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Phổ UV-Vis và đường chuẩn của thuốc nhuộm RR-195 Phổ UV-Vis của RR-195 với nồng độ 10ppm, 20 ppm, 30 ppm, 40 ppm, 50 ppm, 60 ppm, 70 ppm, 80 ppm, 90 ppm, 100 ppm dùng trong quá trình hấp thụ được mô tả trên hình 1. Hình 1. Phổ UV-Vis của thuốc nhuộm RR-195 Dựa vào cường độ hấp thụ tại bứơc sóng λmax = 541 nm để tiến hành xây dựng đường chuẩn (hình 2). Hình 2. Đường chuẩn của thuốc nhuộm RR-195 2. Phổ UV-Vis và đường chuẩn của thuốc nhuộmRY-145 Phổ UV-Vis của RY-145 với nồng độ 10ppm, 20 ppm, 30 ppm, 40 ppm, 50 ppm, 60 ppm, 70 ppm, 80 ppm, 90 ppm, 100 ppm dùng trong quá trình hấp thụ được mô tả trên hình 3. 148 Hình 3. Phổ UV-Vis của thuốc nhuộm RY-145 Dựa vào cường độ hấp thụ và bứơc sóng hấp thụ λmax = 421 nm để tiến hành xây dựng đường chuẩn (hình 4). Hình 4. Đường chuẩn của thuốc nhuộm RY-145 149 PHỤ LỤC 2 Các sản phẩm trung gian trong quá trình phân hủy thuốc nhuộm RR-195 trên xúc tác Fe-MIL-88B/GO được phân tích bằng LC-MS. 157 d:\bossgiang\1_1 08/20/18 15:19:18 RT: 0.08 - 10.00 SM: 15G 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9.0 9.5 10.0 Time (min) 0 20 0 20 0 20 0 20 R e la t iv e A b u n d a n c e 0 20 0 20 9.218.988.872.74 8.613.270.730.12 0.35 0.94 8.297.831.34 3.40 7.601.52 7.397.131.74 3.91 6.094.46 6.834.70 5.60 6.445.394.924.23 2.12 8.968.842.28 8.580.31 0.57 8.310.94 2.05 2.401.26 7.861.41 7.663.483.14 7.331.66 5.81 6.282.79 5.644.40 5.054.603.98 6.50 7.075.333.79 6.78 3.06 9.152.49 8.572.79 3.21 8.373.320.32 8.080.54 7.921.00 1.34 3.861.56 6.34 7.594.281.77 4.47 6.51 6.874.73 7.016.045.725.505.232.36 9.27 9.011.67 8.852.27 8.602.352.140.15 0.48 0.75 8.260.90 7.921.40 3.863.50 7.672.69 7.114.983.05 6.375.264.13 5.744.57 6.515.96 3.05 9.002.94 8.912.50 8.573.21 8.453.470.11 0.44 8.080.68 3.83 7.630.92 1.15 1.42 6.82 7.156.614.17 6.075.754.844.30 4.971.76 6.245.432.17 3.05 9.198.992.49 8.812.80 8.473.230.19 8.000.37 3.490.64 7.861.01 1.14 1.75 3.59 7.587.106.623.99 5.27 5.95 6.214.32 5.774.79 2.30 NL: 2.05E6 m/z= 156.5108- 157.5108 MS 1_1 NL: 1.44E6 m/z= 156.5108- 157.5108 MS 2 NL: 3.01E6 m/z= 156.5108- 157.5108 MS 3 NL: 2.18E6 m/z= 156.5108- 157.5108 MS 4 NL: 2.72E6 m/z= 156.5108- 157.5108 MS 5 NL: 2.27E6 m/z= 156.5108- 157.5108 MS 6 1_1 #554 RT: 2.48 AV: 1 SM: 15G NL: 2.00E5 T: FTMS + p ESI Full ms [100.0000-1200.0000] 156.970 156.975 156.980 156.985 156.990 156.995 157.000 157.005 157.010 157.015 157.020 157.025 157.030 157.035 157.040 m/z 0 10 20 30 40 50 60 70 80 90 100 R e la t iv e A b u n d a n c e 157.0108 167.02 150 d:\bossgiang\3 08/20/18 16:25:18 RT: 0.00 - 14.01 0 1 2 3 4 5 6 7 8 9 10 11 12 13 14 Time (min) 0 50 0 50 0 50 0 50 R e la t iv e A b u n d a n c e 0 50 0 50 10.311.731.71 11.84 12.3310.03 13.041.81 9.589.298.938.567.857.463.420.29 1.52 7.286.210.60 6.555.925.680.88 5.332.04 4.853.47 4.582.55 3.19 13.1711.83 12.321.66 10.6810.379.989.559.258.808.063.02 6.03 7.847.495.592.541.76 4.854.25 6.320.47 3.83 7.143.381.15 5.08 1.74 10.31 11.70 13.121.70 12.2310.069.692.18 9.328.903.42 8.087.860.18 7.096.630.44 1.24 6.335.725.044.834.444.072.56 3.16 10.75 12.2811.71 13.1210.299.879.449.389.063.001.77 2.96 8.668.113.08 7.680.47 5.755.08 7.016.01 6.373.99 4.814.211.360.75 10.43 13.0412.2510.151.721.70 1.74 9.709.379.028.683.40 8.127.607.380.32 6.070.65 6.47 6.961.38 5.845.062.56 4.744.313.672.72 11.67 13.0212.2610.6710.381.71 9.971.69 9.571.78 9.218.928.563.41 7.570.15 6.79 7.181.420.49 0.85 6.205.695.114.672.06 4.233.903.37 NL: 5.60E6 m/z= 166.5677- 167.5677 MS 1_1 NL: 5.23E6 m/z= 166.5677- 167.5677 MS 2 NL: 5.57E6 m/z= 166.5677- 167.5677 MS 3 NL: 6.75E6 m/z= 166.5677- 167.5677 MS 4 NL: 6.78E6 m/z= 166.5677- 167.5677 MS 5 NL: 7.45E6 m/z= 166.5677- 167.5677 MS 6 3 #483 RT: 2.16 AV: 1 SM: 15G NL: 5.75E5 T: FTMS + p ESI Full ms [100.0000-1200.0000] 166.4 166.5 166.6 166.7 166.8 166.9 167.0 167.1 167.2 167.3 167.4 167.5 167.6 167.7 167.8 167.9 168.0 m/z 0 10 20 30 40 50 60 70 80 90 100 110 120 130 R e la t iv e A b u n d a n c e 167.0676 167.1068 285.0483 151 d:\bossgiang\6 08/20/18 18:04:21 RT: 0.00 - 14.01 0 1 2 3 4 5 6 7 8 9 10 11 12 13 14 Time (min) 0 100 0 100 0 100 0 100 R e la t iv e A b u n d a n c e 0 100 0 100 10.269.77 13.7110.75 13.174.86 13.029.83 10.82 12.65 11.522.40 9.631.77 2.61 5.925.11 8.804.72 8.300.32 1.41 7.864.001.19 6.50 6.923.300.64 7.38 13.289.77 13.21 13.4010.26 10.74 12.9712.6310.79 12.37 9.621.661.32 9.205.170.15 6.090.62 7.937.352.15 6.283.73 4.152.36 8.574.93 6.753.10 5.76 13.24 13.3410.289.78 13.1110.75 13.6012.4810.84 12.282.532.42 9.651.77 2.61 9.448.784.920.63 3.16 6.87 8.451.12 5.59 6.28 7.430.28 4.33 7.843.78 9.77 13.1610.26 12.95 13.36 10.75 12.4810.84 12.251.68 9.652.40 9.492.11 8.32 8.756.323.82 4.971.37 3.640.10 0.92 6.07 7.563.25 4.19 7.085.41 6.59 7.750.51 4.76 13.2010.279.76 13.5013.1510.75 12.7010.85 12.27 9.632.551.76 2.35 8.084.932.80 9.266.63 8.851.14 3.710.90 3.200.43 6.35 7.855.88 7.506.945.444.12 4.36 13.32 13.5413.1410.269.77 10.72 10.77 12.7112.544.91 12.074.952.512.33 2.691.76 9.544.82 9.193.06 8.280.28 8.667.891.35 5.731.07 3.520.67 7.653.84 6.45 6.926.26 NL: 2.32E6 m/z= 283.5446- 284.5446 MS 1_1 NL: 3.16E6 m/z= 283.5446- 284.5446 MS 2 NL: 2.66E6 m/z= 283.5446- 284.5446 MS 3 NL: 2.58E6 m/z= 283.5446- 284.5446 MS 4 NL: 2.29E6 m/z= 283.5446- 284.5446 MS 5 NL: 2.66E6 m/z= 283.5446- 284.5446 MS 6 6 #1102 RT: 4.93 AV: 1 SM: 15G NL: 2.48E4 T: FTMS + p ESI Full ms [100.0000-1200.0000] 284.98 284.99 285.00 285.01 285.02 285.03 285.04 285.05 285.06 285.07 285.08 285.09 285.10 285.11 285.12 285.13 m/z 0 20 40 60 80 100 120 140 R e la t iv e A b u n d a n c e 285.0483 480.7375 152 d:\bossgiang\3 08/20/18 16:25:18 RT: 0.08 - 10.00 SM: 15G 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9.0 9.5 Time (min) 0 100 0 100 0 100 0 100 R e la t iv e A b u n d a n c e 0 100 0 100 1.98 1.78 2.541.69 8.342.66 9.798.933.10 9.303.25 3.67 7.85 8.584.110.63 4.944.52 5.08 5.56 7.726.320.80 1.33 5.71 7.237.020.18 5.98 6.60 1.81 1.67 9.966.21 9.205.340.20 7.70 9.444.793.351.05 6.93 7.24 8.808.538.195.15 6.502.530.85 2.04 4.222.731.57 6.144.403.71 5.722.92 1.78 2.04 2.541.65 8.322.76 9.833.252.45 9.713.44 4.13 9.233.96 6.214.26 6.99 8.875.20 5.680.77 6.42 7.40 8.087.905.954.62 8.624.820.36 6.861.12 1.68 1.84 2.18 8.342.28 9.478.62 9.263.79 9.695.702.750.46 7.135.23 8.18 8.936.981.13 7.686.310.58 4.771.42 3.03 4.44 7.456.004.21 6.693.39 1.98 2.02 1.77 2.55 8.332.78 9.512.94 3.35 9.679.259.104.983.54 4.243.86 8.837.871.01 4.361.22 5.70 7.665.56 7.080.21 0.58 6.526.08 6.88 7.34 1.98 1.77 2.55 8.332.75 9.672.14 3.020.11 3.45 8.606.854.30 5.07 9.241.380.43 4.10 8.825.903.71 7.867.490.62 7.194.810.93 6.295.29 6.56 NL: 1.63E6 m/z= 480.2372- 481.2372 MS 1_1 NL: 3.66E4 m/z= 480.2372- 481.2372 MS 2 NL: 1.42E6 m/z= 480.2372- 481.2372 MS 3 NL: 1.42E5 m/z= 480.2372- 481.2372 MS 4 NL: 1.77E6 m/z= 480.2372- 481.2372 MS 5 NL: 1.38E6 m/z= 480.2372- 481.2372 MS 6 3 #458 RT: 2.05 AV: 1 SM: 15G NL: 4.99E5 T: FTMS + p ESI Full ms [100.0000-1200.0000] 479.4 479.6 479.8 480.0 480.2 480.4 480.6 480.8 481.0 481.2 481.4 481.6 481.8 482.0 482.2 m/z 0 20 40 60 80 100 120 140 R e la t iv e A b u n d a n c e 480.7375 481.0923 578.6669 153 d:\bossgiang\1_1 08/20/18 15:19:18 RT: 0.08 - 10.00 SM: 15G 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9.0 9.5 10.0 Time (min) 0 100 0 100 0 100 0 100 R e la ti v e A b u n d a n c e 0 100 0 100 2.04 1.92 1.74 9.702.37 2.60 9.042.79 9.513.32 3.46 4.12 8.810.44 4.26 6.966.04 8.518.140.83 6.814.82 7.416.573.91 5.30 1.66 1.84 2.70 9.285.960.50 9.100.09 3.98 6.18 7.781.19 3.48 8.025.381.420.97 7.105.56 6.39 6.772.862.41 1.93 2.05 1.73 2.42 2.61 9.729.052.79 9.193.08 4.133.440.49 4.45 7.60 8.263.61 8.795.01 8.438.045.715.484.731.24 6.87 7.191.04 6.52 1.66 1.82 2.41 9.052.62 9.829.483.42 8.624.512.90 5.17 6.66 8.422.150.75 4.670.17 0.36 5.423.871.32 4.33 6.24 2.04 1.92 1.72 9.682.25 2.43 9.042.64 9.432.89 3.24 3.54 8.723.82 7.57 7.754.18 8.030.42 5.730.99 6.555.32 7.30 2.04 1.92 1.72 9.692.28 2.42 9.042.74 9.233.21 5.324.81 7.514.42 5.641.39 8.768.383.47 7.744.03 8.186.343.800.67 6.06 6.615.031.10 NL: 1.29E6 m/z= 578.1669- 579.1669 MS 1_1 NL: 8.17E4 m/z= 578.1669- 579.1669 MS 2 NL: 6.05E5 m/z= 578.1669- 579.1669 MS 3 NL: 4.48E5 m/z= 578.1669- 579.1669 MS 4 NL: 7.00E5 m/z= 578.1669- 579.1669 MS 5 NL: 1.12E6 m/z= 578.1669- 579.1669 MS 6 1_1 #454 RT: 2.03 AV: 1 SM: 15G NL: 4.64E5 T: FTMS + p ESI Full ms [100.0000-1200.0000] 577.8 577.9 578.0 578.1 578.2 578.3 578.4 578.5 578.6 578.7 578.8 578.9 579.0 579.1 579.2 579.3 579.4 579.5 579.6 579.7 m/z 0 20 40 60 80 100 120 140 160 180 200 220 R e la ti v e A b u n d a n c e 578.6669 578.1633 585.8138 154 d:\bossgiang\1_1 08/20/18 15:19:18 RT: 0.08 - 10.00 SM: 15G 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9.0 9.5 10.0 Time (min) 0 100 0 100 0 100 0 100 R e la ti v e A b u n d a n c e 0 100 0 100 1.93 1.78 9.489.072.04 9.662.431.64 2.75 8.234.434.213.793.33 7.233.20 7.937.645.560.26 9.48 9.33 9.061.81 9.650.98 4.263.73 8.718.234.93 7.942.651.740.22 1.41 5.85 7.680.64 6.832.82 3.953.41 1.93 9.481.78 9.312.25 9.072.44 3.25 9.952.72 5.19 7.82 8.654.353.52 7.643.670.47 8.075.564.48 5.96 7.090.64 6.591.491.29 9.48 9.321.68 9.062.481.82 9.768.768.133.141.240.52 6.322.630.13 3.35 4.39 7.765.084.682.32 6.773.59 6.15 6.985.584.10 1.93 9.46 9.311.78 9.042.18 2.331.72 9.632.87 3.10 8.853.44 8.177.934.683.62 4.041.22 5.570.59 6.564.47 5.27 5.92 7.13 1.93 9.44 1.77 9.309.042.05 2.31 2.69 9.656.60 6.851.63 3.19 7.534.58 8.160.89 7.166.05 7.704.99 5.153.801.28 6.26 NL: 4.54E5 m/z= 585.5239- 586.5239 MS 1_1 NL: 1.25E5 m/z= 585.3138- 586.3138 MS 2 NL: 5.32E5 m/z= 585.3138- 586.3138 MS 3 NL: 1.08E5 m/z= 585.3138- 586.3138 MS 4 NL: 2.79E5 m/z= 585.3138- 586.3138 MS 5 NL: 3.42E5 m/z= 585.3138- 586.3138 MS 6 1_1 #430 RT: 1.92 AV: 1 SM: 15G NL: 2.09E5 T: FTMS + p ESI Full ms [100.0000-1200.0000] 585.0 585.2 585.4 585.6 585.8 586.0 586.2 586.4 586.6 586.8 587.0 587.2 m/z 0 10 20 30 40 50 60 70 80 90 100 R e la t iv e A b u n d a n c e 585.8138 608.8409 155 d:\bossgiang\3 08/20/18 16:25:18 RT: 0.08 - 10.00 SM: 15G 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9.0 9.5 10.0 Time (min) 0 100 0 100 0 100 0 100 R e la ti v e A b u n d a n c e 0 100 0 100 1.91 1.85 2.05 1.74 2.58 2.74 8.54 9.909.733.01 9.374.09 8.883.25 5.334.263.56 5.65 8.397.816.666.411.461.00 1.83 1.66 9.28 9.922.96 9.629.055.501.23 2.46 4.44 7.737.452.15 6.63 7.25 8.050.61 4.993.39 1.92 1.86 2.06 1.68 4.132.64 8.522.852.50 9.724.313.21 3.54 3.70 9.509.338.318.14 8.944.67 7.42 7.665.660.46 0.61 6.63 1.66 1.82 2.61 9.998.15 8.641.19 9.303.57 6.032.43 8.862.74 7.391.940.24 5.43 7.606.24 6.604.984.354.15 5.593.98 1.92 1.85 2.041.72 2.702.58 8.54 9.712.84 3.61 9.463.14 9.043.89 8.776.634.240.96 7.89 8.154.40 5.561.18 5.84 6.130.24 4.83 1.92 1.83 2.03 2.58 2.71 9.57 9.995.343.06 3.361.63 9.388.538.40 9.028.123.58 7.236.06 6.440.670.45 5.74 7.421.18 4.544.14 6.63 7.04 NL: 7.72E5 m/z= 608.1406- 609.1406 MS 1_1 NL: 7.91E5 m/z= 608.1406- 609.1406 MS 2 NL: 8.84E5 m/z= 608.1406- 609.1406 MS 3 NL: 2.17E5 m/z= 608.1406- 609.1406 MS 4 NL: 6.63E5 m/z= 608.1406- 609.1406 MS 5 NL: 7.57E5 m/z= 608.1406- 609.1406 MS 6 3 #430 RT: 1.92 AV: 1 SM: 15G NL: 8.23E5 T: FTMS + p ESI Full ms [100.0000-1200.0000] 608.3 608.4 608.5 608.6 608.7 608.8 608.9 609.0 609.1 609.2 609.3 m/z 10 20 30 40 50 60 70 80 90 100 R e la ti v e A b u n d a n c e 608.8409 608.8764 689.6150 156 d:\bossgiang\1_1 08/20/18 15:19:18 RT: 0.08 - 10.00 SM: 15G 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9.0 9.5 10.0 Time (min) 0 100 0 100 0 100 0 100 R e la ti v e A b u n d a n c e 0 100 0 100 2.00 2.25 2.471.84 8.962.85 9.19 9.917.654.343.041.53 3.86 5.28 7.994.58 7.035.62 7.52 1.82 8.96 9.231.68 9.769.602.45 8.618.027.74 8.183.75 7.081.04 6.541.25 5.15 5.825.36 6.01 2.02 2.38 2.491.83 2.67 8.95 9.203.07 8.76 9.573.43 5.77 6.19 8.554.23 7.75 8.056.811.00 5.23 6.49 7.425.613.90 5.051.51 2.49 8.96 9.201.67 1.82 9.772.09 7.73 8.823.13 4.593.60 8.562.92 7.593.96 5.61 6.341.26 6.73 6.980.42 4.95 5.43 2.00 2.37 2.481.84 2.78 8.95 9.183.25 9.899.533.54 6.41 8.20 8.516.014.23 5.33 5.810.32 1.55 7.484.390.65 2.00 2.35 2.481.87 8.95 9.192.92 9.723.07 5.58 8.548.374.20 8.013.63 3.77 7.044.87 6.051.140.65 5.30 6.30 NL: 5.26E6 m/z= 689.1143- 690.1143 MS 1_1 NL: 1.08E5 m/z= 689.1143- 690.1143 MS 2 NL: 5.63E6 m/z= 689.1143- 690.1143 MS 3 NL: 5.22E4 m/z= 689.1143- 690.1143 MS 4 NL: 5.29E6 m/z= 689.1143- 690.1143 MS 5 NL: 5.13E6 m/z= 689.1143- 690.1143 MS 6 1_1 #446 RT: 1.99 AV: 1 SM: 15G NL: 2.17E6 T: FTMS + p ESI Full ms [100.0000-1200.0000] 689.20 689.25 689.30 689.35 689.40 689.45 689.50 689.55 689.60 689.65 689.70 689.75 689.80 689.85 689.90 689.95 690.00 690.05 m/z 0 20 40 60 80 100 120 R e la ti v e A b u n d a n c e 689.6150 706.6323 157 d:\bossgiang\1_1 08/20/18 15:19:18 RT: 0.08 - 10.00 SM: 15G 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9.0 9.5 10.0 Time (min) 0 100 0 100 0 100 0 100 R e la ti v e A b u n d a n c e 0 100 0 100 1.97 2.04 1.79 2.22 2.47 2.66 9.819.468.523.110.13 8.113.30 4.701.470.90 6.75 6.990.53 1.84 9.04 9.414.64 9.658.696.261.30 6.070.870.10 7.075.81 7.212.91 4.35 5.012.58 5.443.04 2.092.05 2.33 2.501.79 2.60 2.87 9.449.083.93 8.227.76 8.703.330.29 5.874.20 5.17 7.055.31 1.82 2.50 1.63 9.759.509.180.90 8.46 8.893.431.91 2.38 7.212.680.40 7.726.274.881.08 3.24 6.485.23 6.04 1.97 2.04 1.80 2.48 2.59 8.922.95 9.919.573.32 7.935.47 7.01 7.336.210.70 4.390.38 5.64 6.715.120.90 4.89 1.97 2.04 1.78 2.25 2.48 2.74 9.778.94 9.303.28 7.784.29 8.408.123.660.830.12 6.01 7.251.45 6.48 NL: 1.12E6 m/z= 706.1323- 707.1323 MS 1_1 NL: 6.51E4 m/z= 706.1323- 707.1323 MS 2 NL: 9.27E5 m/z= 706.1323- 707.1323 MS 3 NL: 3.76E4 m/z= 706.1323- 707.1323 MS 4 NL: 1.14E6 m/z= 706.1323- 707.1323 MS 5 NL: 9.05E5 m/z= 706.1323- 707.1323 MS 6 1_1 #455 RT: 2.03 AV: 1 SM: 15G NL: 4.24E5 T: FTMS + p ESI Full ms [100.0000-1200.0000] 705.9 706.0 706.1 706.2 706.3 706.4 706.5 706.6 706.7 706.8 706.9 707.0 707.1 707.2 707.3 707.4 707.5 m/z 0 20 40 60 80 100 120 140 160 180 R e la ti v e A b u n d a n c e 706.6323