New Activating Agents for the Anionic Polymerization of Lactams

N. Mougin; P. Rempp; Y. Gnanou

doi:10.1021/ma00051a002

New Activating Agents for the Anionic Polymerization of Lactams

N. Mougin, P. Rempp, Y. Gnanou

Research output: Contribution to journal › Article › peer-review

9 Scopus citations

Abstract

Metal dialkylaluminum hydrides and strong bases (NaH, BuLi) associated with reducing agents [(alkyl)₂AlH, (alkyl)2BH, RMgBr] are shown to form a new class of activating agents for the anionic polymerization of lactams. Upon treating e-caprolactam (ϵCL) with these new activating agents, active species of reduced nucleophilicity, as compared to the mere caprolactamate anions, are obtained. Once deprotonated, the monomer undergoes a reduction by these activating agents at its carbonyl position. These active species behave very similarly to sodium 2-(diaIkoxyaluminoxy)-1-azacycloheptane, a salt obtained upon reacting eCL with sodium dialkoxyaluminum hydride (NaAlH₂(OR)₂) and whose contribution to the polymerization of lactams has been thoroughly investigated.1 From these similarities, it is suggested that the mechanism of polymerization which occurs in the presence of these new activating agents should be very much the same as that discovered for NaAlH₂(OR)₂.

Original language	English (US)
Pages (from-to)	6739-6743
Number of pages	5
Journal	Macromolecules
Volume	25
Issue number	25
DOIs	https://doi.org/10.1021/ma00051a002
State	Published - Dec 1 1992
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry
Polymers and Plastics
Inorganic Chemistry
Materials Chemistry

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title = "New Activating Agents for the Anionic Polymerization of Lactams",

abstract = "Metal dialkylaluminum hydrides and strong bases (NaH, BuLi) associated with reducing agents [(alkyl)2AlH, (alkyl)2BH, RMgBr] are shown to form a new class of activating agents for the anionic polymerization of lactams. Upon treating e-caprolactam (ϵCL) with these new activating agents, active species of reduced nucleophilicity, as compared to the mere caprolactamate anions, are obtained. Once deprotonated, the monomer undergoes a reduction by these activating agents at its carbonyl position. These active species behave very similarly to sodium 2-(diaIkoxyaluminoxy)-1-azacycloheptane, a salt obtained upon reacting eCL with sodium dialkoxyaluminum hydride (NaAlH2(OR)2) and whose contribution to the polymerization of lactams has been thoroughly investigated.1 From these similarities, it is suggested that the mechanism of polymerization which occurs in the presence of these new activating agents should be very much the same as that discovered for NaAlH2(OR)2.",

author = "N. Mougin and P. Rempp and Y. Gnanou",

year = "1992",

month = dec,

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doi = "10.1021/ma00051a002",

language = "English (US)",

volume = "25",

pages = "6739--6743",

journal = "Macromolecules",

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TY - JOUR

T1 - New Activating Agents for the Anionic Polymerization of Lactams

AU - Mougin, N.

AU - Rempp, P.

AU - Gnanou, Y.

PY - 1992/12/1

Y1 - 1992/12/1

N2 - Metal dialkylaluminum hydrides and strong bases (NaH, BuLi) associated with reducing agents [(alkyl)2AlH, (alkyl)2BH, RMgBr] are shown to form a new class of activating agents for the anionic polymerization of lactams. Upon treating e-caprolactam (ϵCL) with these new activating agents, active species of reduced nucleophilicity, as compared to the mere caprolactamate anions, are obtained. Once deprotonated, the monomer undergoes a reduction by these activating agents at its carbonyl position. These active species behave very similarly to sodium 2-(diaIkoxyaluminoxy)-1-azacycloheptane, a salt obtained upon reacting eCL with sodium dialkoxyaluminum hydride (NaAlH2(OR)2) and whose contribution to the polymerization of lactams has been thoroughly investigated.1 From these similarities, it is suggested that the mechanism of polymerization which occurs in the presence of these new activating agents should be very much the same as that discovered for NaAlH2(OR)2.

AB - Metal dialkylaluminum hydrides and strong bases (NaH, BuLi) associated with reducing agents [(alkyl)2AlH, (alkyl)2BH, RMgBr] are shown to form a new class of activating agents for the anionic polymerization of lactams. Upon treating e-caprolactam (ϵCL) with these new activating agents, active species of reduced nucleophilicity, as compared to the mere caprolactamate anions, are obtained. Once deprotonated, the monomer undergoes a reduction by these activating agents at its carbonyl position. These active species behave very similarly to sodium 2-(diaIkoxyaluminoxy)-1-azacycloheptane, a salt obtained upon reacting eCL with sodium dialkoxyaluminum hydride (NaAlH2(OR)2) and whose contribution to the polymerization of lactams has been thoroughly investigated.1 From these similarities, it is suggested that the mechanism of polymerization which occurs in the presence of these new activating agents should be very much the same as that discovered for NaAlH2(OR)2.

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DO - 10.1021/ma00051a002

M3 - Article

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SP - 6739

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JO - Macromolecules

JF - Macromolecules

IS - 25

ER -

New Activating Agents for the Anionic Polymerization of Lactams

Abstract

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