Facile Synthetic Route Toward High Conversion Primary Aliphatic Poly(vinyl benzyl isocyanate) via Iodination

Aliphatic isocyanato polymers, poly(vinyl benzyl isocyanate)s were synthesized via iodination and isocyanation from starting materials poly(vinyl benzyl chloride)s. This new process does not require phosgene which is highly toxic. This synthetic route takes advantage of the unique property of iodide...

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Bibliographic Details
Published inPolymer journal Vol. 41; no. 11; pp. 1011 - 1017
Main Authors Ting, Wei-Ho, Dai, Shenghong A., Lee, Hsun-Tsing, Chen, Franklin M. C., Su, Wen-Chiung, Jeng, Ru-Jong
Format Journal Article
LanguageEnglish
Published Tokyo Nature Publishing Group 01.01.2009
Subjects
Aliphatic compounds
Byproducts
Chlorides
Conversion
Iodides
Iodination
Nucleophiles
Trimers
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Summary:Aliphatic isocyanato polymers, poly(vinyl benzyl isocyanate)s were synthesized via iodination and isocyanation from starting materials poly(vinyl benzyl chloride)s. This new process does not require phosgene which is highly toxic. This synthetic route takes advantage of the unique property of iodide ion which functions not only as a good nucleophile for iodination but also as a leaving group for isocyanation. The isocyanation conditions are mild with reaction temperatures ranging from 30 to 70 °C. In addition, the process is very efficient with conversions over 90%, yielding no dimer, trimer or other byproducts.
Bibliography:ObjectType-Article-2
SourceType-Scholarly Journals-1
ObjectType-Feature-1
content type line 23
ISSN:0032-3896
1349-0540
DOI:10.1295/polymj.PJ2009132