JP3708814B2 - Cigarette and cigarette packages with low sidestream smoke odor - Google Patents
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Description
【０００１】
【発明の属する技術分野】
本発明は、副流煙臭気の少ないシガレットおよびタバコパッケージに関する。
【０００２】
【従来の技術】
一般に、シガレットには、タバコ煙の味と香りを改善するために、そのタバコ刻みに多くの香料が添加されている。最近では、シガレットの自然燃焼時に周囲に放出されるタバコ副流煙の臭気を改善するために、不快な臭いをマスクする香料をシガレット巻紙に添加することが提案されている。
【０００３】
【発明が解決しようとする課題】
しかしながら、従来の副流煙臭気のマスキング香料は、確かにタバコ副流煙臭気を低減させるものの、タバコ主流煙として味わうタバコ香気をも低減させるばかりでなく、その香料自体の香りが比較的強く出て、シガレットの自然燃焼時に発生する臭気全体の強さを増加させてしまうことがわかった。
【０００４】
従って、本発明は、シガレットの自然燃焼時に発生する臭気全体の強さが有意に増加せず、しかも副流煙臭気が低減されたシガレットを提供することを目的とする。
【０００５】
また、本発明は、シガレットの自然燃焼時に発生する臭気全体の強さが有意に増加せず、しかも副流煙臭気が低減されたシガレットを提供し得るタバコパッケージを提供することを目的とする。
【０００６】
【課題を解決するための手段】
本発明者らは、上記課題を解決すべく鋭意検討した結果、マンダリンオレンジ精油またはテルペン炭化水素を実質的に除去したマンダリンオレンジ精油画分がシガレットの自然燃焼時に発生する臭気全体の強さを有意に増加させることなく副流煙臭気を低減させることを見いだした。本発明はこの知見に基づく。
【０００７】
すなわち、本発明は、タバコ充填材と該タバコ充填材の周囲を巻装するシガレット巻紙を含むタバコロッドを備え、マンダリンオレンジ精油またはテルペン炭化水素を実質的に除去したマンダリンオレンジ精油画分を含む副流煙臭気低減剤を担持することを特徴とするシガレットを提供する。
【０００８】
本発明のシガレットは、１本当たり、マンダリンオレンジ精油またはテルペン炭化水素を実質的に除去したマンダリンオレンジ精油画分が少なくとも０．０１ｍｇとなるように前記副流煙臭気低減剤を担持することが好ましい。
【０００９】
本発明のシガレットは、副流煙臭気低減剤をタバコ充填材またはシガレット巻紙に担持することができる。あるいは、シガレットは、副流煙臭気低減剤をシガレット巻紙を接着するシーム糊に担持することもできる。
【００１０】
本発明のシガレットは、タバコロッドの一方の端にフィルタープラグをさらに備えることができる。
【００１１】
本発明は、また、タバコ充填材と該タバコ充填材の周囲を巻装するシガレット巻紙を含むタバコロッドを収容するパッケージであって、該パッケージ内に、本発明の副流煙臭気低減剤を収容したことを特徴とするタバコパッケージを提供する。
【００１２】
本発明の副流煙臭気低減剤を構成する香料は、天然物から精製もしくは分取により獲得されるいわゆる精製もしくは分取香料の範疇に属し、調合香料とは区別されるものである。
【００１３】
【発明の実施の形態】
以下、本発明をより詳しく説明する。
【００１４】
本発明のシガレットは、マンダリンオレンジ精油またはテルペン炭化水素を実質的に除去したマンダリンオレンジ精油画分を含む副流煙臭気低減剤を担持する。
【００１５】
本発明に用いられるマンダリンオレンジ精油（以下、ＭＯＯということがある）とは、ミカン科のマンダリン（Citrus reticulata Blancao）の果実を冷時あるいは常温下で圧搾し採取した精油（一般に，コールドプレスオイルと呼ばれる）をいう。ＭＯＯは、常法により製造することができ、市販もされている。
【００１６】
ＭＯＯは、リモネン、テルピネン、テルピノレン、ミルセン、カリオフィレン、サビネン、シメン、ピネン、ファルネセン等のテルペン炭化水素；リナロール、テルピネオール、ヘプタノール、オクタノール、カルベオール、チモール、メンタンジエノール、ペリラアルコール等のアルコール；オクタナール、ノナナール、デカナール、シネンサール、ゲラニアール、シトロネラール等のアルデヒド；カルボン等のケトン、シトロネラ酸等の酸；その他アントラニル酸メチル、Ｎ−メチルアントラニル酸メチル、リモネンオキサイド等を含有する。
【００１７】
テルペン炭化水素を実質的に除去したマンダリンオレンジ精油画分（以下、脱テルペンＭＯＯ画分ということがある）は、ＭＯＯをシリカゲルカラム分画に供することにより獲得することができる。具体的には、ＭＯＯをシリカゲルカラムに充填し、石油エーテル、ヘキサン、ヘプタン、ベンゼン、トルエン、シクロヘキサン等の炭化水素で展開し、溶出する画分を除去する。この炭化水素溶出画分はテルペン炭化水素を含む。ついで、このシリカゲルカラムを酢酸メチル、酢酸エチル、酢酸プロピル、酢酸ブチル、アセトン等の極性溶媒で展開すると、含酸素成分を含む画分が溶出する。この含酸素画分は、アルコール、アルデヒド、ケトン、エステル、酸等を含有し、これを本発明の脱テルペンＭＯＯ画分として提供することができる。
【００１８】
上記シリカゲル分画に先立ち、減圧蒸留を行って蒸留残渣としての高沸点成分を除去してもよい。
【００１９】
また、テルペン炭化水素は、蒸留によっても実質的に除去することができる。例えば、ＭＯＯを３００Ｐａの減圧下、４３℃までに留出する留分を除去して得られる蒸留残渣を脱テルペンＭＯＯ画分として提供することができる。この蒸留残渣をさらに精密蒸留に供し、得られる留分を本発明の香料組成物として提供することもできる。
【００２０】
本発明の副流煙臭気低減剤を構成するＭＯＯまたは脱テルペンＭＯＯ画分は、酸成分を実質的に除去した形態で提供することもできる。例えば、上記シリカゲル分画または蒸留分画の前または後において、ＭＯＯまたは脱テルペンＭＯＯ画分に水酸化ナトリウム水溶液を混合し、十分に攪拌した後、静置して油層と水層に分離させる。その水層を除去して、油層を獲得する。この油層は酸成分を実質的に含有しない。
【００２１】
本発明の副流煙臭気低減剤は、シガレットに担持される。シガレットは、タバコ充填材とこのタバコ充填材の周囲を巻装するシガレット巻紙を含むタバコロッドを備える。タバコ充填材は、タバコ刻みを含み、このタバコ刻みは膨化されたものであってもよい。タバコ刻みの膨化方法としては、それ自体既知のものを採用することができる。シガレット巻紙としては、タバコ充填材の周囲を巻装してシガレットを提供するために好適ないずれの巻紙をも使用することができる。なお、本発明のシガレットは、そのタバコロッドの一端にフィルタープラグを有することができる。
【００２２】
本発明の副流煙臭気低減剤は、種々の形態でシガレットに担持させることができる。例えば、本発明の副流煙臭気低減剤は、タバコ充填剤に添加することにより、シガレット巻紙に塗布することにより、またシガレット巻紙を接着するシーム糊に添加することによりシガレットに担持させることができる。副流煙臭気低減効果は、本発明の副流煙臭気低減剤の適用部位（タバコ刻み、巻紙、シーム糊等）に特に依存しない。しかしながら、本発明の副流煙臭気低減剤は、通常のタバコ刻み賦香技術によりタバコ充填材に添加することができるので好都合である。いずれの場合にも、本発明の副流煙臭気低減剤が適用部位に均一に適用されることが好ましい。なお、本発明のシガレットがタバコロッドの一端にフィルタープラグを有するとき、一般にフィルタープラグはいわゆるチップペーパーによりタバコロッドに接続されるが、このチップペーパーに本発明の副流煙臭気低減剤を塗布することもできるし、フィルター巻取り紙に塗布することもできる。
【００２３】
本発明のシガレットは、１本当たり、ＭＯＯまたは脱テルペンＭＯＯ画分の量が、好ましくは少なくとも０．０１ｍｇとなるように、より好ましくは０．０２ｍｇ〜０．２ｍｇとなるように本発明の副流煙臭気低減剤を担持する。
【００２４】
さらに、本発明の副流煙臭気低減剤は、タバコパッケージ内に収容させることもできる。このタバコパッケージは、タバコ充填材とこのタバコ充填材の周囲を巻装するシガレット巻紙を含むタバコロッドを備えるシガレットを複数本、例えば２０本収容するとともに、本発明の副流煙臭気低減剤を収容する。本発明の副流煙臭気低減剤のパッケージ内への収容は、例えば、例えばアルミ箔に加香することにより行うことができる。パッケージ内に収容された本発明の副流煙臭気低減剤は、パッケージ開封までの間にシガレットに移行し、喫煙時に副流煙臭気を低減することができる。
【００２５】
【実施例】
以下本発明を実施例により説明するが、本発明はそれらに限定されるものではない。
【００２６】
なお、以下の香料の調製例において物性の測定に用いた装置は次の通りである。
ガスクロマトグラフ（ＧＣ）；ＨＰ−６８９０（アジレントテクノロジー社製）
カラム；ＨＰ−２０（０．２５ｍｍ×２５ｍ）（アジレントテクノロジー社製）
カラム温度；５５〜２１５℃（４℃／分）。
【００２７】
香料調製例１：シリカゲル分画による脱テルペンＭＯＯ画分（ＭＯＯ−１−１）の調製
ＭＯＯ（５００ｇ）をシリカゲル（メルク社製：Silicagel 60 0.063-0.200 mm）（５５０ｇ）を用いて作製したシリカゲルカラムクロマトグラフに掛けた。すなわち、シリカゲルをヘキサンで充填した後、ＭＯＯをシリカゲルカラムに充填し、ヘキサン２．２Ｌで展開し炭化水素画分（以下、ＨＣ画分と記す）を得た。続いて、シリカゲルカラムを酢酸エチル２．２Ｌで展開し、含酸素画分を脱テルペンＭＯＯ画分（ＭＯＯ−１−１）として得た。最後に、シリカゲルカラムをエタノール２．２Ｌで展開し、エタノール画分を得た。
【００２８】
ＨＣ画分の回収量は３３６ｇ（６８．０質量％）、含酸素画分（ＭＯＯ−１−１）の回収量は１６．８ｇ（３．４質量％）、エタノール画分の回収量は０．５ｇ（０．１質量％）であり、全体の回収率は７１．５％であった。表１に得られたＭＯＯ−１−１の主要成分を示す。
【００２９】
香料調製例２：蒸留とシリカゲルカラム分画による脱テルペンＭＯＯ画分（ＭＯＯ−２−１）の調製
（１）ＭＯＯ（４９９７ｇ）をクライゼン蒸留装置に供し、４００Ｐａ（３ｍｍＨｇ）の減圧下で１０２℃までの留分を得た。蒸留残渣をさらに１０．７Ｐａ（０．０８ｍｍＨｇ）の減圧下で９７℃まで蒸留し、得られた留分を先の留分と併せた。併せた留分（蒸留オイル）は４７６９ｇ（９５．４質量％）、蒸留残渣は７９ｇ（１．６質量％）であり、回収率は９７．０質量％であった。
【００３０】
（２）上記（１）で得られた蒸留オイル（５０４ｇ）をほぼ２倍質量（１ｋｇ）のシリカゲルを用いて作製したシリカゲルカラムクロマトグラフに掛けた。すなわち、シリカゲルをヘキサンで充填した後、ＭＯＯをシリカゲルカラムに充填し、ヘキサン８Ｌで展開しＨＣ画分を得た。続いて、シリカゲルカラムを酢酸エチル８Ｌで展開し、含酸素画分を脱テルペンＭＯＯ画分（ＭＯＯ−２−１）として得た。最後にエタノール４Ｌで展開し、エタノール画分を得た。
【００３１】
ＨＣ画分の回収量は４４５ｇ（８８．１質量％）、含酸素画分（ＭＯＯ−２−１）の回収量は９．６ｇ（１．９質量％）、エタノール画分の回収量は０ｇ（０質量％）であり、全体の回収率は９０．０％であった。表１に得られたＭＯＯ−２−１の主要成分を示す。
【００３２】
香料調製例３：蒸留、脱酸性部除去およびシリカゲルカラム分画による脱テルペンＭＯＯ画分（ＭＯＯ−３−１）の調製
香料調製例２（１）で得られた蒸留オイル（４ｋｇ）に１０％水酸化ナトリウム水溶液（１ｋｇ）を徐々に加えながら撹拌し、十分に撹拌した後、静置した。油層と水層が分離した後、水層を除去し、油層を得た。得られた油層を飽和食塩水（２Ｌ）で２回洗浄し、分液後、無水硫酸マグネシウムで乾燥し、酸成分除去ＭＯＯオイル（３．９３ｋｇ）を得た。
【００３３】
得られたオイル（５０３ｇ）をそのほぼ２倍質量のシリカゲルを用いて作製したカラムクロマトグラフに掛けた。すなわち、シリカゲルをヘキサンで充填した後、オイルをカラムに充填し、ヘキサン８Ｌで展開し、ＨＣ画分を得た。続いて酢酸エチル８Ｌで展開し、含酸素画分を脱酸成分脱テルペンＭＯＯ画分（ＭＯＯ−３−１）として得た。最後にエタノール４Ｌで展開し、エタノール画分を得た。
【００３４】
ＨＣ画分の回収量は４３１ｇ（８４．２質量％）、含酸素含画分（ＭＯＯ−３−１）の回収量は、８．７ｇ（１．７質量％）、エタノール画分の回収量は０．０２ｇ（０．０４質量％）であり、全体の回収率は８５．９４％であった。表１に、得られたＭＯＯ−３−１の主要成分を示す。
【００３５】
【表１】
香料調製例４：蒸留による脱テルペンＭＯＯ画分（ＭＯＯ−１−２）の調製
ＭＯＯ（５０００ｇ）を精留塔に供し、３００Ｐａ（２．２ｍｍＨｇ）の減圧下で４３℃までの留分を除去し、蒸留残渣１６４ｇ（３．３質量％）を脱テルペンＭＯＯ画分（ＭＯＯ−１−２）として得た。ＭＯＯ−１−２の主要成分を表２に示す。
【００３７】
香料調製例５：蒸留による脱テルペンＭＯＯ画分（ＭＯＯ−２−２）の調製
香料調製例４で得られた蒸留ＭＯＯ−１−２（１４０ｇ）をクライゼン蒸留装置に供し、２４Ｐａ（０．１８ｍｍＨｇ）の減圧下で１０３℃まで蒸留し、留分を脱テルペンＭＯＯ画分（ＭＯＯ−２−２）として得た。収量は６７ｇであり、ＭＯＯ−１−２に対し４７．９質量％、ＭＯＯに対し１．６質量％であった。ＭＯＯ−２−２の主要成分を表２に示す。
【００３８】
香料調製例６：蒸留及び脱酸性部除去による脱テルペンＭＯＯ画分（ＭＯＯ−３−２）の調製
香料調製例５で得られた蒸留ＭＯＯ−２−２（８０ｇ）に５％水酸化ナトリウム水溶液８０ｇを徐々に加えながら撹拌し、十分に撹拌した後、静置した。油層と水層が分離した後、水層を除去し、油層を得た。得られた油層を飽和食塩水５０ｍＬで２回洗浄し、分液後、無水硫酸マグネシウムで乾燥し、酸成分除去脱テルペンＭＯＯ画分（ＭＯＯ−３−２）を得た。収量は３３．０ｇであり、蒸留ＭＯＯ−２−２に対し４１．３質量％、ＭＯＯに対し１．３質量％であった。ＭＯＯ−３−２の主要成分を表２に示す。
【００３９】
【表２】
実施例１〜７
香料調製例１〜６で得た各香料を通常の賦香技術により下記表３に示す量でタバコ刻みに添加し、同じ巻紙で巻き上げてそれぞれの調合香料について所要本数のシガレットを作製した。同様にして、ＭＯＯを添加したシガレットも作製した。また、これら香料を添加しなかったこと以外は全く同様にして所要数の対照シガレットを作製した。なお、比較例として、オレンジ精油を添加したシガレットも作製した。
【００４１】
こうして作製したシガレットについて、副流煙臭気を下記部屋法により評価した。
【００４２】
＜部屋法＞
人の出入りのためのドアを１つ以外は密閉された部屋（床面積：３１ｍ2 ；容量：８５ｍ3 ）を２つ（Ａ室、Ｂ室とする）準備する。ドアを閉めた状態で、Ａ室内で対照のシガレット５本を自然燃焼させる。他方、ドアを閉めた状態で、Ｂ室内で評価対象のシガレット５本を自然燃焼させる。パネルを２グループに分け、一方のグループは全員が同時にＡ室から入り、Ａ室を出た後、Ｂ室に入り、Ｂ室を出て、以下の項目について結果を報告する。他方のグループは、全員が同時にＢ室から入り、Ｂ室を出た後、Ａ室に入り、Ａ室を出て、以下の評価項目について結果を報告する。
【００４３】
１．臭い全体の強さが強い部屋はどちらの部屋か
２．臭いのよい部屋はどちらの部屋か
３．タバコ臭の強い部屋はどちらの部屋か。
【００４４】
その結果、評価項目１〜３それぞれにおいて、Ｂ室（評価対象のシガレットを自然燃焼させた部屋）と答えたパネルの数をパネルの総数で除した値を評価結果とする。従って、臭気全体の強さとタバコ臭については、数値が小さいほど優れており、臭いのよさについては、数値が大きいほど優れていることとなる。なお、パネルは、任意に抽出した成人であり、タバコ臭についての専門の訓練を受けていない普通人であった。
【００４５】
結果を表３に併記する。
【００４６】
【表３】
表３に示す結果から、本発明の副流煙臭気低減剤を担持するシガレットは、対照のシガレットに比べ、全体臭の強さを実質的に増加させることなく、臭いを改善し、タバコ臭の強さを低減させることがわかる。
【００４８】
【発明の効果】
以上詳述したように、本発明によれば、自然燃焼時に発生する臭気全体の強さが有意に増加せず、しかも副流煙臭気が低減されたシガレットが提供される。また、本発明によれば、そのようなシガレットを与えるタバコパッケージが提供される。[0001]
BACKGROUND OF THE INVENTION
The present invention relates to cigarettes and tobacco packages with low sidestream smoke odor.
[0002]
[Prior art]
In general, cigarettes have many fragrances added to their tobacco cuts to improve the taste and aroma of tobacco smoke. Recently, it has been proposed to add a fragrance that masks unpleasant odors to the cigarette wrapping paper in order to improve the odor of sidestream tobacco smoke that is released to the surroundings when the cigarette spontaneously burns.
[0003]
[Problems to be solved by the invention]
However, although the conventional sidestream smoke odor masking fragrance certainly reduces the sidestream smoke odor of tobacco, it not only reduces the tobacco odor that is tasted as the mainstream smoke of tobacco, but also the fragrance of the fragrance itself is relatively strong. As a result, it was found that the intensity of the overall odor generated during natural combustion of cigarettes was increased.
[0004]
Accordingly, an object of the present invention is to provide a cigarette in which the strength of the entire odor generated during natural combustion of the cigarette is not significantly increased and the sidestream smoke odor is reduced.
[0005]
Another object of the present invention is to provide a cigarette package that can provide a cigarette that does not significantly increase the overall strength of the odor generated during natural combustion of the cigarette and that has a reduced sidestream smoke odor.
[0006]
[Means for Solving the Problems]
As a result of intensive studies to solve the above problems, the present inventors have found that the mandarin orange essential oil fraction from which mandarin orange essential oil or terpene hydrocarbon has been substantially removed significantly increases the strength of the overall odor generated during natural combustion of cigarettes. It has been found that sidestream smoke odor can be reduced without increasing it. The present invention is based on this finding.
[0007]
That is, the present invention comprises a tobacco rod comprising a tobacco filler and a cigarette wrapping paper wrapped around the tobacco filler, and comprising a secondary mandarin orange essential oil fraction from which mandarin orange essential oil or terpene hydrocarbon has been substantially removed. A cigarette characterized by carrying a smoke odor reducing agent is provided.
[0008]
The cigarette of the present invention preferably carries the sidestream smoke odor reducing agent so that the fraction of mandarin orange essential oil or terpene hydrocarbon substantially removed mandarin orange essential oil is at least 0.01 mg per cigarette of the present invention. .
[0009]
The cigarette of the present invention can carry a sidestream smoke odor reducing agent on a tobacco filler or cigarette paper. Alternatively, the cigarette can carry a sidestream smoke odor reducing agent on a seam glue that bonds the cigarette paper.
[0010]
The cigarette of the present invention may further include a filter plug at one end of the tobacco rod.
[0011]
The present invention also includes a package containing a tobacco rod containing a cigarette filler and cigarette paper wrapped around the cigarette filler, and the sidestream smoke odor reducing agent of the present invention is contained in the package. To provide a tobacco package characterized by the above.
[0012]
The fragrance | flavor which comprises the sidestream smoke odor reducing agent of this invention belongs to the category of what is called refinement | purification or fractionation fragrance | flavor acquired by refinement | purification or fractionation from a natural product, and is distinguished from a preparation fragrance | flavor.
[0013]
DETAILED DESCRIPTION OF THE INVENTION
Hereinafter, the present invention will be described in more detail.
[0014]
The cigarette of the present invention carries a sidestream smoke odor reducing agent comprising a mandarin orange essential oil or mandarin orange essential oil fraction substantially free of terpene hydrocarbons.
[0015]
The mandarin orange essential oil (hereinafter sometimes referred to as MOO) used in the present invention is an essential oil (generally called cold press oil) that is obtained by squeezing the fruit of mandarin (Citrus reticulata Blancao) in the cold or at room temperature. Called). MOO can be produced by a conventional method and is also commercially available.
[0016]
MOO is a terpene hydrocarbon such as limonene, terpinene, terpinolene, myrcene, caryophyllene, sabinene, cymene, pinene, farnesene; alcohol such as linalool, terpineol, heptanol, octanol, carbeol, thymol, menthanedienol, perilla alcohol; octanal, Aldehydes such as nonanal, decanal, sinensal, geranial and citronellal; ketones such as carvone; acids such as citronellic acid; other methyl anthranilate, methyl N-methylanthranilate, limonene oxide and the like.
[0017]
The mandarin orange essential oil fraction from which terpene hydrocarbon has been substantially removed (hereinafter sometimes referred to as deterpene MOO fraction) can be obtained by subjecting MOO to silica gel column fractionation. Specifically, MOO is packed in a silica gel column and developed with a hydrocarbon such as petroleum ether, hexane, heptane, benzene, toluene, cyclohexane, and the eluted fraction is removed. This hydrocarbon elution fraction contains terpene hydrocarbons. Subsequently, when this silica gel column is developed with a polar solvent such as methyl acetate, ethyl acetate, propyl acetate, butyl acetate, acetone, etc., a fraction containing oxygen-containing components is eluted. This oxygen-containing fraction contains alcohol, aldehyde, ketone, ester, acid, etc., and can be provided as the deterpene MOO fraction of the present invention.
[0018]
Prior to the silica gel fractionation, vacuum distillation may be performed to remove high boiling components as distillation residues.
[0019]
Terpene hydrocarbons can also be substantially removed by distillation. For example, a distillation residue obtained by removing a fraction obtained by distilling MOO up to 43 ° C. under a reduced pressure of 300 Pa can be provided as a deterpene MOO fraction. This distillation residue can be further subjected to precision distillation, and the resulting fraction can be provided as the fragrance composition of the present invention.
[0020]
The MOO or deterpene MOO fraction constituting the sidestream smoke odor reducing agent of the present invention can also be provided in a form in which the acid component is substantially removed. For example, before or after the silica gel fractionation or distillation fractionation, an aqueous sodium hydroxide solution is mixed with the MOO or deterpene MOO fraction, stirred sufficiently, and allowed to stand to separate into an oil layer and an aqueous layer. The aqueous layer is removed to obtain an oil layer. This oil layer contains substantially no acid component.
[0021]
The sidestream smoke odor reducing agent of the present invention is carried on a cigarette. The cigarette includes a tobacco rod including a cigarette filler and a cigarette wrapping paper wound around the cigarette filler. The tobacco filler includes a tobacco cut, which may be expanded. As a method for expanding the tobacco cut, a method known per se can be adopted. As the cigarette wrapping paper, any wrapping paper suitable for wrapping around the cigarette filler to provide the cigarette can be used. In addition, the cigarette of this invention can have a filter plug in the end of the tobacco rod.
[0022]
The sidestream smoke odor reducing agent of the present invention can be carried on cigarettes in various forms. For example, the sidestream smoke odor reducing agent of the present invention can be carried on a cigarette by adding it to a tobacco filler, applying it to a cigarette paper, or adding it to a seam glue to which the cigarette paper is bonded. . The sidestream smoke odor reduction effect is not particularly dependent on the application site (cigarette cut, wrapping paper, seam glue, etc.) of the sidestream smoke odor reducing agent of the present invention. However, the sidestream smoke odor reducing agent of the present invention is advantageous because it can be added to the tobacco filler by conventional tobacco cut fragrance techniques. In any case, it is preferable that the sidestream smoke odor reducing agent of the present invention is uniformly applied to the application site. When the cigarette of the present invention has a filter plug at one end of the tobacco rod, the filter plug is generally connected to the tobacco rod by so-called chip paper, and the sidestream smoke odor reducing agent of the present invention is applied to this chip paper. It can also be applied to filter webs.
[0023]
The cigarette of the present invention has a sub-content of the present invention so that the amount of MOO or deterpene MOO fraction is preferably at least 0.01 mg, more preferably 0.02 mg to 0.2 mg. Supports smoke odor reducing agent.
[0024]
Furthermore, the sidestream smoke odor reducing agent of the present invention can be contained in a tobacco package. The cigarette package contains a plurality of cigarettes, for example, 20 cigarettes including a cigarette rod including cigarette filler and cigarette wrapping paper wrapped around the cigarette filler, and contains the sidestream smoke odor reducing agent of the present invention. To do. Accommodation of the sidestream smoke odor reducing agent of the present invention in a package can be performed, for example, by scenting aluminum foil. The sidestream smoke odor reducing agent of the present invention accommodated in the package is transferred to a cigarette before the package is opened, and can reduce the sidestream smoke odor during smoking.
[0025]
【Example】
Hereinafter, the present invention will be described by way of examples, but the present invention is not limited thereto.
[0026]
In addition, the apparatus used for the measurement of a physical property in the following preparation examples of the fragrance | flavor is as follows.
Gas chromatograph (GC); HP-6890 (manufactured by Agilent Technologies)
Column; HP-20 (0.25 mm × 25 m) (manufactured by Agilent Technologies)
Column temperature; 55-215 ° C. (4 ° C./min).
[0027]
Fragrance Preparation Example 1: Preparation of Deterpene MOO Fraction (MOO-1-1) by Silica Gel Fractionation Silica gel prepared using MOO (500 g) using silica gel (Merck: Silicagel 60 0.063-0.200 mm) (550 g) Column chromatograph was applied. That is, after silica gel was filled with hexane, MOO was filled into a silica gel column and developed with 2.2 L of hexane to obtain a hydrocarbon fraction (hereinafter referred to as HC fraction). Subsequently, the silica gel column was developed with 2.2 L of ethyl acetate to obtain an oxygen-containing fraction as a deterpene MOO fraction (MOO-1-1). Finally, the silica gel column was developed with 2.2 L of ethanol to obtain an ethanol fraction.
[0028]
The recovered amount of HC fraction was 336 g (68.0% by mass), the recovered amount of oxygen-containing fraction (MOO-1-1) was 16.8 g (3.4% by mass), and the recovered amount of ethanol fraction was 0. 0.5 g (0.1% by mass), and the overall recovery rate was 71.5%. Table 1 shows the main components of MOO-1-1 obtained.
[0029]
Fragrance Preparation Example 2: Preparation of Deterpene MOO Fraction (MOO-2-1) by Distillation and Silica Gel Column Fractionation (1) MOO (4997 g) was subjected to a Claisen distillation apparatus and subjected to 102 ° C. under a reduced pressure of 400 Pa (3 mmHg). A fraction up to was obtained. The distillation residue was further distilled to 97 ° C. under reduced pressure of 10.7 Pa (0.08 mmHg), and the obtained fraction was combined with the previous fraction. The combined fraction (distilled oil) was 4769 g (95.4% by mass), the distillation residue was 79 g (1.6% by mass), and the recovery rate was 97.0% by mass.
[0030]
(2) The distilled oil (504 g) obtained in the above (1) was applied to a silica gel column chromatograph prepared using approximately double mass (1 kg) of silica gel. That is, after silica gel was filled with hexane, MOO was filled into a silica gel column and developed with 8 L of hexane to obtain an HC fraction. Subsequently, the silica gel column was developed with 8 L of ethyl acetate to obtain an oxygen-containing fraction as a deterpene MOO fraction (MOO-2-1). Finally, it was developed with 4 L of ethanol to obtain an ethanol fraction.
[0031]
The recovered amount of HC fraction was 445 g (88.1% by mass), the recovered amount of oxygen-containing fraction (MOO-2-1) was 9.6 g (1.9% by mass), and the recovered amount of ethanol fraction was 0 g. (0% by mass), and the overall recovery rate was 90.0%. Table 1 shows the main components of the obtained MOO-2-1.
[0032]
Fragrance Preparation Example 3: Preparation of Deterpene MOO Fraction (MOO-3-1) by Distillation, Deacidification Part Removal and Silica Gel Column Fractionation 10% to the distilled oil (4 kg) obtained in Fragrance Preparation Example 2 (1) The mixture was stirred while gradually adding an aqueous sodium hydroxide solution (1 kg), sufficiently stirred, and then allowed to stand. After the oil layer and the water layer were separated, the water layer was removed to obtain an oil layer. The obtained oil layer was washed twice with saturated brine (2 L), separated, and dried over anhydrous magnesium sulfate to obtain an acid component-removed MOO oil (3.93 kg).
[0033]
The obtained oil (503 g) was applied to a column chromatograph prepared using silica gel having approximately twice its mass. That is, after filling silica gel with hexane, the column was filled with oil and developed with 8 L of hexane to obtain an HC fraction. Subsequently, the reaction mixture was developed with 8 L of ethyl acetate to obtain an oxygen-containing fraction as a deoxidizing component deterpene MOO fraction (MOO-3-1). Finally, it was developed with 4 L of ethanol to obtain an ethanol fraction.
[0034]
The recovered amount of HC fraction was 431 g (84.2% by mass), the recovered amount of oxygen-containing fraction (MOO-3-1) was 8.7 g (1.7% by mass), and the recovered amount of ethanol fraction Was 0.02 g (0.04 mass%), and the overall recovery rate was 85.94%. Table 1 shows the main components of the obtained MOO-3-1.
[0035]
[Table 1]
Fragrance Preparation Example 4: Preparation of Deterpene MOO Fraction (MOO-1-2) by Distillation MOO (5000 g) was subjected to a rectification column, and the fraction up to 43 ° C. was removed under a reduced pressure of 300 Pa (2.2 mmHg). As a result, 164 g (3.3% by mass) of a distillation residue was obtained as a deterpene MOO fraction (MOO-1-2). Table 2 shows the main components of MOO-1-2.
[0037]
Fragrance Preparation Example 5: Preparation of Deterpene MOO Fraction (MOO-2-2) by Distillation Distilled MOO-1-2 (140 g) obtained in Fragrance Preparation Example 4 was subjected to a Claisen distillation apparatus and 24 Pa (0.18 mmHg). ) Under reduced pressure to 103 ° C. to obtain a fraction as a deterpene MOO fraction (MOO-2-2). The yield was 67 g, 47.9% by mass with respect to MOO-1-2, and 1.6% by mass with respect to MOO. Table 2 shows the main components of MOO-2-2.
[0038]
Fragrance Preparation Example 6: Preparation of Deterpene MOO Fraction (MOO-3-2) by Distillation and Removal of Deacidifying Part 5% sodium hydroxide aqueous solution was added to the distilled MOO-2-2 (80 g) obtained in Fragrance Preparation Example 5. The mixture was stirred while gradually adding 80 g, sufficiently stirred, and then allowed to stand. After the oil layer and the water layer were separated, the water layer was removed to obtain an oil layer. The obtained oil layer was washed twice with 50 mL of saturated brine, separated, and dried over anhydrous magnesium sulfate to obtain an acid component-removed deterpene MOO fraction (MOO-3-2). The yield was 33.0 g, 41.3% by mass with respect to distilled MOO-2-2 and 1.3% by mass with respect to MOO. Table 2 shows the main components of MOO-3-2.
[0039]
[Table 2]
Examples 1-7
Each of the fragrances obtained in the fragrance preparation examples 1 to 6 was added to the tobacco in the amount shown in Table 3 below by a conventional fragrance technique, and wound up with the same wrapping paper to produce the required number of cigarettes for each blended fragrance. Similarly, a cigarette to which MOO was added was also produced. Also, the required number of control cigarettes were prepared in exactly the same manner except that these fragrances were not added. As a comparative example, a cigarette added with orange essential oil was also produced.
[0041]
For the cigarette thus produced, the sidestream smoke odor was evaluated by the following room method.
[0042]
<Room Law>
Two sealed rooms (floor area: 31 m 2 ; capacity: 85 m 3 ) are prepared (room A and room B) except for one door for people to enter and exit. With the door closed, five control cigarettes are naturally burned in the A room. On the other hand, five cigarettes to be evaluated are naturally burned in the room B with the door closed. The panel is divided into two groups. In one group, everyone enters room A at the same time, leaves room A, enters room B, leaves room B, and reports the results on the following items. In the other group, everyone enters the room B at the same time, exits the room B, enters the room A, leaves the room A, and reports the results on the following evaluation items.
[0043]
1. 1. Which room is the strongest overall smell? 2. Which room has a good smell? Which room has a strong tobacco odor?
[0044]
As a result, in each of the evaluation items 1 to 3, the evaluation result is a value obtained by dividing the number of panels that replied B room (a room in which the cigarette to be evaluated is naturally burned) by the total number of panels. Therefore, the lower the numerical value, the better the overall odor intensity and the tobacco odor, and the higher the numerical value, the better the odor. The panel was an arbitrarily extracted adult and a normal person who did not receive specialized training on tobacco odor.
[0045]
The results are also shown in Table 3.
[0046]
[Table 3]
From the results shown in Table 3, the cigarette carrying the sidestream smoke odor reducing agent of the present invention improves the odor without substantially increasing the overall odor intensity compared to the control cigarette, It can be seen that the strength is reduced.
[0048]
【The invention's effect】
As described above in detail, according to the present invention, there is provided a cigarette in which the strength of the entire odor generated during natural combustion is not significantly increased and the sidestream smoke odor is reduced. Moreover, according to this invention, the tobacco package which provides such a cigarette is provided.
Claims (8)
Priority Applications (14)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2000338126A JP3708814B2 (en) | 2000-11-06 | 2000-11-06 | Cigarette and cigarette packages with low sidestream smoke odor |
| PT01978990T PT1336345E (en) | 2000-11-06 | 2001-11-01 | Perfume compositions for deodorizing tobacco, tobacco deodorizing agents and cigarette and tobacco packages with little side smoke flow odor |
| AU2002210998A AU2002210998A1 (en) | 2000-11-06 | 2001-11-01 | Perfume compositions for deodorizing tobacco, tobacco deodorizing agents and cigarette and tobacco packages with little side smoke flow odor |
| CA002427983A CA2427983C (en) | 2000-11-06 | 2001-11-01 | Tobacco odor deodorizing perfume compositon, tobacco odor deodorant, cigarette low in sidestream smoke odor, and tobacco package |
| CNB018184103A CN1262217C (en) | 2000-11-06 | 2001-11-01 | Perfume compositions for deodorizing tobacco, tobacco deodorizing agents and cigarette and tobacco packages with little side smoke flow odor |
| EP01978990.8A EP1336345B2 (en) | 2000-11-06 | 2001-11-01 | Use of perfume compositions as side smoke flow odor reducing agent in a cigarette |
| AT01978990T ATE446024T1 (en) | 2000-11-06 | 2001-11-01 | PERFUME COMPOSITIONS FOR DEODORIZING TOBACCO, TOBACCO DEODORIZING AGENTS AND LOW SMOKING ODOR CIGARETTE AND TOBACCO PACKS |
| PCT/JP2001/009605 WO2002035948A1 (en) | 2000-11-06 | 2001-11-01 | Perfume compositions for deodorizing tobacco, tobacco deodorizing agents and cigarette and tobacco packages with little side smoke flow odor |
| KR1020037005985A KR100540669B1 (en) | 2000-11-06 | 2001-11-01 | Perfume compositions for deodorizing tobacco, tabacco deodorizing agents and cigarette and tobacco packages with little side smoke flow odor |
| DK01978990.8T DK1336345T4 (en) | 2000-11-06 | 2001-11-01 | Use of perfume compositions as a means of reducing side smoke odor in cigarettes |
| DE60140267T DE60140267D1 (en) | 2000-11-06 | 2001-11-01 | BAK, TOBACCO DESODORIZING AGENTS AND CIGARETTE AND TOBACCO PACKAGES WITH LOW NOISE SMOKING |
| ES01978990.8T ES2333581T5 (en) | 2000-11-06 | 2001-11-01 | Use of perfume compositions as an agent to reduce the smell of secondary smoke flow in a cigarette |
| TW090127387A TW496746B (en) | 2000-11-06 | 2001-11-05 | Composition for deodoring tobacco smell, deodorant for tobacco smell, and cigarette and tobacco package with reduced side-stream smoke smell |
| US10/429,731 US7481891B2 (en) | 2000-11-06 | 2003-05-06 | Cigarette wrapper consisting of mandarin orange essential oil |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2000338126A JP3708814B2 (en) | 2000-11-06 | 2000-11-06 | Cigarette and cigarette packages with low sidestream smoke odor |
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| Publication Number | Publication Date |
|---|---|
| JP2002142744A JP2002142744A (en) | 2002-05-21 |
| JP3708814B2 true JP3708814B2 (en) | 2005-10-19 |
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| Application Number | Title | Priority Date | Filing Date |
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| JP2000338126A Expired - Lifetime JP3708814B2 (en) | 2000-11-06 | 2000-11-06 | Cigarette and cigarette packages with low sidestream smoke odor |
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| KR101362494B1 (en) | 2012-03-07 | 2014-02-14 | 주식회사 케이티앤지 | Cigarette filter with technology reducing cigarette smell on hands, and cigarette having the same |
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