Process for preparing microcapsules
A technology of microcapsules and colloidal stabilizers, applied in the field of preparing core-shell microcapsules
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[0037] According to one embodiment, the method for preparing a core-shell microcapsule slurry comprises the steps of:
[0038] a) mixing at least one hydrophobic material with at least one polyfunctional 1,1-disubstituted olefin monomer to form an oil phase;
[0039] b) adding the oil phase to an aqueous phase comprising a colloidal stabilizer to form an oil-in-water emulsion;
[0040] c) adding reactants to the oil-in-water emulsion in step b) to initiate interfacial polymerization of multifunctional 1,1-disubstituted olefin monomers, thereby forming microcapsules in the form of slurry.
[0041] In one step of the method, the oil phase is formed by mixing at least one hydrophobic material with at least one polyfunctional 1,1-disubstituted olefin monomer.
[0042] 1,1-disubstituted olefin compound polyfunctional monomer
[0043] According to one embodiment, the polyfunctional 1,1-disubstituted olefin monomer comprises at least one 1,1-disubstituted olefin selected from the...
Embodiment 1
[0175] Bis(2-methylenemalonic acid)O',O'-(2-(((2-(ethoxycarbonyl)acryloyl)oxy)methyl)-2-ethane Synthesis of 3-Diethyl Ester Monomer (TriDEMM)
[0176] I-dimalonate O,O'-(2-(((3-ethoxy-3-oxopropionyl)oxy)methyl)-2-ethylpropan-1,3-diyl) Preparation of ester diethyl ester
[0177]
[0178] 2-Ethyl-2-(hydroxymethyl)propane-1,3-diol (4.45g, 33.2mmol), ethylmalonyl monochloride (21.23ml, 166mmol) and pyridine (13.41ml, 166mmol) Mix in dichloromethane (491ml, 7628mmol) / tetrahydrofuran (82ml, 995mmol) and stir the solution at 20°C for 12 hours. The mixture was washed with saturated NH 4 Cl aqueous solution (2×) washed, dried (Na 2 SO 4 ) and evaporated to dryness. Column chromatography (SiO 2 ;CH 2 Cl 2 / AcOEt 3:1) yields the desired product dimalonate O,O'-(2-(((3-ethoxy-3-oxopropionyl)oxy)methyl)-2-ethylpropane -1,3-diyl)ester diethyl ester as a colorless oil (15.5 g, 31.9 mmol, 96% yield).
[0179] II-bis(2-methylenemalonic acid)O',O'-(2-(((2-(ethoxycarbonyl)acryloyl...
Embodiment 2
[0183] Tris(2-Methylenemalonate) O",O',O-(Benzene-1,3,5-triyl)ester 3-Triethyl Ester Monomer (Aromatic TriDEMM) Synthesis
[0184] Preparation of O,O',O"-Benzene-1,3,5-triyl Triethyl I-trimalonate
[0185]
[0186] Benzene-1,3,5-triol (2g, 15.86mmol), ethylmalonyl monochloride (10.15ml, 79mmol) and pyridine (6.41ml, 79mmol) in dichloromethane (235ml, 3648mmol) / THF (39.0ml, 476mmol) and the solution was stirred at 20°C for 12 hours. Filter the mixture with saturated NH 4 Cl aqueous solution (2×) washed, dried (Na 2 SO 4 ), evaporated to dryness. Column chromatography (SiO 2 ;CH 2 Cl 2 / AcOEt 3:1) gave the desired product as a colorless oil.
[0187] Preparation of II-tris(2-methylenemalonic acid) O",O',O-(benzene-1,3,5-triyl)ester 3-triethyl ester monomer (aromatic TriDEMM)
[0188]
[0189] Anhydrous THF (14.67ml, 179mmol), trimalonate O,O',O"-benzene-1,3,5-triyl triethyl ester (2.38g, 5.08mmol), 2,2,2 -Diisopropylammonium trifluoroacetate (3.28g, 15.24mmol...
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