DE1517306A1 - Filters for tobacco products - Google Patents

Description

Patent attorneys

DR.-ING. WALTER ABITZ DR. DIETERMORF

Monks 1517306

2? O May 1963 582-397

PHILIP MORRIS INCORPORATED 100 Park Avenue, New York 17, New York, V. St. A.

Filters for tobacco products

The invention particularly relates to filters for tobacco products Cigarette filters.

The purpose of the invention is to provide a filter for tobacco products,

especially cigarettes, which give the smoke a pleasant taste and aroma and delivers a smoke of extraordinary smoothness and mildness.

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According to the invention, the filter is made with certain flavorings soaked, whose appearance and aroma remain unchanged when passing through the smoke through the filter stay.

Most of the technical ones suitable for tobacco products Flavors are mixtures of a number of flavor components. Each mixture has its own taste and / or smell, which is different from the taste and the smell the individual components can differ very significantly. Go with many of these flavor compounds the taste and aroma of the individual ingredients, when the flavorings are applied in filters, become different Degrees in the smoke. Since the different components have different degrees of moisture, go some of the flavor notes that combine with each other the special taste and aroma of the Create a mixture, lost, and a completely different aroma or taste emerges in the smoke. if if you add the flavor mixture not to the filter but to the cigarette filling, its constituents become generally changed by the pyrolysis of the filling, so that the taste and aroma of the smoke differ from those des Ge8ohmaokstoffe8 differentiate * It was therefore up to now

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extremely difficult to add the pleasant qesohaaok notes to the smoke of the commercially available oeso tea substances

Lemon oil and peppermint oil are examples. Dieae both substances are well-known technical oeso-skin fabrics, whose constituent parts have different volatilities. When a cigarette filter is soaked in lemon oil » The oil completely immerses and gives its Oeeohmaok note The smoke coming through the filter does not affect the taste of the oeso after lemon oil. Peppermint oils consist of menthol, menthone, Piperiton, pinene and other geaohmaok-giving compounds, which have different degrees of volatility. If therefore a cigarette filter bit this technical Geeohmaoksetoff If you soak, you get the characteristic peppermint taste and odor of the compound qeeohm oil not in the smoke. In view of this behavior, technical flavors such as lemon oil and peppermint oil, generally not used in filters.

It has now surprisingly been found that some technical When added to cigarette filters and the like, quesoha oxides will pass through the filter Smoke a very pleasant Gesohmaok and a very s— ■ Give aroma. The invention relates to a particular one

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Group of composite flavorings that sioh Let it be brought into the filter so that either you Oesohmaok and aroma appear completely and unchanged in the rough or remain as a pleasant residue has a very high character like the compound oil. The flavors have a unique effect on the Oesamtgesohmaoksnote by making the Oesohnaok of smoke intensifying and a hue of exceptional Deliver smoothness and mildness. Another unique effect of these ingredients is that when they are used. ' For the purposes of the invention, the usual aftertaste of tobacco smoke no longer occurs. Rather, this aftertaste becomes through the very pleasant taste of the oesohnaoksstoffes replaced.

The Gesehmaokestoffe, which in the sense of the invention as have proven effective, nind anise-like flavorings, They include anire oil, star anise oil, and fennel oil synthetic anise-like substances that contain one or more components of natural products, such as natural or synthetic »anethole, methylohaviool and anisic acid.

Anisole is a volatile oil that ripens from dried Fruits of Pimpinella anisum L., Umbelllferae or from the fruits of Ulic ium Vertun, Magnollaeeae.

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Ee is hauptsKohlioh Aun two isomeric compounds having the empirical formula ^H i0 ° 12 ° * nämlioh anethole and Methylohavicol. 80 to 90% of the anise oil consists of anethole (l-methoxy-4-propenylbenzene). Above 10 ° C, anethole is a liquid with an intensely sweet, anise-like odor and taste. This ingredient gives the anisole its characteristic licorice-like qeeohmaok. Methylchavicol has a faintly anise-like odor, but does not taste like anethole.

Anisole is used to flavor food, drinks, confectionery, pharmaceutical agents, toothpastes and mouthwashes are used. Therapeutically, it is used to stimulate the perietalsis.

Star anise oil and fenohel oil come from sources other than Anisole, but have the same typical odor and can be used partially or fully as a substitute for anisole will. The anisole can also be partially or completely duroh Anethole can be replaced.

According to the invention, filters are made with a high concentration an anise-like flavor. In the application In cigarette filters, the flavor is said to be in the filter in amounts of; not less than 0.25 mg and not more than

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20 mg per cigarette filter may be included, except in the case of using strong adsorbents · such as activated carbon, in which case the amount of flavoring agent a Can be 50 mg or even a little more. This amount generally leads to the transition from approximately 0.04 to 5 »0 mg alcohol per cigarette in the rough. Within this wide range, the amount of oesohmaokeetoffa in the filter varies with the total amount of Suspended solids in the smoke. The oeson maoksetoff quantity needs z. B. to be only 0.5 mg if the total amount of raw material Is 15 mg per cigarette; on the other hand, the amount of flavor may be 20 mg when the total amount of suspended matter per cigarette is about 40 mg. However, the amount of oeso flavor can also be used for the same amount of oeso vary. For example, it can be used for an amount of Oesamtachwebeatoff from 25 mg per cigarette to 3.0 to 20 mg. Preferred catfish the amount of flavor should be between about 3 and 15 ng Depending on the cigarette filter, while flavor quantities are between 0.5 and 10 mg per cigarette filter are particularly preferred. When used in a pipe or cigar, the ratio is from flavored peat to tobacco about the same as with cigarettes.

The Gesohmatsksst> ff can after assembling the filter sprayed on or prior to assembly sprayed onto the material from which the filter is made. The flavor can be dissolved in a solvent and

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and applied by spraying. Suitable solvents cue application of the Qeaohnackaatoffea aind triaoetin and ethyl alcohol. Other suitable solvents are ethers and other non-toxic alcohols and ethers, in which the Oesohmaekastoff substance is soluble. The Oeeohmaokastoff can also be applied directly or in loaung or suspension duroh Aufetreiohen or duroh Bintauohen the filter or the filter material in a solution or suspension of the oesohm oil can be applied. if the leaching agent is a plasticizer for cellulose acetate fibers If, as e.g. triaoetin, no drying time is required In the case of most solvents, however, the solvent is preferably allowed to evaporate. B. by drying the filter in the air.

If the oesohescent substances to be used according to the invention are introduced into the filter, they do not affect the filter material. As materials for the filter, all technically available high filter materials come into consideration, both adsorbent and also absorbent filter materials. In the context of the present description, the term "filter material ¹¹ or" filter material "includes both adsorbent and auoh absorbent substances, such as cellulose acetate filters, paper filters, activated carbon filters and filters, the molecular sieves," Avloel ", aluminum oxide, fuller's earth, rice starch,

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Contains cellulose stacker, cellulose powder and diatomaceous earth. A characteristic property of the invention the anise-like oils used is their ability to to give the smoke the desired properties without rttoksioht whether a migration of the oesohaaoksetoffes from the filter into the filling takes place or not. Factual these oeso flavorings can also be used partially or completely in the filling or in the casing, as long as they are only available in quantities of 0.5 to 20 mg and vorzugwelee 3 to 15 mg per cigarette are present.

The subjective evaluation of the manufactured according to the invention Cigarettes shows that the characteristic taste of anise oil, a licorice-like oesohmaok, remains unchanged in the Smoke passes. The smoke produced according to the invention Cigarettes are extremely mild and pleasant for the Oeschraaok, so much so that it pleases non-smokers who taste the cigarettes. The anise-like sauce produces a unique mildness and smoothness »which far surpasses that of ordinary tobacco smoke. Also generate the ania-like flavors a rough, the soothing Has an effect on the throat and a stimulating effect on the salivary glands. It was also found that the

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favorable properties that the anlike oesohaoksstoffe give the smoke, even then appear «when the cigarette Contains other Oeaohnaoke substances. So I am cheap Find combinations that also open to the anlike Oeaohwuikaat other flavors, such as menthol " contain.

example 1

HandeslObllohe cigarettes are treated by adding 10 μg of AnIaQl to each cellulose acetate filter from a pipette. After 24 hours, eleven weeks, two weeks and three weeks of storage in Olaa containers, the cigarettes are examined as follows. The inspection shows that the filter material did not suffer from the addition of Oesohnaoka. ⁺ ) The pliter plug is analyzed by ultraviolet spectrophotometry to determine whether all the cigarette filters have been properly soaked with the Oesohnaoka substance. This shows «that the difference in drinking

⁺ ) This also results from the fact that cellulose acetate filters, paper filters and paper filters with activated charcoal do not undergo any visible change if they are immersed in AnIaOl every 24 hours and then patted dry with filter paper.

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with an oesohm oil quantity of 10 mg per cigarette ♦ 20 %

amounts to. The amount of AnIeSl is determined according to normal methods

regretted. The analyzes of three single cigarette filters

result in 11.7 * 9 * 4 and 9.4, i.e. Ib means io, l ag AnIeUl

per filter plug. The cigarette filling will be in two equal

Parts divided, of which the one adjacent to the filter plug Part as the "first part" and the furthest from the filter plug

removed part ae to be referred to as the "second part" · The

The filling is examined for anisole and we determine whether the Qeschmaoksetoff passed from the filter into the filling The two parts of each cigarette are extracted

and analyzed to determine the amount of anise oil, which has passed into every part of the tobacco filling.

After 24 hours, ι week, 2 weeks and 3 weeks included

"first part" and the "second part" indicate those in the table

Amounts of AnIeSl given at the end of this example.

The treated cigarettes are in a standardized Rauobmasohlne smoked. The smoke is collected on Cambrldge filter bodies, extracted with hexane, and analyzed spectrophotometrically. The details of these analyzes are given below

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Luoithalter “earth ait Caabrldge plate bodies and • Islands weighed. Dl holders are installed in dl corresponding openings in a standardized building with 20 openings * ■ asohlne used, whereby the openings are randomea & seig or by arranging the samples to be examined in tenants selected and checked for leaks.

Then the cigarettes are thrown down to a depth of 3 "* inserted into the holes of the tooth socket of the Luoit holder, adLt an electric lighter or an alcohol foul lit and smoked up to 25 bsi. In each experiment, animals are smoked as compared to the age of the cigarette to be examined.

As soon as the char line of a cigarette reaches the 25 tw mark, the charcoal bit is cut off with a pair of Russian scissors. The dead Stiseeel is, in the ZaI-; ■;:.? Ssa ^ Isse * rt until another train of kub AusspQlent d'urohgefülix't 'Murden 1st, before the next cigarette is inserted · When the fourth cigarette is in every opening finished rautoiit. and noeb. • In a further move to «rinsing has taken place, the Luoithalter is removed from the Masohln».

Naohdea all cigarettes have been smoked who immediately weighed the individual luol holders again. Then the Caebridge Pilter bodies with e: tncr Pi-π mi le au. «The holders

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taken out and carefully folded without the touching separated suspended matter with your hand. The filter bodies are folded up so that the separated Suspended solids are on the inside, and the Luoithalter is done with the outside dee with tweezers held filter body wiped out. Then the Cambrldge pilter bodies Bit Each XOO ml η-hexane extracted, and the anise * 01 is determined spectrophotometrically. The calculation of the Oesamtsohwebestoffe takes place according to the following equations «Oesamtsohwebestoffe + filter body + Luoit in Oi Oesant raw fabrics from four cigarettes in oramm

Oesant weave for four cigarettes, Oramm

m Oesaatsohwebe-

4 t moo stoffe, ag each

^{4 x 100} ° cigarette

The net absorption is used to determine the amount of anise oil determined at 260 millimicrons by the orund line method. The baseline is made up of the minima at 317 and 227 millimicrons drawn. The following equation 1 is used to calculate the concentration of AnIsOl

mg anethole - net absorption χ volume χ dilution factor

Y. χ cell length in om

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Herein le k - 138 abs./ mg / inl mg anisole »mg anethole

0.8

The amount of aniseed oil initially added to the filter and the next 24 hours, 1 week, 2 weeks and] 5 weeks in the filter, in the "first part" and in the "second part" the filling and found in the Oesaxntechwebestoffen Amounts and the percentage of anisole transferred from the Cigarette in the puff are in the table below specified.

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Tabel AnIaOl-treated cigarettes stored in containers ~

AnIaOl, ng

24 hours woohe

Weeks 5 woohen To »Filter added (+ 10 Ji) Found in filter Xb «advise great of the filling found Found in the »large part of the filling Oeaaate found mang

Xn the Oeaantaohwebeat open found

Prosentual transition from AnIaOl to dan Rauch

10.0 10.0 10.0 10.0 10 6.5 5.5 5.1 0.6 1.0 1.1 1.1 0.1 0.5 0.8 1.0 10.7 7.8 '7, * 7.2 2.9 1.8 1.9 1.5

27

⁺ ) Oeaaataohwebeetoffgehilt 25 mg yes cigarette 26%

%

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Subjective tests of the treated cigarettes by a Rauoher panel show that the characteristic of anisole Lakrltsenartlge taste unchanged in the smoke. The Oesohmaoksstoff significantly intensifies the Oeschoutok of the cigarette smoke, and there is no aftertaste of tobacco smoke su notice. The aftertaste is the pleasant one * licorice-like oeso taste of the flavor substance. In the Examination, the smokers group notices a decided increase in the salivary glands and a soothing effect of the smoke on the throat.

Example 2

Cellulose acetate filters from normal cigarettes are treated as in Example 1, bit anisole, and "rar old 0.1, 0.23, 0.5" 2 * 0, 2.5 "3fO, 5 (0, 7 * 5" 12 , 15 and 20 ag per cigarette. the filter and the fillings are subjectively epektrophotooetrieeh and analyzed as in example 1, to obtain the following Ergebniese "in the subjective Bewertum" of lakrltsenartige Oeschnack in dom smoke 1st represent 0.25 » 0, 5 and 2.5 ng anisole treated cigarettes "was remarkable ku but der.Oesohaaoksstoff not reloht made in these cases to bring to the highest Orad of smoothness and gentleness in the tobacco smoke. A very significant ^M ilde makes fled in those cigarettes noticeable that have a Qeeamt suspended solids content

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of 25 mg per cigarette and bit 3, O ng Qesohmaokeetoff

Ever cigarette have been treated. The other advantages »

the stimulation of salivary secretion · and the soothing effect

on the throat are also below an oxygen concentration of 3.0 mg per cigarette no less noticeable. However

some effects are still even at a Geeohmaokeetoff concentration of 0.25 mg per cigarette.

Example 3

Filters made of filter paper (DICO 21-D-260), made of activated carbon containing filter paper, cellulose acetate containing silica gel and cellulose acetate containing activated carbon in the treatment according to example 1 and 2 the same results,

Example 4

Cigarette filters made of cellulose acetate are according to Example 1 with various amounts of anethole, the main component of the Anise oil, treated and subjectively rated. The licorice-like oeschmaak of smoke is also present in this case, however not as pleasant as the taste produced by anisole. The anethole has the same mildness as anisole.

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pel game 5

Anisole is used in the tobacco filling of normal cigarettes two different consentrations added, nSnlioh in concentrations of 3.0 ag per cigarette and of 5.5 ng each Cigarette. The cigarettes treated in this way are grounded in one with 20 openings equipped Masohlne with a pull duration of Smoked for 2 seconds up to 25 nm. the Suspended particles of the smoke are collected on filter bodies, extracted with hexane and spectrophotonetrisoh with the aid of the Ultraviolet spectrophotometers analyzed by Cary. The net absorption at 260 millimicrons becomes the concentration of the AnisOls, calculated as described above «

Stop at an anisuline concentration of 3.0 ng per cigarette the Gessnteohwebestoffe 0.31 mg anisole per cigarette. At a The initial oil concentration is 5.5 mg per cigarette Concentration dea Αηΐβΰΐβ In the suspended matter 0.51 ng each Cigarette.

Subjective tests by a Rauohergreniun show the licorice-like Geeohmaok passes unchanged into the smoke The usual characteristics of tobacco smoke are masked and there is no aftertaste of tobacco smoke more to notice. Just like with the cigarettes, where the

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Filter according to Example 1 "It is oil treated" are · the Rauohergremlum also provides a decided increase the Spelohelbildung and a soothing effect of the Rauohe the throat tight.

game 6

Cigarette filters are used in the glelohen catfish and old treated with the same amounts of oxygen as in the examples 1 and 2 »although the following oesohaws are used will.

Composition

I. 2 1 4th 100 Anethole, Qew.jf 60 93 95 97 »5 - Anisyl alcohol »Qew. £ 13th 2.3 5 2.5 Aniaaldehyde, Oew. £ 27 4.7

The subjective evaluation of the treated cigarettes shows that all oeso-oxides are extremely high-grade QlMtte and Hilde des Tabakrauohs produce · The Rauohgeschaaok the old the oesohaackstoffe Hr. 1 and 2 treated Cigarettes are less pleasant anyway. The Oesohaoksstoffe Mr. 3 and 4 have the same effect as anisole, Jedooh is the one

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Oesohmaok the ait dem Oesohuaoksstoff Hr. 4 treated Cigarettes are not that pleasant. The Oeaohmaokeetoff No. 5 behaves similar to AnIsBl with the difference that the desohmaok nioht ao is smooth like the one with the Qeaohmaoksetoff No. 5 treated cigarettes.

Belaplel 7

Cigarette filters are made from paper which contains 50 % activated carbon. 10 mg of anie oil are added to each filter plug. The filter plug is removed from normal cigarettes and replaced by the activated carbon paper plug treated with AnIeOl. The cigarettes are roughened with the raw material described above, and the raw material is extracted and analyzed according to Example 5. About 10 % of the Anieöl has passed into the Sohwebestoffe of the Rauoha (1.02 mg per cigarette).

The subjective evaluation of the Rauoha of these cigarettes shows that the licorice-like Oeaohmaok remains unchanged in the Rauoh transforms. The rough of this cigarette has a mild kiss and pleasant Oeeohmaok. The Oeeohmaoksetoff makes one very smooth and mild tobacco smoke, and nothing remains Tobacco smoke aftertaste.

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Example 8

Cigarette filters are made from paper which contains 12.5 % activated carbon ("Daroo") and treated according to Example 1 with 10 mg corn oil per filter plug. The filters are removed from normal cigarettes and replaced by the activated carbon paper filters treated in this way. The cigarettes are smoked according to Example 1 and analyzed. This results in a starting oil content in the total nonsense substances of the smoke of 1.7 mg per cigarette, which corresponds approximately to a long transition of the flavoring substance into the smoke. The percentage of aniseed oil in the smoke depends on the type of activated carbon in the filter.

Example 9

A synthetic oesohmaeksstoff is made from 1900 ml of anethole and ICC Anisyl alcohol produced. After thorough mixing it becomes this Gesehmaeksstoffgemlsoh in three different concentrations (low, medium and high) sprayed onto paper filters that each contain 10 mm filter plug length JO mg activated carbon. Everyone who so treated activated carbon Fapierfliterpfropfen is with a Filter plugs made of cellulose acetate to form a double filter

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set, and this is attached to the tobacco filling of a commercially available Menthol cigarette attached, which contains a high concentration of menthol.

The subjective evaluation of these cigarettes duroh a Rauohergremlum shows that the licorice-like Qesohmaok of the Rauohes of those cigarettes whose activated carbon paper filter has anethole in the middle and in the high concentration. The Mentholgesohmaok is noticeable in all cigarettes, but to a lesser extent Orade with those cigarettes that use the synthetic flavor included in high concentration. The combination of the licorice-like taste with the menthol taste delivers a Rauoh with a distinctly sweet qee taste, reduced smoke and a smooth, non-irritating taste.

Example 10

Cigarette paper is placed in a 0.75 # solution of anethole dipped in ethyl alcohol and allowed to dry for 15 minutes. The cigarette paper treated in this way is used to produce Cigarettes used with ncimal tobacco filling.

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The subjective evaluation of the Rauohee of these cigarettes shows that the licorice-like Oesohmaok merges into the Raudb, and that the smoke has a sweeter Oesohmaok than that Control sample made from the same tobacco.

The subjective evaluation of cigarettes in which the anethole applied to the cigarette paper in the form of loading strips • τ 1st, gives the same results.

Example 11

Two ml of a synthetic flavor made of 95 % anethole and 5 % anyl alcohol are added to 10 g of silica gel, and then ». Silica gel is then left to stand in a closed vessel overnight. A small amount of activated charcoal ("Daroo HDB") is added to the oil treated in this way; And to give the cash register a soh-gray color so that it stands out against the filter material on which it is applied and its uniform distribution can be determined.

This Oemisoh made of silica gel soaked with the Oesohmaoksstoff and activated charcoal is dusted on cellulose acetate tow (titer 8 / Γ5ΟΟΟ den), to which an adhesive (PVP-TEO) has been added. Then normal cigarette tobacco will become

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Cigarettes made with double filters, with the inside Filter plug from 10 mn dee containing the silica gel Cellulose acetate tows and the outer filter plugs 10 mm cellulose acetate tow.

The cigarettes are smoked by a smoking committee. The subjective evaluation shows that the licorice-like Qesohmaok high in the smoke and the oeschmaok of the cigarette smoke improved by having a smoother smoke with soothing Effect on the Haohen comes about. It is not a booze to notice tobacco smoke. The aftertaste is the pleasant licorice-like taste due to the oeso flavor Qeeohmaok.

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Claims (6)

Ik 582-397 patents 1. filter for tobacco products, characterized in that • 8 a total smoke-producing amount of an ania-like Contains oesohm oil. 2 «filter according to claim I _9, characterized in that the oeso sorbent consists of anisole, starnut oil, penohel oil, anethole, methylohaviool, anisic acid or Qeol sols of these substances. - 3 · cigarette filter naoh claim 2, characterized in that it Contains the Oeeohmaoksstoff in amounts from 0 * 25 to 50 ag. 4 · Filter naoh claim 2, daduroh characterized that there is a Filter material contains, trelohes Bit de »Oesohvaoksstoff Soaked in amounts of 0.25 to 50 ng 1st. 5 · Cigarette daduroh marked that it is a boozy sauce Contains amount of an aniseed oesohm oil. 6. Cigarette, according to claim 5, characterized daduroh, - that the aesohmacksetoff made from anisole, starnut oil, penohel oil, anethole, Methylohaviool, tempering acid or mixtures of these substances. 909839 / & 543 BATH ORIGINAL - 24 -