CN104939317A - Application of halogenated alkylimidazolium ionic liquid as cigarette filter additive - Google Patents
Application of halogenated alkylimidazolium ionic liquid as cigarette filter additive Download PDFInfo
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- CN104939317A CN104939317A CN201510404760.3A CN201510404760A CN104939317A CN 104939317 A CN104939317 A CN 104939317A CN 201510404760 A CN201510404760 A CN 201510404760A CN 104939317 A CN104939317 A CN 104939317A
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- Prior art keywords
- cigarette filter
- methylimidazole
- halogenated alkyl
- ion liquid
- cigarette
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Links
- 235000019504 cigarettes Nutrition 0.000 title claims abstract description 56
- 239000000654 additive Substances 0.000 title claims abstract description 7
- 230000000996 additive effect Effects 0.000 title claims abstract description 7
- 239000002608 ionic liquid Substances 0.000 title abstract description 27
- -1 chlorinated 3-propyl (diethoxymethylsilane)-1-methylimidazole Chemical class 0.000 claims abstract description 36
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 22
- 230000009467 reduction Effects 0.000 claims abstract description 10
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 38
- 239000007788 liquid Substances 0.000 claims description 23
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 claims description 22
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 13
- 239000003546 flue gas Substances 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 13
- 230000008569 process Effects 0.000 claims description 8
- KAIPKTYOBMEXRR-UHFFFAOYSA-N 1-butyl-3-methyl-2h-imidazole Chemical compound CCCCN1CN(C)C=C1 KAIPKTYOBMEXRR-UHFFFAOYSA-N 0.000 claims description 7
- 238000005660 chlorination reaction Methods 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 239000004014 plasticizer Substances 0.000 claims description 3
- 239000000779 smoke Substances 0.000 abstract description 6
- 230000000694 effects Effects 0.000 abstract description 5
- 230000000391 smoking effect Effects 0.000 abstract description 4
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 abstract description 3
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 abstract description 3
- 230000036541 health Effects 0.000 abstract description 3
- 239000004615 ingredient Substances 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000000463 material Substances 0.000 description 5
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 238000001228 spectrum Methods 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 238000012512 characterization method Methods 0.000 description 3
- 238000002329 infrared spectrum Methods 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- XLSZMDLNRCVEIJ-UHFFFAOYSA-N methylimidazole Natural products CC1=CNC=N1 XLSZMDLNRCVEIJ-UHFFFAOYSA-N 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 230000005311 nuclear magnetism Effects 0.000 description 3
- 241000208125 Nicotiana Species 0.000 description 2
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000006837 decompression Effects 0.000 description 2
- 125000002883 imidazolyl group Chemical group 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 1
- SGRHVVLXEBNBDV-UHFFFAOYSA-N 1,6-dibromohexane Chemical compound BrCCCCCCBr SGRHVVLXEBNBDV-UHFFFAOYSA-N 0.000 description 1
- VFWCMGCRMGJXDK-UHFFFAOYSA-N 1-chlorobutane Chemical compound CCCCCl VFWCMGCRMGJXDK-UHFFFAOYSA-N 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- IJAAVDUFBXLLQL-UHFFFAOYSA-N CCO[SiH](CCCCl)OCC Chemical compound CCO[SiH](CCCCl)OCC IJAAVDUFBXLLQL-UHFFFAOYSA-N 0.000 description 1
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 210000003169 central nervous system Anatomy 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 231100000481 chemical toxicant Toxicity 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000002389 environmental scanning electron microscopy Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 230000006870 function Effects 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000003907 kidney function Effects 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 230000003908 liver function Effects 0.000 description 1
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24D—CIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES FOR CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
- A24D3/00—Tobacco smoke filters, e.g. filter-tips, filtering inserts; Filters specially adapted for simulated smoking devices; Mouthpieces for cigars or cigarettes
- A24D3/06—Use of materials for tobacco smoke filters
- A24D3/14—Use of materials for tobacco smoke filters of organic materials as additive
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Cigarettes, Filters, And Manufacturing Of Filters (AREA)
Abstract
The invention discloses an application of a halogenated alkylimidazolium ionic liquid as a cigarette filter additive. The halogenated alkylimidazolium ionic liquid adopts chlorinated 3-propyl (diethoxymethylsilane)-1-methylimidazole or chlorinated 1-methyl-3-buthylimidazole or dibrominated 1,6-bis3-(1-methylimidazole). The invention further discloses a cigarette filter capable of selectively reducing the content of aromatic phenols in smoke, and the halogenated alkylimidazolium ionic liquid is added to the cigarette filter. According to the application, the content of ingredients such as tar, CO, phenol, crotonaldehyde and the like in the cigarette smoke can be reduced, and especially the effect of reduction of the aromatic phenols content is quite remarkable, so that the harm of smoking to human health is reduced greatly.
Description
Technical field
The present invention relates to cigarette filter, especially can the cigarette filter of fragrant phenol content in selective reduction flue gas, the invention still further relates to the purposes of halogenated alkyl glyoxaline ion liquid as cigarette filter-tip additive agent.
Background technology
Large quantity research shows that smoking and some diseases have the positive correlation determined, in order to reduce the harm of smoking to human body, a large amount of scientific worker have carried out studying very widely to the method reducing cigarette harm from different perspectives both at home and abroad.Fragrance phenol is can to one of material that health works the mischief in flue gas, and it has inhibitory action to central nervous system, the toxic chemical substance of energy loss victimization body Liver and kidney function.After phenol enters human body, also can be oxidized into the larger hydroquinones of toxicity and catechol.Countries tobacco administrative department recent by one of phenol priority target being classified as cigarette harm-reducing.
In order to reduce the fragrant phenol in cigarette smoke, the method for selection is can be used for generally to have following two kinds.One is start with from source, by reducing the fragrant phenol produced in cigarette burning process, reduces the fragrant phenol content in flue gas.Existing research report proves at present, under the condition of simulated combustion, by the sugar that reduces in pipe tobacco or add specific catalyst can reduce in cigarette burning process the fragrant phenol produced to a certain extent in cigarette, but, the technical process relative complex involved by the method, the impact of taste inhaled on cigarette be difficult to hold.Another method is then the terminal at cigarette, utilizes the sorbing material specific components removed in flue gas to reach and falls harmful object.The advantage of adopting in this way be selective sorbing material more, be easy to implement aborning.But, because common commercial adsorbent does not have optionally adsorption capacity to fragrant phenol, be difficult to avoid sorbing material focusing wet goods and the strong adsorption of inhaling the closely related component of taste, must have a negative impact to cigarette odor-absorbing, as can be seen here, current material cannot meet the object of fragrant phenol content in selective reduction flue gas.
Summary of the invention
An object of the present invention is to provide one and can reduce harmful constituents in cigarette flue gas, especially can fragrant phenol content and do not change cigarette style and inhale the cigarette filter of taste in selective reduction flue gas.
Halogenated alkyl glyoxaline ion liquid is with the addition of in cigarette filter provided by the present invention.
Preferably, described halogenated alkyl glyoxaline ion liquid is chlorination 3-propyl group (methyldiethoxysilane)-1-methylimidazole or chloridization 1-methyl-3-butyl imidazole or the two 3-(1-methylimidazole) of dibrominated 1,6-.Its structural formula is respectively such as formula shown in I, II, III.
Further preferably, the addition of described halogenated alkyl glyoxaline ion liquid in cigarette filter is that 1 ~ 1.5mg/ props up.
Second object of the present invention is to provide the preparation method of the cigarette filter of fragrant phenol content in a kind of energy selective reduction flue gas, the method is: be dissolved in by halogenated alkyl glyoxaline ion liquid in plasticizer triacetyl glycerine, directly be sprayed in filter stick in filter stick wire-beam forming process, described halogenated alkyl glyoxaline ion liquid accounts for 5 ~ 20% of triacetyl glycerine weight, and the addition of described halogenated alkyl glyoxaline ion liquid in cigarette filter is that 1 ~ 1.5mg/ props up.
3rd object of the present invention is to provide the purposes of halogenated alkyl glyoxaline ion liquid as cigarette filter-tip additive agent.
The invention has the beneficial effects as follows:
Halogenated alkyl glyoxaline ion liquid provided by the present invention has the effect of strong hydrogen bonding alkalescence, dipole effect and lower dispersion force effect in separation process, the compound of the larger polarity of energy selective absorption, after being added to cigarette filter, the equal decrease to some degree of content of the compositions such as the tar in cigarette smoke, CO, phenol, crotonaldehyde, especially reduce the effect highly significant of fragrant phenol content, thus greatly reduce the harm that smoking causes health.Ionic liquid can not have any impact with suction taste to the style of cigarette adding in mouth rod simultaneously.
Accompanying drawing explanation
Fig. 1 is the infrared spectrogram of chloridization 1-methyl-3-butyl imidazole prepared by embodiment 2.
Fig. 2 is the infrared spectrogram of the two 3-(1-methylimidazole) of dibrominated 1,6-prepared by embodiment 3.
Fig. 3 is the cigarette cigarette filter tip scanning electron microscope (SEM) photograph not adding ionic liquid.
Fig. 4 is for the addition of the cigarette filter scanning electron microscope (SEM) photograph of ionic liquid chlorination 3-propyl group (methyldiethoxysilane)-1-methylimidazole.
Fig. 5 is the cigarette filter scanning electron microscope (SEM) photograph that with the addition of ionic liquid chloridization 1-methyl-3-butyl imidazole.
Fig. 6 is for the addition of the cigarette filter scanning electron microscope (SEM) photograph of the two 3-(1-methylimidazole) of ionic liquid dibrominated 1,6-.
Detailed description of the invention
Below in conjunction with specific embodiment, invention is described in detail.
Embodiment 1
(1) synthesis of ionic liquid chlorination 3-propyl group (methyldiethoxysilane)-1-methylimidazole: first add in the toluene of about 300ml by chloropropyl diethoxy silane 1mol (210g), methylimidazole 1.2mol (97.2g), under the protection of nitrogen, 110 DEG C are refluxed 72 hours.After the cooling of question response system, vacuum rotary steam removing toluene, then at 10mmHg, 100 DEG C of excessive methylimidazoles of removing, obtain ionic liquid chlorination 3-propyl group (methyldiethoxysilane)-1-methylimidazole and be about 270g, productive rate about 90%.
Synthetic route is as follows:
Nucleus magnetic hydrogen spectrum sign is carried out to synthesized ionic liquid, proves that synthetic product is correct.Nuclear-magnetism characterization result is:
1h NMR (300MHz, CDCl
3): δ=10.434 (1H, NCHN), δ=7.49 (1H, NCHCH), δ=7.28 (1H, NCHCH), δ=4.308 (2H, NCH
2), δ=4.05 (3H, NCH
3), δ=3.6 (4H, OCH
2), δ=1.902 (2H, NCH
2cH
2), δ=1.15 (6H, CH
3cH
2), δ=0.496 (2H, SiCH
2cH
2cH
2), δ=0 (3H, SiCH
3).
(2) preparation of cigarette filter: ion liquid dissolving step (1) synthesized is in plasticizer triacetyl glycerine, directly be sprayed in filter stick in filter stick wire-beam forming process, according to the ionic liquid dissolving 8% (weight) in triacetyl glycerine, the addition of triacetyl glycerine in cigarette filter rod is that 8% (weight) calculates, and the addition of ionic liquid in single cigarette is that 1.28mg/ props up.
Embodiment 2
(1) synthesis of ionic liquid chloridization 1-methyl-3-butyl imidazole: methylimidazole (160g, 1.95mol) with 1-chlorobutane (200g, 2.16mol) mixing, 70 DEG C of back flow reaction 72 hours in the atmosphere of nitrogen, ethyl acetate revolves after washing and steams except desolventizing, 70 DEG C of decompression distillation removing impurity, obtain water white transparency and glue shape liquid, productive rate 92%.
Synthetic route is as follows:
Carry out infrared spectrum and nucleus magnetic hydrogen spectrum to synthesized ionic liquid to characterize, infrared spectrum as shown in Figure 1,3148cm
-1and 3089cm
-1the weak absorbing at place is the stretching vibration of imidazole ring C-H, at 2850-2960cm
-1between the C-H stretching vibration of alkyl.1567cm
-1and 1465cm
-1absworption peak is the skeletal vibration of C=C and C=N on imidazole ring, proves that synthetic product is correct.
Nuclear-magnetism characterization result is:
1hNMR (CDCl
3, 300MHz, δ ppm): δ=10.631 (s, 1H, NCHN), δ=7.432 (s, 1H, CH
3nCHCH), δ=7.321 (s, 1H, CH
3nCHCHN), δ=4.312 (t, 2H, NCH
2), δ=4.104 (s, 3H, CH
3n), δ=1.879 (m, 2H, NCH
2cH
2), δ=1.38 (m, 2H, NCH
2cH
2cH
2), δ=0.946 (t, 3H, NCH
2cH
2cH
2cH
3).
(2) preparation of cigarette filter: ion liquid dissolving step (1) synthesized, in triacetyl glycerine, is directly sprayed in filter stick in filter tow forming process.According to the ionic liquid dissolving 5% in triacetyl glycerine, the addition of ionic liquid in single cigarette is that 1mg/ props up.
Embodiment 3
(1) ionic liquid dibrominated 1, the synthesis of the two 3-(1-methylimidazole) of 6-: methylimidazole (50g, 0.61mol) He 1,6-dibromo-hexane (84g, after mixing be 0.34mol) solvent (250ml) room temperature reaction 72 hours in the atmosphere of nitrogen with ethanol, revolve after steaming removing ethanol, decompression removing unreacted reactant etc., obtain white solid, productive rate about 90%.
The synthetic route of the two 3-(1-methylimidazole) of described ionic liquid dibrominated 1,6-is as follows:
Carry out infrared spectrum and nucleus magnetic hydrogen spectrum to the ionic liquid of synthesis to characterize, infared spectrum as shown in Figure 2,3148cm
-1with the stretching vibration that the weak absorbing at 3089 places is imidazole ring C-H, at 2850-2960cm
-1between the C-H stretching vibration of alkyl.1567cm
-1and 1465cm
-1absworption peak is the skeletal vibration of C=C and C=N on imidazole ring, proves that synthetic product is correct.
Nuclear-magnetism characterization result is: 1HNMR (CDCl
3, 300MHz, δ ppm): δ=9.924 (s, 2H, NCHN), δ=7.941 (s, 2H, CH
3nCHCHN), δ=7.830 (s, 2H, CH
3nCHCHN), δ=4.361 (m, 4H, NCH
2), δ=4.076 (m, 6H, CH
3n), δ=1.959 (m, 4H, NCH
2cH
2), δ=1.508 (m, 4H, NCH
2cH
2cH
2).
(2) preparation of cigarette filter: ion liquid dissolving step (1) synthesized, in triacetyl glycerine, is directly sprayed in filter stick in filter stick wire-beam forming process.According to the ionic liquid dissolving 20% in triacetyl glycerine, the addition of ionic liquid in single cigarette is that 1.5mg/ props up.
Test example
(1) utilize the configuration of surface of ESEM to the cigarette filter that the cigarette filter and embodiment 1 ~ 3 that do not add ionic liquid obtain to characterize, electromicroscopic photograph respectively as illustrated in figures 3-6.Cigarette filter prepared by the present invention morphologically presents fluffy state, and contrasts filter tip and does not have significant difference, and therefore, additive of the present invention would not produce obvious impact to Cigarette Draw Resistance.
(2) filter tip that with the addition of ionic liquid is rolled into sample cigarette, the cigarette smoke Related Component index of blank testing sample and spiked sample, evaluate the reducing poison function of ionic liquid, result shows, the equal decrease to some degree of content of the compositions such as the tar in the cigarette smoke of ionic liquid, CO, phenol, crotonaldehyde is with the addition of, the reduction highly significant of especially fragrant phenol burst size in filter tip.
The assay result (unit: μ g/ props up) of aldehydes matter in table 1 flue gas
Phenol | Catechol | M-benzenediol | P-benzenediol | O-cresols | M-cresol and p-Cresol | |
Embodiment 1 | 11.51 | 18.52 | 0.31 | 27.03 | 1.72 | 4.05 |
Embodiment 2 | 12.15 | 19.65 | 0.35 | 27.84 | 1.69 | 4.11 |
Embodiment 3 | 12.54 | 20.85 | 0.34 | 28.76 | 1.77 | 4.34 |
Reference examples | 19.12 | 34.38 | 0.57 | 45.84 | 2.48 | 5.73 |
Claims (7)
1. halogenated alkyl glyoxaline ion liquid is as the purposes of cigarette filter-tip additive agent.
2. purposes as claimed in claim 1, it is characterized in that: described halogenated alkyl glyoxaline ion liquid is chlorination 3-propyl group (methyldiethoxysilane)-1-methylimidazole or chloridization 1-methyl-3-butyl imidazole or the two 3-(1-methylimidazole) of dibrominated 1,6-.
3. the cigarette filter of fragrant phenol content in energy selective reduction flue gas, is characterized in that: with the addition of halogenated alkyl glyoxaline ion liquid in described cigarette filter.
4. as claimed in claim 3 can the cigarette filter of fragrant phenol content in selective reduction flue gas, it is characterized in that: described halogenated alkyl glyoxaline ion liquid is chlorination 3-propyl group (methyldiethoxysilane)-1-methylimidazole or chloridization 1-methyl-3-butyl imidazole or the two 3-(1-methylimidazole) of dibrominated 1,6-.
5. the cigarette filter of fragrant phenol content in the selective reduction of the energy as described in claim 3 or 4 flue gas, is characterized in that: the addition of described halogenated alkyl glyoxaline ion liquid in cigarette filter is that 1 ~ 1.5mg/ props up.
6. the preparation method of the cigarette filter of fragrant phenol content in an energy selective reduction flue gas, it is characterized in that: halogenated alkyl glyoxaline ion liquid is dissolved in plasticizer triacetyl glycerine, directly be sprayed in filter stick in filter stick wire-beam forming process, described halogenated alkyl glyoxaline ion liquid accounts for 5 ~ 20% of triacetyl glycerine weight, and the addition of described halogenated alkyl glyoxaline ion liquid in cigarette filter is that 1 ~ 1.5mg/ props up.
7. preparation method as claimed in claim 6, it is characterized in that: described halogenated alkyl glyoxaline ion liquid is chlorination 3-propyl group (methyldiethoxysilane)-1-methylimidazole or chloridization 1-methyl-3-butyl imidazole or the two 3-(1-methylimidazole) of dibrominated 1,6-.
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Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4202356A (en) * | 1976-07-08 | 1980-05-13 | University Of Kentucky Research Foundation | Tobacco smoke filter material |
US4372328A (en) * | 1980-05-20 | 1983-02-08 | B.A.T. Cigaretten-Fabriken Gmbh | Fibrous material for tobacco smoke filter |
US20070295347A1 (en) * | 2006-02-22 | 2007-12-27 | Philip Morris Usa Inc. | Surface-modified porous substrates |
CN101297715A (en) * | 2008-06-26 | 2008-11-05 | 湖南中烟工业有限责任公司 | Additive agent for reducing aldehydes matter content in cigarette flue gas, production method and application thereof |
CN102002888A (en) * | 2010-09-16 | 2011-04-06 | 湖南中烟工业有限责任公司 | Cellulose paper capable of reducing benzo(a)pyrene content of smoke of cigarettes, preparation method thereof and use thereof |
CN203633495U (en) * | 2013-11-13 | 2014-06-11 | 湖南中烟工业有限责任公司 | Binary composite cigarette holder used for reducing releasing amount of cigarette smoke tar and aldehyde compounds |
CN104351946A (en) * | 2014-10-22 | 2015-02-18 | 浙江中烟工业有限责任公司 | Cigarette filter rod for selectively reducing phenol content in smoke gas of cigarettes as well as preparation method and application of cigarette filter rod |
-
2015
- 2015-07-10 CN CN201510404760.3A patent/CN104939317B/en active Active
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4202356A (en) * | 1976-07-08 | 1980-05-13 | University Of Kentucky Research Foundation | Tobacco smoke filter material |
US4372328A (en) * | 1980-05-20 | 1983-02-08 | B.A.T. Cigaretten-Fabriken Gmbh | Fibrous material for tobacco smoke filter |
US20070295347A1 (en) * | 2006-02-22 | 2007-12-27 | Philip Morris Usa Inc. | Surface-modified porous substrates |
CN101297715A (en) * | 2008-06-26 | 2008-11-05 | 湖南中烟工业有限责任公司 | Additive agent for reducing aldehydes matter content in cigarette flue gas, production method and application thereof |
CN102002888A (en) * | 2010-09-16 | 2011-04-06 | 湖南中烟工业有限责任公司 | Cellulose paper capable of reducing benzo(a)pyrene content of smoke of cigarettes, preparation method thereof and use thereof |
CN203633495U (en) * | 2013-11-13 | 2014-06-11 | 湖南中烟工业有限责任公司 | Binary composite cigarette holder used for reducing releasing amount of cigarette smoke tar and aldehyde compounds |
CN104351946A (en) * | 2014-10-22 | 2015-02-18 | 浙江中烟工业有限责任公司 | Cigarette filter rod for selectively reducing phenol content in smoke gas of cigarettes as well as preparation method and application of cigarette filter rod |
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