Beta cyclodextrin in Wrinkle Recovery Finishing

ITSAPT seminar, Guimaraes, November 2005 Bojana Vončina Bojana Vončina University of Maribor, Textile Department, Smetanova 17, University of Maribor, Textile Department, Smetanova 17, 2000 Maribor, Slovenia 2000 Maribor, Slovenia Use and determination of beta cyclodextrin on textile substrates ITSAPT seminar, Guimaraes, November 2005 Structure and dimensions of cyclodextrins ITSAPT seminar, Guimaraes, November 2005 Conical structure of β cyclodextrin ITSAPT seminar, Guimaraes, November 2005 Host–guest complex of β cyclodextrin and toluene ITSAPT seminar, Guimaraes, November 2005 Applications of β cyclodextrin in textile: Application methods ( Application methods ( Surface modification) Surface modification) : :  Exhausting method Exhausting method  Pad-batch method Pad-batch method  Printing Printing Washing Washing Preparation of polymers Preparation of polymers In fibre spinning In fibre spinning Surface modification Surface modification Encaptulation Encaptulation ITSAPT seminar, Guimaraes, November 2005 Polycarboxylic acids like 1,2,3,4 butanetetracarboxlic acid (BTCA) are well known nonformaldehyde crosslinking reagents. BTCA has four carboxylic acid groups, which can react with hydroxyl groups of cellulose and form stable ester bonds Esterification can occur with heat alone or it can be accelerated by the presence of salts of weak acids, such as sodium hypophosphite (SHPI). Physical properties of cotton fabrics treated with BTCA were comparable with those obtained for cotton treated with the most effective N-methylol reagents such as N, N’-dimethyloldihydroxy- ethylene-urea (DMDHEU) ITSAPT seminar, Guimaraes, November 2005 Grafting of β β -cyclodextrin -cyclodextrin on cotton using on cotton using polycarboxylic acid polycarboxylic acid O C O C H COOH C H COOH C O O ITSAPT seminar, Guimaraes, November 2005 • Mercerised cotton, immersed in treated baths Mercerised cotton, immersed in treated baths • Wet pick up 100% Wet pick up 100% • Predried at Predried at 110 º C, 10 minut 110 º C, 10 minut es es • Fixation at Fixation at 170 º C, 3 minute 170 º C, 3 minute s s • Washed in cold water and at Washed in cold water and at 60 º C 60 º C 30 minutes 30 minutes Concentration of β-CD in finished bath (g/l) Concentration of BTCA in finished bath (g/l) Concentration of SHPI in finished bath (g/l) Curing temperature (º C) 20 6 3 170 20 6 6 170 30 6 3 170 30 30 6 6 6 6 170 170 30 30 6 6 6 6 200 200 ITSAPT seminar, Guimaraes, November 2005 β β -cyclodextrin molecules linked to textile substrate can be -cyclodextrin molecules linked to textile substrate can be determined qualitatively by determined qualitatively by P P henolphthalein henolphthalein and Phenol and Phenol red red . .  Alkaline solution of Alkaline solution of P P henolphthalein changes colour henolphthalein changes colour from carmine red for untreated textile substrate to from carmine red for untreated textile substrate to colourless for BTCA/ colourless for BTCA/ β β -CD treated textile materials. -CD treated textile materials.  Phenol red forms a yellow coloured complex with Phenol red forms a yellow coloured complex with β β -CD, -CD, so Phenol red changes colour from red to yellow when so Phenol red changes colour from red to yellow when β β -CD is present at the textile substrate -CD is present at the textile substrate . . Th Th e e s s e e qualitative method qualitative method s s c c an an be use for white textile be use for white textile materials only. materials only. ITSAPT seminar, Guimaraes, November 2005 20 g/l β-CD, 6 g/l BTCA, 3 g/l SHPI c(CD) pH 0 (g/l) 20 (g/l) washed in cold water washed at 60º C 3 c(CD) pH 0 (g/l) 20 (g/l) washed in cold water washed at 60º C 12 [...]... Conclusions   We successfully grafted β -cyclodextrin onto cellulose substrate by using crosslinking reagent BTCA In our research the rapid and simple spectroscopic method for determination of micro-amount of cyclodextrin in solution was adopted to determine the amount of β -cyclodextrin bonded onto the textile material ITSAPT seminar, Guimaraes, November 2005 ... (g/l) washed in cold water washed at 60º C 3 c(CD) pH 0 (g/l) 30 (g/l) washed in cold water washed at 60º C 12 ITSAPT seminar, Guimaraes, November 2005 30 g/l β-CD, 6 g/l BTCA, 6 g/l SHPI c(CD) pH 0 (g/l) 30 (g/l) washed in cold water washed at 60º C 3 c(CD) pH 0 (g/l) 30 (g/l) washed in cold water washed at 60º C 12 ITSAPT seminar, Guimaraes, November 2005 Quantitative determination of linked β-CD ... ITSAPT seminar, Guimaraes, November 2005 73,0 4000,0 3600 3200 2800 2400 2000 1800 cm-1 1600 1400 1200 1000 800 600,0 Mechanism of grafting with policarboxylic acids   H2C C H2C COOH HC COOH HC C -H2O HC COOH HC C H2C COOH H2C C O C O O O + Cell-OH + CD-OH O O O COOH O Cell O CH2 CH CH CH2 C O CD COOH ITSAPT seminar, Guimaraes, November 2005 Conclusions   We successfully grafted β -cyclodextrin onto... materials by UV/Vis spectroscopy using alkaline solution of phenolphthalein ITSAPT seminar, Guimaraes, November 2005 amountC D (mL) pH ABS (550 nm) AF-ADF ∆A brez 11,35 0,9624 0 1 11,35 0,7400 2 11,38 0,6341 3 11,36 0,4576 4 11,36 0,3729 5 11,35 0,3482 0,96240,9624 0,96240,7400 0,96240,6341 0,96240,4576 0,96240,3729 0,96240,3482 0,2224 0,3283 0,5048 0,5895 ITSAPT 0,6142 seminar, Guimaraes, November 2005... Conversion of carboxylic acid groups to carboxylate anions COOH HC Cell COOH H2C C O CD O After-treatment of BTCA/CD finished cotton fabrics with alkaline solution separate ester carbonyl band from carboxylic acid band alkaline treatment O H2C HC HC H2C O Cell COO Na+ COO- Na+ C C O CD O ITSAPT seminar, Guimaraes, November 2005 ATR FT-IR spectroscopy of nanoencaptulated cotton 99,0 98 97 96 95 1724,80 94 93 . for determination of micro-amount of cyclodextrin in solution was adopted to determine cyclodextrin in solution was adopted to determine the amount of the amount of β β -cyclodextrin bonded. method  Pad-batch method Pad-batch method  Printing Printing Washing Washing Preparation of polymers Preparation of polymers In fibre spinning In fibre spinning Surface modification Surface modification Encaptulation Encaptulation ITSAPT. at Fixation at 170 º C, 3 minute 170 º C, 3 minute s s • Washed in cold water and at Washed in cold water and at 60 º C 60 º C 30 minutes 30 minutes Concentration of β-CD in finished bath (g/l)