Atom transfer radical polymerization through N-chlorosulfonamides

B. Filiz Enkal, Gürkan Hizal, Niyazi Biçak*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

16 Citations (Scopus)

Abstract

Controlled polymerizations of vinyl monomers such as methyl methacrylate and styrene are achieved using N-chloro,N-propyl-p-toluenesulfonamide (NCPT) together with a cuprous bromide/hexahexyl triethylenetetramine (CuBr/H-TETA) complex. Although N-halosulfonamides are known to decompose radically to give free chlorine, NCPT alone (without a cuprous complex) does not initiate any polymerization even in prolonged reaction times. Instead these add to the double bonds to give 2-chloroethylsulfonamides. In the present polymerization system a good chlorine donator (NCPT) is combined with an organic soluble complex (CuBr/H-TETA) to perform atom transfer radical polymerizations (ATRPs) in homogenous conditions. The linear proportionality of the molecular weights to the conversions and straight lines observed in ln(M0/M) (where M0 and M are the monomer contents at the beginning and at any time, respectively) versus time plots indicate typical controlled polymerization characteristics. The use of freshly prepared NCPT is advisable due to its slow and spontaneous decomposition when standing at room temperatures. Because of their easy preparation, N-chlorosulfonamides can be used and are preferred instead of special halogen compounds commonly used in copper mediated ATRP.

Original languageEnglish
Pages (from-to)2691-2695
Number of pages5
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume39
Issue number16
DOIs
Publication statusPublished - 15 Aug 2001

Keywords

  • Copper mediated atom transfer radical polymerization
  • N-chloro,N-propyl-p-toluenesulfonamide
  • N-chlorosulfonamide initiator in atom transfer radical polymerization

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