CN103205230B - Preparation method for preparing biomass adhesive by utilizing alfalfa meal - Google Patents
Preparation method for preparing biomass adhesive by utilizing alfalfa meal Download PDFInfo
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- CN103205230B CN103205230B CN201310164857.2A CN201310164857A CN103205230B CN 103205230 B CN103205230 B CN 103205230B CN 201310164857 A CN201310164857 A CN 201310164857A CN 103205230 B CN103205230 B CN 103205230B
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- 239000002028 Biomass Substances 0.000 title claims abstract description 35
- 235000017587 Medicago sativa ssp. sativa Nutrition 0.000 title claims abstract description 27
- 241000219823 Medicago Species 0.000 title claims abstract description 26
- 235000012054 meals Nutrition 0.000 title claims abstract description 23
- 239000000853 adhesive Substances 0.000 title abstract description 12
- 230000001070 adhesive effect Effects 0.000 title abstract description 12
- 238000002360 preparation method Methods 0.000 title abstract 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 79
- 239000012065 filter cake Substances 0.000 claims abstract description 39
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 28
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 26
- 239000000706 filtrate Substances 0.000 claims abstract description 26
- 239000012153 distilled water Substances 0.000 claims abstract description 25
- 238000000967 suction filtration Methods 0.000 claims abstract description 25
- -1 polymethylene Polymers 0.000 claims abstract description 23
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 19
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 19
- 229920006389 polyphenyl polymer Polymers 0.000 claims abstract description 19
- 238000000034 method Methods 0.000 claims abstract description 16
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 claims abstract description 13
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 claims abstract description 13
- 238000003756 stirring Methods 0.000 claims abstract description 13
- 239000000843 powder Substances 0.000 claims abstract description 10
- 239000003795 chemical substances by application Substances 0.000 claims description 60
- 238000004513 sizing Methods 0.000 claims description 60
- 238000006243 chemical reaction Methods 0.000 claims description 13
- 238000009413 insulation Methods 0.000 claims description 12
- 239000012948 isocyanate Substances 0.000 claims description 12
- 150000002513 isocyanates Chemical class 0.000 claims description 12
- 238000010792 warming Methods 0.000 claims description 12
- 239000002245 particle Substances 0.000 claims description 2
- 239000002023 wood Substances 0.000 abstract description 7
- 239000002994 raw material Substances 0.000 abstract description 5
- 239000011120 plywood Substances 0.000 abstract description 3
- 238000001035 drying Methods 0.000 abstract description 2
- 239000011094 fiberboard Substances 0.000 abstract description 2
- 239000000047 product Substances 0.000 abstract description 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- 238000005303 weighing Methods 0.000 abstract 2
- 238000001816 cooling Methods 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 238000002791 soaking Methods 0.000 abstract 1
- 241000219000 Populus Species 0.000 description 20
- 238000012360 testing method Methods 0.000 description 11
- 241000219793 Trifolium Species 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- 108010073771 Soybean Proteins Proteins 0.000 description 3
- 239000003292 glue Substances 0.000 description 3
- 229920005610 lignin Polymers 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 229920002472 Starch Polymers 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000007812 deficiency Effects 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 229940001941 soy protein Drugs 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 229920001353 Dextrin Polymers 0.000 description 1
- 239000004375 Dextrin Substances 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 240000004658 Medicago sativa Species 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 1
- 239000013056 hazardous product Substances 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 235000004252 protein component Nutrition 0.000 description 1
- 235000019710 soybean protein Nutrition 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 235000018553 tannin Nutrition 0.000 description 1
- 229920001864 tannin Polymers 0.000 description 1
- 239000001648 tannin Substances 0.000 description 1
Landscapes
- Dry Formation Of Fiberboard And The Like (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention relates to a preparation method for preparing a biomass adhesive by utilizing alfalfa meal. Weighing alfalfa powder, soaking in water, adding ethanol, stirring, and filtering; adjusting the pH value of the filtrate, heating the filtrate, preserving the heat, cooling to room temperature, performing suction filtration, and drying a filter cake; weighing a filter cake, placing the filter cake in a three-necked bottle filled with distilled water, adding sodium dodecyl benzene sulfonate, heating for a period of time, dropwise adding NaOH, adjusting the pH value of the solution to 9, adding polyphenyl polymethylene polyisocyanate, and reacting to prepare the biomass adhesive. According to the method, the biomass adhesive with good bonding property is prepared by taking the alfalfa powder with wide planting area, high yield and reproducibility as a raw material, the alfalfa deep-processing product with industrial value is obtained, the alfalfa additional value is improved, meanwhile, the obtained adhesive does not contain components harmful to human bodies, such as formaldehyde, aromatic hydrocarbon and the like, the cost is low, the process is simple, and the method can be applied to the fields of wood plywood, shaving boards, fiber boards and the like.
Description
Technical field
The present invention relates to a kind of making method of utilizing alfalfa meal to prepare biomass sizing agent, this biomass sizing agent is mainly used on Plywood production and Furniture manufacture, belongs to based Wood Adhesives technical field.
Technical background
In the last few years, world's timber industry had obtained the development of advancing by leaps and bounds, and wherein, sizing agent is being played the part of important role in its evolution, and the Quality and yield of sizing agent is restricting the development of the timber industry of various countries.At present, " three aldehyde " glue taking oil as raw material that industry of artificial boards the most often uses.But these sizing agents in use can discharge harmful gas---formaldehyde, and due to worldwide energy dilemma, make to rise steadily taking oil as the price of raw material synthetic resins.In the situation that environmental issue and resource scarcity problem become increasingly conspicuous, preparing biomass wood sizing agent with nontoxic natural polymer becomes the study hotspot in based Wood Adhesives field gradually.Currently reported several important biomass wood sizing agent has the based Wood Adhesives such as lignin, tannin, starch, soybean protein.These biomass sizing agent performances are more excellent, are applicable to wood-based panel industry, but the problem existing separately has also been limited to their marketization.As: starch adhesive rate of drying is slower, not water-fast, the easier retrogradation of dextrin, storage period is short; Lignin sizing agent is still under test, lignin structure complexity, and macromolecular structure is inhomogeneous, difficult degradation; Soy protein adhesives bonding strength is relative with water tolerance poor, and antimicrobial degradation capability is low, expends grain etc.
Therefore, invent a kind of making method of novel biomass sizing agent, for glued board industry provides a kind of new green environment protection biomass sizing agent cheaply, the deficiency that overcomes above-mentioned sizing agent is very necessary.
Summary of the invention
Object of the present invention is exactly for above-mentioned deficiency, provide a kind of making method of utilizing alfalfa meal to prepare biomass sizing agent: utilize solvent and alkali lye to carry out compound extraction to the protein component in alfalfa meal, then, extract is carried out to surfactivity modification, then prepare biomass sizing agent by reacting with polyphenyl polymethylene polyisocyanates.This biomass sizing agent has good glue performance, and does not use the grain such as soybean, corn to do raw material.
A kind of making method of utilizing alfalfa meal to prepare biomass sizing agent is as follows:
(1) take dry alfalfa meal 100g, add 1500mL～2500mL distilled water, soak after 20h～28h, add 350mL～450mL ethanol, after stirring, suction filtration;
(2) utilize NaOH by the pH regulator of filtrate between 7～9, then filtrate is warming up to 60 DEG C～80 DEG C, insulation 5min. after, be cooled to room temperature, suction filtration, dries filter cake;
(3) take filter cake 50g, be placed in the three-necked bottle that 750ml distilled water is housed, add Sodium dodecylbenzene sulfonate by 1%～5% of filter cake quality, at 30 DEG C, heat after 1.5h～2.5h, drip 20% NaOH, the pH to 9 of regulator solution, adds 5%～25% polyphenyl polymethylene polyisocyanates reaction 1h～2h, makes biomass sizing agent.
Alfalfa meal described in the present invention is selected the one in Herba Medicaginis stem powder, alfalfa leaf meal, particle diameter 60 order～100 orders.
Polyphenyl polymethylene polyisocyanates described in the present invention, isocyanate groups-NCO massfraction is 20%～36%.
The innovation of the biomass sizing agent that the present invention prepares is: wide to plant, output is high, the powder of reproducible clover is raw material, through solvent method, after the compound extraction of alkaline process, extract is carried out to finishing, select polyphenyl polymethylene polyisocyanates to carry out with it more cross-linking modified, make to occur chemical reaction between the two, thereby prepare the biomass sizing agent with bonds well performance, obtain the deep processed product of the clover with industrialization value, improve the added value of clover, simultaneously, the sizing agent of gained is not containing formaldehyde, the composition that aromatic hydrocarbons etc. are harmful, cost is low, technique is simple.
The present invention:
(1) the synthetic good biomass sizing agent of glue performance that obtained;
(2) invent a kind of method of utilizing alfalfa meal to make biomass sizing agent, manufacture craft is simple;
(3) select ethonal extraction and alkali lye to extract recombining process, increase substantially the extraction efficiency of effective constituent in clover, simultaneously, in the time using polyphenyl polymethylene polyisocyanates to react with alfalfa meal extract, select water to make solvent, reduced the usage quantity of polyphenyl polymethylene polyisocyanates, sizing agent cost is significantly reduced, well below pure adhesive for polyurethane or soy protein adhesives, have more use value;
(4) sizing agent can not produce the poisonous and hazardous material such as formaldehyde, aromatic hydrocarbons, and in use environmental protection of sizing agent, health, can be applicable to the fields such as Plywood, shaving board, fiberboard.
Embodiment
Following specific embodiment is to further illustrate of the present invention, instead of limits the scope of the invention.
Embodiment 1:
(1) take 80 dry order Herba Medicaginis stem powder 100g, add 2000mL distilled water, soak after 24h, add 400mL ethanol, after stirring, suction filtration;
(2) utilizing NaOH is 8 by the pH regulator of filtrate, then filtrate is warming up to 70 DEG C, after insulation 5min., is cooled to room temperature, and suction filtration, dries filter cake;
(3) take filter cake 50g, be placed in the three-necked bottle that 750ml distilled water is housed, add Sodium dodecylbenzene sulfonate by 3% of filter cake quality, at 30 DEG C, heat after 2h, drip 20% NaOH, the pH to 9 of regulator solution, adds 15% polyphenyl polymethylene polyisocyanates (isocyanate groups-NCO massfraction is 28%), reaction 1.5h, makes biomass sizing agent.
After testing: sizing agent at the contact angle on board using poplar board surface is: 52 °, recording viscosity with rotational viscosimeter is 62mPaS, and the bonding strength of the bonding board using poplar board of sizing agent is: 1.98MPa.
Embodiment 2:
(1) take 60 dry order alfalfa leaf meal 100g, add 1500mLmL distilled water, soak after 20h, add 350mL ethanol, after stirring, suction filtration;
(2) utilize NaOH by the pH regulator to 7 of filtrate, then filtrate is warming up to 60 DEG C, after insulation 5min., be cooled to room temperature, suction filtration, dries filter cake;
(3) take filter cake 50g, be placed in the three-necked bottle that 750ml distilled water is housed, add Sodium dodecylbenzene sulfonate by 1% of filter cake quality, at 30 DEG C, heat after 1.5h, drip 20% NaOH, the pH to 9 of regulator solution, adds 5% polyphenyl polymethylene polyisocyanates (isocyanate groups-NCO massfraction is 20%), reaction 1h, makes biomass sizing agent.
After testing: sizing agent at the contact angle on board using poplar board surface is: 55 °, recording viscosity with rotational viscosimeter is 56mPaS, and the bonding strength of the bonding board using poplar board of sizing agent is: 1.86MPa.
Embodiment 3:
(1) take 100 dry order Herba Medicaginis stem powder 100g, add 2500mL distilled water, soak after 28h, add 450mL ethanol, after stirring, suction filtration;
(2) utilize NaOH by the pH regulator to 9 of filtrate, then filtrate is warming up to 80 DEG C, after insulation 5min., be cooled to room temperature, suction filtration, dries filter cake;
(3) take filter cake 50g, be placed in the three-necked bottle that 750ml distilled water is housed, add Sodium dodecylbenzene sulfonate by 5% of filter cake quality, at 30 DEG C, heat after 2.5h, drip 20% NaOH, the pH to 9 of regulator solution, adds 25% polyphenyl polymethylene polyisocyanates (isocyanate groups-NCO massfraction is 36%), reaction 2h, makes biomass sizing agent.
After testing: sizing agent at the contact angle on board using poplar board surface is: 60 °, recording viscosity with rotational viscosimeter is 75mPaS, and the bonding strength of the bonding board using poplar board of sizing agent is: 2.31MPa.
Embodiment 4:
(1) take 80 dry order alfalfa leaf meal 100g, add 1500mL distilled water, soak after 24h, add 450mL ethanol, after stirring, suction filtration;
(2) utilize NaOH by the pH regulator to 7 of filtrate, then filtrate is warming up to 70 DEG C, after insulation 5min., be cooled to room temperature, suction filtration, dries filter cake;
(3) take filter cake 50g, be placed in the three-necked bottle that 750ml distilled water is housed, add Sodium dodecylbenzene sulfonate by 5% of filter cake quality, at 30 DEG C, heat after 1.5h, drip 20% NaOH, the pH to 9 of regulator solution, adds 15% polyphenyl polymethylene polyisocyanates (isocyanate groups-NCO massfraction is 36%), reaction 2h, makes biomass sizing agent.
After testing: sizing agent at the contact angle on board using poplar board surface is: 57 °, recording viscosity with rotational viscosimeter is 68mPaS, and the bonding strength of the bonding board using poplar board of sizing agent is: 2.07MPa.
Embodiment 5:
(1) take 100 dry order Herba Medicaginis stem powder 100g, add 2000mL distilled water, soak after 28h, add 350mL ethanol, after stirring, suction filtration;
(2) utilize NaOH by the pH regulator to 8 of filtrate, then filtrate is warming up to 80 DEG C, after insulation 5min., be cooled to room temperature, suction filtration, dries filter cake;
(3) take filter cake 50g, be placed in the three-necked bottle that 750ml distilled water is housed, add Sodium dodecylbenzene sulfonate by 1% of filter cake quality, at 30 DEG C, heat after 2h, drip 20% NaOH, the pH to 9 of regulator solution, adds 25% polyphenyl polymethylene polyisocyanates (isocyanate groups-NCO massfraction is 28%), reaction 1h, makes biomass sizing agent.
After testing: sizing agent at the contact angle on board using poplar board surface is: 50 °, recording viscosity with rotational viscosimeter is 71mPaS, and the bonding strength of the bonding board using poplar board of sizing agent is: 2.05MPa.
Embodiment 6:
(1) take 60 dry order alfalfa leaf meal 100g, add 2500mL distilled water, soak after 20h, add 400mL ethanol, after stirring, suction filtration;
(2) utilize NaOH by the pH regulator to 9 of filtrate, then filtrate is warming up to 60 DEG C, after insulation 5min., be cooled to room temperature, suction filtration, dries filter cake;
(3) take filter cake 50g, be placed in the three-necked bottle that 750ml distilled water is housed, add Sodium dodecylbenzene sulfonate by 3% of filter cake quality, at 30 DEG C, heat after 2.5h, drip 20% NaOH, the pH to 9 of regulator solution, adds 5% polyphenyl polymethylene polyisocyanates (isocyanate groups-NCO massfraction is 20%), reaction 1.5h, makes biomass sizing agent.
After testing: sizing agent at the contact angle on board using poplar board surface is: 57 °, recording viscosity with rotational viscosimeter is 74mPaS, and the bonding strength of the bonding board using poplar board of sizing agent is: 1.95MPa.
Embodiment 7:
(1) take 100 dry order Herba Medicaginis stem powder 100g, add 1500mL distilled water, soak after 20h, add 400mL ethanol, after stirring, suction filtration;
(2) utilize NaOH by the pH regulator to 8 of filtrate, then filtrate is warming up to 80 DEG C, after insulation 5min., be cooled to room temperature, suction filtration, dries filter cake;
(3) take filter cake 50g, be placed in the three-necked bottle that 750ml distilled water is housed, add Sodium dodecylbenzene sulfonate by 5% of filter cake quality, at 30 DEG C, heat after 2.5h, drip 20% NaOH, the pH to 9 of regulator solution, adds 15% polyphenyl polymethylene polyisocyanates (isocyanate groups-NCO massfraction is 26%), reaction 1h, makes biomass sizing agent.
After testing: sizing agent at the contact angle on board using poplar board surface is: 63 °, recording viscosity with rotational viscosimeter is 77mPaS, and the bonding strength of the bonding board using poplar board of sizing agent is: 2.31MPa.
Embodiment 8:
(1) take 80 dry order alfalfa leaf meal 100g, add 2500mL distilled water, soak after 28h, add 400mL ethanol, after stirring, suction filtration;
(2) utilize NaOH by the pH regulator to 7 of filtrate, then filtrate is warming up to 60 DEG C, after insulation 5min., be cooled to room temperature, suction filtration, dries filter cake;
(3) take filter cake 50g, be placed in the three-necked bottle that 750ml distilled water is housed, add Sodium dodecylbenzene sulfonate by 3% of filter cake quality, at 30 DEG C, heat after 2h, drip 20% NaOH, the pH to 9 of regulator solution, adds 25% polyphenyl polymethylene polyisocyanates (isocyanate groups-NCO massfraction is 30%), reaction 1.5h, makes biomass sizing agent.
After testing: sizing agent at the contact angle on board using poplar board surface is: 57 °, recording viscosity with rotational viscosimeter is 69mPaS, and the bonding strength of the bonding board using poplar board of sizing agent is: 2.15MPa.
Embodiment 9:
(1) take 60 dry order Herba Medicaginis stem powder 100g, add 2000mL distilled water, soak after 24h, add 350mL ethanol, after stirring, suction filtration;
(2) utilize NaOH by the pH regulator to 9 of filtrate, then filtrate is warming up to 70 DEG C, after insulation 5min., be cooled to room temperature, suction filtration, dries filter cake;
(3) take filter cake 50g, be placed in the three-necked bottle that 750ml distilled water is housed, add Sodium dodecylbenzene sulfonate by 1% of filter cake quality, at 30 DEG C, heat after 1.5h, drip 20% NaOH, the pH to 9 of regulator solution, adds 25% polyphenyl polymethylene polyisocyanates (isocyanate groups-NCO massfraction is 20%), reaction 1h, makes biomass sizing agent.
After testing: sizing agent at the contact angle on board using poplar board surface is: 57 °, recording viscosity with rotational viscosimeter is 75mPaS, and the bonding strength of the bonding board using poplar board of sizing agent is: 2.21MPa.
Embodiment 10
(1) take 70 dry order alfalfa leaf meal 100g, add 2100mL distilled water, soak after 23h, add 420mL ethanol, after stirring, suction filtration;
(2) utilize NaOH by the pH regulator to 7.8 of filtrate, then filtrate is warming up to 75 DEG C, after insulation 5min., be cooled to room temperature, suction filtration, dries filter cake;
(3) take filter cake 50g, be placed in the three-necked bottle that 750ml distilled water is housed, add Sodium dodecylbenzene sulfonate by 3.5% of filter cake quality, at 30 DEG C, heat after 2.3h, drip 20% NaOH, the pH to 9 of regulator solution, adds 20% polyphenyl polymethylene polyisocyanates (isocyanate groups-NCO massfraction is 32%), reaction 1.2h, makes biomass sizing agent.
After testing: sizing agent at the contact angle on board using poplar board surface is: 57 °, recording viscosity with rotational viscosimeter is 71mPaS, and the bonding strength of the bonding board using poplar board of sizing agent is: 2.09MPa.
Claims (3)
1. utilize alfalfa meal to prepare a making method for biomass sizing agent, it is characterized in that:
(1) take dry alfalfa meal 100g, add 1500mL～2500mL distilled water, soak after 20h～28h, add 350mL～450mL ethanol, after stirring, suction filtration;
(2) utilize NaOH by the pH regulator of filtrate between 7～9, then filtrate is warming up to 60 DEG C～80 DEG C, insulation 5min after, be cooled to room temperature, suction filtration, dries filter cake;
(3) take filter cake 50g, be placed in the three-necked bottle that 750ml distilled water is housed, add Sodium dodecylbenzene sulfonate by 1%～5% of filter cake quality, at 30 DEG C, heat after 1.5h～2.5h, drip 20% NaOH, the pH to 9 of regulator solution, adds 5%～25% polyphenyl polymethylene polyisocyanates reaction 1h～2h, makes biomass sizing agent.
2. a kind of making method of utilizing alfalfa meal to prepare biomass sizing agent according to claim 1, the alfalfa meal described in it is characterized in that is selected the one in Herba Medicaginis stem powder, alfalfa leaf meal, particle diameter 60 order～100 orders.
3. a kind of making method of utilizing alfalfa meal to prepare biomass sizing agent according to claim 1, is characterized in that described polyphenyl polymethylene polyisocyanates, and isocyanate groups-NCO massfraction is 20%～36%.
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| CN104232018A (en) * | 2014-09-17 | 2014-12-24 | 南京林业大学 | Method for preparing adhesive on basis of alfalfa meal |
| CN105085858B (en) * | 2015-09-29 | 2017-12-22 | 万华生态板业股份有限公司 | A kind of preparation method of bio-modification high temperature resistant polyurethane glue |
| CN106281183B (en) * | 2016-08-09 | 2020-08-07 | 广州市北林功能材料有限公司 | Biomass composite adhesive for wood material and preparation method thereof |
| CN109913146A (en) * | 2019-03-27 | 2019-06-21 | 施大海 | A kind of increasing stick material of glued board substitution flour |
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| JP特开2012-201813A 2012.10.22 |
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| CN103205230A (en) | 2013-07-17 |
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