JP2006510747A - 生分解性ポリウレタン/尿素組成物 - Google Patents
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Abstract
Description
この目的のためには、イソシアネートと、前記イソシアネートと反応してウレタンまたは尿素基を形成する少なくとも2つのそして好ましくは3つ以上の官能基を有する低分子量の多官能性コア分子との反応生成物を含んでいる、星形(star)、デンドリマー(dendrimer)または超枝分れ(hyper-branched)の流動性プレポリマー組成物が提供される。
適する条件下で、イソシアネートを、前記イソシアネートと反応してウレタンまたは尿素基を形成する少なくとも2つのそして好ましくは3つ以上の官能基を有するコア分子と反応させて、流動可能な粘度をもつプレポリマーを生成し;そして
反応温度が90℃を超えない、好ましくは60℃を超えない、そしてより好ましくは40℃を超えないような条件下で、前記プレポリマーを、分解性アームをもつ星形軟質セグメント形成性の官能性オリゴマーと、場合によっては適量の水および触媒をもって、反応させる
ことを含む、生体適合性の生分解性ポリウレタン/尿素組成物の製造方法が提供される。
適する条件下で、イソシアネートを、前記イソシアネートと反応してウレタンまたは尿素基を形成する少なくとも2つのそして好ましくは3つ以上の官能基を有するコア分子と反応させて、流動可能なプレポリマーを生成し;そして
反応温度が90℃を超えない、好ましくは60℃を超えない、そしてより好ましくは40℃を超えないような条件下で、前記プレポリマーを、分解性アームをもつ星形軟質セグメント形成性の官能性オリゴマーと、場合によっては適量の水および触媒をもって、反応させる
ことによって製造された、生分解性の生体適合性ポリウレタン/尿素組成物が提供される。
本発明は、好ましくは低分子量の多官能性コア分子とイソシアネートから製造された、星形、デンドリマー、および超枝分れのプレポリマー類(以後、プレポリマーAと称する)に関する。これらプレポリマーは官能性オリゴマー特に分解性アームをもつ星形形状分子(以後、成分Bと称する)と反応させられるとき、多様な組織工学的用途に適する多孔質または非多孔質の架橋ポリマーを形成するために生体内で又は生体外で架橋してもよい。
1. グリセロール
2. ペンタエリスリトール
3. ジペンタエリスリトール
4. トリペンタエリスリトール
5. 1,2,4−ブタントリオール
6. トリメチロールプロパン
7. 1,2,3−トリヒドロキシヘキサン
8. ミオ(myo)−イノシトール
9. アスコルビン酸
10.グルコースおよび異性体(D−ガラクトース、D−マンノース、D−フルクトース)
11.マルトース
12.スクロース
13.マンニトール
14.N−アセチル−D−グルコサミン
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Woodhouse KM, Skarja GA United States Patent 6221997 B1
Claims (28)
- イソシアネートと、前記イソシアネートと反応してウレタンまたは尿素基を生成する少なくとも2つのそして好ましくは3つ以上の官能基を有する低分子量多官能性コア分子との反応生成物を含む、星形、デンドリマーまたは超枝分れの流動性プレポリマー組成物。
- 前記低分子量多官能性コア分子が、ジオール、トリオール、および糖分子のようなポリオールからなる群から選ばれる、請求項1のプレポリマー組成物。
- 前記低分子量コア分子が400以下の分子量を有する、請求項1または2のプレポリマー組成物。
- 前記イソシアネートが、場合によって置換されていてもよい、脂肪族、芳香族またはヒンダードイソシアネートである、請求項1〜3のいずれか一項のプレポリマー組成物。
- 前記イソシアネートが脂肪族でありそして分子形状において非対称である、請求項1〜4のいずれか一項のプレポリマー組成物。請求項1〜4のいずれか一項のプレポリマー組成物。
- 製造された時のプレポリマー組成物の粘度が室温で約15,000〜200,000cStである、請求項1〜5のいずれか一項のプレポリマー組成物。
- さらに、細胞、前駆細胞、成長因子、その他の、細胞成長を支援する成分、燐酸カルシウム、ハイドロキシアパタイト、フィブリン、コラーゲンおよびトランスグルタミナーゼシステムを包含する接着剤、シロキサン界面活性剤を包含する界面活性剤、シリカ粒子、粉末シリカ、糖および塩化ナトリウムのタイプの塩を包含する多孔形成剤、高分子中空繊維、およびゼラチンビーズからなる群から選ばれた生物学的および無機質の成分を含む、請求項1〜6のいずれか一項のプレポリマー組成物。
- ペンタエリスリトールとメチル2,6−ジイソシアナトヘキサノエートとの反応生成物を含む、請求項1〜7のいずれか一項のプレポリマー組成物。
- グルコースとメチル2,6−ジイソシアナトヘキサノエートとの反応生成物を含む、請求項1〜7のいずれか一項のプレポリマー組成物。
- グルコースとエチル2,6−ジイソシアナトヘキサノエートとの反応生成物を含む、請求項1〜7のいずれか一項のプレポリマー組成物。
- 請求項1〜7のいずれか一項のプレポリマーと、分解性アームをもつ、線状星形デンドリマーまたは超枝分れ軟質セグメント形成性の官能性オリゴマーとの反応生成物を含む、生分解性の生体適合性ポリウレタン/尿素ポリマー組成物。
- 前記の、分解性アームをもつ、線状星形デンドリマーまたは超枝分れ軟質セグメント形成性の官能性オリゴマーが、ラクチド、グリコリド、ラクチド/グリコリド、カプロラクトン、プロピレンフマレート、グリコール酸、ジオキサノン、酸無水物、ポリオルトエステルおよびホスホリルコリンからなる群から選ばれる、請求項11の生分解性の生体適合性ポリウレタン/尿素ポリマー組成物。
- 前記の、分解性アームをもつ、線状星形デンドリマーまたは超枝分れ軟質セグメント形成性の官能性オリゴマーが両性イオン性である、請求項11または12の生分解性の生体適合性ポリウレタン/尿素ポリマー組成物。
- 水と、ポリカプロラクトントリオールと、ペンタエリスリトールとメチル2,6−ジイソシアナトヘキサノエートとの反応生成物を含むプレポリマーとの反応生成物を含む、請求項11または12の生分解性の生体適合性ポリウレタン/尿素ポリマー組成物。
- 水と、ポリカプロラクトントリオールと、グルコースとメチル2,6−ジイソシアナトヘキサノエートとの反応生成物を含むプレポリマーと、の反応生成物を含む、請求項11または12の生分解性の生体適合性ポリウレタン/尿素ポリマー組成物。
- 水と、ポリカプロラクトントリオールと、グルコースとエチル2,6−ジイソシアナトヘキサノエートとの反応生成物を含むプレポリマーと、の反応生成物を含む、請求項11または12の生分解性の生体適合性ポリウレタン/尿素ポリマー組成物。
- ポリカプロラクトントリオールと、ジヒドロキシポリカプロラクトンホスホリルコリンと、ペンタエリスリトールとメチル2,6−ジイソシアナトヘキサノエートの反応生成物を含むプレポリマーと、の反応生成物を含む、請求項11または12の生分解性の生体適合性ポリウレタン/尿素ポリマー組成物。
- ポリカプロラクトントリオールと、1,2−ジヒドロキシ−N,N−ジメチルアミノプロパンスルホネート両性イオンと、グルコースとメチル2,6−ジイソシアナトヘキサノエートの反応生成物を含むプレポリマーと、の反応生成物を含む、請求項11または12の生分解性の生体適合性ポリウレタン/尿素ポリマー組成物。
- 請求項14〜18のいずれか一項の硬化された生体適合性の生分解性ポリウレタン/尿素ポリマー組成物を含む、生分解性の生体適合性高分子足場。
- 0.05〜80MPaの範囲の圧縮強さを有する、請求項19の生分解性の生体適合性高分子足場。
- 150〜300ミクロンの範囲の細孔を有する、請求項19または20の生分解性の生体適合性高分子足場。
- さらに、細胞、前駆細胞、成長因子、細胞成長を支援するためのその他成分、燐酸カルシウム、ハイドロキシアパタイト、フィブリン、コラーゲンおよびトランスグルタミナーゼシステムを包含する接着剤、シロキサン界面活性剤を包含する界面活性剤、シリカ粒子、粉末シリカ、糖および塩化ナトリウムのタイプの塩を包含する多孔形成剤、高分子中空繊維、およびゼラチンビーズからなる群から選ばれた生物学的成分を含む、請求項14〜21のいずれか一項の生分解性の生体適合性高分子足場。
- 請求項11〜18のいずれか一項の生分解性の生体適合性ポリウレタン/尿素ポリマー組成物を製造する方法であって、
適する条件下で、イソシアネートを、前記イソシアネートと反応してウレタンまたは尿素基を形成する少なくとも2つのそして好ましくは3つ以上の官能基を有するコア分子と反応させて、流動可能な粘度をもつプレポリマーを生成し;そして
反応温度が90℃を超えない、好ましくは60℃を超えない、そしてより好ましくは40℃を超えないような条件下で、前記プレポリマーを、分解性アームをもつ星形軟質セグメント形成性の官能性オリゴマーと、場合によっては適量の水および触媒をもって、反応させる
ことを含む、前記方法。 - 官能性オリゴマーが前記プレポリマーの中に可溶性である、請求項23の方法。
- さらに、前記プレポリマーを、PLGA、PLLAおよびポリ(酸無水物)からなる群から選ばれた高分子量分解性ポリマーと反応させる工程を含む、請求項23または24の方法。
- 適する条件下で、イソシアネートを、前記イソシアネートと反応してウレタンまたは尿素基を形成する少なくとも2つのそして好ましくは3つ以上の官能基を有するコア分子と反応させて、流動可能な粘度をもつプレポリマーを生成し;そして
反応温度が90℃を超えない、好ましくは60℃を超えない、そしてより好ましくは40℃を超えないような条件下で、前記プレポリマーを、分解性アームをもつ星形軟質セグメント形成性の官能性オリゴマーと、場合によっては適量の水および触媒をもって、反応させる
ことによって製造された生分解性の生体適合性ポリウレタン/尿素足場。 - 損傷した骨または軟骨の治療をかかる治療を必要とする患者に行う方法であって、前記患者に、請求項11〜18のいずれか一項の生体適合性の生分解性ポリウレタン/尿素組成物を投与することを含み、前記投与は前記ポリウレタン/尿素組成物の硬化形態から生体外で形成された足場のインプラントによって、又は生体内硬化で足場を形成するために未硬化形態での前記ポリマーの注入によって、行われる、前記方法。
- 請求項11〜18のいずれか一項の生体適合性の生分解性ポリウレタン/尿素組成物の、骨や軟骨の修復のような組織工学的用途における補助のための足場としての使用。
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- 2003-07-23 TW TW092120077A patent/TWI331614B/zh not_active IP Right Cessation
- 2003-07-23 MY MYPI20032769A patent/MY139618A/en unknown
- 2003-07-23 JP JP2004522028A patent/JP4871509B2/ja not_active Expired - Lifetime
- 2003-07-23 CN CN038176831A patent/CN1774460B/zh not_active Expired - Lifetime
- 2003-07-23 EP EP03739861.7A patent/EP1572339B1/en not_active Expired - Lifetime
- 2003-07-23 EP EP10180622.2A patent/EP3042920A1/en not_active Withdrawn
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Cited By (6)
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JP2007526942A (ja) * | 2004-03-03 | 2007-09-20 | コモンウエルス サイエンティフィック アンド インダストリアル リサーチ オーガナイゼーション | 二段階又は多段階硬化のための生体適合性ポリマー組成物 |
JP4928457B2 (ja) * | 2004-09-23 | 2012-05-09 | ビーエーエスエフ ソシエタス・ヨーロピア | 水分散可能な、高官能性ポリイソシアナート |
JP2014502297A (ja) * | 2010-11-15 | 2014-01-30 | コヘラ メディカル インコーポレイテッド | 感圧性接着特性を有する生分解性組成物 |
JP2013215562A (ja) * | 2012-03-12 | 2013-10-24 | Fujifilm Corp | 組織修復材の製造方法 |
JP2019108305A (ja) * | 2017-12-20 | 2019-07-04 | 東洋インキScホールディングス株式会社 | 皮膚貼付用粘着剤、皮膚用貼付剤、および剥離用シート状部材付き皮膚用貼付剤の製造方法 |
JP2021506556A (ja) * | 2017-12-22 | 2021-02-22 | ポリノボ バイオマテリアルズ ピーティーワイ リミテッド | 組織修復積層体 |
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AU2002950340A0 (en) | 2002-09-12 |
US20050238683A1 (en) | 2005-10-27 |
CN1774460B (zh) | 2010-04-21 |
EP1572339A2 (en) | 2005-09-14 |
JP4871509B2 (ja) | 2012-02-08 |
US20140099277A1 (en) | 2014-04-10 |
US20130121969A1 (en) | 2013-05-16 |
US8628761B2 (en) | 2014-01-14 |
WO2004009227A2 (en) | 2004-01-29 |
US9084827B2 (en) | 2015-07-21 |
US20130150964A1 (en) | 2013-06-13 |
US8343472B2 (en) | 2013-01-01 |
EP1572339A4 (en) | 2006-04-19 |
EP3042920A1 (en) | 2016-07-13 |
CN1774460A (zh) | 2006-05-17 |
EP1572339B1 (en) | 2021-08-25 |
MY139618A (en) | 2009-10-30 |
TWI331614B (en) | 2010-10-11 |
WO2004009227A3 (en) | 2005-11-24 |
US8529880B2 (en) | 2013-09-10 |
TW200403268A (en) | 2004-03-01 |
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