Electronic Supplementary Information

Exceptionally thermostable and soluble aromatic polyimides

with special characteristics: intrinsic ultralow dielectric constant, static random access memory behaviors,

transparency and fluorescence

Yiwu Liu,a§ Zhuxin Zhou,a§ Lunjun Qu,a Bing Zou,b Zhiquan Chen,b Yi Zhang,a* Siwei

Liu,a Zhenguo Chi,a Xudong Chena and Jiarui Xua*

a PCFM Lab, GD HPPC Lab, Guangdong Engineering Technology Research Center for High-performance

Organic and Polymer Photoelectric Functional Films, State Key Laboratory of Optoelectronic Materials

and Technologies, School of Chemistry and Chemical Engineering, Sun Yat-sen University, Guangzhou

510275, China

b Hubei Nuclear Solid Physics Key Laboratory, Department of Physics, Wuhan University, Wuhan

430072, P. R. China

This PDF file includes:

Tables S1-S2

Figures S1-S9

Electronic Supplementary Material (ESI) for Materials Chemistry Frontiers.This journal is © the Partner Organisations 2016

Table S1 Thermal and photophysical properties of the WuCF3DA

Compd Tg a}

[°C]

Td b) [°C]

c)

[nm]

[nm]

5% 10% THFd)

Powder

WuCF3DA 165 378 402 314 510 446

a) measured by DSC at a heating rate 10°C/min;

b) measured at a heating rate of 20 °C /min under N2;

c) WuCF3DA concentration of 10

-5 mol/L in THF;

d) measured in THF solution and a concentration of 10

-5 mol/L.

Table S2 Mechanical and dilectrical properties of the WuCF3PI films

Polymer Tensile Strength

[MPa] Tensile Modulus

[GPa] Dielectric Constant

WuCF3PI-6F 85.7 2.9 1.93

WuCF3PI-BP 81.1 3.3 2.25

WuCF3PI-BT 88.3 3.1 2.07

WuCF3PI-PM 74.3 3.0 2.27

Figure S1 (a) 1H NMR, (b)

13C NMR, (c) H-H COSY (d) C-H QC and (e) C-H BC spectra of

WuCF3DA in DMSO-d6.

a

c

d

e

b

b

Figure S2 FTIR spectra of WuBrDN, WuCF3DN, WuCF3DA and the polyimide

WuCF3PIs.

Figure S3 (a) 1H NMR and (b) H-H COSY spectra of F WuCF3PI in DMSO-d6.

a

b

4000 3500 3000 2500 2000 1500 1000 500

1369

1780

1724

3370 16231283

82411701606

7011516

WuCF3PI-PM

WuCF3PI-BT

WuCF3PI-BP

WuCF3PI-6F

WuCF3DA

WuCF3DN

T

ra

nsm

itta

nce (

%)

Wavenumber (cm-1)

WuBrDN

Figure S4 TGA curves of the WuCF3PI films

Figure S5 DSC curves of the WuCF3PI films

200 400 600 800 10000

20

40

60

80

100

T

G /

%

Temperature / oC

PI-6F N2

PI-BP N2

PI-BT N2

PI-PM N2

PI-6F Air

PI-BP Air

PI-BT Air

PI-PM Air

100 200 300 400 500

En

do

therm

ic

Temperature(℃)

PI-6F

PI-BP

PI-BT

PI-PM

Figure S6 DMA curves of the WuCF3PI films

Figure S7 WAXD patterns of the WuCF3PI films.

200 250 300 350 400 450 500 5500.0

0.2

0.4

0.6

0.8

1.0

1.2

tan

Temperature /℃

PI-6F

PI-BP

PI-BT

PI-PM

10 20 30 40 50 60 70

Inte

nsi

ty (

a.u

.)

2Theta / O

PI-6F

PI-BP

PI-BT

PI-PM

Figure S8 The UV/vis spectrum of WuCF3DA.

200 300 400 500 600 700

0

1

2

3

4

Ab

sorb

an

ce(a

.u.)

Wavelength(nm)

WuCF3DA

Figure S9 Chemical structure of diamine WuCF3DA and polyimide WuCF3PI. a,

Novel diamine of WuCF3DA containing vertical large rigid conjugated fluorene

moiety and low-polarity –CF3 groups. b, Polyimide containing WuCF3DA moieties,

in which the fluorene and –CF3 moieties act as vertical large rigid side chains, which

is beneficial in creating large free-volume hole in the amorphous polyimide film and

thus producing the ultralow-k properties. c, Typical molecular structure of the a

DuPont™ Kapton® polyimide film, which is a linear molecule without a non-polar,

large, rigid side chain.

a

c

a

WuCF3PI-6

F b