Functional Brush Poly(2-ethyl-2-oxazine)s

Synthesis by CROP and RAFT, Thermoresponsiveness and Grafting onto Iron Oxide Nanoparticles

Tobias Klein, Joshua Parkin, Patrick A.J.M. de Jongh, Lars Esser, Tara Sepehrizadeh, Gang Zheng, Michael De Veer, Karen Alt, Christoph E. Hagemeyer, David M. Haddleton, Thomas P. Davis, Mukundan Thelakkat, Kristian Kempe

Research output: Contribution to journalArticleResearchpeer-review

Abstract

Brush polymers are highly functional polymeric materials combining the properties of different polymer classes and have found numerous applications, for example, in nanomedicine. Here, the synthesis of functional phosphonate-ester-bearing brush polymers based on poly(2-oxazine)s is reported through a combination of cationic ring-opening polymerization (CROP) of 2-ethyl-2-oxazine and reversible addition-fragmentation chain transfer (RAFT) polymerization. In this way, a small library of well-defined (Đ ≤ 1.17) poly(oligo(2-ethyl-2-oxazine) methacrylate) P(OEtOzMA) n brushes with tunable lower critical solution temperature (LCST) behavior and negligible cell toxicity is prepared. Upon deprotection, the phosphonic acid end-group of the P(OEtOzMA) n brush enables the successful grafting-onto iron oxide nanoparticles (IONPs). Colloidal stability of the particle suspension in combination with suitable magnetic resonance imaging (MRI) relaxivities demonstrates the potential of these particles for future applications as negative MRI contrast agents.

Original languageEnglish
Article number1800911
Number of pages6
JournalMacromolecular Rapid Communications
Volume40
Issue number10
DOIs
Publication statusPublished - May 2019

Keywords

  • iron oxide nanoparticles
  • LCST behavior
  • magnetic resonance imaging
  • poly(2-oxazine)s
  • polymer brushes

Cite this

Klein, Tobias ; Parkin, Joshua ; de Jongh, Patrick A.J.M. ; Esser, Lars ; Sepehrizadeh, Tara ; Zheng, Gang ; De Veer, Michael ; Alt, Karen ; Hagemeyer, Christoph E. ; Haddleton, David M. ; Davis, Thomas P. ; Thelakkat, Mukundan ; Kempe, Kristian. / Functional Brush Poly(2-ethyl-2-oxazine)s : Synthesis by CROP and RAFT, Thermoresponsiveness and Grafting onto Iron Oxide Nanoparticles. In: Macromolecular Rapid Communications. 2019 ; Vol. 40, No. 10.
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title = "Functional Brush Poly(2-ethyl-2-oxazine)s: Synthesis by CROP and RAFT, Thermoresponsiveness and Grafting onto Iron Oxide Nanoparticles",
abstract = "Brush polymers are highly functional polymeric materials combining the properties of different polymer classes and have found numerous applications, for example, in nanomedicine. Here, the synthesis of functional phosphonate-ester-bearing brush polymers based on poly(2-oxazine)s is reported through a combination of cationic ring-opening polymerization (CROP) of 2-ethyl-2-oxazine and reversible addition-fragmentation chain transfer (RAFT) polymerization. In this way, a small library of well-defined (Đ ≤ 1.17) poly(oligo(2-ethyl-2-oxazine) methacrylate) P(OEtOzMA) n brushes with tunable lower critical solution temperature (LCST) behavior and negligible cell toxicity is prepared. Upon deprotection, the phosphonic acid end-group of the P(OEtOzMA) n brush enables the successful grafting-onto iron oxide nanoparticles (IONPs). Colloidal stability of the particle suspension in combination with suitable magnetic resonance imaging (MRI) relaxivities demonstrates the potential of these particles for future applications as negative MRI contrast agents.",
keywords = "iron oxide nanoparticles, LCST behavior, magnetic resonance imaging, poly(2-oxazine)s, polymer brushes",
author = "Tobias Klein and Joshua Parkin and {de Jongh}, {Patrick A.J.M.} and Lars Esser and Tara Sepehrizadeh and Gang Zheng and {De Veer}, Michael and Karen Alt and Hagemeyer, {Christoph E.} and Haddleton, {David M.} and Davis, {Thomas P.} and Mukundan Thelakkat and Kristian Kempe",
year = "2019",
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Functional Brush Poly(2-ethyl-2-oxazine)s : Synthesis by CROP and RAFT, Thermoresponsiveness and Grafting onto Iron Oxide Nanoparticles. / Klein, Tobias; Parkin, Joshua; de Jongh, Patrick A.J.M.; Esser, Lars; Sepehrizadeh, Tara; Zheng, Gang; De Veer, Michael; Alt, Karen; Hagemeyer, Christoph E.; Haddleton, David M.; Davis, Thomas P.; Thelakkat, Mukundan; Kempe, Kristian.

In: Macromolecular Rapid Communications, Vol. 40, No. 10, 1800911, 05.2019.

Research output: Contribution to journalArticleResearchpeer-review

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T1 - Functional Brush Poly(2-ethyl-2-oxazine)s

T2 - Synthesis by CROP and RAFT, Thermoresponsiveness and Grafting onto Iron Oxide Nanoparticles

AU - Klein, Tobias

AU - Parkin, Joshua

AU - de Jongh, Patrick A.J.M.

AU - Esser, Lars

AU - Sepehrizadeh, Tara

AU - Zheng, Gang

AU - De Veer, Michael

AU - Alt, Karen

AU - Hagemeyer, Christoph E.

AU - Haddleton, David M.

AU - Davis, Thomas P.

AU - Thelakkat, Mukundan

AU - Kempe, Kristian

PY - 2019/5

Y1 - 2019/5

N2 - Brush polymers are highly functional polymeric materials combining the properties of different polymer classes and have found numerous applications, for example, in nanomedicine. Here, the synthesis of functional phosphonate-ester-bearing brush polymers based on poly(2-oxazine)s is reported through a combination of cationic ring-opening polymerization (CROP) of 2-ethyl-2-oxazine and reversible addition-fragmentation chain transfer (RAFT) polymerization. In this way, a small library of well-defined (Đ ≤ 1.17) poly(oligo(2-ethyl-2-oxazine) methacrylate) P(OEtOzMA) n brushes with tunable lower critical solution temperature (LCST) behavior and negligible cell toxicity is prepared. Upon deprotection, the phosphonic acid end-group of the P(OEtOzMA) n brush enables the successful grafting-onto iron oxide nanoparticles (IONPs). Colloidal stability of the particle suspension in combination with suitable magnetic resonance imaging (MRI) relaxivities demonstrates the potential of these particles for future applications as negative MRI contrast agents.

AB - Brush polymers are highly functional polymeric materials combining the properties of different polymer classes and have found numerous applications, for example, in nanomedicine. Here, the synthesis of functional phosphonate-ester-bearing brush polymers based on poly(2-oxazine)s is reported through a combination of cationic ring-opening polymerization (CROP) of 2-ethyl-2-oxazine and reversible addition-fragmentation chain transfer (RAFT) polymerization. In this way, a small library of well-defined (Đ ≤ 1.17) poly(oligo(2-ethyl-2-oxazine) methacrylate) P(OEtOzMA) n brushes with tunable lower critical solution temperature (LCST) behavior and negligible cell toxicity is prepared. Upon deprotection, the phosphonic acid end-group of the P(OEtOzMA) n brush enables the successful grafting-onto iron oxide nanoparticles (IONPs). Colloidal stability of the particle suspension in combination with suitable magnetic resonance imaging (MRI) relaxivities demonstrates the potential of these particles for future applications as negative MRI contrast agents.

KW - iron oxide nanoparticles

KW - LCST behavior

KW - magnetic resonance imaging

KW - poly(2-oxazine)s

KW - polymer brushes

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