electronic supplementary information mesogenic …s1 electronic supplementary information side-chain...
TRANSCRIPT
S1
Electronic Supplementary Information
Side-chain Polysiloxane Liquid Crystalline Elastomers from Non-
mesogenic Components†
K. Mohana and S. Umadevi*
Department of Industrial chemistry, School of Chemical Sciences, Alagappa University, Karaikudi-630 003, Tamilnadu, India.
*Corresponding Author
e-mail: [email protected]
Electronic Supplementary Material (ESI) for New Journal of Chemistry.This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2019
S2
Synthesis of 1-Phenyl-2(4-(undec-10-en-1-yloxy) phenyl)diazene, monomer (M)
NN
i. 11-bromo-1-undeceneii. K2CO3iii. KIdry butanone,80oC,18h
OH
NN
O
M
SchemeS1 Synthetic pathway followed to prepare olefinic terminated monomer M
S3
Fig.S1 FT - IR spectrum of azo monomer M
S4
Fig.S2 1H NMR spectrum of azo monomer M
S5
Fig.S3 DSC thermogram of azo monomer (M) recorded at a heating and cooling rate of
10°C/min
S6
Synthesis of crosslinker C1
i. 11-bromo-1-undeceneii. K2CO3iii. KIdry butanone18h, 80oC
OHHO
OCH2(CH2)8CH=CH2H2C=HC(H2C)8H2CO
C1
Scheme S2 Synthetic route to prepare vinyl terminated 11UB cross-linking agent, C1
S7
Fig.S4 FT-IR spectrum of cross-linker C1
S8
Fig.S5 1H spectrum of cross-linker C1
S9
Fig.S6 DSC thermogram of cross-linker (C1) recorded at a heating and cooling rate of 10°C/min
S10
Synthesis of biphenyl cross-linker C2
OHOH
i. 11-bromo-1-undeceneii. K2CO3iii. KIdry butanone18h, 80oC
OCH2(CH2)8CH CH2HC(H2C)8H2COH2C
C2
Scheme S3 Synthetic route for cross-linker C2
S11
Fig.S7 FT-IR spectrum of biphenyl cross-linker C2
S12
Fig. S8 1H spectrum of biphenyl containing cross-linkerC2
S13
Fig.S9 DSC thermogram of cross-linker (C2) recorded at a heating and cooling rate of 10°C/min
S14
Fig. S10 An optimised molecular model for the cross-linker C2 in a stretched all trans alkyl
chain conformation (from ACD chemlab-3D viewer).
Fig. S11 UV-Visible absorption spectra of azo monomer in toluene (a) by shining UV light at
254 nm; trans to cis isomerisation, (b) by shining visible light(>540);cis to trans isomerisation.
S15
Fig. S12 The peak absorbance of monomer (348nm) with respect to exposure time for (a) trans
to cis isomerisation and (b) cis to trans isomerisation.
Video S1: Bending of the LCE film upon UV irradiation (254nm)
Video S2: Unbending of the LCE film upon visible irradiation (>540 nm)