Sequence-regulated vinyl copolymers by metal-catalyzed step-growth radical polymerization
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1 Supplmntry Inormton Squn-rult vnyl opolymrs y mtl-tlyz stp-rowt rl polymrzton Kotro Sto, Stos Ozw, Msto Mzutn, Kn N, n Msm Kmto* Dprtmnt o Appl Cmstry, Grut Sool o Ennrn, Noy Unvrsty, Furo-o, Cus-u, Noy , pn Contnts F. S1. F. S2. F. S. 1 NMR sptr o -monomrs (1 ) wt rnt str susttunts 1 NMR sptr o -monomrs (4 6) wt rnt styrn unts 1 C, 1 C DEPT, n COSY NMR sptr o F. S4. MALDI-TOF-MS n ESI-MS sptr o F. S5. Mtl-tlyz rl stp-rowt polymrzton o 1 wt vrous mtl tlysts F. S6. Coppr-tlyz rl stp-rowt polymrzton o 1 F. S. Coppr-tlyz rl stp-rowt polymrzton o 4 6 F. S8. Mtos or trmnn t ontnts o polymr n ylz monomr F. S9. Molulr mols o 1 n F. S10. 1 NMR sptr o -monomrs ( n 8) wt rnt str susttunts F. S11. 1 C, 1 C DEPT, n COSY NMR sptr o F. S12. MALDI-TOF-MS n ESI-MS sptr o F. S1. Coppr-tlyz rl stp-rowt polymrzton o 8 F. S14. MALDI-TOF-MS sptrum o poly() 1
2 1 stromr rto = 6: 2 O stromr rto = 6: O( ) 2 stromr rto = 6: ppm Fur S1. 1 NMR sptr o -monomrs (1 ) n CDCl t r.t. 4 O stromr rto = 61:9 C Cl 5 O stromr rto = 60:40, Cl 6 O stromr rto = 50:50,, ppm Fur S2. 1 NMR sptr o -monomrs (4 6) n CDCl t r.t. 2
3 O( ) 2 (E) (A) () ppm,, 8 5 ppm ppm - -, (C) (D) ppm ppm ppm, (F), ppm ppm Fur S. (A) 1 C, () 1 C DEPT-45, (C) 1 C DEPT-90, (D) 1 C DEPT-15, (E) 1 1 COSY, n (F) 1 1 C COSY (MQC) sptr o n CDCl t r.t., 1 Cl + N O( ) 2 (A) () (os) (l: 0.8) m/z (l) m/z m/z Fur S4. (A) MALDI-TOF-MS n () ESI-MS sptr o.
4 = Convrson (%) C C = 100 F F 50 F F Tm () F : FCl 2 /Pnu : RuCp*Cl(PP ) 2 F : CuCl/PMDETA : CuCl/M 6 TREN Conv.,% C C / C Cl 96 / 92 9 / 6 60 / / 9 M w M w /M n MW (PSt) Fur S5. Tm onvrson n SEC urvs or polyton o 1 wt vrous mtl omplxs: [RuCp*Cl(PP ) 2 ] 0 = 10 mm; [FCl 2 ] 0 = 100 mm; [CuCl] 0 = 100 mm; [Pnu ] 0 = 200 mm; [PMDETA] 0 = 400 mm; [M 6 TREN] 0 = 400 mm; n ul t 100 C. Convrson (%) C C R 1 : - (1) : - (2) : -( ) 2 () Tm () Mtyl Arylt (R 1 : - ) Etyl Arylt (R 1 : - ) Isopropyl Arylt (R 1 : -( ) 2 ) Conv.,% C C / C Cl 52 / 9 80 / / 81 M w M w /M n MW (PSt) Fur S6. Tm onvrson n SEC urvs or polyton o 1 wt CuCl/M 6 TREN: [CuCl] 0 = 100 mm; [M 6 TREN] 0 = 400 mm; n ul t 100 C. 4
5 = C C Convrson (%) : p-mtylstyrn (4) :!-mtylstyrn (5) : nn (6) Tm () 500 Conv.,% C C / C Cl C 66 / / 56 9 / 0 M w M w /M n MW (PSt) Fur S. Tm onvrson n SEC urvs or polyton o 4 6 wt CuCl/M 6 TREN: [CuCl] 0 = 100 mm; [M 6 TREN] 0 = 400 mm; n ul t 100 C. Cl O Intrmolulr Cylzton Polyton Cl n Polymr Cylz Monomr Cylz Monomr (%) = Ar () r (Cy) Ar (A) + Ar () r (Cy) (UV-Dtt SEC Tr) Unrt Monomr : + Cylz Monomr A: olymr A Polymr (%) = Sprton o y Prprtv SEC Ar (A) Ar (A) + Ar () 1 NMR Anlyss o, ' Monomr Cylz Monomr n = 5(1 )/(+') = r (Cy), ', ' ' Cl O ' ' ' ' ' 2 ' Cylz Monomr ',, ', ', ' ', ' ppm Fur S8. Polyton n ntrmolulr ylzton n mtos or trmnn t ontnts o polymr n prouts n ylz monomr n rt monomrs. 5
6 1 Cl Optmz y MOPAC2006 (AM1) [rom 20 onormrs y rl sr (MM2)] Fur S9. Molulr mols o 1 n.,,,, 8 O O,,,, ppm Fur S10. 1 NMR sptr o n 8 n CDCl t r.t. 6
7 l (A) l,,,, (E),,,, ppm ppm ppm , -, -, - (),,,, 2 - -,,,, ppm 6 (C), (F) CDCl,,,, (D) ppm, ppm,,,,,, CDCl ppm ppm ,,,, Fur S11. (A) 1 C, () 1 C DEPT-45, (C) 1 C DEPT-90, (D) 1 C DEPT-15, (E) 1 1 COSY n (F) 1 1 C COSY (MQC) sptr o n CDCl t r.t.
8 + N (A) () (os) 60. (l: 61.1) m/z (l) m/z m/z Fur S12. (A) MALDI-TOF-MS n () ESI-MS sptr o. Convrson (%) : Monomr [SEC(UV)] : C Cl [ 1 NMR] : C=C [ 1 NMR] Tm() Conv., % C=C/C-Cl/Monomr 18/1/46 50/49/5 /9/ M w M w /M n MW (PSt) Fur S1. Tm onvrson n SEC urvs or polyton o 8 wt CuCl/PMDETA: [CuCl] 0 = 200 mm; [PMDETA] 0 = 800 mm; n ul t 60 C. 8
9 Cl n-1 n = (l: 00.) 8. + N n = (l: 109.5) Cl n = (l: 18.) n = (l: 11.2) m/z Fur S14. MALDI-TOF-MS sptrum o poly() [M n (SEC) = 820, M w /M n (SEC) = 1.2]. 9
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