CN102321225A - A kind of preparation method of composite material with high water absorption - Google Patents
A kind of preparation method of composite material with high water absorption Download PDFInfo
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Abstract
The invention discloses a kind of preparation method of composite material with high water absorption.The present invention adopts polyoxyethylene glycol or T 46155 modified alta-mud, mixes with vinyl monomer with modified alta-mud again, and graft copolymerization in the presence of initiator and linking agent obtains composite material with high water absorption.Composite material with high water absorption cost according to the invention is low, and gel-strength is high, and the preparation method is simple, is applicable to as water-fertilizer conditioning, improves the soil, aspect material such as afforestation is applied to agricultural, forestry, environmental protection and other field.
Description
Technical field
The invention belongs to the composite material with high water absorption technical field, be specifically related to a kind of preparation method of composite material with high water absorption.
Background technology
High hydrophilous resin is a kind of lightly crosslinked hydrophilic polymer, has good suction and water retention property, has been widely used at aspects such as health care, agricultural gardening, in facilitate afforestation on barren hills and desertification control, demonstrates great potential.In soil, High hydrophilous resin can absorb a large amount of water and slowly discharge during in arid when raining or pouring water, so be commonly referred to water-holding agent in the agricultural.The water-fertilizer conditioning performance of water-holding agent comes into one's own day by day, in regulation and control moisture, can reduce the loss of nutrient.At present, the main restricting factor that water-holding agent is applied is that product price is higher, and performances such as salt tolerance, gel-strength are not ideal enough.Prepare inorganic-organic composite material through adding inorganic raw materials such as wilkinite, attapulgite, kaolin, zeyssatite and Win 40350, the performance that can improve water-holding agent with reduce cost.
Publication number is that one Chinese patent application documents such as CN100419027C, CN100443554C, CN100443553C disclose the method that stratiform, frame shape and amorphous silicate are used for the composite material with high water absorption preparation respectively; Publication number is that the one Chinese patent application document of CN100455625C discloses the method that convex-concave rod and wilkinite are used for the composite material with high water absorption preparation, and publication number is that the one Chinese patent application document of CN100365095C and CN100404612C discloses expanded vermiculite and is used for the method that composite material with high water absorption prepares.Publication number is the method that the one Chinese patent application document of CN1073121C discloses wilkinite and vinyl monomer synthesizing super absorbent matrix material, and proposes wilkinite and graft reaction has taken place monomer.
Through simple interpolation inorganic mineral, the improvement in performance of water-holding agent is limited.In theory, if through the intercalation effect to bentonite modified, can promote mineral in polymkeric substance dispersion or improve mineral and the affinity ability of polymkeric substance, the gel-strength of the hydrogel of matrix material suction back formation is further improved.
Quaternary ammonium salt-modified wilkinite can improve the affinity of wilkinite and polymkeric substance; And can improve the dispersiveness of wilkinite in organic phase; But the quaternary ammonium salt cost is higher, and is solvent when preparing composite material with high water absorption with water, and the dispersion of quaternary ammonium salt modified wilkinite in monomer becomes than distinct issues.
Because influencing each other and known or unknown reasons such as a correlation technique difficult problem between the processing condition factor; Comprise in the prior art document of above-mentioned all documents, all do not relate to the modification that wilkinite is carried out reasonable science and handle report with the preparation aspect that is successfully applied to composite material with high water absorption.
Summary of the invention
The objective of the invention is to overcome the deficiency of existing composite material with high water absorption technology of preparing, especially bentonite modified technology prepares the technical deficiency of application facet at composite material with high water absorption, and a kind of preparation method of composite material with high water absorption is provided.
Another object of the present invention provides the composite material with high water absorption that adopts said preparation method to prepare.
A further object of the invention provides the application of said composite material with high water absorption.
The object of the invention is achieved through following technical scheme;
The invention provides a kind of preparation method of composite material with high water absorption, may further comprise the steps:
(1) proportionally with (A) polyoxyethylene glycol or T 46155 and (B) wilkinite be well-dispersed in and obtain modified alta-mud suspension-s in the water;
Perhaps proportionally with (A) polyoxyethylene glycol or T 46155 and (A) wilkinite be well-dispersed in the water, with the suspension-s oven dry, obtain the modified alta-mud powder through pulverizing;
Said molecular weight polyethylene glycol is preferably 2000～20000, and the T 46155 molecular weight is preferably 2～2,000,000; Said wilkinite is sodium bentonite, calcium-base bentonite or sodium calcium-base bentonite, also can be three's arbitrary proportion mixture; Used bentonitic smectite mass percentage content is 40%～99%, preferred 60%～95%.
Said polyoxyethylene glycol or polyoxyethylated consumption reference: by (A) and (B) mass ratio of two kinds of raw material dry-matteies, polyoxyethylene glycol or T 46155 and bentonitic ratio are 0.1～1:1; Amount of water is (A) and (B) 5～20 times of two kinds of raw material total masses, obtains suspension-s; Can be crushed to 20 orders or subsequent use below 20 orders with suspension-s 40～105 ℃ of oven dry down, said bake out temperature and grinding particle size do not have strict restriction, with reference to the accessibility of present technique field routine and operating aspect yet.
(2) aqueous solution of preparation vinyl monomer;
Said vinyl monomer is at least two kinds a mixture in vinylformic acid, acrylate solution (being obtained by the vinylformic acid neutralization) or the acrylic amide, can be three's mixture, and order by merging need not strict limit;
The present invention is preferred to obtain vinylformic acid (salt) solution with the vinylformic acid neutralization earlier; In the neutralization and refrigerative vinylformic acid (salt) aqueous solution, add the aqueous solution that acrylic amide prepares vinyl monomer again, said acrylic amide and former acrylic acid mass ratio are 0～2:1; Said neutralization can be adopted sodium hydroxide, Pottasium Hydroxide, yellow soda ash, wet chemical or ammoniacal liquor, and being neutralized to degree of neutralization is 40%～90%;
The aqueous solution of the vinyl monomer that modified alta-mud suspension-s that (3) step (1) is prepared or modified alta-mud powder and step (2) prepare; It is (conventional with reference to present technique to feed nitrogen; Usually keep continuous bubbling to get final product); Graft copolymerization in the presence of initiator and linking agent obtains said composite material with high water absorption;
Preferably, step (3) can be that 10～40% (need consider the water yield that suspension-s is brought into when make up water is carried out the mass percent concentration adjustment) mix with modified alta-mud again with concentration of aqueous solution preset to the mass percent concentration of said vinyl monomer.
The said initiator of step (3) is an oxidation-reduction class initiator, and oxygenant is a persulphate, and initiator system of ammonium persulfate, Potassium Persulphate or Sodium Persulfate, reductive agent are sulphite, preferred sodium sulfite anhy 96 or S-WAT; The preferred N of said linking agent, N '-methylene-bisacrylamide.
The temperature of reaction of the said graft copolymerization of step (3) is 30～80 ℃.
Suitable granularity is cut into slices, dried, is crushed to polymerization gained jelly to get product.
Adopt the inventive method to prepare a kind of composite material with high water absorption of new superior performance; With the vinyl monomer quality is radix; Said composite material with high water absorption mainly also contains the each component (dry weight, vinyl monomer quality relatively) of following quality percentage composition:
Modified alta-mud raw material 1～100%;
Initiator 0.10%～2.0%;
Linking agent 0.01～1.00%;
Composite material with high water absorption preparation method according to the invention is simple, and cost is low, and gained composite material with high water absorption suction multiple is suitable, and gel-strength is high, be applicable to farming, forestry, environmental protection and other field as water-fertilizer conditioning, improve the soil, the material of afforestation.
The invention has the beneficial effects as follows:
Wilkinite is to be the tonstein of essential mineral with a kind of smectite.Smectite belongs to wetting ability stratiform silicate minerals, and silicon-oxy tetrahedron connects with adjacent silicon-oxy tetrahedron with top, three angles mutually, forms the unlimited layer that extends on the two-dimensional space, and each smectite lamella is made up of two-layer silicon-oxy tetrahedron therebetween layer of aluminum oxygen octahedra.Because isomorphous replacement, the smectite sheet surfaces has negative charge, and interlayer then is a positively charged ion.Usually be main with calcium ion, be called ca-montmorillonite, if sodium ion then is called na-montmorillonite.Through effects such as interlayer cation exchange, intercalation and shearings, can promote the separation of smectite lamella.The present invention is bold in innovation on the basis that has inorganic-organic high water absorption composite material and preparation method thereof now and improves; A kind of new preparation method is provided; Earlier wilkinite is carried out intercalation modifying with polyoxyethylene glycol or T 46155; Research searches out complete suitable technical scheme again, and said modified alta-mud is advantageously applied to the composite material with high water absorption that success prepares superior performance.Suitable wilkinite intercalation modifying can promote bentonitic dispersion, polyoxyethylene glycol or T 46155 can be further with the vinyl monomer copolymerization or form inierpeneirating network structure.The present invention is through a large amount of experimental summary analyses; The too low effect of smectite content is not good enough in the wilkinite; The too high then cost of content is higher, so the present invention has taken all factors into consideration factors such as the final performance of the relation of influencing each other, product and industrial preparation cost between each condition element of technological operation, suitable smectite content is 40%～99% further to have confirmed used wilkinite; Preferred 60%～95%, to guarantee to stablize the feasible preparation effect and the industrial applicibility of technical scheme.Experiment showed, that the inventive method has significantly changed the structure and the performance of smectite in the wilkinite to bentonitic intercalation modifying, thereby finally improve the performances such as gel-strength of composite material with high water absorption.
Description of drawings
The XRD figure of Fig. 1 modified alta-mud of the present invention.
Embodiment
Below in conjunction with accompanying drawing and specific embodiment further explain the present invention.Unless stated otherwise, the reagent that the embodiment of the invention adopts, raw material etc. are conventional commercial reagent, raw material etc., and the method that embodiment adopts is all present technique field ordinary method unless stated otherwise.
Embodiment 1
(1) be that 10000 polyoxyethylene glycol is dissolved in 100 ml waters with 0.8 gram molecular weight, add 2 gram sodium bentonites (smectite content is 85%) again, stirred 2 hours, obtain modified alta-mud suspension-s, subsequent use;
(2) get 10 gram vinylformic acid, using the sodium hydroxide degree of neutralization that neutralizes is 70%, is chilled to nearly room temperature, adds 10 gram acrylic amides again, stirring and dissolving;
(3) in step (2) gained solution, add step (1) gained modified alta-mud suspension-s, stir; Feed nitrogen, add 0.100 gram Potassium Persulphate (K
2S
2O
8) (can be made into 10% the aqueous solution conveniently be metered into) and 0.0100 gram N,N methylene bis acrylamide (aqueous solution that can be made into water 1% conveniently is metered into), place 80 ℃ of constant temperature water baths to be reacted to jelly and produce, be incubated 1 hour again;
Take out jelly, shred, 100 ℃ of following forced air dryings are pulverized, and get the fine-grannular composite material with high water absorption.
The suction multiple of gained composite high-water uptake matrix material is 946g/g, and gel-strength is 3.21kPa.
(1) be that 20000 T 46155 is dissolved in 100 ml waters with 0.8 gram molecular weight, add 2 gram sodium bentonites (smectite content is 85%) again, stirred 2 hours, obtain modified alta-mud suspension-s, subsequent use;
(2) get 10 gram vinylformic acid, using the sodium hydroxide degree of neutralization that neutralizes is 70%, is cooled to nearly room temperature; (3) adding step (1) gained in step (2) the gained solution adds modified alta-mud again and suspends
Liquid stirs; Feed nitrogen, add 0.100 gram Potassium Persulphate (can be made into 10% aqueous solution conveniently is metered into) and 0.0100 gram N,N methylene bis acrylamide (can be made into 1% aqueous solution conveniently is metered into), 80 ℃ of constant temperature water baths produce to jelly, are incubated 1 hour again;
Take out jelly, shred, 100 ℃ of following forced air dryings are pulverized, and get the fine-grannular compound water retaining agent.
The suction multiple of gained composite high-water uptake matrix material is 1006g/g, and gel-strength is 3.68kPa.
(1) 2 gram calcium-base bentonites (smectite content is 90%) is scattered in 100 ml waters, stirred 10 minutes, add 0.5 gram yellow soda ash again, stir and got suspension-s in 1 hour; Adding 1 gram molecular weight is 10000 polyoxyethylene glycol in suspension-s, stirs 2 hours, obtains modified alta-mud suspension-s, and clear liquid is removed in spinning, and mashed prod is 60 ℃ of dryings, levigate subsequent use;
(2) get 10 gram vinylformic acid, using the sodium hydroxide degree of neutralization that neutralizes is 70%, is chilled to nearly room temperature, adds 10 gram acrylic amides again, stirring and dissolving;
(3) in step (2) gained solution, add step (1) gained modified alta-mud fine powder and 100
Ml water, ultrasonic (200 watts of power) disperseed 2 hours; Feed nitrogen, add 0.075 gram K
2S
2O
8(can be made into 10% aqueous solution conveniently is metered into) and 0.030 gram sodium sulfite anhy 96 (can be made into the convenient adding of 5% aqueous solution); Add 0.0100 gram N again; N-methylene-bisacrylamide (can be made into 1% aqueous solution conveniently is metered into); Place 50 ℃ of constant temperature water baths to be reacted to jelly and produce, be incubated 1 hour again;
Take out jelly, shred, 100 ℃ of following forced air dryings are pulverized, and get the fine-grannular compound water retaining agent.
The suction multiple of gained composite high-water uptake matrix material is 711g/g, and gel-strength is 4.46kPa.
(1) 2 gram calcium-base bentonites (smectite content is 90%) is scattered in 100 ml waters, stirred 10 minutes, add 0.5 gram yellow soda ash again, stir and got suspension-s in 1 hour; Adding 1 gram molecular weight is 20000 polyoxyethylene glycol in suspension-s, stirs 2 hours, obtains modified alta-mud suspension-s, and clear liquid is removed in spinning, and mashed prod is 60 ℃ of dryings, levigate subsequent use;
(2) get 20 gram vinylformic acid, using the sodium hydroxide degree of neutralization that neutralizes is 70%, is chilled to nearly room temperature; (3) in step (2) gained solution, add step (1) gained modified alta-mud fine powder and 100
Ml water, ultra-sonic dispersion (200 watts of power) 2 hours; Feed nitrogen, add 0.060 gram K
2S
2O
8(can be made into 10% aqueous solution conveniently is metered into) and 0.030 gram sodium sulfite anhy 96; Add 0.0150 gram N again; N-methylene-bisacrylamide (can be made into 1% aqueous solution conveniently is metered into) places 40 ℃ of constant temperature water baths to be reacted to jelly and produces, and is incubated 1 hour again;
Take out jelly, shred, 100 ℃ of following forced air dryings are pulverized, and get the fine-grannular compound water retaining agent.
The suction multiple of gained composite high-water uptake matrix material is 646g/g, and gel-strength is 4.50kPa.
Embodiment 5
(1) gets 5 gram sodium bentonites (smectite content is 85%) and 5 gram calcium-base bentonites (smectite content is 60%), add 100 ml waters, add 1.25 gram yellow soda ash again, dispersed with stirring.Adding is 2000 polyoxyethylene glycol with 1 gram molecular weight, stirs 2 hours, obtains modified alta-mud suspension-s, and is subsequent use;
(2) get 5 gram vinylformic acid, using the sodium hydroxide degree of neutralization that neutralizes is 75%, is chilled to nearly room temperature, adds 5 gram acrylic amides again, stirring and dissolving;
(3) in step (2) gained solution, add step (1) gained modified alta-mud suspension-s, stir; Feed nitrogen, add 0.100 gram K
2S
2O
8With 0.040 gram S-WAT, add 0.0075 gram N,N methylene bis acrylamide again, place 45 ℃ of constant temperature water baths to be reacted to jelly and produce, be incubated 1 hour again;
Take out jelly, shred, 100 ℃ of following forced air dryings are pulverized, and get the fine-grannular compound water retaining agent.
The suction multiple of gained composite high-water uptake matrix material is 240g/g, and gel-strength is 8.50kPa.
Embodiment 6
(1) gets 4 gram sodium calcium-base bentonites (smectite content is 96%), add 100 ml waters, add 0.35 gram yellow soda ash again, dispersed with stirring.Adding is 2,000,000 T 46155 with 1 gram molecular weight, stirs 2 hours, obtains modified alta-mud suspension-s, and is subsequent use;
(2) get 5 gram vinylformic acid, using the sodium hydroxide degree of neutralization that neutralizes is 65%, is chilled to nearly room temperature, adds 1 gram acrylic amide again, stirring and dissolving;
(3) in step (2) gained solution, add step (1) gained modified alta-mud suspension-s, stir; Feed nitrogen, add 0.050 gram K
2S
2O
8, add 0.0065 gram N,N methylene bis acrylamide again, place 75 ℃ of constant temperature water baths to be reacted to jelly and produce, be incubated 1 hour again;
Take out jelly, shred, 75 ℃ of following forced air dryings are pulverized, and get the fine-grannular compound water retaining agent.
The suction multiple of gained composite high-water uptake matrix material is 405g/g, and gel-strength is 7.36kPa.
(1) 1 gram calcium-base bentonite (smectite content is 90%) is scattered in 100 ml waters, stirred 10 minutes, add 0.25 gram yellow soda ash again, stir and got suspension-s in 1 hour; Adding 1 gram molecular weight is 50000 T 46155 in suspension-s, stirs 2 hours, obtains modified alta-mud suspension-s, and clear liquid is removed in spinning, and mashed prod is 60 ℃ of dryings, levigate subsequent use;
(2) get 20 gram vinylformic acid, using the sodium hydroxide degree of neutralization that neutralizes is 76%, is chilled to nearly room temperature; (3) in step (2) gained solution, add step (1) gained modified alta-mud fine powder and 100
Ml water, ultra-sonic dispersion (200 watts of power) 2 hours; Feed nitrogen, add 0.050 gram K
2S
2O
8(can be made into 10% aqueous solution conveniently is metered into) and 0.020 gram S-WAT add 0.0080 gram N,N methylene bis acrylamide (can be made into 1% aqueous solution conveniently is metered into) again, place 40 ℃ of constant temperature water baths to be reacted to jelly and produce, and are incubated 1 hour again;
Take out jelly, shred, 100 ℃ of following forced air dryings are pulverized, and get the fine-grannular compound water retaining agent.
The suction multiple of gained composite high-water uptake matrix material is 856g/g, and gel-strength is 4.00kPa.
Embodiment 8The present invention prepares the modified alta-mud Performance Detection that composite material with high water absorption is used
Alta-mud modification method of the present invention is with reference to previous embodiment.The XRD figure of modified alta-mud is seen shown in the accompanying drawing 1; In the accompanying drawing 1; It is the wilkinite XRD figure that 2000 polyoxyethylene glycol (PEG2000) modification obtains that curve A representes to adopt molecular weight; It is the wilkinite XRD figure that 4000 polyoxyethylene glycol (PEG4000) modification obtains that curve B representes to adopt molecular weight; It is the wilkinite XRD figure that 6000 polyoxyethylene glycol (PEG6000) modification obtains that curve C representes to adopt molecular weight, and it is the wilkinite XRD figure that 10000 polyoxyethylene glycol (PEG10000) modification obtains that curve D representes to adopt molecular weight, and it is the wilkinite XRD figure that 20000 polyoxyethylene glycol (PEG20000) modification obtains that curve E representes to adopt molecular weight; Curve F representes the XRD figure of sodium bentonite, and curve F representes the XRD figure of calcium-base bentonite.With reference to Bragg equation, can calculate the montmorillonite layer spacing according to the data of accompanying drawing 1, see shown in the table 1 that the expansion capacity of gained modified alta-mud is seen shown in the table 2.
Table 1
| The PEG |
2 θ angles | Interlamellar spacing (nm) |
| Calcium-base bentonite | 5.70 | 1.55 |
| Sodium bentonite | 7.01 | 1.26 |
| PEG2000 modification sodium-ionized bentonite | 5.15 | 1.71 |
| PEG4000 modification sodium-ionized bentonite | 5.13 | 1.72 |
| PEG6000 modification sodium-ionized bentonite | 5.04 | 1.75 |
| PEG10000 modification sodium-ionized bentonite | 5.02 | 1.76 |
| PEG20000 modification sodium-ionized bentonite | 5.00 | 1.77 |
Table 2
| The PEG molecular mass | Expansion capacity (ml/g) |
| Sodium-ionized bentonite | 71 |
| PEG2000 modification sodium-ionized bentonite | 38 |
| PEG4000 modification sodium-ionized bentonite | 43 |
| PEG6000 modification sodium-ionized bentonite | 53 |
| PEG10000 modification sodium-ionized bentonite | 63 |
| PEG20000 modification sodium-ionized bentonite | 75 |
Can know by accompanying drawing 1 and table 1, table 2; The inventive method is respond well to bentonitic intercalation modifying; Significantly changed the structure and the performance of smectite in the wilkinite, obtained bigger interlamellar spacing and expansion capacity, this shows that the smectite lamella obtains peeling off to a certain degree; Help further dispersion; Guarantee its good dispersion property in water, from the experiment effect of embodiment 1～embodiment 7, bentonitic intercalation modifying combines overall technical architecture of the present invention finally significantly to improve the performances such as gel-strength of composite material with high water absorption.
Composite material with high water absorption preparation method according to the invention is simple, and under the prerequisite that guarantees the good quality production performance, owing to added cheap wilkinite (with respect to monomer), the preparation cost of matrix material descends, and cost is low; Gained composite material with high water absorption suction multiple is suitable, and gel-strength is high, can be applicable to farming, forestry, environmental protection and other field in conjunction with present technique field prior art, as water-fertilizer conditioning, improve the soil, the material of afforestation.
Claims (10)
1. the preparation method of a composite material with high water absorption; Be to adopt modified alta-mud to mix with vinyl monomer; Graft copolymerization prepares in the presence of initiator and linking agent, it is characterized in that said modified alta-mud be with (A) polyoxyethylene glycol or T 46155 and (B) wilkinite be well-dispersed in the suspension-s for preparing in the water or the modified alta-mud powder that obtains pulverized in the suspension-s oven dry;
By the mass ratio of two kinds of raw material dry-matteies, said (A) polyoxyethylene glycol or T 46155 and (B) bentonitic ratio be 0.1～1:1;
Said wilkinite is wherein one or more an arbitrary proportion mixture of sodium bentonite, calcium-base bentonite or sodium calcium-base bentonite.
2. according to the preparation method of the said composite material with high water absorption of claim 1, it is characterized in that said molecular weight polyethylene glycol is 2000～20000, the T 46155 molecular weight is 2～2,000,000.
3. according to the preparation method of the said composite material with high water absorption of claim 1, it is characterized in that said bentonitic smectite mass percentage content is 40%～99%.
4. according to the preparation method of the said composite material with high water absorption of claim 1, it is characterized in that may further comprise the steps:
(1) proportionally with (A) polyoxyethylene glycol or T 46155 and (B) wilkinite be well-dispersed in and obtain modified alta-mud suspension-s in the water;
Perhaps proportionally with (A) polyoxyethylene glycol or T 46155 and (A) wilkinite be well-dispersed in the water, with the suspension-s oven dry, obtain the modified alta-mud powder through pulverizing;
(2) aqueous solution of preparation vinyl monomer;
The aqueous solution of the vinyl monomer that modified alta-mud suspension-s that (3) step (1) is prepared or modified alta-mud powder and step (2) prepare; Feed nitrogen; Graft copolymerization in the presence of initiator and linking agent obtains said composite material with high water absorption.
5. according to the preparation method of claim 1 or 4 said composite material with high water absorption, it is characterized in that said vinyl monomer is at least two kinds a mixture in vinylformic acid, acrylate solution or the acrylic amide.
6. according to the preparation method of the said composite material with high water absorption of claim 5, it is characterized in that said acrylate solution is to adopt in sodium hydroxide, Pottasium Hydroxide, yellow soda ash, wet chemical or the ammoniacal liquor and vinylformic acid to degree of neutralization is 40%～90% to prepare.
7. according to the preparation method of the said composite material with high water absorption of claim 5, it is characterized in that said acrylic amide and acrylic acid mass ratio are 0～2:1.
8. according to the preparation method of claim 1 or 4 said composite material with high water absorption, it is characterized in that said initiator is an oxidation-reduction class initiator; Said oxygenant is a persulphate; Said reductive agent is a sulphite; Said linking agent is N, N '-methylene-bisacrylamide.
9. the composite material with high water absorption for preparing of claim 1 or 5 said preparing methods.
10. composite material with high water absorption according to claim 9 is characterized in that being, is radix with the vinyl monomer quality, and said composite material with high water absorption mainly also contains the each component of following quality percentage composition:
Modified alta-mud raw material 1～100%;
Initiator 0.10%～2.0%;
Linking agent 0.01～1.00%.
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| CN113912444A (en) * | 2021-10-15 | 2022-01-11 | 安徽儒商生物科技有限公司 | Biological humic acid compound fertilizer and preparation method thereof |
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| CN108609894A (en) * | 2018-05-18 | 2018-10-02 | 南京瑞贵新材料科技有限公司 | Subway shield synchronous grouting steady modeling agent and the preparation method and application thereof |
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