CN106858709A - A kind of amino acid ion liquid of selectivity reducing cigarette crotonaldehyde in mainstream smoke and its application - Google Patents
A kind of amino acid ion liquid of selectivity reducing cigarette crotonaldehyde in mainstream smoke and its application Download PDFInfo
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- CN106858709A CN106858709A CN201710247460.8A CN201710247460A CN106858709A CN 106858709 A CN106858709 A CN 106858709A CN 201710247460 A CN201710247460 A CN 201710247460A CN 106858709 A CN106858709 A CN 106858709A
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- amino acid
- ion liquid
- acid ion
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
- A24B15/287—Treatment of tobacco products or tobacco substitutes by chemical substances by inorganic substances only
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- 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
- A24D3/067—Use of materials for tobacco smoke filters characterised by functional properties
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Cigarettes, Filters, And Manufacturing Of Filters (AREA)
- Paper (AREA)
Abstract
A kind of preparation method and applications of the amino acid ion liquid of selectivity reducing cigarette crotonaldehyde in mainstream smoke, it is characterised in that：Its preparation method is that acid-base neutralization reaction occurs by the carboxyl of amino acid and the hydroxyl of tetra-alkyl ammonium hydroxide, synthesis tetra-alkyl ammonium hydroxide type amino acid ion liquid, prepared amino acid ion liquid is applied to cigarette with coating method, being capable of effectively selectivity reducing cigarette crotonaldehyde in mainstream smoke, selective reduced rate can reach 20%, and will not produce influence to cigarette sensory quality.The advantage of the invention is that：Amino acid ion liquid synthetic method is simple, and preparation cost is low, it is easy to industrialize.And do not change existing plug configuration and filter stick formation processing technology.
Description
Technical field
The present invention relates to a kind of preparation side of the amino acid ion liquid of selectivity reducing cigarette crotonaldehyde in mainstream smoke
Method and its application in cigarette.
Background technology
Crotonaldehyde is present in the main harmful components list of multiple flue gases, such as the representative harmful components of cigarette smoke
Domestic 7 kinds of representative harmful components lists, Her Majesty the Queen in right of Canada as represented by the minister of Healt's harmful ingredients in flue gas test list, Environmental Protection Agency's chemical toxicity
Substance list, WHO propose to need 18 kinds of harmful components of preferential control.At present, crotonaldehyde in cigarette smoke burst size is reduced
Conventional means be in filter stick addition with suction-operated additive, such as activated carbon, shitosan, deacidite,
Polymer porous material containing amino etc..These solid kind additives, are generally applied to cigarette with binary or tri compound form,
Larger are changed to the original filter structures of cigarette, easily causes cigarette sensory quality to change, while increased filter stick formation technique answering
Polygamy and manufacturing cost, so as to constrain application of such filter stick additive in production of cigarettes.Liquid type functional material can lead to
The form applications such as paper coating, spray solution are crossed, addition manner is simple and easy to do, low cost, small is changed to plug configuration, it is to avoid thus
The change of cigarette sensory quality is brought, compared with solid kind material, application cost is low, strong applicability.
The content of the invention
The purpose of the present invention is just being directed to prior art situation and is providing a kind of selectivity reducing cigarette main flume mini-bus
The preparation method of the amino acid ion liquid of beans aldehyde, by paper coating method application, plug configuration is not changed and filter stick formation adds
Work technique, does not change cigarette sensory quality, and be more easy to realize that application cost is low compared with the addition of solid material composite filter.
The purpose of the present invention is achieved through the following technical solutions：
A kind of preparation method of the amino acid ion liquid of selectivity reducing cigarette crotonaldehyde in mainstream smoke, by amino acid
There is acid-base neutralization reaction in the hydroxyl of carboxyl and tetra-alkyl ammonium hydroxide, synthesize tetra-alkyl ammonium hydroxide type amino acid ionic liquid
Body, concrete mode is that amino acid is added into the tetra-alkyl ammonium hydroxide aqueous solution（Mol ratio is 1.5:1~2.0:1）In filled
Divide mixing, the h of stirring reaction 10~14 at 30~40 DEG C, reacted ionic liquid solution vacuum rotating at 70~80 DEG C
Evaporation removes water, after gained sample continues to be vacuum dried 24 h at 60 DEG C, insoluble matter, institute is extracted and filtered with absolute ethyl alcohol
Obtain solution and remove ethanol in rotary evaporation, then proceed to be vacuum dried 48 h at 45 DEG C, obtain final product tetraalkyl hydrogen-oxygen after purification
Change ammonium type amino acid ion liquid.
The amino acid is the one kind in threonine, serine and phenylalanine.
The tetra-alkyl ammonium hydroxide is the one kind in TPAOH and TBAH.
The tetraalkyl quaternary ammonium type amino acid ion liquid of preparation is applied to cigarette with coating method, alternative reduces master
Crotonaldehyde in stream flue gas, and do not interfere with cigarette sensory quality.The tetra-alkyl ammonium hydroxide type amino acid ion liquid phase
Coating weight to filter stick fibrous paper is 10~15 g/m2。
The advantage of the invention is that：
1st, amino acid ion liquid of the invention is applied to cigarette with coating method, being capable of effectively selectivity reducing cigarette master
Crotonaldehyde in stream flue gas, selective reduced rate can reach 20 %, and will not produce influence to cigarette sensory quality.
2nd, amino acid ion liquid synthetic method of the invention is simple, and preparation cost is low, it is easy to industrialize.
3rd, amino acid ion liquid of the invention is applied to cigarette in coating paper-vinegar fibre binary compound filter candle form, does not change
Become plug configuration and filter stick formation processing technology, application cost is low, and industrial usability is strong.
Specific embodiment
Substance of the invention is further illustrated with example below, but present disclosure is not limited to this.
Embodiment 1
It is sufficiently mixed during the addition of 1.5 mol threonines is contained into the 1.0 mol TPAOH aqueous solution, 30 DEG C of stirring reactions
After 10 h, rotary evaporation in vacuo removes water at 70 DEG C, after gained sample continues to be vacuum dried 48 hours at 60 DEG C, with nothing
Water-ethanol is extracted and filters insoluble matter.Resulting solution removes ethanol in rotary evaporation, then proceedes to be vacuum dried 48 at 50 DEG C
Hour, obtain final product TPAOH-threonine ionic liquid after purification.
TPAOH-threonine ionic liquid is pressed into 10 g/m2Coating weight, coat paper filter stick cellulose
On paper, be made paper filter stick, so it is compound with vinegar fibre base rod after obtain paper-vinegar binary compound filter candle（100mm/4,10mm paper section+
15mm vinegar fibre section）, then roll into experiment cigarette.Rolled up with obtained in paper uncoated under identical working condition-vinegar composite filter
Cigarette is control sample.The test result such as table 1 of the crotonaldehyde release amount and releasing content of coke tar of control cigarette and experiment cigarette sample
It is shown.
Tar and crotonaldehyde release amount result in the cigarette smoke of table 1
Result shows that TPAOH of the invention-threonine ionic liquid is with coating paper-vinegar fibre binary compound filter candle shape
Formula is applied to cigarette, can reduce crotonaldehyde release amount 20.1% in cigarette mainstream flue gas, and releasing content of coke tar is varied less, bar
Beans aldehyde selectivity reduced rate is 21.2%.Meanwhile, sensory evaluating smoking's result shows, tests cigarette overall perceived quality and compares cigarette
It is basically identical.
Embodiment 2
It is sufficiently mixed during 1.7 mol serines are added into the aqueous solution containing 1.0 mol TPAOHs, 35 DEG C of stirrings are anti-
After answering 12 h, rotary evaporation in vacuo removes water at 75 DEG C, after gained sample continues to be vacuum dried 48 hours at 60 DEG C, uses
Absolute ethyl alcohol is extracted and filters insoluble matter.Resulting solution removes ethanol in rotary evaporation, then proceedes to be vacuum dried at 50 DEG C
48 hours, obtain final product TPAOH-serine ionic liquid after purification.
TPAOH-serine ionic liquid is pressed into 12 g/m2Coating weight, coat paper filter stick cellulose
On paper, be made paper filter stick, so it is compound with vinegar fibre base rod after obtain paper-vinegar binary compound filter candle（100mm/4,10mm paper section+
15mm vinegar fibre section）, then roll into experiment cigarette.Rolled up with obtained in paper uncoated under identical working condition-vinegar composite filter
Cigarette is control sample.The test result such as table 2 of the crotonaldehyde release amount and releasing content of coke tar of control cigarette and experiment cigarette sample
It is shown.
Tar and crotonaldehyde release amount result in the cigarette smoke of table 2
Result shows that TPAOH of the invention-serine ionic liquid is with coating paper-vinegar fibre binary compound filter candle shape
Formula is applied to cigarette, can reduce crotonaldehyde release amount 22.0% in cigarette mainstream flue gas, and releasing content of coke tar is varied less, HCN
Selective reduced rate is 20.9%.Meanwhile, sensory evaluating smoking's result shows, experiment cigarette overall perceived quality is with to compare cigarette basic
Unanimously.
Embodiment 3
It is sufficiently mixed during 2.0 mol phenylalanines are added into the aqueous solution containing 1.0 mol TBAHs, 40 DEG C of stirrings
After reacting 14 h, rotary evaporation in vacuo removes water at 70 DEG C, after gained sample continues to be vacuum dried 48 hours at 50 DEG C,
Insoluble matter is extracted and filtered with absolute ethyl alcohol.Resulting solution rotary evaporation removes ethanol, then proceedes to be vacuum dried at 50 DEG C
48 h, obtain final product TBAH-phenylalanine ionic liquid after purification.
TBAH-phenylalanine ionic liquid is pressed into 15 g/m2Coating weight, coat paper filter stick fiber
On plain paper, be made paper filter stick, so it is compound with vinegar fibre base rod after obtain paper-vinegar binary compound filter candle（100mm/4,10mm paper
Section+15mm vinegar fibre sections）, then roll into experiment cigarette.With obtained in paper uncoated under identical working condition-vinegar composite filter
Cigarette is control sample.The test result such as table of the crotonaldehyde release amount and releasing content of coke tar of control cigarette and experiment cigarette sample
Shown in 3.
Tar and crotonaldehyde release amount result in the cigarette smoke of table 3
Result shows that TBAH of the invention-benzenpropanoic acid ionic liquid is with coating paper-vinegar fibre binary compound filter candle shape
Formula is applied to cigarette, can reduce crotonaldehyde release amount 26.2% in cigarette mainstream flue gas, and releasing content of coke tar is varied less, bar
Beans aldehyde selectivity reduced rate is 25.1%.Meanwhile, sensory evaluating smoking's result shows, tests cigarette overall perceived quality and compares cigarette
It is basically identical.
Claims (6)
1. a kind of preparation method of the amino acid ion liquid of selectivity reducing cigarette crotonaldehyde in mainstream smoke, its feature exists
In：There is acid-base neutralization reaction by the carboxyl of amino acid and the hydroxyl of tetra-alkyl ammonium hydroxide, synthesize tetraalkylphosphonium hydroxide
Ammonium type amino acid ion liquid, concrete mode is to be sufficiently mixed during amino acid is added into the tetra-alkyl ammonium hydroxide aqueous solution,
The h of stirring reaction 10~14 at 30~40 DEG C, reacted ionic liquid solution rotary evaporation in vacuo at 70~80 DEG C is removed
Water, after gained sample continues to be vacuum dried 24 h at 60 DEG C, extracts and filters insoluble matter with absolute ethyl alcohol, and resulting solution exists
Rotary evaporation removes ethanol, then proceedes to be vacuum dried 48 h at 45 DEG C, obtains final product tetra-alkyl ammonium hydroxide type ammonia after purification
Base acid ion liquid.
2. the preparation of the amino acid ion liquid of selectivity reducing cigarette crotonaldehyde in mainstream smoke according to claim 1
Method, it is characterised in that：The amino acid is 1.5 with the mol ratio of tetra-alkyl ammonium hydroxide:1~2.0:1.
3. the amino acid ion liquid of selectivity reducing cigarette crotonaldehyde in mainstream smoke according to claim 1 and 2
Preparation method, it is characterised in that：The amino acid is the one kind in threonine, serine and phenylalanine.
4. the preparation of the amino acid ion liquid of selectivity reducing cigarette crotonaldehyde in mainstream smoke according to claim 1
Method, it is characterised in that：The tetra-alkyl ammonium hydroxide is the one kind in TPAOH and TBAH.
5. a kind of tetra-alkyl ammonium hydroxide type amino acid ion liquid obtained according to preparation method described in claim 1 should
With, it is characterised in that：Tetra-alkyl ammonium hydroxide type amino acid ion liquid is applied to cigarette, alternative drop with coating method
Crotonaldehyde in low main flume, and do not interfere with cigarette sensory quality.
6. application according to claim 5, it is characterised in that：Tetra-alkyl ammonium hydroxide type amino acid ion liquid is relative to be filtered
The coating weight of rod fibrous paper is 10~15 g/m2。
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| Application Number | Priority Date | Filing Date | Title |
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| CN201710247460.8A CN106858709B (en) | 2017-04-17 | 2017-04-17 | The preparation method and applications of the amino acid ion liquid of selectivity reducing cigarette crotonaldehyde in mainstream smoke |
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| CN201710247460.8A CN106858709B (en) | 2017-04-17 | 2017-04-17 | The preparation method and applications of the amino acid ion liquid of selectivity reducing cigarette crotonaldehyde in mainstream smoke |
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| CN106858709A true CN106858709A (en) | 2017-06-20 |
| CN106858709B CN106858709B (en) | 2018-04-17 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113491934A (en) * | 2020-04-08 | 2021-10-12 | 中石化南京化工研究院有限公司 | Ionic liquid carbon dioxide absorbent |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102038284A (en) * | 2010-12-07 | 2011-05-04 | 广东中烟工业有限责任公司 | Tobacco addition and application thereof |
| CN102894473A (en) * | 2012-10-19 | 2013-01-30 | 云南瑞升烟草技术（集团）有限公司 | Method for preparing additive capable of reducing content of phenol and crotonaldehyde of cigarette |
| CN104957764A (en) * | 2015-05-29 | 2015-10-07 | 河南中烟工业有限责任公司 | Method for recuing release amount of aldehyde components of cut rolled stems |
| CN105029678A (en) * | 2015-07-24 | 2015-11-11 | 广东中烟工业有限责任公司 | Tobacco composite additive and application thereof |
-
2017
- 2017-04-17 CN CN201710247460.8A patent/CN106858709B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102038284A (en) * | 2010-12-07 | 2011-05-04 | 广东中烟工业有限责任公司 | Tobacco addition and application thereof |
| CN102894473A (en) * | 2012-10-19 | 2013-01-30 | 云南瑞升烟草技术（集团）有限公司 | Method for preparing additive capable of reducing content of phenol and crotonaldehyde of cigarette |
| CN104957764A (en) * | 2015-05-29 | 2015-10-07 | 河南中烟工业有限责任公司 | Method for recuing release amount of aldehyde components of cut rolled stems |
| CN105029678A (en) * | 2015-07-24 | 2015-11-11 | 广东中烟工业有限责任公司 | Tobacco composite additive and application thereof |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113491934A (en) * | 2020-04-08 | 2021-10-12 | 中石化南京化工研究院有限公司 | Ionic liquid carbon dioxide absorbent |
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