JP6297558B2 - 水性シリコーン分散液及びそれらの調製 - Google Patents
水性シリコーン分散液及びそれらの調製 Download PDFInfo
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- JP6297558B2 JP6297558B2 JP2015524702A JP2015524702A JP6297558B2 JP 6297558 B2 JP6297558 B2 JP 6297558B2 JP 2015524702 A JP2015524702 A JP 2015524702A JP 2015524702 A JP2015524702 A JP 2015524702A JP 6297558 B2 JP6297558 B2 JP 6297558B2
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- alkenyl
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- aqueous dispersion
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- OGWKCGZFUXNPDA-XQKSVPLYSA-N vincristine Chemical compound C([N@]1C[C@@H](C[C@]2(C(=O)OC)C=3C(=CC4=C([C@]56[C@H]([C@@]([C@H](OC(C)=O)[C@]7(CC)C=CCN([C@H]67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)C[C@@](C1)(O)CC)CC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-XQKSVPLYSA-N 0.000 description 1
- 229960004528 vincristine Drugs 0.000 description 1
- OGWKCGZFUXNPDA-UHFFFAOYSA-N vincristine Natural products C1C(CC)(O)CC(CC2(C(=O)OC)C=3C(=CC4=C(C56C(C(C(OC(C)=O)C7(CC)C=CCN(C67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)CN1CCC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-UHFFFAOYSA-N 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- 235000010374 vitamin B1 Nutrition 0.000 description 1
- 239000011691 vitamin B1 Substances 0.000 description 1
- 235000009492 vitamin B5 Nutrition 0.000 description 1
- 239000011675 vitamin B5 Substances 0.000 description 1
- 235000019158 vitamin B6 Nutrition 0.000 description 1
- 239000011726 vitamin B6 Substances 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 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
- 229940045997 vitamin a Drugs 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 235000020234 walnut Nutrition 0.000 description 1
- 235000020334 white tea Nutrition 0.000 description 1
- 229940118846 witch hazel Drugs 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 229920001221 xylan Polymers 0.000 description 1
- 150000004823 xylans Chemical class 0.000 description 1
- 239000004246 zinc acetate Substances 0.000 description 1
- 235000013904 zinc acetate Nutrition 0.000 description 1
- 239000011667 zinc carbonate Substances 0.000 description 1
- 235000004416 zinc carbonate Nutrition 0.000 description 1
- 229910000010 zinc carbonate Inorganic materials 0.000 description 1
- BOXSVZNGTQTENJ-UHFFFAOYSA-L zinc dibutyldithiocarbamate Chemical compound [Zn+2].CCCCN(C([S-])=S)CCCC.CCCCN(C([S-])=S)CCCC BOXSVZNGTQTENJ-UHFFFAOYSA-L 0.000 description 1
- CPYIZQLXMGRKSW-UHFFFAOYSA-N zinc;iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[O-2].[Fe+3].[Fe+3].[Zn+2] CPYIZQLXMGRKSW-UHFFFAOYSA-N 0.000 description 1
- OJYLAHXKWMRDGS-UHFFFAOYSA-N zingerone Chemical compound COC1=CC(CCC(C)=O)=CC=C1O OJYLAHXKWMRDGS-UHFFFAOYSA-N 0.000 description 1
- UZFLPKAIBPNNCA-FPLPWBNLSA-N α-ionone Chemical compound CC(=O)\C=C/C1C(C)=CCCC1(C)C UZFLPKAIBPNNCA-FPLPWBNLSA-N 0.000 description 1
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Description
≡Si−CH2−CH(Y)−(A)a−Si≡のシロキサン鎖の間の連結により特徴付けられ、
式中、Si原子は、各々が異なるシロキサン鎖の一部を形成し、a=0又は1であり、Aは、存在する場合、通常1〜4個の炭素原子を有する炭化水素連結を表し、Yは、水素又は1又は2個の炭素原子を有するアルキル基を表す。アルケニル含有オルガノポリシロキサン(a)及びSiH含有シロキサン(b)は、実質的に完全に反応させられ得、よって分散液中に存在する反応生成物は、未反応のアルケニル基を実質的に含まないか、又は未反応のSiH基(すなわち、立体障害若しくは他の理由のため反応するのが遅い任意の残存性SiH及び/若しくはアルケニルを除いて反応した)を実質的に含まないか、のいずれかであり、又は部分的に反応させられ得る。
実施例1:150mPa.sの粘度、120の重合度、及び1.16重量%のビニル官能基を有する、SiO4/2単位、ジメチルシロキサン単位、及びジメチルビニルシリル単位を含む、欧州特許第EP1070734号に説明される構造の分枝状シロキサンの49.52%を、0.18重量%の水素化物官能基を含有する10mPa.sの直鎖状水素化物官能性シロキサンオリゴマーの10.27%と、の4枚羽根のプロペラを有する500mLのガラス瓶中で、250rpmで1分間混合した。非イオン性界面活性剤としてのポリオキシエチレン(6)トリデシルエーテルの1.53%と、(Hoppler粘度計(DIN53015)によって判定された、20℃で4%水溶液の粘度として測定された)粘度30CP及び加水分解度88%の「Mowiol 30−88」PVAの10%活性溶液の4.99%とを両方、上のシリコーン混合物に添加し、5分間250rpmで混合した。次いで、33.0%の脱イオン水を、上の混合物に、分散素子S25KVを装備したUltraturrax(登録商標)T25基本高剪断ミキサを用いて、最大速度(24000rpm)で1分30秒撹拌しながら添加した。エマルションが形成され、次いで、0.7%のSyloff 4000触媒(4ppmのPtを提供する)のエマルションを添加した。
表1に示されるように、10%増量のPVA 30−88の活性溶液を使用して、実施例1を繰り返した。添加される脱イオン水の量を、使用される全ての材料の合計が100%になるように調整する。
非イオン性界面活性剤として、0.18重量%の水素化物官能基を含有する10.85重量%の直鎖状水素化物官能性シロキサンオリゴマー10mPa.sと、様々な量のポリオキシエチレン(6)トリデシルエーテルとを使用して、実施例1を繰り返した。1.03、3、及び4.5重量%のポリオキシエチレン(6)トリデシルエーテルをそれぞれ、実施例5、6、及び7において使用した。結果は表2に示されている。
PVA溶液を、5重量%の活性成分での、Flexan IIポリスチレンスルホン酸ナトリウムの15.11%の水溶液によって置換したことを除いて、実施例1を繰り返した。エマルションを、ポリエステル剥離ライナー上にコーティングし、最大力が実施例1で説明されるように測定した。測定された最大力は、0.062kgであり、PVAを、Flexan IIによって置換し得ることを示した。
PVA溶液を、様々な等級のPolyox(登録商標)ポリエチレンオキシドの15.07%の水溶液によって置換したことを除いて、実施例1を繰り返した。実施例9は、1%の活性成分で、Polyox WSR308を使用し、実施例10〜15はそれぞれ、5%の活性成分で、WSR205、WSR−N10、WSR−N750、WSR−N12K、WSR301、WSR−N10Kを使用した。
PVA溶液を、5%の活性成分での、Amaze(登録商標)化工デンプンの15.16%の水溶液によって置換したことを除いて、実施例1を繰り返した。
PVA溶液を、様々な等級のEastman AQ水溶性スルホポリエステルの15.07%の水溶液によって置換したことを除いて、実施例1を繰り返した。実施例17〜19はそれぞれ、48S、38S、及び55Sを使用した(各5%の活性成分)。実施例16〜19の結果は、表3に記載されている。
Claims (16)
- 乾燥時に粘着層を形成することができる水性分散液であって、
前記水性分散液が、水相中に分散されたシリコーン組成物を含み、
前記シリコーン組成物が、
(a)分子当たり平均少なくとも2個のアルケニル基を有するアルケニル含有オルガノポリシロキサンと、
(b)分子当たり平均少なくとも2個のSiH部分を有するSiH含有シロキサンと
の反応の生成物を含み、
ここで、前記アルケニル含有オルガノポリシロキサンは、i)式(SiO4/2)の1つ以上の単位、ii)式Rb2SiO2/2の15単位〜995単位(単位(i)と(ii)は任意の適切な組み合わせで相互に結合され得る)、及びiii)式RaRb2SiO1/2の単位を含む分枝状シロキサンであり、式中、各Ra置換基が、1〜6個の炭素原子を有するアルキル基及び最大6個の炭素原子を有するアルケニル基からなる群から選択され、各Rb置換基が、1〜6個の炭素原子を有するアルキル基、2〜6個の炭素原子を有するアルケニル基、アリール基、アルコキシ基、アクリレート基、及びメタクリレート基からなる群から選択され、前記分枝状シロキサン中の少なくとも2個の置換基がアルケニル基であり、
前記水性分散液が、ヒドロシリル化触媒、高分子膜形成剤、及び1600未満の分子量の界面活性剤をさらに含み、前記シリコーン組成物が、前記高分子膜形成剤及び前記水相中に溶解された界面活性剤によって分散液の形態で安定化される、水性分散液。 - 前記アルケニル含有オルガノポリシロキサンが、25℃でASTM D1084に説明されるように試験されるとき、100ミリパスカル秒(mPa.s)〜100,000,000mPa.sの動的粘度を有する、請求項1に記載の水性分散液。
- 前記SiH含有シロキサンが、分子当たり平均2個を超えるSiH部分を有する、請求項1又は2のいずれか一項に記載の水性分散液。
- 前記高分子膜形成剤がポリビニルアルコールである、請求項1〜3のいずれか一項に記載の水性分散液。
- 前記高分子膜形成剤が、ポリエーテル、陰イオン性ポリマー、ポリエステル、多糖類、キトサン誘導体、可塑化されたニトロセルロース、ビニルピロリドンポリマー、ポリアクリレート、ポリメタクリレート、ポリアクリルアミド、ポリアクリロニトリル、又はポリウレタンである、請求項1〜3のいずれか一項に記載の水性分散液。
- 前記高分子膜形成剤の、1600未満の分子量の前記界面活性剤に対する重量/重量比が、1:10〜10:1の範囲である、請求項1〜5のいずれか一項に記載の水性分散液。
- 前記高分子膜形成剤が、前記水性分散液の総重量の1〜10%で存在する、請求項1〜6のいずれか一項に記載の水性分散液。
- 前記水性分散液の前記水相のpHがpH 6未満である、請求項1〜7のいずれか一項に記載の水性分散液。
- 水性シリコーン分散液の調製のためのプロセスであって、
前記プロセスが、(a)分子当たり平均少なくとも2個のアルケニル基を有するアルケニル含有オルガノポリシロキサンと、(b)分子当たり平均少なくとも2個のSiH部分を有するSiH含有シロキサンとを混合する工程と、高分子膜形成剤と1600未満の分子量の界面活性剤との水溶液中で得られた混合物を乳化して、水性シリコーンエマルションを形成する工程とを含み、
ヒドロシリル化触媒が、前記高分子膜形成剤及び界面活性剤と共に同時に添加されるか、又は前記水性シリコーンエマルションにその後添加され、
ここで、前記アルケニル含有オルガノポリシロキサンは、i)式(SiO 4/2 )の1つ以上の単位、ii)式Rb 2 SiO 2/2 の15単位〜995単位(単位(i)と(ii)は任意の適切な組み合わせで相互に結合され得る)、及びiii)式RaRb 2 SiO 1/2 の単位を含む分枝状シロキサンであり、式中、各Ra置換基が、1〜6個の炭素原子を有するアルキル基及び最大6個の炭素原子を有するアルケニル基からなる群から選択され、各Rb置換基が、1〜6個の炭素原子を有するアルキル基、2〜6個の炭素原子を有するアルケニル基、アリール基、アルコキシ基、アクリレート基、及びメタクリレート基からなる群から選択され、前記分枝状シロキサン中の少なくとも2個の置換基がアルケニル基であり、
前記アルケニル含有オルガノポリシロキサン(a)及び前記SiH含有シロキサン(b)が前記水性シリコーンエマルション中で一緒に反応させられ、前記アルケニル含有オルガノポリシロキサン(a)及び前記SiH含有シロキサン(b)並びにそれらの反応生成物が、前記水相中に溶解された前記界面活性剤及び前記高分子膜形成剤によって分散液の形態で安定化される、プロセス。 - 前記混合する工程が、アルケニル含有オルガノポリシロキサン(a)及びSiH含有シロキサン(b)と共に賦形剤油を混合することを含み、得られた混合物が、前記乳化する工程の前に前記賦形剤油を更に含むようにする、請求項9に記載のプロセス。
- 粘着層で基板をコーティングする方法であって、請求項1〜8のいずれか一項に記載の水性分散液で前記基板をコーティングすることと、前記基板上に前記粘着層を形成するように、前記水相中の十分な量の水を、前記基板上のコーティングから蒸発させることと、を含む、方法。
- 包帯を接着する処置を必要とする哺乳類に包帯を接着する方法であって、前記方法が、a)有効量の請求項1〜8のいずれか一項に記載の前記水性分散液を前記哺乳類の皮膚の一部分に局所的に適用すること、前記皮膚の前記一部分に粘着層を形成するように、前記水相中の十分な量の水を、前記水性分散液から蒸発させること、及び皮膚の前記一部分の前記粘着層に前記包帯を適用すること、又はb)有効量の請求項1〜8のいずれか一項に記載の前記水性分散液で包帯の表面をコーティングすること、前記包帯上に粘着層を形成するように、前記水相中の十分な量の水を、前記包帯上の前記コーティングから蒸発させること、及び前記哺乳類の皮膚の一部分に前記包帯上の前記粘着層を適用すること、のうちのいずれかを含む、方法(但し、前記哺乳類がヒトである場合を除く)。
- 請求項1〜8のいずれか一項に記載の水性分散液と、医薬品的に活性な成分との混合物を含む、医薬品的組成物。
- 疾患又は状態の処置を必要とする哺乳類の皮膚の一部分に局所的に適用することによって、前記哺乳類における疾患又は状態を処置するための、請求項13に記載の組成物。
- 患者に包帯を接着するための接着剤としての、請求項1〜8のいずれか一項に記載の水性分散液。
- 局所適用によって、患者に医薬品的に活性な成分を送達するための、請求項13に記載の組成物。
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