CN117384376A - Aliphatic polyamine epoxy compound and preparation method and application thereof - Google Patents
Aliphatic polyamine epoxy compound and preparation method and application thereof Download PDFInfo
- Publication number
- CN117384376A CN117384376A CN202311324390.3A CN202311324390A CN117384376A CN 117384376 A CN117384376 A CN 117384376A CN 202311324390 A CN202311324390 A CN 202311324390A CN 117384376 A CN117384376 A CN 117384376A
- Authority
- CN
- China
- Prior art keywords
- weight
- parts
- epoxy
- curing agent
- aliphatic polyamine
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000004593 Epoxy Substances 0.000 title claims abstract description 111
- 229920000768 polyamine Polymers 0.000 title claims abstract description 81
- 125000001931 aliphatic group Chemical group 0.000 title claims abstract description 59
- 150000001875 compounds Chemical class 0.000 title claims abstract description 35
- 238000002360 preparation method Methods 0.000 title claims abstract description 22
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 83
- 238000000576 coating method Methods 0.000 claims abstract description 49
- 239000011248 coating agent Substances 0.000 claims abstract description 48
- 239000003973 paint Substances 0.000 claims abstract description 46
- 239000003822 epoxy resin Substances 0.000 claims abstract description 35
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 35
- -1 alicyclic amine Chemical class 0.000 claims abstract description 31
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims abstract description 21
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 66
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 50
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 claims description 32
- 239000000843 powder Substances 0.000 claims description 27
- 239000003085 diluting agent Substances 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 20
- 238000005260 corrosion Methods 0.000 claims description 18
- 239000010445 mica Substances 0.000 claims description 18
- 229910052618 mica group Inorganic materials 0.000 claims description 18
- 239000008096 xylene Substances 0.000 claims description 14
- 239000000945 filler Substances 0.000 claims description 12
- 239000000049 pigment Substances 0.000 claims description 12
- 239000002518 antifoaming agent Substances 0.000 claims description 11
- LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 claims description 11
- 229910000165 zinc phosphate Inorganic materials 0.000 claims description 11
- 150000001412 amines Chemical class 0.000 claims description 10
- 239000012752 auxiliary agent Substances 0.000 claims description 10
- 239000002270 dispersing agent Substances 0.000 claims description 10
- 239000003960 organic solvent Substances 0.000 claims description 10
- 238000009736 wetting Methods 0.000 claims description 10
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 claims description 9
- 239000004848 polyfunctional curative Substances 0.000 claims description 9
- 239000000758 substrate Substances 0.000 claims description 9
- 230000007797 corrosion Effects 0.000 claims description 8
- 239000011521 glass Substances 0.000 claims description 8
- 239000012046 mixed solvent Substances 0.000 claims description 8
- 239000010456 wollastonite Substances 0.000 claims description 8
- 229910052882 wollastonite Inorganic materials 0.000 claims description 8
- 239000006229 carbon black Substances 0.000 claims description 6
- 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 claims description 6
- DPTATFGPDCLUTF-UHFFFAOYSA-N phosphanylidyneiron Chemical compound [Fe]#P DPTATFGPDCLUTF-UHFFFAOYSA-N 0.000 claims description 6
- SYEWHONLFGZGLK-UHFFFAOYSA-N 2-[1,3-bis(oxiran-2-ylmethoxy)propan-2-yloxymethyl]oxirane Chemical compound C1OC1COCC(OCC1OC1)COCC1CO1 SYEWHONLFGZGLK-UHFFFAOYSA-N 0.000 claims description 5
- KOGSPLLRMRSADR-UHFFFAOYSA-N 4-(2-aminopropan-2-yl)-1-methylcyclohexan-1-amine Chemical compound CC(C)(N)C1CCC(C)(N)CC1 KOGSPLLRMRSADR-UHFFFAOYSA-N 0.000 claims description 5
- IMUDHTPIFIBORV-UHFFFAOYSA-N aminoethylpiperazine Chemical compound NCCN1CCNCC1 IMUDHTPIFIBORV-UHFFFAOYSA-N 0.000 claims description 5
- 238000010438 heat treatment Methods 0.000 claims description 5
- 238000001816 cooling Methods 0.000 claims description 4
- 239000012456 homogeneous solution Substances 0.000 claims description 4
- MECNWXGGNCJFQJ-UHFFFAOYSA-N 3-piperidin-1-ylpropane-1,2-diol Chemical compound OCC(O)CN1CCCCC1 MECNWXGGNCJFQJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000001038 titanium pigment Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000002723 alicyclic group Chemical group 0.000 abstract description 40
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract description 13
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract description 12
- 150000003839 salts Chemical class 0.000 abstract description 7
- 239000007921 spray Substances 0.000 abstract description 7
- 239000000853 adhesive Substances 0.000 abstract description 5
- 230000001070 adhesive effect Effects 0.000 abstract description 5
- 239000002994 raw material Substances 0.000 abstract description 4
- 238000003756 stirring Methods 0.000 description 19
- 238000001035 drying Methods 0.000 description 14
- 238000002156 mixing Methods 0.000 description 14
- 239000000203 mixture Substances 0.000 description 12
- 239000000126 substance Substances 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 11
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 10
- 239000004576 sand Substances 0.000 description 7
- 229910001220 stainless steel Inorganic materials 0.000 description 7
- 239000010935 stainless steel Substances 0.000 description 7
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- KUBDPQJOLOUJRM-UHFFFAOYSA-N 2-(chloromethyl)oxirane;4-[2-(4-hydroxyphenyl)propan-2-yl]phenol Chemical compound ClCC1CO1.C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 KUBDPQJOLOUJRM-UHFFFAOYSA-N 0.000 description 5
- RCXHRHWRRACBTK-UHFFFAOYSA-N 3-(oxiran-2-ylmethoxy)propane-1,2-diol Chemical compound OCC(O)COCC1CO1 RCXHRHWRRACBTK-UHFFFAOYSA-N 0.000 description 5
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 5
- 239000002904 solvent Substances 0.000 description 4
- 235000010215 titanium dioxide Nutrition 0.000 description 4
- 239000002966 varnish Substances 0.000 description 4
- 238000003556 assay Methods 0.000 description 3
- 239000013530 defoamer Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000011056 performance test Methods 0.000 description 3
- 239000004952 Polyamide Substances 0.000 description 2
- 150000004982 aromatic amines Chemical class 0.000 description 2
- 238000005536 corrosion prevention Methods 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 125000003700 epoxy group Chemical group 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- 238000004806 packaging method and process Methods 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 239000004408 titanium dioxide Substances 0.000 description 2
- 238000003723 Smelting Methods 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010292 electrical insulation Methods 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000010865 sewage Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/024—Polyamines containing oxygen in the form of ether bonds in the main chain
-
- 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
- C08G59/62—Alcohols or phenols
- C08G59/64—Amino alcohols
-
- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/0273—Polyamines containing heterocyclic moieties in the main chain
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Epoxy Resins (AREA)
- Paints Or Removers (AREA)
Abstract
The invention relates to an epoxy curing agent and a coating containing the epoxy curing agent, in particular to an aliphatic polyamine epoxy compound, a preparation method and application thereof. The invention takes branched aliphatic glycidyl ether and micromolecular alicyclic amine as raw materials to carry out two-step grafting reaction, and generates an aliphatic polyamine ring compound containing alicyclic polyamine structure and having high branching degree, and the aliphatic polyamine ring compound can be used as a curing agent of epoxy resin. The aliphatic polyamine epoxy curing agent disclosed by the invention is easy to mix with epoxy resin uniformly, can enable the epoxy resin to be cured rapidly under normal temperature, and has excellent toughness and medium resistance after curing. The epoxy anticorrosive paint can be cured at normal temperature, and the formed coating has the advantages of strong adhesive force, high impact strength, good salt spray resistance, good wet heat resistance, good NaOH solution resistance and good hydrochloric acid solution resistance, and has more excellent anticorrosive performance.
Description
Technical Field
The invention relates to an epoxy curing agent and a coating containing the epoxy curing agent, in particular to an aliphatic polyamine epoxy compound, a preparation method and application thereof.
Background
Epoxy resin is a low molecular compound containing two (or more) active epoxy groups in the molecule, and is not cured into a film at normal temperature and under general heating conditions, so that the epoxy resin also has good mechanical strength, electrical insulation, chemical corrosion resistance and other properties, and cannot be directly applied. When the curing agent is added into the epoxy resin, the epoxy group is opened to generate a macromolecular product with a three-dimensional network structure, and the epoxy resin coating can show various excellent performances and becomes an epoxy material with real use value.
The curing agents capable of curing the epoxy resin at normal temperature are more in variety, wherein the amine curing agents are the largest in dosage and the largest in variety. Amine curing agents can be classified into aromatic amine curing agents, polyamide curing agents, aliphatic amine curing agents, and the like according to molecular structures. The aromatic amine curing agent has large molecular steric hindrance, low curing rate, poor toughness and good medium resistance. The aliphatic and polyamide curing agent has good molecular flexibility, small steric hindrance, high curing speed, good toughness and poor water resistance.
In addition, after a proper amount of anti-corrosion pigment and filler is added into the epoxy resin, the epoxy resin can be endowed with excellent anti-corrosion performance, and the epoxy resin always occupies a larger specific gravity in various environments needing anti-corrosion. At present, the common epoxy anticorrosive paint in the market has the defects of brittle paint film, large viscosity of a solvent-free system, difficult construction, difficult mixing of the paint, uneven quality and the like.
Disclosure of Invention
Aiming at the defects of the prior art, the invention provides an aliphatic polyamine epoxy compound containing a branched alicyclic structure, a preparation method thereof and application of the aliphatic polyamine epoxy compound containing the branched alicyclic structure as a curing agent in epoxy anticorrosive paint.
The invention takes branched aliphatic glycidyl ether and micromolecular alicyclic amine as raw materials to carry out two-step grafting reaction, and an aliphatic polyamine ring compound containing alicyclic polyamine structure and having high branching degree is generated. The aliphatic polyamine ring compound is used as a curing agent of epoxy resin, so that the high-performance epoxy anticorrosive paint with excellent performances can be obtained; the high-performance epoxy anticorrosive paint can be used in various heavy-duty anticorrosive environments and has good application prospect.
It is an object of the present invention to provide an aliphatic polyamine epoxy compound having a branched alicyclic structure.
The structural formula of the aliphatic polyamine epoxy compound is shown as the formula (I):
in the formula (I), R 0 The structural formula is as follows:
in the formula (I), R 1 The structural formula is as follows:
in the formula (I), R 2 The structural formula is as follows:
in the formula (I), R 3 The structural formula is as follows:
the second object of the present invention is to provide a process for producing an aliphatic polyamine epoxy compound represented by the formula (I) which is one of the objects of the present invention.
The preparation method of the aliphatic polyamine epoxy compound shown in the formula (I) comprises the following steps: carrying out two-step grafting reaction on branched aliphatic glycidyl ether and micromolecular alicyclic amine; the small molecule alicyclic amine refers to alicyclic amine with molecular weight less than 500.
The branched aliphatic glycidyl ether is selected from one of glycerol triglycidyl ether and trimethylolpropane triglycidyl ether, preferably glycerol triglycidyl ether. The small molecule alicyclic amine is selected from one of menthane diamine, isophorone diamine and N-aminoethylpiperazine, and preferably isophorone diamine. According to the invention, branched aliphatic glycidyl ether and small molecule alicyclic amine are used as raw materials, so that the prepared compound contains alicyclic polyamine structure on the molecule, and the branching degree of the compound is improved.
In some embodiments of the invention, glycerol triglycidyl ether or trimethylolpropane triglycidyl ether is used for the grafting reaction with isophorone. At this time, the aliphatic polyamine epoxy compound prepared has a structure represented by the formula (I), R 0 The structure is thatR of which is R 1 The structure is as follows: />R of which is R 2 The structure of (2) is->R of which is R 3 The structure of (2) is->
In some embodiments of the invention, glycerol glycidyl ether or trimethylolpropane glycidyl ether is used in the grafting reaction with N-aminoethylpiperazine. At this time, the aliphatic polyamine epoxy compound prepared has a structure represented by the formula (I), R 0 The structure is thatR of which is R 1 The structure is as follows: />R of which is R 2 The structure of (2) is->R of which is R 3 The structure of (2) is->
In some embodiments of the invention, glycerol glycidyl ether or trimethylolpropane glycidyl ether is used for grafting with menthanediamine. At this time, the aliphatic polyamine epoxy compound prepared has a structure represented by the formula (I), R 0 The structure is thatR of which is R 1 The structure is as follows: />R of which is R 2 The structure of (2) is->R of which is R 3 The structure of (2) is->
The small molecule alicyclic amine is used in an amount of 2.0 to 4.0 parts by mole, preferably 2.0 to 2.5 parts by mole, based on 1 part by mole of the branched aliphatic glycidyl ether. In some embodiments of the invention, the molar ratio of the small molecule alicyclic amine to the branched aliphatic glycidyl ether is from 2.25 to 2.26:1.
the grafting reaction is carried out in an organic solvent. Preferably, the organic solvent is used in an amount of 300 to 600mL, preferably 400 to 500mL, based on 1 molar part of the branched aliphatic glycidyl ether. Preferably, the organic solvent is a mixed solvent of xylene and n-butanol. In the mixed solvent, xylene and n-butanol may be in a weight ratio commonly used in the art. In some embodiments of the present invention, the organic solvent is a mixed solvent formed by mixing xylene and n-butanol according to a weight ratio of 7:3.
The two-step grafting reaction comprises: the first grafting reaction: reacting for 2-6h at 40-80 ℃, preferably reacting for 3-4h at 50-60 ℃; and a second step of grafting reaction: the reaction is carried out at 30-80℃for 2-6h, preferably at 60-80℃for 3-4h. In some embodiments of the invention, the first grafting reaction is carried out by reacting at 50-60℃for 3-4 hours; and (3) carrying out a second grafting reaction after reacting for 3-4h at 60-80 ℃.
The preparation method can specifically comprise the following steps: dissolving branched aliphatic glycidyl ether in an organic solvent to obtain a homogeneous solution; slowly pouring part of small molecular alicyclic amine into a homogeneous solution, heating to 50-60 ℃ to react for 3-4 hours, cooling to 30-40 ℃, slowly pouring the rest small molecular alicyclic amine, heating to 60-80 ℃ to react for 3-4 hours, and cooling to room temperature to obtain the branched alicyclic polyamine epoxy hardener. The main component of the branched alicyclic polyamine epoxy curing agent is branched alicyclic polyamine epoxy compound, and the branched alicyclic polyamine epoxy curing agent also comprises solvent dimethylbenzene and n-butyl alcohol. When the branched alicyclic polyamine epoxy curing agent is used for preparing the epoxy anticorrosive paint, the solvents of xylene and n-butanol can be used as diluents of the epoxy anticorrosive paint. Therefore, no separation may be performed after the completion of the reaction.
Preferably, the branched aliphatic glycidyl ether is used in an amount of 1 part by mole: the amount of the small molecule alicyclic amine added for the first time is 0.75 to 1.8 molar parts, preferably 0.75 to 1 molar part; the amount of the small molecule alicyclic amine added for the second time is 1.25 to 2.2 parts by mole, preferably 1.25 to 1.5 parts by mole.
The chemical formula of the compound obtained by the first grafting reaction is as follows:
wherein R is 0 The structural formula is as follows:
wherein R is 1 The structural formula is as follows:
wherein R is 3 The structural formula is as follows:
namely, in the formula, R 0 、R 1 、R 3 The structure is respectively the same as R in the formula (1) 0 、R 1 、R 3 The structure of (2) is the same.
The chemical formula obtained by the grafting reaction in the second step is shown as a formula (I).
The invention further provides an aliphatic polyamine epoxy curing agent.
The aliphatic polyamine epoxy curing agent contains an aliphatic polyamine epoxy compound as provided in one of the objects of the present invention. In some embodiments of the invention, the aliphatic polyamine epoxy curing agent further comprises a solvent; the solvent may be an organic solvent as described in the second object of the present invention. In some embodiments of the invention, the aliphatic polyamine epoxy hardener has a mass content of the aliphatic polyamine epoxy compound of 52 to 73%.
The invention aims at providing an epoxy anticorrosive paint.
The epoxy anticorrosive paint comprises the aliphatic polyamine epoxy curing agent provided in the third purpose. Specifically, the epoxy anticorrosive paint comprises an independent A component and an independent B component; the component A comprises epoxy resin, pigment filler, auxiliary agent and diluent; the component B comprises an amine curing agent and an aliphatic polyamine epoxy curing agent provided by the third purpose.
The epoxy anticorrosive paint is characterized in that, preferably, the component A comprises 110-160 parts by weight of pigment and filler, 3-6 parts by weight of auxiliary agent, 10-60 parts by weight of diluent and 30-70 parts by weight of component B based on 100 parts by weight of epoxy resin; more preferably, the A component is 115 to 145 parts by weight of the pigment filler, 4 to 5 parts by weight of the auxiliary agent, 30 to 50 parts by weight of the diluent and 40 to 60 parts by weight of the B component based on 100 parts by weight of the epoxy resin.
The epoxy anticorrosive paint is characterized in that the weight ratio of the amine curing agent to the aliphatic polyamine epoxy curing agent is (preferably) 0.5-2:1, a step of; more preferably, the weight ratio of the amine curing agent to the aliphatic polyamine epoxy curing agent is 0.5-1:1.
the epoxy anticorrosive paint is characterized in that the weight ratio of the component A to the component B is preferably 4-8:1.
the epoxy resin can be selected from one of Baling petrochemical CYD-128, american Dow epoxy resin DER331 and Nantong star WSR 618.
The pigment and filler can be added into proper pigment and filler according to specific application, and can be selected from more than one of mica iron oxide, iron oxide red, phosphorus iron powder, zinc phosphate, glass flakes, wollastonite powder, titanium pigment, talcum powder, mica powder and carbon black. For example, a filler such as mica iron oxide, iron oxide red, phosphorus iron powder, zinc phosphate, glass flake, wollastonite powder or a filler such as functional pigment titanium white, talc, mica powder or carbon black having an anticorrosive effect may be selected, or a combination of the above-mentioned components may be used.
The auxiliary agent is selected from more than one of a defoaming agent, a leveling agent and a wetting dispersing agent. The auxiliary agent can adopt auxiliary agent components commonly used in the field; for example, the antifoaming agent may be one or two or more of the courtesy 2700, AFCONA2791, BYK-a530, BYK-028, AFCONA2620, AFCONA2020, BYK066N, the leveling agent may be one or two or more of the courtesy 410, levalsip432, BYK-322, AFCONA3755, AFCONA3770, BYK346, and the wetting dispersant may be one or two or more of the AFCONAs527, AFCONA4203, BYK-P104S.
The diluent may be a mixed diluent composed of xylene and n-butanol. In the mixed diluent, xylene and n-butanol may be in weight ratios commonly used in the art. In some embodiments of the invention, the weight ratio of xylene to n-butanol in the mixed diluent is 7:3.
the amine curing agent is a modified alicyclic amine curing agent. Preferably one or more of R-2257-3, R-2259, R-2285, R-2021 from Guangzhou Swiss chemical company.
The invention also provides a preparation method of the epoxy anticorrosive paint, which comprises the following steps: mixing the components comprising the epoxy resin, the pigment and filler, the auxiliary agent and the diluent according to the weight parts to obtain a component A, mixing the components comprising the aliphatic polyamine epoxy curing agent and the amine curing agent according to the weight ratio to obtain a component B, and mixing the obtained component A and the obtained component B to obtain the epoxy anticorrosive paint. The mixing is preferably uniform.
The fifth purpose of the invention is to provide an application of the epoxy anticorrosive paint provided by the fourth purpose of the invention in an anticorrosive coating. Preferably, the epoxy anticorrosive paint is coated on the surface of the substrate to obtain an anticorrosive coating; more preferably, the corrosion protection coating has a thickness of 200-280 μm. The coating means may be applied by any means commonly used in the art, such as brushing, rolling, spraying, etc.
Compared with the prior art, the invention has the beneficial effects that:
the aliphatic polyamine epoxy compound disclosed by the invention is an aliphatic polyamine epoxy compound containing a branched alicyclic structure, and the molecular structure of the aliphatic polyamine epoxy compound contains the alicyclic polyamine structure and has higher branching degree; as the curing agent of the epoxy resin, the epoxy resin can be easily and uniformly mixed with the epoxy resin, so that the epoxy resin can be rapidly cured under the normal temperature condition, and the cured coating has excellent toughness and medium resistance.
The epoxy anticorrosive paint can be cured at normal temperature, and the formed coating has the advantages of strong adhesive force, high impact strength, good salt spray resistance, good wet heat resistance, good alkali solution resistance and good hydrochloric acid solution resistance, and has more excellent anticorrosive performance. Can be applied to the fields of various liquid tanks of ships, oil and sewage tanks, chemical industry, petrochemical industry, steel and large-scale mine smelting pipelines, storage tanks and the like, which have severe corrosion environments and need long-term corrosion prevention and heavy corrosion prevention environments.
Detailed Description
The present invention is described in detail below with reference to specific embodiments, and it should be noted that the following embodiments are only for further description of the present invention and should not be construed as limiting the scope of the present invention, and some insubstantial modifications and adjustments of the present invention by those skilled in the art from the present disclosure are still within the scope of the present invention.
The raw materials and reagents used in the examples and comparative examples are all as disclosed in the prior art, if not particularly limited, and may be obtained, for example, directly or prepared according to the preparation methods disclosed in the prior art.
The glycerol glycidyl ether, isophorone diamine and trimethylolpropane glycidyl ether are industrial grade, and the manufacturer brand is not limited;
the mica iron oxide, iron oxide red, phosphorus iron powder, zinc phosphate, glass flake, wollastonite powder, pigment titanium white, talcum powder, mica powder and carbon black are industrial grades, and the manufacturer brand is not limited.
EXAMPLE 1 preparation of branched cycloaliphatic polyamine epoxy curing agent
98.8g (0.38 mol) of glycerol glycidyl ether is dissolved in 152mL of mixed solvent of xylene and n-butanol (the weight ratio of the xylene to the n-butanol is 7:3), 64.6g (0.38 mol) of isophorone diamine is added, stirred and mixed uniformly, then the temperature is gradually increased to 50 ℃, the reaction is carried out for 3 hours at 50 ℃, then the temperature is gradually increased to 60 ℃, 80.75g (0.475 mol) of isophorone diamine is added, and after the reaction is carried out for 3 hours, the mixture is cooled to room temperature, and the branched alicyclic polyamine epoxy curing agent is obtained.
The mass content of the branched alicyclic polyamine epoxy compound in the prepared branched alicyclic polyamine epoxy curing agent is 65% through testing; the branched alicyclic polyamine epoxy hardener has a viscosity (25 ℃) of 7100cps, a number average molecular weight of 2570, and a structural formula as shown below:
EXAMPLE 2 preparation of branched cycloaliphatic polyamine epoxy curing agent
99.66g (0.33 mol) of trimethylolpropane glycidyl ether is dissolved in 165mL of mixed solvent of xylene and n-butanol (the mass ratio of the xylene to the n-butanol is 7:3), 42.5g (0.25 mol) of isophorone diamine is added, and after stirring and mixing uniformly, the temperature is gradually increased to 60 ℃, the reaction is carried out for 4 hours at 60 ℃, then the temperature is gradually increased to 80 ℃, 84.15g (0.495 mol) of isophorone diamine is added, and after the reaction is carried out for 4 hours, the mixture is cooled to room temperature, and the branched alicyclic polyamine epoxy hardener is obtained.
The mass content of the branched alicyclic polyamine epoxy compound in the prepared branched alicyclic polyamine epoxy curing agent is 62% through testing; the branched alicyclic polyamine epoxy hardener has a viscosity (25 ℃) of 6700cps and a number average molecular weight of 2735, and has a structural formula as shown below:
EXAMPLE 3 preparation of branched cycloaliphatic polyamine epoxy curing agent
98.8g (0.38 mol) of glycerol glycidyl ether is dissolved in 210mL of a mixed solvent of xylene and N-butanol (the mass ratio of the xylene to the N-butanol is 7:3), 32.3g (0.25 mol) of N-aminoethylpiperazine is added, stirred and mixed uniformly, then the temperature is gradually increased to 40 ℃, the reaction is carried out for 6 hours at the temperature of 40 ℃, then the temperature is gradually increased to 30 ℃, 61.3g (0.475 mol) of N-aminoethylpiperazine is added, the reaction is carried out for 6 hours, and then the reaction is cooled to room temperature, thus obtaining the branched alicyclic polyamine epoxy curing agent.
The mass content of the branched alicyclic polyamine epoxy compound in the prepared branched alicyclic polyamine epoxy curing agent is 52% through testing; the viscosity (25 ℃) of the branched alicyclic polyamine epoxy hardener is 6100cps, the number average molecular weight is 2201, and the structural formula is shown as follows:
EXAMPLE 4 preparation of branched cycloaliphatic polyamine epoxy curing agent
99.66g (0.33 mol) of trimethylolpropane glycidyl ether is dissolved in 99mL of mixed solvent of dimethylbenzene and n-butyl alcohol (the mass ratio of the dimethylbenzene to the n-butyl alcohol is 7:3), 42.5g (0.25 mol) of menthanediamine is added, the mixture is stirred and mixed uniformly, the temperature is gradually increased to 80 ℃, the reaction is carried out for 2 hours at the temperature of 60 ℃, then the temperature is gradually increased to 60 ℃, 84.15g (0.495 mol) of menthanediamine is added, the reaction is carried out for 2 hours, and the mixture is cooled to room temperature to obtain the branched alicyclic polyamine epoxy hardener.
The mass content of the branched alicyclic polyamine epoxy compound in the prepared branched alicyclic polyamine epoxy curing agent is 73% through testing; the branched alicyclic polyamine epoxy hardener has a viscosity (25 ℃) of 6550cps, a number average molecular weight of 2740, and a structural formula as shown below:
example 5 preparation of high Performance epoxy anticorrosive paint
100 parts by weight of epoxy resin WSR618 is weighed and put into a stainless steel tank, a high-speed stirrer is used for stirring, 1.5 parts by weight of defoamer BYK066N, 0.5 part by weight of flatting agent BYK346 and 3 parts by weight of wetting dispersant BYK104S are added in the stirring process, 40 parts by weight of mica powder, 40 parts by weight of talcum powder, 50 parts by weight of iron oxide red, 15 parts by weight of zinc phosphate and 50 parts by weight of diluent consisting of dimethylbenzene and butanol (the weight ratio of dimethylbenzene to butanol is 7:3) are added after the mixture is stirred uniformly, and then the mixture is ground to the standard fineness by a sand mill, filtered and packaged to form a coating A component.
20 parts by weight of alicyclic amine curing agent (R-2257-3 in the Raschel chemical industry, guangzhou) and 20 parts by weight of branched alicyclic polyamine epoxy curing agent prepared in the example 1 are weighed and uniformly stirred to obtain a coating B component.
And mixing the component A and the component B, coating on the surface of a substrate, and curing at normal temperature (the normal temperature is 25 ℃ and the same is used below), so as to obtain a coating with 280 mu m, and carrying out surface drying for 2 hours and real drying for 24 hours.
Example 6 preparation of high Performance epoxy anticorrosive paint
100 parts of epoxy resin WSR618 is weighed and put into a stainless steel tank, a high-speed stirrer is used for stirring, 2 parts by weight of defoamer BYK-A530, 0.8 part by weight of flatting agent AFCONA3770 and 2 parts by weight of wetting dispersant BYK104S are added in the stirring process, 40 parts by weight of mica powder, 20 parts by weight of talcum powder, 40 parts by weight of mica iron oxide, 30 parts by weight of iron oxide red, 10 parts by weight of zinc phosphate, 10 parts by weight of precipitated barium sulfate and 40 parts by weight of diluent consisting of dimethylbenzene and butanol (the weight ratio of dimethylbenzene to butanol is 7:3) are added after the mixture is stirred uniformly, and then the mixture is ground to standard fineness by a sand mill, filtered and packaged into a component of the coating A.
20 parts by weight of alicyclic amine curing agent (R-2259 in the Ranchi chemical industry of Guangzhou) and 40 parts by weight of branched alicyclic polyamine epoxy curing agent prepared in the example 1 are weighed and uniformly stirred to obtain a coating B component.
And mixing the component A and the component B, coating on the surface of a substrate, and curing at normal temperature to obtain a 280-mu m coating, and performing surface drying for 2 hours and real drying for 24 hours.
Example 7 preparation of high Performance epoxy anticorrosive paint
100 parts of epoxy resin DER331 is weighed and put into a stainless steel tank, a high-speed stirrer is used for stirring, 0.5 part by weight of defoaming agent AFCONA2791, 1 part by weight of defoaming agent AFCONA2620, 0.5 part by weight of leveling agent AFCONA3770 and 2 parts by weight of wetting dispersant AFCONAS527 are added in the stirring process, 30 parts by weight of mica powder, 30 parts by weight of mica iron oxide, 15 parts by weight of iron oxide red, 10 parts by weight of zinc phosphate, 5 parts by weight of glass flake, 10 parts by weight of precipitated barium sulfate, 10 parts by weight of wollastonite powder, 5 parts by weight of phosphorus iron powder and 20 parts by weight of diluent consisting of dimethylbenzene and butanol (the weight ratio of dimethylbenzene to butanol is 7:3) are added in the stirring process, and then a sand mill is used for grinding to standard fineness, and the component A is obtained through filtration and packaging.
20 parts by weight of alicyclic amine curing agent (Guangzhou Ruiqi chemical R-2021) and 30 parts by weight of branched alicyclic polyamine epoxy curing agent prepared in example 2 are weighed and uniformly stirred to obtain a coating B component.
And mixing the component A and the component B, coating on the surface of a substrate, and curing at normal temperature to obtain a coating with 300 mu m, and performing surface drying for 2 hours and real drying for 24 hours.
Example 8 preparation of high Performance epoxy anticorrosive paint
100 parts of epoxy resin DER331 is weighed and put into a stainless steel tank, a high-speed stirrer is used for stirring, 0.5 part by weight of defoaming agent AFCONA2791, 1 part by weight of defoaming agent AFCONA2620, 0.5 part by weight of leveling agent AFCONA3770 and 2 parts by weight of wetting dispersant AFCONAS527 are added in the stirring process, 40 parts by weight of mica powder, 10 parts by weight of zinc phosphate, 10 parts by weight of glass flakes, 20 parts by weight of precipitated barium sulfate, 20 parts by weight of wollastonite powder, 5 parts by weight of ferrophosphorus powder, 20 parts by weight of titanium dioxide, 0.02 part by weight of carbon black and 20 parts by weight of diluent consisting of dimethylbenzene and butanol (the weight ratio of dimethylbenzene to butanol is 7:3) are added in the stirring process, and then the mixture is ground to the standard fineness by a sand mill, filtered and packaged into a component A of the coating.
20 parts by weight of alicyclic amine curing agent (Guangzhou Ruiqi chemical R-2285) and 25 parts by weight of branched alicyclic polyamine epoxy curing agent prepared in example 3 are weighed and uniformly stirred to obtain a coating B component.
And mixing the component A and the component B, coating on the surface of a substrate, and curing at normal temperature to obtain a coating with 300 mu m, and performing surface drying for 2 hours and real drying for 24 hours.
Example 9 preparation of high Performance epoxy anticorrosive paint
100 parts of epoxy resin DER331 is weighed and put into a stainless steel tank, a high-speed stirrer is used for stirring, 0.5 part by weight of defoaming agent AFCONA2791, 1 part by weight of defoaming agent AFCONA2620, 0.5 part by weight of leveling agent AFCONA3770 and 2 parts by weight of wetting dispersant AFCONAS527 are added in the stirring process, 40 parts by weight of mica powder, 10 parts by weight of zinc phosphate, 10 parts by weight of glass flakes, 20 parts by weight of precipitated barium sulfate, 20 parts by weight of wollastonite powder, 5 parts by weight of ferrophosphorus powder, 20 parts by weight of titanium dioxide, 0.02 part by weight of carbon black and 20 parts by weight of diluent consisting of dimethylbenzene and butanol (the weight ratio of dimethylbenzene to butanol is 7:3) are added in the stirring process, and then the mixture is ground to the standard fineness by a sand mill, filtered and packaged into a component A of the coating.
20 parts by weight of alicyclic amine curing agent (Guangzhou Ruiqi chemical R-2285) and 18 parts by weight of branched alicyclic polyamine epoxy curing agent prepared in example 4 are weighed and uniformly stirred to obtain a coating B component.
And mixing the component A and the component B, coating on the surface of a substrate, and curing at normal temperature to obtain a coating with 300 mu m, and performing surface drying for 2 hours and real drying for 24 hours.
Comparative example 1 preparation of epoxy general anticorrosion primer
100 parts of epoxy resin WSR618 is weighed and put into a stainless steel tank, a high-speed stirrer is used for stirring, 1.5 parts by weight of defoamer BYK066N, 0.5 part by weight of flatting agent BYK346 and 3 parts by weight of wetting dispersant BYK104S are added in the stirring process, 40 parts by weight of mica powder, 40 parts by weight of talcum powder, 50 parts by weight of iron oxide red, 15 parts by weight of zinc phosphate and 50 parts by weight of diluent consisting of dimethylbenzene and butanol (the weight ratio of dimethylbenzene to butanol is 7:3) are added after the mixture is stirred uniformly, and then the mixture is ground to the standard fineness by a sand mill, filtered and packaged to form a coating A component.
40 parts by weight of alicyclic amine curing agent (R-2257-3 in the Ranchy chemical industry, guangzhou) is weighed and stirred uniformly to obtain a component B of the coating.
And mixing the component A and the component B, coating on the surface of a substrate, and curing at normal temperature to obtain a 280-mu m coating, and performing surface drying for 4 hours and real drying for 24 hours.
Comparative example 2 preparation of epoxy general anticorrosive paint
100 parts of epoxy resin DER331 is weighed and put into a stainless steel tank, a high-speed stirrer is used for stirring, 0.5 part by weight of defoaming agent AFCONA2791, 1 part by weight of defoaming agent AFCONA2620, 0.5 part by weight of leveling agent AFCONA3770 and 2 parts by weight of wetting dispersant AFCONAS527 are added in the stirring process, 30 parts by weight of mica powder, 30 parts by weight of mica iron oxide, 15 parts by weight of iron oxide red, 10 parts by weight of zinc phosphate, 5 parts by weight of glass flake, 10 parts by weight of precipitated barium sulfate, 10 parts by weight of wollastonite powder, 5 parts by weight of phosphorus iron powder and 20 parts by weight of diluent consisting of dimethylbenzene and butanol (the weight ratio of dimethylbenzene to butanol is 7:3) are added in the stirring process, and then a sand mill is used for grinding to standard fineness, and the component A is obtained through filtration and packaging.
50 parts by weight of alicyclic amine curing agent (R-2021 in the Ranchi chemical industry of Guangzhou province) is weighed and stirred uniformly to obtain a coating B component.
And mixing the component A and the component B, coating on the surface of a substrate, and curing at normal temperature to obtain a coating with 300 mu m, and performing surface drying for 4 hours and real drying for 24 hours.
Performance testing
The anticorrosive coatings obtained in examples 5 to 9 and comparative examples 1 to 2 were subjected to performance test. The performance test method of the anticorrosive paint comprises the following steps:
flexibility: GB/T1731 paint film flexibility assay;
adhesion force: GB/T5210 paint and varnish pull-off method adhesion test;
impact strength: GB/T1732 paint film impact resistance assay;
salt spray resistance: measuring the neutral salt spray resistance of GB/T1771 colored paint and varnish;
heat and humidity resistance: GB 1740 wet heat resistance assay for paint films;
NaOH-resistant solution/(5%, 180 d): GB/T9274 determination of liquid medium resistance of paints and varnishes;
hydrochloric acid resistant solution/(5%, 180 d): GB/T9274 determination of liquid medium resistance of paints and varnishes;
the results of the performance test are shown in Table 1.
TABLE 1
From the data in table 1, it can be derived that:
the anticorrosive paint of example 5 and the anticorrosive paint of comparative example 1 are identical in the use ratio of the A component to the B component; they differ only in that the anticorrosive coating of example 5 employed the branched alicyclic polyamine epoxy curing agent prepared in example 1, and comparative example 1 employed the existing epoxy curing agent. Compared with the performance of the anti-corrosion coating of comparative example 1, the adhesive force of example 5 is improved by 25%, the impact strength is improved by 10%, the salt spray resistance performance is improved, the wet heat resistance performance is improved, the NaOH solution resistance performance is improved, and the hydrochloric acid solution resistance performance is improved. From this, it can be seen that the branched alicyclic polyamine epoxy curing agent prepared in example 1 can significantly improve the corrosion resistance of the epoxy resin when used in the corrosion resistant coating.
The anticorrosive paint of example 7 and the anticorrosive paint of comparative example 2 are identical in the component a and the ratio of the amounts of the component a and the component B; they differ only in that the anticorrosive coating of example 7 employed the branched alicyclic polyamine epoxy curing agent prepared in example 2, and comparative example 2 employed the existing epoxy curing agent. Compared with the performance of the anticorrosive coating of comparative example 2, the adhesive force of example 7 is improved by 50%, the impact strength is improved by 10%, the salt spray resistance performance is improved, the wet heat resistance performance is improved, the NaOH solution resistance performance is improved, and the hydrochloric acid solution resistance performance is improved. From this, it can be seen that the branched alicyclic polyamine epoxy curing agent prepared in example 2 can significantly improve the corrosion resistance of the epoxy resin when used in the corrosion resistant coating.
The anti-corrosion paint prepared in the examples 5-9 has better adhesive force, impact strength, salt spray resistance, wet heat resistance, naOH solution resistance and hydrochloric acid solution resistance than the anti-corrosion paint prepared in the comparative examples 1 and 2. Therefore, the anticorrosive paint provided by the invention has more excellent anticorrosive performance.
In conclusion, the branched alicyclic polyamine epoxy curing agent prepared by the invention can obviously improve the anti-corrosion performance of the epoxy resin when the epoxy resin is used for anti-corrosion coating. The anti-corrosion coating prepared by adopting the aliphatic polyamine epoxy curing agent containing the branched alicyclic structure has more excellent anti-corrosion performance.
Claims (10)
1. The aliphatic polyamine epoxy compound is characterized in that the structural formula of the aliphatic polyamine epoxy compound is shown as a formula (I):
in the formula (I), R 0 The structural formula is as follows:
in the formula (I), R 1 The structural formula is as follows:
in the formula (I), R 2 The structural formula is as follows:
in the formula (I), R 3 The structural formula is as follows:
2. a method for producing the aliphatic polyamine epoxy compound according to claim 1, wherein the method comprises: carrying out two-step grafting reaction on branched aliphatic glycidyl ether and micromolecular alicyclic amine; the small molecule alicyclic amine refers to alicyclic amine with molecular weight less than 500.
3. The method of claim 2, wherein,
the branched aliphatic glycidyl ether is selected from one of glycerol triglycidyl ether and trimethylolpropane triglycidyl ether, preferably glycerol triglycidyl ether; or/and the combination of the two,
the small molecule alicyclic amine is selected from one of menthanediamine, isophorone diamine and N-aminoethylpiperazine, and preferably isophorone diamine; or/and the combination of the two,
the small molecule alicyclic amine is used in an amount of 2.0 to 4.0 parts by mole, preferably 2.0 to 2.5 parts by mole, based on 1 part by mole of the branched aliphatic glycidyl ether.
4. The method of claim 2, wherein the grafting reaction is carried out in an organic solvent;
preferably, the organic solvent is used in an amount of 300 to 600mL, preferably 400 to 500mL, based on 1 mole part of the branched aliphatic glycidyl ether; or/and the combination of the two,
preferably, the organic solvent is a mixed solvent of xylene and n-butanol.
5. The method of claim 2, wherein the two-step grafting reaction comprises: the first grafting reaction: reacting for 2-6h at 40-80 ℃, preferably reacting for 3-4h at 50-60 ℃; and a second step of grafting reaction: the reaction is carried out at 30-80℃for 2-6h, preferably at 60-80℃for 3-4h.
6. The preparation method according to claim 2, characterized in that the preparation method comprises: dissolving branched aliphatic glycidyl ether in an organic solvent to obtain a homogeneous solution; slowly pouring part of small molecule alicyclic amine into the homogeneous solution, heating to 50-60 ℃ to react for 3-4h, cooling to 30-40 ℃, slowly pouring the rest small molecule alicyclic amine, heating to 60-80 ℃ to react for 3-4h, and cooling to room temperature;
preferably, the branched aliphatic glycidyl ether is used in an amount of 1 part by mole: the amount of the small molecule alicyclic amine added for the first time is 0.75 to 1.8 molar parts, preferably 0.75 to 1 molar part; the amount of the small molecule alicyclic amine added for the second time is 1.25 to 2.2 parts by mole, preferably 1.25 to 1.5 parts by mole.
7. An aliphatic polyamine epoxy curing agent, characterized in that the aliphatic polyamine epoxy curing agent comprises the aliphatic polyamine epoxy compound according to claim 1.
8. An epoxy anticorrosive paint, characterized in that the epoxy anticorrosive paint comprises the aliphatic polyamine epoxy hardener of claim 7;
preferably, the method comprises the steps of,
the epoxy anticorrosive paint comprises an independent component A and an independent component B;
the component A comprises epoxy resin, pigment filler, auxiliary agent and diluent;
the component B comprises an amine curing agent and the aliphatic polyamine epoxy curing agent; preferably, the weight ratio of the amine curing agent to the aliphatic polyamine epoxy curing agent is 0.5-2:1, more preferably 0.5 to 1:1, a step of;
more preferably, the process is carried out,
based on 100 parts by weight of the epoxy resin,
110-160 parts by weight of pigment and filler; preferably 115 to 145 parts by weight;
3-6 parts by weight of auxiliary agent; preferably 4 to 5 parts by weight;
10-60 parts by weight of a diluent; preferably 30 to 50 parts by weight;
the component B comprises 30-70 parts by weight of a base; preferably 40-60 weight%.
9. The epoxy anticorrosive paint of claim 7,
the pigment and filler is selected from more than one of mica iron oxide, iron oxide red, phosphorus iron powder, zinc phosphate, glass flakes, wollastonite powder, titanium pigment, talcum powder, mica powder and carbon black; or/and the combination of the two,
the auxiliary agent is selected from more than one of a defoaming agent, a leveling agent and a wetting dispersing agent; or/and the combination of the two,
the diluent is a mixed diluent consisting of dimethylbenzene and n-butyl alcohol; or/and the combination of the two,
the amine curing agent is a modified alicyclic amine curing agent.
10. Use of an epoxy anticorrosive coating according to claim 8 or 9 in an anticorrosive coating; preferably, the epoxy anticorrosive paint is coated on the surface of the substrate to obtain an anticorrosive coating; more preferably, the corrosion protection coating has a thickness of 200-280 μm.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202311324390.3A CN117384376A (en) | 2023-10-13 | 2023-10-13 | Aliphatic polyamine epoxy compound and preparation method and application thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202311324390.3A CN117384376A (en) | 2023-10-13 | 2023-10-13 | Aliphatic polyamine epoxy compound and preparation method and application thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
CN117384376A true CN117384376A (en) | 2024-01-12 |
Family
ID=89438366
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN202311324390.3A Pending CN117384376A (en) | 2023-10-13 | 2023-10-13 | Aliphatic polyamine epoxy compound and preparation method and application thereof |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN117384376A (en) |
-
2023
- 2023-10-13 CN CN202311324390.3A patent/CN117384376A/en active Pending
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN101747825B (en) | Environment-friendly solvent-free humidified and rusted anticorrosive paint | |
CN101643615B (en) | Polyaniline modified glass flake heavy-duty anti-corrosive coating and preparation method thereof | |
CN102732130A (en) | High solid anticorrosive paint and preparation method thereof | |
US3844998A (en) | Fish nobbing machine aqueous coating composition of an epoxy ester resin and a water-dispersible cross-linking agent | |
CN112680105A (en) | Environment-friendly anticorrosive paint, hyperbranched epoxy resin and preparation method thereof | |
JP2016186021A (en) | Aqueous epoxy resin coating composition, coated body and method for producing coated body | |
AU2021402785A1 (en) | Polyurethane modified graphene microsheet and preparation method therefor | |
CN112358791A (en) | Double-component epoxy micaceous iron intermediate paint and preparation method thereof | |
CN113136022B (en) | Hyperbranched amine compound and preparation method and application thereof | |
CN110256938B (en) | Two-component water-based epoxy resin primer | |
CN112029382B (en) | Long-acting anticorrosion solvent-free universal epoxy coating and preparation method thereof | |
CN110157333A (en) | A kind of water-based anticorrosive paint and preparation method thereof | |
CN113278338A (en) | High-toughness low-energy-consumption graphene biological-based heavy-duty anticorrosive coating and preparation method thereof | |
CN111592812A (en) | Water-based antirust primer and preparation method thereof | |
CN117384376A (en) | Aliphatic polyamine epoxy compound and preparation method and application thereof | |
CN111849143B (en) | High-corrosion-resistance environment-friendly water-based epoxy curing agent and preparation method thereof | |
CN114369249B (en) | Water-based epoxy resin toughening agent and preparation method and application thereof | |
CN111500152B (en) | Epoxy anti-corrosion primer, preparation method thereof and product with primer layer | |
CN110577786A (en) | Paint film of water-based resin anticorrosive paint, graphene self-assembly water-based resin anticorrosive paint and preparation method thereof | |
CN116981743A (en) | Corrosion protection composition 1 and corrosion protection coating composition | |
CN101643322B (en) | Vinyl ester heavy-duty anticorrosive coating with polyaniline-modified glass flakes, and preparation method thereof | |
CN111647334A (en) | Laminated scaly heavy-duty anticorrosive paint and preparation method thereof | |
CN113480929A (en) | Primer-topcoat polyurethane coating and preparation method thereof | |
CN106085123A (en) | A kind of aqueous epoxy resin emulsion, the water-thinned epoxy zinc-rich coating and preparation method thereof of railway bearing | |
CN114410181B (en) | Water-based single-component self-drying galvanized substrate coating and preparation method thereof |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination |