CN102628219A - Preparation method of functional fiber grafted with multilayered hydrogel - Google Patents
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Abstract
The invention provides a preparation method of functional fiber grafted with multilayered hydrogel, comprising the following steps of: firstly grafting sodium polyacrylate on fiber surface by the adoption of an ultra violet radiation method, immersing the fiber into a sodium alginate aqueous solution which has a certain concentration and contains a water-soluble polymer additive, taking the fiber out and scratching off excess adhered solution from the fiber surface by the use of a scraper, immersing the fiber into a calcium chloride solution for crosslinking to prepare the functional fiber grafted with a first-layered hydrogel, flushing the functional fiber by the use of deionized water, immersing the fiber into a mixed aqueous solution of the water-soluble polymer additive and sodium alginate once again, followed by crosslinking by the use of a calcium chloride solution to obtain the functional fiber grafted with a second-layered hydrogel, and repeating the above steps to prepare the functional fiber grafted with multilayered hydrogel.
Description
Technical field
The present invention relates to a kind of preparation method of functional fiber of grafting multilayer aquogel, belong to filed of functional.
Background technology
Aquogel is water-soluble bloated cross-linked polymer, can absorb big water gaging and is not dissolved in water, has good flexibility, elasticity, water storage capacity and biocompatibility.Aquogel can be made response and have reversible swelling behavior stimulation, when environmental stimulis such as response pH value, temperature, ionic strength, electric field, can show adjustable intelligent swelling behavior.Therefore, the research about aquogel becomes hot research fields such as present material science, biology, medical science.In recent years, a kind of interest that has caused the researcher based on the novel multi-layer film water gel of polysaccharide as the research of biological function carrier.People such as Ladet have prepared a kind of multilayer film aquogel [Multi-membrane hydrogels.Nature first; 2008; 452,76-79], its preparation process is to realize through the dynamic gel process that control shitosan or sodium alginate are progressively assembled from outside to inside.This brand-new multilayer higher structure; Broken through the single deficiency of traditional homogeneous hydrogel structure; And further widened the range of application of aquogel, such as: cellulous co-incubation, cell-cell interaction evaluation and advanced medicine transmission mode.
Alginate is a kind of natural polysaccharide that from brown alga, extracts, and is made up of D-mannuronic acid residue (dissociation constant pKa=3.38) and two kinds of structure monomeric units of L-guluronic acid residue (pKa=3.65).Sodium alginate is the product that the effect of marine alga bronsted lowry acids and bases bronsted lowry is generated, and is creamy white, and is water-soluble, boils or cools off and do not solidify.Sodium alginate aqueous solution runs into Ca2+ can form crosslinked calcium alginate aquogel, and this aquogel has favorable biological degradability and biocompatibility.Dai Hongjun through the method for dynamic self assembly, is a template from inside to outside step-reaction with spherical gel core based on the quick-gelatinizing reaction of sodium alginate and bivalent cation; Successfully prepared imitative onion structure calcium alginate multilayer film aquogel; And pulse release performance [Multi-membrane Hydrogel Fabricated by Facile Dynamic Self-assembly, Matter, 2009 of this multilayer film aquogel have been studied to medicine; 5,1987-1989].This preparation method reacts fast, and is simple to operate, need not acid, alkali or organic solvent, and can control the preparation process, thus the size in gap between the thickness of adjusting gel mould and layer and the layer, and the amount of being written into and the microenvironment that can regulate object in the practical application.But; Simple calcium alginate aquogel is prone to swelling and becomes fragile; Dry back cubical contraction is big, and the nuclear that above-mentioned multilayer film aquogel is based on calcium alginate microsphere prepares, and is restricted in the application facet of some field such as the certain intensity of needs such as intravascular stent, organizational project.
Fibrous material has good pliability and mechanical strength, can be prepared into various shape, and is easy to use.But material that can spinned fiber is very limited, and that the fiber of moulding often lacks is various functional.Zhao Kongyin etc. have prepared a kind of fibrous material of calcium ion cross-linked graft polyalcohol hydrogel, and pliability and the aquogel adjustable intelligent swelling behavior good fibrous material combine [201010576349.1].But above-mentioned patent has been used gamma ray radiation when the fibrous material of preparation Sodium Polyacrylate grafting, cause the destruction of fibrous matrix, and this material can not be accomplished the pulsed control of medicine is discharged.
This patent adopts the method for ultra-violet radiation at fiber surface grafted polyacrylic acid sodium; Then this fiber is immersed in the aqueous solution of certain density sodium alginate; Take out the back scrapes off fiber surface with scraper solution; With crosslinked in its immersion calcium chloride solution, prepare the functional fiber of grafting ground floor aquogel at last.With this functional fiber of deionized water rinsing, it is immersed in the mixed aqueous solution of water soluble polymer additive and sodium alginate again, crosslinked once more with calcium chloride solution subsequently, obtain the functional fiber of grafting second layer aquogel.By that analogy, the functional fiber of preparation grafting multilayer aquogel, this does not also have relevant report at home and abroad.
Summary of the invention
To the deficiency of prior art, the technical problem that quasi-solution of the present invention is determined is that simple calcium alginate aquogel intensity is low, and easy swelling becomes fragile, and dry back cubical contraction is big, and fibre grafting individual layer aquogel does not have problems such as pulse release performance.
The technical scheme that the present invention solves the problems of the technologies described above is the functional fiber of a kind of grafting multilayer aquogel of preparation.
The invention provides a kind of preparation method of functional fiber of grafting multilayer aquogel, it is characterized in that preparation process is following:
A) fiber being put into percentage by volume is 1%～50% acrylic acid aqueous solution, adds quality hundred specific concentrations and be 0.5～3% polymerization inhibitor iron ammonium sulfate, feeds nitrogen and protects; At room temperature use the ultra violet lamp 0.2～1 hour of 500W; Take out back water flushing 3～5 times, remove unreacted monomer and homopolymers, obtain polyacrylic acid grafted fiber; Using quality hundred specific concentrations subsequently is the neutralization of 1%～10% sodium hydrate aqueous solution, obtains the fiber of Sodium Polyacrylate grafting;
B) the preparation mass percent concentration is that 0.2%～8% sodium alginate and mass percent concentration are the mixed aqueous solution of 0～10% water soluble polymer additive, leaves standstill behind the froth breaking for use; Prepare mass percent concentration simultaneously and be 1%～10% calcium chloride water;
The fiber of the grafted polyacrylic acid sodium that c) step a) is obtained immersed in the mixed aqueous solution of water soluble polymer additive and sodium alginate 0.5～2 hour fully; Drip after taking out and dropped down 2～5 minutes; Scrape off the too much viscous solution of adhesion with scraper, what make fiber surface adheres to liquid as far as possible evenly, puts it into immediately in the calcium chloride water of step b) preparation; Crosslinked 0.5～2 hour, obtain the functional fiber of grafting ground floor aquogel;
The functional fiber of the grafting ground floor aquogel that d) step c) is obtained is with deionized water rinsing 2～3 times; It was immersed in the mixed aqueous solution of water soluble polymer additive and sodium alginate of step b) preparation 0.5～2 hour again; Drip after taking out and dropped down 2～5 minutes; Scrape off the too much viscous solution of adhesion with scraper, what make fiber surface adheres to liquid as far as possible evenly, puts it into immediately in the calcium chloride water of step b) preparation; Crosslinked 0.5～2 hour, obtain the functional fiber of grafting second layer aquogel;
The functional fiber of the grafting second layer aquogel that e) step d) is obtained repeats to immerse in the mixed aqueous solution of water soluble polymer additive and sodium alginate; Refer step c) crosslinked through calcium chloride water; Obtain the functional fiber of the 3rd layer of aquogel of grafting; By that analogy, obtain the 4th layer, five layers of grafting, until the functional fiber of the 20th layer of aquogel of grafting.
Fibrous matrix described in the present invention comprises polyamide, polypropylene, polyethylene, polytetrafluoroethylene (PTFE), polyacrylonitrile and polysulfones.Described fiber form comprises monfil, nonwoven fabric, tow and doughnut.Described water soluble polymer additive comprises hydroxypropyl methylcellulose, CMC, water soluble starch, polyethylene glycol, polyacrylic acid, polyacrylamide and PVP.
Functional fiber described in the present invention is comprised by the multilayer aquogel; Wherein, The ground floor aquogel is to rely on the calcium ion cross-linked graft on fibrous matrix, second layer aquogel parcel fiber and ground floor aquogel, the 3rd layer of aquogel parcel fiber, ground floor and second layer aquogel; N layer aquogel parcel fiber and ground floor, the second layer ... until N-1 layer aquogel, wherein 3≤N≤20.
It is simple that the present invention prepares process; The functional fiber of a kind of grafting multilayer aquogel that obtains has good toughness and biocompatibility; The swellbility of the multilayer aquogel of grafting on the fiber can change through adding additive, and this functional fiber can be used for fields such as adsorbing separation, medicine control release, immobilised enzymes, organizational project, catalysis.
The specific embodiment
Introduce specific embodiment of the present invention below, but the present invention does not receive the restriction of embodiment.
The preparation method of the polypropylene fibre nonwoven fabric of five layers of calcium alginate aquogel of 1. 1 kinds of grafting of embodiment
It is 50% acrylic acid aqueous solution that the polypropylene fibre nonwoven fabric is put into percentage by volume; The adding mass percent concentration is 3% polymerization inhibitor iron ammonium sulfate; Feed nitrogen and protect, at room temperature use the ultra violet lamp 0.2 hour of 500W, taking-up is afterwards with deionized water rinsing 3～5 times; Remove unreacted monomer and homopolymers, obtain the polypropylene fibre nonwoven fabric of graft acrylic acid.Using mass percent concentration subsequently is the neutralization of 10% sodium hydrate aqueous solution, obtains the polypropylene fibre nonwoven fabric of Sodium Polyacrylate grafting.
The preparation mass percent concentration is 0.2% sodium alginate aqueous solution, leaves standstill behind the froth breaking for use; Prepare mass percent concentration simultaneously and be 1% calcium chloride water.The polypropylene fibre nonwoven fabric is cut into the square size of 10mm * 10mm; It was immersed in the sodium alginate aqueous solution 0.5 hour fully, take out the back and drip and dropped down 2 minutes, scrape off the too much viscous solution of adhesion with scraper; What make fiber surface adheres to liquid as far as possible evenly; Put it into immediately in the calcium chloride water, crosslinked 1 hour, obtain the polypropylene fibre nonwoven fabric of grafting ground floor calcium alginate aquogel.
With the polypropylene fibre nonwoven fabric of grafting ground floor aquogel with deionized water rinsing 2～3 times; It was immersed in the aqueous solution of sodium alginate 0.5 hour again, take out the back and drip and dropped down 2 minutes, scrape off the too much viscous solution of adhesion with scraper; What make fiber surface adheres to liquid as far as possible evenly; Put it into immediately in the calcium chloride water, crosslinked 0.5 hour, obtain the polypropylene fibre nonwoven fabric of grafting second layer aquogel.Repeat to immerse the polypropylene fibre nonwoven fabric of grafting second layer aquogel in the solution of sodium alginate; Crosslinked through calcium chloride water; Obtain the fiber of the 3rd layer of aquogel of grafting, by that analogy, obtain the polypropylene fibre nonwoven fabric of five layers of calcium alginate aquogel of grafting.
The preparation method of the polypropylene fibre nonwoven fabric of five layers of acid/polyacrylic acid/calcium alginate aquogel of 2. 1 kinds of grafting of embodiment
It is 50% acrylic acid aqueous solution that the polypropylene fibre nonwoven fabric is put into percentage by volume; The adding mass percent concentration is 3% polymerization inhibitor iron ammonium sulfate; Feed nitrogen and protect, at room temperature use the ultra violet lamp 0.2 hour of 500W, the taking-up water washes 3～5 times; Remove unreacted monomer and homopolymers; Obtain the polypropylene fibre nonwoven fabric of graft acrylic acid, use mass percent concentration be in 10% the sodium hydrate aqueous solution and after, obtain the polypropylene fibre nonwoven fabric of Sodium Polyacrylate grafting.
The preparation mass percent concentration is that 0.2% sodium alginate and mass percent concentration are 1% polyacrylic mixed aqueous solution, leaves standstill behind the froth breaking for use; Prepare mass percent concentration simultaneously and be 1% calcium chloride water.The polypropylene fibre nonwoven fabric is cut into the square size of 10mm * 10mm; It was immersed in the mixed aqueous solution of polyacrylic acid and sodium alginate 0.5 hour fully, take out the back and drip and dropped down 2 minutes, scrape off the too much viscous solution of adhesion with scraper; What make fiber surface adheres to liquid as far as possible evenly; Put it into immediately in the calcium chloride water, crosslinked 0.5 hour, obtain the polypropylene fibre nonwoven fabric of grafting ground floor acid/polyacrylic acid/calcium alginate aquogel.
With the polypropylene fibre nonwoven fabric of grafting ground floor aquogel with deionized water rinsing 2～3 times; It is soaked in the mixed aqueous solution of polyacrylic acid and sodium alginate 0.5 hour again, takes out the back and drip and dropped down 2 minutes, scrape off the too much viscous solution of adhesion with scraper; What make fiber surface adheres to liquid as far as possible evenly; Put it into immediately in the calcium chloride water, crosslinked 0.5 hour, obtain the polypropylene fibre nonwoven fabric of grafting second layer aquogel.Repeat to immerse the polypropylene fibre nonwoven fabric of grafting second layer aquogel in the mixed aqueous solution of polyacrylic acid and sodium alginate; Crosslinked through calcium chloride water; Obtain the fiber of the 3rd layer of aquogel of grafting; By that analogy, obtain the polypropylene fibre nonwoven fabric of five layers of acid/polyacrylic acid/calcium alginate aquogel of grafting.
The preparation method of the polypropylene fibre monofilament of 3. 1 kinds of grafting five stratas of embodiment ethylene glycol/calcium alginate aquogel
It is 10% acrylic acid aqueous solution that the polypropylene fibre monofilament is put into percentage by volume; The adding mass percent concentration is 0.5% polymerization inhibitor iron ammonium sulfate; Feed nitrogen and protect, at room temperature use the ultra violet lamp 0.5 hour of 500W, the taking-up water washes 3～5 times; Remove unreacted monomer and homopolymers; Obtain the polypropylene fibre monofilament of graft acrylic acid, use mass percent concentration be in 5% the sodium hydrate aqueous solution and after, obtain the polypropylene fibre monofilament of Sodium Polyacrylate grafting.
The preparation mass percent concentration is that 1% sodium alginate and mass percent concentration are the mixed aqueous solution of 1% polyethylene glycol, leaves standstill behind the froth breaking for use; Prepare mass percent concentration simultaneously and be 2% calcium chloride water.The polypropylene fibre monofilament is cut into the size of 10mm; Monfil is scatter and it was immersed in polyethylene glycol and the sodium alginate mixed aqueous solution 0.5 hour fully, take out the back and drip and dropped down 2 minutes, scrape off the too much viscous solution of adhesion with scraper; Make fiber surface adhere to liquid as far as possible evenly; Put it into immediately in the calcium chloride water, crosslinked 1 hour, obtain the polypropylene fibre monofilament of grafting ground floor aquogel.
With the polypropylene fibre monofilament of grafting ground floor aquogel with deionized water rinsing 2～3 times; It was immersed in the mixed aqueous solution of polyethylene glycol and sodium alginate 0.5 hour again, take out the back and drip and dropped down 2 minutes, scrape off the too much viscous solution of adhesion with scraper; What make fiber surface adheres to liquid as far as possible evenly; Put it into immediately in the calcium chloride water, crosslinked 1 hour, obtain the polypropylene fibre monofilament of grafting second layer aquogel.Repeat to immerse the polypropylene fibre monofilament of grafting second layer aquogel in the mixed aqueous solution of polyethylene glycol and sodium alginate; Crosslinked through calcium chloride water; Obtain the fiber of the 3rd layer of aquogel of grafting; By that analogy, obtain the polypropylene fibre monofilament of grafting five stratas ethylene glycol/calcium alginate aquogel.
The preparation method of the polysulfone hollow fibre of five layers of CMC of 4. 1 kinds of grafting of embodiment/calcium alginate aquogel
It is 10% acrylic acid aqueous solution that polysulfone hollow fibre is put into percentage by volume; The adding mass percent concentration is 0.5% polymerization inhibitor iron ammonium sulfate; Feed nitrogen and protect, at room temperature use the ultra violet lamp 0.5 hour of 500W, taking out afterwards, water washes 3～5 times; Remove unreacted monomer and homopolymers; Obtain the polysulfone hollow fibre of graft acrylic acid, using mass percent concentration subsequently is the neutralization of 10% sodium hydrate aqueous solution, obtains the polysulfone hollow fibre of Sodium Polyacrylate grafting.
The preparation mass percent concentration is that 0.75% sodium alginate and mass percent concentration are the mixed aqueous solution of 0.5% CMC, leaves standstill behind the froth breaking for use; Prepare mass percent concentration simultaneously and be 5% calcium chloride water.Polysulfone hollow fibre is cut into the size of 10mm; Polysulfone hollow fibre is scatter and it was immersed in CMC and the sodium alginate mixed aqueous solution 0.5 hour fully, take out the back and drip and dropped down 5 minutes, scrape off the too much viscous solution of adhesion with scraper; Make fiber surface adhere to liquid as far as possible evenly; Put it into immediately in the calcium chloride water, crosslinked 1 hour, obtain the polysulfone hollow fibre of grafting ground floor CMC/calcium alginate aquogel.
With the polysulfone hollow fibre of grafting ground floor aquogel with deionized water rinsing 2～3 times; It was immersed in the mixed aqueous solution of CMC and sodium alginate 0.5 hour again, take out the back and drip and dropped down 2 minutes, scrape off the too much viscous solution of adhesion with scraper; What make fiber surface adheres to liquid as far as possible evenly; Put it into immediately in the calcium chloride water, crosslinked 1 hour, obtain the polysulfone hollow fibre of grafting second layer aquogel.Repeat to immerse the polysulfone hollow fibre of grafting second layer aquogel in the mixed aqueous solution of CMC and sodium alginate; Crosslinked through calcium chloride water; Obtain the fiber of the 3rd layer of aquogel of grafting; By that analogy, obtain the polysulfone hollow fibre of five layers of CMC of grafting/calcium alginate aquogel.
The preparation method of the polyacrylonitrile doughnut of five layers of hydroxypropyl methylcellulose of 5. 1 kinds of grafting of embodiment/calcium alginate aquogel
It is 20% acrylic acid aqueous solution that the polyacrylonitrile doughnut is put into percentage by volume; The adding mass percent concentration is 3% polymerization inhibitor iron ammonium sulfate; Feed nitrogen and protect, at room temperature use the ultra violet lamp 0.5 hour of 500W, take out afterwards and wash 3～5 times with deionized water water; Remove unreacted monomer and homopolymers; Obtain the polyacrylonitrile doughnut of graft acrylic acid, using mass percent concentration subsequently is the neutralization of 10% sodium hydrate aqueous solution, obtains the polyacrylonitrile doughnut of Sodium Polyacrylate grafting.
The preparation mass percent concentration is that 0.75% sodium alginate and mass percent concentration are the mixed aqueous solution of 0.5% hydroxypropyl methylcellulose, leaves standstill behind the froth breaking for use; Prepare mass percent concentration simultaneously and be 5% calcium chloride water.The polyacrylonitrile doughnut is cut into the size of 10mm; The polyacrylonitrile doughnut is scatter and it was immersed in hydroxypropyl methylcellulose and the sodium alginate mixed aqueous solution 0.5 hour fully, take out the back and drip and dropped down 5 minutes, scrape off the too much viscous solution of adhesion with scraper; Make fiber surface adhere to liquid as far as possible evenly; Put it into immediately in the calcium chloride water, crosslinked 2 hours, obtain the polyacrylonitrile doughnut of grafting ground floor hydroxypropyl methylcellulose/calcium alginate aquogel.
With the polyacrylonitrile doughnut of grafting ground floor aquogel with deionized water rinsing 2～3 times; It was immersed in the mixed aqueous solution of hydroxypropyl methylcellulose and sodium alginate 0.5 hour again, take out the back and drip and dropped down 2 minutes, scrape off the too much viscous solution of adhesion with scraper; What make fiber surface adheres to liquid as far as possible evenly; Put it into immediately in the calcium chloride water, crosslinked 2 hours, obtain the polyacrylonitrile doughnut of grafting second layer aquogel.Repeat to immerse the polyacrylonitrile doughnut of grafting second layer aquogel in the mixed aqueous solution of hydroxypropyl methylcellulose and sodium alginate; Crosslinked through calcium chloride water; Obtain the fiber of the 3rd layer of aquogel of grafting; By that analogy, obtain the polyacrylonitrile doughnut of five layers of hydroxypropyl methylcellulose of grafting/calcium alginate aquogel.
Claims (5)
1. the preparation method of the functional fiber of a grafting multilayer aquogel is characterized in that may further comprise the steps:
A) fiber being put into percentage by volume is 1%～50% acrylic acid aqueous solution, adds mass percent concentration and be 0.5～3% polymerization inhibitor iron ammonium sulfate, feeds nitrogen and protects; At room temperature use the ultra violet lamp 0.2～1 hour of 500W; Take out back water flushing 3～5 times, remove unreacted monomer and homopolymers, obtain polyacrylic acid grafted fiber; Using mass percent concentration then is the neutralization of 1%～10% sodium hydrate aqueous solution, obtains the fiber of Sodium Polyacrylate grafting;
B) the preparation mass percent concentration is that 0.2%～8% sodium alginate and mass percent concentration are the mixed aqueous solution of 0～10% water soluble polymer additive, leaves standstill behind the froth breaking for use; Prepare mass percent concentration simultaneously and be 1%～10% calcium chloride water;
The fiber of the grafted polyacrylic acid sodium that c) step a) is obtained immersed in the mixed aqueous solution of water soluble polymer additive and sodium alginate 0.5～2 hour fully; Drip after taking out and dropped down 2～5 minutes; Scrape off the too much viscous solution of adhesion with scraper, what make fiber surface adheres to liquid as far as possible evenly, puts it into immediately in the calcium chloride water of step b) preparation; Crosslinked 0.5～2 hour, obtain the functional fiber of grafting ground floor aquogel;
The functional fiber of the grafting ground floor aquogel that d) step c) is obtained is with deionized water rinsing 2～3 times; It was immersed in the mixed aqueous solution of water soluble polymer additive and sodium alginate of step b) preparation 0.5～2 hour again; Drip after taking out and dropped down 2～5 minutes; Scrape off the too much viscous solution of adhesion with scraper, what make fiber surface adheres to liquid as far as possible evenly, puts it into immediately in the calcium chloride water of step b) preparation; Crosslinked 0.5～2 hour, obtain the functional fiber of grafting second layer aquogel;
The functional fiber of the grafting second layer aquogel that e) step d) is obtained repeats to immerse in the mixed aqueous solution of water soluble polymer additive and sodium alginate; Refer step c) crosslinked through calcium chloride water; Obtain the functional fiber of the 3rd layer of aquogel of grafting; By that analogy, obtain the 4th layer of grafting, layer 5, until the functional fiber of the 20th layer of aquogel of grafting.
2. the preparation method of the functional fiber of a kind of grafting multilayer aquogel as claimed in claim 1 is characterized in that described fibrous matrix comprises polyamide, polypropylene, polyethylene, polytetrafluoroethylene (PTFE), polyacrylonitrile and polysulfones.
3. the preparation method of the functional fiber of a kind of grafting multilayer aquogel as claimed in claim 1 is characterized in that described fiber form comprises monfil, nonwoven fabric, tow and doughnut.
4. the preparation method of the functional fiber of a kind of grafting multilayer aquogel as claimed in claim 1 is characterized in that described water soluble polymer additive comprises hydroxypropyl methylcellulose, CMC, water soluble starch, polyethylene glycol, polyacrylic acid, polyacrylamide and PVP.
5. the preparation method of the functional fiber of a kind of grafting multilayer aquogel as claimed in claim 1; It is characterized in that described functional fiber is comprised by the multilayer aquogel; The ground floor aquogel relies on the calcium ion cross-linked graft on fibrous matrix, second layer aquogel parcel fiber and ground floor aquogel, the 3rd layer of aquogel parcel fiber, ground floor and second layer aquogel; N layer aquogel parcel fiber and ground floor, the second layer ... until N-1 layer aquogel, wherein 3≤N≤20.
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| CN110724293A (en) * | 2019-09-10 | 2020-01-24 | 上海电力大学 | Preparation method of hydrogel optical fiber cladding |
| CN110833800A (en) * | 2019-11-13 | 2020-02-25 | 四川美厕科技有限公司 | Composite hydrogel for solidifying toilet waste liquid and preparation method and use method thereof |
| CN110734745A (en) * | 2019-11-28 | 2020-01-31 | 浙江海洋大学 | Cold chain coolant for tunas and preparation method thereof |
| CN110734745B (en) * | 2019-11-28 | 2021-08-17 | 浙江海洋大学 | Cold chain coolant for tuna and preparation method thereof |
| CN112973397A (en) * | 2021-03-30 | 2021-06-18 | 江苏河海乾诚智能科技有限公司 | Preparation method of safe and efficient humidity-adjusting material |
| CN112973397B (en) * | 2021-03-30 | 2023-03-10 | 江苏河海乾诚智能科技有限公司 | Preparation method of safe and efficient humidity-adjusting material |
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Application publication date: 20120808 |