2007
DOI: 10.1002/app.27362
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Cyclic ureas as solvents for esterification of poly(vinyl alcohol) and vinyl acetate‐vinyl alcohol copolymers with acid chlorides

Abstract: Poly(vinyl alcohol) (PVAL) and vinyl acetate-vinyl alcohol copolymers (VAVAL) were esterified with 3,5-dinitrobenzoyl chloride using the cycled urea N,N 0 -dimethylpropyleneurea (1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone) (DMPU) as the solvent. Vinyl alcohol-vinyl-3,5-dinitrobenzoate copolymers (VALVDNB) and vinyl acetate-vinyl-3,5-dinitrobenzoate copolymers (VAVDNB) were obtained. High degrees of esterification were obtained when PVAL was esterified (86%). The degree of transformation was determined … Show more

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Cited by 9 publications
(5 citation statements)
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“…This signal can be related to hydroxyl protons next to acetate groups as have been reported for esterification of PVA. 13,14 By integration of this 1 H NMR signal we can evaluate, within the experimental uncertainties, the degree of functionalization, obtaining a modification of around 1.8%. Interestingly, this value is reasonably low due to the huge volume of graphitic laminates (GLs) and is in agreement with the decrease of mm triad content, as consequence of being less sterically hindered internally than those at syndiotactic counterpart, specifically in the incorporation of the GLs.…”
mentioning
confidence: 99%
“…This signal can be related to hydroxyl protons next to acetate groups as have been reported for esterification of PVA. 13,14 By integration of this 1 H NMR signal we can evaluate, within the experimental uncertainties, the degree of functionalization, obtaining a modification of around 1.8%. Interestingly, this value is reasonably low due to the huge volume of graphitic laminates (GLs) and is in agreement with the decrease of mm triad content, as consequence of being less sterically hindered internally than those at syndiotactic counterpart, specifically in the incorporation of the GLs.…”
mentioning
confidence: 99%
“…[1][2][3][4][5][6][7] Current modification methodologies for these polymers, however, remain complex and time-consuming despite the long-tenure interest in this area of research. For PVOH specifically, esterification [8][9][10][11][12] and urethanation 13 have been demonstrated; however, slow reaction kinetics and nonquantitative reaction yields are reported. These reaction limitations are due to the limited number of solvents that dissolve PVOH and do not interfere with alcohol chemistry.…”
Section: Introductionmentioning
confidence: 99%
“…N-Methylpyrolidone may be sufficient for certain modifications, 12 but in other cases, designer solvents such as cyclic ureas are required to be synthesized to study potential solvent alternatives. 9 In all cases, however, the modification of PVOH is a time-intensive and nonquantitative process.…”
Section: Introductionmentioning
confidence: 99%
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