JPH0326779A - Sealing method of member having gap between seal face - Google Patents

Abstract

PURPOSE:To form elastic sealing agent layer having excellent initial resistance to pressure and following property to vibration, expansion or contraction in a short time by coating seal faces corresponding with each other with different sealing agents, laminating together and curing between the two faces. CONSTITUTION:For instance, one seal face is coated with (A) a solution of a composition composed of 100 pts.wt. in total of (i) >=20wt.% at least one prepolymer having at least one (meth)acryloyl group and (ii) a reactive monomer having at least one (meth)acryloyl group, as necessary, (iii) 0.1-10 pts.wt. at least one polymerization initiator and (iv) 0.01-30 pts.wt. at least one polymerization accelerator. The other seal face is coated with (B) a solution of a composition composed of 100 pts.wt. the same components as (i) and (ii) in the component A and a solution selected so as to form Redox system with the solution A corresponding to the component (iii) or (iv) of the solution A. Then, the both seal faces are laminated together and cured to form an elastic sealing agent layer having >=50% elongation.

Description

DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a sealing method for interposing a liquid gasket between mutually corresponding sealing surfaces to seal the sealing surfaces, and in particular to a sealing method for sealing the sealing surfaces such as an engine block and an oil pan. This invention relates to a method of sealing a flange surface of a flange.

[Prior art and its problems] Conventional sealing methods include a method in which a molded gasket is interposed between corresponding sealing surfaces and the gasket is compressed between the sealing surfaces for sealing, and a method in which a liquid gasket is inserted between the sealing surfaces. A method was used in which the material was interposed in the material and then hardened to seal it.

The sealing method using molded gaskets requires relatively high surface accuracy on the sealing surface, and the molded gasket cannot be used for other parts, so it is necessary to use a dedicated molded gasket for each sealing part. I have to prepare. In addition, there was a problem in workability because each gasket of a certain shape was placed on the sealing surface one by one. On the other hand, the sealing method using a liquid gasket is economical, as it does not require the surface precision of the sealing surface to be very high, and there is no need to prepare a dedicated gasket for each sealing part. A major drawback is that there is no sealing performance unless the gasket hardens. For this reason, there was a problem in that if pressure was applied immediately after sealing, the sealant would blow through. However, there are problems in that the liquid gasket layer may have extremely thin parts, breakage, or protrude from the sealing surface due to the magnitude or variation in the tightening force on the sealing surface. Therefore, a sealing method that combines a molded gasket and a liquid gasket has been proposed, but this method basically does not solve the problem of molded gaskets, such as poor workability.

Furthermore, in recent years, a method has been developed in which a groove is made in a part of the sealing surface and a liquid gasket is filled in the groove to prevent protrusion from the sealing surface and to ensure a uniform sealing layer.
-186756, Japanese Patent Publication No. 55-35576, etc.), but even this method does not provide sufficient sealing performance until the liquid gasket hardens.

Further, even if the sealing performance when uncured is satisfied, it is necessary to provide convex and concave grooves with a relatively high area on the sealing surface, which increases processing costs and increases the cost of the member.

In addition, as an improvement on liquid gaskets from a material standpoint, Japanese Patent Laid-Open No. 58-104976 describes a flange surface sealing method that uses acrylic resin and combines ultraviolet curing and anaerobic curing. However, if the flange surface is made of plastic instead of metal, anaerobic curing may not proceed sufficiently and the seal may be incomplete. In addition, this cured product is relatively hard and has poor flexibility, so there are concerns about long-term sealing resistance. Further, since an ultraviolet irradiation device is used, there arise problems such as the need for equipment that prevents the scattered ultraviolet rays from having an adverse effect on objects other than the object to be irradiated.

Therefore, there has been a desire for an inexpensive sealing method that has excellent initial pressure resistance immediately after sealing, can be mass-produced using an automatic coating machine, etc.

[Means for Solving the Problems] In order to solve the above-mentioned problems, (a) at least one (
One or more types of Brevolimer having a meth)acryloyl group (b) If necessary, one or more types of reactive monomer having at least one (meth)acryloyl group (c) One or more types of polymerization initiator (d) Apply the sealant composition (A) liquid consisting of one or more of the polymerization accelerators (a), (b), (c) or (a), (b), and (d) above, and apply it to the other sealing surface. Composition (B) containing component (c) or (d) e. was selected and applied so as to form a redox system with (A)ti, and then both sealing surfaces were bonded together and cured so that the cured product had an elongation of at least 50% or more.

[Detailed Description of the Invention] The present invention provides a method of applying a liquid resin composition whose cured product has rubber elasticity and has an elongation rate of 50% or more according to the shape of the sealing surfaces and bonding them together in a short time. This method involves curing and sealing.

The specific configuration of the present invention will be explained below.

The prepolymer (a) having at least one (meth)acryloyl group at the end of the molecule that can be used in the liquid (A) of the present invention is, for example, as described in JP-A-60-215009, etc. A silicone-modified prebolimer having a (meth)acryloyl group at the end of the molecule and a main chain modified with polydimethylsiloxane, and JP-A-60-2192
76, reacting an isocyanate compound with a polymer having a hydroxyl group such as polyether diol or polyester diol described in JP-A-64-112, etc.
Furthermore, there are urethane prepolymers with (meth)acryloyl groups at the ends of the molecules obtained by introducing (meth)acryloyl groups into this molecule, as well as polybutadiene-modified prepolymers with polybutadiene structures in the main chain. However, the present invention is not limited thereto, and any prebolymer may be used as long as the cured product has elasticity and has sufficient performance to exhibit an elongation of 50% or more. If the elongation of the cured product is less than 50%, it will not be able to follow the vibrations of the sealing surface and the expansion and contraction of the sealing member, which may result in seal failure.

Next, the reactive monomer having at least one (meth)acryloyl group shown in (b) that can be used in the liquid (A) of the present invention is JP-A-60-219276, JP-A-6
4-112 etc., (1) C H2
=C-C10-R2 (OH)n1{ A monomer having R1 0 or a reaction product of this and an isocyanate compound. However, R1 represents hydrogen or -CH3, and R2 is
-CH2・CH3, CH2・CH2・C
Ha, -CH.(cH3)2, in which hydrogen at an arbitrary position is eliminated to form a hand for bonding with an OH group; n is an integer of 1 to 3;

monomer. However, R is hydrogen, methyl group, ethyl group,
- C H 2 ・OH or OR' R I+ represents hydrogen, a methyl group, or an ethyl group, R' represents hydrogen, a hydroxyl group, or OR' m represents an integer from 1 to 8, and n represents an integer from 1 to 8. Indicates an integer of 20,
p represents O or 1;

0 R O
Monomer represented by where R represents hydrogen or an alkyl group having 1 to 4 carbon atoms, R + represents an alkylene group having 2 to 4 carbon atoms, and m
represents an integer from 2 to 8.

Monomer represented by ○ However, R1 is hydrogen, a methyl group, or an ethyl group, and R2
is an alkylene group having 1 to 3 carbon atoms, or C H (C
H3) 1, and n is ○ and an integer from 1 to 10.

(s) Monomer represented by R1CH2=C-C-〇1R2 110 However, R1 represents hydrogen or a methyl group, and R2 has 5 carbon atoms.
-20 cycloalkyl group, phenyl group, tetrahydrofurfuryl group, or a C5-20 alkyl group containing these groups, or a compound containing a norbornene group such as.

(6) R+ ] ○ Monomer represented by OH However, R1 represents hydrogen or a methyl group, and R2 represents a carbon number of 2
~40 alkylene group, R3 represents an alkyl group having 2 to 40 carbon atoms.

(7) Monomer represented by R O O where R represents hydrogen, a methyl group, an alkyl group, a vinyl group, a group, or an alkoxyalkyl group having a prime number of 1 to 2o.

(8>R R1 is carbon aryl CH2"C-C-○-(c-H2fflO)p Cr
Monomer represented by lH2o-111 0 However, R represents hydrogen or a methyl group, m represents an integer of 1 to 4, n represents an integer of 1 to 18, and p represents an integer of 1 to 20.

etc. can be used, but are not limited to these. These reactive monomers are variously selected and used alone or in combination for the purpose of serving as a diluent during the synthesis of the prepolymer (a), as a regulator of viscosity after synthesis, or for improving the physical properties of a cured product. used in combination.

The blending amounts of the prepolymer (a) and the reactive monomer (b) are not particularly limited as they vary greatly depending on the average molecular weight of the prepolymer (a) and the type of acrylic monomer (b). However, it is necessary to blend so that the elongation of the cured product is 50% or more, and so that the viscosity before curing does not become too high. Preferably, the total amount of (a) and (b) is 100% by weight. If the section is
Component (a) is required in an amount of 100 parts by weight or more, more preferably 20 parts by weight or more. If the amount of component (a) is 10 parts by weight or less, the cured product will be too hard and will not have sufficient elongation.

Further, the component (b) may not necessarily be necessary depending on the state of the component (a).

Next, the polymerization initiator (c) that acts on (a) and (b) is JP-A-61-148277 and JP-A-60-258.
Specific examples include t-butyl peroxide, penzoyl peroxide, lauroyl peroxide, methyl ethyl ketone peroxide, varamenthane hydroperoxide, and cumene hydroperoxide. , diisobrobylbenzene hydroperoxide, etc., but are not limited to these. Moreover, several kinds of these polymerization initiators can be used in combination as necessary. The amount of the polymerization initiator (c) is determined by mixing it with the Brevolimer (a) and the reactive monomer (b) to form a composition (A).
) When used as a liquid, 0.01 to 30 parts by weight per 100 parts by weight of the total amount of the prebolimer (a) and the reactive monomer (b). The amount is appropriate, more preferably 0.1 to 10 parts by weight. The blending amount of (c) is 0.
If the amount is less than 0.01 parts by weight, the curing speed will decrease or curing will be insufficient, and if it exceeds 30 parts by weight, the storage stability of the sealant composition will deteriorate or the physical properties of the cured product will be adversely affected. When (c) is used alone as liquid (B) as a brimer, it is used after being dissolved or dispersed in an appropriate amount in a liquid solvent, preferably a solvent with a high evaporation rate.

Next, the polymerization accelerator (d) used in the present invention includes reducing agents described in JP-A-61-148277 and JP-A-60-258205, such as tertiary amines, Examples include oxime compounds, thiuram compounds, thiourea derivatives, metal salts, and amine-aldehyde condensates. Some specific examples include triethylamine, ethylene diethanolamine, N,N dimethyl para-toluidine, 2-mercaptobenzimidazole, ethylene thiourea, methyl ethyl ketone oxime, acetophenone oxime, cobalt naphthenate, titanium acetylacetate, acetaldehyde. Examples include benzyl urethane condensate, butyraldehyde aniline condensate, and the like. Moreover, several types of these polymerization accelerators can be used in combination depending on the purpose. The blending amount of the polymerization accelerator (c) should be determined when the prepolymer (a) and the reactive monomer (b) are mixed together to form a composition (A). The amount is suitably 0.01 to 30 parts by weight, more preferably 0.1 to 10 parts by weight, based on 100 parts by weight of the total amount of the reactive monomers b). If the amount of the polymerization accelerator (d) is less than 0.01 parts by weight, the curing speed may decrease or curing may be insufficient, and if it exceeds 30 parts by weight, the storage stability of the sealant composition may deteriorate. , which may adversely affect the physical properties of the cured product. Also, as a brimer (d)
When the polymerization accelerator is used alone as (B) 1, it is used after being dissolved or dispersed in a liquid solvent, preferably a solvent with a high evaporation rate.

The polymerization initiator (c) and the polymerization accelerator (d),
When each is used alone as a liquid (B), examples of solvents include halogenated hydrocarbon solvents such as methylene chloride, trichloroethane, methylchloroform, and trichlorethylene; ketone or ester solvents such as methyl ethyl ketone and ethyl acetate; , xylene, benzene, toluene, and other aromatic hydrocarbon solvents. In addition, the concentration of the polymerization accelerator with respect to the above solvent is not particularly limited, but
From economic efficiency and dispersion state when applied to the adhered surface, 0.1
~30% by weight is suitable.

Next, selectively combining (A) ′iTi and (B)″e means applying (A) liquid and (B) 1 to each surface of the sealing member having a gap between the sealing surfaces, By combining them so that a redox system is formed between the polymerization initiator and the polymerization accelerator when they are bonded together, for example,
(a) Brevolimer, (b) reactive monomer, and (c)
) When the polymerization initiator of ) is used as liquid (A), (B)i is (
A solution containing the polymerization accelerator of d) is obtained.

Furthermore, various additives can be used in the above-mentioned liquids (A)'e and (B), if necessary. For example, known additives such as various antioxidants and polymerization inhibitors can be used in liquid (A) for the purpose of improving its stability.
Depending on the purpose, for example, plasticizers, fillers, thickeners, colorants, etc. can be added.

For example, when applying to an oil pan or the like, a thixotropic agent, filler, etc. may be used to impart thixotropy to prevent dripping and spreading of the liquid.

Furthermore, adhesion agents such as phosphorus compounds, silane coupling agents, titanate coupling agents, etc. can be added to improve the adhesion of the corresponding sealing surfaces, and vice versa. In order to improve re-peelability between surfaces, paraffin wax, fluororesin powder, polyethylene powder, and other lubricating substances may be added. In order to impart anaerobic curing properties and ultraviolet curing properties as described in JP-A-58-104976, etc., anaerobic curing catalysts such as various sulfimides and amino accelerators, and photopolymerization of acetophenone, penzophenone, etc. Initiators can also be added.

Next, as a method for applying liquids (A) and (B) of the present invention to a member having a sealing surface, if liquid (A) is used, automatic application described in Utility Model Application Publication No. 61-44276 etc. It can be applied using a machine, a coating machine using a numerically controlled machine, or printed using a screen printing machine. Furthermore, if it is the liquid (B), it can be applied to the sealing surface by brushing, dipping, spray coating, or the like. Next, the above (A) solution and (B) 'e. The method for bonding the sealing surfaces to which the sealing surface is applied is to simply join the two, and no special measures are required. However, (B
It is preferable to use the sealing surface coated with )'e as a dry coating by scattering a solvent or the like.

[Example] Next, the present invention will be explained in detail using examples.

(Method for producing prebolimer) (1) 0.19 mol of diol represented by the structural formula CH3CH3-O-(cH2CHO)n-CH2CH2-OH (in the above formula, n represents an integer of 1 to 5) and TMHDI ( 0.2 mol of trimethylhexamethylene diisocyanate) under a polymerization inhibitor, 0.01% by weight of dibutyltin dilaurate based on the weight of this mixture as a catalyst, and further mixed with the above mixture. Diol and TMHD
A mixture containing phenoxyethyl acrylate as a diluent in an amount corresponding to a 1:1 weight ratio of the mixture with I was reacted at 70° C. for 2 hours. The polymerization inhibitor is butylated hydroxytoluene (BHT), and the total acrylate of diol, TMHDI, and diluent) is 0.
Polyurethane methacrylate was synthesized by adding 0.04 (0.02×2) moles.

The average molecular weight of this urethane brevolomer was measured by GPC and was in the range of 50,000 to 70,000. Hereinafter, the prepolymer obtained here will be referred to as rU-IJ.

(2) 1.4 mol of diol represented by the structural formula C113 and 2 mol of HDI (hexamethylene diisocyanate) are mixed in the presence of a polymerization inhibitor, and 0.01% by weight of dibutyl is added to the weight of the mixture. Adding tindilaurate to the mixture as a catalyst,
Furthermore, a mixture prepared by adding phenoxyethyl acrylate as a diluent in an amount corresponding to a weight ratio of 1:1 to the weight of the mixture of diol and HDI described above was reacted at 70° C. for 2 hours.゜The above polymerization inhibitor is butylated hydroxytoluene (BHT), and diol and TMH
0.0 for the total weight of DI and diluent. Polyurethane methacrylate) was further blended and then reacted for 2 hours to synthesize polyurethane methacrylate. The average molecular weight of this urethane prebomer was measured by GPC and was approximately 20.
,000. Hereinafter, the prebolimer obtained here will be referred to as "U-2yo".

(3) Polyester polyol of adivic acid and 1.4-butanediol 1. ○ mole and 2 moles of TMHD I (trimethylhexamethylene diisocyanate) are mixed in the presence of a polymerization inhibitor, and 0.0 mole is added to the weight of this mixture.
A mixture prepared by adding 1% by weight of dibutyltin dilaurate as a catalyst was reacted at 80° C. for 1 hour.

The above polymerization inhibitor is butylated hydroxytoluene (BH
T), which comprises polyester polyol and TMHD I
It was blended at a ratio of 0.4% by weight based on the total weight.

Next, 3 moles or more of 2-HEMA was further blended, followed by reaction for 1 hour to obtain urethane methacrylate having an average molecular weight of about 1,000. Hereinafter, the urethane brevolomer obtained here will be referred to as rU-3J.

(4) In a 500 ml four-part separable flask equipped with a stirrer, a thermometer, a drying agent, and a nitrogen inlet tube, 360 g of polypropylene glycol with a molecular weight of 300, 35.52 g of isophorone diisocyanate, and 0.0 g of dibutyltin laurate were added.
02 g was charged, and the mixture was stirred at 80° C. for 3 hours under a nitrogen stream.

Next, an adduct 32 was obtained by reacting 2,3-dihydroxybutylmethacrylate (a hydrate of glycidyl methacrylate) and 7-isocyanatepropyltriethoxysilane at 80°C for 3 hours under the catalyst of tetraethylene ammonium chloride. .56 g was added thereto, and the mixture was stirred at 80° C. for 4 hours until the isocyanate absorption measured by infrared spectrum analysis disappeared, to obtain a prebolimer. This prebolimer is designated as U-4.

(5) Using the same procedure as U-4 above, replace polypylene glycol with alcohol-modified silicone oil (molecular weight 56).
00) 203.6g1 isophorone diisocyanate ll
．． Charge Ig and 0.02 g of dibutyltin laurate,
The mixture was stirred at 80° C. for 3 hours under a nitrogen stream. Then 2,3-dihydroxypropyl methacrylate and 7-isocya.
8.14g of adduct of natebrobyltriethoxysilane
was added, and the reaction was allowed to proceed until absorption of isocyanate disappeared.

This prepolymer is designated as U-5.

Polydimethylsiloxane with an average molecular weight of 10,000 and a hydroxyl group at the end; Linear polysiloxane 40 with a terminal methacrylate group obtained by condensation with N-dimethylaminomethacrylate dimethylsilane
Polydimethylsiloxane having a weight part and average molecular weight of 20,000 and having a hydroxyl group at the end; 40 parts by weight of a linear polysiloxane having methacrylate terminals obtained by condensation with N-dimethylaminomethacrylate dimethylsilane; 20 parts by weight of dimethyl silicone having an average molecular weight of 100,000 and having vinyl siloxane units; A prepolymer was obtained by mixing the following parts. This is called U-6.

Using the prepolymer produced by the above method, 10 types of (A) solutions (A-1 to A-10) (B) 1 were prepared using the following formulations.
Four types (B-1 to B-4) were blended.

[A-1] (Brebolimer) 1,2 polybutadiene diacrylate (molecular weight 2600, manufactured by Nippon Soda Co., Ltd.)...
・ 60 parts by weight (reactive monomer) Isoboronyl methacrylate...Dicyclopentenyloxy methacrylate... (Polymerization initiator) Cumene hydroperoxide... (Polymerization inhibition agent) Hydroquinone monomethyl ether [A-2 co(brevolimer) U-1...(Reactive monomer) Phenoxyethyl acrylate...Dicyclobentenyloxyethyl methacrylate...・・ 20 20 5 O. O1 70 parts by weight 20 1 0 (Polymerization initiator) Cumene hydroperoxide... (Polymerization inhibitor) E DTM - 2 Na - -
Hydroquinone ・・・・・・［A-3
] (Brevorimer) U-1 ...... (Reactive monomer) Phenoxyethyl acrylate ...... Dicyclobentenyloxyethyl methacrylate ... (Polymerization accelerator) Ethylene thiourea ......(Polymerization inhibitor) E DTM - 2 Na - -
Hydroquinone...[A-4] (Prevolimer) U-1...0.
02 0. O2 70 parts by weight 20 10 0. 02 0. 02 70 parts by weight (reactive monomer) Phenoxyethyl acrylate...Dicyclobentenyloxyethyl methacrylate... (Polymerization initiator) Cumene hydroperoxide... ( Additive
Anaerobic curing catalyst) O-penzoic sulfimide ...... N-ethyl metatoluidine ... (polymerization inhibitor) E DTM - 2 Na - -
Oxalic acid ・・・・・・［A-5
] (Pre-bolimer) U-1... (Reactive monomer) Phenoxyethyl acrylate... Dicyclobentenyloxyethyl methacrylate... (Polymerization initiator) 20 1 0 2. O. O. O. ○． 5 3 2 O2 01 70 parts by weight 20 1 0 Cumene hydroperoxide (photopolymerization initiator) Benzoin ethyl ether (polymerization inhibitor) E DTM - 2 Na - −
Hydroquinone monoethyl ether ・・・・・・ [A-6] (Brevolimer) U-2 ・・・・・・(Reactive monomer) Phenoxyethyl acrylate ・・・・・・(Polymerization initiator) Cumene Hydro Peroxide... (polymerization inhibitor) E DTM - 2 Na - -
Hydroquinone monoethyl ether ・・・・・・ [A-7] (Prebolimer) 02 O1 80 parts by weight 20 ○2 U-1 ・・・・・・ 50 parts by weight U-3 ・・・・
・ 20 (Reactive monomer) Phenoxyethyl acrylate 20 Dicyclobentenyloxyethyl methacrylate ○ (Polymerization initiator and auxiliary agent) t-Butylperpenzoate ・・... 30-
Penzoic sulfimide ・・・・・・ 0.5 (Polymerization inhibitor) EDTM-2Na -- 0.02 Oxalic acid ・・・・・・ 0.01 [
A-8] (Brebolimer) U-4...100 parts by weight (polymerization initiator) Cumene hydroperoxide...4 (polymerization inhibitor) EDTM-2Na -... 0.01
Hydroquinone monoethyl ether ・・・・・・ 0.01 (catalyst) Dibutyltin dilaurate ・・・・・・ 0.5
[A-9] (Prebolimer) U-5 100 parts by weight (polymerization initiator) t-butylperpenzoate 4 (polymerization inhibitor) EDTM-2Na - 0.01 Hydroquinone monoethyl ether ・・・・・・ 0.01 (catalyst) Dibutyltin dilaurate ・・・・・・ 0.3
0-Penzoic sulfimide ・・・・・・ 0.5
[A-10 (prebolimer) U-6...100 parts by weight (polymerization initiator) Cumenhide peroxide...4 (polymerization inhibitor) E DTM - 2 Na - −
Hydroquinone monoethyl ether (filler) Silica powder (Aeros i R972Degussa
company) ・・・・・・(B)? ? ! [B-1] Ethylene thiourea ... Isopropanol ... [B-2.1 Water ...]
・Copric chloride...Ascorbic acid...[B-3] Trichloroethane...Butyraldehyde aniline condensate...[B-41 0 .01 0.01 10 10 parts by weight 40 20 parts by weight 25 20 40 parts by weight 1 0 Cumene hydroperoxide isopanol was used in the above solutions (A) and (B).

・・・・・・10 parts by weight ・・・・・・　40 Combine the liquids as shown in the table below. Table 1 Example 1 Initial pressure resistance test Example 1 will be described using FIGS. 1 and 2.

3K type engine (1200cc manufactured by Toyota Motor Corporation)
) and 12A type engine (12 manufactured by Nissan Motor Co., Ltd.)
00cc), first set the engine in an axial force testing machine (overflow electric dynamometer manufactured by Fuchino Seisakusho), complete with cooling water, fuel, battery, etc., and prepare a system to start the engine at any time. Afterwards, the sealing surface 5 of the lower part 6 of the cylinder block that is in contact with the oil pan 1 is immersed in the liquid storage tank 4 filled with (B) 'e of the above sample, and the entire sealing surface is coated with liquid (B) and dried. . Next, the sample liquid (A) is applied to the sealing surface 2 of the oil bun 1 using the automatic coating machine 3 in accordance with the shape of the oil pan 1. Next, the two were immediately attached and the bolts were tightened to the specified torque to complete the connection between the cylinder block and oil van.

Next, apply engine oil (Nippon Oil Co., Ltd. 1) to this engine.
0W-30 engine oil) was quickly added, and a firing test (starting and running the engine) was carried out by keeping the engine speed at 2000 rpm. It took about 2 minutes from joining the cylinder block and oil pan to starting the engine.

Table 2 shows the results of testing samples 1 to 10 using each engine according to this procedure.

(Comparative Example) A test was conducted in the same manner as in Example 1 using 1217 (type 1 silicone sealant) manufactured by ThreeBond in place of liquid (A). However, in this case, Table 2: ○...No leakage Similarly, liquid (A) and liquid (B) of the above sample 1-10 were applied to one side each on both sides of the joint of the flanged pressure vessel, and left to stand at room temperature for 5 minutes to dry liquid (B), then both were applied. I pasted them together and tightened the flanges with tightening bolts. Next, the pressure vessels sealed with each sample were stored under the following conditions, and then filled with turbine oil and the withstand pressure was measured. However, the conditions when tightening the flange are as follows: Clearance of flange surface 0.1mm Width of tightening surface
7mm tightening torque 4 0
Kgf/cn + 2
After repeating the beat cycle for 2 months at 120°C for 73 hours Condition 4 Flange tightening, after 1 hour at room temperature -10°C
After heat cycles of ~100° C./6 hours were repeated for 2 months, five samples were used for each sample, and the oil leakage status when a pressure of 2 kg/am 2 was applied was expressed in the following manner. The results are shown in Table 3.

Table 3 0 ...... Almost no leakage in all 5 O ・
・・・・・・・Leakage occurred to the extent that 1 or 2 pieces smeared△
......Leakage occurred to the extent that it smeared regardless of the number of samples.

Comparative sample 2 is: Methyl methacrylate: 80 parts by weight n-butyl methacrylate: 2o Acrylonitrile/butadiene/glycidyl methacrylate copolymer: 20 cumene hydrobar Oxide...5p-penzoquinone...0.08(A)
Liquid (B)? Ti. Solution B-1 of this example was used.

<Cured product physical property test> Samples 1 to 10 and comparative sample 2 (A) only were tested according to JIS68
Fill it into a mold to make No. 2 dumbbells according to No. 20,
Harden by heating. Thereafter, the elongation was measured at room temperature. The results are shown in Table 4.

Table 4 shows that it follows vibrations and the expansion and contraction of the sealing member well, has long-term weather resistance, eliminates the need for devising the shape of the corresponding sealing surface, or performing special processing, and sealing surface The machining accuracy is also relatively low and good. Additionally, since the work can be done on an automated line, it is extremely suitable for mass production.

[Brief explanation of drawings]

Figure 1 shows the process of immersing the lower part of the cylinder block into a dipping tank filled with liquid B, and Figure 2 shows the process of applying liquid A to the oil pan flange (sealing surface). . 7: Sealant composition liquid A 8: Liquid B filled in the immersion tank 9: Piston hole [Effects of the invention]

Claims (1)

[Scope of Claims] A sealing method in which a sealant is interposed between corresponding sealing surfaces to seal the sealing surfaces, wherein either one of the sealing surfaces includes (a) at least one compound at the end or side chain of a molecule; One or more (
One or more prepolymers having a meth)acryloyl group (b) If necessary, one or more reactive monomers having at least one (meth)acryloyl group (c) One or more polymerization initiators ( d) Apply the sealant composition (A) liquid consisting of one or more polymerization accelerators (a), (b), (c) or (a), (b), and (d) above, and apply the other sealant. A composition (B) solution containing the component (c) or (d) is selectively applied to the surface so as to form a redox system with the (A) solution, and then both sealing surfaces are bonded together and cured. A method for sealing a member having a sealing surface, characterized in that the cured product has an elongation of at least 50% or more.