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Trimethyl- 및 Triphenyl-metal(Ⅳ) methoxide와 phenylisocyanate의 반응
김갑주,서배석,이명재,박성우,이일규,Ghap-Ju Kim,Bae Seok Seo,Myung Jae Lee,Sung Woo Park,Il-Kyu Lee 대한화학회 1987 대한화학회지 Vol.31 No.1
Triphenylmetal(IVA) methoxide 또는 triphenylmetal(IVA) methoxide와 phenylisocyanate를 1 : 500mole비로 혼합하여 여러온도에서 반응시켰다. Methyltrimethylsilyl ether, methyltriphenylsilyl ether 및 triphenyltin methoxide는 100$^{\circ}C$에서도 phenylisocyanate의 cyclid dimer(N,N'-diphenyluretidine-2,4-dione)를 생성하였으나, 다른 화합물들은 주로 cyclic trimer(phenylisocyanate)만을 생성하였다. 또한 200$^{\circ}C$이상에서는 모든 화합물들이 상당량의 diphenylcarbodiimide를 생성하였다. 이와 같은 반응결과로부터 phenylisocyanate의 cyclic polymerization의 mechanism과 (p-d)$\pi$ overlap에 대한 금속의 치환기 효과를 고찰하였다. Trimethyl-and triphenyl-metal (IVA) methoxides were reacted with phenylisocyanate at various temperatures. Even at 100$^{\circ}C$, methyltrimethylsilyl ether, methyltriphenylsilyl ether and triphenyltin methoxide produced the cyclic dimer of phenylisocyanate, N,N'-diphenyluretidine-2,4-dione. But the other compounds produced only the cyclic trimer of phenylisocyanate, phenylisocyanurate. And above 200$^{\circ}C$, considerable amounts of diphenylcarbodiimide was formed by all the organometallic compounds. From these results, the mechanism of cyclic polymerization of phenylisocyanate by the organometal catalysts, and the correlation of substituents with the reactivity were discussed.
Trimethylsilylamine 및 Trimethylstannylamine 과 Phenylisocyanate 와의 반응
김갑주,이일규,Ghap Ju Kim,Il Kyu Lee 대한화학회 1981 대한화학회지 Vol.25 No.2
Trimethyldiethylaminosilane, trimethylanilinosilane, trimethyldiethylaminostannane and trimethylanilinostannane were reacted with phenylisocyanate at various temepturares. All the reactions below $100^{circ}C$ gave only triphenylisocyanurate, but above $150^{circ}C$, diphenylcarbodiimide also was produced considerably. The reaction rate of anilinosilane was faster than that of aminosilane, but in the case of stannanes, the amino compound was more reactive. Trimethyldiethylaminosilane, trimethylanilinosilane, trimethyldiethylaminostannane 및 trimethylanilinostannane 을 phenylisocyanate와 20, 50, 100 및 $150^{circ}C$에서 각각 3일간 반응시켰다. 모든 경우, $100^{circ}C$ 이하에서는 triphenylisocyanurate만이, $150^{circ}C$ 이상에서는 triphenylisocyanurate와 함께 diphenylcarbodiimide도 상당량 생성되었다. 그 반응속도는 silane의 경우는 anilino 화합물이 diethylamino 화합물보다 빨랐으나, stannane의 경우에는 anilino 화합물이 diethylamino화합물보다 오히려 늦었다