Condensation curing catalyst, room temperature curable resin composition containing said condensation curing catalyst, and article having a cured product of said composition

Abstract

To provide a room temperature curable resin composition which turns rapidly into rubber using a condensation curing catalyst replacing an organotin compound and an organotitanium compound, and an article having a cured product of the composition.SOLUTION: A condensation curing catalyst comprises a mixture of a carboxylic acid with a metal salt of a carboxylic acid same as or different from the carboxylic acid. A room temperature-curable resin composition contains the condensation curing catalyst, and a room temperature-curable resin by a specific ratio.SELECTED DRAWING: None

Description

[Technical field]

[0001] The present invention relates to a condensation curing catalyst useful as a curing catalyst for a room-temperature-curable resin composition, a room-temperature-curable resin composition containing the condensation catalyst, in particular a room-temperature-curable resin composition containing a curable organopolysiloxane (room-temperature-curable organopolysiloxane composition), and an article having a cured product of the composition. [Background technology]

[0002] Reactive silicon groups, particularly alkoxysilyl groups, have the property of undergoing hydrolysis and condensation at room temperature (23°C ± 15°C) in the presence of moisture in the air, and therefore polymers having this reactive silicon group (e.g., organopolysiloxanes containing reactive silicon groups) can be used as room-temperature curable compositions (e.g., room-temperature curable organopolysiloxane compositions) that crosslink and cure at room temperature in the presence of water or moisture to give cured products such as rubber-like elastomers (e.g., silicone rubber cured products).

[0003] As a catalyst to be mixed into a room temperature curable resin composition such as a room temperature curable organopolysiloxane composition, various curing catalysts have been disclosed, and in particular, organometallic compounds such as organotitanium compounds and organotin compounds are used as curing catalysts (condensation curing catalysts) for moisture-curable room temperature curable resin compositions (room temperature curable organopolysiloxane compositions) containing, as a main component (base polymer), an organopolysiloxane having a hydrolyzable silyl group in the molecule as a reactive silicon group.These organometallic compounds are widely and commonly used because they can rapidly cure the room temperature curable resin composition.

[0004] However, organotin compounds are toxic to humans and the environment, and environmental regulations have become stricter in recent years, so their use is discouraged.Organotitanium compounds are highly reactive, and when organopolysiloxane having a silanol group at the end is used as the base polymer, it is difficult to prepare a room temperature curable resin composition, and they have the disadvantage of gelling. The following documents are cited as examples of prior art related to the present invention. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] Japanese Patent Application Publication No. 10-168320 [Patent Document 2] Special Publication No. 7-39547 [Patent Document 3] Japanese Patent Application Publication No. 7-331076 Summary of the Invention [Problem to be solved by the invention]

[0006] The present invention has been made to solve the above problems, and has an object to provide a room-temperature curable resin composition that uses a condensation curing catalyst instead of an organotin compound or an organotitanium compound and that rapidly turns into rubber, and an article having a cured product of the composition. [Means for solving the problem]

[0007] Means for Solving the Problems The present inventors have conducted intensive research in order to achieve the above-mentioned object, and as a result have found that a condensation curing catalyst comprising a mixture of a carboxylic acid and a carboxylate metal salt shown below, and a room-temperature curable resin composition containing the condensation curing catalyst are useful for solving the above-mentioned problems, and have completed the present invention.

[0008] That is, an object of the present invention is to provide the following condensation curing catalyst, a room-temperature curable resin composition containing the condensation curing catalyst, and an article having a cured product of the composition. [1] In the molecule Carbon Number but 1 ~22 fat Aliphatic carboxyl Acid and a premixture of the carboxylic acid and a metal salt of the same or a different carboxylic acid, The carboxylic acid residue in the carboxylic acid metal salt is In the molecule Carbon Number but 1 ~22 fat ali family or Aromatic Carboxylic Acid Acid-based The metal atom in the metal carboxylate is calcium A condensation curing catalyst for a moisture-curable room temperature curable resin composition. [2 ] The mixing ratio of the carboxylic acid and the carboxylic acid metal salt (carboxylic acid: carboxylic acid metal salt) is 60:40 to 95:5 by mass [1 ] The condensation curing catalyst described above. [ 3 ] A premixture of the above carboxylic acid and a metal salt of the carboxylic acid and a different carboxylic acid. [1] or [ 2] The condensation curing catalyst described above. [ 4 ] In the molecule Carbon Number but 1 ~22 fat Aliphatic carboxyl Acid and a premixture of the carboxylic acid and a metal salt of the same or a different carboxylic acid, wherein the carboxylic acid residue in the metal salt of the carboxylic acid is In the molecule Carbon Number but 1 ~22 fat ali family or Aromatic Carboxylic Acid Acid-based The metal atom in the metal carboxylate is calcium 0.01 to 30 parts by mass of a condensation curing catalyst, (B) Room temperature curable resin 100 parts by mass and does not contain an organotitanium compound or an organotin compound. [ 5 ] The room temperature curable resin of component (B) contains a curable organopolysiloxane. 4 2. The room-temperature curable resin composition according to claim 1 . [ 6 ] Furthermore, for 100 parts by mass of component (B), (C) 0.001 to 15 parts by mass of a curing catalyst other than the component (A), (D) 0.01 to 30 parts by mass of a hydrolyzable organosilane compound and / or a partial hydrolysis condensate thereof, (E) 1 to 1,000 parts by mass of a filler, and (F) Adhesion promoter: 0.1 to 30 parts by mass Contains one or more selected from the following: 4 ] or [ 5 2. The room-temperature curable resin composition according to claim 1 . [ 7 ] For use as coating agents, adhesives or sealants [ 4 ]~[ 6 2. The room-temperature curable resin composition according to claim 1 . [ 8 ] [ 4 ]~[ 7 2. An article having a cured product of the room-temperature curable resin composition according to any one of claims 1 to 11. Effect of the Invention

[0009] The condensation curing catalyst of the present invention is gentle to the human body and the environment, can be easily prepared as a room temperature curable resin composition without gelling the organopolysiloxane having a silanol group at the end, and can rapidly cure the room temperature curable resin composition, so that it is useful as a curing catalyst for room temperature curable resin compositions. The room temperature curable resin composition containing the condensation curing catalyst of the present invention has excellent fast curing properties at room temperature, and in particular, the room temperature curable organopolysiloxane composition cures rapidly at room temperature to give a silicone rubber elastomer. In addition, after curing, the cured product has sufficient hardness, shear elongation, and tensile strength, i.e., rubber properties. Furthermore, such a room temperature curable resin composition of the present invention can be suitably used as a coating agent, adhesive, or sealant. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0010] The present invention will be described in detail below, but the present invention is not limited thereto.

[0011] [Condensation curing catalyst] The condensation curing catalyst of the present invention is a condensation curing catalyst comprising a mixture of a carboxylic acid and a metal salt of the same or different carboxylic acid as the carboxylic acid (particularly, a homogeneous mixture of a carboxylic acid and a metal salt of the same or different carboxylic acid as the carboxylic acid). Things (Condensation curing catalyst consisting of).

[0012] The carboxylic acid contained in the condensation curing catalyst of the present invention may be one or more selected from saturated aliphatic carboxylic acids, unsaturated aliphatic carboxylic acids, and aromatic carboxylic acids (carboxylic acids in which a carboxyl group is bonded to a carbon atom constituting an aromatic ring) having one or more carbon atoms and containing one or more (particularly one or two) carboxyl groups (C(═O)OH) in the molecule. The aliphatic carboxylic acid (carboxylic acid in which a carboxyl group is bonded to a carbon atom constituting an aliphatic hydrocarbon group) may be a carboxylic acid having a linear, branched, or cyclic aliphatic hydrocarbon chain, or may be an aliphatic carboxylic acid having an aromatic cyclic hydrocarbon chain in the molecule.The carboxylic acid preferably has 1 to 30 carbon atoms in the molecule, particularly 1 to 22 carbon atoms. Specific examples thereof include methanoic acid (formic acid), ethanoic acid (acetic acid), propanoic acid (propionic acid), butanoic acid (butyric acid), pentanoic acid (valeric acid), hexanoic acid (caproic acid), heptanoic acid (enanthic acid), octanoic acid (caprylic acid), nonanoic acid (pelargonic acid), decanoic acid (capric acid), dodecanoic acid (lauric acid), tetradecanoic acid (myristic acid), hexadecano ... Saturated aliphatic monocarboxylic acids such as canic acid (palmitic acid), heptadecanoic acid, and octadecanoic acid (stearic acid); unsaturated aliphatic monocarboxylic acids such as oleic acid, linoleic acid, linolenic acid, arachidonic acid, eicosapentaenoic acid, docosahexaenoic acid, and sorbic acid; saturated aliphatic dicarboxylic acids such as oxalic acid, malonic acid, succinic acid, glutaric acid, and adipic acid; unsaturated aliphatic dicarboxylic acids such as maleic acid and fumaric acid; benzoic acid, phthalic acid, and isophthalic acid. Examples of such carboxylic acids include aromatic carboxylic acids such as terephthalic acid and salicylic acid, branched saturated aliphatic monocarboxylic acids such as tert-butylacetic acid, 2-methylbutyric acid, 2-methylbutanoic acid, 2,2-dimethylbutyric acid, 2,2-dimethylvaleric acid, 3,3,5-trimethylhexanoic acid, 3-methylcrotonic acid, 2-ethylhexanoic acid, 2-hexyldecanoic acid, and neodecanoic acid, saturated aliphatic monocarboxylic acids having saturated aliphatic cyclic hydrocarbon chains such as cyclopropanecarboxylic acid, cyclopentanecarboxylic acid, cyclohexanecarboxylic acid, cyclopropylcarboxylic acid, cyclohexylcarboxylic acid, and cyclopropylcarboxylic acid, unsaturated aliphatic monocarboxylic acids having unaliphatic cyclic hydrocarbon chains such as 1-cyclohexene-1-carboxylic acid, aliphatic carboxylic acids having aromatic cyclic hydrocarbon chains in the molecule such as biphenylacetic acid, and saturated aliphatic monocarboxylic acids containing a carbonyl group in the saturated aliphatic hydrocarbon group such as levulinic acid. In particular, those having a small number of carbon atoms, a branched chain, and little odor such as 2-ethylhexanoic acid are preferred.

[0013] The carboxylic acid residue constituting the carboxylic acid metal salt contained in the condensation curing catalyst of the present invention may be derived from the above-mentioned carboxylic acid (one or more carboxylic acids selected from saturated aliphatic carboxylic acids, unsaturated aliphatic carboxylic acids, and aromatic carboxylic acids, each of which has one or more carbon atoms and contains one or more carboxyl groups in the molecule), and it is particularly preferable that the carboxylic acid metal salt is derived from the same carboxylic acid as the above-mentioned carboxylic acid.

[0014] The metal atom contained in the carboxylate metal salt contained in the condensation curing catalyst of the present invention is preferably a monovalent to trivalent metal atom, and specific examples thereof include lithium, sodium, potassium, magnesium, calcium, zinc, tin, titanium, bismuth, etc. In particular, a metal such as calcium, which is inexpensive and has little toxicity to the human body or the environment, is preferred.

[0015] The metal salt of a carboxylate contained in the condensation curing catalyst of the present invention may be one or more selected from metal salts of saturated aliphatic carboxylic acids, metal salts of unsaturated aliphatic carboxylic acids, and metal salts of aromatic carboxylic acids (metal salts of carboxylic acids in which a carboxyl group is bonded to a carbon atom constituting an aromatic ring) having one or more carbon atoms and containing one or more (particularly one or two) carbonyloxy groups in the molecule (i.e., a carboxylic acid residue represented by -C(=O)O constituting a salt formed from a carboxyl group (C(=O)OH) and a metal atom). The metal salt of an aliphatic carboxylic acid (metal salt of a carboxylic acid in which a carboxyl group is bonded to a carbon atom constituting an aliphatic hydrocarbon group) may be a metal salt of a carboxylic acid having a linear, branched, or cyclic aliphatic hydrocarbon chain, or may be a metal salt of an aliphatic carboxylic acid having an aromatic cyclic hydrocarbon chain in the molecule. The metal salt of the carboxylic acid preferably has 1 to 30 carbon atoms in the molecule, particularly preferably 1 to 22 carbon atoms. Specific examples thereof include lithium methaneate (lithium formate), lithium ethaneate (lithium acetate), lithium propanoate (lithium propionate), lithium butanoate (lithium butyrate), lithium pentanoate (lithium valerate), lithium hexanoate (lithium caproate), lithium heptanoate (lithium enanthate), lithium octanoate (lithium caprylate), lithium nonanoate (lithium pelargonate), lithium decanoate (lithium caprate), lithium dodecanoate (lithium laurate), lithium tetradecanoate (lithium myristate), lithium hexadecanoate (lithium palmitate), and lithium tetradecanoate (lithium tetradecanoate). Lithium heptadecanoate, lithium octadecanoate (lithium stearate), sodium methanate (sodium formate), sodium ethanoate (sodium acetate), sodium propanoate (sodium propionate), sodium butanoate (sodium butyrate), sodium pentanoate (sodium valerate), sodium hexanoate (sodium caproate), sodium heptanoate (sodium enanthate), sodium octanoate (sodium caprylate), sodium nonanoate (sodium pelargonate), sodium decanoate (sodium caprate), sodium dodecanoate (sodium laurate), sodium tetradecanoate (sodium myristate),Sodium hexadecanoate (sodium palmitate), sodium heptadecanoate, sodium octadecanoate (sodium stearate), potassium methanoate (potassium formate), potassium ethanoate (potassium acetate), potassium propanoate (potassium propionate), potassium butanoate (potassium butyrate), potassium pentanoate (potassium valerate), potassium hexanoate (potassium caproate), potassium heptanoate (potassium enanthate), potassium octanoate (potassium caprylate), potassium nonanoate (potassium pelargonate), Potassium decanoate (potassium caprate), potassium dodecanoate (potassium laurate), potassium tetradecanoate (potassium myristate), potassium hexadecanoate (potassium palmitate), potassium heptadecanoate, potassium octadecanoate (potassium stearate), magnesium methanoate (magnesium formate), magnesium ethanoate (magnesium acetate), magnesium propanoate (magnesium propionate), magnesium butanoate (magnesium butyrate), magnesium pentanoate (magnesium valerate), hexane Magnesium caproate, magnesium heptanoate, magnesium enanthate, magnesium octanoate, magnesium caprylate, magnesium nonanoate, magnesium pelargonate, magnesium decanoate, magnesium caprate, magnesium dodecanoate, magnesium laurate, magnesium tetradecanoate, magnesium myristate, magnesium hexadecanoate, magnesium palmitate, magnesium heptadecanoate, magnesium octadecanoate, calcium stearate, calcium formate, calcium acetate, calcium propanoate, calcium butanoate, calcium pentanoate, calcium valerate, calcium hexanoate, calcium caproate, calcium heptanoate, calcium enanthate, calcium octanoate, calcium caprylate, calcium nonanoate, calcium pelargonate, calcium decanoate, calcium caprate, calcium dodecanoate, calcium laurate, Calcium tetradecanoate (calcium myristate), calcium hexadecanoate (calcium palmitate), calcium heptadecanoate, calcium octadecanoate (calcium stearate), zinc methanate (zinc formate), zinc ethanoate (zinc acetate), zinc propanoate (zinc propionate), zinc butanoate (zinc butyrate), zinc pentanoate (zinc valerate), zinc hexanoate (zinc caproate), zinc heptanoate (zinc enanthate), zinc octanoate (zinc caprylate), zinc nonanoate (zinc pelargonate), zinc decanoate (zinc caprate), zinc dodecanoate (zinc dodecyl sulfate), zinc dodecyl sulfate, ... Zinc decanoate (zinc laurate), zinc tetradecanoate (zinc myristate), zinc hexadecanoate (zinc palmitate), zinc heptadecanoate, zinc octadecanoate (zinc stearate), tin methaneate (tin formate), tin ethanoate (tin acetate), tin propanoate (tin propionate), tin butanoate (tin butyrate), tin pentanoate (tin valerate), tin hexanoate (tin caproate), tin heptanoate (tin enanthate), tin octanoate (tin caprylate), tin nonanoate (tin pelargonate), tin decanoate (tin caprate), tin dodecanoate (tin laurate), tin tetradecanoate (tin myristate) Titanium hexadecanoate (tin palmitate), tin heptadecanoate, tin octadecanoate (tin stearate), titanium methaneate (titanium formate), titanium ethanoate (titanium acetate), titanium propanoate (titanium propionate), titanium butanoate (titanium butyrate), titanium pentanoate (titanium valerate), titanium hexanoate (titanium caproate), titanium heptanoate (titanium enanthate), titanium octanoate (titanium caprylate), titanium nonanoate (titanium pelargonate), titanium decanoate (titanium caprate), titanium dodecanoate (titanium laurate), titanium tetradecanoate (titanium tetradecanoate ... Titanium canate (titanium myristate), titanium hexadecanate (titanium palmitate), titanium heptadecanoate, titanium octadecanoate (titanium stearate), bismuth methane (bismuth formate), bismuth ethanoate (bismuth acetate), bismuth propanoate (bismuth propionate), bismuth butanoate (bismuth butyrate), bismuth pentanoate (bismuth valerate), bismuth hexanoate (bismuth caproate), bismuth heptanoate (bismuth enanthate), bismuth octanoate (bismuth caprylate), bismuth nonanoate (bismuth pelargonate),Metal salts of saturated aliphatic monocarboxylic acids such as bismuth decanoate (bismuth caprate), bismuth dodecanoate (bismuth laurate), bismuth tetradecanoate (bismuth myristate), bismuth hexadecanoate (bismuth palmitate), bismuth heptadecanoate, and bismuth octadecanoate (bismuth stearate), lithium oleate, lithium linoleate, lithium linolenate, lithium arachidonic acid, lithium eicosapentaenoate, lithium docosahexaenoate, lithium sorbate, and sodium oleate. , sodium linoleate, sodium linolenate, sodium arachidonate, sodium eicosapentaenoate, sodium docosahexaenoate, sodium sorbate, potassium oleate, potassium linoleate, potassium linolenate, potassium arachidonate, potassium eicosapentaenoate, potassium docosahexaenoate, potassium sorbate, magnesium oleate, magnesium linoleate, magnesium linolenate, magnesium linolenate, magnesium arachidonate, magnesium eicosapentaenoate, docosahexaenoate Magnesium enoate, magnesium sorbate, calcium oleate, calcium linoleate, calcium linolenate, calcium arachidonate, calcium eicosapentaenoate, calcium docosahexaenoate, calcium sorbate, zinc oleate, zinc linoleate, zinc linolenate, zinc arachidonate, zinc eicosapentaenoate, zinc docosahexaenoate, zinc sorbate, tin oleate, tin linoleate, tin linolenate, tin arachidonate, tin eicosapentaenoate, tin docosahexaenoate, sorbate metal salts of unsaturated aliphatic monocarboxylic acids such as tin acid, titanium oleate, titanium linoleate, titanium linolenate, titanium arachidonic acid, titanium eicosapentaenoate, titanium docosahexaenoate, titanium sorbate, bismuth oleate, bismuth linoleate, bismuth arachidonic acid, bismuth eicosapentaenoate, bismuth docosahexaenoate, and bismuth sorbate; lithium oxalate, lithium malonate, lithium succinate, lithium glutarate, lithium adipate, and sodium oxalate; Sodium malonate, Sodium succinate, Sodium glutarate, Sodium adipate, Potassium oxalate, Potassium malonate, Potassium succinate, Potassium glutarate, Potassium adipate, Magnesium oxalate, Magnesium malonate, Magnesium succinate, Magnesium glutarate, Magnesium adipate, Calcium oxalate, Calcium malonate, Calcium succinate, Calcium glutarate, Calcium adipate, Zinc oxalate, Zinc malonate, Zinc succinate, Zinc glutarate, Zinc adipate Metal salts of saturated aliphatic dicarboxylic acids such as zinc phosphate, tin oxalate, tin malonate, tin succinate, tin glutarate, tin adipate, titanium oxalate, titanium malonate, titanium succinate, titanium glutarate, titanium adipate, bismuth oxalate, bismuth malonate, bismuth succinate, bismuth glutarate, and bismuth adipate, lithium maleate, lithium fumarate, sodium maleate, sodium fumarate, potassium maleate, potassium fumarate, magnesium maleate, magnesium fumarate, potassium maleate metal salts of unsaturated aliphatic dicarboxylic acids such as calcium, calcium fumarate, zinc maleate, zinc fumarate, tin maleate, tin fumarate, titanium maleate, titanium fumarate, bismuth maleate, and bismuth fumarate; lithium aromatic carboxylates such as lithium benzoate, lithium phthalate, lithium isophthalate, lithium terephthalate, and lithium salicylate; lithium tert-butyl acetate, lithium 2-methylbutyrate, lithium 2-methylbutanoate, lithium 2,2-dimethylbutyrate, and lithium 2,2-dimethylvalerate. Lithium, 3,3,5-trimethylhexanoate, lithium 3-methylcrotonate, lithium 2-ethylhexanoate, lithium 2-hexyldecanoate, lithium neodecanoate, sodium benzoate, sodium phthalate, sodium isophthalate, sodium terephthalate, sodium salicylate and other aromatic carboxylates, sodium tert-butyl acetate, sodium 2-methylbutyrate, sodium 2-methylbutanoate, sodium 2,2-dimethylbutyrate, sodium 2,2-dimethylvalerate, 3,3,Sodium 5-trimethylhexanoate, sodium 3-methylcrotonate, sodium 2-ethylhexanoate, sodium 2-hexyldecanoate, sodium neodecanoate, potassium benzoate, potassium phthalate, potassium isophthalate, potassium terephthalate, potassium salicylate, and other aromatic potassium carboxylates, potassium tert-butylacetate, potassium 2-methylbutyrate, potassium 2-methylbutanoate, potassium 2,2-dimethylbutyrate, potassium 2,2-dimethylvalerate, potassium 3,3,5-trimethylhexanoate, potassium 3-methylcrotonate, potassium 2-ethylhexanoate, potassium 2-hexyldecanoate, potassium neodecanoate, magnesium benzoate, magnesium phthalate, magnesium isophthalate, magnesium terephthalate, magnesium salicylate, and other aromatic magnesium carboxylates, magnesium tert-butylacetate, magnesium 2-methylbutyrate, Aromatic carboxylic acid calcium salts such as magnesium 2-methylbutanoate, magnesium 2,2-dimethylbutyrate, magnesium 2,2-dimethylvalerate, magnesium 3,3,5-trimethylhexanoate, magnesium 3-methylcrotonate, magnesium 2-ethylhexanoate, magnesium 2-hexyldecanoate, magnesium neodecanoate, calcium benzoate, calcium phthalate, calcium isophthalate, calcium terephthalate, and calcium salicylate; aromatic carboxylic acids such as calcium tert-butylacetate, calcium 2-methylbutyrate, calcium 2-methylbutanoate, calcium 2,2-dimethylbutyrate, calcium 2,2-dimethylvalerate, calcium 3,3,5-trimethylhexanoate, calcium 3-methylcrotonate, calcium 2-ethylhexanoate, calcium 2-hexyldecanoate, calcium neodecanoate, calcium undecenoate, zinc benzoate, zinc phthalate, zinc isophthalate, zinc terephthalate, and zinc salicylate; zinc acetate, zinc tert-butyl acetate, zinc 2-methylbutyrate, zinc 2-methylbutanoate, zinc 2,2-dimethylbutyrate, zinc 2,2-dimethylvalerate, zinc 3,3,5-trimethylhexanoate, zinc 3-methylcrotonate, zinc 2-ethylhexanoate, zinc 2-hexyldecanoate, zinc neodecanoate, tin benzoate, tin phthalate, tin isophthalate, tin terephthalate, tin salicylate and other aromatic tin carboxylates, tert-butyl tin acetate, tin 2-methylbutyrate, tin 2-methylbutanoate, 2, Tin 2-dimethylbutyrate, tin 2,2-dimethylvalerate, tin 3,3,5-trimethylhexanoate, tin 3-methylcrotonate, tin 2-ethylhexanoate, tin 2-hexyldecanoate, tin neodecanoate, titanium benzoate, titanium phthalate, titanium isophthalate, titanium terephthalate, titanium salicylate and other aromatic titanium carboxylates, titanium tert-butylacetate, titanium 2-methylbutyrate, titanium 2-methylbutanoate, titanium 2,2-dimethylbutyrate, titanium 2,2-dimethylvalerate, 3,3,Titanium 5-trimethylhexanoate, titanium 3-methylcrotonate, titanium 2-ethylhexanoate, titanium 2-hexyldecanoate, titanium neodecanoate, bismuth benzoate, bismuth phthalate, bismuth isophthalate, bismuth terephthalate, bismuth salicylate and other aromatic bismuth carboxylates, bismuth tert-butylacetate, bismuth 2-methylbutyrate, bismuth 2-methylbutanoate, bismuth 2,2-dimethylbutyrate, bismuth 2,2-dimethylvalerate, bismuth 3,3,5-trimethylhexanoate, bismuth 3-methylcrotonate, bismuth 2-ethylhexanoate, bismuth 2-hexyldecanoate, neodecanoate, Metal salts of branched saturated aliphatic monocarboxylic acids such as bismuth carboxylate, lithium cyclopropanecarboxylate, lithium cyclopentanecarboxylate, lithium cyclohexanecarboxylate, lithium cyclopropylcarboxylate, lithium cyclohexylcarboxylate, lithium cyclopropylcarboxylate, sodium cyclopropanecarboxylate, sodium cyclopentanecarboxylate, sodium cyclohexanecarboxylate, sodium cyclopropylcarboxylate, sodium cyclohexylcarboxylate, sodium cyclopropylcarboxylate, potassium cyclopropanecarboxylate, potassium cyclopentanecarboxylate, Potassium cyclohexane carboxylate, potassium cyclopropyl carboxylate, potassium cyclohexyl carboxylate, potassium cyclopropyl carboxylate, magnesium cyclopropane carboxylate, magnesium cyclopentane carboxylate, magnesium cyclohexane carboxylate, magnesium cyclopropyl carboxylate, magnesium cyclohexyl carboxylate, magnesium cyclopropyl carboxylate, calcium cyclopropane carboxylate, calcium cyclopentane carboxylate, calcium cyclohexane carboxylate, calcium cyclopropyl carboxylate, calcium cyclohexyl carboxylate, calcium cyclopropyl carboxylate, zinc cyclopropane carboxylate, zinc cyclopentane carboxylate, zinc cyclohexane carboxylate, zinc cyclopropyl carboxylate, zinc cyclohexyl carboxylate, zinc cyclopropyl carboxylate, tin cyclopropane carboxylate, tin cyclopentane carboxylate, tin cyclohexane carboxylate, tin cyclopropyl carboxylate, tin cyclohexyl carboxylate, tin cyclopropyl carboxylate, titanium cyclopropane carboxylate, titanium cyclopentane carboxylate, metal salts of saturated aliphatic monocarboxylic acids having a saturated aliphatic cyclic hydrocarbon chain, such as titanium xanthene carboxylate, titanium cyclopropyl carboxylate, titanium cyclohexyl carboxylate, titanium cyclopropyl carboxylate, bismuth cyclopropane carboxylate, bismuth cyclopentane carboxylate, bismuth cyclohexane carboxylate, bismuth cyclopropyl carboxylate, bismuth cyclohexyl carboxylate, and bismuth cyclopropyl carboxylate; metal salts of unsaturated aliphatic monocarboxylic acids having an unaliphatic cyclic hydrocarbon chain, such as lithium 1-cyclohexene-1-carboxylate, sodium 1-cyclohexene-1-carboxylate, potassium 1-cyclohexene-1-carboxylate, magnesium 1-cyclohexene-1-carboxylate, calcium 1-cyclohexene-1-carboxylate, zinc 1-cyclohexene-1-carboxylate, tin 1-cyclohexene-1-carboxylate, titanium 1-cyclohexene-1-carboxylate, and bismuth 1-cyclohexene-1-carboxylate; lithium biphenyl acetate, sodium biphenyl acetate, potassium biphenyl acetate, magnesium biphenyl acetate, calcium biphenyl acetate, and zinc biphenyl acetate;Examples of suitable salts include metal salts of aliphatic carboxylic acids having an aromatic cyclic hydrocarbon chain in the molecule, such as tin biphenyl acetate, titanium biphenyl acetate, and bismuth biphenyl acetate; and metal salts of saturated aliphatic monocarboxylic acids containing a carbonyl group in the saturated aliphatic hydrocarbon group, such as lithium levulinate, sodium levulinate, potassium levulinate, magnesium levulinate, calcium levulinate, zinc levulinate, tin levulinate, titanium levulinate, and bismuth levulinate. Among these, calcium 2-ethylhexanoate, calcium 2-hexyldecanoate, calcium undecenoate, and calcium benzoate are preferred from the standpoints of low cost and safety to the human body and the environment.

[0016] In the condensation curing catalyst of the present invention, the mixing ratio of the carboxylic acid to the metal carboxylate is preferably 30:70 to 99:1 by mass, particularly preferably 60:40 to 95:5. If there is too much carboxylic acid (too little metal carboxylate) or too much carboxylic acid (too little carboxylic acid), the function as a condensation catalyst may be significantly impaired.

[0017] In the condensation curing catalyst of the present invention, the carboxylic acid and the carboxylate metal salt may be mixed in any manner that results in a homogeneous mixture without uneven distribution of both components in the mixture. For example, the mixture may be mixed in a moisture-proof environment using a shaker or the like at room temperature (23°C±15°C) for 2 to 12 hours, particularly for about 3 to 8 hours, until all undissolved components are removed and the mixture becomes homogeneous.

[0018] [Room temperature curable resin composition] Component (A) The room temperature curable resin composition of the present invention contains, as component (A), the above-mentioned condensation curing catalyst (premixed catalyst) consisting of only a mixture obtained by uniformly mixing a carboxylic acid and a metal salt of the same or different carboxylic acid as the carboxylic acid. The carboxylic acid and the carboxylate metal salt in the condensation curing catalyst are each prepared as a homogeneous mixture (condensation curing catalyst) that is uniformly mixed in advance before being mixed individually with other components in the composition when blended into the room temperature curable resin composition, and function as a highly active condensation curing catalyst by blending the homogeneous mixture (condensation curing catalyst) into the room temperature curable resin composition. Even if the carboxylic acid and the carboxylate metal salt are blended individually (as individual components) into the room temperature curable resin composition, their catalytic functions are significantly impaired.

[0019] The amount of the condensation curing catalyst, component (A), in the room temperature curable resin composition of the present invention is 0.01 to 30 parts by mass, preferably 0.1 to 20 parts by mass, and more preferably 0.5 to 10 parts by mass, per 100 parts by mass of the room temperature curable resin, component (B) described below. If the amount of the condensation curing catalyst is too small, the storage stability of the composition may decrease or the condensation reaction may not proceed sufficiently, whereas if the amount is too large, the curing speed may become slow and the mechanical properties of the obtained cured product may decrease.

[0020] (B) Component The component (B) used in the room-temperature curable resin composition of the present invention acts as a main component (base polymer) of the composition, and examples thereof include room-temperature curable resins in which both ends of the molecular chain are blocked with silanol groups (hydroxyl groups bonded to silicon atoms) or hydrolyzable silyl groups, such as alkoxysilyl groups, such as trialkoxysilyl groups and dialkoxyorganosilyl groups, and the main chain has a repeating unit structure, such as a polyether polymer (polyoxyalkylene polymer) or a silicone polymer (organopolysiloxane polymer). It is preferable that this room-temperature curable resin is a curable silicone polymer (curable organopolysiloxane).

[0021] Specific examples of the curable silicone polymer of component (B) include linear diorganopolysiloxanes having both molecular chain terminals blocked with silanol groups or hydrolyzable silyl groups, as represented by the following general formula (1) or (2): [ka] (In the formula, R is an unsubstituted or substituted alkyl group having 1 to 12 carbon atoms or an unsubstituted or substituted aryl group having 6 to 10 carbon atoms, Y is an oxygen atom or a divalent hydrocarbon group having 1 to 8 carbon atoms, Z is a hydrolyzable group, and b is 0 or 1. m is a number that provides a viscosity of the diorganopolysiloxane at 23°C of 100 to 1,000,000 mPa s, and is a number that averages 30 to 2,000, preferably 50 to 1,200, and more preferably about 100 to 800.)

[0022] In the above formulas (1) and (2), examples of the unsubstituted or substituted alkyl group having 1 to 12 carbon atoms or the unsubstituted or substituted aryl group having 6 to 10 carbon atoms of R include alkyl groups such as methyl, ethyl, n-propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, and dodecyl; cycloalkyl groups such as cyclopentyl and cyclohexyl; aryl groups such as phenyl, tolyl, xylyl, and α- and β-naphthyl; and groups in which some or all of the hydrogen atoms of these groups are substituted with halogen atoms such as F, Cl, and Br, or cyano groups, such as 3-chloropropyl, 3,3,3-trifluoropropyl, and 2-cyanoethyl. Among these, alkyl groups such as methyl and ethyl are preferred, and methyl is particularly preferred.

[0023] In the above formulas (1) and (2), Y is an oxygen atom or a divalent hydrocarbon group having 1 to 8 carbon atoms, -(CH2CH2) q - or -(CH=CH) q It is preferably -(q represents 1 to 4). Among these, an oxygen atom, -CH2CH2-, or -CH=CH- is particularly preferable.

[0024] In the above formula (2), Z is a hydrolyzable group, and examples thereof include alkoxy groups having 1 to 10 carbon atoms, such as a methoxy group, an ethoxy group, or a propoxy group; alkoxyalkoxy groups having 2 to 10 carbon atoms, such as a methoxyethoxy group, an ethoxyethoxy group, or a methoxypropoxy group; acyloxy groups having 2 to 10 carbon atoms, such as an acetoxy group, an octanoyloxy group, or a benzoyloxy group; carbonyloxy groups, such as a vinyloxy group, an allyloxy group, a propenyloxy group, an isopropenyloxy group, or a 1-ethyl-2-methylvinyloxy group; Examples of such groups include alkenyloxy groups having 2 to 10 carbon atoms, ketoxime groups having 3 to 7 carbon atoms such as dimethylketoxime group, methylethylketoxime group, diethylketoxime group, etc., amino groups having 2 to 6 carbon atoms such as dimethylamino group, diethylamino group, butylamino group, cyclohexylamino group, etc., aminoxy groups having 2 to 6 carbon atoms such as dimethylaminooxy group, diethylaminooxy group, etc., and amide groups having 3 to 8 carbon atoms such as N-methylacetamide group, N-ethylacetamide group, N-methylbenzamide group, etc. Among these, alkoxy groups are preferred, and in particular, methoxy group, ethoxy group, and propoxy group are more preferred.

[0025] The viscosity at 23° C. of the diorganopolysiloxanes represented by the above formulas (1) and (2) is preferably 100 to 1,000,000 mPa·s, and more preferably 300 to 100,000 mPa·s.

[0026] The viscosity is a value measured using a rotational viscometer (e.g., BL type, BH type, BS type, cone-plate type, etc.) (hereinafter the same applies.) The number of repeating diorganosiloxane units (m) or degree of polymerization in the diorganopolysiloxane represented by the above formula (1) or (2) is determined as the number average degree of polymerization (or number average molecular weight) converted into polystyrene in gel permeation chromatography (GPC) analysis using toluene or the like as a developing solvent.

[0027] Examples of the structure of the linear diorganopolysiloxane represented by the above formula (1) or (2) include diorganopolysiloxanes capped at both molecular chain terminals with silanol groups, diorganopolysiloxanes capped at both molecular chain terminals with diorganohydroxysilylethyl groups, diorganopolysiloxanes capped at both molecular chain terminals with diorganohydroxysilylpropyl groups, diorganopolysiloxanes capped at both molecular chain terminals with trialkoxysiloxy groups, diorganopolysiloxanes capped at both molecular chain terminals with dialkoxyorganosiloxy groups, diorganopolysiloxanes capped at both molecular chain terminals with trialkoxysilylethyl groups, diorganopolysiloxanes capped at both molecular chain terminals with trialkoxysilylpropyl groups, diorganopolysiloxanes capped at both molecular chain terminals with dialkoxyorganosilylethyl groups, and diorganopolysiloxanes capped at both molecular chain terminals with dialkoxyorganosilylpropyl groups.

[0028] The curable silicone polymer of component (B) in which both molecular chain terminals are blocked with silanol groups or hydrolyzable silyl groups may be used either alone or in combination of two or more types having different structures or degrees of polymerization.

[0029] (C) Component The room-temperature-curable resin composition of the present invention may contain a curing catalyst (a non-metallic organic catalyst and / or a metallic catalyst) other than the component (A) as an optional component (component (C)) that can be blended as necessary in order to further promote the curing reaction (condensation reaction) of the composition.

[0030] The non-metallic organic catalyst of the curing catalyst may be any known curing accelerator for condensation curing organopolysiloxane compositions, and is not particularly limited. Examples of the non-metallic organic catalyst include phosphazene-containing compounds such as N,N,N',N',N'',N''-hexamethyl-N'''-(trimethylsilylmethyl)-phosphorimidic triamide, amine compounds or salts thereof such as n-octylamine, hexylamine, dodecylamine phosphate, and tetramethylguanidine, quaternary ammonium salts such as benzyltriethylammonium acetate, dialkylhydroxylamines such as dimethylhydroxylamine and diethylhydroxylamine, hydrolyzable silanes and siloxanes having a guanidyl group such as tetramethylguanidylpropyltrimethoxysilane, tetramethylguanidylpropylmethyldimethoxysilane, and tetramethylguanidylpropyltris(trimethylsiloxy)silane, but are not limited thereto. The non-metallic organic catalyst may be used alone or in combination of two or more.

[0031] The metal catalyst of the curing catalyst may be any known curing accelerator for condensation curing organopolysiloxane, and is not particularly limited. For example, alkyl tin ester compounds such as dibutyltin diacetate, dibutyltin dilaurate, dibutyltin dioctoate, dioctyltin dineodecanoate, and di-n-butyl-dimethoxytin, titanate esters or titanium chelate compounds such as tetraisopropoxytitanium, tetra-n-butoxytitanium, tetrakis(2-ethylhexoxy)titanium, dipropoxybis(acetylacetonato)titanium, and titanium isopropoxyoctylene glycol, zinc naphthenate, zinc stearate, zinc-2-ethyloctoate, and iron- Examples of the metal catalyst include, but are not limited to, 2-ethylhexoate, cobalt 2-ethylhexoate, manganese 2-ethylhexoate, cobalt naphthenate, aluminum isopropylate, aluminum secondary butylate, and other alcoholate aluminum compounds, aluminum alkyl acetate diisopropylate, aluminum bisethylacetoacetate monoacetylacetonate, and other aluminum chelate compounds, and lower fatty acid salts of alkali metals such as potassium acetate, sodium acetate, and lithium oxalate. The metal catalyst may be used alone or in combination of two or more.

[0032] The amount of the curing catalyst of component (C) is 0 to 15 parts by mass per 100 parts by mass of component (B), and when used, is preferably 0.001 to 15 parts by mass, more preferably 0.01 to 10 parts by mass. If the amount of component (C) is too large, the curing rate will be too fast, making it impossible to ensure a sufficient pot life, and this may be economically disadvantageous.

[0033] (D) Component In the room temperature curable resin composition of the present invention, a hydrolyzable organosilane compound having three or more (particularly three or four) hydrolyzable groups bonded to silicon atoms in the molecule and / or a partial hydrolyzed condensate thereof can be blended as a crosslinking agent (curing agent) as an optional component (component (D)) that can be blended as necessary in order to improve the crosslink density of the cured product. In the present invention, the "partial hydrolyzed condensate" means an organosiloxane oligomer having three or more residual hydrolyzable groups in the molecule, which is produced by partially hydrolyzing and condensing a hydrolyzable organosilane compound.

[0034] Examples of hydrolyzable groups bonded to silicon atoms in the hydrolyzable organosilane compound and / or its partial hydrolysis condensate of component (D) include ketoxime groups, alkoxy groups, acetoxy groups, isopropenoxy groups, etc., and examples thereof include the same ketoxime groups, alkoxy groups, acetoxy groups, and isopropenoxy groups as exemplified by Z in the above formula (2), with alkoxy groups and isopropenoxy groups being preferred. Examples of organo groups (monovalent hydrocarbon groups) bonded to silicon atoms other than the above hydrolyzable groups in the hydrolyzable organosilane compound and / or its partial hydrolysis condensate include those having 1 to 10 carbon atoms, such as alkyl groups such as methyl groups, ethyl groups, n-propyl groups, isopropyl groups, butyl groups, isobutyl groups, tert-butyl groups, pentyl groups, hexyl groups, heptyl groups, octyl groups, nonyl groups, and decyl groups, alkenyl groups such as vinyl groups and allyl groups, and aryl groups such as phenyl groups and tolyl groups. The hydrolyzable organosilane compound of component (D) may also be a bissilyl-type hydrolyzable silane compound or a trisilyl-type hydrolyzable silane compound in which multiple (2 or 3) silyl groups having hydrolyzable groups are linked to each other via a divalent hydrocarbon group such as an alkylene group.

[0035] Specific examples of the (D) component include alkoxysilanes such as methyltrimethoxysilane, octyltrimethoxysilane, dimethyldimethoxysilane, vinyltrimethoxysilane, phenyltrimethoxysilane, methyltriethoxysilane, and 2-ethylhexyl α-(dimethoxymethylsilyl)propionate; isopropenoxy group-containing silanes such as methyltriisopropenoxysilane, ethyltriisopropenoxysilane, vinyltriisopropenoxysilane, and phenyltriisopropenoxysilane; acetoxysilanes such as methyltriacetoxysilane, ethyltriacetoxysilane, and vinyltriacetoxysilane; and partial hydrolysis condensates of these silanes. These can be used alone or in combination of two or more. The hydrolyzable organosilane compound and / or its partial hydrolysis condensate of the (D) component are clearly distinguished from the adhesion promoter of the (F) component described later in that they do not have a monovalent hydrocarbon group having a functional group containing a heteroatom selected from nitrogen, oxygen, and sulfur in the molecule.

[0036] The amount of component (D) blended is usually 0 to 30 parts by mass per 100 parts by mass of component (B), but when blended, it is preferably 0.01 to 30 parts by mass, more preferably 0.1 to 20 parts by mass, and even more preferably 0.5 to 15 parts by mass. If the blended amount is 30 parts by mass or less, the cured product does not become too hard and is economical, which is preferable.

[0037] (E) Component The room temperature curable resin composition of the present invention can contain a filler as an optional component (component (E)) that can be added as needed to give the cured product sufficient mechanical strength. Known fillers can be used, such as finely powdered silica, fumed silica, silica aerogel, precipitated silica, diatomaceous earth; metal oxides such as iron oxide, zinc oxide, and titanium oxide, or their surfaces treated with silane; metal carbonates such as calcium carbonate, magnesium carbonate, and zinc carbonate; inorganic fillers such as asbestos, glass wool, carbon black, finely powdered mica, and fused silica powder; or synthetic resin powders such as polystyrene, polyvinyl chloride, and polypropylene.

[0038] The blending amount of the (E) component is 0 to 1,000 parts by mass relative to 100 parts by mass of the (B) component, and when blended, it is preferably 1 to 1,000 parts by mass, and particularly preferably 5 to 200 parts by mass. Blending the (E) component gives the cured product obtained from the room-temperature curable resin composition sufficient mechanical strength, and a blending amount of 1,000 parts by mass or less is preferable because it prevents the viscosity of the composition from increasing, which deteriorates workability, and prevents the rubber strength after curing from decreasing, which deteriorates rubber elasticity.

[0039] Ingredient (F) The room temperature curable resin composition of the present invention can be blended with an adhesion promoter as an optional component (component (F)) that can be blended as necessary to improve the adhesion of the cured product to various substrates. As the adhesion promoter, a hydrolyzable silane compound (so-called carbon functional silane compound, or silane coupling agent) such as an alkoxysilane having a monovalent hydrocarbon group with a functional group (excluding guanidyl group) containing a heteroatom selected from nitrogen, oxygen, and sulfur in the molecule can be suitably used, and in particular, it is preferable to blend a silane coupling agent (carbon functional hydrolyzable silane) such as an amino functional group-containing alkoxysilane such as γ-aminopropyltriethoxysilane, 3-2-(aminoethylamino)propyltrimethoxysilane, epoxy functional group-containing alkoxysilane such as γ-glycidoxypropyltrimethoxysilane, β-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, or an isocyanate functional group-containing alkoxysilane.

[0040] The amount of these adhesion promoters is 0 to 30 parts by mass per 100 parts by mass of the organopolysiloxane of component (B), and when blended, the amount is preferably 0.1 to 30 parts by mass, and particularly preferably 0.2 to 10 parts by mass. If the blending amount exceeds 30 parts by mass, it may be economically disadvantageous or the stability of the composition may decrease.

[0041] -Other additives- In addition to the above-mentioned components (A) and (B), and the components (C) to (F) which are blended as necessary, the room temperature curable resin composition of the present invention may further contain known additives such as pigments, dyes, antioxidants, antioxidants, antistatic agents, flame retardants such as antimony oxide and chlorinated paraffin, etc. Furthermore, polyethers as thixotropy improvers, or mildewproofing agents, antibacterial agents, adhesion aids, etc. may also be blended.

[0042] The room-temperature curable resin composition of the present invention can be prepared by uniformly mixing the above-mentioned components (A) and (B), and the components (C) to (F) and additives, which are blended as necessary, by a known method.

[0043] As described above, the room temperature curable resin composition of the present invention can be cured in a short time at room temperature (23°C ± 15°C) in the presence of moisture in the air by containing a premixed catalyst (condensation curing catalyst) consisting of a mixture of a carboxylic acid and a carboxylate metal salt as a condensation curing catalyst, and after curing, a cured product having sufficient hardness, shear elongation, and tensile strength, i.e., rubber properties, is obtained. In addition, the cured product obtained from such a room temperature curable resin composition of the present invention exhibits good flexibility and has rubber elasticity, and is therefore useful as a coating agent, adhesive, or sealant (for example, a construction sealant, etc.). The method of using the room temperature curable resin composition of the present invention as a coating agent, adhesive, or sealant may be according to a conventionally known method of use, and is not particularly limited.

[0044] Examples of articles having a cured product of the room-temperature curable resin composition of the present invention (e.g., an article having a coating layer formed of the cured product of the room-temperature curable resin composition of the present invention) include articles in which a coating layer formed of the cured product of the room-temperature curable resin composition of the present invention is formed on at least a partial surface of a substrate made of glass, various organic resins, various metals, etc., but the material and shape of the substrate are not particularly limited. Examples of articles bonded and / or sealed with a cured product of the room-temperature curable resin composition of the present invention include, for example, articles in which substrates made of glass, various organic resins, various metals, etc. are bonded and / or sealed with a cured product of the room-temperature curable resin composition of the present invention, but the material and shape of the substrate are not particularly limited. EXAMPLES

[0045] The present invention will be specifically described below with reference to examples and comparative examples, but the present invention is not limited to the following examples. In the following specific examples, the viscosity is shown as a value measured by a rotational viscometer at 23°C. Room temperature means 23°C.

[0046] [Preparation Example 1] 3.0 parts by mass of 2-ethylhexanoic acid and 1.0 part by mass of calcium 2-ethylhexanoate were mixed for 5 hours at room temperature using a shaker while blocking out moisture, to prepare 4.0 parts by mass of a uniform mixture (condensation curing catalyst 1).

[0047] [Preparation Example 2] 3.0 parts by mass of 2-ethylhexanoic acid and 1.0 part by mass of calcium 2-hexyldecanoate were mixed with a shaker at room temperature for 5 hours while blocking out moisture, to prepare 4.0 parts by mass of a uniform mixture (condensation curing catalyst 2).

[0048] [Preparation Example 3] 3.8 parts by mass of 2-ethylhexanoic acid and 0.2 parts by mass of calcium undecenoate were mixed for 5 hours at room temperature using a shaker while blocking out moisture, to prepare 4.0 parts by mass of a uniform mixture (condensation curing catalyst 3).

[0049] [Preparation Example 4] 3.8 parts by mass of 2-ethylhexanoic acid and 0.2 parts by mass of calcium benzoate were mixed for 5 hours at room temperature using a shaker while blocking out moisture, to prepare 4.0 parts by mass of a uniform mixture (condensation curing catalyst 4).

[0050] [Example 1] To 100 parts by mass of dimethylpolysiloxane having a viscosity of 5,000 mPa s and both molecular chain terminals blocked with hydroxyl groups (silanol groups) bonded to silicon atoms, 4.0 parts by mass of "condensation curing catalyst 1" previously prepared in Preparation Example 1 and 3.8 parts by mass of methyltrimethoxysilane were added, and mixed uniformly while keeping out moisture, to obtain Composition 1.

[0051] [Example 2] Composition 2 was obtained in the same manner as in Example 1, except that 4.0 parts by mass of “condensation curing catalyst 2” prepared in Preparation Example 2 was used in place of 4.0 parts by mass of “condensation curing catalyst 1” prepared in Preparation Example 1.

[0052] [Example 3] Composition 3 was obtained in the same manner as in Example 1, except that 4.0 parts by mass of “condensation curing catalyst 3” prepared in Preparation Example 3 was used in place of 4.0 parts by mass of “condensation curing catalyst 1” prepared in Preparation Example 1.

[0053] [Example 4] Composition 4 was obtained in the same manner as in Example 1, except that 4.0 parts by mass of “condensation curing catalyst 4” prepared in Preparation Example 4 was used in place of 4.0 parts by mass of “condensation curing catalyst 1” prepared in Preparation Example 1.

[0054] [Example 5] Composition 5 was obtained in the same manner as in Example 1, except that 7.3 parts by mass of octyltrimethoxysilane was used instead of 3.8 parts by mass of methyltrimethoxysilane.

[0055] [Comparative Example 1] Composition 6 was obtained in the same manner as in Example 1, except that 1.0 part by mass of calcium 2-ethylhexanoate was used in place of 4.0 parts by mass of the “condensation curing catalyst 1” prepared in Preparation Example 1.

[0056] [Comparative Example 2] Composition 7 was obtained in the same manner as in Example 1, except that 3.0 parts by mass of 2-ethylhexanoic acid was used in place of 4.0 parts by mass of the “condensation curing catalyst 1” prepared in Preparation Example 1.

[0057] [Comparative Example 3] Composition 8 was obtained in the same manner as in Example 1, except that, instead of 4.0 parts by mass of "condensation curing catalyst 1" prepared in Preparation Example 1, 3.0 parts by mass of calcium 2-ethylhexanoate and 1.0 part by mass of 2-ethylhexanoic acid were added individually without being uniformly mixed in advance.

[0058] [Physical property evaluation test] Immediately after preparation, each of Compositions 1 to 8 prepared in Examples 1 to 5 and Comparative Examples 1 to 3 was extruded into a sheet having a thickness of 2 mm, exposed to air at 23°C and 50% RH, and then the sheet was left in the same atmosphere for 7 days to obtain the cured products, whose physical properties (initial physical properties) were measured according to JIS K-6249. The hardness of the cured products was measured using an Asker C hardness tester according to JIS K-6249. The results are shown in Tables 1 and 2.

[0059] [Table 1]

[0060] [Table 2]

[0061] The results in Tables 1 and 2 reveal that the compositions of Examples 1 to 5 have good reactivity, cure quickly, and exhibit rubber elasticity. On the other hand, in Comparative Examples 1 to 3, the compositions prepared could not be cured.

Claims

1. A method for producing a composite material comprising a preliminary mixture of an aliphatic carboxylic acid having 1 to 22 carbon atoms in the molecule and a metal salt of the same or a different carboxylic acid as the carboxylic acid, A condensation curing catalyst for a moisture-curable, room-temperature curable resin composition, wherein the carboxylic acid residue in the metal carboxylate is derived from an aliphatic or aromatic carboxylic acid having 1 to 22 carbon atoms in the molecule, and the metal atom in the metal carboxylate is calcium.

2. 2. The condensation curing catalyst according to claim 1, wherein the mixing ratio of the carboxylic acid to the carboxylic acid metal salt (carboxylic acid: carboxylic acid metal salt) is 60:40 to 95:5 by mass.

3. 3. The condensation curing catalyst according to claim 1, which is a premixture of the carboxylic acid and a metal salt of the carboxylic acid and a different carboxylic acid.

4. (A) 0.01 to 30 parts by mass of a condensation curing catalyst comprising a premixture of an aliphatic carboxylic acid having 1 to 22 carbon atoms in the molecule and a metal salt of a carboxylic acid that is the same as or different from the carboxylic acid, in which the carboxylic acid residue in the carboxylic acid metal salt is derived from an aliphatic or aromatic carboxylic acid having 1 to 22 carbon atoms in the molecule, and the metal atom in the carboxylic acid metal salt is calcium, and (B) Room temperature curable resin 100 parts by mass and does not contain an organotitanium compound or an organotin compound.

5. 5. The room temperature curable resin composition according to claim 4, wherein the room temperature curable resin of component (B) contains a curable organopolysiloxane.

6. Furthermore, for 100 parts by mass of the component (B), (C) 0.001 to 15 parts by mass of a curing catalyst other than the component (A), (D) 0.01 to 30 parts by mass of a hydrolyzable organosilane compound and / or a partial hydrolysis condensate thereof, (E) 1 to 1,000 parts by mass of a filler, and (F) Adhesion imparting agent: 0.1 to 30 parts by mass The room-temperature curable resin composition according to claim 4 or 5, comprising one or more selected from the following:

7. The room-temperature-curable resin composition according to any one of claims 4 to 6, which is used for a coating agent, an adhesive, or a sealing material.

8. An article having a cured product of the room temperature curable resin composition according to any one of claims 4 to 7.

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