CN116987244A - Raw lacquer-polyurethane resin and preparation method thereof - Google Patents
Raw lacquer-polyurethane resin and preparation method thereof Download PDFInfo
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- CN116987244A CN116987244A CN202310887235.6A CN202310887235A CN116987244A CN 116987244 A CN116987244 A CN 116987244A CN 202310887235 A CN202310887235 A CN 202310887235A CN 116987244 A CN116987244 A CN 116987244A
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- Prior art keywords
- raw lacquer
- polyurethane resin
- raw
- lacquer
- polyisocyanate
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- 229920005749 polyurethane resin Polymers 0.000 title claims abstract description 44
- 238000002360 preparation method Methods 0.000 title claims abstract description 14
- 239000004922 lacquer Substances 0.000 claims abstract description 52
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 29
- 239000004970 Chain extender Substances 0.000 claims abstract description 16
- 239000003085 diluting agent Substances 0.000 claims abstract description 16
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 16
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 16
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 15
- 229920005862 polyol Polymers 0.000 claims abstract description 15
- -1 polyol compound Chemical class 0.000 claims abstract description 15
- 238000006243 chemical reaction Methods 0.000 claims abstract description 13
- 229920005989 resin Polymers 0.000 claims abstract description 9
- 239000011347 resin Substances 0.000 claims abstract description 9
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical group CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 30
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 17
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 16
- 239000002994 raw material Substances 0.000 claims description 13
- 239000002202 Polyethylene glycol Substances 0.000 claims description 9
- 229920001223 polyethylene glycol Polymers 0.000 claims description 9
- RMTXUPIIESNLPW-UHFFFAOYSA-N 1,2-dihydroxy-3-(pentadeca-8,11-dienyl)benzene Natural products CCCC=CCC=CCCCCCCCC1=CC=CC(O)=C1O RMTXUPIIESNLPW-UHFFFAOYSA-N 0.000 claims description 8
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical group OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 claims description 8
- QARRXYBJLBIVAK-UEMSJJPVSA-N 3-[(8e,11e)-pentadeca-8,11-dienyl]benzene-1,2-diol;3-[(8e,11e)-pentadeca-8,11,14-trienyl]benzene-1,2-diol;3-[(8e,11e,13e)-pentadeca-8,11,13-trienyl]benzene-1,2-diol;3-[(e)-pentadec-8-enyl]benzene-1,2-diol;3-pentadecylbenzene-1,2-diol Chemical compound CCCCCCCCCCCCCCCC1=CC=CC(O)=C1O.CCCCCC\C=C\CCCCCCCC1=CC=CC(O)=C1O.CCC\C=C\C\C=C\CCCCCCCC1=CC=CC(O)=C1O.C\C=C\C=C\C\C=C\CCCCCCCC1=CC=CC(O)=C1O.OC1=CC=CC(CCCCCCC\C=C\C\C=C\CC=C)=C1O QARRXYBJLBIVAK-UEMSJJPVSA-N 0.000 claims description 8
- IYROWZYPEIMDDN-UHFFFAOYSA-N 3-n-pentadec-8,11,13-trienyl catechol Natural products CC=CC=CCC=CCCCCCCCC1=CC=CC(O)=C1O IYROWZYPEIMDDN-UHFFFAOYSA-N 0.000 claims description 8
- 238000001816 cooling Methods 0.000 claims description 8
- 230000001804 emulsifying effect Effects 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 8
- 229920001451 polypropylene glycol Polymers 0.000 claims description 8
- 238000003756 stirring Methods 0.000 claims description 8
- DQTMTQZSOJMZSF-UHFFFAOYSA-N urushiol Natural products CCCCCCCCCCCCCCCC1=CC=CC(O)=C1O DQTMTQZSOJMZSF-UHFFFAOYSA-N 0.000 claims description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 4
- 238000001914 filtration Methods 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- 238000007670 refining Methods 0.000 claims description 4
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 2
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 2
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 claims description 2
- 239000002893 slag Substances 0.000 claims description 2
- KCLIFOXATBWLMW-UHFFFAOYSA-M sodium;ethane-1,2-diamine;ethanesulfonate Chemical compound [Na+].NCCN.CCS([O-])(=O)=O KCLIFOXATBWLMW-UHFFFAOYSA-M 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 2
- 229910021529 ammonia Inorganic materials 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 229920002635 polyurethane Polymers 0.000 abstract description 10
- 239000004814 polyurethane Substances 0.000 abstract description 10
- 238000001035 drying Methods 0.000 abstract description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 abstract description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 abstract 1
- 150000005846 sugar alcohols Polymers 0.000 abstract 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 8
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 8
- 239000000463 material Substances 0.000 description 6
- 239000008367 deionised water Substances 0.000 description 4
- 229910021641 deionized water Inorganic materials 0.000 description 4
- 238000009775 high-speed stirring Methods 0.000 description 4
- 239000003973 paint Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 108010029541 Laccase Proteins 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 244000044283 Toxicodendron succedaneum Species 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000002210 biocatalytic effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000005536 corrosion prevention Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 239000002612 dispersion medium Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- PSGAAPLEWMOORI-PEINSRQWSA-N medroxyprogesterone acetate Chemical compound C([C@@]12C)CC(=O)C=C1[C@@H](C)C[C@@H]1[C@@H]2CC[C@]2(C)[C@@](OC(C)=O)(C(C)=O)CC[C@H]21 PSGAAPLEWMOORI-PEINSRQWSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000005445 natural material Substances 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- 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
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
- C08G18/6692—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/34
-
- 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
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- 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
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
-
- 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
- C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
- C08G18/4081—Mixtures of compounds of group C08G18/64 with other macromolecular compounds
-
- 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
- C08G18/48—Polyethers
- C08G18/4825—Polyethers containing two hydroxy groups
-
- 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
- C08G18/48—Polyethers
- C08G18/4833—Polyethers containing oxyethylene units
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
The application provides a raw lacquer-polyurethane resin and a preparation method thereof, wherein the resin is formed by raw lacquer, polyisocyanate, a polyalcohol compound, a hydrophilic chain extender, a diluent, a salifying agent and water; or from refined raw lacquer, polyisocyanate, polyol compound, hydrophilic chain extender, diluent, salifying agent and water. The preparation method utilizes phenolic hydroxyl groups of raw lacquer and isocyanate groups of polyurethane to carry out chemical reaction to prepare the raw lacquer-polyurethane resin. The raw lacquer-polyurethane resin has the characteristics of quick drying and forming, excellent high temperature resistance, water resistance and the like, and has wide application prospect.
Description
Technical Field
The application belongs to the technical field of resin materials, relates to a raw lacquer resin material, and in particular relates to a raw lacquer-polyurethane resin and a preparation method thereof.
Background
The raw lacquer is milky white viscous liquid produced when the lacquer tree is cut, is a natural substance used for protecting ware by people at the earliest time, is a natural green paint which can be catalyzed and solidified into a film by laccase at normal temperature, and has great influence of temperature and humidity, long film forming drying time, high viscosity, difficult construction and poor chemical resistance in the biocatalytic polymerization process of laccase. To put the raw lacquer into practical use, it needs to be modified.
The aqueous polyurethane is a novel polyurethane system which uses water instead of an organic solvent as a dispersion medium, and is also called water-dispersible polyurethane, aqueous polyurethane or water-based polyurethane. The aqueous polyurethane takes water as a solvent, and has the advantages of no pollution, safety, reliability, excellent mechanical property, good compatibility, easy modification and the like. The raw lacquer is modified by adopting the water-based polyurethane, so that the performance of the raw lacquer composite material is expected to be improved.
Disclosure of Invention
Aiming at the defects and shortcomings in the prior art, the application aims to provide raw lacquer-polyurethane resin and a preparation method thereof, which solve the technical problems that the film forming and drying time of raw lacquer materials in the prior art is required to be shortened and the service performance is required to be improved.
In order to solve the technical problems, the application adopts the following technical scheme:
a raw lacquer-polyurethane resin, which is synthesized by raw lacquer, polyisocyanate, polyol compound, hydrophilic chain extender, diluent, salifying agent and water; or from refined raw lacquer, polyisocyanate, polyol compound, hydrophilic chain extender, diluent, salifying agent and water.
The application also has the following technical characteristics:
specifically, the resin is synthesized by the following raw materials in parts by weight: 1-10% of raw lacquer or refined raw lacquer, 10-20% of polyisocyanate, 5-15% of polyol compound, 1-5% of hydrophilic chain extender, 1-10% of diluent, 1-5% of salifying agent, 50-70% of water and 100% of raw material.
Preferably, the resin is synthesized by the following raw materials in parts by mass: raw lacquer or refined raw lacquer is 5%, polyisocyanate is 15%, polyol compound is 10-11%, hydrophilic chain extender is 3%, diluent is 5%, salifying agent is 1%, water is 60-61%, and the sum of mass portions of raw materials is 100%.
Specifically, the polyisocyanate is selected from the group consisting of aromatic diisocyanates, aliphatic diisocyanates, and cycloaliphatic diisocyanates.
Specifically, the polyol compound is selected from polyethylene glycol and polypropylene glycol.
Specifically, the hydrophilic chain extender is selected from the group consisting of 2, 2-bis (hydroxymethyl) propionic acid, dihydroxyhalf esters, sodium ethylenediamine ethanesulfonate, diethylenetriamine and methyldiethanolamine.
Specifically, the diluent is selected from acetone, butanone, dioxane, N-dimethylformamide and N-methylpyrrolidone.
Specifically, the salifying agent is selected from triethylamine, ammonia water, sodium hydroxide, hydrochloric acid, acetic acid and epichlorohydrin.
Preferably, the pan-fried fraction of the raw lacquer is more than or equal to 60%, and the urushiol content is more than or equal to 50%; the frying pan fraction of the refined raw lacquer is more than or equal to 95 percent, and the urushiol content is more than or equal to 80 percent.
The application also provides a preparation method of the raw lacquer-polyurethane resin, which specifically comprises the following steps:
raw lacquer, polyisocyanate, polyol compound and diluent are heated to 50-100 ℃ by introducing nitrogen, and reacted for 1-3 hours; then adding a hydrophilic chain extender, and continuing to react for 0.5-2 hours; cooling to 20-45 ℃ after the reaction is finished, adding a salifying agent and water under stirring, keeping the temperature unchanged during the adding process, and emulsifying for 1-12 hours to obtain the raw lacquer-polyurethane resin;
or the method specifically comprises the following steps:
according to the mass ratio formula, polyisocyanate, a polyol compound and a diluent are heated to 50-100 ℃ by introducing nitrogen and react for 1-3 hours; then adding a hydrophilic chain extender, and continuing to react for 0.5-2 hours; cooling to 10-40 ℃ after the reaction is finished, adding a salifying agent and water under stirring, keeping the temperature unchanged during the adding process, and emulsifying for 3-8 hours to obtain a component A; filtering raw lacquer to remove slag, refining to obtain refined raw lacquer; and (3) uniformly stirring and mixing the component A and the refined raw lacquer to obtain the raw lacquer-polyurethane resin.
Compared with the prior art, the application has the beneficial technical effects that:
the raw lacquer-polyurethane resin disclosed by the application has the excellent performances of raw lacquer and polyurethane material, is novel aromatic polyurethane resin, has the characteristics of quick drying and forming, excellent high temperature resistance, water resistance and the like, is a resin material with excellent comprehensive performances, can be sprayed, coated and brushed, can be used for manufacturing furniture and lacquer, heavy corrosion prevention, adhesives and the like, and has a wide application prospect.
And (II) the raw lacquer-polyurethane resin disclosed by the application is a natural product as a main raw material, and has the advantages of safety, green and environmental friendliness.
(III) the preparation method of the raw lacquer-polyurethane resin utilizes phenolic hydroxyl groups of the raw lacquer and isocyanate groups of polyurethane to carry out chemical reaction, has mild reaction conditions, simple preparation process and easy implementation.
The technical scheme of the application is further described below by referring to examples.
Detailed Description
All materials and testing methods used in the present application, unless otherwise specified, are known in the art, for example:
the raw lacquer adopts the conventional raw lacquer product known in the prior art, and the product is extracted from one or more of lacquers produced in the areas of the QI from well, the QI from Chinese, the QI from urban opening, mao Ba QI, the QI from Qinling, and the like, preferably the product with the pan fraction of more than 60 percent and the urushiol content of more than 50 percent.
The polyethylene glycol is conventional polyethylene glycol known in the art, preferably polyethylene glycol having a number average molecular weight of 400 to 1000.
The polypropylene glycol is a conventional polypropylene glycol known in the art, preferably a polypropylene glycol having a number average molecular weight of 400 to 1000.
The method for testing the solid content refers to the method of GB/T6470 of national Standard of the people's republic of China.
The test method of the imprint-free drying time refers to the method of GB/T37362.1-2019 of national Standard of the people's republic of China.
The glossiness test method refers to the method of GB-T9754-2007 of national Standard of the people's republic of China.
The following specific embodiments of the present application are given according to the above technical solutions, and it should be noted that the present application is not limited to the following specific embodiments, and all equivalent changes made on the basis of the technical solutions of the present application fall within the protection scope of the present application.
Example 1:
the embodiment provides raw lacquer-polyurethane resin which is synthesized by the following raw materials in parts by mass: raw lacquer 5%, isophorone diisocyanate 15%, polyethylene glycol 10%, 2-bis (hydroxymethyl) propionic acid (DMPA) 3%, acetone 5%, triethylamine 1% and water 61%.
In this embodiment, the preparation method of the raw lacquer-polyurethane resin comprises the following steps:
according to the mass ratio formula, raw lacquer, isophorone diisocyanate, polyethylene glycol and acetone are heated to 80 ℃ by introducing nitrogen, and reacted for 2 hours; then adding 2, 2-bis (hydroxymethyl) propionic acid, and continuing to react for 1 hour; cooling to 30 ℃ after the reaction is finished, adding triethylamine and deionized water under the condition of high-speed stirring, keeping the temperature unchanged in the adding process, and emulsifying for 5 hours to obtain the raw lacquer-polyurethane resin.
Example 2:
the embodiment provides raw lacquer-polyurethane resin which is synthesized by the following raw materials in parts by mass: raw lacquer 5%, isophorone diisocyanate 15%, polypropylene glycol 10%, 2-bis (hydroxymethyl) propionic acid 3%, acetone 5%, triethylamine 1% and water 61%.
In this embodiment, the preparation method of the raw lacquer-polyurethane resin comprises the following steps:
according to the mass ratio formula, raw lacquer, isophorone diisocyanate, glycol and acetone are heated to 80 ℃ by introducing nitrogen, and reacted for 2 hours; then adding 2, 2-bis (hydroxymethyl) propionic acid, and continuing to react for 1 hour; and cooling to 40 ℃ after the reaction is finished, adding triethylamine and deionized water under the condition of high-speed stirring, keeping the temperature unchanged in the adding process, and emulsifying for 6 hours to obtain the raw lacquer-polyurethane resin.
Example 3:
the embodiment provides raw lacquer-polyurethane resin which is synthesized by the following raw materials in parts by mass: 5% of refined raw lacquer, 15% of isophorone diisocyanate, 11% of polypropylene glycol, 3% of 2, 2-bis (hydroxymethyl) propionic acid, 5% of acetone, 1% of triethylamine and 61% of water.
In this embodiment, the preparation method of the raw lacquer-polyurethane resin comprises the following steps:
according to the mass ratio formula, isophorone diisocyanate, polypropylene glycol and acetone are heated to 80 ℃ by introducing nitrogen, and the reaction is carried out for 2 hours; then adding 2, 2-bis (hydroxymethyl) propionic acid, and continuing to react for 1 hour; cooling to 30 ℃ after the reaction is finished, adding triethylamine and deionized water under the condition of high-speed stirring, keeping the temperature unchanged in the adding process, and emulsifying for 5 hours to obtain a component A; filtering raw lacquer to remove residue, and refining to obtain component B (i.e. refined raw lacquer); and (3) uniformly stirring and mixing the component A and the component B to obtain the raw lacquer-polyurethane resin.
In the embodiment, the frying pan fraction of the refined raw lacquer is more than 95%, and the urushiol content is more than 80%.
Example 4:
the embodiment provides raw lacquer-polyurethane resin which is synthesized by the following raw materials in parts by mass: 5% of refined raw lacquer, 15% of isophorone diisocyanate, 11% of polyethylene glycol, 3% of 2, 2-bis (hydroxymethyl) propionic acid, 5% of acetone, 1% of triethylamine and 60% of water.
In this embodiment, the preparation method of the raw lacquer-polyurethane resin comprises the following steps:
according to the mass ratio formula, isophorone diisocyanate, polyethylene glycol and acetone are heated to 80 ℃ by introducing nitrogen, and the reaction is carried out for 2 hours; then adding 2, 2-bis (hydroxymethyl) propionic acid, and continuing to react for 1 hour; cooling to 30 ℃ after the reaction is finished, adding triethylamine and deionized water under the condition of high-speed stirring, keeping the temperature unchanged in the adding process, and emulsifying for 5 hours to obtain a component A; filtering raw lacquer to remove residue, and refining to obtain component B (i.e. refined raw lacquer); and (3) uniformly stirring and mixing the component A and the component B to obtain the raw lacquer-polyurethane resin.
In the embodiment, the frying pan fraction of the refined raw lacquer is more than 95%, and the urushiol content is more than 80%.
Performance test:
the raw lacquer-polyurethane resin of example 3 was subjected to performance test, and the results are shown in table 1.
TABLE 1 raw lacquer-polyurethane resin Performance index
Item(s) | Finger mark |
Appearance of paint film | White emulsion |
Solid content (%,) | 30% |
Imprint free drying time (h, not higher) | 6 h |
Gloss (%,) | 85% |
The raw lacquer-polyurethane resin prepared in the embodiment is naturally cured and dried according to a common coating application method when in use. As is clear from Table 1, the raw lacquer-polyurethane resin has high solid content and short imprint-free drying time, so that the dried paint film has high hardness and strong water resistance and chemical resistance. In addition, the raw lacquer-polyurethane resin has an application prospect as an excellent urushiol synthesis intermediate.
Claims (10)
1. A raw lacquer-polyurethane resin, which is characterized in that the resin is synthesized by raw lacquer, polyisocyanate, polyol compound, hydrophilic chain extender, diluent, salifying agent and water; or from refined raw lacquer, polyisocyanate, polyol compound, hydrophilic chain extender, diluent, salifying agent and water.
2. The raw lacquer-polyurethane resin according to claim 1, wherein the resin is synthesized by the following raw materials in parts by mass: 1-10% of raw lacquer or refined raw lacquer, 10-20% of polyisocyanate, 5-15% of polyol compound, 1-5% of hydrophilic chain extender, 1-10% of diluent, 1-5% of salifying agent, 50-70% of water and 100% of raw material.
3. The raw lacquer-polyurethane resin according to claim 2, wherein the resin is synthesized by the following raw materials in parts by mass: raw lacquer or refined raw lacquer is 5%, polyisocyanate is 15%, polyol compound is 10-11%, hydrophilic chain extender is 3%, diluent is 5%, salifying agent is 1%, water is 60-61%, and the sum of mass portions of raw materials is 100%.
4. The raw lacquer-polyurethane resin according to claim 1, wherein the polyisocyanate is selected from the group consisting of aromatic diisocyanate, aliphatic diisocyanate and alicyclic diisocyanate.
5. The raw lacquer-polyurethane resin according to claim 1, wherein the polyol compound is selected from the group consisting of polyethylene glycol and polypropylene glycol.
6. The raw lacquer-polyurethane resin of claim 1, wherein the hydrophilic chain extender is selected from the group consisting of 2, 2-bis (hydroxymethyl) propionic acid, dihydroxyhalf esters, sodium ethylenediamine ethanesulfonate, diethylenetriamine and methyldiethanolamine.
7. The raw lacquer polyurethane resin of claim 1, wherein the diluent is selected from the group consisting of acetone, butanone, dioxane, N-dimethylformamide and N-methylpyrrolidone.
8. The raw lacquer-polyurethane resin according to claim 1, wherein the salt former is selected from the group consisting of triethylamine, ammonia, sodium hydroxide, hydrochloric acid, acetic acid and epichlorohydrin.
9. The raw lacquer-polyurethane resin according to claim 1, wherein the pan fraction of the raw lacquer is more than or equal to 60%, and the urushiol content is more than or equal to 50%; the frying pan fraction of the refined raw lacquer is more than or equal to 95 percent, and the urushiol content is more than or equal to 80 percent.
10. A process for the preparation of a raw lacquer-polyurethane resin as claimed in any one of claims 1 to 9, characterized in that:
the method specifically comprises the following steps:
raw lacquer, polyisocyanate, polyol compound and diluent are heated to 50-100 ℃ by introducing nitrogen, and reacted for 1-3 hours; then adding a hydrophilic chain extender, and continuing to react for 0.5-2 hours; cooling to 20-45 ℃ after the reaction is finished, adding a salifying agent and water under stirring, keeping the temperature unchanged during the adding process, and emulsifying for 1-12 hours to obtain the raw lacquer-polyurethane resin;
or the method specifically comprises the following steps:
according to the mass ratio formula, polyisocyanate, a polyol compound and a diluent are heated to 50-100 ℃ by introducing nitrogen and react for 1-3 hours; then adding a hydrophilic chain extender, and continuing to react for 0.5-2 hours; cooling to 10-40 ℃ after the reaction is finished, adding a salifying agent and water under stirring, keeping the temperature unchanged during the adding process, and emulsifying for 3-8 hours to obtain a component A; filtering raw lacquer to remove slag, refining to obtain refined raw lacquer; and (3) uniformly stirring and mixing the component A and the refined raw lacquer to obtain the raw lacquer-polyurethane resin.
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