A facile strategy for preparation of single-chain polymeric nanoparticles by intramolecular photo-crosslinking of azide polymers

Li, Guang; Tao, Farong; Wang, Liping; Li, Yuchao; Bai, Ruke

doi:10.1016/j.polymer.2014.05.064

Cited by 36 publications

(33 citation statements)

References 58 publications

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“…[40] Additionally, Bai and coworkers displayed methylene protons next to nitrogen as the general expression with CH 2 -N due to the same reason. [41] In our study, 1 H NMR results showed that CH 2 -N 3 protons at 4.20 ppm disappeared and new protons appeared at 3.78 ppm resulted by photoinduced azide crosslinking. After first collapse of the precursor using azide crosslinking, resultant single chain nanoparticle was refolded via photoinduced radical coupling process in the presence of excess isopropyl alcohol as hydrogen donor.…”

Section: Resultssupporting

confidence: 52%

“…According to the detailed study of Gudmundsdóttir on photolysis of azide compounds, a wide range of photoproducts are formed . Additionally, Bai and coworkers displayed methylene protons next to nitrogen as the general expression with CH 2 ‐N due to the same reason . In our study, 1 H NMR results showed that CH 2 ‐N 3 protons at 4.20 ppm disappeared and new protons appeared at 3.78 ppm resulted by photoinduced azide crosslinking.…”

Section: Resultsmentioning

confidence: 99%

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Preparation of Single Chain Nanoparticles via Photoinduced Double Collapse Process

Dashan

Balta

Temel

et al. 2019

Macro Chemistry & Physics

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A straightforward method is described to achieve polymeric nanoparticles by double folding of single linear chains. The side chain functional polystyrene with controlled molecular weight is converted to pendant azide and benzophenone motifs via postmodification reactions. Resulting functionalized chains undergo intramolecular crosslinking upon ultraviolet (UV) illumination using simultaneous and subsequent pathways at a dilute concentration. Particle size of nanoparticles can be tuned by changing the degree of crosslinking using a second folding process. Obtained single and double collapsed chains indicate higher glass transition temperatures and lower hydrodynamic radii compared to their intermediates. To our knowledge, the combination of photoinduced azide crosslinking and radical coupling processes is the first attempt to prepare double folding single polymer chains.

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Section: Resultssupporting

confidence: 52%

Section: Resultsmentioning

confidence: 99%

Preparation of Single Chain Nanoparticles via Photoinduced Double Collapse Process

Dashan

Balta

Temel

et al. 2019

Macro Chemistry & Physics

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“…[39][40][41][42][43] The growing interest in the area of repeat unit folding is demonstrated by the constant introduction of new and refi ned intrachain cross-linking procedures such as alkyne homocoupling, [ 44 ] oxidative polymerization, [ 45 ] thiol-ene coupling, [ 46 ] Michael addition, [47][48][49] amide formation, [ 50 ] tetrazine-norbornene reaction, [ 51 ] tetrazole-ene ligation, [ 52 ] thiol-yne coupling, [ 53 ] ring opening polymerization (ROP), [ 54,55 ] and photo-cross-linking of azides. [ 56 ] From these above examples it is already evident that repeat unit folding is simpler to implement, yet-as we will see-also less defi ned with regard to the achieved folding geometry, Macromol. Rapid Commun.…”

Section: Repeat Unit Folding: Latest Developmentsmentioning

confidence: 92%

Single‐Chain Folding of Synthetic Polymers: A Critical Update

Altintas

Barner‐Kowollik

2015

Macromol. Rapid Commun.

214

194

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The current contribution serves as a critical update to a previous feature article from us (Macromol. Rapid Commun. 2012, 33, 958−971), and highlights the latest advances in the preparation of single chain polymeric nanoparticles and initial—yet promising—attempts towards mimicking the structure of natural biomacromolecules via single‐chain folding of well‐defined linear polymers via so‐called single chain selective point folding and repeat unit folding. The contribution covers selected examples from the literature published up to ca. September 2015. Our aim is not to provide an exhaustive review but rather highlight a selection of new and exciting examples for single‐chain folding based on advanced macromolecular precision chemistry. Initially, the discussion focuses on the synthesis and characterization of single‐chain folded structures via selective point folding. The second part of the feature article addresses the folding of well‐defined single‐chain polymers by means of repeat unit folding. The current state of the art in the field of single‐chain folding indicates that repeat unit folding‐driven nanoparticle preparation is well‐advanced, while initial encouraging steps towards building selective point folding systems have been taken. In addition, a summary of the—in our view—open key questions is provided that may guide future biomimetic design efforts.

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“…157−160 Relevant to this review, Li et al recently reported on the single-chain collapse of polystyrenes bearing pendant azide functionalities. 161 The precursor polymers were synthesized by RAFT-mediated copolymerization of 4-vinyl benzyl azide with styrene. Intramolecular cross-linking was carried out by irradiating a precursor chloroform solution (1 mg/mL) with UV light at 365 nm (Scheme 43).…”

Section: Nitrene Insertion/couplingmentioning

confidence: 99%

Intramolecular Cross-Linking Methodologies for the Synthesis of Polymer Nanoparticles

et al. 2015

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A facile strategy for preparation of single-chain polymeric nanoparticles by intramolecular photo-crosslinking of azide polymers

Cited by 36 publications

References 58 publications

Preparation of Single Chain Nanoparticles via Photoinduced Double Collapse Process

Preparation of Single Chain Nanoparticles via Photoinduced Double Collapse Process

Single‐Chain Folding of Synthetic Polymers: A Critical Update

Intramolecular Cross-Linking Methodologies for the Synthesis of Polymer Nanoparticles

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