Supporting Information for: Amphiphilic Poly(disulfide) Micelle and Remarkable Impact of the Core Hydrophobicity on Redox Responsive Disassembly Dipankar Basak, † Raju Bej † and Suhrit Ghosh* Indian Association for the Cultivation of Science, Polymer Science Unit 2A & 2B Raja S. C. Mullick Road, Kolkata, India-700032 Email: psusg2@iacs.res.in Synthesis of P1: P1a: The polymer P1a was synthesized by following literature reported protocol. 1 M1 (0.867 g, 3.94 mmol) was taken in a reaction tube equipped with a magnetic stirrer, septum and gas inlet/outlet. After degassing for five minutes, 0.8 mL of dry and degassed dichloromethane was added and stirred for 10 minutes at room temperature (25 °C) to obtain a homogeneous solution. To this stirring solution 0.7 g (3.84 mmol) of M2 and catalytic amount of acetic acid (10 μL) were added sequentially and the reaction mixture was stirred further at room temperature for 3 h. Afterwards the yellow suspension was dissolved in CHCl 3 (200 μL) and precipitated from excess of methanol. The yellow precipitate was re-dissolved in CHCl 3 , and re-precipitated from methanol and dried under vacuum to obtain P1a as sticky light yellow liquid (0.57 g, 81%). P1a: 1 H NMR (CDCl 3 , 500 MHz) : 8.458 (d, g, J = 4Hz, 2H); 7.778 (bs, e, 2H); 7.684- 7.649 (m, f, 2H); 7.108-7.084 (m, d, 2H ); 3.82- 3.664 (m, b, 4H), 3.635-3.484 (m, a, 4H) , 3.014-2.878 (m, c, 4H) , P1b: Synthesis same as P1a (Yield 76%). (CDCl 3 , 500 MHz) : 8.72 (bs, g, 2H); 8.20 (bs, e+f, 4H); 7.55 (bs, d, 2H); 2.75-2.64 (m, c, 4H), 1.77-1.71 (m, b, 4H), 1.49-1.42 (m, a, 4H). P2a: To a glass ampule containing disulfide polymer P1a (0.184 g, 0.059 mmol) was added 0.5 mL of CH 2 Cl 2 . To this stirring solution one drop of acetic acid and 2- Mercaptoethanol (1.2 eq w.r.t the pyridyl sulfide group) were added and the resulting -S1- Electronic Supplementary Material (ESI) for Polymer Chemistry. This journal is © The Royal Society of Chemistry 2015