーソナルケア組成物。
- 少なくとも一つの有機溶媒を更に含有する、請求項1に記載のパーソナルケア組成物。
- 油中水または水中油エマルジョンとして製剤化される、請求項1に記載のパーソナルケア組成物。
- パーソナルケア組成物が、デオドラント、スプレー、スティックおよびロールオン式製品を含む、制汗剤、制汗/デオドラント、シェービング製品、スキンローション、保湿剤、化粧水、バス製品、洗浄剤製品、シャンプー、コンディショナー、一体化シャンプー/コンディショナー、ムース、スタイリングジェル、ヘアスプレー、毛髪染料、ヘアカラー製品、ヘアブリーチ、ウェーブ製品、ヘアストレートナー、マニキュア液、マニキュアの除光液、ネイルクリームおよびローション、甘皮柔軟剤、日焼止め、防虫剤、アンチエイジング製品、口紅、ファンデーション、フェイスパウダー、アイライナー、アイシャドー、ほお紅、化粧品、マスカラ、保湿製剤、ファンデーション、身体および手用製剤、スキンケア製剤、顔および首用製剤、トニック、整髪料、整髪補助剤、エアロゾル固定剤、香料製剤、アフターシェーブローション、化粧品製剤、ぼかし用途、夜用/昼用スキンケア製剤、カラーリングのないヘア製剤、日焼け製剤、合成または非合成固形せっけん、液体ハンドソープ、毛穴パック、パーソナルケア用の不織布の応用、ベビーローション、ベビーバスおよびシャンプー、ベビーコンディショナー、髭剃り用剤、きゅうりの薄切り、スキンパッド、化粧落とし、洗顔製品、コールドクリーム、日焼け止め製品、ムース、スプリッツ、ペーストパックおよび泥、フェイスマスク、コロンおよび化粧水、ヘアキューティクルコート、シャワージェル、洗顔料およびボディソープ、洗い流すパーソナルケア製品、ジェル、フォームバス、スクラブ洗顔剤、収斂剤、ネイルコンディショナー、アイシャドースティック、フェイスまたはアイパウダー、リップクリーム、リップグロス、ヘアケアポンプスプレーおよび他の非エアロゾルスプレー、縮毛調整ジェル、ヘアリーブインコンディショナー、ヘアポマード、髪の絡みをほぐす製品、ヘア固定剤、ヘアブリーチ製品、スキンローション、プレシェーブローションおよび電気シェーバープレローション、無水型クリームおよびローション、油/水、水/油、多相、およびマクロおよびマイクロエマルジョン、耐水性クリームおよびローション、抗にきび製剤、マウスウォッシュ、マッサージオイル、歯磨き粉、クリアジェルおよびスティック、軟膏基剤、局所創傷治療製品、エアロゾルタルク、バリアスプレー、ビタミンおよびアンチエイジング製剤、ハーブ抽出製剤、バスソルト、バスおよびボディミルク、ヘアスタイリング補助剤、髪、目、ツメ、および肌への柔らかい固体の塗布、放出制御パーソナルケア製品、ヘアコンディショニングミスト、スキンケア保湿ミスト、肌用拭き取りティッシュ(繊維)、毛穴用拭き取り繊維、毛穴洗浄剤、シミ消し、スキンエクスフォリエーター、皮膚の落屑の促進剤、肌用ウェットティッシュおよびクロス、脱毛製剤、パーソナルケア潤滑剤、ネイルカラー製剤、皮膚に塗布する医薬組成物の局所適用のドラッグデリバリーシステム、およびそれらの組み合わせからなる群より選択される、請求項1に記載のパーソナルケア組成物。
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US13/733,482 US9895306B2 (en) | 2012-01-04 | 2013-01-03 | Personal care compositions containing end-functionalized ionic silicone |
USPCT/US13/20122 | 2013-01-03 | ||
PCT/US2013/020122 WO2013103701A2 (en) | 2012-01-04 | 2013-01-03 | Personal care compositions containing end-functionalized ionic silicone |
US13/733,482 | 2013-01-03 | ||
PCT/US2013/020305 WO2013103832A2 (en) | 2012-01-04 | 2013-01-04 | Personal care compositions containing ionic silicone and film-forming agent |
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JP2015503587A JP2015503587A (ja) | 2015-02-02 |
JP2015503587A5 JP2015503587A5 (ja) | 2016-02-12 |
JP6280048B2 true JP6280048B2 (ja) | 2018-02-14 |
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JP2014551343A Active JP6280048B2 (ja) | 2012-01-04 | 2013-01-04 | イオン性シリコーンおよび膜形成剤を含有するパーソナルケア組成物 |
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EP (2) | EP2800608B1 (ja) |
JP (2) | JP6280047B2 (ja) |
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CN (2) | CN104159640B (ja) |
BR (1) | BR112014016668B1 (ja) |
IN (1) | IN2014MN01346A (ja) |
WO (2) | WO2013103701A2 (ja) |
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US20130171080A1 (en) | 2013-07-04 |
WO2013103832A3 (en) | 2014-07-10 |
WO2013103832A2 (en) | 2013-07-11 |
CN104159640A (zh) | 2014-11-19 |
WO2013103701A2 (en) | 2013-07-11 |
JP6280047B2 (ja) | 2018-02-14 |
EP2800551B1 (en) | 2019-03-13 |
US9895306B2 (en) | 2018-02-20 |
BR112014016668A2 (pt) | 2017-06-13 |
EP2800608B1 (en) | 2019-03-13 |
KR20140119094A (ko) | 2014-10-08 |
BR112014016668A8 (pt) | 2017-07-04 |
WO2013103701A3 (en) | 2014-06-26 |
IN2014MN01346A (ja) | 2015-06-12 |
CN104136002B (zh) | 2017-11-24 |
KR20140119091A (ko) | 2014-10-08 |
EP2800608A2 (en) | 2014-11-12 |
CN104159640B (zh) | 2018-01-05 |
BR112014016668B1 (pt) | 2019-09-24 |
EP2800551A2 (en) | 2014-11-12 |
CN104136002A (zh) | 2014-11-05 |
JP2015503584A (ja) | 2015-02-02 |
JP2015503587A (ja) | 2015-02-02 |
KR102030429B1 (ko) | 2019-10-10 |
KR101993188B1 (ko) | 2019-09-30 |
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