WO2006051799A1 - 硬化性組成物 - Google Patents
硬化性組成物 Download PDFInfo
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- WO2006051799A1 WO2006051799A1 PCT/JP2005/020501 JP2005020501W WO2006051799A1 WO 2006051799 A1 WO2006051799 A1 WO 2006051799A1 JP 2005020501 W JP2005020501 W JP 2005020501W WO 2006051799 A1 WO2006051799 A1 WO 2006051799A1
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
- C08K5/541—Silicon-containing compounds containing oxygen
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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
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
- C09K3/1006—Materials in mouldable or extrudable form for sealing or packing joints or covers characterised by the chemical nature of one of its constituents
- C09K3/1018—Macromolecular compounds having one or more carbon-to-silicon linkages
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L101/00—Compositions of unspecified macromolecular compounds
- C08L101/02—Compositions of unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups
- C08L101/10—Compositions of unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups containing hydrolysable silane groups
Definitions
- a trionoreganosiloxy group represented by (which is a hydrogen fluoride group).
- Y is each Independently, it is a group selected from a hydroxyl group, an alkoxy group, an alkenyloxy group and an acyloleoxy group.
- X is an electron withdrawing group.
- c is 1, 2, or 3
- d is 1, 2, or 3
- c + d is 4 or less.
- Polysiloxane polymers such as polydiorganosiloxane can also be used.
- Saturated hydrocarbon polymers such as polyisobutylene, hydrogenated polyisoprene, and hydrogenated polybutadiene, polyoxyalkylene polymers, (meth) acrylate polymers, and polysiloxane polymers have relatively high glass transition temperatures. Low cured products are more preferred because of their excellent cold resistance.
- the hydrolyzable group and the hydroxyl group can be bonded to one key atom in the range of 1 to 3, and (a + ⁇ b) is preferably in the range of 1 to 5.
- two or more hydrolyzable groups or hydroxyl groups are bonded to the reactive silicon group, they may be the same or different.
- (Mouth) can be synthesized, for example, by reacting a compound having a mercapto group and a reactive cage group with a radical addition reaction in the presence of a radical initiator and Z or a radical source.
- a radical addition reaction in the presence of a radical initiator and Z or a radical source.
- the method include introduction to a saturated binding site, but there is no particular limitation.
- Specific examples of the compound having a mercapto group and a reactive silicon group include, for example, ⁇ -mercaptopropyltrimethoxysilane, y-mercaptopropylmethyldimethoxysilane, ⁇ -mercaptopropyltriethoxysilane, and ⁇ -mercaptopropylmethyl. Examples include, but are not limited to, jetoxysilane and mercaptomethyltriethoxysilane.
- a method for producing a polyoxyalkylene polymer having a reactive key group is disclosed in JP-B-45.
- Examples of the method for producing a saturated hydrocarbon polymer having a reactive cage group include, for example, JP-B-4-69659, JP-B-7-108928, JP-A-63-254149, JP-A-64. — Forces described in each specification of 22 904, JP-A-1-197509, Patent Publication No. 2539445, Patent Publication No. 2873395, JP-A-7-53882, etc. .
- the (meth) acrylic acid ester monomer constituting the main chain of the (meth) acrylic acid ester polymer is not particularly limited, and various types can be used. Examples include (meth) acrylic acid, methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, n-butyl (meth) acrylate, (Meth) acrylic acid isobutyl, (meth) acrylic acid tert-butyl, (meth) acrylic acid n-pentyl, (meth) acrylic acid n-hexyl, (meth) acrylic acid cyclohexyl, (meth) acrylic acid n_ heptyl, (meth) acrylic acid n_ octyl, (meth) acrylic acid 2-ethylhexyl, (meth ) Nonyl acrylate, (Meth) decyl acrylate
- Fluorine-containing vinyl monomers such as bi-trimethoxysilane and bi-triethoxysilane; maleic anhydride, maleic acid, monoalkyl esters and dialkyl esters of maleic acid; monoalkyl esters of fumaric acid and fumaric acid And dialkylesterol; maleimide, methinoremalimide, ethinoremaleimide, propinoremaleimide, butinoremaleimide, hexylmaleimide, octylmaleimide, dodecylmaleimide, stearylmaleimide, phenylmale Maleimide monomers such as cyclohexyl and maleimide; nitrile group-containing butyl monomers such as acrylonitrile and methatalonitrile; amide group-containing butyl monomers such as acrylamide and methatalamide; butyl acetate, butyl propionate, and pivalate Bull esters such as
- polymers composed of styrene monomers and (meth) acrylic monomers are preferred because of the physical properties of the product. More preferred is a (meth) acrylic polymer comprising an acrylate monomer and a methacrylic acid ester monomer, and particularly preferred is an acrylic polymer comprising an acrylate monomer. In applications such as general construction, a butyl acrylate monomer is more preferred from the viewpoint of requiring low viscosity of the blend, low modulus of the cured product, high elongation, weather resistance, heat resistance, and the like.
- a copolymer mainly composed of ethyl acrylate is more preferable.
- This polymer mainly composed of ethyl acrylate is excellent in oil resistance but tends to be slightly inferior in low-temperature characteristics (cold resistance). Therefore, in order to improve the low-temperature characteristics, a part of ethyl acrylate is butyl acrylate. It is also possible to replace it with.
- the ratio of butyl acrylate is increased, its good oil resistance is impaired, so for applications that require oil resistance, the ratio is preferably 40% or less, and even 30%. More preferably, it is as follows.
- the (meth) acrylic acid ester-based polymer having a reactive cage group may be used alone or in combination of two or more.
- the monomer units other than those contained in the copolymer may be acrylic acid such as acrylic acid or methacrylic acid; N-methylol. Acrylamide, N- Monomers containing nitrogen-containing groups such as amide groups such as methylol methacrylamide, epoxy groups such as glycidyl acrylate and glycidyl methacrylate, jetylaminoethyl acrylate and jetylaminoethyl methacrylate; other acrylonitriles And monomer units derived from styrene, ⁇ -methylstyrene, alkyl butyl ether, butyl chloride, butyl acetate, butyl propionate, and ethylene.
- the amide segment has the general formula (11):
- R 16 represents a hydrogen atom or a substituted or unsubstituted organic group.
- An excess polyisocyanate compound is added to a polymer having an active hydrogen-containing group at a terminal.
- a polymer having an isocyanate group at the end of the polyurethane main chain, or at the same time all or part of the isocyanate group is represented by the general formula (12).
- polyether polyols are particularly preferred because the resulting polymer has a low viscosity and good workability and good deep-part curability.
- Polyacryl polyols and saturated hydrocarbon polymers are more preferred because the resulting cured polymer has good weather resistance and heat resistance.
- polyether polyol those produced by any production method can be used, but those having at least 0.7 hydroxyl groups per molecule terminal in terms of the total molecular average are preferable. Specifically, it can be used as an initiator such as a polyhydroxy compound having at least two hydroxyl groups in the presence of an oxyalkylene polymer produced using a conventional alkali metal catalyst or a double metal cyanide complex or cesium. And an oxyalkylene polymer produced by reacting an alkylene oxide.
- an initiator such as a polyhydroxy compound having at least two hydroxyl groups in the presence of an oxyalkylene polymer produced using a conventional alkali metal catalyst or a double metal cyanide complex or cesium.
- an oxyalkylene polymer produced by reacting an alkylene oxide.
- the polymerization method using a double metal cyanide complex has a lower degree of unsaturation, lower viscosity than narrow Mw / Mn, high acid resistance, and high weather resistance. Since an oxyalkylene polymer can be obtained, it is preferable.
- Examples of the polyacryl polyol include a polyol having a (meth) acrylic acid alkyl ester (co) polymer as a skeleton and having a hydroxyl group in the molecule.
- the polymer synthesis method is more preferably an atom transfer radical polymerization method, which is preferred to a living radical polymerization method, because the molecular weight distribution is narrow and low viscosity can be achieved.
- polyisocyanate compound examples include aromatic polyisocyanates such as toluene (tolylene) diisocyanate, diphenylmethane diisocyanate, and xylylene diisocyanate; Fats such as cyanate and hexamethylene diisocyanate A group polyisocyanate can be used.
- aromatic polyisocyanates such as toluene (tolylene) diisocyanate, diphenylmethane diisocyanate, and xylylene diisocyanate
- Fats such as cyanate and hexamethylene diisocyanate
- a group polyisocyanate can be used.
- an amino group-containing silane coupling agent (hereinafter referred to as the amine compound (B)) is used. Also referred to as aminosilane).
- Aminosilane is a compound having a group containing a key atom to which a hydrolyzable group is bonded (hereinafter referred to as hydrolyzable key group) and a substituted or unsubstituted amino group.
- the substituent of the substituted amino group include an alkyl group, an aralkyl group, and an aryl group.
- the hydrolyzable cage group include those in which Z is a hydrolyzable group among the groups represented by the general formula (1).
- Ar represents an aromatic ring
- V represents a group that is substituted with a hydrogen atom on the aromatic ring, and includes a halogen, an acylole group, an alkoxycarbonyl group, a nitro group, a cyano group, a sulfonyl group, and a perfluoroalkyl group.
- F is a number that is greater than or equal to 1 and can be replaced with a hydrogen atom on the aromatic ring.
- Isocyanate silanes such as propyl propylmethyldimethoxysila silane; ⁇ — (1,3-Dimethylbutylidene) -3— (triethoxysilyl) 1 Ketimine silanes such as propanamine; ⁇ Mercaptopropyltrimethoxysilane, ⁇ — Mercaptopropyltriethoxysilane, ⁇ —Mercaptopropylmethyl dimethoxysilane, ⁇ —Mercaptosilanes such as mercaptopropylmethyljetoxysilane, mercaptomethyltriethoxysilane; ⁇ -carboxyethyltriethoxysilane, ⁇ —carbox Carboxysilanes such as shetilphenylbis (2-methoxyethoxy) silane, ⁇ - / 3_ (carboxymethyl) aminoethyl ⁇ -aminopropyltrimethoxysilane; butyltrimethoxys
- the adhesiveness-imparting agent is not particularly limited.
- epoxy resins, phenol resins, sulfur, alkyl titanates, aromatic polyisocyanates, and the like can be used.
- the above-mentioned adhesiveness-imparting agent may be used alone or in combination of two or more.
- an organic balloon or inorganic balloon additive is preferred. These fillers can be surface-treated, and may be used alone or in combination of two or more.
- the balloon particle size is preferably 0.1 mm or less. In order to make the surface of the cured product matt, it is preferably 5 to 300 / im.
- the scale-like or granular substance is blended in an amount of about! To 200 parts by weight with respect to 100 parts by weight of a composition such as a sealing material composition or an adhesive composition.
- the amount to be blended is appropriately selected according to the size of each scale-like or granular substance, the material of the outer wall, the pattern, and the like.
- a balloon preferably having an average particle size of 0.1 mm or more
- the surface becomes sandy or sandstone-like, and the weight can be reduced. it can.
- the preferred diameter, blending amount, material, etc. of the balloon are as follows, as described in JP-A-10-251618.
- the balloon is a spherical filler with a hollow inside.
- This balloon material includes inorganic materials such as glass, shirasu, and silica, and organic materials such as phenol resin, urea resin, polystyrene, and saran.
- An inorganic material and an organic material can be combined, or a plurality of layers can be formed by stacking. Inorganic or organic balloons or a combination of these can be used. Also, the same balloon can be used, or a mixture of different types of balloons can be used. Further, a balloon whose surface is coated or coated can be used, and a balloon whose surface is treated with various surface treatment agents can also be used.
- organic balloons can be used with calcium carbonate, talc, For example, coating with tantalum or surface treatment of inorganic balloons with a silane coupling agent.
- thermally expandable fine particle hollow body described in JP-A-2004-51701 or JP-A-2004-66749 can be used.
- a thermally expandable fine hollow body is a polymer outer shell material (salt-vinylidene copolymer, acrylonitrile copolymer, or vinylindene chloride) made of a low boiling point compound such as a hydrocarbon having 1 to 5 carbon atoms. —A plastic sphere encapsulated in a spherical shape with (acrylonitrile copolymer).
- the gas pressure in the shell of the thermally expandable fine-grain hollow body increases, and the volume of the polymer outer shell material softens, so that the volume expands dramatically, and the adhesive interface It plays the role of peeling.
- Thermal expansion Addition of the conductive fine hollow body makes it possible to obtain an adhesive composition that can be peeled off without being destroyed simply by heating when not required, and can be peeled off without using any organic solvent.
- the partial hydrolysis-condensation product of tetraalkoxysilane is more preferable because the effect of improving the restoring property, durability, and creep resistance of the present invention is greater than that of tetraalkoxysilane.
- a plasticizer can be added to the composition of the present invention.
- a plasticizer By adding a plasticizer, the viscosity and slump property of the curable composition and the mechanical properties such as tensile strength and elongation of the cured product obtained by curing the composition can be adjusted.
- Polyester plastics obtained from dibasic acids such as sebacic acid, adipic acid, azelaic acid and phthalic acid and dihydric alcohols such as ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol and dipropylene glycol lj ; Polyether polyols such as polyethylene glycol, polypropylene glycol, polytetramethylene glycol and the like having a molecular weight of 500 or more, or 1000 or more.
- Polyethers such as derivatives converted into groups, etc .; Polystyrenes such as polystyrene and polymethylstyrene; polybutadiene, polybutene, polyisobutylene, butadiene mono acrylonitrile, polychloroprene, etc. Is not to be done.
- polystyrenes such as polystyrene and polymethylstyrene
- polybutadiene such as polystyrene and polymethylstyrene
- polybutadiene such as polystyrene and polymethylstyrene
- polybutadiene such as polybutene, polyisobutylene, butadiene mono acrylonitrile, polychloroprene, etc.
- polyethers and vinyl polymers are preferred.
- the surface curability and the deep part curability are improved, and since the curing delay after storage does not occur, polypropylene glycol is more preferred. Bure polymers are preferred from the standpoint
- acrylic polymers such as polyacrylic acid alkyl esters, which are preferably acrylic polymers and Z or methacrylic polymers, are more preferred.
- the polymer synthesis method is preferably the living radical polymerization method because of its narrow molecular weight distribution and low viscosity, and the atom transfer radical polymerization method is more preferred. Further, it is preferable to use a polymer obtained by so-called SG0 process obtained by continuous bulk polymerization of an alkyl acrylate monomer described in JP-A-2001-207157 at high temperature and high pressure.
- the number average molecular weight of the polymeric plasticizer is preferably 500 to 15000, more preferably 800 to 10000, still more preferably 1000 to 8000, and particularly preferably 1000 to 500. It is. Most preferably, it is 1000-3000. If the molecular weight is too low, the plasticizer will flow out over time due to heat and rain, the initial physical properties cannot be maintained over a long period of time, causing contamination due to dust adhesion, etc., and the alkyd paintability cannot be improved. On the other hand, if the molecular weight is too high, the viscosity increases and workability deteriorates.
- the molecular weight distribution of the polymer plasticizer is not particularly limited, but it is preferably narrow and preferably less than 1.80. 1. 70 or less is more preferred, 1. 60 or less is still preferred 1. 50 or less is more preferred 1. 40 or less is particularly preferred 1. 30 or less is most preferred.
- the number average molecular weight is measured by a terminal group analysis method in the case of a polyether polymer, and by the GPC method in the case of other polymers.
- the molecular weight distribution (Mw / Mn) is measured by the GPC method (polystyrene conversion).
- the polymer plasticizer may be a polymer plasticizer having no reactive cage group, but may have a reactive cage group. When it has a reactive key group, it acts as a reactive plasticizer and can prevent the migration of the plasticizer of the cured product.
- the average number per molecule is preferably 1 or less, and more preferably 0.8 or less.
- plasticizers with reactive key groups especially oxyalkylene polymers with reactive key groups, the number average The molecular weight is preferably lower than the polymer of component (A). Otherwise, the plasticizing effect may not be obtained.
- the plasticizers may be used alone or in combination of two or more.
- a low molecular plasticizer and a high molecular plasticizer may be used in combination. These plasticizers can also be added at the time of polymer production.
- the amount of the plasticizer used is 5 to 150 parts by weight, preferably 10 to 120 parts by weight, more preferably 20 to 100 parts by weight with respect to 100 parts by weight of the polymer of component (A). . If it is less than 5 parts by weight, the effect as a plasticizer is not expressed, and if it exceeds 150 parts by weight, the mechanical strength of the cured product is insufficient.
- a tackifier can be added to the composition of the present invention.
- the tackifying resin is not particularly limited, but it is possible to use a resin that is normally used regardless of whether it is solid or liquid at room temperature. Specific examples include styrenic block copolymers, hydrogenated products thereof, phenol resins, modified phenol resins (for example, cache oil modified phenol resins, tall oil modified phenol resins, etc.), terpene phenol resins, xylene phenol resins, Cyclopentagen monophenol resin, coumarone indene resin, rosin resin, rosin ester resin, hydrogenated rosin ester resin, xylene resin, low molecular weight polystyrene resin, styrene copolymer resin, petroleum resin (for example, C5 hydrocarbon Resin, C9 hydrocarbon resin, C5C9 hydrocarbon copolymer resin, etc.), hydrogenated petroleum resin, terpene resin, DCPD resin petroleum resin and the like.
- Styrene block copolymers and their hydrogenated products include styrene-butadiene-styrene block copolymer (SBS), styrene-isoprene-styrene block copolymer (SIS), styrene-ethylene butylene-styrene block copolymer. Examples thereof include a polymer (SEBS), a styrene / ethylene propylene / styrene block copolymer (SEPS), and a styrene / isobutylene / styrene block copolymer (SIBS).
- SEBS polymer
- SEPS styrene / ethylene propylene / styrene block copolymer
- SIBS styrene / isobutylene / styrene block copolymer
- the above tackifying resins may be used alone or in combination of two or more
- a solvent or a diluent can be added to the composition of the present invention.
- Solvents and diluents Although not particularly limited, aliphatic hydrocarbons, aromatic hydrocarbons, alicyclic hydrocarbons, halogenated hydrocarbons, alcohols, esters, ketones, ethers, and the like can be used.
- the boiling point of the solvent is preferably 150 ° C or higher, more preferably 200 ° C or higher 250 ° C due to air pollution problems when the composition is used indoors. C or more is particularly preferable.
- the above solvents or diluents may be used alone or in combination of two or more.
- a physical property modifier for adjusting the tensile properties of the cured product to be produced may be added, if necessary.
- a physical property modifier for example, alkyl alkoxysilanes, such as methyltrimethoxysilane, dimethyldimethoxysilane, trimethylmethoxysilane, n-propyltrimethoxysilane; dimethyldiisopropenoxy methoxysilane, butyldimethylmethoxy Examples thereof include alkoxysilanes having an unsaturated group such as silane; silicone varnishes; polysiloxanes.
- the hardness when the composition of the present invention is cured can be increased, or conversely, the hardness can be decreased and elongation at break can be produced.
- the above physical property modifiers may be used alone or in combination of two or more.
- Derivatives of polyhydric alcohols having 3 or more hydroxyl groups such as trimethylolpropane, glycerin, pentaerythritol or sorbitol described in JP-A-11-241029, and R SiOH such as trimethylsilanol is produced by hydrolysis.
- the physical property modifier is used in the range of 0.:! To 20 parts by weight, preferably 0.5 to 10 parts by weight with respect to 100 parts by weight of the polymer having a reactive key group (A). Is done.
- a thixotropic agent may be added to the curable composition of the present invention to prevent sagging and improve workability.
- the anti-sagging agent is not particularly limited, and examples thereof include polyamide waxes; hydrogenated castor oil derivatives; metal stalagmites such as calcium stearate, aluminum stearate, and barium stearate.
- rubber powder having a particle diameter of 10 to 500 zm as described in JP-A-11-349916 or organic fiber as described in JP-A-2003-155389 is used, A composition having high thixotropy and good workability can be obtained.
- These thixotropic agents may be used alone or in combination of two or more.
- the thixotropic agent is used in the range of 0.:! To 20 parts by weight with respect to 100 parts by weight of the polymer (A) having a reactive key group.
- a compound containing an epoxy group in one molecule can be used.
- the restorability of the cured product can be improved.
- the compound having an epoxy group include epoxy-unsaturated fats and oils, epoxidized unsaturated fatty acid esters, alicyclic epoxy-rich compounds, compounds shown in epichlorohydrin derivatives, and mixtures thereof. .
- E_PS bis (2-ethynolehexinole) -1,5_epoxycyclohexane_1,2-dicarboxylate
- epoxy compound is particularly preferred.
- the epoxy compound is preferably used in the range of 0.5 to 50 parts by weight with respect to 100 parts by weight of the polymer (A) having a reactive key group.
- the photo-curing substance is used in the range of 0.:! To 20 parts by weight, preferably 0.5 to 10 parts by weight with respect to 100 parts by weight of the polymer having a reactive carbon group (A). If it is less than 0.1 part by weight, the effect of improving the weather resistance is not sufficient. If it is more than 20 parts by weight, the cured product becomes too hard and tends to crack.
- oxygen curable substance examples include drying oil typified by drill oil, amami oil, and various alkyd resins obtained by modifying the compound; acrylic polymer modified with drying oil, epoxy type Resin, silicone resin: 1,2_polybutadiene, 1,4_polybutadiene, C5-C8 gel obtained by polymerization or copolymerization of gen-based compounds such as butagen, black-prene, isoprene, 1,3-pentane NBR obtained by copolymerizing liquid polymers such as polymers of polymers and monomers such as Atariguchi nitrile and styrene that are copolymerizable with these gen compounds such that gen compounds are the main component.
- drying oil typified by drill oil, amami oil, and various alkyd resins obtained by modifying the compound
- acrylic polymer modified with drying oil epoxy type Resin, silicone resin: 1,2_polybutadiene, 1,4_polybutadiene, C5-C8 gel obtained by polymer
- Isophorone diamine primary amines such as amine-terminated polyethers; secondary amines such as 2,4,6-tris (dimethylaminomethyl) phenol, tertiary amines such as tripropylamine, Secondary amine salts; Polyamide resins; Imidazoles; Dicyandiamides; Boron trifluoride complex compounds; Phthalic anhydride, hexahydrophthalic anhydride, tetrahydrophthalic anhydride, dodecynyl succinic anhydride, water-free pyromellitic acid , Carboxylic anhydrides such as chlorenic anhydride; alcohols; Roh Lumpur acids; carboxylic acids; aluminum or a compound of diketone complex compounds such as zirconium can be exemplified force les such being limited thereto.
- the curing agents may be used alone or in combination of two or more.
- Ketimine can be used as a curing agent for the epoxy resin. Ketimine is stably present in the absence of moisture, and is decomposed into primary amine and ketone by moisture, and the primary amine produced becomes a room temperature curable curing agent for epoxy resin. When ketimine is used, a one-component composition can be obtained. Such a ketimine can be obtained by a condensation reaction between an amine compound and a carbonyl compound.
- ketimine known amine compounds and carbonyl compounds are used.
- amine compounds ethylenediamine, propylenediamine, trimethylenediamine, tetramethylenediamine are used.
- the polyalkyl Len polyamine; Polyoxyalkylene polyamine; ⁇ -Aminopropyltriethoxysilane, ⁇ - (monoaminoethyl) ⁇ -Aminopropyltrimethoxysilane, ⁇ - ( ⁇ -aminoethyl) ⁇ -aminopropylmethyldimethoxy Amino silanes such as silanes; and the like can be used.
- carbonyl compounds examples include aldehydes such as acetaldehyde, propionaldehyde, ⁇ -butyraldehyde, isobutyraldehyde, jetylacetaldehyde, glyoxal, benzaldehyde; cyclopentanone, trimethylcyclopentanone, cyclohexanone, trimethyl Cyclic ketones such as cyclohexanone; Aliphatic ketones such as acetone, methyl ethino retino ketone, dipropyl ketone, diisopropyl ketone, dibutyl ketone, diisobutyl ketone; acetyl acetone, methyl acetoacetate, ethyl acetoacetate, dimethyl malonate, —Dicarbonyl compounds such as dimethyl ethyl malonate, methyl ethyl malonate, dibenzoylmethane; and the like can
- a phosphorus plasticizer such as ammonium polyphosphate and tricresyl phosphate
- a flame retardant such as aluminum hydroxide, magnesium hydroxide, and thermally expandable graphite should be added.
- the above flame retardants may be used alone or in combination of two or more.
- the curable composition of the present invention may contain various additives as necessary for the purpose of adjusting various physical properties of the curable composition or the cured product.
- additives include, for example, curability regulators, radical inhibitors, metal deactivators, ozone degradation inhibitors, phosphorus peroxide decomposers, lubricants, pigments, foaming agents. Ants, fungicides, and the like. These various additives may be used alone or in combination of two or more.
- glue additives include, for example, JP-B-469659, JP-B-7-108928, JP-A-63-254149, JP-A-64-22904, and JP-A-2001-72854. It is described in each publication.
- the curable composition of the present invention can also be prepared as a one-component type in which all the ingredients are pre-blended and sealed and cured by moisture in the air after construction.
- Components such as a curing catalyst, a filler, a plasticizer, and water may be blended, and the blended material and the polymer composition may be prepared as a two-component type that is mixed before use. From the viewpoint of workability, a one-component type is preferable.
- the dehydration and drying method is a heat drying method for solid materials such as powders, and a vacuum dehydration method for liquid materials or a dehydration method using synthetic zeolite, activated alumina, silica gel, quicklime, magnesium oxide, etc. Is preferred.
- a small amount of isocyanate compound may be blended and the isocyanate group and water reacted to dehydrate.
- oxazolidin compounds such as 3-ethyl-2-methyl-2- (3-methylbutyl) 1,3-oxazolidine may be mixed and reacted with water to dehydrate.
- lower alcohols such as methanol and ethanol; n propyltrimethoxysilane, butyltrimethoxysilane, butylmethyldimethoxysilane, methylsilicate, ethylsilicate, 7-mercaptopropylmethyldimethoxysilane, ⁇ -Addition of an alkoxysilane compound such as mercaptopropylmethyljetoxysilane further improves storage stability.
- the amount of a dehydrating agent, particularly a key compound capable of reacting with water such as butyltrimethoxysilane, is 0.:! To 20 with respect to 100 parts by weight of the polymer having a reactive key group. Part by weight, preferably 0.5 to 10 parts by weight is preferred.
- the method for preparing the curable composition of the present invention is not particularly limited.
- a usual method such as kneading using a mixer, a roll or a kneader at normal temperature or under heating, or using a small amount of a suitable solvent to dissolve and mix the components may be employed.
- the curable composition of the present invention includes an adhesive for interior panels, an adhesive for exterior panels, an adhesive for tiles, an adhesive for stones, an adhesive for ceiling finishing, an adhesive for floor finishing, and an adhesive for wall finishing.
- trimethoxysilane was prepared using 150 ppm of an isopropyl alcohol solution containing 3 wt% of platinum as a platinum vinylolene siloxane complex as a catalyst. And 90 ° C for 2 hours to obtain a trimethoxysilyl group-terminated polyoxypropylene polymer (A-1). — As determined by NMR (measured in CDC1 solvent using JEOL NM—LA400), the terminal trimethoxysilyl group was 1
- the curability is improved by using the amine compound ( ⁇ ) in combination with the key compound (C), and the amount of addition of the key compound is further increased.
- a mold curable composition could be obtained. All showed excellent adhesion to various adherends.
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Abstract
Description
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Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP05805874A EP1818368B1 (en) | 2004-11-11 | 2005-11-09 | Curable composition |
US11/667,459 US7652119B2 (en) | 2004-11-11 | 2005-11-09 | Curable composition |
CN2005800383559A CN101056946B (zh) | 2004-11-11 | 2005-11-09 | 固化性组合物 |
JP2006544904A JP5226218B2 (ja) | 2004-11-11 | 2005-11-09 | 硬化性組成物 |
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EP (1) | EP1818368B1 (ja) |
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Also Published As
Publication number | Publication date |
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EP1818368A4 (en) | 2011-08-24 |
EP1818368B1 (en) | 2012-12-26 |
CN101056946A (zh) | 2007-10-17 |
JP5226218B2 (ja) | 2013-07-03 |
EP1818368A1 (en) | 2007-08-15 |
US20070265409A1 (en) | 2007-11-15 |
US7652119B2 (en) | 2010-01-26 |
CN101056946B (zh) | 2011-05-04 |
JPWO2006051799A1 (ja) | 2008-05-29 |
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