Name: Ethyl Cinnamate
Molecular Formula: C11H12O2
MW: 176.22
CAS: 103-36-6
Boiling point: 271 ℃
Characters: Ethyl Cinnamate is colorless or
slightly yellow liquid.
Main performance indicators:
Uses: Natural Ethyl Cinnamate present in
Elaeagnus angustifolia flowers, natural Styrax has a fruit like aroma, flavor
clear and sweet, with oriental incense notes. Synthesis of Cinnamate with the
main spices used for food and cosmetics. Ethyl cinnamate can be used as a fixed
essence incense and thickening agent used.
In addition, methyl cinnamate, ethyl
cinnamate, can be added to the cigarettes, cut tobacco that is used for
flavoring agent and fragrance agent compensation. Because the state regulations
to reduce the tar in cigarettes, but in reducing the tar content of cigarettes
at the same time, cigarette flavor also will fall, which raised cigarette
flavoring technology, such as how to reduce the tar, while to smell
compensation, to meet with new, higher requirements for cigarette smoke smell.
Because methyl cinnamate, ethyl ester
series of monomer in 260 ℃
and above the boiling point, flavored tobacco, after withholding rate, pumping
the mainstream after the transfer rate and the filtered particulate retention
rates are relatively high, and the more stable, it is very good cigarettes,
tobacco spice. Effect and may lead to dependence.
National Bureau key scientific
"Chinese cigarette flavors and fragrances core technology research"
part of the Zong-yong Li-Yu Song Bing XIE JIAN-PING
I. Introduction
1. Reduction in cigarette tar, etc. At the
same time, thus resulting in reduced cigarette smell,
That's Tobacco Flavoring technical question
of how to reduce the tar, etc., while for flavor, compensation, satisfaction of
consumers with new, higher requirements for cigarette smoke smell.
2. The current domestic Flavoring
technology assessment relies mainly on smoking,
Incense in Canada relatively weak in basic
research on the flavor of the transfer behavior in the cigarette lack of
understanding, this is the existence of the tobacco industry, a basic and
common questions.
3. For some spices plus ester monomer in
cigarette smoke in the process of burning to study the transfer behavior of
these spices in cigarette application to provide direct reference,
4. Will be Tobacco Flavoring and
technological progress have a definite impact in helping to determine the
appropriate amount of spices monomer and accurate assessment of the role of
spices monomer, Tobacco Flavoring for quantitative feeding, a better
understanding of flavored effects and low tar cigarettes flavor of compensation
and so important.
II. Tests are
1. Cigarette sample:
Chongqing Tobacco Flavoring Group does not
offer cigarettes, tobacco sticks length of 84 mm, cellulose acetate filter tip length 20 mm, circumference of 24.5 mm.
2. Standard samples:
Methyl iso-amyl, isoamyl ethyl, propyl
isovalerate, butyl isovalerate, isoamyl isovalerate, isovaleric hexyl; Ethyl
butyrate, ethyl caproate, enanthate B ester, octanoic acid ethyl ester, Wang
ethyl ester, decanoic acid ethyl ester; butyl acetate, iso-amyl acetate, hexyl
acetate, acetic acid G acetate, octyl acetate, acetic acid Wang ester, decanoic
acid ester; cinnamic acid methyl ester, ethyl cinnamate, cinnamic acid, propyl,
butyl cinnamate, isoamyl cinnamate, as well as the internal standard compounds,
benzene, ethyl acetate;
The above reagents were chromatographic
pure reagents.
3. Reagent
Methylene chloride and sodium hydroxide,
hydrochloric acid, anhydrous sodium sulfate, Sodium chloride, anhydrous
ethanol. The above reagents were analytically pure, anhydrous ethanol as
chromatography pure reagents.
4. Instruments
JJZ-20 automatic smoking machine (Wuxi Tong
Zhen-technology companies); HP-6890 gas chromatograph and temperament used in
conjunction instrument (Agilent Corporation); rotary evaporator (Büchi,
Switzerland company); simultaneous distillation extraction device (Zhengzhou
University,); capillary Column: HP-5 capillary column, Ultra-2WCOT, (Agilent
Corporation).
5. Experimental methods
5.1 precisely take a certain amount of
spices called monomers, to ethanol as solvent configured the concentration of
1.000% solution of the spices. The amount of ethanol added 7.6268 g, solution of the
total mass 10.04 g, the
exact content of each monomer as shown in Table 1.
5.2 HP-6890 gas chromatograph equipped with
FID detector and the minimum detection limit of the amount calculated as
follows:
Detection limit of D = 2N / S, N for the
noise, S is sensitivity;
Minimum detectable amount of Wf = D? Y1 /
2, y1 / 2 as a signal and a half peak width;
5.3 Out cigarette samples, each injected
Flavoring (injection to ensure that solutions do not enter the filter, not
punctured and the wet tipping paper), roughly equivalent to a single cigarette
to add 70ppm spices. Know from Table 1, plus the amount of monomer is far
greater than the minimum on the GC detection limit.
5.4 A portion of flavored cigarettes, tobacco and the filter quickly
separate pre-treatment, some of flavored cigarettes, according to standard
suction, using Cambridge
filter to collect the mainstream film gas, collecting the filter and cigarette
butts.
6. Pre-treatment
6.1 The target sample placed in SDE
extraction instrument for two hours, get CH2CL2 extract.
6.2 Will extract transferred to the
sub-funnel, respectively with acid, caustic washing three times, and then
saturated NaCL wash, CH2CL2 stripping solution were used twice extract combined
with the organic phase by adding anhydrous sodium sulfate overnight.
6.3 After drying CH2CL2 transferred to the
concentrated solution bottle, concentration, 1ml, by adding acetic acid
phenethyl ester as internal standard, namely, GC, GC / MS analysis of sample
solution.
8. Qualitative and quantitative analysis
8.1 Samples characterization of compounds
using GC-MS map by the computer in the Wiley library search, some of the
compounds was also out with a single standard sample GC peak retention time for
characterization.
8.2 Using gas chromatography internal
standard method standard curve of the collections in the quantitative analysis
of monomer plus spices.
9. Standard working curve
Measured in the context of the standard
curve of various monomer good linear correlation for quantification.
10. Pre-processing of each standard sample
repeatability and recovery of compounds
Accurately shift a certain amount of
standard sample taken place simultaneous distillation and extraction
instrument, using the same sample pre-treatment with the operation and GC conditions
for analysis of standard sample, repeat for 5 times, calculate recovery and
coefficient of variation and found that both the monomer recovery rate can
reach more than 85%, most of 100%, suitable for quantitative analysis.
III. Results and discussion
Tobacco Flavoring pumped directly after the
transfer of research
ZT: Tobacco Flavoring measured directly
after the cut tobacco to the filter holders to stay in the monomer rate,
ZSM: Tobacco Flavoring measured directly
after suction transfer rate of the mainstream of particle phase monomer,
ZSF: Tobacco Flavoring measured directly
after suction filtered in the monomer retention rate,
ZSD: Tobacco Flavoring measured directly
after suction cigarette butts in the monomer retention rate.
An iso-amyl methyl iso-amyl ethyl 2, 3
isovaleric propyl 4 butyl isovalerate, isoamyl isovalerate 5, 6, hexyl
isovalerate; 7 Ethyl butyrate, 8 ethyl caproate, 9 Ethyl, 10 octanoic acid
ethyl ester,
11,12 Wang Ethyl, 13 decanoic acid ethyl
ester, butyl acetate 14, 15, iso-amyl acetate, 16 Hexyl acetate, 17 g acetic acid ester, octyl acetate 18, 19
acetic acid Wang acetate, 20 decanoic acid ester; 21 Methyl cinnamate, ethyl
cinnamate 22, 23 cinnamic acid ester, 24-n-butyl cinnamate, isoamyl cinnamate
25,26
IV. Conclusion
An incense in Canada soon after the stripping and
processed tipping paper and filter tip, there was no detection of the target
monomer.
A low boiling point of monomer 2 in the cut tobacco in the hold to stay
relatively low, but also in the course of most of the lost pumping more.
3 Isovalerate an ester, an acetic acid
ethyl ester and a series of flavor in the tobacco held to remain in the rate of
grain in the suction phase and the mainstream after the Filter in the transfer
rate with most of the increase of molecular weight and boiling point increase
large, in the cigarette butts in the metastatic rate is relatively low.
4 Boiling point higher than 170 ℃,
after aspiration of the monomer particles can enter the mainstream phase, the
filter and cigarette butts in less than 170 ℃,
after pumping the monomer particles in the mainstream phase, the filter and
cigarette butts in the detected.
5 Cinnamic acid ester of a series of
monomers due to the boiling point in more than 260 ℃,
flavored tobacco, after withholding rate, pumping the mainstream after the
transfer rate and the filtered particulate retention rates are relatively high
and more stable.
