JPS60208373A - Silicon-based coating agent - Google Patents
Silicon-based coating agentInfo
- Publication number
- JPS60208373A JPS60208373A JP6411984A JP6411984A JPS60208373A JP S60208373 A JPS60208373 A JP S60208373A JP 6411984 A JP6411984 A JP 6411984A JP 6411984 A JP6411984 A JP 6411984A JP S60208373 A JPS60208373 A JP S60208373A
- Authority
- JP
- Japan
- Prior art keywords
- coating agent
- added
- agent according
- silicone
- methylsiloxane
- 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
Links
Landscapes
- Paints Or Removers (AREA)
Abstract
Description
【発明の詳細な説明】
本発明はシリコン系コーテング剤に関するもので、特に
メチルシロキサンに反応性樹脂媒質を組み合わせた撥水
性、撥油性に優れた透明なシリコン系コーテング剤に関
するものである。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a silicone-based coating agent, and more particularly to a transparent silicone-based coating agent with excellent water and oil repellency, which is a combination of methylsiloxane and a reactive resin medium.
ｆす１
シリコン系コーテング剤はその優れた撥水性のために各
種の分野に利用されてきているが、特に着氷防止塗料と
しての可能性を含むものとして注目されていることは周
知の通シである。fS1 Silicone coating agents have been used in various fields due to their excellent water repellency, but it is well-known that they are attracting attention for their potential as anti-icing coatings. It is.
着氷防止塗料としてはこれまでにもダウコーニング社（
米）が１９６９年にシリコン樹脂のカルボン酸塩を提案
し、バイヤー社（西独）が塩基性シロキサンの脂肪酸塩
とアルキッド樹脂を主成分とするものを提案しておシ、
またＮＡＳＡと−ぐンデックス社（米）との共同研究に
よるレーメー用結露防止材料、ヘキスト社（西独）のジ
メチルシロキサンとアクリル樹脂との共重合体等が知ら
れているが、結氷防止塗料は撥水性ばか）でなく、撥油
性の有無によっても著しく影響されることが知られてき
た０本発明者はこれまでにも弗累樹脂系材料を利用した
撥水、撥油塗料の開発に注力してきたが、弗素樹脂系コ
ーテング剤では撥水性と撥油性とを同時に付与する場合
に透明性全維持することが極めて困難であること全知シ
、シリコン系撥水剤金利用して撥水、撥油性に優れた透
明塗膜を得るための研究に入シ、その結果シリコン系撥
水剤に成る種の反応性樹脂媒質を組み合わせること妃よ
って容易に撥水、撥油性に優れた透明塗膜を得られるこ
とを知見した。Dow Corning Co., Ltd. (
In 1969, the United States (USA) proposed a silicone resin carboxylate, and Bayer (West Germany) proposed a product whose main components were a basic siloxane fatty acid salt and an alkyd resin.
Also known are anti-condensation materials for Röhme developed through joint research between NASA and Gundex (USA), and a copolymer of dimethylsiloxane and acrylic resin produced by Hoechst (West Germany), but anti-icing paints are repellent. It has been known that it is significantly affected not only by the presence or absence of oil repellency, but also by the presence or absence of oil repellency. However, it is well known that it is extremely difficult to maintain full transparency when imparting water and oil repellency at the same time with fluororesin coating agents. We conducted research to obtain a transparent coating film with excellent water and oil repellency, and as a result, we were able to easily obtain a transparent coating film with excellent water and oil repellency by combining a type of reactive resin medium that is a silicone water repellent. I found out that it can be done.
すなわち、本発明はメチルシロキサンに反応性ａｔ 脂
Ｋ 質としてアリルグリシジルエーテル、ジアリルフタ
レート、ブチルメタアクリレート等を組み合わせ、重合
反応させたものを主成分とするシリコン系コーテング剤
に関するものであシ、その際に弗化燐酸エステルを加え
ることによって著しい相乗効果をもたらしたものである
。本発明で使用されるメチルシロキサンは東しく株）Ｓ
Ｒ２４１０や信越化学（株）ＫＲ２８２等が、アリルグ
リシジルエーテルは大阪１１！ （株）Ａ Ｇが、ジア
リルフタレートは大阪曹達（株）ＤＡＰ等が好適に使用
され、また増粘剤としては東しシリコン（株）ＳＩ（２
００が、弗化燐酸エステルとしては新秋田化成（株）Ｅ
Ｆ１２３系列のもの、さらに工Ｉキシ樹脂としては東部
化成（株）ＹＤＯ１９等を便利に使用することができる
。That is, the present invention relates to a silicone-based coating agent whose main component is methylsiloxane combined with allyl glycidyl ether, diallyl phthalate, butyl methacrylate, etc. as a reactive fat substance and subjected to a polymerization reaction. A remarkable synergistic effect was brought about by adding a fluorinated phosphate ester. The methylsiloxane used in the present invention is Toshiku Co., Ltd.) S
R2410 and Shin-Etsu Chemical Co., Ltd. KR282, etc., but allyl glycidyl ether is Osaka 11! AG Co., Ltd., diallyl phthalate is preferably DAP made by Osaka Soda Co., Ltd., and the thickener is SI (2) made by Toshi Silicon Co., Ltd.
00 is Shin Akita Kasei Co., Ltd. E as the fluorophosphate ester
It is possible to conveniently use F123 series resins, as well as YDO19 manufactured by Tobu Kasei Co., Ltd. as the engineering I resin.
以下に本発明の実施例を示す。々お各実施例における撥
水性はＪＩＳ−Ｌ−１０９２に準じたもので、ＪＩＳ−
Ｌ−１０９２’ とは撥水度試験機（ＡＡＴＣＣ型スプ
レー式試験機）を用い試験布を直径１５．２５ｃＩｎの
枠に取シ付け、スプレーの中心が枠の中心と一致するよ
うにし、水（２７ｃ！２ｃ）２５０ｃｃ’ｌｉ−漏斗に
注入し、これを試験布上に２５〜３０秒で散布する。次
に枠を台から取シはずしその一端を持ち表側を下向きに
し他端を軽くたたいて、余分の水滴を落したのち、濡れ
た状態を次の標準表によ如採点を行なうものである。Examples of the present invention are shown below. The water repellency in each example is based on JIS-L-1092.
What is L-1092'? Using a water repellency tester (AATCC type spray tester), attach the test fabric to a frame with a diameter of 15.25 cIn, making sure that the center of the spray matches the center of the frame, and applying water ( 27c!2c) Pour into a 250cc'li-funnel and sprinkle it onto the test fabric for 25-30 seconds. Next, remove the frame from the stand, hold one end of the frame with the front side facing down, and tap the other end to remove any excess water.Then, the wet condition is scored according to the following standard table. .
（５）
また撥油性試験はヌレエール法に準するもので、ヌレエ
ール法とは無色無臭、比重０．８８０〜０．９００、粘
度３６０〜３９０．３８ Ｃのホワイトミネラルオイル
（通称ヌジスール）とＮ−へゾタンとを下表に示される
比率で混合し、これを試料の上二ケ所に数滴（径約４
ｗｓ ） ｋ置き、３分後の浸透状態によ〕判定するも
のである。(5) In addition, the oil repellency test is based on the Nureaire method, which is a colorless and odorless test using white mineral oil (commonly known as Nujisur) and N- Mix Hezotan with the ratio shown in the table below, and add a few drops of this to the top two places on the sample (about 4 in diameter).
ws) Judgment is made based on the state of penetration after 3 minutes.
実施例１゜
下記の５種類の組成を５×１５ｃ！ｎの試験片に塗布し
、東京都立大工学部石川研究室で撥水、（６）
撥油度試験を行なった結果は次の通シであシ、Ｎｏ、
１及びＮｏ、 ２の本発明の組成の被膜がＮｏ。Example 1゜5 x 15c of the following 5 types of composition! The results of water repellency and oil repellency tests conducted at Ishikawa Laboratory, Faculty of Engineering, Tokyo Metropolitan University, are as follows: No.
No. 1 and No. 2, and No. 2, the coating having the composition of the present invention.
３以下の従来品に比較して著しく優れた撥油性を有する
ことが知られた。It was known that it had significantly superior oil repellency compared to conventional products with a rating of 3 or less.
実施例２゜
下記の２種類の組成をつ〈シ、試験片に塗布硬化後に撥
水、撥油度試験を行なりた結果は次の通シであυ、撥水
、撥油性共に充分のものは得られなかった。Example 2 The following two types of compositions were applied to test pieces and after curing, water and oil repellency tests were conducted.The results are as follows. I didn't get anything.
実施例３
下記の実施例２の成分の他にトリクロルエタンに溶解し
た新秋田化成■ＥＦ１３２を加えた２種類の組成をつく
シ、試験片に塗布硬化後に撥水、撥油度試験を行なった
結果、ＥＦ］３２の効果が明白ＫＭめられた。Example 3 In addition to the ingredients in Example 2 below, two types of compositions were prepared in which Shin Akita Kasei EF132 dissolved in trichloroethane was added. After coating and curing on test pieces, water and oil repellency tests were conducted. As a result, the effect of EF]32 on KM was clearly demonstrated.
実施例４゜
実施例３の７リルグリジシルエーテルの代わυにブチル
メタクリレートを用いた下記の２１０ ）
神類の組成をつくり、試験片に塗布硬化後に撥水、撥油
度試験を行ない次の結果を得た。Example 4 The following 210) divine composition was prepared using butyl methacrylate instead of 7-lylglydisyl ether in Example 3, and after coating and curing on a test piece, water and oil repellency tests were conducted. Got the results.
実施例５゜
下記の２釉類の組成のもの全試験片に塗布硬化後に、撥
水、撥油度試験を行なった結果、（１０）
撥水、撥油性共に満足できるものとなりたが実施例２〜
４のような透明のものは得られなかった。Example 5 After coating and curing all test pieces with the following two glaze compositions, a water repellency and oil repellency test was conducted.(10) As a result, both water repellency and oil repellency were satisfactory. 2~
A transparent product like No. 4 was not obtained.
以上の実施例からも知られるように、本発明によれは電
解型弗素樹脂をメチルシロキサンと組み合わせることに
よって撥水性、撥油性共に著しく優れた透明波ＰＩＸを
得られるものであシ、防雪塗料の開発において極めて重
要な意義を有するものということができる。As is known from the above examples, according to the present invention, by combining an electrolytic fluororesin with methylsiloxane, transparent wave PIX with extremely excellent water and oil repellency can be obtained. This can be said to have extremely important significance in development.
特許出願人 興新化学工業株式会社 代理人 丸山幸雄Patent applicant: Koshin Chemical Industry Co., Ltd. Agent Yukio Maruyama
Claims (9)
を主成分とすることを特徴とするシリコン系コーテング
剤。(1) A silicone coating agent characterized by containing methylsiloxane and allyl glycytyl ether as main components.
（１）項記載のコーテング剤。(2) The coating agent according to claim (1), to which a silicone thickener is added.
記載のコーテング剤。(3) The coating agent according to claim (2), in which gold is added to the resin.
た特許請求の範囲第（３）項記載のコーテング剤。(4) The coating agent according to claim (3), to which polytetrachloroethylene resin powder is added.
囲第（２）項記載のコーテング剤。(5) The coating agent according to claim (2), to which a fluorophosphate ester is added.
特許請求の範囲第（５）項記載のコーテング剤。(6) The coating agent according to claim (5), wherein the fluorophosphate ester is a mixture of one or more types.
） ト全主成分とすることを特徴とするシリコン系コーテン
グ剤。(7) Methylsiloxane and butyl methacrylate (1
) A silicone-based coating agent characterized in that the main ingredients are:
（７）項記載のコーテング剤。(8) The coating agent according to claim (7), to which a silicone thickener is added.
Ｎ求の範囲第（８）項記載のコーテング剤。 ０のメチルシロキサン及びジアリルフタレートヲ主成分
とすることを特徴とするシリコン系コーテング剤。 αｌ）シリコン系増粘剤を添加された特ｒ（：結末の範
囲第（１０）項記載のコーテング剤。 α２）フルオロ燐酸エステルを添加された特許請求の範
囲第（１１）項記載のコーテング剤。 α３）エポキシ樹脂を添加された特許請求の範囲第（１
２）項記載のコーテング剤。(9) Special FF1t added with fluorophosphate ester
The coating agent according to the desired range item (8). 1. A silicone-based coating agent characterized in that the main components thereof are 0 methylsiloxane and diallyl phthalate. αl) The coating agent according to claim (10) to which a silicone thickener is added. α2) The coating agent according to claim (11) to which a fluorophosphate ester is added. . α3) Claim No. 1 (1) in which epoxy resin is added
Coating agent described in section 2).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6411984A JPS60208373A (en) | 1984-03-31 | 1984-03-31 | Silicon-based coating agent |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6411984A JPS60208373A (en) | 1984-03-31 | 1984-03-31 | Silicon-based coating agent |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS60208373A true JPS60208373A (en) | 1985-10-19 |
Family
ID=13248855
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP6411984A Pending JPS60208373A (en) | 1984-03-31 | 1984-03-31 | Silicon-based coating agent |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60208373A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6339960A (en) * | 1986-08-05 | 1988-02-20 | Nippon Mining Co Ltd | Film-forming agent for preventing oil deposition |
| JP2004359858A (en) * | 2003-06-05 | 2004-12-24 | Nippon Paint Co Ltd | Michael curing type water repellent coating material composition |
| CN109071994A (en) * | 2016-04-26 | 2018-12-21 | 3M创新有限公司 | The product for being subjected to ice formation including the rejection surface comprising fluorochemical materials |
-
1984
- 1984-03-31 JP JP6411984A patent/JPS60208373A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6339960A (en) * | 1986-08-05 | 1988-02-20 | Nippon Mining Co Ltd | Film-forming agent for preventing oil deposition |
| JPH0347672B2 (en) * | 1986-08-05 | 1991-07-22 | Nippon Kogyo Kk | |
| JP2004359858A (en) * | 2003-06-05 | 2004-12-24 | Nippon Paint Co Ltd | Michael curing type water repellent coating material composition |
| CN109071994A (en) * | 2016-04-26 | 2018-12-21 | 3M创新有限公司 | The product for being subjected to ice formation including the rejection surface comprising fluorochemical materials |
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