JPH04243939A - Glass fiber surface-treating agent and glass fiber product - Google Patents
Glass fiber surface-treating agent and glass fiber productInfo
- Publication number
- JPH04243939A JPH04243939A JP3026924A JP2692491A JPH04243939A JP H04243939 A JPH04243939 A JP H04243939A JP 3026924 A JP3026924 A JP 3026924A JP 2692491 A JP2692491 A JP 2692491A JP H04243939 A JPH04243939 A JP H04243939A
- Authority
- JP
- Japan
- Prior art keywords
- glass fiber
- glass
- silane compound
- product
- treating agent
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000003365 glass fiber Substances 0.000 title claims abstract description 52
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 7
- -1 silane compound Chemical class 0.000 claims abstract description 33
- 229910000077 silane Inorganic materials 0.000 claims abstract description 29
- 239000010445 mica Substances 0.000 claims abstract description 23
- 229910052618 mica group Inorganic materials 0.000 claims abstract description 23
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 11
- 125000005504 styryl group Chemical group 0.000 claims abstract description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 6
- 239000012756 surface treatment agent Substances 0.000 claims description 19
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 239000011521 glass Substances 0.000 abstract description 28
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract description 18
- 239000004744 fabric Substances 0.000 abstract description 14
- 239000012779 reinforcing material Substances 0.000 abstract description 12
- 229920006337 unsaturated polyester resin Polymers 0.000 abstract description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 5
- 239000007921 spray Substances 0.000 abstract description 2
- 239000000047 product Substances 0.000 description 47
- 230000015572 biosynthetic process Effects 0.000 description 19
- 238000003786 synthesis reaction Methods 0.000 description 19
- 229920005989 resin Polymers 0.000 description 14
- 239000011347 resin Substances 0.000 description 14
- 239000000126 substance Substances 0.000 description 14
- 239000002131 composite material Substances 0.000 description 13
- 239000011159 matrix material Substances 0.000 description 11
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 238000012360 testing method Methods 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 229910000679 solder Inorganic materials 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- KTZVZZJJVJQZHV-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C=C1 KTZVZZJJVJQZHV-UHFFFAOYSA-N 0.000 description 5
- 238000005470 impregnation Methods 0.000 description 5
- 238000009835 boiling Methods 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 239000012744 reinforcing agent Substances 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- CBVJWBYNOWIOFJ-UHFFFAOYSA-N chloro(trimethoxy)silane Chemical compound CO[Si](Cl)(OC)OC CBVJWBYNOWIOFJ-UHFFFAOYSA-N 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 238000005476 soldering Methods 0.000 description 3
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 2
- LTQBNYCMVZQRSD-UHFFFAOYSA-N (4-ethenylphenyl)-trimethoxysilane Chemical compound CO[Si](OC)(OC)C1=CC=C(C=C)C=C1 LTQBNYCMVZQRSD-UHFFFAOYSA-N 0.000 description 2
- HEXHLHNCJVXPNU-UHFFFAOYSA-N 2-(trimethoxysilylmethyl)butane-1,4-diamine Chemical compound CO[Si](OC)(OC)CC(CN)CCN HEXHLHNCJVXPNU-UHFFFAOYSA-N 0.000 description 2
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- JEZFASCUIZYYEV-UHFFFAOYSA-N chloro(triethoxy)silane Chemical compound CCO[Si](Cl)(OCC)OCC JEZFASCUIZYYEV-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000011889 copper foil Substances 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 2
- 229910010272 inorganic material Inorganic materials 0.000 description 2
- 239000011147 inorganic material Substances 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 150000004756 silanes Chemical class 0.000 description 2
- 125000005372 silanol group Chemical group 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000002966 varnish Substances 0.000 description 2
- NFIQONWVAQATRV-UHFFFAOYSA-N (3-ethenylphenyl)-triethoxysilane Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC(C=C)=C1 NFIQONWVAQATRV-UHFFFAOYSA-N 0.000 description 1
- BOVQCIDBZXNFEJ-UHFFFAOYSA-N 1-chloro-3-ethenylbenzene Chemical compound ClC1=CC=CC(C=C)=C1 BOVQCIDBZXNFEJ-UHFFFAOYSA-N 0.000 description 1
- KECZPSPBNNGWDJ-UHFFFAOYSA-N 1-chloro-3-prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=CC(Cl)=C1 KECZPSPBNNGWDJ-UHFFFAOYSA-N 0.000 description 1
- WQDGTJOEMPEHHL-UHFFFAOYSA-N 1-chloro-4-prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=C(Cl)C=C1 WQDGTJOEMPEHHL-UHFFFAOYSA-N 0.000 description 1
- ISRGONDNXBCDBM-UHFFFAOYSA-N 2-chlorostyrene Chemical compound ClC1=CC=CC=C1C=C ISRGONDNXBCDBM-UHFFFAOYSA-N 0.000 description 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- XOBKSJJDNFUZPF-UHFFFAOYSA-N Methoxyethane Chemical compound CCOC XOBKSJJDNFUZPF-UHFFFAOYSA-N 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 239000004642 Polyimide Substances 0.000 description 1
- 229920001214 Polysorbate 60 Polymers 0.000 description 1
- 229910003910 SiCl4 Inorganic materials 0.000 description 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical group C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 1
- 125000005037 alkyl phenyl group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 238000005530 etching Methods 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- FDNAPBUWERUEDA-UHFFFAOYSA-N silicon tetrachloride Chemical compound Cl[Si](Cl)(Cl)Cl FDNAPBUWERUEDA-UHFFFAOYSA-N 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- NDOXWVPHPJYNJN-UHFFFAOYSA-N trimethoxy-(3-prop-1-en-2-ylphenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC(C(C)=C)=C1 NDOXWVPHPJYNJN-UHFFFAOYSA-N 0.000 description 1
- YQIZKGWCIRJWKB-UHFFFAOYSA-N trimethoxy-(4-prop-1-en-2-ylphenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=C(C(C)=C)C=C1 YQIZKGWCIRJWKB-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
Landscapes
- Surface Treatment Of Glass Fibres Or Filaments (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Silicon Polymers (AREA)
Abstract
Description
【０００１】0001
【産業上の利用分野】本発明は、ガラス繊維製品等の表
面処理剤およびガラス繊維製品、特には複合材料の補強
剤としてのガラス繊維製品またはマイカ製品などの無機
質を処理し、エポキシ樹脂、ポリイミド樹脂、不飽和ポ
リエステル樹脂などのマトリックス有機樹脂との、接着
性を改良するために使用される、ガラス繊維製品および
マイカ製品の表面処理剤、および同処理剤で処理された
ガラス繊維製品、またはマイカ製品に関するものである
。[Industrial Application Field] The present invention is a surface treatment agent for glass fiber products, and in particular for treating inorganic materials such as glass fiber products or mica products as reinforcing agents for composite materials, and for treating inorganic materials such as epoxy resins and polyimide products. Surface treatment agents for glass fiber products and mica products used to improve adhesion with matrix organic resins such as resins and unsaturated polyester resins, and glass fiber products or mica treated with the same treatment agents. It's about the product.
【０００２】0002
【従来の技術】従来、補強材としてガラスクロス、ガラ
ステープ、ガラスマット、ガラスペーパーなどのガラス
繊維製品、またはマイカ製品などを用い、マトリックス
材としたエポキシ樹脂、ポリアミド樹脂、不飽和ポリエ
ステル樹脂などを用いて両者を複合してなる複合材料は
、よく知られ各種用途に広く使用されている。しかして
、この複合材料については、不飽和ポリエステル樹脂を
マトリックス樹脂とするプリント基板用の積層板が最近
著しく伸長を示しているが、このプリント基板用の積層
板については配線工程時に溶融ハンダに浸漬されるなど
のために強い耐熱性が必要とされるのに、これには耐熱
性が不充分であるという不利がある。[Prior Art] Conventionally, glass fiber products such as glass cloth, glass tape, glass mat, glass paper, or mica products have been used as reinforcing materials, and epoxy resins, polyamide resins, unsaturated polyester resins, etc. have been used as matrix materials. Composite materials made by combining the two are well known and widely used for various purposes. Regarding this composite material, laminates for printed circuit boards that use unsaturated polyester resin as the matrix resin have recently shown remarkable growth, but laminates for printed circuit boards are immersed in molten solder during the wiring process. This has the disadvantage of insufficient heat resistance, although strong heat resistance is required for purposes such as heating.
【０００３】0003
【発明が解決しようとする課題】そのため、この耐熱性
を改良する目的において、補強材として使用するガラス
繊維製品、マイカ製品などを、脂肪族アミノ基を含有す
るγ−アミノプロピルトリエトキシシランで予備処理し
てマトリックス樹脂との接着性を向上させ、マトリック
ス樹脂との複合材料を作成する試みがなされているが、
これにはシラン化合物自体の耐熱性がわるいため複合材
料の耐熱性はまた不充分であるという不利がある。[Problem to be Solved by the Invention] Therefore, for the purpose of improving this heat resistance, glass fiber products, mica products, etc. used as reinforcing materials are pretreated with γ-aminopropyltriethoxysilane containing an aliphatic amino group. Attempts have been made to improve the adhesion with the matrix resin by processing it and create composite materials with the matrix resin.
This has the disadvantage that the heat resistance of the composite material is also insufficient because the heat resistance of the silane compound itself is poor.
【０００４】また、これについてはこのγ−アミノプロ
ピルトリエトキシシランに代えて脂肪族エポキシ基を含
有するＮ（ビニルベンジル）β−アミノエチル−γ−ア
ミノプロピルトリメトキシシランの塩酸塩で処理するこ
とも試みられているが、該シラン化合物のアミノ基の部
分の耐熱性が良くないためにこれも十分な効果がえられ
ていない。また、ガラス繊維製品等へのマトリックス樹
脂の含浸性を高めることは、複合材料を製造する際の生
産効率を高めるために必要であるが、従来のガラス繊維
表面処理剤で処理したガラス繊維製品では必ずしもこれ
が充分ではないという不利もある。[0004] In addition, in this regard, instead of this γ-aminopropyltriethoxysilane, treatment may be performed with a hydrochloride of N(vinylbenzyl)β-aminoethyl-γ-aminopropyltrimethoxysilane containing an aliphatic epoxy group. This method has also been attempted, but it has not been sufficiently effective because the amino group of the silane compound has poor heat resistance. In addition, improving the impregnation of matrix resin into glass fiber products is necessary to increase production efficiency when manufacturing composite materials, but glass fiber products treated with conventional glass fiber surface treatment agents The disadvantage is that this is not always sufficient.
【０００５】[0005]
【課題を解決するための手段】本発明はこのような不利
を解決したガラス繊維表面処理剤およびこれで処理した
ガラス繊維製品に関するもので、これは一般式[Means for Solving the Problems] The present invention relates to a glass fiber surface treatment agent that solves the above disadvantages, and a glass fiber product treated with the same, which is based on the general formula:
【０００
６】000
6]
【化２】[Case 2]
【０００７】（式中、Ｒ１ はメチル基またはエチル基
、Ｒ２ は水素原子またはメチル基を表す。）で表され
るスチリル基含有シラン化合物を主成分とするガラス繊
維表面処理剤、およびこの処理剤で処理したガラス繊維
製品またはマイカ製品を要旨とするものである。A glass fiber surface treatment agent whose main component is a styryl group-containing silane compound represented by the formula (wherein R1 represents a methyl group or an ethyl group, and R2 represents a hydrogen atom or a methyl group), and this treatment agent. The gist is glass fiber products or mica products treated with
【０００８】すなわち、本発明者らは補強剤としてのガ
ラス繊維製品またはマイカ製品とマトリックス樹脂との
強い結合を確保しつつ高度の耐熱性を有する複合材料、
特にハンダ耐熱性やミーズリング特性に優れたプリント
基板用積層板を製造するのに用いるガラス繊維表面処理
剤を開発すべく鋭意検討を重ねた結果、補強剤であるガ
ラス繊維製品またはマイカ製品を上記一般式（１）で示
されるスチリル基含有シラン化合物で処理すると前記目
的が達成され、機械的特性に優れ、ハンダ耐熱性などの
改善された高度の耐熱性を有する複合材料が得られるこ
と、かつマトリックス樹脂がガラス繊維製品に容易に含
浸することを見出したことに基づいて本発明を完成させ
た。以下にこれをさらに詳述する。That is, the present inventors have developed a composite material that has a high degree of heat resistance while ensuring a strong bond between a glass fiber product or mica product as a reinforcing agent and a matrix resin.
As a result of extensive research to develop a glass fiber surface treatment agent for use in manufacturing printed circuit board laminates that have particularly excellent solder heat resistance and measling properties, we have developed a glass fiber or mica product as a reinforcing agent. When treated with a styryl group-containing silane compound represented by the general formula (1), the above object is achieved, and a composite material having excellent mechanical properties and a high degree of heat resistance with improved soldering heat resistance etc. can be obtained; The present invention was completed based on the discovery that matrix resin easily impregnates glass fiber products. This will be explained in further detail below.
【０００９】[0009]
【作用】本発明はガラス繊維表面処理剤およびこれで処
理したガラス繊維製品およびマイカ製品に関するもので
あり、このガラス繊維表面処理剤は前記した一般式（１
）で示されるスチリル基含有シラン化合物とされる。[Operation] The present invention relates to a glass fiber surface treatment agent and glass fiber products and mica products treated with the same.
) is a styryl group-containing silane compound.
【００１０】本発明において補強剤としてのガラス繊維
製品またはマイカ製品を処理するための使用されるガラ
ス繊維表面処理剤は前記した一般式（１）で示されるス
チリル基含有シラン化合物とされ、これには下記のもの
が例示されるが、これらはその２種以上のものを混合し
て使用してもよい。In the present invention, the glass fiber surface treatment agent used for treating glass fiber products or mica products as a reinforcing agent is a styryl group-containing silane compound represented by the above-mentioned general formula (1). The following are exemplified, but two or more of these may be used in combination.
【００１１】[0011]
【化３】[Chemical formula 3]
【００１２】0012
【化４】[C4]
【００１３】[0013]
【化５】[C5]
【００１４】[0014]
【化６】[C6]
【００１５】[0015]
【化７】[C7]
【００１６】[0016]
【化８】[Chemical formula 8]
【００１７】[0017]
【化９】[Chemical formula 9]
【００１８】[0018]
【化１０】[Chemical formula 10]
【００１９】[0019]
【化１１】[Chemical formula 11]
【００２０】[0020]
【化１２】[Chemical formula 12]
【００２１】[0021]
【化１３】[Chemical formula 13]
【００２２】[0022]
【化１４】[Chemical formula 14]
【００２３】これらのシラン化合物は種々の方法で合成
することができる。これは例えば式（Ｒ１ Ｏ）３ Ｓ
ｉＣｌ（式中Ｒ１ はメチル基またはエチル基を示す）
、ＳｉＣｌ４ ，または（Ｒ１ Ｏ）４ Ｓｉ（式中Ｒ
１ はメチル基またはエチル基を示す）で表されるシラ
ン化合物を、式These silane compounds can be synthesized by various methods. For example, the formula (R1 O)3 S
iCl (in the formula, R1 represents a methyl group or an ethyl group)
, SiCl4, or (R1 O)4 Si (wherein R
1 represents a methyl group or an ethyl group), a silane compound represented by the formula
【００２４】[0024]
【化１５】[Chemical formula 15]
【００２５】（式中、Ｒ２ は水素原子または、メチル
基を示す。）で表されるグリニヤール化合物と、テトラ
ヒドロフラン、メチルエチルエーテル、ジエチルエーテ
ル、ヘキサン、ヘプタンなどの溶媒中で、０〜８０℃で
反応させ、次いで必要に応じてメタノール、またはエタ
ノールと反応させることによって得ることができる。(wherein R2 represents a hydrogen atom or a methyl group) in a solvent such as tetrahydrofuran, methyl ethyl ether, diethyl ether, hexane, or heptane at 0 to 80°C. It can be obtained by reacting and then reacting with methanol or ethanol as necessary.
【００２６】つぎに本発明のガラス繊維表面処理剤で処
理するガラス繊維製品としては、例えば従来公知のガラ
ス繊維例えば、アルカリガラス、無アルカリガラス、低
誘電ガラス、高弾性ガラス、電気用のＥガラスなどを紡
糸したガラスフィラメントを集束したストランド（ガラ
ス糸）、不織のガラスマット、ガラスペーパー、さらに
はヤーンを織ったガラスクロス、ガラステープを挙げる
ことができ、このマイカ製品としては例えば薄片を抄造
した軟質の集成マイカシート、またはこれらの焼成品を
挙げることができる。Next, examples of glass fiber products to be treated with the glass fiber surface treatment agent of the present invention include conventionally known glass fibers such as alkali glass, non-alkali glass, low dielectric glass, high elasticity glass, and electrical E glass. Examples of mica products include strands (glass thread) made of spun glass filaments, unwoven glass mats, glass paper, glass cloth woven from yarn, and glass tape. Examples include soft laminated mica sheets and fired products thereof.
【００２７】次ぎに上記したシラン化合物を用いて複合
材料の補強材であるガラス繊維製品またはマイカ製品を
処理する方法について説明する。このシラン化合物によ
るガラス繊維製品、マイカ製品などの補強材の処理はこ
のものを適宜な溶剤で希釈した処理液を用いて行う。溶
剤としては水、または０．５〜５．０重量％の酢酸水溶
液、５〜９９％の含水アルコール溶液、または酢酸を含
む含水アルコール溶液などを挙げることができる。また
これら溶媒にポリオキシエチレン高級アルコールエーテ
ル、ポリオキシエチレンアルキルフェニルエーテル、ポ
リオキシエチレンソルビタン脂肪酸エステルなどの乳化
剤を添加して用いてもよく、さらには、この処理液に必
要に応じて、染料、顔料、帯電防止剤、潤滑剤などを添
加する事もできる。溶媒中のシラン化合物の濃度は０．
１〜５．０重量％、好ましくは０．２〜１．０重量％と
する。Next, a method of treating a glass fiber product or a mica product, which is a reinforcing material for a composite material, using the above-mentioned silane compound will be explained. Reinforcing materials such as glass fiber products and mica products are treated with this silane compound using a treatment solution prepared by diluting this material with an appropriate solvent. Examples of the solvent include water, a 0.5 to 5.0% by weight acetic acid aqueous solution, a 5 to 99% aqueous alcohol solution, or a hydroalcoholic solution containing acetic acid. Furthermore, emulsifiers such as polyoxyethylene higher alcohol ether, polyoxyethylene alkyl phenyl ether, and polyoxyethylene sorbitan fatty acid ester may be added to these solvents, and if necessary, dyes, Pigments, antistatic agents, lubricants, etc. can also be added. The concentration of the silane compound in the solvent is 0.
The content is 1 to 5.0% by weight, preferably 0.2 to 1.0% by weight.
【００２８】この処理液による補強材の処理は、補強材
を処理液に浸漬して行えばよいが、場合によっては、補
強材中の処理液の溶液保持率をスクイズロールなどを用
いて一定にしてもよく、マイカシートなどについてはこ
の処理液をスプレー塗布するようにしてもよい。この処
理後は６０〜１５０℃で乾燥して溶媒を除去すると同時
に補強材と該シラン化合物のシラノール基を反応させる
のであるが、本発明の表面処理剤のガラス繊維製品また
はマイカ製品に対するこのシラン化合物の付着量は０．
００１％〜０．４重量％、好ましくは０．０１％〜０．
３重量％とすればよい。The treatment of the reinforcing material with this treatment liquid can be carried out by immersing the reinforcing material in the treatment liquid, but in some cases, the solution retention rate of the treatment liquid in the reinforcing material may be kept constant using a squeeze roll or the like. Alternatively, mica sheets or the like may be spray-coated with this treatment liquid. After this treatment, the solvent is removed by drying at 60 to 150°C, and at the same time, the silanol group of the silane compound is reacted with the reinforcing material. The adhesion amount is 0.
0.001% to 0.4% by weight, preferably 0.01% to 0.00% by weight.
It may be 3% by weight.
【００２９】このように処理するとこの表面処理剤とし
てのシラン化合物はガラス繊維等の表面のシラノール基
と共有結合によってガラス繊維と強固に結合するが、こ
のシラン化合物はスチリル基を有しているので、これは
不飽和二重結合を有する不飽和ポリエステル樹脂などの
マトリックス樹脂との反応性が高く、本発明の表面処理
剤で処理したガラス繊維などの補強材は、不飽和ポリエ
ステル樹脂などのマトリックス樹脂と強固に結合する。
また、本発明のシラン化合物は芳香環を有するため、シ
ラン化合物自身の耐熱性も高く、これで処理したガラス
繊維製品を用いて製造される複合材料の耐熱性を高める
ことができる。When treated in this manner, the silane compound used as a surface treatment agent is strongly bonded to the glass fiber through a covalent bond with the silanol group on the surface of the glass fiber, but since this silane compound has a styryl group, , which has high reactivity with matrix resins such as unsaturated polyester resins that have unsaturated double bonds, and reinforcing materials such as glass fibers treated with the surface treatment agent of the present invention can be strongly bond with. Further, since the silane compound of the present invention has an aromatic ring, the silane compound itself has high heat resistance, and the heat resistance of a composite material manufactured using a glass fiber product treated with the silane compound can be improved.
【００３０】[0030]
【実施例】次ぎに、本発明をさらに具体的に説明するた
めに、本発明の表面処理剤として用いるシラン化合物の
合成方法を合成例として、また本発明の表面処理剤を用
いて補強材を処理する方法、ならびに処理した補強材を
使用した積層板の製造法を実施例として示すが、この積
層板について行なった半田耐熱性試験、ミーズリング特
性試験および樹脂の含浸性は以下による試験結果を示し
たものである。[Example] Next, in order to explain the present invention more specifically, a method for synthesizing a silane compound used as a surface treatment agent of the present invention will be given as a synthesis example, and a reinforcing material will be prepared using the surface treatment agent of the present invention. The processing method and the manufacturing method of a laminate using the treated reinforcing material are shown as examples.The solder heat resistance test, measling property test, and resin impregnation property test conducted on this laminate are based on the test results as follows. This is what is shown.
【００３１】（１）半田耐熱性試験
積層板を沸騰水中で、一時間、二時間、三時間それぞれ
煮沸した後、２６０℃の半田浴に２０秒間し、フクレの
有無を調べた。
○：フクレ無し
×：フクレ有り(1) Soldering Heat Resistance Test The laminates were boiled in boiling water for 1 hour, 2 hours, and 3 hours, and then placed in a solder bath at 260° C. for 20 seconds to check for blisters. ○: No blister ×: With blister
【００３２】（２）ミーズリング特性試験２５０℃、２
７０℃、３００℃にそれぞれ加熱した直径２ｍｍの半田
ごてを１０秒間、１００ｇの荷重をかけて積層板におし
あて、ミーズリングの有無を調べた。
○：ミーズリング無し
×：ミーズリング有り(2) Measling property test 250°C, 2
A soldering iron with a diameter of 2 mm heated to 70° C. and 300° C. was applied to the laminate for 10 seconds under a load of 100 g, and the presence or absence of measling was examined. ○: No measling ×: With measling
【００３３】（３）樹脂の含浸性
（ａ）積層板の製造時において、不飽和ポリエステル樹
脂ワニスのガラスクロスへの含浸性の良否を目視により
観察した。
◎：極めて良好
○：良好
△：普通
×：不良
（ｂ）積層板の外観を目視により観察した。
◎：非常に透明感がある。
○：ほぼ透明である。
△：クロスのヨコ糸が少し白化している。
×：クロスのタテ、ヨコ糸が白化している。(3) Resin Impregnation (a) During the production of the laminate, the impregnability of the unsaturated polyester resin varnish into the glass cloth was visually observed. ◎: Very good ○: Good △: Average ×: Poor (b) The appearance of the laminate was visually observed. ◎: Very transparent. ○: Almost transparent. △: The weft of the cloth is slightly whitened. ×: The warp and weft threads of the cloth are whitened.
【００３４】合成例１
撹拌機、冷却器、温度計、滴下ロートを取り付けた５０
０ｃｃ硝子反応器にテトラヒドロフラン１５０ｃｃとマ
グネシウム６．３ｇ（０．２６モル）を仕込み、２０〜
３０℃にて、ｐ−クロロスチレン３４．６ｇ（０．２５
モル）を滴下し、滴下終了後も３０℃にて３時間撹拌を
続け、式Synthesis Example 1 A 50-liter container equipped with a stirrer, a cooler, a thermometer, and a dropping funnel.
Charge 150 cc of tetrahydrofuran and 6.3 g (0.26 mol) of magnesium into a 0 cc glass reactor, and
At 30°C, 34.6 g (0.25 g) of p-chlorostyrene
mol) was added dropwise, and after the completion of the addition, stirring was continued for 3 hours at 30°C, and the formula
【００３５】[0035]
【化１６】[Chemical formula 16]
【００３６】で示されるグリニャール化合物のテトラヒ
ドロフラン溶液を得た。次に、撹拌機、冷却器、温度計
、滴下ロートを取り付けた１Ｌ硝子反応器に式ＣｌＳｉ
（ＯＣＨ３ ）３
で示されるクロロトリメトキシシラン７８．３ｇ（０．
５モル）と、トルエン１５０ｃｃを仕込み、１０〜２０
℃にて上記のグリニャール化合物のテトラヒドロフラン
溶液を滴下し、滴下終了後２５℃にて１時間撹拌を続け
た。A tetrahydrofuran solution of the Grignard compound shown below was obtained. Next, a 1 L glass reactor equipped with a stirrer, a condenser, a thermometer, and a dropping funnel was equipped with the formula ClSi.
78.3 g of chlorotrimethoxysilane (OCH3)3 (0.
5 mol) and 150 cc of toluene, 10 to 20
The above solution of the Grignard compound in tetrahydrofuran was added dropwise at 0.degree. C., and after the addition was completed, stirring was continued at 25.degree. C. for 1 hour.
【００３７】その後反応溶液を濾過し、濾液を濃縮し、
蒸留を行ったところ、沸点１０８〜１１２℃／０．００
１トールにて３２．１ｇの淡黄色透明の液体がえられた
ので、このものを元素分析、核磁気共鳴スペクトル分析
、赤外線吸収スペクトル分析により分析したところ、こ
のものは式[0037] Thereafter, the reaction solution was filtered, the filtrate was concentrated,
When distilled, the boiling point was 108-112℃/0.00
At 1 torr, 32.1g of pale yellow transparent liquid was obtained, which was analyzed by elemental analysis, nuclear magnetic resonance spectroscopy, and infrared absorption spectroscopy, and was found to have the formula
【００３８】[0038]
【化１７】[Chemical formula 17]
【００３９】で表されるｐ−トリメトキシシリルスチレ
ンであることが確認されたが、ガスクロマトグラフ分析
における純度は９７．２％であり収率は５７．４％であ
った。It was confirmed that the product was p-trimethoxysilylstyrene represented by the following formula, and the purity as determined by gas chromatography analysis was 97.2%, and the yield was 57.4%.
【００４０】合成例２
合成例１におけるｐ−クロロスチレンの代わりにｐ−ク
ロロイソプロペニルベンゼンを用いた他は合成例１と同
様にして、式Synthesis Example 2 Synthesis Example 2 was carried out in the same manner as in Synthesis Example 1 except that p-chloroisopropenylbenzene was used instead of p-chlorostyrene in Synthesis Example 1.
【００４１】[0041]
【化１８】[Chemical formula 18]
【００４２】で表されるｐ−トリメトキシシリルイソプ
ロペニルベンゼンを得たが、このものは沸点が１２３〜
１２６℃／０．００６トールであり、収率は２８．６％
であった。p-trimethoxysilylisopropenylbenzene represented by
126°C/0.006 torr, yield 28.6%
Met.
【００４３】合成例３
合成例１におけるｐ−クロロスチレンの代わりにｍ−ク
ロロスチレンを用い、クロロトリメトキシシランの代わ
りにクロロトリエトキシシランを用いた他は合成例１と
同様にして、式Synthesis Example 3 Synthesis Example 1 was carried out in the same manner as in Synthesis Example 1 except that m-chlorostyrene was used instead of p-chlorostyrene and chlorotriethoxysilane was used instead of chlorotrimethoxysilane.
【００４４】[0044]
【化１９】[Chemical formula 19]
【００４５】で表されるｍ−トリエトキシシリルスチレ
ンを得たが、このものは沸点が１１６〜１２３℃／０．
０１５トールであり、収率は３１．５％であった。m-triethoxysilylstyrene represented by the following formula was obtained, which had a boiling point of 116-123°C/0.
015 torr, and the yield was 31.5%.
【００４６】合成例４
合成例１におけるｐ−クロロスチレンの代わりにｍ−ク
ロロイソプロペニルベンゼンを用いた他は合成例１と同
様にして、式Synthesis Example 4 In the same manner as in Synthesis Example 1 except that m-chloroisopropenylbenzene was used instead of p-chlorostyrene in Synthesis Example 1, the formula
【００４７】[0047]
【化２０】[C20]
【００４８】で表されるｍ−トリメトキシシリルイソプ
ロペニルベンゼンを得たが、このものは沸点が１１６〜
１２０℃／０．００３トールであり、収率は４３．６％
であった。m-trimethoxysilylisopropenylbenzene represented by
120°C/0.003 torr, yield 43.6%
Met.
【００４９】合成例５
合成例１におけるｐ−クロロスチレンの代わりにｏ−ク
ロロスチレンを用い、クロロトリメトキシシランの代わ
りにクロロトリエトキシシランを用いた他は合成例１と
同様にして、式Synthesis Example 5 In the same manner as in Synthesis Example 1, except that o-chlorostyrene was used instead of p-chlorostyrene and chlorotriethoxysilane was used instead of chlorotrimethoxysilane, the formula
【００５０】[0050]
【化２１】[C21]
【００５１】で表されるｏ−トリエトキシシリルスチレ
ンを得たが、このものは沸点が１１８〜１２３℃／０．
０１トールであり、収率は３９．６％であった。O-triethoxysilylstyrene represented by the following formula was obtained, which had a boiling point of 118-123°C/0.
The yield was 39.6%.
【００５２】実施例１
合成例１で得たｐ−トリメトキシシリルスチレンをメタ
ノール５０重量％、酢酸２．０重量％を含んだ蒸留水中
に０．７重量％溶解させた。この溶液にガラスクロス・
ＷＥＡ−１８Ｗ［日東紡績（株）製商品名］を浸漬し、
ピックアップ量３０％にスクイズロールで絞液し、これ
を１１０℃で５分間乾燥させたところ、このシラン化合
物が０．８重量％付着したガラスクロスが得られた。つ
いで、このシラン化合物で処理したガラスクロス２枚の
間に４枚のガラスペーパー・ＥＰＭ−４０５０［日本バ
イリーン（株）製商品名］をはさみ、これをビニルエス
テル系不飽和ポリエステル樹脂１００重量部、スチレン
モノマー４０重量部、クメンハイドロパーオキサイド１
重量部を混合したワニスに含浸したのち、このものを、
さらに厚み３５μｍの２枚の銅箔ではさみ、２分間脱泡
してから１５０℃で１時間加熱して、厚さ１．６ｍｍの
積層板を作った。Example 1 0.7% by weight of p-trimethoxysilylstyrene obtained in Synthesis Example 1 was dissolved in distilled water containing 50% by weight of methanol and 2.0% by weight of acetic acid. Add a glass cloth to this solution.
Soak WEA-18W [trade name manufactured by Nitto Boseki Co., Ltd.],
When the liquid was squeezed with a squeeze roll to a pickup amount of 30% and dried at 110° C. for 5 minutes, a glass cloth with 0.8% by weight of this silane compound attached was obtained. Next, four sheets of glass paper EPM-4050 [trade name manufactured by Nippon Vilene Co., Ltd.] were sandwiched between two sheets of glass cloth treated with the silane compound, and 100 parts by weight of vinyl ester unsaturated polyester resin, 40 parts by weight of styrene monomer, 1 part of cumene hydroperoxide
After impregnating the varnish with a mixture of parts by weight,
Furthermore, it was sandwiched between two pieces of copper foil with a thickness of 35 μm, and after degassing for 2 minutes, it was heated at 150° C. for 1 hour to produce a laminate with a thickness of 1.6 mm.
【００５３】実施例２〜５
実施例１において使用した合成例１のシラン化合物を、
合成例２，３，４，５のシラン化合物にそれぞれかえた
ほかは実施例１と同様にしてガラスクロスを処理したと
ころ、シラン化合物のガラスクロスに対する付着量はそ
れぞれ０．０８、０．０８、０．０８、０．０８重量％
であったので、ついで実施例１と同様にしてそれぞれ厚
さ１．６ｍｍの積層板を作製した。Examples 2 to 5 The silane compound of Synthesis Example 1 used in Example 1 was
When glass cloth was treated in the same manner as in Example 1 except that the silane compounds of Synthesis Examples 2, 3, 4, and 5 were used, the amount of the silane compound attached to the glass cloth was 0.08, 0.08, respectively. 0.08, 0.08% by weight
Therefore, laminates each having a thickness of 1.6 mm were produced in the same manner as in Example 1.
【００５４】比較例１
実施例１において使用した合成例１のシラン化合物にか
えてγ−メタクリロオキシプロピルトリメトキシシラン
・Ａ−１７４［日本ユニカー（株）製商品名］を用い、
このものを、酢酸０．１重量％を含んだ蒸留水に、濃度
０．７％となるように溶解したほかは、実施例１と同様
にしてガラスクロスを処理したところ、シラン化合物の
ガラスクロスに対する付着量は０．０８重量％であった
ので、これを用いて実施例１と同様にして厚さ１．６ｍ
ｍの積層板を作製した。Comparative Example 1 In place of the silane compound of Synthesis Example 1 used in Example 1, γ-methacryloxypropyltrimethoxysilane A-174 [trade name manufactured by Nippon Unicar Co., Ltd.] was used.
Glass cloth was treated in the same manner as in Example 1, except that this product was dissolved in distilled water containing 0.1% by weight of acetic acid to a concentration of 0.7%. The adhesion amount was 0.08% by weight, so using this, the same procedure as in Example 1 was carried out to form a film with a thickness of 1.6 m.
A laminate of m was prepared.
【００５５】比較例２
実施例１において使用した合成例１のシラン化合物にか
えてＮ（ビニルベンジル）β−アミノエチル−γ−アミ
ノプロピルトリメトキシシラン（東レ・ダウコーニング
・シリコーン（株）製）を用い、このものを、酢酸２．
０重量％を含んだ蒸留水に、濃度１．０％となるように
溶解したほかは、実施例１と同様にしてガラスクロスを
処理したところ、シラン化合物のガラスクロスに対する
付着量は０．０７％であったので、これを用いて実施例
１と同様にして厚さ１．６ｍｍの積層板を作製した。Comparative Example 2 N(vinylbenzyl)β-aminoethyl-γ-aminopropyltrimethoxysilane (manufactured by Toray Dow Corning Silicone Co., Ltd.) was used in place of the silane compound of Synthesis Example 1 used in Example 1. This was mixed with acetic acid 2.
When glass cloth was treated in the same manner as in Example 1 except that it was dissolved in distilled water containing 0% by weight to a concentration of 1.0%, the amount of silane compound attached to the glass cloth was 0.07%. %, a laminate with a thickness of 1.6 mm was produced in the same manner as in Example 1 using this.
【００５６】（性能試験）上記実施例１〜５および比較
例１〜２で製造した積層板を全面エッチングして銅箔を
除去した積層板について半田耐熱性、ミーズリング特性
試験および樹脂の含浸性をしらべたところ、表１に示し
たとおりの結果が得られ、実施例１〜５のものは比較例
１〜２のものにくらべていずれもすぐれた物性を示した
。(Performance Test) The laminates manufactured in Examples 1 to 5 and Comparative Examples 1 to 2 above were subjected to full surface etching to remove the copper foil, and the solder heat resistance, measling property test, and resin impregnation were conducted. When examined, the results as shown in Table 1 were obtained, and those of Examples 1 to 5 all showed superior physical properties compared to those of Comparative Examples 1 to 2.
【００５７】[0057]
【発明の効果】本発明はガラス繊維表面処理剤およびガ
ラス繊維製品に関するもので、これは前記したように一
般式Effects of the Invention The present invention relates to a glass fiber surface treatment agent and a glass fiber product.
【化２２】
（式中、Ｒ１ はメチル基またはエチル基、Ｒ２ は水
素原子またはメチル基を示す。）で示されるシラン化合
物を主成分とするガラス繊維表面処理剤、およびこの処
理剤で処理したガラス繊維製品またはマイカ製品を要旨
とするものであるが、このガラス繊維表面処理剤を用い
てガラス繊維を処理すると、この処理されたガラス繊維
はマトリックス樹脂と強固に結合するので、このガラス
繊維製品、またはマイカ製品を用いると、機械的特性に
優れた複合材料、例えば積層板を製造することができる
。また本発明の表面処理剤は耐熱性が高いので、本発明
の表面処理剤で処理したガラス繊維製品、またはマイカ
製品を用いて製造される複合材料は耐熱性を高めること
ができるので、プリント基板用の積層板として要求され
るハンダ耐熱性、ミーズリング特性などを満足させるこ
とができるし、本発明のガラス繊維製品、またはマイカ
製品はマトリックス樹脂との含浸性に優れるので複合材
料の製造が容易になるという有利性が与えられる。[Chemical formula 22] (In the formula, R1 represents a methyl group or an ethyl group, and R2 represents a hydrogen atom or a methyl group.) A glass fiber surface treatment agent whose main component is a silane compound, and The main purpose of this product is glass fiber products or mica products, but when glass fibers are treated with this glass fiber surface treatment agent, the treated glass fibers are strongly bonded to the matrix resin, so this glass fiber product , or mica products, it is possible to produce composite materials with excellent mechanical properties, such as laminates. In addition, since the surface treatment agent of the present invention has high heat resistance, composite materials manufactured using glass fiber products or mica products treated with the surface treatment agent of the present invention can have increased heat resistance, so printed circuit boards The glass fiber products or mica products of the present invention can satisfy the solder heat resistance, measling properties, etc. required for laminates for use in industrial applications, and the glass fiber products or mica products of the present invention have excellent impregnation properties with matrix resins, making it easy to manufacture composite materials. It gives you the advantage of becoming
【表１】[Table 1]
Claims (2)
素原子またはメチル基を表す。）で示されるスチリル基
含有シラン化合物を主成分とすることを特徴とするガラ
ス繊維製品表面処理剤。Claim 1: The main component is a styryl group-containing silane compound represented by the general formula [Formula 1] (wherein R1 represents a methyl group or an ethyl group, and R2 represents a hydrogen atom or a methyl group). A surface treatment agent for glass fiber products.
徴とするガラス繊維製品またはマイカ製品。2. A glass fiber product or mica product treated with the treatment agent according to claim 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3026924A JPH04243939A (en) | 1991-01-28 | 1991-01-28 | Glass fiber surface-treating agent and glass fiber product |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3026924A JPH04243939A (en) | 1991-01-28 | 1991-01-28 | Glass fiber surface-treating agent and glass fiber product |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH04243939A true JPH04243939A (en) | 1992-09-01 |
Family
ID=12206736
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3026924A Pending JPH04243939A (en) | 1991-01-28 | 1991-01-28 | Glass fiber surface-treating agent and glass fiber product |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH04243939A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003518137A (en) * | 1999-12-22 | 2003-06-03 | バセル テクノロジー カンパニー ベスローテン フェンノートシャップ | Α-olefin polymerization catalyst system containing aromatic silane compound |
-
1991
- 1991-01-28 JP JP3026924A patent/JPH04243939A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003518137A (en) * | 1999-12-22 | 2003-06-03 | バセル テクノロジー カンパニー ベスローテン フェンノートシャップ | Α-olefin polymerization catalyst system containing aromatic silane compound |
| JP4758583B2 (en) * | 1999-12-22 | 2011-08-31 | バセル テクノロジー カンパニー ビー．ブイ． | Alpha-olefin polymerization catalyst system containing aromatic silane compound |
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