supporting information for cyclopolymerization and acyclic ... · wei song, huijing han, jianhua wu...
TRANSCRIPT
Supporting information for
Bridge-like polymer synthesized by tandem metathesis
cyclopolymerization and acyclic diene metathesis polymerization
Wei Song, Huijing Han, Jianhua Wu and Meiran Xie*
Department of Chemistry, East China Normal University, Shanghai 200241, China
E-mail address: [email protected]; Tel.: +86 21 54340058; Fax: +86 21 54340058
Electronic Supplementary Material (ESI) for Polymer Chemistry.This journal is © The Royal Society of Chemistry 2014
OO
OO
PBIRu-III
addtion
OO
OO
PBI
Ru
Ph
RuPh
OO
OO
PBI
Ru
Ph
Ph
Ru
OO
OO
PBI
Ru
Ph
Ru
OO
OO
PBI
Ru
RuPh
Ph
99 99 9
9999
9
Ph
TA
OO
OO
PBI
Ph
Ph
9
9
O 8
O8
x
x
Scheme S1 Reaction of monomer 1 with catalyst Ru-III and conformation of ladder-like poly(1).
10 9 8 7 6 5 4 3 2 1 0
c
*
ppm
ab+g
f e
d
*
OOa b f
e
d
c g
7 7
Fig. S1 1H NMR spectrum of TA (*denote solvent).
200 180 160 140 120 100 80 60 40 20 0
*g
af
d
c
e
OOa b f
e
d
c g
7 7
ppm
b
Fig. S2 13C NMR spectrum of TA (*denote solvent).
10 9 8 7 6 5 4 3 2 1 0
*
ppm
a
bd c
N N
O
O
O
O
COOHHOOC
Cl
ClCl
Cl
9
()
9
) (
a
b
c d
Fig. S3 1H NMR spectrum for PBI-COOH (*denote solvent).
200 180 160 140 120 100 80 60 40 20 0
*
aperylene
b de
ppm
c
N N
O
O
O
O
COOHHOOC
Cl
ClCl
Cl
9
()
9
) (
a
b
c de
perylene
Fig. S4 13C NMR spectrum for PBI-COOH (*denote solvent).
200 180 160 140 120 100 80 60 40 20 0
*
j
i
h
gf dc
be
ppm
aperylene
N N
O
O
O
O
Cl
ClCl
Cl
99
O
O
O
O
a
b
cd
efg
h
perylene
i j
Fig. S5 13C NMR spectrum for monomer 1 (*denote solvent).
a
perylene+i+j
gfe d c
N N
O
O
O
O
Cl
ClCl
Cl
99
O
O
O
O
xx
a
perylene
c d ef
g
h i j
b
b+h
(a)
(b)
b+hagf+d,
d c+c,
perylene+i+j
N N
O
O
O
O
Cl
ClCl
Cl
99
O
O
O
O
xxPhPh
OO 77
a'b'
g
h i jed
afc
b
d'c'
a,e
perylene
200 180 160 140 120 100 80 60 40 20 0
(c)
d c+c,
e f+d, gb+h
perylene+i+j+a,,+b,,
a''b''
N N
O
O
O
O
Cl
ClCl
Cl
99
O
O
O
O
xxPhPh
OO 77
g
h i jed
afc
b
d'c'
ppm
a
perylene
Fig. S6 13C NMR spectra of (a) poly(1)*, (b) poly(1), and (c) poly(2).
4000 3500 3000 2500 2000 1500 1000 500
C=C-H
C≡C
≡CH
Wavenumer/ cm-1
CH2
poly(1)
1
684
Fig. S7 IR spectra for 1 and poly(1).
Fig. S8 HR-TEM images of poly(1).
Fig. S9 HR-TEM images of poly(2).