CN1470579A - Primer composition - Google Patents
Primer composition Download PDFInfo
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- CN1470579A CN1470579A CNA031076548A CN03107654A CN1470579A CN 1470579 A CN1470579 A CN 1470579A CN A031076548 A CNA031076548 A CN A031076548A CN 03107654 A CN03107654 A CN 03107654A CN 1470579 A CN1470579 A CN 1470579A
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- Prior art keywords
- primer composition
- amine hardener
- silane coupling
- coupling agent
- composition
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Abstract
PROBLEM TO BE SOLVED: To provide a primer composition capable of ensuring good adhesion directly without carrying out pretreatment giving mechanical damage to the surface of concrete or tile even to which processing for enhancing strength of the surface is applied or by only carrying out simple washing operation as necessary. SOLUTION: The primer composition comprises at least an epoxy resin, an amine curing agent and a solvent. The amine curing agent comprises an amine curing agent represented by structural formula A (wherein R1 and R2 are each independently hydrogen or a 1-5C alkyl group or R4-NH2; R3 and R4 are each independently a 1-5C alkylene group).
Description
Technical field
The present invention relates to the primer composition that application ground, metope or deck are used, especially relate to and be applicable to that application implemented to improve the concrete surface of surface strength processing or the primer composition of brick face.
Background technology
The ground or the metope of buildings such as various factories, warehouse, shop, saloon, hospital, hotel are considered from the viewpoint of designability or practicality, carry out application sometimes.In order to improve the driving fit of ground or metope and external coating layer, generally adopt the priming paint application that feels secure during application.
; use the situation of weight many because consider in factory such as machine works or the warehouse; Handling devices such as fork lifter or equipment come and go in great number; the situation of abandonning object in addition also has; so intensive treatment is carried out on ground; or use special concrete, or concrete face is carried out special surface working.
Like this surface is carried out the concrete surface or the brick face of some processing, its surface compact is difficult for adhesion sublayer coating, and former state is difficult to guarantee adaptation.Therefore, adopt the mechanical mill surface to form uneven surface usually, or must improve adaptation by barrier coating coating in processing backs such as peeling tight zone off.
Yet these the mechanical pre-treatment before the barrier coating coating need to take a lot of labours, and damage are caused on the surface after the special processing.
Summary of the invention
Therefore, even the purpose of this invention is to provide the concrete surface or the brick face that carried out improving surface strength processing, the pre-treatment of physical damage is not caused on the surface, directly or as required carry out simple cleaning operation, can guarantee to have the primer composition of good adaptation.
Achieve the above object by following the present invention.Being that the present invention is a primer composition, is the primer composition that contains Resins, epoxy, amine hardener and solvent at least, it is characterized in that above-mentioned amine hardener contains the amine hardener that following structural formula A represents.
Structural formula A
[changing 2]
Among the said structure formula A, R
1With R
2Represent hydrogen, C independently of one another
1-C
5Alkyl or-R
4-NH
2, R
3With R
4Represent C independently of one another
1-C
5Alkylidene group.
The amine hardener that said structure formula A represents (below, claim " specific amine hardener " sometimes), be the NH in the chemical structure by inference
2Base and OH base and the material that forms inner complex as the inorganic elements of the substrate surface that is coated with object.Therefore, if use the primer composition of the present invention contain this specific amine hardener, even, also can guarantee high adaptation by inference to the base material of condition of surface densifications such as the concrete surface that carried out improving surface strength processing or brick face.
In the primer composition of the present invention,, also preferably contain silane coupling agent in order to ensure higher with the adaptation of base material.This silane coupling agent preferably contains at least one basic silane coupling agent of selecting from the composition of isocyanate group, epoxy group(ing), methacryloyl, sulfydryl and amino.
Primer composition of the present invention when hope is given water tolerance to filming, as above-mentioned amine hardener, preferably contains hydrophobic amine hardener.This moment, the above-mentioned specific amine hardener (A) and the ratio of mixture (A/B) of hydrophobic amine hardener (B) were pressed quality criteria, preferably in the scope of 4/1-1/15.
Embodiment
Below, in that primer composition of the present invention is divided into must composition and mention purposes again after composition describes arbitrarily.A: must the composition amine hardener
As above-mentioned, as amine hardener, it is characterized in that containing specific amine hardener among the present invention, i.e. the amine hardener represented of following structural formula A.Structural formula A[ization 3]
Among the said structure formula A, R
1With R
2Represent hydrogen, C independently of one another
1-C
5Alkyl or-R
4-NH
2, R
3With R
4Represent C independently of one another
1-C
5Alkylidene group.
In structural formula A, R
4With R
2Be hydrogen or C
1-C
5Alkyl, alkyl also can have unsaturated link(age).As R
1With R
2Preferably hydrogen or C
1-C
3Alkyl, carbon number fewer better.Enumerate R
1With R
2Preferred structure, can enumerate H, CH
3, C
2H
5, C
2H
3Deng.
Among the structural formula A, R
3With R
4Also unsaturated link(age) can be arranged.As R
3With R
4C preferably
1-C
3Alkylidene group, carbon number is fewer better.Enumerate R
3With R
4If preferred structure, can enumerate CH
2, C
2H
4Deng.
At least contain one-NH among the structural formula A
2Base, preferably (that is R, more than 2
1And/or R
2Be-R
4-NH
2).
Above-mentioned specific amine hardener because the wetting ability height, with it as the priming paint of the present invention that amine hardener is used, when being used for the water-proof environment of requirement, have to obtain enough water-proof situations.When therefore using in requiring water-proof environment, above-mentioned amine hardener preferably contains hydrophobic amine hardener.
Here so-called hydrophobic amine hardener, being meant does not have the tetrahydroglyoxaline ring, shows hydrophobic various amine hardeners.Can enumerate as aromatic amine, aliphatic amide, aromatic poly type amine, fatty polyamide type amine, aromatic poly, fatty polyamide etc.
As the hydrophobicity index of hydrophobic amine hardener, can adopt the value of boiling the contact angle test.Refer to boil the material that reaches in the contact angle test more than 60 °, preferably in boiling the contact angle test, reach the hydrophobic amine solidifying agent more than 60 °, more preferably more than 70 °, preferred again more than 75 °.
Boiling the contact angle test carries out as follows.
At first, amine hardener as the determination object thing is blended in the bisphenol A type epoxy resin (for example material of using among the aftermentioned embodiment 1), make amine equivalent=1: 1, with 5 mil spreaders mixture is coated on (wet coating thickness 125 μ m) on the latten, 18 hours dry thing of drying at room temperature is tested body as confession.
This confession test body is immersed in the boiling water, boils to take out after 4 hours and wipe moisture, measure contact angle after 5 minutes according to a conventional method with water.
Preferred concrete example as the hydrophobic amine solidifying agent, can enumerate rising sun electrification corporate system ADEKAHARDENER EH451B, HE-4602, EH-3136, EH-551, EH-332, EH-4163, Cognis Japan corporate system VERSAMID JP232XB60, Fuji change into industry (strain) system Thomide437, Thomide 423 etc., are not limited to these certainly.
In addition, specifically list a routine contact angle value below.Numerical value after the trade(brand)name is the value of boiling the contact angle of contact angle test survey, is in this test in the bracket, boils above-mentioned value for the contact angle of measuring before the test body.·EH-3136：70°(75°)·VERSAMID?JP232XB60：92°(61°)·Thomide?437：89°(70°)·Thomide?423：92°(66°)
For the purpose of reference, the contact angle of the specific amine hardener (the amine hardener X that uses among the later embodiment 1) that the present invention uses is described in advance.Amine hardener X:81 ° (54 °)
The ratio of mixture (A/B) of above-mentioned specific amine hardener (A) and hydrophobic amine hardener (B) is preferably in the scope of 4/1-1/15, more preferably in the scope of 3/2-3/7.When the ratio of hydrophobic amine hardener (B) is too much, make main effect of the present invention, i.e. situation about reducing a little with the adaptation of base material, when the ratio of hydrophobic amine hardener (B) is too low, sometimes almost can not obtain improving water-proof effect because of adding hydrophobic amine hardener, two kinds of situations are all bad.
Priming paint of the present invention as the amount of the amine hardener of above-mentioned explanation, with respect to epoxy equivalent (weight), by the Ahew of amine, is selected from the scope of 60-140, preferably in the scope of 80-120.＜Resins, epoxy 〉
The Resins, epoxy that the present invention uses generally uses bisphenol-type epoxy resin.Epoxy equivalent (weight) that can be suitable according to the purposes selection (quality of per 1 mole of epoxy group(ing): Resins, epoxy g/eq), but generally recommend below the above 1500g/eq of epoxy equivalent (weight) 180g/eq the following Resins, epoxy of the preferred above 1000g/eq of 230g/eq.When epoxy equivalent (weight) was lower than 180g/eq, processibility, erosion resistance, solidified nature were poor.Become high viscosity when surpassing 1500g/eq, influence solvent cut, impregnability, operation, all bad.In these bisphenol-type epoxy resins, bisphenol A type epoxy resin uses the most extensive, so hyperergy and low price are preferred.＜solvent 〉
Primer composition of the present invention can be by reaching the described later any composition that adds as required to above-mentioned Resins, epoxy and above-mentioned amine hardener, and dissolving in appropriate solvent, dispersion are modulated.As this solvent types, can make water known solvent in addition.Can use aliphatics or aromatic hydrocarbon based, alcohols, ethers, ester class, pure ethers etc. particularly, but be not limited to these.But, containing moisture if must be noted that this moment in the solvent, the epoxy curing agent of the invention described above causes hydrolysis with additive, the situation of destroying package stability is arranged, so must be noted that.
As the concrete example of preferred solvent, for example can enumerate dimethylbenzene, toluene, propylene glycol methyl ether acetate, methyl alcohol, Virahol, ethylene glycol ether etc.
As the solid component concentration in the primer composition of the present invention, if guarantee the keeping quality of liquid, and good as the coating suitability of priming paint, then there is not particular restriction.Select the scope of preferred 10-50 quality %, the more preferably scope of 15-30 quality % in the scope of 5-80 quality % with respect to the primer composition total amount.
B: any composition
In the primer composition of the present invention,, can add silane coupling agent, known other compositions of past as any composition according to various purposes.
(1) silane coupling agent
Primer composition of the present invention in order to ensure higher with the adaptation of base material, also preferably contains the silane coupling agent.As this silane coupling agent, preferably contain the silane coupling agent of 1 base from the composition of isocyanate group, epoxy group(ing), methacryloyl, sulfydryl and amino, selecting at least.
As concrete preferred silane coupling agent, if having any silane coupling agent of above-mentioned functional group, then commercially available various silane coupling agents can use out of questionly.For example enumerate the commodity of Nippon Unicar Co. Ltd., the silane coupling agent that illustration is following.
(silane coupling agent that isocyanate group is arranged)
A-1310{ chemical structure: O=C=NC
3H
6Si (OC
2H
5)
3}
Y-5187{ chemical structure: O=C=NC
3H
6Si (OCH
3)
3}
(silane coupling agent that epoxy group(ing) is arranged)
A-186{ chemical structure, following }
[changing 4]
A-187{ chemical structure, following }
[changing 5]
(silane coupling agent that methacryloyl is arranged)
A-174{ chemical structure: CH
2=C (CH
3) COOC
3H
6Si (OCH
3)
3}
(silane coupling agent that sulfydryl is arranged)
A-189{ chemical structure: HSC
3H
6Si (OCH
3)
3}
A-1289{ chemical structure: (C
2H
5O)
3SiC
3H
6S
4C
3H
6Si (OC
2H
5)
3}
AZ-6129{ chemical structure: HSC
3H
6Si (OCH
3)
3}
(amino silane coupling agent is arranged)
A-1100{ chemical structure: H
2NC
3H
6Si (OC
2H
5)
3}
A-1102{ chemical structure: H
2NC
3H
6Si (OC
2H
5)
3}
The aqueous solution of A-1106{A-1100 }
A-1122{ chemical structure: H
2NC
2H
4NHC
3H
6Si (OCH
3)
3}
Y-9669{ chemical structure, following }
[changing 6]
As the addition of these silane coupling agents, with respect to the primer composition total amount, preferably below 35 quality %, more preferably in the scope of 1-25 quality %, the scope of 2-15 quality % preferably again.When the addition of silane coupling agent is too much, not only unfavorable economically, and the intensity of filming reduction, so the situation that has sticking power to reduce is not preferred.(2) other composition
Among the present invention, as addible other compositions of any composition, according to its purpose or character, can enumerate the fiber-like resin of curing catalyst, viscosity modifier, softening agent, the additive that is coated with flat agent, defoamer, antisettling agent, tinting material, stablizer, rust-preventive agent, mould inhibitor, fluorescent agent, UV light absorber, oxidation inhibitor etc., cellulose acetate butyrate etc., other additive etc.In addition,, rust-preventing characteristic opacifying property in order to improve, compactness also can be added filler.The kind of this filler does not have particular restriction, can use the rust-stabilising pigment of the tax matter pigment, zinc, aluminum phosphate etc. of the tinting pigment, silicon-dioxide, talcum, settleability barium sulfate, lime carbonate etc. of the titanium oxide that uses in the general coating, Zh 1, carbon black etc. yet.＜purposes 〉
Primer composition of the present invention behind the various composition hybrid modulation coating, adopts brush as above-mentioned usually, roller brush etc. is coated with hand, but the spraying of also available mechanical spraying, the masking liquid of application like this, Resins, epoxy is cured by amine hardener, and becoming has filming of enough sticking power.
Primer composition of the present invention, is inferred with inorganic materials to form chemical bond owing to the specific amine hardener of use as above-mentioned, also can adhere to well brick or the surperficial concrete that carried out processing that can not expect anchor (anchor) effect.
As coated surface, can enumerate concrete, the ground or the metope of mortar, brick and tile, timber etc.Especially adaptation is a problem, carried out to improve easily the concrete surface or the brick face of surface strength processing, primer composition of the present invention can be brought into play good effect.
Here, what is called carried out improving the concrete surface of surface strength processing, referred to carry out various processing such as surfaction with the mineral-type polishing agent that contains mineral substance or metal species pellet, made the intensity and even the compactness height of the common concrete surface of surface ratio.For example, Japan is coated with ground industry and can compiles " being coated with the ground handbook " and put down in writing the one-piece construction method in P.85-P.91, soaked into that shape is coated with the ground method, terrazzo is coated with worker's method.Particularly, for example can enumerate the concrete treated side of FERRCON (login trade mark) with ABC chamber of commerce system, FERRCON (login trade mark) HARDS, FERRCON (login trade mark) HARD C, COLORCRETE (login trade mark), COLORCRETE EM, BESUCON (login trade mark) COLOR, HARDNERMORITAL, SERAMICURE etc.
On adopt filming that primer composition of the present invention forms, carry out the surface layer application usually.The spendable coating of surface layer application adopts filming of primer composition formation of the present invention without limits, and equal adaptation is good no matter which kind of surface layer is filmed, and especially the investment precoat phasic property of epoxy resin is fabulous, adaptation is also good especially, so preferred.
Moreover, can certainly be the type of service that does not carry out the surface layer application only by filming of forming of primer composition of the present invention, especially indoor use has the weather resistance of filming to a certain degree.
[embodiment]
Below, enumerate embodiment and be described more specifically the present invention.But the present invention is not limited by the following examples.＜embodiment 1 〉
Bisphenol A type epoxy resin (epoxy equivalent (weight): 450-500g/eq, trade(brand)name: ARALDITAER6071 * 75 (rising sun vapour crust corporate system) 42 mass parts, pigment (trade(brand)name: the TALC of Fuji industry system TALC FM and the former industry system TIPAQUE of stone R930=2: 1 (quality criteria)) 30 mass parts and the amine hardener X31 mass parts represented as the following structural formula of amine hardener, be blended in solvent (1: 1: 1 mixed solvent of toluene, dimethylbenzene and ethylene glycol ether) 125 mass parts, fully stir, modulate the primer composition of embodiment 1.The solid component concentration of gained primer composition is 68 quality %.
[changing 7]
＜embodiment 2 〉
In embodiment 1, except coating composition 100 mass parts, also add beyond silane coupling agent (A-187, Uni-Charm Co., Ltd.'s system) 5 mass parts with respect to other, other modulate the primer composition of embodiment 2 similarly to Example 1.＜embodiment 3-14 〉
In embodiment 2, replace beyond the A-187 except the silane coupling agent represented with following table 1 respectively (below, all Uni-Charm Co., Ltd.'s system) as silane coupling agent, other modulate the primer composition of embodiment 3-14 similarly to Example 2.＜embodiment 15-19 〉
In embodiment 2, except the addition (1-30 mass parts) that the addition of silane coupling A-187 (5 mass parts) is made into following table 1 expression respectively, other modulate the primer composition of embodiment 15-19 similarly to Example 2.＜comparative example 1 〉
Among the embodiment 1, except the amine hardener X as amine hardener being made into hydrophobic amine hardener Y (Cognis Japan corporate system VERSAMID JP232XB60, fatty polyamide type amine), other modulate the primer composition of comparative example 1 similarly to Example 1.＜embodiment 20-24 〉
Except the blending ratio of the hydrophobic amine hardener Y of the amine hardener X that amine hardener among the embodiment 1 made into embodiment 1 usefulness and comparative example 1 usefulness was the mixture shown in the following table 2, other modulated the primer composition of embodiment 20-24 similarly to Example 1.[formation that priming paint is filmed]
The primer composition of embodiment 1-24 that makes and comparative example 1, use spread coating, press 0.1kg/m
2The glue spread of (wet quality) be coated on test usefulness tile (unilateral on mirror-like, 10 * 10cm) the minute surface, formed priming paint in air-dry 3 hours in room temperature and film.The formation that＜investment precoat is filmed 〉
As the upper strata that each priming paint that forms with the primer composition of embodiment 1-24 and comparative example 1 is filmed, press 0.15kg/m with spread coating
2The glue spread coating solvent type epoxy resin coating (ア ト ミ Network ス (strain) corporate system, Off ロ ア ト Star プ #8500) of (wet quality) formed investment precoat in air-dry 7 days in room temperature and films.[fitness test]
The coated surface of the tile that makes at primer composition with embodiment 1-24 and comparative example 1, carve 2mm quadrate checkerboard type grid with cutting knife, with cellophane tape (ニ チ バ Application corporate system, セ ロ テ one プ (login trade mark) レ パ Star Network), adopt with common cellophane tape and peel off same method, face carries out tape stripping (1 driving fit) from it.
In addition, the tile that the primer composition with embodiment 1-19 and comparative example 1 is made boiled 8 hours, at the room temperature naturally cooling dried second day, carried out above-mentioned same tape stripping (2 driving fits).
Moreover the evaluation index of fitness test is as follows.
◎: the remaining checkerboard type number of squares behind the tape stripping is more than 98.
Zero: the remaining checkerboard type number of squares 95-97 behind the tape stripping.
△: the remaining checkerboard type number of squares 80-94 behind the tape stripping.
Remaining checkerboard type number of squares behind the * tape stripping is below 79.
These results are summarized in table 1.
Table 1
| The ratio ※ 1 of amine hardener | Silane coupling agent | Fitness test | |||
| Kind ※ 2 | Addition ※ 3 | 1 driving fit | 2 driving fits | ||
| Embodiment 1 | ????1/0 | ????- | ????0 | ????◎ | ????○ |
| Embodiment 2 | ????1/0 | ????A-187 | ????5 | ????◎ | ????◎ |
| Embodiment 3 | ????1/0 | ????A-174 | ????5 | ????◎ | ????○ |
| Embodiment 4 | ????1/0 | ????A-186 | ????5 | ????◎ | ????◎ |
| Embodiment 5 | ????1/0 | ????A-189 | ????5 | ????◎ | ????◎ |
| Embodiment 6 | ????1/0 | ????A-1289 | ????5 | ????◎ | ????○ |
| Embodiment 7 | ????1/0 | ????AZ-6129 | ????5 | ????◎ | ????◎ |
| Embodiment 8 | ????1/0 | ????A-1100 | ????5 | ????◎ | ????◎ |
| Embodiment 9 | ????1/0 | ????A-1102 | ????5 | ????◎ | ????◎ |
| Embodiment 10 | ????1/0 | ????A-1106 | ????5 | ????◎ | ????◎ |
| Embodiment 11 | ????1/0 | ????A-1122 | ????5 | ????◎ | ????◎ |
| Embodiment 12 | ????1/0 | ????Y-9669 | ????5 | ????◎ | ????○ |
| Embodiment 13 | ????1/0 | ????A-1310 | ????5 | ????◎ | ????△ |
| Embodiment 14 | ????1/0 | ????Y-5187 | ????5 | ????◎ | ????△ |
| Embodiment 15 | ????1/0 | ????A-187 | ????1 | ????◎ | ????○ |
| Embodiment 16 | ????1/0 | ????A-187 | ????3 | ????◎ | ????◎ |
| Embodiment 17 | ????1/0 | ????A-187 | ????10 | ????◎ | ????◎ |
| Embodiment 18 | ????1/0 | ????A-187 | ????20 | ????◎ | ????○ |
| Embodiment 19 | ????1/0 | ????A-187 | ????30 | ????◎ | ????△ |
| Comparative example 1 | ????0/1 | ????- | ????0 | ????◎ | ????× |
※ 1: the ratio of mixture (A/B) of amine hardener that structural formula A represents (A) and hydrophobic amine hardener (B)
※ 2: silane coupling agent all is Nippon Unicar Co. Ltd.'s systems
※ 3: with respect to other the ratio (mass parts) of coating composition 100 mass parts
[water tolerance test]
The tile that primer composition with embodiment 1, embodiment 20-24 and comparative example 1 is made boiled 24 hours, and at the room temperature naturally cooling, exsiccant second day carries out the same tape stripping of above-mentioned fitness test.
Moreover the evaluation index of water tolerance test is as follows.
◎: the remaining checkerboard type number of squares behind the tape stripping is more than 95.
Zero: the remaining checkerboard type number of squares 80-95 behind the tape stripping.
△: the remaining checkerboard type number of squares 70-80 behind the tape stripping.
*: the remaining checkerboard type number of squares behind the tape stripping is below 69.
These result is summarized in table 2 expression.
Table 2
| The ratio ※ 1 of hydrophobic amine hardener | Silane coupled | Fitness test | Water tolerance test | ||
| Kind | Addition ※ 2 | 1 time bonding | |||
| Embodiment 1 | ????1/0 | ??- | ????0 | ????◎ | ????○ |
| Embodiment 20 | ????19/1 | ??- | ????0 | ????◎ | ????○ |
| Embodiment 21 | ????9/1 | ??- | ????0 | ????◎ | ????◎ |
| Embodiment 22 | ????7/3 | ??- | ????0 | ????◎ | ????◎ |
| Embodiment 23 | ????1/1 | ??- | ????0 | ????◎ | ????◎ |
| Embodiment 24 | ????3/7 | ??- | ????0 | ????◎ | ????◎ |
| Comparative example 1 | ????0/1 | ??- | ????0 | ????◎ | ????× |
※ 1: the ratio of mixture (A/B) of amine hardener that structural formula A represents (A) and hydrophobic amine hardener (B)
※ 2: with respect to other the ratio (mass parts) of coating composition 100 mass parts
By above result as can be seen, when using primer composition of the present invention to be coated with, even also can guarantee high adaptation to the condition of surface of the disadvantageous densification of adaptation as brick and tile and so on.Especially if use silane coupling agent, become higher the filming of adaptation according to its kind.In addition, as amine hardener,, can further improve water tolerance by specific amine hardener is mixed use with hydrophobic amine hardener.
To sum up, it is favourable not only to be used for brick and tile aspect adaptation, and to the concrete surface that carried out improving surface strength processing too.
As described above, even can provide concrete surface or the brick and tile face that carried out improving surface strength processing according to the present invention, the surface is not caused the pre-treatment of mechanicalness damage, and directly or as required only carry out simple cleaning operation, can guarantee the primer composition of good adaptation.
Claims (5)
1. primer composition is the primer composition that contains Resins, epoxy, amine hardener and solvent at least, it is characterized in that above-mentioned amine hardener contains the amine hardener that following structural formula A represents,
Structural formula A
[changing 1]
Among the said structure formula A, R
1With R
2Represent hydrogen, C independently of one another
1-C
5Alkyl or-R
4-NH
2, R
3With R
4Represent C independently of one another
1-C
5Alkylidene group.
2. the described primer composition of claim 1 is characterized in that also containing the silane coupling agent.
3. the described primer composition of claim 2 is characterized in that above-mentioned silane coupling agent is to contain at least one basic silane coupling agent of selecting from the composition of isocyanate group, epoxy group(ing), methacryloyl, sulfydryl and amino.
4. the described primer composition of each of claim 1-3 is characterized in that containing hydrophobic amine hardener as above-mentioned amine hardener.
5. the described primer composition of claim 4 is characterized in that the ratio of mixture (A/B) of amine hardener (A) that structural formula A represents and hydrophobic amine hardener (B), presses quality criteria in the scope of 4/1-1/15.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2002212926A JP3825374B2 (en) | 2002-07-22 | 2002-07-22 | Primer composition |
| JP212926/2002 | 2002-07-22 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1470579A true CN1470579A (en) | 2004-01-28 |
| CN1209422C CN1209422C (en) | 2005-07-06 |
Family
ID=30437625
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 03107654 Expired - Lifetime CN1209422C (en) | 2002-07-22 | 2003-03-24 | Primer composition |
Country Status (3)
| Country | Link |
|---|---|
| JP (1) | JP3825374B2 (en) |
| CN (1) | CN1209422C (en) |
| HK (1) | HK1061254A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108138502A (en) * | 2015-10-05 | 2018-06-08 | 株式会社九州公司 | Flame retardant chemical flooring material and its aqueous protective coating agent |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2785745B1 (en) * | 1998-11-09 | 2000-12-15 | Cit Alcatel | HIGH FREQUENCY CIRCUIT WITH VARIABLE PHASE |
| JP6706595B2 (en) * | 2016-06-07 | 2020-06-10 | ベック株式会社 | Film forming method |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4357181A (en) * | 1981-09-21 | 1982-11-02 | Akzona Incorporated | Hydroxybenzyl amines as corrosion inhibitors and paint adhesion promoters |
| JP2980971B2 (en) * | 1989-12-01 | 1999-11-22 | 三井化学株式会社 | Two-pack type epoxy resin composition and coating composition |
| JPH04217944A (en) * | 1990-04-23 | 1992-08-07 | Sumitomo Metal Ind Ltd | Aminomethylation of phenols and production of epoxy resin |
| JPH05112627A (en) * | 1991-10-23 | 1993-05-07 | Sumitomo Metal Ind Ltd | Production of epoxy resin |
| JPH093360A (en) * | 1995-06-16 | 1997-01-07 | Toshiba Silicone Co Ltd | Primer composition |
| JP3598649B2 (en) * | 1996-05-07 | 2004-12-08 | 東洋インキ製造株式会社 | Curable resin composition |
-
2002
- 2002-07-22 JP JP2002212926A patent/JP3825374B2/en not_active Expired - Fee Related
-
2003
- 2003-03-24 CN CN 03107654 patent/CN1209422C/en not_active Expired - Lifetime
-
2004
- 2004-06-16 HK HK04104350A patent/HK1061254A1/en not_active IP Right Cessation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108138502A (en) * | 2015-10-05 | 2018-06-08 | 株式会社九州公司 | Flame retardant chemical flooring material and its aqueous protective coating agent |
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| Publication number | Publication date |
|---|---|
| HK1061254A1 (en) | 2004-09-10 |
| JP3825374B2 (en) | 2006-09-27 |
| CN1209422C (en) | 2005-07-06 |
| JP2004051842A (en) | 2004-02-19 |
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