Mobile Ester Cross Links for Thermal Creasing of Wrinkle-Resistant Cotton Fabrics

Rowland, Stanley P.; Brannan, Mary Ann F.

doi:10.1177/004051756803800611

Cited by 31 publications

(14 citation statements)

References 13 publications

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“…BTCA has four carboxylic acid groups, which can react with hydroxyl groups of cellulose and form stable ester bonds Morris, Catalano, & Andrews, 1995). Rowland et al (Rowland, 1968;Rowland, Welch, Brannan, & Gallagher, 1967) studied in detail the esterification reactions of PCA with cotton cellulose and the indication was that high levels of cellulose crosslinking could be obtained with PCA with three or more carboxyl groups per molecule. Esterification can occur with heat alone or can be accelerated by the presence of salts of weak acids, such as sodium hypophosphite (SHPI).…”

Section: Introductionmentioning

confidence: 99%

Cyclodextrin-grafted cellulose: Physico-chemical characterization

Medronho

Andrade

Vivod

et al. 2013

Carbohydrate Polymers

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Cyclodextrins (CDs) can form inclusion complexes with a wide variety of molecules making them very attractive in different areas, such as pharmaceutics, biochemistry, food chemistry and textile. In this communication we will report on the physico-chemical characterization of cellulose modified with CDs by means of infra-red spectroscopy (FTIR), cross polarization magic angle spinning solid state nuclear magnetic resonance (CP-MAS NMR), polarized optical microscopy (POM) and thermal gravimetric analysis (TGA). Both CP-MAS NMR and FTIR indicate that CDs are chemically attached to cellulose backbone through the formation of ester bonds. Furthermore, the CD-grafted cellulose was dissolved in a "superphosphoric" acid solution but, despite the increase of hydrophilicity due to the modification, POM revealed that grafted cellulose was less soluble when compared to the unmodified polymer. The formation of a complex CD-cellulose network is suggested.

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Section: Introductionmentioning

confidence: 99%

Cyclodextrin-grafted cellulose: Physico-chemical characterization

Medronho

Andrade

Vivod

et al. 2013

Carbohydrate Polymers

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“…' Cross-linking via ester formation is of particular interest for the POM-coated fabrics because esterification with acetic anhydride has been employed for end capping the POM deposits thus enhancing that polymer's thermal stability. The cross-linking of cott~ cellulose with polyfunctional carboxylic acids has been reported by a number of investigators [ 3, 6, 11 ] , including Rowland and associates who described the introduction of ester cross -links by a rapid curing process [ 16,17 ] . Polyfunctional carboxylic acids could, therefore, be expected to generate both endcapping and cross-linking reactions.…”

Section: Polyoxymethylenementioning

confidence: 99%

Vapor-Phase Deposition of Surface Polymers and Cross-Linking on Cotton Fabrics 1

Brenner

Rugg

Liu

1970

Textile Research Journal

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Vapor-phase deposition of selected polymers on cotton fibers offers certain potentially attractive characteristics over conventional liquid-phase textile processing. These include uniformity and completeness of coverage at low add-on's in the absence of solvents, lower reaction temperatures and/or shorter exposure times, and use of reactants normally sensitive to water and solvents, all or some of which may result in a more favorable balance of the performance properties of such polymer-coated cottons.High molecular-weight polyoxymethylene polymer deposits were obtained by the immersion of cotton fabrics in a suitable alkaline catayst solution at ambient temperatures and in air, followed by exposure of the catalyzed cloths to purified monomeric formaldehyde vapor. Polyamide polymer deposits were realized by modified interfacial polymerization techniques, also under mild reaction conditions. The properties of these polymer-coated cotton fabrics were determined over a range of polymer add-on's, with emphasis on the effects of treatments with various cross-linking agents. Both methylolamide-treated, polyoxymethylene-coated and diisocyanate-treated polyamide-coated cotton fabrics were found to exhibit significant improvements in wrinkle recovery and other performance properties with superior strength retention at relatively low polymer add-on's, compared to conventionally cross-linked fabrics.

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“…The adipate group was selected versus other possible x-carboxy cellulose esters since it is the shortest chain possible that would provide an unfavorable transition state (7-membered ring in this case) for autocatalysis of the ester linkage, promoting good hydrolytic stability. Synthesis of pure, well-characterized cellulose adipates had to our knowledge been unknown in the literature, prior to our recent work (Kar et al 2011); the only pertinent prior reports dealt with reaction of cellulose fibers and surfaces with adipic acid to cross-link and modify textile properties (Campbell and Francis 1965;Rowland and Brannan 1968). Kar et al reported that a direct approach to the synthesis of cellulose adipate esters, by reaction of cellulose or cellulose esters in solution with adipic anhydride, was plagued by problems of rapid gelation.…”

Section: Introductionmentioning

confidence: 99%

Direct synthesis of cellulose adipate derivatives using adipic anhydride

2012

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The poor aqueous solubility of many drugs can be overcome by formulation as amorphous solid dispersions (ASD) in cellulosic-based polymer matrices. Cellulose esters containing adipates and other ester groups have shown great promise as new ASD polymers. Previous attempts to synthesize these cellulose adipate esters by direct reaction of cellulose derivatives with adipic anhydride failed due to crosslinking and gelation, caused by formation of poly (adipic anhydride) and subsequent reaction of the poly (anhydride) with cellulosic hydroxyls. In order to develop direct, efficient syntheses of these pH-sensitive cellulose adipate derivatives, we have developed new synthetic procedures that cleanly afford soluble ester products by direct condensation with adipic anhydride, that show no evidence of crosslinking. A series of cellulose ester adipates has been synthesized by this direct route, containing substantial adipate DS (up to 0.53). This new method requires no complex solvents or protective groups, and is an effective and versatile route to these useful materials.

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Mobile Ester Cross Links for Thermal Creasing of Wrinkle-Resistant Cotton Fabrics

Cited by 31 publications

References 13 publications

Cyclodextrin-grafted cellulose: Physico-chemical characterization

Cyclodextrin-grafted cellulose: Physico-chemical characterization

Vapor-Phase Deposition of Surface Polymers and Cross-Linking on Cotton Fabrics 1

Direct synthesis of cellulose adipate derivatives using adipic anhydride

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