Influence of the Grafting Density on the Self-Assembly in Poly(phenyleneethynylene)-<i>g</i>-poly(3-hexylthiophene) Graft Copolymers

Steverlynck, Joost; Winter, Julien De; Gerbaux, Pascal; Lazzaroni, Roberto; Leclère, Philippe; Koeckelberghs, Guy

doi:10.1021/acs.macromol.5b01830

Cited by 15 publications

(20 citation statements)

References 46 publications

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“…Graft copolymers can show interesting properties in terms of supramolecular assembly and might be ideal materials for the preparation of organic electronics. [228][229][230][231][232][233] There are three methods to prepare graft copolymers: grafting from, grafting through and grafting onto, as shown in Scheme 19. 234 All three methods have been used to prepare allconjugated graft copolymers.…”

Section: Graft Copolymersmentioning

confidence: 99%

“…Our group synthesized two different conjugated graft copolymers, both using the grafting onto method (Scheme 22). 232,233 The first one consists of a PPE backbone, polymerized in a non-controlled fashion using Sonogashira-couplings (35). The polymer side chains are poly(3-hexylthiophene), synthesized in a controlled way via the KCTP mechanism.…”

Section: Graft Copolymersmentioning

confidence: 99%

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Advances in the controlled polymerization of conjugated polymers

Verheyen

Leysen

Eede

et al. 2017

Polymer

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This article features recent advances in the synthesis of conjugated polymers via a controlled polymerization. These polymerizations typically rely on transition metal catalyzed cross coupling reactions. The mechanisms of the polymerization protocols are discussed in detail. An overview of all possible protocols and all homopolymers that have been investigated is given. Next, the synthesis of copolymers-random, gradient and block copolymers-is reviewed. Another advantage of a controlled polymerization is the possibility to introduce specific functional groups, either at the beginning of each polymer chain by the use of an external initiator, or at the end of the polymer chain using an endcapper. Finally, topologies different from simple linear polymer chains are discussed. This feature article is complementary to other recent review articles on this topic. 1,2

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Section: Graft Copolymersmentioning

confidence: 99%

Section: Graft Copolymersmentioning

confidence: 99%

Advances in the controlled polymerization of conjugated polymers

Verheyen

Leysen

Eede

et al. 2017

Polymer

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“…Kim et al prepared P3HT‐ g ‐poly(2‐vinyl pyridine) (P2VP) rod‐coil graft copolymer via CuAAC, where graft architecture was shown to be more effective than linear BCPs to achieve appropriate morphologies for improved charge transport (Figure 35). 678 Further investigation was performed on the effect of grafting density 679 and the rigidity of the side chains 680,681 of the rod‐coil graft copolymer. Additionally, graft polymers prepared by CuAAC could be applied to electronic devices such as glucose biosensors prepared from water‐soluble polyaniline‐ g ‐poly(ethylene glycol) (PA‐ g ‐PEG) 682 and organic field effect transistors (OFET) derived from nanowires based on P3HT‐ g ‐PEG 683 …”

Section: Synthesis Of Macromolecules By Coupling Polymeric Building Blocks Using Click Chemistrymentioning

confidence: 99%

Click chemistry strategies for the accelerated synthesis of functional macromolecules

Geng

Shin

et al. 2021

Journal of Polymer Science

158

114

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Click chemistry is one of the most powerful strategies for constructing polymeric soft materials with precise control over architecture and functionality. In this review, we provide a comprehensive summary of the state-of-the art for synthesizing functional polymers and their expanding range of applications. The synthetic and mechanistic aspects are discussed for key reactions that fulfill "click" requirements and their applications in construction of macromolecules with linear, branched, and other complex architectures are described.

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“…Steverlynck et al ligated acetylene-terminated P3HT side-chains to azide-functionalized chiral poly(phenyleneethynylene) (PPE) backbones using copper-catalyzed azide-alkyne cycloaddition (CuAAC). [84] A variety of copolymers were synthesized, but difficulties with the CuAAC reaction were observed when higher grafting densities were targeted. Interestingly, the PPE-graft-P3HT copolymers showed aggregation behavior governed by the coassembly of polymer components in contrast to independent polymer crystallization.…”

Section: Graft and Bottlebrush Copolymersmentioning

confidence: 99%

Programmable Assembly of π‐Conjugated Polymers

Hicks

Obhi

et al. 2021

Advanced Materials

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resulting in device efficiencies exceeding 18%. [11] Applications for π-conjugated polymers requiring high conductivity are also being widely explored, most notably using highly conductive poly(3,4-ethylenedioxythiophene) (PEDOT) in fields such as energy storage, tissue engineering, and textile-based electronics. [12][13][14][15][16] Applying π-conjugated polymers in electronics requires the complimentary development of favorable optoelectrical and mechanical properties. Molecular orbital alignments and polymer crystallization are of paramount importance. These interactions impact numerous properties, such as the polymer band energies, [17] charge-transfer processes, [18] redox potentials, [19] and photophysics. [20,21] Close chain-packing facilitates interpolymer charge transport, improving charge mobility in polymers as charges move by a hopping mechanism. [22] Additionally, the nanoscale morphology has a strong impact on the efficiency of photophysical processes, including exciton diffusion and dissociation, which are vital for OPVs and OPCs. [23] For wearable electronics flexibility and stretchability must also be considered. The brittle nature of crystalline materials produced from π-conjugated polymers is one of the major challenges that remains to be solved. The highly crystalline ordering caused by strong noncovalent interactions, chain interdigitation, or rigid polymer backbones leads to high tensile moduli and low stress loadings. [24] Many approaches have been explored to overcome this challenge including copolymerizing or blending conjugated polymers with elastomers and forming gels. [25][26][27][28][29] Programmed assembly (Figure 1) is an emerging bridge between our understanding of morphological ordering and functional materials. Programming order means to intentionally control ordering and morphology through inputs to achieve a desired functionality. It is a tool for rational material design, enabling structural complexity via a bottom-up approach to combine and enhance desirable material properties. This complexity results from orthogonal chemistries, which can be activated sequentially to build up structures in a stepwise manner. By this approach, each function would be met with its appropriate structure, as a morphology is selected to in order to achieve well-defined properties.Herein, we provide a review of innovative efforts being explored to program order in π-conjugated polymers from the π-Conjugated polymers have numerous applications due to their advantageous optoelectronic and mechanical properties. These properties depend intrinsically on polymer ordering, including crystallinity, orientation, morphology, domain size, and π-π interactions. Programming, or deliberately controlling the composition and ordering of π-conjugated polymers by well-defined inputs, is a key facet in the development of organic electronics. Here, π-conjugated programming is described at each stage of material development, stressing the links between each programming mode. Covalent programming is performed during p...

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Influence of the Grafting Density on the Self-Assembly in Poly(phenyleneethynylene)-g-poly(3-hexylthiophene) Graft Copolymers

Cited by 15 publications

References 46 publications

Advances in the controlled polymerization of conjugated polymers

Advances in the controlled polymerization of conjugated polymers

Click chemistry strategies for the accelerated synthesis of functional macromolecules

Programmable Assembly of π‐Conjugated Polymers

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