Comparison of Four Adsorption Isotherm Models. for Characterizing Molecular Recognition of. Individual Phenolic Compounds in Porous Tailor-
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1 Supporting Information Comparison of Four Adsorption Isotherm Models for Characterizing Molecular Recognition of Individual Phenolic Compounds in Porous Tailor- Made Molecularly Imprinted Polymer Films Ghadeer F. Abu-Alsoud a, Kelly A. Hawboldt b, and Christina S. Bottaro *a a Department of Chemistry, Memorial University of Newfoundland, St. John s, NL, A1B 3X7 b Department of Process Engineering, Memorial University of Newfoundland, St. John s, NL, A1B 3X5 Table of Content: Figure S1 Fabrication of the MIP thin-film using drop-casting technique..2 Figure S2 MIP thin-film slide and the SEM images for MIP and NIP...3 Figure S3 The chemical structures of the template, monomer and the phenols Figure S4 Individual extraction-time profiles for some phenols from water sample over 24 h...5 Figure S5. FI for the experimental data for individual study at low concentration levels Table S1 FI Fitting parameters, N K1 K2 and K K1 K2 at low concentration levels for the phenols that were loaded individually 7 Table S2: Physical properties of the phenols understudy... 8 Table S3. The relative standard errors (%RSD) for the experimental data Table S4. The relative standard errors (%RSD) for 4-OP the experimental data...9 1
2 Cover slide Derivatized slide UV cure Removing the cover slide Template removal with acetonitrile:water (1:1) Figure S1. Fabrication of the MIP thin-film using a drop-casting technique 2
3 (a) (b) (c) (d) Figure S2. a) MIP thin-film slide; b) SEM image of cross-section and thickness of MIP film; c) SEM image of the NIP film surface; d) SEM image of the MIP film surface. 3
4 OH OH OH OH OH Cl Phenol (ph) 2-methylphenol (2-MP) 3-methylphenol (3-MP) 2-chlorophenol (2-CP) 4-octylphenol (4-OP) OH COOH OH catechol 4-vinylbenzoic acid Figure S3. The chemical structures of phenols analytes under study. 4
5 Q (µg/g) ph time (h) Q (µg/g) MP 3-MP time (h) Q (µg/g) Q (µg/g) CP OP time (h) time (h) Figure S4. Individual extraction-time profile for some phenols from a water sample using a catechol imprinted MIP. 30 ml water spiked with 1 ppm individual analyte; salted with 5% of NaCl; buffered with ph 4 (1mM, phosphate buffer); the analyte was desorbed using 8 ACN for 15 min at 1000 rpm vortex speed. Error bars represent standard deviation (n = 3) 5
6 Table S1. FI Fitting Parameters, N K1 K2 and K K1 K2 at low concentration levels for the phenols that were loaded individually. 1.8 A) Ph 1.6 B) 2-MP log (B µmol/g) y =0.8953x R 2 = y = x R 2 = log (B µmol/g) y = x R 2 = y = x R 2 = log (B µmol/g) 1.6 C) 3-MP y =0.7469x R 2 = y = x R 2 = log (B µmol/g) D) 2-CP y =0.7747x R 2 = y = x R 2 = E) 4-OPlog (B µmol/g) y = x R 2 = y = x R 2 = MIP NIP Figure S5. The experimental data for individual study at low concentration levels (blue circle points for MIP, red squares points for NIP) were fit to a FI isotherm (solid lines) for MIP and NIP (a. Ph, b. 2-MP, c. 3-MP, d. 2-CP, e. 4-OP). 6
7 Analyte a (µmol g -1 ) (L µmol -1 ) m (RSD%) m (RSD%) MIP K limits (µm -1 ) a N K1 K2 (µmol/g) K K1 K2 (µm -1 ) R 2 RSS IF b Ph (9.8%) 2-MP 1.57 (5.4%) 3-MP 1.35 (5.5%) 2-CP 3.40 (7.8%) 4-OP 5.53 (1.0%) (3.1%) (2.2%) (2.1%) (3.2%) 1.03 (1.0%) NA NIP Analyte a (µmol g -1 ) (L µmol -1 ) m (RSD%) m (RSD%) K limits (µm -1 ) a N K1 K2 (µmol/g) K K1 K2 (µm -1 ) R 2 RSS Ph (14%) 2-MP (9.0%) 3-MP (15%) 2-CP 3.38 (9.9%) 4-OP 4.11 (3.1%) (4.1%) (3.3%) (5.6%) (4.2%) (2.8%) a Calculated from the minimum and maximum of the concentration of the free analyte in the rebinding solution (K max =1/C min and K min =1/C max ) b The imprinting factor is the ratio of the MIP N K1 K2 values to the NIP N K1 K2 values. 7
8 Table S2. Physical properties of the phenols under study 1 Molecular weight (g/mol) Solubility in water (g/l) Density (g/ml) pka LogP Molar volume (ml/mol)* Ph (20) MP (25) MP (25) CP (20) OP (25) Catechol *The molar volume obtained from the relative ratio between the molecular weight and density (1) U.S. National Library of Medicine National Center for Biotechnology Information 8
9 Table S3. The relative standard errors (%RSD) for the experimental data Conc.(µg/L) phenol 2-MP 3-MP 2-CP NIP MIP NIP MIP NIP MIP NIP MIP Table S4. The relative standard errors (%RSD) for 4-OP the experimental data Conc.(µg/L) NIP MIP
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