Synthesis and Characterization of some Alkyl Polyglycosides Surfactants

El-Sukkary, Mohamed M.; Syed, Nagla A.; Aiad, Ismail; El-Azab, Waleed I. M.

doi:10.1007/s11743-008-1063-9

Cited by 100 publications

(90 citation statements)

References 12 publications

(8 reference statements)

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“…Data Badan Pusat Statistik (2015) menyatakan pada tahun 2013 produksi minyak Teknologi Industri Pertanian 27 (1):9-16 (2017) ISSN 0216-3160 EISSN 2252-3901 Terakreditasi DIKTI No 56/DIKTI/Kep/2012 Surfaktan APG dapat diproduksi dengan metode Fischer secara langsung (asetalisasi) dan secara tidak langsung melalui dua tahap yaitu butanolisis dan transasetalisasi dan selanjutnya melalui tahapan netralisasi dan distilasi. Sintesis APG melalui proses dua tahap menggunakan glukosa dan alkohol lemak dengan panjang rantai yang berbeda telah dilakukan oleh Ware et al (2007) dengan 5 rantai karbon yang berbeda yaitu oktanol (C8), dekanol (C10), dodekanol (C12), heksadekanol (C16), dan oktadekanol (C18) serta El- Sukkary et al (2008) dengan panjang rantai alkil berbeda, yaitu oktanol (C8), nonanol (C9), dekanol (C10), dodekanol (C12) dan tetradekanol (C14). Proses sintesis APG disajikan pada Gambar 1.…”

Section: Pendahuluanunclassified

Sintesis Surfaktan Alkil Poliglikosida (Apg) Berbasis Dodekanol Dan Heksadekanol Dengan Reaktan Glukosa Cair 75%

Uzwatania¹,

Hambali²,

Suryani³

2017

j.tek.ind.pert

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Alkyl poliglucosides (APG) is nonionic surfactant prepared from renewable raw materials based on carbohydrate and vegetable oils namely glucose and fatty alcohol. Glucose is the main raw material which is ABSTRAKAlkil poliglikosida (APG) merupakan surfaktan non ionik yang dihasilkan dari bahan baku yang dapat diperbaharui berbasis karbohidrat dan minyak nabati yaitu glukosa dan alkohol lemak. Glukosa merupakan bahan baku utama yang membentuk gugus hidrofilik dan alkohol lemak membentuk gugus hidrofobik. Surfaktan APG disintesis dengan menggunakan alkohol lemak dengan panjang rantai C12 dan C16 melalui proses dua tahap (butanolisis dan transasetalisasi) yang dikatalisis oleh methyl ester sulfonic acid (MESA). Pengamatan dilakukan terhadap sifat fisiko kimia dan aktivitas permukaan dari APG yang dihasilkan sebagai fungsi konsentrasi MESA (1,5; 2 dan 2,5%). Struktur kimia dari produk APG dianalisis menggunakan FTIR. Jenis alkohol lemak dan konsentrasi katalis tidak berpengaruh nyata terhadap pH dan densitas. Hasil analisis terhadap surfaktan APG menunjukkan bahwa kemampuan menurunkan tegangan permukaan dan tegangan antarmuka serta stabilitas emulsi meningkat dengan semakin panjang rantai alkil dan tinggi busa menurun dengan semakin panjang rantai alkil. Surfaktan APG kombinasi perlakuan jenis alkohol lemak C16 dengan konsentrasi katalis MESA 2,5% memiliki karakteristik nilai rata-rata kemampuan menurunkan tegangan permukaan pada konsentrasi 1% sebesar 68,12%, kemampuan menurunkan tegangan antarmuka 98,14%, stabilitas emulsi 64%, pH 7,69 dan pembusaan 7,12%.

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Section: Pendahuluanunclassified

Sintesis Surfaktan Alkil Poliglikosida (Apg) Berbasis Dodekanol Dan Heksadekanol Dengan Reaktan Glukosa Cair 75%

Uzwatania¹,

Hambali²,

Suryani³

2017

j.tek.ind.pert

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“…Generally, the surfactant solubility in the oil phase decreases by increasing the hydrophilic part (head), which weaken the emulsion stability [55] [56].…”

Section: Emulsion Stabilitymentioning

confidence: 99%

Fatty Acids in Heterocyclic Synthesis. Part XVII: Synthesis of Non Ionic Surfactants Containing Piperidine, Piperazine, Imidazole Based on Thiadiazole and Microbiological Activities Evaluation

Abdelmajeid¹,

Amine²,

Hassan³

2017

IJOC

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A series of novel scaffolds Thiadiazolyl Piperidine, Thiadiazolyl Piperazine, thiadiazolidine, Thiadiazolyl thiazole and Thiadiazolyl-imidazole-Thione were synthesized from cheap, available and biologically active stearic acid. 2-amino-5-heptadecyl 1,3,4-thiadiazole reacts with chloroacetyl chloride and produced 2-choloro-N-(5-heptadecyl-1,3,4-Thiadiazole-2-yl) acetamide. Which allowed to react with Piperidine, Piperazine, urea and/or Thiourea and Potassium thiocyanate, and the latest scaffolds have been synthesized, respectively, and the structures of these compounds were established by elemental analysis, MS, IR and 1 H-NMR spectral data. The antimicrobial activities of the synthesized compounds were evaluated in-vitro against strains of gram +ve, gram −ve bacteria and fungi. Nonionic surfactant were obtained by addition of different moles of propylene oxide (3,5,7 mole) to the synthesized compounds bearing an active hydrogen. Physico-chemical and surface properties as well as biodegradability of the synthesized non-ionic surfactants were evaluated.

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“…Os valores de tensão superficial apresentados na tabela podem ser comparados com o valor da água pura 71,5 mN m -1 . Os valores da cmc (g dm -3 ) e tensão superficial g (mN m -1 ) para os surfactantes foram: APG-C 10 (0,31; 40,54), APG-C 16 (0,24; 38,20), APG-C 18 (0,20; 35,60). Para os surfactantes sintetizados foram calculados, a partir das isotermas de tensão superficial de equilíbrio versus logaritmo natural da concentração, o excesso da concentração na superfície (G), a pressão interfacial (p) e a área por molécula (A) 63 através das equações (6) - (8).…”

Section: Comportamento De Agregação Em Soluçãounclassified

“…15 Alquil poliglicosídeos podem diferenciar-se de acordo com a quantidade de anéis de glicose presentes em sua cadeia. A maioria dos APGs apresentados na literatura possuem de um a três anéis de glicose [16][17][18][19] e há ainda trabalhos com os alquil poliglicosídeos superiores sintetizados com cinco ou mais anéis de glicose, 20 no entanto, nenhum com cinco anéis de glicose derivados a partir do amido. Neste trabalho, os APGs sintetizados possuem cinco anéis de glicose por cadeia alquílica, derivados da degradação da amilose como partes hidrofílicas, e utilizam alcoóis com cadeias de 10, 16 e 18 átomos de carbono como partes hidrofóbicas.…”

Section: Introductionunclassified

Novos surfactantes alquil poliglicosídicos à base de amilose extraída da batata inglesa (Solanum tuberosum l.)

et al. 2017

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NEW ALKYL POLYGLYCOSIDES SURFACTANTS BASED ON AMYLOSE EXTRACTED FROM ENGLISH POTATO (SOLANUM TUBEROSUM L.).Alkyl polyglycosides (APGs) are new biodegradable surfactants, non-toxic, synthesized from abundant renewable sources, potentially more appropriate than anionic surfactants. A range of glycosides denoted APG-Cy was synthesized by the Köenig-Knorr reaction using C 10 , C 16 and C 18 alcohols and derived from the degradation of amylose from English potato. The molecular structures of the glycosides were characterized by Nuclear Magnetic Resonance ( 1 H and 13 C NMR) together with Infrared Spectroscopy (FTIR) and Gel Permeation Chromatography (GPC). The study by NMR allowed the junctions between hydrophilic head groups and hydrophobic tail-groups to be characterized in detail. Conformation of the glycosidic units is 4 C 1 type with a b anomeric configuration. The formation of glycosides with five glucose rings linked to the alkyl chain was confirmed by 1 H NMR and GPC. Liquid crystals identified by the presence of double melting points were observed by Differential Scanning Calorimetry (DSC) showing thermotropic properties. The surface tension (g) and critical micelle concentration (cmc) were determined by du Noüy method, noting that increasing the length of alkyl chain led to the expected reduction in the cmc. The energies of adsorption and micellization processes calculated from isotherms g versus ln c (g.dm -3 ) indicate cooperativeness of hydrophilic and hydrophobic groups.Keywords: synthesis; characterization; alkyl polyglycosides surfactants; amylose; fatty alcohols. INTRODUÇÃOO consumo de agentes tensoativos não iônicos cresceu no mercado nos últimos 50 anos, devido sua baixa toxicidade e sua vasta utilização em produtos de limpeza, cosméticos, farmacêuticos e alimentícios, atingindo a marca de 30% de toda a produção de surfactantes em nível mundial, porém, concomitantemente, cresceu a preocupação relacionada com possíveis impactos ambientais. 1 Surfactantes podem ser derivados de carboidratos e álcoois graxos. 2 Alquil poliglicosídeos (APGs) são surfactantes não iônicos de interesse especial por serem produzidos a partir de recursos renováveis, 3 tais como a amilose do amido da batata inglesa, tornando-se substitutos de outros surfactantes que são potencialmente prejudiciais à saúde e ao meio ambiente. 4 A batata (Solanum tuberosum L.), também conhecida como batatinha ou batata-inglesa, é nativa da América do Sul, da Cordilheira dos Andes. Ocupa o 4º lugar entre os alimentos mais consumidos do mundo, sendo superada apenas pelo trigo, arroz e milho. No Brasil, é considerada a principal hortaliça, tanto em área cultivada como em preferência alimentar. 5-6 O amido é o principal polissacarídeo do milho, arroz, trigo e batata inglesa, que, por sua vez, são as principais fontes de amido. Estes se apresentam na forma de grânulos e diferem significativamente nas propriedades de composição, morfologia, propriedades térmicas, reológicas e retrogradação. 7 O amido da batata inglesa exibe maior poder de inchamento...

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Synthesis and Characterization of some Alkyl Polyglycosides Surfactants

Cited by 100 publications

References 12 publications

Sintesis Surfaktan Alkil Poliglikosida (Apg) Berbasis Dodekanol Dan Heksadekanol Dengan Reaktan Glukosa Cair 75%

Sintesis Surfaktan Alkil Poliglikosida (Apg) Berbasis Dodekanol Dan Heksadekanol Dengan Reaktan Glukosa Cair 75%

Fatty Acids in Heterocyclic Synthesis. Part XVII: Synthesis of Non Ionic Surfactants Containing Piperidine, Piperazine, Imidazole Based on Thiadiazole and Microbiological Activities Evaluation

Novos surfactantes alquil poliglicosídicos à base de amilose extraída da batata inglesa (Solanum tuberosum l.)

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