Replacement of carcinogenic solvent HMPA by DMI in insect sex pheromone synthesis

Lo, C.-C.; Chao, Pei-Min

doi:10.1007/bf00982095

Cited by 35 publications

(25 citation statements)

References 25 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…More importantly, the potential toxicological risk of DMI is less than carcinogen HMPA and reproductive toxicity NMP. Thus, it is a good alternative solvent to the HMPA and NMP, in forming perovskite through the Lewis adduct approach because it provides a safer working environment [ 25 ]. Here, we introduce the DMI solvent into the PbI 2 /DMF precursor solution to improve quality of the perovskite films.…”

Section: Introductionmentioning

confidence: 99%

Perovskite Solar Cells Fabricated by Using an Environmental Friendly Aprotic Polar Additive of 1,3-Dimethyl-2-imidazolidinone

Zhi

et al. 2017

Nanoscale Res Lett

View full text Add to dashboard Cite

Perovskite solar cells (PSCs) have great potentials in photovoltaics due to their high power conversion efficiency and low processing cost. PSCs are usually fabricated from PbI 2 /dimethylformamide solution with some toxic additives, such as N-methyl pyrrolidone and hexamethylphosphoramide. Here, we use an environmental friendly aprotic polar solvent, 1,3-dimethyl-2-imidazolidinone (DMI), to fabricate perovskite films. By adding 10 vol% DMI in the precursor solution, high-quality perovskite films with smooth surface are obtained. By increasing annealing temperature from 100 to 130°C, the average grain size of the perovskite increases from~216 to 375 nm. As a result, the efficiency of the PSCs increases from 10.72 to 14.54%.

show abstract

Section: Introductionmentioning

confidence: 99%

Perovskite Solar Cells Fabricated by Using an Environmental Friendly Aprotic Polar Additive of 1,3-Dimethyl-2-imidazolidinone

Zhi

et al. 2017

Nanoscale Res Lett

View full text Add to dashboard Cite

show abstract

“…In addition, MD calculations usually employ classical force fields, and it is very difficult to obtain good parameters for the organic solvents used in organic synthesis. Even though the quantum mechanical/Molecular Mechanics (MM) MD technique has been used for the aqueous solvent, it is very difficult to find such kind of calculations in the unique‐structure solvent such as Hexamethylphosphoramide, which is a good solvent for the alkylation of terminal acetylenes . The complicated structure of the solvent prevents us from making good parameters for MD simulations.…”

Section: Introductionmentioning

confidence: 99%

Theoretical study of keto–enol tautomerism by quantum mechanical calculations (the QM/MC/FEP method)

Kaweetirawatt

Yamaguchi

Higashiyama

et al. 2012

J of Physical Organic Chem

View full text Add to dashboard Cite

In this study, the tautomeric equilibrium between the keto and enol forms has been studied for five typical ketones and aldehydes: i-butanal, acetaldehyde, acetone, acetylacetone, and dimedone. The level of theory used in the gasphase calculation was Becke, three-parameter, Lee-Yang-Parr/6-311G(d,p)//Becke, three-parameter, Lee-Yang-Parr/ 6-31G(d). The free energies of solvation were included in the calculation by using the free-energy perturbation method based on Monte Carlo simulation, that is, the quantum mechanical/Monte Carlo/free-energy perturbation method. Three different models, incorporating no-water, one-water, and two-waters, were adopted. The results showed that in the gas phase the addition of water molecules to the reaction mechanism caused the activation barriers (ΔG { gas ) to decrease by half relative to the water-free mechanism, but there was no effect on the relative difference in free energy, ΔG gas . The solvation effects (ΔG sol ), based on quantum mechanical/Monte Carlo/freeenergy perturbation calculations, were added to those of the gas-phase results of the one-water and two-waters models. The two-waters model produced values that were very consistent with the experimental data for all of the tautomers. The differences in the relative Gibbs free energy (ΔG rxn ) were less than 1.0 kcal mol -1 . In summary, the inclusion of solvent molecules in gas-phase calculations plays a very important role in producing results consistent with experimental data.

show abstract

“…Only the most recent safety datasheets contain this information and it is not widely known at the time of writing [59]. Despite being recommended as an alternative solvent decades before the solvent selection guides of the pharmaceutical industry existed, the urea derivative dimethyl propylene urea (DMPU) has not become a prominent green solvent, but may also be worth considering for certain types of chemistry [60,61].…”

Section: Scoring Solvents For Greener Chemistrymentioning

confidence: 99%

Tools and techniques for solvent selection: green solvent selection guides

Byrne

Jin

Paggiola

et al. 2016

Sustain Chem Process

1,075

737

View full text Add to dashboard Cite

Driven by legislation and evolving attitudes towards environmental issues, establishing green solvents for extractions, separations, formulations and reaction chemistry has become an increasingly important area of research. Several general purpose solvent selection guides have now been published with the aim to reduce use of the most hazardous solvents. This review serves the purpose of explaining the role of these guides, highlighting their similarities and differences. How they can be used most effectively to enhance the greenness of chemical processes, particularly in laboratory organic synthesis and the pharmaceutical industry, is addressed in detail.

show abstract

Replacement of carcinogenic solvent HMPA by DMI in insect sex pheromone synthesis

Cited by 35 publications

References 25 publications

Perovskite Solar Cells Fabricated by Using an Environmental Friendly Aprotic Polar Additive of 1,3-Dimethyl-2-imidazolidinone

Perovskite Solar Cells Fabricated by Using an Environmental Friendly Aprotic Polar Additive of 1,3-Dimethyl-2-imidazolidinone

Theoretical study of keto–enol tautomerism by quantum mechanical calculations (the QM/MC/FEP method)

Tools and techniques for solvent selection: green solvent selection guides

Contact Info

Product

Resources

About