Modification of cellulose with N-(2-chloroethyl)diethylamine hydrochloride: mechanism of improved dyeability with 5-chloro-2,4-difluoropyrimidinyl dyes
Authors: J Xu1; T Rosenau2; A H M Renfrew1; D A S Phillips1; E Maudru1
Source: Coloration Technology, Volume 120, Number 6, 2004 , pp. 316-319(4)
Publisher: Society of Dyers and Colourists
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Abstract:
Monofluorotriazinyl and 5-chloro-2,4-difluoropyrimidinyl dyes were each reacted, in turn, with trimethyl- and triethyl-amine in aqueous solution. Trimethylamine was quaternised by both the fluoroheterocyclic reactive dyes. In the case of the chlorodifluoropyrimidinyl dye, NMR spectroscopy showed that displacement of the C-2 fluorine atom had occurred. Triethylamine, on the other hand, failed to react with either fluoroheterocycle, strongly suggesting that the covalent bond formation reaction of DEAE-cotton, with a 5-chloro-2,4-difluoropyrimidinyl dye under neutral conditions, does not involve initial quaternisation. A mechanism involving the deprotonation of the cellulose hydroxy groups, catalysed by the basic groups in DEAE-cotton, is proposed. Received: 24 May 2004; Accepted: 3 September 2004.Document Type: Regular paper
Affiliations: 1: Christian Doppler Laboratory for Cellulosic Fibre and Textile Chemistry, UMIST, PO Box 88, Manchester M60 1QD, UK 2: Christian Doppler Laboratory for Pulp Reactivity, Institute of Chemistry, University of Agricultural Sciences Vienna, Muthgasse 18, A-1190 Vienna, Austria
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