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La polimerización radical estereospecífica de las N-trifenilmetilmetacrilamidas conduce a polímeros helicoidales
Naohiro Hoshikawa1, Yuji Hotta, Yoshio Okamoto
1Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8603, Japan.
Journal of the American Chemical Society
|October 9, 2003
Resumen
Los investigadores polimerizaron la N-Trifenilmetilmetacrilamida (TrMAM) y la N-[di(4-butilenil) fenilmetil]metacrilamida (DBuTrMAM) para crear sus polímeros. Estos polímeros exhibían una alta isotacticidad y podían formar estructuras helicoidales cuando se polimerizaban en disolventes quirales.
Área de la Ciencia:
- Química de Polímeros La Química de Polímeros es la química de los polímeros.
- Síntesis orgánica La síntesis orgánica.
- Ciencia de los materiales Ciencia de los materiales.
Sus antecedentes:
- La polimerización radical es un método clave para sintetizar polímeros de vinilo.
- El control de la táctica y la estructura del polímero es crucial para adaptar las propiedades del material.
- Los disolventes quirales pueden influir en la conformación del polímero e inducir estructuras helicoidales.
Objetivo del estudio:
- Para investigar la polimerización radical de N-Triphenylmethylmethacrylamide (TrMAM) y N-[di(4-butylphenyl)phenylmethyl]methacrylamide (DBuTrMAM). para investigar la polimerización radical de N-Triphenylmethylmethacrylamide (TrMAM) y N-[di(4-butylphenyl)phenylmethyl]methacrylamide (DBuTrMAM). para investigar la polimerización radical de N-Triphenylmethylmethacrylamide (TrMAM). para investigar la polimerización radical de N-Triphenylmethylmethacrylamide (TrMAM). para investigar la polimerización radical de N-Triphenylmethylmethylmethacrylamide (TrMAM). para investigar la polimerización radical de N-Triphenylmethylmethylmethacrylamide (TrMAM). para investigar la polimerización radical de las moléculas de N-[di(4-butylphenyl) fenil) metil]methacrylamida (DBuTrMAM).
- Para caracterizar la táctica y la solubilidad de los polímeros resultantes.
- Para explorar la formación de estructuras poliméricas helicoidales utilizando disolventes quirales.
Principales métodos:
- La polimerización radical de los monómeros TrMAM y DBuTrMAM.
- Prueba de solubilidad de los polímeros sintetizados en disolventes orgánicos comunes y ácido sulfúrico.
- 1H espectroscopia de RMN para la determinación de la táctica.
- La polimerización en disolventes de mentol ópticamente activos para inducir estructuras helicoidales.
Principales resultados:
- El PTrMAM era insoluble en solventes comunes pero soluble en ácido sulfúrico, produciendo casi un 100% de polimetacrilamida isotáctica.
- PDBuTrMAM fue soluble en THF y cloroformo, con espectros de RMN similares a los de PTrMAM.
- La polimerización en disolventes quirales de mentol dio como resultado polímeros ópticamente activos con una estructura helicoidal predominante de una sola mano.
- El TrMAM no polimerizó a través de la iniciación aniónica.
Conclusiones:
- El TrMAM y el DBuTrMAM pueden polimerizarse eficazmente utilizando iniciadores radicales.
- Los voluminosos grupos trifenilmetilo y di(4-butilenil) fenilmetilo influyen en la solubilidad y la táctica del polímero.
- Los polímeros ópticamente activos con estructuras helicoidales pueden sintetizarse empleando disolventes quirales durante la polimerización.
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