JPS6136865B2 - - Google Patents
Info
- Publication number
- JPS6136865B2 JPS6136865B2 JP56096316A JP9631681A JPS6136865B2 JP S6136865 B2 JPS6136865 B2 JP S6136865B2 JP 56096316 A JP56096316 A JP 56096316A JP 9631681 A JP9631681 A JP 9631681A JP S6136865 B2 JPS6136865 B2 JP S6136865B2
- Authority
- JP
- Japan
- Prior art keywords
- silicone rubber
- rubber molded
- vinyl group
- containing silane
- silane compound
- 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.)
- Expired
Links
- 229920002379 silicone rubber Polymers 0.000 claims description 33
- 239000004945 silicone rubber Substances 0.000 claims description 33
- 239000000853 adhesive Substances 0.000 claims description 22
- 230000001070 adhesive effect Effects 0.000 claims description 22
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 13
- 229910000077 silane Inorganic materials 0.000 claims description 12
- -1 silane compound Chemical class 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 10
- 150000001451 organic peroxides Chemical class 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 5
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 3
- 229920001296 polysiloxane Polymers 0.000 description 8
- 239000010408 film Substances 0.000 description 6
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 239000003973 paint Substances 0.000 description 4
- 150000004756 silanes Chemical class 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- DMWVYCCGCQPJEA-UHFFFAOYSA-N 2,5-bis(tert-butylperoxy)-2,5-dimethylhexane Chemical compound CC(C)(C)OOC(C)(C)CCC(C)(C)OOC(C)(C)C DMWVYCCGCQPJEA-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- WOXXJEVNDJOOLV-UHFFFAOYSA-N ethenyl-tris(2-methoxyethoxy)silane Chemical compound COCCO[Si](OCCOC)(OCCOC)C=C WOXXJEVNDJOOLV-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000005060 rubber Substances 0.000 description 2
- 125000005372 silanol group Chemical group 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- GQIUQDDJKHLHTB-UHFFFAOYSA-N trichloro(ethenyl)silane Chemical compound Cl[Si](Cl)(Cl)C=C GQIUQDDJKHLHTB-UHFFFAOYSA-N 0.000 description 2
- WCAGGTLUGWSHOV-UHFFFAOYSA-N tris(tert-butylperoxy)-ethenylsilane Chemical compound CC(C)(C)OO[Si](OOC(C)(C)C)(OOC(C)(C)C)C=C WCAGGTLUGWSHOV-UHFFFAOYSA-N 0.000 description 2
- 239000005050 vinyl trichlorosilane Substances 0.000 description 2
- WRXCBRHBHGNNQA-UHFFFAOYSA-N (2,4-dichlorobenzoyl) 2,4-dichlorobenzenecarboperoxoate Chemical compound ClC1=CC(Cl)=CC=C1C(=O)OOC(=O)C1=CC=C(Cl)C=C1Cl WRXCBRHBHGNNQA-UHFFFAOYSA-N 0.000 description 1
- DGXAGETVRDOQFP-UHFFFAOYSA-N 2,6-dihydroxybenzaldehyde Chemical compound OC1=CC=CC(O)=C1C=O DGXAGETVRDOQFP-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- 239000004831 Hot glue Substances 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 239000002390 adhesive tape Substances 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000011247 coating layer Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- JPBGVRDEQPIMFO-UHFFFAOYSA-N dichloro-ethenyl-ethylsilane Chemical compound CC[Si](Cl)(Cl)C=C JPBGVRDEQPIMFO-UHFFFAOYSA-N 0.000 description 1
- YLJJAVFOBDSYAN-UHFFFAOYSA-N dichloro-ethenyl-methylsilane Chemical compound C[Si](Cl)(Cl)C=C YLJJAVFOBDSYAN-UHFFFAOYSA-N 0.000 description 1
- QDASGLPLQWLMSJ-UHFFFAOYSA-N dichloro-ethenyl-phenylsilane Chemical compound C=C[Si](Cl)(Cl)C1=CC=CC=C1 QDASGLPLQWLMSJ-UHFFFAOYSA-N 0.000 description 1
- CIQDYIQMZXESRD-UHFFFAOYSA-N dimethoxy(phenyl)silane Chemical compound CO[SiH](OC)C1=CC=CC=C1 CIQDYIQMZXESRD-UHFFFAOYSA-N 0.000 description 1
- 229920005645 diorganopolysiloxane polymer Polymers 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- BXKDSDJJOVIHMX-UHFFFAOYSA-N edrophonium chloride Chemical compound [Cl-].CC[N+](C)(C)C1=CC=CC(O)=C1 BXKDSDJJOVIHMX-UHFFFAOYSA-N 0.000 description 1
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- MBGQQKKTDDNCSG-UHFFFAOYSA-N ethenyl-diethoxy-methylsilane Chemical compound CCO[Si](C)(C=C)OCC MBGQQKKTDDNCSG-UHFFFAOYSA-N 0.000 description 1
- URZLRFGTFVPFDW-UHFFFAOYSA-N ethenyl-diethoxy-phenylsilane Chemical compound CCO[Si](OCC)(C=C)C1=CC=CC=C1 URZLRFGTFVPFDW-UHFFFAOYSA-N 0.000 description 1
- ZLNAFSPCNATQPQ-UHFFFAOYSA-N ethenyl-dimethoxy-methylsilane Chemical compound CO[Si](C)(OC)C=C ZLNAFSPCNATQPQ-UHFFFAOYSA-N 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/12—Chemical modification
- C08J7/16—Chemical modification with polymerisable compounds
- C08J7/18—Chemical modification with polymerisable compounds using wave energy or particle radiation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2383/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen, or carbon only; Derivatives of such polymers
- C08J2383/04—Polysiloxanes
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Toxicology (AREA)
- Organic Chemistry (AREA)
- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Treatments Of Macromolecular Shaped Articles (AREA)
- Laminated Bodies (AREA)
- Lining Or Joining Of Plastics Or The Like (AREA)
Description
本発明はビニル基含有シラン化合物またはこれ
と有機過酸化物との混合物で表面処理してなるシ
リコーンゴム系成形体に関するものであり、特に
はシリコーンゴム系成形体の他物体にする接着性
向上を目的とするものである。
シリコーンゴム成形品は耐熱性、電気的特性、
耐候性等の性質にすぐれているので、各種産業分
野において広く使用されているが、このものには
その表面特性に関し、接着性に劣る、耐摩耗
性に劣り、表面にミクロのきずがつきやすい、
耐溶剤性の劣る、印刷性、着色性に劣る、など
の欠点があるほか、フイルムないしシートとし
た場合に強度に劣るという難点がある。
このような欠点、例えば接着性に劣る不利を回
避する手段として、最近、シリコーン成形品の表
面をアルカリ性を呈するプライマーで処理するこ
とによりこの成形品表面に分子構造中にシラノー
ル基を生成させ、この処理面にシアノアクリル系
瞬間接着剤を用いて他物体を接着させる試みが行
われているが、これは該シラノール基の生成機構
がシリコーンゴムの骨格を形成するオルガノポリ
シロキサンの解重合によるものであるので、シリ
コーンゴムの物性（機械的強度等）が劣化される
おそれがあり、望ましい方法ではない。
なお、シリコーンゴム成形品に対しては、室温
硬化性のシリコーンゴム組成物（通常シリコーン
RTVと呼称されている）が接着剤として用いら
れるが、このシリコーンRTVは高価なものであ
るため接着剤としての使用には汎用的でないばか
りか、このRTVの硬化層は本来機械的強度が弱
いので、これを用いることでは強固な接着介面を
形成することが困難である。
本発明はシリコーンゴム系成形体に関する前記
不利欠点を解決するために鋭意研究を重ねた結
果、該成形体の表面をビニル基含有シラン化合物
またはこのビニル基含有シラン化合物と有機過酸
化物との混合物で処理するとその表面特性が改質
され、前記〜などの諸点が顕著に改善される
こと、およびこの処理により成形品表面の機械的
強度が向上させること、またその成形品がフイル
ムである場合にはフイルム自体の機械的強度が大
巾に向上することを確認し本発明を完成した。
以下本発明の詳細に説明する。
本発明で対象とされるシリコーンゴム系成形品
は、一般にジオルガノポリシロキサンを主体とし
これに充てん剤としてシリカ系微粉末などが配合
されたシリコーンコンパウンドを硬化触媒の存在
下に加熱硬化させることにより製造まれるもので
あるが、これは縮合反応機構によるものに限られ
ず付加反応機構により製造されるシリコーンゴム
も包含されることは言うまでもなく、その種類に
制限はない。
本発明で使用されるビニル基含有シラン化合物
としては、通常シリコーンパーオキサイドとして
知られているビニルトリス（ターシヤリブチルパ
ーオキシ）シランなどのビニルトリス（アルキル
パーオキシ）シラン化合物、およびビニルハロゲ
ノシラン、ビニルアルコキシシランが包含され
る。このビニルハロゲノシランとしてはビニルト
リクロロシラン、ビニルメチルジクロロシラン、
ビニルエチルジクロロシラン、ビニルフエニルジ
クロロシランなどが、またビニルアルコキシシラ
ンとしてはビニルトリメトキシシラン、ビニルト
リエトキシシラン、ビニルトリス（β―メトキシ
エトキシ）シラン、ビニルメチルジメトキシシラ
ン、ビニルメチルジエトキシシラン、ビニルフエ
ニルジメトキシシラン、ビニルフエニルジエトキ
シシランなどが例示される。なお、ビニルトリク
ロロシランなどのハロゲノシランは容易に加水分
解して強酸を発生するのでなるべくならこの使用
を避けるべきである。
これらビニル基含有シラン化合物のうち、ビニ
ルトリス（アルキルパーオキシ）シラン化合物は
このもの単独の使用で本発明の目的が達成される
が、ビニルハロゲノシランあるいはビニルアルコ
キシシランの場合には有機過酸化物を併用しない
と顕著な効果を得ることができない。この目的で
使用される有機過酸化物としてはベンゾイルパー
オキシド、２，４―ジクロロベンゾイルパーオキ
シド、ジクミルパーオキシド、２，５―ジメチル
―２，５―ジ（ターシヤリブチルパーオキシ）ヘ
キサン、１，１―ジターシヤリブチルパーオキシ
ー３，５，５−トリメチルシクロヘキサンなどが
例示される。なお、この有機過酸化物を使用する
場合はこのものをビニルハロゲンノシランまたは
ビニルアルコキシシランの100重量部当り、１〜
100重量部（好ましくは10〜100重量部）の割合を
使用することが望ましい。
シリコーンゴム系成形体の表面を、前記したビ
ニル基含有シラン化合物またはこれと有機過酸化
物とと混合物で処理するには、該成形体の表面に
それら処理剤を必要に応じ適当な溶剤でうすめた
のちこれをはけぬり、スプレー塗布、あるいは浸
漬等適宜の方法により塗布ないし付着させ、適宜
予備乾燥後、100〜250℃で３分〜３時間加熱処理
行うという方法によればよく、これにより成形体
の表面特性等が顕著に改質される。その主な利点
を列記すればつぎのとおりである。
(1) 処理面は他物体との接着性にすぐれている。
(2) 汎用接着剤を用いることにより、シリコーン
ゴム系成形体同志、あるいはシリコーンゴム系
成形体と天然もしくは合成ゴム、熱可塑性もし
くは熱硬化性樹脂、金属、セラミツクなどの材
質のものとを強固に接着させることができる。
(3) 処理面は印刷適性、着色性にすぐれている。
(4) 処理面に導電性塗料などにより導電回路を形
成することが容易である。
(5) シリコーンゴム成形体（フイルム、シート
等）の機械的強度が向上する。
(6) 処理面に他のプラスチツクのコーテイング膜
を強固に形成することが容易であり、表面特性
はそのコーテイング膜に応じたものとなる。例
えばインキ付着性、帯電防止性が改良されると
かその他化学的、物理的性質がそのコーテイン
グ膜に応じたものとなる。
このような効果を有利に達成するためのシリコ
ーンゴム系成形体表面に対する前記処理剤の塗布
ないし付着量は、ビニルトリス（アルキルパーオ
キシ）シランを使用した場合はおおむね0.5〜20
ｇ／m2とすればよいし、またビニルハロゲノシラ
ンもしくはビニルアルコキシシランと有機過酸化
物との混合物を使用した場合にはおおむね１〜50
ｇ／m2とすればよい。
このようにして処理した処理面には、各種接着
剤が強固に固着するほか、塗料も強固に接着し、
またアクリル系等の粘着テープ類も接着するので
あるが、この接着剤としてはシアノアクリル系瞬
間接着剤のほか、ポリウレタン系、エポキシ系、
レゾルシン・ホルムアルデヒド系、ポリビニルア
ルコールーフエノール系、合成ゴムーフエノール
系の各種接着剤、およびホツトメルト接着剤
（PVA系、ウレタン系等）が例示されるし、また
塗料としてはアクリル系、エポキシ系、ウレタン
系等各種合成樹脂塗料が例示される。
本発明により処理されたシリコーンゴム成形体
は、例えばうすいフイルムとすることによりガ
ス、液体等の交換膜として好適に使用されるほ
か、ラパーキートツプ部材、ゴムコネクタ部材等
として有利に応用することができる。
つぎに具体的実施例をあげる。
実施例 １
ジメチルメチルビニルポリシロキサン生ゴム
（メチルビニルシロキサン単位0.3モル％）100重
量部、沈降性シリカ（ニツプルVN2日本曹達社
製）50重量部、およびシクミルパーオキサイド
0.8重量部からなるシリコーンゴムコンパウンド
をクロムメツキプレス板で加熱加圧成形すること
により厚さ１mm、たてよこ300mmの正方形のシー
トを得た。
このシリコーンゴムシートの片面にビニルトリ
ス（ターシヤリブチルパーオキシ）シラン（以下
VTBPと略記する）を第１表に示す各種の量で塗
布し、ついでいずれについても200℃15分間加熱
処理を行なつた。
このようにして処理した各シリコーンゴムシー
トおよび未処理のシリコーンゴムシートをそれぞ
れ２枚ずつ用意し、それらを市販の接着剤（SI―
３、およびウレタン系）を用いて接着しついでそ
の接着力をみるために剥離試験を行つた。結果は
第１表に示すとおりであつた。
〔接着剥離試験〕
シリコーンゴムシートの処理面同志を下記接着
剤の0.1mm塗布層を介して接着し、SI―３接着剤
について25℃24時間後、ウレタン系接着剤につい
ては25℃72時間後にテンシロンにより300mm／分
の速度で剥離した。
Γ SI―３接着剤：アイコー(株)社商品名、耐衝撃
性瞬間接着剤
Γ ウレタン系接着坐剤：国際ケミカル(株)社商品
名、ADAPT Ｅ―64Aの65重量部とADPDT
Ｅ―65BSの35重量部との混合物からなる接
着剤
The present invention relates to a silicone rubber molded product whose surface is treated with a vinyl group-containing silane compound or a mixture of the same and an organic peroxide, and particularly to improve the adhesion of the silicone rubber molded product to other objects. This is the purpose. Silicone rubber molded products have heat resistance, electrical properties,
It has excellent properties such as weather resistance, so it is widely used in various industrial fields.However, regarding its surface characteristics, it has poor adhesion, poor abrasion resistance, and is prone to micro-scratches on the surface. ,
It has disadvantages such as poor solvent resistance, poor printability and colorability, and also has a disadvantage of poor strength when made into a film or sheet. Recently, as a means to avoid such disadvantages such as poor adhesion, the surface of silicone molded products has been treated with an alkaline primer to generate silanol groups in the molecular structure on the surface of the molded products. Attempts have been made to attach other objects to the treated surface using cyanoacrylic instant adhesives, but this is because the generation mechanism of the silanol groups is the depolymerization of the organopolysiloxane that forms the skeleton of silicone rubber. Therefore, the physical properties (mechanical strength, etc.) of the silicone rubber may be deteriorated, and this is not a desirable method. For silicone rubber molded products, room temperature curable silicone rubber compositions (usually silicone
Silicone RTV (referred to as RTV) is used as an adhesive, but this silicone RTV is expensive and not only is it not widely used as an adhesive, but the cured layer of this RTV inherently has low mechanical strength. Therefore, it is difficult to form a strong adhesive interface using this. As a result of extensive research in order to solve the above-mentioned disadvantages regarding silicone rubber molded products, the present invention has developed a method in which the surface of the molded product is coated with a vinyl group-containing silane compound or a mixture of this vinyl group-containing silane compound and an organic peroxide. The surface properties of the molded product are modified by the treatment, and various points such as those mentioned above are significantly improved.This treatment also improves the mechanical strength of the surface of the molded product. completed the present invention by confirming that the mechanical strength of the film itself was greatly improved. The present invention will be explained in detail below. The silicone rubber molded products targeted by the present invention are generally made by heating and curing a silicone compound consisting mainly of diorganopolysiloxane and containing fine silica powder as a filler in the presence of a curing catalyst. However, it goes without saying that this is not limited to silicone rubber produced by a condensation reaction mechanism, but also includes silicone rubber produced by an addition reaction mechanism, and there is no restriction on the type thereof. The vinyl group-containing silane compounds used in the present invention include vinyltris(alkylperoxy)silane compounds such as vinyltris(tertiarybutylperoxy)silane, which is commonly known as silicone peroxide, and vinylhalogenosilanes, vinylalkoxysilanes, etc. Includes silane. Examples of the vinylhalogenosilane include vinyltrichlorosilane, vinylmethyldichlorosilane,
Vinyl ethyldichlorosilane, vinyl phenyl dichlorosilane, etc. Vinyl alkoxysilanes include vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris(β-methoxyethoxy)silane, vinylmethyldimethoxysilane, vinylmethyldiethoxysilane, vinyl Examples include phenyldimethoxysilane and vinylphenyldiethoxysilane. Note that halogenosilanes such as vinyltrichlorosilane are easily hydrolyzed and generate strong acids, so their use should be avoided if possible. Among these vinyl group-containing silane compounds, vinyltris(alkylperoxy)silane compounds can achieve the purpose of the present invention when used alone, but in the case of vinylhalogenosilane or vinylalkoxysilane, organic peroxides are used. If they are not used together, significant effects cannot be obtained. Organic peroxides used for this purpose include benzoyl peroxide, 2,4-dichlorobenzoyl peroxide, dicumyl peroxide, 2,5-dimethyl-2,5-di(tertiarybutylperoxy)hexane, Examples include 1,1-ditertyabutylperoxy-3,5,5-trimethylcyclohexane. When using this organic peroxide, it should be added in an amount of 1 to 100 parts by weight of vinylhalogenosilane or vinylalkoxysilane.
It is advisable to use a proportion of 100 parts by weight (preferably from 10 to 100 parts by weight). In order to treat the surface of a silicone rubber molded body with the vinyl group-containing silane compound or a mixture thereof with an organic peroxide, the treating agent is diluted with an appropriate solvent as necessary on the surface of the molded body. Thereafter, this may be applied or adhered by an appropriate method such as brushing, spray coating, or dipping, and after preliminary drying as appropriate, heat treatment may be performed at 100 to 250°C for 3 minutes to 3 hours. The surface properties of the molded body are significantly improved. Its main advantages are listed below. (1) The treated surface has excellent adhesion to other objects. (2) By using a general-purpose adhesive, you can firmly bond silicone rubber molded products together, or silicone rubber molded products and materials such as natural or synthetic rubber, thermoplastic or thermosetting resin, metal, or ceramic. Can be glued. (3) The treated surface has excellent printability and colorability. (4) It is easy to form a conductive circuit on the treated surface using conductive paint or the like. (5) The mechanical strength of silicone rubber molded objects (films, sheets, etc.) is improved. (6) It is easy to firmly form a coating film of another plastic on the treated surface, and the surface characteristics will correspond to the coating film. For example, ink adhesion and antistatic properties may be improved, and other chemical and physical properties may be improved depending on the coating film. In order to advantageously achieve such effects, the amount of coating or adhesion of the treatment agent on the surface of the silicone rubber molded product is approximately 0.5 to 20% when vinyltris(alkylperoxy)silane is used.
g/ m2 , or approximately 1 to 50 when using a mixture of vinylhalogenosilane or vinylalkoxysilane and organic peroxide.
It should be g/ m2 . Various adhesives will firmly adhere to the treated surface in this way, and paint will also adhere firmly.
Adhesive tapes such as acrylic adhesives are also used for adhesion, but in addition to cyanoacrylic instant adhesives, polyurethane-based, epoxy-based,
Examples include resorcinol-formaldehyde adhesives, polyvinyl alcohol-phenol adhesives, synthetic rubber-phenol adhesives, and hot melt adhesives (PVA-based, urethane-based, etc.), and paints such as acrylic-based, epoxy-based, and urethane-based adhesives. Examples include various types of synthetic resin paints. The silicone rubber molded article treated according to the present invention can be suitably used as an exchange membrane for gases, liquids, etc. by making it into a thin film, for example, and can also be advantageously applied as a lap key top member, a rubber connector member, etc. can. Next, a specific example will be given. Example 1 100 parts by weight of dimethylmethylvinyl polysiloxane raw rubber (methylvinylsiloxane unit 0.3 mol %), 50 parts by weight of precipitated silica (Nippur VN 2 manufactured by Nippon Soda Co., Ltd.), and shicumyl peroxide
A square sheet having a thickness of 1 mm and a length and width of 300 mm was obtained by heat-pressing molding a silicone rubber compound containing 0.8 parts by weight using a chrome plated press plate. One side of this silicone rubber sheet is coated with vinyl tris (tertiary butyl peroxy) silane (hereinafter
VTBP) was applied in various amounts shown in Table 1, and then heat treated at 200°C for 15 minutes. Prepare two each of the silicone rubber sheets treated in this way and two untreated silicone rubber sheets, and apply a commercially available adhesive (SI-
3 and urethane type), and then a peel test was conducted to check the adhesive strength. The results were as shown in Table 1. [Adhesion Peeling Test] The treated surfaces of silicone rubber sheets were adhered to each other through a 0.1 mm coating layer of the following adhesive. After 24 hours at 25℃ for SI-3 adhesive, and after 72 hours at 25℃ for urethane adhesive. Peeling was performed using Tensilon at a speed of 300 mm/min. Γ SI-3 adhesive: Aiko Co., Ltd. product name, impact-resistant instant adhesive Γ Urethane adhesive suppository: Kokusai Chemical Co., Ltd. product name, 65 parts by weight of ADAPT E-64A and ADPDT
Adhesive consisting of a mixture with 35 parts by weight of E-65BS
【表】
実施例 ２
実施例１と同様にして成形して得た厚さ１mm、
たてよこ300mmの正方形のシリコーンゴムシート
の片面に下記の処理剤組成物
Γ ２，５―ジメチル―２，５―ジ（ｔ−ブチル
パーオキシ）ヘキサン 10重量部
Γ ビニルトリス（β―メトキシエトキシ）シラ
ン 10 〃
Γ トルエン 60 〃
Γ イゾプロピルアルコール 20 〃
を第２表に示す各種の量で塗布し、ついでいずれ
についても風乾25℃24時間後200℃30分間加熱処
理を行なつた。
このようにして処理した各シリコーンゴムシー
トおよび未処理のシリコーンゴムシートについて
前例と同様に接着剥離試験を行つたところ、結果
は第２表に示すとおりであつた。[Table] Example 2 1 mm thick molded in the same manner as Example 1,
On one side of a square silicone rubber sheet measuring 300 mm in length and width, apply the following processing agent composition Γ 2,5-dimethyl-2,5-di(t-butylperoxy)hexane 10 parts by weight Γ Vinyl tris (β-methoxyethoxy) Silane 10 Γ Toluene 60 Γ Isopropyl alcohol 20 were applied in various amounts as shown in Table 2, and each was air-dried at 25°C for 24 hours and then heat-treated at 200°C for 30 minutes. Adhesion and peeling tests were conducted on each of the thus treated silicone rubber sheets and the untreated silicone rubber sheets in the same manner as in the previous example, and the results were as shown in Table 2.
Claims (1)
含有シラン化合物またはこれと有機過酸化物との
混合物で処理してなるシリコーンゴム系成形体。 ２ ビニル基含有シラン化合物がビニルトリス
（アルキルパーオキシ）シランである特許請求の
範囲第１項記載のシリコーンゴム系成形体。 ３ ビニル基含有シラン化合物がビニルハロゲノ
シランもしくはビニルアルコキシシランである特
許請求の範囲第１項記載のシリコーンゴム系成形
体。 ４ シリコーンゴム系成形体の表面に、ビニル基
含有シラン化合物またはこれと有機過酸化物との
混合物を塗布したのちこれを加熱処理することを
特徴とするシリコーンゴム系成形体の改質方法。 ５ シリコーンゴム成形体の表面に、ビニル基含
有シラン化合物またはこれと有機過酸化物との混
合物を塗布しこれを加熱処理したのち、この塗布
処理面に接着剤を介して他物体を接着一体化させ
ることを特徴とする、シリコーンゴム系成形体に
他物体を接着一体化させる方法。[Scope of Claims] 1. A silicone rubber molded product obtained by treating the surface of the silicone rubber molded product with a vinyl group-containing silane compound or a mixture of this and an organic peroxide. 2. The silicone rubber molded article according to claim 1, wherein the vinyl group-containing silane compound is vinyltris(alkylperoxy)silane. 3. The silicone rubber molded article according to claim 1, wherein the vinyl group-containing silane compound is vinylhalogenosilane or vinylalkoxysilane. 4. A method for modifying a silicone rubber molded body, which comprises applying a vinyl group-containing silane compound or a mixture of this and an organic peroxide to the surface of the silicone rubber molded body, and then heat-treating the same. 5. Apply a vinyl group-containing silane compound or a mixture of this and an organic peroxide to the surface of the silicone rubber molded product, heat treat it, and then bond and integrate other objects to this coated surface via an adhesive. A method for adhering and integrating other objects onto a silicone rubber molded article, characterized by:
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56096316A JPS57210841A (en) | 1981-06-22 | 1981-06-22 | Formed body made of silicone rubber |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56096316A JPS57210841A (en) | 1981-06-22 | 1981-06-22 | Formed body made of silicone rubber |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS57210841A JPS57210841A (en) | 1982-12-24 |
| JPS6136865B2 true JPS6136865B2 (en) | 1986-08-20 |
Family
ID=14161615
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP56096316A Granted JPS57210841A (en) | 1981-06-22 | 1981-06-22 | Formed body made of silicone rubber |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS57210841A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63186682A (en) * | 1987-01-29 | 1988-08-02 | 株式会社 タカラ | Multicontact toy |
| JPS6415267U (en) * | 1987-07-16 | 1989-01-25 | ||
| JPS6415268U (en) * | 1987-07-16 | 1989-01-25 | ||
| JPH0261395U (en) * | 1988-10-27 | 1990-05-08 | ||
| JPH0433912Y2 (en) * | 1988-09-16 | 1992-08-13 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0890601B1 (en) * | 1997-01-10 | 2006-05-24 | Nippon Valqua Industries, Ltd. | Surface modified fluoroelastomer sealing material |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS495730A (en) * | 1972-04-25 | 1974-01-18 |
-
1981
- 1981-06-22 JP JP56096316A patent/JPS57210841A/en active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS495730A (en) * | 1972-04-25 | 1974-01-18 |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63186682A (en) * | 1987-01-29 | 1988-08-02 | 株式会社 タカラ | Multicontact toy |
| JPS6415267U (en) * | 1987-07-16 | 1989-01-25 | ||
| JPS6415268U (en) * | 1987-07-16 | 1989-01-25 | ||
| JPH0433912Y2 (en) * | 1988-09-16 | 1992-08-13 | ||
| JPH0261395U (en) * | 1988-10-27 | 1990-05-08 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS57210841A (en) | 1982-12-24 |
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