CN108069880A - A kind of polyhexamethylene list guanidine nitrate preparation method - Google Patents
A kind of polyhexamethylene list guanidine nitrate preparation method Download PDFInfo
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- CN108069880A CN108069880A CN201711258285.9A CN201711258285A CN108069880A CN 108069880 A CN108069880 A CN 108069880A CN 201711258285 A CN201711258285 A CN 201711258285A CN 108069880 A CN108069880 A CN 108069880A
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- China
- Prior art keywords
- guanidine nitrate
- polyhexamethylene list
- list guanidine
- reaction
- preparation
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C277/00—Preparation of guanidine or its derivatives, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C277/08—Preparation of guanidine or its derivatives, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups of substituted guanidines
Abstract
The present invention relates to a kind of polyhexamethylene list guanidine nitrate preparation method, by hexamethylene diamine and guanidine nitrate with 1:(0.9 1.1) molar ratio is put into reaction kettle, heating stirring is reacted at 140 180 DEG C, is released up to no ammonia and is stopped reaction, it is the solid product of white or faint yellow free from extraneous odour through melt polycondensation reaction generation appearance, which is polyhexamethylene list guanidine nitrate；Or by ammonium nitrate, dicyandiamide, hexamethylene diamine according to 2:(0.9‑1.1):The molar ratio of (2 2.1) feeds intake, and is added in reaction kettle, heating stirring, is reacted at 140 180 DEG C, is released up to no ammonia and stops reaction, and polyhexamethylene list guanidine nitrate is generated through melt polycondensation reaction.Advantage is：It is simple for process, technology maturation, it is easy to industrialized production.The polyhexamethylene list guanidine nitrate of preparation has good bactericidal effect, for the sterilization of common pathogenic species.
Description
Technical field
The present invention relates to a kind of polymer its preparation method more particularly to a kind of polyhexamethylene list guanidine nitrate preparation sides
Method.
Background technology
Guanidine radicals disinfectant mainly has chlorohexidene, hexamethylene and polyhexamethylene list guanidine currently on the market
Hydrochloride.Have researcher and find fungicidal effectiveness higher of the polyhexamethylene list guanidine than biguanides；Compared with chlorohexidene, kill thin
Bacterium, the ability of virus are more obvious, and the bactericidal effect time is more lasting.Therefore, people are to polyhexamethylene list guanidine salt acid
The research of salt is in the ascendant.Polyhexamethylene list guanidine hydrochloride is a kind of efficient germicide, available for micro- life on substance outer surface
The antiseptic of object can be used as daily life preservative.But since polyhexamethylene list guanidine hydrochloride has chlorine when in use
Ion releasing has corrosion to some metals such as carbon steel etc..In order to avoid metal erosion, it is necessary to seek a kind of alternative poly- six Asia
The efficient germicide of methyl list guanidine hydrochloride.
The content of the invention
For overcome the deficiencies in the prior art, the object of the present invention is to provide a kind of polyhexamethylene list guanidine nitrate preparation sides
Method, which has the features such as non-stimulated, corrosion-free, while is higher than polyhexamethylene list to staphylococcus albus killing effect
Guanidine hydrochloride, and its preparation method is simple for process, easily industrializes.
To achieve the above object, the invention is realized by the following technical scheme：
A kind of polyhexamethylene list guanidine nitrate preparation method, by hexamethylene diamine and guanidine nitrate with 1:(0.9-1.1) molar ratio
It puts into reaction kettle, heating stirring, is reacted at 140-180 DEG C, released up to no ammonia and stop reaction, it is anti-through melt polycondensation
Solid product of the appearance for white or faint yellow free from extraneous odour should be generated, which is polyhexamethylene list guanidine nitrate.
A kind of polyhexamethylene list guanidine nitrate preparation method, by ammonium nitrate, dicyandiamide, hexamethylene diamine according to 2:(0.9-
1.1):The molar ratio of (2-2.1) feeds intake, and is added in reaction kettle, heating stirring, is reacted at 140-180 DEG C, until nothing
Ammonia, which is released, stops reaction, and polyhexamethylene list guanidine nitrate is generated through melt polycondensation reaction.
Compared with prior art, the beneficial effects of the invention are as follows：
The present invention prepares polyhexamethylene list guanidine nitrate using two kinds of preparation methods, and the preparation method is simple for process, skill
Art is ripe, it is easy to industrialized production.The polyhexamethylene list guanidine nitrate of preparation proves there is good sterilization effect after testing
Fruit.Compound concentration is the polyhexamethylene list guanidine nitrate aqueous solution of 0.3% two methods preparation, common available for four kinds
Pathogenic species (Escherichia coli, pseudomonas aeruginosa, staphylococcus aureus, staphylococcus albus) sterilization.
Specific embodiment
The present invention is described in detail below, it should be noted that the implementation of the present invention is not limited to following embodiment party
Formula.
Polyhexamethylene list guanidine nitrate preparation method, by hexamethylene diamine and guanidine nitrate with 1:(0.9-1.1) molar ratio is put into
Into reaction kettle, heating stirring is reacted at 140-180 DEG C, is released up to no ammonia and is stopped reaction, given birth to through melt polycondensation reaction
It is the solid product of white or faint yellow free from extraneous odour into appearance, which is polyhexamethylene list guanidine nitrate.
Another polyhexamethylene list guanidine nitrate preparation method, by ammonium nitrate, dicyandiamide, hexamethylene diamine according to 2:(0.9-
1.1):The molar ratio of (2-2.1) feeds intake, and is added in reaction kettle, heating stirring, is reacted at 140-180 DEG C, until nothing
Ammonia, which is released, stops reaction, and polyhexamethylene list guanidine nitrate is generated through melt polycondensation reaction.
Embodiment 1
The preparation of polyhexamethylene list guanidine nitrate
1) claim guanidine nitrate 6.0938g, hexamethylene diamine 5.911g, be added in 100mL there-necked flasks, connect mechanical stirring device,
Tail gas reception device is connected, stirring when the reaction 2 that heats up at 150-160 DEG C is small, stops stirring, obtains thick solid, takes out,
Drying, pulverizes, obtains 9.2g polyhexamethylene list guanidine guanidine nitrate powder.
2) ammonium nitrate 8.0044g, dicyandiamide 4.2021g, hexamethylene diamine 11.6215g is claimed to be added in reaction kettle, connection machinery
Agitating device, connects tail gas reception device, and stirring when the reaction 2 that heats up at 150-160 DEG C is small, stops stirring, obtains thick solid
Body takes out, and drying pulverizes, obtains 18.0g polyhexamethylene list guanidine guanidine nitrate powder.
Prepare solution
Two methods of the polyhexamethylene list guanidine nitrate of 0.3g preparation is weighed respectively, is dissolved in water, it is dense to be configured to quality
Degree is 0.3% polyhexamethylene list guanidine nitrate solution, and several drops of concentrated nitric acid are added dropwise, and the pH for adjusting solution is 7.0, is used after filtering
In inhibition zone sterilization experiment.
Bactericidal test
By two kinds of polyhexamethylene list guanidine nitrate solution of above-mentioned preparation, respectively to Escherichia coli, pseudomonas aeruginosa,
Staphylococcus aureus and staphylococcus albus these four common pathogens do inhibition zone test.Experimental result is shown in Table 1.By table 1
As it can be seen that antibacterial circle diameter is all higher than 7mm, meet《Disinfection technology standard》Bactericidal property requirement in handbook.Illustrate by two methods
The polyhexamethylene list guanidine nitrate of preparation has good bactericidal property.And compared with polyhexamethylene list guanidine hydrochloride
The study found that polyhexamethylene list guanidine nitrate prepared by two methods is better than poly- six methylene to staphylococcus albus killing effect
Base list guanidine hydrochloride.
1 Bactericidal test of table
Embodiment 2
The preparation of polyhexamethylene list guanidine nitrate
1) guanidine nitrate of 2mol and the weight of hexamethylene diamine are calculated, is then weighed according to calculated value, by 1:1 mole of guanidine nitrate
It is put into hexamethylene diamine in the there-necked flask of 1L, connects mechanical stirring device, connect tail gas reception device, stirred, heating, and
When reaction 3 is small at 170-180 DEG C, stops stirring, obtain thick solid, take out, drying pulverizes, obtains polyhexamethylene list guanidine nitre
Sour guanidine powder.
2) ammonium nitrate, 0.5mol dicyandiamides, the weight of 1mol hexamethylene diamines of 1mol is calculated, is then weighed according to calculated value,
By 2:1:2 moles of ammonium nitrate, dicyandiamide, hexamethylene diamine are added in reaction kettle, connect mechanical stirring device, and connection tail gas receives
Device stirs, heating, when reaction 2.5 is small at 170-180 DEG C.Stopping stirring, obtain thick solid, take out, drying is pulverized,
Obtain polyhexamethylene list guanidine guanidine nitrate powder.
Prepare solution
Two methods of the polyhexamethylene list guanidine nitrate of 0.3g preparation is weighed respectively, is dissolved in water, it is dense to be configured to quality
Degree is 0.3% polyhexamethylene list guanidine nitrate solution, and several drops of concentrated nitric acid are added dropwise, and the pH for adjusting solution is 7.0, is used after filtering
In inhibition zone sterilization experiment.
Claims (2)
1. a kind of polyhexamethylene list guanidine nitrate preparation method, which is characterized in that by hexamethylene diamine and guanidine nitrate with 1:(0.9-
1.1) molar ratio is put into reaction kettle, heating stirring, is reacted at 140-180 DEG C, is released up to no ammonia and is stopped reaction, warp
Melt polycondensation reaction generation appearance is the solid product of white or faint yellow free from extraneous odour, which is polyhexamethylene list
Guanidine nitrate.
2. a kind of polyhexamethylene list guanidine nitrate preparation method, which is characterized in that by ammonium nitrate, dicyandiamide, hexamethylene diamine according to
2:(0.9-1.1):The molar ratio of (2-2.1) feeds intake, and is added in reaction kettle, heating stirring, anti-at 140-180 DEG C
Should, it is released up to no ammonia and stops reaction, polyhexamethylene list guanidine nitrate is generated through melt polycondensation reaction.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711258285.9A CN108069880A (en) | 2017-12-04 | 2017-12-04 | A kind of polyhexamethylene list guanidine nitrate preparation method |
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|---|---|---|---|
| CN201711258285.9A CN108069880A (en) | 2017-12-04 | 2017-12-04 | A kind of polyhexamethylene list guanidine nitrate preparation method |
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Citations (12)
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| CN101173041A (en) * | 2007-10-19 | 2008-05-07 | 华南理工大学 | High molecular weight guanidine salt and polyamine antimicrobial polymeric compounds, producing method and application of the same |
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| CN101857539A (en) * | 2009-04-09 | 2010-10-13 | 宁波大学 | Method for producing adipic acid, hexamethylenediamine sulfate and polyhexamethylene (di)guanidine sulfate from nylon-66 through depolymerization |
| CN101857540A (en) * | 2009-04-09 | 2010-10-13 | 宁波大学 | Method for producing adipic acid, hexamethylenediamine hydrochloride and polyhexamethylene (di)guanidine chloride from nylon-66 through depolymerization |
| CN102017979A (en) * | 2009-09-18 | 2011-04-20 | 中国石油化工股份有限公司 | Poly-guanidine pyrithione acid salt antimicrobial and preparation method thereof |
| CN103145981A (en) * | 2011-12-07 | 2013-06-12 | 上海高聚生物科技有限公司 | Polyhexamethylene guanidine phosphate and synthetic method thereof |
| RU2489452C1 (en) * | 2012-04-26 | 2013-08-10 | Общество с ограниченной ответственностью "Компания Вереск" | Method of producing polyhexamethylene guanidine hydrochloride |
| CN105778084A (en) * | 2014-12-26 | 2016-07-20 | 王建华 | Preparation method of polyhexamethylene guanidine |
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2017
- 2017-12-04 CN CN201711258285.9A patent/CN108069880A/en active Pending
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| RU2170743C1 (en) * | 2000-03-24 | 2001-07-20 | Липович Владимир Григорьевич | Method of preparing disinfecting agent (variants) |
| JP2002047111A (en) * | 2000-07-26 | 2002-02-12 | Daiwa Kagaku Kogyo Kk | Sterilizing cleanser |
| KR20050034017A (en) * | 2003-10-08 | 2005-04-14 | 에스케이케미칼주식회사 | Polyurethane resin composition including polyhexamethyleneguanidine salt |
| CN101173041A (en) * | 2007-10-19 | 2008-05-07 | 华南理工大学 | High molecular weight guanidine salt and polyamine antimicrobial polymeric compounds, producing method and application of the same |
| CN101250263A (en) * | 2007-11-28 | 2008-08-27 | 广州科仁机电有限公司 | Polyamine and guanidine salt prepolymer, polymer as well as preparation method and uses thereof |
| CN101857539A (en) * | 2009-04-09 | 2010-10-13 | 宁波大学 | Method for producing adipic acid, hexamethylenediamine sulfate and polyhexamethylene (di)guanidine sulfate from nylon-66 through depolymerization |
| CN101857540A (en) * | 2009-04-09 | 2010-10-13 | 宁波大学 | Method for producing adipic acid, hexamethylenediamine hydrochloride and polyhexamethylene (di)guanidine chloride from nylon-66 through depolymerization |
| CN102017979A (en) * | 2009-09-18 | 2011-04-20 | 中国石油化工股份有限公司 | Poly-guanidine pyrithione acid salt antimicrobial and preparation method thereof |
| CN103145981A (en) * | 2011-12-07 | 2013-06-12 | 上海高聚生物科技有限公司 | Polyhexamethylene guanidine phosphate and synthetic method thereof |
| RU2489452C1 (en) * | 2012-04-26 | 2013-08-10 | Общество с ограниченной ответственностью "Компания Вереск" | Method of producing polyhexamethylene guanidine hydrochloride |
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Application publication date: 20180525 |
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