Synthesis of silica-polymer hybrids by combination of RAFT polymerization and azide-alkyne cycloaddition ‘click’ reactions

Huang, Youke; Hou, Tengteng; Cao, Xiangqian; Perrier, Sébastien; Zhao, Youliang

doi:10.1039/c0py00165a

Cited by 53 publications

(67 citation statements)

References 48 publications

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“…A study on the use of benzyl and t-butyl trithiocarbonate and dithiobenzoate RAFT agents for VAc polymerization has 334 [385] 335 [540] 336 [429] 337 [202] 338 [242] 339 [262] 340 [317] Solketal acrylate 350 [311] 347 [344] 346 [344] 343 n ϭ 1 [234] 343 n ϭ 2 [196] 345 n ϭ 4 [362] 351 [297] 342 [196] 341 [428] 348 [311] 349 [311] 394 [396] Chart 3.…”

Section: Vinyl Monomersmentioning

confidence: 99%

“…A series of blocks (diblock through tetrablock) with azide end-groups were synthesized and used for modifying silica particles. [429] The third strategy employs either multi-RAFT agents or cyclic RAFT (when multi-RAFT agents are formed in situ). New reports on multi-block synthesis using such RAFT agents are included in Table 22.…”

Section: Multiblock Copolymersmentioning

confidence: 99%

“…A [427,428] 341 [428] 355 [427] St [428] (St/341) [428] (341-bSt) [428] St-b-341 [428] (Continued ) K [429] MMA [429] St [429] NIPAm [429] St-b-335 [429] St-bNIPAm [429] St-b-NAM [429] St-b-tBA [429] St-b-NAM-b-NIPAm [429] St-b-NAM-bDMAm [429] St-b-335-b-MA [429] St-b-NAM-bNIPAm-b-tBA [429] St-b-NAM-b-DMAm-btBA [429] 147…”

mentioning

confidence: 99%

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Living Radical Polymerization by the RAFT Process – A Third Update

2012

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This paper provides a third update to the review of reversible deactivation radical polymerization (RDRP) achieved with thiocarbonylthio compounds (ZC(¼S)SR) by a mechanism of reversible addition-fragmentation chain transfer ( Chem. 2009Chem. , 62, 1402. This review cites over 700 publications that appeared during the period mid 2009 to early 2012 covering various aspects of RAFT polymerization which include reagent synthesis and properties, kinetics and mechanism of polymerization, novel polymer syntheses, and a diverse range of applications. This period has witnessed further significant developments, particularly in the areas of novel RAFT agents, techniques for end-group transformation, the production of micro/nanoparticles and modified surfaces, and biopolymer conjugates both for therapeutic and diagnostic applications.

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Section: Vinyl Monomersmentioning

confidence: 99%

Section: Multiblock Copolymersmentioning

confidence: 99%

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Living Radical Polymerization by the RAFT Process – A Third Update

2012

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“…As with the yne-CTA approach, various azide-containing RAFT CTAs have been prepared and used in the preparation of novel materials. [13,22,25,[34][35][36][37][38][39][40][41][42][43][44][45] Gondi et al [34] reported the synthesis of trithiocarbonate CTA-AZIDE1 and dithioester CTA-AZIDE7 from a 3-azidopropanol precursor. Detailed studies were performed for the polymerization of Sty and N, N-dimethylacrylamide (DMA), employing both the RAFT CTAs, demonstrating their controlled nature.…”

Section: Reversible Addition-fragmentation Chain Transfer (Raft) and mentioning

confidence: 99%

Combining RAFT Radical Polymerization and Click/Highly Efficient Coupling Chemistries: A Powerful Strategy for the Preparation of Novel Materials

Harvison

Lowe

2011

Macromol. Rapid Commun.

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“…with the azide moiety on the polymer and the alkyne group on the dye (as it was shown for other polymers previously). 9 The preparation of an ATRP initiator from an azide alcohol was achieved by a standard esterification and the following polymerisation proceeded without any notable problems ( Figure 3). Since the bicyclic nonyne is not readily available with the sample-dye (Cy-3) used for this study, it was conjugated in a separate reaction.…”

Section: Figure 2: A) Hplc Trace Of the Pure Cy-3 Azide (Black) And Tmentioning

confidence: 99%

Comparison of metal free polymer–dye conjugation strategies in protic solvents

et al. 2016

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Polymer-dye conjugations are one of the common examples for polymer modifications. They represent a crucial step for imaging in optical microscopy or for tracing and marking macromolecules. In this work, we present a comparison between quick and efficient conjugation reactions that do not rely on the use of a metal catalyst, which could contaminate the resulting polymer and hinder its use for subsequent biological applications. Moreover, since the conjugation strategy needs to be compatible with the solvent system used to solubilise the polymer, we focussed our attention on assessing these conjugation approaches for their feasibility with a sample polymer that is only soluble in protic solvents. The methods studied include the ring-strain promoted azide-alkyne click reaction, thiol/maleimide conjugation as well as the 1,2,4-triazoline-3,5-dione (TAD) with a diene moiety, one of the latest click chemistries available.

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Synthesis of silica-polymer hybrids by combination of RAFT polymerization and azide-alkyne cycloaddition ‘click’ reactions

Cited by 53 publications

References 48 publications

Living Radical Polymerization by the RAFT Process – A Third Update

Living Radical Polymerization by the RAFT Process – A Third Update

Combining RAFT Radical Polymerization and Click/Highly Efficient Coupling Chemistries: A Powerful Strategy for the Preparation of Novel Materials

Comparison of metal free polymer–dye conjugation strategies in protic solvents

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