Infrared spectroscopy studies of cyclic anhydrides as intermediates for ester crosslinking of cotton cellulose by polycarboxylic acids. IV.In situ free radical copolymerization of maleic acid and itaconic acid on cotton

Abstract

Polycarboxylic acids have been used as crosslinking agents for cotton fabrics and paper to replace the traditional formaldehyde-based reagents. Previously, we found that a polycarboxylic acid esterifies cotton cellulose through the formation of a five-membered cyclic anhydride intermediate. Both maleic acid (MA) and itaconic acid (ITA) are extremely difficult to polymerize under conditions normally used for free radical polymerization. It has been reported in the literature that treatment of cotton fabric with a mixture of MA and ITA significantly improved wrinkle-resistance of the fabric. In this research, we investigated the in situ copolymerization of MA and ITA on cotton fabric. Fourier transform-infrared spectroscopy was used to study the anhydride carbonyl formed on the cotton fabric treated with the mixtures of MA and ITA. A redox titration technique also was applied to determine the quantity of alkene double bonds on the treated fabric. It was found that free radical copolymerization of MA and ITA does not occur on the fabric at elevated temperatures when potassium persulfate is present as an initiator. It does occur, however, when both potassium persulfate and sodium hypophosphite are present on the fabric. The in situ copolymerization on the cotton fabric probably is initiated by a reduction-oxidation system.

In vitro release of salicylic acid through poly(vinyl alcohol‐g‐itaconic acid) membranes

“…The stretching vibrations at around 1150-1107 cm 21 belongs to CÀ ÀO bonds in vinyl acetate, at 3400 cm 21 OÀ ÀH bonds in PVA, and at 2980-2850 cm 21 CÀ ÀH bonds in aliphatic groups. 3,15, 31 The increased peak intensity of C¼ ¼O group in the spectrum of IA-1 and IA-2 associates to the presence the additional C¼ ¼O groups by IA.…”

Development of Cotton Fabric with Antibacterial Properties: Part I: Preparation of Poly(acrylamide‐co‐itaconic acid) grafted Cotton Fabric and its Water Uptake Analysis

“…With the increase in concentration of itaconic acid, more and more IA molecules penetrate into bulk of the cotton fibers thus participating in esterification. Here, it is worth mentioning that an IA monomer has two carboxylic acid groups, only one of which is able to esterify cellulose because formation of a five membered cyclic anhydride intermediate is necessary for esterification as shown below (23).…”

Polymeric multifunctional carboxylic acids as crosslinking agents for cotton cellulose: Poly(itaconic acid) andin situ polymerization of itaconic acid

“…6 Previously, we studied the in situ polymerization of MA and IA and found that MA and IA can polymerize on the cotton fabric at elevated temperatures when both K 2 S 2 O 8 and sodium hypophosphite (NaH 2 PO 2 ) are present and that the concentration of K 2 S 2 O 8 in a finish system has a profound impact on the in situ polymerization and the performance of the treated cotton fabric. 7,8 The concentration of K 2 S 2 O 8 required for polymerization of MA and IA is much higher than that reported previously by Choi. 8 We also found that the molecular weight of the copolymer of MA and IA formed in situ on the cotton fabric is in the approximate range of 2,000 -3,000.…”

“…7,8 The concentration of K 2 S 2 O 8 required for polymerization of MA and IA is much higher than that reported previously by Choi. 8 We also found that the molecular weight of the copolymer of MA and IA formed in situ on the cotton fabric is in the approximate range of 2,000 -3,000. 9 In our previous research we used Fourier transform infrared (FTIR) spectroscopy to study the esterification of cellulose by poly(carboxylic acids), and found that a poly(carboxylic acid) esterifies cellulose through the formation of a cyclic anhydride intermediate.…”