Use of Originalω-Perfluorinated Dithioesters for the Synthesis of Well-Controlled Polymers by Reversible Addition-Fragmentation Chain Transfer (RAFT)

Lebreton, Pierre; Améduri, Bruno; Boutevin, Bernard; Corpart, Jean‐Marc

doi:10.1002/1521-3935(20020201)203:3<522::aid-macp522>3.0.co;2-l

Cited by 56 publications

(55 citation statements)

References 18 publications

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“…Second, several CTAs with a R group that mimics the propagating radical have been designed to optimize the re-initiation step efficiency. [285] Finally, several R groups bear a reactive (-COOH, -CH 2 OH) or potentially reactive (-COOMe, -COOEt) function, or exhibit a specific entity (e.g., the very hydrophobic -C 6 F 13 group, [113] a fluorescent group, [244,247,291] a carbohydrate, [294,351] a phospholipid, [295] a biotin, [294] a natural polymer [122] ), and are then able to provide a-functionalized polymer chains.…”

Section: Factors That Influence the Fragmentation Reactionmentioning

confidence: 99%

“…When the nature of the two blocks is similar, the choice of the sequence is less crucial. Each block can be synthesized [9,67,119,356] BMA b) [151] EHMA b) [151] Sty [119] b) [151,229] MA [356] VAc [67] -C(Me) 2 CO 2 R 0d) Sty [356]c) [234] NIPAm c) [281] DMAm [343] -C(Me) 2 CO 2 CH 2 CH 2 C 6 F 13 MMA [113] -C(Me) 2 CONHC 18 H 37 NIPAm [347] -C(Me) 2 CONHCH 2 CH 2 OH MMA [119] -C(Me) 2 CONHCH 2 CH 2 SO 3 H MAETMAC [160] VPPS [160] MAm [160] DMAPMAm [160] MSASP [160] -C(Me)(SPh)CO 2 Et Sty [19,316] MA [19] -C(Me)(CO 2 Et) 2 AA [248] NAM [43] -C(Me) 3 MMA [9,119] Sty b) [230] AA [248] VC 2 a) [256] StyOCOMe [240] MA a) [256] BA [387] tBA [262] NAS a) [265][266][267][268][269][270][271] DMAm …”

Section: Copolymerizationmentioning

confidence: 99%

“…Sty [221] NIPAm [276] -CH[CH 2 CO 2 CH 2 CH 2 -CH(Me) 2 ]-CO 2 CH 2 CH 2 -CH(Me) 2 NAM [262] -CH(Me)CO 2 CH 2 CH 2 C 6 F 13 MMA [113] Sty [113] -CH(CO 2 Et) 2 Sty [19,316,376] MA [19] VAc [376] EA [376] -CH(Me)CON(Me) 2 DMAm [239,284,285,288] -CH(Me)CONH(CH 2 ) 2 SO 3 H StyCH 2 N(Me) 3 Cl [238] Am [103,272] NAM [294] DecAm [291] StySO 3 Na [100,160] APS [160] StyCH 2 N(Me) 3 Cl [160] AETMAC [160] SVBPB [100] DMAPAm [160] VPPS [160] PEG-A [100,160] NAM [294] Experimental Requirements for an Efficient Control of Free-Radical Polymerizations . .…”

Section: Copolymerizationmentioning

confidence: 99%

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Experimental Requirements for an Efficient Control of Free‐Radical Polymerizations via the Reversible Addition‐Fragmentation Chain Transfer (RAFT) Process

Favier

Charreyre

2006

Macromol. Rapid Commun.

435

347

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Summary: Reversible addition‐fragmentation chain transfer (RAFT) polymerization is a recent and very versatile controlled radical polymerization technique that has enabled the synthesis of a wide range of macromolecules with well‐defined structures, compositions, and functionalities. The RAFT process is based on a reversible addition‐fragmentation reaction mediated by thiocarbonylthio compounds used as chain transfer agents (CTAs). A great variety of CTAs have been designed and synthesized so far with different kinds of substituents. In this review, all of the CTAs encountered in the literature from 1998 to date are reported and classified according to several criteria : i) the structure of their substituents, ii) the various monomers that they have been polymerized with, and iii) the type of polymerization that has been performed (solution, dispersed media, surface initiated, and copolymerization). Moreover, the influence of various parameters is discussed, especially the CTA structure relative to the monomer and the experimental conditions (temperature, pressure, initiation, CTA/initiator ratio, concentration), in order to optimise the kinetics and the efficiency of the molecular‐weight‐distribution control.

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Section: Factors That Influence the Fragmentation Reactionmentioning

confidence: 99%

Section: Copolymerizationmentioning

confidence: 99%

Section: Copolymerizationmentioning

confidence: 99%

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Experimental Requirements for an Efficient Control of Free‐Radical Polymerizations via the Reversible Addition‐Fragmentation Chain Transfer (RAFT) Process

Favier

Charreyre

2006

Macromol. Rapid Commun.

435

347

View full text Add to dashboard Cite

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“…1a; X), allowing further chemical modifications such as the preparation of tailored block copolymers. [2][3][4][5] In the absence of RAFT degradation reactions 5,6 the amount of X moieties remains constant and under welldefined reaction conditions the number average chain length (x n ) can be tuned by varying the initial molar ratio of the monomer to the RAFT agent ([M] 0 /[R 0 X] 0 ). The latter ratio is also known as the targeted chain length (TCL), taking into account the fact that the employed I 2 amount is typically negligible.…”

Section: Introductionmentioning

confidence: 99%

A detailed mechanistic study of bulk MADIX of styrene and its chain extension

et al. 2017

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“…This approach, using functionalized RAFT agents, has been previously explored for the introduction of relatively simple functionalities such as hydroxyl, carboxyl and amino groups 11 , and in a few cases, simple fluorinated RAFT agents carrying a single fluoroalkyl group 12,13 but to the best of our knowledge, never for the synthesis of polymeric additives with multiple end groups to modify surface properties at an air-polymer interface.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterisation of end-functionalised poly(N-vinylpyrrolidone) additives by reversible addition–fragmentation transfer polymerisation

et al. 2013

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(2013) 'Synthesis and characterisation of end-functionalised poly(N-vinylpyrrolidone) additives by reversible additionfragmentation transfer polymerisation.', Polymer chemistry., 4 (9). pp. 2815-2827. Further information on publisher's website:http://dx.doi.org/10.1039/c3py00041aPublisher's copyright statement:Additional information: Use policyThe full-text may be used and/or reproduced, and given to third parties in any format or medium, without prior permission or charge, for personal research or study, educational, or not-for-prot purposes provided that:• a full bibliographic reference is made to the original source • a link is made to the metadata record in DRO • the full-text is not changed in any way The full-text must not be sold in any format or medium without the formal permission of the copyright holders.Please consult the full DRO policy for further details. Abstract. We describe herein the synthesis of a series of multi-end functionalized poly(Nvinyl pyrrolidone) (PVP) additives bearing two or three C 8 F 17 fluoroalkyl (CF) groups, designed as additives to modify surface properties. The PVP additives were prepared by reversible addition-fragmentation transfer (RAFT) polymerization, with end functionality imparted via the use of CF functionalized chain transfer agents (CTAs). The resulting PVP additives, when used in modest quantities dispersed in thin films of an unmodified PVP matrix significantly reduce the surface energy, rendering their surfaces more hydrophobic and lipophobic. This is achieved by virtue of the low surface energy of the pendant C 8 F 17 end groups which cause the additive to spontaneously surface segregate during the spin coating process. The resulting thin films have been characterized by static contact angle measurements using dodecane as the contact fluid, and the impact of additive molecular weight, matrix molecular weight, the number of CF groups and additive concentration upon surface properties is reported herein. Significant increases in contact angle were observed with increasing additive concentration, up to a critical aggregation concentration (CAC). Increasing the number of CF groups (from 2 to 3); reducing additive molecular weight or increasing the matrix molecular weight, resulted in increased contact angles and hence surface lipophobicity. Rutherford backscattering (RBS) analysis was performed on films containing varying concentrations of additive, in order to quantitatively measure the nearsurface fluorine concentration of these films. The results of these experiments were in excellent agreement with those obtained by contact angle analysis, confirming the surface activity and low surface energy of the additives.

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Use of Originalω-Perfluorinated Dithioesters for the Synthesis of Well-Controlled Polymers by Reversible Addition-Fragmentation Chain Transfer (RAFT)

Cited by 56 publications

References 18 publications

Experimental Requirements for an Efficient Control of Free‐Radical Polymerizations via the Reversible Addition‐Fragmentation Chain Transfer (RAFT) Process

Experimental Requirements for an Efficient Control of Free‐Radical Polymerizations via the Reversible Addition‐Fragmentation Chain Transfer (RAFT) Process

A detailed mechanistic study of bulk MADIX of styrene and its chain extension

Synthesis and characterisation of end-functionalised poly(N-vinylpyrrolidone) additives by reversible addition–fragmentation transfer polymerisation

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