JPH03279389A - Silane compound and production thereof - Google Patents
Silane compound and production thereofInfo
- Publication number
- JPH03279389A JPH03279389A JP2078341A JP7834190A JPH03279389A JP H03279389 A JPH03279389 A JP H03279389A JP 2078341 A JP2078341 A JP 2078341A JP 7834190 A JP7834190 A JP 7834190A JP H03279389 A JPH03279389 A JP H03279389A
- Authority
- JP
- Japan
- Prior art keywords
- allyloxyphenyl
- maleimide
- silane compound
- formula
- general formula
- 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
- 229910000077 silane Inorganic materials 0.000 title claims abstract description 28
- -1 Silane compound Chemical class 0.000 title abstract description 30
- 238000004519 manufacturing process Methods 0.000 title description 9
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 claims abstract description 17
- 238000006459 hydrosilylation reaction Methods 0.000 claims abstract description 8
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 6
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims abstract description 3
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 7
- 125000005843 halogen group Chemical group 0.000 claims description 7
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 7
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 abstract description 10
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 5
- 239000002253 acid Substances 0.000 abstract description 4
- YGHUUVGIRWMJGE-UHFFFAOYSA-N chlorodimethylsilane Chemical compound C[SiH](C)Cl YGHUUVGIRWMJGE-UHFFFAOYSA-N 0.000 abstract description 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract description 4
- 239000003054 catalyst Substances 0.000 abstract description 3
- 239000003795 chemical substances by application Substances 0.000 abstract description 2
- 229910052697 platinum Inorganic materials 0.000 abstract description 2
- 229910052736 halogen Chemical group 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 14
- 150000004756 silanes Chemical class 0.000 description 8
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 7
- 238000000921 elemental analysis Methods 0.000 description 6
- 238000000862 absorption spectrum Methods 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 230000008602 contraction Effects 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 239000002519 antifouling agent Substances 0.000 description 2
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- KVBAKSQRUXXHCK-UHFFFAOYSA-N 3,4-Dichloro-5-hydroxy-2H-pyrrol-2-one Chemical compound ClC1=C(Cl)C(=O)NC1=O KVBAKSQRUXXHCK-UHFFFAOYSA-N 0.000 description 1
- DQGVKXOSDKTVKS-UHFFFAOYSA-N C[SiH](C)Br Chemical compound C[SiH](C)Br DQGVKXOSDKTVKS-UHFFFAOYSA-N 0.000 description 1
- 239000005046 Chlorosilane Substances 0.000 description 1
- 229910018540 Si C Inorganic materials 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical compound Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 1
- PDKGHCPWTQQWJY-UHFFFAOYSA-N dibromomethylsilane Chemical compound [SiH3]C(Br)Br PDKGHCPWTQQWJY-UHFFFAOYSA-N 0.000 description 1
- UWGIJJRGSGDBFJ-UHFFFAOYSA-N dichloromethylsilane Chemical compound [SiH3]C(Cl)Cl UWGIJJRGSGDBFJ-UHFFFAOYSA-N 0.000 description 1
- XYYQWMDBQFSCPB-UHFFFAOYSA-N dimethoxymethylsilane Chemical compound COC([SiH3])OC XYYQWMDBQFSCPB-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- DRUOQOFQRYFQGB-UHFFFAOYSA-N ethoxy(dimethyl)silicon Chemical compound CCO[Si](C)C DRUOQOFQRYFQGB-UHFFFAOYSA-N 0.000 description 1
- VJOOEHFQQLYDJI-UHFFFAOYSA-N methoxy(dimethyl)silane Chemical compound CO[SiH](C)C VJOOEHFQQLYDJI-UHFFFAOYSA-N 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- 238000006884 silylation reaction Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- IBOKZQNMFSHYNQ-UHFFFAOYSA-N tribromosilane Chemical compound Br[SiH](Br)Br IBOKZQNMFSHYNQ-UHFFFAOYSA-N 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 1
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 1
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明は新規なシラン化合物およびその製造方法に係わ
り、特には、水中防汚剤の有効成分として有用とされる
、Ｎ−（ｐ−アリルオキシフェニル）マレイミド系化合
物にシリル基を導入した文献未載の新規な誘導体、およ
びヒドロシリル化反応によるその製造方法に関するもの
である。Detailed Description of the Invention (Industrial Application Field) The present invention relates to a new silane compound and a method for producing the same, and particularly relates to a novel silane compound and a method for producing the same, and particularly relates to a novel silane compound and a method for producing the same, and particularly relates to a novel silane compound and a method for producing the same. The present invention relates to a novel derivative, which has not been published in any literature, in which a silyl group is introduced into an oxyphenylmaleimide compound, and a method for producing the same by a hydrosilylation reaction.
（従来の技術および課題）
従来、本発明の前記一般式（Ｉ）で示されるシラン化合
物およびその製造方法は知られていなかった。したがっ
て、本発明はこのシラン化合物およびその製造方法を提
供するためになされたものである。(Prior Art and Problems) Hitherto, the silane compound represented by the general formula (I) of the present invention and the method for producing the same have not been known. Therefore, the present invention was made to provide this silane compound and a method for producing the same.
（課題を解決するための手段）
本発明者らは、水中防汚剤の新規な有効成分の探究に際
し、前記シラン化合物について試験しようとしたが、こ
のシラン化合物が文献未載の新規なものであるため、そ
の合成について鋭意研究を行ない、目的とするシラン化
合物がヒドロシリル化反応により意外にも容易に収率よ
く得られることを見出して本発明に至ったのである。(Means for Solving the Problems) The present inventors tried to test the above-mentioned silane compound when searching for a new active ingredient for an underwater antifouling agent, but it was found that this silane compound was a new one that had not been published in any literature. Therefore, they conducted intensive research on its synthesis and discovered that the desired silane compound can be obtained surprisingly easily and in good yield through a hydrosilylation reaction, leading to the present invention.
本願の第一の発明は一般式（Ｉ）
（但し、式中のｎは１．２または３を表し、Ｘはメトキ
シ基、エトキシ基またはハロゲン原子を表し、Ｙは水素
原子または塩素原子を表す。）で示されるシラン化合物
を要旨とするものであり、第二の発明は一般式（ｎ）
Ｈ５ｉＸｎ （ＣＨＩ）３−１゜
（但し、式中のｎは１．２または３を表し、Ｘはメトキ
シ基、エトキシ基またはハロゲン原子を表す。）で示さ
れるシランと、Ｎ−（ｐ−アリルオキシフェニル）マレ
イミド、２−クロロ−Ｎ−（ｐ−アリルオキシフェニル
）マレイミドまたは２．３−ジクロロ−Ｎ−（ｐ−アリ
ルオキシフェニル）マレイミドとを、ヒドロシリル化反
応させることを特徴とする、
一般式（Ｉ）
（但し、式中のｎは１．２または３を表し、Ｘはメトキ
シ基、エトキシ基またはハロゲン原子を表し、Ｙは水素
原子または塩素原子を表す。）で示されるシラン化合物
の製造方法を要旨とするものである。The first invention of the present application is based on the general formula (I) (where n in the formula represents 1.2 or 3, X represents a methoxy group, ethoxy group, or a halogen atom, and Y represents a hydrogen atom or a chlorine atom. ), and the second invention is a silane compound represented by the general formula (n) H5iXn (CHI)3-1° (where n in the formula represents 1.2 or 3, and represents a methoxy group, an ethoxy group or a halogen atom) and N-(p-allyloxyphenyl)maleimide, 2-chloro-N-(p-allyloxyphenyl)maleimide or 2,3-dichloro -N-(p-allyloxyphenyl)maleimide, general formula (I) characterized by subjecting it to a hydrosilylation reaction (however, n in the formula represents 1.2 or 3, X is a methoxy group, ethoxy group or a halogen atom, and Y represents a hydrogen atom or a chlorine atom).
以下に本発明の詳細な説明する。The present invention will be explained in detail below.
本発明のシラン化合物は前記の一般式（Ｉ）で示され、
式中のｎが１．２または３の、Ｘがメトキシ基、エトキ
シ基またはハロゲン原子の、Ｙが水素原子または塩素原
子のそれぞれいずれかの化合物を含むものである。The silane compound of the present invention is represented by the above general formula (I),
The compound includes a compound in which n is 1.2 or 3, X is a methoxy group, ethoxy group, or a halogen atom, and Y is a hydrogen atom or a chlorine atom.
本発明のシラン化合物は、前記の本発明の方法、すなわ
ち一般式（ｎ）で示されるシラン化合物とＮ−（ｐ−ア
リルオキシフェニル）マレイミド、２−クロロ−Ｎ−（
ｐ−アリルオキシフェニル）マレイミドまたは２．３−
ジクロロ−Ｎ−（ｐ−アリルオキシフェニル）マレイミ
ドとをヒドロシリル化反応させることによって得られる
が、この一般式（ｎ）で示されるシラン化合物の具体例
としては、クロロジメチルシラン、ジクロロメチルシラ
ン、トリクロロシラン、ブロモジメチルシラン、ジブロ
モメチルシラン、トリブロモシラン、メトキシジメチル
シラン、ジメトキシメチルシラン、トリメトキシシラン
、エトキシジメチルシラン、ジェトキシメチルシラン、
トリエトキシシランが挙げられる。The silane compound of the present invention can be prepared by the method of the present invention described above, that is, a silane compound represented by the general formula (n), N-(p-allyloxyphenyl)maleimide, 2-chloro-N-(
p-allyloxyphenyl)maleimide or 2.3-
It is obtained by a hydrosilylation reaction with dichloro-N-(p-allyloxyphenyl)maleimide, and specific examples of the silane compound represented by this general formula (n) include chlorodimethylsilane, dichloromethylsilane, and trichloro-N-(p-allyloxyphenyl)maleimide. Chlorosilane, bromodimethylsilane, dibromomethylsilane, tribromosilane, methoxydimethylsilane, dimethoxymethylsilane, trimethoxysilane, ethoxydimethylsilane, jetoxymethylsilane,
Triethoxysilane is mentioned.
本発明の方法によれば容易に収率よく前記一般式（Ｉ）
で示されるシラン化合物を合成することができる。According to the method of the present invention, the general formula (I) can be easily and in good yield.
A silane compound represented by can be synthesized.
この合成に際しては前記一般式（ＩＩ）で示されるシラ
ン化合物とＮ−（ｐ−アリルオキシフェニル）マレイミ
ド、２−クロロ−Ｎ−（ｐ−アリルオキシフェニル）マ
レイミドまたは２，３−ジクロロ−Ｎ−（ｐ−アリルオ
キシフェニル）マレイミドとは化学量論量使用してヒド
ロシリル化反応せしめることが望ましい。In this synthesis, a silane compound represented by the general formula (II) and N-(p-allyloxyphenyl)maleimide, 2-chloro-N-(p-allyloxyphenyl)maleimide, or 2,3-dichloro-N- (p-allyloxyphenyl)maleimide is preferably used in a stoichiometric amount to carry out the hydrosilylation reaction.
ヒドロシリル化反応には触媒を用いればよいが、これに
は公知の白金系触媒である塩化白金酸などを挙げること
ができ、シリル化剤に対して１１００ｐｐ程度用いれば
よい。A catalyst may be used in the hydrosilylation reaction, such as chloroplatinic acid, which is a known platinum-based catalyst, and may be used in an amount of about 1100 pp based on the silylation agent.
また、溶媒としてテトラヒドロフランかトルエンを使用
するのが望ましい。Moreover, it is desirable to use tetrahydrofuran or toluene as a solvent.
反応温度および時間については、還流下に１時間以上反
応せしめることが望ましい。Regarding the reaction temperature and time, it is desirable to carry out the reaction under reflux for one hour or more.
生成したシラン化合物は、公知の方法により濃縮あるい
は単離することができる。The produced silane compound can be concentrated or isolated by a known method.
（実施例） 次に、本発明の実施例について記す。(Example) Next, examples of the present invention will be described.
実施例１
温度計、撹拌機、冷却器を備えた１℃の４つロフラスコ
にテトラヒドロフラン２５０ｍ℃を仕込み、ここへＮ−
（ｐ−アリルオキシフェニル）マレイミド９１．７ｇ
（０，４モル）を加え、溶解させる。次いで室温にて撹
拌しながら塩化白金酸０．５ｇを加えた後、クロロジメ
チルシラン３７．８ｇ （０，４モル）を徐々に滴下し
た。Example 1 250m℃ of tetrahydrofuran was charged into a 1℃ four-bottle flask equipped with a thermometer, a stirrer, and a condenser, and N-
(p-allyloxyphenyl)maleimide 91.7g
(0.4 mol) and dissolve. Next, 0.5 g of chloroplatinic acid was added while stirring at room temperature, and then 37.8 g (0.4 mol) of chlorodimethylsilane was gradually added dropwise.
滴下終了後、テトラヒドロフランを還流させながら２時
間反応させた後、テトラヒドロフランを留去して濃縮し
、油状の薄茶色の化合物（１）を１２０ｇ （収率９２
．６％）得た。After completion of the dropwise addition, the reaction was carried out for 2 hours while refluxing tetrahydrofuran, and then the tetrahydrofuran was distilled off and concentrated to give 120 g of oily light brown compound (1) (yield: 92
．． 6%) obtained.
この化合物（１）は下記の元素分析値、赤外吸収スペク
トルおよび核磁気共鳴スペクトルから、で示されるシラ
ン化合物であることが確かめられた。This compound (1) was confirmed to be a silane compound shown by the following elemental analysis values, infrared absorption spectrum, and nuclear magnetic resonance spectrum.
元素分析値
Ｃ、５６，２１％、Ｈ，５，９０％、Ｎ、４．２１％理
論値
Ｃ； ５５．６３％、Ｈ，５，６０％、Ｎ；４．３３％
赤外吸収スペクトル
１７１０ｃ「’ （Ｃ：ｏ伸縮）、 １３００ｃｍ−
’（Ｓｉ−Ｃ伸縮）。Elemental analysis value C: 56.21%, H: 5.90%, N: 4.21% Theoretical value: C: 55.63%, H: 5.60%, N: 4.33%
Infrared absorption spectrum 1710c'' (C:o stretching), 1300cm-
'(Si-C expansion/contraction).
１１７０ｃｍ−’ （Ｃ）１２−０伸縮１．８９０ｃｍ
−’（ＳＬ−Ｃ１伸縮）核磁気共鳴スペクトル
６．９ｐｐｍ（４Ｈ，ｍ）、 ６．７ｐｐｍ（２Ｈ，ｍ
）、 ４．８ｐｐｍ（２Ｈ，ｔ）。1170cm-' (C) 12-0 expansion/contraction 1.890cm
-' (SL-C1 stretching) nuclear magnetic resonance spectrum 6.9 ppm (4H, m), 6.7 ppm (2H, m
), 4.8 ppm (2H, t).
２．４ｐｐｍ（２Ｈ，ｍ）、 １−２ｐ１−２ｐｐ、ｔ
）、 ０．６ｐｐｍ（６Ｈ，ｓ）実施例２〜１２
シラン化合物（２）〜（１２）の合成
りロロジメチルシランを、先に一般式（ＩＩ）で示され
るシランとして挙げた他のシランに代えたほかば、実施
例１と同様にして第１表〜第２表に示されるシラン化合
物（２）〜（１２）を合成した。得られたシラン化合物
の元素分析値は第１表〜第２表に併記したとおりであっ
た。2.4ppm (2H, m), 1-2p1-2pp, t
), 0.6 ppm (6H, s) Examples 2 to 12 Synthesis of Silane Compounds (2) to (12) The lorodimethylsilane was added to the other silanes listed above as silanes represented by general formula (II). Silane compounds (2) to (12) shown in Tables 1 to 2 were synthesized in the same manner as in Example 1, except for the following changes. The elemental analysis values of the obtained silane compound were as shown in Tables 1 and 2.
第
表
第
２
表
実施例１３
温度計、撹拌機、冷却器を備えた１ρの４つロフラスコ
にテトラヒドロフラン２５０ｍρを仕込み、ここへＮ−
（ｐ−アリルオキシフェニル）ジクロロマレイミド８９
．４ｇ （０，３モル）を加え、溶解させる。Table 2 Table 2 Example 13 250 mρ of tetrahydrofuran was charged into a 1ρ four-bottle flask equipped with a thermometer, a stirrer, and a condenser, and N-
(p-allyloxyphenyl)dichloromaleimide 89
．． Add 4 g (0.3 mol) and dissolve.
次いで室温にて撹拌しながら塩化白金酸０．４ｇを加え
た後、クロロジメチルシラン２ｇ、４ｇ （０，３モル
）を徐々に滴下した。Next, 0.4 g of chloroplatinic acid was added while stirring at room temperature, and then 2 g and 4 g (0.3 mol) of chlorodimethylsilane were gradually added dropwise.
滴下終了後、テトラヒドロフランを還流させながら２時
間反応させた後、テトラヒドロフランを留去して濃縮し
、油状の薄茶色の化合物（１３）を１０９ｇ （収率９
２．５％）得た。After completion of the dropwise addition, the reaction was carried out for 2 hours while refluxing tetrahydrofuran, and then the tetrahydrofuran was distilled off and concentrated to give 109 g of oily light brown compound (13) (yield: 9
2.5%) was obtained.
この化合物（１３）は下記の元素分析値、赤外吸収スペ
クトルおよび核磁気共鳴スペクトルから、式
で示されるシラン化合物であることが確かめられた。This compound (13) was confirmed to be a silane compound represented by the formula from the following elemental analysis values, infrared absorption spectrum, and nuclear magnetic resonance spectrum.
元素分析値
Ｃ，４６，１２％、Ｈ，４，５６％、Ｎ、３．４８％理
論値
Ｃ、４５，８７％、Ｈ，４，１１％、Ｎ、３．５７％赤
外吸収スペクトル
１７５０ｃｍ−’ （ＣＪ伸縮）、 １３１０ｃＩ１
１−’ｆｓｉ−Ｃ伸縮）。Elemental analysis value C, 46,12%, H, 4,56%, N, 3.48% Theoretical value C, 45,87%, H, 4,11%, N, 3.57% Infrared absorption spectrum 1750 cm -' (CJ expansion and contraction), 1310cI1
1-'fsi-C expansion/contraction).
１１８５ｃｍ−’ （ＣＨ２−０伸縮）、 ９００ｃｍ
−’（Ｓｉ−Ｃ１伸縮）核磁気共鳴スペクトル
７．２ｐｐｍ（４Ｈ，ｍ）、 ５．０ｐｐｍ（２Ｈ，ｔ
）、 ２．４ｐｐｍ（２）１．ｍ）１．２ｐｐｍ（２Ｈ
，ｔ）、 ０．６ｐｐｍ（６Ｈ，ｓ）。1185cm-' (CH2-0 telescopic), 900cm
-' (Si-C1 stretching) nuclear magnetic resonance spectrum 7.2 ppm (4H, m), 5.0 ppm (2H, t
), 2.4ppm (2)1. m) 1.2ppm (2H
, t), 0.6 ppm (6H, s).
実施例１４〜２４
シラン化合物（１４）〜（２４）の合成りロロジメチル
シランを、先に一般式（ＩＩ）でボされるシランとして
挙げた他のシランに代えたほかは、実施例１３と同様に
して第３表〜第４表に示されるシラン化合物（１４）〜
（２４）を合成した。得られたシラン化合物の元素分析
値は第３表〜第４表に併記したとおりであった。Examples 14 to 24 Synthesis of silane compounds (14) to (24) The procedure of Example 13 was repeated, except that the silane compound (14) to (24) was replaced with other silanes listed above as the silane represented by the general formula (II). Similarly, silane compounds (14) shown in Tables 3 to 4
(24) was synthesized. The elemental analysis values of the obtained silane compound were as shown in Tables 3 to 4.
第
３
表
第
表
（発明の効果）
本発明により、新規なシラン化合物であるＮ−（ｐ−ア
リルオキシフェニル）マレイミド系化合物にメトキシシ
リル基、エトキシシリル基またはハロゲン化シリル基が
導入された化合物が提供された。この化合物は水中防汚
剤の荷動成分として有用とされるものである。Table 3 (Effects of the Invention) A compound in which a methoxysilyl group, an ethoxysilyl group, or a halogenated silyl group is introduced into an N-(p-allyloxyphenyl)maleimide compound, which is a novel silane compound, according to the present invention. was provided. This compound is said to be useful as a loading component for underwater antifouling agents.
また、本発明の製造方法によれば、本発明のシラン化合
物を容易に高収率で得ることができる。Further, according to the production method of the present invention, the silane compound of the present invention can be easily obtained in high yield.
Claims (1)
シ基、エトキシ基またはハロゲン原子を表し、Ｙは水素
原子または塩素原子を表す。）で示されるシラン化合物
。 ２、一般式（II） ＨＳｉＸ＿ｎ（ＣＨ＿３）＿３＿−＿ｎ （但し、式中のｎは１、２または３を表し、Ｘはメトキ
シ基、エトキシ基またはハロゲン原子を表す。）で示さ
れるシランと、Ｎ−（ｐ−アリルオキシフェニル）マレ
イミド、２−クロロ−Ｎ−（ｐ−アリルオキシフェニル
）マレイミドまたは２，３−ジクロロ−Ｎ−（ｐ−アリ
ルオキシフェニル）マレイミドとを、ヒドロシリル化反
応させることを特徴とする、 一般式（ I ） ▲数式、化学式、表等があります▼ （但し、式中のｎは１、２または３を表し、Ｘはメトキ
シ基、エトキシ基またはハロゲン原子を表し、Ｙは水素
原子または塩素原子を表す。）で示されるシラン化合物
の製造方法。[Claims] 1. General formula (I) ▲ Numerical formula, chemical formula, table, etc. ▼ (However, n in the formula represents 1, 2 or 3, and X represents a methoxy group, ethoxy group or halogen atom. and Y represents a hydrogen atom or a chlorine atom. 2. A silane represented by the general formula (II) HSiX_n(CH_3)_3_-_n (where n in the formula represents 1, 2 or 3, and X represents a methoxy group, an ethoxy group or a halogen atom); Performing a hydrosilylation reaction with N-(p-allyloxyphenyl)maleimide, 2-chloro-N-(p-allyloxyphenyl)maleimide, or 2,3-dichloro-N-(p-allyloxyphenyl)maleimide. General formula (I) ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (However, n in the formula represents 1, 2 or 3, X represents a methoxy group, ethoxy group or a halogen atom, and Y represents a hydrogen atom or a chlorine atom).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2078341A JPH03279389A (en) | 1990-03-27 | 1990-03-27 | Silane compound and production thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2078341A JPH03279389A (en) | 1990-03-27 | 1990-03-27 | Silane compound and production thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH03279389A true JPH03279389A (en) | 1991-12-10 |
Family
ID=13659284
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2078341A Pending JPH03279389A (en) | 1990-03-27 | 1990-03-27 | Silane compound and production thereof |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH03279389A (en) |
-
1990
- 1990-03-27 JP JP2078341A patent/JPH03279389A/en active Pending
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