CN105315459B - A kind of preparation method of polyadipate base guanidine hydrochloride - Google Patents
A kind of preparation method of polyadipate base guanidine hydrochloride Download PDFInfo
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- CN105315459B CN105315459B CN201410589775.7A CN201410589775A CN105315459B CN 105315459 B CN105315459 B CN 105315459B CN 201410589775 A CN201410589775 A CN 201410589775A CN 105315459 B CN105315459 B CN 105315459B
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- guanidine hydrochloride
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Abstract
The present invention relates to a kind of preparation method of polyadipate base guanidine hydrochloride.Adipic acid, guanidine hydrochloride are well mixed, heating melting, 120 160 DEG C of heating-up temperature；Add catalyst；Add molecular weight regulator；Whole course of reaction all carries out a point water step, after reaction terminates, and adds immediately in absolute ethyl alcohol, cools down room temperature, and recrystallization is filtrated to get polyadipate base guanidine hydrochloride.Polyadipate base guanidine hydrochloride of the present invention, is improved to poly- guanidine disinfectant in structure, introduces electron withdraw group acyl group and make it that the electropositive of guanidine radicals is bigger, so its sterilizing ability is just stronger.
Description
Technical field
The present invention relates to a kind of preparation method containing guanidine polymer, specifically a kind of polyadipate base guanidine hydrochloride
Preparation method.
Background technology
Bactericide species now on the market is a lot, and the mechanism of action is different, and the scope and effect of sterilization are also not quite similar.But
All there is the defect of itself, such as, toxic side effect is big, bactericidal range is small, speed of action is slow, price is high etc..Containing guanidine polymer tool
There is broad-spectrum, valid density is low, work fast, property is stable, premium properties soluble in water can be used at normal temperatures,
It is long-term antibacterial, have no side effect, non-corrosiveness is colourless, odorless, nontoxic, non-ignitable, not quick-fried, use safety, moderate, transporter
Just, it may be said that be optimal bactericide.Common, such as Polyhaxemethylenguanidine Hydrochloride（Biguanides）With hydrochloric acid Polyethoxyolefin acidic group guanidine
Class, CN1357235A, CN101731257A etc..Containing guanidine polymer there is its sterilization mechanism to be that guanidine radicals has very high activity,
In electropositive, it can be adsorbed rapidly on cell membrane in the thalline of negatively charged, suppressed the splitting function of cell virus, lost it
Lose fecundity.But the sterilizing ability containing guanidine polymer having is weak, it is impossible to meet production and living needs.
The content of the invention
It is an object of the invention to provide a kind of strong preparation method containing guanidine polymer of sterilizing ability,
That is the preparation method of polyadipate base guanidine hydrochloride.
The object of the present invention is achieved like this：
Adipic acid, guanidine hydrochloride are well mixed, heating melting, 120-160 DEG C of heating-up temperature；Add catalyst；Add and divide
Son amount conditioning agent；Whole course of reaction all carries out a point water step, after reaction terminates, and adds immediately in absolute ethyl alcohol, cools down room temperature,
Recrystallization, is filtrated to get polyadipate base guanidine hydrochloride；
Adipic acid, guanidine hydrochloride, the mol ratio of catalyst and molecular weight regulator are 1:1:0.01-0.05:0.02-0.06；
Used catalyst is p-methyl benzenesulfonic acid, the concentrated sulfuric acid, phosphoric acid；
Molecular weight regulator used is mercaptopropionic acid, 3- isooctyl mercaptopropionates；
The step 1）In heating-up temperature be 120 DEG C.
The beneficial effects of the invention are as follows：
Polyadipate base guanidine hydrochloride of the present invention, is improved to poly- guanidine disinfectant in structure, introduces electron-withdrawing group
Group's acyl group make it that the electropositive of guanidine radicals is bigger, so its sterilizing ability is just stronger.
Embodiment
The preparation method of polyadipate base guanidine hydrochloride is by oneself in the container equipped with temperature method, water knockout drum and condenser
Diacid, guanidine hydrochloride are well mixed, heating melting, and 120-160 DEG C of heating-up temperature, optimal reaction temperature is 120 DEG C；Add catalysis
Agent, used catalyst is p-methyl benzenesulfonic acid, the concentrated sulfuric acid, phosphoric acid；Divide water；Add molecular weight regulator, molecular weight regulator used
For mercaptopropionic acid, 3- isooctyl mercaptopropionates；After reaction terminates, add immediately in absolute ethyl alcohol while hot, cool down room temperature, tie again
Crystalline substance, is filtrated to get polyadipate base guanidine hydrochloride.Adipic acid, guanidine hydrochloride, the mol ratio of catalyst and molecular weight regulator are 1:
1:0.01-0.05:0.02-0.06。
Below by specific embodiment, the present invention will be described, it should be appreciated that in order to illustrate merely to explaining this
Invention, is not defined to its content.
In the three-necked bottle equipped with thermometer, water knockout drum and condenser（500ml）In, add adipic acid（142.12g）, hydrochloric acid
Guanidine（95.53g）, 128 DEG C, after melting are heated, stirring adds 1.72g to this methanesulfonic acid, stirred 2.5 hours, adds 2.12g mercaptos
Mixed liquor, after point water terminates, is added to equipped with 450ml absolute ethyl alcohols, stirring after being completely dissolved, is cooled down by base propionic acid while hot
Room temperature, overnight, filtering obtain polyadipate guanidine hydrochloride.
In the three-necked bottle equipped with thermometer, water knockout drum and condenser（500ml）In, add adipic acid（142.12g）, hydrochloric acid
Guanidine（95.53g）, 125 DEG C, after melting are heated, stirring adds the 1.5g concentrated sulfuric acids, stirs 2.3 hours, adds 2.3g mercaptopropionic acids
Mixed liquor, after point water terminates, is added to equipped with 500ml absolute ethyl alcohols, stirring after being completely dissolved, is cooled down by different monooctyl ester while hot
Room temperature, left undisturbed overnight, filtering obtains polyadipate base guanidine hydrochloride.
In the three-necked bottle equipped with thermometer, water knockout drum and condenser（500ml）In, add adipic acid（142.12g）, hydrochloric acid
Guanidine（95.53g）, 126 DEG C, after melting are heated, stirring adds 1.8g concentrated phosphoric acids, stirs 2 hours, adds 2.3g mercaptopropionic acids different
Mixed liquor, after point water terminates, is added to equipped with 550ml absolute ethyl alcohols, stirs by monooctyl ester while hot, after being completely dissolved, cooling chamber
Temperature, left undisturbed overnight, filtering obtains polyadipate base guanidine hydrochloride.
In the three-necked bottle equipped with thermometer, water knockout drum and condenser（500ml）In, add adipic acid（142.12g）, hydrochloric acid
Guanidine（95.53g）, 142 DEG C, after melting are heated, stirring adds 2.58g to this methanesulfonic acid, stirred 2 hours, adds 3.4g sulfydryls third
Mixed liquor, after point water terminates, is added to equipped with 500ml absolute ethyl alcohols, stirring is cold after being completely dissolved by the different monooctyl ester of acid while hot
But room temperature, overnight, filters, obtains polyadipate guanidine hydrochloride.
In the three-necked bottle equipped with thermometer, water knockout drum and condenser（500ml）In, add adipic acid（142.12g）, hydrochloric acid
Guanidine（95.53g）, 150 DEG C, after melting are heated, stirring adds 2.2g concentrated phosphoric acids, stirs 2.5 hours, adds 2.54g sulfydryls third
Mixed liquor, after point water terminates, is added to equipped with 500ml absolute ethyl alcohols, stirring after being completely dissolved, cools down room temperature by acid while hot,
Overnight, filter, obtain polyadipate guanidine hydrochloride.
Claims (5)
1. a kind of preparation method of polyadipate base guanidine hydrochloride, it is characterised in that：Adipic acid, guanidine hydrochloride are well mixed, plus
Heat fusing, 120-160 DEG C of heating-up temperature；Add catalyst；Add molecular weight regulator；Whole course of reaction all carries out a point water step
Suddenly, after reaction terminates, add immediately in absolute ethyl alcohol, cool down room temperature, recrystallization is filtrated to get polyadipate base guanidine hydrochloride.
2. a kind of preparation method of polyadipate base guanidine hydrochloride according to claim 1, it is characterised in that：Adipic acid,
The mol ratio of guanidine hydrochloride, catalyst and molecular weight regulator is 1:1:0.01-0.05:0.02-0.06.
3. a kind of preparation method of polyadipate base guanidine hydrochloride according to claim 1, it is characterised in that：Catalysis used
Agent is p-methyl benzenesulfonic acid, the concentrated sulfuric acid, phosphoric acid.
4. a kind of preparation method of polyadipate base guanidine hydrochloride according to claim 1, it is characterised in that：Molecule used
Amount conditioning agent is mercaptopropionic acid, 3- isooctyl mercaptopropionates.
5. a kind of preparation method of polyadipate base guanidine hydrochloride according to claim 1, it is characterised in that：The step
In heating-up temperature be 120 DEG C.
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| CN201410589775.7A CN105315459B (en) | 2014-10-29 | 2014-10-29 | A kind of preparation method of polyadipate base guanidine hydrochloride |
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| CN109467698B (en) * | 2018-10-10 | 2019-08-30 | 桂林新先立抗菌材料有限公司 | A kind of antibacterial polymer and preparation method thereof |
| CN110746595B (en) * | 2019-11-01 | 2023-12-22 | 吉林师范大学 | Preparation method of poly (propylene glycol) guanidine hydrochloride |
| CN110777442A (en) * | 2019-11-06 | 2020-02-11 | 吉林师范大学 | Preparation method of itaconic acid guanidyl styrene copolymerized disinfection fiber |
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| SU1641847A1 (en) * | 1988-12-12 | 1991-04-15 | Войсковая часть 75360 | Compound for tentative protection against corrosion |
| SU1728256A1 (en) * | 1988-12-27 | 1992-04-23 | Московский научно-исследовательский и проектно-изыскательский институт "МосводоканалНИИпроект" | Copolymer of alkyleneguanidine salts as a biocide flocculating agent |
| GB9712317D0 (en) * | 1997-06-13 | 1997-08-13 | Zeneca Ltd | Composition, compound and use |
| 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 |
| FR2929281B1 (en) * | 2008-03-28 | 2011-03-11 | Polyrise | MODIFICATION OF THE SURFACE CHEMISTRY OF MACROMOLECULAR SPECIES IN THE PRESENCE OF A CONJUGATED GUANIDINE |
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Inventor after: Li Chuanbi Inventor after: Liu Chunling Inventor after: Zhang Shoucai Inventor after: Li Fubiao Inventor before: Bai Yunfei |
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Address after: 136100 No. 8, Hongyuan Street, Lingdong Industrial Concentration Zone, Gongzhuling, Siping, Jilin Patentee after: Yunfei Biopharmaceutical (Jilin) Co.,Ltd. Address before: 136001 Office Building of Lingdong Industrial Concentration Area Management Committee, North 1st Street, Lingdong Industrial Concentration Area, Gongzhuling City, Siping City, Jilin Province Patentee before: JILIN YUNFEI PHARMACEUTICAL Co.,Ltd. |