Synthesis of 1,2,3‐Triazolyl‐Based Ketoximes Using Calcium Carbide as an Acetylene Source

Hao, Lu; Li, Zheng

doi:10.1002/ejoc.201901712

Cited by 17 publications

(5 citation statements)

References 76 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Manufacturing acetylene from calcium carbide is the current hydrocarbon-free method of industrial acetylene production. Moreover, calcium carbide has some advanced applications in organic synthesis [22][23][24][25][26][27][28][29][30] , catalysis [31][32][33][34] , mechanosynthesis 31,35 and materials science 36 , with a continuous increase in interest in acetylene-based technologies due to the efficiency of atom-economic addition reactions. However, acetylene release is accompanied by the formation of calcium carbide residue (CCR), which is simply disposed and accumulates in landfills 37,38 .…”

Section: Sustainable Application Of Calcium Carbide Residue As a Fill...mentioning

confidence: 99%

Sustainable application of calcium carbide residue as a filler for 3D printing materials

Samoylenko

Rodygin

Ananikov

2023

Sci Rep

View full text Add to dashboard Cite

Industrial activity results in ton-scale production of calcium carbide and generation of a significant amount of calcium carbide residue (CCR), which is often disposed of in the environment as waste. CCR is an active chemical, and rain washes away alkali from sludge, changing the pH of soils and water and damaging the environment. In this work, we explored new opportunities for the utilization of CCR in view of the coming industrial uptake of digital design and additive technologies. Amazingly, CCR can be successfully used as a filler for the modification of 3D printed materials towards the introduction of hybrid organic/inorganic frameworks. A series of commercially available plastics (PLA, ABS, Nylon, PETG, SBS) were successfully used as matrices for CCR-based composite production with high CCR contents up to 28%. Tensile analyses showed increases in tensile strength and Young’s modulus of 9% and 60%, respectively. Moreover, in comparison with the pure plastics, the CCR-based materials better maintained the digitally designed shape (lower shrinkage). Importantly, CCR-filled materials are 3D printable, making them very promising components in the building sector. Considering the amount of already available CCR stored in the environment, this material is available in large quantities in the near future for hybrid materials, and anticipated opportunities exist in the additive manufacturing sector. The involvement of CCR in practical composite materials is equally important for environmental protection and reuse of already available multiple-ton wastes.

show abstract

Section: Sustainable Application Of Calcium Carbide Residue As a Fill...mentioning

confidence: 99%

Sustainable application of calcium carbide residue as a filler for 3D printing materials

Samoylenko

Rodygin

Ananikov

2023

Sci Rep

View full text Add to dashboard Cite

show abstract

“…[ 6 ] In addition to industrial acetylene production, calcium carbide is systematically used in organic synthesis [ 7 ] and other applications. [ 8 ] A diversity of synthetic methods have been developed for utilizing CaC 2 for the production of valuable organic compounds, [ 9 ] heterocycles, [ 10 ] monomers, [ 7h,11 ] modified drugs, [ 12 ] biologically active compounds, [ 13 ] and new materials. [ 14 ]…”

Section: Background and Originality Contentmentioning

confidence: 99%

CO₂‐Free Calcium Carbide Manufacturing: Demanded Strategy in the Carbon‐Neutral Chemical Industry

Samoylenko,

Rodygin,

Ananikov

2023

Chin. J. Chem.

View full text Add to dashboard Cite

Comprehensive SummaryCalcium carbide is considered a possible key component in the sustainable carbon cycle, including convenient recycling of carbon wastes to industrial uptake. However, currently employed CaC2 manufacturing process produces significant amounts of CO2. One of the main factors of its appearance is the formation of carbon oxide during the reaction. The reaction of lime ore with coal inevitably results in the formation of CO and the loss of one carbon atom. CO is usually burnt, forming CO2 to maintain the required high temperature during synthesis – 2200 °C. In the present study, we discuss that the use of calcium metal instead of lime represents a good opportunity to prevent CO2 emission since the reaction of Ca with carbon occurs in an atom‐efficient manner and results in only CaC2 at a much lower temperature of 1100 °C. Here, the reaction of Ca with carbon was successfully tested to synthesize CaC2. The desired product was isolated in gram‐scale amounts in 97.2% yield and 99% purity. The environmental friendliness of the proposed method originates from the calculations of the E‐factor and much lower reaction temperature. Rationalization is provided concerning the cost factor of Ca within the considered process.This article is protected by copyright. All rights reserved.

show abstract

“…A copper‐catalysed 1,3‐dipolar cycloaddition reaction of benzyl azides 55 with the calcium carbide‐derived acetylene should be mentioned as well; it gives a scope of triazoles 56 (Scheme 21). [ 27,50 ]…”

Section: A Map Of Calcium Carbide Synthetic Transformationsmentioning

confidence: 99%

Calcium Carbide: Versatile Synthetic Applications, Green Methodology and Sustainability

et al. 2020

View full text Add to dashboard Cite

Acetylene is a key building block for organic chemistry and potentially can be involved in a diverse range of synthetic transformations. However, critical analysis of practical considerations showed that application of gaseous acetylene in regular synthetic labs encounters a number of difficulties. Safety limitations due to flammable and explosive nature of gaseous acetylene and requirements for specialized high‐pressure equipment impose serious drawbacks. Typical reaction conditions involve excess of gaseous reactant, which is simply released to the atmosphere at the end of the reaction, thus generating waste and causing contamination. Calcium carbide brings a new green and sustainable wave into powerful alkyne transformations and significantly expands the repertoire of traditional acetylene chemistry. The novel trend of using calcium carbide instead of gaseous acetylene is synthetically beneficial and opens a novel reactivity for the C≡C unit. This review highlights recent advances in carbide chemistry, demonstrates its advantages and prospects in term of green synthetic approach.

show abstract

Synthesis of 1,2,3‐Triazolyl‐Based Ketoximes Using Calcium Carbide as an Acetylene Source

Cited by 17 publications

References 76 publications

Sustainable application of calcium carbide residue as a filler for 3D printing materials

Sustainable application of calcium carbide residue as a filler for 3D printing materials

CO₂‐Free Calcium Carbide Manufacturing: Demanded Strategy in the Carbon‐Neutral Chemical Industry

Calcium Carbide: Versatile Synthetic Applications, Green Methodology and Sustainability

Contact Info

Product

Resources

About

Synthesis of 1,2,3‐Triazolyl‐Based Ketoximes Using Calcium Carbide as an Acetylene Source

Cited by 17 publications

References 76 publications

Sustainable application of calcium carbide residue as a filler for 3D printing materials

Sustainable application of calcium carbide residue as a filler for 3D printing materials

CO2‐Free Calcium Carbide Manufacturing: Demanded Strategy in the Carbon‐Neutral Chemical Industry

Calcium Carbide: Versatile Synthetic Applications, Green Methodology and Sustainability

Contact Info

Product

Resources

About

CO₂‐Free Calcium Carbide Manufacturing: Demanded Strategy in the Carbon‐Neutral Chemical Industry