JP5166258B2 - 界面活性ペルオキシカルボン酸組成物 - Google Patents
界面活性ペルオキシカルボン酸組成物 Download PDFInfo
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- JP5166258B2 JP5166258B2 JP2008520321A JP2008520321A JP5166258B2 JP 5166258 B2 JP5166258 B2 JP 5166258B2 JP 2008520321 A JP2008520321 A JP 2008520321A JP 2008520321 A JP2008520321 A JP 2008520321A JP 5166258 B2 JP5166258 B2 JP 5166258B2
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- peroxycarboxylic acid
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Images
Classifications
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- A—HUMAN NECESSITIES
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- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
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- A—HUMAN NECESSITIES
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- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
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Description
本明細書において「カルボン酸界面活性剤」という語句は、カルボン酸成分及び/又はカルボキシレート部分を含む界面活性剤を意味する。
本発明は、界面活性剤でもあるペルオキシカルボン酸を含む組成物に関する。本発明は、界面活性ペルオキシカルボン酸組成物を含む。本界面活性ペルオキシカルボン酸組成物は、担体を含んでいてもよい。ある実施態様によれば、本組成物は、界面活性ペルオキシカルボン酸、カルボン酸界面活性剤、及び担体を含む。意外なことに、ある実施態様によれば、本界面活性ペルオキシカルボン酸組成物は、種々の微生物のうち1又は2以上に対して有効な抗微生物活性を示し得る。例えば、ペルオキシカルボン酸界面活性剤組成物は、グラム陰性細菌及びグラム陽性細菌の両方に対して抗微生物活性を示し得る。意外なことに、本界面活性剤カルボン酸は、酸化剤とカルボン酸界面活性剤との混合物から作製することができる。例えば、生成されるペルオキシカルボン酸界面活性剤組成物の濃度によっては、希釈により有効な抗微生物性使用組成物とするための濃縮組成物を産生することも可能である。
本明細書において「界面活性ペルオキシカルボン酸」という語句は、ペルオキシカルボン酸型のカルボン酸界面活性剤を意味する。本発明の組成物又は方法は、1又は2以上の界面活性ペルオキシカルボン酸と、任意により1又は2以上のカルボン酸界面活性剤とを包含し得る。適切なペルオキシカルボン酸としては、陰イオン性界面活性剤、両性界面活性剤、及び/又は、双性イオン性界面活性剤であるカルボン酸界面活性剤のペルオキシカルボン酸型が挙げられる。ペルオキシカルボン酸型において、本発明の界面活性ペルオキシカルボン酸として機能し得る、適切な陰イオン性界面活性剤、両性界面活性剤、及び双性イオン性界面活性剤の例について、以下に説明する。
RCOOH+Ox □ RCOOOH+Oxred (1)
RCOOH+H2O2 □ RCOOOH+H2O (2)
適切な界面活性ペルオキシカルボン酸としては、ペルオキシカルボン酸型の陰イオン性界面活性剤が挙げられる。適切な陰イオン性界面活性剤としては、カルボキシル又はカルボキシレート部分を含む任意の陰イオン性界面活性剤、例えばカルボキシレート界面活性剤が挙げられる。ある実施態様によれば、陰イオン性界面活性剤としては、アルコールアルコキシレートカルボキシレート、サルコシネート、タウリネート、アシルアミノ酸、アルカン酸エステル、これらの塩又は酸型、又はこれらの混合物が挙げられる。具体的な塩は、個々の剤型及びそのニーズに応じて、適切に選択すればよい。適切な塩としては、アンモニウム塩及び置換アンモニウム(例えばモノ−、ジ−、及びトリエタノールアミン)、及びアルカリ金属(例えばナトリウム、リチウム、及びカリウム)塩、これらの混合物などが挙げられる。
R−O−(CH2CH2O)n(CH2)m−CO2X
のアルキル又はアルキルアリールエトキシカルボキシレートが挙げられる。
両性界面活性剤(amphoteric, or ampholytic, surfactants)は、酸性親水性基及び有機疎水性基の両方を含有する。これらのイオン性物質は、界面活性剤に使用される種々の陰イオン基又は陽イオン基のうち、何れであってもよい。ある実施態様によれば、両性界面活性剤は、塩基性及び酸性の親水性基として、それぞれ塩基性窒素及び酸性カルボン酸基を含有する。
双性イオン性界面活性剤は、両性界面活性剤のサブセットと考えることができるが、陰イオン電荷を含んでいてもよい。双性イオン性界面活性剤は、広義には、2級及び3級アミンの誘導体、複素環2級及び3級アミンの誘導体、又は4級アンモニウム、4級ホスホニウム又は3級スルホニウム化合物の誘導体として定義される。ある実施態様によれば、両性界面活性剤は、陽性荷電した4級アンモニウムを含むか、場合によっては、スルホニニウム若しくはホスホニウムイオン;陰性荷電したカルボキシル基;及びアルキル基を含む。双性イオンは、陽イオン基及び陰イオン基を含有し、これらは分子の等電点領域では概ね同程度にイオン化し、陽性−陰性荷電中心間で強い「内部塩」引力を発生する。かかる双性イオン性合成界面活性剤の例としては、脂肪族4級アンモニウム、ホスホニウム、及びスルホニウム化合物の誘導体(ここで脂肪族ラジカルは直鎖又は分岐鎖でもよく、脂肪族置換基の1つが8〜18個の炭素原子を含有し、1つがアニオン性水溶性基(例えばカルボキシル基)を含有する)が挙げられる。適切な双性イオン性界面活性剤としては、ベタイン及びスルタイン界面活性剤が挙げられる。
本組成物の実施態様の代表的な成分濃度の幾つかの例を表AとBに示すが、ここで値は、総組成物重量に対して成分の重量%で示される。ある実施態様によれば、表AとBの比率と量は「約」により修飾することができる。
また、本発明の組成物及び方法は、例えば6〜12の炭素原子を有する中鎖ペルオキシカルボン酸を含んでいてもよい。例えば中鎖ペルオキシカルボン(ペルカルボン)酸は、式R(CO3H)n(ここでRはC5〜C11アルキル基、C5〜C11シクロアルキル基、C5〜C11アリールアルキル基、C5〜C11アリール基、又はC5〜C11複素環基であり;nは1、2、又は3である)で表わすことができる。本発明の組成物及び方法において有用な中鎖ペルオキシカルボン酸としては、ペルオキシペンタン酸、ペルオキシヘキサン酸、ペルオキシヘプタン酸、ペルオキシオクタン酸、ペルオキシノナン酸、ペルオキシデカン酸、ペルオキシウンデカン酸、ペルオキシドデカン酸、ペルオキシアスコルビン酸、ペルオキシアジピン酸、ペルオキシクエン酸、ペルオキシピメリン酸、又はペルオキシスベリン酸、これらの混合物などが挙げられる。これらの中鎖ペルオキシカルボン酸のアルキル骨格は、直鎖でも、分岐鎖でも、これらの混合物でもよい。2つ以上のカルボキシレート部分を有するカルボン酸のペルオキシ型は、それらのカルボキシル成分のうち1又は2以上がペルオキシカルボキシル成分として存在していてもよい。
ある実施態様によれば、本発明の組成物はまた、例えば2〜4個の炭素原子を含有する短鎖ペルオキシカルボン酸を含んでいてもよい。例えば短鎖ペルオキシカルボン(ペルカルボン)酸は、式R(CO3H)n(ここでRはC2〜C4アルキル基であり、nは1又は2である)を有する。本発明の組成物及び方法において有用な短鎖ペルオキシカルボン酸としては、ペルオキシ酢酸、ペルオキシプロピオン酸、又はペルオキシ酪酸、これらの混合物などが挙げられる。短鎖ペルオキシカルボン酸のアルキル骨格は、直鎖でも分岐鎖でもよい。2つ以上のカルボキシレート部分を有するペルオキシ型のカルボン酸の場合は、それらのカルボキシル成分のうち1又は2以上が、ペルオキシカルボキシル成分として存在していてもよい。
また、本発明の組成物は、担体を含んでいてもよい。担体は、組成物の他の成分を溶解、懸濁、又は運搬する媒体となる。例えば、担体は、界面活性ペルオキシカルボン酸の溶解、懸濁、又は産生のための、更には平衡混合物を生成するための媒体となり得る。また、担体は、ある対象上に本発明の抗微生物組成物を送達し、湿潤させる機能も有し得る。このために、これらの機能を促進し得る任意の成分を、担体に含有させてもよい。
本組成物及び方法は、種々の酸化剤のうち任意のものを含んでいてもよい。酸化剤は、ペルオキシカルボン酸の維持又は作製に使用することができる。
第1族(IA族)酸化剤、例えば過酸化リチウム、過酸化ナトリウムなど;
2族(IIA族)酸化剤、例えば過酸化マグネシウム、過酸化カルシウム、過酸化ストロンチウム、過酸化バリウムなど;
第12族(IIB族)酸化剤、例えば過酸化亜鉛など;
第VIIa族酸化剤、例えば過ヨウ素酸ナトリウム、過塩素酸カリウムなど。
ある実施態様によれば、本組成物は酸味剤を含んでいてもよい。酸味剤は、カルボン酸をペルオキシカルボン酸に変換するための触媒として作用する。酸味剤は、pHが約1以下の濃縮組成物を生成するのに有効である。酸味剤は、pHが約5、約5以下、約4、約4以下、約3、約3以下、約2、約2以下などの使用組成物を生成するのに有効である。ある実施態様によれば、酸味剤としては無機酸が挙げられる。適切な無機酸としては、硫酸、リン酸、硝酸、塩酸、メタンスルホン酸、エタンスルホン酸、プロパンスルホン酸、ブタンスルホン酸、キシレンスルホン酸、ベンゼンスルホン酸、これらの混合物などが挙げられる。
過酸及び過酸化水素を安定化するとともに、本発明の組成物内における本成分の早期分解を防止するため、1又は2以上の安定剤を本発明の組成物に加えることができる。
また、本発明の抗微生物組成物は、種々のアジュバントのうち任意のものを含んでいてもよい。特に、本発明の組成物は、組成物に添加することが可能な種々の成分の中でも、湿潤剤、消泡剤、増粘剤、発泡剤、固化剤、化粧剤(すなわち、着色剤(例えば顔料)、着臭剤、又は香料)を含んでいてもよい。かかるアジュバントは予め、本発明の抗微生物組成物と共に調製してもよく、抗微生物組成物の添加と同時に、又はその後に、系に加えてもよい。また、本発明の組成物は、施用のための必要に応じて、本発明の活性を促進し得る他の公知の種々の成分のうち、任意のものを含んでいてもよい。
また、本発明においては、湿潤剤及び消泡剤も有用である。湿潤剤は、本発明の抗微生物組成物の表面接触又は浸透活性を向上させる機能を有する。本発明の組成物に使用可能な湿潤剤としては、本発明の組成物の表面活性を上昇させることが本技術分野で知られている、任意の成分が挙げられる。
本組成物は、種々の既知の増粘剤のうち、任意のものを含んでいてもよい。適切な増粘剤としては、天然ゴム、例えばキサンタンガム、グアールガム、又は植物粘液由来の他のゴム;多糖ベースの増粘剤、例えばアルギン酸塩、デンプン、及びセロビオースポリマー(例えばカルボキシメチルセルロース);ポリアクリレート増粘剤;及びヒドロコロイド増粘剤、例えばペクチンが挙げられる。ある実施態様によれば、増粘剤は、汚染残渣を対象の表面に残さないものである。例えば、増粘剤又はゲル化剤は、接触領域における食品や、慎重な取り扱いを要する他の製品と、適合性を有するものであってもよい。一般に、本組成物又は方法で使用される増粘剤の濃度は、最終組成物における所望の粘度により決定される。しかし、一般的な基準として、本組成物内の増粘剤の粘度は、約0.1重量%〜1.5重量%、約0.1重量%〜1.0重量%、又は約0.1重量%〜約0.5重量%の範囲である。
本組成物は、固化剤を含んでいてもよい。固化剤は、組成物を固体状態に維持するのに寄与し得る。ある実施態様によれば、固化剤は、固体状の組成物を形成し、及び/又は、維持し得るものである。ある実施態様によれば、固化剤は、界面活性ペルオキシカルボン酸の最終的な放出を許容し得ないほど妨害することなく、組成物を固化し得るものである。固化剤としては、例えば、中性且つ不活性の性質を有するか、又は、本組成物の機能性、安定性若しくは洗浄性に寄与し得る、有機又は無機の固体化合物がある。適切な固化剤としては、固体ポリエチレングリコール(PEG)、固体ポリプロピレングリコール、固体EO/POブロックコポリマー、アミド、尿素(カルバミドとしても知られている)、(カプラーとともに使用可能な)非イオン性界面活性剤、陰イオン性界面活性剤、(例えば酸又はアルカリ処理法により)水溶化されたデンプン、水溶化されたセルロース、無機物質、ポリ(無水マレイン酸/メチルビニルエーテル)、ポリメタクリル酸、その他の一般的な機能性又は不活性の高融点物質、これらの混合物などが挙げられる。
本組成物としては、濃縮組成物と使用組成物とが挙げられる。例えば、濃縮組成物は、水等で希釈して使用組成物を作製することができる。ある実施態様によれば、濃縮組成物を希釈して使用溶液にした後、対象に施用することができる。経済的な観点からは、濃縮物を販売し、この濃縮物を最終ユーザーが水又は水性希釈剤で希釈して、使用溶液を作製するようにしてもよい。
本発明の組成物、又は本発明の方法で使用される組成物は、カルボン酸界面活性剤と酸化剤(例えば過酸化水素)とを組み合わせ、或いは反応させることにより作製することができる。カルボン酸界面活性剤と酸化剤とを組み合わせ、或いは反応させると、界面活性ペルオキシカルボン酸が産生される。ある実施態様によれば、組み合わせる工程としては、混合する工程が挙げられる。本組成物を作製するために組み合わされる調製物も、酸味剤、担体、安定剤、これらの混合物などを含んでいてもよい。あるいは、ペルオキシカルボン酸の一部又は全部が産生された後に、1又は2以上の酸味剤、担体、これらの混合物を加えてもよい。
本発明は、界面活性ペルオキシカルボン酸組成物を使用する方法を包含する。通常、これらの方法は、界面活性ペルオキシカルボン酸の抗微生物活性又は漂白活性を使用する。例えば、本発明は、微生物集団を減少させる方法、皮膚上の微生物の集団を減少させる方法、皮膚の疾患を治療する方法、臭いを低下させる方法、又は漂白する方法を含む。これらの方法によれば、安定化された本発明のエステルペルオキシカルボン酸組成物を、対象、表面、水塊若しくはガス塊、又は水流若しくはガス流に接触させることにより、これらの対象、表面、水塊若しくはガス塊、又は水流若しくはガス流などに作用させることができる。この接触させる工程には、組成物を施用する多数の方法のうち、任意の方法が含まれる。例としては、組成物を噴霧する方法、対象を組成物に浸漬する方法、対象を組成物又はこれらの組合せで発泡又はゲル処理する方法等が挙げられる。
本発明の抗微生物組成物を適用可能な他の硬表面の洗浄用途としては、定置洗浄システム(Clean-in-place systems:CIP)、分解洗浄システム(Clean-out-of-place systems:COP)、洗浄汚染除去機、滅菌機、繊維洗浄機、限外濾過及びナノ濾過システム、及び室内空気フィルターが挙げられる。COPシステムとしては、洗浄タンク、浸漬容器、モップバケツ、保持タンク、スクラブシンク、乗り物部品洗浄機、不連続バッチ洗浄機及びシステムなどの、即時アクセス可能なシステムも含まれる。
本方法及びシステムによれば、食品を界面活性ペルオキシカルボン酸組成物に、このような組成物を施用するのに適した方法又は装置を使用して接触させる。例えば、本発明の方法及びシステムによれば、食品に組成物を噴霧し、食品を組成物中に浸漬させ、組成物を用いて発泡又はゲル処理を行なう等の手法により、食品を組成物に接触させることができる。噴霧、泡、ゲル、又は浸漬を用いた接触は、抗微生物剤を食物に施用するための当業者に公知の種々の方法で行なうことができる。食物への接触は、食品が存在するあらゆる場所(例えば、屋外、加工場所又は工場、車両、倉庫、店、レストラン、又は家庭)に行なうことができる。これらと同様の方法を応用して、本発明の安定化組成物を他の対象に施用することもできる。
本界面活性ペルオキシカルボン酸抗微生物組成物は、飲料、食物、及び薬剤(果物ジュース、乳製品、麦芽飲料、大豆ベースの製品、ヨーグルト、離乳食、びん詰水製品、お茶、せき止め薬、薬剤、及びシフトドリンクを含む)の製造に使用することができる。本物質を使用して、かかる飲料の製造に用いられるビン、ポンプ、リネン、タンク、及び混合装置を除菌し、消毒し、殺胞子剤作用に付し、又は滅菌することができる。さらに、本界面活性ペルオキシカルボン酸抗微生物組成物は、無菌低温充填操作に使用することもできる。この場合、食物、飲料、又は薬剤容器の内部を除菌又は滅菌した後、充填を行なう。かかる操作において、容器と除菌性界面活性ペルオキシカルボン酸組成物との接触は、通常は噴霧、浸漬、又は充填装置を使用して、容器内の微生物集団を減少させるのに充分な時間、容器の内部に界面活性ペルオキシカルボン酸組成物を充分接触させて行なえばよい。続いて、使用した分量の除菌剤又は滅菌剤を容器から排出する。排出後、容器を飲料水又は滅菌水でリンスし、再度排出する。リンス後、容器に飲料、食物、又は薬剤を充填すればよい。その後、容器を密封、閉栓、又は密閉してから、包装して最終販売用に出荷すればよい。さらに微生物を死滅させるべく、密封された容器をオートクレーブ又はレトルト処理してもよい。
界面活性ペルオキシカルボン酸を含む本組成物の具体例を表1に示す。
本発明の組成物が、グラム陰性菌、グラム陽性細菌、真菌、胞子、ウイルス、及びマイコバクテリア(mycobacteria)等の微生物に対して、有効な抗微生物活性を有することを、評価により立証した。
抗微生物活性は2つの充分確立された方法により測定した。第1の方法は、Germicidal and Detergent Sanitizing Action of Disinfectants, Official Methods of Analysis of the Association of Official Analytical Chemists, paragraph 960.09 and applicable sections, 15th eddition, 1990 (EPA Guideline 91-2) に記載されている方法である。第2の方法は、A.O.A.C. Use Dilution Methods, Official Methods of Analysis of the Association of Official Analytical Chemists, paragraph 955.14 and applicable sections, 15th eddition, 1990 (EPA Guideline 91-2) に記載されている方法である。簡単に説明すると、本組成物の抗微生物活性を決定するべく、標的微生物を含有する1mlのアリコートに、99mlの所望の濃度の試験物質を、所望の温度で暴露した。所定の接触時間後、微生物を含有する1mlの試験溶液を中和し、生存数を計数した。
表2及び3に示したデータは、本界面活性ペルオキシカルボン酸組成物が、黄色ブドウ球菌(Staphylococcus aureus)や大腸菌(E. coli)のような微生物集団を、わずか30〜60秒間で、且つ12〜150ppmという低濃度で、有効に低減させることを示している。
Claims (6)
- 有効な抗微生物量の界面活性ペルオキシカルボン酸と、0.0005〜40重量%のカルボン酸界面活性剤とを含む組成物であって、
界面活性ペルオキシカルボン酸が、下記式F〜Iの化合物:
及びそれらの混合物からなる群より選択されると共に、
カルボン酸界面活性剤が、下記式N〜Qの化合物:
及びそれらの混合物からなる群より選択される、組成物。 - 0.0005〜15重量%の前記界面活性ペルオキシカルボン酸と、0.0005〜25重量%の前記カルボン酸界面活性剤とを含んでなる、請求項1記載の組成物。
- 0.0005〜50重量%の酸化剤をさらに含んでなる、請求項1又は2に記載の組成物。
- 0.001〜80重量%の酸味剤をさらに含んでなる、請求項1〜3の何れか一項に記載の組成物。
- 0.00002〜10重量%の安定剤をさらに含んでなる、請求項1〜4の何れか一項に記載の組成物。
- 5〜90重量%の担体をさらに含んでなる、請求項1〜5の何れか一項に記載の組成物。
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US7507429B2 (en) * | 2004-01-09 | 2009-03-24 | Ecolab Inc. | Methods for washing carcasses, meat, or meat products with medium chain peroxycarboxylic acid compositions |
US7771737B2 (en) * | 2004-01-09 | 2010-08-10 | Ecolab Inc. | Medium chain peroxycarboxylic acid compositions |
US8999175B2 (en) * | 2004-01-09 | 2015-04-07 | Ecolab Usa Inc. | Methods for washing and processing fruits, vegetables, and other produce with medium chain peroxycarboxylic acid compositions |
EP1703791B1 (en) * | 2004-01-09 | 2014-07-23 | Ecolab Inc. | Medium chain peroxycarboxylic acid compositions |
US7754670B2 (en) * | 2005-07-06 | 2010-07-13 | Ecolab Inc. | Surfactant peroxycarboxylic acid compositions |
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Also Published As
Publication number | Publication date |
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JP2009500415A (ja) | 2009-01-08 |
US20150031766A1 (en) | 2015-01-29 |
MX2008000267A (es) | 2008-03-18 |
EP1902119B1 (en) | 2011-03-23 |
EP1902119A1 (en) | 2008-03-26 |
US20100240765A1 (en) | 2010-09-23 |
AU2006269480B2 (en) | 2011-11-03 |
DE602006020875D1 (de) | 2011-05-05 |
CA2614196A1 (en) | 2007-01-18 |
CN101243167B (zh) | 2011-08-17 |
CA2614196C (en) | 2015-11-03 |
BRPI0612409B8 (pt) | 2021-07-27 |
US9167814B2 (en) | 2015-10-27 |
CN101243167A (zh) | 2008-08-13 |
ATE502997T1 (de) | 2011-04-15 |
BRPI0612409A2 (pt) | 2010-11-03 |
WO2007008478A1 (en) | 2007-01-18 |
US7754670B2 (en) | 2010-07-13 |
AU2006269480A1 (en) | 2007-01-18 |
BRPI0612409B1 (pt) | 2018-05-02 |
US20070010420A1 (en) | 2007-01-11 |
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