CN117801751A - Biomass multi-ester wood adhesive and preparation method thereof - Google Patents
Biomass multi-ester wood adhesive and preparation method thereof Download PDFInfo
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- CN117801751A CN117801751A CN202310605964.8A CN202310605964A CN117801751A CN 117801751 A CN117801751 A CN 117801751A CN 202310605964 A CN202310605964 A CN 202310605964A CN 117801751 A CN117801751 A CN 117801751A
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- biomass
- wood adhesive
- hyperbranched
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- ester wood
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- 239000002028 Biomass Substances 0.000 title claims abstract description 59
- 239000000853 adhesive Substances 0.000 title claims abstract description 59
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 59
- 239000002023 wood Substances 0.000 title claims abstract description 52
- 238000002360 preparation method Methods 0.000 title claims abstract description 30
- 238000006243 chemical reaction Methods 0.000 claims abstract description 30
- 229920005862 polyol Polymers 0.000 claims abstract description 23
- 150000003077 polyols Chemical class 0.000 claims abstract description 20
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 claims abstract description 16
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000000811 xylitol Substances 0.000 claims abstract description 16
- 235000010447 xylitol Nutrition 0.000 claims abstract description 16
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 claims abstract description 16
- 229960002675 xylitol Drugs 0.000 claims abstract description 16
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000002253 acid Substances 0.000 claims abstract description 6
- 238000002156 mixing Methods 0.000 claims description 18
- 238000007731 hot pressing Methods 0.000 claims description 17
- 238000003756 stirring Methods 0.000 claims description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- 239000000203 mixture Substances 0.000 claims description 14
- 239000011120 plywood Substances 0.000 claims description 12
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 9
- 238000001816 cooling Methods 0.000 claims description 9
- 239000008367 deionised water Substances 0.000 claims description 9
- 229910021641 deionized water Inorganic materials 0.000 claims description 9
- 238000004026 adhesive bonding Methods 0.000 claims description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 5
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 3
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 claims description 3
- 239000004386 Erythritol Substances 0.000 claims description 3
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 claims description 3
- 229930195725 Mannitol Natural products 0.000 claims description 3
- 239000012790 adhesive layer Substances 0.000 claims description 3
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 claims description 3
- 235000019414 erythritol Nutrition 0.000 claims description 3
- 229940009714 erythritol Drugs 0.000 claims description 3
- 235000011187 glycerol Nutrition 0.000 claims description 3
- 239000000845 maltitol Substances 0.000 claims description 3
- VQHSOMBJVWLPSR-WUJBLJFYSA-N maltitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O VQHSOMBJVWLPSR-WUJBLJFYSA-N 0.000 claims description 3
- 235000010449 maltitol Nutrition 0.000 claims description 3
- 229940035436 maltitol Drugs 0.000 claims description 3
- 239000000594 mannitol Substances 0.000 claims description 3
- 235000010355 mannitol Nutrition 0.000 claims description 3
- -1 polyol ester Chemical class 0.000 claims description 3
- 238000004513 sizing Methods 0.000 claims description 3
- 239000000600 sorbitol Substances 0.000 claims description 3
- 235000010356 sorbitol Nutrition 0.000 claims description 3
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims description 2
- 230000032683 aging Effects 0.000 claims description 2
- 229940093476 ethylene glycol Drugs 0.000 claims description 2
- 229960005150 glycerol Drugs 0.000 claims description 2
- 229960001855 mannitol Drugs 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- 229960002920 sorbitol Drugs 0.000 claims description 2
- 239000000463 material Substances 0.000 abstract description 6
- 239000002994 raw material Substances 0.000 abstract description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 2
- 150000002148 esters Chemical class 0.000 abstract description 2
- 150000007519 polyprotic acids Polymers 0.000 abstract description 2
- 238000005303 weighing Methods 0.000 description 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- 239000010410 layer Substances 0.000 description 5
- 238000010586 diagram Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- GZCGUPFRVQAUEE-SLPGGIOYSA-N aldehydo-D-glucose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O GZCGUPFRVQAUEE-SLPGGIOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
Landscapes
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention discloses a biomass multi-ester wood adhesive, which comprises the following molecular structures:a preparation method of biomass multi-ester wood adhesive comprises the steps of preparing raw materials of the biomass multi-ester wood adhesive, wherein the raw materials comprise hyperbranched polyacid and biomass polyol; the preparation process of the biomass multi-ester wood adhesive specifically comprises the following steps: step 1, preparing the hyperbranched polyacid, wherein the hyperbranched polyacid is a five-membered acid; step 2, preparing the biomass polyol and the hyperbranched polyacids to obtain the organismThe preparation method of the multi-ester wood adhesive is a mixed reaction. The invention combines maleic anhydride and xylitol to prepare hyperbranched polybasic acid, and then prepares the biomass polybasic ester wood adhesive with the polybasic alcohol, and the prepared adhesive is a completely green pollution-free material, and has no harm to human bodies and better performance compared with other adhesives in the prior art.
Description
Technical Field
The invention discloses a biomass multi-ester wood adhesive and a preparation method thereof, relates to the technical field of adhesives, and particularly relates to the technical field of biomass multi-ester wood adhesives prepared from biomass hyperbranched polyacids and biomass polyols and a preparation method thereof.
Background
The global wood adhesive market is expected to reach $61.8 billion in 2025. The artificial board is used as a main product in the wood industry, and has important significance for improving the wood utilization rate and saving wood resources. Formaldehyde-based resins such as urea formaldehyde resin, melamine-formaldehyde resin, phenolic resin, etc. in the prior art account for about 90% of the wood adhesives, which is related to their good cementing properties, water resistance and weatherability. However, formaldehyde-based wood adhesive materials can pollute the environment and affect the health of related personnel both in the manufacturing process and in the using process. In contrast to the former, formaldehyde-free wood adhesives are considered as green wood adhesives, but most formaldehyde-free wood adhesive plywood in the prior art has poor performance.
Summary of the invention
The invention aims to provide a biomass multi-ester wood adhesive and a preparation method thereof, which solve the problem of poor performance of formaldehyde-free wood adhesive plywood in the prior art.
In order to achieve the technical purpose and the technical effect, the invention is realized by the following technical scheme:
a biomass multi-ester wood adhesive and a preparation method thereof comprise the following steps: the biomass multi-ester wood adhesive has a molecular structure as follows:
the invention further aims at disclosing a preparation method of the biomass multi-ester wood adhesive, wherein the preparation raw materials of the biomass multi-ester wood adhesive comprise hyperbranched polyacid and biomass polyol;
the preparation process of the biomass multi-ester wood adhesive specifically comprises the following steps:
step 1, preparing the hyperbranched polyacids,
the hyperbranched polyacids are pentabasic acids;
step 2, preparing the biomass polyol and the hyperbranched polyacid to obtain the biomass polyol ester wood adhesive,
the preparation mode is a mixed reaction.
Further, the specific preparation method of the hyperbranched polyacid comprises the steps of mixing maleic anhydride and xylitol (molar ratio is 5:1), adding the mixture into a reactor, heating the mixture to 110 ℃, and continuously stirring the mixture for 1h to obtain the hyperbranched polyacid.
Further, the molecular structure of the hyperbranched polyacids is as follows:
further, the biomass polyol is any one of polyols such as ethylene glycol, glycerol, erythritol, xylitol, mannitol, sorbitol, maltitol and the like.
Further, the step 2 specifically includes:
step 201, mixing the hyperbranched polyacid obtained in the step 1 and biomass polyol according to a molar ratio of 1:0.6-1, and placing the mixture in a reactor for reaction for 0.5-2h;
and 202, cooling the product to room temperature after the reaction is finished, and adding deionized water according to the solid content of 40-60% to completely dissolve the product.
Further, the molecular reaction process of the biomass multi-ester wood adhesive is specifically that,
the invention also aims at disclosing a three-layer plywood prepared from the biomass multi-ester wood adhesive, which is characterized by comprising the following specific steps of:
step A, drying is carried out,
drying the veneer until the water content is lower than 5-10%;
step B, sizing is carried out,
double-sided gluing is adopted;
step C, assembling the blank,
assembling based on a vertical texture mode;
step D, hot-pressing,
hot pressing at 100-300 deg.c and 0.5-2MPa for 4-8min.
Further, the veneer is dried until the water content is lower than 9%;
the single-sided gluing amount of the double-sided gluing is 150g/m 2 No aging is required;
the hot pressing parameters are that the hot pressing temperature is 220 ℃, the hot pressing pressure is 1MPa, and the hot pressing time is 5min;
the dry shear strength of the sample plate with the dimensions of (100 mm multiplied by 25 mm) and the adhesive layer part area of 25mm multiplied by 25mm is 2.26MPa.
The beneficial effects are that:
the invention combines maleic anhydride and xylitol to prepare hyperbranched polybasic acid, and then prepares the biomass polybasic ester wood adhesive with the polybasic alcohol, and the prepared adhesive is a completely green pollution-free material, and is harmless to human body compared with other adhesives in the prior art. The three-layer plywood prepared by combining the adhesive can be found that the dry shear strength of the three-layer plywood can reach 2.26Mpa, and the three-layer plywood has better performance compared with other formaldehyde-free wood adhesives.
Of course, it is not necessary for any one product to practice the invention to achieve all of the advantages set forth above at the same time.
Drawings
FIG. 1 is a diagram of a preparation method of a biomass multi-ester wood adhesive according to an embodiment of the invention;
fig. 2 is a diagram of a preparation method of a three-layer plywood according to an embodiment of the invention;
Detailed Description
In order to more clearly describe the technical scheme of the embodiment of the present invention, the embodiment of the present invention will be described in detail below with reference to the accompanying drawings.
Example 1
The embodiment provides a preparation method of a biomass hyperbranched polyacid-biomass polyol-based wood adhesive, which comprises the following steps:
step 1, weighing 12.25g of maleic anhydride and 3.8g of xylitol at room temperature, mixing, and continuously stirring at 110 ℃ for reaction for 1h;
and 2, mixing the prepared hyperbranched polyacid with xylitol (2.28 g), continuously stirring at 140 ℃ for reaction for 1h, cooling to room temperature after the reaction, and adding 9.82g of deionized water to completely dissolve the mixture to obtain the finished product.
Example 2
The embodiment provides a preparation method of a biomass hyperbranched polyacid-biomass polyol-based wood adhesive, which comprises the following steps:
step 1, weighing 12.25g of maleic anhydride and 3.8g of xylitol at room temperature, mixing, and continuously stirring at 110 ℃ for reaction for 1h;
and 2, mixing the prepared hyperbranched polyacids with erythritol (3.04 g), continuously stirring at 140 ℃ for reaction for 1h, cooling to room temperature after the reaction, and adding 10.03g of deionized water to completely dissolve the mixture to obtain the finished product.
Example 3
The embodiment provides a preparation method of a biomass hyperbranched polyacid-biomass polyol-based wood adhesive, which comprises the following steps:
step 1, weighing 12.25g of maleic anhydride and 3.8g of xylitol at room temperature, mixing, and continuously stirring at 110 ℃ for reaction for 1h;
and 2, mixing the prepared hyperbranched polyacid with mannitol (3.8 g), continuously stirring at 140 ℃ for reaction for 1h, cooling to room temperature after the reaction, and adding 10.23g of deionized water to completely dissolve the mixture to obtain the hyperbranched polyacid.
Example 4
The embodiment provides a preparation method of a biomass hyperbranched polyacid-biomass polyol-based wood adhesive, which comprises the following steps:
step 1, weighing 12.25g of maleic anhydride and 3.8g of xylitol at room temperature, mixing, and continuously stirring at 110 ℃ for reaction for 1h;
and 2, mixing the prepared hyperbranched polyacid with xylitol (3.8 g), continuously stirring at 140 ℃ for reaction for 0.5h, cooling to room temperature after the reaction, and adding 10.23g of deionized water to completely dissolve the mixture to obtain the finished product.
Example 5
The embodiment provides a preparation method of a biomass hyperbranched polyacid-biomass polyol-based wood adhesive, which comprises the following steps:
step 1, weighing 12.25g of maleic anhydride and 3.8g of xylitol at room temperature, mixing, and continuously stirring at 110 ℃ for reaction for 1h;
and 2, mixing the prepared hyperbranched polyacids with sorbitol (3.8 g), continuously stirring at 140 ℃ for reaction for 2 hours, cooling to room temperature after the reaction, and adding 10.23g of deionized water to completely dissolve the mixture to obtain the aqueous solution.
Example 6
The embodiment provides a preparation method of a biomass hyperbranched polyacid-biomass polyol-based wood adhesive, which comprises the following steps:
step 1, weighing 12.25g of maleic anhydride and 3.8g of xylitol at room temperature, mixing, and continuously stirring at 110 ℃ for reaction for 1h;
and 2, mixing the prepared hyperbranched polyacid with maltitol (3.8 g), continuously stirring at 140 ℃ for reaction for 1h, cooling to room temperature after the reaction, and adding 10.23g of deionized water to completely dissolve the mixture to obtain the finished product.
In this embodiment, the adhesive is applied to prepare a plywood heat, which comprises the following steps:
step A, drying is carried out,
drying the veneer until the water content is lower than 5-10%;
step B, sizing is carried out,
double-sided gluing is adopted;
step C, assembling the blank,
assembling based on a vertical texture mode;
step D, hot-pressing,
hot pressing at 100-300 deg.c and 0.5-2MPa for 4-8min.
In this example, the specific parameters are that the pressing temperature is 210 ℃, the hot pressing pressure is 1MPa, and the hot pressing time is 5min.
Example 7
The embodiment provides a preparation method of a biomass hyperbranched polyacid-biomass polyol-based wood adhesive, which comprises the following steps:
step 1, weighing 12.25g of maleic anhydride and 3.8g of xylitol at room temperature, mixing, and continuously stirring at 110 ℃ for reaction for 1h;
and step 2, mixing the prepared hyperbranched polyacids with glycerol (3.8 g), continuously stirring at 140 ℃ for reaction for 1h, cooling to room temperature after the reaction, and adding 10.23g of deionized water to completely dissolve the mixture to obtain the product.
In this example, the plywood was hot-pressed at 220℃under a hot-pressing pressure of 1MPa for 5 minutes in combination with the method for producing an adhesive sheet in example 6.
The adhesive and the bonding plate prepared by combining the parameters in the examples 1-6 and the example are tested for bonding strength according to the related requirements in the national standard GB/T17657-2013, firstly, the samples are sawed into the same size (100 mm multiplied by 25 mm), slotting is carried out, and the area of the adhesive layer is 25mm multiplied by 25mm. Respectively soaking the materials in water baths at 63+/-3 ℃ and 93+/-3 ℃ for 3 hours, taking out the materials, standing the materials for ten minutes at normal temperature, and then using an electronic universal mechanical tester for glue strength test. The test results are shown in Table 1:
table 1 properties of plywood made with different adhesives
The above is only an example portion of the application and is not intended to limit the application in any way. Any simple modification, equivalent variation and modification of the above embodiments still fall within the scope of the protection of the technical solution of this application.
Claims (10)
1. The biomass multi-ester wood adhesive is characterized by comprising the following molecular structures:
2. the preparation method of the biomass multi-ester wood adhesive according to claim 1, wherein the biomass multi-ester wood adhesive is prepared from hyperbranched polyacids and biomass polyols;
the preparation process of the biomass multi-ester wood adhesive specifically comprises the following steps:
step 1, preparing the hyperbranched polyacids,
the hyperbranched polyacids are pentabasic acids;
step 2, preparing the biomass polyol and the hyperbranched polyacid to obtain the biomass polyol ester wood adhesive,
the preparation mode is a mixed reaction.
3. The preparation method of the biomass multi-ester wood adhesive according to claim 2, which is characterized in that the specific preparation method of the hyperbranched multi-acid comprises the steps of mixing maleic anhydride and xylitol, adding the mixture into a reactor, and continuously stirring the mixture for 1h at the temperature of 110 ℃ to obtain the hyperbranched multi-acid;
the molar ratio of maleic anhydride to xylitol was 5:1.
4. The method for preparing biomass multi-ester wood adhesive according to claim 3, wherein the molecular structure of the hyperbranched multi-acid is as follows,
5. the method for preparing a biomass polyol ester wood adhesive according to claim 4, wherein the biomass polyol is any one of polyols such as ethylene glycol, glycerol, erythritol, xylitol, mannitol, sorbitol, maltitol and the like.
6. The method for preparing the biomass multi-ester wood adhesive according to claim 5, wherein the step 2 specifically comprises:
step 201, mixing the hyperbranched polyacid obtained in the step 1 and biomass polyol according to a molar ratio of 1:0.6-1, and placing the mixture in a reactor for reaction for 0.5-2h;
and 202, cooling the product to room temperature after the reaction is finished, and adding deionized water according to the solid content of 40-60% to completely dissolve the product.
7. The method for preparing the biomass multi-ester wood adhesive according to claim 6, wherein the molecular reaction process of the biomass multi-ester wood adhesive is as follows,
preparation of hyperbranched polyacids
8. A biomass multi-ester wood adhesive according to any one of claims 1-7 for use in the preparation of three-ply plywood.
9. A three-ply wood made from a biomass multi-ester wood adhesive according to claim 8, wherein the specific steps of making comprise:
step A, drying is carried out,
drying the veneer until the water content is lower than 5-10%;
step B, sizing is carried out,
double-sided gluing is adopted;
step C, assembling the blank,
assembling based on a vertical texture mode;
step D, hot-pressing,
hot pressing at 100-300 deg.c and 0.5-2MPa for 4-8min.
10. A three-ply board according to any of claims 9, wherein the veneer is dried to a moisture content of less than 9%;
the single-sided gluing amount of the double-sided gluing is 150g/m 2 No aging is required;
the hot pressing parameters are that the hot pressing temperature is 220 ℃, the hot pressing pressure is 1MPa, and the hot pressing time is 5min;
the dry shear strength of the sample plate with the dimensions of (100 mm multiplied by 25 mm) and the adhesive layer part area of 25mm multiplied by 25mm is 2.26MPa.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202310605964.8A CN117801751A (en) | 2023-05-26 | 2023-05-26 | Biomass multi-ester wood adhesive and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202310605964.8A CN117801751A (en) | 2023-05-26 | 2023-05-26 | Biomass multi-ester wood adhesive and preparation method thereof |
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| Publication Number | Publication Date |
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| CN117801751A true CN117801751A (en) | 2024-04-02 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| CN202310605964.8A Pending CN117801751A (en) | 2023-05-26 | 2023-05-26 | Biomass multi-ester wood adhesive and preparation method thereof |
Country Status (1)
| Country | Link |
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| CN (1) | CN117801751A (en) |
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2023
- 2023-05-26 CN CN202310605964.8A patent/CN117801751A/en active Pending
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