JP2000282009A - Antistaining composition and optical article having antistaining property - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain an antistaining composition capable of forming by a highly simple means a coating film to which stains are hardly adhered and which facilitates the removal of adhered stains and has excellent abrasion resistance, by formulating a specific fluorine-containing silane compound or the like with a polyfunctional organic silicon compound or the like in a specific ratio. SOLUTION: This antistaining composition comprises (A) 1 to 99 pts.wt. of a fluorine-containing silane compound of formula I [Rf is a 1-10C perfluoro group or a hydroperfluoro group; R1 is OH or a hydrolyzable group; R2 is a monovalent organic group; R3 is a divalent organic group; (n) is 0 to 2] or its hydrolyzate (for example, a compound of formula II) and (B) 1 to 99 pts.wt. of a polyfunctional organic silicon compound or its hydrolyzate. The component B is preferably the reaction of a compound of the formula: Rf[(CH2)nOH]m (Rf is a fluorine-containing oxaalkyl group; (m) and (n) are each 0 to 4) with an isocyanate silane compound or the like. The composition is coated on the surface of an optical article to give the antistaining optical article.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a highly durable antifouling composition which makes it difficult for dirt to adhere to the surface of a base material and provides a property for easily removing contaminants, and to a display screen such as a CRT display and an LCD display. The present invention relates to an optical article having an antifouling property obtained by applying an antifouling composition.

[0002]

2. Description of the Related Art A method of forming a water-repellent and oil-repellent coating on a surface which is used for a display device or the like and which has been subjected to an anti-reflection treatment is liable to be stained by fingerprints or the like and impairs transparency and reflectivity. Attempts have been made to improve it. As a method for obtaining such an antifouling layer, it is general to form a water- and oil-repellent coating film by vapor deposition or sputtering, and the antifouling layer thus obtained tends to have excellent scratch resistance. There is. However, the method of performing antifouling treatment by vapor deposition or sputtering can provide a highly durable antifouling layer, but has a low productivity because of using a large-scale apparatus requiring vacuum, and is expensive in manufacturing cost. Further, in these methods, the substrate is heated to 80 ° C. or more during vapor deposition or sputtering, so that the usable substrates are limited in terms of heat resistance and the like.

In recent years, for example, Japanese Patent Application Laid-Open No.
As described above, a method has been known in which a silane compound having a perfluoroalkyl group is dissolved in a solvent and then coated on a substrate to form a water / oil repellent layer. However, these fluorine-containing coatings are excellent in water and oil repellency, but have problems in easy adhesion of fingerprints and removability of fingerprints, and are not satisfactory for use on a display screen surface. Further, the strength of the film itself is weak, and there is a problem in durability of the film.

[0004]

According to the present invention, a film can be formed by a very simple method which has solved the above-mentioned drawbacks of the prior art, it is difficult for dirt to adhere, and it is easy to remove contaminants. An object of the present invention is to provide an antifouling composition excellent in abrasion properties and an antifouling optical article using the same.

[0005]

Means for Solving the Problems To achieve the above object, the antifouling composition of the present invention has the following constitution. "(1) A polyfunctional organic silicon compound or a hydrolyzate thereof is contained in an amount of 1 to 99 parts by weight based on 1 to 99 parts by weight of a fluorine-containing silane compound represented by the following general formula or a hydrolyzate thereof. Antifouling composition.

[0006]

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(Wherein Rf is a linear or branched perfluoro group or hydroperfluoro group having 1 to 10 carbon atoms, R ¹ is a hydroxyl group or a hydrolyzable group, R ² is a monovalent organic group, R ³ represents a divalent organic group, and n represents an integer of 0 to 2.) (2) An optical article having antifouling properties, wherein the surface of the optical article is coated with the above antifouling composition. "

[0008]

DESCRIPTION OF THE PREFERRED EMBODIMENTS In the present invention, 1 to 99 parts by weight of a fluorine-containing silane compound or a hydrolyzate thereof is used.
Multifunctional organosilicon compound or its hydrolyzate is 1 to 9
The composition is characterized by adding 5 to 95 parts by weight of a polyfunctional organic silicon compound or a hydrolyzate thereof to 9 parts by weight, preferably 5 to 95 parts by weight of a fluorine-containing compound or a hydrolyzate thereof. By adding a polyfunctional organic silicon compound to the fluorinated silane compound, the fluorinated silane compound and the polyfunctional organic silicon compound are partially siloxanil-condensed to form a crosslinked structure, thereby increasing the film strength and increasing the film thickness. Can have good abrasion resistance. If the addition amount is less than 1 part by weight, the film strength does not increase, and if it exceeds 99 parts by weight, the antifouling property of the coating film deteriorates.

A preferred example of the fluorine-containing silane compound is a compound represented by the following general formula.

[0010]

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(Wherein, Rf is a linear or branched perfluoro group or hydroperfluoro group having 1 to 10 carbon atoms, X is a fluorine atom, an iodine atom, a bromine atom, a chlorine atom or a hydrogen atom, and Y is Hydrogen atom or carbon number 1
Z is a fluorine atom or a linear or branched perfluoro group or hydroperfluoro group having 1 to 16 carbon atoms, and R ¹ is a hydroxyl group or a hydrolyzable group. As the hydrolyzable group, halogen, -OR, -OCOR, -OC (R) = C (R)
_{2, -ON = C (R)} 2 is, more preferably -OCH _3,
—OC ₂ H ₅ and —Cl. R ² is a monovalent organic group, a, b, c, and d are each an integer of 0 to 200;
≦ a + b + c + d ≦ 200. e is 0 or 1, l is 0
An integer of 3, m is an integer of 1 to 20, and n is an integer of 0 to 2. More specifically, a compound represented by the following general formula is exemplified.

[0012]

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(Wherein X is a hydrogen atom or an iodine atom;
Y is a hydrogen atom or a lower alkyl group having 1 to 10 carbon atoms,
R ¹ represents a hydroxyl group or a hydrolyzable group. Examples of the hydrolyzable group include halogen, -OR, -OCOR,-
OC (R) = C (R) ₂ and —ON ＝ C (R) ₂ , more preferably —OCH ₃ , —OC ₂ H ₅ , and —Cl. a is an integer of 1 to 100, l is an integer of 0 to 3, m is 1
Integer of -20, n represents the integer of 0-2. R ² represents a monovalent organic group. These compounds having a perfluoropolyether chain can be obtained, for example, by the method disclosed in JP-A-1-294709. The average molecular weight is 500 or more and 20
000, more preferably 1,000 or more and 15,000 or less. If it is less than 500, the antifouling property is not sufficient, and 200
If it exceeds 00, the film strength tends to decrease.

The polyfunctional organic silicon compound of the present invention includes:
It is preferably a reaction product of a compound represented by the following formula and an isocyanate silane. In these compounds, an alcoholic hydroxyl group and an isocyanate group react to form a polyfunctional organosilicon compound.

Rf [(CH ₂ ) _n 0H] _m (wherein, Rf is an organic group containing a fluorine-containing oxaalkyl group or a fluorine-containing alkyl group, n is an integer of 1 to 4, and m is 1
Represents an integer of from 4 to 4. In particular, it is preferred that Rf contains at least one fluorinated polyether group selected from (OC ₂ F ₄ ), (OCF ₂ ) and (OC ₃ F ₆ ) as a main component. The average molecular weight is 500 or more and 2 for the same reason as in the case of the fluorine-containing silane compound.
0000 or less, more preferably 1000 or more and 15,000
It is as follows. Specifically, it is preferably a compound represented by the following chemical formula.

HO (CH ₂ ) _k CF ₂ (OC ₂ F ₄ ) _p (OCF ₂ ) _q OCF ₂ (CH ₂ ) _k OH HOCH ₂ (OH) CH ₂ O (CH ₂ ) _k CF ₂ (OC ₂ F ₄ ) _p (OCF ₂ ) _q OCF ₂ (CH ₂ ) _k OCH
₂ CH (OH) CH ₂ OH HO (CH ₂ CH ₂ O) _m (CH ₂ ) _k CF ₂ (OC ₂ F ₄ ) _p (OCF ₂ ) _q OCF ₂ (CH ₂ ) _k (OCH
₂ CH ₂ ) _n OH (In the formula, k represents an integer of 1 to 4. p and q represent 0 to 300.
Integers of the degree represent those satisfying the above average molecular weight. It is preferable to use a compound having the following structure as the isocyanate silane.

OCNR ¹ Si (R ² ) _n (OR ³ ) _3-n (wherein R ¹ , R ² and R ³ are divalent organic groups, and n is 0 or 1)
Specific examples of isocyanates include 3-isocyanatopropyltriethoxysilane, 3-isocyanatopropylmethyldiethoxysilane, and the like.

Further, the polyfunctional organosilicon compound of the present invention is a polyfunctional organosilicon compound which is a reaction product of a compound represented by the following formula, a difunctional isocyanate compound and an aminosilane. It is preferable that the compound to be bonded and the aminosilanes are chemically bonded via a bifunctional isocyanate compound. In this case, a compound represented by the following formula and a bifunctional isocyanate are first reacted to synthesize a terminal isocyanate,
Subsequently, an aminosilane is reacted with a terminal isocyanate, or a bifunctional isocyanate and an aminosilane are first reacted to synthesize a single-terminal isocyanate, and then the compound of the present invention is reacted with a compound represented by the following formula. Can be synthesized.

Rf [(CH ₂ ) _n 0H] _m (wherein, Rf is a fluorine-containing oxaalkyl group or an organic group containing a fluorine-containing alkyl group, n is an integer of 1 to 4, and m is 1
In particular, it is preferable that Rf has at least one fluorinated polyether group selected from (OC ₂ F ₄ ), (OCF ₂ ) and (OC ₃ F ₆ ) as a main component. The average molecular weight is 500 or more and 2 for the same reason as in the case of the fluorine-containing silane compound.
0000 or less, more preferably 1000 or more and 15,000
It is as follows. Specifically, a compound represented by the following chemical formula is preferable.

HO (CH ₂ ) _k CF ₂ (OC ₂ F ₄ ) _p (OCF ₂ ) _q OCF ₂ (CH ₂ ) _k OH HOCH ₂ (OH) CH ₂ O (CH ₂ ) _k CF ₂ (OC ₂ F ₄ ) _p (OCF ₂ ) _q OCF ₂ (CH ₂ ) _k OCH
₂ CH (OH) CH ₂ OH HO (CH ₂ CH ₂ O) _m (CH ₂ ) _k CF ₂ (OC ₂ F ₄ ) _p (OCF ₂ ) _q OCF ₂ (CH ₂ ) _k (OCH
₂ CH ₂ ) _n OH (In the formula, k represents an integer of 1 to 4. p and q represent 0 to 300.
An integer of the degree represents a compound satisfying the above average molecular weight.) Examples of the bifunctional isocyanate compound include tolylene diisocyanate, diphenylmethane diisocyanate, xylylene diisocyanate, isophorone diisocyanate, and hexamethylene diisocyanate.

As aminosilanes, 4-aminobutyltriethoxysilane, n- (2-aminoethyl) -3
-Aminopropyltrimethoxysilane, aminophenyltrimethoxysilane, 3-aminopropyltriethoxysilane and the like.

Further, the polyfunctional organic silicon compound of the present invention is preferably a reaction product of a compound represented by the following formula with an aminosilane or an epoxysilane.
These compounds react amino groups with isocyanate groups or epoxy groups to form polyfunctional organosilicon compounds. The average molecular weight is 500 or more and 20000 or less, more preferably 1000 or more and 15000 or less for the same reason as in the case of the fluorine-containing silane compound.

F [CF (CF ₃ ) CF ₂ O] _p CF (CF ₃ ) CONH (CH ₂ CH ₂ ) _q (CH
During _{2 CH 2 NH) r (NH} ) s H ( wherein, p is 1 or more, .r preferably either 0 .q is an integer of 2 to 120, representing an integer of 1 to 10 and is 0 or,
Represents an integer of 1 to 6. s represents 0 or 1. Any of q and r is 0. When q is 0, s is 0, and when r is 0, s is 1. Examples of aminosilanes include 4-aminobutyltriethoxysilane, n- (2-aminoethyl) -3-aminopropyltrimethoxysilane, aminophenyltrimethoxysilane, and 3-aminopropyltriethoxysilane.

Epoxysilanes include (3-glycidoxypropyl) trimethoxysilane and (3-glycidoxypropyl) methyldimethoxysilane.

In the present invention, in addition to the above polyfunctional organic silicon compound, methyl silicate, ethyl silicate, n-propyl silicate, i
-Propyl silicate, n-butyl silicate, sec
Tetrabutyl silanes such as -butyl silicate and t-butyl silicate, and furthermore, such as methyltrimethoxysilane, methyltriethoxysilane, methyltriacetoxysilane, methyltributoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, etc. It is also possible to mix silicates and silanes.

Although the above-mentioned fluorine-containing silane compound and polyfunctional organic silicon compound can be used as they are without hydrolysis, the present invention can be achieved, but those which have been hydrolyzed or hydrolyzed and condensed in advance may be used. Hydrolysis or hydrolysis-condensation is achieved by adding pure water or an acidic aqueous solution such as hydrochloric acid, acetic acid, phosphoric acid, nitric acid or sulfuric acid in a state where the compound is dissolved or not dissolved in a solvent, and stirring. You. Further, the degree of hydrolysis can be controlled by adjusting the amount of pure water or acidic aqueous solution to be added. Upon hydrolysis,
It is particularly preferable to add pure water or an acidic aqueous solution in an amount equal to or more than 3 moles of the hydrolyzable group in terms of acceleration of curing.

In order to coat an antifouling composition prepared with the above-mentioned fluorine silane compound and polyfunctional organic silicon compound or a hydrolyzate thereof on an optical article, a solvent-free state such as a vacuum evaporation method or a sputtering method is used. It is possible to coat by a so-called PVD method. It is also possible to coat the coating solution containing the antifouling composition, remove the solvent, and cure at room temperature or by heating if necessary.

Examples of the coating method include spin coating, dip coating, die coating, spray coating, bar coating, roll coating, curtain flow coating, and gravure coating. Further, as a solvent used for the coating liquid, a fluorine-based solvent such as perfluorohexane, perfluorooctane, and trifluoroxylene is preferable.

In order to promote partial condensation by hydrolysis, pure water or an acidic aqueous solution such as hydrochloric acid, acetic acid, trifluoroacetic acid, phosphoric acid, nitric acid or sulfuric acid or a metal alkoxide such as aluminum acetylacetonate is added. You can do it. In addition, fine particles such as surface modifiers (fluorine surfactants, silicon surfactants, etc.), oxides of Si, Al, Sn, Sb, Zn, Ti, magnesium fluoride, calcium fluoride,
A fluororesin such as polytetrafluoroethylene may be added.

The thickness of the antifouling composition film is preferably 1 nm to 100 nm, more preferably 10 nm.
m to 50 nm. If the thickness is less than 1 nm, the antifouling effect is poor, and if it is more than 100 nm, the film strength tends to be weak.

As a preferred embodiment of the present invention,
An embodiment is provided in which the antifouling composition is provided on an antireflection film. The antireflection film can be applied to both an inorganic antireflection film applied by a PVD method and an organic antireflection film applied by a coating method of a coating liquid. Among them, the inorganic antireflection film is preferable because the adhesion between the fluorine-containing silane compound of the present invention and the polyfunctional organic silicon compound is generally good. The inorganic antireflection film is obtained by coating a single layer or a multilayer with an inorganic oxide, an inorganic nitride, a fluorine-containing inorganic compound, or the like.

Examples of the inorganic compound used include oxides such as silicon monoxide, silicon dioxide, zirconium oxide, aluminum oxide, yttrium oxide, ytterbium oxide, cerium oxide, hafnium oxide, tin oxide, and ITO.
Examples thereof include inorganic nitrides such as silicon nitride, and fluorine-containing inorganic compounds such as magnesium fluoride, calcium fluoride, sodium fluoride, cerium fluoride, and lithium fluoride.
In particular, when the surface is a silicon oxide-based surface, excellent adhesion is easily obtained.

The coating method of the inorganic antireflection film is not particularly limited, but is applied by a vacuum evaporation method, an ion beam assisted evaporation method, an ion plating method, a sputtering method, or the like.

When an organic antireflection film mainly containing a fluorine compound is used, the antireflection film containing an organosilicon compound is chemically bonded to the antifouling composition of the present invention. It is preferable in view of film strength and adhesiveness because it can be bonded.

Although the present invention is not limited thereto, for example, a low-refractive-index optical thin film in which microvoids are formed by air in a film formed by a binder resin mainly composed of a fluorine compound and an organic silicon compound and fine particles. Is mentioned. Fine particles used in such an organic antireflection film include at least Si, Al, Sn, Sb, Zn,
An oxide containing at least one element selected from Ti, magnesium fluoride, or calcium fluoride;
The average particle diameter measured by the T method is preferably 1 to 100 nm. It is preferable in terms of reflectance to form an antireflective body by forming an organic low refractive index film having such a composition on a layer having a higher refractive index than the film. Specific examples of the layer having a high refractive index include those in which fine particles of a group of inorganic oxides such as tin, indium, antimony, and zinc, which are conductive and have an antistatic function, are dispersed.

When an organic antireflection film having the above composition is used, the adhesion between the film of the antifouling composition and the organic antireflection film is improved because microvoids are present on the film surface.

Further, in order to improve the adhesion between the antireflection film and the antifouling composition, the antireflection film may be subjected to a treatment such as plasma discharge or corona discharge to modify the surface properties, thereby improving the scratch resistance. It is effective to improve.

By coating the organic or inorganic antireflection film with the antifouling composition having excellent abrasion resistance of the present invention on the organic or inorganic antireflection film as described above, the desired antifouling property is obtained. An antireflection article can be obtained.

[0039]

Next, the present invention will be described specifically with reference to examples, but the present invention is not limited to these examples. In addition, the evaluation means and the measurement means used in the following Examples and Comparative Examples are as follows.

A. Fingerprint wiping property: A finger was pressed against the surface for 3 seconds to attach a fingerprint, a tissue paper was reciprocated to wipe the fingerprint, and the ease of wiping the fingerprint was determined. The criteria are as follows. ◎: Fingerprint can be completely wiped out in about 5 reciprocations. ：: Fingerprint can be completely wiped out in about 10 reciprocations. △: Wiping can be performed in about 20 reciprocations. Steel wool (SW) hardness: Steel wool # 0
Use No. 000 and reciprocate 10 times with a load of 250 g / cm ² . The criteria are as follows. ◎: No scratch at all ○: Several fine scratches Δ: Several scratches ×: Scratched XX: Surface peeled c. Scratch resistance: Cleaning cloth (Bencott M3:
(Made by Asahi Kasei) reciprocating 200 times with a load of ² kg / cm ² . The criteria are as follows. ◎: no change ○: slight change in contact angle △: slight change in reflectivity ×: change in reflected color XX: peeling (preparation of antireflection film) An inorganic antireflection film was prepared by the following method. .

Silica sol (135 parts by weight), γ-glyci
Doxypropyltriethoxysilane (129 parts by weight)
Hydrolyzate, γ-chloropropyltrimethoxysilane
Ethanol solution mainly composed of (70 parts) hydrolyzate
Is applied to both sides of the polycarbonate plate and cured.
ZrO, an inorganic substance, is formed on a coated film_Two/ SiO_Two/ TiO_Two/ SiO
_TwoThe outermost layer is SiO_TwoSo that
Each was set to a film thickness of λ / 4 (λ = 540 nm),
Layer coated. (Synthesis Example 1) HO-CH_Two-CF_Two(OC_TwoF_Four) p (OCF_Two) qOCF_Two-CH_Two-OH
(Ausimont FOMBLIN Z DOL number average molecular weight 4000;
p / q = 1) 60g isocyanate at 70 ° C under nitrogen atmosphere
Propirotriethoxysilane (OCN-CH_TwoCH_TwoCH_Two-Si (OCH_TwoC
H_Three)_Three) 7.4 g with DBTDL (dibutyltin dilaurate:
Medium), and stirred for 10 hours to react.
As a result, a white viscous liquid was obtained. (Examples 1 to 3) On the inorganic antireflection film, the following formula was used.
Perfluoropolyether silane compounds (Daiki
Industrial Co., Ltd .: number average molecular weight 7000) and Synthesis Example 1
75/25, 50/50, 25 by weight ratio of synthesized material
/ 75 is coated by vacuum evaporation to prevent the mixture.
A dirty antireflective article was obtained.

[0042]

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(Comparative Example 1) On the above-mentioned inorganic antireflection film,
Perfluoropolyether silane compound used in Examples 1 to 3 (manufactured by Daikin Industries, Ltd .: number average molecular weight 700)
0) was coated by vacuum evaporation to obtain an antifouling antireflective article. (Comparative Example 2) The substance synthesized in Synthesis Example 1 was coated on the above-mentioned inorganic antireflection film by vacuum evaporation to obtain an antifouling antireflection article. The evaluation results are shown in the following table.

[0044]

[Table 1]

[0045]

According to the present invention, it is possible to provide an antifouling optical article which is hardly stained and which is easy to remove, and an antifouling composition suitably used for the optical article.

Claims (8)

[Claims] 1. A polyfunctional organic silicon compound or a hydrolyzate thereof is contained in an amount of 1 to 99 parts by weight based on 1 to 99 parts by weight of a fluorine-containing silane compound represented by the following general formula or a hydrolyzate thereof. Antifouling composition. Embedded image (Wherein, Rf is a linear or branched perfluoro group or hydroperfluoro group having 1 to 10 carbon atoms, R ¹ is a hydroxyl group or a hydrolyzable group, R ² is a monovalent organic group, and R ³ is Divalent organic group, n represents an integer of 0 to 2) 2. The antifouling composition according to claim 1, wherein the fluorine-containing silane compound is a compound represented by the following general formula. Embedded image (In the formula, Rf is a linear or branched perfluoro group or hydroperfluoro group having 1 to 10 carbon atoms, and X is at least one selected from a fluorine atom, an iodine atom, a bromine atom, a chlorine atom and a hydrogen atom. , Y is a hydrogen atom or a lower alkyl group having 1 to 10 carbon atoms, Z is a fluorine atom or a linear or branched perfluoro group or hydroperfluoro group having 1 to 16 carbon atoms, and R ¹ is a hydroxyl group or a hydrolysis group. R ² is a monovalent organic group, a, b, c, and d are each an integer of 0 to 200;
≦ a + b + c + d ≦ 200. e is 0 or 1, l is 0
An integer of 3, m is an integer of 1 to 20, and n is an integer of 0 to 2. ) 3. The antifouling composition according to claim 1, wherein the fluorine-containing silane compound is a compound represented by the following general formula (3). Embedded image (Where X is a hydrogen atom or an iodine atom, Y is a hydrogen atom or a lower alkyl group having 1 to 10 carbon atoms, R ¹ is a hydroxyl group or a hydrolyzable group, a is an integer of 1 to 100, and l is An integer of 0 to 3, m is an integer of 1 to 20, n is 0
Represents an integer of 2. R ² represents a monovalent organic group. ) 4. The antifouling composition according to claim 1, wherein the polyfunctional organic silicon compound is a reaction product of a compound represented by the following formula and an isocyanate silane. Rf [(CH ₂ ) _n 0H] _m (where Rf is a fluorine-containing oxaalkyl group or an organic group containing a fluorine-containing alkyl group, n is an integer of 1 to 4, and m is 1
Represents an integer of from 4 to 4. ) 5. The polyfunctional organosilicon compound is a reaction product of a compound represented by the following formula, a bifunctional isocyanate compound and an aminosilane, and the compound represented by the following formula and the aminosilane have a chemical structure The antifouling composition according to any one of claims 1 to 3, characterized in that the composition is bound via a bifunctional isocyanate compound. Rf [(CH ₂ ) _n 0H] _m (where Rf is a fluorine-containing oxaalkyl group or an organic group containing a fluorine-containing alkyl group, n is an integer of 1 to 4, and m is 1
Represents an integer of from 4 to 4. ) 6. The antifouling property according to claim 1, wherein the polyfunctional organic silicon compound is a reaction product of a compound represented by the following formula with an aminosilane or an epoxysilane. Composition. F [CF (CF ₃ ) CF ₂ O] _p CF (CF ₃ ) CONH (CH ₂ CH ₂ ) _q (CH ₂ CH ₂ NH) _r (NH)
_s H (wherein, p represents an integer of 1 or more; q is 0 or 1 to 10
Represents an integer. r represents 0 or an integer of 1 to 6. s
Represents 0 or 1. q and r are either 0 and q
Is 0 when r is 0, and s is 1 when r is 0. ) 7. The antifouling composition according to claim 1, wherein the fluorine-containing silane compound and / or the polyfunctional organosilicon compound is at least partially condensed by a siloxanyl bond by hydrolysis. object. 8. An optical article having an antifouling property, comprising coating the antifouling composition according to claim 1 on the surface of the optical article.