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This paper summarizes selected results obtained during a two-year research project in the framework of the focus program ‘Cellulose and cellulose derivatives’ (SPP 1011), sponsored by the German Science Foundation (DFG). New synthesis paths for the preparation of the most important cellulose ester, cellulose acetate, were investigated. In contrast to conventional methods, cellulose was converted in...
A series of miscible cellulose ester/poly (vinyl phenol) (CE/PVP) blends containing a latent formaldehyde source were prepared. Due to the low molecular weight of the PVP, the maximum PVP content ID the films was 50 wt %. The blends were then thermally cross-linked ID an attempt to create semi-interpenetrating polymer networks (semi-IPN). The blends were characterized with differential scanning calorimetry,...
New carboxymethylcellulose esters were developed with useful properties for oral dosage forms in drug delivery. Normally, commercial cellulose esters are used as the major excipients in oral dosage forms as a coating or a membrane. In applications involving compression tablets, cellulose esters are usually mixed with other more hydrophilic matrix components to facilitate dissolution of the active...
Cellulose esters have played a vital role in the development of modern drug delivery technology. They possess properties that are not only well-suited to the needs of pharmaceutical applications, but that enable construction of drug delivery systems that address critical patient needs. These properties include very low toxicity, endogenous and/or dietary decomposition products, stability, high water...
Cellulose was dissolved in lithium chloride/1,3-dimethyl-2-imidazolidinone (LiCl/DMI), and reacted with alkylketene dimers (AKDs) under non-aqueous and homogeneous conditions to prepare cellulose/AKD β-ketoesters with high degrees of substitution (DS). Six AKDs synthesized from octanoic, decanoic, dodecanoic, tetradecanoic, hexadecanoic and octadecanoic acids via their fatty acid chlorides were used...
The reason for anomalous NMR patterns of cellulose β-ketoesters, which were prepared by reaction between cellulose and ketene dimers having long alkyl chains (AKDs) under homogeneous conditions using a cellulose solvent system, was studied by molecular dynamics simulation. Cellulose/AKD β-ketoester models with degree of substitution (DS) 2.0 and degree of polymerization (DP) 5, 10, 20 or 40, and cellulose/fatty...
The control of regiochemistry in the synthesis of polysaccharide derivatives is one of the most significant scientific challenges in the field. Its importance is only further highlighted by the individual successes in synthesis of regioselectively substituted derivatives, in particular cellulose esters and ethers, over the last 20 years. The availability of these samples and studies of their properties...
In the present study the effect of relative humidity (RH) during spin-coating process on the structural characteristics of cellulose acetate (CA), cellulose acetate phthalate (C-A-P), cellulose acetate butyrate (CAB) and carboxymethyl cellulose acetate butyrate (CMCAB) films was investigated by means of atomic force microscopy (AFM), ellipsometry and contact angle measurements. All polymer solutions...
Orientation birefringence and its wavelength dispersion for various types of cellulose esters are reviewed. Cellulose esters such as cellulose acetate propionate and cellulose acetate butyrate show positive orientation birefringence with extraordinary wavelength dispersion, which is determined mainly by the ester groups rather than the main chains. The acetyl group provides negative orientation birefringence...
In this work, the surface of cellulose, either Avicel or cotton fabric, was modified using cutinases without any previous treatment to swell or to solubilise the polymer. Aiming further improvement of cutinase ester synthase activity on cellulose, an engineered cutinase was investigated. Wild-type cutinase from Fusarium solani and its fusion with the carbohydrate-binding module N1 from Cellulomonas fimi...
Novel cellulose-based bioplastics, mainly using inedible plant resources, were produced by bonding cellulose diacetate (CDA), a modified cardanol, and additional aliphatic and aromatic components. Cardanol is a phenol derivative with a linear unsaturated hydrocarbon side chain (carbon number: 15), derived from cashew nut shells. Esterification of the modified cardanol (3-pentadecylphenoxy acetic acid:...
Nano-scaled particles were obtained from two different cellulose acetates, cellulose acetate propionate, and cellulose acetate butyrate using the emulsification solvent evaporation procedure and the low energy methods of solvent displacement (dialysis and controlled precipitation). The relationship between the formulation parameters and the particle properties were evaluated in case of the emulsification-evaporation...
Using ionic liquid 1-allyl-3-methylimidazolium chloride as reaction medium, a series of novel cellulose esters containing phosphorus including cellulose diphenyl phosphate (C-Dp) and cellulose acetate (CA)–diphenyl phosphate mixed esters was synthesized homogeneously. The degree of substitution was well controlled by altering reaction conditions, such as the molar ratio of the acylating reagents/anhydroglucose...
We previously offered miscibility maps for blend systems of cellulose esters (CEs) including cellulose acetate (CA), propionate (CP), and butyrate (CB) with vinyl copolymers containing an N-vinyl pyrrolidone (VP) unit, i.e., poly(N-vinyl pyrrolidone-co-vinyl acetate) [P(VP-co-VAc)] and poly(N-vinyl pyrrolidone-co-methyl methacrylate) [P(VP-co-MMA)]; the maps were constructed based on data of thermal...
The effect of a substitution site on orientation birefringence for cellulose triacetate (CTA) was investigated by the addition of xylan ester. Since CTA has three substitution sites (C-2, C-3, and C-6) while xylan ester has two substitution sites (C-2 and C-3), the change of birefringence by xylan acetate (XylAc) is attributed to the contribution of the C-6 acetyl group. Dynamic mechanical analysis...
To demonstrate the effectiveness of 13C-detection two-dimensional NMR methods used for the characterization protein structures for the characterization of cellulose derivatives, 13C–13C COSY, 13C–13C INADEQUATE, and 13C–13C TOCSY experiments were applied to 13C-enriched sodium carboxymethyl cellulose and cellulose acetate. These samples were prepared from bacterial cellulose biosynthesized by Gluconacetobacter xylinus...
Synthesis of maleated pimaric acid (MPA) cellulose esters is first reported in this work. Cellulose esterification was performed by reacting microcrystalline cellulose with monoacid chloride of MPA (MPA-Cl) in presence of pyridine as catalyst and reaction medium. The syntheses were started in a heterogeneous solid–liquid reaction medium, but as the reaction advanced, the reaction mass turned into...
An efficient path to prepare cellulose acetoacetates is reviewed in detail. The biopolymer dissolved in N,N-dimethylacetamide-LiCl is allowed to react with 2,2,6-trimethyl-4H-1,3-dioxin-4-one at elevated temperatures without any catalyst. The procedure, which is briefly described in the literature (Marson and El Seoud in J Appl Polym Sci 74:1355–1360, 1999), utilizes simple to handle, commercially...
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