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Keywords = sulfurorganic compounds

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17 pages, 3379 KiB  
Article
Bitumen Binders Modified with Sulfur/Organic Copolymers
by Jakub Wręczycki, Yuriy Demchuk, Dariusz M. Bieliński, Michael Bratychak, Volodymyr Gunka, Rafał Anyszka and Tomasz Gozdek
Materials 2022, 15(5), 1774; https://doi.org/10.3390/ma15051774 - 26 Feb 2022
Cited by 21 | Viewed by 3757
Abstract
With the continuing growth of waste sulfur production from the petroleum industry processes, its utilization for the production of useful, low-cost, and environmentally beneficial materials is of primary interest. Elemental sulfur has a significant and established history in the modification of bitumen binders, [...] Read more.
With the continuing growth of waste sulfur production from the petroleum industry processes, its utilization for the production of useful, low-cost, and environmentally beneficial materials is of primary interest. Elemental sulfur has a significant and established history in the modification of bitumen binders, while the sulfur-containing high-molecular compounds are limited in this field. Herein, we report a novel possibility to utilize the sulfur/organic copolymers obtained via the inverse vulcanization process as modifiers for bitumen binders. Synthesis and thermal characterization (TGA-DSC) of polysulfides derived from elemental sulfur (S8) and unsaturated organic species (dicyclopentadiene, styrene, and limonene) have been carried out. The performance of modified bitumen binders has been studied by several mechanical measurements (softening point, ductility, penetration at 25 °C, frass breaking point, adhesion to glass and gravel) and compared to the unmodified bitumen from the perspective of normalized requirements concerning polymer-modified bitumen. The interaction of bitumen binder with sulfur/organic modifier has been studied by means of FTIR spectroscopy and DSC measurements. The impact of the modification on the performance properties of bitumen has been demonstrated. The bitumen binders modified with sulfur/organic copolymers are in general less sensitive to higher temperatures (higher softening point up to 7 °C), more resistant to permanent deformations (lower penetration depth), and more resistant to aging processes without intrusive deterioration of parameters at lower temperatures. What is more, the modification resulted in significantly higher adhesion of bitumen binders to both glass (from 25% up to 87%) and gravel surfaces in combination with a lower tendency to form permanent deformations (more elastic behavior of the modified materials). Full article
(This article belongs to the Special Issue Production, Application and Properties of Bitumen)
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14 pages, 2803 KiB  
Article
Synthesis and Oxidative Transformations of New Chiral Pinane-Type γ-Ketothiols: Stereochemical Features of Reactions
by Olga M. Lezina, Svetlana N. Subbotina, Larisa L. Frolova, Svetlana A. Rubtsova and Denis V. Sudarikov
Molecules 2021, 26(17), 5245; https://doi.org/10.3390/molecules26175245 - 29 Aug 2021
Cited by 4 | Viewed by 2622
Abstract
Chiral γ-ketothiols, thioacetates, thiobenzoate, disulfides, sulfones, thiosulfonates, and sulfonic acids were obtained from β-pinene for the first time. New compounds open up prospects for the synthesis of other polyfunctional compounds combining a biologically active pinane fragment with various pharmacophore groups. It was shown [...] Read more.
Chiral γ-ketothiols, thioacetates, thiobenzoate, disulfides, sulfones, thiosulfonates, and sulfonic acids were obtained from β-pinene for the first time. New compounds open up prospects for the synthesis of other polyfunctional compounds combining a biologically active pinane fragment with various pharmacophore groups. It was shown that the syntheses of sulfanyl and sulfonyl derivatives based on 2-norpinanone are characterized by high stereoselectivity in comparison with similar reactions of pinocarvone. The conditions for the preparation of diastereomerically pure thioacetyl and thiobenzoyl derivatives based on pinocarvone, as well as for the chemoselective oxidation of γ-ketothiols with chlorine dioxide to the corresponding thiolsulfonates and sulfonic acids, were selected. The effect of the VO(acac)2 catalyst on the increase in the yields of thiosulfonates was shown. A new direction of the transformation of thiosulfonates with the formation of sulfones was revealed. In the case of pinocarvone-based sulfones, the configuration is inversed at the C2 atom. An epimerization scheme is proposed. Full article
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19 pages, 4366 KiB  
Article
New Sulfur Organic Polymer-Concrete Composites Containing Waste Materials: Mechanical Characteristics and Resistance to Biocorrosion
by Beata Gutarowska, Renata Kotynia, Dariusz Bieliński, Rafał Anyszka, Jakub Wręczycki, Małgorzata Piotrowska, Anna Koziróg, Joanna Berłowska and Piotr Dziugan
Materials 2019, 12(16), 2602; https://doi.org/10.3390/ma12162602 - 15 Aug 2019
Cited by 24 | Viewed by 4383
Abstract
The aim of this study was to develop new sulfur-copolymer concrete composites using waste compounds that have good mechanical characteristics and show a resistance to biocorrosion. The comonomers used to synthesize the sulfur–organic copolymers were—90 wt. % sulfur; 5 wt. % dicyclopentadiene (DCPD); [...] Read more.
The aim of this study was to develop new sulfur-copolymer concrete composites using waste compounds that have good mechanical characteristics and show a resistance to biocorrosion. The comonomers used to synthesize the sulfur–organic copolymers were—90 wt. % sulfur; 5 wt. % dicyclopentadiene (DCPD); 5 wt. % organic monomers, styrene (SDS), 1-decene (SDD), turpentine (SDT), and furfural (SDF). The concrete composites based on sulfur–organic copolymers were filled with aggregates, sand, gravel, as well as additives and industrial waste such as fly ash or phosphogypsum. The sulfur–organic copolymers were found to be chemically stable (softening temperature, thermal stability, melting temperature, amount of recrystallized sulfur, and shore D hardness). Partial replacement of DCPD with other organic comonomers did not change the thermal stability markedly but did make the copolymers more elastic. However, the materials became significantly stiffer after repeated melting. All the tested copolymers were found to be resistant to microbial corrosion. The highest resistance was exhibited by the SDS-containing polymer, while the SDF polymer exhibited the greatest change due to the activity of the microorganisms (FTIR analysis and sulfur crystallization). The concrete composites with sulfur–organic copolymers containing DCPD, SDS, SDF, fly ash, and phosphogypsum were mechanically resistant to compression and stretching, had low water absorbance, and were resistant to factors, such as temperature and salt. Resistance to freezing and thawing (150 cycles) was not confirmed. The concrete composites with sulfur–organic copolymers showed resistance to bacterial growth and acid activity during 8 weeks of incubation with microorganisms. No significant structural changes were observed in the SDS composites after incubation with bacteria, whereas composites containing SDF showed slight changes (FTIR and microscopic analysis). The concrete composite containing sulfur, DCPD, SDS, sand, gravel, and fly ash was the most resistant to microbiological corrosion, based on the metabolic activity of the bacteria and the production of ergosterol by the molds after eight weeks of incubation. It was found that Thiobacillus thioparus was the first of the acidifying bacteria to colonize the sulfur concrete, decreasing the pH of the environment. The molds Penicillium chrysogenum, Aspergillus versicolor and Cladosporium herbarum were able to grow on the surface of the tested composites only in the presence of an organic carbon source (glucose). During incubation, they produced organic acids and acidified the environment. However, no morphological changes in the concretes were observed suggesting that sulfur–organic copolymers containing styrene could be used as engineering materials or be applied as binders in sulfur-concretes. Full article
(This article belongs to the Section Construction and Building Materials)
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4 pages, 1256 KiB  
Proceeding Paper
Electrochemical Corrosion Monitoring in Low Conductive Fluid: Pilot-Scale Study on Sulfolane Corrosion Potential
by Aleksandra Świetlicka, Agnieszka Środa, Violetta Kozik, Andrzej Bąk, Krzysztof Barbusiński, Natalia Howaniec and Adam Smoliński
Proceedings 2019, 16(1), 5; https://doi.org/10.3390/proceedings2019016005 - 12 Jun 2019
Viewed by 1726
Abstract
Solvents are a group of chemical compounds that are widely used in organic synthesis. Taking into account the chemical nature, solvents are divided into protic and aprotic ones. An attractive alternative to commonly used industrial extractive liquids is an anthropogenic, organosulfur medium—sulfolane. Sulfolane [...] Read more.
Solvents are a group of chemical compounds that are widely used in organic synthesis. Taking into account the chemical nature, solvents are divided into protic and aprotic ones. An attractive alternative to commonly used industrial extractive liquids is an anthropogenic, organosulfur medium—sulfolane. Sulfolane is a five-membered heterocyclic sulfur–organic compound from the group of sulfones (R-SO2-R’, where R/R’ is alkyl, alkenyl, or aryl), which contains an apolar hydrocarbon backbone and a polar functional group. It is a selective solvent in the liquid–liquid and liquid–vapor extraction processes used for the removal of close-boiling alkanes from cycloalkanes or for the separation of compounds with different degrees of saturation and polarity in the extractive rectification of arenes from non-aromatic saturated hydrocarbon mixtures. In standard conditions sulfolane is not an aggressive solvent for steel, but at higher temperature (170–180 °C) and oxygen availability, it may be decomposed and subsequently some corrosive (by-)products can be formed. The primary purpose of the presented pilot-case examination was to verify applicability of the industrial, multi-electrochemical technique for reliable detection of the corrosion processes in low conductive fluids. Full article
(This article belongs to the Proceedings of Innovations-Sustainability-Modernity-Openness Conference (ISMO’19))
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