JPS638989B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to room-temperature-curing polysiloxane compositions that can be stored stably for long periods of time in a moisture-blocked state, and that cure under the action of moisture to form a rubber-like elastic body. The present invention relates to a one-pack room temperature-curing polysiloxane composition that cures by releasing alcohol. Conventionally, room temperature curable polysiloxane compositions that release alcohol upon curing are known. Most of these are of the two-pack type, where the curing catalyst or crosslinking agent and curing catalyst are stored in a separate container from the main ingredient, and then mixed and cured when used. By selecting the crosslinking agent,
Polysiloxane compositions called one-pack type polysiloxane compositions are also known, in which all components are stored in a uniformly mixed state in a moisture-tight container, and when used, they are taken out into the air and cured by the moisture. These compositions are widely used as adhesive sealants for electrical/electronic and general industrial applications because they are not corrosive to metals such as copper, brass, and iron that are easily corroded by various adhesive sealants. has been done. This type of polysiloxane composition generally uses a silanol group-terminated polydiorganosiloxane as a base polymer, an alkyltrialkoxysilane such as methyltrimethoxysilane as a crosslinking agent, and a curing catalyst such as tetraalkoxytitanium or titanium chelate compound. It is prepared by uniformly mixing a titanium compound and, if necessary, an adhesion improver, an inorganic filler, an adhesion improver, a coloring agent, and the like. At that time, the following are known as titanium compounds used as curing catalysts. (1) Tetraalkoxytitanium (2) Siloxytitaniums (Special Publication No. 39-26284) (3) Dialkoxybis (acetylacetonate)
Titanium (Japanese Patent Publication No. 52-36772) (4) Alkylene dioxybis(acetylacetonato) titanium (Japanese Patent Publication No. 13657/1983) However, all of these methods require a crosslinking agent, a titanium compound, and a silanol-terminated polycarbonate. When uniformly mixing the three components of organosiloxane, the viscosity of the entire system increases significantly, and there is a drawback that a long time of mixing is required for uniform dispersion. Therefore, long-time stirring must be carried out using a special high-power kneading device, and as a result, the composition often generates significant heat during mixing, resulting in partial gelation and discoloration. Therefore, it is extremely disadvantageous in terms of storage stability of the composition. The present invention improves the drawbacks of the prior art, and enables each component to be uniformly dispersed in a relatively short time with little initial viscosity increase when preparing a composition, and has excellent adhesive properties after curing. Dealcoholization 1
A packaged room temperature curable polysiloxane composition is provided. That is, the present invention comprises: (A) 100 parts by weight of a silanol group-terminated polydiorganosiloxane having a viscosity of 500 to 200,000 cSt at 25°C; (B) a general formula R ¹ _a Si(OR ² ) _4-a (wherein R ¹ is a substituted or unsubstituted monovalent hydrocarbon group, ^R2 is a monovalent group selected from the group consisting of an alkyl group and an alkoxyalkyl group, and a is an alkoxy group represented by the number 0 or 1) an alkoxy group-containing organosilicon compound selected from the group consisting of silanes and partially hydrolyzed condensates thereof;
2.5 parts by weight, (C) (a) an alkoxy group of an alkoxytitanium compound represented by the general formula Ti(OR ³ ) ₄ (wherein R ³ represents a substituted or unsubstituted monovalent hydrocarbon group); (b) General formula (R ⁴ R ⁵ NR ⁶ ) _b R ⁷ _c Si (OR ⁸ ) _4-bc (In the formula, R ⁴ is a substituted or unsubstituted monovalent hydrocarbon group, R ⁵ is a hydrogen atom or A substituted or unsubstituted monovalent hydrocarbon group, R ⁶ is a substituted or unsubstituted hydrocarbon group and one or more ether oxygen atoms bonded to silicon and nitrogen atoms by two different carbon atoms. a divalent group selected from the group consisting of a plurality of substituted or unsubstituted hydrocarbon groups bonded to each other via a divalent group, R ⁷ and R ⁸ each represent a substituted or unsubstituted monovalent hydrocarbon group; , R ⁴ ,
At least one of R ⁵ and R ⁶ contains at least one alcoholic hydroxyl group as a substituent, b is 1 or 2, and c is a number of 0 or 1). , and a partially hydrolyzed condensate thereof, comprising 0.1 to 10 parts by weight of a transesterification product of a carbon-functional organosilicon compound with an alcoholic hydroxyl group. Regarding the composition. Component (A) used in the present invention is a silanol-filled polydiorganosiloxane that is normally used in this type of condensed polysiloxane composition that can be cured at room temperature. The viscosity at 25° C. must be in the range of 500 to 200,000 cSt in order to provide the rubber-like elastic body with excellent mechanical properties after curing. If the viscosity is less than 500 cSt, the elongation of the rubber-like elastic body after curing will not be sufficient, and if it exceeds 200,000 cSt, a uniform composition will not be obtained and extrusion workability will deteriorate. A particularly preferred range is from 3,000 to 150,000 cSt in terms of harmonizing the properties of the composition before and after curing. Examples of organic groups directly bonded to silicon atoms include alkyl groups such as methyl, ethyl, propyl, butyl, and hexyl; alkenyl groups such as vinyl and allyl; aryl groups such as phenyl; Examples include aralkyl groups such as β-phenylethyl group, and monovalent substituted hydrocarbon groups such as 3,3,3-trifluoropropyl group, chloromethyl group, and β-cyanoethyl group, which are easy to synthesize. Monovalent hydrocarbon groups such as methyl, vinyl, or phenyl groups are generally advantageous, while other organic groups add properties such as oil resistance and paintability to the cured rubber-like elastomer. Recommended only when providing special properties. Among them, the methyl group not only provides the easiest raw material intermediate, but also provides the lowest viscosity relative to the degree of polymerization of the siloxane, improving the extrusion workability of the composition before curing and improving the rubber-like elastic body after curing. In order to achieve an advantageous balance of physical properties, it is preferable that 85% or more of all organic groups be methyl groups, and it is more preferable that substantially all organic groups be methyl groups. However, when the rubber-like elastic body after curing requires cold resistance or heat resistance, it is recommended to use phenyl groups as part of the organic groups. Component (B) used in the present invention acts as a crosslinking agent and has the general formula R ¹ _a Si(OR ² ) _4-a (in the formula,
R ¹ , R ² , and a are the silane represented by (as described above) or a partially hydrolyzed condensate thereof.
It is known that compounds of this type can be obtained by reacting the corresponding organochlorosilanes with alcohols or alkoxy alcohols. R ¹ is an alkyl group such as a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, an octyl group, an alkenyl group such as a vinyl group, an allyl group, an aryl group such as a phenyl group, Examples include aralkyl groups such as benzyl group and β-phenylethyl group, and monovalent substituted hydrocarbon groups such as 3,3,3-trifluoropropyl group, chloromethyl group, and β-cyanoethyl group. From the viewpoint of ease of synthesis and ease of handling, alkyl groups having 1 to 8 carbon atoms, alkenyl groups having 2 to 3 carbon atoms, and phenyl groups are preferred, and methyl groups are most preferred. R ² is an alkyl group such as a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, an octyl group, and a methoxyethyl group, an ethoxyethyl group, a propoxyethyl group,
An example is an alkoxyalkyl group such as a methoxypropyl group, which generally has 1 to 8 carbon atoms. When the number of carbon atoms becomes larger than this,
Alcohols generated during curing are difficult to volatilize,
Curing speed slows down. Among these, methyl group, ethyl group, propyl group, methoxyethyl group, and ethoxyethyl group are preferred from the viewpoint of ease of handling and curing reactivity, and methyl group is most preferred. Specific examples of such component (B) include tetraethoxysilane, tetrapropoxysilane, methyltrimethoxysilane, vinyltrimethoxysilane, phenyl trimethoxysilane, vinyltriethoxysilane, and methyltri(methoxyethoxy)silane. , methyltri(ethoxyethoxy)silane, a partially hydrolyzed condensate of tetraethoxysilane, and a partially hydrolyzed condensate of methyltrimethoxysilane. The amount of component (B) is 0.5 to 25 parts by weight per 100 parts by weight of component (A).
parts by weight, preferably in the range from 2 to 10 parts by weight.
If it is less than 0.5 parts by weight, the curing speed of the composition will be extremely high, and a significant increase in viscosity or partial gelation will occur during compounding, resulting in poor long-term storage stability. This is because if the amount exceeds 25 parts by weight, component (B) tends to separate out of the system during storage and deteriorates the physical properties of the rubber-like elastic body after curing. Component (C) used in the present invention acts as a curing catalyst by promoting the reaction between components (A) and (B), and also acts as a curing catalyst between the obtained rubber-like elastic body and various base materials. It imparts adhesive properties and is a characteristic component in the present invention. Component (C) is a reaction product of the alkoxytitanium compound (a) and the carbon-functional silane (b), but even if it is simply mixed, the alkoxy group of (a) and the alcoholic hydroxyl group of (b) Although it is recognized that a transesterification reaction occurs partially between the two and a reaction product is formed during storage, from the viewpoint of effectiveness, it is preferable to use a product in which (a) and (b) have been reacted in advance. In addition to the reaction products,
There is no problem even if unreacted (a) and/or (b) coexist. The alkoxytitanium compound (a) has the general formula Ti(OR ³ ) ₄ (wherein R ³ is as described above)
^R3 is a methyl group, an ethyl group,
Examples include alkyl groups such as propyl, butyl, pentyl, and hexyl groups, alkenyl groups such as vinyl and allyl groups, and alkoxyalkyl groups such as methoxyethyl and ethoxyethyl groups, but they are easy to handle. From the above, alkyl groups and alkoxyalkyl groups having 1 to 8 carbon atoms are preferable, and propyl groups and butyl groups are particularly preferable in consideration of catalytic activity and availability. The carbon-functional silane (b) has the general formula (R ⁴ R ⁵ NR ⁶ ) _b R ⁷ _c Si(OR ⁸ ) _4-bc (in the formula,
R ⁴ , R ⁵ , R ⁷ , R ⁸ , b, and c are as described above), and at least one group R ⁴ R ⁵ NR ⁶ containing an alcoholic hydroxyl group and an aminic nitrogen atom in the molecule. It is something that you have. R ⁴ is an alkyl group such as a methyl group, an ethyl group, a propyl group, a butyl group, an alkyl group such as a benzyl group, a β-phenylethyl group, a β-hydroxyethyl group,
Hydrocarbons such as hydroxy-substituted alkyl groups such as β-hydroxypropyl group, β-hydroxy-γ-allyloxypropyl group, β-hydroxy-β-butoxypropyl group, and β-hydroxy-γ-phenoxypropyl group Alkyl group substituted with oxy group and hydroxyl group, β-(β-hydroxyethylamino)ethyl group, β-[bis(β-hydroxy)ethylamino]ethyl group, β-(β-hydroxypropylamino)ethyl group Substituted aminoalkyl groups such as γ-trimethoxysilylpropyl group, β
- [(γ-trimethoxysilyl)propylamino]
A group containing a trialkoxysilyl group such as an ethyl group is exemplified, and in addition to a hydrogen atom as R ⁵ , R ⁴
Examples include those similar to those exemplified as . R ⁶ is an alkylene group such as trimethylene group or tetramethylene group, two alkylene groups bonded to each other via one ether-bonded oxygen atom such as γ-ethyleneoxypropyl group, γ-
An example is a (β-hydroxypropyleneoxy)propyl group in which one alkylene group is substituted with a hydroxyl group. These R ⁴ , R ⁵ ,
and R ⁶ are bonded via one nitrogen atom to form one carbon functional group bonded to a silicon atom, in which case at least one of R ⁴ , R ⁵ , R ⁶ is at least 1 as a substituent
Must contain alcoholic hydroxyl groups. Among these, because it is easy to synthesize and the silicon-carbon bond is stable against hydrolysis under various conditions,
Either R ⁶ is a propylene group and R ⁴ and/or R ⁵ are organic groups substituted with a hydroxyl group, or R ⁶ is γ-(β
-propyleneoxy)propyl group is preferred. The former involves reacting an epoxy compound such as phenyl glycidyl ether or a polyhydric alcohol such as ethylene glycol or triethanolamine with a silane having a γ-aminopropyl group such as γ-aminopropyltriethoxysilane. Therefore, it is easily obtained, and the latter can be obtained by reacting an epoxy group-containing silane such as γ-glycidoxypropyltrimethoxysilane with an amine. When R ⁶ is a propylene group, R ⁴ is preferably a β-hydroxyethyl group because of easy synthesis. Also, R ⁵ is
For ease of synthesis, it is preferably a hydrogen atom or the same group as R ⁴ . The number b of such carbon functional groups is 1 or 2, but 1 is preferred for ease of synthesis. R ⁷ is preferably a methyl group because of ease of synthesis. C is either 0 or 1, but 0 is preferred for ease of synthesis and adhesiveness. Also
From the viewpoint of ease of synthesis and reactivity, R ⁸ is preferably a methyl group or an ethyl group, particularly a methyl group. In the present invention, partially hydrolyzed condensates of these carbon-functional silanes can also be used in the same manner as silanes. Examples of such (b) include the following compounds. However, the present invention is not limited to these examples. Furthermore, for the sake of brevity, the following abbreviations are used in the following specification. Me: Methyl group Bu: Butyl group Et: Ethyl group Pn: Phenyl group Pr: Propyl group Bz: Benzyl group HO(CH ₂ ) ₂ NH(CH ₂ ) ₃ Si(OMe) ₃ HO(CH ₂ ) ₂ NH(CH ₂ ) ₃ Si(OEt) ₃ MeCH(OH)CH ₂ NH(CH ₂ ) ₃ Si(OMe) ₃ MeCH(OH)CH ₂ NH(CH ₂ ) ₃ Si(OEt) ₃ HO(CH ₂ ) ₂ NH( CH ₂ ) ₄ Si(OMe) ₃ HO(CH ₂ ) ₂ NH(CH ₂ ) ₄ Si(OEt) ₃ HO(CH ₂ ) ₂ NH(CH ₂ ) ₃ SiMe(OMe) ₂ HO(CH ₂ ) ₂ NH (CH ₂ ) ₃ SiMe(OEt) ₂ [HO(CH ₂ ) ₂ ] ₂ N(CH ₂ ) ₃ Si(OMe) ₃ [HO(CH ₂ ) ₂ ] ₂ N(CH ₂ ) ₃ Si(OEt) ₃ [MeCH(OH)CH ₂ ] ₂ N(CH ₂ ) ₃ Si(OMe) ₃ [MeCH(OH)CH ₂ ] ₂ N(CH ₂ ) ₃ Si(OEt) ₃ HO(CH ₂ ) ₂ NH(CH ₂ ) ₂ NH (CH ₂ ) ₃ Si (OMe) ₃ MeCH (OH) CH ₂ NH (CH ₂ ) ₂ NH (CH ₂ ) ₃ Si
(OMe) ₃ BuOCH ₂ CH(OH)CH ₂ NH(CH ₂ ) ₃ Si(OMe) ₃ BuOCH ₂ CH(OH)CH ₂ NH(CH ₂ ) ₃ Si(OEt) ₃ CH ₂ =CHCH ₂ OCH ₂ CH (OH) _CH2NH ( _CH2 ) _3Si
(OMe) ₃ CH ₂ =CHCH ₂ OCH ₂ CH(OH)CH ₂ NH(CH ₂ ) ₃ Si
(OEt) ₃ PhOCH ₂ CH(OH)CH ₂ NH(CH ₂ ) ₃ Si(OMe) ₃ PhOCH ₂ CH(OH)CH ₂ NH(CH ₂ ) ₃ Si(OEt) ₃ [BuOCH ₂ CH(OH)CH ₂ 〕 ₂ N(CH ₂ ) ₃ Si(OMe) ₃ 〔BuOCH ₂ CH(OH)CH ₂ 〕 ₂ N(CH ₂ ) ₃ Si(OEt) ₃ 〔PhOCH ₂ CH(OH)CH ₂ 〕 ₂ N(CH ₂ ) ₃ Si(OMe) ₃ [PhOCH ₂ CH(OH)CH ₂ ] ₂ N(CH ₂ ) ₃ Si(OEt) ₃ MeNHCH ₂ CH(OH)CH ₂ O(CH ₂ ) ₃ Si(OMe) ₃ EtNHCH ₂ CH(OH) _CH2O ( _CH2 ) ₃ Si(OMe) ₃ PrNHCH ₂ CH(OH) _CH2O ( _CH2 ) ₃ Si(OMe) ₃ BuNHCH ₂ CH(OH) _CH2O ( _CH2 ) ₃ Si(OMe) ₃ PhNHCH ₂ CH(OH)CH ₂ O(CH ₂ ) ₃ Si(OMe) ₃ BzNHCH ₂ CH(OH)CH ₂ O(CH ₂ ) ₃ Si(OMe) ₃ Me ₂ NHCH ₂ CH( OH) CH ₂ O (CH ₂ ) ₃ Si (OMe) ₃ Et ₂ NHCH ₂ CH (OH) CH ₂ O (CH ₂ ) ₃ Si (OMe) ₃ Pr ₂ NHCH ₂ CH (OH) CH ₂ O (CH ₂ ) ₃ Si(OMe) ₃ Bz ₂ NHCH ₂ CH(OH)CH ₂ O(CH ₂ ) ₃ Si(OMe) ₃ (MeO) ₃ Si(CH ₂ ) ₃ NHCH ₂ CH(OH)CH ₂ O
(CH ₂ ) ₃ Si(OMe) ₃ (EtO) ₃ Si(CH ₂ ) ₃ NHCH ₂ CH(OH)CH ₂ O
(CH ₂ ) ₃ Si(OMe) ₃ (MeO) ₃ Si(CH ₂ ) ₃ NH(CH ₂ ) ₂ NHCH ₂ CH(OH)
CH ₂ O (CH ₂ ) ₃ Si (OMe) ₃ The ratio of (a) and (b) is such that the alcoholic hydroxyl group in (b) is 1 mole per 1 mole of alkoxy group in (a). It is best to let it react, but 0.5 to 2.5
They are mixed and reacted in a molar amount, preferably 0.9 to 2.0 molar, and unreacted (a) and/or (b) may coexist. If the ratio of the alcoholic hydroxyl group (B) to 1 mole of the alkoxy group (B) is less than 0.5 mole, the composition will increase in viscosity, and if it is more than 2.5 mole, the storage stability of the composition will deteriorate or the mechanical Bad nature. The composition of the present invention consisting of the above components (A) to (C) includes:
An inorganic filler is usually used in combination for the purpose of imparting appropriate fluidity or extrudability to the composition before curing and imparting mechanical strength and hardness to the rubber-like elastic body after curing. Inorganic fillers may be those known to those skilled in the art, such as fumed silica, precipitated silica, silica aerogel, ground silica, diatomaceous earth, iron oxide, titanium oxide, calcium carbonate, and the like. These inorganic fillers may be used alone or in a mixture of two or more, and may be used as is or have their surface treated with polydimethylsiloxane, octamethylcyclotetrasiloxane, hexamethyldisilazane, etc. It may be used after being treated with an organosilicon compound. Furthermore, the composition of the present invention contains a solvent, a pigment, a thixotropic agent, a viscosity modifier for improving extrusion workability, an ultraviolet inhibitor, a fungicide, a heat resistance improver, a flame retardant, etc. Various additives can be added. The composition of the present invention is prepared by mixing all the ingredients, inorganic fillers, and various additives as necessary, in a state that excludes moisture, and storing the mixture in a sealed container so that it is not exposed to moisture in the air during use. It can be used as a so-called one-pack room-temperature-curing polysiloxane composition that is cured by exposure. Alternatively, it may be used as a so-called two-pack room-temperature-curing polysiloxane composition, in which components (A), (B), and (C) are stored in separate containers and mixed together at the time of use. According to the present invention, the viscosity increase is small when mixing each component, and the adhesive property after curing is excellent.
A dealcoholized one-pack room temperature curable polyorganosiloxane composition was obtained. This eliminates the need for a special high-horsepower kneading device, making it possible to uniformly mix each component in a relatively short time. For this reason, the composition of the present invention does not generate abnormal heat during preparation, and therefore does not undergo partial gelation or discoloration. Furthermore, after curing, it adheres well to various industrial materials such as metals, plastics, glass, and ceramics. The composition obtained by the present invention is generally used for applications in which dealcoholized room-temperature curable polysiloxane compositions are used, such as adhesive sealants for electric/electronic and other general industries, and sealants for construction. Widely used. Hereinafter, the present invention will be explained by synthesis examples and the present invention. In the examples, all parts indicate parts by weight. Synthesis Example 1 284 parts of Ti(OPr) ₄ was placed in a reactor, heated to 70°C with stirring under a nitrogen atmosphere, and 530 parts of HO
( _CH2 ) _2NH ( _CH2 ) _3Si (OEt) ₃ was added dropwise. After the dropwise addition was completed, the liquid temperature was raised to 110°C, and 110 parts of propyl alcohol was distilled out of the reaction system. The reaction was stopped when the distillation of propyl alcohol stopped, and the mixture was allowed to cool to obtain 655 parts of transesterification product 1.
The product was a pale yellow transparent liquid, and infrared spectroscopy and NMR spectra measurements showed that the alcoholic hydroxyl group had disappeared. Synthesis Examples 2 to 8 In the same manner as in Synthesis Example 1, transesterification products were obtained from the alkoxytitanium compounds shown in Table 1 and the carbon-functional silanes under the reaction conditions shown in Table 1. All products were pale yellow to yellow transparent liquids.

【table】

[Table] Example 1 100 parts of silanol group-terminated polydimethylsiloxane with a viscosity of 10,000 cst at 25°C was surface treated with polydimethylsiloxane to give a surface area of approximately 200 m ² /g.
A base compound A was obtained by uniformly kneading 12 parts of fumed silica. This base compound
5 parts of methyltrimethoxysilane and 2 parts of the titanium compound shown in Table 2 were added to 112 parts of A1 under a dry atmosphere, and the mixture was kneaded with a stirring mixer to obtain compositions 1 to 13. However, titanium compound ~ is Synthesis Example 1~
This is the reaction product obtained in step 8. In addition, composition 9
-13 are comparative compositions, and as shown in Table 2, it was difficult to obtain a homogeneous composition. Table 2 shows the mixing conditions when stirring was performed for 10 minutes and 60 minutes, and the apparent viscosity of the resulting composition after 10 minutes of stirring. However, the apparent viscosity was measured using a Bismethron viscometer (trade name of Shibaura Seisakusho Co., Ltd.) with a No. 7 rotor at a temperature of 25° C. and a rotation speed of 2 rpm.

【table】

[Table] The obtained compositions 1 to 9 were each stored in a polyethylene container for 6 months in a moisture-blocked state, but there was no change in condition. In addition, the compositions immediately after preparation and after storage for 6 months were tested on glass,
When extruded from a container onto the surfaces of mortar, aluminum, brass, and mild steel and left in the air for 3 days, all of them cured while adhering to the base material, yielding rubber-like elastic bodies. Example 2 Base compound B was obtained by uniformly kneading 14 parts of fumed silica surface-treated with hexamethyldisilane into 100 parts of silanol-terminated polydimethylsiloxane having a viscosity of 3000 ost at 25°C. The components shown in Table 3 were blended into this base compound B under a dry atmosphere and kneaded for 10 minutes using a stirring mixer to prepare uniformly dispersed compositions 21 to 23. Note that the titanium compounds ~ used are all reaction products obtained in Synthesis Examples 1-3. The obtained compositions 21 to 23 were stable even when stored for 6 months or more in a moisture-blocked state, and no change in condition was observed. Further, by curing these compositions in air, rubber-like elastic bodies having curability, physical properties, and adhesive properties as shown in Table 3 were obtained.

【table】

【table】

【table】

Claims (1)

[Claims] 1 (A) Silanol group-terminated polydiorganosiloxane 100 having a viscosity of 500 to 200,000 cSt at 25°C
Parts by weight, (B) General formula R ¹ _a Si(OR ² ) _4-a (wherein R ¹ is a substituted or unsubstituted monovalent hydrocarbon group, R ² is a group consisting of an alkyl group and an alkoxyalkyl group) an alkoxy group-containing organosilicon compound selected from the group consisting of an alkoxy group-containing silane represented by a monovalent group selected from
25 parts by weight, (C) (a) an alkoxy group of an alkoxy titanium compound represented by the general formula Ti(OR ³ ) ₄ (in the formula, R ³ represents a substituted or unsubstituted monovalent hydrocarbon group); (b) General formula (R ⁴ R ⁵ NR ⁶ ) _b R ⁷ _c Si (OR ⁸ ) _4-bc (In the formula, R ⁴ is a substituted or unsubstituted monovalent hydrocarbon group, R ⁵ is a hydrogen atom or A substituted or unsubstituted monovalent hydrocarbon group, R ⁶ is a substituted or unsubstituted hydrocarbon group and one or more ether oxygen atoms bonded to silicon and nitrogen atoms by two different carbon atoms. a divalent group selected from the group consisting of a plurality of substituted or unsubstituted hydrocarbon groups bonded to each other via a divalent group, R ⁷ and R ⁸ each represent a substituted or unsubstituted monovalent hydrocarbon group; at least one of R ⁴ , R ⁵ , and R ⁶ contains at least one alcoholic hydroxyl group as a substituent, b is 1 or 2, and c is 0 or 1.
from 0.01 to 10 parts by weight of a transesterification reaction product with an alcoholic hydroxyl group of a carbon-functional organosilicon compound selected from the group consisting of carbon-functional silanes represented by A room temperature curable polysiloxane composition comprising: 2 The organic group in (A) is selected from the group consisting of a monovalent hydrocarbon group and a monovalent halogenated hydrocarbon group 1
A composition according to claim 1, wherein the composition is a valent group. 3. The composition according to claim 2, wherein the organic group (A) is a monovalent group selected from the group consisting of a methyl group, a vinyl group, and a phenyl group. 4. The composition according to claim 3, wherein the organic group in (A) is a methyl group. 5. The composition according to claim 1, wherein (A) has a viscosity of 3000 to 150000 cSt at 25°C. Claim 1, wherein R ¹ in 6 (B) is a monovalent group selected from the group consisting of an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 3 carbon atoms, and a phenyl group. Compositions as described. 7. The composition according to claim 6, wherein R ¹ in (B) is a methyl group. 8. The composition according to claim 1, wherein R ² in (B) is a monovalent group selected from the group consisting of an alkyl group having 1 to 8 carbon atoms and an alkoxyalkyl group having 1 to 8 carbon atoms. thing. 9. The composition according to claim 8, wherein R ² in (B) is a methyl group. Claim 1, wherein R ³ in (C)(a) is a monovalent group selected from the group consisting of an alkyl group having 1 to 8 carbon atoms and an alkoxyalkyl group having 1 to 8 carbon atoms. Compositions as described. 11. The composition according to claim 10, wherein R ³ in (C)(a) is an alkyl group selected from a propyl group and a butyl group. 12. The composition according to claim 1, wherein R ⁴ in (C)(b) is an alkyl group substituted with a hydroxyl group. 13. The composition according to claim 12, wherein R ⁴ in (C)(b) is a bis(hydroxyethyl)aminoethyl group. 14. The composition according to claim 12, wherein a hydroxyl group and an ether oxygen atom are bonded to adjacent carbon atoms of R ⁴ in (C)(b). 15. The composition according to claim 1, wherein ^R5 in (C)(b) is the same as ^R4 . 16. The composition according to claim 1, wherein R ⁵ in (C) (b) is a hydrogen atom. 17. The composition according to claim 1, wherein R ⁶ in (C)(b) is a propylene group. 18 Claim 1, wherein R ⁶ in (C)(b) is a γ(β-hydroxypropyleneoxy)propyl group
Compositions as described in Section. 19. The composition according to claim 1, wherein R ⁷ in (C)(b) is a methyl group. Claim 1, wherein ^R8 in (C)(b) is a monovalent group selected from the group consisting of an alkyl group having 1 to 8 carbon atoms and an alkoxyalkyl group having 1 to 8 carbon atoms. Compositions as described. 21. The composition according to claim 20, wherein R ⁸ in (C)(b) is an alkyl group selected from the group consisting of a methyl group and an ethyl group. 22. The composition according to claim 21, wherein R ⁸ in (C)(b) is a methyl group. 23 The first claim in which c in (C) and (B) is 0
Compositions as described in Section. 24 (C) is obtained by blending and reacting (A) and (B) so that the alcoholic hydroxyl group of (B) is present in an amount of 0.5 to 2.5 moles per 1 mole of alkoxy group of (A). , the composition according to claim 1.