امکان‌سنجی تبدیل دی‌متیل دی‌سولفید صنایع پتروشیمی به متیل فنیل سولفید
محورهای موضوعی : شیمی آلی
1 - استادیار شیمی آلی، گروه شیمی، دانشکده علوم پایه، دانشگاه ایلام، ایلام، ایران.
کلید واژه: H2S, دی‌متیل دی‌سولفید (DMDS), متیل فنیل سولفید (MPS), .Fe3O4,
چکیده مقاله :
تبدیل H2S به فراوردههای نوین در صنایع پتروشیمی، نفت و گاز از دید اقتصادی و زیستمحیطی اهمیت زیادی دارد. در این راستا، یکی از فراوردههای بهدست‌آمده از H2S در صنعت پتروشیمی، دی‌متیل دی‌سولفید (DMDS) است که میتواند بهعنوان واکنشگر برای سنتز ترکیبهای آلی (مانند ترکیبهای ناجورحلقه زیستی، مشتقهای سولفیدی و مشتقهای سولفوکسیدی) استفاده شود. H2S یک گاز سمی است و واکنشهای آن نیازمند واکنشگاههای شیمیایی پیشرفته و تجهیزات ویژه است، ولی DMDS بهدست‌آمده از H2S یک مایع غیرفرار است که تبدیل آن به فراوردههای نوین در شرایط آزمایشگاه با تجهیزات عمومی امکانپذیر است. براین‌پایه، در این پژوهش، یک نانوکاتالیست مغناطیسی قابل‌بازیافت و استفاده دوباره شامل یک کمپلکس مس تثبیت‌شده بر نانوذرههای مغناطیسی Fe3O4 طراحی، سنتز و با نام Fe3O4@PDBOA-Cu تعریف شد. این نانوکاتالیست با روشهای دستگاهی شامل پراش پرتو ایکس (XRD)، طیف‌سنجی فروسرخ تبدیل فوریه (FTIR)،
میکروسکوپ الکترونی روبشی (SEM)، طیف‌شناسی تفکیک انرژی (EDS)، طیف‌شناسی تفکیک طول موج (WDS)، تجزیه گرمایی تفاضلی (DTA)/تجزیه وزن‌سنجی گرمایی (TGA) و مغناطیس‌سنجی نمونه ارتعاشی (VSM) شناسایی شد. سپس، متیل فنیل سولفید (MPS) در حضور Fe3O4@PDBOA-Cu و حلال PEG-400 با DMDS و یدوبنزن در مدت 2 ساعت با بازده 93 درصد سنتز شد. این نانوکاتالیست منجر به خلوص بالای فراوردهها شد. همچنین، با توجه به ماهیت مغناطیسیِ آن به‌آسانی و با هزینه بسیار ناچیز بازیافت و به‌کارگرفته شد که در هر دو صورت از نظر اقتصادی مقرون‌به‌صرفه است و هزینههای فرایند را بهصورت چشمگیری کاهش میدهد. این کاتالیست برای 4 مرحله متوالی بازیافت و به‌کارگرفته شد.
The conversion of H2S into new products is of great economic and environmental importance in the petrochemical, oil and gas industries. In this regard, one of the products from H2S in the petrochemical industry is dimethyl disulfide (DMDS), which can be used as a starting material for the synthesis of organic compounds (such as biological heterocycles, sulfide derivatives and sulfoxide derivatives). H2S is a toxic gas and its reactions require advanced chemical reactors and special equipment, but DMDS is a non-volatile liquid that can be converted into new products under laboratory conditions with general equipment. Therefore, in this research, a recoverable and reusable magnetic nanocatalyst consisting of a copper complex immobilized on magnetic Fe3O4 nanoparticles was designed and synthesized, which was defined as Fe3O4@PDBOA-Cu. The nanocatalyst was characterized using X-ray diffraction (XRD), Scanning electron microscopy (SEM), Fourier transform infrared spectroscopy (FTIR), energy dispersive X-ray spectroscopy (EDS), wavelength dispersive X-ray spectroscopy (WDS), thermal gravimetric analysis (TGA)/differential thermal analysis (DTA), and vibrating sample magnetometry (VSM). Then, methyl phenyl sulfide (MPS) was successfully synthesized in the presence of Fe3O4@PDBOA-Cu nanocatalyst from DMDS. MPS was synthesized in 2 hours with 93% yield in the presence of Fe3O4@PDBOA-Cu in PEG-400 solvent using DMDS and iodobenzene. Due to the magnetic nature of Fe3O4@PDBOA-Cu nanocatalyst, this nanocatalyst was easily recycled at a very low cost, which firstly led to high purity of the products, and secondly, it could be easily reused for multiple times, which was both economically viable and significantly reduces the process costs. This catalyst was recycled and reused for 4 consecutive steps.
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