U.S. patent number 3,861,400 [Application Number 05/288,329] was granted by the patent office on 1975-01-21 for nicotine fortification of smoking products.
This patent grant is currently assigned to Imperial Tobacco Group Limited. Invention is credited to Christopher Ralph Bale, Paul Raymond Perkins.
United States Patent |
3,861,400 |
Perkins , et al. |
January 21, 1975 |
NICOTINE FORTIFICATION OF SMOKING PRODUCTS
Abstract
Controlled amounts of nicotine may be supplied to a tobacco
product or acceptable substitute smoking composition by adding to
the base small amounts of a nicotine derivative of galacturonic
acid or polymannuronic acid which on pyrolysis of the composition
release small amounts of nicotine into the smoke stream.
Inventors: |
Perkins; Paul Raymond
(Portishead, EN), Bale; Christopher Ralph (Keynsham,
near Bristol, EN) |
Assignee: |
Imperial Tobacco Group Limited
(London, EN)
|
Family
ID: |
10432969 |
Appl.
No.: |
05/288,329 |
Filed: |
September 12, 1972 |
Foreign Application Priority Data
|
|
|
|
|
Sep 23, 1971 [GB] |
|
|
44370/71 |
|
Current U.S.
Class: |
131/335 |
Current CPC
Class: |
A24B
15/30 (20130101); A24B 15/38 (20130101) |
Current International
Class: |
A24B
15/38 (20060101); A24B 15/00 (20060101); A24B
15/30 (20060101); A24b 003/14 (); A24b
015/04 () |
Field of
Search: |
;131/2,17 ;424/361 |
References Cited
[Referenced By]
U.S. Patent Documents
Primary Examiner: Rein; Melvin D.
Attorney, Agent or Firm: Larson, Taylor and Hinds
Claims
What we claim is:
1. A process for making a smoking material selected from the group
consisting of tobacco, reconstituted tobacco and substitute tobacco
which comprises adding to an acceptable smoking base material a
minor amount of a material selected from the group consisting of a
nicotine derivative of polygalacturonic acid and a nicotine
derivative of a polymannuronic acid whereby on pyrolysis of the
resulting smoking material small controlled amounts of nicotine are
released into the smoke.
2. The process of claim 1 wherein the material is a nicotine
derivative of polygalacturonic acid.
3. The process of claim 2 wherein the derivative is nicotine
pectinate.
4. The process of claim 3 wherein the amount of dertive is 3
percent to 13 percent by weight.
5. The process of claim 4 wherein the additive is a nicotine
derivative of pectinic acid having a degree of esterification of
25-40 percent and an acidity of 1.5 to 3.5 milliequivalents per
gram.
6. The process of claim 1 wherein the material is a nicotine
derivative of polymannuronic acid.
7. The process of claim 6 wherein the derivative is nicotine
alginate.
Description
This invention concerns a smoking product e.g. tobacco, hand
rolling tobacco, pipe tobacco, reconstituted tobacco sheet,
substitute smoking materials free from tobacco, or blends and
mixtures thereof and cigarettes, cigars or cigarillos containing
such materials and concerns the problem of maintaining or
increasing the nicotine content of the smoke whilst avoiding an
undesirable level of particulate matter in the smoke from the
product.
Various techniques are known for reducing particulate matter in the
smoke of a smoking product. For example it is well known to filter
out particulate matter but in so doing nicotine is also filtered
and thus the resulting smoke from the smoking product is poorer in
nicotine as well as in particulate matter.
A further example is the use of reconstituted tobacco sheet in
blends for smoking products. By appropriate choice of component
materials and control in the preparation and manufacture of the
sheet it is possible to reduce the yield of particulate matter in
the resulting smoking product. Unfortunately such sheet, prepared
from mixtures of tobacco stem, tobacco lamina and/or general
tobacco offals, generally contains a lower concentration of
nicotine than the other tobacco grades in the blend such that a
nicotine deficiency exists.
A third example is the use of synthetic and substitute smoking
materials in which particulate matter is reduced considerably. As
with the previous examples however the overall delivery of nicotine
in the smoke is reduced in proportion to the amount of such
material incorporated into the smoking product since the natural
nicotine content of such smoking materials is zero.
To avoid the disadvantages of the above examples it is proposed to
increase the nicotine content of a smoking product whereby,
although the level of particulate matter can be reduced, the level
of nicotine can be maintained or even increased. Efforts to do this
in the past have been disappointing since the percentage of
nicotine added to the product and subsequently appearing in the
smoke has been very low. Furthermore the level of the added
nicotine drops considerably with time and shelf life is poor. It is
an object of the present invention to overcome such
disadvantages.
According to the present invention there is provided a smoking
material containing a nicotine derivative of a polyuronic acid.
Preferably the acid is a polygalacturonic or polymannuronic and the
derivative is nicotine pectinate or nicotine alginate
respectively.
Where nicotine pectinate is used this is formed from pectinic acid
having a degree of esterification of up to 50 percent preferably 30
- 35 percent. Furthermore the acidity is from 1.5 to 3.5 milli
equivalents per gram, preferably from 2.0 to 3.5 milli equivalents
per gram (m.eq/g).
If pectinic or alginic acids available are not of the desired
acidity, they can be de-ashed or freed from inorganic materials by
washing with acid, preferably with aqueous isopropanol (specific
gravity 0.880) containing hydrochloric acid in the ratio of 1 part
by volume of hydrochloric acid to 20 parts by volume of aqueous
isopropanol (specific gravity 0.880).
The base materail can be tobacco lamina, stem (mid rid),
reconstituted sheet or synthetic smoking material which is tobacco
free.
The product preferably contains at least 1 percent and up to 30
percent of the nicotine derivative on a dry weight basis.
Preferably the smoking product contains 3 to 13 percent of the
nicotine derivative on a dry weight basis.
The invention also includes a smoking product containing a material
set forth above.
The invention also includes a method of making a smoking material
as set forth above.
The invention is illustrated by the following two series of
examples. For use in these series the following samples of nicotine
alginate and nicotine pectinate were produced:
A first sample (sample 1) of nicotine pectinate was produced from
citrus pectinic acid obtained from lemon peel and having a degree
of esterification of 35 percent and acidity of 3.1 m.eq/g and
100gms of this acid was mixed with 30gms of water until the water
was absorbed and a free-running powder was obtained. 50gms of 95
percent pure technical grade nicotine was stirred into the powder
to produce an homogeneous paste of crude nicotine pectinate. This
was left 24 hours to complete the chemical reaction and the
resulting product was ground to a coarse powder. One litre of
ethanol was added to the powder which was filtered, washed with
five 100ml portions of ethanol and two 50mls portions of diethyl
ether and dried so that unreacted nicotine was removed. The
resulting powder had a nicotine content of 25 percent. This
nicotine pectinate will hereinafter be referred to as "Sample
1."
A second sample -- hereinafter referred to as "Sample 2" -- of
nicotine pectinate was prepared from citrus pectinic acid prepared
from lemon peel and having a degree of esterification of 35 percent
and acidity of 2.7m.eq/g. With this pectinic acid, nicotine
pectinate was prepared in exactly the same way as that set out
above with reference to sample 1 but the resulting nicotine
pectinate had a nicotine content of 23.8 percent.
A powder of nicotine alginate (Sample 3) was prepared using alginic
acid of acidity 5.2m.eq/g supplied by British Drug Houses Ltd. of
Poole, Dorset under Reference 27898 in their 1970 Catalogue.
Nicotine alginate was prepared from this alginic acid in exactly
the same way as samples 1 and 2 of nicotine pectinate were prepared
and as described above, and the resulting nicotine alginate had a
nicotine content of 31.5 percent.
A fourth sample -- sample 4 -- of nicotine pectinate was prepared
in solution form but in this case technical grade nicotine 90.8
percent pure and supplied by British Drug Houses was used with
lemon peel pectinic acid having a degree of esterification of 35
percent and acidity of 2.7m.eq/g. A solution of 1200 g of pectinic
acid in 18.5 litres of water was prepared and 333g of nicotine
added. The dissolved nicotine pectinate derivative contained 20
percent nicotine and the final solution contained 1.5 percent
nicotine on a weight for weight basis.
A fifth sample -- sample 5 -- of nicotine pectinate was prepared
according to the procedure of sample 4 but in this case a sugar
beet pectinic acid was used having a degree of esterification of 30
percent and an acidity of 1.7m.eq/g. The resulting nicotine
pectinate solution had a nicotine content of 1.5 percent on a
weight for weight basis.
Sample 6 was a nicotine alginate solution made according to the
method of sample 4 above but in this case the acidity of the
alginic acid was 3.6m.eq/g with a negligable degree of
esterification. The nicotine alginate solution had a nicotine
content of 1.5 percent on a weight for weight basis.
Sample 7 was a nicotine pectinate solution prepared from the same
materials as sample 4 except that 15 litres of water was used
instead of 18.5 litres. The resulting nicotine pectinate solution
contained 1.8 percent nicotine on a weight for weight basis.
The first series of experiments was conducted using 9 examples, of
which examples 1-6 involved fortification using nicotine pectinate
or nicotine alginate and examples 7-9 were controls or standards.
The second series involved 11 examples of which numbers 10-17 were
fortified with nicotine alginate or nicotine pectinate and examples
18-20 were controls or standards.
SERIES 1: EXAMPLES 1-9.
EXAMPLE 1
A sheet of reconstituted tobacco was prepared in the following
manner.
A mixture of 255gms of winnowings and 225gms of general offal (both
oven dry weight) were soaked in 4.5 litres of tap water for one
hour. The slurry was repeatedly passed through a Premier 84 colloid
mill initially set to a gap of 0.01 inches between the stones. The
gap was decreased by 0.003 inches after each pass until the slurry
remained in a colloidal state.
20gms of sample 1 nicotine pectinate were added to the tobacco
slurry and mixed using a Silverson mixer. The mixture was then
passed through the colloid mill set at gap zero to remove any lumps
which may have formed due to coagulation.
The slurry so formed was cast onto a pre-siliconed stainless steel
sheet to a wet sheet thickness of 1.2mm. The sheet was dried in air
and then slightly moistened to facilitate removal from the
stainless steel sheet. The tobacco sheet so prepared was tested for
nicotine content, cut and plain cigarettes of 25mm circumference
and 70mm length (commonly referred to in U.K. as "class B"
cigarettes) were manufactured on a Hauni Baby cigarette making
machine and smoked using a standard smoking machine procedure in
which five equal weight cigarettes are smoked on a Filtrona CSM 14
machine to a 20mm butt using a 2 second, 35ml puff every minute.
The particulate matter was collected on a Cambridge glass fibre
filter and the water-free and nicotine-free particulate matter
(P.M.) was measured and the nicotine delivery determined. To do
this, the wet deposit on the Cambridge filter was weighed, the
nicotine was determined by steam distillation followed by
spectrophotometric analysis (Willits method) and water determined
by gas chromotography. The resultant deposit is particulate matter
(P.M.) which is water and nicotine free. The tests were repeated
three months later and the results are tabulated on the
accompanying Table 1.
EXAMPLE 2
A sheet of reconstituted tobacco was prepared in exactly the same
way as that described above with reference to Example 1 and
nicotine pectinate of sample 1 was again added but in this example
36.3gms of the nicotine pectinate were added to the same tobacco
slurry.
The cast sheet was removed from the band, tested for nicotine
content cut and made into plain cigarettes 25mm circumference and
70mm long which were subsequently tested by the standard method
described in Example 1 for particulate matter and nicotine
deliveries in the smoke. The tests were carried out soon after
manufacture and three months later and the results are set out in
Table 1.
EXAMPLE 3
A sheet of reconstituted tobacco was again manufactured in
accordance with the details set out in Example 1 above, but in this
case Sample 2 of the nicotine pectinate was added to the slurry,
21.4gms of the pectinte being used for the same amount of the
tobacco slurry. Again, nicotine content of the sheet was measured,
the sheet was cut, made into plain cigarettes of 25mm circumference
and 70mm length and analysed by the standard method described in
Example 1 for particulate matter and nicotine deliveries in the
smoke both immediately after manufacture and three months later.
The results are set out in Table 1.
EXAMPLE 4
A sheet of reconstituted tobacco was made as described above, with
reference to Example 3 but the amount of sample 2 nicotine
pectinate added in this instance was 47.7gms for the same amount of
tobacco slurry. Again after determining its nicotine content the
sheet was cut and made into plain cigarettes 25mm circumference and
70mm long and subsequently analysed by the standard method
described in Example 1 for particulate matter and nicotine
deliveries in the smoke. After an interval of three months the
smoke analysis was repeated.
EXAMPLE 5
The sheet of reconstituted tobacco described above with reference
to Example 1 was again made strictly in accordance with the
specification but 16.2gms of the nicotine alginate (sample 3) were
added to the tobacco slurry. Again the sheet was but and made into
plain cigarettes 25mm circumference and 70mm long. These were
tested by the standard method described in Example 1 for
particulate matter and nicotine deliveries in the smoke and the
results are set out in Table 1.
EXAMPLE 6
The sheet of example 5 was made up but 36gms of sample 3 nicotine
alginate were added and the resulting sheet cut, made into plain
cigarettes 25mm circumference and 70mm long and tested by the
standard method of example 1 for particulate matter and nicotine
delivery in the smoke.
EXAMPLE 7
To provide one control against which one could analyse the results
of storage of the samples set out above, a sample of a commercially
available low tar yielding reconstituted tobacco sheet of nicotine
content 0.78 percent was made into plain cigarettes 25mm
circumference and 70mm length and tested by the standard method of
example 1 for particulate matter and nicotine delivery in the smoke
on the same dates as examples 1 to 6 were tested. This particular
control sheet is recognised as being relatively stable for nicotine
content and thus provided a suitable standard against which to
measure the nicotine loss from the samples 1 to 6.
EXAMPLE 8
The tobacco sheet described above with reference to examples 1-6
was made but without any additive i.e. no nicotine pectinate or
nicotine alginate, simply tobacco winnowings and offal with water
The non-additive sheet so made was cast on the stainless steel band
and, when removed, was cut, made into plain cigarettes 25mm
circumference and 70mm long and analysed by the standard method of
example 1 for particulate matter and nicotine delivery in the
smoke.
EXAMPLE 9
To provide a comparison and standard by which the result set out in
Table 1 can be compared, a plain cigarette 25mm circumference and
70mm long and available on the U.K. market was obtained and
analysed in the same way as the other examples for particulate
matter and nicotine delivery in the smoke and the results are set
out in Table 1.
TABLE 1
Referring to Table 1 it will be noted that the amount of nicotine
in the smoke in all examples 1-6 was appreciably higher than in any
of the three control samples 7, 8 and 9. The percentage nicotine
transfer (nicotine in smoke compared with nicotine in unsmoked
cigarette) was better in examples 1-6 compared with examples 7 and
9. Furthermore the ratio of particulate matter (P.M.) to nicotine
of example 1-6, was superior to that of the control examples 7, 8
and 9 to a marked degree. The increase in value of ratio of
particulate matter (P.M.) to nicotine between testings in examples
1 to 6 was not considered to be significant.
It has been found and it is indicated by results tabulated in Table
1 that, by the addition of small quantities of nicotine pectinate
or nicotine alginate an appreciable retention of nicotine can be
secured and transferred to the smoke whereby the nicotine content
of the smoke is fortified. Furthermore it has been found that the
nicotine content of the smoke is not appreciably affected by
storage and thus the loss in nicotine has been found to be no
greater than that from the most stable of the control examples
used.
Table 1
__________________________________________________________________________
Series 1
__________________________________________________________________________
Nicotine P.M.* In Smoke Nicotine in Smoke Nicotine Transfer P.M. in
((Mg/Cig.) (Mg/Cig.) % Nicotine Ratio TYPE Material % 21.5.71.
16.8.71 21.5.71. 16.8.71. 21.5.71. 16.8.71. 21.5.71. 16.8.71
__________________________________________________________________________
Example 1 2.86 30.1 29.0 3.61 3.12 17.1 15.2 8.3 9.3 Example 2 3.90
32.4 30.0 5.02 4.26 17.3 14.7 6.4 7.0 Example 3 2.67 28.2 25.5 3.65
3.06 18.4 15.2 7.7 8.3 Example 4 3.93 29.7 27.1 4.91 4.42 16.8 15.6
6.1 6.1 Example 5 2.78 28.0 26.6 3.62 3.03 17.6 14.8 7.7 8.8
Example 6 4.33 25.4 25.6 5.50 4.79 17.0 14.5 4.6 5.4 Example 7 0.78
17.1 17.2 0.75 0.68 13.0 11.6 27.3 25.3 Example 8 1.44 -- 27.4 --
1.67 -- 15.6 -- 16.4 Example 9 1.93 -- 31.4 -- 2.16 -- 14.4 -- 14.5
__________________________________________________________________________
* Denotes particulate matter free from water and nicotine.
SERIES 3: EXAMPLES 10-20.
EXAMPLE 10
A sheet of reconstituted tobacco was prepared from a tobacco base
consisting of equal proportions of offal and stem (processed mid
rib) or winnowings.
Five pounds (oven dry weight) of winnowings of nicotine content
0.77 percent were made up to ninety-three pounds with water and the
resulting slurry passed through a Probst and Class (P.U.C.)
vibration mill at zero setting and then through a Morehouse
Industries colloid mill at 0.003 inch interference.
Five pounds of offal of nicotine content 1.85 percent was processed
separately by mixing the five pounds (oven dry weight) in
sixty-three pounds of water and passing this through a P.U.C. mill
at zero setting and then twice through a Manton-Gaulin K'3
homogeniser at 3,000p.s.i.
The winnowings slurry and the offal slurry were mixed together, and
14.5lbs of Sample 4 nicotine pectinate solution were added.
The nicotine fortified slurry was recycled through a P.U.C. mill to
achieve thorough mixing and then cast on a Sandvik cast tobacco
sheet machine. The Sandvik machine was run at 13.5 feet per minute
with a 0.030 in casting gate and a 0.5in. slurry head. This
produced 11.25lbs. of sheet.
The nicotine content of the sheet immediately after manufacture was
3.15 percent. Some of the sheet was stored for eight weeks in open
containers under atmospheric conditions of 21.degree.C and 60% RH.
The nicotine content after eight weeks was 3.12 percent, indicating
an extremely stable situation.
The remainder of the tobacco sheet so prepared was cut and
manufactured into filter tipped cigarettes on a Molins Mk 8
cigarette making machine. The cigarettes were 70mm in length and
25.3mm in circumference and had a duel myria/acetate filter.
Twenty-five of the cigarettes were mechanically smoked on an
Imperial Tobacco smoking machine to a butt length of 2mm longer
than the filter overwrap material using a 35ml, 2 second duration
puff once per minute. The smoke condensate collected on Cambridge
glass fibre filter pads was analysed for particulate matter and
nicotine by weighing the wet deposit on each filter, analysing the
deposit for nicotine content by steam distillation (Willits method)
and analysing the deposit for water content by gas chromotography.
The particulate matter (P.M.) level is thus water and
nicotine-free. The results obtained are set out in Table 2.
EXAMPLE 11
A sheet of reconstituted tobacco was prepared according to the
method on Example 10 but 14.5lbs of Sample 5 nicotine pectinate
solution was used.
The sheet so prepared had a nicotine content of 2.99 percent after
making and 2.95 percent after eight weeks storage under condition
of 21.degree.C and 60% RH.
Filter tipped cigarettes made to the specification outlined in
Example 10 gave the results listed in Table 2 when analysed by the
standard methods set out in Example 10.
EXAMPLE 12
A sheet of reconstituted tobacco was prepared in accordance with
the method in Example 10 but 14.5lbs of solution Sample 6 nicotine
alginate was substituted for the nicotine pectinate solution.
The sheet had a nicotine content of 3.00 percent after casting and
2.97 percent after eight weeks storage under conditions of
21.degree.C and 60% RH, indicating a vary stable product.
Filter tipped cigarettes manufactured and analysed according to the
methods stated in Example 10 gave the results set out in Table
2.
EXAMPLE 13
The sheet of example 10 was made up as described in that example.
Instead of 14.5lb of Sample 4 nicotine pectinate solution, 12lb of
the sample 4 solution was added to 20lb (oven-dry weight) of sheet
mixture whereby the final nicotine content of the cast sheet was
2.08 percent rather than 3.15 percent.
Again the sheet was made into cigarettes and smoked in the standard
way described in example 10 and analysed according to the method of
example 10. The results are listed in Table 2.
EXAMPLE 14
The sheet of example 10 was made up as described in that example,
but 12lb of sample 5 nicotine pectinate solution was added to 20lb
(oven-dry weight) of the basic tobacco mixture to provide a
nicotine content of 2.12 percent.
The sheet was made into cigarettes, smoked and tested as described
in example 10. The results are set out in Table 2.
EXAMPLE 15
The sheet of example 10 was again prepared but had added thereto
12lb of sample 6 nicotine alginate solution to 20lb (oven-dry
weight) of basic tobacco mixture to provide a final nicotine
content of 2.09 percent. The sheet was made into a cigarettes,
smoked and analysed as described with reference to example 10.
EXAMPLE 16
Cut rolled stem (processed mid rib) was treated with nicotine
pectinate to increase its nicotine content to that of commonly used
tobacco lamina grades.
25lb of the stem containing 12 percent moisture and 0.56 percent
nicotine was placed in a polythene bin and 171/2lb of sample 7
nicotine pectinate solution added in small portions. The mixture
was stirred with a paddle to minimise the formation of lumps and to
ensure an even application of the nicotine pectinate solution to
the stem.
The mixture was allowed to stand overnight and then dried back to
15 percent moisture in a gas fired rotary drier. The material had a
nicotine content of 1.64 percent.
The material was then manufactured into filter tipped cigarettes on
a Molins Mk 8 cigarette making machine. The cigarettes were 70mm in
length and 25.3mm in circumference and had a dual myria/acetate
filter. They weighed 1.040g and had a pressure drop of 118mm of
water.
The cigarettes were smoked using the standard methods previously
described in Example 10 and gave the results listed in Table 2
using the analysis technique set out in Example 10.
EXAMPLE 17
The objective was to prepare a substitute smoking material in the
form of a sheet such that it contained approximately 2 percent of
nicotine and was completely free from any form of tobacco.
To prepare the sheet material, a solution of 35g of slow-set citrus
pectin (obtained from H. P. Bulmers Ltd.) in 700 ml of water was
prepared with the aid of a Silverson mixer. The slow-set citrus
pectin had a degree of esterification of 63 percent and an acidity
of 1.6 milli-equivalents per gramme. A second mixture was prepared
by dispersing 30g calcium carbonate, 5g potassium carbonate, 5g
celite (Hyflo Super Cel grade), 5g magnesium hydrogen phosphate and
2g titanium dioxide in 250ml of water. To this suspension was added
6g of citric acid.
This slurry of inorganic materials was added to the citrus pectin
solution and thoroughly mixed with the Silverson stirrer. A third
solution of 9g of Sample 2 nicotine pectinate in 250ml of water was
then added, followed by 5g of glycerol. The resulting slurry was
thoroughly mixed again, and then passed through a Premier 84
colloid mill adjusted to a running clearance of 0.003in to remove
any lumps.
The slurry was cast on a continuous stainless steel band using an
1.1mm casting gate and dried using Infra Red heating lamps. The
dried sheet was moistened to facilitate removal and doctored off
the band.
The prepared sheet was cut at 40c.p.i. using a Hauni sample cutting
machine, Model TSH V and manufactured into filter tipped cigarettes
using an Efka-Werke `Privileg` hand machine. These cigarettes were
83mm long, 25mm in circumference and contained 1.0g of filler
material. The filler material contained 1.93 percent nicotine. The
filter was a mono acetate type.
When smoked and analysed by the standard methods described in
Example 10 the results listed in Table 2 were obtained
EXAMPLE 18
To provide a control against which the affects of nicotine
fortification can be compared, a sample of commercially available
low tar yielding sheet containing 0.5 percent of nicotine was cut
and manufactured into filter tipped cigarettes in the manner
described in Example 10. The cigarettes were 70mm in length and
25.3mm in circumference and contained 0.70g of sheet.
When smoked under the standard conditions of Example 10 and
analysed as described in Example 10, the Table 2 results were
obtained.
EXAMPLE 19
To provide a standard against which the examples 10-18 could be
compared, a standard filter tip cigarette, commercially available
in the United Kingdom and being of the same specification as the
cigarettes referred to in Example 10 were smoked and analysed by
the standard methods set out in Example 10. The nicotine content of
the filler in the cigarette was determined before smoking as 2.01
percent. The smoke analysis is given in Table 2.
EXAMPLE 20
To demonstrate the effectiveness of nicotine pectinate as a means
of increasing the nicotine content of stem (processed mid rib), a
control sample of untreated stem containing 0.66 percent nicotine
was manufactured into filter tipped cigarettes in the manner
described in Example 16 and with the same physical dimensions as
the cigarettes in Example 16. When smoked and analysed using the
standard methods described in Example 10 the results set out in
Table 2 were obtained.
TABLE 2
Referring to Table 2 it will be noted that the additive is
extremely stable. In all cases only a small loss of nicotine
derivative of pectinic or alginic acid was noted in the eight weeks
following application to the base tobacco material. This is far
superior to previous attempts to find a stable nicotine
fortification material.
Regarding the nicotine transfer figures, it will be seen that these
are extremely good for all examples which were fortified. Over 16
percent of the nicotine in each starting material was transferred
to the smoke and presented to the filter. It will be seen that this
compares favourably with the standard or control cigarette results.
Thus the commercially available cigarette tested produced a
transfer figure of 21.2 percent. The test results indicate that
very little reduction in this figure is to be expected even with
fortified materials and blends.
It will be appreciated that the materials tested were all basic
materials in Examples 10-17 i.e. no blends of materials were used.
However, such blends could of course be used in any commercial use
of the material. This should not affect the nicotine transfer from
the mixture or the individual materials.
The ratio of particulate matter (P.M.) to nicotine is seen to be
extremely good in the Examples 10-16, being far lower than in the
control Examples 18 and 20 and being of the same order as the
commercial cigarette Example 19 for the same initial nicotine
content of approximately 2 percent (compare Examples 13-15 with
Example 19).
The results indicate that nicotine derivates of alginic and
pectinic acids provide extremely stable nicotine fortification
agents which are effective in efficiently transferring an
acceptable percentage of the nicotine to the smoker. Furthermore
the fortification agent is useful in fortifying not only natural
lamina tobacco but also stem (mid rib), reconstituted tobacco sheet
and synthetic smoking materials. Particularly with respect to the
last two materials, it should be noted that best results are
obtained if the pH of the material is kept below approximately
6.5.
Table 2
__________________________________________________________________________
Series 2
__________________________________________________________________________
Nicotine content of material %
__________________________________________________________________________
Mean no. P.M.* Nicotine Filter Nicotine P.M. When After 8 of puffs
in smoke in smoke Retention Transfer Nicotine TYPE made weeks per
cig. (mg/cig.) (mg/cig.) % % Ratio
__________________________________________________________________________
Example 10 3.15 3.12 8.7 17.0 1.53 54.1 16.6 11.1 Example 11 2.99
2.95 8.1 14.2 1.41 54.6 18.6 10.1 Example 12 3.00 2.97 8.4 17.3
1.56 53.0 18.6 11.1 Example 13 2.08 2.06 7.0 14.2 0.98 53.7 18.5
14.5 Example 14 2.12 2.09 7.7 17.1 1.08 55.9 18.7 15.8 Example 15
2.09 2.06 7.6 15.8 1.14 53.0 20.3 13.9 Example 16 1.64 -- 8.2 10.0
0.71 56.1 15.1 14.1 Example 17 1.93 -- 8.7 12.3 1.70 29.0 17.0 7.2
Example 18 0.50 -- 8.0 9.1 0.30 52.0 19.0 33.0 Example 19 2.01 --
11.6 21.0 1.49 47.8 21.2 14.1 Example 20 0.66 -- 8.4 11.4 0.29 54.2
14.6 39.4
__________________________________________________________________________
* Denotes particulate matter free from water and nicotine.
Furthermore Curie point pyrolysis followed by gas/liquid
chromotography tests on the nicotine pectinate and nicotine
alginate employed indicated that maximum yield of nicotine occurs
between 500.degree. and 550.degree.C i.e. at the temperature
immediately behind the burning coal of a cigarette. It would appear
from the results obtained that nicotine derivatives pectinic and
alginic acids offer substantially attractive additives to tobacco
products providing a nicotine agent which will fortify the nicotine
content of the product whilst remaining relatively stable over a
period of months and yielding the nicotine at the optimum
temperature of 500.degree. to 550.degree.C and yet being a
relatively acceptable and harmless ingredient making it a most
suitable and attractive additive.
Pectins, particularly those from tobacco plants, are well known as
binders or sheet strengtheners in the manufacture of reconstituted
tobacco sheet or synthetic smoking materials and thus the addition
of nicotine pectinate has the added attraction that the pectinate
so added assists in binding and strengthening reconstituted or
synthetic sheet. Thus not only is the sheet fortified with nicotine
but also a strengthening agent is added without the need to add
additional substances as is done in reconstituted or synthetic
sheet manufacture.
With the present invention there is provided a stable and effective
nicotine fortification material being the nicotine derivatives of a
polyuronic acid.
Although all examples have used nicotine derivatives of
polygalacturonic and polymannuronic acids only, it is considered
that any polyuronic acid can be used in view of the closely similar
properties of these acids. Thus nicotine derivatives of
polyglucuronic acid and of polyguluronic acid would be useful
nicotine fortification agents but, like all polyuronic acids other
than polygalacturonic and polymannuronic they are not readily
available in bulk and thus at this time are not commercially
attractive. However this does not detract from their effectiveness.
The examples have been limited to the two readily available and
commercially attractive polyuronic acid derivatives but the
invention embraces the nicotine derivatives of all polyuronic
acids.
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