Facile conversion of RAFT polymers into hydroxyl functional polymers: a detailed investigation of variable monomer and RAFT agent combinations

Dietrich, Mathias; Glaßner, Mathias; Gruendling, Till; Schmid, Christina; Falkenhagen, Jana; Barner‐Kowollik, Christopher

doi:10.1039/b9py00273a

Cited by 81 publications

(67 citation statements)

References 47 publications

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“…[182,605] The process was demonstrated for polymers with dithiobenzoate or dithiophenylacetate end-groups and for polymers with trithiocarbonate mid-groups (synthesized with dibenzyl trithiocarbonate) ( Table 19).…”

Section: Oxidationmentioning

confidence: 99%

“…[44] The first reports involved the use of N,N-dialkyl dithiocarbamate derivatives as ATRP initiators. Dithiocarbamates do not provide effective control over the polymerization [241] MMA, St 456 Propylamine Network cleavage [603] BA, St 441 Butylamine/TCEP/BA In situ thiol-ene multiblock cleavage [604] PEGA 47 Butylamine/TCEP/divinyl sulfone In situ thiol-ene [281] MA, DMAm, NIPAm, St, C 2 H 5 S (121) Hydrazine - [375] St, PEGMA Ph (54, 18) Hydrazine - [375] St Ph (18) Hydrazine Used in thiol-epoxide [193] St Ph (18) DEAm (18) Hydrazine In situ thiol-epoxide [193] St/AcS Ph (11) Hydrazine Au nanoparticles [176] EGDMA, 421, 420 Ph (18) Hexylamine Used in thiol-ene or other reaction [588] St PhCH 2 S 1) KOH, 2) Zn/AcOH Au nanoparticles [338] St PhCH 2 S (89) Ethylene diamine Initiator for ROP C [339] HPMAm Ph (11) NaBH 4 /PBu 3 In situ thiol-ene (AA) [161] HPMAm Ph (68) Butylamine MeOH/degassed used in thiol-ene [307] NIPAm Ph (18) NaBH 4 Used in thiol-ene [247] MMA Ph (18) Hexylamine In situ thiol-ene [220] HPMAm Ph (18) Hexylamine In situ thiol-ene [220] NIPAm CH 2 (CO 2 H)CH 2 S (179) Hexylamine In situ thiol-ene [220] NIPAm C 4 H 9 S (159) Hexylamine/DMPP Used in thiol-ene [446] NIPAm C 12 H 25 S (123) Hexylamine/Bu 3 Ph Used in thiol-ene [398] Am Ph (18) NaBH 4 Used in thiol ene [244] DEAm Ph ( StMe OEt Ozone --(C¼O)SOEt [606] BA OEt Ozone --(C¼O)SOEt [607] iBoA 2-pyridyl Air AIBN, THF/Ph 3 P -OH [605] MMA, acrylates Ph Air AIBN, THF/Ph 3 P -OH [182,605] St, acrylates P n S Air AIBN, THF/Ph 3 P -OH [182] MA, BA CH 2 Ph Air AIBN, THF/Ph 3 P -OH [182] St CH 2 Ph Air AIBN, THF/Ph 3 P -OH …”

Section: Atrp-raftmentioning

confidence: 99%

“…S S * BzMA [161] MMA [162] PEGMA [163] 302 [164] 301 [165] 312 [166] 396 [167] MA [168] PFPVB [169] PVS [169] St [132,162] 359 [170] St [171] BA [122] MMA/BDSMA [172] (MAA/TPMMA) [173] (MAA/293) [173] DEGMA/PEGMA [174] tBMA/DMAEMA/290 [175] MMA/LMA [163] 396-b-PEGMA [167] St/AcS [176] 4VP/EGDMA [177] (St-b-DMAEMA) [171] BzMA-b-HPMAm [161] DEGMA/PEGMA-b-DMAPMAm [174] PEGMA-b-MMA [163] LMA/MMA-b-PEGMA [163] 12 S S CN D* [178] MMA [178][179][180][181][182][183][184] PEGMA [111,185] GMA [186] 289 [186,187] 297 [188] 324 [189] 453 [190] iPOx [191] St [132,…”

mentioning

confidence: 99%

“…[529] Further details of RAFT polymerization using 'switchable' RAFT agents that can be switched to offer good control over polymerization of both MAMs and LAMs and a route to poly-MAM-b-polyLAM has been reported. [530][531][532] [310] MA [182] BA [182] 348 [311] B/AN [312] 73 S S * St [313,314] BD [315] NIPAm [316] St/MAH [313] St [315] St-b-(St/BD) [314,315] St-b-(St/MAH) [313] ((St/MAH)-b-St) [313] 74 S S * MAA/EGDMA [291] 75 poly(3-hexylthiophene) macro-RAFT agent…”

mentioning

confidence: 99%

“…S S S A* [331,335] CMS [336] St [182,[337][338][339] tBS [337] AN [331] BA [182,274] DMAEA [221] MA [182] iBoA [182] tBA [182] ODA [337] 2EHA [337] PEGA [340] NVP [248] (VAc) [274] B/AN [312] DVE/MAH [341,342] PEGA-b-CIPEA [340] ODA-b-NIPAm [337] 2EHA-b-NIPAm [337] St-bNIPAm [337] tBS-b-NIPAm [337] (BA-b-VAc) [274] DVE/MAH-bSt [341,342] …”

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: Oxidationmentioning

confidence: 99%

Section: Atrp-raftmentioning

confidence: 99%

mentioning

confidence: 99%

mentioning

confidence: 99%

mentioning

confidence: 99%

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Living Radical Polymerization by the RAFT Process – A Third Update

2012

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Telechelic Polymers

Pröll

Nuyken

2018

Encyclopedia of Polymer Science and Technology

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This article presents commonly used synthetic routes and strategies toward polymers or oligomers with well‐defined functional end groups, specified as telechelics. It is to mention that mainly literature since 2000 until present has been considered. Telechelic polymers with diverse end groups are available via anionic and cationic polymerization as well as via controlled radical polymerization, including nitroxide‐mediated radical polymerization and atom transfer radical polymerization. Furthermore, metathesis strategies such as ring‐opening metathesis polymerization and acyclic diene metathesis are presented. In addition, selected examples using chain scission to form such well‐defined functionalities are described. Finally, step‐growth polymerization and the synthesis of macromolecular telechelics are outlined.

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Liquid Chromatography‐Electrospray Ionization Mass Spectrometry of Synthetic Polymers

Charles

Altuntaş

2015

Encyclopedia of Analytical Chemistry

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Production of increasingly sophisticated functional macromolecules and development of new polymerization processes have placed a severe demand on analytical methodologies for accurate characterization of synthetic polymers. With regard to the variety of heterogeneities found in polymer samples, where molecules can be distributed in terms of molar mass, chemical composition, functionality, molecular architecture, and concentration, development of multidimensional approaches is mandatory. The large orthogonality of liquid chromatography (LC) and mass spectrometric (MS) techniques, both largely employed individually in the field of synthetic polymers, makes their coupling very attractive. Because of its unrivaled softness that ensures molecule integrity upon ionization and of its ability to accommodate a flowing liquid, electrospray is the ideal ionization source to interface them. However, the electrospray process also raises some constraints on the composition of the liquid phase from which molecules have to be transferred in the gas phase as ions to be mass detected. This article reviews the capabilities and limitations of various on‐line LC‐ESI‐MS couplings involving most commonly used chromatographic techniques for synthetic polymer separation in the liquid phase, namely size‐exclusion chromatography (SEC), liquid chromatography at critical conditions (LCCCs), and gradient polymer elution chromatography (GPEC).

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Facile conversion of RAFT polymers into hydroxyl functional polymers: a detailed investigation of variable monomer and RAFT agent combinations

Cited by 81 publications

References 47 publications

Living Radical Polymerization by the RAFT Process – A Third Update

Living Radical Polymerization by the RAFT Process – A Third Update

Telechelic Polymers

Liquid Chromatography‐Electrospray Ionization Mass Spectrometry of Synthetic Polymers

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