Biosourced lauroyl poly(glycerol-succinate) oligoesters modified by copolymerizable solvents: A wasteless and eco-friendly surfactants properties enhancement

Agach, Mickaël; Marinković, Siniša; Estrine, Boris; Nardello‐Rataj, Véronique

doi:10.1016/j.colsurfa.2017.07.033

Cited by 7 publications

(13 citation statements)

References 35 publications

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“…Randomly functionalized lauroyl poly(glycerol succinate), palmitoyl poly(glycerol succinate) and stearyl poly(glycerol sebacate) polyesters have been produced by the simultaneous reaction of glycerol and the corresponding diacids and monoacids in bulk. Although theoretically fatty acids of any chain length could be used for the random acyl functionalization of glycerol polyesters, in practice solubility issues arise limiting the reactivity of the system for chain lengths higher than C11 for uncatalyzed bulk reactions . This limitation can be overcome either by the utilization of enzymatic catalysts or by the usage of polymerizable comonomers acting as solvents in the reaction media. ,, Recently, a novel strategy for the in situ functionalization of poly(glycerol succinate) has been introduced, consisting in the addition of epoxy bearing fatty acid tails onto the polyesterification .…”

Section: Polymer Architecture and Functionality And Its Controlmentioning

confidence: 99%

“…Although theoretically fatty acids of any chain length could be used for the random acyl functionalization of glycerol polyesters, in practice solubility issues arise limiting the reactivity of the system for chain lengths higher than C11 for uncatalyzed bulk reactions . This limitation can be overcome either by the utilization of enzymatic catalysts or by the usage of polymerizable comonomers acting as solvents in the reaction media. ,, Recently, a novel strategy for the in situ functionalization of poly(glycerol succinate) has been introduced, consisting in the addition of epoxy bearing fatty acid tails onto the polyesterification . This strategy could be potentially applicable to fatty acid tails of different chain length and other functional side groups, although solubility issues may still be a limiting factor when using long chain fatty acid derivatives.…”

Section: Polymer Architecture and Functionality And Its Controlmentioning

confidence: 99%

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Poly(glycerol-co-diacids) Polyesters: From Glycerol Biorefinery to Sustainable Engineering Applications, A Review

Valerio

Misra

Mohanty

2018

ACS Sustainable Chem. Eng.

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Upgrading of biobased glycerol to commercial products is a necessary step on sustainable development of oleaginous biomass biorefining. The synthesis of poly(glycerol-co-diacid) polyester materials is an attractive option for glycerol usage that can produce a wide range of products of commercial interest. These polymeric materials could be used on industrial applications as biomedical devices, surfactants and in thermoplastic material development. In this review, the process engineering aspects leading to tailorable polymeric products are comprehensively analyzed with emphasis on control of molecular architecture and functionality. Molecular weight, degree of branching, mechanical properties and surface chemistry of the materials can be controlled by fine-tuning synthesis procedures to match custom specifications in end products. Potential usage of poly(glycerol-co-diacid) materials with tailored physicochemical properties on industrially relevant applications is presented. Advantages and challenges in the synthesis of these novel polymeric materials for value added application are addressed and discussed.

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Section: Polymer Architecture and Functionality And Its Controlmentioning

confidence: 99%

Section: Polymer Architecture and Functionality And Its Controlmentioning

confidence: 99%

Poly(glycerol-co-diacids) Polyesters: From Glycerol Biorefinery to Sustainable Engineering Applications, A Review

Valerio

Misra

Mohanty

2018

ACS Sustainable Chem. Eng.

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“…The lauroyl oligo (glycerol-succinate) synthesized produced relatively low surface tensions, around 26 mN/m at the critical micelle concentration (cmc), with cmc similar to commercial nonionic surfactants, for example, polyethoxylated glyceryl cocoate, PEG-7, polyethoxylated hydrogenated castor oil, among others. In addition to their excellent surfactant properties, all lauroyl oligo (glycerol-succinates) are readily biodegradable (they degrade by more than 60% in less than 28 days) and do not have a Krafft point or a cloud point in the range between 0 and 100 C (Agach et al, 2013(Agach et al, , 2018. This type of surfactant, which presents a double polar head structure, including a polar extension, could be used in the future as a biobased substitute to the widely used dioctyl (di-ethylhexyl) sulfosuccinate in detergent formulations.…”

Section: Succinic Acidmentioning

confidence: 99%

Surfactants produced from carbohydrate derivatives: A review of the biobased building blocks used in their synthesis

Ortiz

Alvarado

Zambrano³

et al. 2022

J Surfact & Detergents

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This work reviews the use of carbohydrates and their derivatives as renewable raw materials in the production of surfactants. Methods to attain state‐of‐the‐art carbohydrate‐derived surfactants are described. This includes surfactants widely used nowadays and others that have not yet transcended beyond the academic field. Given the abundance of hydroxyl groups in carbohydrates and the considerable quantity of different surfactant structures that can be generated during their synthesis, selectively obtaining a target product represents a challenge. Therefore, this work focuses on the platform chemicals available to synthesize biobased surfactants. The first part of the review comprises a brief introduction of simple and complex carbohydrates to better understand their chemistry. Then, a description of the processes to obtain biobased building blocks derived from carbohydrates according to the National Renewable Energy Laboratory (NREL, USA), and their usefulness in synthesizing surfactants is presented. This provides an organized inventory of the knowledge around the synthesis–production of surfactants from carbohydrate derivatives, emphasizing raw materials that could be inserted into the circular bioeconomy concept. Finally, the current industry trends and the potential role of biobased surfactants around new dioxane regulations are discussed.

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“…Bio-based surfactants, with PGSuc as the polar head and acyl groups, ranging from 8 to 14 carbon atoms, as hydrophobic tails were synthesized (Scheme 3) [20][21][22]. For their synthesis, all monomers (glycerol, succinic acid and the aliphatic carboxylic acid) were added simultaneously in the reactor and esterification proceeded at 150 • C in the presence of a catalyst (sulfuric acid was used as Brønsted catalyst) or not.…”

Section: Synthesis Of Pgsuc Polyesters With Side Groups and Pgsuc Copmentioning

confidence: 99%

“…As mentioned earlier, PGSuc polyesters with side acyl groups were evaluated as bio-sourced, biodegradable surfactants [20,22,23], while PGSMA was used in blend with PLA to increase its thermal and mechanical properties [26][27][28][29]. At this point, although not being strictly hyperbranched, it is noteworthy to report the work of Grinstaff et al who explored dendritic structures based on glycerol and succinic acid [30][31][32].…”

Section: Applicationsmentioning

confidence: 99%

Polyglycerol Hyperbranched Polyesters: Synthesis, Properties and Pharmaceutical and Biomedical Applications

Zamboulis

Nakiou

Christodoulou

et al. 2019

IJMS

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In a century when environmental pollution is a major issue, polymers issued from bio-based monomers have gained important interest, as they are expected to be environment-friendly, and biocompatible, with non-toxic degradation products. In parallel, hyperbranched polymers have emerged as an easily accessible alternative to dendrimers with numerous potential applications. Glycerol (Gly) is a natural, low-cost, trifunctional monomer, with a production expected to grow significantly, and thus an excellent candidate for the synthesis of hyperbranched polyesters for pharmaceutical and biomedical applications. In the present article, we review the synthesis, properties, and applications of glycerol polyesters of aliphatic dicarboxylic acids (from succinic to sebacic acids) as well as the copolymers of glycerol or hyperbranched polyglycerol with poly(lactic acid) and poly(ε-caprolactone). Emphasis was given to summarize the synthetic procedures (monomer molar ratio, used catalysts, temperatures, etc.,) and their effect on the molecular weight, solubility, and thermal and mechanical properties of the prepared hyperbranched polymers. Their applications in pharmaceutical technology as drug carries and in biomedical applications focusing on regenerative medicine are highlighted.

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Biosourced lauroyl poly(glycerol-succinate) oligoesters modified by copolymerizable solvents: A wasteless and eco-friendly surfactants properties enhancement

Cited by 7 publications

References 35 publications

Poly(glycerol-co-diacids) Polyesters: From Glycerol Biorefinery to Sustainable Engineering Applications, A Review

Poly(glycerol-co-diacids) Polyesters: From Glycerol Biorefinery to Sustainable Engineering Applications, A Review

Surfactants produced from carbohydrate derivatives: A review of the biobased building blocks used in their synthesis

Polyglycerol Hyperbranched Polyesters: Synthesis, Properties and Pharmaceutical and Biomedical Applications

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