2020
DOI: 10.1002/pol.20200436
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Abstract: A detailed investigation into the role of initiator structure, the presence of an initiator, and basicity of the non‐nucleophilic base in the chain‐growth condensation (CGC) synthesis of poly(N‐octyl benzamide) was conducted. A series of phenyl ester dimethyl amide initiators with different leaving groups were synthesized and used in the CGC preparation of poly(N‐octyl benzamide). Additional polymerizations were conducted without the presence of an initiator and with different non‐nucleophilic bases. Kinetic s… Show more

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Cited by 2 publications
(14 citation statements)
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“…38−43 Subsequent work from our group found that, in addition to the activation− deactivation roles of the monomer and initiator, the pK a of the monomer leaving group also plays a critical role in establishing the CGC polymerization kinetics and in producing welldefined polymers. 44,45 Adaptation of the solution-based substituent effect CGC polymerization method to a surface-initiated technique led to the preparation of well-defined and uniform polymer brushes from silica surfaces. 30 While our original work was the first report of the synthesis of well-defined aromatic polyamide brushes using substituent effect CGC polymerization, the application of the polymer synthesized was limited due to the presence of an octyl side chain on the nitrogen of the polyamide linkage.…”
Section: ■ Introductionmentioning
confidence: 99%
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“…38−43 Subsequent work from our group found that, in addition to the activation− deactivation roles of the monomer and initiator, the pK a of the monomer leaving group also plays a critical role in establishing the CGC polymerization kinetics and in producing welldefined polymers. 44,45 Adaptation of the solution-based substituent effect CGC polymerization method to a surface-initiated technique led to the preparation of well-defined and uniform polymer brushes from silica surfaces. 30 While our original work was the first report of the synthesis of well-defined aromatic polyamide brushes using substituent effect CGC polymerization, the application of the polymer synthesized was limited due to the presence of an octyl side chain on the nitrogen of the polyamide linkage.…”
Section: ■ Introductionmentioning
confidence: 99%
“…30 A new surface initiator was used to enable fast initiation relative to propagation, which allowed for the preparation of well-defined brushes of controlled molecular weight and narrow molecular weight distribution. 45 The effect of monomer structure on the polymerization kinetics and brush properties was also investigated using both para-and meta-substituted monomers. Protected aromatic polyamide brushes were grown using a surface-initiated substituent effect CGC polymerization on both high-surface-area Stober silica particles and flat silica wafers.…”
Section: ■ Introductionmentioning
confidence: 99%
“…32,46,51−53 However, unlike Yokozawa, the meta-substituted monomer in this study contained a phenoxide leaving group on the ester, as previous work from our group has shown that this leaving group results in enhanced control over the polymerization. 45,54 In short, to synthesize both paraand meta-substituted monomers, 4-and 3-nitrobenzoyl chloride were used as the starting material, respectively. These were reacted with phenol, followed by reduction of the nitro groups with palladium on carbon under a hydrogen atmosphere.…”
Section: ■ Results and Discussionmentioning
confidence: 99%
“…Both the surface and the solution initiators used in this study were synthesized according to previous work. 34,45 Solution Polymerizations of the OEG-Functionalized Monomers. Previous work from our research group has demonstrated that the transfer of solution-based substituent effect CGC polymerizations to surface-initiated polymerizations requires a thorough understanding of the polymerization kinetics and optimization of the polymerization conditions.…”
Section: ■ Results and Discussionmentioning
confidence: 99%
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