Zinc methacrylate

• CAS: 13189-00-9
• Catalog Number: ACM13189009-1
• Category: Main Products
• Molecular Weight: 235.5
• Molecular Formula: C8H10O4Zn
• Description: DryPowder; OtherSolid
• Synonyms: Bis(methacrylic acid) zinc salt
• IUPAC Name: Zinc;2-methylprop-2-enoate
• Canonical SMILES: CC(=C)C(=O)[O-].CC(=C)C(=O)[O-].[Zn+2]
• InChI: InChI=1S/2C4H6O2.Zn/c2*1-3(2)4(5)6;/h2*1H2,2H3,(H,5,6);/q;+2/p-2
• InChI Key: PIMBTRGLTHJJRV-UHFFFAOYSA-L
• Melting Point: 229-232 °C
• Density: 1.4 g/cm³
• Appearance: Powder
• Storage: Inert atmosphere,Room Temperature
• Complexity: 78
• Covalently-Bonded Unit Count: 3
• EC Number: 236-144-8
• Exact Mass: 233.987051
• Formal Charge: 0
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Heavy Atom Count: 13
• Monoisotopic Mass: 233.987051
• Rotatable Bond Count: 0
• Topological Polar Surface Area: 80.3 Ų

Case Study

Zinc Methacrylate-Dental Polymers and the Evaluation of MMP-2 Inhibitory Effects

Henn, Sandrina, et al. Clinical Oral Investigations, 2012, 16, 531-536.

The copolymerizable zinc derivative zinc methacrylate (ZM) was evaluated for its potential to inhibit matrix metalloproteinase 2 (MMP-2) activity and the effect on the ultimate tensile strength (UTS) of the formed polymers. The results showed that ZM inhibited MMP-2 expression at all tested concentrations, while low concentrations did not affect the ultimate tensile strength of the polymers.
Experimental design and evaluation results
· Enzymes extracted from mouse gingival tissues were examined through gelatin zymography using buffers containing 5 mM CaCl2 (Tris-CaCl2) in a 50 mM Tris-HCl solution with varying concentrations of ZM at 0.5, 1, 2, 4, 8, and 16 mM. The matrix metalloproteinases found in the conditioned media were identified via immunoprecipitation. In the zymographic assays, MMP-2 (62 kDa) was observed and was inhibited by ZM across all concentrations tested.
· Additionally, zinc methacrylate was incorporated into a resin model made of triethylene glycol dimethacrylate (TEGDMA), ethyl 4-dimethylamine benzoate (EDAB), and camphorquinone (CQ) at different mass percentages of 0.5%, 1%, 2.5%, 5%, 10%, 20%, and 30%, resulting in eight distinct groups. The evaluation of the UTS of the polymers was conducted using a mechanical testing apparatus for these eight groups. The UTS results were analyzed using one-way ANOVA and Tukey's test (α = 0.05), revealing no significant differences among the groups, except for the polymer with 30% ZM, which displayed a significantly lower UTS compared to the control group (p < 0.05).

Preparation of Zinc Methacrylate-Methyl Methacrylate-Butyl Acrylate Emulsions for Coatings

Eren, Mesut, et al. Progress in Organic Coatings, 2019, 135, 424-437.

A series of semi-batch emulsion polymerizations of methyl methacrylate-butyl acrylate-methacrylic acid monomers were carried out by adding nano ZnO to the monomer feed. These emulsions can be further used in the preparation of opaque and transparent colored exterior wall coatings. The results of UV condensation accelerated weathering tests showed that zinc methacrylate crosslinking prevented blistering of polymer films and paints and also improved the gloss and color stability of polymer films and paints.
Synthesis procedures of the polymer emulsions
· The synthesis of acrylic polymers was performed in a 3 L four-neck reactor under nitrogen atmosphere, utilizing semi-batch polymerization techniques. Initially, a preemulsion comprising methyl methacrylate, butyl acrylate, methacrylic acid, n-dodecyl mercaptan, emulsifiers, defoamers, and either unmodified or silane-modified nano ZnO was prepared.
· The polymerization process commenced by introducing 5% of the preemulsion along with a portion of the initiator into the reactor maintained at 85 °C. After an initial 15-minute period, the remainder of the preemulsion and a second portion of the initiator were added over three hours while keeping the temperature between 80-82 °C.
· Following the completion of the main reaction, the temperature was raised to 85 °C for an additional hour. Subsequently, a redox initiator was introduced before cooling down to 50 °C, adjusting the pH to 8-9 with ammonia, and finally filtering the resultant polymer through a 100 μm polyester cloth.