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

doi:10.1007/s10965-011-9752-x

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

^*Corresponding author for this work

Pure And Applied Chemistry

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

8 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 language	English
Article number	9752
Number of pages	8
Journal	Journal of Polymer Research
Volume	19
Issue number	1
DOIs	https://doi.org/10.1007/s10965-011-9752-x
Publication status	Published - 1 Jan 2012

Keywords

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

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10.1007/s10965-011-9752-x

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

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.",

keywords = "amino-end polystyrene, atom transfer radical polymerization (ATRP), end-functionalization",

author = "Ali Pourjavadi and Farzad Seidi and Jahromi, {Payam Eftekhar} and Hamid Salimi and Saeed Roshan and Ali Najafi and Nico Bruns",

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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

AU - Najafi, Ali

AU - Bruns, Nico

PY - 2012/1/1

Y1 - 2012/1/1

N2 - 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.

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.

KW - amino-end polystyrene

KW - atom transfer radical polymerization (ATRP)

KW - end-functionalization

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Use of a novel initiator for synthesis of amino-end functionalized polystyrene (NH _2-PS) by atom transfer radical polymerization

Abstract

Keywords

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