KR20060054728A - Method of highly extracting ester from tobacco, tobacco flavoring stuff and flavored cigarette with the extract - Google Patents
Method of highly extracting ester from tobacco, tobacco flavoring stuff and flavored cigarette with the extract Download PDFInfo
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- KR20060054728A KR20060054728A KR1020040093396A KR20040093396A KR20060054728A KR 20060054728 A KR20060054728 A KR 20060054728A KR 1020040093396 A KR1020040093396 A KR 1020040093396A KR 20040093396 A KR20040093396 A KR 20040093396A KR 20060054728 A KR20060054728 A KR 20060054728A
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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
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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
- A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
- A24B15/302—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances by natural substances obtained from animals or plants
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Abstract
본 발명은 잎담배 물질로부터 향기물질을 추출하는 방법에 관한 것으로서, 자세하게는 수산화나트륨용액과 비극성 용매에 차례로 추출된 잎담배 물질을 극성용매로 추출한 후, 용매층에 산처리하여 결정체를 제거하는 공정으로써 에스테르계 향기물질을 고도로 추출하는 방법에 관한 것이다.The present invention relates to a method for extracting a fragrance substance from a leaf tobacco material, and in detail, a leaf tobacco material sequentially extracted in a sodium hydroxide solution and a nonpolar solvent is extracted with a polar solvent and then acid-treated in a solvent layer to remove crystals. The present invention relates to a method for highly extracting aroma scents.
잎담배로부터 가향제의 역할을 할 수 있는 향기물질 추출방법은 담배품질 향상에 매우 중요한 기술인바, 다양한 추출방법이 제시되어 왔으나 종래의 기술은 케톤류, 에스테르류, 알콜류, 락톤류 등과 같은 잎담배의 모든 향기성분 물질을 한꺼번에 추출하는 것이지 특정 향기성분 만을 강화하여 추출할 수는 없기 때문에, 특정향만의 강도를 조절하여 담배의 향끽미하고 다양화하는 데에는 한계가 따를 수 밖에 없는 문제점이 있었다.The fragrance substance extraction method that can act as a flavoring agent from the leaf tobacco is a very important technique for improving tobacco quality, various extraction methods have been proposed, but the conventional techniques are all flavors of leaf tobacco such as ketones, esters, alcohols, lactones, etc. Since the extraction of the ingredient materials at once, but can not be extracted by strengthening only the specific fragrance components, there was a problem that can only follow the limit in the flavor and diversification of tobacco by controlling the intensity of the specific flavor only.
이에 본 발명은 잎담배 물질에 물 또는 수산화나트륨 용액 중 선택된 하나의 용매를 투입하여 수용성 물질을 추출하여 그 추출용액을 제거하는 공정; 상기 추출용액이 제거된 잎담배 물질을 1차 건조시키는 공정; 상기 건조된 잎담배 물질에 비극성용매를 투입하여 탄화수소류 물질을 추출하여 그 추출용액을 제거하는 공정; 상기 잎담배 물질을 2차 건조시키는 공정; 상기 2차 건조된 잎담배 물질에 극성용매를 투입하여 추출하고 잎담배 물질은 제거하는 공정; 상기 추출용액에 산을 투입하여 결정체를 형성시키는 공정; 상기 결정체를 제거하는 공정;및 상기 결정체가 제거된 추출용액을 농축하는 공정; 을 포함하는 잎담배 물질로부터의 에스테르계 향기물질 고도 추출방법을 제공한다.Accordingly, the present invention is a step of extracting a water-soluble material by removing one of the solvent selected from water or sodium hydroxide solution to the leaf tobacco material; First drying the leaf tobacco material from which the extract solution is removed; Injecting a non-polar solvent to the dried leaf tobacco material to extract a hydrocarbon material to remove the extract solution; Secondary drying the leaf tobacco material; Extracting by adding a polar solvent to the secondary dried leaf tobacco material and removing the leaf tobacco material; Adding acid to the extraction solution to form crystals; Removing the crystals; and concentrating the extraction solution from which the crystals have been removed; It provides a high extraction method of ester-based fragrance material from the leaf tobacco material comprising a.
본 발명에 따르면, 잎담배 물질로부터 에스테르계 성분들을 강화한 향기물질을 추출할 수 있으므로 각종 향기의 동반 상승없이 에스테르계 특유의 과일향 만을 충분히 강화시킬 수 있어 담배의 끽미 개선 및 다양화에 크게 기여하는 효과가 있다.According to the present invention, since it is possible to extract the fragrance substance reinforced with ester components from the leaf tobacco material, it is possible to sufficiently strengthen only the ester-based fruit flavor without increasing the various fragrances, which greatly contributes to improving the taste and variety of tobacco. There is.
잎담배, 에스테르계, 가향제Leaf Tobacco, Ester, Fragrance
Description
본 발명은 잎담배 물질로부터 향기물질을 추출하는 방법 등에 관한 것으로서, 자세하게는 수산화나트륨용액과 비극성 용매에 차례로 추출된 잎담배 물질을 극성용매로 추출한 후, 용매층에 산처리하여 결정체를 제거하는 공정으로써 에스테르계 향기물질을 고도로 추출하는 방법에 관한 것이다.The present invention relates to a method of extracting a fragrance substance from the leaf tobacco material, and more particularly, extracting the leaf tobacco material sequentially extracted in sodium hydroxide solution and non-polar solvent with a polar solvent, and then acid-treating the solvent layer to remove crystals. The present invention relates to a method for highly extracting aroma scents.
권련담배에는 니코틴 등과 같이 끽미를 저해하는 요소들이 많이 포함되어 있기 때문에 상품가치를 높이기 위해서는 일반적으로 각종 가향제를 첨가하여 향끽미를 좋게하고 있다. 이러한 가향제 중에서도 잎담배로부터 추출된 향기 물질을 이용하게 되면 잎담배 특유의 향과 맛을 유지시키면서도 흡연자가 선호하는 향끽미를 증가시킬 수 있는 장점이 있다. Cigarette cigarettes contain a lot of detrimental factors such as nicotine, so in order to increase the value of the product, various flavors are generally added to improve the flavor. Among the fragrances, the use of the fragrance material extracted from the leaf tobacco has the advantage of increasing the flavor preferred by the smoker while maintaining the flavor and taste unique to the leaf tobacco.
따라서 잎담배로부터 가향제의 역할을 할 수 있는 향기물질 추출방법은 담배품질 향상에 매우 중요한 기술인바, 이를 위해서 잎담배를 파우더형태로 제조하여 초임계 상태에서 추출하는 방법, 잎담배를 파우더형태로 제조하여 저알콜성 용매로 추출하는 방법, 잎담배를 용매로 추출한 후 흡착제와 이산화탄소를 처리하여 추출하는 방법, 잎담배를 용매로 추출한 후 자외선과 산소를 처리하여 추출한 방법 등 다양한 추출방법이 제시되어 왔다.Therefore, the fragrance material extraction method that can act as a flavoring agent from the leaf tobacco is a very important technology for improving tobacco quality. For this purpose, the leaf tobacco is prepared in powder form and extracted in supercritical state, and the leaf tobacco is prepared in powder form. Various extraction methods have been proposed, such as extraction with an alcoholic solvent, extraction with leaf tobacco by treatment with an adsorbent and carbon dioxide, extraction with leaf tobacco after treatment with ultraviolet light and oxygen.
그러나 종래의 기술은 케톤류, 에스테르류, 알콜류, 락톤류 등과 같은 잎담배의 모든 향기성분 물질을 한꺼번에 추출하는 것이지 특정 향기성분 만을 강화하여 추출할 수는 없기 때문에, 특정향만의 강도를 조절하여 담배의 향끽미하고 다양화하는 데에는 한계가 따를 수 밖에 없는 문제점이 있었다.However, the conventional technique is to extract all the fragrance ingredient materials of the leaf tobacco, such as ketones, esters, alcohols, lactones, etc. at the same time, and cannot extract only by reinforcing the specific fragrance ingredients, thus controlling the strength of the tobacco There was a problem that there are bound to be a taste and diversification.
상술한 바와 같이, 종래 기술이 갖는 향기물질 추출의 한계를 극복하기 위하여, 본 발명은 흡연가에게 가장 선호되는 에스테르계 성분들을 강화된 향기물질 추출방법을 제공하고 구체적으로는 이 추출물을 이용한 담배 가향제 및 권련담배의 제공을 목적으로 한다.As described above, in order to overcome the limitations of the extraction of the fragrance substance of the prior art, the present invention provides a method for extracting the fragrance substance enhanced by the ester components most preferred to smokers, specifically tobacco flavor using this extract And for the provision of smoking cigarettes.
상기 기술적 과제를 해결하기 위하여, 본 발명은 (a) 잎담배 물질에 물 또는 수산화나트륨 용액 중 선택된 하나의 용매를 투입하여 수용성 물질을 추출한 뒤 그 추출용액을 제거하는 공정; (b) 상기 추출용액이 제거된 잎담배 물질을 1차 건조시키는 공정; (c) 상기 건조된 잎담배 물질에 비극성용매를 투입하여 탄화수소류 물질을 추출하여 그 추출용액을 제거하는 공정; (d) 상기 잎담배 물질을 2차 건조시키는 공정; (e) 상기 2차 건조된 잎담배 물질에 극성용매를 투입하여 추출하고 잎담배 물질은 제거하는 공정; (f) 상기 추출용액에 산을 투입하여 결정체를 형성시 키는 공정; (g) 상기 결정체를 제거하는 공정;및 (h) 상기 결정체가 제거된 추출용액을 농축하는 공정; 을 포함하는 잎담배 물질의 에스테르계 향기물질 추출방법을 제공한다.In order to solve the above technical problem, the present invention comprises the steps of (a) extracting a water-soluble substance by inputting a solvent selected from water or sodium hydroxide solution to the leaf tobacco material and removing the extract solution; (b) first drying the leaf tobacco material from which the extract solution is removed; (c) injecting a non-polar solvent into the dried leaf tobacco material to extract a hydrocarbon material and removing the extract solution; (d) secondary drying the leaf tobacco material; (e) extracting by adding a polar solvent to the secondary dried leaf tobacco material and removing the leaf tobacco material; (f) adding acid to the extraction solution to form crystals; (g) removing the crystals; and (h) concentrating the extraction solution from which the crystals have been removed; It provides an ester-based fragrance material extraction method of leaf tobacco material comprising a.
상기 (a)공정에서는 잎담배 뿐만아니라 엽설이나 담배가루와 같은 부산물을 포함하는 잎담배 물질로부터 수용성 물질을 추출해 내는 것이 목적인바, 상기 잎담배 물질에 물 또는 수산화나트륨 용액을 용매로 투입함으로써 실온에서 수용성 물질을 추출해 낸 뒤, 수용성 물질이 용매로 추출되어 혼합된 추출용액을 여과하여 제거하고 잎담배 물질만 남긴다. 이 때 수산화나트륨 용액은 1~3몰농도가 적당하며 투입되는 용매의 양은 잎담배 물질의 질량 대비 3~8배 사이가 적당하다. In the step (a), the purpose is to extract the water-soluble substance from the leaf tobacco material including not only leaf tobacco but also by-products such as leaf snow or tobacco powder, so that water or sodium hydroxide solution is added to the leaf tobacco material as a solvent. After extraction, the water-soluble substance is extracted with a solvent, the mixed extract solution is filtered off, leaving only the leaf tobacco material. At this time, the sodium hydroxide solution is suitable for 1 to 3 molar concentrations, and the amount of solvent added is suitably 3 to 8 times the mass of the leaf tobacco material.
상기 (b)공정에서는 상기 공정(a)에서 얻은 잎담배 물질을 건조시킨다. 건조 방법은 직사광선을 피하여 음지에서 자연통풍시켜 건조하는 것이 바람직하다.In the step (b), the leaf tobacco material obtained in the step (a) is dried. The drying method is preferably dried by natural ventilation in the shade to avoid direct sunlight.
상기 (c)공정에서는 펜탄(Pentane), 헥산(Hexane), 헵탄(Heptane) 등과 같은 비극성 용매를 상기 1차 건조된 잎담배 물질에 투입하여 탄화수소류 (HydroCarbon) 물질을 추출한 뒤, 탄화수소 물질이 추출되어 혼합된 용액을 여과하여 제거하고 잎담배 물질만 남긴다. 이 때 상기 비극성 용매의 양은 잎담배 물질의 질량대비 3~8배 사이가 적당하다.In the step (c), a nonpolar solvent such as pentane, hexane, heptane, and the like is added to the first dried leaf tobacco material to extract a hydrocarbon material, and then a hydrocarbon material is extracted. The mixed solution is filtered off and leaves only the leaf tobacco material. At this time, the amount of the non-polar solvent is suitably between 3 to 8 times the mass of the leaf tobacco material.
상기 (d)공정에서는 상기 공정(c)에서 얻은 잎담배 물질을 2차 건조시킨다. 건조 방법은 1차 건조와 마찬가지로 그늘에서 자연통풍시켜 건조하는 것이 바람직하다.In the step (d), the leaf tobacco material obtained in the step (c) is secondarily dried. The drying method is preferably dried by natural ventilation in the shade as in the first drying.
상기 (e)공정은 본 발명에서 목적하는 에스테르계 물질을 추출하기 위한 공 정으로서, 메탄올 또는 에탄올 등의 극성용매를 상기 2차 건조된 잎담배 물질에 투입하여 에스테르계 물질을 포함한 물질을 추출하고, 잎담배 물질은 여과하여 제거한 뒤, 추출용액만을 남긴다. 이 때 상기 극성 용매의 양은 잎담배 물질의 질량대비 3~8배 사이가 적당하다.The step (e) is a process for extracting the ester material desired in the present invention, by introducing a polar solvent such as methanol or ethanol to the secondary dried leaf tobacco material to extract a material containing the ester material, The leaf tobacco material is filtered off, leaving only the extraction solution. At this time, the amount of the polar solvent is suitably between 3 and 8 times the mass of the leaf tobacco material.
상기 (f)공정에서는 상기 공정(e)에서 얻은 추출용액 중의 잔존하는 염기성 물질을 제거하기 위하여 산처리가 수행된다. 이 때 투입되는 산은 구연산, 주석산, 탄닌산, 옥살산 등 다양한 종류의 산이 사용될 수 있으나, 인산이 가장 효과적이며 투입되는 인산의 양은 용매 대비 질량 기준으로 1 : 0.002 이상의 비율인 것이 바람직하다. 일단, 산을 투입한 후에는 반응이 잘 일어나도록 일정시간 교반해 주어야 하며 온도가 낮을 수록 반응속도가 빨라지게 되나, 경제성을 고려하면 온도는 15˚C ~ 20˚C 사이로 유지하는 것이 바람직하다. In the step (f), an acid treatment is performed to remove the remaining basic substances in the extraction solution obtained in the step (e). At this time, the acid may be citric acid, tartaric acid, tannic acid, oxalic acid, various kinds of acid may be used, but phosphoric acid is the most effective and the amount of phosphoric acid added is preferably in a ratio of 1: 0.002 or more on a mass basis. Once the acid is added, the reaction should be stirred for a certain time so that the reaction occurs well, and the lower the temperature, the faster the reaction rate, but considering economics, it is preferable to keep the temperature between 15˚C ~ 20˚C.
상기 (g)공정에서는 상기 공정(f)의 산처리 과정에서 생성되는 결정체를 여과하여 제거함으로써 잔여 염기성 물질을 제거한다.In the step (g), residual basic substances are removed by filtering and removing the crystals generated in the acid treatment of the step (f).
상기 (h)공정에서는 염기성 물질이 제거된 추출용액을 농축하여 에스테르계 향기물질이 강화된 잎담배 향기물질을 최종적으로 추출할 수 있다. In the step (h), the extract solution from which the basic substance has been removed may be concentrated to finally extract the leaf tobacco flavor substance having enhanced ester-based perfume substance.
상기 공정 즉, 잎담배 물질에 물 또는 수산화나트륨 용액 중 선택된 하나의 용매를 투입하여 수용성 물질을 추출하여 그 추출용액을 제거하고; 잎담배 물질을 건조시킨뒤 이에 비극성용매를 투입하여 탄화수소류 물질을 추출하여 그 추출용액을 제거하고; 재차 잎담배물질을 건조시키고 이 건조된 잎담배 물질에 극성용매를 투입하여 추출하고 잎담배 물질을 제거하고 남은 추출용액에 산처리하여 염기성물질을 제거한 뒤; 잔여 추출용액을 농축하여 얻어진, 에스테르계 향기물질이 강화된 추출물은 원료 가공과정에서 가향 목적으로 단독 투입되거나 다른 종류의 담배가향제와 적절한 비율로 혼합하여 사용될 수 있는바, 에스테르계 가향제의 비율 조절이 용이하여 과일향의 강도를 다양하게 변화시킨 담배 가향제의 제조가 가능하다.In the process, that is, a solvent selected from water or sodium hydroxide solution is added to the leaf tobacco material to extract a water-soluble substance to remove the extract solution; Drying the leaf tobacco material and then adding a non-polar solvent to extract the hydrocarbon-like material to remove the extract solution; Drying the leaf tobacco material again, extracting the dried leaf tobacco material by adding a polar solvent, removing the leaf tobacco material, and acid-treating the remaining extract solution to remove basic substances; Ester-flavored extracts obtained by concentrating the residual extract solution may be added alone for flavoring purposes in the processing of raw materials or mixed with other tobacco flavors in an appropriate proportion. It is easy to control, and it is possible to prepare a tobacco flavor with varying the intensity of the fruit flavor.
따라서 본 발명에 따른 에스테르계 향기물질를 포함하는 담배 가향제를 이용하여 제조된 권련담배는, 담배 가향제 중 에스테르계 가향제가 차지하는 비율을 변화시켜 과일향의 강도를 달리하는 다양한 종류의 권련담배 제품을 생산함으로써 소비자의 제품 선택의 폭을 넓히고 소비자 기호에 최적인 권련담배를 제공할 수 있다. Therefore, cigarette cigarettes prepared using tobacco flavoring agents containing ester-based fragrances according to the present invention vary the proportion of tobacco flavoring agent-based flavoring agents, and various types of cigarette cigarettes varying in the strength of fruit flavors. Production can expand the choice of consumers' products and provide them with cigarette cigarettes that are optimal for consumer preferences.
이하, 본 발명을 실시예를 통해 보다 상세히 설명한다. Hereinafter, the present invention will be described in more detail with reference to Examples.
-실시예-Example
담배가루 1kg에 3몰 농도의 수산화나트륨 용액 5kg을 투입하여 실온에서 7시간 추출한 뒤, 프레스 여과하여 추출용액을 제거함으로써 담배가루만 획득하였다.5 kg of sodium hydroxide solution of 3 mol concentration was added to 1 kg of tobacco powder and extracted at room temperature for 7 hours, followed by press filtration to remove the extraction solution, thereby obtaining only tobacco powder.
상기 담배가루를 그늘진 곳에서 자연통풍시키면서 수분이 10%이하가 되도록 건조시켰다.The tobacco powder was dried in a shaded place while allowing natural ventilation for 10% or less of moisture.
상기 건조된 담배가루에 헥산(Hexane)용액 5kg을 투입하여 실온에서 7시간 놓아둔 뒤, 프레스 여과하여 추출용액을 제거함으로써 다시 담배가루만 획득하였다.5 kg of hexane (Hexane) solution was added to the dried tobacco powder, and left at room temperature for 7 hours, followed by press filtration to remove the extraction solution, thereby obtaining only tobacco powder.
상기 담배가루를 재차 그늘진 곳에서 자연통풍시키면서 수분이 10%이하가 되도록 건조시켰다.The tobacco powder was dried again to have moisture of 10% or less while being naturally ventilated in a shaded place.
상기 재 건조된 담배가루에 메탄올 7kg을 투입하여 실온에서 7시간 추출한 뒤, 프레스 여과하여 잎담배 물질이 제거된 추출용액을 획득하였다.7 kg of methanol was added to the re-dried tobacco powder, and extracted at room temperature for 7 hours, followed by press filtration to obtain an extract solution from which the leaf tobacco material was removed.
상기 추출용액 1kg 당 2g의 인산을 투입하고, 30분정도 정도 휘저은 후, 18˚C에서 20시간 정도 놓아 두었다.2 g of phosphoric acid was added per 1 kg of the extraction solution, stirred for about 30 minutes, and left at 18 ° C. for 20 hours.
상기 추출용액을 여과하여 결정체를 제거한 뒤, 추출용액을 완전히 농축(감압 방식)하여 에스테르계 물질 5g을 획득하였다.After filtering the extraction solution to remove the crystals, the extraction solution was completely concentrated (decompression method) to obtain 5g of the ester-based material.
다음은 본 실험을 통해서 획득한 향기물질의 에스테르계 주요 성분 구성비에 대한 표와 크로마토그래피이다. The following is a table and chromatography of the main components of the ester-based components of the aromatic material obtained through this experiment.
<표><Table>
<그림><Picture>
상기 표와 같이, 본 발명에 따른 향기물질은 메틸 레빌리네이트(Methyl levulinate), 메틸 팔미테이트(Methyl Palmitate), 메틸 스티레이트(Methyl stearate), 메틸 올리에이트(Methyl oleate), 메틸 리올리에이트(Methyl lioleate) 및 메틸 리올리네이트(Methyl liolenate) 성분이 각각 4.5%, 16.3%, 3.6%, 2.1%, 4.1% 및 9.2%이며, 이는 여러 차례의 동일한 실험결과 평균 ±10%의 오차범위내에서 일정한 값을 갖는 것으로 나타났다. As shown in the table, the fragrance material according to the present invention is methyl levulinate, methyl palmitate, methyl stearate, methyl oleate, methyl lioleate ( Methyl lioleate and methyl liolenate are 4.5%, 16.3%, 3.6%, 2.1%, 4.1% and 9.2%, respectively, within ± 10% of the mean of the same experiments. It was found to have a constant value.
이상에서 본 발명을 실시예를 통해 구체적으로 개시하였으나 이는 단지 본 발명을 설명하기 위한 것이지 의미한정이나 특허청구범위에 기재된 본 발명의 범위를 제한하기 위해 사용된 것이 아니며, 실시예에 사용된 재료들은 균등한 범위의 다른 재료로 대체되어도 본 발명의 권리범위에 속한다 할 것이다.Although the present invention has been disclosed in detail by way of examples, it is only for the purpose of illustrating the present invention and is not intended to limit the scope of the invention as defined in the claims or claims, and the materials used in the examples Even if replaced with other materials in the equivalent range it will belong to the scope of the present invention.
본 발명에 따르면, 잎담배 물질로부터 에스테르계 향기물질을 고도로 추출할 수 있으므로 다른 향기의 동반 상승을 최대한 줄이고 에스테르계 특유의 과일향 만을 충분히 강화시킬 수 있어 담배의 향끽미 개선 및 다양화에 기여하는 효과가 크다고 할 수 있다.According to the present invention, since the ester-based fragrance material can be highly extracted from the leaf tobacco material, it is possible to reduce the accompanying rise of other fragrances as much as possible and to sufficiently strengthen only the ester-specific fruit flavor, thereby contributing to the improvement and diversity of tobacco flavor. Can be said to be large.
이 뿐만 아니라, 잎담배 생엽 뿐만 아니라 엽설이나 담배가루 등 담배 제조과정에서 부산되는 폐기물들을 활용하여 향기물질을 추출할 수 있으므로 자원 재활용의 효과도 기대할 수 있다.
In addition, it is possible to extract the fragrance material using the wastes produced in the tobacco manufacturing process, such as leaf tobacco and tobacco powder, as well as leaf tobacco leaves, so the effect of resource recycling can be expected.
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| WO2015109085A1 (en) * | 2014-01-17 | 2015-07-23 | R.J. Reynolds Tobacco Company | Process for producing flavorants and related materials |
| US9289011B2 (en) | 2013-03-07 | 2016-03-22 | R.J. Reynolds Tobacco Company | Method for producing lutein from tobacco |
| US9458476B2 (en) | 2011-04-18 | 2016-10-04 | R.J. Reynolds Tobacco Company | Method for producing glycerin from tobacco |
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| US5005593A (en) | 1988-01-27 | 1991-04-09 | R. J. Reynolds Tobacco Company | Process for providing tobacco extracts |
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| KR100217828B1 (en) * | 1996-07-24 | 1999-09-01 | 박명규 | Method for the preparation of low nicotine tobacco extracts and aromatic essence comprising tobacco extracts |
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| US9458476B2 (en) | 2011-04-18 | 2016-10-04 | R.J. Reynolds Tobacco Company | Method for producing glycerin from tobacco |
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