Addition-fragmentation agent
A breaking agent and addition technology, applied in the direction of coating, etc., can solve the problems affecting the durability of the cured composition, adhesion failure, etc.
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[0150] All percentages and ratios are by weight unless otherwise indicated.
[0151] testing method
[0152] Watts Shrinkage Test Method
[0153] The Watts shrinkage (Watts) test method measures the shrinkage of a test sample composition by the change in volume after curing. Sample preparation (90 mg uncured test sample composition) and test procedure were performed as described in the following reference: Determination of Polymerization Shrinkage Kinetics in Visible-Light-Cured Materials: Methods Development (Determination of Polymerization Shrinkage Kinetics in Visible-Light-Cured Materials: Methods Development) Determination: Method Development), Dental Materials, October 1991, pp. 281-286. Results are reported as negative % shrinkage.
[0154] Radial Tensile Strength (DTS) Test Method
[0155] In this test the radial tensile strength of the cured composition is measured. The uncured test sample composition was injected into a 4 mm (inner diameter) glass tube; an...
example 1-A
[0254] Preparation of Example 1-AFM-glutarate
[0255]
[0256] In an approximately 25 mL amber bottle equipped with a magnetic stir bar, charge AFM-1 (5.00 g, 10.95 mmol) and glutaric anhydride (2.50 g, 21.91 mmol). The vial was covered with a piece of aluminum foil with three small holes to vent the reaction to air. The reaction was heated to 100°C with stirring. After 25.25 hours, the reaction was cooled to room temperature and sampled. according to 1 H NMR analysis, a small amount of glutaric acid remained. The reaction was heated back to 100°C with stirring. After an additional 24 hours, the reaction was cooled to room temperature. 1 H NMR analysis confirmed the AFM-glutarate structure as a mixture of isomers. AFM-glutarate (7.39 g, 10.8 mmol, 99%) was obtained as a very viscous, very pale yellow oil.
example 2-A
[0257] Preparation of Example 2-AFM-phosphate
[0258]
[0259] In a glass jar equipped with a magnetic stir bar, phosphorus pentoxide (2.06 g, 0.00725 mol) was suspended in dichloromethane. AFM-1 (6.6 g, 0.0144 mol) was added and the mixture was stirred at room temperature for 4 hours. Water (0.25 g, 0.014 mol) was then added and the mixture became clear leaving a small amount of undissolved residue separating at the bottom of the jar. Stirring was continued for 3 hours, and the mixture was then left undisturbed at room temperature overnight. The clear portion of the top mixture was decanted into a round bottom flask, then the solvent was removed in a rotary evaporator to afford a clear pale yellow viscous liquid. The yield of the reaction was 85%. The structure of the product was confirmed by 1H and 31P NMR.
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