Catalytic actions of alkaline salts in reactions between 1, 2, 3, 4-butanetetracarboxylic acid and cellulose: II. Esterification. (5th November 2015)

• Record Type: Journal Article
• Authors: Ji, Bolin; Tang, Peixin; Yan, Kelu; Sun, Gang
• Is Part Of: Carbohydrate polymers. Volume 132(2015)
• Page Start: 228
• Page End: 236
• Publication Date: 2015-11-05
• Subjects: Esterification -- Acid anion -- Catalytic mechanism -- Alkaline salts; 1, 2, 3, 4-Butanetetracarboxylic acid (PubChem CID: 15560) -- Sodium hydroxide (PubChem CID: 14798) -- Hydrochloric acid (PubChem CID: 313) -- Phosphoric acid (PubChem CID: 1004) -- Sodium hypophosphite monohydrate (PubChem CID: 23708894) -- Sodium phosphite dibasic pentahydrate (PubChem CID: 16211071) -- Monosodium phosphate anhydrous (PubChem CID: 23672064) -- Pyrophosphoric acid (PubChem CID: 1023) -- Dichloroacetic acid (PubChem CID: 6597); Polysaccharides -- Periodicals; Polysaccharides -- Periodicals; Polysaccharides -- Périodiques; Electronic journals; 547.78
• DOI: 10.1016/j.carbpol.2015.06.070
• Languages: English
• ISSNs: 0144-8617

Abstract

Highlights: Acid anions of alkali salts play a role in esterification of BTCA with cellulose. Low pKa value of corresponding acid is helpful in promoting esterification reaction. Smaller size of catalyst is more effective in removing protons at lower temperature. Sodium dichloroacetate can be a good replacement of sodium hypophosphite. Abstract: 1, 2, 3, 4-Butanetetracarboxylic acid (BTCA) reacts with cellulose in two steps with catalysis of alkaline salts such as sodium hypophosphite: anhydride formation and esterification of anhydride with cellulose. The alkali metal ions were found effective in catalyzing formation of BTCA anhydride in a previous report. In this work, catalytic functions of the alkaline salts in the esterification reaction between BTCA anhydride and cellulose were investigated. Results revealed that acid anions play an important role in the esterification reaction by assisting removal of protons on intermediates and completion of the esterification between cellulose and BTCA. Besides, alkaline salts with lower pKa1 values of the corresponding acids are more effective ones for the reaction since addition of these salts could lead to lower pH values and higher acid anion concentrations in finishing baths. The mechanism explains the results of FTIR and wrinkle recovery angles of the fabrics cured under different temperatures and times.