CN115466375A - Low-viscosity curing agent, light alloy coating and coating preparation method - Google Patents
Low-viscosity curing agent, light alloy coating and coating preparation method Download PDFInfo
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- CN115466375A CN115466375A CN202211077556.1A CN202211077556A CN115466375A CN 115466375 A CN115466375 A CN 115466375A CN 202211077556 A CN202211077556 A CN 202211077556A CN 115466375 A CN115466375 A CN 115466375A
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- Prior art keywords
- lignin
- component
- curing agent
- glycidyl ether
- light alloy
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- 239000011248 coating agent Substances 0.000 title claims abstract description 64
- 238000000576 coating method Methods 0.000 title claims abstract description 64
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 51
- 229910001234 light alloy Inorganic materials 0.000 title claims abstract description 34
- 238000002360 preparation method Methods 0.000 title claims abstract description 27
- 239000003822 epoxy resin Substances 0.000 claims abstract description 41
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 41
- FQYUMYWMJTYZTK-UHFFFAOYSA-N Phenyl glycidyl ether Chemical compound C1OC1COC1=CC=CC=C1 FQYUMYWMJTYZTK-UHFFFAOYSA-N 0.000 claims abstract description 19
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 18
- 229920000570 polyether Polymers 0.000 claims abstract description 18
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 claims abstract description 16
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims abstract description 16
- 229960001124 trientine Drugs 0.000 claims abstract description 16
- 229920005862 polyol Polymers 0.000 claims abstract description 15
- 150000003077 polyols Chemical class 0.000 claims abstract description 15
- 238000007259 addition reaction Methods 0.000 claims abstract description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 229920005610 lignin Polymers 0.000 claims description 62
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 30
- 239000000047 product Substances 0.000 claims description 20
- 238000006243 chemical reaction Methods 0.000 claims description 16
- 239000002994 raw material Substances 0.000 claims description 15
- 238000002156 mixing Methods 0.000 claims description 14
- 239000000945 filler Substances 0.000 claims description 13
- AOBIOSPNXBMOAT-UHFFFAOYSA-N 2-[2-(oxiran-2-ylmethoxy)ethoxymethyl]oxirane Chemical compound C1OC1COCCOCC1CO1 AOBIOSPNXBMOAT-UHFFFAOYSA-N 0.000 claims description 11
- 239000002318 adhesion promoter Substances 0.000 claims description 11
- 239000004593 Epoxy Substances 0.000 claims description 10
- 239000003973 paint Substances 0.000 claims description 10
- 239000002245 particle Substances 0.000 claims description 10
- 229920001451 polypropylene glycol Polymers 0.000 claims description 9
- 238000001035 drying Methods 0.000 claims description 8
- 239000007788 liquid Substances 0.000 claims description 7
- 238000004821 distillation Methods 0.000 claims description 6
- 239000000839 emulsion Substances 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 6
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 5
- 239000006087 Silane Coupling Agent Substances 0.000 claims description 5
- 239000002518 antifoaming agent Substances 0.000 claims description 5
- 238000001816 cooling Methods 0.000 claims description 5
- 239000002270 dispersing agent Substances 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- PZNSFCLAULLKQX-UHFFFAOYSA-N Boron nitride Chemical compound N#B PZNSFCLAULLKQX-UHFFFAOYSA-N 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 4
- CWQXQMHSOZUFJS-UHFFFAOYSA-N molybdenum disulfide Chemical compound S=[Mo]=S CWQXQMHSOZUFJS-UHFFFAOYSA-N 0.000 claims description 4
- 229910052982 molybdenum disulfide Inorganic materials 0.000 claims description 4
- 238000004806 packaging method and process Methods 0.000 claims description 4
- MPNNOLHYOHFJKL-UHFFFAOYSA-N peroxyphosphoric acid Chemical group OOP(O)(O)=O MPNNOLHYOHFJKL-UHFFFAOYSA-N 0.000 claims description 4
- 239000000049 pigment Substances 0.000 claims description 4
- 239000006228 supernatant Substances 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 2
- 238000002715 modification method Methods 0.000 claims description 2
- 239000000454 talc Substances 0.000 claims 1
- 229910052623 talc Inorganic materials 0.000 claims 1
- 239000000463 material Substances 0.000 abstract description 3
- 230000000052 comparative effect Effects 0.000 description 17
- 239000000243 solution Substances 0.000 description 13
- 239000000853 adhesive Substances 0.000 description 9
- 230000001070 adhesive effect Effects 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- 238000005260 corrosion Methods 0.000 description 8
- 230000007797 corrosion Effects 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- 229910045601 alloy Inorganic materials 0.000 description 6
- 239000000956 alloy Substances 0.000 description 6
- 239000010410 layer Substances 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 239000007921 spray Substances 0.000 description 5
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 4
- 239000011247 coating layer Substances 0.000 description 4
- 125000003700 epoxy group Chemical group 0.000 description 4
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 description 4
- 239000002966 varnish Substances 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 230000004888 barrier function Effects 0.000 description 3
- 239000012295 chemical reaction liquid Substances 0.000 description 3
- 238000001514 detection method Methods 0.000 description 3
- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical compound O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 238000011056 performance test Methods 0.000 description 3
- 229920000768 polyamine Polymers 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
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical group O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 238000004321 preservation Methods 0.000 description 2
- 230000002035 prolonged effect Effects 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000000967 suction filtration Methods 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229920001222 biopolymer Polymers 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical group OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000005530 etching Methods 0.000 description 1
- 239000012767 functional filler Substances 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- ODLMAHJVESYWTB-UHFFFAOYSA-N propylbenzene Chemical group CCCC1=CC=CC=C1 ODLMAHJVESYWTB-UHFFFAOYSA-N 0.000 description 1
- 125000004151 quinonyl group Chemical group 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000010902 straw Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000004634 thermosetting polymer Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000004408 titanium dioxide Substances 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/50—Amines
- C08G59/5006—Amines aliphatic
-
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
- C08G59/22—Di-epoxy compounds
- C08G59/223—Di-epoxy compounds together with monoepoxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08H—DERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS
- C08H6/00—Macromolecular compounds derived from lignin, e.g. tannins, humic acids
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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
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
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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
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/08—Anti-corrosive paints
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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
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/61—Additives non-macromolecular inorganic
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/63—Additives non-macromolecular organic
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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
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/65—Additives macromolecular
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- 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
- C08G2150/00—Compositions for coatings
- C08G2150/90—Compositions for anticorrosive coatings
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/30—Sulfur-, selenium- or tellurium-containing compounds
- C08K2003/3009—Sulfides
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/38—Boron-containing compounds
- C08K2003/382—Boron-containing compounds and nitrogen
- C08K2003/385—Binary compounds of nitrogen with boron
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K2201/00—Specific properties of additives
- C08K2201/011—Nanostructured additives
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- Chemical & Material Sciences (AREA)
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- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Inorganic Chemistry (AREA)
- Biochemistry (AREA)
- Epoxy Resins (AREA)
Abstract
The application relates to the field of anticorrosive materials, and particularly discloses a low-viscosity curing agent, a light alloy coating and a coating preparation method. The low-viscosity curing agent comprises (3.066-3.358) by weight: 10: (1.875-2.500): (0.90-1.08) triethylene tetramine, epoxy resin, polyether polyol glycidyl ether and phenyl glycidyl ether; the preparation method comprises the following steps: firstly, carrying out addition reaction on triethylene tetramine and polyether polyol glycidyl ether to obtain a primary addition product; then, carrying out addition reaction on the primary addition product and epoxy resin to obtain a secondary addition product; then carrying out addition reaction on the secondary addition product and phenyl glycidyl ether to obtain a third addition product; finally, the tertiary addition product is diluted by adding water to obtain the low-viscosity curing agent. The curing agent has low viscosity, and the light alloy coating prepared from the curing agent has excellent properties such as coating adhesion, hardness, impact strength and the like.
Description
Technical Field
The application relates to the field of anticorrosive materials, in particular to a low-viscosity curing agent, a light alloy coating and a coating preparation method.
Background
The light alloy is an alloy formed by fusing two or more metal elements (such as aluminum, magnesium, titanium and the like) with the density of less than or equal to 4.5 g/cubic centimeter. The light alloy generally reacts with oxygen in the air to form a compact oxide layer on the surface of the light alloy, and the oxide layer can prevent the oxygen from further oxidizing the alloy and plays a certain role in blocking. However, this barrier effect is far from satisfactory for corrosion protection of the alloy.
In order to improve the corrosion resistance of the light alloy, a paint coating is generally added on the basis of a light alloy oxide layer, so that the corrosion resistance of the material is further improved, but the light alloy surface has low adhesive force and poor bonding strength due to the existence of the oxide layer, so that the long-term corrosion resistance of the light alloy is influenced.
Disclosure of Invention
In order to improve the adhesive force of a coating layer, the application provides a low-viscosity curing agent, a light alloy coating and a coating preparation method.
In a first aspect, the present application provides a low viscosity curing agent, which adopts the following technical scheme:
a low viscosity curing agent comprising the following raw materials: triethylene tetramine, epoxy resin, polyether polyol glycidyl ether and phenyl glycidyl ether, wherein the weight ratio of the triethylene tetramine to the epoxy resin to the polyether polyol glycidyl ether to the phenyl glycidyl ether is (3.066-3.358): 10: (1.875-2.500): (0.90-1.08);
the preparation method comprises the following steps: firstly, carrying out addition reaction on triethylene tetramine and polyether polyol glycidyl ether to obtain a primary addition product; then, carrying out addition reaction on the primary addition product and epoxy resin to obtain a secondary addition product; then, carrying out addition reaction on the secondary addition product and phenyl glycidyl ether to obtain a tertiary addition product; finally, the tertiary addition product is diluted by water to obtain the low-viscosity curing agent.
By adopting the technical scheme, triethylene tetramine reacts with polyether polyol glycidyl ether, the triethylene tetramine is grafted at two ends of the polyether polyol glycidyl ether to form a sandwich type triethylene tetramine-polyether polyol glycidyl ether polyamine addition product, then epoxy resin is used for chain extension of the polyamine addition product, and finally phenyl glycidyl ether is used for end capping, so that the low-viscosity curing agent is obtained after dilution of the obtained product. Triethylene tetramine in the curing agent is aliphatic amine, so that the curing agent is low in viscosity, can be cured at room temperature and is balanced in mechanical properties; introducing polyether glycol glycidyl ether, adjusting the hydrophilic-lipophilic balance value of the curing agent, and introducing a flexible polyether chain segment into the molecular structure of the curing agent to improve the flexibility of the cured coating; the phenyl glycidyl ether is used for end capping, primary amine hydrogen which is not reacted in the first two steps of reaction is consumed, so that the service life is prolonged, and in addition, rigid benzene rings in phenyl glycidyl ether molecules are connected with epoxy groups, so that the hardness of the coating can be improved. The curing agent is a multi-block compound containing a hydrophobic epoxy resin chain segment, a hydrophilic polyether chain segment and a polyamine chain segment, has low viscosity and strong surface activity, can be better dispersed in water, and is beneficial to improving the adhesive force of a coating.
Preferably, the polyether polyol glycidyl ether is polypropylene glycol diglycidyl ether.
By adopting the technical scheme, a methyl is connected to the alpha carbon beside the ether bond in the molecular structure of the polypropylene glycol diglycidyl ether, the specific gravity of the ether bond is reduced, the hydrophilicity is weaker, the polypropylene glycol diglycidyl ether is water emulsive, the compatibility with the epoxy resin is good, the hydrophilicity is certain, the coating obtained by curing is flat and transparent, and the indexes such as hardness, flexibility and the like reach ideal states.
In a second aspect, the present application provides a light alloy coating using any one of the above low viscosity curing agents, which adopts the following technical scheme:
an alloy coating comprises a component A and a component B,
the component A comprises the following raw materials in parts by weight: 59.3-74.13 parts of epoxy resin emulsion, 7.41-11.12 parts of filler, 0.74-2.22 parts of flatting agent, 0.74-2.22 parts of dispersing agent, 0.74-1.48 parts of defoaming agent, 1.48-2.97 parts of adhesion promoter, 0.22-0.37 part of silane coupling agent and 7.41-14.83 parts of pigment;
the component B is a low-viscosity curing agent, and the weight ratio of the component A to the component B is 1: (0.8-1).
By adopting the technical scheme, the molecular structure of the epoxy resin has hydroxyl and ether bonds which can generate electromagnetic adsorption with an adjacent interface or form a chemical bond, particularly, the epoxy group with extremely high activity can react with the curing agent to generate a thermosetting polymer with a three-dimensional cross-linked network structure, so that the molecule has a certain cohesive force and has good bonding performance on the light alloy, and the epoxy resin can be combined with the hydroxyl on the surface of the light alloy oxidation layer to further increase the adhesive force of the coating. The self-made low-viscosity curing agent is applied, so that the dispersion uniformity of the curing agent in a coating system can be improved, the combination of the curing agent and epoxy resin is improved, and the uniformity of a coating is improved. The filler in the coating can increase the roughness of the coating, the silane coupling agent assists various raw materials to dissolve mutually, the dispersion uniformity of the filler in a coating system is improved, the adhesion of the coating is further improved, the bonding strength between the coating and the light alloy is increased, and the durability of corrosion resistance of the coating is improved.
Preferably, the component A also comprises lignin, and the weight ratio of the lignin to the epoxy resin emulsion is (0.08-0.1): 1.
by adopting the technical scheme, the lignin is a biopolymer with a three-dimensional net structure formed by mutually connecting 3 phenylpropane units through ether bonds and carbon-carbon bonds, and contains abundant active groups such as aromatic ring structures, aliphatic and aromatic hydroxyl groups, quinonyl groups and the like. Lignin is added to modify the epoxy resin, and a phenolic ether molecular chain of the lignin is crosslinked into the epoxy resin, so that the curing reaction can be promoted, and the adhesive force of the coating is improved.
Preferably, the lignin is epoxy modified lignin.
Preferably, the lignin modification method comprises the following steps:
1) Thermal depolymerization of lignin: dissolving lignin in 12-15 wt% sodium hydroxide solution, heating to 180-200 deg.C, reacting for 100-120min to obtain reaction solution, cooling to room temperature, adjusting pH to 1-2, vacuum filtering the precipitated depolymerized lignin until pH of the supernatant is 7, and drying to obtain depolymerized lignin;
2) Mixing depolymerized lignin obtained in the step 1) with epichlorohydrin according to a weight ratio of 1: (6-7), uniformly mixing, adding a catalyst, reacting at 80-85 ℃ for 2-2.5h, after the reaction is finished, discarding the liquid, carrying out reduced pressure distillation, taking out the evaporated sample after the distillation is finished, and drying to obtain the epoxy modified lignin.
By adopting the technical scheme, firstly, the lignin is thermally depolymerized, ether bonds of the depolymerized lignin are broken, the hydroxyl content is increased, but aromatic groups are not damaged; and then, carrying out epoxy modification on the depolymerized lignin, grafting an epoxy group on the lignin, and improving the compatibility of the lignin and an epoxy resin system. The adhesive force of the coating is further improved, the bonding strength between the coating and the light alloy is increased, and the corrosion resistance durability of the coating is improved.
Preferably, the filler comprises talcum powder and nano-filler, and the nano-filler comprises the following components in a weight ratio of 3: the nano boron nitride particles and the nano molybdenum disulfide particles in the step (1-2).
By adopting the technical scheme, the epoxy resin in the coating is used as an adhesive to occupy most of components, a physical barrier can be provided, the light alloy is prevented from being directly exposed to a corrosive medium, the nano boron nitride particles and the nano molybdenum disulfide particles are used as functional fillers to be added into the epoxy resin, micropores and cracks of the coating are filled, and the barrier effect of the coating is enhanced; in addition, the nano filler can lead the diffusion path of corrosive substances to be bent and prolonged due to the large specific surface area and the good length-width ratio, the labyrinth effect of the coating is enhanced, and the nano filler synergistically hinders the permeation of corrosive media in the epoxy resin coating from two aspects, so that the corrosion resistance is improved.
Preferably, the adhesion promoter is a hydroxy phosphate adhesion promoter.
By adopting the technical scheme, the hydroxyl phosphate adhesion promoter is a hydroxyl-containing adhesion promoter, can promote the curing of epoxy resin, and improves the binding force between the coating and the light alloy.
In a third aspect, the application provides a preparation method of a light alloy coating, which adopts the following technical scheme:
a preparation method of a light alloy coating comprises the following steps:
s1.A component preparation: uniformly mixing the raw materials of the component A, and individually packaging to obtain a component A;
s2.B component preparation: packaging the low-viscosity curing agent separately to obtain a component B;
s3, mixing: when in use, the component A and the component B are uniformly mixed according to the weight ratio.
By adopting the technical scheme, the preparation method is simple and easy to operate, has no special requirements on equipment, and is suitable for industrial production.
In summary, the present application has the following beneficial effects:
1. as the curing agent is synthesized by adopting triethylene tetramine, epoxy resin, polypropylene glycol diglycidyl ether and phenyl glycidyl ether through a three-step chain extension method, the viscosity of the curing agent can reach 8.5-9.3 Pa.s.
2. The light alloy coating prepared by the curing agent can reach 1 level or even 0 level of adhesion force on the light alloy, the hardness of the coating can reach 6H, the impact strength of the coating can reach 120-150cm, the water resistance can reach 1540-1980H, the salt spray resistance can reach 3480-3960H, the coating does not foam or fall off after being corroded by a sulfuric acid solution for 20d, and the coating does not foam or fall off after being corroded by a sodium hydroxide solution for 20d, so that the comprehensive performance of the coating is excellent.
Detailed Description
The present application will be described in further detail with reference to examples.
Preparation examples of starting materials and intermediates
Starting materials
The raw materials of the examples of the present application are all commercially available:
epoxy resin with molecular weight of 1000;
polypropylene glycol diglycidyl ether, molecular weight 625;
polyethylene glycol diglycidyl ether having a molecular weight of 513;
phenyl glycidyl ether, molecular weight 90;
the epoxy resin emulsion is E-54 bisphenol A type epoxy resin, the epoxy value is 0.54, and the viscosity is 10000mPas;
the flatting agent is BYK-333 type flatting agent;
the dispersant is a BYK-191 type dispersant;
the defoaming agent is a BYK-011 defoaming agent;
the adhesion promoter is a hydroxyl phosphate adhesion promoter;
the silane coupling agent is KH550;
the pigment is titanium dioxide;
the lignin is wheat straw lignin.
Preparation example
Preparation example 1
An epoxy modified lignin, the preparation method comprises:
1) Thermal depolymerization of lignin: dissolving lignin in a sodium hydroxide solution with the mass fraction of 12%, heating to 200 ℃, reacting for 100min to obtain a reaction solution, cooling the reaction solution to room temperature, adjusting the pH of the reaction solution to 1, carrying out suction filtration on the precipitated depolymerized lignin until the pH of an upper layer solution is 7, and drying to obtain depolymerized lignin;
2) Mixing depolymerized lignin obtained in the step 1) with epichlorohydrin according to a weight ratio of 1:6, uniformly mixing, adding a catalyst, namely tetrabutylammonium bromide and sodium hydroxide, wherein the adding amount of the tetrabutylammonium bromide is 0.2% of the weight of the lignin, the adding amount of the sodium hydroxide is 0.05% of the weight of the lignin, reacting at 80 ℃ for 2.5 hours, after the reaction is finished, discarding liquid, distilling under reduced pressure until no liquid drips, taking out a distilled sample after the distillation is finished, and drying at 50 ℃ to obtain the epoxy modified lignin.
Preparation example 2
An epoxy modified lignin, the preparation method comprises:
1) Thermal depolymerization of lignin: dissolving lignin in 13% by mass of sodium hydroxide solution, heating to 180 ℃, reacting for 120min to obtain reaction liquid, cooling the reaction liquid to room temperature, adjusting the pH of the reaction liquid to 1, carrying out suction filtration on the precipitated depolymerized lignin until the pH of the supernatant is 7, and drying to obtain depolymerized lignin;
2) Mixing depolymerized lignin obtained in the step 1) with epichlorohydrin according to a weight ratio of 1:7, uniformly mixing, adding a catalyst which is tetrabutylammonium bromide and sodium hydroxide, wherein the adding amount of the tetrabutylammonium bromide is 0.2% of the weight of the lignin, the adding amount of the sodium hydroxide is 0.05% of the weight of the lignin, reacting for 2.5h at 80 ℃, after the reaction is finished, discarding liquid, distilling under reduced pressure until no liquid drips, taking out a evaporated sample after the distillation is finished, and drying at 50 ℃ to obtain the epoxy modified lignin.
Preparation example 3
Unlike preparation example 2, in preparation example 3, the depolymerized lignin and epichlorohydrin were mixed in a weight ratio of 1:8.
examples
Examples 1 to 3
A low-viscosity curing agent is prepared by the following steps:
1) Triethylene tetramine and polyether polyol glycidyl ether are subjected to addition reaction according to the proportion shown in the table 1 to obtain a primary addition product:
stirring triethylene tetramine, heating to 65 ℃, dissolving polypropylene glycol diglycidyl ether in propylene glycol methyl ether according to the weight ratio of 3;
2) The primary adduct and the epoxy resin were subjected to addition reaction to obtain a secondary adduct in the ratio of table 1:
dissolving solid epoxy resin in propylene glycol methyl ether to prepare 50 wt% of epoxy resin solution, dropwise adding the epoxy resin solution into the first addition system obtained in the step 1) at a constant speed, completing dropwise adding for 2h, and carrying out heat preservation reaction for 3h to obtain a secondary addition product;
3) And (3) performing addition reaction on the secondary addition product and phenyl glycidyl ether according to the mixture ratio in the table 1 to obtain a third addition product:
dropwise adding phenyl glycidyl ether into the secondary addition system obtained in the step 2) at a constant speed, completing dropwise addition within 1 hour, and carrying out heat preservation reaction for 2 hours to obtain a tertiary addition product;
4) Stopping heating, adding water to dilute until the solid content is 55%, continuing stirring for 30min, and cooling to obtain the low-viscosity curing agent.
TABLE 1 EXAMPLES 1-3 raw materials proportioning Table (kg)
Example 4
In contrast to example 2, in example 4 1.796kg of polyethylene glycol diglycidyl ether were used instead of 2.186kg of polypropylene glycol diglycidyl ether.
Comparative example
Comparative example 1
Unlike example 1, the amount of the solid epoxy resin in comparative example 1 was 13kg.
Comparative example 2
In contrast to example 1, the amount of phenyl glycidyl ether in comparative example 2 was 0.80kg.
Comparative example 3
In contrast to example 1, the amount of phenyl glycidyl ether in comparative example 3 was 1.17kg.
Performance test
Detection method
The viscosities of the low viscosity curing agents of examples 1 to 4 and comparative examples 1 to 3 were measured at 25 ℃ using an NDJ-1S digital viscometer, according to GB/T2794-1995, and the results are shown in Table 2.
TABLE 2 curative viscosity test results (Pa. S)
Combining examples 1-4 with comparative examples 1-3, and table 2, it can be seen that the viscosity of the curatives in examples 1-4 is less than that in comparative examples 1-3, and that the viscosity of the curatives in examples 1-3 is less than that in example 3, which demonstrates that the curatives obtained by reacting triethylenetetramine, epoxy resin, polypropylene glycol diglycidyl ether, phenyl glycidyl ether within the ranges defined herein have lower viscosities.
Application example
Application example 1
A light alloy coating is prepared by the following steps:
s1.A component preparation: uniformly mixing epoxy resin emulsion, filler, a flatting agent, a dispersing agent, a defoaming agent, an adhesion promoter, a silane coupling agent, lignin and pigment according to the raw material proportion in the table 3, and independently packaging to obtain a component A; the filler is talcum powder;
s2.B component preparation: according to the raw material proportion in the table 3, the low-viscosity curing agent is separately packaged to obtain a component B; wherein the low viscosity curing agent is from example 1;
s3, mixing: when in use, the component A and the component B are uniformly mixed according to the weight ratio of 1.8.
Application example 2
Different from the application example 1, the raw materials in the application example 2 are different in proportion and are detailed in a table 3; in addition, the weight ratio of the component a to the component B in step S3 in application example 2 was 1.
Application example 3
Different from the application example 1, the raw materials in the application example 3 are different in proportion and are detailed in a table 3; in addition, the weight ratio of the component a to the component B in step S3 in application example 3 is 1.
Application examples 4 to 6
In contrast to application example 1, the raw materials of application examples 4-6 also included lignin, as detailed in table 3.
TABLE 3 application examples 1-6 raw material proportioning Table (kg)
Application examples 7 to 9
In contrast to application example 5, application examples 7-9 replaced lignin with an equivalent amount of epoxy-modified lignin from preparation examples 1-3.
Application example 10
Different from the application example 8, the filler in the application example 10 is 10.8kg of talcum powder, 0.48kg of nano boron nitride particles with the particle size of 100nm and 0.72kg of nano molybdenum disulfide particles with the particle size of 500 nm.
Application examples 11 to 13
In contrast to application example 10, the low viscosity curing agents of application examples 11-13 were obtained from examples 2-4, respectively.
Comparative application example
Comparative application examples 1 to 3
In contrast to application example 1, the low viscosity curing agents of comparative application examples 1 to 3 were obtained from comparative examples 1 to 3, respectively.
Performance test
Detection method
The low alloy coating films of application examples 1 to 13 and comparative application examples 1 to 3 were applied to test pieces of light alloy of 5X 12cm in thickness. After the coating film is dried for 7 days at normal temperature, the adhesive force, hardness, impact strength, salt spray resistance, water resistance, acid resistance and alkali resistance of the coating film are tested, and the detection results are shown in table 4.
And (3) testing the adhesive force: the determination is carried out according to the standard in GB/T9286-2021 "test for drawing checks on paint and varnish films".
Testing of hardness: the pencil hardness method is adopted, and the reference is that color paint and varnish: the paint film hardness is measured according to the standard in GB/T6739-2006 by a pencil method.
And (3) testing impact strength: the adopted instrument is an impact tester, the measurement is carried out according to the standard in GB1732-1993 of paint film impact resistance measurement method, and the weight of the heavy punch is 1kg.
Salt spray resistance test: the determination is carried out according to the standard GB/T1771-2007 of neutral salt fog resistance of colored paint and varnish.
And (3) testing water resistance: the determination is carried out according to the standard in GB/T1733-1993.
Acid resistance: the results were recorded using 5% sulphuric acid, corroded for 20d, according to the standard in GB/T9274-1988 for determination of paints and varnishes, liquid-resistant media.
Alkali resistance: the results are recorded by etching with 5% sodium hydroxide solution for 20d according to the standard in GB/T9274-1988.
TABLE 4 paint Performance test results
Combining application examples 1-13 and comparative application examples 1-3, and combining table 4, it can be seen that the adhesion, hardness, impact strength, salt spray resistance, water resistance, acid resistance, alkali resistance, etc. of the coating layers of the application examples 1-13 are better than those of the comparative application examples 1-3, which indicates that the overall performance of the low-alloy coating prepared by using the low-viscosity curing agent of the present application is better, probably because the low-viscosity curing agent of the present application has lower viscosity and is more uniformly dispersed in the coating system, and the uniformity of the coating layer formed after the coating is cured and the adhesion of the coating layer to the light alloy are improved.
In combination with application examples 1-6 and table 4, it can be seen that the application examples 4-6 have improved adhesion of the coating by adding lignin to the coating (especially application examples 5 and 6), and the impact strength, water resistance and corrosion resistance of the coating are improved, probably because the phenolic ether molecular chain of lignin is crosslinked into the epoxy resin after adding lignin, the curing reaction can be promoted, and the performance of the cured coating is improved.
By combining application examples 5 and 7-9 with table 4, it can be seen that the impact strength of the coating can be further improved by performing epoxy modification on lignin, and the water resistance and the salt spray resistance can also be improved at the same time, which is probably because epoxy groups are grafted on the lignin to improve the compatibility of the lignin and an epoxy resin system, and in the curing process, the epoxidized lignin can catalyze the chemical reaction between the epoxy resin and a polyamide curing agent, and can also participate in the crosslinking curing reaction of the epoxy resin to improve the performance of the cured coating.
As is clear from application examples 10 to 13, the low viscosity curing agent of examples 2 to 4 in the present application still achieves the same level of improvement as in example 1, and therefore the mass ratio of the components triethylene tetramine, epoxy resin, polyether polyol glycidyl ether and phenyl glycidyl ether in the low viscosity curing agent in the present application is (3.066 to 3.358): 10: (1.875-2.500): (0.90-1.08).
The specific embodiments are only for explaining the present application and are not limiting to the present application, and those skilled in the art can make modifications to the embodiments without inventive contribution as required after reading the present specification, but all the embodiments are protected by patent law within the scope of the claims of the present application.
Claims (9)
1. The low-viscosity curing agent is characterized by comprising the following raw materials: triethylene tetramine, epoxy resin, polyether polyol glycidyl ether and phenyl glycidyl ether, wherein the weight ratio of the triethylene tetramine to the epoxy resin to the polyether polyol glycidyl ether to the phenyl glycidyl ether is (3.066-3.358): 10: (1.875-2.500): (0.90-1.08);
the preparation method comprises the following steps: firstly, carrying out addition reaction on triethylene tetramine and polyether polyol glycidyl ether to obtain a primary addition product; then, carrying out addition reaction on the primary addition product and epoxy resin to obtain a secondary addition product; then carrying out addition reaction on the secondary addition product and phenyl glycidyl ether to obtain a third addition product; finally, the tertiary addition product is diluted by adding water to obtain the low-viscosity curing agent.
2. A low viscosity curing agent according to claim 1, wherein: the polyether polyol glycidyl ether is polypropylene glycol diglycidyl ether.
3. A light alloy coating comprising the low viscosity curing agent of any one of claims 1-2, comprising an a component and a B component, wherein:
the component A comprises the following raw materials in parts by weight: 59.3-74.13 parts of epoxy resin emulsion, 7.41-11.12 parts of filler, 0.74-2.22 parts of flatting agent, 0.74-2.22 parts of dispersing agent, 0.74-1.48 parts of defoaming agent, 1.48-2.97 parts of adhesion promoter, 0.22-0.37 part of silane coupling agent and 7.41-14.83 parts of pigment;
the component B is a low-viscosity curing agent, and the weight ratio of the component A to the component B is 1: (0.8-1).
4. The light alloy coating as claimed in claim 3, wherein the A component further comprises lignin, and the weight ratio of the lignin to the epoxy resin emulsion is (0.08-0.1): 1.
5. the light alloy coating as claimed in claim 4, wherein the lignin is epoxy-modified lignin.
6. The light alloy coating as claimed in claim 5, wherein the lignin modification method comprises the following steps:
1) Thermal depolymerization of lignin: dissolving lignin in 12-15 wt% sodium hydroxide solution, heating to 180-200 deg.C, reacting for 100-120min to obtain reaction solution, cooling to room temperature, adjusting pH to 1-2, vacuum filtering the precipitated depolymerized lignin until pH of the supernatant is 7, and drying to obtain depolymerized lignin;
2) Mixing depolymerized lignin obtained in the step 1) with epichlorohydrin according to a weight ratio of 1: (6-7), uniformly mixing, adding a catalyst, reacting at 80-85 ℃ for 2-2.5h, after the reaction is finished, discarding the liquid, carrying out reduced pressure distillation, taking out the evaporated sample after the distillation is finished, and drying to obtain the epoxy modified lignin.
7. A light alloy paint as claimed in claim 3, wherein the filler comprises talc and nanofiller, the nanofiller comprising, by weight, 3: the nano boron nitride particles and the nano molybdenum disulfide particles in the step (1-2).
8. The light alloy coating of claim 3, wherein the adhesion promoter is a hydroxy phosphate adhesion promoter.
9. A method for preparing a light alloy paint as claimed in any one of claims 3 to 8, characterized by comprising the following steps:
s1.A component preparation: uniformly mixing the raw materials of the component A to obtain a component A;
s2.B component preparation: packaging the low-viscosity curing agent separately to obtain a component B;
s3, mixing: when in use, the component A and the component B are uniformly mixed according to the weight ratio.
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Application publication date: 20221213 |