AN OIL-RESISTANT GASKET MATERIAL AND PACKING MATERIAL

Abstract: A product obtained by mixing the following ingredients is useful for gasket material or packing material with improved hot hydrocarbon oil resistance and improved adhesion: a li­ near polyorganosiloxane terminated with hydroxyl radicals or silicon-bonded organic moisture-hydrolyzable radicals, at least 0.5 percent on the average of the organic radicals being alkenyl radicals, and having a viscosity at 25°C on the average of 0.0001 to 0.1 m²/s, filler, a silane or siloxane having per molecule at least one aminoalkyl radical bonded to silicon at­ oms through a silicon-carbon bond and at least one radical se­ lected from alkoxy and aminoalkoxy, and a silicon-compound having per molecule at least three silicon-bonded organic moisture-hydrolyzable radicals, and optionally a curing-accel­ eration catalyst.

Description: AN OIL-RESISTANT GASKET MATERIAL AND PACKING MATERIAL Background of the Invention Field of the Invention This invention relates to a room temperature vulcanizable organosiloxane elastomeric composition which is useful as an oil-resistant gasket material and packing material. Description of the Prior Art Conventional oil-resistant gasket materials and packing materials are in forms made from materials such as cork, asbestos paper, semimetallic material, or cork rubber. However, these gasket materials and packing materials exhibit drawbacks such as high cost, difficulty in storage management, and lack of applicability to three-faceconnecting points. An adhesive, room-temperature-curable silicone rubber composition which is described in Japanese Patent No. Sho 46[1971]-11,272, published March 22, 1971, to Ichiro Hashishiro and Susumu Horii, has recently been used in the auto industry, especially as gasket material and packing material in car engines; however, this composition is not resistant to hot hydrocarbon oil, with the result that it suffers from oil leaks in long-term usage. For this reason, it is unsatisfactory as a gasket material and packing material. Summary of the Invention The present invention relates to a room temperature vulcanizable organosiloxane elastomeric composition which is useful as an oil-resistant gasket material and packing material, which does not exhibit the conventional drawbacks mentioned above, which is resistant to hot hydrocarbon oil, and which is curable at room temperature. The present invention relates to a room temperature vulcanizable organosiloxane elastomeric composition comprising a product obtained by mixing (A) 100 parts by weight of a linear polyorganosiloxane being terminated by silicon-bonded hydroxyl radicals or silicon-bonded organic moisture-hydrolyzable radicals, having a viscosity at 250C of from 0.0001 to 0.1 m2 /s, the organic radicals being a monovalent radical selected from the group consisting of monovalent hydrocarbon radicals, halogenated monovalent hydrocarbon radicals, and cyanoalkyl radicals, at least 0.5 percent of the total number of organic radicals being alkenyl radicals on the average, (B) 5 to 300 parts by weight filler, (C) 0.2 to 10 parts by weight of a silane or pclysiloxane in which there is present in each molecule at least one aminoalkyl radical bonded to a silicon atom through a silicon-carbon bond and in which there is present in each molecule at least one silicon-bonded alkoxy radical or aminoalkoxy radical, (D) an amount sufficient to make a mixture of (A), (B), and (C) curable at room temperature of a silicon compound having in each molecule at least three silicon-bonded organic moisture-hydrolyzable radicals,. and (E) optionally, a catalytic quantity of a curingacceleration catalyst. Description of the Invention The linear polyorganosiloxane of component (A) is an essentially linear, that is, linear or slightly branched chain structure and its terminations are hydroxyl radicals or organic moisture-hydrolyzable radicals bonded to a silicon atom. Although the number of hydroxyl radicals or hydrolyzable radicals bonded to the same silicon atom is 1, 2 or 3, and at least 2 should be contained in one molecule of the polyorganosiloxane. The hydrolyzable radicals are those conventionally used in room temperature vulcanizable organosiloxane elastomeric compositions and include alkoxy radicals, acyloxy radicals, ketoxime radicals, N-substituted amino radicals, N-substituted amide radicals, and N-substituted aminoxy radicals, however, it is not limited to these radicals. In (A), at least 0.5% of the organic groups bonded to silicon atoms are alkenyl radicals on the average. When the number of alkenyl radicals is less than 0.5%, the composition is not resistant to hot hydrocarbon oil. The number of alkenyl radicals being 05% on the average means that .qhen (A) is a single polymer 0,5 of the total organic radicals bonded to silicon atoms in each molecule are alkenyl radicals; on the other hand, when (A) is a mixture of polymers, such as a mixture which contains polymers possessing alkenyl radicals bonded to silicon atoms, and polymers which do not possess alkenyl radicals bonded to silicon atoms, 0.5% of the total number of organic radicals bonded to silicon atoms of all polymers in the mixture are alkenyl radicals. Examples of the alkenyl radicals are vinyl radicals, allyl radicals and 2-butenyl radicals. r'lle preferred alkenyl radical is vinyl. Although the upper limit for the number of alkenyl radicals in (A) is 100%, preparation of such polymers-for industrial purposes is not practical and therefore a practical amount of alkenyl radicals is from 0.5 to 50% of the organic radicals. The preferred range of alkenyl radicals is-from 0.5 to 25% of the organic radicals. The organic radicals bonded to silicon atoms in (A) can be monovalent hydrocarbon radicals, halogenated monovalent hydrocarbon radicals, and cyanoalkyl radicals. Examples of organic radicals bonded to silicon atoms, other than alkenyl radicals, are monovalent hydrocarbon radicals such as alkyl radicals such as methyl, ethyl, isopropyl, hexyl, and octadecyl radicals, cycloalkyl radicals such as cyclohexyl and cyclopentyl radicals, alkaryl radicals such as benzyl and ss-phenylethyl radicals, aryl radicals such as phenyl, 4biphenylyl, naphthyl, tolyl, and xylyl radicals; the halogenated derivatives of the monovalent hydrocarbon radicals; and cyanoalkyl radicals such as (3-cyanoethyl, y- cyanopropyl, and ss-cyanobutyl radicals. One molecule can contain one or more different radicals. Preferred organic radicals, other than alkenyl, are methyl, phenyl, and 3,3 , 3-trifluoropropyl. The preferred siloxane units which constitute the principal chain of (A) include dimethylsiloxane, methylvinylsiloxane, methylphenylsiloxane, methyl (3,3, 3-tri fluoropropyl) siloxane, and diphenylsiloxane. The viscosity range of (A) at 250C should be 0.C001 to 0.1 m2/s on the average. "0.0001 to 0.1 m /s on the average" means that (A) can be a polymer with a viscosity in the range of 0.0001 to 0.1 m2/s or a mixture of polymers which has an average viscosity in the range of 0.0001 to 0.1 m2 /s. The viscosity of each polymer can be less than 0.0001 m2 /s or can exceed 0.1 m Xs as long as the above-mentioned specification is satisfied. Component (A) preferably has a viscosity in the range from 0.0005 to 0.02 m2/s. The filler, component (B), can maintain the viscosity and fluidity of the composition of this invention in a range appropriate for a gasket material and a packing material and can also be used to generate mechanical properties in the cured rubber. The filler can be inorganic or organic. However, it is preferably inorganic from the standpoint of oil resistance. A typical inorganic filler is silica filler. A silica filler can be reinforcing silica filler or non-reinforcing silica filler. Reinforcing silica fillers include fumed silica, precipitated silica, fumed or precipitated silica which has been converted into a hydrophobic material by coating with hexamethyldisilazane or trimethylchlorosilane, silica aerogel, and silica zerogel. Non-reinforcing silica fillers include crushed or pulverized quartz, diatomaceous earth and similar compounds. Fumed silica is preferred from the standpoint of fluidity and rubber properties after curing, and its specific surface area should be in the range of 130 to 300 m2/g. Other inorganic fillers include calcium carbonate, magnesium oxide, aluminum hydroxide, iron oxide, zinc oxide, titanium oxide, finely pulverized mica, and carbon black. The quantity of (B) to be added is 5 to 300 parts-by weight and can be varied to achieve desired viscosity and fluidity of the composition and mechanical properties of the cured rubber. The preferred quantity of reinforcing silica filler or carbon black is 5 to 30 parts by weight and the preferred quantity of non-reinforcing silica filler or other fillers is 15 to 200 parts by weight. Component (B) can be a single filler mentioned above or a mixture of two or more of these fillers. Component (C) is an organosilane or organosiloxane in which one molecule possesses at least one aminoalkyl radical and at least one silicon atom-bonded alkoxyl radical or aminoalkoxy radical. Component (C) exhibits a multiplicative effect with the alkenyl radical of component (A) by increasing the resistance to hot hydrocarbon oil and by increasing the adhesive strength of the cure elastomer to substrates. The alkoxy radicals include methoxy, ethoxy, propoxy, butoxy, and methoxyethoxy, preferrably containing from one to six carbon atoms per radical. The aminoalkoxy radicals include -OCH2CH2NH2. Examples of (C) are y-aminopropyltriethoxysilane of the formula H2N(CH2) 3Si (OC2H5) 3' y-aminopropyldimethylethoxysilane of the formula H2N(CH2)3Si(CH3)2(OC2H5), N-(trimethoxysilylpropyl)ethylenediamine of the formula H2N(CH2)2NH(CH2)3Si(oCH3)3, N-(dimethoxymethylsilylpropyl)ethylenediamine of the formula H2N(CH2)2NH(CH2)3SiCH3 (OCH3)2, 6-aminobutyl(methyl)diethoxysilane of the formula H2N(CH2)4Si(CH3)(OC2H5)2, N,N'-bis(y-propyltriethoxysilyl)- ethylenediamine of the formula (CH3O)3Si(CH2)3HNCH2CH2NH(CH2)3Si(OCH3)3, &gamma; ;-aminopropyltri(ss-methoxyethoxy)silane of the formula H2N (CH2) 3Si (OCH2CH2OCH3) 3, organosilane of the formula H2NCH2CH2O(CH2)3Si(OC2E5)3, organosilane of the formula H2NCH2CH2O(CH2)3Si(OCHzCH2NH=)3, organosiloxane of the formula EMI5.1 organosiloxane of the formula EMI6.1 condensation products of partially hydrolyzed y-aminopropyltrimethoxysilane, and condensation products of partially hydrolyzed organosilane of the formula H2NCH2CH2o(CH2)3Si(oC2H5)3 Component (C) is preferably aminoalkyltrialkoxysilanes and N-(trialkoxysilylalkyl)alkylenediamine. The quantity of (C) is 0.2 to 10 parts by weight. When this quantity is less than 0.2 part by weight, the composition does not exhibit satisfactory oil resistance and adhesive properties. On the other hand, when this quantity exceeds 10 parts by weight, the composition does not exhibit satisfactory heat resistance. The preferred quantity of (C) is from 0.3 to 6 parts by weight. Component (D) can be a silicon compound which has at least three silicon-bonded organic moisture-hydrolyzable radicals, such as silanes and siloxanes. Examples of these silanes or siloxanes are alkoxysilanes such as tetraethoxysilane, methyltrimethoxysilane, ethyltrimethoxysilane, vinyltrimethoxysilane, 3,3, 3-trifluoropropyltrimethoxysilane, ss-cyanoethyltrimethoxysilane, tetraisopropxysilane, tetrabutoxysilane, phenyltrimethoxysilane, octadecyltrimethoxysilane, tetra-(B-chloroethoxy)silane, tetra(-2,2,2-trifluoroethoxy)silane, propyltris (6-chlorobutoxy)silane, and methyltris (methoxyethoxy) silane; alkoxysiloxanes such ethylpolysilicate and dimethyltetramethoxydisiloxane; vinyloxysilanes such as methyltri (a-methylvinyloxy) silane and vinyltri(a-methylvinyloxy)silane; acyloxysilanes such as methyltris(acetoxy)- silane, vinyltris (acetoxy) silane, and phenyltris(acetoxy)silane; ketoximesilanes such as methyltris(methylethylketoxime)silane, vinyltris (methylethylketoxime) silane, phenyltris (methylethylketoxime) silane, methyl(diethylketoxime)silane; N-substituted aminosilanes such as metbyltris (cyclohexylamino) silane and vinyltris(normal-butylamino)silane; N-substituted amidosilanes such as methyltris(N-methylacetamido)silane, methyltris- (N-butylacetamido) silane, and methyltris (N-cyclohexylacetamido) silane, N-substituted aminoxysilanes such as methyltris (N,N-diethylaminoxy) silane; and N-substituted aminoxysiloxanes such as EMI7.1 Preferably, (D) is an alkoxysilane, alkoxysiloxane, vinyloxysilane, ketoxime silane, N-substituted aminosilane, an N-substituted aminoxysilane, or N-substituted aminoxysiloxane. The quantity of (D) can be appropriately determined by considering whether a gasket material or packing material is a one- or two-package type, and whether the terminal silicon atom-bonded radical of (A) is a hydroxyl radical or a hydrolyzable radical, and b considering the terminal silicon atom-bonded radical concentration of (A). In an extreme case, when the terminal silicon atom-bonded radicals are hydrolyzable radicals whose number is at least 3 in one molecule of (A), the quantity of silane or siloxane, (D), can be 0. If a composition of components (A), (B), and (C) is curable at room temperature in the absence of (D), the phrase "an amount sufficient to make a mixture of (A), (B), and (C) curable at room temperature" specified in the claims can mean 0. The terminal silicon atom-bonded hydrolyzable radical of (A) is desirably identical to the hydrolyzable rlclical of componcnt (D). One-package compositions which are stored in containers sealed from moisture and curable at room temperature upon exposure to moisture can be made from (A), (B), and (C) in which (A) has at least three hydrolyzable radicals per molecule. Such one-package compositions can also contain a quantity of (D), such as up to 10 parts by weight or more. One-package compositions can also be made by mixing (A), (B), (C), and (D) wherein (A) is hydroxyl terminated. Here, the quantity of (D) should be sufficient enough to provide at least one mole of (D) molecules for each mole of hydroxyl radical in (A). Two-package compositions are those wherein (A) containing hydroxyl termination and (B) is packaged in one container and (C) and (D) is packaged in another container. In this situation, the moles-of alkoxy, alkoxyalkoxy, and aminoalkoxy plus the moles of hydrolyzable radical in (D) are approximately equivalent to the moles of hydroxyl radical in (A). When the contents of the two packages are mixed, the resulting composition cures at room temperature to an elastomer. The illustrations of one-package and two-package compositions are to exemplify the nature of the two forms most often found in the silicone rubber art. The practitioner in the silicone rubber art will recognize other variations of one-package and two-package compositions suitable for the presently defined compositions. Component (E) is a catalyst for accelerating the cure of the composition at room temperature. Component (E) is optional to the extent that some of the variations of the composition do not require a catalyst for curing at room temperature. A catalyst can be used if desired or is required for room temperature cure. The necessity of this catalyst depends on the types of terminal silicon atom-bonded hydrolyzable radicals of component (A) and the hydrolyzable radicals of component (D). This catalyst is not needed for certain types of hydrolyzable radicals but is indispensable for other types of hydrolyzable radicals. If a composition of (A), (B), and (C) or a composition of (A), (B), (C), and (D) is curable at room temperature in the absence of this catalyst, the phrase "a catalytic quantity of a curing acceleration catalyst" specified in the claims can be 0. The type of catalyst used depends on the type of hydrolyzable radical group mentioned above, and it should be appropriately selected. Typical examples of (E) are metal salts of monocarboxylic acids such as dialkyltin diacylates such as dibutyltin diacetate, dibutyitin 2-ethylbexoate, and dibutyltin dilaurate, and other salts such as lead 2-ethyloctoate, butyltin tri-2-ethylhexoate, iron 2-ethylhexoate, cobalt 2-ethylhexoate, manganese 2-ethylhexoate, tin (II) caprilate, tin naphthenate, tin oleate, tin butyrate, zinc naphthenate, zinc stearate, and titanium naphthenate; organic titanates such as tetrabutyl titanate, tetraphenyl titanate, tetra-2-ethylhexyl titanate, tetraoctadecyl titanate, triethanolamine titanate, ethylene glycol titanate, organosiloxytitanium compounds in which an organosiloxy group is bonded to a titanium atom in the form of Si-O-Ti (refer to U.S. Patent No. 3,294,739, issued to Weyenberg), and B-dicarbonyltitanium compounds (refer to U.S. Patent No. 3,334,067, issued to Weyenberg) of the general formula EMI9.1 in which R1 is a monovalent hydrocarbon radical having from 1 to 18 inclusive carbon atoms, R2 is a hydrogen atom or a monovalent hydrocarbon radical of 1 to 18 inclusive carbon atoms, R3 is a monovalent hydrocarbon radical or an aliphatic hydrocarbonoxy radical each having from 1 to 18 inclusive carbon atoms, Z is an aliphatic hydrocarbonoxy radical having from 1 to 18 inclusive carbon atoms, an acyloxy radical having from 1 to 18 inclusive carbon atoms-, hydroxyl radical, and divalent oxygen atoms forming a TiOTi linkage; and amines such as hexylamine and dodecylamine; amine salts such as hexylamine acetate and dodecylamine phosphate; quaternary ammonium salts such as benzyltrimethylammonium acetate, and alkali metal salts such as potassium acetate. The preferred quantity of (E) is 0.1 to 6 parts by weight relative to 100 parts by weight of component (A) when catalyst is required. The composition of this invention can be produced simply by blending the above-mentioned components such as (A), (B), and (C) or (A), (B), (C), and (E) or (A), (B), (C), and (D), or (A), (B), (C), (D), and (E). If necessary, hydrophobic treating agents such as diphenylsilane diol and hexamethyldisilazane, for hydrophilic sildca -filler can be used. Also heat-resistant agents such as cerium oxide, cerium hydroxide, or fumed titanium dioxide; various pigments; flame retardants such as platinum, manganese carbonate, or azoisobutyronitrile; and oil resistance-improving agents such as zinc borate, all of which are traditionally added to room temperature-curable silicone rubber, can also be added to the composition produced by the method of this invention. Oil-resistant gasket material and packing material produced from the compositions of this invention can be cured at room temperature to become an elastomer which adheres to the substrates during the curing process. Because the elastomer obtained from the composition of this invention are very resistant to hot hydrocarbon oil, they are useful as gasket material and packing material for an auto engine oil-pan, marine diesel engine headcover, auto transmission-pan or rotary engine. The best room temperature vulcanizable organosiloxane elastomeric compositions comprise a product obtained by mixing (A) 100 parts by weight of a linear hydroxyl endblocked polyorganosiloxane in which the silicon-bonded organic radicals are methyl and vinyl, 0.5 to 25% on the average of the said organic radicals are vinyl, and the viscosity at 250C is in the range of from 0.0005 to 0.02 m2/s, (B) 5 to 30 parts by weight of reinforcing silica filler, (C) 0.3 to 6 parts by weight of gamma-aminopropyltrialkoxysilane or N-trlalkoxysilylpropylethylenediamine, and (D) an amount of an organotri(ketoxime)silane sufficient to make a mixture of (A), (B), and (C) curable at room temperature upon exposure to moisture and storable in a package which protects the composition from moisture intrusion, and (E) a catalytic quantity of diorganotin diacylate. This invention will be further explained by using demonstrative examples which should not be construed as limiting the invention which is defined by the claims. In the examples, "parts" means "parts by weight" and the viscosity it the measured value. at 25"C. Example 1 Mixtures were prepared by blending 100 parts of a hydroxyl endblocked polydiorganosiloxane containing dimethylsiloxane units and methylvinylsiloxane units i;Ild 2 having a viscosity of 0.015 m2/s with 8 parts of phenyltriethoxysilane, 12 parts of fumed silica having a specific surface area of 130 m2 /g, one part of gamma-aminopropyltriethoxysilane, and 0.5 part of dibutyltin dilaurate. For each composition in Table I, the amount of methylvinylsiloxane unit is sufficient to provide the vinyl content indicated in Table I as a percentage of the total number of methyl and vinyl radicals in the polydiorganosiloxane. The resulting mixture was defoamed and then packaged in aluminum foil tubes which were sealed to prevent exposure to moisture. This mixture did not undergo any change in quality after storing at room temperature for 6 months. The mixture was then extruded from the aluminum foil tube and cured at room temperature for 2 days to obtain a 2 mn-thick sheet. This sheet was immersed in lubricating oil &num;3 shown in JIS K-6301 at 150 C for 3 days. The kinetic viscosity of this oil is in the range of 0.00003196 to 0.00003418 m2/s at 37.80C. The change in hardness was measured and the results are reported in Table I. For comparison, a sheet was manufactured by a method identical to that of Example 1 with the exception that hydroxyl endblocked polydimethylsiloxane, was used in place of the vinyl containing polydiorganosiloxane. These results are also reported in Table I as comparison Example No. 5. These results demonstrated that the composition of vinyl-containing polysiloxane was very resistant to hot hydrocarbon oil. Example 2 Mixtures were prepared by blending 100 parts of a polysiloxane mixture having an average viscosity of 0.005 2 m /s and an average vinyl radical content of 1.1% based on the total number of organic groups in the polysiloxane mixture with 5 parts of fumed silica having a specific surface area of 200 m2/g, 50 parts of diatomaceous earth powder, 8 parts of vinyltris(methylethylketoxime)silane, and the quantity of N-(trimethoxysilylpropyl)ethylenediamine as shown in Table II. The polysiloxane mixture was a blend of 90 parts of a hydroxyl endblocked polydiorganosiloxane containing 90 mol % dimethylsiloxane units and 10 mol % 2 diphenylsiloxane units and having a viscosity of 0.012 m and 10 parts of a hydroxyl endblocked polydiorganosiloxane containing 90 mol % of dimethylsiloxane units and 10 mol % methylvinylsiloxane units and having a viscosity of 0.00001 2 m Is. The resulting mixture was defoamed and cured at room temperature for 7 days to obtain a sheet. The hardness, tensile strength and elongation at break of the above-mentioned sheet were measured by the methods of JIS K-6301. To examine the relative resistance to hot hydrocarbon oil, the hardness, tensile strength and elongation at the break of the above-mentioned sheet were measured after the sheet had been immersed in 10W-30 motor oil at 1500C for 14 days. These results are reported in Table II. The above-mentioned composition was made into a sheet 1 mm thick with a contact area of 25 mm x 25 mm and was inserted between 2 sheets of cold-rolled stainless steel plate (length: 100 mm; width: 25 mm; thickness: 1 mm) and cured at room temperature for 7 days. The tensile shear adhesive strength of the composite was then measured. The tensile shear adhesive strength of the composite which had been immersed in 10W-30 motor oil at 1200C for 10 days was also measured. The results are reported in Table II. Table II demonstrates that N- (trimethoxysilylpropyl) - ethylenediamine in combination with vinyl containing polyorganosiloxanes exhibited a significant increase in resistance to hot hydrocarbon oil and in adhesive properties. Example 3 A mixture was prepared by combining 100 parts of a methyldimethoxysiloxy endblocked polydiorganosiloxane containing dimethylsiloxane units and methylvinylsiloxane and having a viscosity of 0,02 m2/s with 30 parts of fumed 2 silica having a specific surface area of 200 m /s and having been treated with hexamethyldisilazane. The vinyl content of the polydiorganosiloxane is 5% based on the total number of methyl and vinyl radicals in the polydiorganosiloxane. The resulting mixture was heated at 1500C for 2 hours. After the mixture cooled, it was mixed with 1 part of gamma-aminopropyltriethoxysilane, 8 parts of methyltrimethoxysilane and 0.5 part of bis-(acetylacetonyl)diisopropyl titanate. The above-mentioned composition was stored in a moisture-impermeable container for 3 months without hardening. After 3 months; the composition was extruded from the container and allowed to cure at room temperature for 72 hours. The resistance of this composition to hot hydrocarbon oil was examined by the method identical to that of Example 1. The results are reported in Table III. For comparison, the experiment was carried out by the method identical to that mentioned above with the exception that methyldimethoxysiloxy endblocked polydimethylsiloxane, replaced the vinyl containing polydiorganosiloxane. The results are also reported in Table III. Example 4 Silicone rubber sheets were manufactured by the method identical to that of Example 2 with the exceptions that one of the methyltriacetoxysilane, methyltris (normal-butyl- aminoj silane, and methyltris (N,N-diethylaminoxy) silane was used instead of vinyltris(methylethylketoxime)silane and in the same amount, and 2 parts of organopolysiloxane with the formula of EMI14.1 was used instead of N-(trimethoxysilylpropyl)thylene- diamine. Resistance to hot hydrocarbon oil was examined by the method of Example 1. The results showed that the change in hardness was < 15 in every case, which indicated excellent oil resistance. Table I Comparison This Invention Example Experiment No. 1 2 3 4 5 Vinyl radical content (%) 1 2 5 10 0 Initial hardness 27 30 32 35 24 Hardness after immersion in JIS &num;3 oil (150"C/3days) 8 13 19 30 0 Table II comparison This Invention Example Experiment No. 6 7 8 9 10 Quantity of N-(trimethoxysilylpropyl)ethylenediamine (parts) 0.5 1 3 0 0.1 Rubber Properties Initial Value Hardness 37 34 32 39 38 Tensile Strength (kg/cm2) 21 21 20 22 22 Elongation at break (%) 340 335 350 320 330 After Immersion in Oil Hardness 22 21 20 0 6 Tensile Strength (kg/cm2) 12 18 15 2 4 Elongation at break (%) 550 500 450 80 220 Tensile Adhesive Strength (kg/cm2) Initial Value 6.1 7.0 7.5 1.2 2.2 After immersion in oil 4.1 6.2 6.9 0 0 Table III This Comparison Invention Example Experiment No. 11 1.2 Initial hardness 38 35 Hardness after immersion in JIS &num;3 lubricating oil (1500C/3 days) 15 0

Claims: That which is claimed is: 1. A room temperature vulcanizable orgGllosilcxane elastorneric composition comprising a product obtained by mixing (A) 100 parts by weight of a linear polyorganosiloxane being terminated by silicon-bonded, hydroxyl radicals or silicon-bonded organic moisture-hydrolyzable radicals, having a viscosity at 250C of from 0.0001 to 0.1 m2/s, the organic radicals being a monovalent radical selected from the group consisting of monovalent hydrocarbon radicals, halogenated monovalent hydrocarbon radicals, and cyanoalkyl radicals, at least 0.5 percent of the total number of organic radicals being alkenyl radicals on the average, (B) 5 to 300 parts by weight filler, (C) 0.2 to 10 parts by weight of a silane or polysiloxane in which there is present in each molecule at least one aminoalkyl radical bonded to a siliccn atom through a silicon-carbon bond and there is present in each molecule at least one silicon-bonded alkoxy radical or aminoalkoxy radical, (D) an amount sufficient to make 2. mixture of (A), (B), and (C) curable at room temperature cf a silicon compound having in each molecule at least three silicon-bonded organic moisture-hydrolyzable radicals, and (E) optionally, a catalytic quantity of a curing-acceleration catalyst. 2. The room temperature vulcanizable organosiloxane elastomeric composition according to claim 1 in which the amount of alkenyl radical is from 0.5 to 25 percent. 3. The use of the room temperature vulcanizable organosiloxane elastomeric composition according te claim 1 as a gasket material. 4. The use of room temperature vulcanizable organosiloxane elastomeric composition according to claim 1 as a packing material. 5. The room temperature vulcanizable organosiloxane elastomeric composition in which the product obtained by mixing ingredients (A), (B), (C), (D), and (E) as defined in claim 1, is a composition which is storage stable when protected from exposure to moisture, but cures to an elastomer when exposed to moisture. 6. The composition according to claim 5 in which the polyorganosiloxane of (A) is a polydiorganosiloxane terminated with silicon-bonded organic moisture-hydrolyzable radicals. 7. The composition according to claim 1 in which the polyorganosiloxane of (A) is a polydiorganosiloxane terminated with hydroxyl radicals, the organic radicals are methyl and vinyl, from 0.5 to 25 percent on the average of the organic radicals are vinyl radicals, and the viscosity at 25 C is a viscosity in the range of 0.0005 to 0.02 m2/s, the filler (B) is a reinforcing silica filler and is present in an amount of from 5 to 30 parts by weight, (C) is gamma- aminopropyltrialkoxysilane or N- (trialkoxysilylpropyl) - ethylenediamine and is present is an amount of from 0.3 to 6 parts by weight, the silicon compound of (D) is an organotri(ketoxime)silane, and the catalyst of (E) is a dialkyltin diacylate. 8. The composition according to claim 1 in which the polyorganosiloxane of (A) is a polydiorganosiloxane terminated with hydroxyl radicals, the organic radicals are methyl and vinyl, from 0.5 to 25 percent on the average of the organic radicals are vinyl radicals, and the viscosity at 25 C is a viscosity in he range of from 0.0005 to 0.02 m2/s, the filler of (B) is a reinforcing silica filler present in an amount of from 5 to 30 parts by weight, (C) is gamma-aminopropyltrialkoxysilane present in an amount of from 0.3 to 6 parts by weight, the silicon compound of (D) is an alkoxysilane present in an amount to provide at least one mole of alkoxysilane molecules per hydroxyl radical in (A), the catalyst of (E) is a dialkyltin diacylate present in an amount of from 0.1 to 6 parts by weight. 9. The composition according to claim 8 in which the gamma-aminopropyltrialkoxysilane is gamma-aminopropyltriethoxysilane, the alkoxysilane of (D) is phenyltriethoxysilane, and the dialkyltin diacylate is dibutyltin dilaurate. 10. The composition according to claim 1 in which the polyorganosiloxane is a polydiorganosiloxane terminated with hydroxyl radicals, the organic radicals are methyl, phenyl, and vinyl, from 0.5 to 25 percent on the average of the organic radicals are vinyl radicals, and the viscosity at 250C on the average is a viscosity in the range of from 0.0005 to 0.02 m /s, the filler (B) is a mixture of 5 to 30 parts by weight of reinforcing silica filler and 15 to 200 parts by weight of non-reinforcing silica filler, (C) is N-(trialkoxysilylpropyl)ethylenediamine present in an amount of from 0.3 to 6 parts by weight, and the silicon compound of (D) is a ketoximesilane. 11. The composition according to claim 10 in which the non-reinforcing silica filler is diatomaceous earth, the N-(trialkoxysilylpropyl)ethylenediamine is N- (trimethoxysilylpropyl) ethylenediamine, and the ketoximesilane is vinyltris (methylethylketoxime) silane. 12. The composition according to claim 1 in which the polyorganosiloxane of (A) is a polydiorganosiloxane terminated with methyldimethoxysiloxy units, the organic radicals are methyl and vinyl, from 0.5 to 25 percent on the average of the organic radicals are vinyl radicals, and the viscosity at 250C on the average is a viscosity in the range of from 0.0005 to 0.02 m /s, the filler of (B) is a reinforcing silica filler present in an amount of from 5 to 30 parts by weight, (C) is gamma-aminopropyltrialkoxysilane present in an amount of from 0.3 to 6 parts by weight, the silicon compound of (D) is an alkoxysilane, and the catalyst of (z) is an organic titanate present in an amount of from 0.1 to 6 parts by weight. 13. The composition according to claim 12 in which the reinforcing silica filler has surface treatment from hexamethyldisilazane, the gamma-aminopropyltrialkoxysilane is gamma-aminopropyltriethoxysilane, the alkoxysilane is methyltrimethoxysilane, and the organic titanate is bis (acetylacetonyl)diisopropyltitanate. 14. The composition according to claim 1 in which the polyorganosiloxane is a polydiorganosiloxane terminated with hydroxyl radicals, the organic radicals are methyl, phenyl, and vinyl, from 0.5 to 25 percent on the average of the organic radicals are vinyl radicals, the filler (B) is a mixture of from 5 to 30 parts by weight of reinforcing silica filler and from 15 to 200 parts by weight of diatomaceous earth, (C) is a siloxane of the formula EMI21.1 present in an amount of from 0.3 to 6 parts by weight, and the silicon compound of (D) is methyltriacetoxysilane, methyltris(normal-butylamino)silane, or methyltris(Ndiethylaminoxy)silane.

Inventors: AMAMIYA, TETSUO, SUMIMURA, SHIN-ICHI
Applicants: TORAY SILICONE COMPANY LIMITED
Application year: 1981
Main classification: C08L83
IPC codes: C08K3, C09K3, C08K5, C08L83, C08G77