HOMOGENEOUS TRIMETHYLSILYLATION OF CELLULOSE IN THE DIMETHYL SULFOXIDE-PARAFORMALDEHYDE SOLVENT SYSTEM

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  • Homogeneous Trimethylsilylation of Cell

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The homogeneous silylation of dissolved cellulose in a PF-DMSO system is investigated and some physical properties of the products are examined. Although the trimethylsilyl derivatives of cellulose have been prepared under heterogeneous conditions only after prolonged reaction times at high temperatures, such as 7 hrs at 150-160°C, the homogeneous silylation of pre-methylolated cellulose at room temperature goes essentially to maximum substitution within 15min. In analogy with the general case of the heterogeneous silylation of cellulose, persilylation of cellulose or methylol cellulose does not occur under these homogeneous reaction conditions; at the most 80% of the hydroxyl protons are replaced by trimethylsilyl groups. The reaction product obtained is (cellulose oligo-oxymethylene ether) trimethylsilyl ether (CSME) in which the chain length of the pendant oligo-oxymethylene is dependent on the conditions of dissolution of cellulose in the PF-DMSO system. The reaction products are characterized by IR, 1H-NMR and 13C-NMR spectroscopies. Although the trimethylsilyl cellulose is soluble only in aromatic and chlorinated solvents, CSME is soluble not only in these solvents but also in esters and ketones. The solubility of CSME in organic solvents is enhanced with an increase in the chain length of the pendant oligo-oxymethylene introduced. The thermal properties of the polymer also change with the introduction of the pendant oligo-oxymethylene. By selecting the conditions of dissolution of cellulose in a PF-DMSO system, silylated cellulose derivatives with desirable Tg and Tm can be obtained.

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  • 繊維学会誌

    繊維学会誌 35 (11), T466-T478, 1979

    社団法人 繊維学会

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