JP2014532045A - 鉄含有ヒドロシリル化触媒及びこの触媒を含有する組成物 - Google Patents
鉄含有ヒドロシリル化触媒及びこの触媒を含有する組成物 Download PDFInfo
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- 125000001425 triazolyl group Chemical group 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- ZDHXKXAHOVTTAH-UHFFFAOYSA-N trichlorosilane Chemical compound Cl[SiH](Cl)Cl ZDHXKXAHOVTTAH-UHFFFAOYSA-N 0.000 description 1
- 239000005052 trichlorosilane Substances 0.000 description 1
- FZMJEGJVKFTGMU-UHFFFAOYSA-N triethoxy(octadecyl)silane Chemical compound CCCCCCCCCCCCCCCCCC[Si](OCC)(OCC)OCC FZMJEGJVKFTGMU-UHFFFAOYSA-N 0.000 description 1
- UMFJXASDGBJDEB-UHFFFAOYSA-N triethoxy(prop-2-enyl)silane Chemical compound CCO[Si](CC=C)(OCC)OCC UMFJXASDGBJDEB-UHFFFAOYSA-N 0.000 description 1
- NBXZNTLFQLUFES-UHFFFAOYSA-N triethoxy(propyl)silane Chemical compound CCC[Si](OCC)(OCC)OCC NBXZNTLFQLUFES-UHFFFAOYSA-N 0.000 description 1
- JXUKBNICSRJFAP-UHFFFAOYSA-N triethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCOCC1CO1 JXUKBNICSRJFAP-UHFFFAOYSA-N 0.000 description 1
- CAAPVQVUCVXKKS-UHFFFAOYSA-N triethyl(2-methylbut-3-yn-2-yloxy)silane Chemical compound CC[Si](CC)(CC)OC(C)(C)C#C CAAPVQVUCVXKKS-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 125000005591 trimellitate group Chemical group 0.000 description 1
- UBMUZYGBAGFCDF-UHFFFAOYSA-N trimethoxy(2-phenylethyl)silane Chemical compound CO[Si](OC)(OC)CCC1=CC=CC=C1 UBMUZYGBAGFCDF-UHFFFAOYSA-N 0.000 description 1
- LFRDHGNFBLIJIY-UHFFFAOYSA-N trimethoxy(prop-2-enyl)silane Chemical compound CO[Si](OC)(OC)CC=C LFRDHGNFBLIJIY-UHFFFAOYSA-N 0.000 description 1
- AXNJHBYHBDPTQF-UHFFFAOYSA-N trimethoxy(tetradecyl)silane Chemical compound CCCCCCCCCCCCCC[Si](OC)(OC)OC AXNJHBYHBDPTQF-UHFFFAOYSA-N 0.000 description 1
- ASEGJSMHCHEQSA-UHFFFAOYSA-N trimethoxy(undec-10-enyl)silane Chemical compound CO[Si](OC)(OC)CCCCCCCCCC=C ASEGJSMHCHEQSA-UHFFFAOYSA-N 0.000 description 1
- WVLBCYQITXONBZ-UHFFFAOYSA-N trimethyl phosphate Chemical compound COP(=O)(OC)OC WVLBCYQITXONBZ-UHFFFAOYSA-N 0.000 description 1
- 239000005051 trimethylchlorosilane Substances 0.000 description 1
- JNXDCMUUZNIWPQ-UHFFFAOYSA-N trioctyl benzene-1,2,4-tricarboxylate Chemical compound CCCCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCCCC)C(C(=O)OCCCCCCCC)=C1 JNXDCMUUZNIWPQ-UHFFFAOYSA-N 0.000 description 1
- MDCWDBMBZLORER-UHFFFAOYSA-N triphenyl borate Chemical compound C=1C=CC=CC=1OB(OC=1C=CC=CC=1)OC1=CC=CC=C1 MDCWDBMBZLORER-UHFFFAOYSA-N 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- HQUQLFOMPYWACS-UHFFFAOYSA-N tris(2-chloroethyl) phosphate Chemical compound ClCCOP(=O)(OCCCl)OCCCl HQUQLFOMPYWACS-UHFFFAOYSA-N 0.000 description 1
- OBAJXDYVZBHCGT-UHFFFAOYSA-N tris(pentafluorophenyl)borane Chemical compound FC1=C(F)C(F)=C(F)C(F)=C1B(C=1C(=C(F)C(F)=C(F)C=1F)F)C1=C(F)C(F)=C(F)C(F)=C1F OBAJXDYVZBHCGT-UHFFFAOYSA-N 0.000 description 1
- 239000002383 tung oil Substances 0.000 description 1
- 229940035893 uracil Drugs 0.000 description 1
- 229960000834 vinyl ether Drugs 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 239000010456 wollastonite Substances 0.000 description 1
- 229910052882 wollastonite Inorganic materials 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 229940043810 zinc pyrithione Drugs 0.000 description 1
- PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 0.000 description 1
Classifications
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- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
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- B01J31/0272—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing elements other than those covered by B01J31/0201 - B01J31/0255
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- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
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- B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
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Abstract
Description
(A)Fe含有ヒドロシリル化反応触媒;及び
(B)ヒドロシリル化反応を起こすことのできる脂肪族不飽和有機基を1分子当たり平均1個以上有する脂肪族不飽和化合物。
理論に束縛されるものではないが、M含有ヒドロシリル化反応触媒は、組成物のヒドロシリル化反応を触媒するのに有効と特徴付けられると考えられる。組成物のヒドロシリル化反応は反応生成物を製造する。反応生成物はシラン、ガム、ゲル、ラバー、及び樹脂からなる群から選択される形状を有することができる。
各Aは独立して置換可能な置換基である。理論に束縛されるものではないが、1種以上の実例のAがFeからリガンドで置換され、Fe−リガンド錯体を生成すると考えられる。理論に束縛されるものではないが、1種以上の実例のグループAが、Fe前駆体とリガンド間の錯化反応により置換され、Fe−リガンド錯体を生成すると考えられる。下付き文字xが1より大きいときは、各実例の、一般式(i)のAは同じでも異なってもよい。Aの例としてハロゲン原子及び一価有機基が挙げられる。一価有機基は、一価炭化水素基又は一価ヘテロ原子含有基であってもよい。一価ヘテロ原子含有基として、アミノ基、ハロゲン化炭化水素基、シラザン基、カルボキシレート基、カルボキシルエステル基、カルボニル基、ヒドロカルボノキシ基、スルホネートエステル基、スルホニルイミド基、アセタート基、及びシアノ基により例示される。
などの基(式中、*は連結点を示す)を含有する。
(式中、QはN、O、P、又はSから選択され;xはQの原子価−2であり;A1、A2、A3、A4、A5、及びA6はそれぞれ独立して一価有機基、水素原子、ハロゲン原子、又は一価無機ヘテロ原子含有基から選択され;但しA2はOHでなく;但しA3はトリフルオロメチルフェニルではなく;但しA5とA4、及び/又は、A4とA6の一方若しくは両方が一緒に結合して縮合環構造を形成し得る)を有する。
(式中、Q1はO、N、又はSから選択され;A11及びA13はHであり;A7〜A10はそれぞれ独立して一価有機基、水素原子、ハロゲン原子、又は一価無機へテロ原子含有基から選択され;A12は水素原子、ハロゲン原子、又は一価有機基から選択され;A14は独立して水素原子、ハロゲン原子、及びBu、Ph、又はトルイル以外の一価有機基から選択され;但しA7〜A10のいずれかが一緒に結合して縮合環構造を形成し得る)を有してもよい。
(式中、Q2はN又はPから選択され;Q3はNHA23又はPA24A25から選択され、A23はアルキル基、アリール基、又は水素原子から選択され、A24及びA25はそれぞれ独立してアルキル基及びフェニル基から選択され;A15〜A22はそれぞれ独立して一価有機基、水素原子、又は一価無機ヘテロ原子含有基から選択され;但しA16とA17、及び/又はA20とA21の一方若しくは両方が結合して二重結合を形成し得;但しA15とA18、及び/又はA17とA18の一方若しくは両方が一緒に結合して縮合環構造を形成し得;但しA19、A20、A21、及びA22のいずれかが結合して二重結合又は縮合環構造を形成し得る)を有してもよい。
(式中、Q4はN、O、又はSから選択され;A16〜A37はそれぞれ独立して一価有機基、水素原子、ハロゲン原子、又は一価無機ヘテロ原子含有基から選択され;但しA33はメトキシではなく;但しQ4がNであるときは、A26はHであり、A27はC6H4OMeではない)を有してもよい。
(式中、A38〜A41はそれぞれ独立して選択された一価有機基であり;Q5はOH、NHA42、PA43A44、又はCOOHから選択され、A42はアルキル基及びアリール基から選択され、A43及びA44はそれぞれ独立して選択されたアルキル基であり;Q6はA46、A47、又はCOOHから選択され、
A46は一般式:
を有し、式中、Q7はPA51A52から選択され、A51及びA52はそれぞれ独立して選択されたアルキル基であり;A47〜A49はそれぞれ独立して一価有機基及び水素原子から選択され;A50は一価有機基及び水素原子から選択され、但しA50とA41はメチレン基によって又はCA53A54を経由して一緒に結合し得、A53及びA54はそれぞれ独立して一価有機基及び水素原子から選択され;*は結合点を指し;
A47は一般式:
を有し、Q8はOHであり、A55〜A58はそれぞれ独立して一価有機基及び水素原子から選択され;nは0又は1であり;但しA56とA57は一緒に結合して縮合環を形成し得る)を有してもよい。
(式中、Q9はOH、NA61A62又はPA63A64から選択され;Q10はOA65又はNA61A62から選択され、A61、A62、A63、及びA64はそれぞれ独立して選択された一価有機基であり;A65は一価有機基及び水素原子から選択され;A59及びA60はそれぞれ独立して一価有機基及び水素原子から選択される)を有してもよい。
(式中、A66は一価有機基及び水素原子から選択され;A67及びA71はそれぞれ独立して選択されたアルキル基であり;A68、A69、A70、A72、A73、及びA74はそれぞれ独立してアルキル基及びアリール基から選択され;X−は対イオンであり;但しA68とA72は一緒に結合して縮合環構造を形成し得、但しA69、A70、A74、及びA74のいずれかが一緒に結合して縮合環構造を形成し得る)を有してもよい。
(式中、A75〜A79はそれぞれ独立して水素原子及び一価有機基から選択され;Q11及びQ12は独立してNHA80及びPA81A82から選択され、A80、A81、及びA82はそれぞれ独立して選択された一価有機基である)を有してもよい。
(式中、Q13及びQ14は独立してO及びNから選択され、但しQ13及びQ14がNであるときは、n’は0〜1の整数であり、Q13及びQ14がOであるときは、n’は1〜2の整数であり、Q13及びQ14がOであるときは、A83及びA84は存在せず;A83及びA86は独立して水素原子及び一価有機基から選択され;A84及びA85は独立してNA87A88から選択され、A87及びA88は独立して水素原子及びメチル以外の一価有機基から選択される)を有してもよい。
(式中、各A94は独立して水素原子、一価有機基、ハロゲン原子、及び一価無機ヘテロ原子含有基から選択され;但し複数のA94のいずれかが一緒に結合して縮合環構造を形成し得;Q15はS又はNから選択され、但しQ15がSであるときはA89は存在せず、A90はフェニル又はジメチルフェニル以外の一価有機基であり;但しQ15がNであるときはA89及びA90はそれぞれ独立してジブチルフェニル又はジブチルフェノール以外の選択された一価有機基であり;但しQ15がNであるときはA89とA90は一緒に結合して縮合環構造を形成し得る)を有してもよい。
(式中、Q16はO又はSから選択され、A95は水素原子及びアルキル基から選択され;A96は水素原子及び一価有機基から選択され;A97及びA98は独立して水素原子及び一価有機基から選択され、但しA97とA98は一緒に結合して縮合複素環式構造を形成し得る)を有してもよい。
(式中、A99〜A104はそれぞれ独立して水素原子及び一価有機基から選択され、但しA99及びA104はメシチルではなく;但しA101とA104は結合して二重結合を形成し得る)を有してもよい。
(式中、Q17はOA111及びNHA112から選択され、A111及びA112はそれぞれ独立して水素原子及びアルキル基から選択され;A105〜A110は独立して水素原子及び一価有機基から選択され;但しA106とA107は一緒に結合して縮合環構造を形成し得る)を有してもよい。
(式中、A113〜A118はそれぞれ独立して水素原子及び一価有機基から選択され;但しA113とA114、及び/又はA117とA118の一方若しくは両方が一緒に結合して縮合環構造を形成し得る)を有してもよい。
(式中、A129は一価有機基であり;A130は水素原子、一価有機基又はハロゲン原子から選択され;Q18はO又はSから選択され;Q19はCA131A132OH、NA133A134、又は
(式中、A131、A132、A133及びA134は独立して水素原子及び一価炭化水素基から選択され;A135はアリール基であり;*は結合点を指す)から選択される)を有してもよい。
(式中、A136〜A140はそれぞれ独立して水素原子及び一価有機基から選択され;Q20はO又はSから選択され;Q21はOA141、SA142、NA143A144から選択され、A141〜A144はそれぞれ独立して水素原子及び一価有機基から選択される)を有してもよい。
式(I):R1 2R2SiO(R1 2SiO)a(R1R2SiO)bSiR1 2R2、
式(II):R1 3SiO(R1 2SiO)c(R1R2SiO)dSiR1 3、
又はそれらの組み合わせのポリジオルガノシロキサンを含み得る。
i)ジメチルビニルシロキシ末端ポリジメチルシロキサン、
ii)ジメチルビニルシロキシ末端ポリ(ジメチルシロキサン/メチルビニルシロキサン)、
iii)ジメチルビニルシロキシ末端ポリメチルビニルシロキサン、
iv)トリメチルシロキシ末端ポリ(ジメチルシロキサン/メチルビニルシロキサン)、
v)トリメチルシロキシ末端ポリメチルビニルシロキサン、
vi)ジメチルビニルシロキシ末端ポリ(ジメチルシロキサン/メチルビニルシロキサン)、
vii)ジメチルビニルシロキシ末端ポリ(ジメチルシロキサン/メチルフェニルシロキサン)、
viii)ジメチルビニルシロキシ末端ポリ(ジメチルシロキサン/ジフェニルシロキサン)、
ix)フェニルメチルビニルシロキシ末端ポリジメチルシロキサン、
x)ジメチルヘキセニルシロキシ末端ポリジメチルシロキサン、
xi)ジメチルヘキセニルシロキシ末端ポリ(ジメチルシロキサン/メチルヘキセニルシロキサン)、
xii)ジメチルヘキセニルシロキシ末端ポリメチルヘキセニルシロキサン、
xiii)トリメチルシロキシ末端ポリ(ジメチルシロキサン/メチルヘキセニルシロキサン)、
xiv)トリメチルシロキシ末端ポリメチルヘキセニルシロキサン、
xv)ジメチルヘキセニルシロキシ末端ポリ(ジメチルシロキサン/メチルヘキセニルシロキサン、
xvi)ジメチルビニルシロキシ末端ポリ(ジメチルシロキサン/メチルヘキセニルシロキサン)、
xvii)それらの組み合わせ。
式(III):R5 3SiO(R5 2SiO)g(R5HSiO)hSiR5 3、
式(IV):R5 2HSiO(R5 2SiO)i(R5HSiO)jSiR5 2H、又は
それらの組み合わせ。
a)ジメチル水素シロキシ末端ポリジメチルシロキサン、
b)ジメチル水素シロキシ末端ポリ(ジメチルシロキサン/メチル水素シロキサン)、
c)ジメチル水素シロキシ末端ポリメチル水素シロキサン、
d)トリメチルシロキシ末端ポリ(ジメチルシロキサン/メチル水素シロキサン)、
e)トリメチルシロキシ末端ポリメチル水素シロキサン、
f)本質的にH(CH3)2SiO1/2単位及びSiO4/2単位からなる樹脂、及び
g)それらの組合わせ。
(式中、各R29は独立して水素原子及び1〜20個のメンバー原子を含む一価有機基から選択され、下付き文字kは0〜18の範囲の整数値であり、下付き文字mは0〜19の範囲の整数値であり、k+mは3〜20、あるいは3〜40の範囲の整数値である)の化合物を含み得る。各R30は独立して一価有機基、ハロゲン原子又は上記セクション記載のシロキサン単位から選択される。あるいは、各R30は、ハロゲン原子、エーテル基、アルコキシ基、アルコキシエーテル基、アシル基、エポキシ基、アミノ基、シリル基、又は−Z−R31基から選択される官能基である(式中、Zは独立して酸素原子及び2〜20個の炭素原子を含む二価炭化水素基から選択され、R31は独立して−BR29 uR32 2−u、−SiR29 vR32 3−v、又は式(VI):
(R32 3−nR29 nSiO1/2)w(R32 2−oR29 oSiO2/2)x(R32 1−pR29 pSiO3/2)y(SiO4/2)z(CR29 qR32 1−q)aa(CR29 rR32 2−r)bb(O(CR29 sR32 2−s)cc(CR29 tR32 3−t)dd
で記載される基から選択され、式中Bはボロンを指し、各R29は上記のとおりであり、w+x+y+z+aa+bb+cc+ddの合計は少なくとも2であり、下付き文字nは0〜3の範囲の整数値であり、下付き文字oは0〜2の範囲の整数値であり、下付き文字pは0〜1の範囲の整数値であり、下付き文字qは0〜1の範囲の整数値であり、下付き文字rは0〜2の範囲の整数値であり、下付き文字sは0〜2の範囲の整数値であり、下付き文字tは0〜3の範囲の整数値であり、下付き文字uは0〜2の範囲の整数値であり、下付き文字vは0〜3の範囲の整数値であり、各R32はハロゲン原子、エーテル基、アルコキシ基、アルコキシエーテル基、アシル基、エポキシ基、アミノ基、シリル基、又は−Z−G基から選択される官能基であり、式中Zは上記のとおりであり、各Gは式(VII):
で記述されるシクロシロキサンであり、R29及びR30は上記のとおりであり、下付き文字eeは1であり、下付き文字ffは0〜18の範囲の整数値であり、下付き文字ggは0〜18の範囲の整数値であり、ff+ggは2〜20の範囲の整数値であり、但し式(VII)ではR32基の一つがR31基を式(VII)のシクロシロキサンに結合させるZ基によって置換されており、更にaa+bb+cc+dd>0であるなら、w+x+y+z>0である)。
(式中、
各R33は独立して水素原子及び一価有機基から選択され;各R34は独立して水素原子、一価有機基、及び式
の基から選択され;下付き文字hhは少なくとも1の整数値であり;下付き文字jjは少なくとも1の整数値であり;下付き文字iiは最小値が0である整数である)を有し得る。一般式中、R33の少なくとも一つの実例は水素原子である。R33及び/又はR34に適する一価有機基は、R29に関して上記された基によって例示される。
などのアルキルアリーレン基によって例示される二価炭化水素基であり得る。あるいは、R28の例は酸素原子であり得、一方R28の異なる例は二価炭化水素基である。非官能性ポリオルガノシロキサンは、当技術分野において既知であり、市販されている。適する非官能性ポリオルガノシロキサンは、以下に限定されないが、ポリジメチルシロキサンにより例示される。このようなポリジメチルシロキサンとしてはDOW CORNING(登録商標)200フルイド(Dow Corning Corporation(米国ミシガン州ミッドランド)から市販されている)が挙げられ、0.5cm2/s〜0.1m2/s(50cSt〜100,000cSt)、あるいは0.5cm2/s〜0.05m2/s(50cSt〜50,000cSt)、あるいは0.0125m2/s〜0.06m2/s(12,500cSt〜60,000cSt)の範囲の粘度を有し得る。
の基を1分子当たり平均少なくとも1個有し得る(式中、R8は水素原子又は一価有機基を表す)。あるいは、R8は、分岐状又は直鎖状一価炭化水素基を表してもよい。一価有機基は、4〜15個の炭素原子、あるいは9〜12個の炭素原子のアルキル基などの分枝状又は直鎖状一価炭化水素基であり得る。適する可塑剤は、アジぺート、カルボキシレート、フタレート及びそれらの組み合わせからなる群より選択され得る。
この式中、Z基は、3個以上の炭素原子、あるいは3〜15個の炭素原子を有する環式炭化水素基を表す。下付き文字kの数範囲は、1〜12であり得る。Z基は、飽和又は芳香族であり得る。各R10は独立して水素原子、又は分岐状若しくは直鎖状一価有機基である。R9に関する一価有機基はMe、Et、又はBu等のアルキル基でもよい。あるいは、R10の一価の有機基は、エステル官能基であり得る。各R9は独立して、4〜15個の炭素原子のアルキル基などの分岐状又は直鎖状一価炭化水素基である。
(式中、下付き文字qは、1,500以下の値を有する)が挙げられる。他の処理剤としては、片末端キャップ化(mono-endcapped)アルコキシ官能性ポリオルガノシロキサン、すなわちアルコキシ基を1つの末端に有するポリジオルガノシロキサンが挙げられる。このような処理剤の例としては、式:R25R26 2SiO(R26 2SiO)uSi(OR27)3が挙げられる(式中、下付き文字uは、0〜100、あるいは1〜50、あるいは1〜10、あるいは3〜6の値である)。各R25は独立してMe、Et、Pr、Bu、ヘキシル、及びオクチルなどのアルキル基;並びにVi、アリル、ブテニル、及びHexなどのアルケニル基から選択される。各R26は独立してMe、Et、Pr、Bu、ヘキシル、及びオクチルなどのアルキル基である。各R27は独立してMe、Et、Pr、及びBu等のアルキル基である。あるいは、各R25、各R26、及び各R27はMeである。あるいは、各R25はViである。あるいは、各R26及び各R27はMeである。
チアジアゾリル系尿素除草剤(例として、テブチウロン1−(5−tert−ブチル−1,3,4−チアジアゾール−2−イル)−1,3−ジメチル尿素);及び/又は、分類されていない除草剤、例えば、クロルフェナック(2,3,6−トリクロロフェニル)酢酸、メタゾール2−(3,4−ジクロロフェニル)−4−メチル−1,2,4−オキサジアゾリジン−3,5−ジオン、トリタック(RS)−1−(2,3,6−トリクロロベンジルオキシ)プロパン−2−オール、2,4−D、クロリムロン及びフェノキサプロップ;並びにそれらの組み合わせが挙げられる。
前駆体溶液を、表1記載のFe前駆体0.025モル(M)濃度とTHFとを、又は前駆体がTHFに不溶であったなら、ジメチルスルホキシド(DMSO)、トルエン、及びヘキセンから選択された、リガンドを溶解するに適した溶剤と混合して製造した。上記表2に示された各リガンドの溶液をもまた、リガンド0.025M濃度とTHFとを混合して製造した。上記で製造した各リガンド溶液を、2ミリリットル(mL)の小瓶に小瓶1個当たり85マイクロリットル(μL)で分注した。成分(A)として評価用サンプルを製造するため、上記の金属前駆体溶液の一つをリガンドを含有する小瓶に加え、追加の85マイクロリットル(μL)のTHFを加え、小瓶中身を25℃の室温で2時間300RPMで混合した。金属:リガンド比が1:1又は1:2となるように、十分な量の金属前駆体溶液を加えた。小瓶中の得られた混合物を−17℃の温度に冷却した。活性剤を加え、小瓶を放置して室温に戻した。活性剤は、THF中のLiBArF又はトルエン中のNaEt3BHのいずれかの濃度0.05Mで95μLであった。小瓶中身を2時間混合した。得られた小瓶中身を、ヒドロシリル化の触媒使用に関して評価した。
Aldrichから購入した無水FeBr2 0.189グラム(0.88ミリモル)を14.8グラムのTHFに溶解し、−35℃に冷却した。Aldrichから購入したリチウムビス(トリメチルシリル)アミド(THF中1M)1.64グラム(1.84ミリモル)を14.8グラムのTHFと混合し、攪拌下−35℃でFeBr2溶液にゆっくり添加した。溶液は、リチウムビス(トリメチルシリル)アミド溶液の添加後、白色又は淡黄色から黄褐色へ変化した。温度は室温まで上昇し、攪拌下3時間室温で保持された。0.025Mの最終溶液は使用まで冷凍庫内で保存された。
[PhSi]反応を行うため、ドデカン中のPhSiH3(C2)及び1−ヘキセン(B3)を実施例1に従って用意された小瓶に加えた。小瓶に添加したPhSiH3(C2)の量は、ドデカン中6.25M(H若しくはSiHとして)のPhSiH3(C2)の170μL又はドデカン37.6μL中のPhSiH3(C2)132.4μLのいずれかであった。1−ヘキセン(B3)の量は145μLであった。各小瓶を一晩(16時間)50℃で混合した。各小瓶の得られた内容物を以下に記載した方法に従ってGCで分析した。
[HMTS]反応を行うため、1−ヘキセン(B3)及び1,1,1,3,5,5,5−へプタメチルトリシロキサン(C1)を実施例1に従って用意された小瓶に加えた。1−ヘキセンの量は145μLであった。へプタメチルトリシロキサン(C1)の量は、ドデカン中3.4M(H若しくはSiHとして)のへプタメチルトリシロキサン(C1)の312μL又は22μLのドデカン中のへプタメチルトリシロキサン(C1)290μLのいずれかであった。各小瓶を一晩(16時間)50℃で混合した。各小瓶の得られた内容物を以下に記載した方法に従ってGCで分析した。
上記実施例で製造されたサンプルについて、ガスクロマトグラフィー(GC)分析を行った。GC分析を、Hewlett−Packard 7890Aガスクロマトグラフィー(水素炎イオン化検出器(FID)付)で行った。Leep Combi−Palロボットを自動方法で注入を行うため使用された。システムは表3に詳記されたとおり設定された。
RFanalyte=([analyte]/Areaanalyte)×(AreaIS/[IS])×RFIS(1)
Claims (17)
- (1)Fe前駆体を含む成分及びリガンドを含む成分を混合し、それにより反応生成物を製造することを含む方法であって、
前記Fe前駆体が式(i)Fe−A2(式中、各Aは独立してハロゲン原子である)を有し、並びに
前記リガンドが以下の一般式(1)〜(6):
(式中、QはN、O、P、若しくはSから選択され;xはQの原子価−2であり;A1、A2、A3、A4、A5、及びA6はそれぞれ独立して一価有機基、水素原子、ハロゲン原子、若しくは一価無機ヘテロ原子含有基から選択され;但しA2はOHでなく;但しA3はトリフルオロメチルフェニルではなく;但しA5とA4、及び/又はA4とA6の一方若しくは両方が一緒に結合して縮合環構造を形成し得る);
(式中、Q1はO、N、若しくはSから選択され;A11及びA13はHであり;A7〜A10はそれぞれ独立して一価有機基、水素原子、ハロゲン原子、若しくは一価無機へテロ原子含有基から選択され;A12は水素原子、ハロゲン原子、若しくは一価有機基から選択され;A14は独立して水素原子、ハロゲン原子、及びBu、Ph、若しくはトルイル以外の一価有機基から選択され;但しA7〜A10のいずれかが一緒に結合して縮合環構造を形成し得る);
(式中、Q2はN若しくはPから選択され;Q3はNHA23若しくはPA24A25から選択され、A23はアルキル基、アリール基、若しくは水素原子から選択され、A24及びA25はそれぞれ独立してアルキル基及びフェニル基から選択され;A15〜A22はそれぞれ独立して一価有機基、水素原子、若しくは一価無機ヘテロ原子含有基から選択され;但しA16とA17、及び/又はA20とA21の一方若しくは両方が結合して二重結合を形成し得;但しA15とA18、及び/又はA17とA18の一方若しくは両方が一緒に結合して縮合環構造を形成し得;但しA19、A20、A21、及びA22のいずれかが結合して二重結合若しくは縮合環構造を形成し得る);又は
の一つを有する、方法。 - (1)Fe前駆体を含む成分及びリガンドを含む成分を混合し、それにより反応生成物を製造することを含む方法であって、
前記Fe前駆体が式(i)Fe−A2(式中、各Aは独立して一価有機基である)を有し、並びに
前記リガンドが以下の一般式(1)、(5)、及び(7)〜(27):
(式中、QはN、O、P、若しくはSから選択され;xはQの原子価−2であり;A1、A2、A3、A4、A5、及びA6はそれぞれ独立して一価有機基、水素原子、ハロゲン原子、若しくは一価無機ヘテロ原子含有基から選択され;但しA2はOHでなく;但しA3はトリフルオロメチルフェニルではなく;但しA5とA4、及び/又はA4とA6の一方若しくは両方が一緒に結合して縮合環構造を形成し得る);
(式中、Q4はN、O、若しくはSから選択され;A16〜A37はそれぞれ独立して一価有機基、水素原子、ハロゲン原子、若しくは一価無機ヘテロ原子含有基から選択され;但しA33はメトキシではなく;但しQ4がNであるときは、A26はHであり、A27はC6H4OMeではない);
(式中、A38〜A41はそれぞれ独立して選択された一価有機基であり;Q5はOH、NHA42、PA43A44、若しくはCOOHから選択され、A42はアルキル基及びアリール基から選択され、A43及びA44はそれぞれ独立して選択されたアルキル基であり;Q6はA46、A47、若しくはCOOHから選択され、
A46は一般式:
を有し、式中、Q7はPA51A52から選択され、A51及びA52はそれぞれ独立して選択されたアルキル基であり;A47〜A49はそれぞれ独立して一価有機基及び水素原子から選択され;A50は一価有機基及び水素原子から選択され、但しA50とA41はメチレン基によって若しくはCA53A54を経由して一緒に結合し得、A53及びA54はそれぞれ独立して一価有機基及び水素原子から選択され;*は結合点を指し;
A47は一般式:
を有し、Q8はOHであり、A55〜A58はそれぞれ独立して一価有機基及び水素原子から選択され;nは0若しくは1であり;但しA56とA57は一緒に結合して縮合環を形成し得る);
(式中、Q9はOH、NA61A62若しくはPA63A64から選択され;Q10はOA65若しくはNA61A62から選択され、A61、A62、A63及びA64はそれぞれ独立して選択された一価有機基であり;A65は一価有機基及び水素原子から選択され;A59及びA60はそれぞれ独立して一価有機基及び水素原子から選択される);
(式中、A66は一価有機基及び水素原子から選択され;A67及びA71はそれぞれ独立して選択されたアルキル基であり;A68、A69、A70、A72、A73、及びA74はそれぞれ独立してアルキル基及びアリール基から選択され;X−は対イオンであり;但しA68とA72は一緒に結合して縮合環構造を形成し得、但しA69、A70、A74、及びA74のいずれかが一緒に結合して縮合環構造を形成し得る);
(式中、A75〜A79はそれぞれ独立して水素原子及び一価有機基から選択され;Q11及びQ12は独立してNHA80及びPA81A82から選択され、A80、A81、及びA82はそれぞれ独立して選択された一価有機基である);
(式中、Q13及びQ14は独立してNであり、但しQ13及びQ14がNであるときは、n’は0〜1の整数であり、Q13及びQ14がOであるときは、n’は1〜2の整数であり、Q13及びQ14がOであるときは、A83及びA84は存在せず;A83及びA86は独立して水素原子及び一価有機基から選択され;A84及びA85は独立してNA87A88から選択され、A87及びA88は独立して水素原子及びメチル以外の一価有機基から選択される);
(式中、Q2はN若しくはPから選択され;Q3はNHA23若しくはPA24A25から選択され、A23はアルキル基、アリール基、若しくは水素原子から選択され、A24及びA25はそれぞれ独立してアルキル基及びフェニル基から選択され;A15〜A22はそれぞれ独立して一価有機基、水素原子、若しくは一価無機ヘテロ原子含有基から選択され;但しA16とA17、及び/又はA20とA21の一方若しくは両方が結合して二重結合を形成し得;但しA15とA18、及び/又はA17とA18の一方若しくは両方が一緒に結合して縮合環構造を形成し得;但しA19、A20、A21、及びA22のいずれかが結合して二重結合若しくは縮合環構造を形成し得る);又は
の一つを有する、方法。 - 更に(2)前記反応生成物を還元剤と混合することを含む、請求項1又は2に記載の方法。
- (1)Fe前駆体を含む成分及びリガンドを含む成分を混合し、それにより反応生成物を製造することを含む方法であって、
前記Fe前駆体が式(i)Fe−A2(式中、各Aは独立してハロゲン原子である)を有し、並びに
前記リガンドが以下の一般式(1)、(3)、(12)、(19)、(21)、及び(28)〜(35):
(式中、QはN、O、P、若しくはSから選択され;xはQの原子価−2であり;A1、A2、A3、A4、A5、及びA6はそれぞれ独立して一価有機基、水素原子、ハロゲン原子、若しくは一価無機ヘテロ原子含有基から選択され;但しA2はOHでなく;但しA3はトリフルオロメチルフェニルではなく;但しA5とA4、及び/又はA4とA6の一方若しくは両方が一緒に結合して縮合環構造を形成し得る);
(式中、Q1はO、N、若しくはSから選択され;A11及びA13はHであり;A7〜A10はそれぞれ独立して一価有機基、水素原子、ハロゲン原子、若しくは一価無機へテロ原子含有基から選択され;A12は水素原子、ハロゲン原子、若しくは一価有機基から選択され;A14は独立して水素原子、ハロゲン原子、及びBu、Ph、若しくはトルイル以外の一価有機基から選択され;但しA7〜A10のいずれかが一緒に結合して縮合環構造を形成し得る);
(式中、Q4はN、O、若しくはSから選択され;A16〜A37はそれぞれ独立して一価有機基、水素原子、ハロゲン原子、若しくは一価無機ヘテロ原子含有基から選択され;但しA33はメトキシではなく;但しQ4がNであるときは、A26はHであり、A27はC6H4OMeではない);
(式中、Q9はOH、NA61A62若しくはPA63A64から選択され;Q10はOA65若しくはNA61A62から選択され、A61、A62、A63及びA64はそれぞれ独立して選択された一価有機基であり;A65は一価有機基及び水素原子から選択され;A59及びA60はそれぞれ独立して一価有機基及び水素原子から選択される);
(式中、A66は一価有機基及び水素原子から選択され;A67及びA71はそれぞれ独立して選択されたアルキル基であり;A68、A69、A70、A72、A73、及びA74はそれぞれ独立してアルキル基及びアリール基から選択され;X−は対イオンであり;但しA68とA72は一緒に結合して縮合環構造を形成し得、但しA69、A70、A74、及びA74のいずれかが一緒に結合して縮合環構造を形成し得る);又は
の一つを有する、方法。 - (1)Fe前駆体を含む成分及びリガンドを含む成分を混合し、それにより反応生成物を製造することを含む方法であって、
前記Fe前駆体が式(i)Fe−A2(式中、各Aは独立して一価有機基である)を有し、並びに
前記リガンドが以下の一般式(1)、(3)、(5)、(12)、(17)、(25)、及び(34)〜(57):
(式中、QはN、O、P、若しくはSから選択され;xはQの原子価−2であり;A1、A2、A3、A4、A5、及びA6はそれぞれ独立して一価有機基、水素原子、ハロゲン原子、若しくは一価無機ヘテロ原子含有基から選択され;但しA2はOHでなく;但しA3はトリフルオロメチルフェニルではなく;但しA5とA4、及び/又はA4とA6の一方若しくは両方が一緒に結合して縮合環構造を形成し得る);
(式中、Q1はO、N、若しくはSから選択され;A11及びA13はHであり;A7〜A10はそれぞれ独立して一価有機基、水素原子、ハロゲン原子、若しくは一価無機へテロ原子含有基から選択され;A12は水素原子、ハロゲン原子、若しくは一価有機基から選択され;A14は独立して水素原子、ハロゲン原子、及びBu、Ph、若しくはトルイル以外の一価有機基から選択され;但しA7〜A10のいずれかが一緒に結合して縮合環構造を形成し得る);
(式中、Q4はN、O、若しくはSから選択され;A16〜A37はそれぞれ独立して一価有機基、水素原子、ハロゲン原子、若しくは一価無機ヘテロ原子含有基から選択され;但しA33はメトキシではなく;但しQ4がNであるときは、A26はHであり、A27はC6H4OMeではない);
(式中、各A94は独立して水素原子、一価有機基、ハロゲン原子、及び一価無機ヘテロ原子含有基から選択され;但し複数のA94のいずれかが一緒に結合して縮合環構造を形成し得;Q15はS若しくはNから選択され、但しQ15がSであるときはA89は存在せず、A90はフェニル又はジメチルフェニル以外の一価有機基であり;但しQ15がNであるときはA89及びA90はそれぞれ独立してジブチルフェニル若しくはジブチルフェノール以外の選択された一価有機基であり;但しQ15がNであるときはA89とA90は一緒に結合して縮合環構造を形成し得る);
(式中、A38〜A41はそれぞれ独立して選択された一価有機基であり;Q5はOH、NHA42、PA43A44、若しくはCOOHから選択され、A42はアルキル基及びアリール基から選択され、A43及びA44はそれぞれ独立して選択されたアルキル基であり;Q6はA46、A47、若しくはCOOHから選択され、
A46は一般式:
を有し、式中、Q7はPA51A52から選択され、A51及びA52はそれぞれ独立して選択されたアルキル基であり;A47〜A49はそれぞれ独立して一価有機基及び水素原子から選択され;A50は一価有機基及び水素原子から選択され、但しA50とA41はメチレン基によって若しくはCA53A54を経由して一緒に結合し得、A53及びA54はそれぞれ独立して一価有機基及び水素原子から選択され;*は結合点を指し;
A47は一般式:
を有し、Q8はOHであり、A55〜A58はそれぞれ独立して一価有機基及び水素原子から選択され;nは0若しくは1であり;但しA56とA57は一緒に結合して縮合環を形成し得る);
(式中、Q16はO若しくはSから選択され、A95は水素原子及びアルキル基から選択され;A96は水素原子及び一価有機基から選択され;A97及びA98は独立して水素原子及び一価有機基から選択され、但しA97とA98は一緒に結合して縮合複素環式構造を形成し得る);
(式中、Q13及びQ14は独立してNであり、但しQ13及びQ14がNであるときは、n’は0〜1の整数であり、Q13及びQ14がOであるときは、n’は1〜2の整数であり、Q13及びQ14がOであるときは、A83及びA84は存在せず;A83及びA86は独立して水素原子及び一価有機基から選択され;A84及びA85は独立してNA87A88から選択され、A87及びA88は独立して水素原子及びメチル以外の一価有機基から選択される);
(式中、A99〜A104はそれぞれ独立して水素原子及び一価有機基から選択され、但しA99及びA104はメシチルではなく;但しA101とA104は結合して二重結合を形成し得る);
(式中、Q17はOA111及びNHA112から選択され、A111及びA112はそれぞれ独立して水素原子及びアルキル基から選択され;A105〜A110は独立して水素原子及び一価有機基から選択され;但しA106とA107は一緒に結合して縮合環構造を形成し得る);
(式中、Q2はN若しくはPから選択され;Q3はNHA23若しくはPA24A25から選択され、A23はアルキル基、アリール基、若しくは水素原子から選択され、A24及びA25はそれぞれ独立してアルキル基及びフェニル基から選択され;A15〜A22はそれぞれ独立して一価有機基、水素原子、若しくは一価無機ヘテロ原子含有基から選択され;但しA16とA17、及び/又はA20とA21の一方若しくは両方が結合して二重結合を形成し得;但しA15とA18、及び/又はA17とA18の一方若しくは両方が一緒に結合して縮合環構造を形成し得;但しA19、A20、A21、及びA22のいずれかが結合して二重結合若しくは縮合環構造を形成し得る);
(式中、A113〜A118はそれぞれ独立して水素原子及び一価有機基から選択され;但しA113とA114、及び/又はA117とA118の一方若しくは両方が一緒に結合して縮合環構造を形成し得る);
(式中、A119〜A128はそれぞれ独立して水素原子及び一価有機基から選択される);又は
の一つを有する、方法。 - 更に(2)前記反応生成物をイオン活性剤と混合することを含む、請求項4又は5に記載の方法。
- (1)Fe前駆体を含む成分及びリガンドを含む成分を混合し、それにより反応生成物を製造することを含む方法であって、
前記Fe前駆体が式(i)Fe−A2(式中、各Aは独立してハロゲン原子である)を有し、並びに
前記リガンドが以下の一般式(1)、(19)、(34)、(38)、(41)、(44)、(49)、及び(58)〜(67):
(式中、QはN、O、P、若しくはSから選択され;xはQの原子価−2であり;A1、A2、A3、A4、A5、及びA6はそれぞれ独立して一価有機基、水素原子、ハロゲン原子、若しくは一価無機ヘテロ原子含有基から選択され;但しA2はOHでなく;但しA3はトリフルオロメチルフェニルではなく;但しA5とA4、及び/又はA4とA6の一方若しくは両方が一緒に結合して縮合環構造を形成し得る);
(式中、各A94は独立して水素原子、一価有機基、ハロゲン原子、及び一価無機ヘテロ原子含有基から選択され;但し複数のA94のいずれかが一緒に結合して縮合環構造を形成し得;Q15はS若しくはNから選択され、但しQ15がSであるときはA89は存在せず、A90はフェニル若しくはジメチルフェニル以外の一価有機基であり;但しQ15がNであるときはA89及びA90はそれぞれ独立してジブチルフェニル若しくはジブチルフェノール以外の選択された一価有機基であり;但しQ15がNであるときはA89とA90は一緒に結合して縮合環構造を形成し得る);
(式中、Q16はO若しくはSから選択され、A95は水素原子及びアルキル基から選択され;A96は水素原子及び一価有機基から選択され;A97及びA98は独立して水素原子及び一価有機基から選択され、但しA97とA98は一緒に結合して縮合複素環式構造を形成し得る);
(式中、Q9はOH、NA61A62若しくはPA63A64から選択され;Q10はOA65若しくはNA61A62から選択され、A61、A62、A63及びA64はそれぞれ独立して選択された一価有機基であり;A65は一価有機基及び水素原子から選択され;A59及びA60はそれぞれ独立して一価有機基及び水素原子から選択される);
(式中、A129は一価有機基であり;A130は水素原子、一価有機基若しくはハロゲン原子から選択され;Q18はO若しくはSから選択され;Q19はCA131A132OH、NA133A134、若しくは
から選択され、A131、A132、A133及びA134は独立して水素原子及び一価炭化水素基から選択され;A135はアリール基であり;*は結合点を指す);
(式中、A99〜A104はそれぞれ独立して水素原子及び一価有機基から選択され、但しA99及びA104はメシチルではなく;但しA101及びA104は結合して二重結合を形成し得る);又は
の一つを有する、方法。 - (1)Fe前駆体を含む成分及びリガンドを含む成分を混合し、それにより反応生成物を製造することを含む方法であって、
前記Fe前駆体が式(i)Fe−A2(式中、各Aは独立して一価有機基である)を有し、並びに
前記リガンドが以下の一般式(1)、(3)、(7)、(9)〜(12)、(19)、(28)、(31)、(32)、(41)、(44)、(51)、(65)、及び(68)〜(77):
(式中、QはN、O、P、若しくはSから選択され;xはQの原子価−2であり;A1、A2、A3、A4、A5、及びA6はそれぞれ独立して一価有機基、水素原子、ハロゲン原子、若しくは一価無機ヘテロ原子含有基から選択され;但しA2はOHでなく;但しA3はトリフルオロメチルフェニルではなく;但しA5とA4、及び/又はA4とA6の一方若しくは両方が一緒に結合して縮合環構造を形成し得る);
(式中、Q1はO、N、若しくはSから選択され;A11及びA13はHであり;A7〜A10はそれぞれ独立して一価有機基、水素原子、ハロゲン原子、若しくは一価無機へテロ原子含有基から選択され;A12は水素原子、ハロゲン原子、若しくは一価有機基から選択され;A14は独立して水素原子、ハロゲン原子、及びBu、Ph、若しくはトルイル以外の一価有機基から選択され;但しA7〜A10のいずれかが一緒に結合して縮合環構造を形成し得る);
(式中、Q4はN、O、若しくはSから選択され;A16〜A37はそれぞれ独立して一価有機基、水素原子、ハロゲン原子、若しくは一価無機ヘテロ原子含有基から選択され;但しA33はメトキシではなく;但しQ4がNであるときは、A26はHであり、A27はC6H4OMeではない);
(式中、各A94は独立して水素原子、一価有機基、ハロゲン原子、及び一価無機ヘテロ原子含有基から選択され;但し複数のA94のいずれかが一緒に結合して縮合環構造を形成し得;Q15はS若しくはNから選択され、但しQ15がSであるときはA89は存在せず、A90はフェニル若しくはジメチルフェニル以外の一価有機基であり;但しQ15がNであるときはA89及びA90はそれぞれ独立してジブチルフェニル若しくはジブチルフェノール以外の選択された一価有機基であり;但しQ15がNであるときはA89とA90は一緒に結合して縮合環構造を形成し得る);
(式中、Q16はO若しくはSから選択され、A95は水素原子及びアルキル基から選択され;A96は水素原子及び一価有機基から選択され;A97及びA98は独立して水素原子及び一価有機基から選択され、但しA97とA98は一緒に結合して縮合複素環式構造を形成し得る)
(式中、Q9はOH、NA61A62若しくはPA63A64から選択され;Q10はOA65若しくはNA61A62から選択され、A61、A62、A63及びA64はそれぞれ独立して選択された一価有機基であり;A65は一価有機基及び水素原子から選択され;A59及びA60はそれぞれ独立して一価有機基及び水素原子から選択される);
(式中、A129は一価有機基であり;A130は水素原子、一価有機基若しくはハロゲン原子から選択され;Q18はO若しくはSから選択され;Q19はCA131A132OH、NA133A134、若しくは
(式中、Q17はOA111及びNHA112から選択され、A111及びA112はそれぞれ独立して水素原子及びアルキル基から選択され;A105〜A110は独立して水素原子及び一価有機基から選択され;但しA106とA107は一緒に結合して縮合環構造を形成し得る);
(式中、A136〜A140はそれぞれ独立して水素原子及び一価有機基から選択され;Q20はO若しくはSから選択され;Q21はOA141、SA142、NA143A144から選択され、A141〜A144はそれぞれ独立して水素原子及び一価有機基から選択される);又は
の一つを有する、方法。 - 更に(2)前記反応生成物を還元剤と混合することを含む、請求項7又は8に記載の方法。
- 前記反応生成物がFe−リガンド錯体並びに前記Fe前駆体と前記リガンドとの反応の又はそのときの副反応の副生成物を含む、請求項1〜9のいずれか一項に記載の方法。
- 更に前記副生成物の全て又は一部を除去することを含む、請求項10に記載の方法。
- 更に前記方法により製造された生成物をヒドロシリル化触媒として使用することを含む、請求項1〜11のいずれか一項に記載の方法。
- (A)請求項1〜3のいずれか一項に記載の方法によって製造された生成物、
(B)ヒドロシリル化反応を起こすことのできる脂肪族不飽和有機基を1分子当たり平均1個以上有する脂肪族不飽和化合物、及び
(C)ポリオルガノ水素シロキサン
を含む組成物。 - (A)請求項4〜9のいずれか一項に記載の方法によって製造された生成物、
(B)ヒドロシリル化反応を起こすことのできる脂肪族不飽和有機基を1分子当たり平均1個以上有する脂肪族不飽和化合物、及び
(C)式R4 eSiHf(式中、下付き文字eは0、1、2、又は3であり、下付き文字fは1、2、3、又は4であり、但し(e+f)の合計が4であり、各R4が独立してハロゲン原子又は一価有機基である)のシラン
を含む組成物。 - 前記組成物が更に、成分(A)、(B)、及び(C)と異なり、(D)スペーサー、(E)増量剤、可塑剤、又はそれらの組み合わせ、(F)充填剤、(G)充填剤処理剤、(H)殺生物剤、(I)安定剤、(J)難燃剤、(K)表面改質剤、(L)鎖延長剤、(M)末端封鎖剤、(N)融剤、(O)老化防止添加剤、(P)顔料、(Q)酸受容体、(R)レオロジー添加剤、(S)溶媒、(T)界面活性剤、(U)腐食防止剤、及びそれらの組み合わせからなる群から選択された、1種以上の追加成分を含む、請求項13又は14に記載の組成物。
- 前記組成物を製造するために、
成分(A)、(B)、及び(C)を含む成分を混合し;又は
成分(A)及び(B)、並びに任意に(D)、(E)、(F)、(G)、(H)、(I)、(J)、(K)、(L)、(M)、(N)、(O)、(P)、(Q)、(R)、(S)、(T)、及び(U)の1種以上を含む成分を混合して硬化剤を生成し、成分(B)及び(C)、並びに任意に(D)、(E)、(F)、(G)、(H)、(I)、(J)、(K)、(L)、(M)、(N)、(O)、(P)、(Q)、(R)、(S)、(T)、及び(U)の1種以上を含む成分を混合してベースを生成し、並びに硬化剤とベースを混合する;
ことを含む、請求項13〜15のいずれか一項に記載の組成物を製造する方法。 - 請求項13〜15のいずれか一項に記載の組成物の反応生成物。
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