CN107880324A - A kind of preparation method of chitosan/multilayer hybridized nanometer particle antimicrobial preservative film - Google Patents
A kind of preparation method of chitosan/multilayer hybridized nanometer particle antimicrobial preservative film Download PDFInfo
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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- C08J2439/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Derivatives of such polymers
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Abstract
The invention belongs to Food Packaging technology field, and in particular to a kind of preparation method of chitosan/multilayer hybridized nanometer particle antimicrobial preservative film.The present invention is using ceria and phosphotungstic acid as raw material and 2,2' bisglyoxalines carry out hydridization and obtain aza organic-inorganic nano particle, organic-inorganic nano particle can be uniformly distributed in the solution of chitosan, so as to prepare chitosan/multilayer hybridized nanometer particle antimicrobial preservative film；The present invention uses chitosan and phosphotungstic acid, ceria, and for antibacterial raw material, three has certain synergistic function in antibiosis；The film anti-microbial property and excellent in mechanical performance prepared.
Description
Technical field
The invention belongs to Food Packaging technology field, and in particular to a kind of chitosan/multilayer hybridized nanometer particle antibacterial is protected
The preparation method of fresh film.
Background technology
Preservative film is a kind of plastic packing product, is generally made up, is mainly used in micro- of polymerisation using ethene by masterbatch
The occasions such as the heating of ripple stove food, refrigerator food preserve, fresh and prepared food packaging, family life, supermarket sales field, hotel and
Industrial food packaging applications are all widely used.Different according to material therefor and addition plasticiser, preservative film is divided into more
Type, it is applicable to different occasions.Preservative film receives the favor of people with it the characteristics of convenient, economical, attractive in appearance.So
And due to generally with the addition of plasticiser in process of production, influence of the preservative film to health also receives the concern of people.
Chitosan belongs to natural products, has good biocompatibility and biological degradability, catabolite is typically to people
Body has no toxic side effect, and does not gather in vivo, non-immunogenicity, thus has extremely wide prospect in biomedical sector.Shell gathers
Sugar there is certain antibacterial action, bacterium, fungus growth can be suppressed, thus be usually used in marine products, fruit it is fresh-keeping.Other chitosan
With good film forming, in appropriate solvent, hydrogen bond can be cross-linked between chitosan molecule, filming performance is good.At present
Research finds that chitosan has spectrum antibacterial activity, and chitosan concentration is in 0.1%-0.5%, to staphylococcus aureus and greatly
The common bacterias such as enterobacteria have inhibitory action, so developing chitosan preservation and antisepsis film into study hotspot instantly.
Chitosan, nano ceric oxide and phosphotungstic acid are prepared antimicrobial preservative film and have no document report to combine.
The content of the invention
It is an object of the invention to provide a kind of preparation method of novel antibacterial preservative film, and the present invention is with ceria and phosphorus
Wolframic acid is that raw material obtains aza organic-inorganic nano particle, organic-inorganic nano particle with 2,2'-biimidazole progress hydridization
It can be uniformly distributed in the solution of chitosan, so as to prepare chitosan/multilayer hybridized nanometer particle antimicrobial preservative film；The present invention
Using chitosan and phosphotungstic acid, ceria, three has certain synergistic function in antibiosis for antibacterial raw material；System
For the film anti-microbial property and excellent in mechanical performance gone out.
The present invention is achieved through the following technical solutions above-mentioned purpose, and a kind of chitosan/multilayer hybridized nanometer particle resists
The preparation method of bacterium preservative film, comprises the following steps：
1）The preparation of chitosan solution：Chitosan is scattered in the aqueous solution of acetic acid, then adds diallyl dimethyl
Ammonium chloride, heating stirring dissolve to obtain chitosan solution；
2）Organic-inorganic hybrid nano material is added into chitosan solution, deaeration after being uniformly dispersed, is then placed in dispersion liquid
In glass guide channel, curtain coating, drying and forming-film precursor；
3）Film precursor is handled in pH for low temperature ultrasonic in weakly acidic phosphate buffer solution, purifies water washing film surface phosphoric acid
Salt buffer salt, then dry, be stripped to obtain chitosan/hybridized nanometer particle antimicrobial preservative film；
The organic-inorganic hybrid nano material is by nano ceric oxide, phosphotungstic acid and the aza gained of 2,2'- bisglyoxalines；
Preferably, concentration of the chitosan in acetic acid aqueous solution is 5-7wt %；The volume of acetic acid in the acetic acid aqueous solution
Than for 0.8-1.2V%；The weight of the chitosan and diallyl dimethyl ammoniumchloride ratio is 20-30:1；In the present invention with
The aqueous solution of acetic acid is dissolved to chitosan, and functional modification is carried out to chitosan with diallyl dimethyl ammoniumchloride,
Add the viscosity of chitosan solution；
Preferably, the chitosan and the amount ratio of organic-inorganic hybrid nano material are 70-80:1；
According to the preparation method of chitosan of the present invention/hybridized nanometer particle antimicrobial preservative film, its further technical scheme
For：The organic-inorganic hybrid nano material is prepared by following methods：
1）3.0g nano ceric oxides, 1.3g phosphotungstic acids are scattered in the aqueous solution of 100ml tetrahydrofurans, ultrasonic disperse 30min
Obtain dispersion liquid；
2）Dispersion liquid is heated to 55 DEG C, phosphorus acid for adjusting pH is then added dropwise to 3.5-3.8, then adds 2.4g 2,2'- connection miaows
Azoles, 60 DEG C of hydro-thermal reaction 24h, then depressurize low temperature desolventizing and obtain lark powder, lark powder is placed in normal heptane 50 DEG C
Filtered after lower mashing 2h, crush to obtain organic-inorganic hybrid nano material at 80 DEG C after high temperature ageing 6h；
Phosphotungstic acid has acidity, and has oxidation-reduction quality, is used usually as catalyst；Discovered in recent years phosphotungstic acid pair
Escherichia coli, staphylococcus aureus, saccharomycete, black aspergillus have certain fungistatic effect；Nano ceric oxide has because of it
Many unique physicochemical properties, it is widely used in the every field such as industry, medical science, military and daily life, grinds
Study carefully and show 7nm cerias, 25nm cerias and micron-sized ceria are respectively provided with fungistatic effect to Escherichia coli；Dioxy
After change cerium and phosphotungstic acid size reach nanoscale, due to the micronized of the highly polar and particle of product in itself so that prepare
The ceria and phosphotungstic acid gone out is not easy to disperse in non-polar solven, can be condensed again in polarizable medium, causes scattered tired
It is difficult, it is difficult to play nano-particle property, it usually needs carrying out ultrasound could be uniformly dispersed to a certain extent, but stop super
Easily accumulation again after sound.The present invention is modified with 2,2'-biimidazole to ceria and phosphotungstic acid, on the one hand can play phosphorus
The antibacterial effect of wolframic acid and ceria, another aspect 2,2'-biimidazole are a kind of very outstanding building blocks, pass through hydrogen bond
Hybrid inorganic-organic materials can be built by being good for accumulation with π-π, phosphotungstic acid and ceria is formed complex, solve list
Pure addition nano ceric oxide and the phosphotungstic acid skewness in chitosan, the problem of film forming is uneven.
Preferably, step 3）Described weakly acidic phosphate buffer solution pH=6.5-6.8, in chitosan complex film
In preparation process, after the completion of prepared by film precursor, the aqueous solution of generally use inorganic base is soaked（Such as Southwest University, 2008,
Yang Yuanyi its paper chitosan/nanometer titanium dioxide admire antimicrobial preservative film development and performance study in the 4.3rd chapters and sections）, this hair
It is bright that functional modification is carried out to chitosan by adding diallyl dimethyl ammoniumchloride into chitosan, add chitosan
The viscosity of solution；If being soaked using alkali lye on the film precursor of preparation, the permeability on film surface on the one hand can be influenceed（Shell
For glycan/multilayer hybridized nanometer particle antimicrobial preservative film precursor integrally in acidity, running into inorganic base can be quickly in film surface forming salt
Layer）, the film dynamic performance on the other hand then prepared after research process take inorganic base to be soaked is poor；The invention
Property the weakly acidic phosphate of use to film precursor carry out low temperature ultrasonic acidification, low temperature ultrasonic is to control the speed of acidifying
Degree, additionally, due to faintly acid is presented, surface acid etching that can be in film during low temperature ultrasonic forms microcellular structure, adds on the contrary
The permeability on film surface.
Preferably, step 3）Described low temperature ultrasonic processing time is 3-5min；Low temperature ultrasonic time mistake is found in practice
Long then film surface acid pit footpath becomes big, and the mechanical property for damaging film is deteriorated.
The invention provides a kind of new antimicrobial preservative film, using ceria and phosphotungstic acid as raw material and 2,2'- connection miaows
Azoles carries out hydridization and obtains aza organic-inorganic nano particle, and organic-inorganic nano particle can be in the solution of chitosan uniformly
Distribution, so as to prepare chitosan/multilayer hybridized nanometer particle antimicrobial preservative film；The present invention uses chitosan and phosphotungstic acid, two
Cerium oxide is antibacterial raw material, and three has certain synergistic function in antibiosis；The film anti-microbial property and power prepared
Learn excellent performance.
Embodiment
To make the object, technical solutions and advantages of the present invention of greater clarity, with reference to embodiment, to this
Invention is further described.It should be understood that these descriptions are merely illustrative, and it is not intended to limit the scope of the present invention.
Chitosan molecule amount is 20-30 ten thousand, and deacetylation is more than 90%；Diallyl dimethyl ammoniumchloride is 20wt%'s
The aqueous solution, density are 25 °C of 1.04g/mL；
Embodiment 1
Prepare organic-inorganic hybrid nano material：
1）3.0g nano ceric oxides, 1.3g phosphotungstic acids are scattered in the aqueous solution of 100ml tetrahydrofurans（Tetrahydrofuran and water
Volume ratio be 1:2）, ultrasonic disperse 30min obtains dispersion liquid；
2）Dispersion liquid is heated to 55 DEG C, then dropwise addition phosphorus acid for adjusting pH to 3.6, then addition 2.4g 2,2'-biimidazoles, 60
DEG C hydro-thermal reaction 24h, then decompression precipitation obtains lark powder at 45 DEG C, and lark powder is placed in normal heptane at 50 DEG C and beaten
Filtered after slurry 2h, crush to obtain organic-inorganic hybrid nano material at 80 DEG C after high temperature ageing 6h.
Chitosan/multilayer hybridized nanometer particle antimicrobial preservative film is prepared, is comprised the following steps：
1）The preparation of chitosan solution：Chitosan is scattered in the aqueous solution of acetic acid, then adds diallyl dimethyl
Ammonium chloride, heating stirring dissolve to obtain chitosan solution；
2）Organic-inorganic hybrid nano material is added into chitosan solution, deaeration after being uniformly dispersed, is then placed in dispersion liquid
In glass guide channel, curtain coating, drying and forming-film precursor；
3）By film precursor in pH be faintly acid（pH=6.5-6.8）Phosphate buffer solution in low temperature ultrasonic processing 3-5min,
Water washing film surface phosphoric acid salt buffer salt is purified, then dries, be stripped to obtain chitosan/hybridized nanometer particle antimicrobial preservative film；
Concentration of the chitosan in acetic acid aqueous solution is 5 wt %；The volume ratio of acetic acid is 0.8V% in acetic acid aqueous solution；The shell
The weight of glycan and diallyl dimethyl ammoniumchloride ratio is 20:1；The dosage of chitosan and organic-inorganic hybrid nano material
Than for 70:1.
Embodiment 2
Organic-inorganic hybrid nano material preparation method is same as Example 1.
Chitosan/multilayer hybridized nanometer particle antimicrobial preservative film is prepared, is comprised the following steps：
1）The preparation of chitosan solution：Chitosan is scattered in the aqueous solution of acetic acid, then adds diallyl dimethyl
Ammonium chloride, heating stirring dissolve to obtain chitosan solution；
2）Organic-inorganic hybrid nano material is added into chitosan solution, is uniformly dispersed（Under 200-300rpm rotating speed
Make organic-inorganic hybrid nano material is dispersed to open, and stop the phenomenon generation without nano-particle material accumulation after stirring）
Deaeration afterwards, then dispersion liquid is placed in glass guide channel, curtain coating, drying and forming-film precursor；
3）By film precursor in pH be faintly acid（pH=6.5-6.8）Phosphate buffer solution in low temperature ultrasonic processing 3-5min,
Water washing film surface phosphoric acid salt buffer salt is purified, then dries, be stripped to obtain chitosan/hybridized nanometer particle antimicrobial preservative film；
Concentration of the chitosan in acetic acid aqueous solution is 5-7 wt %；The volume ratio of acetic acid is 1.0V% in acetic acid aqueous solution；It is described
The weight of chitosan and diallyl dimethyl ammoniumchloride ratio is 25:1；The use of chitosan and organic-inorganic hybrid nano material
Amount is than being 75:1.
Embodiment 3
Organic-inorganic hybrid nano material preparation method is same as Example 1.
Chitosan/multilayer hybridized nanometer particle antimicrobial preservative film is prepared, is comprised the following steps：
1）The preparation of chitosan solution：Chitosan is scattered in the aqueous solution of acetic acid, then adds diallyl dimethyl
Ammonium chloride, heating stirring dissolve to obtain chitosan solution；
2）Organic-inorganic hybrid nano material is added into chitosan solution, deaeration after being uniformly dispersed, is then placed in dispersion liquid
In glass guide channel, curtain coating, drying and forming-film precursor；
3）By film precursor in pH be faintly acid（pH=6.5-6.8）Phosphate buffer solution in low temperature ultrasonic processing 3-5min,
Water washing film surface phosphoric acid salt buffer salt is purified, then dries, be stripped to obtain chitosan/hybridized nanometer particle antimicrobial preservative film；
Concentration of the chitosan in acetic acid aqueous solution is 7 wt %；The volume ratio of acetic acid is 1.2V% in acetic acid aqueous solution；The shell
The weight of glycan and diallyl dimethyl ammoniumchloride ratio is 30:1；The dosage of chitosan and organic-inorganic hybrid nano material
Than for 80:1.
Comparative example 1
Organic-inorganic hybrid nano material is obtained by the nano particle of ceria and phosphotungstic acid is mixed；
Then carry out preparing antimicrobial preservative film according to the formula in embodiment 2 and preparation method.
After adding organic-inorganic hybrid nano material into chitosan solution, organic-inorganic hybrid nano material can not be in shell
Dispersed in glycan solution to open, nano-particle material gathers after stopping ultrasonic 30min after disperseing using forced ultrasonic
Phenomenon, organic-inorganic hybrid nano material skewness in the antimicrobial preservative film prepared, have impact on the thickness uniformity of film, and
And the antibacterial film dynamic performance prepared is poor.
Comparative example 2
Nano ceric oxide is not added in organic-inorganic hybrid nano material preparation process, preparation method is as follows：
1）1.3g phosphotungstic acids are scattered in the aqueous solution of 100ml tetrahydrofurans（The volume ratio of tetrahydrofuran and water is 1:2）, surpass
Sound disperses 30min and obtains dispersion liquid；
2）Dispersion liquid is heated to 55 DEG C, then dropwise addition phosphorus acid for adjusting pH to 3.6, then addition 2.4g 2,2'-biimidazoles, 60
DEG C hydro-thermal reaction 24h, then decompression precipitation obtains lark powder at 45 DEG C, and lark powder is placed in normal heptane at 50 DEG C and beaten
Filtered after slurry 2h, crush to obtain organic-inorganic hybrid nano material at 80 DEG C after high temperature ageing 6h.
Then carry out preparing antimicrobial preservative film according to the formula in embodiment 2 and preparation method.
With reference to standard GB/T 13022-91《Stretched plastic film method for testing performance》Measure embodiment 1-3 and its contrast
The tensile strength and elongation at break of preservative film in example 1-2；With reference to reference to standard GB/T 1037-88《Plastic sheeting and sheet material
Water vapor permeability test method-cup type method》The penetrability of preservative film is measured, as a result as shown in Table 1 and Table 2：
The mechanics properties testing result of 1 chitosan of table/multilayer hybridized nanometer particle antimicrobial preservative film
The penetrability testing result of 2 chitosans of table/multilayer hybridized nanometer particle antimicrobial preservative film
With reference to Southwest University, 2008, Yang Yuanyi its paper chitosan/nanometer titanium dioxide admire antimicrobial preservative film development and property
Can in research in the 4.6th chapters and sections antibacterial performance detection teaching, the chitosan/multilayer hybridized nanometer particle prepared to the present invention resists
Bacterium preservative film is detected, as a result as shown in table 3.
The anti-microbial property of 3 chitosans of table/multilayer hybridized nanometer particle antimicrobial preservative film
Although embodiments of the present invention are described in detail, it should be understood that, in the spirit without departing from the present invention
In the case of scope, embodiments of the present invention can be made with various changes, replacement and change.
Claims (6)
1. a kind of preparation method of chitosan/multilayer hybridized nanometer particle antimicrobial preservative film, comprises the following steps：
1）The preparation of chitosan solution：Chitosan is scattered in the aqueous solution of acetic acid, then adds diallyl dimethyl
Ammonium chloride, heating stirring dissolve to obtain chitosan solution；
2）Organic-inorganic hybrid nano material is added into chitosan solution, deaeration after being uniformly dispersed, is then placed in dispersion liquid
In glass guide channel, curtain coating, drying and forming-film precursor；
3）Film precursor is handled in pH for low temperature ultrasonic in weakly acidic phosphate buffer solution, purifies water washing film surface phosphoric acid
Salt buffer salt, then dry, be stripped to obtain chitosan/hybridized nanometer particle antimicrobial preservative film；
The organic-inorganic hybrid nano material is by nano ceric oxide, phosphotungstic acid and the aza gained of 2,2'- bisglyoxalines.
2. preparation method according to claim 1, it is characterised in that：Concentration of the chitosan in acetic acid aqueous solution is
5-7 wt %；The volume ratio of acetic acid is 0.8-1.2V% in the acetic acid aqueous solution；The chitosan and diallyl dimethyl
The weight ratio of ammonium chloride is 20-30:1.
3. preparation method according to claim 1, it is characterised in that：The chitosan and organic-inorganic hybrid nano material
Amount ratio be 70-80:1.
4. preparation method according to claim 1, it is characterised in that：The organic-inorganic hybrid nano material is by with lower section
It is prepared by method：
1）3.0g nano ceric oxides, 1.3g phosphotungstic acids are scattered in the aqueous solution of 100ml tetrahydrofurans, ultrasonic disperse 30min
Obtain dispersion liquid；
2）Dispersion liquid is heated to 55 DEG C, phosphorus acid for adjusting pH is then added dropwise to 3.5-3.8, then adds 2.4g 2,2'- connection miaows
Azoles, 60 DEG C of hydro-thermal reaction 24h, then depressurize low temperature desolventizing and obtain lark powder, lark powder is placed in normal heptane 50 DEG C
Filtered after lower mashing 2h, crush to obtain organic-inorganic hybrid nano material at 80 DEG C after high temperature ageing 6h.
5. preparation method according to claim 1, it is characterised in that：Step 3）Described weakly acidic phosphate-buffered is molten
Liquid pH=6.5-6.8.
6. preparation method according to claim 1, it is characterised in that：Step 3）Described low temperature ultrasonic processing time is 3-
5min。
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| JP2022509077A (en) * | 2018-11-19 | 2022-01-20 | ソウルブレイン シーオー．， エルティーディー． | A sunscreen composition containing cerium oxide particles on which surface defects are formed, and a method for producing the same. |
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| JP2022509077A (en) * | 2018-11-19 | 2022-01-20 | ソウルブレイン シーオー．， エルティーディー． | A sunscreen composition containing cerium oxide particles on which surface defects are formed, and a method for producing the same. |
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