JP5237523B2 - 熱感応性ポリマー及びそのポリマーから得られた熱可逆性ゲル - Google Patents
熱感応性ポリマー及びそのポリマーから得られた熱可逆性ゲル Download PDFInfo
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- JP5237523B2 JP5237523B2 JP2004513361A JP2004513361A JP5237523B2 JP 5237523 B2 JP5237523 B2 JP 5237523B2 JP 2004513361 A JP2004513361 A JP 2004513361A JP 2004513361 A JP2004513361 A JP 2004513361A JP 5237523 B2 JP5237523 B2 JP 5237523B2
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- C08G2650/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
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Description
このようにして得られた熱感応性ポリマーにより24〜40℃の臨界溶液温度を有している水系組成物の配合が可能になる。しかしながら、粘度を大幅に変化させるためには、上記配合は初期の状態で極度に粘性が高くなるよう熱感応性ポリマーを15〜50%含んでいることが必須である。
少なくとも1つの末端においてウレア結合を介して有機基によって鎖が延長されたPEO−PPO−PEOポリオキシアルキレントリブロック型直鎖を少なくとも1つ含む鎖の両方を含む
ことを特徴とする、高い粘性係数を有する熱可逆性物理的ゲルを形成することができる水溶性熱感応性ポリマーを提供する。
が1であり、且つx がzとほぼ等しいのが好ましい。この直鎖の末端は、カルバメート結合及び/又はウレア結合によって有機基に結合している。
・図2は、実施例3で得られたゲルの粘度曲線を示すものである。
・図3は、実施例4で得られたゲルの粘度曲線を示すものである。
・図4は、実施例5で得られたゲルの粘度曲線を示すものである。
反応の化学量論のみが多少修正される点を除いて実施例1と同じように行う。8.0×10−3の4,4’−メチレンビスシクロヘキシル=ジイソシアネートを混合物中へ加える。
Claims (32)
- ポリ(エチレンオキシド)(PEO)のブロック及びポリ(プロピレンオキシド)(PPO)のブロックから構成され、PEO−PPO−PEOの形をとる熱感応性ポリオキシアルキレントリブロック型直鎖から主になり、
少なくとも1つの末端においてカルバメート結合を介して有機基により鎖が延長されているPEO−PPO−PEO鎖から構成されている鎖と
少なくとも1つの末端においてウレア結合を介して有機基により鎖が延長されているPEO−PPO−PEO鎖から構成されている鎖とを含み、
前記有機基がカルバメート結合を介して前記分子鎖に結合することができる
ことを特徴とする、25℃より高温においては高い粘性係数を有する熱可逆性物理的ゲルを形成することができ、室温では溶液中において低粘度の水溶性熱感応性ポリマー。 - 2つの末端の両方がカルバメート結合又はウレア結合を介して前記有機基により延長されている熱感応性ポリオキシアルキレン型直鎖を、ポリマーの構造中に少なくとも1つ含んでいることを特徴とする請求項1記載の熱感応性ポリマー。
- 前記有機基が、カルバメート基及び/又はウレア基を介して共に結合することができる前記基と酸部分を含んでいることを特徴とする請求項1記載の熱感応性ポリマー。
- 前記有機基が、カルバメート基又はウレア基を介して共に結合することができる前記基と三級アミン部分を含んでいることを特徴とする請求項1又は4記載の熱感応性ポリマー。
- 前記有機基はモノヒドロキシル化ポリ(エチレンオキシド)型の鎖を含んでいることを特徴とする請求項1、4又は5に記載の熱感応性ポリマー。
- 前記有機基はアロファン酸エステル結合及び/又はビウレット結合を介して構成されている分枝を有することを特徴とする請求項1から6のいずれか1項に記載の熱感応性ポリマー。
- 互いに結合している複数の熱感応性PEO−PPO−PEOポリオキシアルキレントリブロック型直鎖を含むことを特徴とする請求項1から7のいずれか1項に記載の熱感応性ポリマー。
- 25℃より高温においては高い粘性係数を有する熱可逆性物理的ゲルを形成することができ、溶液中において室温では低粘度の請求項1〜8のいずれか1項に記載の改良水溶性熱感応性ポリマーの合成方法であって、前記方法は、溶媒媒体中において、反応溶媒中に水がある状態で、少なくとも1つの末端水酸基を有する少なくとも1つの熱感応性PEO−PPO−PEOポリオキシアルキレントリブロック型直鎖ポリマーPと、1つ又は2つのイソシアネート基を有する少なくとも1つの有機分子とを反応させて、カルバメート結合及びウレア結合を介して互いに結合させることを特徴とする改良水溶性熱感応性ポリマーの合成方法。
- 前記ポリマーPに対して0.1〜0.6質量%の水の存在下で行うことを特徴とする請求項9記載の方法。
- 前記ポリマーPに対して0.3〜0.6質量%の水の存在下で行うことを特徴とする請求項10記載の方法。
- 前記ポリマーPは少なくとも2つの末端水酸基を有することを特徴とする請求項9から11のいずれか1項に記載の方法。
- 前記有機分子が2つのイソシアネート基を含んでいることを特徴とする請求項9から13のいずれか1項に記載の方法。
- 1つまたは2つの水酸基を持つ他の有機分子少なくとも1つ加えることを特徴とする請求項9から15のいずれか1項に記載の方法。
- 2つの水酸基を持つ他の有機分子を少なくとも1つ加えることを特徴とする請求項16記載の方法。
- 前記他の有機分子が、少なくとも1つのカルボン酸基を有することを特徴とする請求項17記載の方法。
- 前記他の有機分子が、2つのカルボン酸基を有することを特徴とする請求項17記載の方法。
- 前記他の有機分子は少なくとも1つの三級アミン基を含むことを特徴とする請求項16記載の方法。
- 前記他の分子がモノヒドロキシル化ポリ(エチレンオキシド)であることを特徴とする請求項16記載の方法。
- 請求項1から8のいずれか1項に記載の熱感応性ポリマーの少なくとも1つ又は請求項9から23のいずれか1項に記載の合成方法によって得られる熱感応性ポリマーの少なくとも1つの溶液から得られることを特徴とする熱可逆性ゲル。
- 前記熱可逆性ポリマーを1〜10重量%含んでいることを特徴とする請求項24記載の熱可逆性ゲル。
- 前記熱可逆性ポリマーを1〜5重量%含んでいることを特徴とする請求項25記載の熱可逆性ゲル。
- 0.05〜0.1質量%の架橋ポリ(カルボン酸)を含んでいることを特徴とする請求項24記載の熱可逆性ゲル。
- 1〜2.5%の熱感応性ポリマーを含んでいることを特徴とする請求項27記載の熱可逆性ゲル。
- 請求項24から28のいずれか1項に記載の熱可逆性ゲルを含んでいることを特徴とする、人体を処置することを目的とする医薬組成物又は非医薬組成物。
- 化粧用組成物であることを特徴とする請求項29記載の医薬組成物又は非医薬組成物。
- 請求項24から28のいずれか1項に記載の熱可逆性ゲルを含んでいることを特徴とする、人体の器官に挿入することができる補綴材。
- 請求項24から28のいずれか1項に記載の熱可逆性ゲルを少なくとも一部に含んでいることを特徴とする衣服又は下着製品。
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FR02/07463 | 2002-06-14 | ||
FR0207463A FR2840907B1 (fr) | 2002-06-14 | 2002-06-14 | Polymere thermo-sensible ameliore susceptible de former des gels thermoreversibles a haut indice de viscosification |
PCT/FR2003/001786 WO2003106536A2 (fr) | 2002-06-14 | 2003-06-13 | Polymeres thermosensibles et gels thermoreversibles obtenus a partir de ces polymeres |
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JP2005534732A JP2005534732A (ja) | 2005-11-17 |
JP2005534732A5 JP2005534732A5 (ja) | 2010-09-30 |
JP5237523B2 true JP5237523B2 (ja) | 2013-07-17 |
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US (1) | US7339013B2 (ja) |
EP (1) | EP1521795B1 (ja) |
JP (1) | JP5237523B2 (ja) |
AT (1) | ATE549366T1 (ja) |
AU (1) | AU2003258799A1 (ja) |
CA (1) | CA2489828C (ja) |
ES (1) | ES2384101T3 (ja) |
FR (1) | FR2840907B1 (ja) |
WO (1) | WO2003106536A2 (ja) |
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EP1709126B1 (en) * | 2004-01-08 | 2008-03-12 | Hercules Incorporated | Colorant compatible synthetic thickener for paint |
GB0613638D0 (en) * | 2006-07-08 | 2006-08-16 | Controlled Therapeutics Sct | Polyurethane elastomers |
FR2903599B1 (fr) * | 2006-07-13 | 2012-08-31 | Oreal | Composition cosmetique a phase continue aqueuse comprenant au moins un polymere thermogelifiant, au moins un solvant organique volatil miscible dans l'eau et au moins un agent absorbant les radiations uv. |
KR100924430B1 (ko) | 2007-11-13 | 2009-10-29 | 이화여자대학교 산학협력단 | 온도 민감성 졸-젤 전이 pp-plx-pp 블록 공중합체및 이의 제조 방법 |
FR2932070B1 (fr) | 2008-06-10 | 2012-08-17 | Oreal | Ensemble de maquillage et/ou de soin des cils |
FR2940761B1 (fr) | 2009-01-07 | 2012-12-28 | Polymerexpert Sa | Composition anti-ronflement contenant un polymere thermogelifiant |
WO2013131575A1 (en) | 2012-03-09 | 2013-09-12 | Alfaparf Group S.P.A. | Foamable coloring compositions comprising a thermo-sensitive polymer |
WO2013131576A1 (en) | 2012-03-09 | 2013-09-12 | Alfaparf Group S.P.A. | Foamable bleaching compositions comprising a thermo-sensitive polymer |
US10413496B2 (en) | 2012-10-15 | 2019-09-17 | L'oreal | Aqueous wax dispersions |
US10626294B2 (en) | 2012-10-15 | 2020-04-21 | L'oreal | Aqueous wax dispersions containing volatile solvents |
US9408785B2 (en) | 2012-10-15 | 2016-08-09 | L'oreal | Hair styling compositions containing aqueous wax dispersions |
DE102012223416A1 (de) * | 2012-12-17 | 2014-07-03 | Polymaterials Ag | Kettenverlängerte Poloxamere, daraus gebildete thermoreversible Hydrogele mit biologischen Materialien, und medizinische Anwendungen derselben |
US8992895B2 (en) * | 2012-12-19 | 2015-03-31 | L'oreal | Sunscreen compositions |
EP2777688A1 (en) * | 2013-03-11 | 2014-09-17 | The Procter and Gamble Company | Method for colouring hair |
US20180214363A9 (en) * | 2013-03-11 | 2018-08-02 | Noxell Corporation | Method for Colouring Hair |
US10561596B2 (en) | 2014-04-11 | 2020-02-18 | L'oreal | Compositions and dispersions containing particles comprising a polymer |
FR3021213B1 (fr) | 2014-05-20 | 2017-09-01 | Bcm Cosmetique | Composition cosmetique de revetement des fibres keratiniques, en particulier des cils |
ES2844577T3 (es) | 2015-02-26 | 2021-07-22 | Edgewell Personal Care Brands Llc | Composiciones de protector solar con resistencia al agua mejorada |
WO2016172699A1 (en) | 2015-04-24 | 2016-10-27 | International Flavors & Fragrances Inc. | Delivery systems and methods of preparing the same |
FR3091996B1 (fr) | 2019-01-24 | 2021-01-29 | Les Laboratoires Brothier | Composition cicatrisante |
AU2021376273A1 (en) | 2020-11-03 | 2023-06-08 | Colgate-Palmolive Company | Oral hydrogel compositions and uses |
FR3119776B1 (fr) | 2021-02-12 | 2023-04-28 | Braun Medical | Kit de sonde urinaire |
IT202100024155A1 (it) | 2021-09-21 | 2023-03-21 | Chromavis Spa | Articolo cosmetico in stick e un metodo per realizzarlo |
WO2023055916A1 (en) | 2021-09-30 | 2023-04-06 | Coty Inc. | Fragrance compositions based on polyurethane |
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- 2002-06-14 FR FR0207463A patent/FR2840907B1/fr not_active Expired - Fee Related
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- 2003-06-13 ES ES03760030T patent/ES2384101T3/es not_active Expired - Lifetime
- 2003-06-13 JP JP2004513361A patent/JP5237523B2/ja not_active Expired - Lifetime
- 2003-06-13 AU AU2003258799A patent/AU2003258799A1/en not_active Abandoned
- 2003-06-13 EP EP03760030A patent/EP1521795B1/fr not_active Expired - Lifetime
- 2003-06-13 CA CA2489828A patent/CA2489828C/en not_active Expired - Fee Related
- 2003-06-13 WO PCT/FR2003/001786 patent/WO2003106536A2/fr active Application Filing
- 2003-06-13 AT AT03760030T patent/ATE549366T1/de active
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Also Published As
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US20050175573A1 (en) | 2005-08-11 |
FR2840907A1 (fr) | 2003-12-19 |
JP2005534732A (ja) | 2005-11-17 |
US7339013B2 (en) | 2008-03-04 |
AU2003258799A1 (en) | 2003-12-31 |
ATE549366T1 (de) | 2012-03-15 |
EP1521795A2 (fr) | 2005-04-13 |
ES2384101T3 (es) | 2012-06-29 |
WO2003106536A2 (fr) | 2003-12-24 |
EP1521795B1 (fr) | 2012-03-14 |
CA2489828C (en) | 2012-04-10 |
WO2003106536A3 (fr) | 2004-04-01 |
CA2489828A1 (en) | 2003-12-24 |
FR2840907B1 (fr) | 2005-11-25 |
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