JP2013049732A - 歯を白化するためのヒドロゲル組成物 - Google Patents
歯を白化するためのヒドロゲル組成物 Download PDFInfo
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Abstract
【解決手段】組成物が提供され、ここでこの組成物は、水膨潤性で、水不溶性のポリマー、親水性ポリマーと親水性ポリマーに水素結合し得る相補的なオリゴマーとの混合物、および白化剤、好ましくは過酸化物を含む。組成物は、歯を白化する組成物としての有用性を見出し、白化することを必要とする歯に適用され、次いで、白化の程度が達成される場合、取り除かれる。特定の実施形態において、この組成物は光透過性である。組成物を調製および使用するための方法もまた、開示されている。
【選択図】なし
Description
LaboratoriesによるGLY−OXIDE(登録商標)ならびにReedおよびCarnrickによるPROXIGEL(登録商標)として利用可能であり、歯との接触を提供するためにトレイまたは同様の容器に保持されなければならない粘性の低い組成物である。延長された期間、所定の位置に十分にフィットする歯科用トレイに保持し得る漂白ゲルは、ユタ州、サウスジョーダンのUltradent Products,Inc.から提供される商標OPALESCENCE(登録商標)の下で利用可能である。
本発明の1つの局面は、水膨潤性で、水不溶性のポリマー、親水性ポリマーと親水性ポリマーに水素結合または静電結合し得る相補的なオリゴマーとの混合物、および白化剤を含む組成物に関連する。
組成物を使用するための好ましい方法において、その組成物は、歯を白化する組成物であり、白化を必要とする歯に適用され、次いで、白化の程度が達成される場合、取り除かれる。特定の実施形態において、歯を白化する組成物は半透明であり、その組成物は、使用者が達成される白化の程度に満足する場合、取り除かれる。
本発明のさらに別の局面は、水膨潤性で、水不溶性のポリマー、親水性ポリマーと親水性ポリマーに水素結合し得る相補的なオリゴマーとの混合物、ならびに過酸化物、金属亜塩素酸塩、ペルボレート、ペルカルボネート、ペルオキシ酸、およびその組み合わせからなる群から選択される薬剤を含む組成物に関する。
(1)取り扱いの容易さを提供し;
(2)特性(例えば、接着、吸収、半透明、および膨潤)が、制御ならびに最適化され得るように、製造中に容易に改変され;
(3)組成物が湿るまで粘着性がないように、水分の存在下でタックが増加または減少するように、処方され得;
(4)使用者の口の中の組成物からの白化剤の漏出を最小化し;
(5)使用者が、歯からヒドロゲル組成物を取り除かずに白化の程度が見え得るように、半透明に作製され得;
(6)歯ぐきまたは口の粘膜の損傷を最小化し;
(7)快適および控えめに装着され得;
(8)歯から容易に取り除かれて、残留物が残らず;
(9)装着または作用の延長される時間を受け入れら;ならびに
(10)白化剤の遊離を維持および制御する。
(項目1)
組成物であって、該組成物が以下:
(a)水膨潤性で、水不溶性のポリマー;
(b)親水性ポリマーと該親水性ポリマーに水素結合し得る相補的なオリゴマーとの混合物;および
(c)白化剤
を包含する、組成物。
(項目2)
項目1に記載の組成物であって、前記水膨潤性で、水不溶性のポリマーが、セルロースエステルまたはアクリレートに基づいたポリマーもしくはコポリマーである、組成物。
(項目3)
項目2に記載の組成物であって、前記セルロースエステルが、エステル化されていないセルロースモノマー単位、酢酸セルロースモノマー単位、および酪酸セルロースモノマー単位またはプロピオン酸セルロースモノマー単位のいずれかを含む少なくとも1つのセルロースポリマーから構成される、組成物。
(項目4)
項目3に記載の組成物であって、前記セルロースポリマーが、酢酸酪酸セルロースである、組成物。
(項目5)
項目3に記載の組成物であって、前記セルロースポリマーが、酢酸プロピオン酸セルロースである、組成物。
(項目6)
項目3に記載の組成物であって、前記セルロースエステル組成物が、酢酸酪酸セルロースと酢酸プロピオン酸セルロースの混合物を含む、組成物。
(項目7)
項目2に記載の組成物であって、前記アクリレートに基づいたポリマーまたはコポリマーが、アクリル酸、メタクリル酸、アクリル酸メチル、アクリル酸エチル、メタクリル酸メチル、またはメタクリル酸エチルのポリマーおよびコポリマーから選択される、組成物。(項目8)
項目7に記載の組成物であって、前記水膨潤性ポリマーが、メタクリル酸およびメタクリル酸メチルのコポリマーである、組成物。
(項目9)
項目8に記載の組成物であって、前記コポリマーが、約1:1〜1:2の範囲である遊離カルボキシル基対エステル基の比を有する、組成物。
(項目10)
項目1に記載の組成物であって、前記親水性ポリマーが、ポリ(N−ビニルラクタム)、ポリ(N−ビニルアミド)、ポリ(N−アルキルアクリルアミド)、ポリアクリル酸、ポリメタクリル酸、ポリビニルアルコール、ポリビニルアミン、ならびにこれらのコポリマーおよび混合物からなる群より選択される、組成物。
(項目11)
項目10に記載の組成物であって、前記親水性ポリマーが、ポリ(N−ビニルラクタム)、ポリ(N−ビニルアミド)、ポリ(N−アルキルアクリルアミド)ならびにこれらのコポリマーおよび混合物からなる群から選択される、組成物。
(項目12)
項目11に記載の組成物であって、前記親水性ポリマーが、ポリ(N−ビニルラクタム)である、組成物。
(項目13)
項目11に記載の組成物であって、前記親水性ポリマーが、ポリ(N−ビニルラクタム)ホモポリマーである、組成物。
(項目14)
項目10に記載の組成物であって、前記ポリ(N−ビニルラクタム)が、ポリビニルピロリドン、ポリビニルカプロラクタム、およびその混合物からなる群から選択される、組成物。
(項目15)
項目14に記載の組成物であって、前記ポリ(N−ビニルラクタム)が、ポリビニルピロリドンである、組成物。
(項目16)
項目14に記載の組成物であって、前記ポリ(N−ビニルラクタム)が、ポリビニルカプロラクタムである、組成物。
(項目17)
項目10に記載の組成物であって、前記親水性ポリマーが、約100,000〜2,000,000の範囲における数平均分子量を有する、組成物。
(項目18)
項目10に記載の組成物であって、前記親水性ポリマーが、約500,000〜1,500,000の範囲における数平均分子を有する、組成物。
(項目19)
項目1に記載の組成物であって、前記相補的なオリゴマーが、約45〜800の範囲における分子量を有する、組成物。
(項目20)
項目19に記載の組成物であって、前記相補的なオリゴマーが、約45〜600の範囲における分子量を有する、組成物。
(項目21)
項目19に記載の組成物であって、前記相補的なオリゴマーが、ポリアルコール、モノマーおよびオリゴマーのアルキレングリコール、ポリアルキレングリコール、カルボキシ末端のポリアルキレングリコール、アミノ末端ポリアルキレングリコール、エーテルアルコール、アルカンジオールおよび二価酸の炭酸からなる群から選択される、組成物。
(項目22)
項目21に記載の組成物であって、前記相補的なオリゴマーが、ポリアルキレングリコールおよびカルボキシル末端のポリアルキレングリコールからなる群より選択される、組成物。
(項目23)
項目22に記載の組成物であって、前記相補的なオリゴマーが、ポリエチレングリコールおよびカルボキシル末端のポリエチレングリコールからなる群より選択される、組成物。(項目24)
項目22に記載の組成物であって、前記相補的なオリゴマーが、ポリエチレングリコールである、組成物。
(項目25)
項目1に記載の組成物であって、前記白化剤が、過酸化物、亜塩素酸金属、ペルボレート、ペルカルボネート、ペルオキシ酸、およびこれらの組み合わせからなる群より選択される、組成物。
(項目26)
項目25に記載の組成物であって、前記白化剤が、過酸化水素、過酸化カルシウム、過酸化カルバミド、およびこれらの混合物からなる群より選択される過酸化物である、組成物。
(項目27)
項目25に記載の組成物であって、前記過酸化物が、有機化酸化物である、組成物。
(項目28)
項目27に記載の組成物であって、前記有機過酸化物が、過酸化ジアルキル、過酸化ジアクリル、パーエステル、ペルジカルボネート、ケトンペルオキシド、およびヒドロペルオキシドからなる群より選択される、組成物。
(項目29)
項目28に記載の組成物であって、前記過酸化ジアルキルが、過酸化t−ブチルまたは2,2ビス(t−ブチルペルオキシ)プロパンである、組成物。
(項目30)
項目28に記載の組成物であって、前記過酸化ジアシルが、過酸化ベンゾイルまたは過酸化アセチルである、組成物。
(項目31)
項目28に記載の組成物であって、前記パーエステルが、過安息香酸t−ブチルまたはt−ブチルペル−2−エチルヘキサノエートである、組成物。
(項目32)
項目28に記載の組成物であって、前記ペルジカルボネートが、ジセチルペルオキシジカルボネートまたはジシクロヘキシルペルオキシジカルボネートである、組成物。
(項目33)
項目28に記載の組成物であって、前記ケトンペルオキシドが、シクロヘキサノンペルオキシドまたはメチルエチルケトンペルオキシドである、組成物。
(項目34)
項目28に記載の組成物であって、前記ヒドロペルオキシドが、クメンヒドロペルオキシドまたはtert−ブチルヒドロペルオキシドである、組成物。
(項目35)
項目25に記載の組成物であって、前記白化剤が、亜塩素酸カルシウム、亜塩素酸バリウム、亜塩素酸マグネシウム、亜塩素酸リチウム、亜塩素酸ナトリウム、亜塩素酸カリウム、次亜塩素酸塩、および二酸化塩素からなる群より選択される亜塩素酸金属である、組成物。
(項目36)
項目1に記載の組成物であって、フラボラントをさらに含む、組成物。
(項目37)
項目36に記載の組成物であって、前記フラボラントが、ウインターグリーン、ペパーミント、ハッカ、メントール、フルーツ香味、バニラ、シナモン、スパイス、オイル香味およびオレオレジンならびにこれらの組み合わせからなる群より選択される、組成物。
(項目38)
項目1に記載の組成物であって、スクロース、フルクトース、アスパルテーム、キシリトールおよびサッカリンからなる群より選択される甘味料をさらに含む、組成物。
(項目39)
項目1に記載の組成物であって、充填剤、保存剤、pH調節剤、柔軟剤、増粘剤、着色剤、顔料、色素、屈折性の粒子、フラボラント、甘味料、安定剤、強化剤、脱粘着剤、および透過増力剤からなる群より選択される少なくとも1つの添加剤をさらに含む、組成物。(項目40)
項目1に記載の組成物であって、前記水膨潤性で、水不溶性のポリマー、親水性ポリマー、および相補的なオリゴマーの相対量が、組成物を光透過性にさせるために選択される、組成物。
(項目41)
項目1に記載の組成物であって、前記組成物が、固体である、組成物。
(項目42)
項目41に記載の組成物であって、約0.1重量%〜60重量%の白化剤を含む、組成物。
(項目43)
項目41に記載の組成物であって、約1重量%〜20重量%の水膨潤性で、水不溶性のポリマーを含む、組成物。
(項目44)
項目41に記載の組成物であって、約20重量%〜80重量%の親水性ポリマーを含む、組成物。
(項目45)
項目41に記載の組成物であって、約10重量%〜50重量%の相補的なオリゴマーを含む、組成物。
(項目46)
項目41に記載の組成物であって、吸収性充填剤をさらに含む、組成物。
(項目47)
項目41に記載の組成物であって、前記組成物が、感圧接着剤であり、水を吸収する、組成物。
(項目48)
項目1に記載の組成物であって、前記組成物が、液体またはゲルである、組成物。
(項目49)
項目48に記載の組成物であって、約0.1重量%〜60重量%の白化剤を含む、組成物。
(項目50)
項目48に記載の組成物であって、約0.1重量%〜40重量%の水膨潤性で、水不溶性のポリマーを含む、組成物。
(項目51)
項目48に記載の組成物であって、約0.1重量%〜20重量%の親水性ポリマーを含む、組成物。
(項目52)
項目48に記載の組成物であって、約0.05重量%〜20重量%の相補的なオリゴマーを含む、組成物。
(項目53)
歯を白化するための方法であって、該方法が以下:
白化の必要な歯に項目1に記載の組成物を適用する工程;および
所望の程度の白化が達成される場合、該組成物を除去する工程
を包含する、方法。
(項目54)
項目53に記載の方法であって、前記組成物が、前記歯に適用されるより前に湿らされる、方法。
(項目55)
項目53に記載の方法であって、前記組成物が、剥離ライナーを含み、該剥離ライナーが、前記歯に該組成物を適用するより前に除去される、方法。
(項目56)
項目53に記載の方法であって、前記白化の所望の程度が、予定の期間の後に達成される、方法。
(項目57)
項目56に記載の方法であって、前記予定の期間が、約10分〜約24時間である、方法。
(項目58)
項目57に記載の方法であって、前記予定の時間が、約10分〜約8時間である、方法。(項目59)
項目58に記載の方法であって、前記予定の時間が、約30分〜約1時間である、方法。(項目60)
項目53に記載の方法であって、前記組成物が、延長された期間の間、装着され得る、方法。
(項目61)
項目53に記載の組成物であって、前記組成物が、液体またはゲルとして適用される、方法。
(I.定義および命名)
詳細に本発明を記載する前に、他に示されない限り、特定のヒドロゲル材料または製造プロセス(例えば、変化し得る)に限定されないことは理解される。本明細書中で使用される用語法は、特定の実施形態のみを記載する目的のためであり、限定されることを意図されないこともまた理解される。本明細書および添付の特許請求の範囲中で使用されるように、文脈がはっきりとそうでないと指示しない限り、単数形「a」、「an」および「the」は、複数の対象を含むということを注意されなければならない。このように、例えば、「親水性ポリマー」という言及は、単一の親水性ポリマーだけではなく、2つ以上の異なる親水性ポリマーの組み合わせまたは混合物も含み、「可塑剤」という言及は、2つ以上の異なる可塑剤の組み合わせまたは混合物ならびに単一の可塑剤、などを含む。
本発明の組成物は、水膨潤性であり、水不溶性のポリマー、親水性ポリマーと親水性ポリマーに水素結合し得る相補的なオリゴマーとの混合物、および白化剤から構成される。水膨潤性であり、水不溶性のポリマー(すなわち、水性液体に浸される場合、膨張し得るが、選択されたpHの範囲内(一般的にpH5.5未満)で水不溶性であるポリマー)は、セルロールエステル、またはアクリレートに基づいたポリマーもしくはアクリレートに基づいたコポリマー(すなわち、アクリル酸ポリマーもしくはアクリル酸コポリマーまたはアクリル酸エステルポリマーもしくはアクリル酸コポリマー(「アクリレート」ポリマー))である。ポリマーは一般的に、水または水溶液に浸される場合、そのものの重さの少なくとも25重量%、および好ましくは少なくとも50重量%だけ膨張する。特定の親水性ポリマーを利用するいくつかの実施形態において、組成物はその乾燥重量の1400重量%ほどの大きさだけ膨張し得る。
組成物はまた、歯および周囲の組織に関する生理学的な状態を処置する際に有用な任意の薬学的に活性な薬剤を含み得る。本明細書中で使用される場合、「薬学的に活性な薬剤」は、望ましくない生理学的な状態を処置するために、組成物から遊離され得る任意の物質である。望ましくない、歯または周囲の組織に関する生理学的な状態は:口臭;歯周感染および経口感染;歯周の損傷;虫歯または齲蝕;歯肉炎;ならびに他の歯周病、を含み、それらは、本発明品で処置できる。
No.3(テトラヨードフルオレセインのナトリウム塩);Food Red 17(6−ヒドロキシ−5−{(2−メトキシ−5−メチル−4−スルホフェニル)アゾ}−2−ナフタレンスルホン酸の二ナトリウム塩);Food Yellow13(キノフタロンのモノおよび二スルホン酸の混合物のナトリウム塩または2−(2−キノリル)インダンジオン);FD&C Yellow No.5(4−p−スルホフェニルアゾ−1−p−スルホフェニル−5−ヒドロキシピラゾール−3カルボン酸のナトリウム塩);FD&C Yellow No.6(p−スルホフェニルアゾ−B−ナフトール−6−モノスルホン酸のナトリウム塩);FD&C Green No.3(4−{[4−(N−エチル−p−スルホベンジルアミノ)−フェニル]−(4−ヒドロキシ−2−スルホニウム−フェニル)−mエチレン}−[1−(N−エチル−N−p−スルホベンジル)−3,5−シクロヘキサジエニミン]の二ナトリウム塩);FD&C Blue No.1(ジベンジルジエチルジアミノトリフェニルカルビノールトリスルホン酸硬石膏の二ナトリウム塩);FD&C Blue No.2(インジゴチンのジスルホン酸のナトリウム塩);FD&C Red No.40;Orange B;およびCitrus Red No.2;ならびに種々の割合におけるその組み合わせが挙げられる。
本発明の組成物は一般的に、溶解押出し成形可能で、それによって、簡単な混合および押出し成形工程を使用して調製され得る。組成物の成分は計り分けられ、次いで、例えば、BrabenderまたはBaker Perkins Blenderを使用して、一般的に、必ずしも高い温度の必要はないが、高温(例えば、約90℃〜140℃)で混合される。溶媒または水が、所望の場合、添加され得る。結果として生じる組成物は、シングル押出し成形機またはツイン押出し成形機を使用して押出し成形され得るか、あるいは小球状にされ得る。代替として、組成物の成分は1回で溶解され得、次いで、押出し成形する前に混合され得る。好ましくは、組成物は、適切な基材(例えば、裏層または剥離可能ライナー)の上で直接的に押出し成形され、次いで、圧力をかけられる。結果として生じるヒドロゲル含有フィルムの厚さは、ほとんどの目的について、約0.050mm〜0.80mmの範囲、より通常は、約0.37mm〜0.47mmの範囲である。
また、溶液キャスティングは、代表的に、これらの実施形態のために好まれるが、溶解押出し成形技術または溶解キャスティング技術のいずれかは、光透過性の組成物を調製するために使用され得る。従って、本発明の別の実施形態は、連続的な親水性の相から構成される組成物を形成するための方法であり、それは、以下の工程:水膨潤性で、水不溶性のポリマー、親水性のポリマー、および親水性ポリマーに水素結合し得る相補的なオリゴマーの混合物を、押出し成形機によって溶解処理して、押出し成形された組成物を形成する工程;適切な基材の上に所望の厚さのフィルムとして組成物を押出し成形する工程;ならびに、冷やす場合に、約1重量%〜20重量%の白化剤の濃度を得るために、過酸化物の水溶液をフィルムに装填する工程を、包含する。
剥離ライナーは、適用する前に系を保護するために役立つ使い捨ての要素である。剥離ライナーは、白化剤およびヒドロゲル組成物に不透過性の物質から形成されるべきであり、それは、接触接着剤から容易にはがされる。剥離ライナーは代表的に、シリコーンまたはフルオロカーボンで処理され、通常、ポリエステルおよびポリエチレンテレフタラートから作製される。
実施の際に、組成物は、そのパッケージから生成物を取り出す工程、剥離ライナー(含まれる場合)を取り除く工程、および接着性の層を白化を所望される歯(または白化剤の別の有用性が使用される場合、任意の体表面)に適用する工程によって、簡単に使用され得る。その組成物が歯の全体または任意の一部分、および一回で任意の数の歯に適用され得るように、本明細書中に記載される歯を白化するシステムは、種々のサイズにおいて提供され得る。使用者が組成物を所望の期間、装着する間、その基材は、閉塞性である場合、その組成物からの白化剤の漏出を減少または予防する。その組成物は、数分間ほどの少しの時間、数時間、一日中または一晩、所望の位置に維持され得、次いで、白化の所望の程度が達成される場合、取り除かれる。所望の場合、半透明の組成物が提供され得、他人に目障りまたは目立たずに装着される。
(固体組成物の調製)
歯を白化するための組成物の1つの実施形態を、溶融押出し成形工程を使用して、以下の成分から調製した:
(インビトロでの固体組成物からの過酸化水素の遊離)
pH7.0の緩衝液におけるインビトロでの本発明の歯を白化する組成物からの過酸化水素の遊離を調べて、市販の製品であるCrest WhitestripsTM(Proctor&Gamble Co.,Cincinnati,OHの製品であり、「Crest製品」と称する)から遊離される過酸化物と比較した。Crest製品は、薄いポリエチレンフィルム上のCarbopol 956ゲル中に5.3%過酸化水素を含む。
(固体組成物の効果)
歯を白化する組成物の効果を、以下の手順を使用して試験した。被験体に1日に1回、1時間、連続して6日間、下部のひとそろいの歯に組成物を適用することによって、実施例1に記載された手順に従って調製された歯を白化する組成物の効果を試験した。被験体の歯の色調を、歯を白化する組成物を用いた歯の処置の前および後、Professional Tooth Shade Guideを使用して測定した。1日目、被験体の歯を、色調12と等級付けし、歯を白化する組成物を用いた処置の1時間後、歯を色調10と等級付けした。2日目に歯を白化する組成物を用いた処置の1時間後、被験体の歯を色調8と等級付けした。3日目の処置の1時間後、被験体の歯を色調5と等級付けした。同様に、4日目の処置の1時間後、被験体の歯を色調4/5と等級付けした。5日目に、処置の1時間後、被験体の歯を色調2/3と等級付けした。最も明るい色調が、6日目の処置のさらに30分後、2の色調に到達して、達成された。このように、歯を白化する組成物の効果は、処置の1時間以内に重要な結果が得られることが、明らかになった。
(非固体組成物の調製)
歯を白化するための組成物を、以下の成分から調製した
(非固体組成物の調製)
歯を白化するための組成物を、以下の成分から調製した
(インビトロでの非固体組成物についての溶解比較研究)
実施例4(処方A)および実施例5(処方B)に記載された手順に従って調製された歯を白化する非固体組成物の溶解を、18.0重量%過酸化カルバミドを含む、市販の製品である、Simply WhiteTMクリアホワイトニングゲル(Colgate−Palmolive Company,New York,NYの製品で、「Colgate製品」と称する)の溶解と比較した。溶解プロセスを、ウェッジマイクロインターフェロメトリー技術によって研究した。
(非固体組成物についてのインビトロでの効果の比較)
実施例4(処方A)に記載された手順に従って調製された歯を白化する非固体組成物のインビトロでの効果を、Colgate製品の溶解物と比較した。
(インビトロでの非固体組成物からの過酸化水素水の遊離)
実施例4(処方A)の歯を白化する非固体組成物からの過酸化水素の遊離を、Colgate製品の溶解物と比較した。Colgate製品を、剥離ライナーの上に成形し、1日以上、室温で乾燥させた。約300〜400μの厚さである、Colgate製品の取得されたフィルムを、ガラスのビーカーの中に置いて、200mlの脱イオン水を加えた。処方Aの組成物を、ビーカーの底に成形した。2〜3分後、200mlの脱イオン水を加えた。適当な時間の後、膨張した残留物から溶液を正確に分離し、USP滴定方法に従って、過酸化水素濃度を測定した。Colgate製品および処方Aから遊離された過酸化水素の量を以下に示す。
(非固体組成物のインビボでの効果の比較)
処方Aおよび処方Bの歯を白化する非固体組成物のインビボでの効果を、Colgate製品の溶解物と比較した。処方Aおよび処方Bの白化効果を、Vita Shadeガイド値で指向したスケールを使用してColgate製品の効果と比較した。その研究を二重盲検予備試験で、類似したグループにランダムに行った。A3以上の暗さのVita
Shadeガイド値を指向したスケールを6本の上顎の前歯のうち最低4本に関して有する11人の被験体を、研究に参加させるために募集した。
(実施例10)
(非固体組成物の調製)
歯を白化するための組成物を、以下の成分から調製した:
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- 明細書中に記載の発明。
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EP (2) | EP1589939B1 (ja) |
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CN (1) | CN1764433B (ja) |
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CA (1) | CA2515128C (ja) |
MX (1) | MXPA05008359A (ja) |
RU (1) | RU2358783C2 (ja) |
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-
2003
- 2003-02-05 US US10/359,548 patent/US8840918B2/en not_active Expired - Lifetime
-
2004
- 2004-02-04 AU AU2004211937A patent/AU2004211937B2/en not_active Expired
- 2004-02-04 RU RU2005127587/15A patent/RU2358783C2/ru active
- 2004-02-04 WO PCT/US2004/003443 patent/WO2004071323A2/en active Application Filing
- 2004-02-04 CA CA2515128A patent/CA2515128C/en not_active Expired - Lifetime
- 2004-02-04 CN CN2004800082063A patent/CN1764433B/zh not_active Expired - Lifetime
- 2004-02-04 JP JP2006503374A patent/JP5502263B2/ja not_active Expired - Lifetime
- 2004-02-04 EP EP04708262.3A patent/EP1589939B1/en not_active Expired - Lifetime
- 2004-02-04 MX MXPA05008359A patent/MXPA05008359A/es not_active Application Discontinuation
- 2004-02-04 EP EP10179239.8A patent/EP2279725B1/en not_active Expired - Lifetime
- 2004-02-04 KR KR1020057014494A patent/KR20050103491A/ko not_active Application Discontinuation
-
2010
- 2010-08-04 JP JP2010175811A patent/JP2010248264A/ja not_active Withdrawn
-
2012
- 2012-12-13 JP JP2012272257A patent/JP2013049732A/ja not_active Withdrawn
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2014
- 2014-09-23 US US14/494,304 patent/US9532935B2/en not_active Expired - Lifetime
-
2016
- 2016-11-23 US US15/360,938 patent/US9687428B2/en not_active Expired - Lifetime
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Publication number | Publication date |
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US10179096B2 (en) | 2019-01-15 |
RU2005127587A (ru) | 2006-02-27 |
EP2279725A3 (en) | 2011-07-27 |
US20150139919A1 (en) | 2015-05-21 |
US9532935B2 (en) | 2017-01-03 |
WO2004071323A3 (en) | 2004-10-14 |
RU2358783C2 (ru) | 2009-06-20 |
EP1589939A2 (en) | 2005-11-02 |
US20170071833A1 (en) | 2017-03-16 |
EP2279725B1 (en) | 2019-11-06 |
US20170252275A1 (en) | 2017-09-07 |
US9687428B2 (en) | 2017-06-27 |
EP2279725A2 (en) | 2011-02-02 |
KR20050103491A (ko) | 2005-10-31 |
WO2004071323A2 (en) | 2004-08-26 |
JP5502263B2 (ja) | 2014-05-28 |
CN1764433B (zh) | 2010-04-28 |
JP2006516654A (ja) | 2006-07-06 |
EP1589939B1 (en) | 2013-11-13 |
CA2515128A1 (en) | 2004-08-26 |
CN1764433A (zh) | 2006-04-26 |
US8840918B2 (en) | 2014-09-23 |
CA2515128C (en) | 2013-10-01 |
US20030152528A1 (en) | 2003-08-14 |
MXPA05008359A (es) | 2006-05-04 |
AU2004211937B2 (en) | 2010-06-24 |
JP2010248264A (ja) | 2010-11-04 |
AU2004211937A1 (en) | 2004-08-26 |
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