JP2022525033A - エアロゾル供給装置用乳酸の加水分解方法 - Google Patents
エアロゾル供給装置用乳酸の加水分解方法 Download PDFInfo
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/10—Chemical features of tobacco products or tobacco substitutes
- A24B15/16—Chemical features of tobacco products or tobacco substitutes of tobacco substitutes
- A24B15/167—Chemical features of tobacco products or tobacco substitutes of tobacco substitutes in liquid or vaporisable form, e.g. liquid compositions for electronic cigarettes
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/24—Treatment of tobacco products or tobacco substitutes by extraction; Tobacco extracts
- A24B15/241—Extraction of specific substances
- A24B15/243—Nicotine
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
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- A24F40/00—Electrically operated smoking devices; Component parts thereof; Manufacture thereof; Maintenance or testing thereof; Charging means specially adapted therefor
- A24F40/10—Devices using liquid inhalable precursors
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- A24F40/00—Electrically operated smoking devices; Component parts thereof; Manufacture thereof; Maintenance or testing thereof; Charging means specially adapted therefor
- A24F40/40—Constructional details, e.g. connection of cartridges and battery parts
- A24F40/42—Cartridges or containers for inhalable precursors
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
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Abstract
Description
市販の酸の水溶液を、ニコチン及び1種以上のエアロゾル形成剤と組み合わせて、エアロゾル前駆体組成物を得ること
を含む方法。
有機酸含有水溶液を加水分解すること、及び
加水分解した有機酸含有水溶液を溶液の形態で保存すること
を含み、
高められた安定性が、溶液中の乾燥重量による酸単量体の含有率を評価することによって測定される、
方法。
乳酸の試料(85%純度として記載)を評価し、大部分がL-乳酸を含むと判定した。試料はLC-MS(以下表1参照、「開始」)により容器から直接出した乳酸含有率を大まかに分析した。示されるように、この試料はピーク曲線の下の面積に基づいて、70.99%の乳酸単量体を有することが分かった。試料を50重量%水溶液に希釈し、得られた希釈試料を、40℃、相対湿度75%の密閉環境チャンバー内のHDPEボトルに入れた。チャンバー内の希釈試料は、0週目(希釈直後及びチャンバー内にボトルを入れる前)、1週目(チャンバー内に希釈試料を入れた後1週間)、及び2週目(チャンバー内に希釈試料を入れた後2週間)にサンプリングし、結果を以下の表1に示す。
D,L-乳酸(純度90%として記載)及びL-乳酸(純度98%として記載)の試料を市販の供給源から入手した。水(18.2mΩ/cm)は、Barnsted Nanopure Unit(Thermo Scientific、イリノイ州ロックフォード)から得た。試料は、QDa単一四重極MS検出器(Waters Corp.、マサチューセッツ州ミルフォード)を装備したPhenomenex(カリフォルニア州トーランス)製の4μm粒子を有するSynergy Hydro-RP 250×3.0mmカラムを有するWaters UPLC Acquity I上で液体クロマトグラフィー/質量分析(LC-MS)により分析した。161.100のイオンm/zでの検出を、乳酸二量体を表すと決定し、89のイオンm/zでの検出を、乳酸を表すと決定した。
式3:差=502×0.0257+50×-0.03409=4.72二量体(乳酸二量体)
先行する加水分解がもたらす配合の制御を理解するために、モデルである5%ニコチン含有溶液のpHに及ぼす加水分解された及び加水分解されていない乳酸の影響を研究した。図7は、ニコチンについての計算された(又は予測された)pHの滴定曲線を示す。実験のために、2つの異なる加水分解法を加水分解されていない乳酸に対して比較した。2つの加水分解法は、約51/49(%w/w)の乳酸水溶液を、1)40℃で4週間及び2)70℃で48時間インキュベートするものであった。4週間法からの加水分解された乳酸をニコチン(曲線に沿った円で表される)に0.95~1.0モル当量まで化学量論的に添加した。48時間法からの加水分解された乳酸を、わずか0.95~1.0モル当量(黒い菱形で表される)で化学量論的に添加した。この2つの方法により、滴定範囲の端部でpH単位が0.03未満異なる溶液が得られ、それによって方法間のパリティが実証された。さらに、両方法の結果として得られるpHは、弱酸によるニコチンの滴定のための予測pH曲線と厳密に一致する。著しい対照において、1.0及び1.1モル当量(「非加水分解」と表示された楕円内の上の2つの円)の両方で非加水分解乳酸を加えると、予測pH曲線とは著しく異なる。これらのデータを総合すると、非加水分解乳酸は、得られた溶液のpHが問題になるのであれば、配合制御には好ましくない選択であり、複数の加水分解アプローチを採用して同様の結果が得られることを示している。
加水分解(「前処理」)反応の完全性を検証するための分析方法を評価した。50/50(%w/w)乳酸(88%)/水溶液について、70℃で48時間加水分解中、2つの測定基準、すなわち比重及び屈折率を評価した。図8A及び8B並びに以下の表5に示すように、これらの測定基準はいずれも、24時間後に横ばいになる前に初期増加を示した。比重曲線及び屈折率曲線ともに加水分解の過程における乳酸:乳酸二量体比のLC-MS曲線を反映している。換言すれば、単量体乳酸が加水分解中にその最大に達すると正確に同時に、比重及び屈折率の両方が横ばいになる。さらに、加水分解時に過剰な水が外に出されないようにするためには比重も適切である。これは、過剰な水が蒸発しないようにし、その後酸が濃縮されないようにするのに役立つ。
加水分解は、既知の酸濃度を与えることに加えて、溶液のpHに関して安定性を与える。水を含むe-液体配合物では、いかなる程度の乳酸二量体又はより高次のオリゴマーも、棚でin situの加水分解に供されるであろう。これによりe-液体のpHは経時的に低下するであろう。しかし、加水分解を酸の含有前に行う場合、その後の配合物の貯蔵性は、かなりのpH安定性を与えられる。これを実験的に実証するために、ニコチンに対し1モル当量で5%ニコチン含有溶液の配合物(該溶液はグリセロール、水、プロピレングリコール及び風味化合物をさらに含む)に加水分解された乳酸を使用した。この溶液は、上部空間に不活性ガスのない密閉ボトルに、20℃で保存した。この溶液のpHを経時的に監視し、以下の図9及び表6に示す。このモデルe-液体のpHはt=0からt=10か月まで0.03pH単位の差があり、これは加水分解された乳酸が与える著しいpH制御を示した。
Claims (31)
- エアロゾル前駆体組成物を調製する方法であって、
水中に1種以上の有機酸を含む第一の水溶液を提供すること、
該第1の水溶液を加水分解して、該第1の水溶液よりも乾燥重量ベースでより高い有機酸単量体含有率を有する加水分解された水溶液を得ること、及び
該加水分解された水溶液を1種以上のエアロゾル形成剤と組み合わせて、エアロゾル前駆体組成を得ること
を含む方法。 - 前記加水分解された水溶液、前記1種以上のエアロゾル形成剤、又はそれらの組み合わせに、ニコチンを加えて、前記エアロゾル前駆体組成物を得ること
をさらに含む、請求項1に記載の方法。 - 前記ニコチンがタバコ由来である、請求項2に記載の方法。
- 前記ニコチンが非タバコ由来である、請求項2に記載の方法。
- 前記エアロゾル前駆体組成物内に含まれるべき目標有機酸含有率を決定すること、及び
前記加水分解された水溶液が、前記エアロゾル前駆体組成物中の目標有機酸含有率を達成するのに十分な有機酸含有率を含むことを確実にするための適切な条件を決定すること
をさらに含む、請求項1に記載の方法。 - 前記水溶液が、前記1種以上の有機酸に加えて、前記有機酸の反応生成物を含む、請求項1に記載の方法。
- 前記水溶液が、前記1種以上の有機酸に加えて、酸二量体、酸三量体、酸オリゴマー、及び酸ポリマーからなる群から選択される1種以上の反応生成物を含む、請求項1に記載の方法。
- 前記1種以上の有機酸が、レブリン酸、コハク酸、乳酸、ピルビン酸、安息香酸、フマル酸、及びそれらの組合せからなる群から選択される、請求項1に記載の方法。
- 前記1種以上の有機酸が乳酸を含む、請求項1に記載の方法。
- 前記加水分解が前記第1の水溶液を加熱することを含む、請求項1に記載の方法。
- 前記第1の水溶液が少なくとも約10重量%の水を含む、請求項1に記載の方法。
- 前記加水分解された水溶液が、乾燥重量で少なくとも約85%の前記有機酸を含有する、請求項1に記載の方法。
- 前記加水分解された水溶液が、乾燥重量で少なくとも約88%の前記有機酸を含有する、請求項1に記載の方法。
- 前記加水分解された水溶液が、乾燥重量で少なくとも約90%の前記有機酸を含有する、請求項1に記載の方法。
- 前記加水分解された水溶液が、乾燥重量で少なくとも約95%の前記有機酸を含有する、請求項1に記載の方法。
- 前記1種以上のエアロゾル形成剤がポリオールを含む、請求項1に記載の方法。
- 前記エアロゾル前駆体組成物が、約8未満のpHを有する、請求項1に記載の方法。
- 組み合わせ工程の前、後、又はその間に追加の成分を加えることをさらに含む、請求項1に記載の方法。
- 前記追加の成分が風味剤である、請求項18に記載の方法。
- エアロゾル供給装置のカートリッジ内に前記エアロゾル前駆体組成物を組み込むことをさらに含む、請求項1~19のいずれか一項に記載の方法。
- エアロゾル前駆体組成物を調製する方法であって、
市販の酸の水溶液をニコチン及び1種以上のエアロゾル形成剤と組み合わせて、エアロゾル前駆体組成物を得ること
を含む方法。 - ニコチンがタバコ由来である、請求項21に記載の方法。
- ニコチンが非タバコ由来である、請求項21に記載の方法。
- 前記市販の酸の水溶液が、約75重量%以下の酸を含む、請求項21に記載の方法。
- 前記市販の酸の水溶液が、約50重量%以下の酸を含む、請求項21に記載の方法。
- 前記酸が乳酸を含む、請求項21に記載の方法。
- エアロゾル供給装置のカートリッジ内に前記エアロゾル前駆体組成物を組み込むことをさらに含む、請求項21~26のいずれか一項に記載の方法。
- 有機酸含有水溶液の安定性を高める方法であって、
有機酸含有水溶液を加水分解すること、及び
加水分解された有機酸含有水溶液を溶液の形態で保存すること
を含み、
高められた安定性が、溶液中の乾燥重量による酸単量体の含有率を評価することによって測定される、方法。 - 溶液中の乾燥重量による酸単量体の含有率が、周囲温度での6ヶ月間の保存にわたって5%を超えて逸脱しない、請求項28に記載の方法。
- 請求項1又は請求項21に記載の方法により調製されたエアロゾル前駆体組成物を含む容器。
- エアロゾル供給装置のカートリッジを含む、請求項30に記載の容器。
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CN113784634A (zh) | 2021-12-10 |
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