CN106281146A - A kind of wet-heat resisting soybean-based sheet material adhesive and preparation method thereof - Google Patents
A kind of wet-heat resisting soybean-based sheet material adhesive and preparation method thereof Download PDFInfo
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- CN106281146A CN106281146A CN201610657437.1A CN201610657437A CN106281146A CN 106281146 A CN106281146 A CN 106281146A CN 201610657437 A CN201610657437 A CN 201610657437A CN 106281146 A CN106281146 A CN 106281146A
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F285/00—Macromolecular compounds obtained by polymerising monomers on to preformed graft polymers
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F289/00—Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds not provided for in groups C08F251/00 - C08F287/00
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08H—DERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS
- C08H1/00—Macromolecular products derived from proteins
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/04—Non-macromolecular additives inorganic
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/08—Macromolecular additives
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J151/00—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
- C08L2205/035—Polymer mixtures characterised by other features containing three or more polymers in a blend containing four or more polymers in a blend
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- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
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- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention discloses a kind of wet-heat resisting soybean-based sheet material adhesive, it is made up of the raw material of following weight parts: polymaleic anhydride 23, polyvinyl alcohol 24, defatted soybean flour 170 200, iron chloride 0.3 0.4, ferrous chloride 0.1 0.2, epoxychloropropane 0.8 1, N n-methylolacrylamide 23, styrene 16 20, potassium peroxydisulfate 0.1 0.2, hemicellulase 34, poly-methyl diphenylene diisocyanate 10 19, the hydrochloric acid solution 60 70 of 20 30%, ethoxylated alkyl ammonium sulfate 0.6 1, palm wax 24, 2, 2 dihydromethyl propionic acids 0.6 1, stannous octoate 0.01 0.02, divinylbenzene 0.01 0.02, eight water zirconium oxychlorides 46 etc..The present invention is difficult to cause the feature such as equipment corrosion, storage period working life is longer, formaldehydeless, residual monomer content is low, water-tolerant.
Description
Technical field
The present invention relates to adhesive technical field, particularly relate to a kind of wet-heat resisting soybean-based sheet material adhesive and preparation side thereof
Method.
Background technology
Aldehyde system adhesive consumption in timber industry adhesive is maximum, but it exists shortcomings: primary raw material multi-source
In the non-renewable resources such as oil, coal;Produce and use process constantly distributes carcinogen (such as formaldehyde), can be good for by harmful to human
Health;Product non-degradable, easily pollutes environment.Therefore, biomass-based adhesive is researched and developed to substitute aldehyde system adhesive by the whole world
Pay much attention to.In various biological materials, Semen sojae atricolor (including genetically engineered soybean) has that yield is big, low cost, vegetable protein contain
Measure high feature, be good adhesive raw material;Research soybean-based adhesive so that it is all or part of petroleum replacing base gluing
Agent, to reduce depletion of non-renewable resources, ensure food safety the most significant, be outside Present Domestic research focus；
Adhesive the most nontoxic, free of contamination is applied to become trend, plant along with using the exploitation of reproducible biomass from producing to
The research of albumen adhesive causes the extensive concern of people.Wherein, utilizing soybean protein to prepare soybean-based adhesive is study hotspot,
Improving its resistance to water is then primary study content, and it is the most resistance to that oneself there are some researches show that adhesive prepared by soybean protein isolate has
Aqueous；But, SPI is isolatable from Semen sojae atricolor defatted soy flour, and the price of its costliness necessarily limits its application in terms of adhesive.Cause
This, the DSF of cost and low percentages of protein becomes the preferred raw materials preparing water-resistant soybean base adhesive；
SPI and DSF, SPI that after preparation soybean-based adhesive mainly uses soybean extract oil at present, defat bean cypress produces derive from
DSF, its soybean protein content is typically larger than 90%, it is easy to modified, the adhesive of preparation has good resistance to water.But SPI costliness
Its application in terms of adhesive of price limit.Therefore, the DSF of cost and low percentages of protein become preparation resistance to water big
The preferred material of bean base adhesive.A large amount of research methoies based on SPI adhesive are also used for modified DSF and prepare adhesive, and
Achieve certain effect, it is thus achieved that low resistance to water (cold water or humid air), medium resistance to water (63 DEG C of water) and enhanced water resistance
The modified soybean base adhesive formula of (boiling water);Wherein, enhanced water resistance soybean-based adhesive is mainly by excellent with boiling water resistance energy
Obtain after different synthetic resin mixing.But, DSF is complicated mixture, by the soybean protein of nearly 50%, the carbon hydrate of 40%
Thing and other micro constitutent form；
Current research method all lays particular emphasis on modified soybean protein therein, and is not directed to the carbohydrate of 40%, causes this
Resistance to water after adhesive is solidified by component is inoperative, even plays negative interaction, wastes raw material.Additionally, have resistance to boiling
Aqueous can be adhesive for making the precondition of outdoor cementing thing, if when with DSF glue so that it is in carbon hydrate
Thing converts the component that raising adhesive resistance to water rises positive interaction, in conjunction with Soybean Protein Modification method, prepares the bean of resistance to boiling water base
Adhesive, not only takes full advantage of raw material, can be also that a new way is opened up in the soybean-based adhesive research being applied to open air.
The research solving problem that aldehyde system adhesive exists and the based Wood Adhesives that instructs other similar biomass to be raw material is all anticipated by this
Justice is great；
Epoxy radicals is the polar group that a kind of work is dialled, and can form chemistry and be bonded with the radical reaction containing active oxygen, utilize containing epoxy
The compound on organism matter adhesive of group is modified improving research existing many reports of its performance, if therefore used
Containing epoxy compounds, it is modified, or access ring epoxide in the component containing these functional groups, necessarily can carry further
High Semen sojae atricolor base adhesive resistance to water.
Summary of the invention
The object of the invention is contemplated to make up the defect of prior art, it is provided that a kind of wet-heat resisting soybean-based sheet material adhesive and
Its preparation method.
The present invention is achieved by the following technical solutions:
A kind of wet-heat resisting soybean-based sheet material adhesive, it is made up of the raw material of following weight parts:
Polymaleic anhydride 2-3, polyvinyl alcohol 2-4, defatted soybean flour 170-200, iron chloride 0.3-0.4, ferrous chloride 0.1-
0.2, epoxychloropropane 0.8-1, N hydroxymethyl acrylamide 2-3, styrene 16-20, potassium peroxydisulfate 0.1-0.2, hemicellulose
Enzyme 3-4, the hydrochloric acid solution 60-70 of poly-methyl diphenylene diisocyanate 10-19,20-30%, ethoxylated alkyl ammonium sulfate
0.6-1, palm wax 2-4,2,2-dihydromethyl propionic acid 0.6-1, stannous octoate 0.01-0.02, divinylbenzene 0.01-0.02,
Eight water zirconium oxychloride 4-6, kieselguhr 2-3.
The preparation method of a kind of described wet-heat resisting soybean-based sheet material adhesive, comprises the following steps:
(1) by above-mentioned iron chloride, ferrous chloride mixing, join in the hydrochloric acid solution of 20-30%, stir, obtain iron salt molten
Liquid；
(2) above-mentioned eight water zirconium oxychlorides are joined in the deionized water of its weight 27-30 times, add above-mentioned polymaleic anhydride,
Stirring, the hydrochloric acid of dropping 4-6mol/l, regulation pH is 1-2, stirs 10-15 minute, rises high-temperature and is 60-65 DEG C, adds
Ethoxylated alkyl ammonium sulfate, insulated and stirred 20-30 minute, obtain aqueous dispersions；
(3) above-mentioned defatted soybean flour is joined in the distilled water of its weight 20-27 times, stirs, add hemicellulase,
Enzymolysis 18-20 minute at 50-55 DEG C, reduces temperature and is 26-30 DEG C, add above-mentioned iron salt solutions, be incubated 30-35 minute, add
Entering the sodium hydroxide of 3-5mol/l, regulation pH is 5-6, adds above-mentioned epoxychloropropane, rises high-temperature and is 70-75 DEG C, and insulation is stirred
Mixing 30-35 minute, add the sodium hydroxide of 3-5mol/l, regulation pH is 10-11, adds above-mentioned palm wax, stirring reaction 30-40
Minute, obtain epoxide modified Semen sojae atricolor latex；
(4) above-mentioned kieselguhr is calcined 1-2 hour at 700-800 DEG C, be cooled to room temperature, join the salt that concentration is 10-15%
In acid solution, stirring mixing 30-40 minute, filter, precipitation is washed 2-3 time, be dried, join the anhydrous of its weight 7-10 times
In ethanol, adding above-mentioned divinylbenzene, rise high-temperature and be 57-60 DEG C, add above-mentioned aqueous dispersions, insulated and stirred 30-40 is divided
Clock, obtains diatomite modified aqueous dispersions；
(5) take above-mentioned epoxide modified Semen sojae atricolor latex, be passed through nitrogen, rise high-temperature and be 70-75 DEG C, add above-mentioned N-methylol propylene
Amide, drips acetic acid, and regulation pH is 5-6, and insulated and stirred 60-60 minute obtains acid amide-grafted epoxy soybean latex；
(6) take above-mentioned acid amide-grafted epoxy soybean latex, mix with diatomite modified aqueous dispersions, stir, add above-mentioned
Polyvinyl alcohol, rises high-temperature and is 76-80 DEG C, and insulated and stirred 20-30 minute adds the 20-25% of above-mentioned styrene weight, above-mentioned
The 18-20% of potassium peroxydisulfate weight, stirring mixing 10-20 minute, drip remaining styrene, potassium peroxydisulfate, reducing temperature is
40-45 DEG C, add above-mentioned stannous octoate, insulation reaction 60-70 minute, cooling, obtain Polystyrene grafting rubber made from soybean cake；
(7) above-mentioned Polystyrene grafting rubber made from soybean cake is mixed with remaining each raw material, stir, to obtain final product.
The invention have the advantage that using method:
During use, adhesive of the present invention 2-poly-with the firming agent of its weight 8-10% phenylmethane cyanate (PMDI) is mixed, stir
Mixing uniformly, be coated on plate surface, plate surface coating amount is 280 g/m2, and after gluing, room temperature Guan Bi ageing 10 min, are re-fed into
Press, sheeting process is: room temperature, 4.0 MPa, 40 min,.
First defatted soybean flour is used hemicellulose ferment treatment by the present invention, then by acid, alkali, salt Combined Treatment, can be by big
Soybean protein partial hydrolysis, destroys oxygen key, unfolds the chondritic of soybean protein so that it is active center is exposed, and improves in adhesive
The content of active function groups and reactivity, can form preferably crosslinking, thus improve its water resistance after causing its solidification,
And the Semen sojae atricolor latex after hemicellulose ferment treatment contains substantial amounts of active group, such as-NH2 ,-C00H ,-OH etc., can be with epoxy chlorine
Epoxy radicals generation chemical reaction in propane, is conducive to eliminating the hydrophilic radical in soybean-based adhesive, is cross-linked into said three-dimensional body
Type structure, improves the resistance to water after its solidification, then utilizes methylol and the epoxy soybean base gluing of N hydroxymethyl acrylamide
Agent contains the component reaction of these functional groups, forms grafting, and the vinyl in N hydroxymethyl acrylamide can be with styrene
Monomer forms stable copolymer, and after styrene copolymerized, vinyl residual quantity declines, the phenyl in polystyrene structure, alkane
Hydrocarbon methyl composition increases, and improves the stability of modified soybean base adhesive, and only containing phenyl, parent in styrene molecules structure
Aqueous is little；Meanwhile, the more preferable phenyl ring of a large amount of stability is introduced into modification by copolymerization soybean-based adhesive, causes its resistance to water to improve.
The styrene copolymerized modified soybean base adhesive of the present invention is difficult to cause equipment corrosion, working life to deposit, and the phase is longer, do not contain
The features such as formaldehyde, residual monomer content are low, the feature of environmental protection, water-tolerant
The adhesive of the present invention has good humidity resistance, and surface hydrophobic is good, difficult drop-off, and stability is strong.
Detailed description of the invention
A kind of wet-heat resisting soybean-based sheet material adhesive, it is made up of the raw material of following weight parts:
Polymaleic anhydride 2, polyvinyl alcohol 2, defatted soybean flour 170, iron chloride 0.3, ferrous chloride 0.1, epoxychloropropane 0.8, N
N-methylolacrylamide 2, styrene 16, potassium peroxydisulfate 0.1, hemicellulase 3, poly-methyl diphenylene diisocyanate 10,20%
Hydrochloric acid solution 60, ethoxylated alkyl ammonium sulfate 0.6, palm wax 2,2,2 dihydromethyl propionic acid 0.6, stannous octoate 0.01, two
Vinyl benzene 0.01, eight water zirconium oxychloride 4, kieselguhr 2.
The preparation method of a kind of described wet-heat resisting soybean-based sheet material adhesive, comprises the following steps:
(1) by above-mentioned iron chloride, ferrous chloride mixing, join in the hydrochloric acid solution of 20%, stir, obtain iron salt solutions；
(2) above-mentioned eight water zirconium oxychlorides are joined in the deionized water of its weight 27 times, add above-mentioned polymaleic anhydride, stirring
Uniformly, the hydrochloric acid of dropping 4mol/l, regulation pH is 1, stirs 10 minutes, and rising high-temperature is 60 DEG C, adds ethoxylated alkyl sulfur
Acid ammonium, insulated and stirred 20 minutes, obtain aqueous dispersions；
(3) above-mentioned defatted soybean flour is joined in the distilled water of its weight 20 times, stir, add hemicellulase,
Enzymolysis 18 minutes at 50 DEG C, reducing temperature is 26 DEG C, adds above-mentioned iron salt solutions, is incubated 30 minutes, adds the hydrogen-oxygen of 3mol/l
Changing sodium, regulation pH is 5, adds above-mentioned epoxychloropropane, and rising high-temperature is 70 DEG C, and insulated and stirred 30 minutes adds 3mol/l's
Sodium hydroxide, regulation pH is 10, adds above-mentioned palm wax, stirring reaction 30 minutes, obtains epoxide modified Semen sojae atricolor latex；
(4) above-mentioned kieselguhr is calcined 1 hour at 700 DEG C, is cooled to room temperature, join in the hydrochloric acid solution that concentration is 10%,
Stirring mixing 30 minutes, filters, and precipitation is washed 2 times, is dried, joins in the dehydrated alcohol of its weight 7 times, add above-mentioned two
Vinyl benzene, rising high-temperature is 57 DEG C, adds above-mentioned aqueous dispersions, insulated and stirred 30 minutes, obtains diatomite modified aqueous dispersions；
(5) taking above-mentioned epoxide modified Semen sojae atricolor latex, be passed through nitrogen, rising high-temperature is 70 DEG C, adds above-mentioned N methylol acryloyl
Amine, drips acetic acid, and regulation pH is 5, and insulated and stirred 60 minutes obtains acid amide-grafted epoxy soybean latex；
(6) take above-mentioned acid amide-grafted epoxy soybean latex, mix with diatomite modified aqueous dispersions, stir, add above-mentioned
Polyvinyl alcohol, rising high-temperature is 76 DEG C, insulated and stirred 20 minutes, adds the 20% of above-mentioned styrene weight, above-mentioned potassium peroxydisulfate weight
The 18% of amount, stirring mixing 10 minutes, drip remaining styrene, potassium peroxydisulfate, reducing temperature is 40 DEG C, adds above-mentioned octanoic acid
Stannous, insulation reaction 60 minutes, cooling, obtain Polystyrene grafting rubber made from soybean cake；
(7) above-mentioned Polystyrene grafting rubber made from soybean cake is mixed with remaining each raw material, stir, to obtain final product.
Performance test:
Viscosity 4.99Pa.s；
Bonding strength: 1.1Mpa.
Claims (2)
1. a wet-heat resisting soybean-based sheet material adhesive, it is characterised in that it is made up of the raw material of following weight parts:
Polymaleic anhydride 2-3, polyvinyl alcohol 2-4, defatted soybean flour 170-200, iron chloride 0.3-0.4, ferrous chloride 0.1-
0.2, epoxychloropropane 0.8-1, N hydroxymethyl acrylamide 2-3, styrene 16-20, potassium peroxydisulfate 0.1-0.2, hemicellulose
Enzyme 3-4, the hydrochloric acid solution 60-70 of poly-methyl diphenylene diisocyanate 10-19,20-30%, ethoxylated alkyl ammonium sulfate
0.6-1, palm wax 2-4,2,2-dihydromethyl propionic acid 0.6-1, stannous octoate 0.01-0.02, divinylbenzene 0.01-0.02,
Eight water zirconium oxychloride 4-6, kieselguhr 2-3.
2. the preparation method of a wet-heat resisting soybean-based sheet material adhesive as claimed in claim 1, it is characterised in that include with
Lower step:
(1) by above-mentioned iron chloride, ferrous chloride mixing, join in the hydrochloric acid solution of 20-30%, stir, obtain iron salt molten
Liquid；
(2) above-mentioned eight water zirconium oxychlorides are joined in the deionized water of its weight 27-30 times, add above-mentioned polymaleic anhydride,
Stirring, the hydrochloric acid of dropping 4-6mol/l, regulation pH is 1-2, stirs 10-15 minute, rises high-temperature and is 60-65 DEG C, adds
Ethoxylated alkyl ammonium sulfate, insulated and stirred 20-30 minute, obtain aqueous dispersions；
(3) above-mentioned defatted soybean flour is joined in the distilled water of its weight 20-27 times, stirs, add hemicellulase,
Enzymolysis 18-20 minute at 50-55 DEG C, reduces temperature and is 26-30 DEG C, add above-mentioned iron salt solutions, be incubated 30-35 minute, add
Entering the sodium hydroxide of 3-5mol/l, regulation pH is 5-6, adds above-mentioned epoxychloropropane, rises high-temperature and is 70-75 DEG C, and insulation is stirred
Mixing 30-35 minute, add the sodium hydroxide of 3-5mol/l, regulation pH is 10-11, adds above-mentioned palm wax, stirring reaction 30-40
Minute, obtain epoxide modified Semen sojae atricolor latex；
(4) above-mentioned kieselguhr is calcined 1-2 hour at 700-800 DEG C, be cooled to room temperature, join the salt that concentration is 10-15%
In acid solution, stirring mixing 30-40 minute, filter, precipitation is washed 2-3 time, be dried, join the anhydrous of its weight 7-10 times
In ethanol, adding above-mentioned divinylbenzene, rise high-temperature and be 57-60 DEG C, add above-mentioned aqueous dispersions, insulated and stirred 30-40 is divided
Clock, obtains diatomite modified aqueous dispersions；
(5) take above-mentioned epoxide modified Semen sojae atricolor latex, be passed through nitrogen, rise high-temperature and be 70-75 DEG C, add above-mentioned N-methylol propylene
Amide, drips acetic acid, and regulation pH is 5-6, and insulated and stirred 60-60 minute obtains acid amide-grafted epoxy soybean latex；
(6) take above-mentioned acid amide-grafted epoxy soybean latex, mix with diatomite modified aqueous dispersions, stir, add above-mentioned
Polyvinyl alcohol, rises high-temperature and is 76-80 DEG C, and insulated and stirred 20-30 minute adds the 20-25% of above-mentioned styrene weight, above-mentioned
The 18-20% of potassium peroxydisulfate weight, stirring mixing 10-20 minute, drip remaining styrene, potassium peroxydisulfate, reducing temperature is
40-45 DEG C, add above-mentioned stannous octoate, insulation reaction 60-70 minute, cooling, obtain Polystyrene grafting rubber made from soybean cake；
(7) above-mentioned Polystyrene grafting rubber made from soybean cake is mixed with remaining each raw material, stir, to obtain final product.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN117701243A (en) * | 2023-12-20 | 2024-03-15 | 华南农业大学 | Organosilicon modified soybean flavone adhesive and preparation method and application thereof |
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2016
- 2016-08-12 CN CN201610657437.1A patent/CN106281146A/en not_active Withdrawn
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN117701243A (en) * | 2023-12-20 | 2024-03-15 | 华南农业大学 | Organosilicon modified soybean flavone adhesive and preparation method and application thereof |
| CN117701243B (en) * | 2023-12-20 | 2024-06-14 | 华南农业大学 | Organosilicon modified soybean flavone adhesive and preparation method and application thereof |
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Application publication date: 20170104 |