title: Cellulose oligomers production and separation for the synthesis of new fully bio-based amphiphilic compounds.
abstract: Cellulose oligomers are water-soluble, on the contrary to cellulose, which greatly increase their application range. In this study, cellulose oligomers were obtained from the acidic hydrolysis of cellulose with phosphoric acid. The global yield in water-soluble oligomers was around 23% with polymerization degree (DP) ranging from 1 to 12. The cellulose oligomers DP distribution was successfully reduced by differential solubilisation in methanol as one of the goals of this work was to avoid the use of a time-consuming full chromatographic separation. The methanol-soluble oligomers were mainly low DP (≤3). The oligomers of higher molar mass, composed of 42% of cellotetraose and 36% of cellopentaose, were then functionalized and coupled with stearic acid through azide-alkyne click chemistry to obtain amphiphilic compounds. The self-assembly of these new bio-based compounds was finally investigated by dynamic light scattering (DLS) and transmission electron microscopy (TEM) and their critical micellar concentration (CMC) was found to be in the same range as alkylmaltosides and alkylglucosides.
authors: Centre National de la Recherche Scientifique, Laboratoire de Chimie des Polymères Organiques, UMR 5629, IPB/ENSCBP, 16 avenue Pey-Berland, F-33607 Pessac Cedex, France; University of Bordeaux, Laboratoire de Chimie des Polymères Organiques, UMR 5629, IPB/ENSCBP, 16 avenue Pey-Berland, F-33607 Pessac Cedex, France. Electronic address: elise.billes@gmail.com.
authors: Elise
authors: E
authors: Billès
authors: Centre National de la Recherche Scientifique, Laboratoire de Chimie des Polymères Organiques, UMR 5629, IPB/ENSCBP, 16 avenue Pey-Berland, F-33607 Pessac Cedex, France; University of Bordeaux, Laboratoire de Chimie des Polymères Organiques, UMR 5629, IPB/ENSCBP, 16 avenue Pey-Berland, F-33607 Pessac Cedex, France. Electronic address: talk2kennyng@yahoo.com.
authors: Kelechukwu N
authors: KN
authors: Onwukamike
authors: Centre National de la Recherche Scientifique, Laboratoire de Chimie des Polymères Organiques, UMR 5629, IPB/ENSCBP, 16 avenue Pey-Berland, F-33607 Pessac Cedex, France; University of Bordeaux, Laboratoire de Chimie des Polymères Organiques, UMR 5629, IPB/ENSCBP, 16 avenue Pey-Berland, F-33607 Pessac Cedex, France. Electronic address: veronique.coma@enscbp.fr.
authors: Véronique
authors: V
authors: Coma
authors: Centre National de la Recherche Scientifique, Laboratoire de Chimie des Polymères Organiques, UMR 5629, IPB/ENSCBP, 16 avenue Pey-Berland, F-33607 Pessac Cedex, France; University of Bordeaux, Laboratoire de Chimie des Polymères Organiques, UMR 5629, IPB/ENSCBP, 16 avenue Pey-Berland, F-33607 Pessac Cedex, France. Electronic address: sgrelier@enscbp.fr.
authors: Stéphane
authors: S
authors: Grelier
authors: Centre National de la Recherche Scientifique, Laboratoire de Chimie des Polymères Organiques, UMR 5629, IPB/ENSCBP, 16 avenue Pey-Berland, F-33607 Pessac Cedex, France; University of Bordeaux, Laboratoire de Chimie des Polymères Organiques, UMR 5629, IPB/ENSCBP, 16 avenue Pey-Berland, F-33607 Pessac Cedex, France. Electronic address: peruch@enscbp.fr.
authors: Frédéric
authors: F
authors: Peruch
mesh_terms: D055731:Carbohydrate Biochemistry / Q000379:methods*; D002482:Cellulose / Q000737:chemistry* / Q000302:isolation & purification; D002850:Chromatography, Gel; D002851:Chromatography, High Pressure Liquid; D057930:Click Chemistry; D061565:Cycloaddition Reaction; D005227:Fatty Acids / Q000737:chemistry; D006868:Hydrolysis; D010756:Phosphoric Acids / Q000737:chemistry; D012995:Solubility; D017550:Spectroscopy, Fourier Transform Infrared; D013229:Stearic Acids / Q000737:chemistry
chemical_list: D005227:Fatty Acids; D010756:Phosphoric Acids; D013229:Stearic Acids; C031183:stearic acid; D002482:Cellulose; C030242:phosphoric acid
keywords: Acidic hydrolysis; Cellobiose (PubChem CID: 10712); Cellohexaose (PubChem CID: 440948); Cellopentaose (PubChem CID: 16219172); Cellotetraose (PubChem CID: 18600968); Cellotriose (PubChem CID: 5287993); Cellulose oligomers; Click chemistry; Differential solubilisation; Glucose (PubChem CID: 5793); Methanol (PubChem CID: 887); Self-assembly; Stearic acid (PubChem CID: 5281)