CN107384287A - A kind of biological base adhesive and preparation method thereof - Google Patents
A kind of biological base adhesive and preparation method thereof Download PDFInfo
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- CN107384287A CN107384287A CN201710703276.XA CN201710703276A CN107384287A CN 107384287 A CN107384287 A CN 107384287A CN 201710703276 A CN201710703276 A CN 201710703276A CN 107384287 A CN107384287 A CN 107384287A
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- Prior art keywords
- starch
- base adhesive
- lignin
- tea polyphenols
- adhesive
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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
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
-
- 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
- C08F299/00—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/64—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/80—Masked polyisocyanates
- C08G18/8003—Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen
- C08G18/8054—Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen with compounds of C08G18/38
-
- 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
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/15—Heterocyclic compounds having oxygen in the ring
- C08K5/151—Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
- C08K5/1545—Six-membered rings
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The present invention provides a kind of biological base adhesive and preparation method thereof, belongs to technical field of polymer chemistry, the main component of this adhesive and shared number mainly include：Bio-based starch, lignin, Tea Polyphenols, isocyanates.Adhesive prepared by the present invention changes the preparation method of traditional adhesive, do not add any organic solvent and containing aldehyde monomer under conditions of, host is used as using natural biomass starch, lignin and Tea Polyphenols are as additive, isocyanates passes through a series of Environment-protection Approachs as crosslinking agent, water as green solvent, preparing has compared with high-adhesiveness, the biological base adhesive of heat endurance.
Description
Technical field
The present invention relates to technical field of polymer chemistry, specifically a kind of biological base adhesive and preparation method thereof.
Background technology
Adhesive is a kind of two kinds and two or more homogeneities or dissimilar materials can be passed through into Interface Adhesion and cohesion etc. and make
With the polymeric material being connected, there is interface infiltration and adhesion property is excellent, stress issues continuous, light, sealing technology
The advantages such as temperature is low, obtained widely in the every field of the national economy such as building, packaging, electronics, health care and light textile
Using.It is different by its source, natural glue and synthetic adhesive can be divided into.Wherein, natural glue preparation method is simple, honest and clean
Valency, adhesive speed are fast, degradable, and are mostly water solubility, less toxic or even nontoxic.However, its structure is single, cohesive force is relatively low,
Raw material sources are easily limited by natural conditions such as season, weather and areas.Therefore, making for they is limited to a certain extent
With.
Compared with natural glue, the molecular structure of synthetic adhesive can advance careful design, by regulating and controlling feature functionality
Unit, the bond strength of adhesive can be not only improved, can also assign its anti-corrosion and some specific functions such as anti-aging.However, pass
It is soluble that the synthetic adhesive of system meets solvent in use, and dynamic depolymerization balance, release can occur for its strand
Harmful synthon such as formaldehyde, environment is polluted, endangers human health.Therefore, controllable design High-performance adhesive, makes it have conjunction concurrently
Into adhesive excellent properties and natural glue it is safe, green, biodegradable the advantages that, solve the above problems
It is crucial.
The content of the invention
The technical assignment of the present invention is that solve the deficiencies in the prior art, there is provided a kind of biological base adhesive and its preparation side
Method.
The technical scheme is that realize in the following manner, the biological base adhesive and preparation method thereof, the step of
Including：
（1）The preparation of starch-base adhesive host：
Lignosulphonates, Tea Polyphenols, starch and NaOH are mixed, after being dissolved in aqueous solution mixing, adds and triggers into mixed solution
Agent, different whipping temps and stir speed (S.S.) are controlled, make the glycosidic bond in starch molecular chain in appropriate whipping temp and stirring
Disconnected under rate conditions, form double bond, and radical reaction occurs with the double bond in lignin, lignin is bonded to starch matrix
In；
Under initiator effect, the part of hydroxyl in starch is oxidized to carbonyl or carboxyl, these groups and the neighbour in Tea Polyphenols
Benzenediol and alcoholic extract hydroxyl group react, and form three-dimensional crosslinked network, obtain starch-base adhesive host；
（2）It is isocyanate-terminated
Using isocyanates as crosslinking agent, it is used in combination with Aqueous starch host；
Because-NCO can react with water, using bisulfites as sealer,
Sealer is reacted with-NCO at normal temperatures, and p- NCO is protected；
When temperature to be risen to more than 50 DEG C, and can discharges-NCO again ,-NCO the parts after release can with starch, lignin,
Active hydrogen reaction in Tea Polyphenols, increase the crosslink density of adhesive, improve its mechanical strength and water resistance, another part
- NCO then with the active hydrogen reaction in pasting material, increase its adhesion strength；
（3）By the starch-base adhesive host mixed by lignosulphonates, Tea Polyphenols and starch and the isocyanic acid after end-blocking
Ester hybrid modulation is uniform, and the biological base adhesive is prepared.
Starch is 30~80 DEG C with the hybrid reaction temperature of lignosulphonates and Tea Polyphenols, and the reaction time is 4h~24h；Stir
It is 200r/min~400r/min to mix speed.
The proportioning of the parts by weight of starch-base adhesive host is：
Starch：30~100 parts；Lignosulphonates：5~10 parts；Tea Polyphenols：1~5 part；
NaOH：0.5~5 part；Initiator：0.5~2 part；
Isocyanates is relative to the proportioning of the parts by weight of starch-base adhesive host：20~50 parts.
Isocyanates uses hexamethylene diisocyanate, IPDI, toluene di-isocyanate(TDI), hexichol
One or more kinds of mixtures in dicyclohexylmethane diisocyanate；
Lignosulphonates use guaiacol fundamental mode lignin, lilac fundamental mode lignin or the sulfonate to hydroxyl phenolic group type lignin；
Initiator is using one or more kinds of mixtures in ammonium persulfate, sodium thiosulfate, ammonium ceric nitrate, cerous sulfate；
Starch is using the soybean starch of degreasing or non-degreasing, cornstarch, farina, one kind or one kind in wheaten starch
Mixture above.
The application of lignosulphonates, Tea Polyphenols, starch, isocyanates in adhesive production.
The assay method of the adhesive Adhesion property is：Using manual brushing method, adhesive is applied by certain with hairbrush
Glue amount is glued in one direction to veneer, and hot pressing after a period of time is placed after levelling, and each sample prepares 3 pieces of glued boards.
Control appropriate hot pressing temperature, hot pressing pressure, hot pressing time.The performance test of glued board mainly includes bonding strength and dipping
Stripping performance etc., specific assay method is with reference to national standard GB/T 17657-2013《Wood-based plate and the test of face artificial board physicochemical property
Method》Carry out.
The caused compared with prior art beneficial effect of the present invention is：
The biological base adhesive and preparation method thereof do not add any organic solvent and containing aldehyde monomer under conditions of, naturally to give birth to
Material starch leads to as additive, isocyanates as host, lignin and Tea Polyphenols as crosslinking agent, water as green solvent
A series of Environment-protection Approachs are crossed, preparing has compared with high-adhesiveness, the biological base adhesive of heat endurance.
The biological base adhesive not only can overcome existing synthetic adhesive easily to discharge toxic gas, endanger environment and people
The problems such as class health, but also traditional biological base adhesive Adhesion property can be overcome, heat endurance and water resistance is poor asks
Topic.
Its advantage of the biological base adhesive and preparation method thereof essentially consists in：（1）Containing a large amount of in lignin and Tea Polyphenols
Phenolic hydroxyl group, may advantageously facilitate the formation of adhesive cross-linked network to a certain extent, increase the heat endurance of adhesive and water-fast
Property；（2）With various metals ion and organic matter coordination can occur for the catechol structure in Tea Polyphenols, improve adhesive
Adhesion property；（3）Phenol structure in lignin, adhesive caused free radical under the oxidations such as photo-thermal can be terminated,
Mitigate adhesive rate of ageing.
A kind of preparation method of biological base adhesive of the present invention, its advantage also reside in the building-up process in adhesive
In, using water as green solvent, solve conventional adhesive using organic solvent as solvent to the influence caused by environment.
Embodiment
A kind of biological base adhesive of the present invention and preparation method thereof is described in detail below below.
The preparation method of the biological base adhesive of the present invention, is mainly included the following steps that：
（1）Lignosulphonates, Tea Polyphenols, defatted starch and NaOH are mixed by a certain percentage, the proportioning dosage of mass parts is：Form sediment
Powder：30~100 parts；Lignosulphonates：5~10 parts；Tea Polyphenols：1~5 part；NaOH：0.5~5 part；Initiator：0.5~2 part；
After a certain amount of aqueous solution is dissolved in after mixing, appropriate initiator is added into mixed solution, control different whipping temps and
Stir speed (S.S.), starch are 30~80 DEG C with the hybrid reaction temperature of lignosulphonates and Tea Polyphenols, and the reaction time is 4h~24h；
Stir speed (S.S.) is 200r/min~400r/min, makes the glycosidic bond in starch molecular chain in this whipping temp and stir speed (S.S.) condition
Lower disconnection, double bond is formed, and radical reaction occurs with the double bond in lignin, lignin is bonded in starch matrix.In addition,
Under initiator effect, the part of hydroxyl in starch is oxidized to carbonyl or carboxyl, and these groups can be with the adjacent benzene two in Tea Polyphenols
Phenol and alcoholic extract hydroxyl group react, and form three-dimensional crosslinked network.
（2）Isocyanates：20~50 parts；Using isocyanates as crosslinking agent, it is used in combination with Aqueous starch host.By
It can react with water in-NCO, therefore occurred at normal temperatures with-NCO as sealer, the sealer using bisulfites
Reaction, p- NCO are protected, and when temperature is risen into 50 DEG C, and can discharges-NCO again, and-NCO the parts after release can
With starch, lignin, the active hydrogen reaction in Tea Polyphenols, increase the crosslink density of adhesive, improve its mechanical strength and water resistance
Can, another part, then with the active hydrogen reaction in pasting material, increase its adhesion strength.
（3）After the starch-base adhesive host mixed by lignosulphonates, Tea Polyphenols and defatted starch and end-blocking
Isocyanates hybrid modulation is uniform by a certain percentage, biological base adhesive is prepared.
Isocyanates includes hexamethylene diisocyanate, IPDI, toluene di-isocyanate(TDI), hexichol
Dicyclohexylmethane diisocyanate etc., it is appropriate to adjust isocyanates dosage in adhesive preparation process, adhesive is reached more satisfactory
Viscosity.
Lignin includes guaiacol fundamental mode, lilac fundamental mode and the sulfonate to hydroxyl phenolic group type lignin.
Initiator includes ammonium persulfate and sodium thiosulfate, ammonium ceric nitrate, cerous sulfate etc..
Starch includes soybean starch, cornstarch, farina, wheaten starch etc., but is not limited only to this.
Embodiment 1：
（1）5g guaiacol fundamental modes lignosulphonates, 1g Tea Polyphenols, 30g defatted soybeans starch and 0.5g NaOH are dissolved in
After in the 100mL aqueous solution, 0.5g initiator ammonium persulfates are added into mixed solution, control 30 DEG C of whipping temp, stir speed (S.S.)
200r/min, after reacting 4h, stop reaction, obtain starch-base adhesive host.
（2）After 20g IPDIs are mixed with 18g sodium hydrogensulfites under the conditions of 25 DEG C, step is added
（1）In prepared starch-base adhesive host, and modulate uniformly, obtain starch-base adhesive.
Embodiment 2：
（1）10g lilac fundamental modes lignosulphonates, 5g Tea Polyphenols, 100g defatted corns starch and 5g NaOH are dissolved in 500mL
After in the aqueous solution, 2g initiator sodium thiosulfate is added into mixed solution, controls 80 DEG C of whipping temp, stir speed (S.S.) 400r/
Min, after reacting 24h, stop reaction, obtain starch-base adhesive host.
（2）After 50g toluene di-isocyanate(TDI)s are mixed with 50g sodium hydrogensulfites under the conditions of 25 DEG C, step is added（1）Institute
Prepare in starch-base adhesive host, and modulate uniformly, obtain starch-base adhesive.
Embodiment 3：
（1）8g is dissolved in hydroxyl phenolic group type lignosulphonates, 3g Tea Polyphenols, 80g degreasings farina and 3g NaOH
After in the 300mL aqueous solution, 1g initiator ammonium ceric nitrates are added into mixed solution, control 60 DEG C of whipping temp, stir speed (S.S.)
300r/min, after reacting 12h, stop reaction, obtain starch-base adhesive host.
（2）After 30g hexamethylene diisocyanates are mixed with 30g sodium hydrogensulfites under the conditions of 25 DEG C, step is added
（1）In prepared starch-base adhesive host, and modulate uniformly, obtain starch-base adhesive.
Embodiment 4：
（1）6g is dissolved in 300mL to hydroxyl phenolic group type lignosulphonates, 2g Tea Polyphenols, 60g defatted wheats starch and 2g NaOH
After in the aqueous solution, 0.8g initiator cerous sulfates are added into mixed solution, control 50 DEG C of whipping temp, stir speed (S.S.) 200r/
Min, after reacting 8h, stop reaction, obtain starch-base adhesive host.
（2）After 40g methyl diphenylene diisocyanates are mixed with 40g sodium hydrogensulfites under the conditions of 25 DEG C, step is added
Suddenly（1）In prepared starch-base adhesive host, and modulate uniformly, obtain starch-base adhesive.
According to " based Wood Adhesives and its resin method of inspection ", to embodiment 1, embodiment 2, embodiment 3 and the institute of embodiment 4
The burst size of methanal and Adhesion property of adhesive processed are measured, and free first is detected according to standard GB/T/T 14074-2006
Aldehyde is zero.Using both hand, adhesive is pressed into 200g/m with hairbrush2Resin added veneer is carried out in one direction
It is glued, hot pressing after 15min is placed after levelling, the hot pressing pressure of pressing plate is 1.2MPa, and temperature is 120 DEG C, hot pressing time 5min/
Mm, bonding strength >=0.85MPa, reach the requirement of II class glued board in GB/T 9846-2004（≥0.7MPa）, Form aldehyde release
Amount≤0.35mg/L, reach the E in GB/T 9846-20040Level（≤0.5 mg/L）.
Biological base adhesive of the present invention and preparation method thereof：（1）Contain substantial amounts of phenolic hydroxyl group in lignin and Tea Polyphenols, one
Determine to may advantageously facilitate the formation of adhesive cross-linked network in degree, increase the heat endurance and water resistance of adhesive；（2）Tea Polyphenols
In catechol structure coordination can occur with various metals ion and organic matter, improve the Adhesion property of adhesive；
（3）Phenol structure in lignin, adhesive caused free radical under the oxidations such as photo-thermal can be terminated, it is old to mitigate adhesive
Change speed.
Biological base adhesive of the present invention and preparation method thereof is molten as green using water in the building-up process of adhesive
Agent, solves conventional adhesive using organic solvent as solvent to the influence caused by environment.
Claims (10)
1. a kind of biological base adhesive, it is characterised in that the biological base adhesive is after starch-base adhesive host and end-blocking
Isocyanates hybrid modulation is uniformly made；
Wherein, starch-base adhesive host is to mix lignosulphonates, Tea Polyphenols, starch and NaOH, is dissolved in aqueous solution mixing
Afterwards, add initiator into mixed solution, the glycosidic bond in starch molecular chain disconnects, and forms double bond, and with the double bond in lignin
Generation radical reaction, lignin is bonded in starch matrix；Under initiator effect, the part of hydroxyl in starch is oxidized to
Carbonyl or carboxyl, these groups react with the catechol in Tea Polyphenols and alcoholic extract hydroxyl group, form three-dimensional crosslinked network, obtain
Starch-base adhesive host；
Wherein, the end-blocking of isocyanates is as crosslinking agent, using bisulfites as sealer, closing using isocyanates
Agent is reacted with-NCO at normal temperatures, and p- NCO is protected；When temperature to be risen to more than 50 DEG C, and can discharges again-
NCO ,-NCO parts after release can be with starch, lignin, the active hydrogen reaction in Tea Polyphenols ,-the NCO of another part then with it is glutinous
Active hydrogen reaction in enclosure material.
A kind of 2. biological base adhesive according to claim 1, it is characterised in that：The parts by weight of starch-base adhesive host
Proportioning be：
Starch：30~100 parts；Lignosulphonates：5~10 parts；Tea Polyphenols：1~5 part；
NaOH：0.5~5 part；Initiator：0.5~2 part；
Isocyanates is relative to the proportioning of the parts by weight of starch-base adhesive host：20~50 parts.
A kind of 3. biological base adhesive according to claim 1, it is characterised in that：
Isocyanates uses hexamethylene diisocyanate, IPDI, toluene di-isocyanate(TDI), diphenylmethyl
One or more kinds of mixtures in alkane diisocyanate；
Lignosulphonates use guaiacol fundamental mode lignin, lilac fundamental mode lignin or the sulfonate to hydroxyl phenolic group type lignin；
Initiator is using one or more kinds of mixtures in ammonium persulfate, sodium thiosulfate, ammonium ceric nitrate, cerous sulfate；
Starch is using the soybean starch of degreasing or non-degreasing, cornstarch, farina, one kind or one kind in wheaten starch
Mixture above.
4. a kind of preparation method of biological base adhesive, it is characterised in that include the step of this method：
（1）The preparation of starch-base adhesive host：
Lignosulphonates, Tea Polyphenols, starch and NaOH are mixed, after being dissolved in aqueous solution mixing, adds and triggers into mixed solution
Agent, different whipping temps and stir speed (S.S.) are controlled, make the glycosidic bond in starch molecular chain in appropriate whipping temp and stirring
Disconnected under rate conditions, form double bond, and radical reaction occurs with the double bond in lignin, lignin is bonded to starch matrix
In；
Under initiator effect, the part of hydroxyl in starch is oxidized to carbonyl or carboxyl, these groups and the neighbour in Tea Polyphenols
Benzenediol and alcoholic extract hydroxyl group react, and form three-dimensional crosslinked network, obtain starch-base adhesive host；
（2）It is isocyanate-terminated
Using isocyanates as crosslinking agent, it is used in combination with Aqueous starch host；
Because-NCO can react with water, using bisulfites as sealer,
Sealer is reacted with-NCO at normal temperatures, and p- NCO is protected；
When temperature to be risen to more than 50 DEG C, and can discharges-NCO again ,-NCO the parts after release can with starch, lignin,
Active hydrogen reaction in Tea Polyphenols, increase the crosslink density of adhesive, improve its mechanical strength and water resistance, another part
- NCO then with the active hydrogen reaction in pasting material, increase its adhesion strength；
（3）By the starch-base adhesive host mixed by lignosulphonates, Tea Polyphenols and starch and the isocyanic acid after end-blocking
Ester hybrid modulation is uniform, and the biological base adhesive is prepared.
A kind of 5. preparation method of biological base adhesive according to claim 4, it is characterised in that：
Starch is 30~80 DEG C with the hybrid reaction temperature of lignosulphonates and Tea Polyphenols, and the reaction time is 4h~24h；Stirring speed
Rate is 200r/min~400r/min.
A kind of 6. preparation method of biological base adhesive according to claim 4, it is characterised in that：Starch-base adhesive master
The proportioning of the parts by weight of agent is：
Starch：30~100 parts；Lignosulphonates：5~10 parts；Tea Polyphenols：1~5 part；
NaOH：0.5~5 part；Initiator：0.5~2 part；
Isocyanates is relative to the proportioning of the parts by weight of starch-base adhesive host：20~50 parts.
A kind of 7. preparation method of biological base adhesive according to claim 4, it is characterised in that：
Isocyanates uses hexamethylene diisocyanate, IPDI, toluene di-isocyanate(TDI), diphenylmethyl
One or more kinds of mixtures in alkane diisocyanate；
Lignosulphonates use guaiacol fundamental mode lignin, lilac fundamental mode lignin or the sulfonate to hydroxyl phenolic group type lignin；
Initiator is using one or more kinds of mixtures in ammonium persulfate, sodium thiosulfate, ammonium ceric nitrate, cerous sulfate；
Starch is using the soybean starch of degreasing or non-degreasing, cornstarch, farina, one kind or one kind in wheaten starch
Mixture above.
8. the application of lignosulphonates, Tea Polyphenols, starch, isocyanates in adhesive production.
9. application of the isocyanates as crosslinking agent in adhesive production.
10. application of the bisulfites as sealer in adhesive production.
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Cited By (6)
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| CN108285758A (en) * | 2018-03-30 | 2018-07-17 | 王建东 | A kind of bi-component timber starch-base adhesive |
| CN109161360A (en) * | 2018-08-31 | 2019-01-08 | 曲靖宏程工贸有限公司 | A kind of biomass environmental-protective energy-saving type adhesive and preparation method thereof |
| CN109181612A (en) * | 2018-09-14 | 2019-01-11 | 齐鲁工业大学 | A kind of water resistance biology base adhesive and preparation method thereof |
| CN110079268A (en) * | 2019-03-26 | 2019-08-02 | 南京林业大学 | A kind of soybean protein base water soluble polymer isocyanates gluing agent and preparation method thereof |
| CN110983860A (en) * | 2019-12-24 | 2020-04-10 | 齐鲁工业大学 | Paper-based material surface coating agent, packaging paper and preparation method |
| CN113561585A (en) * | 2021-06-29 | 2021-10-29 | 宁波职业技术学院 | Decorative wood-plastic environment-friendly board and preparation method thereof |
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| CN109181612B (en) * | 2018-09-14 | 2021-02-02 | 齐鲁工业大学 | Water-resistant bio-based adhesive and preparation method thereof |
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Application publication date: 20171124 |