Formation of unusual microphase-separated ultrathin films of poly(vinyl catechol-block-styrene) (PVCa-b-PSt) at the air–water interface by solution casting onto water

Yabu, Hiroshi; Nagano, Shusaku

doi:10.1039/c7ra06574d

Cited by 6 publications

(5 citation statements)

References 30 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In our hands, we have experienced an occasional runaway polymerization. Some examples of poly(vinylcatechol-styrene) synthesized by free radical polymerization can be found in the literature. , However, these polymerization reactions were only performed on small scales (e.g., 3 g) and yielded low molecular weight polymers under 50 kg mol –1 .…”

Section: Results and Discussionmentioning

confidence: 99%

“…Beyond our lab, several reports have described alternative polymerization reactions for the synthesis of poly(vinylcatechol-styrene) and obtaining polymers with low polydispersity. Protected catechol monomers have been randomly copolymerized with styrene by free radical polymerization. , Naturally sourced ferulic acid and caffeic acid monomers have been polymerized following RAFT or anionic polymerization (AP) protocols. Poly(vinylcatechol-styrene) copolymers have also been synthesized showing a monomer gradient behavior, between styrene and 3,4-dihydroxystyrene, within the polymer chains …”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Increasing the Scale and Decreasing the Cost of Making a Catechol-Containing Adhesive Polymer

et al. 2023

View full text Add to dashboard Cite

Achieving adhesive bonding in wet environments remains a significant challenge in both day-to-day life and industrial applications. Inspired by how marine shellfish stick to rocks, a wide variety of innovative polymer adhesives containing catechol moieties have been developed by several research groups. Despite displaying impressive performance, these adhesives have not yet emerged on the market. Difficulties associated with translating small-scale academic research to industrial production have persisted. In this paper, we focus our attention on poly(vinylcatechol-styrene), a biomimetic polymer that has shown considerable bonding in both dry and underwater conditions. Herein, we tackled three issues to help bring this polymer beyond academic laboratories: monomer sourcing, polymerization processes, and deprotection steps. Thus, we propose a new route to produce poly(vinylcatecholstyrene) made of (i) a 3,4-dimethoxystyrene monomer preparation from 3′,4′-dimethoxyacetophenone, a low-cost and highavailability reagent, (ii) a suspension polymerization to yield the intermediate poly(3,4-dimethoxystyrene-styrene) at the large scale, and (iii) an iodocylohexane-induced methyl cleavage to obtain the final poly(vinylcatechol-styrene). In our laboratory, we could synthesize this adhesive polymer at up to 60 g scales, avoided harsh reaction conditions, and reduced the cost of the polymer by half. Cost calculations are described both for materials only and also when considering labor and energy. An unexpected bonus was improved performance in both dry and wet conditions.

show abstract

Section: Results and Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Increasing the Scale and Decreasing the Cost of Making a Catechol-Containing Adhesive Polymer

et al. 2023

View full text Add to dashboard Cite

show abstract

“…27 In particular, synthetic polymers with pendant catechol fragments adhere to various surface types, thus mimicking the behavior of catecholcontaining mussel adhesive proteins. 28 Homo-and copolymers made using catechol-containing monomers have been evaluated as adhesives, 29,30 templates for nanoparticle synthesis, 31,32 or matrices for binding metal ions. 33,34 Recently, we reported on the application of a series of vanillin-derived vinyl-and allyl-substituted dimethoxybenzenes (veratroles) as reactive diluents in sustainable thermally curable thermoset compositions.…”

Section: ■ Introductionmentioning

confidence: 99%

“…In particular, synthetic polymers with pendant catechol fragments adhere to various surface types, thus mimicking the behavior of catechol-containing mussel adhesive proteins . Homo- and copolymers made using catechol-containing monomers have been evaluated as adhesives, , templates for nanoparticle synthesis, , or matrices for binding metal ions. , …”

Section: Introductionmentioning

confidence: 99%

Vanillin-Derived Veratrole Reactive Diluents in Stereolithography

Hevus,

Tiwari,

Thorat

et al. 2024

ACS Appl. Polym. Mater.

View full text Add to dashboard Cite

We demonstrated the applicability of two vanillinderived veratrole monomers, 4-vinyl veratrole (VV) and 3-allyl-5vinyl veratrole (AVV), as reactive diluents for stereolithography (SLA). As structural analogues of styrene, these nonvolatile biobased monomers enable expanding the applications of styrenics to photocurable systems. Both monomers reduced the viscosity of a commercial oligomeric urethane acrylate resin to the levels acceptable for high-resolution SLA three-dimensional (3D) printing. Compared to two petrochemical controls, 2-phenoxyethyl acrylate and N-vinylpyrrolidone, the veratrole monomers required higher laser exposure to polymerize but allowed achieving high conversion of styrenic double bonds in the SLA process. Participation of the allyl group of AVV in polymerization increased the cross-link density of the 3D printed material, resulting in improved thermal stability and strength characteristics, whereas the VVcontaining formulation yielded samples with superior ductility and toughness. Both vanillin-derived monomers demonstrated a significant advantage over 2-phenoxyethyl acrylate, a commercial aromatic diluent, in the thermomechanical properties of the printed materials. Furthermore, VV-based materials had higher elongation at break than the high-performing N-vinylpyrrolidone-containing formulation, whereas AVV showed superior Young's modulus. We expect that the performance demonstrated by the veratrole monomers will accelerate the introduction of biobased styrenics into SLA resin formulations.

show abstract

“…Previous studies showed that selective incorporation of metal salts into the block copolymer domains can enhance the etch contrast resulting a successful pattern transfer. [34][35][36][37][38] For example, Chai et al showed the creation of various metallic nanowires with metal-doped BCP templates. 39 Here, we demonstrate the fabrication of a well-ordered gold nanowire array in a micro-patterned substrate, prepared from a shear-induced self-assembly of BCPs.…”

Section: Introductionmentioning

confidence: 99%

Fabrication of gold nanowires in micropatterns using block copolymers

Kim

2018

RSC Adv.

View full text Add to dashboard Cite

In this work, we introduce a facile method for fabricating well-aligned gold nanowires in a desired microstructure by combining the shear alignment of block copolymer (BCP) cylinders with a conventional lithography process. The aligned line patterns in a long-range order were firstly created with the shear alignment of cylinder-forming polystyrene-block-poly(2-vinylpyridine) thin films; then, gold was loaded to create metal nanowires. We directly employed photolithography on the nanopatterns, which simplified many fabrication steps. Furthermore, the combination of BCP assembly and photolithography allows for the independent control of nanopatterns and micropatterns, providing an opportunity to increase the nanopatterns' versatility. Fig. 1 Schematic illustration of overall process for fabrication of Au line patterns in microstructures. (a and b) Shear was applied on BCP thin films and Au ions were loaded. (c) Photolithography process was directly performed on the shear aligned thin films, which created micropatterns on BCP thin films. (d) Followed O 2 RIE process and (e) lift-off revealed the aligned nanopatterns in microstructures.This journal is

show abstract

Formation of unusual microphase-separated ultrathin films of poly(vinyl catechol-block-styrene) (PVCa-b-PSt) at the air–water interface by solution casting onto water

Abstract: Formation of ultrathin films of poly(vinyl catechol-block-styrene) (PVCa-b-PSt) at the air–water interface was accomplished by mixing a THF solution with the water phase followed by solvent evaporation.

Cited by 6 publications

References 30 publications

Increasing the Scale and Decreasing the Cost of Making a Catechol-Containing Adhesive Polymer

Increasing the Scale and Decreasing the Cost of Making a Catechol-Containing Adhesive Polymer

Vanillin-Derived Veratrole Reactive Diluents in Stereolithography

Fabrication of gold nanowires in micropatterns using block copolymers

Contact Info

Product

Resources

About