Silylcellulose from silylation/desilylation of cellullose in ammonia

Mörmann, Werner; Demeter, Jürgen; Wagner, Thomas E.

doi:10.1002/1521-3900(200101)163:1<49::aid-masy49>3.0.co;2-5

Cited by 8 publications

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“…The desilylation of cellulose silyl ethers can lead to completely desilylated cellulose regenerates (films, particles, and filaments), to partially silylated celluloses with an alternative distribution of silyl groups,89b,c or to regioselectively substituted cellulose derivatives by using the protecting group technique 90. Typical examples are the syntheses of 3‐ and 2,3‐alkyl ethers of cellulose (Scheme and ).…”

Section: Cellulose Chemistry: New Syntheses Products and Supramolmentioning

confidence: 99%

Cellulose: Fascinating Biopolymer and Sustainable Raw Material

et al. 2005

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As the most important skeletal component in plants, the polysaccharide cellulose is an almost inexhaustible polymeric raw material with fascinating structure and properties. Formed by the repeated connection of D-glucose building blocks, the highly functionalized, linear stiff-chain homopolymer is characterized by its hydrophilicity, chirality, biodegradability, broad chemical modifying capacity, and its formation of versatile semicrystalline fiber morphologies. In view of the considerable increase in interdisciplinary cellulose research and product development over the past decade worldwide, this paper assembles the current knowledge in the structure and chemistry of cellulose, and in the development of innovative cellulose esters and ethers for coatings, films, membranes, building materials, drilling techniques, pharmaceuticals, and foodstuffs. New frontiers, including environmentally friendly cellulose fiber technologies, bacterial cellulose biomaterials, and in-vitro syntheses of cellulose are highlighted together with future aims, strategies, and perspectives of cellulose research and its applications.

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Section: Cellulose Chemistry: New Syntheses Products and Supramolmentioning

confidence: 99%

Cellulose: Fascinating Biopolymer and Sustainable Raw Material

et al. 2005

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“…Durch Desilylierung der Cellulosesilylether entstehen entweder vollständig desilylierte Regenerat‐Cellulosen (Filme, Partikel, Fäden), partiell silylierte Cellulosen mit alternativer Verteilung der Silylgruppen89b,c oder regioselektiv aufgebaute Cellulosederivate bei Anwendung der Schutzgruppentechnik 90. Typische Beispiele sind die Synthese von 3‐ und 2,3‐Alkylethern der Cellulose (Schema und ).…”

Section: Cellulosechemie: Neue Synthesen Produkte Und Supramolekuunclassified

Cellulose: faszinierendes Biopolymer und nachhaltiger Rohstoff

et al. 2005

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Als wichtigster Gerüstbildner der Pflanzenwelt ist das Polysaccharid Cellulose ein nahezu unerschöpflicher polymerer Rohstoff mit einem faszinierenden Struktur‐ und Eigenschaftspotenzial. Durch reguläre Verknüpfung von D‐Glucose‐Bausteinen gebildet, zeichnet sich das hochfunktionalisierte lineare und kettensteife Homopolymer Cellulose durch Hydrophilie, Chiralität, Bioabbaubarkeit, breite chemische Modifizierbarkeit und den Aufbau vielfältiger teilkristalliner Fasermorphologien aus. Mit Blick auf die weltweit stark expandierende interdisziplinäre Celluloseforschung und Produktentwicklung der letzten Dekade verknüpft dieser Aufsatz den aktuellen Wissensstand zu Struktur und Chemie der Cellulose mit der Entwicklung innovativer Celluloseester und ‐ether für Beschichtungen, Filme, Membranen, Baustoffe, Bohrtechnologien, Pharmaka und Nahrungsmittel. Mit umweltfreundlichen Cellulosefaser‐Technologien, Bakteriencellulose‐Biomaterialien und In‐vitro‐Synthesen der Cellulose sind Wege ins Neuland einbezogen, ebenso Aussagen zu den weiteren Zielen, Strategien und Perspektiven der Celluloseforschung und ‐applikation.

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“…However, cellulose is insoluble in common organic solvents and water because of the inter- and intramolecular hydrogen bonds between the hydroxyl groups in the glucose unit [ 3 ]. Therefore, many cellulose modifications, such as esterification [ 5 ], etherification [ 6 , 7 ], and silylation [ 8 , 9 ], are commonly achieved through heterogeneous routes, and the heterogeneous reaction process in cellulose modification requires overstoichiometric amounts of reactants and acids or bases for activating the hydroxyl groups in cellulose. Furthermore, controlling the degree of substitution (DS) of the resulting modified cellulose derivatives using a heterogonous modification process is difficult.…”

Section: Introductionmentioning

confidence: 99%

Aryloxy Ionic Liquid-Catalyzed Homogenous Esterification of Cellulose with Low-Reactive Acyl Donors

et al. 2023

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Ionic liquids (ILs) are recyclable, non-volatile, and can dissolve cellulose, a natural polymer that is insoluble in versatile solvents. Therefore, ILs have been used to modify cellulose. However, 1-ethyl-3-methylimidazolium acetate (EmimOAc), a commercially available IL often used to dissolve and modify cellulose to prepare cellulose-based materials, causes the undesired introduction of an acetyl group derived from the acetate anion of EmimOAc onto the hydroxy group of cellulose during esterification. In this study, for cellulose esterification, we prepared aryloxy ILs as non-carboxylate-type and basic ILs, which can theoretically prevent the undesired introduction of an acyl group from the IL onto the hydroxy group of cellulose. The optimized 1-ethyl-3-methylimidazolium 2-pyridinolate (Emim2OPy) and mixed solvent system achieved rapid cellulose esterification (within 30 min) with an excellent degree of substitution (DS) value (up to >2.9) derived from the employed low-reactive vinyl esters and bio-based unsaturated aldehydes, without any undesired substituent introduction from side reactions.

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Silylcellulose from silylation/desilylation of cellullose in ammonia

Cited by 8 publications

References 0 publications

Cellulose: Fascinating Biopolymer and Sustainable Raw Material

Cellulose: Fascinating Biopolymer and Sustainable Raw Material

Cellulose: faszinierendes Biopolymer und nachhaltiger Rohstoff

Aryloxy Ionic Liquid-Catalyzed Homogenous Esterification of Cellulose with Low-Reactive Acyl Donors

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