One-Pot Syntheses of PET-Based Plasticizer and Tetramethyl Thiuram Monosulfide (TMTS) as Vulcanization Accelerator for Rubber Production
Autori
Milentijević, GoranMilošević, Milena
Milojević, Svetomir
Marković, Smiljana
Rančić, Milica
Marinković, Aleksandar
Milosavljević, Milutin
Članak u časopisu (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
Styrene-butadiene (SBR) and acrylonitrile-butadiene (NBR) rubber blends with tetramethyl thiuram disulfide (TMTD) and tetramethyl thiuram monosulfide (TMTS) accelerators and environmentally friendly plasticizers, obtained from PET recycling and biobased resources (LA/PG/PET/EG/LA), were prepared. The mechanical properties of the obtained rubber products were tested and compared with those of commercial dioctyl terephthalate (DOTP). TMTS was prepared by simple and efficient one-pot synthesis from dimethylamine, carbon disulfide, potassium cyanide, and ammonium chloride as catalysts in recycled isopropanol/water azeotrope as solvent. In a comparative study, methoxide, ethoxide, iodide, and amide ions were also used. The two-step reaction mechanism of TMTS synthesis involves the oxidation of the amine salt of dimethyldithiocarbamic acid to TMTD by hydrogen peroxide and sulfur elimination from the TMTD disulfide bond. Potassium cyanide appears to be the most efficient nucleophile. The simp...licity of operation, mild reaction conditions, solvent recycling, high yields, and applicability to the industrial level are the advantages of this process. Shore hardness, tensile strength, and compression test results of vulcanized blends before and after aging showed similar properties for both accelerators, while somewhat better results were obtained with LA/PG/PET/EG/LA plasticizer.
Ključne reči:
NBR and SBR rubber / PET-based plasticizer / rubber blends / semi-industrial production / tetramethyl thiuram disulfide / tetramethyl thiuram monosulfideIzvor:
Processes, 2023, 11, 4, 1033-Izdavač:
- MDPI
Finansiranje / projekti:
- Ministarstvo nauke, tehnološkog razvoja i inovacija Republike Srbije, institucionalno finansiranje - 200135 (Univerzitet u Beogradu, Tehnološko-metalurški fakultet) (RS-200135)
- Ministarstvo nauke, tehnološkog razvoja i inovacija Republike Srbije, institucionalno finansiranje - 200169 (Univerzitet u Beogradu, Šumarski fakultet) (RS-200169)
- Ministarstvo nauke, tehnološkog razvoja i inovacija Republike Srbije, institucionalno finansiranje - 200026 (Univerzitet u Beogradu, Institut za hemiju, tehnologiju i metalurgiju - IHTM) (RS-200026)
- Istraživanje klimatskih promena i njihovog uticaja na životnu sredinu - praćenje uticaja, adaptacija i ublažavanje (RS-43007)
Institucija/grupa
Tehnološko-metalurški fakultetTY - JOUR AU - Milentijević, Goran AU - Milošević, Milena AU - Milojević, Svetomir AU - Marković, Smiljana AU - Rančić, Milica AU - Marinković, Aleksandar AU - Milosavljević, Milutin PY - 2023 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6375 AB - Styrene-butadiene (SBR) and acrylonitrile-butadiene (NBR) rubber blends with tetramethyl thiuram disulfide (TMTD) and tetramethyl thiuram monosulfide (TMTS) accelerators and environmentally friendly plasticizers, obtained from PET recycling and biobased resources (LA/PG/PET/EG/LA), were prepared. The mechanical properties of the obtained rubber products were tested and compared with those of commercial dioctyl terephthalate (DOTP). TMTS was prepared by simple and efficient one-pot synthesis from dimethylamine, carbon disulfide, potassium cyanide, and ammonium chloride as catalysts in recycled isopropanol/water azeotrope as solvent. In a comparative study, methoxide, ethoxide, iodide, and amide ions were also used. The two-step reaction mechanism of TMTS synthesis involves the oxidation of the amine salt of dimethyldithiocarbamic acid to TMTD by hydrogen peroxide and sulfur elimination from the TMTD disulfide bond. Potassium cyanide appears to be the most efficient nucleophile. The simplicity of operation, mild reaction conditions, solvent recycling, high yields, and applicability to the industrial level are the advantages of this process. Shore hardness, tensile strength, and compression test results of vulcanized blends before and after aging showed similar properties for both accelerators, while somewhat better results were obtained with LA/PG/PET/EG/LA plasticizer. PB - MDPI T2 - Processes T1 - One-Pot Syntheses of PET-Based Plasticizer and Tetramethyl Thiuram Monosulfide (TMTS) as Vulcanization Accelerator for Rubber Production IS - 4 SP - 1033 VL - 11 DO - 10.3390/pr11041033 ER -
@article{ author = "Milentijević, Goran and Milošević, Milena and Milojević, Svetomir and Marković, Smiljana and Rančić, Milica and Marinković, Aleksandar and Milosavljević, Milutin", year = "2023", abstract = "Styrene-butadiene (SBR) and acrylonitrile-butadiene (NBR) rubber blends with tetramethyl thiuram disulfide (TMTD) and tetramethyl thiuram monosulfide (TMTS) accelerators and environmentally friendly plasticizers, obtained from PET recycling and biobased resources (LA/PG/PET/EG/LA), were prepared. The mechanical properties of the obtained rubber products were tested and compared with those of commercial dioctyl terephthalate (DOTP). TMTS was prepared by simple and efficient one-pot synthesis from dimethylamine, carbon disulfide, potassium cyanide, and ammonium chloride as catalysts in recycled isopropanol/water azeotrope as solvent. In a comparative study, methoxide, ethoxide, iodide, and amide ions were also used. The two-step reaction mechanism of TMTS synthesis involves the oxidation of the amine salt of dimethyldithiocarbamic acid to TMTD by hydrogen peroxide and sulfur elimination from the TMTD disulfide bond. Potassium cyanide appears to be the most efficient nucleophile. The simplicity of operation, mild reaction conditions, solvent recycling, high yields, and applicability to the industrial level are the advantages of this process. Shore hardness, tensile strength, and compression test results of vulcanized blends before and after aging showed similar properties for both accelerators, while somewhat better results were obtained with LA/PG/PET/EG/LA plasticizer.", publisher = "MDPI", journal = "Processes", title = "One-Pot Syntheses of PET-Based Plasticizer and Tetramethyl Thiuram Monosulfide (TMTS) as Vulcanization Accelerator for Rubber Production", number = "4", pages = "1033", volume = "11", doi = "10.3390/pr11041033" }
Milentijević, G., Milošević, M., Milojević, S., Marković, S., Rančić, M., Marinković, A.,& Milosavljević, M.. (2023). One-Pot Syntheses of PET-Based Plasticizer and Tetramethyl Thiuram Monosulfide (TMTS) as Vulcanization Accelerator for Rubber Production. in Processes MDPI., 11(4), 1033. https://doi.org/10.3390/pr11041033
Milentijević G, Milošević M, Milojević S, Marković S, Rančić M, Marinković A, Milosavljević M. One-Pot Syntheses of PET-Based Plasticizer and Tetramethyl Thiuram Monosulfide (TMTS) as Vulcanization Accelerator for Rubber Production. in Processes. 2023;11(4):1033. doi:10.3390/pr11041033 .
Milentijević, Goran, Milošević, Milena, Milojević, Svetomir, Marković, Smiljana, Rančić, Milica, Marinković, Aleksandar, Milosavljević, Milutin, "One-Pot Syntheses of PET-Based Plasticizer and Tetramethyl Thiuram Monosulfide (TMTS) as Vulcanization Accelerator for Rubber Production" in Processes, 11, no. 4 (2023):1033, https://doi.org/10.3390/pr11041033 . .