Use of a novel initiator for synthesis of amino-end functionalized polystyrene (NH 2-PS) by atom transfer radical polymerization

Ali Pourjavadi, Farzad Seidi, Payam Eftekhar Jahromi, Hamid Salimi, Saeed Roshan, Ali Najafi, Nico Bruns

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Here we report a versatile new method for endfunctionalizing polystyrene. In order to produce polystyrene with an amino end group, 2-(3-bromo-3- phenylpropyl) isoindoline-1,3-dione was synthesized and used as a novel initiator for ATRP. After ATRP polymerization, tri-n-butyltin hydride ((n-Bu) 3SnH) reductively replace existing halogens on polymer chains by hydrogen. Finally, the phthaloyl groups on polymer backbone were cleaved by treatment with hydrazine yielding amino terminated polystyrene. A polymer with M n≈10,350 and M w/M n01.17 was obtained. Therefore, this method allows the preparation of amino end functionalized polystyrene of narrow polydispersity with complete degree of functionalization.

Original languageEnglish
Article number9752
Number of pages8
JournalJournal of Polymer Research
Volume19
Issue number1
DOIs
Publication statusPublished - 1 Jan 2012

Fingerprint

Atom transfer radical polymerization
Polystyrenes
Polymers
hydrazine
Halogens
Hydrazine
Polydispersity
Hydrides
Hydrogen
Polymerization

Keywords

  • amino-end polystyrene
  • atom transfer radical polymerization (ATRP)
  • end-functionalization

Cite this

Pourjavadi, Ali ; Seidi, Farzad ; Jahromi, Payam Eftekhar ; Salimi, Hamid ; Roshan, Saeed ; Najafi, Ali ; Bruns, Nico. / Use of a novel initiator for synthesis of amino-end functionalized polystyrene (NH 2-PS) by atom transfer radical polymerization. In: Journal of Polymer Research. 2012 ; Vol. 19, No. 1.
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Use of a novel initiator for synthesis of amino-end functionalized polystyrene (NH 2-PS) by atom transfer radical polymerization. / Pourjavadi, Ali; Seidi, Farzad; Jahromi, Payam Eftekhar; Salimi, Hamid; Roshan, Saeed; Najafi, Ali; Bruns, Nico.

In: Journal of Polymer Research, Vol. 19, No. 1, 9752, 01.01.2012.

Research output: Contribution to journalArticle

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T1 - Use of a novel initiator for synthesis of amino-end functionalized polystyrene (NH 2-PS) by atom transfer radical polymerization

AU - Pourjavadi, Ali

AU - Seidi, Farzad

AU - Jahromi, Payam Eftekhar

AU - Salimi, Hamid

AU - Roshan, Saeed

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AU - Bruns, Nico

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AB - Here we report a versatile new method for endfunctionalizing polystyrene. In order to produce polystyrene with an amino end group, 2-(3-bromo-3- phenylpropyl) isoindoline-1,3-dione was synthesized and used as a novel initiator for ATRP. After ATRP polymerization, tri-n-butyltin hydride ((n-Bu) 3SnH) reductively replace existing halogens on polymer chains by hydrogen. Finally, the phthaloyl groups on polymer backbone were cleaved by treatment with hydrazine yielding amino terminated polystyrene. A polymer with M n≈10,350 and M w/M n01.17 was obtained. Therefore, this method allows the preparation of amino end functionalized polystyrene of narrow polydispersity with complete degree of functionalization.

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