Efficient green synthesis of bis(cyclic carbonate)poly(dimethylsiloxane) derivative using CO<sub>2</sub> addition: a novel precursor for synthesis of urethanes

Aguiar, Kelen Rossi de; Santos, Vanessa G.; Eberlin, Marcos N.; Rischka, Klaus; Noeske, Michael; Tremiliosi‐Filho, Germano; Rodrigues-Filho, Ubirajara P.

doi:10.1039/c4ra03846k

Cited by 47 publications

(63 citation statements)

References 45 publications

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“…Figure 1 presents infrared spectroscopy results for both experimental systems. The upper spectra for ES1 show the formation of cyclic carbonate as seen by the C = O band (ES1-CCPDMS); the results are as obtained by K. Aguiar et al [6]. Nevertheless, for the ES2 the aspired reactions did not occur since no cyclic carbonate was formed as shown by the absence of the C = O peak in the ES2-CCPDMS.…”

Section: Resultssupporting

confidence: 80%

“…The reagents and catalyst were dissolved in the EG solvent and transferred to the reactor cup. The system was closed and filled with CO 2 , following the experimental procedure published by Aguiar and co-authors [6]. The formation of reaction products for the two different epoxide systems was followed by infrared spectroscopy (FTIR).…”

Section: Methodsmentioning

confidence: 99%

“…K.R. Aguiar et al [6] have shown an alternative route to tackle the challenges of reducing CO 2 emissions and simultaneously forming urethanes based material via green routes instead of using isocyanates. In that work, the authors presented an efficient environmentally friendly synthesis of a bis(cyclic carbonate) poly (dimethylsiloxane) (CCPDMS) derivative via CO 2 addition to yield precursor materials for the synthesis of innovative urethanes.…”

Section: Introductionmentioning

confidence: 99%

“…In that work, the authors presented an efficient environmentally friendly synthesis of a bis(cyclic carbonate) poly (dimethylsiloxane) (CCPDMS) derivative via CO 2 addition to yield precursor materials for the synthesis of innovative urethanes. Basically, the work profits from the ability of the catalyzed CO 2 fixation using epoxides as reactants to produce cyclic carbonates [6]. The resulting CCPDMS can be applied to synthesize urethanes.…”

Section: Introductionmentioning

confidence: 99%

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Molecular simulation on carbon dioxide fixation routes towards synthesis of precursors for innovative urethanes

et al. 2015

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Classical molecular dynamics were carried out in order to obtain insights into proper conditions to perform chemical fixation of carbon dioxide (CO 2 ) with epoxide molecules into cyclic carbonates. Two different molecules containing epoxide groups were investigated: 1,2-Epoxybutane (EB), called linear aliphatic epoxide molecule, and 3-Ethyl-7-oxabicyclo(4.1.0)heptane (EC), called cycloaliphatic epoxide molecule. The reaction systems involving carbon dioxide additionally were catalyzed by tetraethylammonium bromide (TEAB). The dynamics of the molecular groups were studied by taking into account known reaction mechanisms to investigate whether the optimal reaction conditions were observed. Radial distribution functions and self-diffusion coefficients were calculated and revealed that in case of the systems with cycloaliphatic epoxide groups as reagent the CO 2 molecules were located far away from the agglomerate formed by the dispersed tetraethylammonium bromide catalyst and epoxide groups (EC), and they do not present enough mobility to overcome the long distances to react. Additionally, it was observed that, in the case of the linear aliphatic epoxide groups (EB), the dynamics of the groups tends to facilitate the reaction mechanisms by presenting a considerable amount of available CO 2 molecules in the neighborhood of the epoxy rings. Thus, via the Molecular Dynamics insights, the systems containing linear aliphatic epoxide groups presented a much more accessible condition for the subsequent reaction steps of the carbon dioxide fixation to occur as compared to systems containing cycloaliphatic epoxide groups. The simulation results are in agreement with the experimental findings, which showed via infrared spectroscopy the successful conversion of epoxy rings from linear aliphatic epoxide molecules into five-membered cyclic carbonates after reacting with carbon dioxide.

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Section: Resultssupporting

confidence: 80%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Molecular simulation on carbon dioxide fixation routes towards synthesis of precursors for innovative urethanes

et al. 2015

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“…In the case of the FTIR data for the PDMS sample, two groups of data were observed, namely, silicon–methyl and siloxane groups. A doublet at 1100 and 1020 cm −1 corresponded to asymmetric and symmetric stretching vibrations, respectively . The absorption at 800 cm −1 was attributed to the out‐of‐plane oscillation of the SiCH 3 bonding.…”

Section: Resultsmentioning

confidence: 99%

Solvent‐induced crystallization of a polycarbonate surface and texture copying by polydimethylsiloxane for improved surface hydrophobicity

Yilbaş

Ali

Al-Aqeeli

et al. 2016

J of Applied Polymer Sci

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The influence of the immersion period on the crystallization of polycarbonate (PC) was investigated, and the resulting texture configurations of the crystal structures were reconstructed with polydimethylsiloxane (PDMS). Analytical tools, including optical microscopy, scanning electron microscopy, atomic force microscopy, X-ray diffraction, the sessile drop technique, Fourier transform infrared spectroscopy, microtribometry, and ultraviolet-visible spectrophotometry, were used to characterize crystallized PC and PDMS surfaces. We found that the crystallized PC surface possessed microsize/nanosize spherulites, voids, and fibrils, and the increasing immersion period increased the texture height and spherulite concentration at the surface. The residual stress in the crystallized PC wafer was compressive, and it was on the order of 230 MPa. The friction coefficient of the crystallized PC surface remained lower than that of the as-received PC wafer, and the increase in the immersion period lowered the friction coefficient. The crystallized PC surface demonstrated superhydrophobic characteristics, and the maximum contact angle occurred with 6 min of immersion. The PDMS exactly reconstructed the texture of the crystallized PC surface, except those of the nanofibrils and subnanofibrils. The droplet contact angle attained a higher values for the PDMS replicated surfaces than for those corresponding to the crystallized PC wafer.

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Battery‐Free, Human‐Motion‐Powered Light‐Emitting Fabric: Mechanoluminescent Textile

Jeong

Song

Seo

et al. 2017

Advanced Sustainable Systems

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Much effort is being directed at developing wearable devices because they offer the potential combination of real‐time personal communication and convenient portability. In this sense, communicative textiles that can sense and respond to changes in their environment, that is, smart textiles, are attracting attention because they are easy to integrate into the human body. In particular, light‐emitting textiles are preferred for high‐visibility outfits for personal safety and attractive signaling that enable mutual recognition or new forms of communication. However, most light‐emitting textiles, including weavable optical fibers and fiber‐shaped electroluminescent devices, require electric power supply. This paper presents a mechanoluminescent fiber that is capable of emitting light and can potentially be powered just by human motions, such as body movement and muscle stretching, instead of a battery. This is achieved by utilizing a robust mechanoluminescent (ML) fiber developed by improving the binding of mechanoluminescent ZnS‐embedded‐polydimethylsiloxane with a primer‐treated cross‐shaped fiber frame and employing an adhesive layer. A novel ML fabric, created by weaving ML fibers, is also presented, which is applicable to wearable light‐emitting fabrics. Battery‐free, human motion‐powered ML fiber is expected to make environmentally friendly and sustainable light, and further paves the way for new wearable devices that reduce energy waste.

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Efficient green synthesis of bis(cyclic carbonate)poly(dimethylsiloxane) derivative using CO₂ addition: a novel precursor for synthesis of urethanes

Abstract: Poly(dimethyl siloxane), PDMS, with terminal cyclic carbonate groups was prepared by cycloaddition of carbon dioxide to epoxy rings using tetra alkyl-ammonium bromide as a catalyst under efficient and mild conditions.

Cited by 47 publications

References 45 publications

Molecular simulation on carbon dioxide fixation routes towards synthesis of precursors for innovative urethanes

Molecular simulation on carbon dioxide fixation routes towards synthesis of precursors for innovative urethanes

Solvent‐induced crystallization of a polycarbonate surface and texture copying by polydimethylsiloxane for improved surface hydrophobicity

Battery‐Free, Human‐Motion‐Powered Light‐Emitting Fabric: Mechanoluminescent Textile

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Efficient green synthesis of bis(cyclic carbonate)poly(dimethylsiloxane) derivative using CO2 addition: a novel precursor for synthesis of urethanes

Abstract: Poly(dimethyl siloxane), PDMS, with terminal cyclic carbonate groups was prepared by cycloaddition of carbon dioxide to epoxy rings using tetra alkyl-ammonium bromide as a catalyst under efficient and mild conditions.

Cited by 47 publications

References 45 publications

Molecular simulation on carbon dioxide fixation routes towards synthesis of precursors for innovative urethanes

Molecular simulation on carbon dioxide fixation routes towards synthesis of precursors for innovative urethanes

Solvent‐induced crystallization of a polycarbonate surface and texture copying by polydimethylsiloxane for improved surface hydrophobicity

Battery‐Free, Human‐Motion‐Powered Light‐Emitting Fabric: Mechanoluminescent Textile

Contact Info

Product

Resources

About

Efficient green synthesis of bis(cyclic carbonate)poly(dimethylsiloxane) derivative using CO₂ addition: a novel precursor for synthesis of urethanes