JPS6312671A - Inorganic coating agent - Google Patents
Inorganic coating agentInfo
- Publication number
- JPS6312671A JPS6312671A JP15422386A JP15422386A JPS6312671A JP S6312671 A JPS6312671 A JP S6312671A JP 15422386 A JP15422386 A JP 15422386A JP 15422386 A JP15422386 A JP 15422386A JP S6312671 A JPS6312671 A JP S6312671A
- Authority
- JP
- Japan
- Prior art keywords
- coating agent
- partially hydrolyzed
- resistance
- och3
- hydrolyzed silane
- 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.)
- Granted
Links
- 239000011248 coating agent Substances 0.000 title claims abstract description 15
- 229910000077 silane Inorganic materials 0.000 claims abstract description 15
- -1 silane compound Chemical class 0.000 claims abstract description 15
- 239000010936 titanium Substances 0.000 claims abstract description 10
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 5
- 229910052719 titanium Inorganic materials 0.000 claims abstract description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 10
- 125000003545 alkoxy group Chemical group 0.000 abstract description 5
- 239000000758 substrate Substances 0.000 abstract description 3
- 125000000217 alkyl group Chemical group 0.000 abstract description 2
- 238000009835 boiling Methods 0.000 abstract description 2
- 238000004132 cross linking Methods 0.000 abstract description 2
- 239000000126 substance Substances 0.000 abstract description 2
- 229940126062 Compound A Drugs 0.000 abstract 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 abstract 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 8
- 150000004756 silanes Chemical class 0.000 description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- FPCJKVGGYOAWIZ-UHFFFAOYSA-N butan-1-ol;titanium Chemical compound [Ti].CCCCO.CCCCO.CCCCO.CCCCO FPCJKVGGYOAWIZ-UHFFFAOYSA-N 0.000 description 3
- 239000004568 cement Substances 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- QSLPNSWXUQHVLP-UHFFFAOYSA-N $l^{1}-sulfanylmethane Chemical compound [S]C QSLPNSWXUQHVLP-UHFFFAOYSA-N 0.000 description 1
- QMMFVYPAHWMCMS-UHFFFAOYSA-N Dimethyl sulfide Chemical compound CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 210000003298 dental enamel Anatomy 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000020169 heat generation Effects 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
Landscapes
- Paints Or Removers (AREA)
- Silicon Polymers (AREA)
- Silicon Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、無機系コーティング剤、特に、室温でも硬化
が可能な新規なコーティング剤に関するものである。DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to an inorganic coating agent, and particularly to a novel coating agent that can be cured even at room temperature.
従来、部分的に加水分解したシラン化合物は、ポリカー
ボネートやポリメタクリル酸メチルのハードコート剤と
して実用化されてきているが、室温では硬化せず、硬化
には少なくとも８０℃以上での加熱処理が不可欠であっ
た。Previously, partially hydrolyzed silane compounds have been put to practical use as hard coating agents for polycarbonate and polymethyl methacrylate, but they do not cure at room temperature and must be heated at at least 80°C for curing. Met.
本発明は部分的に加水分解したシランを主成分とするコ
ーティング剤に関し、室温硬化可能なコーティング剤を
提供するものである。その構成は、部分的に加水分解し
たシラン化合物とアルコキシチタンとの反応生成物から
なる。The present invention relates to a coating agent based on partially hydrolyzed silane, and provides a coating agent that can be cured at room temperature. Its composition consists of the reaction product of a partially hydrolyzed silane compound and alkoxytitanium.
本発明で使用される部分的に加水分解したシラン化合物
はシラン化合物又はその混合物から生成される。The partially hydrolyzed silane compounds used in the present invention are produced from silane compounds or mixtures thereof.
ここで、シラン化合物としては一般式
％式％）
で表わされ、式中Ｒは一〇Ｈ３，（ＣＨ２） ３−など
の非加水分解性官能基を表わし、ＯＲ’は一０ＣＨ３又
は−０Ｃ２Ｈｓなどの加水分解性官能基を表わし、Ｘは
１又は２の整数である。Here, the silane compound is represented by the general formula (%), in which R represents a non-hydrolyzable functional group such as 10H3, (CH2) 3-, and OR' is 10CH3 or -0C2Hs. represents a hydrolyzable functional group such as, and X is an integer of 1 or 2.
上記のシラン化合物はコーティング剤の目的、機能によ
ってＲＯＭ’ＲやＸの値を選択して用いることができる
。The above-mentioned silane compounds can be used by selecting the values of ROM'R and X depending on the purpose and function of the coating agent.
たとえば（ＣＨａ ）Ｓ ｉ （ＯＣＨ３）３は、コ
ーティング剤に硬度を与える成分として、 また（ＣＨ
ａ ）２ Ｓ ｉ （ＯＣＨ３）２はコーティング剤
に柔軟性を与える成分として、またＣＨ２−ＣＨ−ＣＨ
２−０−（ＣＨ２）ａ −３ｉ （ＯＣＨ３）３や
Ｈ２Ｎ （ＣＨ２） ２ Ｓ ｉ （ＯＣＨ３） ３は
、基板（ガラス、プラスチック、金属など）への密着性
を増す成分として、特長を有する。For example, (CHa)S i (OCH3)3 is used as a component that gives hardness to the coating agent, and (CH
a) 2S i (OCH3)2 is used as a component that gives flexibility to the coating agent, and also as a component of CH2-CH-CH
2-0-(CH2)a-3i (OCH3)3 and H2N (CH2) 2 Si (OCH3) 3 have features as components that increase adhesion to substrates (glass, plastic, metal, etc.).
また、これらのシラン、又はシランの混合物は、一般に
酸触媒の存在下で水と反応することにより、部分的に加
水分解をすることができ、シランの種類や水の添加量に
より異なった構造の部分的に加水分解した生成物を与え
る。Additionally, these silanes or mixtures of silanes can be partially hydrolyzed by reacting with water in the presence of an acid catalyst, resulting in different structures depending on the type of silane and the amount of water added. Gives a partially hydrolyzed product.
たとえば、（ＣＨ３）２ Ｓ ｉ （ＯＣＨ３）２は
、（ＣＨ３）２５ｉ（ＯＣＨ３） ２ ＋Ｈ２０−→（
ＣＨ３）２５ｉ（ＯＨ）２ ＋２ＣＨ３０Ｈの反応に従
って加水分解され、得られた生成物はさらに反応して下
記の化合物を与える。For example, (CH3)2S i (OCH3)2 is (CH3)25i(OCH3)2 +H20−→(
It is hydrolyzed according to the reaction CH3)25i(OH)2 +2CH30H, and the resulting product is further reacted to give the compound below.
この反応の繰り返しにより、式
で表わされるポリマー鎖を有するポリマーとなり、これ
に（ＣＨ３）５ ｉ （ＯＣＨ３）３が共存すれば、
■
Ｈ２ＯＳｉ −ＣＨ３
のようなポリマーが生成する。By repeating this reaction, a polymer having a polymer chain represented by the formula is obtained, and if (CH3)5 i (OCH3)3 coexists with this, a polymer such as (1) H2OSi -CH3 is produced.
シランの加水分解反応において、シランの加水分解基よ
り少ないモル数の水を添加して反応させた場合にはポリ
マーの末端に、加水分解性基である一〇ＣＨ３が残留す
ることが上式から理解される。In the hydrolysis reaction of silane, if a smaller number of moles of water than the hydrolyzable group of the silane is added and reacted, the above formula shows that 10CH3, which is a hydrolyzable group, remains at the end of the polymer. be understood.
本発明は、この部分的に加水分解したシランの残留アル
コキシ基に一般式、
Ｔｉ（ＯＲ”）４
〔式中、ＲＩＴはＣＨ３，Ｃ２Ｈｓ、Ｃ３Ｈ７゜Ｃ４Ｈ
９のようなアルキル基を表わし、好ましくはＣ３）ｔｖ
又はＣ４Ｈ９を表わす〕で示されるアルコキシチタンを
反応させることによって、下式のように、
前述した部分的に加水分解したシラン化合物を架橋しよ
うとするものである。アルコキシチタンとの反応メカニ
ズムについては理論的に正確には把握されていないが、
シリコンのアルコキシドに比べ、チタンのアルコキシド
は加水分解速度が早いために、Ｔｉ（ＯＲ）４−ｍ−→
Ｔｉ（ＯＨ）ａが生成しやす（、同時にまたＴｉ（ＯＨ
）４の反応性が高いために、前述した部分的に加水分解
したシランの残留アルコキシ基と反応して架橋が生起す
るものと考えられている。しかし、本発明は上記の反応
メカニズムに限定されるものではない。In the present invention, the residual alkoxy group of this partially hydrolyzed silane has the general formula Ti(OR")4 [wherein RIT is CH3, C2Hs, C3H7°C4H
represents an alkyl group such as 9, preferably C3) tv
The above-mentioned partially hydrolyzed silane compound is crosslinked by reacting an alkoxytitanium represented by the following formula (or C4H9) as shown in the following formula. Although the reaction mechanism with alkoxy titanium is not theoretically understood accurately,
Compared to silicon alkoxide, titanium alkoxide has a faster hydrolysis rate, so Ti(OR)4-m-→
Ti(OH)a is easily generated (, at the same time, Ti(OH)a is also
) It is believed that the high reactivity of 4 causes crosslinking to occur by reacting with the residual alkoxy groups of the partially hydrolyzed silane mentioned above. However, the present invention is not limited to the above reaction mechanism.
本発明無機系コーティング剤は、室温で硬化し、かつ耐
熱性、耐薬品性、及び耐沸騰水性にすぐれ、そのうえ、
基板との密着性ならびに均一性にすぐれている。The inorganic coating agent of the present invention cures at room temperature, has excellent heat resistance, chemical resistance, and boiling water resistance, and furthermore,
Excellent adhesion and uniformity to the substrate.
以下実施例により本発明の詳細な説明する。 The present invention will be explained in detail below with reference to Examples.
１見皿上
■ＣＨ３Ｓ ｉ （ＯＣＨ３） ３の４００ｇ（加水分
解基 ２．９４ｍｏ Ｉ！ ）■（ＣＨ３） ２ Ｓ
ｉ （ＯＣＨ３） ２の２００ｇ（加水分解基 １．６
７ｍｏ １ ）
１００ｇ （加水分解基 ０．４２ｍｏ ｌ ）からな
るシランの混合物を、純水１００ｇ（５，６ｍｏｊりと
氷酢酸１０ｇの混合液中に滴下し、室温で反応させた。1 On a plate ■ 400 g of CH3S i (OCH3) 3 (hydrolyzable group 2.94 mo I!) ■ (CH3) 2 S
200 g of i (OCH3) 2 (hydrolyzable group 1.6
A mixture of silanes consisting of 100 g (hydrolyzable group: 0.42 mol) was added dropwise into a mixture of 100 g (5.6 mol) of pure water and 10 g of glacial acetic acid, and reacted at room temperature.
反応は急激な発熱を伴って進行し、数分間〜数十分間で
終了した。The reaction proceeded with rapid heat generation and was completed within several minutes to several tens of minutes.
ＯＣＨ３Ｓ ｉ （ＯＣＨ３）３の４００ｇを完全に
加水分解するには２．９４Ｘ ３ ＝ ８．８２ ｍｏ
ｊ！■（ＣＨ３） ２ Ｓ ｉ （ＯＣＨ３） ２の２
００ｇを完全に加水分解するには１．６７ Ｘ ２ ＝
３．３４＋＋ｏｊ！１００ｇを完全に加水分解するには
０．４２Ｘ３＝ １．２６ ｍｏｌ
の水を夫々必要とする。すなわち、すべてのアルコキシ
基を加水分解するのに必要な水の量は、１３．４２ ｍ
ｏｌとなるところ、上記Ｈ２Ｏ１００ｇは５．６ｍｏＮ
であり、本実施例の加水分解シラン化合物は理論上５８
％のアルコキシ基が残留していることになる。これに稀
釈剤としてメタノール１５０ｇとダイアセトンアルコー
ル５０ｇを加え、シランの部分加水分解物の溶液を得た
。To completely hydrolyze 400g of OCH3S i (OCH3)3, 2.94X 3 = 8.82 mo
j! ■(CH3) 2 S i (OCH3) 2 of 2
To completely hydrolyze 00g: 1.67 x 2 =
3.34++oj! To completely hydrolyze 100 g, 0.42×3=1.26 mol of water is required. That is, the amount of water required to hydrolyze all the alkoxy groups is 13.42 m
ol, 100g of the above H2O is 5.6moN
The hydrolyzed silane compound of this example theoretically has a molecular weight of 58
% of alkoxy groups remain. 150 g of methanol and 50 g of diacetone alcohol were added as diluents to obtain a solution of a partial hydrolyzate of silane.
これにテトラブトキシチタン（ＴＢＴ） 、Ｔ Ｌ（Ｏ
Ｃ４Ｈ９）４を前述のシラン部分加水分解物の溶液に対
して５ｗｔ％となるように添加した。なお、ＴＢＴは酪
酸で５０％に稀釈したものを用いた。To this, tetrabutoxytitanium (TBT), T L (O
C4H9)4 was added to the solution of the silane partial hydrolyzate at a concentration of 5 wt%. Note that TBT was diluted to 50% with butyric acid.
反応は急激で、激しい発熱を伴った。The reaction was rapid and accompanied by a strong exotherm.
この反応生成物を鉄板及びアルミニウムに塗布し、室温
で１４日間硬化した塗膜は、膜厚がＱ 、 ３ ｍｍで
エンピッ硬度９Ｈと硬く、クラックなどのない均一な透
明被膜であり、鉄板及びアルミニウムの防錆性、耐熱性
、耐スクラ・７チ性が著しく向上した。This reaction product was applied to a steel plate and aluminum and cured at room temperature for 14 days. The coating film was hard with a film thickness of 3 mm and a hardness of 9H, and was uniform and transparent without any cracks. The rust prevention, heat resistance, and scratch/7ch resistance of the steel have been significantly improved.
次ＪＬ（連ｌ
実施例１で得た溶液の５００部、シリカ粉末の４００部
、雲母粉末の１００部及び少量の顔料を混練して得たペ
ースト状液をポリエチレン容器（オイラー）等により押
し出して、タイルメジの補修・ホーローの補修等に利用
した。この場合、ペーストは室温にて２時間後には風乾
し、１２時間後には完全に硬化した。さらに４８時間後
にはエンピッ硬度８Ｈ以上になり、その後熱水、冷水、
衝撃等に対して破壊されることのない塗膜となった。500 parts of the solution obtained in Example 1, 400 parts of silica powder, 100 parts of mica powder, and a small amount of pigment were kneaded, and a paste liquid obtained was extruded using a polyethylene container (Euler) or the like. The paste was used for repairing tile tiles, enamel, etc. In this case, the paste was air-dried at room temperature after 2 hours, and completely hardened after 12 hours. After another 48 hours, the paste reached a hardness of 8H or higher, and after that, hot water, cold water,
The result is a coating that will not be destroyed by impacts.
さらにこの膜は耐溶剤性にすぐれ、あらゆる有機溶剤に
浸されることのない膜を形成した。Furthermore, this film had excellent solvent resistance and could not be immersed in any organic solvent.
去止■主
実施例１で得た溶液の１００部、シリカ微粉末の７００
部及びシリカ粒の２００部を混練して得た湿潤した粉体
を各種箱型抵抗用充填セメントとして使用し、セラミッ
クケース、アルミケース、鉄ケース等の容器に夫々密着
する充瞑セメント抵抗が得られた。100 parts of the solution obtained in Main Example 1, 700 parts of fine silica powder
The wet powder obtained by kneading 200 parts of silica particles and 200 parts of silica particles is used as filling cement for various box-shaped resistors, and filled cement resistors that adhere tightly to containers such as ceramic cases, aluminum cases, iron cases, etc. can be obtained. It was done.
このものは乾燥温度１００℃で２時間乾燥した程度で、
表面硬度８Ｈ以上の硬度となり、その後の各種電気特性
は良好で耐熱性・耐溶剤性等にすぐれたセメント抵抗用
充填剤であった。This item was dried for 2 hours at a drying temperature of 100℃,
It had a surface hardness of 8H or higher, had good electrical properties, and was a cement resistance filler with excellent heat resistance, solvent resistance, etc.
Claims (1)
タンとの反応生成物からなることを特徴とする無機系コ
ーティング剤。1. An inorganic coating agent comprising a reaction product of a partially hydrolyzed silane compound and alkoxy titanium.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15422386A JPS6312671A (en) | 1986-07-02 | 1986-07-02 | Inorganic coating agent |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15422386A JPS6312671A (en) | 1986-07-02 | 1986-07-02 | Inorganic coating agent |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6312671A true JPS6312671A (en) | 1988-01-20 |
| JPH0466271B2 JPH0466271B2 (en) | 1992-10-22 |
Family
ID=15579538
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP15422386A Granted JPS6312671A (en) | 1986-07-02 | 1986-07-02 | Inorganic coating agent |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6312671A (en) |
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63135462A (en) * | 1986-11-27 | 1988-06-07 | Shinagawa Refract Co Ltd | Production of heat-resistant inorganic paint |
| JPH01297471A (en) * | 1988-05-26 | 1989-11-30 | Shinagawa Refract Co Ltd | Heat-resistant inorganic composition |
| JPH0316934A (en) * | 1989-06-14 | 1991-01-24 | Shin Etsu Chem Co Ltd | Agent for masking scratch of glass vessel |
| JPH07238172A (en) * | 1994-02-25 | 1995-09-12 | Dow Corning Kk | Production of polytitanosiloxane soluble in organic solvent |
| JPH07268101A (en) * | 1994-04-01 | 1995-10-17 | Dow Corning Kk | Method for curing polytitanosiloxane |
| JPH07286045A (en) * | 1994-02-25 | 1995-10-31 | Dow Corning Kk | Production of polyheterosiloxane |
| US6342269B1 (en) | 1999-06-25 | 2002-01-29 | Ishikawajima-Harima Heavy Industries Co., Ltd. | Method for manufacturing ceramic-based composite material |
| US6368663B1 (en) | 1999-01-28 | 2002-04-09 | Ishikawajima-Harima Heavy Industries Co., Ltd | Ceramic-based composite member and its manufacturing method |
| WO2004018579A1 (en) * | 2002-08-21 | 2004-03-04 | Jsr Corporation | Coating composition |
| KR20040022564A (en) * | 2002-09-09 | 2004-03-16 | (주) 유니플라텍 | Manufacturing for coating materials |
| US6723381B1 (en) | 1999-09-06 | 2004-04-20 | Ishikawajima-Harima Heavy Industries Co., Ltd. | Method and apparatus for manufacturing ceramic-based composite member |
| US6723382B2 (en) | 2001-07-04 | 2004-04-20 | Ishikawajima-Harima Heavy Industries Co., Ltd. | Method for fabricating ceramic matrix composite |
| WO2006038262A1 (en) * | 2004-09-30 | 2006-04-13 | Ceramission Co., Ltd. | Solder resist coating, cured product therefrom and printed wiring board having coating film therefrom |
| US7754319B2 (en) | 2004-01-08 | 2010-07-13 | Ishikawajima-Harima Heavy Industries Co., Ltd. | Composite material and producing method therefor |
| JP2011001623A (en) * | 2009-06-22 | 2011-01-06 | Nippon Parkerizing Co Ltd | Metal surface-treating agent, surface-treated metal material, and method for surface treatment of metal material |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4826822A (en) * | 1971-08-11 | 1973-04-09 | ||
| JPS5688462A (en) * | 1979-12-21 | 1981-07-17 | Toray Ind Inc | Thermosetting resin composition |
| JPS6035027A (en) * | 1980-09-30 | 1985-02-22 | ユニオン・カーバイド・コーポレーシヨン | Polysiloxane bonded with organotitanate |
| JPS60118742A (en) * | 1983-11-30 | 1985-06-26 | Toray Silicone Co Ltd | Primer composition |
-
1986
- 1986-07-02 JP JP15422386A patent/JPS6312671A/en active Granted
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4826822A (en) * | 1971-08-11 | 1973-04-09 | ||
| JPS5688462A (en) * | 1979-12-21 | 1981-07-17 | Toray Ind Inc | Thermosetting resin composition |
| JPS6035027A (en) * | 1980-09-30 | 1985-02-22 | ユニオン・カーバイド・コーポレーシヨン | Polysiloxane bonded with organotitanate |
| JPS60118742A (en) * | 1983-11-30 | 1985-06-26 | Toray Silicone Co Ltd | Primer composition |
Cited By (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63135462A (en) * | 1986-11-27 | 1988-06-07 | Shinagawa Refract Co Ltd | Production of heat-resistant inorganic paint |
| JPH01297471A (en) * | 1988-05-26 | 1989-11-30 | Shinagawa Refract Co Ltd | Heat-resistant inorganic composition |
| JPH0316934A (en) * | 1989-06-14 | 1991-01-24 | Shin Etsu Chem Co Ltd | Agent for masking scratch of glass vessel |
| JPH0610094B2 (en) * | 1989-06-14 | 1994-02-09 | 信越化学工業株式会社 | Scratch-shielding agent for glass containers |
| JPH07238172A (en) * | 1994-02-25 | 1995-09-12 | Dow Corning Kk | Production of polytitanosiloxane soluble in organic solvent |
| JPH07286045A (en) * | 1994-02-25 | 1995-10-31 | Dow Corning Kk | Production of polyheterosiloxane |
| JPH07268101A (en) * | 1994-04-01 | 1995-10-17 | Dow Corning Kk | Method for curing polytitanosiloxane |
| US6368663B1 (en) | 1999-01-28 | 2002-04-09 | Ishikawajima-Harima Heavy Industries Co., Ltd | Ceramic-based composite member and its manufacturing method |
| US6342269B1 (en) | 1999-06-25 | 2002-01-29 | Ishikawajima-Harima Heavy Industries Co., Ltd. | Method for manufacturing ceramic-based composite material |
| US6723381B1 (en) | 1999-09-06 | 2004-04-20 | Ishikawajima-Harima Heavy Industries Co., Ltd. | Method and apparatus for manufacturing ceramic-based composite member |
| US6723382B2 (en) | 2001-07-04 | 2004-04-20 | Ishikawajima-Harima Heavy Industries Co., Ltd. | Method for fabricating ceramic matrix composite |
| WO2004018579A1 (en) * | 2002-08-21 | 2004-03-04 | Jsr Corporation | Coating composition |
| CN100376646C (en) * | 2002-08-21 | 2008-03-26 | 捷时雅株式会社 | Coating composition |
| KR20040022564A (en) * | 2002-09-09 | 2004-03-16 | (주) 유니플라텍 | Manufacturing for coating materials |
| US7754319B2 (en) | 2004-01-08 | 2010-07-13 | Ishikawajima-Harima Heavy Industries Co., Ltd. | Composite material and producing method therefor |
| WO2006038262A1 (en) * | 2004-09-30 | 2006-04-13 | Ceramission Co., Ltd. | Solder resist coating, cured product therefrom and printed wiring board having coating film therefrom |
| JP2011001623A (en) * | 2009-06-22 | 2011-01-06 | Nippon Parkerizing Co Ltd | Metal surface-treating agent, surface-treated metal material, and method for surface treatment of metal material |
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| Publication number | Publication date |
|---|---|
| JPH0466271B2 (en) | 1992-10-22 |
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