Description
The cyclic methacrylate monomer benzyl methacrylate (BzMA) was evaluated as an alternative to traditional methyl methacrylate (MMA) as a hard monomer in the application of an acrylate latex pressure-sensitive adhesive (PSA). BzMA is widely used in nanoimprinting lithography, paint applications, inkjet inks, transparent adhesives, orthodontic adhesive compositions, and stationary phases in liquid chromatography[1].
Chemical Properties
colourless liquid
Uses
Benzyl methacrylate is an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals.
Flammability and Explosibility
Notclassified
Synthesis
GENERAL METHODS: In Examples 62-64, methyl methacrylate was converted to benzyl methacrylate with benzyl alcohol by an ester exchange reaction as shown in Table 13. In Example 62, lanthanum nitrate and tri-n-octylphosphine were first azeotropically refluxed with dimethyl carbonate for 1 hour according to the method of Example 24, followed by evaporation of the dimethyl carbonate at room temperature, and the resulting catalyst was used in the reaction. In Examples 63 and 64, methyltridecylammonium methyl carbonate was used directly as the catalyst. Under these conditions, benzyl methacrylate was obtained in high yields. It is to be noted that in Example 62, higher yields than Example 62 are expected to be obtained if isolated phosphonium salts are used rather than in situ prepared catalysts. Although not listed in Table 13, a variety of by-products are generated when potassium tert-butoxide is used as a catalyst.
Advantages
The Tg of the copolymer was elevated, while thermal stability was first increased and then decreased with the introduction of Benzyl methacrylate. Besides, the water resistance of the latex PSA was improved by the presence of BzMA, which was confirmed by water contact angle measurements. Furthermore, as the BzMA content increased, the gel content slightly decreased, while sol molecular weight (Mw, Mn) of the polymer increased. Finally, with respect to the adhesive properties of the PSA, it was observed that loop tack decreased, while shear strength increased with the incorporation of BzMA. 180° peel strength initially increased and then decreased with the addition of Benzyl methacrylate from 0 to 30 wt%, with a maximum value at 5 wt%.
References
[1] Cheng Fang , Xiaolong Zhu, Fuxiang Zhou . “The application research of benzyl methacrylate (BzMA) in acrylate latex pressure sensitive adhesives.” International Journal of Adhesion and Adhesives 107 (2021): Article 102861.