JPH11315276A - Surface treating agent - Google Patents

Surface treating agent

Info

Publication number
JPH11315276A
JPH11315276A JP13739398A JP13739398A JPH11315276A JP H11315276 A JPH11315276 A JP H11315276A JP 13739398 A JP13739398 A JP 13739398A JP 13739398 A JP13739398 A JP 13739398A JP H11315276 A JPH11315276 A JP H11315276A
Authority
JP
Japan
Prior art keywords
group
water
integer
glass plate
treating agent
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
JP13739398A
Other languages
Japanese (ja)
Inventor
Shuichi Matagawa
修一 俣川
Toshihiko Abe
俊彦 阿部
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Fuji Kasei Kogyo Co Ltd
Original Assignee
Fuji Kasei Kogyo Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Fuji Kasei Kogyo Co Ltd filed Critical Fuji Kasei Kogyo Co Ltd
Priority to JP13739398A priority Critical patent/JPH11315276A/en
Publication of JPH11315276A publication Critical patent/JPH11315276A/en
Pending legal-status Critical Current

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  • Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)

Abstract

PROBLEM TO BE SOLVED: To obtain a surface treating agent which has excellent water drop slipping property and water repellency as well as a high hardness and can impart excellent stain resistance, solvent resistance and durability to a substrate surface, by making the agent contain, as indispensable components, a one- terminal functional polysiloxane and an alkoxy group containing organosilicon compd. respectively having a specific chemical structure. SOLUTION: Component A is represented by formula I (wherein R<1> -R<3> are each a 1-20C alkyl, cycloalkyl, or aryl; X is carboxyl group, hydroxylgroup, an epoxy group, amino group or the like; n is 0 or 1; m and p are each 0-10; and I is 0-1,000). An example is Silaplane (R) FM-0611 (commercial product). Component B is represented by formula II (wherein R<4> is 1-20C alkyl, cycloalkyl or aryl, either unsubstd. or replaced with a halogen, epoxy or the like; q is 0-5; r is 0 or 1; and s is 0-20). An example is ρ-chloropropyltrimethoxysilane. The blending ratio is 1-5,000 pts.wt. of the component B based on 100 pts.wt. of the component A.

Description

【発明の詳細な説明】DETAILED DESCRIPTION OF THE INVENTION

【0001】[0001]

【産業上の利用分野】本発明は、金属、ガラス等の無機
質基材表面、エポキシ、ウレタン等の有機質基材表面、
ナイロン、ポリカーボネート等プラスチックス基材表面
に優れた水滴滑り性及び撥水性を与え、かつ高硬度で、
優れた耐汚染性、耐溶剤性、耐久性を付与できる表面処
理剤に関する。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a surface of an inorganic substrate such as a metal or glass, a surface of an organic substrate such as an epoxy or urethane,
Nylon, polycarbonate and other plastics base material surface with excellent water-drop sliding property and water repellency, and with high hardness,
The present invention relates to a surface treatment agent capable of imparting excellent stain resistance, solvent resistance, and durability.

【0002】[0002]

【従来の技術】無機質材料としてのガラス、金属、セラ
ミックス等、あるいはプラスチック等の有機質材料は広
範囲の分野で使用されており、人間が生活するうえで、
必要不可欠な材料となっている。これらの材料は当然の
ことながら種々の性質を有しているが、この材料の持つ
性質をさらに改質、改善するために種々の検討がなされ
て来た。一つの方法として表面の改質、改善がある。材
料の表面改質により、表面の高硬度化、耐候性、帯電防
止、艶、親水性、撥水性、撥油性、耐水性、耐溶剤性、
防汚性、滑り性等を付与することができるため種々の検
討が行われて来ている。
2. Description of the Related Art Organic materials such as glass, metal, ceramics, and plastics as inorganic materials are used in a wide range of fields.
It is an indispensable material. Naturally, these materials have various properties, but various studies have been made to further modify and improve the properties of the materials. One method is surface modification and improvement. By surface modification of material, surface hardness is increased, weather resistance, antistatic, gloss, hydrophilicity, water repellency, oil repellency, water resistance, solvent resistance,
Various studies have been made to impart antifouling properties, slip properties, and the like.

【0003】このなかで、基材表面の撥水化は、防汚
性、氷雪の難付着化、ガラス等の視認性向上などを付与
させる目的のために、種々の表面処理剤が開発研究され
てきた。
Among them, various surface treatment agents have been developed and studied for the purpose of imparting water repellency to the surface of a substrate, for example, for imparting antifouling properties, hardly attaching ice and snow, and improving the visibility of glass and the like. Have been.

【0004】しかしながら、従来研究開発されて来た撥
水性を基材表面に付与する表面処理剤は優れた撥水性を
基材表面に与えたが、必ずしも防汚性については十分で
はなかった。これは、従来の表面処理剤で撥水処理され
た基材表面に水が付着した時レンズ状の水玉になるが、
水滴滑り性に劣るため表面に水玉がそのまま残り、空気
中の塵やほこり等を吸収し基材表面の汚れの原因となる
からである。
[0004] However, surface treatment agents that impart water repellency to the substrate surface, which have been studied and developed in the past, imparted excellent water repellency to the substrate surface, but did not always provide sufficient antifouling properties. This is a lens-shaped polka dot when water adheres to the substrate surface that has been water-repellent with a conventional surface treatment agent,
This is because water droplets are inferior in slipperiness, leaving polka dots on the surface as they are, absorbing dust and dust in the air, and causing contamination of the substrate surface.

【0005】この点を解決するものとして、特開平8−
209118には、パーフルオロアルキル基含有有機ケ
イ素化合物と加水分解性基含有メチルポリシロキサン化
合物との共加水分解物と、オルガノポリシロキサンと酸
とを配合した、撥水効果及び水滴の落下性(傾斜する処
理面上についた水滴を落下しやすくする処理剤の性能を
傾斜角度で表現した値、水滴滑り性と同じである)の改
善効果に優れた撥水処理剤が記載されている。
To solve this problem, Japanese Patent Laid-Open Publication No.
No. 209118 discloses a water repellent effect and a dropping property of water droplets (inclined) in which a co-hydrolysate of a perfluoroalkyl group-containing organosilicon compound and a hydrolyzable group-containing methylpolysiloxane compound, an organopolysiloxane and an acid are blended. The water repellent treatment agent is described as having an excellent effect of improving the performance of the treatment agent that makes it easy for water droplets attached to the treated surface to fall on the treated surface to be expressed by an inclination angle, which is the same as the water droplet slip property.

【0006】しかし、上記撥水処理剤は水滴の落下性は
ある程度は向上しているものの、まだ水滴の落下性及び
その性能を維持する性質(耐汚染性、耐溶剤性、耐久性
を含む。以下維持性と述べる)は不十分である。
[0006] However, although the water repellent treatment agent has improved the dropping property of water drops to some extent, it still has the properties of dropping water drops and maintaining its performance (including stain resistance, solvent resistance, and durability). (Hereinafter referred to as maintainability) is insufficient.

【0007】また、特開平9−268281には、オル
ガノシランと粘度が0.65〜500センチストークス
である両末端シラノール基封鎖ジオルガノポリシロキサ
ンとからなり、水溶性の酸解離定数が5.0以下であ
る、酸を含有しないことを特徴とする車輌ガラス用撥水
剤組成物が記載されている。
JP-A-9-268281 discloses an organosilane and a diorganopolysiloxane capped at both ends with silanol groups having a viscosity of 0.65 to 500 centistokes and having a water-soluble acid dissociation constant of 5.0. The following is a description of a water repellent composition for a vehicle glass, which does not contain an acid.

【0008】しかし、上記撥水剤組成物は水滴の落下性
は比較的良好であるものの、水滴落下の維持性は不満足
なものである。従って、より高性能な処理剤の開発が望
まれる。
[0008] However, the above water repellent composition has a relatively good ability to drop water droplets, but is unsatisfactory in maintaining dropping water droplets. Therefore, development of a processing agent having higher performance is desired.

【0009】[0009]

【発明が解決しようとする課題】上記のような状況下
で、本発明の解決しようとしている課題は、優れた水滴
滑り性及び撥水性を持ち、かつ高硬度で、優れた耐汚染
性、耐溶剤性、耐久性を基材表面に付与できる表面処理
剤を提供することにある。
Under the circumstances described above, the problem to be solved by the present invention is to have excellent water drop sliding properties and water repellency, high hardness, excellent stain resistance, and excellent stain resistance. An object of the present invention is to provide a surface treatment agent capable of imparting solvent properties and durability to the surface of a substrate.

【0010】[0010]

【課題を解決するための手段】本発明は、上記目的を達
成するために鋭意検討した結果、下記一般式(A)
Means for Solving the Problems According to the present invention, as a result of intensive studies to achieve the above object, the following general formula (A)

【化3】 (但し、式中R1、R2及びR3はそれぞれ独立に炭素原
子数1〜20のアルキル基、シクロアルキル基又はアリ
ール基であり、Xはカルボキシル基、水酸基、エポキシ
基、イソシアネート基、メルカプト基、ハロゲン原子、
ヒドロキシフェニル基、又はアミノ基であり、m及びp
はそれぞれ0〜10の整数であり、nは0又は1の整数
であり、lは0〜1000の整数である。)で示される
片末端官能性ポリシロキサン100重量部に対し、下記
一般式(B)
Embedded image (Wherein, R 1 , R 2 and R 3 are each independently an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group or an aryl group, and X is a carboxyl group, a hydroxyl group, an epoxy group, an isocyanate group, a mercapto group, Group, halogen atom,
A hydroxyphenyl group or an amino group, m and p
Is an integer of 0 to 10, n is an integer of 0 or 1, and 1 is an integer of 0 to 1000. )) And 100 parts by weight of the one-terminal-functional polysiloxane represented by the following general formula (B):

【化4】 (但し、式中R4は非置換またはハロゲン、エポキシ
基、イソシアネート基、メルカプト基、アミノ基、アク
リロキシ基、メタクリロキシ基、ビニル基で1個または
複数個置換されていてもよい炭素数1〜20のアルキル
基、シクロアルキル基又はアリール基であり、qは0〜
5の整数、rは0または1、sは0〜20の整数であ
る。)で示されるアルコキシ基含有有機ケイ素化合物1
〜5000重量部を含有することからなる表面処理剤を
用いることによって、優れた水滴滑り性及び撥水性を持
ち、かつ高硬度で、優れた耐汚染性、耐溶剤性、耐久性
を基材表面に付与できることを見いだした。
Embedded image (Wherein, R 4 represents 1-20 carbon atoms which may be unsubstituted or substituted by one or more halogen, epoxy group, isocyanate group, mercapto group, amino group, acryloxy group, methacryloxy group, vinyl group. Is an alkyl group, a cycloalkyl group or an aryl group of
An integer of 5, r is 0 or 1, and s is an integer of 0 to 20. The organosilicon compound 1 containing an alkoxy group represented by the formula 1)
By using a surface treatment agent comprising 5,000 to 500 parts by weight, it has excellent water drop sliding property and water repellency, and has high hardness and excellent stain resistance, solvent resistance, and durability. Has been found to be able to be granted.

【0011】以下、本発明の表面処理剤について詳細に
説明する。
Hereinafter, the surface treating agent of the present invention will be described in detail.

【0012】本発明に用いられる片末端に官能基を有す
る片末端官能性ポリシロキサンとは、一般式(A)
The one-terminal functional polysiloxane having a functional group at one terminal used in the present invention is represented by the general formula (A)

【0013】[0013]

【化5】 で示され、式中のR1、R2、R3はそれぞれ独立に炭素
原子数1〜20のアルキル基、シクロアルキル基又はア
リール基であり、例えばメチル基、エチル基、プロピル
基、ブチル基、ペンチル基、フェニル基、シクロヘキシ
ル基が挙げられ、好ましくは、メチル基、フェニル基で
ある。また式中、Xはカルボキシル基、水酸基、エポキ
シ基、イソシアネート基、メルカプト基、ハロゲン原
子、ヒドロキシフェニル基、アミノ基が例示され、好ま
しくはカルボキシル基、水酸基、アミノ基、エポキシ基
である。また、式中m、及びpはそれぞれ0〜10の整
数であり、nは0又は1であり、好ましくはmは3、p
は1〜10の整数である。
Embedded image Wherein R 1 , R 2 and R 3 in the formula are each independently an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group or an aryl group, such as a methyl group, an ethyl group, a propyl group and a butyl group. , A pentyl group, a phenyl group and a cyclohexyl group, and a methyl group and a phenyl group are preferred. In the formula, X is a carboxyl group, a hydroxyl group, an epoxy group, an isocyanate group, a mercapto group, a halogen atom, a hydroxyphenyl group, or an amino group, and is preferably a carboxyl group, a hydroxyl group, an amino group, or an epoxy group. Further, in the formula, m and p are each an integer of 0 to 10, n is 0 or 1, preferably m is 3, p
Is an integer of 1 to 10.

【0014】このような、片末端官能性ポリシロキサン
の市販品として、片末端カルボキシポリシロキサンのサ
イラプレーンFM−0611(数平均分子量1000、
チッソ株式会社製)、サイラプレーンFM−0621
(数平均分子量5000、チッソ株式会社製)、サイラ
プレーンFM−0625(数平均分子量10000、チ
ッソ株式会社製)等が挙げられ、また片末端ヒドロキシ
ポリシロキサンのサイラプレーンFM−0411(数平
均分子量1000、チッソ株式会社製)、サイラプレー
ンFM−0421(数平均分子量5000、チッソ株式
会社製)、サイラプレーンFM−0425(数平均分子
量10000、チッソ株式会社製)、X−22−170
DX(数平均分子量5100、信越化学工業株式会社
製)、X−22−176DX(数平均分子量2000、
信越化学工業株式会社製)、X−22−170A(数平
均分子量1800、信越化学工業株式会社製)、X−2
2−170B(数平均分子量2300、信越化学工業株
式会社製)、X−22−170D(数平均分子量470
0、信越化学工業株式会社製)等が挙げられ、又片末端
エポキシポリシロキサンのサイラプレーンFM−050
5(数平均分子量500、チッソ株式会社製)、サイラ
プレーンFM−0511(数平均分子量1000、チッ
ソ株式会社製)、サイラプレーンFM−0513(数平
均分子量2000、チッソ株式会社製)、サイラプレー
ンFM−0521(数平均分子量5000、チッソ株式
会社製)、サイラプレーンFM−0525(数平均分子
量10000、チッソ株式会社製)、X−22−173
A(数平均分子量2000、信越化学工業株式会社
製)、X−22−173B(数平均分子量2500、信
越化学工業株式会社製)、X−22−173D(数平均
分子量5100、信越化学工業株式会社製)、X−22
−173DX(数平均分子量4500、信越化学工業株
式会社製)等が挙げられる。
As a commercially available product of such a one-terminal functional polysiloxane, one terminal carboxypolysiloxane, Silaprene FM-0611 (number average molecular weight 1000,
Chisso Corporation), Silaplane FM-0621
(Number-average molecular weight 5000, manufactured by Chisso Corporation), Silaplane FM-0625 (number-average molecular weight 10,000, manufactured by Chisso Corporation) and the like, and one-terminal hydroxypolysiloxane Silaplane FM-0411 (number-average molecular weight 1000). , Silaplane FM-0421 (number average molecular weight 5000, manufactured by Chisso Corporation), Silaplane FM-0425 (number average molecular weight 10,000, manufactured by Chisso Corporation), X-22-170
DX (number average molecular weight 5100, manufactured by Shin-Etsu Chemical Co., Ltd.), X-22-176DX (number average molecular weight 2000,
Shin-Etsu Chemical Co., Ltd.), X-22-170A (number average molecular weight 1800, Shin-Etsu Chemical Co., Ltd.), X-2
2-170B (number average molecular weight 2300, manufactured by Shin-Etsu Chemical Co., Ltd.), X-22-170D (number average molecular weight 470
0, manufactured by Shin-Etsu Chemical Co., Ltd.).
5 (number average molecular weight 500, manufactured by Chisso Corporation), Silaplane FM-0511 (number average molecular weight 1000, manufactured by Chisso Corporation), Silaplane FM-0513 (number average molecular weight 2000, manufactured by Chisso Corporation), Silaplane FM -0521 (number average molecular weight 5000, manufactured by Chisso Corporation), Silaplane FM-0525 (number average molecular weight 10,000, manufactured by Chisso Corporation), X-22-173
A (number average molecular weight 2000, manufactured by Shin-Etsu Chemical Co., Ltd.), X-22-173B (number average molecular weight 2500, manufactured by Shin-Etsu Chemical Co., Ltd.), X-22-173D (number average molecular weight 5100, Shin-Etsu Chemical Co., Ltd.) X-22)
-173DX (number average molecular weight 4500, manufactured by Shin-Etsu Chemical Co., Ltd.) and the like.

【0015】これらの樹脂は、単独又は2種類以上混合
して使用しても良い。
These resins may be used alone or in combination of two or more.

【0016】次に、アルコキシ基含有有機ケイ素化合物
の具体例として、非置換型としてはメチルトリメトキシ
シラン、メチルトリエトキシシラン、ジメチルジメトキ
シシラン、ジメチルジエトキシシラン、イソブチルトリ
メトキシシラン、イソブチルトリエトキシシラン、n−
ヘキシルトリメトキシシラン、n−オクチルトリエトキ
シシラン、n−デシルトリメトキシシラン、n−ヘキサ
デシルトリメトキシシラン、n−オクタデシルトリメト
キシシラン、エチルトリメトキシシラン、エチルトリエ
トキシシラン、n−プロピルトリメトキシシラン、n−
プロピルトリエトキシシラン、メチルジメトキシシラ
ン、メチルジエトキシシラン、フェニルトリメトキシシ
ラン、ジフェニルジメトキシシラン、フェニルトリエト
キシシラン、ジフェニルジエトキシシラン、シクロヘキ
セニルエチルトリメトキシシラン、シクロヘキシルメチ
ルジメトキシシラン、ジフェニルジメトキシシラン等が
挙げられ、またハロゲン置換型としてはγ−クロロプロ
ピルトリメトキシシラン、γ−クロロプロピルメチルジ
メトキシシラン、3,3,3−トリフルオロプロピルト
リメトキシシラン、3,3,4,4,5,5,6,6,
7,7,8,8,8−ウンデカフルオロオクチルトリメ
トキシシラン、3,3,4,4,5,5,6,6,7,
7,8,8,9,9,10,10,10−ヘプタデシル
フルオロデシルトリメトキシシラン、3,3,4,4,
5,5,6,6,7,7,8,8,9,9,10,1
0,10−ヘプタデシルフルオロデシルメチルジメトキ
シシラン等が挙げられ、またエポキシ基置換型としては
γ−グリシドキシプロピルトリメトキシシラン、β−
(3,4−エポキシシクロヘキシル)エチルトリメトキ
シシラン、γ−グリシドキシプロピルメチルジエトキシ
シラン、γ−グリシドキシプロピルメチルジメトキシシ
ラン等が挙げられ、イソシアネート基置換型としてはγ
−イソシアナトプロピルトリエトキシシラン、γ−イソ
シアナトプロピルトリメトキシシラン等が挙げられ、ま
たメルカプト基置換型としてはγ−メルカプトプロピル
トリメトキシシラン、γ−メルカプトプロピルトリエト
キシシラン、γ−メルカプトプロピルメチルジメトキシ
シラン等が挙げられ、またアミノ基置換型としてはγ−
アミノプロピルトリメトキシシラン、γ−アミノプロピ
ルトリエトキシシラン、N−(β−アミノエチル)−γ
−アミノプロピルトリメトキシシラン、N−(β−アミ
ノエチル)−γ−アミノプロピルメチルジメトキシシラ
ン、γ−フェニルアミノプロピルトリメトキシシラン、
N−メチル−γ−アミノプロピルトリメトキシシラン、
γ−アミノプロピルメチルジエトキシシラン、γ−ジブ
チルアミノプロピルトリメトキシシラン、γ−ジアリル
アミノプロピルトリメトキシシラン、γ−4,5−ジヒ
ドロイミダゾール−1−イルプロピルトリエトキシシラ
ン等が挙げられ、またメタクリル基置換型としてはγ−
メタクリロキシプロピルトリメトキシシラン、γ−メタ
クリロキシプロピルトリエトキシシラン、γ−メタクリ
ロキシプロピルメチルジメトキシシラン等が挙げられ、
またビニル基置換型としてはビニルトリメトキシシラ
ン、ビニルトリエトキシシラン、ビニルメチルジメトキ
シシラン、ビニルメチルジエトキシシラン等が挙げら
れ、またその他にγ−ウレイドプロピルトリエトキシシ
ラン等が挙げられる。上記アルコキシ基含有有機ケイ素
化合物の中では、ハロゲン、アミノ基を有するものが特
に好ましい。
Next, as specific examples of the alkoxy group-containing organosilicon compound, non-substituted types include methyltrimethoxysilane, methyltriethoxysilane, dimethyldimethoxysilane, dimethyldiethoxysilane, isobutyltrimethoxysilane, and isobutyltriethoxysilane. , N-
Hexyltrimethoxysilane, n-octyltriethoxysilane, n-decyltrimethoxysilane, n-hexadecyltrimethoxysilane, n-octadecyltrimethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, n-propyltrimethoxysilane , N-
Propyltriethoxysilane, methyldimethoxysilane, methyldiethoxysilane, phenyltrimethoxysilane, diphenyldimethoxysilane, phenyltriethoxysilane, diphenyldiethoxysilane, cyclohexenylethyltrimethoxysilane, cyclohexylmethyldimethoxysilane, diphenyldimethoxysilane, etc. And halogen-substituted types such as γ-chloropropyltrimethoxysilane, γ-chloropropylmethyldimethoxysilane, 3,3,3-trifluoropropyltrimethoxysilane, 3,3,4,4,5,5 6,6
7,7,8,8,8-undecafluorooctyltrimethoxysilane, 3,3,4,4,5,5,6,6,7,
7,8,8,9,9,10,10,10-heptadecylfluorodecyltrimethoxysilane, 3,3,4,4
5,5,6,6,7,7,8,8,9,9,10,1
0,10-heptadecylfluorodecylmethyldimethoxysilane and the like. Epoxy-substituted types such as γ-glycidoxypropyltrimethoxysilane and β-
(3,4-epoxycyclohexyl) ethyltrimethoxysilane, γ-glycidoxypropylmethyldiethoxysilane, γ-glycidoxypropylmethyldimethoxysilane, and the like.
-Isocyanatopropyltriethoxysilane, γ-isocyanatopropyltrimethoxysilane, etc., and as mercapto group-substituted types, γ-mercaptopropyltrimethoxysilane, γ-mercaptopropyltriethoxysilane, γ-mercaptopropylmethyldimethoxy Silane and the like, and the amino-substituted type is γ-
Aminopropyltrimethoxysilane, γ-aminopropyltriethoxysilane, N- (β-aminoethyl) -γ
-Aminopropyltrimethoxysilane, N- (β-aminoethyl) -γ-aminopropylmethyldimethoxysilane, γ-phenylaminopropyltrimethoxysilane,
N-methyl-γ-aminopropyltrimethoxysilane,
γ-aminopropylmethyldiethoxysilane, γ-dibutylaminopropyltrimethoxysilane, γ-diallylaminopropyltrimethoxysilane, γ-4,5-dihydroimidazol-1-ylpropyltriethoxysilane and the like, and methacrylic acid The group substitution type is γ-
Methacryloxypropyltrimethoxysilane, γ-methacryloxypropyltriethoxysilane, γ-methacryloxypropylmethyldimethoxysilane, and the like,
Examples of the vinyl-substituted type include vinyltrimethoxysilane, vinyltriethoxysilane, vinylmethyldimethoxysilane, vinylmethyldiethoxysilane and the like, and γ-ureidopropyltriethoxysilane and the like. Of the above-mentioned alkoxy group-containing organosilicon compounds, those having a halogen or amino group are particularly preferred.

【0017】これらの化合物は単独又は2種類以上を混
合して使用しても良い。また、これらの加水分解物を使
用しても良い。
These compounds may be used alone or in combination of two or more. Moreover, you may use these hydrolysates.

【0018】本発明の表面処理剤は、片末端に官能基を
有する片末端官能性ポリシロキサン100重量部に対
し、アルコキシ基含有有機ケイ素化合物1〜5000重
量部の比でこれらの成分を含有するのが好ましい。アル
コキシ基含有有機ケイ素化合物が1重量部より少ないと
水滴滑り性の維持性が劣り、5000重量部より多くな
ると初期の水滴滑り性が劣ることとなる。
The surface treating agent of the present invention contains these components at a ratio of 1 to 5000 parts by weight of an alkoxy group-containing organosilicon compound with respect to 100 parts by weight of a one-terminal functional polysiloxane having a functional group at one terminal. Is preferred. If the amount of the alkoxy group-containing organosilicon compound is less than 1 part by weight, the maintainability of water drop slippage is poor, and if it is more than 5000 parts by weight, the initial water drop slippage is poor.

【0019】本発明の表面処理剤は、通常は各種基材に
塗布され室温又は加熱下で処理されることにより適用さ
れるが、適用方法はこの方法に特に限定されるものでは
ない。各種基材に塗布された後に室温で処理される場合
は、触媒を表面処理剤の安定性を損なわない程度に使用
しても良い。触媒としては、有機酸、無機酸、アルカリ
土類金属、チタンキレート化合物、ジルコニウムキレー
ト化合物、アルミニウムキレート化合物、有機スズ化合
物、アミン類等が挙げられる。
The surface treating agent of the present invention is usually applied by applying it to various substrates and treating it at room temperature or under heating, but the application method is not particularly limited to this method. When the treatment is performed at room temperature after being applied to various substrates, the catalyst may be used to such an extent that the stability of the surface treating agent is not impaired. Examples of the catalyst include organic acids, inorganic acids, alkaline earth metals, titanium chelates, zirconium chelates, aluminum chelates, organotin compounds, and amines.

【0020】本発明の表面処理剤は、上記各成分を混合
しそのまま使用してもかまわないが、必要に応じて各種
有機溶剤で希釈して使用しても良い。有機溶剤として
は、アルコール類のメタノール、エタノール、ブタノー
ル等が挙げられ、また芳香族系としてはトルエン、ベン
ゼン、キシレン等が挙げられ、またエステル類としては
酢酸エチル、酢酸ブチル等が挙げられる。これらの有機
溶剤のなかで、本発明の表面処理剤の安定性に寄与する
アルコール類の使用が好ましい。
The surface treating agent of the present invention may be used as it is by mixing the above components, but may be used after being diluted with various organic solvents as needed. Examples of the organic solvent include alcohols such as methanol, ethanol, and butanol. Examples of the aromatic solvents include toluene, benzene, and xylene. Examples of the esters include ethyl acetate and butyl acetate. Among these organic solvents, it is preferable to use alcohols that contribute to the stability of the surface treatment agent of the present invention.

【0021】本発明の表面処理剤には、さらに必要に応
じて各種添加剤、例を挙げると、界面活性剤、増量剤、
着色顔料、体質顔料、防錆顔料、シリコーン粉末、フッ
素樹脂粉末、防錆剤、ワックス等を配合しても良い。
The surface treating agent of the present invention may further contain various additives as required, for example, a surfactant, a bulking agent,
Color pigments, extenders, rust preventive pigments, silicone powders, fluororesin powders, rust preventives, waxes and the like may be added.

【0022】[0022]

【発明の効果】本発明の表面処理剤は、優れた水滴滑り
性及び撥水性を持ち、かつ高硬度で優れた耐汚染性、耐
溶剤性、耐久性を持つという特徴を有することから、各
種基材の表面処理に適用することができる。具体的に
は、自動車、鉄道車両、その他車両、建築物等の窓ガラ
ス及び外板、また便器、洗面器、浴槽、キッチンシンク
等の水回り器具、また住宅、ビル等の外壁、またエアコ
ン、冷蔵庫等の熱交換器、また道路標識、カーブミラー
等に適用され、防汚性、視認性、難着氷雪性の改善に有
効である。
EFFECTS OF THE INVENTION The surface treating agent of the present invention has excellent water-drop sliding properties and water repellency, and is characterized by having high hardness and excellent stain resistance, solvent resistance and durability. It can be applied to surface treatment of a substrate. Specifically, automobiles, railway cars, other vehicles, window glasses and outer panels of buildings, etc., and toilets, washbasins, bathtubs, plumbing equipment such as kitchen sinks, and houses, exterior walls of buildings, etc., and air conditioners, It is applied to heat exchangers such as refrigerators, road signs, curve mirrors, etc., and is effective in improving antifouling properties, visibility, and hardly ice and snow.

【0023】[0023]

【実施例】以下、本発明の実施例を示すが本発明はここ
に示された材料及び量的範囲に限定されるものではな
い。
EXAMPLES Examples of the present invention will be described below, but the present invention is not limited to the materials and quantitative ranges shown here.

【0024】以下の実施例及び比較例において用いられ
た材料を次に示す。 (1)ポリシロキサン成分 片末端にエポキシ基を有するポリシロキサン サイラプレーンFM−0505(数平均分子量500、
チッソ株式会社製) サイラプレーンFM−0511(数平均分子量100
0、チッソ株式会社製) サイラプレーンFM−0521(数平均分子量500
0、チッソ株式会社製) 両末端にエポキシ基を有するポリシロキサン KF−105(数平均分子量1000、信越化学工業株
式会社製) 側鎖にエポキシ基を有するポリシロキサン KF−101(官能基当量350、信越化学工業株式会
社製) 片末端にアルコール性水酸基を有するポリシロキサン X−22−170DX(数平均分子量5000、信越化
学工業株式会社製) 両末端にアルコール性水酸基を有するポリシロキサン SF8427(数平均分子量2400、東レダウコーニ
ング株式会社製) 側鎖にアルコール性水酸基を有するポリシロキサン SH28PA(官能基当量500、東レダウコーニング
株式会社製) (2)アルコキシ基含有有機ケイ素化合物 γ−フェニルアミノプロピルトリメトキシシラン SZ6083(東レダウコーニング株式会社製) γ−アミノプロピルトリメトキシシラン A−1110(日本ユニカー株式会社製) γ−アミノプロピルトリエトキシシラン A−1100(日本ユニカー株式会社製) γ−クロロプロピルトリメトキシシラン サイラエースS620(チッソ株式会社製) メチルトリメトキシシラン TSL8113(東芝シリコーン株式会社製)
The materials used in the following Examples and Comparative Examples are shown below. (1) Polysiloxane component Polysiloxane having an epoxy group at one end Sylaprene FM-0505 (number average molecular weight 500,
Thyraplane FM-0511 (number average molecular weight 100)
0, manufactured by Chisso Corporation) Thyraplane FM-0521 (number average molecular weight 500
0, manufactured by Chisso Corporation) Polysiloxane KF-105 having epoxy groups at both ends (number average molecular weight 1000, manufactured by Shin-Etsu Chemical Co., Ltd.) Polysiloxane KF-101 having epoxy groups on side chains (functional group equivalent 350, Shin-Etsu Chemical Co., Ltd.) Polysiloxane having an alcoholic hydroxyl group at one end X-22-170DX (number-average molecular weight 5000, manufactured by Shin-Etsu Chemical Co., Ltd.) Polysiloxane having an alcoholic hydroxyl group at both ends SF8427 (number-average molecular weight) 2400, manufactured by Toray Dow Corning Co., Ltd.) Polysiloxane SH28PA having an alcoholic hydroxyl group in the side chain (functional group equivalent: 500, manufactured by Toray Dow Corning Co., Ltd.) (2) Organosilicon compound containing alkoxy group γ-phenylaminopropyltrimethoxysilane SZ6083 (Toray Dow Γ-aminopropyltrimethoxysilane A-1110 (manufactured by Nippon Unicar Co., Ltd.) γ-aminopropyltriethoxysilane A-1100 (manufactured by Nippon Unicar Co., Ltd.) γ-chloropropyltrimethoxysilane SAILAACE S620 (Chisso) (Made by Toshiba Silicone Co., Ltd.)

【0025】また、以下の実施例及び比較例における試
験方法を次に示す。鉛筆硬度 JIS K5400(1990)に準拠して測定した。初期水滴滑り角 水平に保った表面処理ガラス板上に20μlの脱イオン
水水滴を載せ、ジャッキアップすることにより徐々に傾
きをかけ、水滴が滑りはじめた角度を10度単位で測定
した。水浸漬7日後の水滴滑り角 表面処理ガラス板を脱イオン水中に全面が没するように
して、7日間浸漬した。このガラス板上の水分を布で拭
き取った後、上記と同様にして水滴が滑り始めた角度を
測定した。トルエン浸漬7日後の水滴滑り角 上記において脱イオン水をトルエンに変えた以外は同様
にして、水滴が滑り始めた角度を測定した。界面活性剤浸漬7日後の水滴滑り角 前記において脱イオン水を、5wt%ライポンLS−2
50(ライオン株式会社製)水溶液に変えた以外は同様
にして、水滴が滑り始めた角度を測定した。
Test methods in the following Examples and Comparative Examples are shown below. Pencil hardness was measured according to JIS K5400 (1990). Initial Water Drop Slip Angle A 20 μl deionized water drop was placed on a surface-treated glass plate kept horizontal, and gradually tilted by jacking up. The angle at which the water drop began to slide was measured in units of 10 degrees. 7 days after immersion in water The glass plate with a water drop sliding angle was immersed in deionized water for 7 days so that the entire surface was immersed. After the water on the glass plate was wiped off with a cloth, the angle at which the water droplet began to slide was measured in the same manner as above. Slipping angle of water droplet 7 days after immersion in toluene The angle at which the water droplet began to slide was measured in the same manner as above except that deionized water was changed to toluene. Slipping angle of water droplet 7 days after immersion in surfactant In the above, deionized water was added to 5% by weight of Ripon LS-2.
The angle at which the water droplet began to slide was measured in the same manner except that the aqueous solution was changed to a 50 (manufactured by Lion Corporation) aqueous solution.

【0026】[実施例1]100mlサンプルビンに、
FM−0505 10.0g、SZ6083 10.0
g、イソブチルアルコール20.0gを入れ、室温で攪
拌混合して表面処理剤溶液を得た。この溶液1滴を、予
めトルエン/イソプロピルアルコール=2/1混合溶剤
で脱脂し、乾燥したスライドガラス(松浪硝子工業株式
会社製S−1214)上に載せ、キムワイプ(株式会社
クレシア製)で塗り拡げた。このガラス板を200℃で
30分間熱処理を施した後、余分な表面処理剤を布で拭
き取り表面処理ガラス板を得た。この表面処理ガラス板
を4枚作製し前記の試験を行った。結果を表1に示す。
初期、各種薬液浸漬後とも良好な水滴滑り性を示した。
[Example 1] In a 100 ml sample bottle,
FM-0505 10.0 g, SZ6083 10.0
g and 20.0 g of isobutyl alcohol were stirred and mixed at room temperature to obtain a surface treating agent solution. One drop of this solution was previously degreased with a mixed solvent of toluene / isopropyl alcohol = 2/1, placed on a dried slide glass (S-1214 manufactured by Matsunami Glass Industry Co., Ltd.), and spread with Kimwipe (Crecia Co., Ltd.). Was. After heat-treating this glass plate at 200 ° C. for 30 minutes, an excess surface treatment agent was wiped off with a cloth to obtain a surface-treated glass plate. Four such surface-treated glass plates were prepared and subjected to the above test. Table 1 shows the results.
Even at the initial stage, even after immersion in various chemical solutions, good water droplet sliding properties were exhibited.

【0027】[実施例2]200mlサンプルビンに、
FM−0505 10.0g、SZ6083 50.0
g、イソブチルアルコール 60.0gを入れ、攪拌混
合して表面処理剤溶液を得た。実施例1と同様にして表
面処理ガラス板を得た。この表面処理ガラス板を4枚作
製し前記の試験を行った。結果を表1に示す。初期、各
種薬液浸漬後とも良好な水滴滑り性を示した。
Example 2 In a 200 ml sample bottle,
FM-0505 10.0 g, SZ6083 50.0
g, 60.0 g of isobutyl alcohol, and stirred and mixed to obtain a surface treatment agent solution. A surface-treated glass plate was obtained in the same manner as in Example 1. Four such surface-treated glass plates were prepared and subjected to the above test. Table 1 shows the results. Even at the initial stage, even after immersion in various chemical solutions, good water droplet sliding properties were exhibited.

【0028】[実施例3]実施例2においてFM−05
05の代わりにFM−0511 10.0gを用いた以
外は同様にして表面処理ガラス板を得た。この表面処理
ガラス板を4枚作製し前記の試験を行った。結果を表1
に示す。初期、各種薬液浸漬後とも良好な水滴滑り性を
示した。
[Embodiment 3] FM-05 in Embodiment 2
A surface-treated glass plate was obtained in the same manner except that 10.0 g of FM-0511 was used instead of 05. Four such surface-treated glass plates were prepared and subjected to the above test. Table 1 shows the results
Shown in Even at the initial stage, even after immersion in various chemical solutions, good water droplet sliding properties were exhibited.

【0029】[実施例4]実施例2においてFM−05
05の代わりにFM−0521 10.0gを用いた以
外は同様にして表面処理ガラス板を得た。この表面処理
ガラス板を4枚作製し前記の試験を行った。結果を表1
に示す。初期、各種薬液浸漬後とも良好な水滴滑り性を
示した。
[Embodiment 4] FM-05 in Embodiment 2
A surface-treated glass plate was obtained in the same manner except that 10.0 g of FM-0521 was used instead of 05. Four such surface-treated glass plates were prepared and subjected to the above test. Table 1 shows the results
Shown in Even at the initial stage, even after immersion in various chemical solutions, good water droplet sliding properties were exhibited.

【0030】[実施例5]実施例2においてFM−05
05の代わりにX−22−170−DX 10.0gを
用いた以外は同様にして表面処理ガラス板を得た。この
表面処理ガラス板を4枚作製し前記の試験を行った。結
果を表1に示す。初期、各種薬液浸漬後とも良好な水滴
滑り性を示した。
[Embodiment 5] In Embodiment 2, FM-05 is used.
A surface-treated glass plate was obtained in the same manner except that 10.0 g of X-22-170-DX was used instead of 05. Four such surface-treated glass plates were prepared and subjected to the above test. Table 1 shows the results. Even at the initial stage, even after immersion in various chemical solutions, good water droplet sliding properties were exhibited.

【0031】[実施例6]実施例2においてSZ608
3の代わりにA−1100 50.0gを用いた以外は
同様にして表面処理ガラス板を得た。この表面処理ガラ
ス板を4枚作製し前記の試験を行った。結果を表1に示
す。初期、各種薬液浸漬後とも良好な水滴滑り性を示し
た。
[Sixth Embodiment] In the second embodiment, SZ608 is used.
A surface-treated glass plate was obtained in the same manner except that 50.0 g of A-1100 was used instead of 3. Four such surface-treated glass plates were prepared and subjected to the above test. Table 1 shows the results. Even at the initial stage, even after immersion in various chemical solutions, good water droplet sliding properties were exhibited.

【0032】[実施例7]実施例2においてSZ608
3の代わりにA−1110 50.0gを用いた以外は
同様にして表面処理ガラス板を得た。この表面処理ガラ
ス板を4枚作製し前記の試験を行った。結果を表1に示
す。初期、各種薬液浸漬後とも良好な水滴滑り性を示し
た。
[Embodiment 7] In the embodiment 2, SZ608 is used.
A surface-treated glass plate was obtained in the same manner except that 50.0 g of A-1110 was used instead of 3. Four such surface-treated glass plates were prepared and subjected to the above test. Table 1 shows the results. Even at the initial stage, even after immersion in various chemical solutions, good water droplet sliding properties were exhibited.

【0033】[実施例8]実施例2においてSZ608
3の代わりにサイラエースS620 50.0gを用い
た以外は同様にして表面処理ガラス板を得た。この表面
処理ガラス板を4枚作製し前記の試験を行った。結果を
表1に示す。初期、各種薬液浸漬後とも良好な水滴滑り
性を示した。
[Embodiment 8] In Embodiment 2, SZ608 is used.
A surface-treated glass plate was obtained in the same manner except that 50.0 g of Silaace S620 was used instead of 3. Four such surface-treated glass plates were prepared and subjected to the above test. Table 1 shows the results. Even at the initial stage, even after immersion in various chemical solutions, good water droplet sliding properties were exhibited.

【0034】[実施例9]実施例2においてSZ608
3の代わりにTSL8113 50.0gを用いた以外
は同様にして表面処理ガラス板を得た。この表面処理ガ
ラス板を4枚作製し前記の試験を行った。結果を表1に
示す。初期、各種薬液浸漬後とも良好な水滴滑り性を示
した。
Embodiment 9 SZ608 in Embodiment 2
A surface-treated glass plate was obtained in the same manner except that 50.0 g of TSL8113 was used instead of 3. Four such surface-treated glass plates were prepared and subjected to the above test. Table 1 shows the results. Even at the initial stage, even after immersion in various chemical solutions, good water droplet sliding properties were exhibited.

【0035】[比較例1]200mlサンプルビンに、
KF−105 10.0g、SZ6083 50.0
g、イソブチルアルコール60.0gを入れ、室温で攪
拌混合して表面処理剤溶液を得た。実施例1と同様にし
て表面処理ガラス板を得た。この表面処理ガラス板を4
枚作製し前記の試験を行った。結果を表1に示す。初
期、水浸漬後では水滴は球状にはなるものの、ガラス板
を傾けていくと水滴が変形し、ガラス板上に小さい水滴
を残しながら滑った。また、トルエン、界面活性剤浸漬
後ではガラス板を垂直まで傾けても水滴は滑り落ちなか
った。
Comparative Example 1 In a 200 ml sample bottle,
KF-105 10.0 g, SZ6083 50.0
g and isobutyl alcohol (60.0 g) were added and stirred and mixed at room temperature to obtain a surface treating agent solution. A surface-treated glass plate was obtained in the same manner as in Example 1. This surface-treated glass plate
The test pieces were prepared and tested as described above. Table 1 shows the results. Initially, after immersion in water, the water droplet became spherical, but as the glass plate was tilted, the water droplet was deformed and slipped while leaving a small water droplet on the glass plate. Further, after immersion in toluene and a surfactant, water droplets did not slide down even if the glass plate was tilted vertically.

【0036】[比較例2]比較例1においてKF−10
5の代わりにKF−101 10.0gを用いた以外は
同様にして表面処理ガラス板を得た。この表面処理ガラ
ス板を4枚作製し前記の試験を行った。結果を表1に示
す。初期、水滴は球状にはなるものの、ガラス板を傾け
ていくと水滴が変形し、ガラス板上に小さい水滴を残し
ながら滑った。また、水、トルエン、界面活性剤浸漬後
ではガラス板を垂直まで傾けても水滴は滑り落ちなかっ
た。
[Comparative Example 2] KF-10 in Comparative Example 1
A surface-treated glass plate was obtained in the same manner except that 10.0 g of KF-101 was used instead of 5. Four such surface-treated glass plates were prepared and subjected to the above test. Table 1 shows the results. Initially, the water droplets became spherical, but as the glass plate was tilted, the water droplets deformed and slipped leaving small water droplets on the glass plate. After immersion in water, toluene, and a surfactant, the water droplet did not slide down even if the glass plate was tilted vertically.

【0037】[比較例3]比較例1においてKF−10
5の代わりにSF8427 10.0gを用いた以外は
同様にして表面処理ガラス板を得た。この表面処理ガラ
ス板を4枚作製し前記の試験を行った。結果を表1に示
す。初期、水浸漬後では水滴は球状にはなるものの、ガ
ラス板を傾けていくと水滴が変形し、ガラス板上に小さ
い水滴を残しながら滑った。また、トルエン、界面活性
剤浸漬後ではガラス板を垂直まで傾けても水滴は滑り落
ちなかった。
Comparative Example 3 KF-10 in Comparative Example 1
A surface-treated glass plate was obtained in the same manner except that 10.0 g of SF8427 was used instead of 5. Four such surface-treated glass plates were prepared and subjected to the above test. Table 1 shows the results. Initially, after immersion in water, the water droplet became spherical, but as the glass plate was tilted, the water droplet was deformed and slipped while leaving a small water droplet on the glass plate. Further, after immersion in toluene and a surfactant, water droplets did not slide down even if the glass plate was tilted vertically.

【0038】[比較例4]比較例1においてKF−10
5の代わりにSH28PA 10.0gを用いた以外は
同様にして表面処理ガラス板を得た。この表面処理ガラ
ス板を4枚作製し前記の試験を行った。結果を表1に示
す。初期、水浸漬後では水滴は球状にはなるものの、ガ
ラス板を傾けていくと水滴が変形し、ガラス板上に小さ
い水滴を残しながら滑った。また、トルエン、界面活性
剤浸漬後ではガラス板を垂直まで傾けても水滴は滑り落
ちなかった。
[Comparative Example 4] KF-10 in Comparative Example 1
A surface-treated glass plate was obtained in the same manner except that 10.0 g of SH28PA was used instead of 5. Four such surface-treated glass plates were prepared and subjected to the above test. Table 1 shows the results. Initially, after immersion in water, the water droplet became spherical, but as the glass plate was tilted, the water droplet was deformed and slipped while leaving a small water droplet on the glass plate. Further, after immersion in toluene and a surfactant, water droplets did not slide down even if the glass plate was tilted vertically.

【0039】[比較例5]100mlサンプルビンに、
FM−0505 10.0g、イソブチルアルコール1
0.0gを入れ、室温で攪拌混合して表面処理剤溶液を
得た。実施例1と同様にして表面処理ガラス板を得た。
この表面処理ガラス板を4枚作製し前記の試験を行っ
た。結果を表1に示す。初期、水浸漬後の水滴滑り性は
良好であったが、トルエン、界面活性剤浸漬後の水滴滑
り性は著しく悪化していた。
[Comparative Example 5] In a 100 ml sample bottle,
FM-0505 10.0 g, isobutyl alcohol 1
0.0 g was added thereto and stirred and mixed at room temperature to obtain a surface treating agent solution. A surface-treated glass plate was obtained in the same manner as in Example 1.
Four such surface-treated glass plates were prepared and subjected to the above test. Table 1 shows the results. Initially, the water droplet slipperiness after immersion in water was good, but the waterdrop slipperiness after toluene and surfactant immersion was remarkably deteriorated.

【0040】[比較例6]100mlサンプルビンに、
SZ6083 10.0g、イソブチルアルコール1
0.0gを入れ、室温で攪拌混合して表面処理剤溶液を
得た。実施例1と同様にして表面処理ガラス板を得た。
この表面処理ガラス板を4枚作製し前記の試験を行っ
た。結果を表1に示す。この表面処理ガラス板上の水滴
は初期の段階からガラス板を垂直に立てても全く滑り落
ちなかった。
[Comparative Example 6] In a 100 ml sample bottle,
SZ6083 10.0 g, isobutyl alcohol 1
0.0 g was added thereto and stirred and mixed at room temperature to obtain a surface treating agent solution. A surface-treated glass plate was obtained in the same manner as in Example 1.
Four such surface-treated glass plates were prepared and subjected to the above test. Table 1 shows the results. The water droplets on the surface-treated glass plate did not slide down even when the glass plate was set upright from the initial stage.

【0041】[比較例7]処理を全く行わないガラス板
上に20μlの水滴を載せて水滴滑り角を調べようとし
たが、水滴が球状にならず広がってしまい測定できなか
った。
Comparative Example 7 A 20 μl water drop was placed on a glass plate on which no treatment was performed, and the slip angle of the water drop was examined. However, the water drop was not spherical but spread, and the measurement was not possible.

【0042】[0042]

【表1】 [Table 1]

【0043】以上より、本発明の表面処理剤は被処理物
の表面に優れた撥水性及び水滴滑り性を与え、かつ高い
耐久性を有していることは明らかである。
From the above, it is apparent that the surface treating agent of the present invention imparts excellent water repellency and water droplet sliding property to the surface of the object to be treated, and has high durability.

Claims (2)

【特許請求の範囲】[Claims] 【請求項1】下記一般式(A) 【化1】 (但し、式中R1、R2、及びR3はそれぞれ独立に炭素
原子数1〜20のアルキル基、シクロアルキル基又はア
リール基であり、Xはカルボキシル基、水酸基、エポキ
シ基、イソシアネート基、メルカプト基、ハロゲン原
子、ヒドロキシフェニル基、又はアミノ基であり、nは
0又は1の整数であり、m及びpはそれぞれ0〜10の
整数であり、lは0〜1000の整数である。)で示さ
れる片末端官能性ポリシロキサンと下記一般式(B) 【化2】 (但し、式中R4は非置換またはハロゲン、エポキシ
基、イソシアネート基、メルカプト基、アミノ基、アク
リロキシ基、メタクリロキシ基、ビニル基で1個または
複数個置換されていてもよい炭素原子数1〜20のアル
キル基、シクロアルキル基又はアリール基であり、qは
0〜5の整数であり、rは0または1の整数であり、s
は0〜20の整数である。)で示されるアルコキシ基含
有有機ケイ素化合物を必須の成分として含有する表面処
理剤。
(1) The following general formula (A): (Wherein, R 1 , R 2 , and R 3 are each independently an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group or an aryl group, and X is a carboxyl group, a hydroxyl group, an epoxy group, an isocyanate group, A mercapto group, a halogen atom, a hydroxyphenyl group, or an amino group, n is an integer of 0 or 1, m and p are each an integer of 0 to 10, and 1 is an integer of 0 to 1000.) And a one-terminal-functional polysiloxane represented by the following general formula (B): (Wherein R 4 is 1 to 4 carbon atoms which may be unsubstituted or substituted by one or more halogen, epoxy group, isocyanate group, mercapto group, amino group, acryloxy group, methacryloxy group, vinyl group) 20 is an alkyl group, a cycloalkyl group or an aryl group, q is an integer of 0 to 5, r is an integer of 0 or 1, s
Is an integer of 0 to 20. A surface treating agent containing the alkoxy group-containing organosilicon compound represented by the formula (1) as an essential component.
【請求項2】片末端に官能基を有する片末端官能性ポリ
シロキサン100重量部に対し、アルコキシ基含有有機
ケイ素化合物1〜5000重量部の比で含有してなる請
求項1記載の表面処理剤。
2. The surface-treating agent according to claim 1, wherein the content is 1 to 5000 parts by weight of the alkoxy group-containing organosilicon compound per 100 parts by weight of the one-terminal functional polysiloxane having a functional group at one end. .
JP13739398A 1998-05-06 1998-05-06 Surface treating agent Pending JPH11315276A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP13739398A JPH11315276A (en) 1998-05-06 1998-05-06 Surface treating agent

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP13739398A JPH11315276A (en) 1998-05-06 1998-05-06 Surface treating agent

Publications (1)

Publication Number Publication Date
JPH11315276A true JPH11315276A (en) 1999-11-16

Family

ID=15197631

Family Applications (1)

Application Number Title Priority Date Filing Date
JP13739398A Pending JPH11315276A (en) 1998-05-06 1998-05-06 Surface treating agent

Country Status (1)

Country Link
JP (1) JPH11315276A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002088313A (en) * 2000-07-14 2002-03-27 Earth Chem Corp Ltd Solid coating agent for toilet and water-repelling coating method
WO2011105254A1 (en) * 2010-02-25 2011-09-01 東レ・ダウコーニング株式会社 Stainproofing agent
WO2018008505A1 (en) * 2016-07-05 2018-01-11 信越化学工業株式会社 Organic silicon compound and surface treatment agent composition

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002088313A (en) * 2000-07-14 2002-03-27 Earth Chem Corp Ltd Solid coating agent for toilet and water-repelling coating method
WO2011105254A1 (en) * 2010-02-25 2011-09-01 東レ・ダウコーニング株式会社 Stainproofing agent
CN102822307A (en) * 2010-02-25 2012-12-12 道康宁东丽株式会社 Stainproofing agent
EP2540790A1 (en) * 2010-02-25 2013-01-02 Dow Corning Toray Co., Ltd. Stainproofing agent
JP2015014007A (en) * 2010-02-25 2015-01-22 東レ・ダウコーニング株式会社 Pollution prevention agent
JP5681165B2 (en) * 2010-02-25 2015-03-04 東レ・ダウコーニング株式会社 Antifouling agent
WO2018008505A1 (en) * 2016-07-05 2018-01-11 信越化学工業株式会社 Organic silicon compound and surface treatment agent composition
JP2018002933A (en) * 2016-07-05 2018-01-11 信越化学工業株式会社 Organosilicon compound and surface treatment agent composition
KR20190025813A (en) 2016-07-05 2019-03-12 신에쓰 가가꾸 고교 가부시끼가이샤 Organosilicon compound and surface treatment composition

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