KR20200121933A - Siloxane and method for manufacturing the same - Google Patents

Abstract

A siloxane and a method of manufacturing the same are provided. The siloxane includes at least one of the compounds represented by chemical formula 1. In the chemical formula 1, n, m, R_1, R_2, R_3, R_4, R_5, R_6, R_7 and R_8 are the same as defined in the present specification, respectively. The present invention can provide the siloxane having excellent durability and storage stability.

Description

Siloxane and its manufacturing method {SILOXANE AND METHOD FOR MANUFACTURING THE SAME}

The present invention relates to a siloxane and a method for preparing the same.

Siloxane is widely used as a paint lubricant, paint additive, and coating agent. In the case of the conventional siloxane synthesized using the sol-gel method, storage stability and uniformity as a coating agent were insufficient. Specifically, the conventional siloxane synthesized using the sol-gel method has a long reaction time at room temperature and causes surface defects such as cracks in the final coating film over time due to continuous aging due to hydrolysis and condensation. There was.

On the other hand, in recent years, the demand for coatings that require both oil and water repellent functions is increasing. Oil-repellent and water-repellent functional imported coatings that are distributed on the market require a heat treatment process, and if there is no heat treatment process, the performance is below the standard, making it difficult to use as an additive.

Korean Patent Registration No. 10-0463926 (registered on Dec. 20, 2004) Republic of Korea Patent Publication No. 10-2015-0113879 (published on March 26, 2015)

The present invention is to provide a siloxane excellent in durability and storage stability.

In addition, the present invention is to provide a siloxane having excellent compatibility with a hydrophobic material and a hydrophilic material.

In addition, the present invention is to provide a room temperature-curable siloxane that does not require a high-temperature heat treatment process.

In addition, the present invention is to provide a method for producing siloxane that does not require a high-temperature heat treatment process.

The siloxane of the present invention includes at least one of the compounds represented by the following formula 1:

<Formula 1>

In Formula 1,

n is represented by A-2, wherein A is at least one natural number selected from 1 to 100, which is any one of a multiple of 3, a multiple of 4, a multiple of 5, a multiple of 6, and a multiple of 7,

m is at least one natural number selected from 1 to 100,

R ₁ , R ₂ , R ₄ , R ₅ , R ₇ and R ₈ are each independently at least one selected from C _{1 to 16} alkyl, C _{2 to 16} alkynyl, C _{2 to 16} alkenyl and C _{3 to 16} allyl Is a hydrocarbon group of,

R ₃ is C _1-16 alkyl,

R ₆ is at least _{one selected} from C _{1 to 16} alkyl, C _{3 to 16} allyl, C _{1 to 16} halogenated alkyl substituted with 3 to 17 halogen elements, and C _{3 to 16} allyl halide substituted with 3 to 17 halogen elements. .

The siloxane may be obtained by ring-opening polymerization of cyclic siloxane and alkoxy silane. The method for preparing a siloxane of the present invention includes a first step including stirring a cyclic siloxane and a metal hydroxide, a second step of adding an alkoxy silane after stirring and synthesizing the compound represented by Formula 1, and the synthesis step. And a third step of stopping the synthesis by further adding a polymerization terminator to the resultant product.

The present invention can provide a siloxane having excellent durability and storage stability, and since the siloxane according to the present invention has hydroxyl groups at both ends, excellent durability and storage stability can be exhibited.

In addition, the present invention can provide a siloxane having excellent compatibility with a hydrophobic substance and a hydrophilic substance, and the siloxane according to the present invention has hydroxyl groups at both ends of the chain and contains an aliphatic hydrocarbon group therebetween, so that hydrophobic substances and hydrophilic substances And excellent compatibility.

In addition, the present invention provides a siloxane that can be used in various ways as a coating agent, an additive, etc., and the siloxane according to the present invention has excellent compatibility with hydrophobic substances and hydrophilic substances, and has hydroxyl groups at both ends of the chain and alkoxy groups therebetween. Due to this, there are various advantages in applications ranging from anti-fingerprint coating agents to paint additives.

In addition, the present invention can provide a method for producing a siloxane that does not require a high-temperature heat treatment process since siloxane can be obtained through a low-temperature ring-opening polymerization reaction of cyclic siloxane and alkoxy silane. In the method for producing siloxane according to the present invention, the degree of hydrophobicity, hardness, oil repellency, and the like can be controlled by changing the monomer, so that siloxanes having various characteristics can be synthesized at low temperature.

Unless the terms or words used in this specification and claims are limited to their usual or dictionary meanings and should not be interpreted, the inventor may appropriately define the concept of the terms in order to describe his own invention in the best way. It should be interpreted as a meaning and concept consistent with the technical idea of the present invention based on the principle that there is.

In the present specification, the term "a to b" is defined to mean "a or more and b or less", and the term "Ca to b" refers to a hydrocarbon compound or a hydrocarbon derivative or a functional group thereof having a to b carbon atoms ( functional group).

Although the first, second, and the like are used to describe various components, it goes without saying that these components are not limited by these terms. These terms are only used to distinguish one component from another component. Therefore, it goes without saying that the first component mentioned below may be the second component within the technical idea of the present invention.

The siloxane of the present invention has hydroxyl groups at both ends of the chain. Since the siloxane of the present invention has hydroxyl groups at both ends, it can exhibit excellent durability and storage stability.

The siloxane of the present invention has hydroxyl groups at both ends of the chain and includes an aliphatic hydrocarbon group and an alkoxy group therebetween. Since the siloxane of the present invention has hydroxyl groups at both ends of the chain and includes an aliphatic hydrocarbon group and an alkoxy group therebetween, it can exhibit excellent compatibility with hydrophobic substances and hydrophilic substances, as well as various applications from fingerprint coating agents to paint additives. Do.

The siloxane of the present invention includes at least one of the compounds represented by the following formula 1:

<Formula 1>

In Formula 1, n is represented by A-2, in which case A is at least one selected from 1 to 100 which is any one of a multiple of 3, a multiple of 4, a multiple of 5, a multiple of 6, and a multiple of 7 It is a natural number. For example, in Formula 1, A may be a multiple of 4 or a multiple of 5, and preferably A may be a multiple of 4.

In Formula 1, m is at least one natural number selected from 1 to 100.

In Formula 1, R ₁ , R ₂ , R ₄ , R ₅ , R ₇ and R ₈ are each independently C _{1 to 16} alkyl, C _{2 to 16} alkynyl, C _{2 to 16} alkenyl and C _{3 to 16} It is at least one hydrocarbon group selected from allyl.

In Formula 1, R ₃ is C _1-16 alkyl. For example, R ₃ may be C _{1 to 8} alkyl, specifically, R ₃ may be C _{1 to 2} alkyl, and more specifically R ₃ may be methyl.

In Formula 1, R ₆ is C _{1 to 16} alkyl, C _{3 to 16} allyl, C _{1 to 16} halogenated alkyl substituted with 3 to 17 halogen elements, and C _{3 to 16} halogenated substituted with halogen elements of 3 to 17 It is at least one selected from allyl. In one example, R ₆ is C _{1 to 8} alkyl, C _{3 to 8} allyl, C _{1 to 8} fluorinated alkyl substituted with 3 to 6 fluorine elements, and C _{3 to 8} fluorinated substituted with 3 to 6 fluorine elements It may be at least one selected from allyl. Meanwhile, in another example, R ₆ may be at least one selected from C _{1 to 8} fluorinated alkyl substituted with 3 to 6 fluorine elements and C _{3 to 8} fluorinated allyl substituted with 3 to 6 fluorine elements.

The siloxane may be obtained by ring-opening polymerization of cyclic siloxane and alkoxy silane. The manufacturing method of the siloxane of the present invention does not require a high-temperature heat treatment process, and the degree of hydrophobicity, hardness, oil repellency, and the like can be controlled by changing the monomer, so that siloxanes having various properties can be synthesized at a low temperature.

The cyclic siloxane may be at least one selected from octamethyl cyclotetrasiloxane and decamethyl cyclopentasiloxane.

The alkoxy silane is R _a -Si (OR _b ) ₃ In this case, R _a may be at least one of the compounds represented by C _{1 to 16} alkyl, C _{3 to 16} allyl, C _{1 to 16} halogenated alkyl substituted with 3 to 17 halogen elements, and 3 to 17 halogen It may be at least one selected from C _{3 to 16} allyl halide substituted with an element, and R _b may be C _{1 to 16} alkyl.

In one example, the R _a Is at least _{one selected} from C _{1 to 8} alkyl, C _{3 to 8} allyl, C _{1 to 8} fluorinated alkyl substituted with 3 to 6 fluorine elements, and C _{3 to 8} fluorinated allyl substituted with 3 to 6 fluorine elements. And R _b may be C _1-8 alkyl.

On the other hand, in another example, the R _a May be at least one selected from C _{1 to 8} fluorinated alkyl substituted with 3 to 6 fluorine elements and C _{3 to 8} allyl fluoride substituted with 3 to 6 fluorine elements, R _b May be C _1-2 alkyl.

On the other hand, in another example, the R _a May be at least one selected from C _{1 to 8} fluorinated alkyl substituted with 3 to 6 fluorine elements and C _{3 to 8} allyl fluoride substituted with 3 to 6 fluorine elements, R _b May be methyl.

Specific examples of the alkoxy silane include trimethoxy (octyl) silane, triethoxy (octyl) silane, and isobutyl (trimethoxy) silane. )silane), Isobutyl (triethoxy) silane, n-Propyltriethoxysilane, Trimethoxy (propyl) silane, Triethoxy silane Triethoxy(ethyl)silane, Triethoxymethylsilane, Trimethoxymethylsilane, Trimethoxy(3,3,3-trifluoropropyl)silane 3,3,3-trifluoropropyl) silane) and triethoxy (1H, 2H, 2H, 2H-perfluoro-1-octyl) silane (Triethoxy (1H, 1H, 2H, 2H-perfluoro-1-octyl) silane ) May be at least one selected from.

The method for preparing a siloxane of the present invention includes a first step including stirring a cyclic siloxane and a metal hydroxide, a second step of adding an alkoxy silane after stirring and synthesizing the compound represented by Formula 1, and the synthesis step. And a third step of stopping the synthesis by further adding a polymerization terminator to the resultant product.

The first step may further include stirring the composition of the cyclic siloxane and the metal hydroxide, and then raising the temperature to about 80 to 90° C. to remove residual moisture and air under a nitrogen atmosphere.

In the third step, the polymerization terminator may be an acid catalyst, a metal alkoxide catalyst, and the like, the acid catalyst may be hydrochloric acid, sulfuric acid, maleic acid, and the like, and the metal alkoxide catalyst may be titanium, aluminum, zinc, or the like.

In the third step, the polymerization terminator may be added together with a solvent, and the solvent may be isopropyl alcohol, ethyl alcohol, methoxyethanol, ethyl acetoacetate, or a mixture thereof.

For example, the content of the cyclic siloxane may be in the range of 89 mol% to 94 mol%, the content of the alkoxysilane may be in the range of 6 mol% to 11 mol%, and the content of the metal hydroxide is the cyclic It may range from 1% to 4% by weight based on the total weight of the composition of the siloxane and the alkoxy silane.

Hereinafter, with reference to Preparation Examples and Experimental Examples, the method for preparing the siloxane of the present invention will be described in more detail.

<Production Example 1>

As a cyclic siloxane, 71.9 g (0.024 mol) of octamethyl cyclotetrasiloxane was added to the reactor, and then, 1 to 2 g of KOH was quantified, put into the reactor, and stirred at room temperature for 30 minutes. The internal temperature of the reactor was raised to 80 to 85° C. for about 1 hour to remove residual moisture and air under a nitrogen atmosphere.

After purging with nitrogen, 4.15 g (0.015 mol) of trimethoxymethylsilane was further added to the reactor, and the temperature inside the reactor was raised to 120 to 130°C, followed by reaction for 6 to 7 hours.

After completion of the reaction for 6-7 hours, the synthesis was terminated after stirring for 1 hour using a catalyst. The contents were gradually cooled at room temperature, and after 12 hours, the contents were filtered through a 150 μm filter and stored.

<Production Example 2>

As a cyclic siloxane, 71.9 g (0.024 mol) of octamethyl cyclotetrasiloxane was added to the reactor, and then 1 to 2 g of KOH was quantified, put into the reactor, and stirred at room temperature for 30 minutes. The internal temperature of the reactor was raised to 80 to 85° C. for about 1 hour to remove residual moisture and air under a nitrogen atmosphere.

After purging with nitrogen, 8.3 g (0.031 mol) of trimethoxymethylsilane was further added to the reactor, and the internal temperature of the reactor was raised to 120 to 130 °C, followed by reaction for 6 to 7 hours.

After completion of the reaction for 6-7 hours, the synthesis was terminated after stirring for 1 hour using a catalyst. The contents were gradually cooled at room temperature, and after 12 hours, the contents were filtered through a 150 μm filter and stored.

<Production Example 3>

As a cyclic siloxane, 71.9 g (0.024 mol) of octamethyl cyclotetrasiloxane was added to the reactor, and then 1 to 2 g of KOH was quantified and put into the reactor, followed by stirring at room temperature for 30 minutes. The internal temperature of the reactor was raised to 80 to 85° C. for about 1 hour to remove residual moisture and air under a nitrogen atmosphere.

After purging with nitrogen, 16.6 g (0.062 mol) of trimethoxymethylsilane was further added to the reactor, and the internal temperature of the reactor was raised to 120 to 130°C, followed by reaction for 6 to 7 hours.

After completion of the reaction for 6-7 hours, the synthesis was terminated after stirring for 1 hour using a catalyst. The contents were gradually cooled at room temperature, and after 12 hours, the contents were filtered through a 150 μm filter and stored.

<Production Example 4>

88.98 g (0.024 mol) of Decamethyl cyclopentasiloxane was added to the reactor as a cyclic siloxane, and then, 1 to 2 g of KOH was quantified and put into the reactor, followed by stirring at room temperature for 30 minutes. The internal temperature of the reactor was raised to 80 to 85° C. for about 1 hour to remove residual moisture and air under a nitrogen atmosphere.

After purging with nitrogen, 4.15 g (0.015 mol) of trimethoxymethylsilane was further added to the reactor, and the temperature inside the reactor was raised to 120 to 130°C, followed by reaction for 6 to 7 hours.

After completion of the reaction for 6-7 hours, the synthesis was terminated after stirring for 1 hour using a catalyst. The contents were gradually cooled at room temperature, and after 12 hours, the contents were filtered through a 150 μm filter and stored.

<Production Example 5>

88.98 g (0.024 mol) of Decamethyl cyclopentasiloxane was added to the reactor as a cyclic siloxane, and then, 1 to 2 g of KOH was quantified and put into the reactor, followed by stirring at room temperature for 30 minutes. The internal temperature of the reactor was raised to 80 to 85° C. for about 1 hour to remove residual moisture and air under a nitrogen atmosphere.

After purging with nitrogen, 8.3 g (0.031 mol) of trimethoxymethylsilane was further added to the reactor, and the internal temperature of the reactor was raised to 120 to 130 °C, followed by reaction for 6 to 7 hours.

After completion of the reaction for 6-7 hours, the synthesis was terminated after stirring for 1 hour using a catalyst. The contents were gradually cooled at room temperature, and after 12 hours, the contents were filtered through a 150 μm filter and stored.

<Production Example 6>

88.98 g (0.024 mol) of Decamethyl cyclopentasiloxane was added to the reactor as a cyclic siloxane, and then, 1 to 2 g of KOH was quantified and put into the reactor, followed by stirring at room temperature for 30 minutes. The internal temperature of the reactor was raised to 80 to 85° C. for about 1 hour to remove residual moisture and air under a nitrogen atmosphere.

After purging with nitrogen, 16.6 g (0.062 mol) of trimethoxymethylsilane was further added to the reactor, and the internal temperature of the reactor was raised to 120 to 130°C, followed by reaction for 6 to 7 hours.

After completion of the reaction for 6-7 hours, the synthesis was terminated after stirring for 1 hour using a catalyst. The contents were gradually cooled at room temperature, and after 12 hours, the contents were filtered through a 150 μm filter and stored.

<Production Example 7>

88.98 g (0.024 mol) of Decamethyl cyclopentasiloxane was added to the reactor as a cyclic siloxane, and then, 1 to 2 g of KOH was quantified and put into the reactor, followed by stirring at room temperature for 30 minutes. The internal temperature of the reactor was raised to 80 to 85° C. for about 1 hour to remove residual moisture and air under a nitrogen atmosphere.

After purging with nitrogen, 33.2 g (0.077 mol) of trimethoxymethylsilane was further added to the reactor, and the temperature inside the reactor was raised to 120 to 130 °C, and the reaction was performed for 6 to 7 hours.

After completion of the reaction for 6-7 hours, the synthesis was terminated after stirring for 1 hour using a catalyst. The contents were gradually cooled at room temperature, and after 12 hours, the contents were filtered through a 150 μm filter and stored.

<Experimental Example 1>

The final products of Preparation Examples 1 to 7 were coated on separate slide glasses, respectively, and the contact angle and durability were checked. Table 1 summarizes the measurement results.

Excellent hydrophobic properties were obtained when the total ratio of trimethoxy methylsilane was about 6 to 11 mol%, and hydrophobic properties were decreased when the silane ratio was more than 20 mol%.

When octamethyl cyclotetrasiloxane (D4) was used, the result was better on average than that of Decamethylcyclopentasiloxane (D5), and the cyclic siloxane D4 had better ring opening than D5, and the synthesis result was improved.

division Manufacturing Example 1 Manufacturing Example 2 Manufacturing Example 3 Manufacturing Example 4 Manufacturing Example 5 Manufacturing Example 6 Manufacturing Example 7 Contact angle 98.89° 104.34° 91.24° 100.55° 93.28° 95.03° 93.42° durability Great Great lowness lowness lowness lowness lowness

<Production Example 8>

As a cyclic siloxane, 71.9 g (0.024 mol) of octamethyl cyclotetrasiloxane was added to the reactor, and then 1 to 2 g of KOH was quantified, put into the reactor, and stirred at room temperature for 30 minutes. The internal temperature of the reactor was raised to 80 to 85° C. for about 1 hour to remove residual moisture and air under a nitrogen atmosphere.

After purging with nitrogen, 5.52 g (0.015 mol) of isobutyltrimethoxysilane was added to the reactor, and the internal temperature of the reactor was raised to 120 to 130°C, followed by reaction for 6 to 7 hours.

After completion of the reaction for 6-7 hours, the synthesis was terminated after stirring for 1 hour using a catalyst. The contents were gradually cooled at room temperature, and after 12 hours, the contents were filtered through a 150 μm filter and stored.

<Production Example 9>

As a cyclic siloxane, 71.9 g (0.024 mol) of octamethyl cyclotetrasiloxane was added to the reactor, and then 1 to 2 g of KOH was quantified, put into the reactor, and stirred at room temperature for 30 minutes. The internal temperature of the reactor was raised to 80 to 85° C. for about 1 hour to remove residual moisture and air under a nitrogen atmosphere.

After purging with nitrogen, 11 g (0.031 mol) of isobutyltrimethoxysilane was further added to the reactor, and the temperature inside the reactor was raised to 120 to 130° C., followed by reaction for 6 to 7 hours.

After completion of the reaction for 6-7 hours, the synthesis was terminated after stirring for 1 hour using a catalyst. The contents were gradually cooled at room temperature, and after 12 hours, the contents were filtered through a 150 μm filter and stored.

<Production Example 10>

As a cyclic siloxane, 71.9 g (0.024 mol) of octamethyl cyclotetrasiloxane was added to the reactor, and then 1 to 2 g of KOH was quantified, put into the reactor, and stirred at room temperature for 30 minutes. The internal temperature of the reactor was raised to 80 to 85° C. for about 1 hour to remove residual moisture and air under a nitrogen atmosphere.

After purging with nitrogen, 6.38 g (0.015 mol) of isobutyltriethoxysilane was further added to the reactor, and the internal temperature of the reactor was raised to 120 to 130° C., followed by reaction for 6 to 7 hours.

After completion of the reaction for 6-7 hours, the synthesis was terminated after stirring for 1 hour using a catalyst. The contents were gradually cooled at room temperature, and after 12 hours, the contents were filtered through a 150 μm filter and stored.

<Production Example 11>

As a cyclic siloxane, 71.9 g (0.024 mol) of octamethyl cyclotetrasiloxane was added to the reactor, and then 1 to 2 g of KOH was quantified, put into the reactor, and stirred at room temperature for 30 minutes. The internal temperature of the reactor was raised to 80 to 85° C. for about 1 hour to remove residual moisture and air under a nitrogen atmosphere.

After purging with nitrogen, 13.66 g (0.031 mol) of isobutyltriethoxysilane was further added to the reactor, and the temperature inside the reactor was raised to 120 to 130° C., followed by reaction for 6 to 7 hours.

After completion of the reaction for 6 to 7 hours, the synthesis was terminated after stirring for 1 hour using a catalyst. The contents were slowly cooled at room temperature, and after 12 hours, the contents were filtered through a 150 μm filter and stored.

<Production Example 12>

As a cyclic siloxane, 71.9 g (0.024 mol) of octamethyl cyclotetrasiloxane was added to the reactor, and then 1 to 2 g of KOH was quantified, put into the reactor, and stirred at room temperature for 30 minutes. The internal temperature of the reactor was raised to 80 to 85° C. for about 1 hour to remove residual moisture and air under a nitrogen atmosphere.

After purging with nitrogen, 19.14 g (0.062 mol) of isobutyltriethoxysilane was further added to the reactor, and the internal temperature of the reactor was raised to 120 to 130° C., followed by reaction for 6 to 7 hours.

After completion of the reaction for 6-7 hours, the synthesis was terminated after stirring for 1 hour using a catalyst. The contents were gradually cooled at room temperature, and after 12 hours, the contents were filtered through a 150 μm filter and stored.

<Experimental Example 2>

The final products of Preparation Examples 8 to 12 were coated on separate slide glasses, respectively, and the contact angle and durability were checked. Table 2 summarizes the measurement results. The results were better when Isobutyltrimethoxysilane was used than isobutyltriethoxysilane. Methoxy was more reactive than ethoxy.

division Manufacturing Example 8 Manufacturing Example 9 Manufacturing Example 10 Manufacturing Example 11 Manufacturing Example 12 Contact angle 98.69° 100.78° 94.37° 87.78° 93.22° durability Great Great lowness lowness lowness

<Production Example 13>

As a cyclic siloxane, 71.9 g (0.024 mol) of octamethyl cyclotetrasiloxane was added to the reactor, and then 1 to 2 g of KOH was quantified, put into the reactor, and stirred at room temperature for 30 minutes. The internal temperature of the reactor was raised to 80 to 85° C. for about 1 hour to remove residual moisture and air under a nitrogen atmosphere.

After purging with nitrogen, 8.43 g (0.015 mol) of octyltriethoxysilane was further added to the reactor, and the temperature inside the reactor was raised to 120 to 130° C., and then reacted for 6 to 7 hours.

After completion of the reaction for 6 to 7 hours, the synthesis was terminated after stirring for 1 hour using a catalyst. The contents were slowly cooled at room temperature, and after 12 hours, the contents were filtered through a 150 μm filter and stored.

<Production Example 14>

As a cyclic siloxane, 71.9 g (0.024 mol) of octamethyl cyclotetrasiloxane was added to the reactor, and then 1 to 2 g of KOH was quantified, put into the reactor, and stirred at room temperature for 30 minutes. The internal temperature of the reactor was raised to 80 to 85° C. for about 1 hour to remove residual moisture and air under a nitrogen atmosphere.

After purging with nitrogen, 16.86 g (0.031 mol) of octyltriethoxysilane was further added to the reactor, and the internal temperature of the reactor was raised to 120 to 130° C., and then reacted for 6 to 7 hours.

After completion of the reaction for 6 to 7 hours, the synthesis was terminated after stirring for 1 hour using a catalyst. The contents were slowly cooled at room temperature, and after 12 hours, the contents were filtered through a 150 μm filter and stored.

<Experimental Example 3>

The final products of Preparation Example 13 and Preparation Example 14 were coated on separate slide glasses, respectively, and the contact angle and durability were checked. Table 3 summarizes the measurement results.

division Manufacturing Example 13 Manufacturing Example 14 Contact angle 97.83° 104.79° durability Great Great

Claims (7)

A first step comprising stirring the metal hydroxide and cyclic siloxane;
A second step of further adding an alkoxy silane to the resultant of the first step and synthesizing a compound represented by the following formula (1); And
A third step of stopping the synthesis by adding a polymerization terminator to the result of the second step;
A method for producing a siloxane comprising:
<Formula 1>

In Formula 1,
n is represented by A-2, wherein A is at least one natural number selected from 1 to 100, which is any one of a multiple of 3, a multiple of 4, a multiple of 5, a multiple of 6, and a multiple of 7,
m is at least one natural number selected from 1 to 100,
R ₁ , R ₂ , R ₄ , R ₅ , R ₇ and R ₈ are each independently at least one selected from C _{1 to 16} alkyl, C _{2 to 16} alkynyl, C _{2 to 16} alkenyl and C _{3 to 16} allyl Is a hydrocarbon group of,
R ₃ is C _1-16 alkyl,
R ₆ is at least _{one selected} from C _{1 to 16} alkyl, C _{3 to 16} allyl, C _{1 to 16} halogenated alkyl substituted with 3 to 17 halogen elements, and C _{3 to 16} allyl halide substituted with 3 to 17 halogen elements. . The method of claim 1,
R ₃ is C _{1 to 8} alkyl,
Wherein R ₆ is C _{1 ~ 8-alkyl,} C _{3 ~ 8-allyl,} 3 to 6 of elemental fluorine-substituted C _{1 ~ 8} fluorinated alkyl, and 3 to 6 with elemental fluorine substituted C _{3 ~ 8} at least selected from the group consisting of allyl fluorination of a Method for producing Hanain siloxane. The method of claim 2,
The cyclic siloxane is at least one selected from octamethyl cyclotetrasiloxane and Decamethyl cyclopentasiloxane,
The alkoxy silane is R _a -Si (OR _b ) ₃ In this case, R _a is C _{1 to 8} alkyl, C _{3 to 8} allyl, C _{1 to 8} fluorinated alkyl substituted with 3 to 6 fluorine elements, and C _{3 to} substituted with 3 to 6 fluorine elements At least one selected from ₈ fluorinated allyls, and R _b is C _{1 to 8} alkyl. The method of claim 3,
The alkoxy silane is trimethoxy (octyl) silane, triethoxy (octyl) silane, isobutyl (trimethoxy) silane, Isobutyl (triethoxy) silane, n-Propyltriethoxysilane, Trimethoxy (propyl) silane, Triethoxy (ethyl) Silane (Triethoxy(ethyl)silane), triethoxymethylsilane (Triethoxymethylsilane), trimethoxymethylsilane (Trimethoxymethylsilane), trimethoxy (3,3,3-trifluoropropyl) silane (Trimethoxy(3,3, 3-trifluoropropyl) silane) and triethoxy (1H, 2H, 2H, 2H-perfluoro-1-octyl) silane (Triethoxy (1H, 1H, 2H, 2H-perfluoro-1-octyl) silane) Method for producing Hanain siloxane. The method of claim 1,
The content of the cyclic siloxane is in the range of 89 mol% to 94 mol%,
The content of the alkoxy silane is in the range of 6 mol% to 11 mol%,
The content of the metal hydroxide is in the range of 1% to 4% by weight based on the total weight of the composition of the cyclic siloxane and the alkoxy silane method for producing a siloxane. Siloxane containing at least one of the compounds represented by the following Formula 1:
<Formula 1>

In Formula 1,
n is represented by A-2, wherein A is at least one natural number selected from 1 to 100, which is any one of a multiple of 3, a multiple of 4, a multiple of 5, a multiple of 6, and a multiple of 7,
m is at least one natural number selected from 1 to 100,
R ₁ , R ₂ , R ₄ , R ₅ , R ₇ and R ₈ are each independently at least one selected from C _{1 to 16} alkyl, C _{2 to 16} alkynyl, C _{2 to 16} alkenyl and C _{3 to 16} allyl Is a hydrocarbon group of,
R ₃ is C _1-16 alkyl,
R ₆ is at least _{one selected} from C _{1 to 16} alkyl, C _{3 to 16} allyl, C _{1 to 16} halogenated alkyl substituted with 3 to 17 halogen elements, and C _{3 to 16} allyl halide substituted with 3 to 17 halogen elements. . The method of claim 6,
A is a multiple of 4 or a multiple of 5,
R ₃ is C _1-8 alkyl,
Wherein R ₆ is C _{1 ~ 8-alkyl,} C _{3 ~ 8-allyl,} 3 to 6 of elemental fluorine-substituted C _{1 ~ 8} fluorinated alkyl, and 3 to 6 with elemental fluorine substituted C _{3 ~ 8} at least selected from the group consisting of allyl fluorination of a One, siloxane.