Step-growth polymerization of terephthaldehyde catalyzed by N-heterocyclic carbenes

Julien Pinaud; Kari Vijayakrishna; Daniel Taton; Yves Gnanou

doi:10.1021/ma900907f

Step-growth polymerization of terephthaldehyde catalyzed by N-heterocyclic carbenes

Julien Pinaud, Kari Vijayakrishna, Daniel Taton^*, Yves Gnanou

^*Corresponding author for this work

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

39 Scopus citations

Abstract

The step growth polymerization of terephthaldehyde catalyzed by N-Heterocyclic Carbenes (NHC) was analyzed. The experiment was performed under an inert atmosphere using standard Schlenk technique and NHC-1 and NHC-2 were prepared by modifying the procedures. It was found that the conversion and molar masses of the poly-benzoin samples thus obtained were greatly influenced by the type of carbene employed. NHCs were featured as highly efficient organic catalyst for miscellaneous reactions of molecular chemistry. The isolated polybenzoins were also characterized by differential scanning calorimetry (DSC) not indicating any melting point, with all compounds being amorphous in nature with glass transition temperature value increasing with molar mass. NHC must be preferred to cyanide ions used, which can release cyanohydric acid in the presence of water.

Original language	English (US)
Pages (from-to)	4932-4936
Number of pages	5
Journal	Macromolecules
Volume	42
Issue number	14
DOIs	https://doi.org/10.1021/ma900907f
State	Published - Jul 28 2009
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry
Polymers and Plastics
Inorganic Chemistry
Materials Chemistry

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title = "Step-growth polymerization of terephthaldehyde catalyzed by N-heterocyclic carbenes",

abstract = "The step growth polymerization of terephthaldehyde catalyzed by N-Heterocyclic Carbenes (NHC) was analyzed. The experiment was performed under an inert atmosphere using standard Schlenk technique and NHC-1 and NHC-2 were prepared by modifying the procedures. It was found that the conversion and molar masses of the poly-benzoin samples thus obtained were greatly influenced by the type of carbene employed. NHCs were featured as highly efficient organic catalyst for miscellaneous reactions of molecular chemistry. The isolated polybenzoins were also characterized by differential scanning calorimetry (DSC) not indicating any melting point, with all compounds being amorphous in nature with glass transition temperature value increasing with molar mass. NHC must be preferred to cyanide ions used, which can release cyanohydric acid in the presence of water.",

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T1 - Step-growth polymerization of terephthaldehyde catalyzed by N-heterocyclic carbenes

AU - Pinaud, Julien

AU - Vijayakrishna, Kari

AU - Taton, Daniel

AU - Gnanou, Yves

PY - 2009/7/28

Y1 - 2009/7/28

N2 - The step growth polymerization of terephthaldehyde catalyzed by N-Heterocyclic Carbenes (NHC) was analyzed. The experiment was performed under an inert atmosphere using standard Schlenk technique and NHC-1 and NHC-2 were prepared by modifying the procedures. It was found that the conversion and molar masses of the poly-benzoin samples thus obtained were greatly influenced by the type of carbene employed. NHCs were featured as highly efficient organic catalyst for miscellaneous reactions of molecular chemistry. The isolated polybenzoins were also characterized by differential scanning calorimetry (DSC) not indicating any melting point, with all compounds being amorphous in nature with glass transition temperature value increasing with molar mass. NHC must be preferred to cyanide ions used, which can release cyanohydric acid in the presence of water.

AB - The step growth polymerization of terephthaldehyde catalyzed by N-Heterocyclic Carbenes (NHC) was analyzed. The experiment was performed under an inert atmosphere using standard Schlenk technique and NHC-1 and NHC-2 were prepared by modifying the procedures. It was found that the conversion and molar masses of the poly-benzoin samples thus obtained were greatly influenced by the type of carbene employed. NHCs were featured as highly efficient organic catalyst for miscellaneous reactions of molecular chemistry. The isolated polybenzoins were also characterized by differential scanning calorimetry (DSC) not indicating any melting point, with all compounds being amorphous in nature with glass transition temperature value increasing with molar mass. NHC must be preferred to cyanide ions used, which can release cyanohydric acid in the presence of water.

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Step-growth polymerization of terephthaldehyde catalyzed by N-heterocyclic carbenes

Abstract

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