CN110964478A - Hyperbranched polyester and borate modified high-strength anti-corrosion soybean protein adhesive and preparation method thereof - Google Patents
Hyperbranched polyester and borate modified high-strength anti-corrosion soybean protein adhesive and preparation method thereof Download PDFInfo
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- CN110964478A CN110964478A CN201911211703.8A CN201911211703A CN110964478A CN 110964478 A CN110964478 A CN 110964478A CN 201911211703 A CN201911211703 A CN 201911211703A CN 110964478 A CN110964478 A CN 110964478A
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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
- C09J189/00—Adhesives based on proteins; Adhesives based on derivatives thereof
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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
- C09J11/08—Macromolecular additives
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/38—Boron-containing compounds
- C08K2003/387—Borates
Abstract
The invention discloses a hyperbranched polyester and borate modified high-strength anticorrosive soybean protein adhesive and a preparation method thereof, wherein the adhesive is prepared from 15 parts of soybean protein, 1.5 parts of hyperbranched polyester, 0.25-2 parts of sodium tetraborate and 35 parts of a dispersion medium, and the preparation method comprises two steps of hyperbranched polyester synthesis and adhesive preparation. The invention has the advantages that: the water-resistant requirement of the adhesive for the plywood can be met, and the practical performance of the soy protein adhesive is ensured; the problem of indoor air pollution caused by common 'three-aldehyde' plywood is thoroughly solved; the modified soy protein adhesive has certain antibacterial and mildewproof performance, and can prolong the service life of the soy protein adhesive and the durability of a glued product.
Description
Technical Field
The invention relates to an adhesive and preparation thereof, in particular to a hyperbranched polyester and borate modified high-strength anti-corrosion soybean protein adhesive and a preparation method thereof.
Background
The wood industrial adhesive has a wide application range, almost all adhesives of plywood, shaving boards and medium-density fiberboards depend on petroleum resources, and a large amount of formaldehyde and free phenol pollution is caused. Renewable resources are used as raw materials to produce products such as adhesives, and a partial solution is provided for replacing petroleum fossil resources. The biomass adhesive is sustainable, does not release toxic substances, is low in price, and is expected to replace urea-formaldehyde resin and phenolic resin to a certain extent.
The soybean protein is widely concerned due to the advantages of reproducibility, no toxicity, low cost, good processing performance, rich sources and the like, and has good application prospect in the aspect of adhesive application. However, the practical application of the soy protein adhesive is limited because 1) strong interaction between soy protein molecules causes brittleness, and 2) molecular chains containing a large amount of hydrophilic groups make it poor in water resistance. The water resistance of the soybean protein adhesive can be improved by changing the structure of the soybean protein or adding a cross-linking agent. The former mainly uses alkali, sodium dodecyl sulfate, urea and the like to expose hydrophobic groups of protein, thereby improving the performance of the protein, but the water-resistant adhesive bonding strength of the protein adhesive is difficult to meet the requirement. The latter mainly forms a compact crosslinking network through the reaction of a crosslinking agent and-COOH, -NH 2-and-OH groups of soybean protein molecules, and effectively improves the water-resistant adhesive bonding performance of the adhesive. Past research mainly focuses on improving the bonding strength of the soy protein adhesive, and often neglects the improvement of the toughness of the adhesive. Our previous studies have shown that the hyperbranched polyester has great benefit on the toughness of the soybean protein material, but the bonding strength of the soybean protein adhesive added with the hyperbranched polyester still needs to be improved.
The strength of the cell walls of higher plants can resist gravity and strong lateral forces. Boron has been shown to be essential for the normal growth of higher plants, which use very low concentrations of borate cross-linked polysaccharides to enhance their intercellular structure, which helps to strengthen and consolidate the cell wall, providing mechanical support. The ability of borate ions to form covalent bonds with oxygen-containing functional groups in various pH environments makes them excellent cross-linkers for higher plants and essential nutrients for all mechanically sound plants. It has been found that borate cross-linking agents play an important role in enhancing plant mechanical properties and important survival functions through different types of binding interactions. On the other hand, boron is considered to have trace elements of low toxicity, high activity, incombustibility and non-corrosiveness, and is proved to have antibacterial and antifungal properties.
The above background disclosure is only for the purpose of assisting understanding of the inventive concept and technical solutions of the present invention, and does not necessarily belong to the prior art of the present patent application, and should not be used for evaluating the novelty and inventive step of the present application in the case that there is no clear evidence that the above content is disclosed at the filing date of the present patent application.
Disclosure of Invention
The invention overcomes the defects of the prior art and provides a hyperbranched polyester and borate modified high-strength anti-corrosion soybean protein adhesive and a preparation method thereof.
The invention provides a hyperbranched polyester and borate modified high-strength anticorrosive soybean protein adhesive, which is prepared by using soybean protein as a raw material, firstly blending hyperbranched polyester with the soybean protein, and then crosslinking the soybean protein, soybean polysaccharide and hyperbranched polyester by using sodium tetraborate.
In order to achieve the purpose, the invention provides a hyperbranched polyester and borate modified high-strength anti-corrosion soybean protein adhesive which comprises the following components in parts by weight: 15 parts of soybean protein, 1.5 parts of hyperbranched polyester, 0.25-2 parts of sodium tetraborate and 35 parts of dispersion medium.
In a preferred embodiment of the present invention, the soy protein is soy flour with a protein content of 53% and a carbohydrate content of 33%, and the particle size of the soy protein is less than 200 mesh, preferably 200-250 mesh.
In a preferred embodiment of the present invention, the sodium tetraborate is a commercially available product. By adopting the sodium tetraborate, a three-dimensional crosslinking network can be formed, so that the crosslinking density of the adhesive is improved, and the water resistance of the adhesive is further improved.
In a preferred embodiment of the present invention, the dispersion medium is selected from common tap water or distilled water.
The invention also provides a preparation method of the hyperbranched polyester and borate modified high-strength anticorrosive soybean protein adhesive, which comprises the following steps:
(1) weighing the components according to the mass ratio, and dispersing the hyperbranched polyester in a dispersion medium;
(2) uniformly dispersing sodium tetraborate in the hyperbranched polyester dispersion liquid obtained in the step (1);
(3) and (3) uniformly dispersing the soybean protein in the hyperbranched polyester and sodium tetraborate dispersion liquid obtained in the step (2), and then stirring at a high speed for 20 minutes.
The preparation method of the hyperbranched polyester comprises the following steps: first, the desired glycerin (46 g, 0.5 mol) and maleic anhydride (49 g, 0.5 mol) were mixed and stirred continuously at 75 ℃ for 1 hour under a nitrogen atmosphere; subsequently, pentaerythritol (0.454 g, 0.005 mol) was added and reacted at 100 ℃ for 2 hours, then at 120 ℃ for 2 hours, and then at 140 ℃ for 4 hours; after the polymerization reaction is finished, the hyperbranched polyester is purified by column chromatography by taking silica gel as a stationary phase and ethanol as a mobile phase. The synthesized hyperbranched polyester has excellent dispersibility in water, and the tail end of the hyperbranched polyester has a large number of carboxyl and hydroxyl groups which form multiple hydrogen bond actions with soybean protein, so that the physical crosslinking density of the adhesive is improved; the high degree of branching may introduce a free volume fraction that may increase the toughness of the bondline.
In a preferred embodiment of the invention, experiments prove that the three-layer plywood manufactured by the product of the invention does not have the problem of formaldehyde release, the bonding strength of the plywood manufactured by the soybean protein adhesive in the second embodiment is detected to be more than 0.9MPa, and the reinforcing effect is obvious; in addition, the product of the invention has obvious corrosion resistance and antibacterial property.
The invention solves the defects in the background technology, and has the following beneficial effects:
(1) according to the invention, the hyperbranched polyester modified soybean protein adhesive is adopted, and the tail end of the hyperbranched polyester modified soybean protein adhesive has a large number of carboxyl and hydroxyl, so that the hyperbranched polyester and protein can form hydrogen bond interaction, and the strength of the adhesive is improved; in addition, the high branching degree of the hyperbranched polyester can be introduced through a hole effect, and the free volume fraction can increase the toughness of the adhesive layer.
(2) According to the invention, sodium tetraborate is adopted, and can be crosslinked with hydroxyl groups in soybean protein, hyperbranched polyester and soybean polysaccharide, so that the crosslinking density of the adhesive is improved, the adhesive has good water resistance and bonding strength, and the adhesive does not crack after being boiled in water at 63 ℃ for 3 hours.
(3) The adhesive for the plywood does not contain organic volatile matters such as formaldehyde and the like, and thoroughly solves the problem of pollution of the organic volatile matters in indoor air caused by the artificial board.
(4) The renewable soybean protein is used as the main raw material of the adhesive, is beneficial to solving the problem of fossil raw material exhaustion, and accords with the principles of environmental protection and sustainable development.
Drawings
The invention is further illustrated with reference to the following figures and examples.
FIG. 1 is a table of experimental data for a preferred embodiment of the invention.
Detailed Description
Preferred embodiments of the present invention will be described in detail with reference to the following examples. It is to be understood that the following examples are given for illustrative purposes only and are not intended to limit the scope of the present invention. Various modifications and alterations of this invention will become apparent to those skilled in the art without departing from the spirit and scope of this invention.
The experimental procedures used in the following examples are all conventional procedures unless otherwise specified.
Materials, reagents and the like used in the following examples are commercially available unless otherwise specified.
Preferred in the following examples, a hyperbranched polyester and borate modified high-strength antiseptic soy protein adhesive comprises the following components in parts by weight: 15 parts of soybean protein, 1.5 parts of hyperbranched polyester, 0.25-2 parts of sodium tetraborate and 35 parts of dispersion medium.
Preferably, the soybean protein is soybean flour with 53% of protein content and 33% of carbohydrate content, and the particle size of the soybean flour is less than 200 meshes, preferably 200 meshes and 250 meshes.
Preferably, the sodium tetraborate is a commercial product. By adopting the sodium tetraborate, a three-dimensional crosslinking network can be formed, so that the crosslinking density of the adhesive is improved, and the water resistance of the adhesive is further improved.
In a preferred embodiment of the present invention, the dispersion medium is selected from common tap water or distilled water.
Example one
A preparation method of a hyperbranched polyester and borate modified high-strength anticorrosive soybean protein adhesive comprises the following steps:
(1) 1.5g of hyperbranched polyester was dispersed in 35g of distilled water;
(2) and (2) adding 0.25g of sodium tetraborate into the mixture obtained in the step (1), and stirring for 10 minutes to uniformly disperse the mixture.
(3) Uniformly dispersing 15g of soybean protein in the dispersion liquid obtained in the step (2), and then stirring at a high speed for 20 minutes;
the preparation method of the hyperbranched polyester comprises the following steps:
first, the desired glycerol (46 g, 0.5 mol) and maleic anhydride (49 g, 0.5 mol) were mixed and stirred continuously at 75 ℃ for 1h under a nitrogen atmosphere; subsequently, pentaerythritol (0.454 g, 0.005 mol) was added and reacted at 100 ℃ for 2 hours, at 120 ℃ for 2 hours, and at 140 ℃ for 4 hours; after the polymerization reaction is finished, the hyperbranched polyester is purified by column chromatography by taking silica gel as a stationary phase and ethanol as a mobile phase.
The performance and quality indexes of the obtained adhesive are shown in table 1.
Example two
A preparation method of a hyperbranched polyester and borate modified high-strength anticorrosive soybean protein adhesive comprises the following steps:
(1) 1.5g of hyperbranched polyester was dispersed in 35g of distilled water;
(2) and (2) adding 0.5g of sodium tetraborate into the mixture obtained in the step (1), and stirring for 10 minutes to uniformly disperse the mixture.
(3) Uniformly dispersing 15g of soybean protein in the dispersion liquid obtained in the step (2), and then stirring at a high speed for 20 minutes;
the preparation method of the hyperbranched polyester comprises the following steps:
first, the desired glycerol (46 g, 0.5 mol) and maleic anhydride (49 g, 0.5 mol) were mixed and stirred continuously at 75 ℃ for 1h under a nitrogen atmosphere; subsequently, pentaerythritol (0.454 g, 0.005 mol) was added and reacted at 100 ℃ for 2 hours, at 120 ℃ for 2 hours, and at 140 ℃ for 4 hours; after the polymerization reaction is finished, the hyperbranched polyester is purified by column chromatography by taking silica gel as a stationary phase and ethanol as a mobile phase.
The performance and quality indexes of the obtained adhesive are shown in table 1.
EXAMPLE III
A preparation method of a hyperbranched polyester and borate modified high-strength anticorrosive soybean protein adhesive comprises the following steps:
(1) 1.5g of hyperbranched polyester was dispersed in 35g of distilled water;
(2) and (2) adding 1.0g of sodium tetraborate into the mixture obtained in the step (1), and stirring for 10 minutes to uniformly disperse the mixture.
(3) Uniformly dispersing 15g of soybean protein in the dispersion liquid obtained in the step (2), and then stirring at a high speed for 20 minutes;
the preparation method of the hyperbranched polyester comprises the following steps:
first, the desired glycerol (46 g, 0.5 mol) and maleic anhydride (49 g, 0.5 mol) were mixed and stirred continuously at 75 ℃ for 1h under a nitrogen atmosphere; subsequently, pentaerythritol (0.454 g, 0.005 mol) was added and reacted at 100 ℃ for 2 hours, at 120 ℃ for 2 hours, and at 140 ℃ for 4 hours; after the polymerization reaction is finished, the hyperbranched polyester is purified by column chromatography by taking silica gel as a stationary phase and ethanol as a mobile phase.
The performance and quality indexes of the obtained adhesive are shown in table 1.
Example four
A preparation method of a hyperbranched polyester and borate modified high-strength anticorrosive soybean protein adhesive comprises the following steps:
(1) 1.5g of hyperbranched polyester was dispersed in 35g of distilled water;
(2) and (2) adding 2.0g of sodium tetraborate into the mixture obtained in the step (1), and stirring for 10 minutes to uniformly disperse the mixture.
(3) Uniformly dispersing 15g of soybean protein in the dispersion liquid obtained in the step (2), and then stirring at a high speed for 20 minutes;
the preparation method of the hyperbranched polyester comprises the following steps:
first, the desired glycerol (46 g, 0.5 mol) and maleic anhydride (49 g, 0.5 mol) were mixed and stirred continuously at 75 ℃ for 1h under a nitrogen atmosphere; subsequently, pentaerythritol (0.454 g, 0.005 mol) was added and reacted at 100 ℃ for 2 hours, at 120 ℃ for 2 hours, and at 140 ℃ for 4 hours; after the polymerization reaction is finished, the hyperbranched polyester is purified by column chromatography by taking silica gel as a stationary phase and ethanol as a mobile phase. The performance and quality indexes of the obtained adhesive are shown in table 1.
The performance and quality indexes of the obtained adhesive are shown in table 1.
Comparison example 1
(1) 15g of soybean protein was uniformly dispersed in 35g of distilled water, followed by high-speed stirring for 20 minutes.
The performance and quality indexes of the obtained adhesive are shown in table 1.
The modified soy protein adhesives prepared in examples 1-4 of the present invention and comparative example 1 were subjected to performance testing as follows:
adhesive performance evaluation experiment
Poplar plywoodReference to GB/T9846.7-2004 sawing, the dimensions of the test specimens: 100 mm. times.25 mm. The sizing area was 25mm by 25 mm. The preparation process parameters of the plywood are as follows: the glue application amount is 300-400g/m2(double-sided), then sending a flat vulcanizing agent, hot-pressing for 300s at 120 ℃ under the unit pressure of 1.0-1.2 MPa, and maintaining the pressure for 60 s. The bonding strength is measured by cooling the poplar plywood to room temperature, immersing the poplar plywood in warm water (60 +/-3 ℃) for 3 hours, cooling the poplar plywood for 10 minutes at room temperature, and averaging 10 samples in each group. The test results are shown in table 1 below.
TABLE 1 sample bond Strength
The experimental result shows that the formaldehyde emission of the three-layer plywood manufactured by the formaldehyde-free soy protein adhesive is not detected, the bonding strength of the plywood manufactured by the soy protein adhesive in the second embodiment is detected to be more than 0.9MPa, the bonding strength is improved by about 260% compared with that of the plywood in the first comparative example (0.25 MPa), and the reinforcing effect is obvious.
In light of the foregoing description of the preferred embodiment of the present invention, it is to be understood that various changes and modifications may be made by one skilled in the art without departing from the spirit and scope of the invention. The technical scope of the present invention is not limited to the content of the specification, and must be determined according to the scope of the claims.
Claims (6)
1. A hyperbranched polyester and borate modified high-strength anti-corrosion soybean protein adhesive is characterized in that: the paint comprises the following components in parts by mass: 15 parts of soybean protein, 1.5 parts of hyperbranched polyester, 0.25-2 parts of sodium tetraborate and 35 parts of dispersion medium.
2. The hyperbranched polyester and borate modified high-strength antiseptic soy protein adhesive of claim 1, wherein: the soybean protein contains 53% of protein and 33% of carbohydrate.
3. The hyperbranched polyester and borate modified high-strength antiseptic soy protein adhesive of claim 1, wherein: the particle size of the soybean protein is less than 200 meshes.
4. The hyperbranched polyester and borate modified high-strength antiseptic soy protein adhesive of claim 1, wherein: the dispersion medium is common tap water or distilled water.
5. The preparation method of the hyperbranched polyester and borate modified high-strength antiseptic soy protein adhesive according to any one of claims 1-4, characterized by comprising the following steps:
(1) weighing the components according to the mass ratio, and dispersing the hyperbranched polyester in a dispersion medium;
(2) uniformly dispersing sodium tetraborate in the hyperbranched polyester dispersion liquid obtained in the step (1);
(3) and (3) uniformly dispersing the soybean protein in the dispersion liquid of the hyperbranched polyester and the sodium tetraborate obtained in the step (2), and then stirring at a high speed for 20 minutes.
6. The preparation method of the hyperbranched polyester and borate modified high-strength antiseptic soy protein adhesive according to claim 5, characterized in that: the hyperbranched polyester is synthesized by maleic anhydride, glycerol and pentaerythritol through esterification reaction, and the method for synthesizing the hyperbranched polyester comprises the following steps:
(1) first, the desired glycerin (46 g, 0.5 mol) and maleic anhydride (49 g, 0.5 mol) were mixed and stirred continuously at 75 ℃ for 1 hour under a nitrogen atmosphere;
(2) subsequently, pentaerythritol (0.454 g, 0.005 mol) was added and reacted at 100 ℃ for 2 hours, at 120 ℃ for 2 hours, and at 140 ℃ for 4 hours;
(3) after the polymerization reaction is finished, the hyperbranched polyester is purified by column chromatography by taking silica gel as a stationary phase and ethanol as a mobile phase.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114517072A (en) * | 2022-03-10 | 2022-05-20 | 天津元汇科技有限公司 | Water-soluble degradable biomass hyperbranched citric acid polyester adhesive and application thereof |
| CN114806496A (en) * | 2022-05-24 | 2022-07-29 | 南京林业大学 | High-performance mildew-proof antibacterial soybean meal adhesive and preparation method thereof |
| CN115895554A (en) * | 2022-11-17 | 2023-04-04 | 西南林业大学 | Full-biomass adhesive based on maleic anhydride and glycerol and preparation method and application thereof |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10308046A1 (en) * | 2003-02-26 | 2004-09-23 | Asiral Industriereiniger Gmbh | Bifunctional glue for sticking labels on reusable food containers, e.g. drinks bottles, contains at least one active accelerator for the stripping and cleaning action of alkaline media |
| WO2011042610A1 (en) * | 2009-10-08 | 2011-04-14 | Upm-Kymmene Wood Oy | Bio-adhesive and wood board |
| CN106188508A (en) * | 2016-08-11 | 2016-12-07 | 威海晨源分子新材料有限公司 | Hyper-branched polyester and preparation method thereof, modified ultra-branching polyester and the application in coating thereof |
| CN107189047A (en) * | 2017-06-22 | 2017-09-22 | 华南农业大学 | UV solidification alkyd resins and preparation method and application based on cation light initiator |
| EP3444282A1 (en) * | 2017-08-14 | 2019-02-20 | Borregaard AS | Microfibrillated cellulose as a crosslinking agent and replacement for borax |
| CN110272716A (en) * | 2019-07-23 | 2019-09-24 | 北京林业大学 | A kind of toughness is without aldehyde dregs of beans base based Wood Adhesives and preparation method thereof |
| CN110330638A (en) * | 2019-07-09 | 2019-10-15 | 陕西科技大学 | A kind of epoxy terminated dissaving polymer, preparation method and application |
| CN110358497A (en) * | 2019-07-09 | 2019-10-22 | 陕西科技大学 | A kind of hyperbranched modified gelatin shoes are used or bag adhesive and preparation method thereof |
-
2019
- 2019-12-02 CN CN201911211703.8A patent/CN110964478B/en active Active
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10308046A1 (en) * | 2003-02-26 | 2004-09-23 | Asiral Industriereiniger Gmbh | Bifunctional glue for sticking labels on reusable food containers, e.g. drinks bottles, contains at least one active accelerator for the stripping and cleaning action of alkaline media |
| WO2011042610A1 (en) * | 2009-10-08 | 2011-04-14 | Upm-Kymmene Wood Oy | Bio-adhesive and wood board |
| CN106188508A (en) * | 2016-08-11 | 2016-12-07 | 威海晨源分子新材料有限公司 | Hyper-branched polyester and preparation method thereof, modified ultra-branching polyester and the application in coating thereof |
| CN107189047A (en) * | 2017-06-22 | 2017-09-22 | 华南农业大学 | UV solidification alkyd resins and preparation method and application based on cation light initiator |
| EP3444282A1 (en) * | 2017-08-14 | 2019-02-20 | Borregaard AS | Microfibrillated cellulose as a crosslinking agent and replacement for borax |
| CN110330638A (en) * | 2019-07-09 | 2019-10-15 | 陕西科技大学 | A kind of epoxy terminated dissaving polymer, preparation method and application |
| CN110358497A (en) * | 2019-07-09 | 2019-10-22 | 陕西科技大学 | A kind of hyperbranched modified gelatin shoes are used or bag adhesive and preparation method thereof |
| CN110272716A (en) * | 2019-07-23 | 2019-09-24 | 北京林业大学 | A kind of toughness is without aldehyde dregs of beans base based Wood Adhesives and preparation method thereof |
Non-Patent Citations (2)
| Title |
|---|
| WEIDONG GU，ET.AL: ""Tough, strong, and biodegradable composite film with excellent UV barrier performance comprising soy protein isolate, hyperbranched polyester, and cardanol derivative"", 《GREEN CHEMISTRY》 * |
| 翟艳等: ""大豆蛋白胶防霉剂的优选"", 《应用化工》 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114517072A (en) * | 2022-03-10 | 2022-05-20 | 天津元汇科技有限公司 | Water-soluble degradable biomass hyperbranched citric acid polyester adhesive and application thereof |
| CN114806496A (en) * | 2022-05-24 | 2022-07-29 | 南京林业大学 | High-performance mildew-proof antibacterial soybean meal adhesive and preparation method thereof |
| CN114806496B (en) * | 2022-05-24 | 2023-07-18 | 南京林业大学 | High-performance mildew-proof antibacterial soybean meal adhesive and preparation method thereof |
| CN115895554A (en) * | 2022-11-17 | 2023-04-04 | 西南林业大学 | Full-biomass adhesive based on maleic anhydride and glycerol and preparation method and application thereof |
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