CN100447172C - Propenoic acid beta-hydroxy ethyl ester modified vinyl epoxy resin - Google Patents
Propenoic acid beta-hydroxy ethyl ester modified vinyl epoxy resin Download PDFInfo
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- CN100447172C CN100447172C CNB200510030132XA CN200510030132A CN100447172C CN 100447172 C CN100447172 C CN 100447172C CN B200510030132X A CNB200510030132X A CN B200510030132XA CN 200510030132 A CN200510030132 A CN 200510030132A CN 100447172 C CN100447172 C CN 100447172C
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- epoxy resin
- vinyl
- acid beta
- ethyl ester
- hydroxy ethyl
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- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 title claims abstract description 58
- 239000003822 epoxy resin Substances 0.000 title claims abstract description 51
- 229920000647 polyepoxide Polymers 0.000 title claims abstract description 51
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 title claims abstract description 51
- 229920001567 vinyl ester resin Polymers 0.000 claims abstract description 43
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 39
- 239000002002 slurry Substances 0.000 claims abstract description 34
- 239000003999 initiator Substances 0.000 claims abstract description 8
- 229920001187 thermosetting polymer Polymers 0.000 claims abstract description 4
- 239000004634 thermosetting polymer Substances 0.000 claims abstract description 4
- 238000006116 polymerization reaction Methods 0.000 claims description 48
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 42
- 239000004593 Epoxy Substances 0.000 claims description 34
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 30
- 229920005989 resin Polymers 0.000 claims description 28
- 239000011347 resin Substances 0.000 claims description 28
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 24
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 21
- 229940106691 bisphenol a Drugs 0.000 claims description 21
- -1 phenolic aldehyde Chemical class 0.000 claims description 15
- 239000000178 monomer Substances 0.000 claims description 4
- VVWRJUBEIPHGQF-UHFFFAOYSA-N propan-2-yl n-propan-2-yloxycarbonyliminocarbamate Chemical compound CC(C)OC(=O)N=NC(=O)OC(C)C VVWRJUBEIPHGQF-UHFFFAOYSA-N 0.000 claims description 4
- QEQBMZQFDDDTPN-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy benzenecarboperoxoate Chemical compound CC(C)(C)OOOC(=O)C1=CC=CC=C1 QEQBMZQFDDDTPN-UHFFFAOYSA-N 0.000 claims description 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims description 2
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 claims description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 2
- 239000005977 Ethylene Substances 0.000 claims description 2
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 claims description 2
- 239000003063 flame retardant Substances 0.000 claims description 2
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 claims description 2
- 238000005260 corrosion Methods 0.000 abstract description 69
- 230000007797 corrosion Effects 0.000 abstract description 69
- 239000000126 substance Substances 0.000 abstract description 22
- 229920000642 polymer Polymers 0.000 abstract description 14
- 150000003254 radicals Chemical class 0.000 abstract description 7
- 150000007522 mineralic acids Chemical class 0.000 abstract description 3
- 238000007334 copolymerization reaction Methods 0.000 abstract description 2
- 238000002474 experimental method Methods 0.000 abstract description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract 6
- 229920000877 Melamine resin Polymers 0.000 abstract 1
- 239000000853 adhesive Substances 0.000 abstract 1
- 230000001070 adhesive effect Effects 0.000 abstract 1
- 238000005536 corrosion prevention Methods 0.000 abstract 1
- 230000000977 initiatory effect Effects 0.000 abstract 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 51
- 239000000203 mixture Substances 0.000 description 49
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 40
- 238000011010 flushing procedure Methods 0.000 description 40
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 31
- 229910017604 nitric acid Inorganic materials 0.000 description 31
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 30
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 30
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 20
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 20
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 20
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 20
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 20
- 238000012360 testing method Methods 0.000 description 20
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 20
- 238000002360 preparation method Methods 0.000 description 14
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 12
- 239000002253 acid Substances 0.000 description 11
- 239000002131 composite material Substances 0.000 description 11
- OTLNPYWUJOZPPA-UHFFFAOYSA-N 4-nitrobenzoic acid Chemical compound OC(=O)C1=CC=C([N+]([O-])=O)C=C1 OTLNPYWUJOZPPA-UHFFFAOYSA-N 0.000 description 10
- 239000005711 Benzoic acid Substances 0.000 description 10
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 10
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 10
- 230000032683 aging Effects 0.000 description 10
- 235000010233 benzoic acid Nutrition 0.000 description 10
- HCPOCMMGKBZWSJ-UHFFFAOYSA-N ethyl 3-hydrazinyl-3-oxopropanoate Chemical compound CCOC(=O)CC(=O)NN HCPOCMMGKBZWSJ-UHFFFAOYSA-N 0.000 description 10
- 239000001257 hydrogen Substances 0.000 description 10
- 229910052739 hydrogen Inorganic materials 0.000 description 10
- 229910052500 inorganic mineral Inorganic materials 0.000 description 10
- 239000011707 mineral Substances 0.000 description 10
- 150000007524 organic acids Chemical class 0.000 description 10
- 239000003960 organic solvent Substances 0.000 description 10
- 239000000843 powder Substances 0.000 description 10
- 238000000034 method Methods 0.000 description 5
- 210000003746 feather Anatomy 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 229920006387 Vinylite Polymers 0.000 description 2
- 230000003628 erosive effect Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 150000007518 monoprotic acids Chemical class 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 229920006337 unsaturated polyester resin Polymers 0.000 description 2
- MNAHQWDCXOHBHK-UHFFFAOYSA-N 1-phenylpropane-1,1-diol Chemical compound CCC(O)(O)C1=CC=CC=C1 MNAHQWDCXOHBHK-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Natural products OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 1
- 229920004546 Hetron™ Polymers 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 230000008602 contraction Effects 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 238000005272 metallurgy Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000005619 thermoelectricity Effects 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
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- Epoxy Resins (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The present invention relates to vinyl epoxy resin modified by acrylic acid beta-hydroxyl vinyl ester, which is characterized in that the vinyl epoxy resin is prepared from vinyl epoxy resin slurry and acrylic acid beta-hydroxyl vinyl ester, wherein the weight ratio of the vinyl epoxy resin slurry and the acrylic acid beta-hydroxyl vinyl ester is 0.1 to 10:1; in addition, a free radical initiator is added in the vinyl epoxy resin according to 1% to 10% of the weight of the vinyl epoxy resin slurry and the acrylic acid beta-hydroxyl vinyl ester. Polymers formed after free radical initiation in the vinyl epoxy resin modified by acrylic acid beta-hydroxyl vinyl ester are thermosetting polymers. Because acrylic acid beta-hydroxyl vinyl ester takes part in copolymerization, the corrosion resistance of the polymers can be obviously improved, particularly the corrosion resistance against inorganic acid with high concentration. Simultaneously, the adhesive strength of the polymers and melamine can be effectively increased. The present invention can be used for various corrosion prevention table tops associated with chemical experiments, the inner sides of various pipelines needing corrosion resistance, and other components which need to realize corrosion resistance under extreme conditions.
Description
Technical field
The present invention relates to a kind of vinyl epoxy resin of modification, particularly a kind of by propenoic acid beta-hydroxy ethyl ester modified vinyl epoxy resin.
Background technology
The history that vinyl epoxy resin (often being called vinyl ester resin) came out and has about 40 years so far from sixties Mo.At first release the Epocrgl brand by U.S.'s shell chemistry (Shell Chemical), released the Derakane brand in 1966 by U.S. Dow chemistry subsequently, what follow release closely is the Hetron brand of Ashland chemistry, and the Ripoxy brand of Japanese showa highpolymer Co., Ltd., other foreign brand name or manufacturer have AOC, Interplastics etc.Because vinyl epoxy resin has good solidity to corrosion, ideal physical strength, water white transparency and construction technology comparatively easily, in the last thirty years, be widely used in industries such as oil, chemical industry, papermaking, metallurgy, thermoelectricity, medicine, food, traffic, environmental protection, building as corrosion-resisting resin of new generation.
The research and development of China's vinyl epoxy resin start from the late nineteen seventies in last century.In two times more than ten years after this, owing to be subjected to influence of various factors such as technology, starting material, year output is paced up and down in about thousands of tons of all the time.Along with the economic fast development of China, the production application amount of domestic vinyl ester resin presented the impetus that increases rapidly in recent years.Because its good performance, and product price progressively reduces, and now more and more understood by people and accepts.The vinyl epoxy resin of commercialization is many at present makes through addition with unsaturated monoprotic acid and epoxy compounds, and end group has unsaturated double-bond.It has kept the basic segment of Resins, epoxy, and the good process performance of unsaturated polyester resin is arranged again, after it solidifies under optimum conditions, shows some special premium properties.In theory, different epoxy compoundss and different unsaturated monoprotic acid reaction, different according to its synthesis technique and method can make structure, physics, vinyl epoxy resin that chemical property is different, are applied to different occasions.The type of vinyl epoxy resin is various on the domestic and international market at present, and representative company and production code member see Table 1.
Table 1 is vinyl ester resin trade mark table look-up both at home and abroad
Except that above-mentioned kind, the domestic market also has other two big classes at present: a class is the acrylic type vinyl epoxy resin that more producer adopts, or on this resin basis, use urethane-modified processing, the type resin temperature resistant grade descends 10～20 ℃ than corresponding methacrylic acid type vinyl ester resin, the unit elongation of resin rises, but owing to lack the provide protection of methyl, cause the corrosion resistance nature of resin, descend as alkaline resistance properties to ester bond; Another kind of resin is a modified product with Chinese characteristics, it is a fumaric acid modified bisphenol A epoxy Vinylite, but say from the strict sense, it does not belong to vinyl ester resin, a but transition kind in vinyl ester resin and the dihydroxyphenyl propane unsaturated polyester resin, such vinyl ester resin has the big characteristics of cross-linking density height, fragility and contraction, because the ester bond content in the resin is higher by 40～50% than standard type Vinylite, so its alkali resistance is relatively poor relatively.
Though above-mentioned vinyl epoxy resin has remarkable advantages than other macromolecular material on physics, chemical property, under some extreme condition, its performance, particularly chemical rotproofness aspect is still inadequate.Such as, all kinds of vinyl epoxy resins of selling on the domestic market at anti-strong acid, as obviously not enough on anti-98% vitriol oil or the 65% concentrated nitric acid ability, have influenced its popularization, application in high-end product to a great extent at present.
Summary of the invention:
One of purpose of the present invention is to provide a kind of erosion resistance preferably that has, particularly at the corrosive propenoic acid beta-hydroxy ethyl ester modified vinyl epoxy resin of high-concentration inorganic acid resistant.
For achieving the above object, technical conceive of the present invention is:
The present invention is on the basis of original vinyl epoxy resin, adds an amount of propenoic acid beta-hydroxy ethyl ester, finishes resin polymerization in the free radical initiator system, generates the propenoic acid beta-hydroxy ethyl ester modified vinyl resinous polymer.Concrete reaction is as follows:
R=forms the used all kinds of alkyl of vinyl epoxy resin
R＝H.CH
3
n＝0.1～10
According to above-mentioned reaction mechanism, the present invention has adopted following technical scheme:
A kind of propenoic acid beta-hydroxy ethyl ester modified vinyl epoxy resin, it is characterized in that this resin is a monomer with vinyl epoxy resin slurries and propenoic acid beta-hydroxy ethyl ester, in use, propenoic acid beta-hydroxy ethyl ester and vinyl epoxy resin slurries form thermosetting polymer through the radical initiator initiated polymerization; The weight ratio of therein ethylene basic ring epoxy resins slurries and propenoic acid beta-hydroxy ethyl ester is 0.1～10: 1, and the 1-10% that presses both weight again adds radical initiator; Vinyl epoxy resin accounts for 70% in the described vinyl epoxy resin slurries, styrene comprise 30%.
Above-mentioned vinyl epoxy resin slurries are commercially available standard type bisphenol-A epoxy vinyl ester, phenolic aldehyde epoxy vinyl ester, flame retardant type epoxy vinyl ester, high crosslink density type epoxy vinyl ester or PU modified version epoxy vinyl esters.
Above-mentioned radical initiator is: dibenzoyl peroxide, Diisopropyl azodicarboxylate, tert-butyl peroxide, dicumyl peroxide or t-butylperoxyl benzoate.
Propenoic acid beta-hydroxy ethyl ester modified vinyl epoxy resin using method of the present invention is: will evenly coat the substrate surface that needs covering according to the slurry that aforementioned proportion mixes, toasted 40 minutes down at 85 ℃, temperature programming to 125 is ℃ (1 ℃/minute then, need 40 minutes), and under 125 ℃, kept 30 minutes.Naturally cool to room temperature, wear out under the room temperature and can use after 3 days.
Propenoic acid beta-hydroxy ethyl ester modified vinyl epoxy resin of the present invention formed polymkeric substance after free radical causes is a thermosetting polymer, because propenoic acid beta-hydroxy ethyl ester participates in copolymerization, can obviously improve the erosion resistance of polymkeric substance, particularly in high-concentration inorganic acid resistant, do well.Can effectively increase simultaneously the cohesive strength of polymkeric substance and trimeric cyanamide (general composition board top layer all scribbles the trimeric cyanamide material), can be used for the relevant all kinds of anticorrosion table top of chemical experiment, all kinds of insides of pipes that need corrosion resistant, and other need under extreme conditions realize the device of corrosion resistant.
Specific implementation method:
Raw material is prepared: add the p methoxy phenol (stopper) of 1% weight ratio in the propenoic acid beta-hydroxy ethyl ester monomer, 90～92 ℃/12 mmhg cuts are collected in underpressure distillation, place refrigerator or refrigerator to preserve.Pure acrylic acid beta-hydroxy ethyl ester monomer is a colourless transparent liquid, and density is 1.011, and molecular weight is 116.
Embodiment one: propenoic acid beta-hydroxy ethyl ester modified standard type bisphenol-A epoxy vinyl ester polymer (part by weight of vinyl epoxy resin and propenoic acid beta-hydroxy ethyl ester is 5: 1)
With standard type bisphenol-A epoxy vinyl ester slurries (resin content 70%, styrene content 30%) 10 grams at room temperature mix with propenoic acid beta-hydroxy ethyl ester 2 grams, add dibenzoyl peroxide (BPO) 0.60 gram (5% weight ratio) again, be stirred well to the dibenzoyl peroxide powder and disappear, standby.
The slurries that mix are evenly coated the composite surface that the surface is covered with trimeric cyanamide, place composition board that constant temperature toasted 40 minutes in 85 ℃ baking oven, temperature programming to 125 ℃ (1 ℃/minute, totally 40 minutes) then, and kept 30 minutes down at 125 ℃.Composition board is taken out in baking oven, naturally cool to room temperature, and at room temperature aging after 3 days.
Composition board top layer polymkeric substance is water white transparency, smooth smooth.
The corrosion resistance nature test:
◆ 98% vitriol oil, following 1 minute post polymerization thing surface of room temperature is incarnadine, still is incarnadine after 3 hours, and water flushing back incarnadine disappears, and does not have the obviously corrosion marking.
◆ 50 ℃ of 98% vitriol oil, the post polymerization thing surface of dripping takes on a red color at once, still is red after 3 hours, is incarnadine after the water flushing, and the slight corrosion marking is arranged.
◆ 65% concentrated nitric acid, following 1 minute post polymerization thing surface of room temperature is incarnadine, still is incarnadine after 3 hours, and water flushing back incarnadine disappears, and does not have the obviously corrosion marking.
◆ 50 ℃ of 65% concentrated nitric acid, the post polymerization thing surface of dripping takes on a red color at once, still is red after 3 hours, is incarnadine after the water flushing, and the corrosion marking is arranged.
◆ to various concentration hydrogen sodium hydroxide solution, potassium hydroxide solution, other mineral acid except that 98% sulfuric acid, 65% nitric acid, organic solvents such as acetone, ethyl acetate, ethanol, ether, tetrahydrofuran (THF), and organic acid such as acetic acid, benzoic acid solution, p-nitrobenzoic acid solution, propanedioic acid solution does not all have any colour-change or corrosion.
Mechanical strength test (, after the slide surface polymerization, take off, detect and get) with proportioning of the same race and preparation method:
◆ tensile strength Mpa 78
◆ flexural strength Mpa 105
◆ elongation at break % 4.9
Embodiment two: the preparation of propenoic acid beta-hydroxy ethyl ester modified standard type bisphenol-A epoxy vinyl ester polymer (ratio of vinyl epoxy resin and propenoic acid beta-hydroxy ethyl ester is 4: 1)
With standard type bisphenol-A epoxy vinyl ester slurries (resin content 70%, styrene content 30%) 10 grams at room temperature mix with propenoic acid beta-hydroxy ethyl ester 2.5 grams, add dibenzoyl peroxide (BPO) 0.63 gram (5% weight ratio) again, be stirred well to the dibenzoyl peroxide powder and disappear, standby.
The slurries that mix are evenly coated the composite surface that the surface is covered with trimeric cyanamide, place composition board that constant temperature toasted 40 minutes in 85 ℃ baking oven, temperature programming to 125 ℃ (1 ℃/minute, totally 40 minutes) then, and kept 30 minutes down at 125 ℃.Composition board is taken out in baking oven, naturally cool to room temperature, and at room temperature aging after 3 days.
Composition board top layer polymkeric substance is water white transparency, smooth smooth.
The corrosion resistance nature test:
◆ 98% vitriol oil, following 1 minute post polymerization thing surface of room temperature is incarnadine, still is incarnadine after 3 hours, and water flushing back incarnadine disappears, and does not have the obviously corrosion marking.
◆ 50 ℃ of 98% vitriol oil, the post polymerization thing surface of dripping takes on a red color at once, still is red after 3 hours, is incarnadine after the water flushing, and the slight corrosion marking is arranged.
◆ 65% concentrated nitric acid, following 1 minute post polymerization thing surface of room temperature is incarnadine, still is incarnadine after 3 hours, and water flushing back incarnadine disappears, and does not have the obviously corrosion marking.
◆ 50 ℃ of 65% concentrated nitric acid, the post polymerization thing surface of dripping takes on a red color at once, still is red after 3 hours, is incarnadine after the water flushing, and the corrosion marking is arranged.
◆ to various concentration hydrogen sodium hydroxide solution, potassium hydroxide solution, other mineral acid except that 98% sulfuric acid, 65% nitric acid, organic solvents such as acetone, ethyl acetate, ethanol, ether, tetrahydrofuran (THF), and organic acid such as acetic acid, benzoic acid solution, p-nitrobenzoic acid solution, propanedioic acid solution does not all have any colour-change or corrosion.
Mechanical strength test:
◆ tensile strength Mpa 77
◆ flexural strength Mpa 105
◆ elongation at break % 5.0
Embodiment three: the preparation of propenoic acid beta-hydroxy ethyl ester modified standard type bisphenol-A epoxy vinyl ester polymer (ratio of vinyl epoxy resin and propenoic acid beta-hydroxy ethyl ester is 3: 1)
With standard type bisphenol-A epoxy vinyl ester slurries (resin content 70%, styrene content 30%) 10 grams at room temperature mix with propenoic acid beta-hydroxy ethyl ester 3.3 grams, add dibenzoyl peroxide (BPO) 0.67 gram (5% weight ratio) again, be stirred well to the dibenzoyl peroxide powder and disappear, standby.
The slurries that mix are evenly coated the composite surface that the surface is covered with trimeric cyanamide, place composition board that constant temperature toasted 40 minutes in 85 ℃ baking oven, temperature programming to 125 ℃ (1 ℃/minute, totally 40 minutes) then, and kept 30 minutes down at 125 ℃.Composition board is taken out in baking oven, naturally cool to room temperature, and at room temperature aging after 3 days.
Composition board top layer polymkeric substance is water white transparency, smooth smooth.
The corrosion resistance nature test:
◆ 98% vitriol oil, following 1 minute post polymerization thing surface of room temperature is incarnadine, still is incarnadine after 3 hours, is blush after the water flushing, does not have the obviously corrosion marking.
◆ 50 ℃ of 98% vitriol oil, the post polymerization thing surface of dripping takes on a red color at once, still is red after 3 hours, is incarnadine after the water flushing, and the corrosion marking is arranged.
◆ 65% concentrated nitric acid, following 1 minute post polymerization thing surface of room temperature is incarnadine, still is incarnadine after 3 hours, is blush after the water flushing, does not have the obviously corrosion marking.
◆ 50 ℃ of 65% concentrated nitric acid, the post polymerization thing surface of dripping takes on a red color at once, still is red after 3 hours, is incarnadine after the water flushing, and the corrosion marking is arranged.
◆ to various concentration hydrogen sodium hydroxide solution, potassium hydroxide solution, other mineral acid except that 98% sulfuric acid, 65% nitric acid, organic solvents such as acetone, ethyl acetate, ethanol, ether, tetrahydrofuran (THF), and organic acid such as acetic acid, benzoic acid solution, p-nitrobenzoic acid solution, propanedioic acid solution does not all have any colour-change or corrosion.
Mechanical strength test:
◆ tensile strength Mpa 76
◆ flexural strength Mpa 103
◆ elongation at break % 5.3
Embodiment four: the preparation of propenoic acid beta-hydroxy ethyl ester modified standard type bisphenol-A epoxy vinyl ester polymer (ratio of vinyl epoxy resin and propenoic acid beta-hydroxy ethyl ester is 2: 1)
With standard type bisphenol-A epoxy vinyl ester slurries (resin content 70%, styrene content 30%) 10 grams at room temperature mix with propenoic acid beta-hydroxy ethyl ester 5.0 grams, add dibenzoyl peroxide (BPO) 0.75 gram (5% weight ratio) again, be stirred well to the dibenzoyl peroxide powder and disappear, standby.
The slurries that mix are evenly coated the composite surface that the surface is covered with trimeric cyanamide, place composition board that constant temperature toasted 40 minutes in 85 ℃ baking oven, temperature programming to 125 ℃ (1 ℃/minute, totally 40 minutes) then, and kept 30 minutes down at 125 ℃.Composition board is taken out in baking oven, naturally cool to room temperature, and at room temperature aging after 3 days.
Composition board top layer polymkeric substance is water white transparency, smooth smooth, but soft.
The corrosion resistance nature test:
◆ 98% vitriol oil, the room temperature post polymerization thing surface pinkiness at once of dripping is red after 3 hours, is incarnadine after the water flushing, and the corrosion marking is arranged.
◆ 50 ℃ of 98% vitriol oil, the post polymerization thing surface of dripping takes on a red color at once, is scarlet after 1 minute, still is scarlet after 3 hours, takes on a red color after the water flushing, and the obvious corrosion marking is arranged.
◆ 65% concentrated nitric acid, following 1 minute post polymerization thing surface of room temperature takes on a red color, and still is scarlet after 3 hours, takes on a red color after the water flushing, and the corrosion marking is arranged.
◆ 50 ℃ of 65% concentrated nitric acid, the post polymerization thing surface of dripping takes on a red color at once, is scarlet after 1 minute, still is red after 3 hours, is incarnadine after the water flushing, and the obvious corrosion marking is arranged.
◆ acetone does not make the polymkeric substance variable color, but the obvious corrosion marking is arranged.
◆ to various concentration hydrogen sodium hydroxide solution, potassium hydroxide solution, other mineral acid except that 98% sulfuric acid, 65% nitric acid, organic solvents such as ethyl acetate, ethanol, ether, tetrahydrofuran (THF), and organic acid such as acetic acid, benzoic acid solution, p-nitrobenzoic acid solution, propanedioic acid solution does not all have any colour-change or corrosion.Mechanical strength test: polymkeric substance is soft, and it is anticorrosion not to be suitable for composite surface.
Embodiment five: the preparation of propenoic acid beta-hydroxy ethyl ester modified standard type bisphenol-A epoxy vinyl ester polymer (ratio of vinyl epoxy resin and propenoic acid beta-hydroxy ethyl ester is 6: 1)
With standard type bisphenol-A epoxy vinyl ester slurries (resin content 70%, styrene content 30%) 10 grams at room temperature mix with propenoic acid beta-hydroxy ethyl ester 1.7 grams, add dibenzoyl peroxide (BPO) 0.59 gram (5% weight ratio) again, be stirred well to the dibenzoyl peroxide powder and disappear, standby.
The slurries that mix are evenly coated the composite surface that the surface is covered with trimeric cyanamide, place composition board that constant temperature toasted 40 minutes in 85 ℃ baking oven, temperature programming to 125 ℃ (1 ℃/minute, totally 40 minutes) then, and kept 30 minutes down at 125 ℃.Composition board is taken out in baking oven, naturally cool to room temperature, and at room temperature aging after 3 days.
Composition board top layer polymkeric substance is water white transparency, smooth smooth.
The corrosion resistance nature test:
◆ 98% vitriol oil, following 1 minute post polymerization thing surface of room temperature is incarnadine, still is incarnadine after 3 hours, and water flushing back incarnadine disappears, and does not have the obviously corrosion marking.
◆ 50 ℃ of 98% vitriol oil, the post polymerization thing surface of dripping takes on a red color at once, still is red after 3 hours, is incarnadine after the water flushing, and the slight corrosion marking is arranged.
◆ 65% concentrated nitric acid, following 1 minute post polymerization thing surface of room temperature is incarnadine, still is incarnadine after 3 hours, and water flushing back incarnadine disappears, and does not have the obviously corrosion marking.
◆ 50 ℃ of 65% concentrated nitric acid, the post polymerization thing surface of dripping takes on a red color at once, still is red after 3 hours, is incarnadine after the water flushing, and the corrosion marking is arranged.
◆ to various concentration hydrogen sodium hydroxide solution, potassium hydroxide solution, other mineral acid except that 98% sulfuric acid, 65% nitric acid, organic solvents such as acetone, ethyl acetate, ethanol, ether, tetrahydrofuran (THF), and organic acid such as acetic acid, benzoic acid solution, p-nitrobenzoic acid solution, propanedioic acid solution does not all have any colour-change or corrosion.
Mechanical strength test:
◆ tensile strength Mpa 78
◆ flexural strength Mpa 107
◆ elongation at break % 4.9
Embodiment six: the preparation of propenoic acid beta-hydroxy ethyl ester modified standard type bisphenol-A epoxy vinyl ester polymer (ratio of vinyl epoxy resin and propenoic acid beta-hydroxy ethyl ester is 8: 1)
With standard type bisphenol-A epoxy vinyl ester slurries (resin content 70%, styrene content 30%) 10 grams at room temperature mix with propenoic acid beta-hydroxy ethyl ester 1.3 grams, add dibenzoyl peroxide (BPO) 0.57 gram (5% weight ratio) again, be stirred well to the dibenzoyl peroxide powder and disappear, standby.
The slurries that mix are evenly coated the composite surface that the surface is covered with trimeric cyanamide, place composition board that constant temperature toasted 40 minutes in 85 ℃ baking oven, temperature programming to 125 ℃ (1 ℃/minute, totally 40 minutes) then, and kept 30 minutes down at 125 ℃.Composition board is taken out in baking oven, naturally cool to room temperature, and at room temperature aging after 3 days.
Composition board top layer polymkeric substance is water white transparency, smooth smooth.
The corrosion resistance nature test:
◆ 98% vitriol oil, following 1 minute post polymerization thing surface of room temperature is incarnadine, still is incarnadine after 3 hours, and water flushing back incarnadine disappears, and does not have the corrosion marking.
◆ 50 ℃ of 98% vitriol oil, the post polymerization thing surface of dripping takes on a red color at once, still is red after 3 hours, is incarnadine after the water flushing, and the obvious corrosion marking is arranged.
◆ 65% concentrated nitric acid, following 1 minute post polymerization thing surface of room temperature is incarnadine, still is incarnadine after 3 hours, and water flushing back incarnadine disappears, and does not have the corrosion marking.
◆ 50 ℃ of 65% concentrated nitric acid, the post polymerization thing surface of dripping takes on a red color at once, still is red after 3 hours, is incarnadine after the water flushing, and the obvious corrosion marking is arranged.
◆ to various concentration hydrogen sodium hydroxide solution, potassium hydroxide solution, other mineral acid except that 98% sulfuric acid, 65% nitric acid, organic solvents such as acetone, ethyl acetate, ethanol, ether, tetrahydrofuran (THF), and organic acid such as acetic acid, benzoic acid solution, p-nitrobenzoic acid solution, propanedioic acid solution does not all have any colour-change or corrosion.
Mechanical strength test:
◆ tensile strength Mpa 80
◆ flexural strength Mpa 109
◆ elongation at break % 4.7
Embodiment seven: the preparation of propenoic acid beta-hydroxy ethyl ester modified standard type bisphenol-A epoxy vinyl ester polymer (ratio of vinyl epoxy resin and propenoic acid beta-hydroxy ethyl ester is 5: 1) (feather weight)
With standard type bisphenol-A epoxy vinyl ester slurries (resin content 70%, styrene content 30%) 1 kilogram at room temperature mixes for 0.2 kilogram with propenoic acid beta-hydroxy ethyl ester, add 0.06 kilogram of dibenzoyl peroxide (BPO) (5% weight ratio) again, be stirred well to the dibenzoyl peroxide powder and disappear, standby.
The slurries that mix are evenly coated the composite surface that the surface is covered with trimeric cyanamide, place composition board that constant temperature toasted 40 minutes in 85 ℃ baking oven, temperature programming to 125 ℃ (1 ℃/minute, totally 40 minutes) then, and kept 30 minutes down at 125 ℃.Composition board is taken out in baking oven, naturally cool to room temperature, and at room temperature aging after 3 days.
Composition board top layer polymkeric substance is water white transparency, smooth smooth.
The corrosion resistance nature test:
◆ 98% vitriol oil, following 1 minute post polymerization thing surface of room temperature is incarnadine, still is incarnadine after 3 hours, and water flushing back incarnadine disappears, and does not have the obviously corrosion marking.
◆ 50 ℃ of 98% vitriol oil, the post polymerization thing surface of dripping takes on a red color at once, still is red after 3 hours, is incarnadine after the water flushing, and the slight corrosion marking is arranged.
◆ 65% concentrated nitric acid, following 1 minute post polymerization thing surface of room temperature is incarnadine, still is incarnadine after 3 hours, and water flushing back incarnadine disappears, and does not have the obviously corrosion marking.
◆ 50 ℃ of 65% concentrated nitric acid, the post polymerization thing surface of dripping takes on a red color at once, still is red after 3 hours, is incarnadine after the water flushing, and the corrosion marking is arranged.
◆ to various concentration hydrogen sodium hydroxide solution, potassium hydroxide solution, other mineral acid except that 98% sulfuric acid, 65% nitric acid, organic solvents such as acetone, ethyl acetate, ethanol, ether, tetrahydrofuran (THF), and organic acid such as acetic acid, benzoic acid solution, p-nitrobenzoic acid solution, propanedioic acid solution does not all have any colour-change or corrosion.
Mechanical strength test (, after the slide surface polymerization, take off, detect and get) with proportioning of the same race and preparation method:
◆ tensile strength Mpa 77
◆ flexural strength Mpa 105
◆ elongation at break % 5.0
Embodiment eight: the preparation of propenoic acid beta-hydroxy ethyl ester modified standard type bisphenol-A epoxy vinyl ester polymer (ratio of vinyl epoxy resin and propenoic acid beta-hydroxy ethyl ester is 5: 1) (100 feather weight)
With standard type bisphenol-A epoxy vinyl ester slurries (resin content 70%, styrene content 30%) double centner and propenoic acid beta-hydroxy ethyl ester at room temperature mix for 20 kilograms, add 6 kilograms of dibenzoyl peroxide (BPO) (5% weight ratio) again, be stirred well to the dibenzoyl peroxide powder and disappear, standby.
The slurries that mix are evenly coated composite surface (1.5 meters wide 2.0 meters long composition boards that the surface is covered with trimeric cyanamide, be coated with 30 altogether, divide 6 batches and place operation in the large-scale baking oven), placing composition board, constant temperature toasted 40 minutes in 85 ℃ large-scale baking oven, temperature programming to 125 is ℃ (1 ℃/minute then, totally 40 minutes), and under 125 ℃, kept 30 minutes.Composition board is taken out in baking oven, naturally cool to room temperature, and at room temperature aging after 3 days.
Composition board top layer polymkeric substance is water white transparency, smooth smooth.
The corrosion resistance nature test:
◆ 98% vitriol oil, following 1 minute post polymerization thing surface of room temperature is incarnadine, still is incarnadine after 3 hours, and water flushing back incarnadine disappears, and does not have the obviously corrosion marking.
◆ 50 ℃ of 98% vitriol oil, the post polymerization thing surface of dripping takes on a red color at once, still is red after 3 hours, is incarnadine after the water flushing, and the slight corrosion marking is arranged.
◆ 65% concentrated nitric acid, following 1 minute post polymerization thing surface of room temperature is incarnadine, still is incarnadine after 3 hours, and water flushing back incarnadine disappears, and does not have the obviously corrosion marking.
◆ 50 ℃ of 65% concentrated nitric acid, the post polymerization thing surface of dripping takes on a red color at once, still is red after 3 hours, is incarnadine after the water flushing, and the corrosion marking is arranged.
◆ to various concentration hydrogen sodium hydroxide solution, potassium hydroxide solution, other mineral acid except that 98% sulfuric acid, 65% nitric acid, organic solvents such as acetone, ethyl acetate, ethanol, ether, tetrahydrofuran (THF), and organic acid such as acetic acid, benzoic acid solution, p-nitrobenzoic acid solution, propanedioic acid solution does not all have any colour-change or corrosion.
Mechanical strength test (, after the slide surface polymerization, take off, detect and get) with proportioning of the same race and preparation method:
◆ tensile strength Mpa 77
◆ flexural strength Mpa 106
◆ elongation at break % 4.9
Embodiment nine: the preparation of propenoic acid beta-hydroxy ethyl ester modified phenolic aldehyde epoxy vinyl ester polymer (ratio of vinyl epoxy resin and propenoic acid beta-hydroxy ethyl ester is 5: 1) (feather weight)
With standard type bisphenol-A epoxy vinyl ester slurries (resin content 70%, styrene content 30%) 1 kilogram at room temperature mixes for 0.2 kilogram with propenoic acid beta-hydroxy ethyl ester, add 0.06 kilogram of dibenzoyl peroxide (BPO) (5% weight ratio) again, be stirred well to the dibenzoyl peroxide powder and disappear, standby.
The slurries that mix are evenly coated the composite surface that the surface is covered with trimeric cyanamide, place composition board that constant temperature toasted 40 minutes in 85 ℃ baking oven, temperature programming to 125 ℃ (1 ℃/minute, totally 40 minutes) then, and kept 30 minutes down at 125 ℃.Composition board is taken out in baking oven, naturally cool to room temperature, and at room temperature aging after 3 days.
Composition board top layer polymkeric substance is water white transparency, smooth smooth.
The corrosion resistance nature test:
◆ 98% vitriol oil, following 2 minutes post polymerization thing surfaces of room temperature are incarnadine, still are incarnadine after 3 hours, and water flushing back incarnadine disappears, and does not have the obviously corrosion marking.
◆ 50 ℃ of 98% vitriol oil, the post polymerization thing surface of dripping takes on a red color at once, still is red after 3 hours, is incarnadine after the water flushing, and the slight corrosion marking is arranged.
◆ 65% concentrated nitric acid, following 5 minutes post polymerization thing surfaces of room temperature are incarnadine, still are incarnadine after 3 hours, and water flushing back incarnadine disappears, and does not have the obviously corrosion marking.
◆ 50 ℃ of 65% concentrated nitric acid, the post polymerization thing surface of dripping takes on a red color at once, still is red after 3 hours, is incarnadine after the water flushing, and the corrosion marking is arranged.
◆ to various concentration hydrogen sodium hydroxide solution, potassium hydroxide solution, other mineral acid except that 98% sulfuric acid, 65% nitric acid, organic solvents such as acetone, ethyl acetate, ethanol, ether, tetrahydrofuran (THF), and organic acid such as acetic acid, benzoic acid solution, p-nitrobenzoic acid solution, propanedioic acid solution does not all have any colour-change or corrosion.
Mechanical strength test (, after the slide surface polymerization, take off, detect and get) with proportioning of the same race and preparation method:
◆ tensile strength Mpa 81
◆ flexural strength Mpa 135
◆ elongation at break % 4.7
Embodiment ten: the preparation of propenoic acid beta-hydroxy ethyl ester modified standard type bisphenol-A epoxy vinyl ester polymer (ratio of vinyl epoxy resin and propenoic acid beta-hydroxy ethyl ester is 5: 1) (feather weight, Diisopropyl azodicarboxylate causes) with standard type bisphenol-A epoxy vinyl ester slurries (resin content 70%, styrene content 30%) 1 kilogram at room temperature mixes for 0.2 kilogram with propenoic acid beta-hydroxy ethyl ester, add 0.06 kilogram of Diisopropyl azodicarboxylate (AIBN) (5% weight ratio) again, be stirred well to the dibenzoyl peroxide powder and disappear, standby.
The slurries that mix are evenly coated the composite surface that the surface is covered with trimeric cyanamide, place composition board that constant temperature toasted 40 minutes in 85 ℃ baking oven, temperature programming to 125 ℃ (1 ℃/minute, totally 40 minutes) then, and kept 30 minutes down at 125 ℃.Composition board is taken out in baking oven, naturally cool to room temperature, and at room temperature aging after 3 days.
Composition board top layer polymkeric substance is water white transparency, smooth smooth.
The corrosion resistance nature test:
◆ 98% vitriol oil, following 1 minute post polymerization thing surface of room temperature is incarnadine, still is incarnadine after 3 hours, and water flushing back incarnadine disappears, and does not have the obviously corrosion marking.
◆ 50 ℃ of 98% vitriol oil, the post polymerization thing surface of dripping takes on a red color at once, still is red after 3 hours, is incarnadine after the water flushing, and the slight corrosion marking is arranged.
◆ 65% concentrated nitric acid, following 1 minute post polymerization thing surface of room temperature is incarnadine, still is incarnadine after 3 hours, and water flushing back incarnadine disappears, and does not have the obviously corrosion marking.
◆ 50 ℃ of 65% concentrated nitric acid, the post polymerization thing surface of dripping takes on a red color at once, still is red after 3 hours, is incarnadine after the water flushing, and the corrosion marking is arranged.
◆ to various concentration hydrogen sodium hydroxide solution, potassium hydroxide solution, other mineral acid except that 98% sulfuric acid, 65% nitric acid, organic solvents such as acetone, ethyl acetate, ethanol, ether, tetrahydrofuran (THF), and organic acid such as acetic acid, benzoic acid solution, p-nitrobenzoic acid solution, propanedioic acid solution does not all have any colour-change or corrosion.
Mechanical strength test (, after the slide surface polymerization, take off, detect and get) with proportioning of the same race and preparation method:
◆ tensile strength Mpa 78
◆ flexural strength Mpa 105
Elongation at break % 4.9.
Claims (3)
1. propenoic acid beta-hydroxy ethyl ester modified vinyl epoxy resin, it is characterized in that this resin is is monomer with vinyl epoxy resin slurries and propenoic acid beta-hydroxy ethyl ester, in use, propenoic acid beta-hydroxy ethyl ester and vinyl epoxy resin slurries form thermosetting polymer through the radical initiator initiated polymerization; The weight ratio of therein ethylene basic ring epoxy resins slurries and propenoic acid beta-hydroxy ethyl ester is 0.1～10: 1, and the 1-10% that presses both weight again adds radical initiator; Vinyl epoxy resin accounts for 70% in the described vinyl epoxy resin slurries, styrene comprise 30%.
2. propenoic acid beta-hydroxy ethyl ester modified vinyl epoxy resin according to claim 1, it is characterized in that described vinyl epoxy resin slurries are commercially available standard type bisphenol-A epoxy vinyl ester, phenolic aldehyde epoxy vinyl ester, flame retardant type epoxy vinyl ester, high crosslink density type epoxy vinyl ester or PU modified version epoxy vinyl esters.
3. propenoic acid beta-hydroxy ethyl ester modified vinyl epoxy resin according to claim 1, it is characterized in that described radical initiator is: dibenzoyl peroxide, Diisopropyl azodicarboxylate, tert-butyl peroxide, dicumyl peroxide or t-butylperoxyl benzoate.
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| CN104017402A (en) * | 2014-05-23 | 2014-09-03 | 浙江鸿浩科技有限公司 | Flame retardation type exterior coating capable of automatically cleaning |
| CN104817933A (en) * | 2015-04-28 | 2015-08-05 | 上海大学 | Self-cleaning super-hydrophobic corrosion-resisting coating |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5994447A (en) * | 1996-12-10 | 1999-11-30 | Daihan Paint & Ink Co., Ltd. | Organic-inorganic complex composition for coating metal surface |
| JP2000192255A (en) * | 1998-12-22 | 2000-07-11 | Kawasaki Steel Corp | Surface treating agent for galvanized steel sheet and surface treated galvanized steel sheet |
| JP2001240727A (en) * | 2000-03-01 | 2001-09-04 | Kansai Paint Co Ltd | Epoxy resin emulsion and water paint composition containing the same |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5994447A (en) * | 1996-12-10 | 1999-11-30 | Daihan Paint & Ink Co., Ltd. | Organic-inorganic complex composition for coating metal surface |
| JP2000192255A (en) * | 1998-12-22 | 2000-07-11 | Kawasaki Steel Corp | Surface treating agent for galvanized steel sheet and surface treated galvanized steel sheet |
| JP2001240727A (en) * | 2000-03-01 | 2001-09-04 | Kansai Paint Co Ltd | Epoxy resin emulsion and water paint composition containing the same |
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