Synthesis of highly functionalized dextran alkyl carbonates showing nanosphere formation

Wondraczek, Holger; Elschner, Thomas; Heinze, Thomas

doi:10.1016/j.carbpol.2010.09.013

Cited by 34 publications

(25 citation statements)

References 30 publications

(19 reference statements)

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“…In order to synthesize highly functionalized cellulose phenyl carbonates, an inert solvent is required. While phenyl chloroformate reacts with dimethyl sulfoxide (DMSO) and tertiary amide solvents, in our studies it was found that ionic liquids (ILs) were stable under these reaction conditions. In addition, the co‐solvent may be used to improve the synthesis path …”

Section: Resultsmentioning

confidence: 70%

“…Therefore, pyridine instead of triethylamine is applied in order to reduce the nucleophilicity of the hydroxyl groups of the polymer and thus no formation of cyclic or intermolecular carbonates occurs . However, this procedure is not useful to get products of high DS or with complete functionalization due to the poor stability of phenyl chloroformate in tertiary amide solvents …”

Section: Introductionmentioning

confidence: 99%

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Synthesis of Cellulose Tricarbonates in 1‐Butyl‐3‐methylimidazolium Chloride/Pyridine

Elschner

Kötteritzsch

Heinze

2013

Macromolecular Bioscience

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Cellulose phenyl tricarbonates could be synthesized by a novel and fast procedure applying 1-butyl-3-methylimidazolium chloride/pyridine as reaction medium. Even cellulose phenyl carbonates with high degree of substitution are accessible at low molar ratio very efficiently. The reagent phenyl chloroformate is inert in the mixture, which is different from the solvent N,N-dimethylacetamide/LiCl that is usually applied. The products were characterized in detail by two-dimensional NMR- and FTIR-spectroscopy, elemental analysis, and size-exclusion chromatography. This class of cellulose derivatives is a very important intermediate for the design of structures based on cellulose by nucleophilc attack on the carbonyl group.

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Section: Resultsmentioning

confidence: 70%

Section: Introductionmentioning

confidence: 99%

Synthesis of Cellulose Tricarbonates in 1‐Butyl‐3‐methylimidazolium Chloride/Pyridine

Elschner

Kötteritzsch

Heinze

2013

Macromolecular Bioscience

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“…The choice of dextran relies on several aspects [5][6][7][8]. First, dextran of various molecular weights is commercially available.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Graft Copolymer of Dextran and 2-Acrylamido-2-methylpropane Sulphonic Acid

Azmeera

Adhikary

Krishnamoorthi

2012

International Journal of Carbohydrate Chemistry

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A novel biodegradable graft copolymer of dextran (Dx) and 2-acrylamido-2-methyl-1-propane sulphonic acid (AMPS) was synthesized by grafting poly-AMPS chains onto dextran backbone by free radical polymerization using ceric ammonium nitrate (CAN) as an initiator. Different amounts of AMPS were used to synthesize four different grades of graft copolymers with different side chain lengths. These grafted polymers were characterized by elemental analysis, FTIR, 1 HNMR, rheological technique, scanning electron microscopy (SEM), thermogravimetric analysis (TGA), and X-ray diffractometry (XRD). They exhibited efficient flocculation performance in kaolin suspension.

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“…[6-8, 13, 14] However, chloroformates are highly reactive reagents. [8,15] Haloformates are commercially prepared by reacting hydroxy compounds with highly toxic phosgene. They also lead to the formation of a number of other unexpected species, arising from their high reactivity.…”

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confidence: 99%

Synthesis of Cellulose Methylcarbonate in Ionic Liquids using Dimethylcarbonate

et al. 2014

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Dialkylcarbonates are viewed as low-cost, low-toxicity reagents, finding application in many areas of green chemistry. Homogeneous alkoxycarbonylation of cellulose was accomplished by applying dialkycarbonates (dimethyl and diethyl carbonate) in the ionic liquid-electrolyte trioctylphosphonium acetate ([P8881 ][OAc])/DMSO or 1-ethyl-3-methylimidazolium acetate ([emim][OAc]). Cellulose dialkylcarbonates with a moderate degree of substitution (DS∼1) are accessible via this procedure and cellulose methylcarbonate was thoroughly characterized for its chemical and physical properties after regeneration. This included HSQC & HMBC NMR, ATR-IR, molecular weight distribution, morphology, thermal properties, and barrier properties after film formation.

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Synthesis of highly functionalized dextran alkyl carbonates showing nanosphere formation

Cited by 34 publications

References 30 publications

Synthesis of Cellulose Tricarbonates in 1‐Butyl‐3‐methylimidazolium Chloride/Pyridine

Synthesis of Cellulose Tricarbonates in 1‐Butyl‐3‐methylimidazolium Chloride/Pyridine

Synthesis and Characterization of Graft Copolymer of Dextran and 2-Acrylamido-2-methylpropane Sulphonic Acid

Synthesis of Cellulose Methylcarbonate in Ionic Liquids using Dimethylcarbonate

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