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| | 2-Carboxyethyl acrylate Basic information |
| | 2-Carboxyethyl acrylate Chemical Properties |
| Boiling point | 103 °C/19 mmHg (lit.) | | density | 1.214 g/mL at 25 °C (lit.) | | refractive index | n20/D 1.457(lit.) | | Fp | >230 °F | | storage temp. | 2-8°C | | solubility | H2O: soluble | | pka | 3.95±0.10(Predicted) | | PH | 2.95 (10wt. % in H2O) | | Merck | 13,132 | | LogP | 0.600 (est) | | EPA Substance Registry System | Hydracrylic acid acrylate (24615-84-7) |
| | 2-Carboxyethyl acrylate Usage And Synthesis |
| Chemical Properties | Colorless to light yellow viscid liquid | | Uses | 2-Carboxyethyl Acrylate is used in the preparation of DNase enzyme derivatives that act as potent preventative material of bacterial adhesion and biofilm formation in biomaterials. | | Application | 2-Carboxyethyl acrylate can be polymerized in solution or emulsion to produce acrylic, vinyl acrylic, or styrene acrylic polymers, which are distinguished by their low glass transition temperatures (<30°C) as homopolymers. Greater elasticity, as well as improved adhesion. | | Preparation | Synthesis of 1-ethoxyethyl acrylate (EEA) and protected 2-carboxyethyl acrylate (proCEA)
EEA and proCEA were synthesized following a previously published procedure and distilled prior to use. For the synthesis of proCEA (Figure 1), phosphoric acid (109 mg, 1.11 mmol) was weighed into a dry round bottom flask in a glovebox and then taken outside the glovebox, taking care that the phosphoric acid stayed dry. 2-Carboxyethyl acrylate (80 g, 555 mmol) and ethyl vinyl ether (48 g, 666 mmol) were added and the reaction was stirred for two days at room temperature. Hydrotalcite (Mg6Al2(OH)16CO3·4H2O, ~1 g) was added, stirred for one hour and filtered off. Excess ethyl vinyl ether was removed under reduced pressure and the product was distilled under reduced pressure (80 °C, 1.3 mbar).
Figure 1 Synthesis of proCEA | | Hazard | A severe skin irritant. |
| | 2-Carboxyethyl acrylate Preparation Products And Raw materials |
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