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Product Design

[Low Tar/High Flavor Literature Review]

Date: Oct 1990
Length: 43 pages
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Abstract

Consists of review of product design literature related to flavor and impact aspects of low-tar cigarettes. Includes chapters: "Summary; I. Introduction; II. Smoke chemistry and subjectives; III. Tobaccos and tobacco chemistry; IV. Filtration and filter ventilation; V. Nicotine, smoke pH and smoke subjectives; VI. Conclusions; VII. Indicates substantial evidence suggests that "increased nicotine, and optimal combinations fo nicotine, volatile organic acids and/or total remaining sugars probably will yield major flavor improvements of [ultra-low tar and lowest tar] cigarettes". Recommendations; IIX. Acknowledgements; [and] IX. References". Recommends future studies in "1. Manipulating smoke pH; 2. Higher nicotine tobacco blend with added organic acid(s) and/or increased total reducing sugars; [and] 3. Utilization of the supercritical extraction process". Indicates accession number "90-047".

Fields

Author
Hale, Robert W.
Defense
Kroustalis, Christopher
Defense
Lin, Sherman (Scientist)
1995 USA
Raymond, W.
Spielberg, Howard L. (PM Research Professional)
Research Professional
Recipient
Grantham, P.
Hypothesis
Free Nicotine
Behavior Targeting
Cigarette's effect of enhancing/mitigating specific behaviors
Compensation
Incorporating knowledge of compensation and effects of human smoking behavior into cigarette design.
Low-yield cigarettes
Modification of low yield products to assure that adequate levels of nicotine delivery are maintained, and effects of yield changes on toxicity and dependence.
Nicotine transport, transfer, and uptake
Design changes which alter nicotine delivery or effect how the product causes and maintains dependence, including transfer of nicotine from tobacco to smoke, and uptake into the body.
Use of filters, paper, and ventilation
Modification of tobacco products through use of filters, paper, and ventilation, and measuring effects on dependence, behavior, and toxicity.
Use of tobacco processing/ blends
Modification of tobacco products through changes in tobacco processing and use of blends, and measuring effects on dependence, behavior, and toxicity.
Sensory targeting
Targeting of smokers through changes in sensory characteristics
Sensory effects
Technologies used to measure, control, or alter sensory effects
Keyword
Mouth feel (Mouthfull)
Total particulate matter (TPM or Tar)
Maillard reaction
Additive
Citrate
Citric acid
Cocoa (Chocolate) (Cocoa Shells, Extract, Distillate and Powder)
Composed of nearly 400 identified chemical substances as of 1967
Dicarboxylic acid
Gluconic acid
Honey
Levulinic acid
Licorice (Licorice Fluid Extract, Powder, and Root)
Malic acid
Monocarboxylic acids
Nicotine citrate
Nicotine levulinate
Pyruvic acid
Tartaric acid
Tricarboxylic acid
Smoke Constituent
Amines
ammonia
Carbon monoxide
Carbonyls
Citric acid
Cyclopentenenes
Dextrose
Diterpenoid alcohols
Diterpenoids
Ether extractables
Furanones
Furans
Hydrogen cyanide (HCN)
Indole
Isovaleric acid
Ketones
Nicotine
Oxalic acid
Pectin
Phenols
Pyrazines
Pyridines
Pyrroles
Terpenoid ketones
Terpenoids
Volatiles
Design Component
Oriental tobacco (Turkish)
Flue-cured tobacco
Burley tobacco
Bright tobacco (Flue-cured tobacco)
Turkish Blend (TB)
Greek
Casing
Flavorant
Expanded tobacco (Puffed tobacco, ET)
Filter tow
Filter efficiency (FE)
Filter draft (Filter RTD)
Filter channels
Burley casing
RTD
Prototype
DBC
Designed Blend Component
Operation/Project
Project 202
Project 605
Project 6mg no-vent
Project 2mg low-vent
Project Best of Lowest
Nicotine Tar Interaction Study
Named Organization
Federal Trade Commission (Enforcement agency for laws against deceptive advertising)
Enforces laws against false and deceptive advertising, including ads for tobacco products. Ensures proper display of health warnings in ads and on tobacco products;collects and reports to Congress information concerning cigarette and smokeless tobacco advertising, sales expenditures, and the tar, nicotine, and carbon monoxide content of cigarettes.
Japan Tobacco Monopoly Corporation
Philip Morris & Co. Ltd. (Cigarette manufacturer, incorporated in U.S. in 1902)
Philip Morris & Co. Ltd.., was incorporated in New York in April of 1902; half the shares were held by the parent company in London, and the balance by its U.S. distributor and his American associate. Its overall sales in 1903, its first full year of U.S. operation, were a modest seven million cigarettes. Among the brand offered, besides Philip Morris, were Blues, Cambridge, Derby, and a ladies favorite name for the London street where the home companies factory was located - Marlborough.
R.J. Reynolds Tobacco Co. (Cigarette manufacturer (Camel, Winston, Doral))
Cigarette manufacturer (Camel, Winston, Doral)
Technology/Method
Richmond panel
Supercritical Extraction Process
SCE
Brand
HALF-NIC
Kent III
Lark
Marlboro KS
MARLBORO LIGHTS
Merit (PM)
MERIT ULTRA LIGHTS
Next
Winston KS
WINSTON LIGHTS
Subject
additives
aerosol (technology)
Blends (Design)
CNS/Brain (Effects)
Effects—Smoking Behavior (Effects)
Filters (Design)
Levulinic Acid (Additives)
reduces the harshness of cigarettes
Low Yield Cigarettes (Products)
Particle Size (Technology)
pH Manipulation (Technology)
Puff Count (Measures)
Receptors (Effects)
Sensory Effects—Impact (Effects)
Sensory Effects—Taste (Effects)
Smoke Constituents
Smoke Delivery/Transport (Measures)
Smoke Nicotine (Measures)
Smoke pH (Measures)
Smoothness/Harshness (Effects)
T/N Ratios (Measures)
Tar (Measures)
Test/Consumer Preference (Testing)
Test/Inhalation (Testing)
Transfer to Smoke (Measures)
Ventilation (Design)

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ACCESSION NUMBER: _ ?L)-n47 ISSUEI) TO: ESEARCH CEN , ..:.:~........_. RICH1VI I PROJECT NUMBER: 2s 07 PROJECT ZZTLE: Basic Flavor Investigation TYPE REPORT: (Q ANNUAL [Q SEMIANNUAL = COMPLETION DATE: October, 1990 PERIOD COVERED: REPORT TITLE: Low Tar/High Flavor Literature Review WRITTEN BY: SUPERVISED BY~ APPROVED BY: 0 SPECIAL THIS REPORT IS CONFIDENTIAL TO THE BUSINESS OF THE COMPANY. IT HAS BEEN ASSIGNED TO YOU. IT IS NOT TRANSFERABLE AND MUST NOT BE PHOTOCOPIED. IF THE REPORT HAS SERVED ITS PURPOSE AND IS NO LONGER NEEDED, PLEASE RETURN IT TO THE,CENTRAL FILE AT THE RESI:ARCH CENTER FOR RECORD KEEPING AND DESTRUCTION.
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Smokers smoke cigarettes for the benefits of relaxation, concentration, enjoyment and better management capacity. In the past decades, the low tar cigarettes have gained substantial acceptance by the smokers, but not the ultra-low tar nor the lowest tar categories. The major problem for ultra-low tar and lowest tar cigarettes is their failure in meeting smokers' expectation and needs. The cigarettes are generally weaker in smoke impact and tobacco taste, and the smoke is thinner and drier than the smoke with higher tar deliveries. Among the thousands of compounds identified in cigarette smoke, the single most abundant and important compound is nicotine. Nicotine contributes to the smokers' physiological as well as organoleptical satisfaction. Nicotine in tobacco is partially transferred directly to the smoke, and partially decomposed to form amines and pyridines during smoking. Nicotine and its decomposition products all contribute to the smoke's sensory properties, particularly the smoke impact. Their sensory properties are influenced by the smoke pH, which determines the ratio of free and protonated species of these compounds. Higher smoke pH yields a harsher, hence a stronger impact. Lower smoke pH yields a smoother, hence a weaker impact. However, a stronger impact does not necessarily yield a more acceptable cigarette. There seems to be an optimal impact for maximum acceptance at a given tar level. It appears that some tar components have the balancing effect on the sensory pruperties of nicotine and its decomposition products. The sensory interaction between tar and nicotine seems to behave differently at different smoke nicotine levels. when the smoke nicotine/tar ratio is at or below half of the natural range, higher tar will yieldd stronger impact. But when the ratio is at or above the natural range, higher tar will yield a smoother and weaker impact. The volatile organic acids in the smoke seem to modify the smoke pH, and he:nce the sensory properties. The acids can be derived either from a direct transfer from tobacco, or from precursors present naturally in tobacco or in added flavorants. The Maillard reaction during curing, primary processing and smoking all seem to contribute to the smoke flavor. There seems to be a close relationship between the ratio of total reducing sugars/total alkaloids and the smoke's impact strength as well as acceptability. Raising the smoke impact by increasing smoke nicotine, and simultaneously, smoothing the harshness by adding a suitable organic acid and/or by adjusting the ratio of total reducing sugars/total alkaloids to an optimal level, may be able to improve the quality of ultra-low and lowest tar cigarettes substantially.
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TABLE OF CONTENTS Pace No. I. SL,mmary --------------------------------------------------- Introduction ---------------------------------------------- i 1 II. Smoke Chemistry and Subjectives --------------------------- 4 1. Smoke Aerosol ------------------------------------------ 4 2. Smoke Components --------------------------------------- 5 III. Tobaccos and Tobacco Chemistry ---------------------------- 7 IV. Filtration and Filter Ventilation ----------------------•--- 10 1. Filters ------------------------------------------------- 10 2. Filter Ventilation ---------------------------------•---- 10 3. Ventilation Effect on Smoke Deliveries and Subjectives - 11 V. Nicotine, Smoke pH and Smoke Subjectives ------------------- 16 1. U.S. Patent - Nicotine and Levulinic Acid --------------- 16 2. PM Studies on Low Delivery Cigarettes ------------------- 19 VI. Conclusions ------------------------------------------------ 35 VII. Recommendations -------•------------------------------------ 37 IIX. Acknowledgments ------------------------------------------- 39 IX. References ------------------------------------------------ 40
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I. Introduction Cigarettes are customarily classified into or perceived as four different categories based on their FTC tar levels: Full-flavor (16mg or higher); Low tar (15mg or less); Ultra-low tar (6mg or less) and Lowest tar (2mg or less) [4]. In the last 30 years, the U.S. cigarette market has undergone some dramatic changes with regard to cigarettes' FTC tar delivery. The industry sales weighted average tar decreased from about 35mg in the 1950's to about 14mg in 1980 [1]. Since 1983, it has stabilized around 12-13mg [2). The mechanism of this tar lowering trend is two-fold:, Lowering of the tar level of the existing brands and the introduction of new lower tar brands. This trend of lowering cigarette delivery is best demonstrated by Fig. 1, by comparing the numbers of brands vs tar delivery levels from the CI reports of August 1973 and November 1989 [3, 4]. Three interesting points are observed: 1) The tar level for full-flavor category in 1973 was greater than 18mg, but in 1989, the majority of the full-flavor category has shifted to 14-18mg range, most commonly around 15mg; 2) In 1973, the number of brands progressively decreased as the tar decreased, but in 1989, the distribution curve is very much like a standard Gaussian curve, with the highest point at 8-14mg range; 3) The total number of brands has doubled in the last 16 years, from 130 in 1973, to 262 in 1989. Another important trend of the U.S. cigarette market is the continuous dec:.ine' of total sales in recent years. The total industry sales had enjoyed a steady growth from 1940 to 1980, with the exceptions of 1955 and 1965 [5]. However, since 1980, the total industry sales have declined steadily at the rate of about 2 percent annually [2]. These cigarette market trends can be attributed to the negative social and political mood about smoking. This market environment has become a strong driving force for the cigarette industry to continue lowering the cigarette tar delivery. However, the growth rate of ultra-low tar cigarettes in the past 18 years is much slower than that of the low tar category [1]. This may suggest that the current ultra-low tar brands fail to gain popular acceptance from the smokers. Facing today's political and social anti-smoking environment and the sales potential for acceptable ultra-low tar and lowest tar cigarettes, it is of great interest to Philip Morris to develop the capability of making cigarettes with lower tars than current low tar cigarettes, and yet still with a flavor and taste which satisfy smokers' needs and palates. There are several active developmental projects, i.e., Project 202, 605, 6mg no-vent, 2mg low-vent and Best of Lowest, with the objectives of achieving the goals mentioned above. In search of new or additional insights and/or ideas about the subject, a literature review was initiated. This review was conducted by focusing specifically on the following questions: 1) What are the major flavor deficiencies of lower tar cigarettes? 2) What are the major causes of these flavor problems? 3) How is each of the current technologies for achieving lower tar delivery, i.e., tobacco blending, cigarette constructionr filtration and filter
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c'ig. 1 Brand distribution . ar DeliveriPs 105= 100 i 95- 90i 85i N 80I o $ 75, O f 10 FTC Tar mg/cig. ~ ~ 1973 ® 1989
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ventilation related to the flavor problems of lower delivei:y cigarettes? and Can we derive some new concepts from this review for the £lavor improvement these lower tar cigarettes? 4) of To facilitate the understanding of the basic nature of this flavor problem, cigarette smoke chemistry and subjective attributes, tobacco chemistry, filtration and filter ventilation were reviewed. Several books, review articles and seminar printouts were used for this general review. Internal technical repnrts, external publications and patents related to the subject were examined. Those judged to contain relevant and valuable information were reviewed in greater detail. The pertinent data were re-examined from different perspectives in search of new meanings and insights. Extensive interviews with many technical staff members of various disciplines within the Philip Morris R&D organization were conducted. Discussions with certain individuals were constantly held during the course of this review and the writing of this report. Many statements, ideas and concepts presented in this report represent the general conviction of those staff members interviewed and my own personal interpretation. 3
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II. Smoke Chemistry and Subjectives 1. Smoke Aerosol Cigarettes are unique among all the products consumed by hu:nans through the mouth. All the other products, foods, drinks and medicines, are consumed in solid and/or liquid forms. But cigarettes are consumed by first burning the cigarette rod and then inhaling the smoke generated from the burning of tobacco. Cigarette smoke is an aerosol, a state of colloidal particles dispersed in a gas medium. The smoke aerosol consists of two parts: one which passes through a glass-fiber filter, and another one which is retained on a glass-fiber filter. The one which passes through glass-fiber filter can be further divided into gas phase containing gaseous components at room temperatures, and vapor phase containing low- boiling compounds. The particulate phase is further divided into semivolatiles containing medium and hig:i boiling compounds, and nonvolatiles. According to the calculation of Okada et al. [6], thel$verage particle size in mainstream smoke is 0.18 u, with af9ncentraon of 3x10 particles/cc, which is equivalent to approximately 35x3x10 U~ 1x10 particles per normal puff. Keith and Tesh [7] reported that the cigarette smoke was composed of about 88% by weight of gaseous components of nitrogen,' oxygen, carbon monoxide and carbon dioxide, 8% total particulates and 3% vapor phase. Since cigarette smoke is an aerosol, the aerosol properties besides its chemical composition may have an effect on the sensory perception of the smoke. The size and size distribution of the particulates, the number of particulates per puff and the surface activities of the particulates may affect the "presentation" of the smoke to the mouth. They may affect smoke sensation in two way3: One is the physical feel, the feeling of fullness or thinness in the mouth, and another is the transfer efficiency of smoke components from aerosol to the sensory receptors. The effect of aerosol properties on smoke flavor is very much like the effect of food texture on food flavor. Texture is not normally considered as a flavor attribute, but it has an important impact on the perceived flavor quality of foods. Unfortunately, very little is known about the correlation between aerosol properties and smoke flavor quality. According to discussions with Hale and Keritsis [8], they have observed in the past that the smoke aerosol "presentation" can be altered by modifa.cation of the filter or filter construction. Since a substantial dectree of filter ventilation is normally applied to achieve ultra-low ter, and`_lo.west •tar deliveries, a better understanding on this subject could be very' heapfu; ..in the total consideration of improving the flavor of lower tar cigarettes.
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2. Smoke Components Cigarette smoke components are derived from the incomplete combustion of tobacco during puffing. The smoke components are derived from three different mechanisms: 1) Direct thermal distillation of the volatile and semi-volatile components of tobacco and added flavorants; 2) Thermal decomposition (pyrolysis) products of tobacco components and added flavorants, and 3) Pyrosynthetic products - pyrolytic products recombined to form new molecular species [9),. Ishiguro and Sugawara 1103 of The Japan Tobacco Monopoly Corporation wrote a comprehensive review on this subject in 1979. The translated version of this review is available from the PM R&D ?.ibrary. The total number of smoke components identified by 1979 was well over 2,500 [10). Although many of them could be artifacts formed during smoke isolation and analysis processes, the total number of smoke components is still very large. Ishiguro and Sugawara [107 listed a total of 1,889 smoke components with the nomenclatures and structures in their review. Those listed are: InorcJanic gases --------------------- 11 Nitrogen-containing compounds ------ 573 Sulfur-contair.ing compounds --------- 46 .vdrocarbons ----------------------- 432 Or.ygenated compounds.--------------- 732 Halogenated compoundc --------------- 17 inorganic elements ------------------- 76 Others ------------------------------- 2 The smoke components of sensory interest and their potential sources in tcbacco are summarized as follows: GompOnents of Sensory_Interest Potential Sources in ^'obacco 1. Ammonia, non-aromatic amines Nicotine, free amino acids 2. Pyrroles Sugars 3. Ma;llard reaction products Sugars, ammonia, amino acids 4. Pyridines Nicotine, amino acids, proteins 5. Pyrazines Maillard reaction 6. Nicotine Direct transfer from tobacco 7. Polycyclic N-compounds Amino acids, proteins 8. A.mino acids Direct transfer from tobacco 9. Sulfur compounds S-amino acids, S-proteins 10. Terpenoids Diterpenoids, diterpenoid alcohols 11. Furans Sugars 12. Carbonyls; Terpenoid ketones Eosential oils - direct transfer Furanones, cyclopentenones Sugars 13. Volatile organic acids Direct, Sugars Isovaleric acid Direct (Oriental tobacco) 14. Phenols Same as mentioned above 15. Brown pigments Same as mentioned above 5
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=n= more detailed information, please refer to the review article by Ishiguro and Sugaware. (10]. The asse~sment of the contribution to the cigarette smoke flavor from different compounds or different classes of compounds is very difficult if not impossible. Because of its comp.lexity, most statements about flavor contribution of smoke components in the literature are speculative in nature. However, there seems to be sufficient evidence to indicate that smoke pH and smoke nicotine content aze closely related to smoke impact strength and smoke quality. The effect of smoke pH and nicotine are reviewed in greater detail in section V. :~ iS~
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III. Tobaccos and Tobacco Chemistry ;-re three major types of tobaccos used in typica.L American blended cigarettes. They are flue-cured (Bright), Burley and oriental (Turkish or Grec:k). These tobaccc,s contain similar components but in different concentrztion ratios. Therefore, their smokes possess different sensory characteristics. Blending of these tobaccos in certain ratios will provide a richer, more balanced and better tasting cigarette than a cigarette of using any single type of tobacco. tio4:ever, blending of various tobaccos alone may not bc' able to provide the ultimate richness of flavor. Therefore, various flavorants are also added to the tobaccos before they are made into cigarettes. Flavorants, i.e., volatile aromatic materials and casings rich in sugars, are applied to tobacco during primary processing. The casings, which may contain sugars, licorice extract, honey and cocoa, are designed to compensate or makeup the desirable components deficient in certain tobaccos, i.e., sugar deficiency in Burley. The volatile components and other non-sugar, non-volatile components in the casings will also contribute to the total flavor of the smoke. The volatile aromatic flavors, i.e., the aftercut flavoru, are designed mainly to balance the aroma of the finished blend, the cigarette rod and its smoke. The main objective of adding flavors to tobacco is to supplement or enrich the tobacco characteristics of cigarette smoke: If the added flavors yield predominating non-tobacco i,otes and become distinctive, they av~ not desirable for American cigarettes. The only ex::eption is mentholated cigarettes. As disctissed in section II, the tobacco components which have major effects on cigarette smoke qualities are ni::otine, total volatile bases, amino acids and proteinu, organic acids, total reducing sugars, pectins & cell wall subscances, essential (vc,lati'-e) oils, and alc.ohol s,'.uble resins. Each group of substances contributes differently to the cigarette smoke subjective attributes. Therefore, each type of tobacco has its characteristic aensory properties. Those sensory differences can be associated with the differences in their chemical compositions. There are other major factors influencing tobacco chemical composition and sensory properties. They are the lAaf's stalk position, the soil and climate conditions of production location, the type of fertilizers applied and the conditions of curing after the tobacco leaves are harvested. Therefore, there are many difi'eren;. grades of tobacco within the same type. In order to have a more uniform tobacco for assuring cigarette quality consistency, saving cost and smoothing production and inventory control, PM is committed to using one standard DBC (Designed Blend Component) for each type of tobacco used in making most of the PM cigarettes. For instance, a DBC flu-cured is a blent of flue-cured tobacco from the whole stalk of the flue-cured tobacco plant. 7

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