JPH09176622A - Water repellent composition - Google Patents
Water repellent compositionInfo
- Publication number
- JPH09176622A JPH09176622A JP33638195A JP33638195A JPH09176622A JP H09176622 A JPH09176622 A JP H09176622A JP 33638195 A JP33638195 A JP 33638195A JP 33638195 A JP33638195 A JP 33638195A JP H09176622 A JPH09176622 A JP H09176622A
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- JP
- Japan
- Prior art keywords
- water
- water repellent
- component
- parts
- weight
- 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.)
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- Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
Abstract
Description
【０００１】[0001]
【本発明の属する技術分野】本発明は、加熱することな
く室温で処理ができ、撥水性の持続性と水滴の落下性に
優れた撥水性を付与することができ、降雨時も良好な視
界が得られる自動車のウィンドウガラス用の撥水剤組成
物に関する。TECHNICAL FIELD The present invention can perform treatment at room temperature without heating, can impart water repellency excellent in durability of water repellency and drop property of water droplets, and has good visibility even during rainfall. The invention relates to a water repellent composition for an automobile window glass.
【０００２】[0002]
【従来の技術及び発明が解決しようとする課題】従来、
ガラスの撥水処理剤としては、ポリジメチルシロキサン
をアルコール等の溶媒に分散した組成物が市販されてい
る。しかしながら、これらの組成物は撥水性の持続性が
十分でないという問題があり、これに対してフルオロア
ルキルシラン等を配合した撥水剤組成物が提案されてい
る。例えば、分子鎖長の異なるフルオロアルキル基含有
アルコキシシランを２種類以上使用してガラス等の基材
上に撥水性被膜を形成する方法（特開平５−96679号公
報参照）、フッ素原子を有するシラン化合物をガラス表
面に被覆して撥水性を付与する方法（特開平５−96681
号公報参照）、フルオロアルキル基含有アルコキシシラ
ンなどの撥水剤と二酸化ケイ素を飽和させた珪フッ化水
素酸の水溶液との混合物を基材表面に形成させて撥水性
を付与する方法（特開平５−97474 号公報、同５−9747
7 号公報、同５−97478号公報参照）、ポリフルオロア
ルキル基含有シラン化合物または該化合物の部分加水分
解縮合物と金属アルコキシドとからなる撥水処理剤（特
開昭58−172245号公報、同64−68477 号公報、特開平５
−345641号公報参照）、パーフルオロアルキル基を含有
するオノガノシラザン共重合体と有機溶剤からなる撥水
性を付与する被膜形成剤組成物（特開平５−311121号公
報参照）、フルオロアルキルシラン、酸触媒、アルコー
ルおよび水からなる撥水処理剤（特開平５−311156号公
報参照）、フルオロアルキルシランと金属アルコキシド
との部分加水分解物、水および酸触媒を含有する撥水処
理剤（特開平５−319867号公報参照）などが知られてい
る。しかしながら、これらに示されるフルオロアルキル
基含有シランを用いた撥水剤においては、特殊な溶媒を
使用する必要がある、加熱処理が必要である、あるいは
拭き取りなどの後処理が必要である、などの問題があっ
た。また得られる撥水処理ガラスは水を弾いて水滴を形
成し、接触角から評価した撥水性は良好であるが、水滴
の処理ガラス面からの落下は必ずしも十分なものではな
く、処理ガラスを自動車のウィンドウガラスとして使用
する場合、良好な視界を得るためにはさらに改善が望ま
れていた。2. Description of the Related Art
As a water repellent agent for glass, a composition in which polydimethylsiloxane is dispersed in a solvent such as alcohol is commercially available. However, these compositions have a problem that the persistence of water repellency is not sufficient, and on the other hand, a water repellent composition containing a fluoroalkylsilane or the like has been proposed. For example, a method of forming a water-repellent coating on a substrate such as glass using two or more kinds of fluoroalkyl group-containing alkoxysilanes having different molecular chain lengths (see JP-A-5-96679), silane having a fluorine atom. A method of coating a glass surface with a compound to impart water repellency (JP-A-5-96681).
(See Japanese Patent Laid-Open Publication No. 2003-242242), a method of imparting water repellency by forming a mixture of a water repellent agent such as a fluoroalkyl group-containing alkoxysilane and an aqueous solution of hydrosilicofluoric acid saturated with silicon dioxide on the surface of a base material (Japanese Patent Laid-Open No. Hei 10 (1999) -242242). 5-97474 and 5-9747
No. 7, JP-A-5-97478), a water repellent agent comprising a polyfluoroalkyl group-containing silane compound or a partial hydrolysis-condensation product of the compound and a metal alkoxide (JP-A-58-172245, JP-A-58-172245). 64-68477, JP-A-5-
-345641), a film-forming agent composition (see Japanese Patent Application Laid-Open No. 5-311121) for imparting water repellency, which is composed of an onoganosilazane copolymer having a perfluoroalkyl group and an organic solvent (see JP-A-5-311121). , A water repellent agent comprising alcohol and water (see JP-A-5-311156), a partial hydrolyzate of a fluoroalkylsilane and a metal alkoxide, a water repellent agent containing water and an acid catalyst (JP-A-5-31156). 319867) and the like are known. However, in the water repellent using the fluoroalkyl group-containing silane shown in these, it is necessary to use a special solvent, heat treatment is required, or post-treatment such as wiping is required. There was a problem. The resulting water-repellent treated glass repels water to form water droplets, and the water repellency evaluated from the contact angle is good, but the water droplets do not always fall sufficiently from the treated glass surface, and the treated glass is When it is used as a window glass of, a further improvement is desired in order to obtain a good visibility.
【０００３】[0003]
【課題を解決するための手段】本発明は、加熱をするこ
となく室温で処理ができ、持続性に優れた良好な撥水性
を付与することができ、降雨時も良好な視界が得られる
自動車のウィンドウガラス用の撥水剤を提供することを
目的とする。本発明者らは上記問題を解決すべく鋭意研
究した結果、フルオロアルキル基含有アルコキシシラン
を主成分とし、これに両末端水酸基含有オルガノシロキ
サンを配合し、さらに加水分解触媒およびアルコールを
溶剤として使用することにより、良好な特性を有する撥
水剤組成物が得られることを見出し、本発明を完成する
に至った。すなわち、本発明の撥水剤組成物は (A) アルコール 100重量部 (B) 一般式 CF3(CF2)m(CH2)2SiRpX3-p (1) （式中、R は１価の炭化水素基、X はアルコキシ基、m
は５〜９の整数、p は０〜２の整数を表す）で示される
化合物0.01〜5.0 重量部 (C) 一般式According to the present invention, an automobile can be treated at room temperature without heating, can be imparted with good water repellency with excellent sustainability, and can have a good visibility even during rainfall. An object of the present invention is to provide a water repellent for a window glass of. As a result of intensive studies to solve the above-mentioned problems, the present inventors have used a fluoroalkyl group-containing alkoxysilane as a main component, compounding it with a hydroxyl group having both terminal hydroxyl groups and using a hydrolysis catalyst and an alcohol as a solvent. As a result, it was found that a water repellent composition having good properties can be obtained, and the present invention has been completed. That is, the water repellent composition of the present invention is (A) alcohol 100 parts by weight (B) the general formula CF 3 (CF 2 ) m (CH 2 ) 2 SiR p X 3-p (1) (wherein R is Monovalent hydrocarbon group, X is an alkoxy group, m
Is an integer of 5 to 9 and p is an integer of 0 to 2) 0.01 to 5.0 parts by weight (C) General formula
【０００４】[0004]
【化２】 Embedded image
【０００５】（式中、R1は１価の炭化水素基、q は５〜
50の整数を表す）で示される化合物0.01〜5.0 重量部 (D) 加水分解触媒 0.001〜0.1 重量部 を含有することを特徴とする。(In the formula, R 1 is a monovalent hydrocarbon group, and q is 5 to 5.
Represented by an integer of 50) 0.01 to 5.0 parts by weight (D) 0.001 to 0.1 parts by weight of a hydrolysis catalyst.
【０００６】[0006]
【発明の実施の形態】本発明の成分(A) はアルコールで
あり、組成物の溶媒となるものであり、以下に示す成分
(B) と成分(C) および成分(D) を溶解する液状のもので
あればよく、さらに適度な揮発性を有するものが好まし
い。このようなアルコールとしてはメタノール、エタノ
ール、イソプロピルアルコール、ｎ−プロピルアルコー
ル、ｎ−ブチルアルコール、ｔ−ブチルアルコールなど
が例示され、中でもエタノール、イソプロピルアルコー
ルが好ましく、特にイソプロピルアルコールが好まし
い。BEST MODE FOR CARRYING OUT THE INVENTION The component (A) of the present invention is an alcohol, which serves as a solvent for the composition.
Any liquid may be used as long as it can dissolve the component (B), the component (C) and the component (D), and a liquid having a suitable volatility is preferable. Examples of such alcohols include methanol, ethanol, isopropyl alcohol, n-propyl alcohol, n-butyl alcohol, and t-butyl alcohol, among which ethanol and isopropyl alcohol are preferable, and isopropyl alcohol is particularly preferable.
【０００７】本発明の成分(B) は、一般式(1) で示され
るフルオロアルキル基含有アルコキシシランである。式
中、R は１価の炭化水素基を示し、メチル基、エチル
基、プロピル基、ヘキシル基などのアルキル基が例示さ
れ、中でも得られる被膜の撥水性が良好なことから、特
にメチル基が好ましい。またX はアルコキシ基を示し、
メトキシ基、エトキシ基、イソプロポキシ基、ｎ−プロ
ポキシ基、ｎ−ブトキシ基などが例示され、中でも組成
物の硬化性、得られる被膜の撥水性が良好なことからメ
トキシ基、エトキシ基が好ましく、特にメトキシ基が好
ましい。成分(B) のフルオロアルキル基において、ｍは
５〜９の整数である。ｍが５以上になると、基材に形成
される被膜の表面エネルギーがより低くなるため、非常
に優れた撥水性を示すようになる。またｍが９より大き
くなると、本撥水剤に用いられるフルオロアルキルシラ
ンの沸点が高くなり、フルオロアルキルシランの合成上
問題がある。また成分(B) においてｐは０〜２の整数で
あり、得られる被膜の撥水性が良好なことから０または
１であることが好ましい。成分(B) としては、具体的に
は、CF3(CF2)5CH2CH2Si(OCH3)3、CF3(CF2)7CH2CH2Si(OC
H3)3、CF3(CF2)7CH2CH2Si(CH3)(OC2H5)2、CF3(CF2)5CH2
CH2Si(CH3)(OCH3)2 、CF3(CF2)7CH2CH2Si(CH3)(OCH3)2
などが例示される。成分(B) の添加量は、成分(A) の 1
00重量部に対して0.01〜5.0 重量部であり、好ましくは
0.1〜3.0 重量部である。 5.0重量部よりも多いとガラ
ス基材の表面に処理する場合に均一な塗布が難しくな
り、過剰なシラン成分がガラス表面に残るため、拭き取
りなどの後処理が必要になり、好ましくない。また0.01
重量部よりも少ないと、１度の処理で良好な撥水性を得
るのが難しくなる。The component (B) of the present invention is a fluoroalkyl group-containing alkoxysilane represented by the general formula (1). In the formula, R represents a monovalent hydrocarbon group, and examples thereof include an alkyl group such as a methyl group, an ethyl group, a propyl group, and a hexyl group. Above all, a methyl group is particularly preferable because the resulting coating has good water repellency. preferable. X represents an alkoxy group,
Methoxy group, ethoxy group, isopropoxy group, n-propoxy group, n-butoxy group and the like are exemplified, and among them, the curability of the composition, the methoxy group and the ethoxy group are preferable because the resulting coating has good water repellency, A methoxy group is particularly preferable. In the fluoroalkyl group of the component (B), m is an integer of 5-9. When m is 5 or more, the surface energy of the coating film formed on the base material becomes lower, so that the film exhibits excellent water repellency. When m is larger than 9, the boiling point of the fluoroalkylsilane used in the water repellent agent becomes high, which causes a problem in the synthesis of the fluoroalkylsilane. Further, in the component (B), p is an integer of 0 to 2, and is preferably 0 or 1 because the resulting coating has good water repellency. As the component (B), specifically, CF 3 (CF 2 ) 5 CH 2 CH 2 Si (OCH 3 ) 3 , CF 3 (CF 2 ) 7 CH 2 CH 2 Si (OC
H 3 ) 3 , CF 3 (CF 2 ) 7 CH 2 CH 2 Si (CH 3 ) (OC 2 H 5 ) 2 , CF 3 (CF 2 ) 5 CH 2
CH 2 Si (CH 3 ) (OCH 3 ) 2 , CF 3 (CF 2 ) 7 CH 2 CH 2 Si (CH 3 ) (OCH 3 ) 2
And the like. The amount of component (B) added is the same as that of component (A).
0.01 to 5.0 parts by weight with respect to 00 parts by weight, preferably
0.1 to 3.0 parts by weight. If the amount is more than 5.0 parts by weight, it becomes difficult to apply the composition uniformly on the surface of the glass substrate, and an excessive silane component remains on the glass surface, which requires post-treatment such as wiping, which is not preferable. Also 0.01
If the amount is less than the weight part, it becomes difficult to obtain good water repellency by one treatment.
【０００８】本発明の成分(C) は、一般式(2) で示され
る両末端水酸基含有オルガノシロキサンである。式中、
R1は１価の炭化水素基を示し、成分(B) のR と同様な基
が例示され、特にメチル基が好ましい。また、成分(C)
においてq は５〜50の数であり、好ましくは10〜40の数
である。成分(C) としては、具体的にはThe component (C) of the present invention is an organosiloxane having hydroxyl groups at both ends, which is represented by the general formula (2). Where:
R 1 represents a monovalent hydrocarbon group, examples of which are the same as those for R in component (B) are preferred, with a methyl group being particularly preferred. Also, the component (C)
In, q is a number of 5 to 50, preferably 10 to 40. As the component (C), specifically,
【０００９】[0009]
【化３】 Embedded image
【００１０】などが例示される。成分(C) の添加量は、
成分(A) の100 重量部に対して0.01〜5.0 重量部であ
り、好ましくは 0.1〜2.0 重量部である。5.0 重量部よ
りも多いとフルオロアルキルシランの耐久性が現れにく
くなり、ガラス基材との密着性が悪くなり、また0.01重
量部よりも少ないと、フルオロアルキル基含有アルコキ
シシランの性質だけが発現し、基材表面の表面撥水性が
強すぎて水滴が表面から落下せずに表面に付着するため
視界が悪くなる。For example, The amount of component (C) added is
The amount is 0.01 to 5.0 parts by weight, preferably 0.1 to 2.0 parts by weight, based on 100 parts by weight of the component (A). If the amount is more than 5.0 parts by weight, the durability of the fluoroalkylsilane becomes difficult to appear and the adhesion to the glass substrate becomes poor.If it is less than 0.01 parts by weight, only the properties of the fluoroalkyl group-containing alkoxysilane are developed. However, the surface of the substrate has too strong water repellency, and the water drops adhere to the surface without falling, resulting in poor visibility.
【００１１】本発明の成分(D) は、成分(A) と成分(B)
および成分(C) の加水分解触媒となるものであり、塩
酸、硝酸、硫酸、燐酸などの無機酸、ギ酸、酢酸、プロ
ピオン酸、シュウ酸、スルホン酸、無水酢酸、安息香酸
などの有機酸などが例示され、良好なポットライフと撥
水性が得られることから、塩酸、硝酸が好ましい。The component (D) of the present invention comprises the component (A) and the component (B).
And a hydrolysis catalyst for component (C), such as inorganic acids such as hydrochloric acid, nitric acid, sulfuric acid, phosphoric acid, organic acids such as formic acid, acetic acid, propionic acid, oxalic acid, sulfonic acid, acetic anhydride, benzoic acid, etc. Is preferred, and hydrochloric acid and nitric acid are preferred because good pot life and water repellency can be obtained.
【００１２】成分(D) の添加量は、成分(A) の 100重量
部に対して 0.001〜0.1 重量部であり、好ましくは0.01
〜0.05重量部である。 0.001重量部よりも少ないと、成
分(A) と成分(B) の加水分解速度が不十分なために基材
表面に良好な撥水性の被膜が形成されず、0.1 重量部よ
りも多いと、組成物の良好なポットライフが得られにく
くなる。The amount of component (D) added is 0.001 to 0.1 part by weight, preferably 0.01 part by weight, per 100 parts by weight of component (A).
~ 0.05 parts by weight. If the amount is less than 0.001 parts by weight, a good water-repellent film is not formed on the surface of the substrate due to insufficient hydrolysis rate of the components (A) and (B), and if the amount is more than 0.1 parts by weight, It becomes difficult to obtain a good pot life of the composition.
【００１３】本発明の組成物の調製方法は特に制限され
ず、各成分を加熱還流し加水分解することにより得られ
るが、一般に成分(D) の加水分解触媒を最後に添加し、
組成物を調製する。本発明の組成物の基材への処理方法
も特に制限されず、スプレーコート、ディッピング、ワ
イピング、刷毛塗り、布拭きなどにより均一に塗布すれ
ばよく、加熱などすることなく良好な撥水処理ができ
る。The method for preparing the composition of the present invention is not particularly limited and can be obtained by heating and refluxing each component, and generally, the hydrolysis catalyst of the component (D) is added last,
A composition is prepared. The method for treating the substrate of the composition of the present invention is not particularly limited, and it may be applied uniformly by spray coating, dipping, wiping, brush coating, cloth wiping, etc., and good water repellent treatment can be achieved without heating. it can.
【００１４】[0014]
【発明の効果】本発明の撥水剤組成物は、加熱をするこ
となく室温で処理ができ、拭き取りなどの後処理もする
必要がなく、持続性に優れた良好な撥水性を付与するこ
とができるという特徴を有する。本発明の撥水剤を用い
て処理したガラスは良好な撥水性を示し、さらに表面に
生じる水滴が容易に落下をするため、ガラスの視界が良
好に保たれ、特に自動車のウィンドウガラス用の撥水剤
として有用である。Industrial Applicability The water repellent composition of the present invention can be treated at room temperature without heating and need not be subjected to post-treatment such as wiping and impart good water repellency excellent in durability. It has the feature that The glass treated with the water repellent of the present invention exhibits good water repellency, and since water droplets generated on the surface easily drop, the visibility of the glass is kept good, and especially for a window glass for automobiles. It is useful as a liquid medicine.
【００１５】[0015]
【実施例】以下に本発明を実施例により詳細に説明す
る。なお実施例において部は重量部を、％は重量％を示
す。 実施例１ イソプロピルアルコール 100部にフルオロシランとして
のヘプタデカフルオロデシルトリメトキシシラン[CF3(C
F2)7CH2CH2Si(OCH3)3] 1.5部を添加して混合し、さらに
両末端シロキサンジオールとして[HO(Si(CH3)2O)10H]
0.5部を添加し、さらに触媒として硝酸水（2.38％水溶
液）0.67部を添加（硝酸量として0.015 部）し、80℃で
３時間加熱還流を行ない組成物を調製した。得られた組
成物にガラス基板を浸漬して塗布し、室温で５分間風乾
を行い、撥水処理ガラス板を作成した。この撥水処理ガ
ラス板上に水滴を乗せ、その初期接触角と落下傾斜角を
測定装置（協和科学（株）製、CA−Ａ型）により測定
し、撥水性を評価した。また、水滴転がり性は、30°に
傾斜させた斜面に撥水処理ガラス板をのせ、水滴が転が
り始めた時の水滴量を測定した。結果を表２に示す。The present invention will be described below in detail with reference to examples. In the examples, "part" means "part by weight" and "%" means "% by weight". Example 1 In 100 parts of isopropyl alcohol, heptadecafluorodecyltrimethoxysilane [CF 3 (C
F 2 ) 7 CH 2 CH 2 Si (OCH 3 ) 3 ] 1.5 parts was added and mixed, and [HO (Si (CH 3 ) 2 O) 10 H] was used as a siloxane diol at both ends.
0.5 part was added, and 0.67 part of nitric acid water (2.38% aqueous solution) was added as a catalyst (0.015 part as nitric acid amount), and the mixture was heated under reflux at 80 ° C. for 3 hours to prepare a composition. A glass substrate was dipped and applied in the obtained composition, and air-dried at room temperature for 5 minutes to prepare a water-repellent treated glass plate. Water droplets were placed on the water-repellent treated glass plate, and the initial contact angle and falling inclination angle were measured by a measuring device (CA-A type manufactured by Kyowa Kagaku Co., Ltd.) to evaluate the water repellency. The water drop rolling property was measured by placing a water repellent glass plate on a slope inclined at 30 ° and measuring the amount of water drops when the water drops started to roll. Table 2 shows the results.
【００１６】また、コーティング被膜の耐久性をワイパ
ー摺動耐久性試験により測定した。結果を表２に示す。 〔ワイパー摺動耐久性試験〕ワイパーの押し圧を15ｇ／
cmに設定し、水を噴霧しながら２万回摺動しその後30°
に傾斜させた斜面に試験後の撥水処理ガラス板をのせ、
水滴が転がり始めた水滴量を測定する。The durability of the coating film was measured by a wiper sliding durability test. Table 2 shows the results. [Wiper sliding durability test] Pressing force of wiper is 15g /
Set to cm and slide 20,000 times while spraying water, then 30 °
Place the water-repellent treated glass plate after the test on the slope inclined to
Measure the amount of water droplets that started to roll.
【００１７】実施例２〜１１ 表１に示す組成で実施例１と同様に処理剤を調製し、同
様に撥水性を評価した。結果を表２に示す。Examples 2 to 11 A treating agent having the composition shown in Table 1 was prepared in the same manner as in Example 1, and the water repellency was evaluated in the same manner. Table 2 shows the results.
【００１８】比較例１ 成分（Ｂ） である両末端シロキサンジオールを添加せ
ず、イソプロピルアルコール 100部にフルオロシランと
してのヘプタデカフルオロデシルトリメトキシシラン[C
F3(CF2)7CH2CH2Si(OCH3)3] 2.0部を添加して混合し、さ
らに触媒として硝酸水（2.38％水溶液）0.67部を添加
（硝酸量として 0.015部）し、80℃で３時間加熱還流を
行い組成物を調製した。得られた組成物にガラス基板を
浸漬して塗布し、室温で５分間風乾を行い、撥水処理ガ
ラス板を作成し、実施例１と同様に撥水性の評価を行っ
た。結果を表２に示す。Comparative Example 1 Heptadecafluorodecyltrimethoxysilane [C as fluorosilane was added to 100 parts of isopropyl alcohol without addition of siloxane diol at both ends as component (B).
2.0 parts of F 3 (CF 2 ) 7 CH 2 CH 2 Si (OCH 3 ) 3 ] was added and mixed, and 0.67 parts of nitric acid water (2.38% aqueous solution) was added as a catalyst (0.015 parts of nitric acid amount), A composition was prepared by heating under reflux at 80 ° C. for 3 hours. A glass substrate was dipped and applied in the obtained composition, and air-dried at room temperature for 5 minutes to prepare a water-repellent treated glass plate, and water repellency was evaluated in the same manner as in Example 1. Table 2 shows the results.
【００１９】比較例２ フルオロシランとして、ヘプタデカフルオロデシルトリ
メトキシシラン[CF3(CF2)7CH2CH2Si(OCH3)3] 8.0部、両
末端シロキサンジオールとして[HO(Si(CH3)2O)10H] 4.0
部としたほかは、実施例１同様に処理剤を調製し、同様
に撥水性を評価した。結果を表２に示す。Comparative Example 2 8.0 parts of heptadecafluorodecyltrimethoxysilane [CF 3 (CF 2 ) 7 CH 2 CH 2 Si (OCH 3 ) 3 ] as fluorosilane and [HO (Si (CH (CH 3 ) 2 O) 10 H] 4.0
A treating agent was prepared in the same manner as in Example 1 except that the parts were used, and the water repellency was evaluated in the same manner. Table 2 shows the results.
【００２０】比較例３ フルオロシランとして、ヘプタデカフルオロデシルトリ
メトキシシラン[CF3(CF2)7CH2CH2Si(OCH3)3] 1.0部、両
末端シロキサンジオールとして[HO(Si(CH3)2O)10H] 7.0
部としたほかは、実施例１と同様に処理剤を調製し、同
様に撥水性を評価した。結果を表２に示す。Comparative Example 3 1.0 part of heptadecafluorodecyltrimethoxysilane [CF 3 (CF 2 ) 7 CH 2 CH 2 Si (OCH 3 ) 3 ] was used as the fluorosilane, and [HO (Si (CH 3 ) 2 O) 10 H] 7.0
A treating agent was prepared in the same manner as in Example 1 except that the parts were used, and the water repellency was evaluated in the same manner. Table 2 shows the results.
【００２１】[0021]
【表１】 [Table 1]
【００２２】[0022]
【表２】 [Table 2]
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.6 識別記号 庁内整理番号 ＦＩ 技術表示箇所 Ｃ０９Ｄ 183/06 ＰＭＴ Ｃ０９Ｄ 183/06 ＰＭＴ 183/08 183/08 (72)発明者 甲斐 康朗 神奈川県横浜市神奈川区宝町２番地 日産 自動車株式会社内─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. 6 Identification code Internal reference number FI Technical display location C09D 183/06 PMT C09D 183/06 PMT 183/08 183/08 (72) Inventor Yasuro Kai Kanagawa 2 Takaracho, Kanagawa-ku, Yokohama-shi Nissan Motor Co., Ltd.
Claims (5)
は５〜９の整数、p は０〜２の整数を表す）で示される
化合物0.01〜5.0 重量部 (C) 一般式 【化１】 （式中、R1は１価の炭化水素基、q は５〜50の数を表
す）で示される化合物0.01〜5.0 重量部 (D) 加水分解触媒 0.001〜0.1 重量部 を含有する撥水剤組成物。(A) 100 parts by weight of alcohol (B) General formula CF 3 (CF 2 ) m (CH 2 ) 2 SiR p X 3-p (1) (wherein R is a monovalent hydrocarbon group) , X is an alkoxy group, m
Is an integer of 5 to 9 and p is an integer of 0 to 2) 0.01 to 5.0 parts by weight (C) General formula: (Wherein R 1 represents a monovalent hydrocarbon group, q represents a number of 5 to 50) 0.01 to 5.0 parts by weight (D) Water repellent containing 0.001 to 0.1 parts by weight of hydrolysis catalyst Composition.
はイソプロピルアルコールである請求項１記載の撥水剤
組成物。2. The water repellent composition according to claim 1, wherein the alcohol as the component (A) is ethanol or isopropyl alcohol.
項１記載の撥水剤組成物。3. The water repellent composition according to claim 1, wherein R 2 in the component (B) is a methyl group.
キシ基である請求項１記載の撥水剤組成物。4. The water repellent composition according to claim 1, wherein X in the component (B) is a methoxy group or an ethoxy group.
酸である請求項１記載の撥水剤組成物。5. The water repellent composition according to claim 1, wherein the hydrolysis catalyst of the component (D) is nitric acid or hydrochloric acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP33638195A JPH09176622A (en) | 1995-12-25 | 1995-12-25 | Water repellent composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP33638195A JPH09176622A (en) | 1995-12-25 | 1995-12-25 | Water repellent composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH09176622A true JPH09176622A (en) | 1997-07-08 |
Family
ID=18298556
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP33638195A Withdrawn JPH09176622A (en) | 1995-12-25 | 1995-12-25 | Water repellent composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH09176622A (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH1036820A (en) * | 1996-07-26 | 1998-02-10 | Cci Corp | Water repellent and method for water repellent finishing |
| JPH10158521A (en) * | 1996-12-03 | 1998-06-16 | Huels Ag | Alcohol-based organopolysiloxane-containing composition, its production and use |
| WO1999063022A1 (en) * | 1998-06-04 | 1999-12-09 | Nippon Sheet Glass Co., Ltd. | Process for producing article coated with water-repellent film, article coated with water-repellent film, and liquid composition for water-repellent film coating |
| US6713186B1 (en) * | 1996-12-03 | 2004-03-30 | Degussa Ag | Fluoroalkyl-functional organosiloxane-containing compositions based on alcohol, a process for their preparation and their use |
| JP2006144019A (en) * | 2004-08-27 | 2006-06-08 | Central Glass Co Ltd | Treating agent for obtaining water sliding coat, and method for making water sliding coat |
| JP2007008967A (en) * | 2001-02-09 | 2007-01-18 | Dow Corning Toray Co Ltd | Silicone resin composition for water-repelling coating |
| KR20190025813A (en) | 2016-07-05 | 2019-03-12 | 신에쓰 가가꾸 고교 가부시끼가이샤 | Organosilicon compound and surface treatment composition |
-
1995
- 1995-12-25 JP JP33638195A patent/JPH09176622A/en not_active Withdrawn
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH1036820A (en) * | 1996-07-26 | 1998-02-10 | Cci Corp | Water repellent and method for water repellent finishing |
| JPH10158521A (en) * | 1996-12-03 | 1998-06-16 | Huels Ag | Alcohol-based organopolysiloxane-containing composition, its production and use |
| US6713186B1 (en) * | 1996-12-03 | 2004-03-30 | Degussa Ag | Fluoroalkyl-functional organosiloxane-containing compositions based on alcohol, a process for their preparation and their use |
| WO1999063022A1 (en) * | 1998-06-04 | 1999-12-09 | Nippon Sheet Glass Co., Ltd. | Process for producing article coated with water-repellent film, article coated with water-repellent film, and liquid composition for water-repellent film coating |
| EP1113064A4 (en) * | 1998-06-04 | 2006-06-14 | Nippon Sheet Glass Co Ltd | Process for producing article coated with water-repellent film, article coated with water-repellent film, and liquid composition for water-repellent film coating |
| JP3842554B2 (en) * | 1998-06-04 | 2006-11-08 | 日本板硝子株式会社 | Method for producing water-repellent film-coated article, water-repellent film-coated article, and liquid composition for water-repellent film coating |
| JP2007008967A (en) * | 2001-02-09 | 2007-01-18 | Dow Corning Toray Co Ltd | Silicone resin composition for water-repelling coating |
| JP2006144019A (en) * | 2004-08-27 | 2006-06-08 | Central Glass Co Ltd | Treating agent for obtaining water sliding coat, and method for making water sliding coat |
| KR20190025813A (en) | 2016-07-05 | 2019-03-12 | 신에쓰 가가꾸 고교 가부시끼가이샤 | Organosilicon compound and surface treatment composition |
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| A300 | Withdrawal of application because of no request for examination |
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