Photodimerization as an alternative to photocrosslinking of nanoparticles: proof of concept with amphiphilic linear polyoxazoline bearing coumarin unit

Korchia, Laetitia; Bouilhac, Cécile; Lapinte, Vincent; Travelet, Christophe; Borsali, Rédouane; Robin, Jean‐Jacques

doi:10.1039/c5py00834d

Cited by 28 publications

(40 citation statements)

References 67 publications

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“…By DLS measurements, the length of the POx block seemed to have a little impact on the nanoparticle size and similar D H -values than the corresponding photo-active diblock copolymer, Cm-POx n , and un-photoactive diblock copolymer, C 18 -POx n as previously reported [59]. Moreover, as CoumC 11 -POx n , an inexplicable maximun in size was observed for the intermediate length of POx, T 12 12 [59]. The DLS measurements being much more sensitive to the bigger objects than smaller ones [62], the percentage of small nanoparticles was calculated related to the big ones according to the calculation described in the previous work on diblock copolymers.…”

Section: Self-assembly Of the Photo-induced Amphiphilic Triblock Coposupporting

confidence: 82%

“…We noted that the D H -values of the smaller nanoparticles determined by DLS were consistent with those of TEM, except for T 12 12 (nanoparticles twice larger by TEM). By DLS measurements, the length of the POx block seemed to have a little impact on the nanoparticle size and similar D H -values than the corresponding photo-active diblock copolymer, Cm-POx n , and un-photoactive diblock copolymer, C 18 -POx n as previously reported [59]. Moreover, as CoumC 11 -POx n , an inexplicable maximun in size was observed for the intermediate length of POx, T 12 12 [59].…”

Section: Self-assembly Of the Photo-induced Amphiphilic Triblock Coposupporting

confidence: 80%

“…CmTs was synthesized according to a procedure previously described [59]. Anhydrous acetonitrile, diethylether, ethanol, methanol, MgSO 4 and potash (KOH) were commercial products (Sigma Aldrich) and used without further purification.…”

Section: Methodsmentioning

confidence: 99%

“…Recently, we described the synthesis of amphiphilic diblock polyoxazolines (Cm-POx n ) bearing an UV-sensitive coumarin end-group (Fig. 1, top route) as well as their self-assembly in water into spherical nanoparticles and finally their photo-dimerization [59].…”

mentioning

confidence: 99%

“…1, down route) [59]. Herein, the advantages of the triblock copolymers route onto the size and the shape of the resulting nano-objects are detailed.…”

mentioning

confidence: 99%

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Amphiphilic photo-induced triblock polyoxazoline through coumarin dimerization: Efficient synthetic tool for nanoparticles

Korchia

Bouilhac

Robin

et al. 2017

European Polymer Journal

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Available online xxxx a b s t r a c t Amphiphilic photo-induced triblock copolymers were successfully prepared by photodimerization of a photo-active initiator bearing coumarin moieties (CmTs 2 ) before synthesizing, by cationic ring-opening polymerization (CROP), various lengths of polyoxazoline block. The DLS and TEM studies of the triblock copolymers self-assembly in water revealed that over 99% of the nanoparticles have a D H -value of 10 nm. The total photo-activity of the coumarin units permitted p-stacking interactions in the nanoparticle core and further its crystallization as demonstrated by DSC and X-ray diffractometry. An original nonspherical morphology of the nanoparticles resulted with an elongated shape.

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Section: Self-assembly Of the Photo-induced Amphiphilic Triblock Coposupporting

confidence: 82%

Section: Self-assembly Of the Photo-induced Amphiphilic Triblock Coposupporting

confidence: 80%

Section: Methodsmentioning

confidence: 99%

mentioning

confidence: 99%

“…1, down route) [59]. Herein, the advantages of the triblock copolymers route onto the size and the shape of the resulting nano-objects are detailed.…”

mentioning

confidence: 99%

See 3 more Smart Citations

Amphiphilic photo-induced triblock polyoxazoline through coumarin dimerization: Efficient synthetic tool for nanoparticles

Korchia

Bouilhac

Robin

et al. 2017

European Polymer Journal

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Thioacetate‐Based Initiators for the Synthesis of Thiol‐End‐Functionalized Poly(2‐oxazoline)s

Alvaradejo

Glaßner

Kumar

et al. 2020

Macromol. Rapid Commun.

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New functional initiators for the cationic ring‐opening polymerization of 2‐alkyl‐2‐oxazolines are described to introduce a thiol moiety at the α terminus. Both tosylate and nosylate initiators carrying a thioacetate group are obtained in multigram scale, from commercial reagents in two steps, including a phototriggered thiol–ene radical addition. The nosylate derivative gives access to a satisfying control over the cationic ring‐opening polymerization of 2‐ethyl‐2‐oxazoline, with dispersity values lower than 1.1 during the entire course of the polymerization, until full conversion. Cleavage of the thioacetate end group is rapidly achieved using triazabicyclodecene, thereby leading to a mercapto terminus. The latter gives access to a new subgeneration of α‐functional poly(2‐oxazoline)s (butyl ester, N‐hydroxysuccinimidyl ester, furan) by Michael addition with commercial (meth)acrylates. The amenability of the mercapto‐poly(2‐ethyl‐2‐oxazoline) for covalent surface patterning onto acrylated surfaces is demonstrated in a microchannel cantilever spotting (µCS) experiment, characterized by X‐ray photoelectron spectroscopy (XPS) and time‐of‐flight secondary‐ion mass spectrometry (ToF‐SIMS).

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Thermoresponsive and Photocrosslinkable Poly(2‐alkyl‐2‐oxazoline) Toolbox – Customizable Ultralow‐Fouling Hydrogel Coatings for Blood Plasma Environments

Wiesner (née Diehl),

Petri,

Hageneder

et al. 2023

Macromol. Rapid Commun.

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This study focuses on developing surface coatings with excellent antifouling properties, crucial for applications in the medical, biological, and technical fields, for materials and devices in direct contact with living tissues and bodily fluids such as blood. This approach combines thermoresponsive poly(2‐alkyl‐2‐oxazoline)s, known for their inherent protein‐repellent characteristics, with established antifouling motifs based on betaines. The polymer framework is constructed from various monomer types, including a novel benzophenone‐modified 2‐oxazoline for photocrosslinking and an azide‐functionalized 2‐oxazoline, allowing subsequent modification with alkyne‐substituted antifouling motifs through copper(I)‐catalyzed azide‐alkyne cycloaddition. From these polymers surface‐attached networks are created on benzophenone‐modified gold substrates via photocrosslinking, resulting in hydrogel coatings with several micrometers thickness when swollen with aqueous media. Given that poly(2‐alkyl‐2‐oxazoline)s can exhibit a lower critical solution temperature in water, their temperature‐dependent solubility is compared to the swelling behavior of the surface‐attached hydrogels upon thermal stimulation. The antifouling performance of these hydrogel coatings in contact with human blood plasma is further evaluated by surface plasmon resonance and optical waveguide spectroscopy. All surfaces demonstrate extremely low retention of blood plasma components, even with undiluted plasma. Notably, hydrogel layers with sulfobetaine moieties allow efficient penetration by plasma components, which can then be easily removed by rinsing with buffer.

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Photodimerization as an alternative to photocrosslinking of nanoparticles: proof of concept with amphiphilic linear polyoxazoline bearing coumarin unit

Cited by 28 publications

References 67 publications

Amphiphilic photo-induced triblock polyoxazoline through coumarin dimerization: Efficient synthetic tool for nanoparticles

Amphiphilic photo-induced triblock polyoxazoline through coumarin dimerization: Efficient synthetic tool for nanoparticles

Thioacetate‐Based Initiators for the Synthesis of Thiol‐End‐Functionalized Poly(2‐oxazoline)s

Thermoresponsive and Photocrosslinkable Poly(2‐alkyl‐2‐oxazoline) Toolbox – Customizable Ultralow‐Fouling Hydrogel Coatings for Blood Plasma Environments

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