Application of polymer microspheres to Raman detection
A technology of polymers and amide polymers, applied in the application field of polymer microspheres in the field of bioimaging, which can solve the problems of poor reproducibility and difficult quantitative analysis, and achieve the effect of uniform particle size and stable structure
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Embodiment 1
[0052] Embodiment 1. Synthesis of compound m-1 monomer
[0053]
[0054] The raw material butynyl alcohol (700 mg, 10 mmol) was dissolved in 20 mL of anhydrous DCM, 4.15 mL (30 mmol) of dry TEA was added, and N 2 For protection, methacryloyl chloride (1.65 mL, 17 mmol) was added dropwise to the solution under ice-cooling. After the dropwise addition was completed, it was moved to normal temperature for 6 h. The reaction solution was extracted with DCM, saturated NaHCO 3 The solution was washed twice, and the saturated NaCl solution was washed once. Anhydrous Na for organic phase 2 SO 4 Dry, filter, concentrate, and use PE and DCM as eluents (volume ratio 1:2) for column purification to obtain 940 mg of monomer m-1 as a colorless oily liquid. The yield was 68.1%.
[0055] 1 H NMR (400MHz, CDCl 3 )δ6.14(s,1H),5.58(s,1H),4.25(t,J=6.8Hz,2H),2.57(td,J=6.8,2.7Hz,2H),1.95(s,3H).
[0056] 13 C NMR (101MHz, CDCl 3 )δ167.29, 136.25, 126.04, 80.20, 70.02, 62.49, 19.16, 18.42...
Embodiment 2
[0057] Embodiment 2. the synthesis of compound m-2 monomer
[0058]
[0059] The raw material 2 pentyn-1-ol (840 mg, 10 mmol) was dissolved in 20 mL of anhydrous DCM, 4.15 mL (30 mmol) of dry TEA was added, and N 2 For protection, methacryloyl chloride (1.65 mL, 17 mmol) was added dropwise to the solution under ice-cooling. After the dropwise addition was completed, it was moved to normal temperature for 6 h. The reaction solution was extracted with DCM, saturated NaHCO 3 The solution was washed twice, and the saturated NaCl solution was washed once. Anhydrous Na for organic phase 2 SO 4 It was dried, filtered, concentrated, and purified by column using PE and DCM as eluents (volume ratio 1:2) to obtain 1.23 g of monomer m-2 as a colorless oily liquid. The yield was 80.9%.
[0060] MS[M+Na] + : measured value: 175.2; C 9 h 12 o 2 Theoretical value: 175.08.
[0061] 1 H NMR (400MHz, CDCl 3 )δ6.15(s,1H),6.15(s,1H),5.64–5.54(m,1H),5.62–5.57(m,1H),4.73(s,2H),4.73(s,...
Embodiment 3
[0063] Embodiment 3. the synthesis of compound m-3 monomer
[0064]
[0065] The raw material trimethylsilyl propynol (1.28 g, 10 mmol) was dissolved in 20 mL of anhydrous DCM, 4.15 mL (30 mmol) of dry TEA was added, and N 2 For protection, methacryloyl chloride (1.65 mL, 17 mmol) was added dropwise to the solution under ice-cooling. After the dropwise addition was completed, it was moved to normal temperature for 6 h. The reaction solution was extracted with DCM, saturated NaHCO 3 The solution was washed twice, and the saturated NaCl solution was washed once. Anhydrous Na for organic phase 2 SO 4 Dry, filter, concentrate, and use PE and DCM as eluents (volume ratio 1:2) for column purification to obtain 1.22 g of monomer m-3 as a colorless oily liquid. The yield was 62.2%.
[0066] 1 H NMR (400MHz, CDCl 3 )δ6.17(s,1H),5.63–5.58(m,1H),4.75(s,2H),1.96(s,3H),0.18(s,9H).
[0067] 13 C NMR (101MHz, CDCl 3 )δ166.70, 135.89, 126.49, 99.27, 92.08, 53.10, 18.42.
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