JP6018197B2 - 分枝状ポリエーテル−ポリアミドブロックコポリマー並びにそれらの製造方法及び使用方法 - Google Patents
分枝状ポリエーテル−ポリアミドブロックコポリマー並びにそれらの製造方法及び使用方法 Download PDFInfo
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- JP6018197B2 JP6018197B2 JP2014521621A JP2014521621A JP6018197B2 JP 6018197 B2 JP6018197 B2 JP 6018197B2 JP 2014521621 A JP2014521621 A JP 2014521621A JP 2014521621 A JP2014521621 A JP 2014521621A JP 6018197 B2 JP6018197 B2 JP 6018197B2
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- polyether
- block copolymer
- polyamide block
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- 229920000570 polyether Polymers 0.000 claims description 35
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- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 5
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- 125000000753 cycloalkyl group Chemical group 0.000 description 5
- 229940079593 drug Drugs 0.000 description 5
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- ASKIVFGGGGIGKH-UHFFFAOYSA-N 2,3-dihydroxypropyl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OCC(O)CO ASKIVFGGGGIGKH-UHFFFAOYSA-N 0.000 description 4
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- 108090000623 proteins and genes Proteins 0.000 description 1
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- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
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- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 1
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- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
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- 239000013638 trimer Substances 0.000 description 1
- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-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
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
- SVETUDAIEHYIKZ-IUPFWZBJSA-N tris[(z)-octadec-9-enyl] phosphate Chemical compound CCCCCCCC\C=C/CCCCCCCCOP(=O)(OCCCCCCCC\C=C/CCCCCCCC)OCCCCCCCC\C=C/CCCCCCCC SVETUDAIEHYIKZ-IUPFWZBJSA-N 0.000 description 1
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- 229940088594 vitamin Drugs 0.000 description 1
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- FJHBOVDFOQMZRV-XQIHNALSSA-N xanthophyll Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CC(O)CC1(C)C)C=CC=C(/C)C=CC2C=C(C)C(O)CC2(C)C FJHBOVDFOQMZRV-XQIHNALSSA-N 0.000 description 1
- 229920001221 xylan Polymers 0.000 description 1
- 150000004823 xylans Chemical class 0.000 description 1
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- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
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- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
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Classifications
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/333—Polymers modified by chemical after-treatment with organic compounds containing nitrogen
- C08G65/33303—Polymers modified by chemical after-treatment with organic compounds containing nitrogen containing amino group
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- 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
- 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
- A61K8/88—Polyamides
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- 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
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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
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/40—Polyamides containing oxygen in the form of ether groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/48—Polymers modified by chemical after-treatment
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
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- 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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2650/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G2650/28—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type
- C08G2650/50—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type containing nitrogen, e.g. polyetheramines or Jeffamines(r)
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Dermatology (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- General Chemical & Material Sciences (AREA)
- Polyamides (AREA)
- Cosmetics (AREA)
- Medicinal Preparation (AREA)
- Graft Or Block Polymers (AREA)
Description
ヒドロキシ基、アミン基及びそれらの混合からなる群より選択される三つの基を包含する三官能成分(例えば、トリオール、トリアミン、又はこれらの混合)を一緒に反応させることにより、コポリマーに組み込まれ得る。
%ヘイズ=(拡散透過率/全透過率)×100
サンプルは、ゲル(又はそれから作成された製品)を融解し、融解物を直径50mmの金型に注入することにより調製される。このサンプルは二つの厚さで調製され、例えば、5.5±0.4mm及び2.3±0.2mmなどである。
本明細書に記載の分枝状PAOPAコポリマーを、42.15質量%のPRIPOL 1006、水素化重合脂肪酸(Uniqema Corporation;デラウェア州ニューキャッスル);9.96質量%のJEFFAMINE T−403、ポリ(アルキレンオキシ)トリオール−アミン(塩基当量54.4%)(Huntsman Corporation;テキサス州ウッドランド);1.53質量%のエチレンジアミン(塩基当量22.2%);46.36質量%のJEFFAMINE M−2070、末端モノアミン(塩基当量16.7%)(Huntsman Corporation;テキサス州ウッドランド)を、攪拌器、熱電対プローブ、窒素入口、及びコンデンサを備えた反応器に装入して調製した。反応器内容物を210〜215℃に加熱し、4時間その温度を保持し、冷却し、容器に注いだ。生成物は、柔軟であり、透明であり、水白色に近い固体であった。この固体の軟化点は、環球法を使用して測定した。アミン価及び酸価は、AQCM 069及びAQCM 001によってそれぞれ測定した。ポリマーの重量平均分子量は、ポリスチレン標準で照合するHPLCにより測定された。生成物は、酸価9.14mg/KOH/g、アミン価3.6mg/KOH/g、軟化点68℃、及び重量平均分子量12,087ダルトンを有した。
本明細書に記載の分枝状PAOPEAコポリマーは、47.97質量%のPRIPOL 1006、水素化重合脂肪酸(Uniqema Corporation;デラウェア州ニューキャッスル);1.85質量%のグリセリン(塩基当量35.9 %);2.21質量%のエチレンジアミン(塩基当量43.9%);47.97質量%のJEFFAMINE M−2070、末端モノアミン(塩基当量14.3%)(Huntsman Corporation;テキサス州ウッドランド)を、攪拌器、熱電対プローブ、窒素入口、及びコンデンサを備えた反応器に装入して調製した。反応器内容物を210〜215℃に加熱し、4時間その温度を保持し、冷却し、及び容器に注いだ。生成物は、柔軟であり、透明であり、水白色に近い固体であった。この固体の軟化点は、環球法を使用して測定した。アミン価及び酸価は、AQCM 069及びAQCM 001によってそれぞれ測定した。ポリマーの重量平均分子量は、ポリスチレン標準で照合するHPLCにより測定した。生成物は、酸価19.5mg/KOH/g、アミン価0.67mg/KOH/g、軟化点77℃、及び重量平均分子量10,038ダルトンを有した。
例1及び2に従って調製された分枝状コポリマーは、コポリマーの濃度で10質量%である種々の極性液体と合わせた。極性液体は、50/50のプロピレングリコール/水の配合物;トリプロピレングリコール;1,3−ブチレングリコール;メチルプロパンジオール;プロピレングリコール;PEG 400 ポリエチレングリコール;FINSOLVTN(Innospec Active Chemicals;ニューアーク、デラウェア);及び酢酸エチルヘキシルを含んでいた。混合物を撹拌しながら約80〜100℃に加熱して、透明な溶液を得た。得られた混合物を次いで室温まで冷却し、混合物の硬度及び透明度を測定した。結果を下記表Cに示す。表Cにおいて、「ゲル」とは、例え激しく振動させても、室温で試料混合物が不動及び透明であったことを意味する。「ゼリー」とは、混合物が入った容器を逆さにし、振動させた際に混合物が移動したことを意味する。「ペースト」又は「ペースト状」とは、柔らかく、不透明で、及び所望のゲル稠度を有さなかった混合物を指すが、「ペースト」又は「ペースト状」として表記した混合物は流動しなかったため、試験液体との限界のポリマー相溶性を示している。例1及び2の両方が、比較的高極性の液体のレオロジーに影響を及ぼすことができた。
例1の分枝状コポリマーを、日焼け止めローションとして調製した。水(53.46質量%)及びFMC BioPolymer(ペンシルバニア州フィラデルフィア)より市販される微結晶性セルロースである、2.00質量%のAVICEL PC 611を混合し、20分かけて徐々に85℃まで加熱してフェーズAを形成した。
例2の分枝状コポリマーを、日焼け止めローションとして調製した。水(53.26質量%)及び1.99質量%の AVICEL PC 611を混合し、20分かけて徐々に85℃まで加熱してフェーズAを形成した。例2(4.00質量%)、4.99%のブチレングリコール、9.96質量%のLEXFEEL 7、3.01質量%のEUSOLEX 9020、及び2.24質量%のSOLASTAYを共に混合してフェーズBを形成した。Z−COTE HP−1(9.95%)、及び8.09%のDC 200 350 CSTを高速で5分間、均質になるまで共に混合して、Hamilton Beach Homogenizer(バージニア州リッチモンド)を使用してフェーズCを形成した。フェーズCをフェーズBに徐々に添加し、その間温度を75℃〜85℃に維持した。合わせたフェーズを、次いで一様になるまでフェーズAに加えた。BPD−500W(1.99質量%)を次いで添加し、得られた混合物を高速で3分間で均質化した。混合物を次いで室温まで冷却し、0.52質量%のPHENONIPを混合して日焼け止めローションを形成した。
[項目1]
下式を有するポリエーテル−ポリアミドブロックコポリマー。
R 1 はC 1 −C 8 の炭化水素ラジカルであり、R 2 はC 2 −C 4 の炭化水素ジラジカルであり、R 3 はC 2 −C 52 の炭化水素ジラジカルであり、R 4 はアルキレンオキシド基で置換されていてもよいC 2 −C 12 の炭化水素ジラジカルから選択され、ここで、前記R 4 基の少なくとも一部は、Y−C(=O)−R 3 −C(=O)−(R 2 −O) w −R 1 で置換され、ここで、YはO又はNH、wは2〜100の整数;xは2〜100の整数;yは1〜10の整数、及びzは2〜100の整数、及びY基の少なくとも一部はNHである。]
[項目2]
前記R 4 基の少なくとも一部はY−C(=O)−R 3 −C(=O)−(R 2 −O) w −R 1 で置換され、YはOである項目1に記載のポリエーテル−ポリアミドブロックコポリマー。
[項目3]
前記R 4 基の少なくとも一部はO−C(=O)−R 3 −C(=O)−(R 2 −O) w −R 1 で置換されたC 3 ジラジカルである項目2に記載のポリエーテル−ポリアミドブロックコポリマー。
[項目4]
前記R 4 基の少なくとも一部はY−C(=O)−R 3 −C(=O)−(R 2 −O) w −R 1 で置換され、YはNHである項目1に記載のポリエーテル−ポリアミドブロックコポリマー。
[項目5]
前記R 4 基の少なくとも一部はアルキレンオキシド基及びNH−C(=O)−R 3 −C(=O)−(R 2 −O) w −R 1 で置換されたC 6 ジラジカルである項目4に記載のポリエーテル−ポリアミドブロックコポリマー。
[項目6]
重量平均分子量が5000〜30,000である項目1に記載のポリエーテル−ポリアミドブロックコポリマー。
[項目7]
軟化点が60℃〜140℃である項目1に記載のポリエーテル−ポリアミドブロックコポリマー。
[項目8]
下式を有し、二塩基酸;C 2 −C 12 の脂肪族ジアミン;トリオール、トリアミン、及びそれらの混合物からなる群より選択される三官能成分;及び単官能ポリ(アルキレンオキシ)モノアミンを反応させることにより製造されるポリエーテル−ポリアミドブロックコポリマー。
R 1 はC 1 −C 8 の炭化水素ラジカルであり、R 2 はC 2 −C 4 の炭化水素ジラジカルであり、R 3 はC 2 −C 52 の炭化水素ジラジカルであり、R 4 はアルキレンオキシド基で置換されていてもよいC 2 −C 12 の炭化水素ジラジカルから選択され、ここで、前記R 4 基の少なくとも一部は、Y−C(=O)−R 3 −C(=O)−(R 2 −O) w −R 1 で置換され、ここで、YはO又はNH、wは2〜100の整数;xは2〜100の整数;yは1〜10の整数、及びzは2〜100の整数である。]
[項目9]
前記三官能成分はグリセリンを含む項目8に記載のポリエーテル−ポリアミドブロックコポリマー。
[項目10]
前記三官能成分はポリ(アルキレンオキシ)トリアミンを含む項目8に記載のポリエーテル−ポリアミドブロックコポリマー。
[項目11]
前記三官能成分はオキシプロピレン基で置換されたC 6 トリアミンである項目10に記載のポリエーテル−ポリアミドブロックコポリマー。
[項目12]
重量平均分子量が5000〜30,000である項目8に記載のポリエーテル−ポリアミドブロックコポリマー。
[項目13]
二塩基酸と、C 2 −C 12 の脂肪族ジアミンと、トリオール、トリアミン、及びそれらの混合物からなる群より選択される三官能成分と、単官能ポリ(アルキレンオキシ)モノアミンとを反応させることを含む、ポリエーテル−ポリアミドブロックコポリマーの調製方法。
[項目14]
前記反応工程は200℃〜250℃の温度で2〜8時間をかけて行われる項目13に記載の方法。
[項目15]
前記反応工程の前記二塩酸基の量は反応物の40〜50質量%である項目13に記載の方法。
[項目16]
前記三官能成分はグリセリンを含む項目13に記載の方法。
[項目17]
下式を有し、極性液体及びポリエーテル−ポリアミドブロックコポリマーを混合することにより形成される組成物。
R 1 はC 1 −C 8 の炭化水素ラジカルであり、R 2 はC 2 −C 4 の炭化水素ジラジカルであり、R 3 はC 2 −C 52 の炭化水素ジラジカルであり、R 4 はアルキレンオキシド基で置換されていてもよいC 2 −C 12 の炭化水素ジラジカルから選択され、ここで、前記R 4 基の少なくとも一部は、Y−C(=O)−R 3 −C(=O)−(R 2 −O) w −R 1 で置換され、ここで、YはO又はNH、wは2〜100の整数;xは2〜100の整数;yは1〜10の整数、及びzは2〜100の整数である。]
[項目18]
前記組成物は25℃でゲル状である項目17に記載の組成物。
[項目19]
フレグランスオイルを更に含む項目17に記載の組成物。
[項目20]
項目17に記載の前記組成物を含む放出制御製品。
[項目21]
前記極性液体に溶解した生理活性固体成分又は生理活性液体成分を更に含む項目20に記載の放出制御製品。
[項目22]
項目17に記載の前記組成物及び化粧品的に又は皮膚科学的に活性な化合物を含むパーソナルケア製品。
[項目23]
更にUVフィルターを含む項目22に記載のパーソナルケア製品。
[項目24]
ゲル組成物の製造方法であって、
極性液体及び下式を有するポリエーテル−ポリアミドブロックコポリマーを、前記ポリエーテル−ポリアミドブロックコポリマーが実質的に液体溶媒に溶解するまで、80℃〜140℃で混合すること:
R 1 はC 1 −C 8 の炭化水素ラジカルであり、R 2 はC 2 −C 4 の炭化水素ジラジカルであり、R 3 はC 2 −C 52 の炭化水素ジラジカルであり、R 4 はアルキレンオキシド基で置換されていてもよいC 2 −C 12 の炭化水素ジラジカルから選択され、ここで、前記R 4 基の少なくとも一部は、Y−C(=O)−R 3 −C(=O)−(R 2 −O) w −R 1 で置換され、ここで、YはO又はNH、wは2〜100の整数;xは2〜100の整数;yは1〜10の整数、及びzは2〜100の整数、及びY基の少なくとも一部はNHである。];及び
前記混合物を周辺温度にまで冷却してゲルを生成すること
を含む方法。
Claims (24)
- 前記R4基の少なくとも一部はY−C(=O)−R3−C(=O)−NH−(R2−O)w−R1で置換され、YはOである請求項1に記載のポリエーテル−ポリアミドブロックコポリマー。
- 前記R4基の少なくとも一部はO−C(=O)−R3−C(=O)−NH−(R2−O)w−R1で置換されたC3ジラジカルである請求項2に記載のポリエーテル−ポリアミドブロックコポリマー。
- 前記R4基の少なくとも一部はY−C(=O)−R3−C(=O)−NH−(R2−O)w−R1で置換され、YはNHである請求項1に記載のポリエーテル−ポリアミドブロックコポリマー。
- 前記R4基の少なくとも一部はアルキレンオキシド基及びNH−C(=O)−R3−C(=O)−NH−(R2−O)w−R1で置換されたC6ジラジカルである請求項4に記載のポリエーテル−ポリアミドブロックコポリマー。
- 重量平均分子量が5000〜30,000である請求項1に記載のポリエーテル−ポリアミドブロックコポリマー。
- 軟化点が60℃〜140℃である請求項1に記載のポリエーテル−ポリアミドブロックコポリマー。
- 下式を有し、二塩基酸;C2−C12の脂肪族ジアミン;トリオール、トリアミン、及びそれらの混合物からなる群より選択される三官能成分;及び単官能ポリ(アルキレンオキシ)モノアミンを反応させることにより製造されるポリエーテル−ポリアミドブロックコポリマー。
[式中、
R1はC1−C8の炭化水素ラジカルであり、R2はC2−C4の炭化水素ジラジカルであり、R3はC2−C52の炭化水素ジラジカルであり、R4はアルキレンオキシド基で置換されていてもよいC2−C12の炭化水素ジラジカルから選択され、ここで、前記R4基の少なくとも一部は、Y−C(=O)−R3−C(=O)−NH−(R2−O)w−R1で置換され、ここで、YはO又はNH、wは2〜100の整数;xは2〜100の整数;yは1〜10の整数、及びzは2〜100の整数である。] - 前記三官能成分はグリセリンを含む請求項8に記載のポリエーテル−ポリアミドブロックコポリマー。
- 前記三官能成分はポリ(アルキレンオキシ)トリアミンを含む請求項8に記載のポリエーテル−ポリアミドブロックコポリマー。
- 前記三官能成分はオキシプロピレン基で置換されたC6トリアミンである請求項10に記載のポリエーテル−ポリアミドブロックコポリマー。
- 重量平均分子量が5000〜30,000である請求項8に記載のポリエーテル−ポリアミドブロックコポリマー。
- 二塩基酸と、C2−C12の脂肪族ジアミンと、トリオール、トリアミン、及びそれらの混合物からなる群より選択される三官能成分と、単官能ポリ(アルキレンオキシ)モノアミンとを反応させることを含む、ポリエーテル−ポリアミドブロックコポリマーの調製方法。
- 前記反応工程は200℃〜250℃の温度で2〜8時間をかけて行われる請求項13に記載の方法。
- 前記反応工程の前記二塩酸基の量は反応物の40〜50質量%である請求項13に記載の方法。
- 前記三官能成分はグリセリンを含む請求項13に記載の方法。
- 前記組成物は25℃でゲル状である請求項17に記載の組成物。
- フレグランスオイルを更に含む請求項17に記載の組成物。
- 請求項17に記載の前記組成物を含む放出制御製品。
- 前記極性液体に溶解した生理活性固体成分又は生理活性液体成分を更に含む請求項20に記載の放出制御製品。
- 請求項17に記載の前記組成物及び化粧品的に又は皮膚科学的に活性な化合物を含むパーソナルケア製品。
- 更にUVフィルターを含む請求項22に記載のパーソナルケア製品。
- ゲル組成物の製造方法であって、
極性液体及び下式を有するポリエーテル−ポリアミドブロックコポリマーを、前記ポリエーテル−ポリアミドブロックコポリマーが実質的に液体溶媒に溶解するまで、80℃〜140℃で混合すること:
[式中、
R1はC1−C8の炭化水素ラジカルであり、R2はC2−C4の炭化水素ジラジカルであり、R3はC2−C52の炭化水素ジラジカルであり、R4はアルキレンオキシド基で置換されていてもよいC2−C12の炭化水素ジラジカルから選択され、ここで、前記R4基の少なくとも一部は、Y−C(=O)−R3−C(=O)−NH−(R2−O)w−R1で置換され、ここで、YはO又はNH、wは2〜100の整数;xは2〜100の整数;yは1〜10の整数、及びzは2〜100の整数、及びY基の少なくとも一部はNHである。];及び
前記混合物を周辺温度にまで冷却してゲルを生成すること
を含む方法。
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| US9283287B2 (en) | 2012-04-02 | 2016-03-15 | Moderna Therapeutics, Inc. | Modified polynucleotides for the production of nuclear proteins |
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| US10376461B2 (en) | 2019-08-13 |
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| US20150098912A9 (en) | 2015-04-09 |
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| BR112014001050B1 (pt) | 2017-12-05 |
| US20140140939A1 (en) | 2014-05-22 |
| EP2734184B1 (en) | 2018-03-28 |
| JP2014520947A (ja) | 2014-08-25 |
| WO2013012476A2 (en) | 2013-01-24 |
| EP2734184A2 (en) | 2014-05-28 |
| CN103732211B (zh) | 2017-03-01 |
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