CN106565856B - It is a kind of to flow chitosan material and preparation method thereof certainly - Google Patents
It is a kind of to flow chitosan material and preparation method thereof certainly Download PDFInfo
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- CN106565856B CN106565856B CN201610966675.0A CN201610966675A CN106565856B CN 106565856 B CN106565856 B CN 106565856B CN 201610966675 A CN201610966675 A CN 201610966675A CN 106565856 B CN106565856 B CN 106565856B
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- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0024—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Glucans; (beta-1,3)-D-Glucans, e.g. paramylon, coriolan, sclerotan, pachyman, callose, scleroglucan, schizophyllan, laminaran, lentinan or curdlan; (beta-1,6)-D-Glucans, e.g. pustulan; (beta-1,4)-D-Glucans; (beta-1,3)(beta-1,4)-D-Glucans, e.g. lichenan; Derivatives thereof
- C08B37/0027—2-Acetamido-2-deoxy-beta-glucans; Derivatives thereof
- C08B37/003—Chitin, i.e. 2-acetamido-2-deoxy-(beta-1,4)-D-glucan or N-acetyl-beta-1,4-D-glucosamine; Chitosan, i.e. deacetylated product of chitin or (beta-1,4)-D-glucosamine; Derivatives thereof
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Abstract
The present invention relates to a kind of from the preparation method for flowing chitosan material, belongs to technical field of polymer materials.The present invention is prepared by drying mixed solution dialysis after carrying out ion-exchange reactions for chitosan quaternary ammonium salt and nonylphenol polyoxyethylene ether sulfate solution blending from flowing chitosan material.What preparation method obtained through the invention is uniform from flowing its particle diameter distribution of chitosan material, and the flow behavior with similar liquids in the case where temperature is 45 DEG C of condition of no solvent is conducive to melt-processed at low temperature and prepares polymer blend membrane.Preparation method process of the present invention is simple, and reaction time is short, asepsis environment-protecting.
Description
Technical field
It is specially a kind of from flowing chitosan material and preparation method thereof the present invention relates to the preparation of high polymer material, belong to
In technical field of polymer materials.
Background technique
Chitosan quaternary ammonium salt is that chitosan derivatives, chitosan quaternary ammonium salt obtained from chitosan is chemically modified both retained
The excellent properties such as its degradability of chitosan, biocompatibility, while being again highly improved in anti-microbial property, have document
Show the antibiotic property of chitosan quaternary ammonium salt better than chitosan and other chitosan derivatives.Chitosan can only be dissolved in dilute acid soln
In, not soluble in water, which has limited the applications of chitosan, and chitosan quaternary ammonium salt is completely soluble, therefore chitosan quaternary ammonium salt exists
Food, health care, gains great popularity in industrial application at medical treatment, but all kinds of chitosan quaternary ammonium salts and chitosan that China develops at present
Derivative is mostly the chitosan material of normal size rank, fails the bioactivity for showing chitosan completely and excellent medicine
Characteristic.In field of material processing, chitosan material processing temperature is higher, and processing temperature can be with the difference of viscosity average molecular weigh
And it is different, unstable easy decomposition of viscosity etc. is unfavorable for the shortcomings that shaping during high-temperature fusion, but also chitosan quaternary ammonium
The processing of salt and chitosan derivatives is limited to a certain extent.Therefore under exploitation condition of no solvent, low viscosity, shell resistant to high temperatures
Chitosan material seems particularly necessary, solves the manufacturing deficiency that chitosan material is blended with other polymer meltings.
It is mainly at present to the hydroxyl on its strand to the chemical modification of chitosan quaternary ammonium salt and its derivative
Modification is learned, severe reaction conditions, the chitin modified material prepared is varied, including powder, microballoon, resin, film, solidifying
Glue, but there are no attempt to prepare modified chitosan nano meter level fluent material.The flowing chitosan certainly that the present invention prepares
The processing temperature of material very good solution chitosan is higher than its decomposition temperature this processing problem, while Nonyl pheno
Ether sodium sulfate itself also has antibiotic property, so that the antibiotic property of fluent material can be promoted further, under without solvent condition
The mobility showed can be applied in medical domains such as wound coatings, and flow the average-size of chitosan material certainly in 10nm
Within, this is that size is more rare in all kinds of chitosan materials developed at present, and nano-scale chitosan material application prospect is non-
It is often wide.
In the prior art, Chinese patent CN201410567704.7, it is publication date on January 18th, 2015, entitled
" chitosan quaternary ammonium salt-galangal essential oil composite antibacterial aerosol, preparation method and its application ", the invention utilize chitosan season
Chitosan Composites are prepared in ammonium salt and the blending of galangin oil solution.Chinese patent CN201410069972.6, it is open
It day is on December 17th, 2014, entitled " a kind of chitosan quaternary ammonium salt couplant and preparation method thereof ", which utilizes
Chitosan quaternary ammonium salt couplant is prepared in triethanolamine and chitosan quaternary ammonium salt, Phenoxyethanol crosslinking.Chinese patent
CN201310416202.X, publication date are on December 25th, 2013, a kind of entitled " chitosan material active modification side
Method ", which occurs oxidation reaction by the chitosan solution and oxidant for being dissolved in diluted acid, using the reagent of chitosan indissoluble
Chitosan material active material is obtained by filtration in middle co-precipitation.The studies above is all to be obtained by a series of be crosslinked with oxidation reaction
To chitin modified material, reaction process uses strong acid and strong base or oxidant, and environmental pollution is larger, and reaction time is long.
Chinese patent CN201310232624.1, publication date on September 25th, 2013, a kind of entitled " carboxymethyl shell
Glycan quaternary ammonium salt/modified zirconium phosphate nanocomposite ", the invention are divided in the form of intercalation carboxymethyl chitosan quaternary ammonium salt
It dissipates and obtains Chitosan Composites in basic zirconium phosphate piece interlayer.This method reaction process is simple, but composite material thermostabilization is bad, work
Industry processing temperature is higher.
Chinese patent CN201610144489.9, publication date on June 15th, 2016, a kind of entitled " wastewater treatment
With ultrabranching polyamide modified quaternary ammonium salt of chitosan microballoon and its preparation method and application ", the invention is by by hyperbranched polyamides
Amine, chitosan and alkyl halide reaction obtain modified quaternary ammonium salt of chitosan.This method preparation process is cumbersome, and uses toxic solvent,
Environmental pollution is larger, is also damaged to chitosan anti-bacteria performance, its application is limited.
The method for preparing chitin modified material at present is more, but common method is crosslinked and graft reaction by a series of
Chitin modified material is finally prepared, feature is that reaction time is long, and materials processing temperature temperature is high, and more in reaction process
Using toxic solvents, it is unfavorable for environmental protection, modified material difficult forming, it is poor that dispersibility is blended in chitosan quaternary ammonium salt composite material.
Summary of the invention
The problem of existing in view of the above technology, the object of the present invention is to provide a kind of from flowing chitosan material and its preparation
Method.In order to achieve the above objectives, the present invention is achieved by the following technical solutions:
It is a kind of from flowing chitosan material, it is described from flowing chitosan material particle size range be 2~10nm, it is described from
There is mobility under conditions of flowing chitosan material more than temperature 45 C.
It is a kind of from flow chitosan material preparation method, the preparation method according to the following steps:
Chitosan quaternary ammonium salt and nonylphenol polyoxyethylene ether sulfate is taken to be dissolved in 40 mass by the mass parts ratio of 1:1~3
In number deionized water, to be reacted under the conditions of 65 DEG C for 24 hours, the mixing liquid after taking out reaction is dialysed 3~5 days at room temperature, then
Liquid after dialysis is 3 days dry in 45 DEG C in a vacuum drying oven, chitosan is obtained from fluent material.
The chitosan quaternary ammonium salt is from glycidyl ammonium chloride and chitosan synthesis.
It is 15000~200000 that the chitosan quaternary ammonium salt, which glues equal viscosity average molecular weigh,.
Due to using above technical scheme, a kind of preparation method from flowing chitosan material of the invention has following
Advantage:
The present invention carries out ion friendship using nonylphenol polyoxyethylene ether sulfate and the ammonium chloride on chitosan quaternary ammonium salt surface
It changes, the flowing chitosan material certainly that particle size range is 2~10nm, has class I liquid I behavior under the conditions of temperature is 45 DEG C is prepared
Material, which is slightly soluble in ethyl alcohol, isopropanol, chloroform, toluene, soluble easily in water, and thermal degradation temperature is 200~380 DEG C.System of the present invention
Standby simple from flowing chitosan material process, reaction time is short, and toxic solvents are not used in reaction process, will not pollute ring
Border, it is different from the method that a series of conventionally employed crosslinkings and substitution reaction prepare chitosan material.It is prepared by the present invention simultaneously
From flowing chitosan material, particle diameter distribution is uniform, and range is 2~10nm, and thermal decomposition temperature compares the shell of other methods preparation
Chitosan material is higher, oneself, which flows the viscosity of chitosan material and processing temperature is blended with other polymers processing, then substantially reduces.
This method preparation belongs to nanometer materials from flowing chitosan material, and performance is more excellent, in medical treatment, bioengineering
Application prospect it is considerable, while unique auto-flowability provides possibility for the processing of chitosan material at low temperature.
Specific embodiment
Below with reference to specific example, the invention will be described in further detail.
It is a kind of to flow chitosan material and preparation method thereof certainly:
It is a kind of from flowing chitosan material, it is described from flowing chitosan material particle size range be 2~10nm, it is described from
There is mobility under conditions of flowing chitosan material more than temperature 45 C, be slightly soluble in ethyl alcohol, isopropanol, chloroform, toluene, easily
It is dissolved in water, thermal degradation temperature is 200~380 DEG C.
It is a kind of from flow chitosan material preparation method, the preparation method according to the following steps:
Chitosan quaternary ammonium salt and nonylphenol polyoxyethylene ether sulfate is taken to be dissolved in 40 mass by the mass parts ratio of 1:1~3
In number deionized water, to be reacted under the conditions of 65 DEG C for 24 hours, the mixing liquid after taking out reaction is dialysed 3~5 days at room temperature, then
Liquid after dialysis is 3 days dry in 45 DEG C in a vacuum drying oven, it obtains particle size range and is 2~10nm, is 45 DEG C in temperature
Under the conditions of with class I liquid I behavior from flowing chitosan material；
The chitosan quaternary ammonium salt is from glycidyl ammonium chloride and chitosan synthesis.
It is 15000~200000 that the chitosan quaternary ammonium salt, which glues equal viscosity average molecular weigh,.
Specific embodiment
Embodiment 1
The synthesis of 1 chitosan quaternary ammonium salt: taking 1g viscosity average molecular weigh is 80000 chitosan, and 1% matter of 60~80ml is added dropwise
The glacial acetic acid solution of amount score sufficiently dissolves stirring, then the sodium hydroxide solution neutralization of 1% mass fraction of 60~80ml is added dropwise
And precipitate above-mentioned chitosan solution completely, mixed solution to PH=7~8 are then washed with deionized and are filtered, incited somebody to action
It filters obtained chitosan filter cake to be added to immediately in 30g isopropanol, is warming up to 80 DEG C, configure dissolved with bis--three glycidyl chlorine of 5g
The 20g isopropyl alcohol mixture for changing quaternized ammonium, per the above-mentioned mixed solution of one third volume is added every other hour, stirring is anti-
After answering 20 hours, ethanol in proper amount is added and settles half an hour, chitosan quaternary ammonium salt powder is obtained by filtration.
2 from the preparation for flowing chitosan material: taking chitosan quaternary ammonium salt of the 1g through preparing in step 1 and 1g polyoxyethylene nonyl phenyl
Ethylene ether sodium sulfate is dissolved in 40ml water, is reacted for 24 hours, the mixing liquid after reaction is dialysed 3 days, in vacuum under the conditions of 65 DEG C
The flowing chitosan certainly that particle size range is 2~10nm is obtained within dry 3 days in drying box in 45 DEG C.
Embodiment 2
The synthesis of 1 chitosan quaternary ammonium salt: taking 1g viscosity average molecular weigh is 80000 chitosan, and 1% matter of 60~80ml is added dropwise
The glacial acetic acid solution of amount score sufficiently dissolves stirring, then the sodium hydroxide solution neutralization of 60~80ml1% mass fraction is added dropwise simultaneously
It precipitates above-mentioned chitosan solution completely, mixed solution to PH=7~8 is then washed with deionized and are filtered, will filter
Obtained chitosan filter cake is added to immediately in 30g isopropanol, is warming up to 80 DEG C, is configured dissolved with bis--three glycidyl chlorination of 5g
The 20g isopropyl alcohol mixture of quaternized ammonium is stirred to react per the above-mentioned mixed solution of one third volume is added every other hour
After 20 hours, ethanol in proper amount is added and settles half an hour, chitosan quaternary ammonium salt powder is obtained by filtration.
2 from the preparation for flowing chitosan material: taking chitosan quaternary ammonium salt of the 1g through preparing in step 1 and 2g polyoxyethylene nonyl phenyl
Ethylene ether sodium sulfate is dissolved in 40ml water, is reacted for 24 hours, the mixing liquid after reaction is dialysed 4 days, in vacuum under the conditions of 65 DEG C
The flowing chitosan certainly that particle size range is 2~10nm is obtained within dry 3 days in drying box in 45 DEG C.
Embodiment 3
The synthesis of 1 chitosan quaternary ammonium salt: taking 1g viscosity average molecular weigh is 80000 chitosan, and 1% matter of 60~80ml is added dropwise
The glacial acetic acid solution of amount score sufficiently dissolves stirring, then the sodium hydroxide solution neutralization of 60~80ml1% mass fraction is added dropwise simultaneously
It precipitates above-mentioned chitosan solution completely, mixed solution to PH=7~8 is then washed with deionized and are filtered, will filter
Obtained chitosan filter cake is added to immediately in 30g isopropanol, is warming up to 80 DEG C, is configured dissolved with bis--three glycidyl chlorination of 5g
The 20g isopropyl alcohol mixture of quaternized ammonium is stirred to react per the above-mentioned mixed solution of one third volume is added every other hour
After 20 hours, ethanol in proper amount is added and settles half an hour, chitosan quaternary ammonium salt powder is obtained by filtration.
2 from the preparation for flowing chitosan material: taking chitosan quaternary ammonium salt of the 1g through preparing in step 1 and 3g polyoxyethylene nonyl phenyl
Ethylene ether sodium sulfate is dissolved in 40ml water, is reacted for 24 hours, the mixing liquid after reaction is dialysed 5 days, in vacuum under the conditions of 65 DEG C
The flowing chitosan certainly that particle size range is 2~10nm is obtained within dry 3 days in drying box in 45 DEG C.
Embodiment 4
The synthesis of 1 chitosan quaternary ammonium salt: taking 1g viscosity average molecular weigh is 120000 chitosan, and the 1% of 60~80ml is added dropwise
The glacial acetic acid solution of mass fraction sufficiently dissolves stirring, then the sodium hydroxide solution neutralization of 60~80ml1% mass fraction is added dropwise
And precipitate above-mentioned chitosan solution completely, mixed solution to PH=7~8 are then washed with deionized and are filtered, incited somebody to action
It filters obtained chitosan filter cake to be added to immediately in 30g isopropanol, is warming up to 80 DEG C, configure dissolved with bis--three glycidyl chlorine of 5g
The 20g isopropyl alcohol mixture for changing quaternized ammonium, per the above-mentioned mixed solution of one third volume is added every other hour, stirring is anti-
After answering 20 hours, ethanol in proper amount is added and settles half an hour, chitosan quaternary ammonium salt powder is obtained by filtration.
2 from the preparation for flowing chitosan material: taking chitosan quaternary ammonium salt of the 1g through preparing in step 1 and 1g polyoxyethylene nonyl phenyl
Ethylene ether sodium sulfate is dissolved in 40ml water, is reacted for 24 hours, the mixing liquid after reaction is dialysed 3 days, in vacuum under the conditions of 65 DEG C
The flowing chitosan certainly that particle size range is 2~10nm is obtained within dry 3 days in drying box in 45 DEG C.
Embodiment 5
The synthesis of 1 chitosan quaternary ammonium salt: taking 1g viscosity average molecular weigh is 120000 chitosan, and the 1% of 60~80ml is added dropwise
The glacial acetic acid solution of mass fraction sufficiently dissolves stirring, then the sodium hydroxide solution neutralization of 60~80ml1% mass fraction is added dropwise
And precipitate above-mentioned chitosan solution completely, mixed solution to PH=7~8 are then washed with deionized and are filtered, incited somebody to action
It filters obtained chitosan filter cake to be added to immediately in 30g isopropanol, is warming up to 80 DEG C, configure dissolved with bis--three glycidyl chlorine of 5g
The 20g isopropyl alcohol mixture for changing quaternized ammonium, per the above-mentioned mixed solution of one third volume is added every other hour, stirring is anti-
After answering 20 hours, ethanol in proper amount is added and settles half an hour, chitosan quaternary ammonium salt powder is obtained by filtration.
2 from the preparation for flowing chitosan material: taking chitosan quaternary ammonium salt of the 1g through preparing in step 1 and 1g polyoxyethylene nonyl phenyl
Ethylene ether sodium sulfate is dissolved in 40ml water, is reacted for 24 hours, the mixing liquid after reaction is dialysed 3 days, in vacuum under the conditions of 65 DEG C
The flowing chitosan certainly that particle size range is 2~10nm is obtained within dry 3 days in drying box in 45 DEG C.
Embodiment 6
The synthesis of 1 chitosan quaternary ammonium salt: taking 1g viscosity average molecular weigh is 120000 chitosan, and the 1% of 60~80ml is added dropwise
The glacial acetic acid solution of mass fraction sufficiently dissolves stirring, then the sodium hydroxide solution neutralization of 60~80ml1% mass fraction is added dropwise
And precipitate above-mentioned chitosan solution completely, mixed solution to PH=7~8 are then washed with deionized and are filtered, incited somebody to action
It filters obtained chitosan filter cake to be added to immediately in 30g isopropanol, is warming up to 80 DEG C, configure dissolved with bis--three glycidyl chlorine of 5g
The 20g isopropyl alcohol mixture for changing quaternized ammonium, per the above-mentioned mixed solution of one third volume is added every other hour, stirring is anti-
After answering 20 hours, ethanol in proper amount is added and settles half an hour, chitosan quaternary ammonium salt powder is obtained by filtration.
2 from the preparation for flowing chitosan material: taking chitosan quaternary ammonium salt of the 1g through preparing in step 1 and 1g polyoxyethylene nonyl phenyl
Ethylene ether sodium sulfate is dissolved in 40ml water, is reacted for 24 hours, the mixing liquid after reaction is dialysed 3 days, in vacuum under the conditions of 65 DEG C
The flowing chitosan certainly that particle size range is 2~10nm is obtained within dry 3 days in drying box in 45 DEG C.
Embodiment 7
The synthesis of 1 chitosan quaternary ammonium salt: taking 1g viscosity average molecular weigh is 160000 chitosan, and the 1% of 60~80ml is added dropwise
The glacial acetic acid solution of mass fraction sufficiently dissolves stirring, then the sodium hydroxide solution neutralization of 60~80ml1% mass fraction is added dropwise
And precipitate above-mentioned chitosan solution completely, mixed solution to PH=7~8 are then washed with deionized and are filtered, incited somebody to action
It filters obtained chitosan filter cake to be added to immediately in 30g isopropanol, is warming up to 80 DEG C, configure dissolved with bis--three glycidyl chlorine of 5g
The 20g isopropyl alcohol mixture for changing quaternized ammonium, per the above-mentioned mixed solution of one third volume is added every other hour, stirring is anti-
After answering 20 hours, ethanol in proper amount is added and settles half an hour, chitosan quaternary ammonium salt powder is obtained by filtration.
2 from the preparation for flowing chitosan material: taking chitosan quaternary ammonium salt of the 1g through preparing in step 1 and 1g polyoxyethylene nonyl phenyl
Ethylene ether sodium sulfate is dissolved in 40ml water, is reacted for 24 hours, the mixing liquid after reaction is dialysed 3 days, in vacuum under the conditions of 65 DEG C
The flowing chitosan certainly that particle size range is 2~10nm is obtained within dry 3 days in drying box in 45 DEG C.
Embodiment 8
The synthesis of 1 chitosan quaternary ammonium salt: taking 1g viscosity average molecular weigh is 160000 chitosan, and the 1% of 60~80ml is added dropwise
The glacial acetic acid solution of mass fraction sufficiently dissolves stirring, then the sodium hydroxide solution neutralization of 60~80ml1% mass fraction is added dropwise
And precipitate above-mentioned chitosan solution completely, mixed solution to PH=7~8 are then washed with deionized and are filtered, incited somebody to action
It filters obtained chitosan filter cake to be added to immediately in 30g isopropanol, is warming up to 80 DEG C, configure dissolved with bis--three glycidyl chlorine of 5g
The 20g isopropyl alcohol mixture for changing quaternized ammonium, per the above-mentioned mixed solution of one third volume is added every other hour, stirring is anti-
After answering 20 hours, ethanol in proper amount is added and settles half an hour, chitosan quaternary ammonium salt powder is obtained by filtration.
2 from the preparation for flowing chitosan material: taking chitosan quaternary ammonium salt of the 1g through preparing in step 1 and 2g polyoxyethylene nonyl phenyl
Ethylene ether sodium sulfate is dissolved in 40ml water, is reacted for 24 hours, the mixing liquid after reaction is dialysed 3 days, in vacuum under the conditions of 65 DEG C
The flowing chitosan certainly that particle size range is 2~10nm is obtained within dry 4 days in drying box in 45 DEG C.
Embodiment 9
The synthesis of 1 chitosan quaternary ammonium salt: taking 1g viscosity average molecular weigh is 160000 chitosan, and the 1% of 60~80ml is added dropwise
The glacial acetic acid solution of mass fraction sufficiently dissolves stirring, then the sodium hydroxide solution neutralization of 60~80ml1% mass fraction is added dropwise
And precipitate above-mentioned chitosan solution completely, mixed solution to PH=7~8 are then washed with deionized and are filtered, incited somebody to action
It filters obtained chitosan filter cake to be added to immediately in 30g isopropanol, is warming up to 80 DEG C, configure dissolved with bis--three glycidyl chlorine of 5g
The 20g isopropyl alcohol mixture for changing quaternized ammonium, per the above-mentioned mixed solution of one third volume is added every other hour, stirring is anti-
After answering 20 hours, ethanol in proper amount is added and settles half an hour, chitosan quaternary ammonium salt powder is obtained by filtration.
2 from the preparation for flowing chitosan material: taking chitosan quaternary ammonium salt of the 1g through preparing in step 1 and 3g polyoxyethylene nonyl phenyl
Ethylene ether sodium sulfate is dissolved in 40ml water, is reacted for 24 hours, the mixing liquid after reaction is dialysed 3 days, in vacuum under the conditions of 65 DEG C
The flowing chitosan certainly that particle size range is 2~10nm is obtained within dry 5 days in drying box in 45 DEG C.
Claims (1)
1. it is a kind of from flow chitosan material preparation method, it is characterised in that: the preparation method according to the following steps:
Chitosan quaternary ammonium salt and nonylphenol polyoxyethylene ether sulfate is taken to be dissolved in 40 mass fractions by the mass parts ratio of 1:1~3
In deionized water, reacted under the conditions of 65 DEG C for 24 hours, the mixing liquid after taking out reaction is dialysed 3~5 days at room temperature, then will be saturating
Liquid after analysis is 3 days dry in 45 DEG C in a vacuum drying oven, obtains from flowing chitosan material；
The chitosan quaternary ammonium salt is from glycidyl ammonium chloride and chitosan synthesis；
It is 15000~200000 that the chitosan quaternary ammonium salt, which glues equal viscosity average molecular weigh,.
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| CN101050242A (en) * | 2007-05-11 | 2007-10-10 | 江南大学 | Method for synthesizing polymer of amphoteric chitosan |
| CN103321053A (en) * | 2013-06-19 | 2013-09-25 | 江苏金太阳纺织科技有限公司 | Multifunctional softener and preparation method for same |
| CN103665185A (en) * | 2013-09-26 | 2014-03-26 | 中国科学院烟台海岸带研究所 | Sulfated chitosan quaternary ammonium salt as well as preparation and application thereof |
| CN104829748A (en) * | 2014-02-07 | 2015-08-12 | 山东省泰和水处理有限公司 | Water-soluble chitosan quaternary ammonium salt bactericide and preparation method thereof |
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- 2016-11-03 CN CN201610966675.0A patent/CN106565856B/en active Active
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|---|---|---|---|---|
| CN101050242A (en) * | 2007-05-11 | 2007-10-10 | 江南大学 | Method for synthesizing polymer of amphoteric chitosan |
| CN103321053A (en) * | 2013-06-19 | 2013-09-25 | 江苏金太阳纺织科技有限公司 | Multifunctional softener and preparation method for same |
| CN103665185A (en) * | 2013-09-26 | 2014-03-26 | 中国科学院烟台海岸带研究所 | Sulfated chitosan quaternary ammonium salt as well as preparation and application thereof |
| CN104829748A (en) * | 2014-02-07 | 2015-08-12 | 山东省泰和水处理有限公司 | Water-soluble chitosan quaternary ammonium salt bactericide and preparation method thereof |
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Effective date of registration: 20200312 Address after: No. 403, unit 1, building 31, Xinyuan community, Xinyuan Road, Xinhua District, Shijiazhuang City, Hebei Province 050000 Patentee after: Han Jianhua Address before: 430200 No.1, Yangguang Avenue, Jiangxia District, Wuhan City, Hubei Province Patentee before: Wuhan Textile University |