Supplementary Information Determination of the failure stresses for fluid-filled microcapsules that rupture near the elastic regime. Ruben Mercadé-Prieto,a Rachael Allen,a David York,b Jon A. Preece,c Ted E. Goodwin,d Zhibing Zhanga,* a School of Chemical Engineering, University of Birmingham, Edgbaston, Birmingham B15 2TT, UK. b Procter and Gamble Technical Centre, Newcastle upon Tyne NE27 0QW, UK. c School of Chemistry, University of Birmingham, Edgbaston, Birmingham B15 2TT, UK. d ENCAPSYS® , Appleton, P. O. Box 359, Appleton, WI 54912-0359, USA. *: Tel: (+44) (0) 121 414 5334, Fax: (+44) (0) 121 414 5324, E-mail: Z.Zhang@bham.ac.uk. (a) (b) Figure S1. Zoomed-in section of the bent region as shown in Fig. 2 of a microcapsule (h/r = 4.8%, E = 100 MPa) at = 0.18, indicating the maximum principal stress (a) and the von Mises stress (b). The thickness planes of the four failure criteria discussed in the text are also shown in detail. (a) (b) (c) (d) Figure S2. Stress diagram using the local coordinates shown in the insets, for a microcapsule with h/r = 4.8% and E = 100 MPa compressed to a fractional deformation = 0.18. Note that the most stressed area for S11 in (a) is different from that for the other stresses. (a) (b) Figure S3. Position of Av,MIS and Min,MIS in a microcapsule subjected to different compressive fractional deformations. The positions relate to the uncompressed microcapsule as shown in the inset of Fig. 5(b). Figure S4. Comparison of the three different normalized failure stress criteria developed in Section 3. Note that all the three criteria produce similar failure stress values. Table S1. Comparison between the elastic modulus and strengths of different TEOS based materials found in the literature and the results obtained in the present study with TEOSMTMS microcapsules. Material E (MPa) Strength (MPa) Reference TEOS-poly(tetramethylene oxide) 10-500 10-40 [1] TEOS-poly(methylsiloxane) 10 3 [2] TEOS-hydroxypropyl cellulose NA 5-18 [3] TEOS-polyester NA 5-50 [4] 300-500 30-60 [5] TEOS-starch-polyvinyl alcohol 1200-1600 25-50 [6] TEOS-poly(urethane acrylate) NA 2-9 [7] ~450 11-18 ± 10 Present study TEOS-polyurethane TEOS-MTMS References 1. Huang HH, Wilkes GL, Carlson JG (1989) Structure Property Behavior of Hybrid Materials Incorporating Tetraethoxysilane with Multifunctional Poly(Tetramethylene Oxide). Polymer 30:2001-2012. 2. Huang HH, Orler B, Wilkes GL (1987) Structure Property Behavior of New Hybrid Materials Incorporating Oligomeric Species Into Sol-Gel Glasses .3. Effect of Acid Content, Tetraethoxysilane Content, and Molecular-Weight of Poly(Dimethylsiloxane). Macromolecules 20:1322-1330. 3. Yano S, Iwata K, Kurita K (1998) Physical properties and structure of organicinorganic hybrid materials produced by sol-gel process. Materials Science & Engineering CBiomimetic and Supramolecular Systems 6:75-90. 4. Hsu YG, Chiang IL, Lo LF (2000) Properties of hybrid materials derived from hydroxy-containing linear polyester and silica through sol-gel process. I. Effect of thermal treatment. J. Appl. Polym. Sci. 78:1179-1190. 5. Jena KK Raju KVSN (2008) Synthesis and Characterization of Hyperbranched Polyurethane Hybrids Using Tetraethoxysilane (TEOS) As Cross-Linker. Industrial & Engineering Chemistry Research 47:9214-9224. 6. Frost K, Barthes J, Kaminski D, Lascaris E, Niere J, Shanks R (2011) Thermoplastic starch-silica-polyvinyl alcohol composites by reactive extrusion. Carbohydrate Polymers 84:343-350. 7. Wu D, Qiu F, Xu H, Zhang J, Yang D (2011) Preparation, characterization, and properties of environmentally friendly waterborne poly(urethane acrylate)/silica hybrids. J. Appl. Polym. Sci. 119:1683-1695.