JP2000297093A - New organosilicon compound, its production and surface treating agent and resin additive using the same - Google Patents

New organosilicon compound, its production and surface treating agent and resin additive using the same

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Publication number
JP2000297093A
JP2000297093A JP11108237A JP10823799A JP2000297093A JP 2000297093 A JP2000297093 A JP 2000297093A JP 11108237 A JP11108237 A JP 11108237A JP 10823799 A JP10823799 A JP 10823799A JP 2000297093 A JP2000297093 A JP 2000297093A
Authority
JP
Japan
Prior art keywords
resin
organosilicon compound
formula
treating agent
surface treating
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
Application number
JP11108237A
Other languages
Japanese (ja)
Other versions
JP3555845B2 (en
Inventor
Masashi Kumagai
正志 熊谷
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Eneos Corp
Original Assignee
Japan Energy Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Japan Energy Corp filed Critical Japan Energy Corp
Priority to JP10823799A priority Critical patent/JP3555845B2/en
Publication of JP2000297093A publication Critical patent/JP2000297093A/en
Application granted granted Critical
Publication of JP3555845B2 publication Critical patent/JP3555845B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C23COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
    • C23CCOATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; SURFACE TREATMENT OF METALLIC MATERIAL BY DIFFUSION INTO THE SURFACE, BY CHEMICAL CONVERSION OR SUBSTITUTION; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL
    • C23C2222/00Aspects relating to chemical surface treatment of metallic material by reaction of the surface with a reactive medium
    • C23C2222/20Use of solutions containing silanes

Abstract

PROBLEM TO BE SOLVED: To produce a new compound useful as a surface treating agent, etc., for improving the adhesion of a metal such as copper, steel or aluminum or an inorganic substance such as glass fibers, silica, aluminum oxide or aluminum hydroxide to a resin. SOLUTION: This compound is represented by formula I [R1 to R3 are each H, a 1-20C alkyl, vinyl, phenyl or benzyl or R2 and R3 may be bonded to provide a benzene ring; R4 and R5 are each a (1-5C alkoxyl-substituted)1-5C alkyl; m is 1-10; n is 1-3], e.g. a compound represented by formula II. The compound represented by formula I can be produced by a method, etc., for reacting, e.g. (A) an imidazole compound represented by formula III with (B) an isocyanatosilane represented by formula IV in an amount of 0.1-10 mol, preferably 1 mol based on the component A at 30-100 deg.C. The compound represented by formula I is contained as an active component to afford a surface treating agent or a resin additive.

Description

【発明の詳細な説明】DETAILED DESCRIPTION OF THE INVENTION

【0001】[0001]

【発明の属する技術分野】本発明は、銅、鉄鋼、および
アルミニウム等の金属またはガラス繊維、シリカ、酸化
アルミニウム、水酸化アルミニウム等の無機物質と樹脂
との接着性の改善を行うための表面処理剤、または、エ
ポキシ樹脂等の樹脂の機械的強度の改善を行うための樹
脂添加剤およびさらに有用な有機ケイ素化合物に関す
る。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a surface treatment for improving the adhesion between a metal such as copper, steel and aluminum or an inorganic substance such as glass fiber, silica, aluminum oxide and aluminum hydroxide and a resin. The present invention relates to an agent or a resin additive for improving the mechanical strength of a resin such as an epoxy resin and a more useful organosilicon compound.

【0002】[0002]

【従来の技術】電子機器のボードは銅箔と紙−フェノー
ル樹脂含浸基材やガラス−エポキシ樹脂含浸基材等を加
熱、加圧して銅張積層板を作成した後、エッチングして
回路網を形成し、これに半導体装置等の素子を搭載する
ことにより作られる。
2. Description of the Related Art A board of an electronic device is manufactured by heating and pressing a copper foil and a paper-phenol resin impregnated base material or a glass-epoxy resin impregnated base material to form a copper-clad laminate, and then etching to form a circuit network. It is formed by forming and mounting an element such as a semiconductor device thereon.

【0003】これらの過程では、銅箔と基材との接着、
加熱、酸やアルカリ液への浸漬、レジストインクの塗
布、ハンダ付け等が行われるため、さまざまな性能が要
求される。これらの要求を満たすために、銅箔は黄銅層
形成処理(特公昭51−35711号公報、同54−6
701号公報)やクロメート処理、亜鉛または酸化亜鉛
とクロム酸化物とからなる亜鉛−クロム基混合物被覆処
理(特公昭58−7077号公報)、シランカップリン
グ剤処理等が検討されている。また、樹脂は樹脂や硬化
剤の種類およびその配合量を変えたり、添加剤等によっ
て上記要求特性を満足させている。また、ガラス繊維は
シランカップリング剤等の表面処理等が検討されてい
る。しかしながら、最近、プリント回路が緻密化してい
るので、使用される電子機器用のボードに要求される特
性はますます厳しくなっている。
In these processes, the bonding between the copper foil and the base material,
Heating, immersion in an acid or alkaline solution, application of resist ink, soldering, and the like are performed, so various performances are required. In order to satisfy these requirements, a copper foil is subjected to a brass layer forming treatment (Japanese Patent Publication No. 51-35711, JP-A-54-6).
No. 701), a chromate treatment, a zinc-chromium group mixture coating treatment comprising zinc or zinc oxide and chromium oxide (Japanese Patent Publication No. 58-7077), a silane coupling agent treatment, and the like. In addition, the resin satisfies the above-mentioned required characteristics by changing the type of the resin and the curing agent and the amount thereof, and by adding additives. For glass fibers, surface treatment with a silane coupling agent or the like has been studied. However, recently, as printed circuits have become finer, characteristics required for boards for electronic devices to be used have become increasingly severe.

【0004】これに伴うエッチング精度の向上に対応す
るため銅箔のプリプレグと接着される粗化面(M面)に
はさらに低い表面粗さ(ロープロファイル)も求められ
ている。しかし、M面の表面粗さは一方ではプリプレグ
との接着にあたって、アンカー効果をもたらしているの
で、M面に対するこのロープロファイルの要求と接着力
の向上とは二律背反の関係にあり、ロープロファイル化
によるアンカー効果の低減分は別の手段による接着力の
向上で補償することが必要である。
[0004] In order to cope with the improvement of the etching accuracy accompanying this, a further lower surface roughness (low profile) is required on the roughened surface (M surface) bonded to the prepreg of the copper foil. However, on the other hand, the surface roughness of the M surface has an anchor effect in bonding with the prepreg, so that the requirement of the low profile for the M surface and the improvement of the adhesive force are in a trade-off relationship, It is necessary to compensate for the reduction in the anchor effect by improving the adhesive force by another means.

【0005】また、発電所などの高電圧・高容量の機器
や半導体の封止等に使われている電気絶縁用注型材料は
エポキシ樹脂のマトリックス中にシリカやアルミナ等の
無機物質を充填した複合材料である。これらの材料には
様々な電気的・機械的特性が要求されており、それらの
特性を満足させるためには、無機物質と樹脂の接着性を
向上させる必要がある。この対策としてシランカップリ
ング剤を樹脂中に添加したり、無機物質をシランカップ
リング剤で表面処理することが提案されているが、さら
なる樹脂/無機物質界面の改善が要求されている。
[0005] In addition, a casting material for electrical insulation used for sealing high-voltage and high-capacity equipment such as power plants and semiconductors is a matrix of an epoxy resin filled with an inorganic substance such as silica or alumina. It is a composite material. These materials are required to have various electrical and mechanical properties, and in order to satisfy those properties, it is necessary to improve the adhesion between the inorganic substance and the resin. As measures against this, it has been proposed to add a silane coupling agent to the resin or to perform a surface treatment of an inorganic substance with the silane coupling agent, but further improvement of the resin / inorganic substance interface is required.

【0006】[0006]

【発明が解決しようとする課題】本発明は、こうした要
請に対応できる、すなわち銅、鉄鋼、およびアルミニウ
ム等の金属またはガラス繊維、シリカ、酸化アルミニウ
ム、水酸化アルミニウム等の無機物質と樹脂との接着性
を向上させることができる新規な有機ケイ素化合物、そ
の製造方法、並びにそれを用いた表面処理剤または樹脂
添加剤を提供することを目的とするものである。
SUMMARY OF THE INVENTION The present invention can meet such a demand, that is, bonding of a resin such as a metal such as copper, steel and aluminum or glass fiber, an inorganic substance such as silica, aluminum oxide and aluminum hydroxide to a resin. It is an object of the present invention to provide a novel organosilicon compound capable of improving the properties, a method for producing the same, and a surface treating agent or a resin additive using the same.

【0007】[0007]

【課題を解決するための手段】本発明者は、鋭意研究を
進めた結果、前記一般式(1)に示す新規有機ケイ素化
合物を金属または無機物質に表面処理した場合、樹脂と
の接着性を向上させることができ、また、エポキシ樹脂
等の樹脂に添加しても硬化反応が促進され、かつ機械的
強度が改善されることを見出した。
Means for Solving the Problems As a result of intensive studies, the present inventor has found that when a novel organosilicon compound represented by the general formula (1) is surface-treated with a metal or an inorganic substance, the adhesion to a resin is reduced. It has been found that the curing reaction can be promoted and the mechanical strength can be improved even when added to a resin such as an epoxy resin.

【0008】本発明は、かかる知見に基づきなされたも
のであり、その要旨は、 (1)下記一般式(1)で表される新規有機ケイ素化合
物、
The present invention has been made based on such findings, and the gist of the present invention is as follows: (1) a novel organosilicon compound represented by the following general formula (1):

【0009】[0009]

【化3】 Embedded image

【0010】(ただし、式中、R1、R2、R3は水素、
炭素数が1〜20のアルキル基、ビニル基、フェニル
基、又はベンジル基であり、R4、R5は炭素数1〜5の
アルコキシル基で置換された又は無置換の炭素数1〜5
のアルキル基であり、mは1〜10、nは1〜3の整数
である。ただし、R2、R3は結合してベンゼン環になっ
ても良い。) (2)下記一般式(2)で表されるイミダゾール化合物
と下記一般式(3)で表されるイソシアネートシランを
30〜100℃で反応させることを特徴とする前記
(1)記載の有機ケイ素化合物の製造方法、
(Wherein R 1 , R 2 and R 3 are hydrogen,
An alkyl group having 1 to 20 carbon atoms, a vinyl group, a phenyl group, or a benzyl group, and R 4 and R 5 are each substituted or unsubstituted with an alkoxyl group having 1 to 5 carbon atoms;
M is an integer of 1 to 10, and n is an integer of 1 to 3. However, R 2 and R 3 may combine to form a benzene ring. (2) The organosilicon according to (1), wherein the imidazole compound represented by the following general formula (2) is reacted with an isocyanate silane represented by the following general formula (3) at 30 to 100 ° C. A method for producing a compound,

【0011】[0011]

【化4】 Embedded image

【0012】(ただし、R1、R2、R3、R4、R5
m、nは一般式(1)と同義) (3)前記(1)に記載の有機ケイ素化合物を有効成分
とする表面処理剤、 (4)前記(1)に記載の有機ケイ素化合物を有効成分
とする樹脂添加剤、にある。
(However, R 1 , R 2 , R 3 , R 4 , R 5 ,
m and n have the same meanings as in the general formula (1). (3) A surface treating agent containing the organosilicon compound according to the above (1) as an active ingredient. (4) An organosilicon compound according to the above (1) as an active ingredient. Resin additive.

【0013】上記一般式(1)におけるR1、R2、R3
は、水素、炭素数1〜20のアルキル基、ビニル基、フ
ェニル基、又はベンジル基であれば本発明の効果を十分
に発揮する。ただし、これらの置換基は使用する用途に
よって適したものを選定する必要がある。すなわち、フ
ィラーや金属等に水溶液で表面処理したい場合は、水素
または炭素数の少ないアルキル基が溶解性の点で好まし
い。
In the general formula (1), R 1 , R 2 , R 3
Is hydrogen, an alkyl group having 1 to 20 carbon atoms, a vinyl group, a phenyl group, or a benzyl group, whereby the effects of the present invention are sufficiently exhibited. However, it is necessary to select these substituents depending on the intended use. That is, when it is desired to perform a surface treatment on a filler or a metal with an aqueous solution, hydrogen or an alkyl group having a small number of carbon atoms is preferable in terms of solubility.

【0014】また、樹脂に添加する場合は、対象樹脂と
の相溶性が高い置換基を選定する必要がある。上記一般
式(1)におけるR4、R5は、炭素数1〜5のアルコキ
シル基で置換された又は無置換の炭素数1〜5のアルキ
ル基であるが、特には合成の容易性やシランの加水分
解、縮合のし易さの点からメチル基またはエチル基が好
適である。また、nは1〜3であるが、金属、無機物質
や樹脂との反応性や架橋性の高い方が接着特性が向上す
るため、nは2または3が好適である。また、mは1〜
10である。
When adding to a resin, it is necessary to select a substituent having high compatibility with the target resin. R 4 and R 5 in the general formula (1) are an alkyl group having 1 to 5 carbon atoms substituted or unsubstituted with an alkoxyl group having 1 to 5 carbon atoms. A methyl group or an ethyl group is preferred from the viewpoint of easy hydrolysis and condensation of the compound. In addition, n is 1 to 3. However, n is preferably 2 or 3, since the higher the reactivity or crosslinkability with a metal, an inorganic substance, or a resin improves the adhesive property. Also, m is 1 to
It is 10.

【0015】以下に本発明をさらに詳細に説明する。Hereinafter, the present invention will be described in more detail.

【0016】本発明の上記新規有機ケイ素化合物(1)
は下記反応式(4)で表される反応により合成される。
すなわち、イミダゾール化合物とイソシアネートシラン
を混合し、30〜100℃に加熱することにより製造す
ることができる。
The novel organosilicon compound of the present invention (1)
Is synthesized by a reaction represented by the following reaction formula (4).
That is, it can be produced by mixing an imidazole compound and an isocyanate silane and heating the mixture to 30 to 100 ° C.

【0017】[0017]

【化5】 Embedded image

【0018】(反応式中、各記号は前記と同義)上記反
応式(4)のイミダゾール化合物とイソシアネートシラ
ンの反応モル比はイミダゾール化合物1モルに対して
0.1〜10モルのイソシアネートシランを反応させる
ことにより製造できるが、イミダゾール化合物1モルに
対してイソシアネートシランを1モルで反応させること
が望ましい。
(In the reaction formula, each symbol is as defined above.) The reaction molar ratio of the imidazole compound to the isocyanate silane in the above reaction formula (4) is 0.1 to 10 mol of isocyanate silane per 1 mol of the imidazole compound. However, it is preferable to react the isocyanate silane with 1 mol per 1 mol of the imidazole compound.

【0019】上記、新規有機ケイ素化合物を金属または
無機物質の表面処理剤として用いる場合、その金属また
は無機物質には特に制限がない。例えば、金属では、
銅、鉄、アルミニウム、亜鉛等またはそれらの合金、無
機物質ではガラス繊維、シリカ、酸化アルミニウム、水
酸化アルミニウム、酸化マグネシウム、炭酸バリウム、
タルク等である。表面処理は、そのまま塗布しても良い
が、水、メタノール、エタノール、アセトン、酢酸エチ
ル、トルエン等の溶剤で0.001〜20重量%になる
ように希釈して噴霧するか、この液に金属または無機物
質を浸漬させる方法で塗布することが簡便で好ましい。
When the novel organosilicon compound is used as a surface treatment agent for a metal or inorganic substance, the metal or inorganic substance is not particularly limited. For example, in metal,
Copper, iron, aluminum, zinc, etc. or their alloys, inorganic materials such as glass fiber, silica, aluminum oxide, aluminum hydroxide, magnesium oxide, barium carbonate,
Talc and the like. The surface treatment may be applied as it is, but it may be diluted with a solvent such as water, methanol, ethanol, acetone, ethyl acetate or toluene to a concentration of 0.001 to 20% by weight, or sprayed with a metal. Alternatively, application by a method of immersing an inorganic substance is simple and preferable.

【0020】なお、この新規有機ケイ素化合物は単独で
用いても良いが、他のシランまたはチタネートカップリ
ング剤、防錆剤と混合しても良い。
The novel organosilicon compound may be used alone or may be mixed with another silane or titanate coupling agent or rust inhibitor.

【0021】上記、本発明の新規有機ケイ素化合物は樹
脂添加剤として用いる場合、その樹脂には特には制限が
なく、熱可塑性樹脂でも熱硬化性樹脂でも良いが、特に
はエポキシ樹脂に添加すると硬化剤または硬化促進剤と
して効果的に作用し、本発明の効果を十分に発揮するこ
とができる。本発明の新規有機ケイ素化合物は樹脂中の
そのまま添加してもアルコール系、芳香族系、脂肪族系
有機溶剤に溶解して添加しても良い。添加量は樹脂10
0に対して0.001〜50添加すれば本発明の効果を
十分発揮できる。なお、本発明の新規有機ケイ素化合物
は、硬化剤、シランカップリング剤、可塑剤等の添加剤
等と併用しても良い。
When the novel organosilicon compound of the present invention is used as a resin additive, the resin is not particularly limited, and may be a thermoplastic resin or a thermosetting resin. It effectively acts as an agent or a curing accelerator, and can sufficiently exert the effects of the present invention. The novel organosilicon compound of the present invention may be added as it is in the resin or may be added by dissolving it in an alcohol, aromatic or aliphatic organic solvent. Addition amount is resin 10
The effect of the present invention can be sufficiently exhibited by adding 0.001 to 50 to 0. The novel organosilicon compound of the present invention may be used in combination with additives such as a curing agent, a silane coupling agent, and a plasticizer.

【0022】[0022]

【発明の実施の形態】実施例1 イミダゾール6.8g(0.1モル)とイソシアネート
プロピルトリエトキシシラン24.9g(0.1モル)
を混合し、ジブチルスズラウレートを触媒として0.1
g添加し、50℃で1時間反応させ、下記式(5)の有
機ケイ素化合物を得た。反応の確認は液体クロマトグラ
フィーにより反応物の消失により行った。得られた化合
物はFT−IR、NMRにより同定した。本化合物の1
H−NMR、13C−NMR、FT−IRスペクトルを図
1〜3に示す。
DESCRIPTION OF THE PREFERRED EMBODIMENTS Example 1 6.8 g (0.1 mol) of imidazole and 24.9 g (0.1 mol) of isocyanatopropyltriethoxysilane
Are mixed, and dibutyltin laurate is used as a catalyst for 0.1%.
g was added and reacted at 50 ° C. for 1 hour to obtain an organosilicon compound of the following formula (5). Confirmation of the reaction was performed by disappearance of the reaction product by liquid chromatography. The obtained compound was identified by FT-IR and NMR. 1 of this compound
H-NMR, 13 C-NMR and FT-IR spectra are shown in FIGS.

【0023】[0023]

【化6】 Embedded image

【0024】実施例2表面処理剤としての適用 アルミ合金板(JIS H4000に規定するA202
4P、日本テストパネル製、厚さ1.6mm、25×1
00mm)を上記実施例1で得られた有機ケイ素化合物
の0.4%メタノール溶液に浸漬した後、熱風乾燥する
ことにより表面処理した。この表面処理したアルミ合金
板2枚をエポキシ樹脂組成物[エピコート828(エポ
キシ樹脂、油化シェルエポキシ製):100部、ジシア
ンジアミド(関東化学(株)製):5部、2−エチル−
4−メチルイミダゾール(四国化成製):1部]により
100℃で1時間+150℃で1時間の硬化条件で接着
し、JIS K6850に準じて引っ張り剪断接着試験
を行った。また比較として未処理のアルミ合金板、およ
び0.4% 3−グリシドキシプロピルトリメトキシシ
ランのメタノール溶液で処理したアルミ合金板について
も同様に評価した。その結果を表1に示す。
Example 2 Applicable aluminum alloy plate as surface treating agent (A202 specified in JIS H4000)
4P, made by Japan Test Panel, thickness 1.6mm, 25x1
00 mm) was immersed in a 0.4% methanol solution of the organosilicon compound obtained in Example 1 above, and then subjected to surface treatment by hot-air drying. Two pieces of the surface-treated aluminum alloy plate were used as an epoxy resin composition [Epicoat 828 (epoxy resin, manufactured by Yuka Shell Epoxy): 100 parts, dicyandiamide (Kanto Chemical Co., Ltd.): 5 parts, 2-ethyl-
4-methylimidazole (manufactured by Shikoku Chemicals): 1 part] under a curing condition of 100 ° C. for 1 hour and 150 ° C. for 1 hour, and a tensile shear adhesion test was performed according to JIS K6850. For comparison, an untreated aluminum alloy plate and an aluminum alloy plate treated with a methanol solution of 0.4% 3-glycidoxypropyltrimethoxysilane were similarly evaluated. Table 1 shows the results.

【0025】[0025]

【表1】 [Table 1]

【0026】実施例3樹脂への添加剤としての適用 未処理のアルミ合金板2枚をエポキシ樹脂組成物[エピ
コート828:100部、ジシアンジアミド(関東化学
(株)製):5部、実施例1で得られた有機ケイ素化合
物:1部]により100℃で1時間+150℃で1時間
の硬化条件で接着し、JIS K6850に準じて引っ
張り剪断接着試験を行った。その結果を表2に示す。ま
た、比較として新規有機ケイ素化合物の代わりに、2−
エチル−4−メチルイミダゾール1部を用いて同様に評
価した。その結果を表2に示す。
Example 3 Application as an Additive to Resin Two untreated aluminum alloy plates were treated with an epoxy resin composition [Epicoat 828: 100 parts, dicyandiamide (Kanto Chemical Co., Ltd.): 5 parts, Example 1] 1 part of the organosilicon compound obtained in [1] above, under a curing condition of 100 ° C. for 1 hour and 150 ° C. for 1 hour, and subjected to a tensile shear adhesion test according to JIS K6850. Table 2 shows the results. As a comparison, instead of the novel organosilicon compound,
The same evaluation was performed using 1 part of ethyl-4-methylimidazole. Table 2 shows the results.

【0027】[0027]

【表2】 [Table 2]

【0028】[0028]

【発明の効果】以上説明したように、本発明の新規有機
ケイ素化合物は表面処理剤、樹脂添加剤として金属と樹
脂との接着性を改善することができる。
As described above, the novel organosilicon compound of the present invention can improve the adhesion between a metal and a resin as a surface treating agent and a resin additive.

【図面の簡単な説明】[Brief description of the drawings]

【図1】実施例1で得られた有機ケイ素化合物の1H−
NMRチャート。
FIG. 1 shows 1 H- of the organosilicon compound obtained in Example 1.
NMR chart.

【図2】同上、13C−NMRチャート。FIG. 2 is a 13 C-NMR chart, same as above.

【図3】同上、FT−IRチャート。FIG. 3 is an FT-IR chart of the above.

Claims (4)

【特許請求の範囲】[Claims] 【請求項1】 下記一般式(1)で表される新規有機ケ
イ素化合物。 【化1】 (ただし、式中、R1、R2、R3は水素、炭素数が1〜
20のアルキル基、ビニル基、フェニル基、又はベンジ
ル基であり、R4、R5は炭素数1〜5のアルコキシル基
で置換された又は無置換の炭素数1〜5のアルキル基で
あり、mは1〜10、nは1〜3の整数である。ただ
し、R2、R3は結合してベンゼン環になっても良い。)
1. A novel organosilicon compound represented by the following general formula (1). Embedded image (Where R 1 , R 2 and R 3 are hydrogen and have 1 to 1 carbon atoms)
20 alkyl groups, vinyl groups, phenyl groups, or benzyl groups; R 4 and R 5 are an alkyl group having 1 to 5 carbon atoms substituted or unsubstituted with an alkoxyl group having 1 to 5 carbon atoms; m is an integer of 1 to 10, and n is an integer of 1 to 3. However, R 2 and R 3 may combine to form a benzene ring. )
【請求項2】 下記一般式(2)で表されるイミダゾー
ル化合物と下記一般式(3)で表されるイソシアネート
シランを30〜100℃で反応させることを特徴とする
請求項1記載の有機ケイ素化合物の製造方法。 【化2】 (ただし、R1、R2、R3、R4、R5、m、nは一般式
(1)と同義)
2. The organosilicon according to claim 1, wherein an imidazole compound represented by the following general formula (2) and an isocyanate silane represented by the following general formula (3) are reacted at 30 to 100 ° C. A method for producing a compound. Embedded image (However, R 1 , R 2 , R 3 , R 4 , R 5 , m and n have the same meanings as in the general formula (1))
【請求項3】 請求項1に記載の有機ケイ素化合物を有
効成分とする表面処理剤。
3. A surface treating agent comprising the organosilicon compound according to claim 1 as an active ingredient.
【請求項4】 請求項1に記載の有機ケイ素化合物を有
効成分とする樹脂添加剤。
4. A resin additive comprising the organosilicon compound according to claim 1 as an active ingredient.
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