CN107418281A - Putty composition and use its Repair Coatings method - Google Patents
Putty composition and use its Repair Coatings method Download PDFInfo
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- CN107418281A CN107418281A CN201710195825.7A CN201710195825A CN107418281A CN 107418281 A CN107418281 A CN 107418281A CN 201710195825 A CN201710195825 A CN 201710195825A CN 107418281 A CN107418281 A CN 107418281A
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- composition
- compound
- putty
- methyl
- acrylate
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/34—Filling pastes
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- E—FIXED CONSTRUCTIONS
- E04—BUILDING
- E04F—FINISHING WORK ON BUILDINGS, e.g. STAIRS, FLOORS
- E04F21/00—Implements for finishing work on buildings
- E04F21/02—Implements for finishing work on buildings for applying plasticised masses to surfaces, e.g. plastering walls
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- Engineering & Computer Science (AREA)
- Architecture (AREA)
- Chemical & Material Sciences (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Structural Engineering (AREA)
- Civil Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Paints Or Removers (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
- Sealing Material Composition (AREA)
Abstract
The present invention provides a kind of new putty composition, and it can particularly be used in car repair application purposes.A kind of putty composition, it is characterised in that it is included：Compound (A), the compound (A) have more than two active methylene groups in the molecule；Compound (B), the compound (B) have more than two groups for carry out nucleophilic addition by the carbanion of active methylene group generation in the molecule；And the pigment composition (C) containing extender pigment (c), on the basis of the mass parts of nonvolatile component quality 100 of compound (A) and compound (B), the content of extender pigment (c) is in the range of 80~300 mass parts, in the range of the viscosity under conditions of Brookfield viscometer, rotating speed 2rpm is in 50~2000Pas, a kind of Repair Coatings method, wherein, the putty composition is filled in the pars affecta of coated-body, putty layer is ground after drying, the application repairing coating composition thereon.
Description
Technical field
Unsaturated polyester resin is Comparatively speaking generally less expensive with other resins, in addition even in normal temperature also in short-term
Between solidify, thus workability is excellent, further has various excellent physical characteristics and chemistry by selecting primary raw material
Characteristic, thus be applied in the various uses such as putty, coating, FRP products formeds, resin concrete, injection moulded products.
Background technology
In the past, from the aspect of curability and/or physical property, in putty composition, styrene monomer conduct has been used
The reactive diluent of unsaturated polyester resin.
But in recent years, styrene monomer turns into the control object in particular chemicals obstacle prevention rules, therefore opens
Sending the i.e. so-called non-styrene type putty composition of putty composition not comprising styrene turns into the task of top priority.
As non-styrene type putty composition, such as a kind of unsaturated polyester resin group is recorded in patent document 1
Compound, hydroxy alkyl methacrylate is it used as reactive diluent to substitute styrene monomer.Said composition
Smell is small, solidifies excellent in stability, surface drying excellent, but there are the situation insufficient with the tack of base material.
In addition, disclosing a kind of putty composition in patent document 2~3, it includes specific polymerism unsaturationization
Compound is as reactive diluent and comprising specific aromatic amine compound as solidification kicker；Said composition
It is surface drying good, and the retrofit face after upper painting application will not also occur yellow and have good outward appearance, separately
Internally dry property during outer progress thickness coating is also excellent, can be formed also excellent relative to the tack of base material and/or coating
Putty layer, but cause sometimes in storage composition surface occur skin drying phenomenon.
On it is such the problem of, a kind of unsaturated polyester resin compositions are disclosed in patent document 4~5, its utilize
There is the carboxylic acid compound for the conjugated double bond that the carbonyl moiety in carboxyl is conjugated.The storage stability of said composition and surface
Drying property is all good, but using said composition as during repairing putty, there are the surface of cured layer not as easy grinding
Problem.
However, at the scene of car repair application, putty is filled in the pars affecta of vehicle, until internal also dry, pressed
It is ground according to the surface planarisation mode for the putty layer for thickly to have attached using sand paper etc., then in abradant surface application
Bonding layer surface agent etc. is lower to apply coating, and then application has been mixed colours not to be not suitable for the repairing of the color of sense relative to the portion of repairing
With painting matrix coating in coloring.
In the putty work as the initial process of Repair Coatings, after putty is filled in into pars affecta, it is necessary to make it
Dried in the short time, wait operator, operation can be ground in the stage of morning.But the drying property of putty layer is too
When quick, then the problem of being not easy to carry out putty filling operation is there are, thus design a kind of filling operation by putty composition
The putty composition that property, the drying property of putty layer and grinding operation fully meet is extremely difficult.
Patent document 1：Japanese Unexamined Patent Publication 2005-162830 publications
Patent document 2：Japanese Unexamined Patent Publication 2005-206781 publications
Patent document 3：Japanese Unexamined Patent Publication 2006-206863 publications
Patent document 4：Japanese Unexamined Patent Publication 2008-63528 publications
Patent document 5：Japanese Unexamined Patent Publication 2008-115217 publications
The content of the invention
The problem solved is wanted in invention
It is an object of the invention to provide a kind of new putty composition, and it particularly can be in car repair application purposes
Middle use.
The solution used to solve the problem
The present inventor etc. has made intensive studies to above-mentioned problem, as a result finds the following fact so as to reach this hair
It is bright：The speed of nucleophilic addition based on carbanion obtained from active methylene group is excellently suitable for putty composition, and
And even if without using styrene, it can also obtain the putty composition of curability and physical properties excellent.
That is, the present invention relates to a kind of putty composition, it is characterised in that it is included：Compound (A), the compound (A) exist
There are more than two active methylene groups in molecule；Compound (B), the compound (B) have more than two make in the molecule
Obtain the group that nucleophilic addition is carried out by the carbanion of active methylene group generation；And the pigment composition containing extender pigment (c)
(C), wherein, on the basis of the mass parts of nonvolatile component quality 100 of compound (A) and compound (B), extender pigment (c)
Content be in the range of 80~300 mass parts, the viscosity under conditions of Brookfield viscometer, rotating speed 2rpm be in 50~
In the range of 2000Pas,
And the present invention relates to a kind of Repair Coatings method, wherein, the putty composition is filled in the damage of coated-body
Portion, putty layer is ground after drying, the application repairing coating composition thereon.
The effect of invention
According to the putty composition of the present invention, also there are rapid-drying properties under conditions of air drying or force drying,
And make it that putty filling operation is good, the surface drying and excellent putty layer of hardness can be obtained.The surface of the putty layer
It is also excellent with the tack of base material with the property easily ground, as pole for the substrate treating agent of car repair application
Its is useful.
Embodiment
The putty composition of the present invention is a kind of composition, it is characterised in that it contains：There is two or more in the molecule
Active methylene group compound (A), in the molecule have it is more than two cause by active methylene group generate carbanions
Carry out the compound (B) and pigment composition (C) of the group of nucleophilic addition.
＜ has the compound (A) of more than two active methylene groups in the molecule>
In the present invention, active methylene group refers to combine at least side of methylene (be preferably both sides) electron-withdrawing
The group of group, as electron-withdrawing group, carbonyl, ester group, cyano group, nitro, sulfonyl, sulfinyl, phosphine are enumerated as an example
Acyl group etc., group obtained from particularly combining carbonyl in the both sides of methylene, i.e.-CO-CH2- CO- structures are suitable.
In the present invention, as the compound (A) with more than two such active methylene groups, since in the molecule
Active methylene, preparation method, structure etc. are just not only restricted to, still, such as active hydrogen concentration is in 0.5~60mol/Kg model
In enclosing, the compound being preferably in the range of 2~45mol/Kg is suitable.
Hydrogen concentration active in this manual refers to that the contained reactive hydrogen from active methylene group is former in 1kg compounds
The molal quantity of son.
In the present invention, from the viewpoint of the abrasiveness and water-fast tack of putty composition, as compound (A)
Molecular weight, according to weight average molecular weight, in the range of 100~100,000, it is preferably in the range of 200~50,000, this
It is suitable.
Weight average molecular weight is in this manual, by will by gel permeation chromatograph (TOSOH Co., Ltd's system,
" HLC8120GPC ") obtained from the weight average molecular weight that determines converted on the basis of the weight average molecular weight of polystyrene
Value.In the measure, on chromatographic column, " TSKgel G-4000H × L ", " TSKgel G-3000H × L ", " TSKgel are used
G-2500H × L ", " TSKgel G-2000H × L " (be trade name, TOSOH Co., Ltd's system) this 4, use mobile phase four
Hydrogen furans, 40 DEG C of measurement temperature, flow velocity 1ml/min, condition determination as detector RI.
In addition, on compound (A), from the putty layer formed by putty composition it is surface drying from the viewpoint of,
It is in without acid number or acid number in below 10mgKOH/g scope, this is suitable.
Acid number in this specification is, based on measure obtained from the titration formulated in JIS K 5601 (1999)
Value.
In the present invention, as compound (A), for example, can include：Amyl- 2,4- diketone, hex- 2,4- diketone, hept- 2,
4- diketone, 1- methoxyl group -2,4- pentanediones, 1- phenyl -1,3- diacetyl, 1,3- diphenyl -1,3- propanedione, 4,6- dioxos
Methyl heptanoate, 5,7- dioxos methyl caprylate, methyl benzoylacetate, ethyl benzoylacetate, benzoyl acetic acid butyl ester, propionyl
Ethyl, propiono butyl acetate, butyryl methyl acetate, methyl acetoacetate, ethyl acetoacetate, acetoacetate isopropyl
Ester, butyl-acetoacetate, tert-butyl acetoacetate, acetoacetate (2- methoxy ethyls) ester, acetoacetate (2- ethylhexyls)
Ester, lauryl acetoacetate, 2- acetoacetoxyethyls acrylate, 2- acetoacetoxyethyls (methacrylic acid)
Ester, benzyl acetoacetate, 1,4- butanediols diacetyl acetic ester, 1,6-HD diacetyl acetic ester, neopentyl glycol diacetyl
Acetic acid esters, 2- ethyl -2- butyl -1,3- propane diols diacetyl acetic ester, cyclohexanedimethanol diacetyl acetic ester, ethoxylation
Bisphenol A diacetoacetate, trimethylolpropane tris acetoacetic ester, glycerin triacetoacetate, the second of pentaerythrite three
Ethyl sodio acetoacetic ester, the acetoacetic ester of pentaerythrite four, two (trimethylolpropane) four acetoacetic ester, the acetyl second of dipentaerythritol six
The compounds such as acid esters and, obtain contain acetoacetic ester using the ester exchange reaction of polyalcohol and ethyl acetoacetate
Polymer and dimethyl malenate, diethyl malonate, dipropyl malonate, Diisopropyl malonate, the malonic acid two of base
The malonic acid compounds such as butyl ester, malonic acid two (2- ethylhexyls), malonic acid dilauryl；Utilize polyalcohol and malonic acid dioxane
Base ester and polymer for obtaining etc..
In addition, as the polymer in the molecule with more than two active methylene groups, can exemplify：Acrylic compounds tree
Lipoid substance, the polyester resin compound containing active methylene group, the polyurethane type resin compound containing active methylene group, contain
The epoxy resin compound of active methylene group and two or more modified bodies being combined by them etc..
As the polymer with more than two above-mentioned active methylene groups it is constituent, containing active methylene group
Compound, such as can include：Carboxylic acid containing active methylene group, (methyl) acryl monomer containing active methylene group etc..
As the carboxylic acid containing active methylene group, for example, include acetoacetate, malonic acid, cyanoacetic acid and they spread out
Biology etc..
As the specific example of the carboxylate among the above-mentioned carboxylic acid derivates containing active methylene group, for example, can include
Methyl acetoacetate, ethyl acetoacetate, isopropyl acetoacetate, acetoacetate n-propyl, benzyl acetoacetate, acetoacetate
The acetoacetic esters such as phenyl ester；Diethyl malonate, diethyl malonate, Diisopropyl malonate, malonic acid di-n-propyl ester, methyl
The diester malonates such as diethyl malonate, malonic acid benzyl ester methyl esters, malonic acid dibenzyl ester, malonic acid diphenyl, also can be by it
In one or two kinds of combination of the above.
On the other hand, the specific example as (methyl) acryl monomer containing active methylene group, for example, can include
The trimethylammonium of 2- ethoxy-cs two (methyl) acrylate, 2- acetoacetoxyethyls (methyl) acrylate, N- (2- second
Acyl acetaminoethyl) acrylamide, 2- (N- acetoacetyls amino-ethyl) (methyl) acrylate, 2- cyano-acetamide oxygen
Base ethyl (methyl) acrylate, N- (2- cyano-acetoxies ethyl) acrylamide, N- (2- propionos Acetoxybutyl)
Acrylamide, N-4- (acetoacetoxy groups methyl) benzylacrylamide, N- (2- aceto-acetamides ethyl) acrylamide, N-
(2- aceto-acetamides ethyl) Methacrylamide etc., also can be by one or two kinds of combination of the above in them.
, can be with as the polyester resin compound containing active methylene group of the above-mentioned compound (A) containing active methylene group
It is comprising reaction product carboxylic acid containing active methylene group or derivatives thereof with the composition of polyalcohol.
As the polyalcohol for being reacted with the above-mentioned carboxylic acid containing active methylene group and its derivative, if in point
At least there is the compound of two hydroxyls, for example, ethylene glycol, diethylene glycol, propane diols, tetramethylene can be included in son
Glycol, neopentyl glycol, 1,6-HD, 1,9- nonanediols, trimethylolpropane, glycerine, pentaerythrite, hydrogenated bisphenol A, bis-phenol
A dihydroxypropyls ether, acrylic polyol, PEPA, PPG, epoxy polyol, polyurethane polyol and
Polyalcohols such as (poly-) siloxane polyol etc..
, can be as needed and by the carboxylic in addition to the carboxylic acid containing active methylene group on above-mentioned polyester resin compound
Acid is set to constituent.
As the carboxylic acid of correlation, for example, can exemplify：Phthalic acid, phthalic anhydride, halophthalic acid
Acid anhydride, M-phthalic acid, terephthalic acid (TPA), hexahydrophthalic acid, hexahydrophthalic anhydride, hexahydro terephthalic acid, hexahydro
M-phthalic acid, butanedioic acid, malonic acid, glutaric acid, adipic acid, decanedioic acid, 1,12 dodecanedioic acid, 2,6 naphthalene dicarboxylic acid, 2,
7- naphthalene dicarboxylic acids, 2,3- naphthalene dicarboxylic acids, 2,3- naphthalene dicarboxylic acids acid anhydride, 4,4 '-diphenyldicarboxylic acid and their dialkyl ester etc.
Saturated polybasic acid.
As the above-mentioned acrylic resin class compound containing active methylene group, for example, it may be containing active methylene group
The copolymer of (methyl) acryl monomer and the other polymerism unsaturated monomers that can be copolymerized with the monomer.
Can be (methyl) acrylic monomer or non-(first as above-mentioned other polymerism unsaturated monomers
Base) acrylic monomer；As (methyl) acrylic monomer, for example, including：(methyl) methyl acrylate, (methyl) third
Olefin(e) acid ethyl ester, n-propyl (methyl) acrylate, isopropyl (methyl) acrylate, normal-butyl (methyl) acrylate, isobutyl
Base (methyl) acrylate, the tert-butyl group (methyl) acrylate, 2- ethylhexyls (methyl) acrylate, n-octyl (methyl) third
Olefin(e) acid ester, lauryl (methyl) acrylate, stearyl (methyl) acrylate, cyclohexyl (methyl) acrylate, isoborneol
(methyl) containing straight-chain, branched shape or cyclic alkyl such as base (methyl) acrylate, tridecyl (methyl) acrylate
Acrylate；N- methoxies (methyl) acrylamide, n-butoxy methyl (methyl) acrylamide, methoxy ethyl (first
Base) acrylate, methoxy-propyl (methyl) acrylate, ethoxyethyl group (methyl) acrylate, ethoxycarbonyl propyl (first
Base) alkoxyalkyl (methyl) acrylate such as acrylate；The poly- alkylenes such as polyethylene glycol mono methoxy (methyl) acrylate
(methyl) acrylate containing alkoxy such as base glycol monoalkoxy (methyl) acrylate；Glycidyl (methyl) acrylic acid
(methyl) acrylate containing epoxy radicals such as ester, 3,4- epoxycyclohexyl-methyls (methyl) acrylate；Acrylic acid, metering system
Carboxylic (methyl) acrylate such as the half ester compound of acid, (methyl) hydroxyalkyl acrylates and acid anhydrides；2- acrylamides
Base -2- methyl propane sulfonic acids etc. contain sulfonic (methyl) acrylate；Acid phosphonooxyethyl (methyl) acrylate, phosphorus
(methyl) acrylate of the phosphorous acidic groups such as sour single [(2- ethoxys) (methyl) acrylic acid] ester；N, N- dimethyl aminoethyl
(methyl) acrylate, N, N- diethylaminos ethyl (methyl) acrylate, N, N- dimethylaminopropyls (methyl) propylene
Acid esters, N- t-butylamino ethyls (methyl) acrylate, N, N- dimethrlaminobutyls (methyl) acrylate etc. contain amino
(methyl) acrylate；(methyl) acryloyloxyethyl trimethyl ammonium chloride, dimethylamine ethyl first
(methyl) acrylate containing quaternary ammonium base such as ammonium chloride；2- ethoxys (methyl) acrylate, hydroxypropyl (methyl) third
(methyl) the dihydroxypropyl alkane such as olefin(e) acid ester, 2,3- dihydroxies butyl (methyl) acrylate, 4- hydroxyls butyl (methyl) acrylate
Base ester, compound obtained from the lactones such as 6-caprolactone and above-mentioned (methyl) hydroxyalkyl acrylates are carried out into ring-opening polymerisation,
And the hydroxyl such as monoesters compound of the polyalcohol such as polyethyleneglycol (methyl) acrylate and acrylic or methacrylic acid
(methyl) acrylate etc.；Hexafluoro isopropyl (methyl) acrylate, perfluoro capryl methyl (methyl) acrylate, perfluoro capryl
Ethyl (methyl) acrylate etc. fluoroalkyl (methyl) acrylate；(methyl) acryloxyalkoxysilanes, γ-(methyl)
Acryloxypropyl trimethoxy silane, γ-(methyl) acryloxypropyl triethoxysilane, β-(methyl) acryloyl
Epoxide ethyl trimethoxy silane, β-(methyl) acryloyl-oxyethyl triethoxysilane, γ-(methyl) acryloxy third
Ylmethyl dimethoxysilane, γ-(methyl) acryloxypropyl diethoxy silane, γ-(methyl) acryloyl-oxy
Base hydroxypropyl methyl dipropoxy silane, γ-(methyl) acryloxy butyl phenyl dimethoxysilane, γ-(methyl) propylene
(methyl) acrylate containing hydrolyzable silyl group such as acryloxypropylethoxysilane diethylmethoxysilane：And combinations thereof.
As non-(methyl) acrylic monomer, for example, can include：The aromatic vinyls such as styrene, vinyltoluene
Based compound；Cyclohexyl vinyl ether, nonyl vinyl ethers, 2- ethylhexyl vinyl ethers, hexyl vinyl ethers, ethylethylene
The vinyl ethers such as base ether, n-butyl vinyl ether, tert-Butyl vinyl ether；The allyls such as ethyl allyl ether, hexyl allyl ether
Base ether；" tertiary ethylene carbonate (VeoVA) 9 ", " tertiary ethylene carbonate (VeoVA) 10 " (it is Shell Chemical Co's system, commodity
Name) etc. vinyl carboxylates；The alkene such as ethene, propylene, isobutene：Fluoroalkyl trifluoro vinyl ether, perfluoroalkyl trifluoro vinyl
Fluorovinyl ethers such as ether etc..
＜ has more than two cause by the carbanion progress nucleophilic addition of active methylene group generation in the molecule
The compound (B) of group>
In the present invention, compound (B) is that have more than two carbon for turning into and being generated by compound (A) in the molecule
The compound of the group of the nucleophilic addition body of anion, and can be reacted with active methylene group and with active methylene group
Carbon forms the group of carbon-carbon bond, as the specific example for the group that can turn into the nucleophilic addition body, such as can include α, and β-no
Saturation carbonyl, it can preferably include (methyl) acryloyl group.
In addition, the unsaturated group concentration on compound (B), consider from viewpoints such as the abrasivenesses of putty layer, be 0.1~
In the range of 20mol/kg, in the range of preferably 1~15mol/kg.
It is explained, in this manual, unsaturated group concentration refers to polymerism insatiable hunger contained in 1kg compounds
With the mol numbers of group.
In the present invention, from the viewpoint of the surface drying and water-fast tack of putty layer, the molecule of compound (B)
Amount is in the range of 50~20,000, is preferably in the range of 100~5,000, this is suitable.
In the present invention, compound (B) if having more than two above-mentioned groups in the molecule, then is not only restricted to
Preparation method, structure etc., but specific example is used as, such as multifunctional (methyl) acrylate can be included.
It is that there is at least two (methyl) acryloyl group in the molecule as multifunctional (methyl) acrylate
Compound, specifically include：Glycol diacrylate, diethylene glycol diacrylate, DPG (methyl) propylene
Acid esters, triethylene glycol two (methyl) acrylate, tripropylene glycol two (methyl) acrylate, butanediol (methyl) acrylate,
Four butanediol two (methyl) acrylate, hexamethylene glycol two (methyl) acrylate, 1,6-HD two (methyl) propylene
Acid esters, 1,9- nonanediols two (methacrylate), 1,10- decanediols two (methyl) acrylate, neopentyl glycol two (methyl)
Acrylate, (methyl) acrylate of 2,4- dimethyl -1,5- pentanediols two, butyl ethyl propane diols (methyl) acrylate,
Ethoxylation cyclohexane methanol two (methyl) acrylate, polyethylene glycol two (methyl) acrylate, (first of oligoethylene glycol two
Base) acrylate, ethylene glycol two (methyl) acrylate, 2- ethyls -2- butyl-butanediol two (methyl) acrylate, hydroxyl
Special valeral be modified trimethylolpropane two (methyl) acrylate, 3-hydroxypivalic acid neopentyl glycol two (methyl) acrylate, oneself
Lactone-modified 3-hydroxypivalic acid neopentyl glycol two (methyl) acrylate, ethylene-oxide-modified bisphenol-A two (methyl) acrylate,
More ethyoxyl two (methyl) acrylate of Bisphenol F, polypropylene glycol two (methyl) acrylate, oligomeric propane diols two (methyl) propylene
Acid esters, 1,4- hexamethylenes two (methyl) acrylate, 1,4- butanediols two (methyl) acrylate, the oxirane of Bisphenol F add
Two (methyl) acrylate, the bicyclic pentyl two of the propylene oxide adduct of two (methyl) acrylate, Bisphenol F into thing
(methyl) acrylate, glycerine two (methyl) acrylate, tristane two (methyl) acrylate, propoxylation ethyoxyl
Change two (methyl) acrylate such as bisphenol-A two (methyl) acrylate, four brominated bisphenol-A two (methyl) acrylate；Three hydroxyl first
Base propane three (methyl) acrylate, trimethylolethane trimethacrylate (methyl) acrylate, the alkylene oxide of trimethylolpropane are modified
Three (methyl) acrylate, pentaerythrite three (methyl) acrylate, dipentaerythritol three (methyl) acrylate, trihydroxy methyl
Propane three (methyl) acryloxypropyl) ether, isocyanuric acid alkylene oxide be modified three (methyl) acrylate, the season penta 4 of propionic acid two
Alcohol three (methyl) acrylate, three ((methyl) acryloyl-oxyethyl) isocyanuric acid esters, hydroxyl spy valeral are modified dihydroxymethyl
Propane three (methyl) acrylate, sorbierite three (methyl) acrylate, propoxylation trimethylolpropane tris (methyl) propylene
Acid esters and ethoxylated glycerol triacrylate etc. three (methyl) acrylate；Pentaerythrite four (methyl) acrylate, mountain
Pears alcohol four (methyl) acrylate, two (trimethylolpropane) four (methyl) acrylate, the epoxy of two (trimethylolpropanes)
Four (methyl) acrylic acid of four (methyl) acrylate of ethane additive product, the propylene oxide adduct of two (trimethylolpropanes)
Ester, propionic acid dipentaerythritol four (methyl) acrylate, ethoxylation pentaerythrite four (methyl) acrylate, sorbierite five
(methyl) acrylate, dipentaerythritol four (methyl) acrylate, dipentaerythritol five (methyl) acrylate, two seasons penta 4
Alcohol six (methyl) acrylate, sorbierite six (methyl) acrylate, phosphonitrile alkylene oxide be modified six (methyl) acrylate, with
And caprolactone modification dipentaerythritol six (methyl) acrylate etc..
In addition, also included in compound (B)：With α such as fumaric acid and maleic acids, β-unsaturated dicarboxylic acid is composition
The polyester resin compound or polyamide resin lipid compound of composition, the acrylic resin class containing (methyl) acryloyl group
Compound etc..
The present invention putty composition be characterised by, by the reactive applications of above-claimed cpd (A) and compound (B) in
The solidification of putty layer, on compound (A) and the use ratio of compound (B), from the viewpoint of the surface cure of putty layer
Consider, relative to the equivalent of reactive hydrogen 1 from active methylene group contained in compound (A), according to contained by compound (B)
Unsaturated group turn into 0.1~2.0 equivalent in the range of, preferably turn into 0.3~1.5 equivalent in the range of mode adjust, this
It is suitable.
＜ pigment compositions (C)>
On the putty composition of the present invention, face is included from the viewpoint of the substrate disguise and abrasiveness of putty layer
Expect composition (C).As pigment composition (C), the always known pigment for being used as coating applications can be used, but can be particularly preferred
Include：The coloring pigments such as titanium white, iron oxide red, carbon black, iron oxide black；Talcum, mica, barium sulfate, kaolin, calcium carbonate, clay,
Extender pigments such as silica, quartz, glass etc..They can be used a kind of or and are used with two or more.
On pigment composition (C) compounding amount, from the viewpoint of grinding operation and spatula apply workability, relative to
The scope of the mass parts of total quality 100 of compound (A) and compound (B), the scope in 80~600 mass parts, preferably
Scope in 90~300 mass parts, this is suitable.
It is a feature of the present invention that on pigment composition (C), required composition is used as comprising extender pigment (c), in addition, with
On the basis of the mass parts of nonvolatile component quality 100 of compound (A) and compound (B), the content of extender pigment (c) is in 80
~300 mass parts.
In this manual, nonvolatile component refers to remove the remnant obtained after volatile ingredient, and remnant is at normal temperatures
Can be that solid shape can also be liquid.On nonvolatile component quality, for example, can be by by remaining amount of substance when having dried
Non-volatile content rate is set to relative to the ratio of quality before drying, the sample mass for making non-volatile content rate be multiplied by before drying, so as to calculate
Go out.
The present composition is good and for application dealer so as to obtain sagging resistance by comprising extender pigment (c)
For the excellent putty composition of workability.
Above-mentioned extender pigment (c) in the range of 90~250 mass parts preferably to include, preferably with 100~180 mass parts
In the range of include, this is suitable.
When the content of extender pigment (c) is less than 80 mass parts, putty filling operation becomes difficult and formed out greasy
The abrasiveness of sublayer becomes insufficient, and on the other hand, then putty filling operation becomes difficult and shape during more than 300 mass parts
The tack of base material after not having into the putty layer gone out relative to water logging becomes insufficient thus not preferred.
＜ curing catalysts composition (D)>
In the present invention, it is preferred to include the curing catalysts composition (D) for the reaction for promoting compound (A) and compound (B).
, can be without restriction using the reaction for promoting compound (A) and compound (B) as the curing catalysts composition (D) of correlation
Known composition.
As the specific example of the curing catalysts composition (D), such as include：Proline, three azabicyclo decene
(TBD), 1,8- diazabicyclos [5.4.0] endecatylene -7 (DBU), hexahydro methylpyrimidine and pyridine (MTBD), 1,5- phenodiazines
Miscellaneous bicyclic [4.3.0] nonene -5 (DBN), triethylamine (TEA), tri-n-butylamine (TBA), TMG (TMG), triethylenediamine (TEDA)
Deng amine catalyst；The acylate of above-mentioned amine catalyst；Tetraethylammonium bromide, TBAB, etamon chloride, four fourths
The halogen series catalysts such as base phosphonium bromide, triphenyl benzyl phosphonium chloride；Triphenylphosphine, three cyclopenta phosphines, three (2,4,4- trimethyls penta
Base) phosphine, tricyclohexyl phosphine, three n-hexyl phosphines, three (2- ethylhexyls) phosphines, tri-n-octyl phosphine, three positive decyl phosphines, three n-dodecanes
The phosphine series catalysts such as base phosphine, three stearyl phosphines；Sodium methoxide, caustic alcohol, potassium tert-butoxide, potassium hydroxide, sodium hydroxide, sodium metal,
The alkali metal series catalysts such as lithium diisopropylamide (LDA), butyl lithium, potassium carbonate, sodium carbonate；Ruthenium cyclo-octadiene cyclo-octatriene,
Hydrogenate the ruthenium catalysts such as ruthenium；The Fe-series catalyst such as ferric trichloride and/or ferric acetyl acetonade；Nickel acetylacetonate, nickel acetate, nickel water
The Raney nickels such as poplar aldehyde；Cu-series catalyst；Palladium series catalyst；Scandium series catalysts；Lanthanide catalysts；Ytterbium series catalysts；Tin system urges
Agent etc.；They can be used alone or combine two or more and use.
In the present invention, from the viewpoint of the drying property of putty filling operation and putty layer, curing catalysts into
It is preferably from the group being made up of amine catalyst, the acylate of amine catalyst, halogen series catalysts and phosphine series catalysts to divide (D)
In at least one selected, it is further preferred that curing catalysts composition (D) includes the acylate of amine catalyst as should
A part for composition, this is suitable.
As above-mentioned acylate, such as phenates, caprylate, oleate, tosilate, formates etc. are included,
Wherein it is preferably organic acid amidine salt.As the specific example of organic acid amidine salt, include：1,8- diazabicyclos [5.4.0] ten
One carbene -7 (being denoted as DBU sometimes below), 1,5- diazabicyclos [4.3.0] nonene -5 (being denoted as DBN sometimes below)
Phenates, caprylate, oleate, tosilate, formates etc., wherein, preferably using DBU- phenates, DBU- caprylates,
DBN- octyl group hydrochlorates etc..
As the commercially available product of above-mentioned organic acid amidine salt, " U-CATSA1 ", " U-CATSA102 ", " U- are included
CATSA106 ", " U-CATSA506 ", " U-CATSA603 ", " U-CATSA1102 " (more than, trade name, San-Apro Ltd.
System) etc..
As the compounding amount of above-mentioned curing catalysts composition (D), from putty filling operation and the drying property of putty layer
From the viewpoint of, on the basis of the mass parts of total quality 100 of compound (A) and compound (B), it can be at 0.1~30 matter
In the range of measuring part, preferably in the range of 0.5~20 mass parts.
＜ putty compositions>
On the putty composition of the present invention, in situation about being made up of multicomponent system from the viewpoint of storage stability
Under, each composition is mixed when use.In the present invention, from the viewpoint of storage stability, according to by compound (A) and
The mode that compound (B) and composition (D) that is as needed and using mix before it will use, preferably modulates the 1st composition
And the 2nd composition.In addition, pigment composition (C) may be present in any one of the 1st composition either in the 2nd composition or, the 1 one-tenth
Be divided to and the 2nd composition this two side among.
That is, on each composition contained in the putty composition of the present invention, from the storage stability for causing putty composition
To be good, in addition, flexibly tackle the use environment in putty, use it is such from the viewpoint of, preferably such as following that
Sample is modulated.
(1) putty composition passes through the 2 one-tenth of the 1st composition (I) of inclusion compound (A) and inclusion compound (B)
Divide (II) to be combined to form, the 1st composition (I) and/or the 2nd composition (II) include pigment composition (C), curing catalysts composition
(D) the 1st composition (I) or the 2nd composition (I I) are contained in.
(2) putty composition by by the 1st composition (I) of inclusion compound (A) and compound (B), with include composition
(D) the 2nd composition (II), which is combined, to be formed, and the 1st composition (I) and/or the 2nd composition (II) include pigment composition (C).
In the putty composition of the present invention, further it can be compounded as needed：For example, polymerization initiator, solvent, de-
It is the hollow particles such as aqua, antirust agent, glass microsphere, plastic microsphere, ultra-violet stabilizer, ultra-violet absorber, shrinking agent, anti-
The viscosity such as oxidant, skin drying preventing agent, polymerization inhibitor, plasticizer, aggregate, fire retardant, stabilizer, reinforcing material, viscosity reductant
Air shutoffs such as conditioning agent, pigment dispersing agent, modifying resin, silane coupler, alkane etc..
On the polymerization initiator among them, in the composition with free-radical polymerised group in the case of, can the phase
The surface cure for being to be worked as the polymerization initiator of Raolical polymerizable, contributing to putty layer treated.It is used as this
The polymerization initiator of sample, specifically can be used：Cyclohexanone peroxides, 3,3,5 trimethyl hexanone peroxide, methyl
The ketone peroxide compound such as Cyclohexanone peroxides；1,1- bis(t-butylperoxy) -3,3,5- trimethyl-cyclohexanes, 1,1-
Double (the 4,4- di-t-butyls of bis(t-butylperoxy) cyclohexane, normal-butyl -4,4- bis(t-butylperoxy)s valerate, 2,2-
Peroxidating cyclohexyl) propane, double (the t-amyl peroxy cyclohexyl of the 4,4- bis-) propane of 2,2-, double (the tertiary hexyl mistakes of 4,4- bis- of 2,2-
Aoxidize cyclohexyl) propane, double (the t-octyl peroxidating cyclohexyl of the 4,4- bis-) propane of 2,2-, double (the 4,4- dicumyl peroxidating of 2,2-
Cyclohexyl) the ketal peroxide compound such as propane；Cumene hydroperoxide, 2,5- dimethylhexane -2,5- dihydro-peroxidases
Etc. hydroperoxide compound；1,3- double (a tert-butyl hydroperoxide-isopropyl) benzene, (tert-butyl group mistakes of 2,5- dimethyl -2,5- two
Epoxide) the dialkyl group peroxidating such as hexane, dicumyl peroxide, tert-butyl cumyl peroxide, di-tert-butyl peroxide
Compounds；Decanol peroxide, lauroyl peroxide, benzoyl peroxide, 2,4 dichloro benzene formoxyl peroxide
The diacyl peroxide compound such as compound；The peroxycarbonates chemical combination such as two (tert-butylcyclohexyl) peroxy dicarbonates
Thing；Tert-butyl hydroperoxide -2 ethyl hexanoic acid ester, the tert butyl peroxy benzoate, (benzoyls of 2,5- dimethyl -2,5- two
Peroxy) the peroxyester compound such as hexane compound；It can be used a kind of or combination two or more and use.
Even if the putty composition obtained as described above does not include styrene, surface drying, inside solidification is also obtained
The excellent putty layer of property, can be supplied in a manner of non-styrene type, but and the non-excluded situation for including styrene.
The putty composition of the invention described above is characterised by that viscosity is in the range of 50~2000Pas, suitable place
In the range of 80~1900Pas, it is preferably in the range of 100~1800Pas.
When the viscosity of putty composition is less than 50Pas, then in filling operation, putty composition is sagging sometimes, operation
Property be deteriorated, it is thus not preferred.When on the other hand, more than 2000Pas, then in filling operation, the extensibility of putty composition is not
Fully and workability is deteriorated, so it is not preferred.
In this manual, on viscosity, by the way that sample to be adjusted to 25 DEG C of temperature, Brookfield viscometer is used
" VISCOMETERTV-22 " (trade name, Dong Ji industry companies system), No7. rotors, determines under conditions of rotating speed 2rpm and obtains.
＜ has used the Repair Coatings method of putty composition>
The substrate surface of putty composition for being applicable the present invention is not particularly limited, enumerate tap a blast furnace, the metal covering of zinc, aluminium etc.
And/or it is chemically treated face, plastics, timber etc., further includes coated-body etc. obtained from being coated on them.
, can be by by the 1st composition (I), the 2nd composition (II) in the case where the putty composition of the present invention is multicomponent system
And the other compositions that can optionally include are mixed and obtain putty.The putty (putty composition being mixed with) obtained can
Repair Coatings for the coated-body of the vehicles such as automobile etc..
Method on each composition is mixed, it can be mixed according to by the composition of the putty composition of multicomponent system
Conventional method and carry out.
Can be centered on the pars affecta of the coated-body and as needed until it peripherally carries out sand grinding, using scraping
The putty composition being mixed with is filled in the pars affecta by shovel etc., by air drying or force drying and until inside film
Ground is solidified.
On drying condition, can specifically be maintained at normal temperatures more than 5 hours in the case of air drying, Huo Zhe
The setting time of 3~30 minutes can be used in the case of force drying, is heated 5~60 minutes in 40~120 DEG C of temperature.
The putty layer formed out can be ground by wet-strong paper and/or sand paper etc., can be in abradant surface application repairing coating
Composition.
As repairing coating composition, acrylic compounds jaqan, acrylic compounds melamine can be used without particular limitation
The carbamic acid ester curing type of the double-formulation of polyimide resin system coating, the resin comprising hydroxyl and polyisocyanate compound applies
Material, acid-epoxy resin cure type coating, fluororesin system coating, alkyd resin system coating, alkyd melmac system coating,
Polyester melamine resinous varnish etc. usually using organic solvent system, water system, the lower painting coating of powder etc., coloring matrix
Coating, supernatant coating etc..
Embodiment
Hereinafter, the present invention is further illustrated by embodiment, but the present invention is not limited only to these embodiments.Said
Bright, " part " and " % " in following examples represents " mass parts " and " quality % " respectively.
The manufacture of ＜ putty host matrixes and curing agent matrix>
Embodiment 1
In a reservoir, using as the malonic acid modified polyester resin (A-1) (note) for active methylene group composition by not waving
Hair 60 parts of composition meter, 40 parts of talcum, 3 parts of " U-CATSA1 " (note) carry out compounding stirring, are disperseed using high speed mixing smelting machine mixing
20 minutes, so as to obtain the host matrix of putty composition (T-1).
Then in other container, 38 parts of trimethylolpropane trimethacrylate, 40 parts of calcium carbonate are subjected to compounding stirring,
It is scattered 20 minutes using high speed mixing smelting machine mixing, so as to obtain the curing agent matrix of putty composition (T-1).
The ratio that above-mentioned host matrix and curing agent matrix are recorded with table 1 is mixed, obtains putty composition (T-
1).The equivalent proportion of the acrylate-based reactive hydrogen relative to active methylene group now is 1.0.
Embodiment 2~29 and comparative example 1~4
In embodiment 1, formula composition as described in 1~table of table 9 set, in addition, similarly operate and
Obtain each putty composition (T-2)~(T-33).In table, the compounding amount of active methylene group composition is represented by nonvolatile component.
Table 1
Table 2
Table 3
Table 4
Table 5
Table 6
Table 7
Table 8
Table 9
Polyester resin (A) solution of (note) containing active methylene group
Neopentyl glycol/hexahydrophthalic anhydride/diethyl malonate=17.31 mole/8.03 mole/10.44 mole
Condensation product butyl acetate solution, nonvolatile component 90%, weight average molecular weight 3400, the active methylene of unit nonvolatile component
5.5 moles/the kg of active hydrogen amount of base
Polyester resin (B) solution of (note) containing active methylene group
Rub 1,6-HD/trimethylolpropane/oleic acid/diethyl malonate=2.54 mole/0.51 mole/0.51
You/the butyl acetate solution of 3.05 moles of condensation products, nonvolatile component 90%, the weight average molecular weight of resin 3800, unit do not wave
Send out the 8.4 moles/kg of active hydrogen amount of the active methylene group of composition
The acrylic resin solution of (note) containing active methylene group
Acetoacetoxyethyl (methacrylic acid) ester/methyl methacrylate/n-BMA=70/
The butyl acetate solution of 20/10 copolymer, nonvolatile component 60%, the weight average molecular weight of resin 5000, unit nonvolatile component
Active methylene group 6.0 moles/kg of active hydrogen amount
(note) trimethylolpropane tris acetoacetic ester：The active hydrogen amount 15.5mol/kg of active methylene group
(note) DBN：1,5- diazabicyclos [4.3.0] nonene -5
(note) U-CAT SA1：Trade name, San-Apro Ltd. systems, DBU- phenates
(note) U-CAT SA102：Trade name, San-Apro Ltd. systems, DBU- caprylates
(note) U-CAT SA1102：Trade name, San-Apro Ltd. systems, DBN- caprylates
(note) TBAC：TBAB
(note) TMPTA：8.9 moles trimethylolpropane trimethacrylate, molecular weight 338, unsaturated group concentration/kg
(note) DiTMPTA：Two (trimethylolpropane) tetraacrylates, molecular weight 466.5, unsaturated group concentration 8.6
Mole/kg
(note) PETA：11.4 moles tetramethylol methane tetraacrylate, molecular weight 352.3, unsaturated group concentration/kg
(note) M-315：Trade name, East Asia Synesis Company system, cyanurate skeleton acrylate, molecular weight 423, unsaturation
7.1 moles/kg of radical concentration.
＜ evaluation methods>
(*) viscosity
After host matrix and curing agent matrix are adjusted into 25 DEG C respectively, Brookfield viscometer " VISCOMETER TV- are used
22 " (trade name, Dong Ji industry companies systems), No. 7 rotors, under conditions of rotating speed 2rpm, by host matrix and curing agent base
Body was determined after being mixed within 10 seconds.
(*) spatula imposing
Each host putty matrix is mixed with curing agent putty matrix, carrying out spatula to test film using spatula applies
Add.
Extension now, the accurate coating of spatula, the neat treatability of spatula, droop are investigated.
◎：Extension property, the accurate coating of spatula, the neat treatability of spatula are all extremely good,
○：The accurate coating of spatula, the neat treatability of spatula are extremely good, extension property is slightly worse, but are realistic scale,
△：Extension property, the accurate coating of spatula, the neat treatability of spatula are all a little bad,
×：Extension property, the accurate coating of spatula, the neat treatability of spatula are all bad.
(*) drying property
The table of " SPCC-SB " (Nippon Testpanel Co., Ltd.s system, iron plate) is lightly ground with wet-strong paper #240
Face, it is set to substrate surface.Each the host matrix and curing agent matrix of above-mentioned middle acquisition are mixed, will be equal using spatula
Homogenized putty composition is coated on each substrate surface, and it is 2mm thick to planarize and be coated with, and is set to test coated plate.Each experiment is applied
Plate is placed 40 minutes in (20 DEG C) of normal temperature, and is then touched to have investigated each experiment and apply the sticky and internal of plate surface using finger and consolidated
Change degree.
◎：It is extremely good,
○：Well,
○△：It is good with a little sticky but inside solidification on surface,
△：There is a little viscosity on surface, inside also have solidify a little it is bad,
×：There is viscosity on surface, it is internal also bad to solidify.
(*) abrasiveness
The surface of above-mentioned each experiment coated plate is ground using #400 wet-strong papers and the easness of grinding is carried out
Evaluation.
◎：Extremely easily grinding,
○：Easily grinding,
△：A little not easy grinding,
×：Not easy grinding.
Tack that (*) is water-fast
By above-mentioned experiment coated plate after the placement 6 hours of (20 DEG C) of room temperature is dried, lightly ground using #400 wet-strong papers
Painting face, by " Retan PG 80White Base " (trade name, Acryloyl amino formate resin system coating, Kansai
Paint Co., Ltd.s system) atomized spray painting in the way of dry film thickness is 50 μm, dry 30 minutes and obtain each at 60 DEG C
Coated plate.Each coated plate is immersed in 80 DEG C of water 1 day, then taken out from water, makes it from central portion bending, so as to observe
The painting membrane stage of bending part.
○：Do not peel off,
△：Film is slightly peeled off between steel plate-putty,
×：Film is fully peeled off between steel plate-putty.
Claims (8)
1. a kind of putty composition, it is characterised in that it is included：Compound (A), the compound (A) have two in the molecule
Active methylene group above；Compound (B), the compound (B) have more than two so that by active methylene group in the molecule
The carbanion of generation carries out the group of nucleophilic addition；And the pigment composition (C) containing extender pigment (c), wherein,
On the basis of the mass parts of nonvolatile component quality 100 of compound (A) and compound (B), the content of extender pigment (c)
In the range of 80~300 mass parts, the viscosity under conditions of Brookfield viscometer, rotating speed 2rpm is in 50~2000Pas
In the range of.
2. putty composition according to claim 1, it further includes curing catalysts composition (D), solidification catalysis
Agent composition (D) is from the group being made up of amine catalyst, the acylate of amine catalyst, halogen series catalysts and phosphine series catalysts
In select it is at least one kind of.
3. putty composition according to claim 2, wherein, the curing catalysts composition (D) includes having for amine catalyst
A part of the machine hydrochlorate as the curing catalysts composition (D).
4. the putty composition according to any one in claims 1 to 3, it is characterised in that it is for before application
The putty composition for the multicomponent system that more than two compositions are mixed and modulate putty composition,
It is formed by that will contain the 1st composition (I) of compound (A), be combined with the 2nd composition (II) containing compound (B),
1st composition (I) and/or the 2nd composition (II) include pigment composition (C),
Curing catalysts composition (D) is contained in the 1st composition (I) or the 2nd composition (II).
5. the putty composition according to any one in claims 1 to 3, it is characterised in that it is for before application
The putty composition for the multicomponent system that more than two compositions are mixed and modulate putty composition,
Its by will contain compound (A) and compound (B) the 1st composition (I), with the 2 the one-tenth of composition containing curing catalysts (D)
Divide (II) to be combined to form,
1st composition (I) and/or the 2nd composition (II) include pigment composition (C).
6. the putty composition according to any one in Claims 1 to 5, it is non-styrene type.
7. a kind of putty composition, it is by by the 1st composition (I) described in any one in claim 4~6 and the 2 one-tenth
(II) is divided to be mixed and obtained.
8. a kind of Repair Coatings method, wherein, the putty composition described in claim 1~7 is filled in the damage of coated-body
Portion, putty layer is ground after drying, the application repairing coating composition thereon.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2016071708A JP6775876B2 (en) | 2016-03-31 | 2016-03-31 | Putty composition and repair painting method using it |
| JP2016-071708 | 2016-03-31 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112805350A (en) * | 2018-09-27 | 2021-05-14 | 迪睿合株式会社 | Leaked liquid repairing material, leaked liquid repairing method and piping |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JP2020199366A (en) * | 2020-09-23 | 2020-12-17 | 株式会社ユニバーサルエンターテインメント | Game machine |
| JP2020203149A (en) * | 2020-09-23 | 2020-12-24 | 株式会社ユニバーサルエンターテインメント | Game machine |
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| EP0582187A1 (en) * | 1992-07-30 | 1994-02-09 | Herberts Gesellschaft mit beschränkter Haftung | Coating and its use for the preparation of coatings with a rapidly processable surface |
| CN1094962C (en) * | 1995-11-22 | 2002-11-27 | 阿克佐诺贝尔公司 | Moisture curing coating composition |
| CN1919935A (en) * | 2006-09-18 | 2007-02-28 | 上海造漆厂 | Preparation method of putty capable of spray painting |
| JP2015140423A (en) * | 2014-01-30 | 2015-08-03 | ナトコ株式会社 | Coating composition, cured film thereof, and coated article provided with the same |
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|---|---|---|---|---|
| JPS5535973A (en) * | 1978-09-08 | 1980-03-13 | Dainippon Toryo Co Ltd | Repairing and coating of automobile body |
| DE3733182A1 (en) * | 1987-10-01 | 1989-04-20 | Hoechst Ag | HARDENING COMPONENT AND THEIR USE |
| JP3832703B2 (en) * | 1998-11-30 | 2006-10-11 | 積水化学工業株式会社 | Fire resistant paint |
| JP2007224211A (en) * | 2006-02-24 | 2007-09-06 | Solar:Kk | Non-styrene type putty for ground repair, and method for repairing automobile body or the like by using the same non-styrene type putty for ground repair |
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2016
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- 2017-03-29 CN CN201710195825.7A patent/CN107418281B/en active Active
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL7413420A (en) * | 1974-10-11 | 1976-04-13 | Colonval R | One-component sealant and adhesive compsn. - contg. metal powder, camphor nitrocellulose acetone and methylene chloride |
| EP0582187A1 (en) * | 1992-07-30 | 1994-02-09 | Herberts Gesellschaft mit beschränkter Haftung | Coating and its use for the preparation of coatings with a rapidly processable surface |
| CN1094962C (en) * | 1995-11-22 | 2002-11-27 | 阿克佐诺贝尔公司 | Moisture curing coating composition |
| CN1919935A (en) * | 2006-09-18 | 2007-02-28 | 上海造漆厂 | Preparation method of putty capable of spray painting |
| JP2015140423A (en) * | 2014-01-30 | 2015-08-03 | ナトコ株式会社 | Coating composition, cured film thereof, and coated article provided with the same |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112805350A (en) * | 2018-09-27 | 2021-05-14 | 迪睿合株式会社 | Leaked liquid repairing material, leaked liquid repairing method and piping |
| CN112805350B (en) * | 2018-09-27 | 2023-08-08 | 迪睿合株式会社 | Liquid leakage repairing material, liquid leakage repairing method and piping |
Also Published As
| Publication number | Publication date |
|---|---|
| JP6775876B2 (en) | 2020-10-28 |
| CN107418281B (en) | 2021-08-03 |
| JP2017179232A (en) | 2017-10-05 |
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