CN101659740B - Self-crosslinking sulfonate-base epoxy ester aqueous dispersion and anti-corrosive primer thereof - Google Patents
Self-crosslinking sulfonate-base epoxy ester aqueous dispersion and anti-corrosive primer thereof Download PDFInfo
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- CN101659740B CN101659740B CN2008100421804A CN200810042180A CN101659740B CN 101659740 B CN101659740 B CN 101659740B CN 2008100421804 A CN2008100421804 A CN 2008100421804A CN 200810042180 A CN200810042180 A CN 200810042180A CN 101659740 B CN101659740 B CN 101659740B
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- Prior art keywords
- acid
- aqueous dispersion
- crosslinking
- self
- oil
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- 150000002148 esters Chemical class 0.000 title claims abstract description 62
- 239000004593 Epoxy Substances 0.000 title claims abstract description 60
- 239000006185 dispersion Substances 0.000 title claims abstract description 59
- 238000004132 cross linking Methods 0.000 title claims abstract description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 56
- 239000000463 material Substances 0.000 claims abstract description 26
- 239000002253 acid Substances 0.000 claims abstract description 24
- 239000000178 monomer Substances 0.000 claims abstract description 24
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims abstract description 18
- 239000003822 epoxy resin Substances 0.000 claims abstract description 17
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 17
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 14
- 230000003472 neutralizing effect Effects 0.000 claims abstract description 12
- 239000008367 deionised water Substances 0.000 claims abstract description 9
- 229910021641 deionized water Inorganic materials 0.000 claims abstract description 9
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 7
- 239000000194 fatty acid Substances 0.000 claims abstract description 7
- 229930195729 fatty acid Natural products 0.000 claims abstract description 7
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 7
- 238000002360 preparation method Methods 0.000 claims description 25
- 229920005989 resin Polymers 0.000 claims description 25
- 239000011347 resin Substances 0.000 claims description 25
- -1 oxygen ester Chemical class 0.000 claims description 23
- 239000003921 oil Substances 0.000 claims description 22
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- 239000001301 oxygen Substances 0.000 claims description 16
- 229910052760 oxygen Inorganic materials 0.000 claims description 16
- 239000000049 pigment Substances 0.000 claims description 11
- 150000002632 lipids Chemical class 0.000 claims description 10
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 9
- 235000013311 vegetables Nutrition 0.000 claims description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 8
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- 238000003756 stirring Methods 0.000 claims description 6
- 238000010792 warming Methods 0.000 claims description 6
- 239000002270 dispersing agent Substances 0.000 claims description 5
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- 230000002194 synthesizing effect Effects 0.000 claims description 5
- 230000008719 thickening Effects 0.000 claims description 5
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
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- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 claims description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 4
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 claims description 4
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- LPNBBFKOUUSUDB-UHFFFAOYSA-N p-toluic acid Chemical compound CC1=CC=C(C(O)=O)C=C1 LPNBBFKOUUSUDB-UHFFFAOYSA-N 0.000 claims description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims description 4
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 4
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- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 3
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical group CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 claims description 3
- 235000011114 ammonium hydroxide Nutrition 0.000 claims description 3
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 claims description 3
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 3
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 3
- 239000000155 melt Substances 0.000 claims description 3
- 229910052751 metal Inorganic materials 0.000 claims description 3
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- 238000012856 packing Methods 0.000 claims description 3
- 238000012545 processing Methods 0.000 claims description 3
- 229960004418 trolamine Drugs 0.000 claims description 3
- DAFHKNAQFPVRKR-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylpropanoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)C DAFHKNAQFPVRKR-UHFFFAOYSA-N 0.000 claims description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 2
- CUVLMZNMSPJDON-UHFFFAOYSA-N 1-(1-butoxypropan-2-yloxy)propan-2-ol Chemical compound CCCCOCC(C)OCC(C)O CUVLMZNMSPJDON-UHFFFAOYSA-N 0.000 claims description 2
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 claims description 2
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 claims description 2
- FENFUOGYJVOCRY-UHFFFAOYSA-N 1-propoxypropan-2-ol Chemical compound CCCOCC(C)O FENFUOGYJVOCRY-UHFFFAOYSA-N 0.000 claims description 2
- ZEMPKEQAKRGZGQ-AAKVHIHISA-N 2,3-bis[[(z)-12-hydroxyoctadec-9-enoyl]oxy]propyl (z)-12-hydroxyoctadec-9-enoate Chemical compound CCCCCCC(O)C\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CC(O)CCCCCC)COC(=O)CCCCCCC\C=C/CC(O)CCCCCC ZEMPKEQAKRGZGQ-AAKVHIHISA-N 0.000 claims description 2
- CUDYYMUUJHLCGZ-UHFFFAOYSA-N 2-(2-methoxypropoxy)propan-1-ol Chemical compound COC(C)COC(C)CO CUDYYMUUJHLCGZ-UHFFFAOYSA-N 0.000 claims description 2
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 claims description 2
- UOBYKYZJUGYBDK-UHFFFAOYSA-N 2-naphthoic acid Chemical compound C1=CC=CC2=CC(C(=O)O)=CC=C21 UOBYKYZJUGYBDK-UHFFFAOYSA-N 0.000 claims description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 2
- OEOIWYCWCDBOPA-UHFFFAOYSA-N 6-methyl-heptanoic acid Chemical compound CC(C)CCCCC(O)=O OEOIWYCWCDBOPA-UHFFFAOYSA-N 0.000 claims description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 2
- 239000005711 Benzoic acid Substances 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 2
- 241000196324 Embryophyta Species 0.000 claims description 2
- 244000068988 Glycine max Species 0.000 claims description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 2
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 claims description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 2
- 239000005642 Oleic acid Substances 0.000 claims description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 2
- 240000002834 Paulownia tomentosa Species 0.000 claims description 2
- 235000019483 Peanut oil Nutrition 0.000 claims description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 2
- 235000004443 Ricinus communis Nutrition 0.000 claims description 2
- 235000019498 Walnut oil Nutrition 0.000 claims description 2
- COBQHCOQMZLUPS-UHFFFAOYSA-K [di(dodecanoyloxy)-dodecylstannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCCCCCCCCCC)(OC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC COBQHCOQMZLUPS-UHFFFAOYSA-K 0.000 claims description 2
- RSWGJHLUYNHPMX-ONCXSQPRSA-N abietic acid Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-ONCXSQPRSA-N 0.000 claims description 2
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 claims description 2
- 235000020661 alpha-linolenic acid Nutrition 0.000 claims description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical group OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 2
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- PQVSTLUFSYVLTO-UHFFFAOYSA-N ethyl n-ethoxycarbonylcarbamate Chemical compound CCOC(=O)NC(=O)OCC PQVSTLUFSYVLTO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
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- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 2
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- GLXDVVHUTZTUQK-UHFFFAOYSA-M lithium hydroxide monohydrate Substances [Li+].O.[OH-] GLXDVVHUTZTUQK-UHFFFAOYSA-M 0.000 claims description 2
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- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 231100000572 poisoning Toxicity 0.000 description 1
- 230000000607 poisoning effect Effects 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- WSFQLUVWDKCYSW-UHFFFAOYSA-M sodium;2-hydroxy-3-morpholin-4-ylpropane-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)CC(O)CN1CCOCC1 WSFQLUVWDKCYSW-UHFFFAOYSA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 231100000701 toxic element Toxicity 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical class [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 description 1
- NDKWCCLKSWNDBG-UHFFFAOYSA-N zinc;dioxido(dioxo)chromium Chemical compound [Zn+2].[O-][Cr]([O-])(=O)=O NDKWCCLKSWNDBG-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Paints Or Removers (AREA)
Abstract
The invention relates to a self-crosslinking sulfonate-base epoxy ester aqueous dispersion and an anti-corrosive primer thereof. The self-crosslinking sulfonate-base epoxy ester aqueous dispersion is characterized in that the aqueous dispersion is prepared by introducing a sulfonate functional monomer into epoxy resin, wherein vegetable oil or fatty acid, the epoxy resin and the functional monomer containing a sulfonate base undergo esterification reaction in the presence of a catalyst; when the acid value is qualified, a latent solvent and a neutralizing agent are added into the mixture; and finally, the mixture is diluted by deionized water to obtain the sulfonate-base epoxy ester aqueous dispersion. An aqueous anti-corrosive primer prepared by using the epoxy ester aqueous dispersion as a base material has excellent storage stability, and waterproof and anti-corrosive properties.
Description
Technical field
The present invention relates to the coating industry in the chemical industry field; Specifically; The Water-borne modification technology that relates to a kind of epoxy ester resin; Be particularly related to and a kind ofly be grafted on the epoxy ester molecular chain and epoxy ester water dispersion that obtains and preparation method thereof, simultaneously, also relate to excellent self-cross linking type epoxy ester water dispersion rust-proofing primer of this sulphonate-base epoxy ester water dispersion preparation asepsis environment-protecting of a kind of usefulness, rustless property and preparation method thereof with sulphonate-base.
Background technology
Traditional solvent based coating need use a large amount of organic solvents, and this has not only caused the mass consumption of organic solvent, also environment has been caused serious pollution simultaneously.In order to economize on resources and to protect environment, countries in the world have all been invested pollution-free or oligosaprobic water-borne coatings to sight.
In recent years, domesticly developed a series of rust proof paints in succession, but be the solvent-borne type rust proof paint mostly.This type coating also contains a large amount of poisonous pigment except containing a large amount of organic solvents, cause serious pollution to environment.For this reason, research and development novel environment friendly, the excellent aqueous rust-proof coatings of rustless property meet current coating industry Development Trend.
The epoxy ester rust proof paint has a wide range of applications in the metal rust preventing field owing to its excellent rustless property.Epoxy ester resin is to be processed through esterification by epoxy resin and vegetable fatty acids, and therefore, epoxy ester has possessed many good characteristics of epoxy resin and siccative oil simultaneously.Compare with Synolac, epoxy ester resin has higher hydrolytic resistance, and has better rustless property.
With the epoxy ester resin Water-borne modification and prepare the excellent water-base epoxy ester rust proof paint of environmental protection, rustless property and be subjected to a lot of concern, but make little progress.Until today, be that the patent of the rust-proofing primer of base-material is very few several pieces about the water-base epoxy ester and with it.
Japanese Patent [patent No.: 05306377] discloses a kind of preparation method of water-base epoxy ester resin emulsion.It is to process epoxy ester resin with epoxy resin and unsaturated fatty acids acid-respons respectively; Make vinyl resin with the unsaturated monomer copolymerization such as (esters) of (methyl) vinylformic acid; Again both condensations are obtained acrylic modified epoxy ester resin; Remove solvent through vacuum distilling, add in the amine and carboxyl, thin up obtains the acrylic modified epoxy ester emulsion.One of shortcoming of this preparation method is to need a large amount of organic solvents in the resin building-up process, and it is high to remove the dissolving agent process energy consumption, and production efficiency is low; Two of shortcoming is that vinyl resin and epoxy ester resin grafting efficiency are low, have the part not the grafted epoxy ester from emulsion, separate out easily, the stability in storage of emulsion is relatively poor; Three of shortcoming is that the water tolerance of paint film is relatively poor owing to contain a large amount of carboxyls in the resin.
Chinese patent [patent No.: 01107873.1] discloses a kind of preparation method of water-base epoxy ester emulsion of nucleocapsid structure; Chinese patent [patent No.: 200610037496.5 and Chinese patent [patent No.: 200610037500.8] a kind of organosilicon epoxide acrylate water dispersion is disclosed.The preparation method of these patents is similar: all be that epoxy resin and lipid acid are carried out esterification; Obtain epoxy ester resin; Esters of acrylic acid mix monomer with this epoxy ester resin and predetermined acid number carries out free-radical polymerized again; Form copolymerization product, carry out obtaining epoxy ester emulsion after the water dilution after this copolymerization product is neutralized with amine (or ammonia).Also there is following shortcoming in such preparation method: (1) reaction process is wayward, and gel takes place easily; (2) in this building-up process,, the later stage dryness of this resin is improved not quite owing to lacking unsaturated double-bond owing to consumed the unsaturated double-bond on the abundant fatty acid; (3) resinous acid value is higher, and the water tolerance of paint film is relatively poor; (4) needs are with a large amount of organic amines (or ammonia) neutralization, and the smell is awful and toxic elements in human body is done harm to effect; (5) the pH value of dispersion-s is generally more than 8.5, and under this high pH value, the very easy generation hydrolysis of the ester group of epoxy ester descends paint film property.
Chinese patent [patent No.: 200610118141.9] discloses a kind of preparation method of water-base epoxy ester emulsion of nucleocapsid structure.This water-base epoxy ester emulsion be a kind of with epoxy ester resin for " nuclear ", be self-drying type " nuclear-shell " the water of constitution dispersion emulsion of " shell " with reactive non-migratory surfactants.Because the preparation of this emulsion prepares through Phase inversion emulsification, have that latex particle size is thick, the shortcoming of poor storage stability.
Summary of the invention
The present invention is intended to overcome some shortcomings in the above-mentioned preparation epoxy ester water dispersion process, in a creative way the sulphonate functional monomer is introduced in the epoxy ester resin, has prepared self-crosslinking sulfonate basic ring oxygen ester aqueous dispersion.Described self-crosslinking sulfonate basic ring oxygen ester aqueous dispersion has the following advantages: introduce sulfonate groups in (1) resin; This sulfonate groups has better water-solubility than carboxylate groups; Only need addition seldom just can make resin have good water-dilutable; And pH value is controlled at about 7.5, and the resistance to hydrolysis of dispersion-s improves, extended pot life; (2) latex particle size of emulsion is very thin, has only about 100 μ m, has good stability in storage; (3) owing to resin is to lean on more a spot of sulphonate-base to have water-dilutable, the acid number of resin can fall very lowly, and need not use amine (or ammonia) neutralization, therefore, and the water-tolerant of paint film; (4) required solubility promoter is less in the building-up process, does not need the process that removes solubility promoter, and harmful organic solvent such as containing benezene not in forming, and can prepare the feature of environmental protection rust proof paint of low VOC content; (5) gelatin phenomenon can not take place in simple, the safety of preparation technology; (6) sulphonate-base is directly grafted on the epoxy resin main chain, and it can not consume the unsaturated double-bond on vegetables oil or the lipid acid, makes the paint film of this epoxy ester water dispersion have good self-crosslinking property, can be used for preparing the self-cross linking type rust proof paint.
Technical scheme of the present invention comprises: self-crosslinking sulfonate basic ring oxygen ester aqueous dispersion and preparation method thereof and be base-material with this water dispersion; Be equipped with the rust-stabilising pigment of non-toxic efficient, the water-thinned antirust primer that the rustless property of processing is good and the preparation method of this priming paint.
The preparating mechanism of described self-crosslinking sulfonate basic ring oxygen ester aqueous dispersion is following: vegetables oil or lipid acid, epoxy resin, the functional monomer that contains sulphonate-base are carried out esterification under the catalyzer existence condition; To acid number qualified after; Add solubility promoter, neutralizing agent, dilute with deionized water at last and obtain sulphonate-base epoxy ester water dispersion.That is to say that this self-crosslinking sulfonate basic ring oxygen ester aqueous dispersion is characterized in that it prepares through the sulphonate functional monomer is introduced in the epoxy resin, its synthesizing formula in Quality Percentage, is made up of following component:
Component title quality %
Vegetables oil or lipid acid 10～20
Epoxy resin 15～25
The functional monomer 1～2 that contains sulphonate-base
Catalyzer 0.1～0.3
Solubility promoter 5～15
Neutralizing agent 0.01～02
Deionized water 40～50.
In above-mentioned cooperation: described vegetables oil is selected from one or more in Trisun Oil R 80, Uni Ace R, synourin oil, Oleum Cocois, Semen Maydis oil, Oleum Gossypii semen, oleum lini, soya-bean oil, tung oil, Viscotrol C, plam oil, peanut oil, Thistle oil or the walnut oil; Described lipid acid is selected from one or more in linolenic acid, dehydrated castor oleic acid, soy(a)-bean oil fatty acid, paulownia linolic acid, linolic acid, ricinolic acid, tetradecanoic acid, Ba Dousuan, cocinic acid, tall oil fatty acid, sylvic acid or the cottonseed acid; Described epoxy resin is selected from: the E-31 that the F-51 that the E-12 that Xinhua Resin Factory, Shanghai produces, E-20, E-42, E-44, E-51, Shanghai Resin Factory Co., Ltd. produce, F-46, F-44, Wuxi resin processing plant produce, E-39-D, E-03 that Jiangsu Miki Group is produced, among the E-06 one or more;
The described functional monomer that contains sulphonate-base is two functional or simple functions, contain one is attached on the virtue nuclear-SO
3The monomer of M group is seen formula I and formula II.
(formula I) (formula II)
Among formula I and the formula II, M is hydrogen or metals ion, for example Na
+, Li
+, K
+, Ca
2+, Cu
2+, Fe
2+, Fe
3+X is a virtue nuclear, comprises benzene, naphthalene, anthracene, biphenyl, oxydiphenyl, sulphonyl hexichol; Sulphonate-base monomer as two functional monomer's compositions is a kind of containing-SO
3The di-carboxylic acid or derivatives thereof of M group, wherein the implication of M is the same; Sulphonate-base monomer as the monofunctional monomer composition is a kind of containing-SO
3The monocarboxylic acid or derivatives thereof of M group, the implication of M is the same; Two functional monomers are sulfonic group m-phthalic acid, sulfonic group terephthalic acid, sulfonic group phthalic acid, 4-sulfonic group naphthalene-2, the sodium salt of 7-dicarboxylicacid or derivatives thereof; Monofunctional monomer is the sodium salt of phenylformic acid between sulfonic group, sulfonic group para Toluic Acid, sulfonic group o-benzoic acid, 4-sulfonic group naphthalene-2-carboxylic acid or derivatives thereof, and described catalyzer is selected from one or more in dodecyl tin laurate, benzyltriethylammoinium chloride, normal-butyl tin, Lithium Hydroxide MonoHydrate or the three isocaprylic acid butyl tin; Described solubility promoter is selected from one or more among the TEXANOL that ethanol, n-propyl alcohol, Virahol, propyl carbinol, sec-butyl alcohol, isopropylcarbinol, EGME, butyl glycol ether, propylene glycol monomethyl ether, propylene glycol propyl ether, Ucar 35 butyl ether, diethylene glycol dimethyl ether, dipropylene glycol methyl ether, dipropylene glycol butyl ether, glycol methyl ether acetate, 1-Methoxy-2-propyl acetate, N-N-methyl-2-2-pyrrolidone N-or U.S. ESTAMAN company produce; Described neutralizing agent is selected from AMP-95, the N of 25% ammoniacal liquor, Angus Chemical's product, one or more in N-dimethylethanolamine, triethylamine, diethylamine, diethylolamine, the trolamine.
The preparation method of above-mentioned self-crosslinking sulfonate basic ring oxygen ester aqueous dispersion is characterized in that preparation process is following:
By above-mentioned prescription vegetables oil or lipid acid, epoxy resin, the functional monomer that contains sulphonate-base and catalyzer are added in the reaction flask, behind logical nitrogen 10～20min, begin to heat up.When being warming up to 100～150 ℃, material melts, and begins to stir.Continue to be warming up to 150～250 ℃, and remain under this temperature and react, after acid number is 5～40mgKOH/g, lower the temperature; When temperature is reduced to 100～200 ℃; Add solubility promoter, when continuing to be cooled to 30～90 ℃, add neutralizing agent and deionized water; Stir 20～30min, promptly obtain sulphonate-base epoxy ester water dispersion.
Above-mentioned sulphonate-base epoxy ester water dispersion as base-material, is equipped with the rust-stabilising pigment of non-toxic efficient, the water dispersion rust-proofing primer that can be made into, the consisting of of this rust-proofing primer:
Wherein, the solid content of described sulphonate-base epoxy ester water dispersion is 35～50 quality %; Described inertia rust-stabilising pigment is selected from one or more in red iron oxide, iron oxide black or the iron mica; Described active rust-stabilising pigment is selected from one or more in zn phosphate, modified zinc phosphate, zinc oxide, aluminium triphosphate, modification aluminium triphosphate, zinc chromium or the zinc-chrome yellow; Described filler is selected from one or more in talcum powder, process white, mica powder, calcined kaolin, silica powder or the zeyssatite; Described wetting dispersing agent is selected from the unsaturated polycarboxylic acid polymers soln of lower molecular weight, comprises the Borchi Gen0650 that BYK-190 that German Bi Ke chemical company produces or Borchers company produce; Described neutralizing agent is selected from 25% ammoniacal liquor, AMP-95, N, one or more in N-dimethylethanolamine, triethylamine, diethylamine, diethylolamine or the trolamine; It is the solution of effective constituent that described siccative is selected from cobalt naphthenate, zirconium naphthenate, barium naphthenate, calcium naphthenate, zinc naphthenate; Described skimmer is selected from one or more polyether-modified silicon oil foam killers, comprises the Borchers AF0671 that BYK-024 that German Bi Ke chemical company produces or Borchers company produce; Described thickening material is selected from one or more association type polyurethane thickeners, comprises the WT-202 of the modest company of moral product or the Rheolate255 that U.S. Hai Mingsi company produces.
The preparation method of above-mentioned rust-proofing primer based on sulphonate-base epoxy ester water dispersion comprises the steps:
(1) deionized water, wetting dispersing agent and the skimmer of adding formula ratio in Scattered Kettle stirred 15～30 minutes under the rotating speed of 600～800rpm, made mixing of materials even;
(2) add inertia rust-stabilising pigment, active rust-stabilising pigment and the filler of formula ratio, grind with sand mill, until fineness less than 30 microns;
(3) sulphonate-base epoxy ester water dispersion, siccative and the thickening material of adding formula ratio stirred 1～1.5 hour under the rotating speed of 600～800rpm, made mixing of materials even;
(4) detect pH value, add an amount of neutralizing agent, the adjustment pH value is 7～10;
(5) with 80～120 purpose strainer filterings, packing.
Self-crosslinking sulfonate basic ring oxygen ester aqueous dispersion of the present invention and be that the rust-proofing primer of base-material compared with prior art has the following advantages with it:
(1) stability in storage is good.The latex particle size of sulphonate-base epoxy ester water dispersion of the present invention is very little, has only about 100 μ m, has good stability in storage; The stability in storage of the rust-proofing primer of preparation is also fairly good.
(2) water tolerance and rustless property are excellent.Hydrophilic radical in the resin (sulfonate groups) is few, and the acid number of resin is lower, and the latex granule particle diameter is little, and paint film is fine and close, so this priming paint has good water tolerance and rust-preventing characteristic; The emulsion good mechanical stability, can with the direct sand milling of color stuffing, reduce the consumption of wetting dispersing agent, further improved the water tolerance and the rust-preventing characteristic of rust-proofing primer.
(3) self-crosslinking property is good.Sulphonate-base is directly grafted on the epoxy resin main chain, and it can not consume the unsaturated double-bond on vegetables oil or the lipid acid, makes the paint film of this epoxy ester water dispersion have good self-crosslinking property; Adopt the water-based siccative of " buphthalmos " structure, further improved the self-crosslinking property of paint film.
Safe ready when (4) using.This rust-proofing primer is thinner with water, hazardous solvent such as containing benezene not, and the face of being selected for use, filler all do not contain deleterious lead or chromium cpd, do not have the danger of burning, blast, poisoning and contaminate environment.This priming paint can adopt several different methods constructions such as brushing, spraying, dip-coating.
(5) have a extensive future.Each item index of this rust-proofing primer has has all met or exceeded the level of solvent-borne type rust-proofing primer, can replace the solvent-borne type rust-proofing primer fully, applicable to the protection of steel and iron member in the facilities such as train, automobile, boats and ships, bridge, pipeline, storage tank
Embodiment
Through embodiment the present invention is further specified below, but the present invention is in no way limited to these embodiment.Listed prescription is a unit with gram (g) all among the embodiment, and the mass percent of certain component can be by computes:
[the quality summation (g) of the quality of certain component (g)/listed each component of prescription] * 100
Embodiment 1
This example is intended to show synthesizing of sulphonate-base epoxy ester water dispersion and preparation method thereof
What table 1 was listed is the synthesizing formula instance of sulphonate-base epoxy ester water dispersion, and table 2 is performance index of all sulphonate-base epoxy ester water dispersions of correspondence table 1.
The preparation method of listed sulphonate-base epoxy ester water dispersion is in the table 1:
Epoxy resin, the lipid acid of formula ratio, the functional monomer that contains sulphonate-base and catalyzer are added in the reaction flask, behind logical nitrogen 10～20min, begin to heat up.When being warming up to 100～150 ℃, material melts, and begins to stir.Continue to be warming up to 200～240 ℃, esterification is carried out in insulation, after acid number is 8～20mgKOH/g, lowers the temperature; When temperature is reduced to 160～180 ℃; The solubility promoter that adds formula ratio when continuing to be cooled to 30～60 ℃, adds the neutralizing agent and the deionized water of formula ratio; Stir 20～30min, promptly obtain solid content and be 40% sulphonate-base epoxy ester water dispersion.
Table 1 sulphonate-base epoxy ester water dispersion synthesizing formula instance
Table 2 sulphonate-base epoxy ester water dispersion and paint film property index thereof
In the table 2, sulphonate-base epoxy ester water dispersion and paint film property index thereof are by national coating standard test, that is: solids content is pressed GB1725-89; Press GB1728-89 time of drying; Snappiness is pressed GB/T1731-93; Shock-resistance is pressed GB1732-79; Pencil hardness is pressed GB6739-96; Sticking power is pressed GB1720-79; Water tolerance is pressed GB1733-93.
Embodiment 2
This example is intended to show with the sulphonate-base water dispersion to be the formulation examples and preparation method thereof of the rust-proofing primer of base-material.Table 3 is listed to be to be the formulation examples of the rust-proofing primer of base-material with sulphonate-base epoxy ester water dispersion, table 4 be correspondence table 3 be the performance index of all rust-proofing primers of base-material with sulphonate-base epoxy ester water dispersion.
Table 3 is a base-material rust-proofing primer formulation examples with sulphonate-base epoxy ester water dispersion
Is that the method for base-material rust-proofing primer is following by the listed formulation of table 3 with sulphonate-base epoxy ester water dispersion:
(1) deionized water, dispersion agent and the skimmer of adding formula ratio in Scattered Kettle stirred 15～30 minutes under the rotating speed of 600～800rpm, made mixing of materials even;
(2) add inertia rust-stabilising pigment, active rust-stabilising pigment and the filler of formula ratio, grind with sand mill, until fineness less than 30 microns.
(3) sulphonate-base epoxy ester water dispersion, siccative and the thickening material of adding formula ratio stirred 1～1.5 hour under the rotating speed of 600～800rpm, made mixing of materials even;
(4) detect pH value, add an amount of neutralizing agent, the adjustment pH value is 7～10;
(5) with 80～120 purpose strainer filterings, packing.
Siccative Octa-Soligen421 is the product of Borchers company in the table 3; Skimmer BYK-024 and dispersant B YK-190 are the products of German Bi Ke company; Thickening material WT-202 is the product of the modest company of moral.
Table 4 sulphonate-base epoxy ester water dispersion rust-proofing primer performance index
In the table 4, be that the rust-proofing primer volume performance index of base-material are tested by national coating standard with sulphonate-base epoxy ester water dispersion, that is: solids content is pressed GB1725-89; Fineness is pressed GB1724-79; Press GB1728-89 time of drying; Snappiness is pressed GB/T1731-93; Shock-resistance is pressed GB1732-79; Pencil hardness is pressed GB6739-96; Sticking power is pressed GB1720-79; GB/T9753-88 is pressed in drawing test; Water tolerance is pressed GB1733-93; Resistance to salt water is pressed GB1763-89; Salt fog resistance is pressed GB1771-91, film thickness 110 μ m.
Claims (9)
1. a self-crosslinking sulfonate basic ring oxygen ester aqueous dispersion is characterized in that it prepares through the sulphonate functional monomer is introduced in the epoxy resin, and its synthesizing formula in Quality Percentage, is made up of following component:
The described functional monomer that contains sulphonate-base is two functional or simple functions, contain one is attached on the virtue nuclear-SO
3The monomer of M group, M are hydrogen or metals ion Na
+Two functional monomers are sulfonic group m-phthalic acid, sulfonic group terephthalic acid, sulfonic group phthalic acid, 4-sulfonic group naphthalene-2,7-dicarboxylicacid or its sodium salt; Monofunctional monomer is phenylformic acid between sulfonic group, sulfonic group para Toluic Acid, sulfonic group o-benzoic acid, 4-sulfonic group naphthalene-2-carboxylic acid or its sodium salt.
2. self-crosslinking sulfonate basic ring oxygen ester aqueous dispersion according to claim 1; It is characterized in that described vegetables oil is selected from one or more in Trisun Oil R 80, Uni Ace R, synourin oil, Oleum Cocois, Semen Maydis oil, Oleum Gossypii semen, oleum lini, soya-bean oil, tung oil, Viscotrol C, plam oil, peanut oil, Thistle oil, the walnut oil; Described lipid acid is selected from one or more in linolenic acid, dehydrated castor oleic acid, soy(a)-bean oil fatty acid, paulownia linolic acid, linolic acid, ricinolic acid, tetradecanoic acid, Ba Dousuan, cocinic acid, tall oil fatty acid, sylvic acid, the cottonseed acid.
3. self-crosslinking sulfonate basic ring oxygen ester aqueous dispersion according to claim 1; It is characterized in that described epoxy resin is selected from: the E-31 that the F-51 that the E-12 that Xinhua Resin Factory, Shanghai produces, E-20, E-42, E-44, E-51, Shanghai Resin Factory Co., Ltd. produce, F-46, F-44, Wuxi resin processing plant produce, E-39-D, E-03 that Jiangsu Miki Group is produced, among the E-06 one or more.
4. self-crosslinking sulfonate basic ring oxygen ester aqueous dispersion according to claim 1; It is characterized in that described catalyzer is selected from one or more in dodecyl tin laurate, benzyltriethylammoinium chloride, normal-butyl tin, Lithium Hydroxide MonoHydrate, the three isocaprylic acid butyl tin.
5. self-crosslinking sulfonate basic ring oxygen ester aqueous dispersion according to claim 1; It is characterized in that described solubility promoter is selected from one or more among the TEXANOL that ethanol, n-propyl alcohol, Virahol, propyl carbinol, sec-butyl alcohol, isopropylcarbinol, EGME, butyl glycol ether, propylene glycol monomethyl ether, propylene glycol propyl ether, Ucar 35 butyl ether, diethylene glycol dimethyl ether, dipropylene glycol methyl ether, dipropylene glycol butyl ether, glycol methyl ether acetate, 1-Methoxy-2-propyl acetate, N-N-methyl-2-2-pyrrolidone N-, U.S. ESTAMAN company produces.
6. self-crosslinking sulfonate basic ring oxygen ester aqueous dispersion according to claim 1; It is characterized in that; Described neutralizing agent is selected from AMP-95, the N of 25% ammoniacal liquor, Angus Chemical's product, one or more in N-dimethylethanolamine, triethylamine, diethylamine, diethylolamine, the trolamine.
7. preparation method according to the described self-crosslinking sulfonate basic ring of claim 1 oxygen ester aqueous dispersion is characterized in that preparation process is following:
Prescription according to claim 1 adds vegetables oil or lipid acid, epoxy resin, the functional monomer that contains sulphonate-base and catalyzer in the reaction flask, behind logical nitrogen 10～20min, begins to heat up; When being warming up to 100～150 ℃, material melts, and begins to stir; Continue to be warming up to 150～250 ℃, and remain under this temperature and react, after acid number is 5～40mgKOH/g, lower the temperature; When temperature is reduced to 100～200 ℃; Add solubility promoter, when continuing to be cooled to 30～90 ℃, add neutralizing agent and deionized water; Stir 20～30min, promptly obtain sulphonate-base epoxy ester water dispersion.
8. one kind is the rust-proofing primer that base-material is processed with the described self-crosslinking sulfonate basic ring of claim 1 oxygen ester aqueous dispersion, it is characterized in that the consisting of of this rust-proofing primer:
9. the preparation method according to the described rust-proofing primer based on sulphonate-base epoxy ester water dispersion of claim 8 is characterized in that this preparation method comprises the steps:
(1) deionized water, wetting dispersing agent and the skimmer of adding formula ratio in Scattered Kettle stirred 15～30 minutes under the rotating speed of 600～800rpm, made mixing of materials even;
(2) add inertia rust-stabilising pigment, active rust-stabilising pigment and the filler of formula ratio, grind with sand mill, until fineness less than 30 microns;
(3) sulphonate-base epoxy ester water dispersion, siccative and the thickening material of adding formula ratio stirred 1～1.5 hour under the rotating speed of 600～800rpm, made mixing of materials even;
(4) detect pH value, add an amount of neutralizing agent, the adjustment pH value is 7～10;
(5) with 80～120 purpose strainer filterings, packing.
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| CN105017931A (en) * | 2015-07-29 | 2015-11-04 | 广西梧州龙鱼漆业有限公司 | Water-based epoxy ester antirust primer |
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| CN116376395B (en) * | 2023-03-21 | 2024-01-12 | 广东长大道路养护有限公司 | Steel bar antirust coating and construction method thereof |
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| CN1122145A (en) * | 1993-03-30 | 1996-05-08 | 国际壳牌研究有限公司 | Epoxidized vegetable oil modification of epoxy esters |
| CN1329114A (en) * | 2000-06-17 | 2002-01-02 | 化学工业部海洋化工研究院 | Thick paste air dry water priming paint |
| CN1374357A (en) * | 2001-03-10 | 2002-10-16 | 海洋化工研究院 | Epoxy ester emulsion and water-thinned antirust primer with the said emulsion as base material |
| JP2004292795A (en) * | 2003-01-28 | 2004-10-21 | Kansai Paint Co Ltd | Aqueous resin composition and aqueous coating material composition containing the same |
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| CN101659740A (en) | 2010-03-03 |
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