WO2010093229A1 - Method for producing tobacco oil - Google Patents

Method for producing tobacco oil Download PDF

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Publication number
WO2010093229A1
WO2010093229A1 PCT/KZ2010/000004 KZ2010000004W WO2010093229A1 WO 2010093229 A1 WO2010093229 A1 WO 2010093229A1 KZ 2010000004 W KZ2010000004 W KZ 2010000004W WO 2010093229 A1 WO2010093229 A1 WO 2010093229A1
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Prior art keywords
oil
tobacco
seeds
pressing
hours
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PCT/KZ2010/000004
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French (fr)
Russian (ru)
Inventor
Олег Михайлович ЛИ
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Ll Oleg Mikhailovich
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Publication of WO2010093229A1 publication Critical patent/WO2010093229A1/en

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    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11BPRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B1/00Production of fats or fatty oils from raw materials
    • C11B1/02Pretreatment
    • C11B1/04Pretreatment of vegetable raw material
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11BPRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B1/00Production of fats or fatty oils from raw materials
    • C11B1/06Production of fats or fatty oils from raw materials by pressing
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11BPRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B3/00Refining fats or fatty oils
    • C11B3/008Refining fats or fatty oils by filtration, e.g. including ultra filtration, dialysis
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11BPRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B3/00Refining fats or fatty oils
    • C11B3/10Refining fats or fatty oils by adsorption

Definitions

  • the invention relates to methods for the production of oils from plant materials and can be used to obtain fatty oils from high-oil waste from tobacco plantations - tobacco seeds.
  • a known method of producing tobacco oil from tobacco seeds including cleaning the seeds, detoxification and pressing with the release of oil, for which double pressing is carried out, while the purified seeds are sent to the first pressing to obtain tobacco oil with preserving natural properties and oilcake, which is sent for detoxification, and second pressing to obtain technical tobacco oil (provisional patent PK N ° 13562, class C 11 B 1/00, 2003).
  • the specified method Does not provide a high degree of purification, therefore, the resulting oil is not applicable for medical purposes.
  • a known method for producing medical tobacco oil from tobacco seeds including cleaning tobacco seeds, pressing them with oil separation, separation into liquid and solid fractions, followed by sedimentation of the obtained liquid fraction for at least three days and subsequent triple filtration to obtain medical tobacco oil (preliminary Patent PK N ° 17646, class C 11 B 1/06, 2006).
  • the sedimentation of the liquid fraction for at least 5 days (more than 120 hours) leads to the extraction of toxic components from the sediment, which affects the quality of the finished product and requires additional purification. Threefold filtration leads to significant losses of the target product.
  • the objective of the invention is to develop a method for the production of oil from high oil waste from tobacco plantations for the use of oil for medical and cosmetic purposes.
  • the achieved result is an increase in the quality of tobacco oil, a simplification of the method and a decrease in the degree of extraction of toxic components from the sediment by reducing the settling time, as well as reducing the loss of the target product.
  • the sedimentation of the liquid fraction for 20 to 48 hours is enough to separate the precipitate.
  • the process of oil separation is not complete, and settling for more than 48 hours leads to the extraction of toxic components from the sediment that were not removed during the detoxification process.
  • the method is as follows.
  • Example 1 The collected tobacco seeds are cleaned by sifting through a sieve and detoxified with a 33% sodium hydroxide solution. The consumption of sodium hydroxide is 3 - 5 liters per 100 kg of seeds. After that, the tobacco seeds are pressed under pressure with separation into solid
  • Raw tobacco oil obtained from the press is left to stand for 20 hours.
  • solid particles settle to the bottom of the tank and form a precipitate - fuses, and the oil remains on top.
  • the top layer is separated from the fuser, transferred to a thick-walled enameled dish, add activated carbon in the ratio of oil: coal, equal to 100: 5.
  • the mixture of activated carbon with oil is kept at a temperature of 25 ° for 2 hours, then double-filtered through paper filters. Refined oil is stored in orange glass bottles.
  • Example 2 The method is carried out as in example 1, but the liquid fraction is defended for 48 hours, the mixture of activated carbon with oil is heated to 40 ° C and maintained at this temperature for 1.5 hours, then filtered 2 times.
  • the proposed method allows you to completely remove toxic components from the feedstock and to obtain a therapeutic product suitable for oral use and for external use as a medicine.
  • Tobacco oil obtained by the proposed method can be used as a cosmetic product.
  • Medical tobacco oil is characterized by the following organoleptic and physico-chemical parameters: appearance - a transparent, homogeneous liquid without sediment; color from light yellow to dark yellow; without smell; has a bitter taste. Mechanical impurities and toxic components are absent. There are no pesticides. Fatty acids that make up the glycerides of the oil,%:
  • Rats were cut off on their sides, oil was applied to the clipped area and rubbed. No signs of irritation.
  • the resulting tobacco oil has antiseptic and antibacterial action with a pronounced antiviral, antifungal, analgesic and deodorizing effect.
  • Tobacco oil suppresses foreign viruses in the oral and nasal cavities. It can be used for otitis media, chronic tonsillitis, tonsillitis, sinusitis, and is effective in acute respiratory diseases. Tobacco oil has a pronounced healing effect in the treatment of wounds, bedsores, frostbite, burns, injuries, abrasions.
  • Tobacco oil cleanses the skin well from acne, eliminates furunculosis, which confirms the advisability of its use in cosmetology. In addition, it intensively eliminates cold sores of the face and genitals. To do this, the affected area of the skin or mucous membrane is treated several times a day with a swab moistened with oil.
  • a stomach ulcer and a duodenal ulcer are treated by taking oil inside by teaspoon or tablespoon.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Microbiology (AREA)
  • Fats And Perfumes (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention relates to methods for producing oils from raw vegetable matter and can be used for producing fatty oil from oily tobacco plantation waste, namely tobacco seeds. The result is that of improving the quality of tobacco oil, simplifying the production method, reducing the extraction of toxic components from the precipitate by means of a reduction in the settling time, and reducing the loss of target product. This result is achieved in that according to the method for producing tobacco oil, which involves cleaning tobacco seeds, pressing said seeds, dividing them into liquid and solid fractions, settling the liquid fraction, and separating and filtering the oil, the seeds are detoxicated using a sodium hydroxide solution prior to pressing, the liquid fraction is settled for 20-48 hours after pressing and the oil is purified using activated carbon and left to stand for at least 1.5 hours at a temperature of 25-40°C prior to being filtered twice.

Description

СПОСОБ ПОЛУЧЕНИЯ ТАБАЧНОГО МАСЛА ОБЛАСТЬ ТЕХНИКИ METHOD FOR PRODUCING TOBACCO OIL TECHNICAL FIELD
Изобретение относится к способам производства масел из растительного сырья и может быть использовано для получения жирного масла из высокомасличных отходов табачных плантаций - семян табака.The invention relates to methods for the production of oils from plant materials and can be used to obtain fatty oils from high-oil waste from tobacco plantations - tobacco seeds.
ПРЕДШЕСТВУЮЩИЙ УРОВЕНЬ ТЕХНИКИBACKGROUND OF THE INVENTION
Известен способ получения масла табачного из семян табака, включающий очистку семян, детоксикацию и прессование с выделением масла, для чего проводят двукратное прессование, при этом на первое прессование направляют очищенные семена с получением масла табачного с сохранением натуральных свойств и жмыха, который направляют на детоксикацию, и второе прессование с получением масла табачного технического (предварительный патент PK N° 13562, кл. С 11 В 1/00, 2003). Указанный способ .не обеспечивает высокой степени очистки, поэтому полученное масло неприменимо для медицинских целей.A known method of producing tobacco oil from tobacco seeds, including cleaning the seeds, detoxification and pressing with the release of oil, for which double pressing is carried out, while the purified seeds are sent to the first pressing to obtain tobacco oil with preserving natural properties and oilcake, which is sent for detoxification, and second pressing to obtain technical tobacco oil (provisional patent PK N ° 13562, class C 11 B 1/00, 2003). The specified method. Does not provide a high degree of purification, therefore, the resulting oil is not applicable for medical purposes.
Известен способ получения медицинского табачного масла из семян табака, включающий очистку семян табака, их прессование с выделением масла, разделение на жидкую и твердую фракции, после чего проводят отстаивание полученной жидкой фракции не менее трех суток и последующую трехкратную фильтрацию с получением масла табачного медицинского (предварительный патент PK N° 17646, кл. С 11 В 1/06, 2006).A known method for producing medical tobacco oil from tobacco seeds, including cleaning tobacco seeds, pressing them with oil separation, separation into liquid and solid fractions, followed by sedimentation of the obtained liquid fraction for at least three days and subsequent triple filtration to obtain medical tobacco oil (preliminary Patent PK N ° 17646, class C 11 B 1/06, 2006).
Процесс отстаивания жидкой фракции не менее 3 суток усложняет способ, кроме того, в процессе длительного отстаивания происходит насыщение масла токсичными компонентами, которые экстрагируются из осадка. Трехкратная фильтрация дополнительно усложняет способ и приводит к значительным потерям целевого продукта. Известен способ получения масла табачного, включающий очистку семян табака, их двукратное прессование с выделением масла и разделением на жидкую и твердую фракции. Жидкую фракцию масла отстаивают не менее 5 суток, отделяют от осадка и подвергают трехкратной фильтрации (предварительный патент PK Na 18858, Kn. C I l B 1/06, 2007).The process of sedimentation of the liquid fraction for at least 3 days complicates the method, in addition, in the process of prolonged sedimentation, the oil is saturated with toxic components that are extracted from the sediment. Threefold filtration further complicates the method and leads to significant losses of the target product. A known method of producing tobacco oil, including the cleaning of tobacco seeds, their double pressing with the release of oil and separation into liquid and solid fractions. The liquid oil fraction is left to stand for at least 5 days, separated from the precipitate and subjected to threefiltration (preliminary patent PK Na 18858, Kn. CI l B 1/06, 2007).
Отстаивание жидкой фракции не менее 5 суток (более 120 часов) приводит к экстрагированию токсичных компонентов из осадка, что ухудшает качество готового продукта и требует его дополнительной очистки. Трехкратная фильтрация приводит к значительным потерям целевого продукта.The sedimentation of the liquid fraction for at least 5 days (more than 120 hours) leads to the extraction of toxic components from the sediment, which affects the quality of the finished product and requires additional purification. Threefold filtration leads to significant losses of the target product.
РАСКРЫТИЕ ИЗОБРЕТЕНИЯSUMMARY OF THE INVENTION
Задачей изобретения является разработка способа производства масла из высокомасличных отходов табачных плантаций для использования масла в медицинских и косметических целях.The objective of the invention is to develop a method for the production of oil from high oil waste from tobacco plantations for the use of oil for medical and cosmetic purposes.
Достигаемый результат - повышение качества табачного масла, упрощение способа и снижение степени экстракции токсичных компонентов из осадка за счет сокращения времени отстаивания, а также уменьшение потерь целевого продукта.The achieved result is an increase in the quality of tobacco oil, a simplification of the method and a decrease in the degree of extraction of toxic components from the sediment by reducing the settling time, as well as reducing the loss of the target product.
Указанный результат достигается тем, что в способе получения табачного масла, включающем очистку семян табака, их прессование с разделением на жидкую и твердую фракцию, отстаивание жидкой фракции с выделением масла и его фильтрацию, согласно изобретению, перед прессованием проводят детоксикацию семян раствором гидроксида натрия, жидкую фракцию после прессования отстаивают в течение 20 - 48 часов, а перед фильтрацией, которую , осуществляют двукратно, очищают масло активированным углем, выдерживая не менее 1,5 часов при температуре 25 - 40 ° С. Проведение детоксикации семян табака перед прессованием снижает уровень загрязнения готового продукта токсичными компонентами.This result is achieved by the fact that in the method for producing tobacco oil, which includes cleaning seeds of tobacco, pressing them with separation into a liquid and a solid fraction, settling the liquid fraction with the release of oil and filtering it, according to the invention, before pressing, the seeds are detoxified with a solution of sodium hydroxide, liquid after pressing, the fraction is defended for 20 to 48 hours, and before filtration, which is carried out twice, the oil is cleaned with activated carbon, keeping at least 1.5 hours at a temperature of 25 - 40 ° С. Detoxification of tobacco seeds before pressing reduces the level of contamination of the finished product with toxic components.
Отстаивание жидкой фракции в течение 20 - 48 часов достаточно для отделения осадка. При отстаивании меньше 20 часов процесс выделения масла происходит не полностью, а отстаивание более 48 часов приводит к экстрагированию маслом из осадка токсичных компонентов, которые не были удалены в процессе детоксикации..The sedimentation of the liquid fraction for 20 to 48 hours is enough to separate the precipitate. When settling for less than 20 hours, the process of oil separation is not complete, and settling for more than 48 hours leads to the extraction of toxic components from the sediment that were not removed during the detoxification process.
Очистка масла активированным углем позволяет получить ценный продукт, не имеющий вредных для организма компонентов. При этом температура выдержки 25 - 40 ° С является оптимальной для очистки.Purification of oil with activated carbon allows you to get a valuable product that does not have components harmful to the body. Moreover, a holding temperature of 25 - 40 ° C is optimal for cleaning.
Снижение температуры менее 25 ° С замедляет процесс очистки, а повышение температуры , более 40 ° С нецелесообразно, так как предварительная детоксикация семян была проведена и оставшиеся токсичные компоненты могут быть полностью удалены при указанных условиях. А повышение температуры более 40 ° лишь увеличит энергозатраты на нагрев.Lowering the temperature less than 25 ° C slows down the cleaning process, and increasing the temperature, more than 40 ° C is impractical, since preliminary detoxification of the seeds was carried out and the remaining toxic components can be completely removed under these conditions. A temperature increase of more than 40 ° will only increase the energy consumption for heating.
ВАРИАНТЫ ОСУЩЕСТВЛЕНИЯ ИЗОБРЕТЕНИЯMODES FOR CARRYING OUT THE INVENTION
Способ осуществляют следующим образом.The method is as follows.
Пример 1. Собранные семена табака очищают путем просеивания через решето и проводят детоксикацию 33 % - ным раствором гидроксида натрия. Расход гидроксида натрия составляет 3 - 5 л на 100 кг семян. После этого семена табака прессуют под давлением с разделением на твердуюExample 1. The collected tobacco seeds are cleaned by sifting through a sieve and detoxified with a 33% sodium hydroxide solution. The consumption of sodium hydroxide is 3 - 5 liters per 100 kg of seeds. After that, the tobacco seeds are pressed under pressure with separation into solid
(жмых) и жидкую (масло) фракции.(cake) and liquid (oil) fractions.
Сырое табачное масло, полученное из - под пресса, отстаивают в течение 20 часов. В процессе отстаивания твердые частицы оседают на дно емкости и образуют осадок - фузы, а масло остается сверху. Верхний слой отделяют от фузы, переносят в толстостенную эмалированную посуду, добавляют активированный уголь в соотношении масло : уголь, равном 100 : 5. Смесь активированного угля с маслом выдерживают при температуре 25 ° в течение 2 часов, затем производят двукратное фильтрование через бумажные фильтры. Очищенное масло хранят в бутылях из оранжевого стекла. Пример 2. Способ осуществляют по примеру 1, но жидкую фракцию отстаивают в течение 48 часов, смесь активированного угля с маслом нагревают до 40 ° С и выдерживают при этой температуре в течение 1,5 часов, затем фильтруют 2 раза.Raw tobacco oil obtained from the press is left to stand for 20 hours. In the process of sedimentation, solid particles settle to the bottom of the tank and form a precipitate - fuses, and the oil remains on top. The top layer is separated from the fuser, transferred to a thick-walled enameled dish, add activated carbon in the ratio of oil: coal, equal to 100: 5. The mixture of activated carbon with oil is kept at a temperature of 25 ° for 2 hours, then double-filtered through paper filters. Refined oil is stored in orange glass bottles. Example 2. The method is carried out as in example 1, but the liquid fraction is defended for 48 hours, the mixture of activated carbon with oil is heated to 40 ° C and maintained at this temperature for 1.5 hours, then filtered 2 times.
Предлагаемый способ позволяет полностью удалить токсичные компоненты из исходного сырья и получить лечебный продукт, пригодный для употребления внутрь и для наружного применения в качестве лекарственного средства.The proposed method allows you to completely remove toxic components from the feedstock and to obtain a therapeutic product suitable for oral use and for external use as a medicine.
Табачное масло, полученное предлагаемым способом, может быть использовано и как косметическое средство. Медицинское табачное масло характеризуется следующими органолептическими и физико-химическими показателями: внешний вид - прозрачная однородная жидкость без осадка; цвет от светло - желтого до темно — желтого; без запаха; имеет горький вкус. Механические примеси и токсичные компоненты отсутствуют. Пестициды отсутствуют. Жирные кислоты, входящие в состав глицеридов масла, %:Tobacco oil obtained by the proposed method can be used as a cosmetic product. Medical tobacco oil is characterized by the following organoleptic and physico-chemical parameters: appearance - a transparent, homogeneous liquid without sediment; color from light yellow to dark yellow; without smell; has a bitter taste. Mechanical impurities and toxic components are absent. There are no pesticides. Fatty acids that make up the glycerides of the oil,%:
Капроновая C6 H 12 O2 0, 001Kapronova C 6 H 12 O 2 0, 001
Лауриновая C12 H 24 O2 0, 003Lauric C 12 H 24 O 2 0, 003
Пальмитиновая C16 H 32 O2 8, 927Palmitic C 16 H 32 O 2 8, 927
Стеариновая C18 H з6 O2 7, 555 Олеиновая C18 H 34 O2 9, 803Stearic C 18 H s 6 O 2 7, 555 Oleic C 18 H 34 O 2 9, 803
Линолевая C18 H 32 O2 71,159Linoleic C 18 H 32 O 2 71.159
Линоленовая Qg H 30 O2 0,057Linolenic Qg H 30 O 2 0.057
Арахидоновая C2o H 32 O2 0, 666Arachidonic C 2 o H 32 O 2 0, 666
Бегеновая C22 H 44 O2 0, 293 Определение токсичности полученного табачного масла проводили на группе белых мышей и на крысах. Мышам вводили масло внутрижелудочно в дозе 5000 мг/кг. Отравления мьшiей и летальных исходов не наблюдалось.Begenic C 22 H 44 O 2 0, 293 Toxicity of the obtained tobacco oil was determined in a group of white mice and rats. Mice were injected with oil intragastrically at a dose of 5000 mg / kg. No poisoning and deaths were observed.
Крысам выстригали на боку шерсть, на выстриженный участок наносили масло и втирали его. Признаков раздражения не отмечено.Rats were cut off on their sides, oil was applied to the clipped area and rubbed. No signs of irritation.
ПРОМЫШЛЕННАЯ ПРИМЕНИМОСТЬINDUSTRIAL APPLICABILITY
Полученное табачное масло обладает антисептическим и антибактериальным действием с выраженным антивирусным, противогрибковым, обезболивающим и дезодорирующим действием.The resulting tobacco oil has antiseptic and antibacterial action with a pronounced antiviral, antifungal, analgesic and deodorizing effect.
Табачное масло подавляет чужеродные вирусы в ротовой и носовой полостях. Оно может применяться при отитах, хронических тонзиллитах, ангинах, гайморитах, эффективно действует при острых респираторных заболеваниях. Табачное масло оказывает выраженный заживляющий эффект при обработке ран, пролежней, обморожений, ожогов, травм, ссадин.Tobacco oil suppresses foreign viruses in the oral and nasal cavities. It can be used for otitis media, chronic tonsillitis, tonsillitis, sinusitis, and is effective in acute respiratory diseases. Tobacco oil has a pronounced healing effect in the treatment of wounds, bedsores, frostbite, burns, injuries, abrasions.
Табачное масло хорошо очищает кожу лица от угревой сыпи, устраняет фурункулез, что подтверждает целесообразность его использования в косметологии. Кроме того, оно интенсивно устраняет герпес лица и половых органов. Для этого пораженный участок кожи или слизистой обрабатывают несколько раз в день тампоном, смоченным маслом.Tobacco oil cleanses the skin well from acne, eliminates furunculosis, which confirms the advisability of its use in cosmetology. In addition, it intensively eliminates cold sores of the face and genitals. To do this, the affected area of the skin or mucous membrane is treated several times a day with a swab moistened with oil.
Язву желудка и двенадцатиперстной кишки лечат путем приема масла внутрь по чайной или столовой ложке. A stomach ulcer and a duodenal ulcer are treated by taking oil inside by teaspoon or tablespoon.

Claims

Формула изобретения Claim
Способ получения . табачного масла, включающий очистку семян табака, их прессование с разделением на жидкую и твердую фракцию, отстаивание жидкой фракции с выделением масла и его фильтрацию, отличающийся тем, что перед прессованием проводят детоксикацию семян раствором гидроксида натрия, жидкую фракцию после прессования отстаивают в течение 20 - 48 часов, а перед фильтрацией, которую осуществляют двукратно, очищают масло активированным углем, выдерживая не менее 1,5 часов при температуре 25 - 40 ° С. The method of obtaining. tobacco oil, including the purification of tobacco seeds, their pressing with separation into a liquid and solid fraction, sedimentation of the liquid fraction with the release of oil and its filtration, characterized in that before pressing the seeds are detoxified with a solution of sodium hydroxide, the liquid fraction is defended after pressing for 20 - 48 hours, and before filtration, which is carried out twice, they clean the oil with activated carbon, keeping it for at least 1.5 hours at a temperature of 25 - 40 ° С.
PCT/KZ2010/000004 2009-02-16 2010-02-12 Method for producing tobacco oil WO2010093229A1 (en)

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CN102977991A (en) * 2012-12-12 2013-03-20 华宝食用香精香料(上海)有限公司 Method for extracting tobacco tar from tobacco seeds
US20140356295A1 (en) * 2013-06-03 2014-12-04 R.J. Reynolds Tobacco Company Cosmetic compositions comprising tobacco seed-derived component
US9402415B2 (en) 2010-04-21 2016-08-02 R. J. Reynolds Tobacco Company Tobacco seed-derived components and materials
US9458476B2 (en) 2011-04-18 2016-10-04 R.J. Reynolds Tobacco Company Method for producing glycerin from tobacco
US9677028B2 (en) 2015-08-10 2017-06-13 R.J. Reynolds Tobacco Company Seed oil refinement
US10881133B2 (en) 2015-04-16 2021-01-05 R.J. Reynolds Tobacco Company Tobacco-derived cellulosic sugar
US11091446B2 (en) 2017-03-24 2021-08-17 R.J. Reynolds Tobacco Company Methods of selectively forming substituted pyrazines

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KZ10555A (en) * 2000-11-17 2001-08-15
KZ15599A (en) * 2004-05-11 2005-04-15
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Cited By (11)

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US9402415B2 (en) 2010-04-21 2016-08-02 R. J. Reynolds Tobacco Company Tobacco seed-derived components and materials
US10028522B2 (en) 2010-04-21 2018-07-24 R. J. Reynolds Tobacco Company Tobacco seed-derived components and materials
US9458476B2 (en) 2011-04-18 2016-10-04 R.J. Reynolds Tobacco Company Method for producing glycerin from tobacco
CN102977991A (en) * 2012-12-12 2013-03-20 华宝食用香精香料(上海)有限公司 Method for extracting tobacco tar from tobacco seeds
US20140356295A1 (en) * 2013-06-03 2014-12-04 R.J. Reynolds Tobacco Company Cosmetic compositions comprising tobacco seed-derived component
WO2014197427A3 (en) * 2013-06-03 2015-01-22 R. J. Reynolds Tobacco Company Cosmetic compositions comprising tobacco seed-derived component
US10639269B2 (en) 2013-06-03 2020-05-05 R.J. Reynolds Tobacco Company Cosmetic compositions comprising tobacco seed-derived component
US10881133B2 (en) 2015-04-16 2021-01-05 R.J. Reynolds Tobacco Company Tobacco-derived cellulosic sugar
US9677028B2 (en) 2015-08-10 2017-06-13 R.J. Reynolds Tobacco Company Seed oil refinement
US11091446B2 (en) 2017-03-24 2021-08-17 R.J. Reynolds Tobacco Company Methods of selectively forming substituted pyrazines
US11891364B2 (en) 2017-03-24 2024-02-06 R.J. Reynolds Tobacco Company Methods of selectively forming substituted pyrazines

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