JP2000086990A - Primer composition - Google Patents
Primer compositionInfo
- Publication number
- JP2000086990A JP2000086990A JP10258172A JP25817298A JP2000086990A JP 2000086990 A JP2000086990 A JP 2000086990A JP 10258172 A JP10258172 A JP 10258172A JP 25817298 A JP25817298 A JP 25817298A JP 2000086990 A JP2000086990 A JP 2000086990A
- Authority
- JP
- Japan
- Prior art keywords
- primer composition
- compound
- weight
- tin
- primer
- 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
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- Sealing Material Composition (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明はプライマー組成物、
更に詳しくは、特に建築用シーリング材として用いるポ
リイソブチレン系シーリング材の場合に有用なプライマ
ー組成物に関する。TECHNICAL FIELD The present invention relates to a primer composition,
More specifically, the present invention relates to a primer composition particularly useful for a polyisobutylene-based sealing material used as a building sealing material.
【０００２】[0002]
【従来の技術と発明が解決しようとする課題】従来よ
り、建築用シーリング材として、特に耐久性や耐候性に
優れる点でシリコーン系シーリング材が主流とされてい
るが、最近、これに匹敵する性能を有するものとしてポ
リイソブチレン系シーリング材が注目されつつある。と
ころで、一般に建築用シーリング材のプライマーとして
は、大きくシラン系プライマーとウレタン系プライマー
に分けられる。しかして、特に窓ガラス周縁部の施工で
は、接着界面付近への紫外線の影響が考えられるため、
プライマーにおいては高度な耐候接着性が要求される。
このため、耐候性に優れるシリコーン系化合物を主成分
とするシラン系プライマーが用いられているのが現状で
ある（特開平２−２１９８８５号公報参照）。しかしな
がら、前述のシリコーン系シーリング材に代えてポリイ
ソブチレン系シーリング材を用いた場合に、かかるシラ
ン系プライマーでは、そのシリコーン系化合物がポリイ
ソブチレン系シーリング材と極性が異なるため、必ずし
も良好な接着性は得られない。2. Description of the Related Art Conventionally, silicone-based sealing materials have been mainly used as sealing materials for construction, particularly in terms of excellent durability and weather resistance. Polyisobutylene-based sealing materials are attracting attention as having high performance. Incidentally, primers for building sealing materials are generally broadly classified into silane-based primers and urethane-based primers. However, especially in the construction of the periphery of the window glass, since the influence of ultraviolet rays near the adhesive interface can be considered,
A high degree of weather resistance is required for the primer.
For this reason, at present, a silane-based primer containing a silicone-based compound having excellent weather resistance as a main component is used (see JP-A-2-219885). However, when a polyisobutylene-based sealing material is used instead of the above-mentioned silicone-based sealing material, in such a silane-based primer, the silicone compound has a different polarity from that of the polyisobutylene-based sealing material. I can't get it.
【０００３】一方、被施工部材が多孔質面を有する場
合、各種の塗装面や窓ガラス用のプライマーを適用して
も、上記多孔質面に染み込んだり、接着界面への水浸透
の防止能が低いため、多孔質面専用のプライマーが別途
必要となる。従って、被施工部材の種類が異なると、こ
れら部材の取り合いとなる目地においては、種類の異な
るプライマーの塗り分けが必要であり、施工プロセスの
困難は避けられない。[0003] On the other hand, when the member to be processed has a porous surface, even if various kinds of painted surfaces or primers for window glass are applied, the ability to prevent permeation of the porous surface and water permeation to the bonding interface is not achieved. Since it is low, a primer dedicated to the porous surface is required separately. Therefore, if the types of members to be processed are different, it is necessary to apply different types of primers separately at joints where these members are to be joined, and it is inevitable that the process of the process is difficult.
【０００４】[0004]
【課題を解決するための手段】そこで、本発明者らは、
上記ポリイソブチレン系シーリング材の場合にも適用で
き、かつ窓ガラス、塗装面および多孔質面の被施工部材
に対しても良好な接着性（接着耐候性も含む）発現に寄
与しうる汎用プライマーを提供するため鋭意検討を進め
たところ、特定の３種のプライマー成分に触媒を加えた
これらの有機溶剤溶液が所期目的の汎用プライマーとし
て使用できることを見出し、本発明を完成させるに至っ
た。Means for Solving the Problems Accordingly, the present inventors have:
A general-purpose primer that can be applied to the above-mentioned polyisobutylene-based sealing material and that can contribute to the development of good adhesion (including adhesion weather resistance) to window glass, painted surfaces and porous members to be processed. As a result of intensive studies for providing the same, it has been found that these organic solvent solutions obtained by adding a catalyst to three specific primer components can be used as intended general-purpose primers, and the present invention has been completed.
【０００５】すなわち、本発明は、（Ａ）ケイ素原子に
結合した水酸基もしくはアルコキシ基含有オルガノポリ
シロキサン樹脂、（Ｂ）アミノ基含有シラン化合物、
（Ｃ）アルコキシシリル基含有イソブチレン系ポリマ
ー、（Ｄ）触媒としてスズ（ＩＶ）化合物、および
（Ｅ）有機溶剤から成ることを特徴とするプライマー組
成物を提供するものである。That is, the present invention provides (A) an organopolysiloxane resin containing a hydroxyl group or an alkoxy group bonded to a silicon atom, (B) a silane compound containing an amino group,
A primer composition comprising (C) an alkoxybutyl group-containing isobutylene-based polymer, (D) a tin (IV) compound as a catalyst, and (E) an organic solvent.
【０００６】本発明における上記ケイ素原子に結合した
水酸基もしくはアルコキシ基含有オルガノポリシロキサ
ン樹脂（Ａ）（以下、単にオルガノポリシロキサン樹脂
と称す）は、たとえばその平均単位が式：In the present invention, the organopolysiloxane resin (A) containing a hydroxyl group or an alkoxy group bonded to a silicon atom (hereinafter simply referred to as an organopolysiloxane resin) has, for example, an average unit of the formula:
【化１】 〔式中、Ｒ1は１価炭化水素基（たとえばメチル、エチ
ル、プロピルなどのアルキル基；ビニル、アリルなどの
アルケニル基；およびこれらの水素原子をハロゲンやシ
アノ基で置換したもの）；Ｒ2は水素原子またはアルキ
ル基（メチル、エチル、プロピルなど）；ａは０．８〜
１．８；およびｂは１分子中のケイ素原子に結合した水
酸基もしくはアルコキシ基の数が１個以上になる値であ
る〕で示されるものであって、通常、ケイ素原子１個当
り０．８〜１．８個の１価炭化水素基を有するクロルシ
ランまたはアルコキシシランのそれぞれ１種または２種
以上の混合物を水または水と有機溶媒の混在下で加水分
解し、副生する塩酸、アルコール等を除去することによ
って製造することができる。Embedded image Wherein, R 1 is a monovalent hydrocarbon group (e.g. methyl, ethyl, alkyl groups such as propyl; those substituted with and halogen or cyano group these hydrogen atoms; vinyl, alkenyl groups such as allyl); R 2 Is a hydrogen atom or an alkyl group (methyl, ethyl, propyl, etc.);
1.8 and b are such that the number of hydroxyl groups or alkoxy groups bonded to silicon atoms in one molecule is one or more], and is usually 0.8 to 0.8 per silicon atom. Hydrochloride or a mixture of two or more chlorosilanes or alkoxysilanes each having ~ 1.8 monovalent hydrocarbon groups is hydrolyzed in water or a mixture of water and an organic solvent to produce hydrochloric acid, alcohol, and the like as a by-product. It can be manufactured by removing.
【０００７】本発明における上記アミノ基含有シラン化
合物（Ｂ）としては、たとえばアミノメチルトリメトキ
シシラン、アミノメチルトリエトキシシラン、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、γ−アミノプロピルトリアミノキシ
シラン、γ−（２−アミノエチル）アミノプロピルトリ
メトキシシラン等が挙げられる。The amino group-containing silane compound (B) in the present invention includes, for example, aminomethyltrimethoxysilane, aminomethyltriethoxysilane, γ-aminopropyltrimethoxysilane, γ-aminopropyltriethoxysilane, γ-amino Propyltriaminoxysilane, γ- (2-aminoethyl) aminopropyltrimethoxysilane and the like.
【０００８】本発明における上記アルコキシシリル基含
有イソブチレン系ポリマー（Ｃ）（以下、単にイソブチ
レン系ポリマーと称す）とは、主鎖骨格が少なくともイ
ソブチレン単位で構成され〔要すればイソブチレン単位
以外に、イソブチレンと共重合しうる単量体（たとえば
炭素数４〜１２のオレフィン、ビニルエーテル、芳香族
ビニル化合物、ビニルシラン類、アリルシラン類など）
の単位が含まれていてもよい〕、分子両末端にたとえば
式：In the present invention, the above-mentioned alkoxysilyl group-containing isobutylene-based polymer (C) (hereinafter simply referred to as isobutylene-based polymer) means that the main chain skeleton is composed of at least isobutylene units [if necessary, other than isobutylene units, isobutylene units are used. (E.g., olefins having 4 to 12 carbon atoms, vinyl ethers, aromatic vinyl compounds, vinylsilanes, allylsilanes, etc.)
May be included), and a compound represented by the formula:
【化２】 〔式中、ＲとＲ’は同一もしくは異なって、炭素数１〜
５の低級アルキル；およびｃは１〜３の整数である〕の
アルコキシシリル基を含有し、好ましくは分子量１００
０〜４００００で常温ワックス状ないし高粘度液状のも
のを指称し、一般に、イニファー法と呼ばれるカチオン
重合法で得られる全末端官能型イソブチレン系ポリマー
を用いることにより製造することができる（特開平８−
２３１７５８号公報参照）。代表的な市販品としては、
式Embedded image Wherein R and R ′ are the same or different and have 1 to 1 carbon atoms.
A lower alkyl of 5; and c is an integer of 1 to 3], preferably having a molecular weight of 100
Wax-like or high-viscosity liquid at room temperature in the range of 0 to 40,000, and can be produced by using an all-terminal functional isobutylene-based polymer obtained by a cationic polymerization method generally called an inifer method (Japanese Unexamined Patent Publication No.
No. 231758). As typical commercial products,
formula
【化３】 〔式中、ｎは５〜４００およびｍは５〜４００である〕
の化学構造を有する、鐘淵化学工業（株）製の「エピオ
ン」シリーズが例示される。Embedded image Wherein n is 5-400 and m is 5-400.
The "Epion" series manufactured by Kanegafuchi Chemical Industry Co., Ltd. having the chemical structure of
【０００９】本発明における上記触媒（Ｄ）としてのス
ズ（ＩＶ）化合物としては、たとえばジオクチル酸ス
ズ、ジブチルスズジラウレート、ジブチルスズビスアセ
チルアセテート等が挙げられる。さらに、該スズ（Ｉ
Ｖ）化合物に有機チタン酸エステル（たとえばテトライ
ソプロピルチタネート、テトラｎ−ブチルチタネートお
よびこれらの部分加水分解縮合物、チタンジイソプロピ
ルビスアセチルアセテート、チタンジイソプロピルビス
エチルアセトアセテートなどのチタンキレート化合物
等）を併用してもよく、この場合、スズ（ＩＶ）化合物
と有機チタン酸エステルの重量比が９：１〜３：７とな
るように選定することが好ましい。有機チタン酸エステ
ルの併用によって、スズ（ＩＶ）化合物単独使用に比
し、接着性の向上が見られるが、上記範囲の上限を越え
て有機チタン酸エステルを併用すると、多孔質面への接
着性が低下する。The tin (IV) compound as the catalyst (D) in the present invention includes, for example, tin dioctylate, dibutyltin dilaurate, dibutyltin bisacetylacetate and the like. Further, the tin (I
V) A compound is used in combination with an organic titanate (for example, tetraisopropyl titanate, tetra-n-butyl titanate and a partially hydrolyzed condensate thereof, and a titanium chelate compound such as titanium diisopropyl bisacetyl acetate and titanium diisopropyl bisethyl acetoacetate). In this case, it is preferable that the weight ratio of the tin (IV) compound to the organic titanate is 9: 1 to 3: 7. The combined use of the organic titanate improves the adhesiveness as compared with the use of the tin (IV) compound alone, but when the combined use of the organic titanate exceeds the upper limit of the above range, the adhesiveness to the porous surface is improved. Decrease.
【００１０】本発明における上記有機溶剤（Ｅ）として
は、たとえばベンゼン、トルエン、キシレン、メタノー
ル、エタノール、イソプロピルアルコール、ブタノー
ル、エチレングリコールモノメチルエーテル、アセト
ン、メチルエチルケトン、リグロイン、酢酸エチル、テ
トラヒドロフラン、ｎ−ヘキサン、ヘプタン、トリクロ
ロエチレン、パークロロエチレン等が挙げられ、これら
の１種または２種以上を適当に組合せて使用に供する。The organic solvent (E) in the present invention includes, for example, benzene, toluene, xylene, methanol, ethanol, isopropyl alcohol, butanol, ethylene glycol monomethyl ether, acetone, methyl ethyl ketone, ligroin, ethyl acetate, tetrahydrofuran, n-hexane , Heptane, trichloroethylene, perchloroethylene, etc., and one or more of these are used in appropriate combination.
【００１１】[0011]
【発明の実施の形態】本発明に係るプライマー組成物
は、上述のオルガノポリシロキサン樹脂（Ａ）、アミノ
基含有シラン化合物（Ｂ）およびイソブチレン系ポリマ
ー（Ｃ）をプライマー成分とし、これらに上記触媒
（Ｄ）を加えたものを有機溶剤（Ｅ）に溶解した系で構
成される。ここで、各プライマー成分（Ａ）〜（Ｃ）の
量は通常、該プライマー組成物全量中、成分（Ａ）が
０．５〜２０％（重量％、以下同様）、成分（Ｂ）が
０．１〜１０％、および成分（Ｃ）が０．５〜３０％と
なるように選定すればよい。成分（Ａ）の量が０．５％
未満だと、ガラスへの接着性が低下し、また２０％を越
えると、シーリング材との接着性が低下する傾向にあ
る。成分（Ｂ）の量が０．１％未満だと、種々の被施工
部材への接着性が低下し、また１０％を越えると、貯蔵
安定性が悪化する傾向にある。成分（Ｃ）の量が０．５
％未満だと、シーリング材および多孔質面への接着性が
低下し、また３０％を越えると、金属面への接着性が悪
化する傾向にある。また、触媒（Ｄ）の量は通常、成分
（Ａ）〜（Ｃ）の合計量１００部（重量部、以下同様）
に対して０．１〜１０部の範囲で選定すればよい。さら
に必要に応じて、通常の無機充填材（ヒュームドシリ
カ、コロイダルシリカなど）、着色剤（ベンガラ、酸化
チタン、カーボンブラック、染料など）等を適量加えて
もよい。BEST MODE FOR CARRYING OUT THE INVENTION The primer composition according to the present invention comprises the above-mentioned organopolysiloxane resin (A), amino group-containing silane compound (B) and isobutylene polymer (C) as primer components, and the above catalyst It is composed of a system in which (D) is added and dissolved in an organic solvent (E). Here, the amount of each of the primer components (A) to (C) is usually 0.5 to 20% (% by weight, hereinafter the same) in the total amount of the primer composition, and 0% in the component (B). It may be selected so as to be 0.1 to 10% and the component (C) to be 0.5 to 30%. 0.5% of component (A)
If it is less than 20%, the adhesion to glass tends to decrease, and if it exceeds 20%, the adhesion to the sealing material tends to decrease. When the amount of the component (B) is less than 0.1%, the adhesiveness to various members to be processed decreases, and when it exceeds 10%, the storage stability tends to deteriorate. When the amount of the component (C) is 0.5
If it is less than 30%, the adhesion to the sealing material and the porous surface is reduced, and if it exceeds 30%, the adhesion to the metal surface is liable to be deteriorated. The amount of the catalyst (D) is usually 100 parts (parts by weight, hereinafter the same) of the components (A) to (C).
May be selected in the range of 0.1 to 10 parts. Further, if necessary, appropriate amounts of ordinary inorganic fillers (such as fumed silica and colloidal silica) and coloring agents (such as red iron oxide, titanium oxide, carbon black, and dye) may be added.
【００１２】[0012]
【実施例】次に実施例および比較例を挙げて、本発明を
より具体的に説明する。 実施例１〜６および比較例１〜４ （１）プライマー組成物の調製 下記表１に示す部数の成分を配合し、攪拌混合してプラ
イマー組成物を得る。 （２）接着性試験 下記表２に示す各種の被施工部材に、上記（１）のプラ
イマー組成物を刷毛で塗布し、常温乾燥後、ポリイソブ
チレン系シーリング材（サンスター技研（株）製の「ペ
ンギンシール７０００」）を１０ｍｍ厚となるように塗
布した後、２０℃×７日間および５０℃×７日間で養生
硬化させた。次いで、該シーリング材塗膜の接着性を評
価する（手剥離試験による）。結果を表２に併記する。 ○：完全に接着 △：一部剥離 ×：全面剥離Next, the present invention will be described more specifically with reference to examples and comparative examples. Examples 1 to 6 and Comparative Examples 1 to 4 (1) Preparation of Primer Composition Components of the number shown in the following Table 1 were blended and mixed by stirring to obtain a primer composition. (2) Adhesion test The primer composition of (1) above was applied to various members to be processed shown in Table 2 below with a brush, dried at room temperature, and then a polyisobutylene-based sealing material (manufactured by Sunstar Giken Co., Ltd.) “Penguin seal 7000”) was applied to a thickness of 10 mm, and then cured and cured at 20 ° C. × 7 days and 50 ° C. × 7 days. Next, the adhesiveness of the sealing material coating film is evaluated (by a hand peel test). The results are also shown in Table 2. ○: Complete adhesion △: Partial peeling ×: Full peeling
【００１３】[0013]
【表１】 表１中、 注１）ＭｅＳｉ1/2 単位８５モル％、Ｍｅ2ＳｉＯ単位
１５モル％から構成された水酸基含有量１重量％のオル
ガノポリシロキサン樹脂の５０％トルエン溶液 注２）鐘淵化学工業（株）製の「エピオンＥＰ１０３
Ｓ」（分子量約５０００）[Table 1] In Table 1, Note 1) 50% toluene solution of an organopolysiloxane resin having a hydroxyl group content of 1% by weight composed of 85 mol% of MeSi 1/2 units and 15 mol% of Me 2 SiO units. "Epion EP103" manufactured by
S "(molecular weight about 5000)
【００１４】[0014]
【表２】 [Table 2]
【００１５】[0015]
【発明の効果】表２の結果から、実施例１〜６（本発
明）の場合、４種の被施工部材に対していずれも、一応
の接着性が得られるが、該プライマー配合からイソブチ
レン系ポリマーが逸脱すると（比較例１，２）、モルタ
ル板（多孔質面）への接着性が悪化し、またオルガノポ
リシロキサン樹脂が逸脱すると（比較例３）、塗装板や
アルミニウム板への接着性が悪化し、またスズ（ＩＶ）
化合物が逸脱すると（比較例４）、モルタル板への接着
性が悪化することが認められる。なお、本発明のプライ
マー組成物は、主に建築用のポリイソブチレン系シーリ
ング材への適用にその有用性が見られるが、これ以外
に、その他のシーリング材、更には種々の接着剤、塗
料、コーティング材等のプライマーとしても使用しうる
ことは云うまでもない。According to the results shown in Table 2, in Examples 1 to 6 (the present invention), all of the four types of workable members can obtain a certain degree of adhesiveness. If the polymer deviates (Comparative Examples 1 and 2), the adhesiveness to the mortar plate (porous surface) deteriorates, and if the organopolysiloxane resin deviates (Comparative Example 3), the adhesiveness to the painted plate or aluminum plate Worsened and tin (IV)
When the compound deviates (Comparative Example 4), it is recognized that the adhesiveness to the mortar plate deteriorates. The primer composition of the present invention is useful mainly for application to a polyisobutylene-based sealing material for architectural use, but in addition to this, other sealing materials, further various adhesives, paints, It goes without saying that it can also be used as a primer for coating materials and the like.
───────────────────────────────────────────────────── フロントページの続き Ｆターム(参考） 4H017 AA03 AA04 AA31 AB07 AB15 AC17 AE03 AE05 4J040 DA141 LA07 MA05 NA12 PA04 PA07 PA10 PA11 ──────────────────────────────────────────────────続 き Continued on the front page F term (reference) 4H017 AA03 AA04 AA31 AB07 AB15 AC17 AE03 AE05 4J040 DA141 LA07 MA05 NA12 PA04 PA07 PA10 PA11
Claims (5)
くはアルコキシ基含有オルガノポリシロキサン樹脂、 （Ｂ）アミノ基含有シラン化合物、 （Ｃ）アルコキシシリル基含有イソブチレン系ポリマ
ー、 （Ｄ）触媒としてスズ（ＩＶ）化合物、および （Ｅ）有機溶剤 から成ることを特徴とするプライマー組成物。1. An organopolysiloxane resin containing a hydroxyl group or an alkoxy group bonded to a silicon atom, (B) a silane compound containing an amino group, (C) an isobutylene polymer containing an alkoxysilyl group, (D) a tin ( A primer composition comprising: (IV) a compound; and (E) an organic solvent.
０．５〜２０重量％、成分（Ｂ）０．１〜１０重量％、
および成分（Ｃ）０．５〜３０重量％である請求項１に
記載のプライマー組成物。2. Component (A) in the total amount of the primer composition
0.5 to 20% by weight, component (B) 0.1 to 10% by weight,
The primer composition according to claim 1, wherein the content of the component (C) is 0.5 to 30% by weight.
合計量１００重量部に対して０．１〜１０重量部である
請求項１または２に記載のプライマー組成物。3. The primer composition according to claim 1, wherein the amount of the catalyst (D) is 0.1 to 10 parts by weight based on 100 parts by weight of the total amount of the components (A) to (C). .
テルを併用し、スズ（ＩＶ）化合物と有機チタン酸エス
テルの重量比が９：１〜３：７である請求項１、２また
は３に記載のプライマー組成物。4. The method according to claim 1, wherein the tin (IV) compound is used in combination with an organic titanate, and the weight ratio of the tin (IV) compound to the organic titanate is 9: 1 to 3: 7. The primer composition according to any one of the preceding claims.
求項１乃至４のいずれか１つに記載のプライマー組成
物。5. The primer composition according to claim 1, which is for a polyisobutylene-based sealing material.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP25817298A JP3535978B2 (en) | 1998-09-11 | 1998-09-11 | Primer composition for polyisobutylene sealant |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP25817298A JP3535978B2 (en) | 1998-09-11 | 1998-09-11 | Primer composition for polyisobutylene sealant |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2000086990A true JP2000086990A (en) | 2000-03-28 |
| JP3535978B2 JP3535978B2 (en) | 2004-06-07 |
Family
ID=17316536
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP25817298A Expired - Fee Related JP3535978B2 (en) | 1998-09-11 | 1998-09-11 | Primer composition for polyisobutylene sealant |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3535978B2 (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1156088A2 (en) * | 2000-05-17 | 2001-11-21 | Kaneka Corporation | Primer composition and bonding method |
| JP2001323210A (en) * | 2000-03-08 | 2001-11-22 | Kanegafuchi Chem Ind Co Ltd | Primer composition and adhesion method |
| JP2002117871A (en) * | 2000-10-06 | 2002-04-19 | Three Bond Co Ltd | Primer composite for bonding fuel cell carbon separator |
| JP2002241684A (en) * | 2001-02-20 | 2002-08-28 | Sunstar Eng Inc | Polyisobutylene-based primer composition for sealant |
| JP2006183358A (en) * | 2004-12-28 | 2006-07-13 | Yokohama Rubber Co Ltd:The | Construction jointing method for one-liquid type silicone-based sealing compound with polyisobutylene-based sealing compound |
| KR20210110832A (en) | 2018-12-13 | 2021-09-09 | 세메다인 가부시키 가이샤 | Primer composition |
-
1998
- 1998-09-11 JP JP25817298A patent/JP3535978B2/en not_active Expired - Fee Related
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001323210A (en) * | 2000-03-08 | 2001-11-22 | Kanegafuchi Chem Ind Co Ltd | Primer composition and adhesion method |
| JP4666737B2 (en) * | 2000-03-08 | 2011-04-06 | 株式会社カネカ | Primer composition and adhesion method |
| EP1156088A2 (en) * | 2000-05-17 | 2001-11-21 | Kaneka Corporation | Primer composition and bonding method |
| EP1156088A3 (en) * | 2000-05-17 | 2003-04-23 | Kaneka Corporation | Primer composition and bonding method |
| US7094841B2 (en) * | 2000-05-17 | 2006-08-22 | Kaneka Corporation | Primer composition and bonding method |
| EP1927635A3 (en) * | 2000-05-17 | 2008-09-03 | Kaneka Corporation | Primer composition and bonding method |
| JP2002117871A (en) * | 2000-10-06 | 2002-04-19 | Three Bond Co Ltd | Primer composite for bonding fuel cell carbon separator |
| JP2002241684A (en) * | 2001-02-20 | 2002-08-28 | Sunstar Eng Inc | Polyisobutylene-based primer composition for sealant |
| JP2006183358A (en) * | 2004-12-28 | 2006-07-13 | Yokohama Rubber Co Ltd:The | Construction jointing method for one-liquid type silicone-based sealing compound with polyisobutylene-based sealing compound |
| JP4613612B2 (en) * | 2004-12-28 | 2011-01-19 | 横浜ゴム株式会社 | Method to transfer polyisobutylene sealant to one-pack type silicone sealant |
| KR20210110832A (en) | 2018-12-13 | 2021-09-09 | 세메다인 가부시키 가이샤 | Primer composition |
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| Publication number | Publication date |
|---|---|
| JP3535978B2 (en) | 2004-06-07 |
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