Synthesis and evaluation of d-gluconamides as green mineral scales

Reis, Marcelo I. P.; Gonçalves, Aline D.; Silva, Fernando de Carvalho da; Jordão, Alessandro K.; Alves, Ricardo José; Andrade, Saulo Fernandes de; Resende, Jackson A. L. C.; Rocha, Anderson A.; Ferreira, Vı́tor F.

doi:10.1016/j.carres.2012.01.027

Cited by 8 publications

(2 citation statements)

References 19 publications

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“…Polyallylamine under its hydrochloride form is an inexpensive commercial polymer which may easily provide a reactive scaffold in basic conditions. It is well known that the lactones of the saccharides readily react with amines to form amide bonds . To the best of our knowledge, this reaction was always conducted in organic solvent or aqueous/organic mixed solvent, and has very rarely be applied to the modification of polyamines.…”

Section: Introductionmentioning

confidence: 92%

Modification of Poly(allylamine) for Crosslinking by Borax

Oikonomou

Audebeau

Norvez

et al. 2013

Macromolecular Symposia

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Summary: A straightforward route to glycopolymers bearing pendent gluconic residues is presented. The functionalization of poly(allylamine) by gluconolactone in water gives rise to gluconamide-substituted polymers within minutes at room temperature. The resulting polymers are characterized by 1 H NMR. The grafting reaction is limited by competition with hydrolysis of gluconolactone, which is favoured when the pH increases. In presence of borax a hydrogel is obtained, which is attributed to the complexation of boron by the multivalent glycopolymer. In consequence these modified polymers could be used as rheology additives for aqueous formulations.

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Section: Introductionmentioning

confidence: 92%

Modification of Poly(allylamine) for Crosslinking by Borax

Oikonomou

Audebeau

Norvez

et al. 2013

Macromolecular Symposia

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“…A direct method was described in 2009, but an excess of amines (4 eq) was necessary and the obtained glyconamides needed to be protected (e.g., peracetylation) to be purified [23]. The second strategy is the reaction of the alkylamine with either an aldonic acid or its cyclic derivative (lactone), but the use of large quantities of hazardous solvents, such as pyridine [24], DMF [25] or DMSO [26], and long reaction times under reflux, are often necessary. Thus, the development of a more eco-friendly procedure, allowing for the modification of non-protected sugars respecting green chemistry principles, represents a challenge for the aldonamide synthesis and, thus, for their valorization.…”

Section: Introductionmentioning

confidence: 99%

Fast and Efficient Mechanosynthesis of Aldonamides by Aminolysis of Unprotected Sugar Lactones

Bil

Abdellahi

Pourceau

et al. 2022

Sustainable Chemistry

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Sugar amides, such as aldonamides, are interesting, sugar-based molecules used in various fields, from detergency to medicine. Nevertheless, their valorization, especially as alternatives to petroleum-based substances, can be slowed down by their synthetic pathway, which is generally not in accordance with green chemistry principles, and is also not economically competitive. We propose herein a fast procedure for the synthesis of aldonamide-derived glycoconjugates with mechanochemistry. The conditions were first optimized with galactonolactone, used as a model lactone, and dodecylamine. After only 5 min of grinding of stoechiometric amounts of amine and lactone, in the presence of water used as a Liquid Assisted Grinding (LAG) agent, the corresponding galactonamide was isolated with a high yield (90%) after a simple aqueous work-up. The optimized conditions were then applied to a wide variety of amines and sugar lactones, showing the versatility of the methodology. Gluco- and ribono-lactone exhibited similarly excellent reactivity, showing that the procedure is not sugar-dependent. Furthermore, the procedure was shown to be compatible with various functional groups such as alkene, alkyne, thiol, ester and hydroxyl.

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State of the art of synthetic threshold scale inhibitors for mineral scaling in the petroleum industry: a review

Mpelwa

Tang

2019

Pet. Sci.

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Inorganic scale deposits are a major water-related problem encountered in producing oil and gas wells. The harshness of scale deposits is dependent on the field operating conditions. Scale deposits can vary from mild scaling tendencies to extreme. In general, the scale deposit will cause a reduction in formation pores, declining productivity and eventually blockage of the wellbore and hence unexpected downtime if it is allowed to persevere. To overcome this, the productivity of an oil and gas well is ensured by handling scale deposits via removal or prevention methods. Scale prevention is the best and cost-effective method for handling scale deposits that ensures production continuity. Inhibition through "threshold" scale inhibitor treatment is the most common method that is proven to prevent or reduce likely deposits. This paper examines the art of synthetic scale inhibitors, in particular, threshold scale inhibitors in oil and gas production. It discusses the chemistry of those inhibitors, inhibition mechanisms, treatment methods and key properties for their applications. It also highlights the chemistry of the synthetic routes often used to produce them in the laboratory and/or industry. Finally, it highlights the environmental concerns for the applicability of threshold scale inhibitors.

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Synthesis and evaluation of d-gluconamides as green mineral scales

Cited by 8 publications

References 19 publications

Modification of Poly(allylamine) for Crosslinking by Borax

Modification of Poly(allylamine) for Crosslinking by Borax

Fast and Efficient Mechanosynthesis of Aldonamides by Aminolysis of Unprotected Sugar Lactones

State of the art of synthetic threshold scale inhibitors for mineral scaling in the petroleum industry: a review

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