Mandelic acid derived ionic liquids: synthesis, toxicity and biodegradability

Prydderch, Hannah; Haiβ, Annette; Špulák, Marcel; Quilty, Bríd; Kümmerer, Klaus; Heise, Andreas; Gathergood, Nicholas

doi:10.1039/c6ra25562k

Cited by 27 publications

(15 citation statements)

References 69 publications

(163 reference statements)

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“…Additionally, acetic acid can cause harmful effects on humans such as irritation of the nose, throat, and eyes, chest tightness, cough, fever, and headache. In serious cases, eye damage, increased heart rate, and damage to the airways can occur [64,65].…”

Section: Type Of Coagulating Materialsmentioning

confidence: 99%

Effect of Wood Vinegar Substitutes on Acetic Acid for Coagulating Natural Para Rubber Sheets during the Drying Process

Kalasee

Dangwilailux

2021

Applied Sciences

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The coagulating properties of wood vinegar from para rubber wood, bamboo, and coconut shell used as a substitute for acetic acid in the production process of natural rubber (NR) sheets were investigated and considered. For the dirt and volatile content, the tensile strength at break, the percentage of elongation at break, and the 300% modulus, the results showed that the types of wood vinegar coagulants were not significantly different from acetic acid. However, the Mooney viscosity and plasticity retention index (PRI) properties were significantly different from those of acetic acid. The NR sheet temperature increased rapidly during the first hour after the drying process started due to heat transfer from the hot air. Afterward, the temperature of the NR sheet samples began to stabilize. When the drying process started, the drying temperature was increased, so the trend was reducing the drying time. For the yellowness index (YI) value, the increase in the YI value was related to the type of coagulating material, the increase in the airspeed, and the drying temperature. The dried sheet samples using para rubber wood vinegar as the coagulating material had a color value at the same level as acetic acid and the referent. However, the bamboo and coconut shell wood vinegars were at a lower level. In comparing the YI value data between the experimental results and prediction values, the second-degree model had a better fit in prediction than the zero-degree and first-degree models. This result was confirmed by the higher mean of the coefficient of determination. The dried sheet product coagulated by using wood vinegar had fungus growth prior to supplying it to the customer.

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Section: Type Of Coagulating Materialsmentioning

confidence: 99%

Effect of Wood Vinegar Substitutes on Acetic Acid for Coagulating Natural Para Rubber Sheets during the Drying Process

Kalasee

Dangwilailux

2021

Applied Sciences

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“…Mandelic acid is an aromatic acid found in small quantities in plant tissues and can also be easily converted from L-phenylalanine and phenyl acetic acid by a wide range of organisms. To obtain biodegradable ILs, Prydderch et al [ 66 ] synthesized 10 mandelic acid ILs ( Figure 5 ) and evaluated their toxicity and biodegradability. The toxicity studies of mandelic acid ILs were performed against twelve fungal strains (four ATTC strains and eight clinical isolates of fungi—five yeasts and three filamentous fungi) and eight bacterial strains (three ATTC strains and five clinical isolates).…”

Section: Effect Of Ionic Liquids On Microorganismsmentioning

confidence: 99%

Ionic Liquids—A Review of Their Toxicity to Living Organisms

Gonçalves

Paredes

Cristino

et al. 2021

IJMS

119

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Ionic liquids (ILs) were initially hailed as a green alternative to traditional solvents because of their almost non-existent vapor pressure as ecological replacement of most common volatile solvents in industrial processes for their damaging effects on the environment. It is common knowledge that they are not as green as desired, and more thought must be put into the biological consequences of their industrial use. Still, compared to the amount of research studying their physicochemical properties and potential applications in different areas, there is a scarcity of scientific papers regarding how these substances interact with different organisms. The intent of this review was to compile the information published in this area since 2015 to allow the reader to better understand how, for example, bacteria, plants, fish, etc., react to the presence of this family of liquids. In general, lipophilicity is one of the main drivers of toxicity and thus the type of cation. The anion tends to play a minor (but not negligible) role, but more research is needed since, owing to the very nature of ILs, except for the most common ones (imidazolium and ammonium-based), many of them are subject to only one or two articles.

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“…It was found that they exhibited different level of sensitivity to ILs in terms of growth kinetics and viability. Three debatable notions have noticed from different studies: i) there are differences between the effects of ILs on Gram‐positive and Gram‐negative bacteria, ii) no discernible difference between the effects on the two types of bacteria, iii) insufficient evidence to draw definitive conclusions on the effects on the bacteria types . For example, Gram‐positive B. subtilis was more resistant to imidazolium‐based hydrophilic ILs, whereas Gram‐negative Pseudomonas aeruginosa exhibited more tolerance to choline‐ and phosphonium‐based ILs .…”

Section: Toxicity Of Ionic Liquids Toward Microorganismsmentioning

confidence: 99%

“…Three debatable notions have noticed from different studies: i) there are differences between the effects of ILs on Gram-positive and Gram-negative bacteria, [16,26,[74][75][76] ii) no discernible difference between the effects on the two types of bacteria, [3,77,78] iii) insufficient evidence to draw definitive conclusions on the effects on the bacteria types. [25,79] For example, Gram-positive B. subtilis was more resistant to imidazolium-based hydrophilic ILs, whereas Gramnegative Pseudomonas aeruginosa exhibited more tolerance to choline-and phosphonium-based ILs. [77] Accordingly, it is impossible to reach a definitive conclusion as to which theory is true because each of these views is backed up with valid studies regarding IL structures.…”

Section: Toxicity Of Ionic Liquids Toward Microorganismsmentioning

confidence: 99%

An Overview on the Toxicological Properties of Ionic Liquids toward Microorganisms

Sivapragasam

Moniruzzaman

Goto

2020

Biotechnology Journal

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Ionic liquids (ILs), a class of materials with unique physicochemical properties, have been used extensively in the fields of chemical engineering, biotechnology, material sciences, pharmaceutics, and many others. Because ILs are very polar by nature, they can migrate into the environment with the possibility of inclusion in the food chain and bioaccumulation in living organisms. However, the chemical natures of ILs are not quintessentially biocompatible. Therefore, the practical uses of ILs must be preceded by suitable toxicological assessments. Among different methods, the use of microorganisms to evaluate IL toxicity provides many advantages including short generation time, rapid growth, and environmental and industrial relevance. This article reviews the recent research progress on the toxicological properties of ILs toward microorganisms and highlights the computational prediction of various toxicity models.

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Mandelic acid derived ionic liquids: synthesis, toxicity and biodegradability

Abstract: Novel ionic liquids have been synthesised directly from the renewable resource mandelic acid and evaluated for their antimicrobial activity and biodegradability.

Cited by 27 publications

References 69 publications

Effect of Wood Vinegar Substitutes on Acetic Acid for Coagulating Natural Para Rubber Sheets during the Drying Process

Effect of Wood Vinegar Substitutes on Acetic Acid for Coagulating Natural Para Rubber Sheets during the Drying Process

Ionic Liquids—A Review of Their Toxicity to Living Organisms

An Overview on the Toxicological Properties of Ionic Liquids toward Microorganisms

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