Combining Spontaneous Polymerization and Click Reactions for the Synthesis of Polymer Brushes: A “Grafting Onto” Approach

Cappelli, Andrea; Grisci, Giorgio; Paolino, Marco; Castriconi, Federica; Giuliani, Germano; Donati, Alessandro; Lamponi, Stefania; Mendichi, Raniero; Boccia, Antonella Caterina; Samperi, Filippo; Battiato, Salvatore; Paccagnini, Eugenio; Gentile, Mariangela; Licciardi, Mariano; Giammona, Gaetano; Vomero, Salvatore

doi:10.1002/chem.201202534

Cited by 27 publications

(42 citation statements)

References 30 publications

(81 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The MWD (molecular weight distribution) characterization of the polybenzofulvene derivatives was performed using a Wyatt MALS (Santa Barbara, CA, USA) light scattering photometer on-line to a Waters SEC chromatographic system (Milford, MA, USA). The SEC-MALS apparatus and the corresponding experimental conditions were the same used in previous analysis [11,25,28].…”

Section: Methodsmentioning

confidence: 99%

“…By combining different synthetic strategies, we designed and synthesized a large family of polymer brushes (Figure 1) obtained by grafting monomethyl oligo(ethylene glycol) (MOEG) side chains (SC) onto the polybenzofulvene backbone of poly- BF1 and poly- BF3k . This new family of PEGylated polybenzofulvene brushes (PPBFB) includes poly-2-MOEG-9- BF1 [25], poly-6-MOEG-9- BF3k [26], and poly-6-MOEG-9-TM- BF3k (TM = triazolo methyl spacer) [27,28].…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Densely PEGylated Polybenzofulvene Brushes for Potential Applications in Drug Encapsulation

et al. 2018

Self Cite

View full text Add to dashboard Cite

The technique of grafting side chains onto a linear polymeric backbone is commonly used to confer to the new polymeric material with desired properties, such as tunable solubility, ionic charge, biocompatibility, or specific interactions with biological systems. In this paper, two new polybenzofulvene backbones were assembled by spontaneous polymerization of the appropriate benzofulvene monomers (4,6-PO-BF3k and 4’,6-PO-BF3k) bearing two clickable propargyloxy groups in different positions of the 3-phenylindene scaffold. Poly-4,6-PO-BF3k and poly-4’,6-PO-BF3k were grafted with monomethyl oligo(ethylene glycol) (MOEG) to prepare two new polybenzofulvene brushes (i.e., poly-4,6-MOEG-9-TM-BF3k and poly-4’,6-MOEG-9-TM-BF3k) by means of a “grafting onto” approach, that were characterized from the point of view of their macromolecular features, aggregation liability, and in a preliminary evaluation of biocompatibility. The obtained results make these PEGylated polybenzofulvene brushes (PPBFB) derivatives potentially useful as nanocarriers for nanoencapsulation and delivery of drug molecules.

show abstract

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Densely PEGylated Polybenzofulvene Brushes for Potential Applications in Drug Encapsulation

et al. 2018

Self Cite

View full text Add to dashboard Cite

show abstract

“…The preparation of the designed copolymer poly-6-MOEG-9-TM-BF3k-co-6-BAUP-TM-BF3k (9 : 1) was carried out by performing a partial functionalization with synthon 1 at room temperature followed by a nal and virtually complete microwave-assisted graing with a monomethyl oligo-(ethylene glycol) (MOEG-9) chain bearing an azide group (MOEG-9-N 3 ). 25 …”

Section: Synthesismentioning

confidence: 97%

Polybenzofulvene derivatives bearing dynamic binding sites as potential anticancer drug delivery systems

et al. 2015

Self Cite

View full text Add to dashboard Cite

In order to obtain new advanced functional materials capable of recognizing drug molecules, the polybenzofulvene backbone of molecular brush poly-6-MOEG-9-TM-BF3k has been functionalized with a "synthetic dynamic receptor" composed of two 1-adamantylurea moieties linked together by means of a dipropyleneamino bridge as in Meijer's bis(adamantylurea) pincer (BAUP). This functional material, bearing synthetic receptors potentially capable of recognizing/loading and then delivering drug molecules, was used to prepare colloidal drug delivery systems (by means of soft interaction with BAUP) for delivering the model anti-cancer drug doxorubicin (DOXO). The resulting nanostructured drug delivery systems containing the physically loaded drug were characterized in terms of drug loading and release, dimensions and zeta potential, and in vitro cell activity and uptake on two different cell lines (i.e. the human bronchial epithelial 16HBE and the human colon cancer HCT116). On normal cells, free DOXO was found to be more cytotoxic than DOXO-loaded nanogels at the higher tested concentration and, only on cancer cells, DOXO-loaded nanogels show similar or slightly higher cytotoxicity values than free DOXO, suggesting potential advantages in the treatment of cancer. These results were supported by fluorescence microscopy studies, which suggested that DOXO-loaded nanogels provide an extracellular reservoir of the drug, which is gradually released and internalized within the cells.

show abstract

“…5,6 On the other side, polybenzofulvene derivatives belong to a different class of conjugated polymers. [7][8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23][24][25][26] In fact, by virtue of their p-electron systems stacked along the polymer chain, 17 they are through-space conjugated polymers, which showed signicant hole-transporting features. Moreover, the structure of benzofulvene monomeric unities were modulated in order to obtain materials for the production of optoelectronic devices such as OLEDs.…”

Section: Introductionmentioning

confidence: 99%

Electrochemical and optoelectronic properties of terthiophene- and bithiophene-based polybenzofulvene derivatives

et al. 2018

Self Cite

View full text Add to dashboard Cite

show abstract

Combining Spontaneous Polymerization and Click Reactions for the Synthesis of Polymer Brushes: A “Grafting Onto” Approach

Cited by 27 publications

References 30 publications

Densely PEGylated Polybenzofulvene Brushes for Potential Applications in Drug Encapsulation

Densely PEGylated Polybenzofulvene Brushes for Potential Applications in Drug Encapsulation

Polybenzofulvene derivatives bearing dynamic binding sites as potential anticancer drug delivery systems

Electrochemical and optoelectronic properties of terthiophene- and bithiophene-based polybenzofulvene derivatives

Contact Info

Product

Resources

About