CN104939317B - Purposes of the halogenated alkyl glyoxaline ion liquid as cigarette filter-tip additive agent - Google Patents
Purposes of the halogenated alkyl glyoxaline ion liquid as cigarette filter-tip additive agent Download PDFInfo
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- CN104939317B CN104939317B CN201510404760.3A CN201510404760A CN104939317B CN 104939317 B CN104939317 B CN 104939317B CN 201510404760 A CN201510404760 A CN 201510404760A CN 104939317 B CN104939317 B CN 104939317B
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- halogenated alkyl
- cigarette filter
- ion liquid
- glyoxaline ion
- cigarette
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- 235000019504 cigarettes Nutrition 0.000 title claims abstract description 56
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 title claims abstract description 44
- 239000007788 liquid Substances 0.000 title claims abstract description 27
- 239000000654 additive Substances 0.000 title claims abstract description 15
- 230000000996 additive effect Effects 0.000 title claims abstract description 15
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 7
- -1 halogenated alkyl glyoxaline ion Chemical class 0.000 claims abstract description 28
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 25
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000003546 flue gas Substances 0.000 claims abstract description 16
- 238000005660 chlorination reaction Methods 0.000 claims abstract description 7
- 239000002608 ionic 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
- 238000002360 preparation method Methods 0.000 claims description 5
- 239000004014 plasticizer Substances 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 230000026030 halogenation Effects 0.000 claims 1
- 238000005658 halogenation reaction Methods 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 229910000077 silane Inorganic materials 0.000 claims 1
- MCTWTZJPVLRJOU-UHFFFAOYSA-N 1-methyl-1H-imidazole Chemical compound CN1C=CN=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-N 0.000 abstract description 6
- 230000000694 effects Effects 0.000 abstract description 6
- KAIPKTYOBMEXRR-UHFFFAOYSA-N 1-butyl-3-methyl-2h-imidazole Chemical compound CCCCN1CN(C)C=C1 KAIPKTYOBMEXRR-UHFFFAOYSA-N 0.000 abstract description 5
- 230000006378 damage Effects 0.000 abstract description 4
- 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
- 239000004615 ingredient Substances 0.000 abstract description 3
- 239000000779 smoke Substances 0.000 abstract description 2
- 230000015572 biosynthetic process Effects 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 238000003786 synthesis reaction Methods 0.000 description 7
- 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
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 6
- 238000012512 characterization method Methods 0.000 description 6
- 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
- 239000003463 adsorbent Substances 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
- 150000002500 ions Chemical class 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- XLSZMDLNRCVEIJ-UHFFFAOYSA-N methylimidazole Natural products CC1=CNC=N1 XLSZMDLNRCVEIJ-UHFFFAOYSA-N 0.000 description 4
- 238000001228 spectrum Methods 0.000 description 4
- 238000005160 1H NMR spectroscopy Methods 0.000 description 3
- 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
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 230000005311 nuclear magnetism Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 238000004566 IR spectroscopy Methods 0.000 description 2
- 241000208125 Nicotiana Species 0.000 description 2
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 235000019441 ethanol Nutrition 0.000 description 2
- 125000002883 imidazolyl group Chemical group 0.000 description 2
- 238000002156 mixing Methods 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
- KEZMLECYELSZDC-UHFFFAOYSA-N 3-chloropropyl-diethoxy-methylsilane Chemical compound CCO[Si](C)(OCC)CCCCl KEZMLECYELSZDC-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 210000003169 central nervous system Anatomy 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
- UJTGYJODGVUOGO-UHFFFAOYSA-N diethoxy-methyl-propylsilane Chemical compound CCC[Si](C)(OCC)OCC UJTGYJODGVUOGO-UHFFFAOYSA-N 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
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000006870 function Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000002329 infrared spectrum Methods 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
- 229920001084 poly(chloroprene) Polymers 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
- 238000000926 separation method Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent 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
- 238000005292 vacuum distillation Methods 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
Purposes the invention discloses halogenated alkyl glyoxaline ion liquid as cigarette filter-tip additive agent, the halogenated alkyl glyoxaline ion liquid is chlorination 3- propyl (methyldiethoxysilane) -1- methylimidazole or chloridization 1-methyl-3-butyl imidazole or dibrominated 1, the bis- 3- of 6- (1- methylimidazole).The invention also discloses the cigarette filter that can selectively reduce fragrant phenol content in flue gas, halogenated alkyl glyoxaline ion liquid is added in the cigarette filter.The present invention can reduce the content of the ingredients such as tar, CO, phenol, crotonaldehyde in cigarette smoke, especially reduce the effect highly significant of fragrant phenol content, thus greatly reduce smoking harm caused by human health.
Description
Technical field
The present invention relates to cigarette filters, especially can selectively reduce the cigarette filter of fragrant phenol content in flue gas, this hair
The bright purposes for further relating to halogenated alkyl glyoxaline ion liquid as cigarette filter-tip additive agent.
Background technique
A large number of studies show that smoking has determining positive correlation with some diseases, in order to reduce smoking to the danger of human body
Evil, a large amount of scientific worker have carried out very extensive research to the method for reducing cigarette harm from different perspectives both at home and abroad.Virtue
Fragrant phenol is one of the substance that can be caused damages to human health in flue gas, it is that Central nervous system has inhibiting effect, energy loss
The toxic chemical substance of victimization body Liver and kidney function.After phenol enters human body, it can also be oxidized into the bigger hydroquinone of toxicity
And catechol.Countries tobacco administrative department is in one of the priority target that phenol is classified as to cigarette harm-reducing in the recent period.
In order to reduce the fragrant phenol in cigarette smoke, can method for selection generally have following two.First is that from source
Start with, by reducing the fragrant phenol generated during cigarette burning, reduces the fragrant phenol content in flue gas.Existing research report at present
Accuse prove, under conditions of simulated combustion, by reduce pipe tobacco in sugar or add specific catalyst in cigarette can
The fragrant phenol generated during cigarette burning is reduced to a certain extent, and still, technical process involved in the method is relatively multiple
Influence that is miscellaneous, inhaling taste to cigarette is difficult to hold.Another method is then the terminal in cigarette, is removed in flue gas using adsorbent material
Specific components achieve the purpose that drop evil.In this way the advantages of, is that selective adsorbent material is more, is easy to producing
Middle implementation.But since common commercial adsorbent does not have selective adsorption capacity to fragrant phenol, it is difficult to avoid adsorbent material
To tar etc. and the strong adsorption for inhaling the closely related component of taste, necessarily have an adverse effect to cigarette odor-absorbing, it can be seen that, it is existing
Material, which is unable to satisfy selectivity, reduces the purpose of fragrant phenol content in flue gas.
Summary of the invention
Harmful constituents in cigarette flue gas can be reduced it is an object of the present invention to provide a kind of, especially can selectively be reduced
Cigarette filter of the fragrant phenol content without changing cigarette style and suction taste in flue gas.
Halogenated alkyl glyoxaline ion liquid is added in cigarette filter provided by the present invention.
Preferably, the halogenated alkyl glyoxaline ion liquid is chlorination 3- propyl (methyldiethoxysilane) -1- first
Base imidazoles or chloridization 1-methyl-3-butyl imidazole or the bis- 3- of dibrominated 1,6- (1- methylimidazole).Its structural formula respectively as formula I,
II, shown in III.
It is further preferred that additive amount of the halogenated alkyl glyoxaline ion liquid in cigarette filter be 1~
1.5mg/ branch.
The cigarette filter of fragrant phenol content in flue gas can be selectively reduced a second object of the present invention is to provide a kind of
Preparation method, this method are: halogenated alkyl glyoxaline ion liquid being dissolved in plasticizer triacetyl glycerine, in filter stick silk
It is directly sprayed in filter stick during beam forming, the halogenated alkyl glyoxaline ion liquid accounts for triacetyl glycerine weight
5~20%, additive amount of the halogenated alkyl glyoxaline ion liquid in cigarette filter be 1~1.5mg/ branch.
Use third object of the present invention is to provide halogenated alkyl glyoxaline ion liquid as cigarette filter-tip additive agent
On the way.
The beneficial effects of the present invention are:
Halogenated alkyl glyoxaline ion liquid provided by the present invention has the effect of strong hydrogen bonding alkalinity, idol during the separation process
Pole effect and the effect of lower dispersion force, the energy larger polar compound of selective absorption, after being added to cigarette filter, volume
The equal decrease to some degree of content of the ingredients such as tar, CO, phenol, crotonaldehyde in cigarette flue gas especially reduces fragrant phenol
The effect highly significant of content, to greatly reduce smoking harm caused by human health.Ionic liquid is in mouth stick simultaneously
In addition to the style of cigarette and inhale taste and will not have any impact.
Detailed description of the invention
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 bis- 3- of dibrominated 1,6- (1- methylimidazole) prepared by embodiment 3.
Fig. 3 is the cigarette cigarette filter tip scanning electron microscope (SEM) photograph for being not added with ionic liquid.
Fig. 4 is the cigarette filter for being added to ionic liquid chlorination 3- propyl (methyldiethoxysilane) -1- methylimidazole
Scanning electron microscope (SEM) photograph.
Fig. 5 is the cigarette filter scanning electron microscope (SEM) photograph for being added to ionic liquid chloridization 1-methyl-3-butyl imidazole.
Fig. 6 is the cigarette filter scanning electron microscope (SEM) photograph for being added to the bis- 3- of ionic liquid dibrominated 1,6- (1- methylimidazole).
Specific embodiment
Invention is described in detail combined with specific embodiments below.
Embodiment 1
(1) synthesis of ionic liquid chlorination 3- propyl (methyldiethoxysilane) -1- methylimidazole: first by chloropropyl
Methyldiethoxysilane 1mol (210g), methylimidazole 1.2mol (97.2g) are added in the toluene of about 300ml, in nitrogen
Lower 110 DEG C are protected to flow back 72 hours.After reaction system is cooling, vacuum rotary steam removes toluene, then in 10mmHg, 100 DEG C of removings
Excessive methylimidazole obtains ionic liquid chlorination 3- propyl (methyldiethoxysilane) -1- methylimidazole about 270g, yield
About 90%.
Synthetic route is as follows:
Nucleus magnetic hydrogen spectrum characterization is carried out to synthesized ionic liquid, it was demonstrated that synthetic product is correct.Nuclear-magnetism characterization result are as follows:1H
NMR(300MHz,CDCl3): δ=10.434 (1H, NCHN), δ=7.49 (1H, NCHCH), δ=7.28 (1H, NCHCH), δ=
4.308(2H,NCH2), δ=4.05 (3H, NCH3), δ=3.6 (4H, OCH2), δ=1.902 (2H, NCH2CH2), δ=1.15
(6H,CH3CH2), δ=0.496 (2H, SiCH2CH2CH2), δ=0 (3H, SiCH3)。
(2) preparation of cigarette filter: by the ion liquid dissolving of step (1) synthesis in plasticizer triacetyl glycerine,
Directly be sprayed in filter stick during filter stick wire-beam forming, according in triacetyl glycerine dissolve 8% (weight) from
Sub- liquid, additive amount of the triacetyl glycerine in cigarette filter rod are 8% (weight) calculating, and ionic liquid is in single cigarette
Additive amount is 1.28mg/ branch.
Embodiment 2
(1) synthesis of ionic liquid chloridization 1-methyl-3-butyl imidazole: methylimidazole (160g, 1.95mol) and 1- neoprene
Alkane (200g, 2.16mol) mixing, 70 DEG C back flow reaction 72 hours in the atmosphere of nitrogen, ethyl acetate wash back spin be evaporated off it is molten
Agent, 70 DEG C of vacuum distillations remove impurity, obtain colorless and transparent viscous shape liquid, yield 92%.
Synthetic route is as follows:
Infrared spectroscopy and nucleus magnetic hydrogen spectrum characterization are carried out to synthesized ionic liquid, infrared spectrum as shown in Figure 1,
3148cm-1And 3089cm-1The weak absorbing at place is the stretching vibration of imidazole ring C-H, in 2850-2960cm-1Between alkyl C-
H stretching vibration.1567cm-1And 1465cm-1Absorption peak is the skeletal vibration of C=C and C=N on imidazole ring, it was demonstrated that synthetic product
Correctly.
Nuclear-magnetism characterization result are as follows:1HNMR(CDCl3, 300MHz, δ ppm): δ=10.631 (s, 1H, NCHN), δ=7.432
(s,1H,CH3), NCHCH δ=7.321 (s, 1H, CH3), NCHCHN δ=4.312 (t, 2H, NCH2), δ=4.104 (s, 3H,
CH3), N δ=1.879 (m, 2H, NCH2CH2), δ=1.38 (m, 2H, NCH2CH2CH2), δ=0.946 (t, 3H,
NCH2CH2CH2CH3)。
(2) preparation of cigarette filter: by the ion liquid dissolving of step (1) synthesis in triacetyl glycerine, in filter tip
It is directly sprayed in filter stick during wire-beam forming.According to the ionic liquid of dissolution 5% in triacetyl glycerine, ionic liquid
Additive amount of the body in single cigarette is 1mg/ branch.
Embodiment 3
(1) synthesis of the bis- 3- of ionic liquid dibrominated 1,6- (1- methylimidazole): methylimidazole (50g, 0.61mol) and 1,
It is reacted at room temperature 72 hours in the atmosphere of nitrogen after 6- dibromo-hexane (84g, 0.34mol) mixing using ethyl alcohol as solvent (250ml),
After revolving removes ethyl alcohol, unreacted reactant etc. is removed under reduced pressure, obtains white solid, yield about 90%.
The synthetic route of the bis- 3- of the ionic liquid dibrominated 1,6- (1- methylimidazole) is as follows:
Infrared spectroscopy and nucleus magnetic hydrogen spectrum characterization are carried out to the ionic liquid of synthesis, infared spectrum is as shown in Fig. 2, 3148cm-1
With 3089 at weak absorbing be imidazole ring C-H stretching vibration, in 2850-2960cm-1Between alkyl C-H stretching vibration.
1567cm-1And 1465cm-1Absorption peak is the skeletal vibration of C=C and C=N on imidazole ring, it was demonstrated that synthetic product is correct.
Nuclear-magnetism characterization result are as follows: 1HNMR (CDCl3, 300MHz, δ ppm): δ=9.924 (s, 2H, NCHN), δ=7.941
(s,2H,CH3), NCHCHN δ=7.830 (s, 2H, CH3), NCHCHN δ=4.361 (m, 4H, NCH2), δ=4.076 (m, 6H,
CH3), N δ=1.959 (m, 4H, NCH2CH2), δ=1.508 (m, 4H, NCH2CH2CH2)。
(2) preparation of cigarette filter: by the ion liquid dissolving of step (1) synthesis in triacetyl glycerine, in filter stick
It is directly sprayed in filter stick during wire-beam forming.According to the ionic liquid of dissolution 20% in triacetyl glycerine, ion
Additive amount of the liquid in single cigarette is 1.5mg/ branch.
Test example
(1) cigarette filter made from the cigarette filter and Examples 1 to 3 using scanning electron microscope to no addition ionic liquid
Configuration of surface characterized, electromicroscopic photograph respectively as illustrated in figures 3-6.Cigarette filter prepared by the present invention is morphologically in
Existing fluffy state, is not significantly different, therefore, additive of the present invention would not generate obviously Cigarette Draw Resistance with filter tip is compareed
It influences.
(2) filter tip for being added to ionic liquid is rolled into sample cigarette, the cigarette of blank testing sample and spiked sample
Flue gas correlation component target, evaluates the reducing poison function of ionic liquid, the results showed that, the cigarette cigarette of ionic liquid is added in filter tip
The equal decrease to some degree of content of the ingredients such as tar, CO, phenol, crotonaldehyde in gas, especially fragrant phenol burst size
Reduce highly significant.
The assay result (unit: μ g/ branch) of phenolic substances in 1 flue gas of table
| Phenol | Catechol | M- benzenediol | P- benzenediol | O-cresol | 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 (4)
1. halogenated alkyl glyoxaline ion liquid, as cigarette filter-tip additive agent, selectivity reduces the use of fragrant phenol content in flue gas
On the way, the halogenated alkyl glyoxaline ion liquid is chlorination 3- propyl (methyldiethoxysilane) -1- methylimidazole.
2. a kind of cigarette filter that can selectively reduce fragrant phenol content in flue gas, it is characterised in that: add in the cigarette filter
Halogenated alkyl glyoxaline ion liquid is added, the halogenated alkyl glyoxaline ion liquid is chlorination 3- propyl (methyl diethoxy
Base silane) -1- methylimidazole.
3. can selectively reduce the cigarette filter of fragrant phenol content in flue gas as claimed in claim 2, it is characterised in that: described
Additive amount of the halogenated alkyl glyoxaline ion liquid in cigarette filter is 1~1.5mg/ branch.
4. a kind of preparation method that can selectively reduce the cigarette filter of fragrant phenol content in flue gas, it is characterised in that: by halogenation
Alkyl imidazole ionic liquid is dissolved in plasticizer triacetyl glycerine, is directly sprayed during filter stick wire-beam forming
In filter stick, the halogenated alkyl glyoxaline ion liquid accounts for the 5~20% of triacetyl glycerine weight, the halogenated alkyl miaow
Additive amount of the azole ionic liquid in cigarette filter is 1~1.5mg/ branch, and the halogenated alkyl glyoxaline ion liquid is chlorine
Change 3- propyl (methyldiethoxysilane) -1- methylimidazole.
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|---|---|---|---|
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Citations (6)
| 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 |
| 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 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20070295347A1 (en) * | 2006-02-22 | 2007-12-27 | Philip Morris Usa Inc. | Surface-modified porous substrates |
-
2015
- 2015-07-10 CN CN201510404760.3A patent/CN104939317B/en active Active
Patent Citations (6)
| 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 |
| 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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