JP3209900B2 - Method for producing room temperature curable organopolysiloxane composition - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a method for producing a room-temperature-curable organopolysiloxane composition useful as a sealing material for buildings and the like.

[0002]

2. Description of the Related Art Room temperature-curable organopolysiloxane compositions are widely used in the field of building materials because the cured products are excellent in weather resistance and heat resistance. In particular, room temperature-curable organopolysiloxane compositions used as architectural sealants and adhesives include those containing cartridges or tubes for convenience of use. Room temperature-curable organopolysiloxane compositions used by filling in such cartridges and tubes are desired to be rich in fluidity and easy to extrude from cartridges and tubes.

Heretofore, as a method of increasing the fluidity of a room temperature-curable organopolysiloxane composition, there has been known a method of adding a polyether composition or the like to soften the room temperature-curable organopolysiloxane composition. However, the room-temperature-curable organopolysiloxane composition obtained by this method has a drawback that the composition causes stringing at the time of application, and the finishing operation of the applied portion becomes troublesome.

[0004]

SUMMARY OF THE INVENTION It is an object of the present invention to provide a room-temperature-curable organopolysiloxane which is excellent in fluidity and hardly has stringiness, and is particularly useful as a sealing material for building or containing a cartridge or a tube or as an adhesive. It is to provide a method for producing a composition.

[0005]

Means for Solving the Problems In the method for producing a room-temperature-curable organopolysiloxane composition comprising specific components, the present inventors have adopted a specific order when mixing each component, thereby achieving stringing. The present invention has been found that a composition having a lower content is obtained. That is, the present invention
(A) a diorganopolysiloxane having silanol groups at both molecular chain terminals, (B) a filler, (C) an organic silane compound having a hydrolyzable group and at least one selected from partially hydrolyzed condensates thereof, and (D) viewed contains a tackifier, excellent fluidity, a process for the preparation of stringing is little room-temperature-curable organopolysiloxane composition,

Mixing the components (A) and (B);
Mixing the component (C) with a mixture containing the components (A) and (B) and excluding the components (C) and (D); and the components (A), (B) and (C). ) , And comprising the step of mixing the component (D) with a mixture that does not contain the component (D).

[0007]

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in detail. The diorganopolysiloxane of the component (A) The diorganopolysiloxane having a silanol group at both molecular chain terminals of the component (A) used in the present invention includes, for example, the following general formula (1):

[0008]

Embedded image (Wherein, R ¹ is independently an unsubstituted or substituted monovalent hydrocarbon group, and n is an integer of 10 or more).

The unsubstituted or substituted monovalent hydrocarbon group represented by R ¹ in the general formula (1) includes, for example, methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group and tert-butyl group. Alkyl groups such as butyl group, pentyl group, neopentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group and dodecyl group; cycloalkyl groups such as cyclopentyl group, cyclohexyl group and cycloheptyl group; vinyl group and allyl Group, propenyl group, isopropenyl group, butenyl group, isobutenyl group,
Alkenyl groups such as hexenyl group and cyclohexenyl group;
Aryl groups such as phenyl group, tolyl group, xylyl group, naphthyl group and biphenyl group; aralkyl groups such as benzyl group, phenylethyl group, phenylpropyl group and methylbenzyl group; and bonded to carbon atoms of these groups A group in which a part or all of hydrogen atoms are substituted with halogen atoms such as fluorine, chlorine, and bromine, a cyano group, an amino group, and the like, for example, a chloromethyl group, a 2-bromoethyl group, a 3-chloropropyl group, and a 3-amino Propyl group, 3,3,3-trifluoropropyl group, chlorophenyl group, fluorophenyl group, cyanoethyl group, 3,3,4,4,5,5
6,6,6-nonafluorohexyl group and the like,
Particularly, a methyl group, a phenyl group, and a 3,3,3-trifluoropropyl group are preferable in terms of easy availability and handling.

In the general formula (1), n is an integer of 10 or more, and usually has a viscosity at 25 ° C. of 25 to 1,000,
000 cSt, preferably 1,000 to 100,0
It is an integer in the range of 00cSt.

Filler of Component (B) The filler of the component (B) used in the present invention is not particularly limited, and may be an inorganic filler usually added to a room temperature-curable organopolysiloxane composition. Specific examples include fumed silica, wet silica, colloidal calcium carbonate, heavy calcium carbonate, zinc carbonate, carbon black, titanium dioxide, aluminum oxide, quartz powder, talc, bentonite, and the like. These inorganic fillers may be surface-treated with hexamethyldisilazane and hydrophobized, or may be surface-treated with stearic acid soap to improve dispersibility in a polymer. Among them, preferred fillers are fumed silica, wet silica, and colloidal calcium carbonate. Filler alone or 2
A combination of more than one species may be used.

The organosilane compound (C) and its part
The organic silane compound having a partial hydrolysis-condensation product used in the present invention component (C) of hydrolyzable groups, for example, the following general formula _{^{(2): R 2 m SiX}} (4-m) (2) [Formula Wherein R ² is an unsubstituted or substituted monovalent hydrocarbon group (when there are a plurality of R ^{2 s} , they may be the same or different), X is a hydrolyzable group, and m is an integer of 0 to 3 The hydrolyzable silane represented by these is mentioned.

[0013] monovalent hydrocarbon radical unsubstituted or substituted represented by R ² in formula (2) is, R ¹ in the general formula (1)
And the same as those exemplified above.

Examples of the hydrolyzable group represented by X in the general formula (2) include an alkoxy group such as a methoxy group, an ethoxy group and a butoxy group; a dimethylketoxime group;
The following formula, such as methyl ethyl ketoxime _{^{group: -O-N = CR 3 2}} ( where, R ³ is independently a methyl group, an ethyl group, number of carbon atoms such as a propyl group is an alkyl group of 1 to 6) shown in Acyloxy group such as acetoxy group; amino group such as N-butylamino group, N, N-diethylamino group; amide group such as N-methylacetamide group; N, N-dimethylaminooxy An aminooxy group such as a group; and an alkenyloxy group such as a propenyloxy group, an isopropenyloxy group, an isobutenyloxy group, and a cyclohexenyloxy group.

As the organic silane having a hydrolyzable group represented by the general formula (2), a hydrolyzable silane usually used in this type of condensation-curable silicone rubber composition is preferably used. It can be used, as specific examples thereof, for example, methyltrimethoxysilane, methyltriethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, 3-chloropropyltrimethoxysilane, 3-chloropropyltriethoxysilane, alkoxysilanes such as γ-aminopropyltrimethoxysilane and γ-aminopropyltriethoxysilane; methyltris (dimethylketoxime) silane, methyltris (diethylketoxime) silane, vinyltris (dimethylketoxime) silane, vinyltris (diethylketoxime) Silane, Te Tora (dimethylketoxime) silane, tetra (diethylketoxime) silane, the following general formula: R ′ _j SiX ′ _(4-j) (where R ′ is the same unsubstituted or substituted monovalent as R ¹ described above ₎ X 'is a methylethylketoxime group, and j is an integer of 0 to 3) [Specifically, for example, methyltris (methylethylketoxime) silane, vinyltris (methylethylketo) Oxime) silane, tetra (methylethylketoxime) silane, etc.]; acyloxysilanes such as methyltriacetoxysilane, ethyltriacetoxysilane, vinyltriacetoxysilane, phenyltriacetoxysilane; methyltris (N
Amide silanes such as -methylacetamido) silane, ethyltris (N-methylacetamido) silane, vinyltris (N-methylacetamido) silane, phenyltris (N-methylacetamido) silane; methyltris (N-butylamino) silane, vinyltris (N- Butylamino) silane, phenyltris (N-butylamino) silane, methyltris (N, N-diethylamino)
Aminosilanes such as silane, vinyltris (N, N-diethylamino) silane and phenyltris (N, N-diethylamino) silane; methyltris (N, N-dimethylaminooxy) silane, methyltris (N, N-diethylaminooxy) silane, vinyltris (N, N-dimethylaminooxy) silane, vinyltris (N, N-diethylaminooxy) silane, phenyltris (N, N-
Dimethylaminooxy) silane, phenyltris (N,
Aminooxysilanes such as N-diethylaminooxy) silane; alkenyloxysilanes such as vinyltriisopropenyloxysilane, vinyltripropenyloxysilane, methyltriisobutenyloxysilane, phenyltriisopropenyloxysilane and phenyltricyclohexenyloxysilane And the like. Among them, preferred are methyltrimethoxysilane; vinyltrimethoxysilane; butanoloxime silane such as methyltris (methylethylketoxime) silane and vinyltris (methylethylketoxime) silane; Phenyltriisopropenyloxysilane. Such an organosilane compound having a hydrolyzable group or a partially hydrolyzed condensate thereof can be used alone or in combination of two or more.

Component (D) Adhesiveness-Promoting Agent As the component (D) -adhesiveness- imparting agent used in the present invention, an organosilicon compound usually called a silane coupling agent can be used. is, for example, the following general formula _{(3): Y L Si (} OR 4) (4-L) (3) wherein, R ⁴ is an alkyl group (when R ⁴ is plural be the same or different may also be), L is an integer of 1 to 3, Y is represented by the following general formula ^{(4): - (R 5} -NH) p -R 5 -NH 2 (4) ( wherein, R ⁵ is a divalent (When R ⁵ is plural, it may be the same or different), and p is an integer of 0 to 3), an epoxy group, an acryloyloxy group or a methacryloyloxy group. And an alkoxysilane represented by the formula:

The alkyl group represented by R ⁴ in the general formula (3) includes, for example, methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, tert-
Butyl group, pentyl group, neopentyl group, hexyl group,
Examples include a heptyl group, an octyl group, a nonyl group, a decyl group, and a dodecyl group. Of these, a methyl group and an ethyl group are preferable.

Examples of the divalent hydrocarbon group represented by R ⁵ in the general formula (4) include a methylene group, an ethylene group, a trimethylene group, a propylene group, a tetramethylene group, a hexamethylene group, a methylpropylene group and the like. Alkylene group: phenylene group: methylphenylene group and the like, and among them, methylene group, ethylene group and propylene group are preferable.

Specific examples of the alkoxysilane represented by the general formula (3) include, for example, γ-aminopropyltrimethoxysilane, γ-aminopropyltriethoxysilane, N- (β-aminoethyl) γ-aminopropyl _{trimethoxysilane, H 2 NC 2 H 4 NHC} 2 H 4 NHC 3 H 6 Si (OCH 3) 3, H 2 NC 2 H 4 NHCH 2 C 6 H 4 Si (OCH 3) alkoxy having amino group ₃ such as Silane; β- (3,4
-Epoxycyclohexyl) ethyltrimethoxysilane, γ-glycidoxypropyltrimethoxysilane, γ
An alkoxysilane having an epoxy group such as glycidoxypropylmethyldimethoxysilane; an alkoxysilane having an acryloyloxy group such as γ-acryloyloxypropyltrimethoxysilane; having a methacryloyloxy group such as γ-methacryloyloxypropyltrimethoxysilane Alkoxysilane and the like.
Among them, alkoxysilane having an amino group is preferable, and γ-aminopropyltrimethoxysilane, γ-aminopropyltriethoxysilane, and N- (β-aminoethyl) γ-aminopropyltrimethoxysilane are more preferable.

Other components The room temperature curable organopolysiloxane composition containing the above components (A), (B), (C) and (D) is a component (C) of an organosilane compound and a partially hydrolyzed condensate thereof. Depending on the type, some may be cured without using a curing catalyst. Accordingly, such a composition does not particularly need to contain a curing catalyst. However, usually, these compositions (A), (B), (C) and (D) are used to accelerate the curing of the composition. It is preferable to use a curing catalyst together with the above component.

Examples of the curing catalyst include tin carboxylate salts such as tin naphthenate, stannous caprylate, and tin oleate; dibutyltin diacetate, dibutyltin dioctoate, dibutyltin dilaurate, dibutyltindiolate, diphenyltin Tin compounds such as diacetate, dibutyltin oxide, dibutyltin dimethoxide, dibutylbis (triethoxysiloxy) tin, dibutyltin benzylmalate; tetraisopropoxytitanium, tetra n-butoxytitanium, tetrakis (2-ethylhexoxy) titanium, dipropoxy Titanate or titanium chelate compound such as bis (acetylacetona) titanium and titanium isopropoxyoctylene glycol; zinc naphthenate, zinc stearate, zinc-2-ethylhexoate, lead-2-ethyloctane Benzoate, iron 2-ethylhexoate, cobalt 2-ethylhexoate, manganese 2-ethylhexoate, cobalt naphthenate, organic metal compounds such as alkoxy aluminum compounds; .gamma.
Aminoalkyl-substituted alkoxysilanes such as aminopropyltriethoxysilane and N- (trimethoxysilylpropyl) ethylenediamine; amine compounds and salts thereof such as hexylamine and dodecyldodecylamine phosphate; quaternary ammonium such as benzyltriethylammonium acetate Salt; lower fatty acid salt of alkali metal such as potassium acetate, sodium acetate, lithium bromide; dialkylhydroxylamine such as dimethylhydroxylamine, diethylhydroxylamine; (Me ₂ N) ₂ C = NC ₃ H ₆ Si (OMe ₃ ) ₃ , (Me ₂ N) ₂ C = NC ₃ H ₆ SiH (OMe ₃ ) ₂ , (Me ₂ N) ₂ C = NC ₃ H ₆ Si (OSiMe ₃ ) ₃ [wherein Me is a methyl group] Such as silane or siloxane containing a guanidyl group. . In addition,
When at least one selected from an organic silane compound having a propenyloxy group and a hydrolytic condensate thereof is used as the component (C), it is preferable to use the guanidyl group-containing silane or siloxane as a curing catalyst. preferable.

The room temperature-curable organopolysiloxane composition further comprises a thixotropic agent comprising polyethylene glycol or a derivative thereof; a pigment; a dye; Agents; antioxidants; antistatic agents; flame retardants such as antimony oxide and paraffin chloride; and thermal conductivity improvers such as boron nitride and aluminum oxide.

Room temperature curable organopolysiloxane composition
In the production method of the present invention, first, the diorganopolysiloxane of the component (A) and the filler of the component (B) are mixed. The amount of component (B) is usually 3 to 200 parts by weight, preferably 5 to 100 parts by weight, per 100 parts by weight of component (A).
Parts by weight. If the amount is too small, the cured product obtained from the composition may have reduced mechanical strength such as hardness and elongation. If the amount is too large, the cured product may be brittle.

Next, the mixture containing the components (A) and (B) is mixed with at least one selected from the above-mentioned organosilane compounds having a hydrolyzable group of the component (C) and partially hydrolyzed condensates thereof. . The amount of component (C) is usually 1 to 30 parts by weight, preferably 3 to 20 parts by weight, per 100 parts by weight of component (A). If the amount is too small, the mixture may gel during the preparation of the composition,
Alternatively, the composition may gel during storage.
Further, when the composition is used, the composition may not be sufficiently cured, and the mechanical strength of the obtained cured product may decrease. On the other hand, if the amount is too large, the shrinkage ratio during curing increases, and the elasticity of the cured product may decrease.

When the curing catalyst is blended with the composition, the curing catalyst is added to a mixture containing the components (A), (B) and (C), or the components (A) and (B) )
(C) and the curing catalyst are simultaneously added to a mixture containing When the component (C) and the curing catalyst are added simultaneously, the component (C) and the curing catalyst are mixed in advance,
This mixture may be added to a mixture containing components (A) and (B). Further, the curing catalyst may be added to the mixture containing the components (A) and (B) before blending the component (C) with the mixture containing the components (A) and (B). The curing catalyst is not added simultaneously with the component (D). The compounding amount of the curing catalyst is 0 to 1.0 part by weight per 100 parts by weight of the component (A).

Next, the adhesion-imparting agent of the component (D) is mixed with the mixture containing the components (A), (B) and (C). The amount of component (D) is usually 0.1 to 3.0 parts by weight, preferably 0.5 to 3.0 parts by weight, per 100 parts by weight of component (A).
2.0 parts by weight. If the amount is too small, the composition may have insufficient adhesion to an adherend (for example, a construction part) at the time of curing, and if the amount is too large, water-resistant adhesion, that is, water resistance after adhesion, (Retention of adhesiveness during immersion in water) may be deteriorated.

The above component (A) used in the production method of the present invention.
There are no particular restrictions on the timing of compounding the components other than (D) and the curing catalyst, as long as the fluidity and stringiness of the composition of the present invention are not impaired. The amounts of these components may be those usually added to the room temperature-curable organopolysiloxane composition.

In the production method of the present invention, the above (A)
It is preferable to uniformly mix a predetermined amount of (D) and other components in a dry atmosphere.

Use of the Composition The room-temperature-curable organopolysiloxane composition obtained by the production method of the present invention is useful, for example, as a sealant or adhesive for building materials whose appearance is important.

[0030]

EXAMPLES Hereinafter, the present invention will be described in more detail with reference to Examples and Comparative Examples. In each example, parts indicate parts by weight,
Viscosity is measured at 25 ° C.

Example 1 35 parts of dimethylpolysiloxane terminated at both molecular chain terminals by a hydroxyl group (viscosity: 50,000 cSt), 25 parts of dimethylpolysiloxane terminated at both molecular chain terminals by a trimethylsilyl group (viscosity: 100 cSt), ratio Surface area 150m
5 parts of ² / g hydrophobic silica (fumed silica) and 50 parts of heavy calcium carbonate were mixed. Next, 4 parts of methyltris (methylethylketoxime) silane and 0.1 part of dibutyltin dioctoate were simultaneously added to the mixture, and the mixture was defoamed and mixed in a dry atmosphere. One part of trimethoxysilane was added and further mixed under a dry atmosphere to prepare a composition.

Example 2 60 parts of dimethylpolysiloxane (viscosity: 50,000 cSt) terminated at both molecular chain terminals with hydroxyl groups, 30 parts of colloidal calcium carbonate surface-treated with stearic acid soap, and hydrophobic silica having a specific surface area of 150 m ² / g ( 5 parts of fumed silica). Next, 5 parts of methyltris (methylethylketoxime) silane and 0.1 part of dibutyltin dioctoate were simultaneously added to the mixture, and the mixture was defoamed and mixed under a dry atmosphere.
One part of-(β-aminoethyl) γ-aminopropyltrimethoxysilane was added and mixed under a dry atmosphere to prepare a composition.

Example 3 85 parts of dimethylpolysiloxane terminated at both molecular chains with hydroxyl groups (viscosity: 50,000 cSt), 20 parts of dimethylpolysiloxane terminated at both molecular chains with trimethylsilyl group (viscosity: 100 cSt), and ratio Surface area 150
10 parts of m ² / g hydrophobic silica (fumed silica) were mixed. Next, 4 parts of methyltris (methylethylketoxime) silane, 2 parts of vinyltris (methylethylketoxime) silane and 0.1 part of dibutyltin dioctoate were simultaneously added to the mixture, and the mixture was defoamed and mixed under a dry atmosphere. One part of γ-aminopropyltrimethoxysilane was added to the foam / mixture, followed by mixing under a dry atmosphere to prepare a composition.

Comparative Example 1 35 parts of dimethylpolysiloxane terminated at both molecular chains with hydroxyl groups (viscosity: 50,000 cSt), 25 parts of dimethylpolysiloxane terminated at both molecular chains with trimethylsilyl group (viscosity: 100 cSt), Surface area 150m
5 parts of ² / g hydrophobic silica (fumed silica) and 50 parts of heavy calcium carbonate were mixed. Next, 4 parts of methyltris (methylethylketoxime) silane, 0.1 part of dibutyltin dioctoate and 1 part of γ-aminopropyltrimethoxysilane were simultaneously added to this mixture and mixed under a dry atmosphere to prepare a composition.

Comparative Example 2 60 parts of dimethylpolysiloxane (viscosity: 50,000 cSt) terminated at both molecular chains with hydroxyl groups, 30 parts of colloidal calcium carbonate surface-treated with stearic acid soap, and hydrophobic silica having a specific surface area of 150 m ² / g ( 5 parts of fumed silica). Next, 5 parts of methyltris (methylethylketoxime) silane, 0.1 part of dibutyltin dioctoate and N- (β-aminoethyl) were added to the mixture.
One part of γ-aminopropyltrimethoxysilane was simultaneously added and mixed under a dry atmosphere to prepare a composition.

Comparative Example 3 85 parts of dimethylpolysiloxane terminated at both molecular chains with hydroxyl groups (viscosity: 50,000 cSt), 20 parts of dimethylpolysiloxane terminated at both molecular chains with a trimethylsilyl group (viscosity: 100 cSt), and ratio Surface area 150
10 parts of m ² / g hydrophobic silica (fumed silica) were mixed. Next, 2 parts of methyltris (methylethylketoxime) silane, 0.1 part of dibutyltin dioctoate and γ-aminopropyltrimethoxysilane 1 were added to the mixture.
Parts were added at the same time and mixed under a dry atmosphere to prepare a composition.

The compositions obtained in the above Examples and Comparative Examples (hereinafter referred to as "compositions") were subjected to slump measurement to confirm the non-flowability, discharge amount measurement to confirm the workability, and stringiness. The test was performed as follows. Table 1 shows the results. (Slump measurement) Measured according to JIS-A-5758. (Measurement of Discharge Amount) Each of the above-mentioned compositions was filled in a 330 ml polyethylene cylindrical container (cartridge), and a 2 mm-diameter nozzle attached to the tip of the cylindrical container was used to measure
The composition was extruded at a pressure of kg / cm ² for 10 seconds, and the weight (g) of the extruded composition was measured. (Stringing test) Each of the above-mentioned compositions was filled in a container similar to the cylindrical container with a nozzle used for the above-mentioned discharge amount measurement, and 5 g of the composition was extruded on a horizontal plane. Then, the cylindrical container was lifted vertically upward. The maximum value (mm) of the stringing length of the composition at that time was measured.

Next, a sheet having a thickness of 2 mm was prepared using the above composition, and left in an atmosphere of 20 ° C. and 55% RH for 7 days to obtain a rubber elastic body. When this rubber elastic body was examined for its rubber properties [hardness (scale), elongation (%), tensile strength (kgf / cm ² )] according to JIS-K-6301, the results shown in Table 1 were obtained. Was. An A-type tester was used for the hardness test. Further, the following shear adhesive strength (unit: kg / cm ² ) of the above composition was measured.
Table 1 shows the results.

(Measurement of shear adhesive strength)
using a glass plate having a thickness of 1 mm, an aluminum plate having a thickness of 1 mm, an iron plate having a thickness of 1 mm, and a vinyl chloride resin plate having a thickness of 2 mm. ) Was changed to 1 mm, a test piece was prepared according to JIS K 6850, and the shear adhesive strength was measured. In addition, the breaking state of the composition when the shear adhesive strength was measured was a so-called cohesive failure rate of 100%, which was not peeled off at the interface between the adherend and the composition.

[0040]

[Table 1]

[0041]

According to the present invention, it is excellent in fluidity and hardly has stringiness, and is excellent in adhesiveness to various adherends and rubber physical properties of a cured product. A room temperature curable organopolysiloxane composition useful as a material or an adhesive can be obtained.

──────────────────────────────────────────────────続 き Continued on the front page (72) Inventor Tsuneo Kimura 1-10 Hitomi, Matsuida-machi, Usui-gun, Gunma Prefecture Inside the Silicone Electronics Materials Research Laboratory, Shin-Etsu Chemical Co., Ltd. (56) References JP-A-60-158254 ( JP, A) (58) Field surveyed (Int. Cl. ⁷ , DB name) C08L 83/06 C08J 3/20-3/22 C08K 3/00-3/40 C08K 5/541-5/5435

Claims (3)

(57) [Claims] 1. A diorganopolysiloxane having silanol groups at both molecular chain terminals, (B) a filler, and (C)
At least one selected from an organic silane compound and a partially hydrolyzed condensate having a hydrolyzable group, and (D) viewed contains a tackifier, excellent fluidity, stringiness properties
A method for producing a room temperature-curable organopolysiloxane composition having few components, wherein the component (A) and the component (B) are mixed;
Mixing the component (C) with a mixture containing the components (C) and (D) and containing the components (A), (B) and (C); and The component (D)
The method for producing a room-temperature-curable organopolysiloxane composition , comprising the step of mixing the component (D) with a mixture containing no. 2. The organic silane compound having a hydrolyzable group (C) is butanooxime silane.
The method for producing a room-temperature-curable organopolysiloxane composition according to item 1. 3. The method for producing a room-temperature-curable organopolysiloxane composition according to claim 1, wherein the (D) adhesion-imparting agent is an alkoxysilane having an amino group.