Multibranched Polycarbonates Synthesized via Interfacial Polycondensation using Uniform Size Hemi-Telechelic Polystyrene Macromonomers having a Dihydroxyphenyl End-Group

Yamamoto, Masakazu; Uchimura, Noriko; Adachi, K.; Tsukahara, Yasuhisa

doi:10.1163/138577210x521341

Cited by 9 publications

(3 citation statements)

References 45 publications

(49 reference statements)

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“…Moreover, the macromonomer approach to make LCHB polymers is unique in being able to make hyperbranched block copolymers, HyperBlocks, exemplified in the production of an ABA triblock copolymeric macromonomer of polyisoprene–polystyrene–polyisoprene and first reported by ourselves in a proof-of-concept study . In recent years the “macromonomer” approach to make LCHBPs has been widely adopted with reported examples of macromonomers produced by ring-opening metathesis polymerization (ROMP), − reversible-addition chain transfer polymerization (RAFT), , atom transfer radical polymerization (ATRP), − anionic polymerization, , ring-opening polymerization, , and polycondensation reactions . Various coupling strategies have been used to convert these linear macromonomers into LCBHPs including thiol–yne , and azide–alkyne − ,− , click reactions, esterification, and hydrosilylation reactions.…”

Section: Introductionmentioning

confidence: 99%

Chain Architecture as an Orthogonal Parameter To Influence Block Copolymer Morphology. Synthesis and Characterization of Hyperbranched Block Copolymers: HyperBlocks

Hutchings

Agostini²,

Hamley

et al. 2015

Macromolecules

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(2015) 'Chain architecture as an orthogonal parameter to inuence block copolymer morphology. The synthesis and characterisation of hyperbranched block copolymers : HyperBlocks. ', Macromolecules., 48 (24). pp. 8806-8822. Further information on publisher's website:http://dx.doi.org/10.1021/acs.macromol.5b02052 Publisher's copyright statement: This document is the Accepted Manuscript version of a Published Work that appeared in nal form in Macromolecules, copyright c American Chemical Society after peer review and technical editing by the publisher. To access the nal edited and published work see http://dx.doi.org/10.1021/acs.macromol.5b02052. 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. HyperBlocks with a commercially available linear ABA triblock copolymeric thermoplastic elastomer were prepared. Moreover, the "macromonomer" approach is the only feasible route to prepare hyperbranched block copolymers. The solid-state morphology of the resulting materials was investigated by a combination of transmission electron microscopy (TEM) and small-angle X-ray scattering (SAXS) which showed a dramatic impact of the chain architecture on the resulting morphology. Whilst the linear ABA triblock copolymers showed the expected microphase-separated morphology with long-range order dependent upon composition, no long-range order was observed in the HyperBlocks. Instead the HyperBlocks revealed a microphase-separated morphology without long-range lattice order, irrespective of macromonomer composition or molecular weight. Furthermore, when HyperBlocks were subsequently blended with a commercially available linear ABA triblock copolymer (Kraton D1160 TM ) the HyperBlock appeared to impose a microphase separated morphology without long-range lattice order upon the linear copolymer even when the HyperBlock is present as the minor component in the blend at levels as low as 10% by weight.

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Section: Introductionmentioning

confidence: 99%

Chain Architecture as an Orthogonal Parameter To Influence Block Copolymer Morphology. Synthesis and Characterization of Hyperbranched Block Copolymers: HyperBlocks

Hutchings

Agostini²,

Hamley

et al. 2015

Macromolecules

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“…Thus, PCs nowadays appear as topical leading candidates for added-value applications in automotive, aircraft, construction, electronic and biomedical materials. [1][2][3][4] PCs can be prepared according to three distinct synthetic methods, namely (i) polycondensation of phosgene, triphosgene, or a dialkyl or diaryl carbonate with an α,ω-diol, [5][6][7][8] (ii) ring-opening copolymerization (ROCOP) of epoxides with carbon dioxide, [9][10][11][12][13][14][15][16][17] or (iii) ring-opening polymerization (ROP) of a cyclic carbonate monomer. 2,[18][19][20][21][22][23] While the former route does not meet all safety and health requirements for those in PC industry and for the consumers, the more friendly "greener" CO 2 /epoxide ROCOP approach sometimes suffers from incomplete selectivity, resulting in (often detrimental) ether units within the recovered PC and/or formation of cyclic carbonate as co-product.…”

Section: Introductionmentioning

confidence: 99%

Ethylene carbonate/cyclic ester random copolymers synthesized by ring-opening polymerization

et al. 2015

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International audienceThe diaminophenolate and β-diketiminate zinc complexes [(NNO)ZnEt] ((NNO)− = 2,4-di-tert-butyl-6-{[(2′-dimethylaminoethyl)-methylamino]methyl}phenolate)) and [(BDIiPr)Zn{N(SiMe3)2}] (BDIiPr = CH(CMeNC6H3-2,6-iPr2)2), respectively, the Lewis acidic triflate salt Al(OTf)3, and the guanidine TBD (= 1,5,7-triazabicyclo[4.4.0]dec-5-ene), combined to a protic source as initiator, typically benzyl alcohol (BnOH), enabled the successful copolymerization of ethylene carbonate (EC) with various cyclic esters such as β-butyrolactone (BL), δ-valerolactone (VL), ε-caprolactone (CL) or L-lactide (LLA). The random copolymerizations proceeded smoothly under mild operating conditions, preferentially from [(NNO)ZnEt]/BnOH at 60 °C in toluene within a few hours, affording the corresponding copolymers void of ether units, with Mn,SEC values in the range ca. 6000–93 350 g mol−1 and with unimodal, moderately broad dispersity values (ĐM = 1.3–2.1). Under the same experimental conditions, the homopolymerization of EC did not proceed. The first EC/BL random copolymers were thus synthesized with up to 26 mol% of EC inserted within the polyester, while the second example of P(EC-co-VL) was isolated. P(EC-co-VL), P(EC-co-CL), and P(EC-co-LLA) copolymers were prepared with higher than previously reported EC content, namely 23, 37, and 17 mol% vs. 10, 31, and 4 mol%, respectively. In contrast to other catalyst systems, the Al(OTf)3/BnOH system promoted CO2 elimination from the copolymers, thereby leading to ether defects. Microstructural analysis of the copolymers by 13C{1H} NMR spectroscopy revealed the presence of signals previously never described and possibly arising from consecutive EC units within the random copolymers. Thermal transition temperatures measured by DSC further supported the random nature of these copolymers

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“…Recent advances in living polymerizations and polymer characterization techniques enabled developing unique polymer architectures and discovering their characteristic properties . Cyclic graft copolymers are one of the complicated polymer architectures having a cyclic backbone and surrounded side‐chain polymers .…”

Section: Introductionmentioning

confidence: 99%

Grafting‐from Afforded Cyclic Graft Copolymers from Cyclic Anionic Macroinitiator via Lithiation of Tolyl Groups

Adachi

Kono

Nakano

et al. 2019

Macro Chemistry & Physics

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Cyclic graft copolymers consisting of poly(p‐methylstyrene) backbone and polystyrene branches with relatively low molecular weight distribution are synthesized with grafting‐from approach by living anionic polymerization of styrene from lithiated cyclic poly(p‐methylstyrene)s as multifunctional anionic macroinitiators for vinyl polymerizations. Precursors of the macroinitiators are prepared by ring‐closing metathesis reaction of α,ω‐divinyl‐terminated telechelic polymers. Subsequently, selective lithiation of tolyl groups in the cyclic polymers is conducted by s‐BuLi in the presence of tetramethylethylenediamine in cyclohexane in order to prepare the macroinitiators. Addition of styrene monomer into the cyclic macroinitiators provides shift in SEC to higher molecular weight due to graft polymerization from the macroinitiators to form cyclic graft copolymers. The unique polymer architecture of the obtained cyclic graft copolymers is confirmed by unimolecular observation by using atomic force microscopy.

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Multibranched Polycarbonates Synthesized via Interfacial Polycondensation using Uniform Size Hemi-Telechelic Polystyrene Macromonomers having a Dihydroxyphenyl End-Group

Cited by 9 publications

References 45 publications

Chain Architecture as an Orthogonal Parameter To Influence Block Copolymer Morphology. Synthesis and Characterization of Hyperbranched Block Copolymers: HyperBlocks

Chain Architecture as an Orthogonal Parameter To Influence Block Copolymer Morphology. Synthesis and Characterization of Hyperbranched Block Copolymers: HyperBlocks

Ethylene carbonate/cyclic ester random copolymers synthesized by ring-opening polymerization

Grafting‐from Afforded Cyclic Graft Copolymers from Cyclic Anionic Macroinitiator via Lithiation of Tolyl Groups

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