JPH0786184B2 - Polysiloxane coating composition - Google Patents
Polysiloxane coating compositionInfo
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- JPH0786184B2 JPH0786184B2 JP18705989A JP18705989A JPH0786184B2 JP H0786184 B2 JPH0786184 B2 JP H0786184B2 JP 18705989 A JP18705989 A JP 18705989A JP 18705989 A JP18705989 A JP 18705989A JP H0786184 B2 JPH0786184 B2 JP H0786184B2
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Description
【発明の詳細な説明】 〔産業上の利用分野〕 本発明は貯蔵安定性がよく、また、耐水性、耐薬品性等
の各種塗膜性能に優れ、かつクラックの生じにくい塗膜
が得られるポリシロキサン被覆組成物に関する。DETAILED DESCRIPTION OF THE INVENTION [Industrial field of application] The present invention provides a coating film which has good storage stability and excellent performance of various coating films such as water resistance and chemical resistance, and is resistant to cracking. It relates to a polysiloxane coating composition.
従来からオルガノアルコキシシランもしくはそれとコロ
イド状シリカ分散液を加水分解、部分縮合反応せしめて
得られたポリシロキサン無機系被覆用結合剤として多用
されている。前記加水分解、部分縮合反応はアルカリ性
水溶液もしくは酸性水溶液中で行なうことが出来るが、
アルカリ性水溶液中では、縮合反応のコントロールが困
難であり、それ故酸性水溶液中で加水分解、部分縮合反
応させてポリシロキサン液を製造する方法が広く採用さ
れている。It has been widely used as a polysiloxane inorganic coating binder obtained by hydrolyzing and partially condensing an organoalkoxysilane or a colloidal silica dispersion liquid. The hydrolysis and partial condensation reaction can be carried out in an alkaline aqueous solution or an acidic aqueous solution,
It is difficult to control the condensation reaction in an alkaline aqueous solution. Therefore, a method of producing a polysiloxane liquid by hydrolysis and partial condensation reaction in an acidic aqueous solution is widely adopted.
しかしながら、酸性水溶液中で前記反応を行って得られ
たポリシロキサン液を構成成分として配合した被覆組成
物は通常pHが４以下となり、長期間に亘る貯蔵安定性に
問題があり、更に該被覆組成物を金属面に塗布すると耐
食性等に問題があり、またアルカリ性を示す窯業系建材
等に塗布すると安定な塗膜の形成が困難であるなど問題
となっていた。However, a coating composition containing a polysiloxane liquid obtained by carrying out the above reaction in an acidic aqueous solution as a constituent component usually has a pH of 4 or less and has a problem in storage stability over a long period of time. There is a problem in that corrosion resistance and the like are applied when an object is applied to a metal surface, and it is difficult to form a stable coating film when applied to a ceramic-based building material or the like which shows alkalinity.
そこで、本発明者等はpHの低い酸性ポリシロキサン液を
配合した被覆組成物を中性もしくは弱酸性にすれば前記
問題点が解消されるであろうと考え、有機アミン、苛性
ソーダ、苛性カリ等の塩基性化合物を添加して研究を進
めたところ、被覆組成物の貯蔵安定性が却って悪くなる
といった問題点のあることが判明した。Therefore, the present inventors believe that the above problems will be solved by making a coating composition containing an acidic polysiloxane liquid having a low pH neutral or weakly acidic, and the organic amine, caustic soda, caustic potash, and other bases are considered. As a result of conducting a study by adding a functional compound, it was found that there is a problem that the storage stability of the coating composition rather deteriorates.
本発明者等は、このような現状に鑑み鋭意検討した結
果、被覆組成物の貯蔵安定性等を阻害することなく、被
覆組成物を中性もしくは弱酸性にし、従来の前記問題点
を解消した被覆組成物を見出し、本発明に到ったもので
ある。The inventors of the present invention have made extensive studies in view of such a current situation, and made the coating composition neutral or weakly acidic without impairing the storage stability and the like of the coating composition, and solved the above-mentioned conventional problems. The present invention has been accomplished by finding a coating composition.
すなわち、本発明は、 （Ａ）（ｉ）一般式RSi（OR′）３（但し、Ｒは炭素数
１〜８の有機基、Ｒ′は炭素数１〜５の有機基）で示さ
れる化合物 100重量部、 （ii）一般式R2Si（OR′）２（但し、Ｒ、Ｒ′は前期と
同様）で示される化合物 ０〜40重量部、及び （iii）コロイド状シリカの親水性有機溶媒分散液５〜4
0重量部（固形分換算）、 とからなる混合物を酸水溶液により加水分解、部分縮合
反応せしめて得られたポリシロキサン液、 （Ｂ）前記（Ａ）のpHが５〜７となるような量の、エピ
クロルヒドリン、プロピレンオキサイド、グリシドール
及びジグリシジルエーテルからなる群から選択されるエ
ポキシ基含有化合物、及び （Ｃ）硬化触媒、 とからなるポリシロキサン被覆組成物に関するものであ
る。That is, the present invention provides a compound represented by (A) (i) a general formula RSi (OR ') 3 (wherein R is an organic group having 1 to 8 carbon atoms and R'is an organic group having 1 to 5 carbon atoms). 100 parts by weight, (ii) 0 to 40 parts by weight of a compound represented by the general formula R 2 Si (OR ′) 2 (where R and R ′ are the same as in the previous term), and (iii) a hydrophilic organic colloidal silica Solvent dispersion 5-4
0 parts by weight (in terms of solid content), a polysiloxane liquid obtained by hydrolyzing and partially condensing a mixture of an acid aqueous solution, and (B) an amount such that the pH of (A) becomes 5 to 7 , An epoxy group-containing compound selected from the group consisting of epichlorohydrin, propylene oxide, glycidol and diglycidyl ether, and (C) a curing catalyst.
本発明は、pHの低いポリシロキサン液にエポキシ基含有
化合物を配合することにより予想外にも貯蔵安定性や塗
膜性能に悪影響及ぼすことなくpHを中性もしくは弱酸性
とすることが出来ることを見出したものである。なお、
エポキシ基含有化合物を配合することによりpHが上がる
機構は次の反応により、〔H+〕の低下が生じるためと考
えられる。The present invention unexpectedly makes it possible to make the pH neutral or weakly acidic by blending an epoxy group-containing compound with a low-pH polysiloxane liquid without adversely affecting storage stability and coating film performance. I found it. In addition,
It is considered that the mechanism by which the pH is increased by adding the epoxy group-containing compound is that [H + ] is lowered by the following reaction.
以下、本発明を詳細に説明する。 Hereinafter, the present invention will be described in detail.
本発明で使用される化合物（ｉ）は一般式RSi（OR′）
３で示される化合物である。一般式中、Ｒは炭素数１〜
８の有機基であり、Ｒ′は炭素数１〜５の有機基であ
る。具体的にはＲとしてはメチル基、エチル基、ｎ−プ
ロピル基、ｉ−プロピル基等のアルキル基、γ−クロロ
プロピル基、3,3,3−トリクロロプロピル基、γ−グリ
シドキシプロピル基、γ−メタクリルオキシプロピル
基、γ−メルカプトプロピル基、γ−アミノプロピル
基、ビニル基、フェニル基、3,4−エポキシシクロヘキ
シルエチル基等が代表的なものとして挙げられる。ま
た、Ｒ′としてはメチル基、エチル基、ｎ−プロピル
基、ｉ−プロピル基、ｎ−ブチル基、sec−ブチル基、
ｔ−ブチル基等が代表的なものとして挙げられる。The compound (i) used in the present invention has the general formula RSi (OR ').
It is a compound represented by 3 . In the general formula, R has 1 to 1 carbon atoms.
8 is an organic group, and R'is an organic group having 1 to 5 carbon atoms. Specifically, R is a methyl group, an ethyl group, an n-propyl group, an alkyl group such as i-propyl group, γ-chloropropyl group, 3,3,3-trichloropropyl group, γ-glycidoxypropyl group. , Γ-methacryloxypropyl group, γ-mercaptopropyl group, γ-aminopropyl group, vinyl group, phenyl group, and 3,4-epoxycyclohexylethyl group are typical examples. Further, as R ′, a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, a sec-butyl group,
A typical example is t-butyl group.
本発明で使用される化合物（ii）は一般式R2Si（OR′）
２で示される化合物であり、一般式中Ｒ、Ｒ′は前記と
同様である。The compound (ii) used in the present invention has the general formula R 2 Si (OR ′)
In the general formula, R and R'are the same as defined above.
本発明で使用されるコロイド状シリカの親水性有機溶媒
分散液（iii）は好適にはメタノール、エタノール、イ
ソプロピルアルコールなどのアルコール類、エチレング
リコールモノエチルエーテル、エチレングリコールモノ
ブチルエーテルなどのアルコールエーテル類等の有機溶
媒に分散させたシリカ含有量約10〜40重量％のコロイド
状シリカ分散液である。The hydrophilic organic solvent dispersion liquid (iii) of colloidal silica used in the present invention is preferably alcohols such as methanol, ethanol and isopropyl alcohol, alcohol ethers such as ethylene glycol monoethyl ether and ethylene glycol monobutyl ether. Is a colloidal silica dispersion having a silica content of about 10-40% by weight dispersed in an organic solvent.
本発明で使用される酸は、水により加水分解された前記
化合物（ｉ）、化合物（ii）及びコロイダルシリカ（ii
i）を縮合反応させるための反応促進触媒であり、具体
的には酢酸、塩酸、硫酸、硝酸、蟻酸、硼酸等の通常使
用されている酸が利用出来る。更に本発明で使用するポ
リシロキサン液（Ａ）を製造するためには前記各成分以
外に加水分解させるための水及び必要により前記部分縮
合反応の円滑な進行を助け、組成物の分散安定性を向上
させるため親水性有機溶媒を配合する。該有機溶媒とし
てはアルコール類が好適であり、具体的にはメタノー
ル、エタノール、ｎ−プロピルアルコール、ｉ−プロピ
ルアルコール、sec−ブチルアルコール、ｔ−ブチルア
ルコール、エチレングリコール、ジエチレングリコー
ル、トリエチレングリコール、酢酸エチレングリコール
モノエチルエーテルなどが代表的なものとして挙げられ
る。The acid used in the present invention is the compound (i), compound (ii) and colloidal silica (ii) hydrolyzed by water.
It is a reaction accelerating catalyst for causing the condensation reaction of i), and specifically, commonly used acids such as acetic acid, hydrochloric acid, sulfuric acid, nitric acid, formic acid and boric acid can be used. Further, in order to produce the polysiloxane liquid (A) used in the present invention, water for hydrolyzing in addition to the above-mentioned respective components and, if necessary, the partial condensation reaction are promoted smoothly and the dispersion stability of the composition is improved. A hydrophilic organic solvent is added in order to improve. As the organic solvent, alcohols are preferable, and specifically, methanol, ethanol, n-propyl alcohol, i-propyl alcohol, sec-butyl alcohol, t-butyl alcohol, ethylene glycol, diethylene glycol, triethylene glycol, acetic acid. Typical examples include ethylene glycol monoethyl ether.
以上説明した各成分の配合割合は化合物（ｉ）100重量
部に対し、化合物（ii）は40重量部以下、特に耐クラッ
ク性、硬度、乾燥性等の観点から10〜35重量部が好適で
ある。化合物（ii）の量が40重量部を越えると乾燥性が
著しく遅くなり、また得られる塗膜の硬度が小さくなり
好ましくない。The compounding ratio of each component described above is 40 parts by weight or less with respect to 100 parts by weight of the compound (i), particularly 10 to 35 parts by weight from the viewpoint of crack resistance, hardness, dryness and the like. is there. If the amount of the compound (ii) exceeds 40 parts by weight, the drying property will be remarkably slowed and the hardness of the resulting coating film will be unfavorable.
また、コロイド状シリカ分散液（iii）は、化合物
（ｉ）と化合物（ii）の合計量100〜140重量部に対し、
固形分換算で５〜40重量部が適当である。コロイド状シ
リカ分散液（iii）の量が前記範囲より少ないと、組成
物の安定性が悪くなり、また得られる塗膜にクラックが
生じやすくなり、逆に多過ぎると乾燥性が悪くなり、ま
た得られる塗膜にクラックが生じやすくなるとともに光
沢も低下するので好ましくない。Further, the colloidal silica dispersion (iii) is based on 100 to 140 parts by weight of the total amount of the compound (i) and the compound (ii).
5 to 40 parts by weight in terms of solid content is suitable. When the amount of the colloidal silica dispersion (iii) is less than the above range, the stability of the composition is deteriorated, and the coating film obtained is apt to crack, and conversely, when it is too large, the drying property is deteriorated. It is not preferable because cracks are likely to occur in the obtained coating film and gloss is also reduced.
酸水溶液は前記成分を加水分解、部分縮合反応させるた
めに使用されるものであり、前記反応が生じやすいpH5
以下になる通常使用されている量、すなわち化合物
（ｉ）と化合物（ii）の合計量100〜140重量部に対し酸
の水溶液濃度10-2％〜１％で0.1〜２重量部と水10〜50
重量部、好ましくは13〜30重量部が適当であり、この範
囲で前記反応が適度に生じ、組成物の安定性もよい。The aqueous acid solution is used to hydrolyze the above components and to cause a partial condensation reaction.
0.1 to 2 parts by weight of water and 10 to 2 % to 1% of aqueous solution concentration of acid per 100 to 140 parts by weight of the total amount of the compound (i) and the compound (ii) to be used below. ~ 50
An appropriate amount is 13 parts by weight, preferably 13 to 30 parts by weight. Within this range, the above reaction occurs appropriately and the composition has good stability.
また、必要に応じ配合する親水性有機溶媒は化合物
（ｉ）と化合物（ii）の合計量100〜140重量部に対し40
重量部以下が適当であり、量がそれ以上になると前記反
応が遅くなり、また組成物の粘性が低くなりすぎるので
望ましくない。特に、５〜35重量部が適当である。Further, the hydrophilic organic solvent to be blended as necessary is 40 per 100 parts by weight of the total amount of the compound (i) and the compound (ii).
An appropriate amount is not more than 1 part by weight, and if the amount is more than that, the above reaction is delayed and the viscosity of the composition becomes too low, which is not desirable. Particularly, 5 to 35 parts by weight is suitable.
本発明のポリシロキサン液（Ａ）は、以上説明した各成
分を常温下もしくは加温下において５時間以上、好まし
くは12〜24時間放置することにより製造することが出来
る。The polysiloxane liquid (A) of the present invention can be produced by allowing each of the components described above to stand at room temperature or under heating for 5 hours or more, preferably 12 to 24 hours.
本発明のポリシロキサン被覆組成物はこのようにして得
られたポリシロキサン液（Ａ）と該ポリシロキサン液
（Ａ）の貯蔵安定性を阻害することなく、かつ酸性であ
ることによる前記問題点を解消させるため、pHを５〜７
にするpH調整剤であるエポキシ基含有化合物（Ｂ）と硬
化触媒（Ｃ）を主成分とするものである。The polysiloxane coating composition of the present invention does not impair the storage stability of the polysiloxane liquid (A) thus obtained and the storage stability of the polysiloxane liquid (A), and has the above-mentioned problems due to its acidity. To eliminate it, adjust the pH to 5-7
The epoxy group-containing compound (B) as a pH adjuster and the curing catalyst (C) are the main components.
前記エポキシ基含有化合物（Ｂ）は、前述の通りポリシ
ロキサン液（Ａ）を中性もしくは弱酸性とする化合物で
あり、エピクロルヒドリン、プロピレンオキサイド、グ
リシドール及びジグリシジルエーテルからなる群から選
択される。特に、極めて温和なpH調整剤となりうる常
温、常圧で沸点が60〜180℃のエピクロルヒドリン及び
プロピレンオキサイドが好適である。エポキシ基含有化
合物（Ｂ）の配合量はポリシロキサン液（Ａ）のpHが５
〜７となるような量であるが、必要以上に過剰に配合す
ると得られる塗膜にハジキ等が生じやすくなるので、前
記化合物（ｉ）と化合物（ii）の合計量100〜140重量部
に対し、３重量部以下、好ましくは0.5〜2.0重量部程度
が適当である。The epoxy group-containing compound (B) is a compound that makes the polysiloxane liquid (A) neutral or weakly acidic as described above, and is selected from the group consisting of epichlorohydrin, propylene oxide, glycidol and diglycidyl ether. In particular, epichlorohydrin and propylene oxide having a boiling point of 60 to 180 ° C. at room temperature and atmospheric pressure, which can be an extremely mild pH adjuster, are suitable. The compounding amount of the epoxy group-containing compound (B) is such that the pH of the polysiloxane liquid (A) is 5
Although the amount is such that the amount of the compound (i) and the amount of the compound (i) and the amount of the compound (ii) are 100 to 140 parts by weight, the resulting coating film tends to have cissing and the like when the content is excessively excessive. On the other hand, 3 parts by weight or less, preferably about 0.5 to 2.0 parts by weight is suitable.
前記硬化触媒（Ｃ）としては従来から公知の化合物が使
用出来、具体的にはCa、Fe、Co、Zn、Al、Sn等のオクテ
ン酸塩、ナフテン酸塩やジブトキシ錫、塩酸、酢酸、蟻
酸、硼酸、パラトルエンスルホン酸等が代表的なものと
して挙げられる。As the curing catalyst (C), conventionally known compounds can be used, and specifically, octenoates such as Ca, Fe, Co, Zn, Al and Sn, naphthenates, dibutoxytin, hydrochloric acid, acetic acid and formic acid. , Boric acid, p-toluenesulfonic acid, etc. are typical.
硬化触媒（Ｃ）の配合量はポリシロキサン液（Ａ）100
重量部に対し0.1〜20重量部が適当であるが、組成物のp
Hが５未満とならないよう、硬化触媒の種類、配合量を
決定しなければいけない。The compounding amount of the curing catalyst (C) is 100% polysiloxane liquid (A).
0.1 to 20 parts by weight is suitable for the parts by weight, but the p
The type and amount of the curing catalyst must be determined so that H does not become less than 5.
本発明の被覆組成物は以上説明したポリシロキサン液
（Ａ）、エポキシ基含有化合物（Ｂ）及び硬化触媒
（Ｃ）を主成分とし、必要に応じ酸化チタン、ベンガ
ラ、カーボンブラック、黄鉛等の着色顔料、タルク、沈
降性硫酸バリウム等の体質顔料；表面調整剤、増粘剤、
沈澱防止剤等の添加剤などを配合したものからなる。The coating composition of the present invention contains the above-described polysiloxane liquid (A), epoxy group-containing compound (B) and curing catalyst (C) as main components, and if necessary, titanium oxide, red iron oxide, carbon black, yellow lead, etc. Coloring pigments, talc, extender pigments such as precipitated barium sulfate; surface conditioners, thickeners,
It is composed of additives such as precipitation inhibitors.
本発明の被覆組成物は各種金属、窯業材、木材、ガラ
ス、紙、プラスチック等の素材の被塗物に適用可能であ
り、通常の手段により塗布し常温もしくは50〜200℃の
温度にて硬化塗膜を得ることが出来る。The coating composition of the present invention is applicable to various metals, ceramic materials, wood, glass, paper, plastics and other materials to be coated, and is applied by ordinary means to cure at room temperature or at a temperature of 50 to 200 ° C. A coating film can be obtained.
本発明のポリシロキサン被覆組成物は、貯蔵安定性を阻
害することなく、中性もしくは弱酸性にしているので、
金属材料やアルカリ性の窯業系建材等に適用しても問題
なく優れた塗膜を形成出来、各種被塗物に適用出来る。
また得られた塗膜は、密着性、耐酸性、耐アルカリ性、
耐水性、耐候性、耐摩耗性、透明性等に優れており、画
期的な塗料といえる。Since the polysiloxane coating composition of the present invention is neutralized or weakly acidified without impairing storage stability,
Even if it is applied to metal materials and alkaline ceramic building materials, etc., it can form an excellent coating film without problems and can be applied to various coated objects.
Further, the obtained coating film has adhesiveness, acid resistance, alkali resistance,
It has excellent water resistance, weather resistance, abrasion resistance, transparency, etc. and can be said to be an epoch-making paint.
以下、本発明を実施例により更に詳細に説明する。な
お、実施例中「部」、「％」は重量基準で示す。Hereinafter, the present invention will be described in more detail with reference to Examples. In the examples, "parts" and "%" are shown by weight.
参考例Ａ メチルトリエトキシシラン100部、ジメチルジエトキシ
シラン33部、コロイド状シリカのイソプロパノール分散
液（固形分30％）33部、エタノール33部、１％塩酸水溶
液0.7部、１％ホウ酸水溶液0.7部、イオン交換水20部を
混合攪拌し、15時間静置した後、エピクロルピドリン0.
7部を添加し、密栓した状態で50℃と20℃の恒温器に保
管し、１ケ月毎（50℃は３ケ月間、20℃は６ケ月間）の
貯蔵安定性を調べ、その結果を第１表に示した。なお、
第１表中のpHは20℃の恒温器に１ケ月間保管後の値であ
る。Reference Example A Methyltriethoxysilane 100 parts, dimethyldiethoxysilane 33 parts, colloidal silica isopropanol dispersion (solid content 30%) 33 parts, ethanol 33 parts, 1% hydrochloric acid aqueous solution 0.7 parts, 1% boric acid aqueous solution 0.7 And 20 parts of ion-exchanged water were mixed and stirred, and allowed to stand for 15 hours, and then epichloropidrin.
Add 7 parts, store them in a thermostat at 50 ° C and 20 ° C in a tightly closed state, check the storage stability every month (50 ° C for 3 months, 20 ° C for 6 months), and check the results. The results are shown in Table 1. In addition,
The pH in Table 1 is the value after storage in a thermostat at 20 ° C for 1 month.
参考例Ｂ 参考例Ａにおいてジメチルジエトキシシランの代りにジ
メチルジメトキシシランを使用し、またコロイド状シリ
カのイソプロパノール分散液の代りにコロイド状シリカ
のメタノール分散液を使用し、またエピクロルヒドリン
の代りにプロピレンオキサイドを使用する以外は同様に
して組成物を調製し、試験をした。Reference Example B In Reference Example A, dimethyldimethoxysilane was used in place of dimethyldiethoxysilane, colloidal silica in isopropanol was replaced with colloidal silica in methanol, and epichlorohydrin was replaced with propylene oxide. A composition was prepared and tested in the same manner except that was used.
参考例Ｃ メチルトリメトキシシラン100部、ジメチルジメトキシ
シラン33部、コロイド状シリカのイソプロパノール分散
液（固形分30％）33部、１％塩酸水溶液0.7部、イオン
交換水20部を混合攪拌し、15時間静置した後、エピクロ
ルヒドリン0.7部を添加し、以下参考例Ａと同様にして
試験をした。Reference Example C 100 parts of methyltrimethoxysilane, 33 parts of dimethyldimethoxysilane, 33 parts of an isopropanol dispersion of colloidal silica (30% solid content), 0.7 parts of 1% hydrochloric acid aqueous solution, and 20 parts of ion-exchanged water were mixed and stirred. After allowing to stand for a period of time, 0.7 part of epichlorohydrin was added, and the same test as in Reference Example A was performed.
参考例Ｄ メチルトリメトキシシラン100部、ジメチルジメトキシ
シラン21部、コロイド状シリカのメタノール分散液（固
形分30％）33部、１％塩酸水溶液0.7部、イオン交換水1
9部を混合攪拌し、15時間静置した後、エピクロルヒド
リン0.5部を添加し、以下参考例Ａと同様にして試験し
た。Reference Example D Methyltrimethoxysilane 100 parts, dimethyldimethoxysilane 21 parts, colloidal silica methanol dispersion (solid content 30%) 33 parts, 1% hydrochloric acid aqueous solution 0.7 parts, ion-exchanged water 1
After mixing and stirring 9 parts and allowing it to stand for 15 hours, 0.5 part of epichlorohydrin was added, and the same test as in Reference Example A was performed.
参考例Ｅ 参考例Ｄにおいてエピクロルヒドリンの代りにプロピレ
ンオキサイドを使用する以外は同様にして組成物を調製
し、試験をした。Reference Example E A composition was prepared and tested in the same manner as in Reference Example D except that propylene oxide was used instead of epichlorohydrin.
参考例Ｆ 参考例Ｂにおいてジメチルジエトキシシランを添加しな
い以外は参考例Ｂと同様にして組成物を調製し、試験を
した。Reference Example F A composition was prepared and tested in the same manner as in Reference Example B except that dimethyldiethoxysilane was not added in Reference Example B.
比較参考例Ｇ 参考例Ｃにおいてイオン交換水20部を40部にし、エピク
ロルヒドリンを添加しない以外は、参考例Ｃと同様にし
て組成物を調製し、試験をした。Comparative Reference Example G A composition was prepared and tested in the same manner as in Reference Example C except that 20 parts of ion-exchanged water was changed to 40 parts in Reference Example C and epichlorohydrin was not added.
比較参考例Ｈ 参考例Ｃにおいてエピクロルヒドリンを添加しない以外
は参考例Ｃと同様にして組成物を調製し、試験した。Comparative Reference Example H A composition was prepared and tested in the same manner as in Reference Example C, except that epichlorohydrin was not added in Reference Example C.
比較参考例Ｉ 参考例Ｄにおいてエピクロルヒドリンの代りに１％苛性
ソーダ水溶液を0.3部添加する以外は参考例Ｄと同様に
して組成物を調製し、試験した。Comparative Reference Example I A composition was prepared and tested in the same manner as Reference Example D except that 0.3 part of a 1% aqueous sodium hydroxide solution was added in place of epichlorohydrin in Reference Example D.
第１表より明らかの通り、本発明の組成物（但し硬化触
媒除く）は長期間貯蔵安定性がよかったのに対し、エポ
キシ基含有化合物を添加しなかった比較参考例Ｇ、Ｈは
例えば50℃で保管したものは１ケ月以内、20℃で保管し
たものは３ケ月以内にゲル化物が発生した。 As is clear from Table 1, the composition of the present invention (excluding the curing catalyst) had good long-term storage stability, while Comparative Reference Examples G and H to which no epoxy group-containing compound was added were, for example, 50 ° C. The gelled product was generated within 1 month for the ones stored in the above and within 3 months for those stored at 20 ° C.
また、pH調製剤として塩基性化合物である苛性ソーダを
使用し、pHを上げた比較参考例Ｉは混合時にゲル化物が
発生した。Further, in Comparative Reference Example I in which caustic soda, which is a basic compound, was used as the pH adjuster and the pH was raised, a gelled product was generated during mixing.
実施例１〜６及び比較例１〜３ 参考例Ａ〜Ｆ及び比較参考例Ｇ〜Ｉで得られた組成物10
0部に第２表に示す硬化触媒を配合し、得られた被覆組
成物をガラス板に乾燥膜厚15μｍになるようフローコー
トし、120℃、10分間焼付け硬化させた。Compositions obtained in Examples 1 to 6 and Comparative Examples 1 to 3 Reference Examples A to F and Comparative Reference Examples GI
The curing catalyst shown in Table 2 was blended in 0 part, and the obtained coating composition was flow-coated on a glass plate to a dry film thickness of 15 μm, and baked and cured at 120 ° C. for 10 minutes.
得られた塗膜につき、塗膜外観、付着性、硬度、耐水
性、耐温水性、耐酸性、耐アルカリ性、耐候性の各試験
を行ない、その結果を第２表下欄に示した。The obtained coating film was subjected to coating film appearance, adhesion, hardness, water resistance, warm water resistance, acid resistance, alkali resistance, and weather resistance tests, and the results are shown in the lower column of Table 2.
第２表より明らかの通り本発明の組成物は優れた塗膜性
能を有していた。 As is clear from Table 2, the composition of the present invention had excellent coating film performance.
一方、エポキシ基が有化合物を配合しない比較例１、２
は耐温水性試験でクラックが生じた。On the other hand, Comparative Examples 1 and 2 in which no compound having an epoxy group is blended
Cracked in the hot water resistance test.
また、エポキシ基含有化合物の代りに、塩基性化合物を
配合した比較例３はゲル化物が生じ実用的な塗料が調製
出来なかった。Further, in Comparative Example 3 in which a basic compound was blended in place of the epoxy group-containing compound, a gelled product was formed and a practical coating could not be prepared.
Claims (2)
し、Ｒは炭素数１〜８の有機基、Ｒ′は炭素数１〜５の
有機基）で示される化合物 100重量部、 （ii）一般式R2Si（OR′）２（但し、Ｒ、Ｒ′は前記と
同様）で示される化合物 ０〜40重量部、及び （iii）コロイド状シリカの親水性有機溶媒分散液５〜4
0重量部（固形分換算）、 とからなる混合物を酸水溶液により加水分解、部分縮合
反応せしめて得られたポリシロキサン液、 （Ｂ）前記（Ａ）のpHが５〜７となるような量の、エピ
クロルヒドリン、プロピレンオキサイド、グリシドール
及びジグリシジルエーテルからなる群から選ばれるエポ
キシ基含有化合物、及び （Ｃ）硬化触媒、 とからなるポリシロキサン被覆組成物。1. A compound represented by the general formula (A) (i) RSi (OR ') 3 (wherein R is an organic group having 1 to 8 carbon atoms and R'is an organic group having 1 to 5 carbon atoms). Parts by weight, (ii) 0 to 40 parts by weight of a compound represented by the general formula R 2 Si (OR ′) 2 (where R and R ′ are as defined above), and (iii) a hydrophilic organic solvent of colloidal silica Dispersion 5-4
0 parts by weight (in terms of solid content), a polysiloxane liquid obtained by hydrolyzing and partially condensing a mixture of an acid aqueous solution, and (B) an amount such that the pH of (A) becomes 5 to 7 6. A polysiloxane coating composition comprising an epoxy group-containing compound selected from the group consisting of epichlorohydrin, propylene oxide, glycidol and diglycidyl ether, and (C) a curing catalyst.
ロルヒドリン又はプロピレンオキサイドである請求項
（１）に記載のポリシロキサン被覆組成物。2. The polysiloxane coating composition according to claim 1, wherein the epoxy group-containing compound (B) is epichlorohydrin or propylene oxide.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18705989A JPH0786184B2 (en) | 1989-07-19 | 1989-07-19 | Polysiloxane coating composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18705989A JPH0786184B2 (en) | 1989-07-19 | 1989-07-19 | Polysiloxane coating composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0352977A JPH0352977A (en) | 1991-03-07 |
| JPH0786184B2 true JPH0786184B2 (en) | 1995-09-20 |
Family
ID=16199446
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP18705989A Expired - Lifetime JPH0786184B2 (en) | 1989-07-19 | 1989-07-19 | Polysiloxane coating composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0786184B2 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100341065B1 (en) * | 1999-12-02 | 2002-06-21 | 이상근 | A RF connector |
| KR101225818B1 (en) * | 2004-03-26 | 2013-01-24 | 유로케라 | Glass-ceramic and glass plates, heating plates, and preparation |
| JP4883269B2 (en) * | 2005-11-29 | 2012-02-22 | 信越化学工業株式会社 | Method for producing curable polymethylsiloxane resin |
-
1989
- 1989-07-19 JP JP18705989A patent/JPH0786184B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0352977A (en) | 1991-03-07 |
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