Scalable synthesis of oleoyl ethanolamide by chemical amidation in a mixed solvent

AbstrakSurfaktan merupakan suatu molekul yang memiliki gugus hidrofilik dan gugus lipofilik sehingga dapat mempersatukan campuran yang terdiri dari air dan minyak. Stearamida merupakan salah satu jenis surfaktan non-ionik. yang banyak dimanfaatkan dalam berbagai bidang. Tujuan penelitian ini untuk mengetahui waktu dan suhu optimum sintesis stearamida dari asam stearat dan urea dengan katalis zirkonium (IV) klorida dalam pelarut campuran. Pada penelitian ini, akan diamati pengaruh temperatur dan waktu reaksi terhadap sintesis surfaktan stearamida yang di sintesis dari asam stearat dan urea dengan katalis zirkonium (IV) klorida dalam pelarut campuran. Penelitian ini dilakukan pada temperatur 45°C, 55°C, 65°C, 75°C, 85°C dan 95°C, waktu reaksi selama 1 jam, 2 jam, 3 jam, 4 jam, 5 jam, 6 jam , 7 jam dan 8 jam, rasio mol substrat 1:6 (b/b), pada rasio pelarut 2:1 (v/v), berat katalis 3% (%b), dan kecepatan pengadukan 250 rpm. Berdasarkan penelitian ini didapatkan kondisi yang optimal pada suhu 85 o C dan waktu reaksi 3 jam.Kata kunci: stearamida, asam stearat, surfaktan, suhu, waktu. AbstractSurfactant is a molecule which has hydrophilic group and a lipophilic group which can unify a mixture consisting of water and oil. Stearamide is one kind of surfactant non-ionic which has used on any aplication. This study aims to know about optimum of temperature and time on synthesis of stearamide from stearic acid and urea with zirconium (IV) chloride in mixed solvent. This study will be observed the effect of temperature and reaction time on the synthesis of stearamide surfactant from stearic acid and urea with zirconium (IV) chloride as catalyst in mixed solvent. This research was conducted at temperature of 45°C, 55°C, 65°C, 75°C, 85°C and 95°C, reaction time of 1 hr, 2 hr, 3 hr, 4 hr, 5 hr, 6 hr, 7 hr and 8 hr, substrate molar ratio at 1:6 (w/w), solvent ratio at 2:1 (v/v), weight of catalyst 3% (%w), and stirring speed at 250 rpm. Based on this research, the optimum condition to synthesis stearamide surfactant was obtained at 85 o C and reaction time at 3 hours.

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“…Aplikasi penting lainnya adalah pada pembuatan resin, lem, pelarut, dan beberapa obat. Urea diklasifikan sebagai senyawa tidak beracun [13].…”

Section: Ureaunclassified

“…Sedangkan berdasarkan penelitian yang dilakukan oleh Wang, dkk. [13], peningkatan waktu reaksi tidak memberikan hasil yang signifikan terhadap perolehan amida [13]. Dari keterangan di atas dapat disimpulkan diperoleh waktu reaksi optimum selama 3 jam untuk sintesis stearamida.…”

Section: Prosedur Reaksi Amidasiunclassified

Sintesis Stearamida Dari Asam Stearat Dan Urea Menggunakan Pelarut Campuran : Pengaruh Temperatur Dan Waktu Reaksi

Syukri

Masyithah

2018

J. Teknik Kimia

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“…Penggunaan pelarut campuran ini dipilih karena berdasarkan kelarutan bahan baku dan produk terhadap pelarut dimana produk amida yang dihasilkan dan monoetanolamina ternyata lebih larut dalam pelarut alkohol yang bersifat polar sedangkan asam lemak murni kurang larut dalam pelarut polar tetapi lebih larut dalam pelarut non polar seperti heksana. Dengan demikian, campuran alkohol dan heksana disarankan menjadi pelarut terbaik untuk reaksi penengahan karena campuran tersebut dapat melarutkan semua komponen yang diperlukan dan menghasilkan produk paling banyak [16].…”

Section: Gambar 1 Struktur Surfaktanunclassified

Sintesis Palmitoil Dan Lauroil Etanolamida Menggunakan Pelarut Campuran : Pengaruh Temperatur Dan Waktu Reaksi

2018

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Surfactant is a molecule which has hydrophilic group and a lipophilic group which can unify a mixture consisting of water and oil. Alkanolamide is a type of widely used nonionic surfactant for various purposes. In this study, we observed the effect of temperature and reaction time on the synthesis of palmitoyl ethanolamide surfactant from palmitic acid and lauroyl ethanolamide from lauric acid with zirconium (IV) chloride as catalyst in mixed solvent. This research was conducted using amidation reaction at temperature variation of 55oC, 65oC, 75oC, 85oC and 95oC, reaction time variation of 1 hour, 2 hours, 3 hours, 4 hours, and 5 hours, mole substrate ratio at 1:10, solvent ratio at 2: 1 (v / b), catalyst concentration 5% (w/w), and stirring rate at 250 rpm. Then the product was analyzed by FT-IR spectrophotometry. Based on this research, the optimum condition to synthesis palmitoyl ethanolamide surfactant was obtained at 55 oC and temperature 65 oC to synthesis lauroyl ethanolamide surfactant at reaction time of 3 hours for both of them.

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“…Asam lemak amida adalah salah satu jenis surfaktan non-ionik yang sebagian besar digunakan sebagai pelumas, detergent, obat-obatan dan kosmetik. Sifat fisika dan kimia surfaktan ini dapat dibedakan berdasarkan panjang rantai hidrokarbonnya [10].…”

Section: Pendahuluanunclassified

Optimasi Sintesis Biosurfaktan Lauril Amida Dari Asam Laurat Dan Dietanolamina Menggunakan Pelarut Hexane Dan Enzim Lipase Terimobilisasi

et al. 2017

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Lauril amide is one of nonionic surfactant and has potency to become an ecofriendly surfactant. The main problem on lauril amide synthesis is the low conversion of lauric acid. Optimation of lauril amide synthesis is done with three variabels which give influence of amidation reaction. One stage amidation was done by reacting lauric acid with diethanolamine using catalyst Novozyme 435® with substrate ratio lauric acid:diethanolamine 1:1; 2:1; 3:1; 4:1; 5:1, amount of catalyst 1,8; 4; 7; 10; 11,8% from lauric acid total amount, solvent ratio 0; 1:1; 2:1; 3:1; 4:1 from lauric acid total amount and reacted for 24 hours with temperature reaction 55oC and 500 rpm. Product is separated from catalyst using filtration method and then purified by washing with acetone and heated at temperature of 90 oC to remove solvent. Product has been analyzed with acid value to obtained percent conversion of lauril amide, determine of Hydrophilic Liphophilic Balance value, spectroscopy Fourier Transform Infrared and determine of critical micelle concentrasion. Percent conversion optimum has obtained 86,16% at condition substrate ratio 1:1, enzyme concentration Novozyme 435® 7% and solvent ratio 2:1. Analysis result of lauril amide surfactant gave the hidrophile liphophile balance value about 11,93, it means that lauril amide surfactant can be used as emultion oil in water.

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Scalable synthesis of oleoyl ethanolamide by chemical amidation in a mixed solvent

Cited by 16 publications

References 23 publications

Sintesis Stearamida Dari Asam Stearat Dan Urea Menggunakan Pelarut Campuran : Pengaruh Temperatur Dan Waktu Reaksi

Sintesis Stearamida Dari Asam Stearat Dan Urea Menggunakan Pelarut Campuran : Pengaruh Temperatur Dan Waktu Reaksi

Sintesis Palmitoil Dan Lauroil Etanolamida Menggunakan Pelarut Campuran : Pengaruh Temperatur Dan Waktu Reaksi

Optimasi Sintesis Biosurfaktan Lauril Amida Dari Asam Laurat Dan Dietanolamina Menggunakan Pelarut Hexane Dan Enzim Lipase Terimobilisasi

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