2012年5月30日星期三

The Application of Ethyl Cinnamate


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. 


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