rajendiran balasaravanan and ayyanar siva* · 2016-04-05 · synthesis, characterization and...

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Synthesis, Characterization and Aggregation Induced Emission Properties of Anthracene Based Conjugated Molecules Rajendiran Balasaravanan and Ayyanar Siva* Department of Inorganic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai-625 021, Tamil Nadu, India. E.mail. [email protected] & [email protected] Contents 1. Solvent variations of compound C8-ant, C12-ant and PV-C12…………….. S2 2. Aggregation Induced Emission properties of compound C8-ant……………..S3 3. NMR data of all the compounds……………………………………………….S4-S14 4. MALDI-Mass data of compounds C8-ant, C12-ant and PV-C12…………….S15-S16 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 2016

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Page 1: Rajendiran Balasaravanan and Ayyanar Siva* · 2016-04-05 · Synthesis, Characterization and Aggregation Induced Emission Properties of Anthracene Based Conjugated Molecules Rajendiran

Synthesis, Characterization and Aggregation Induced Emission Properties

of Anthracene Based Conjugated Molecules

Rajendiran Balasaravanan and Ayyanar Siva*

Department of Inorganic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai-625 021, Tamil Nadu, India.

E.mail. [email protected] & [email protected]

Contents

1. Solvent variations of compound C8-ant, C12-ant and PV-C12…………….. S2

2. Aggregation Induced Emission properties of compound C8-ant……………..S3

3. NMR data of all the compounds……………………………………………….S4-S14

4. MALDI-Mass data of compounds C8-ant, C12-ant and PV-C12…………….S15-S16

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 2016

Page 2: Rajendiran Balasaravanan and Ayyanar Siva* · 2016-04-05 · Synthesis, Characterization and Aggregation Induced Emission Properties of Anthracene Based Conjugated Molecules Rajendiran

300 350 400 450 5000.0

0.5

1.0

1.5

2.0

2.5Ab

sorb

ance

Wavelength (nm)

CHCl3 DMF THF Toluene

C8-ant

450 500 550 600 6500

20

40

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nsity

(a.u

.)

Wavelength (nm)

CHCl3 DMF THF Toluene

C8-ant

300 350 400 450 500 5500.0

0.2

0.4

0.6

0.8

1.0

1.2

1.4

1.6

1.8

2.0

Abso

rban

ce

Wavelength (nm)

CHCl3 DMF THF Toluene

PV-C12

450 500 550 600 650 700 750

0

20

40

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Inte

nsity

(a.u

.)

Wavelength (nm)

CHCl3 DMF THF Toluene

PV-C12

Fig. S1 Absorption (a) and emission (b) spectra of C8-ant, C12-ant and PV-C12 in various solvents

300 350 400 450 500 5500.0

0.5

1.0

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Abso

rban

ce

Wavelength (nm)

CHCl3 DMF THF Toluene

C12-ant

450 500 550 600 650 700 7500

50

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250

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nsity

(a.u

.)

Wavelength (nm)

CHCl3 DMF THF Toluene

C12-ant

Page 3: Rajendiran Balasaravanan and Ayyanar Siva* · 2016-04-05 · Synthesis, Characterization and Aggregation Induced Emission Properties of Anthracene Based Conjugated Molecules Rajendiran

300 350 400 450 500 550 6000.0

0.2

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orba

nce

Wavelength (nm)

0% 10% 20% 30% 40% 50% 60% 70% 80% 90%

a

500 550 600 650 700 750

102030405060708090

100110120130

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nsity

(a.u

.)

Wavelength (nm)

0% 40% 50% 60% 70% 80% 90%

b

0 20 40 60 80 10040

60

80

100

120

Peak

Inte

nsity

(a.u

.)

Water Fraction (%)

c

Fig. S2 Absorption (a) and emission (b) spectra of C8-ant in various THF/water fractions, (c) plots of peak intensity versus compositions of the THF/water mixtures, (d) fluorescent images of THF/water mixtures with different water fractions (0%, 40% and 80% from left to right) taken under the illumination of UV lamp (365 nm), (e) TEM image of nanoaggregates of C8-ant formed in THF/water mixtures (80% water fractions).

e d

Page 4: Rajendiran Balasaravanan and Ayyanar Siva* · 2016-04-05 · Synthesis, Characterization and Aggregation Induced Emission Properties of Anthracene Based Conjugated Molecules Rajendiran

Fig.S3 1H NMR spectrum of compound 5a

Fig. S4 13C NMR spectrum of compound 5a

Page 5: Rajendiran Balasaravanan and Ayyanar Siva* · 2016-04-05 · Synthesis, Characterization and Aggregation Induced Emission Properties of Anthracene Based Conjugated Molecules Rajendiran

Fig.S5 1H NMR spectrum of compound 5b

Fig.S6 13C NMR spectrum of compound 5b

Page 6: Rajendiran Balasaravanan and Ayyanar Siva* · 2016-04-05 · Synthesis, Characterization and Aggregation Induced Emission Properties of Anthracene Based Conjugated Molecules Rajendiran

Fig.S7 1H NMR spectrum of compound 6a

Fig.S8 13C NMR spectrum of compound 6a

Page 7: Rajendiran Balasaravanan and Ayyanar Siva* · 2016-04-05 · Synthesis, Characterization and Aggregation Induced Emission Properties of Anthracene Based Conjugated Molecules Rajendiran

Fig.S91H NMR spectrum of compound 6b

Fig.S10 13C NMR spectrum of compound 6b

Page 8: Rajendiran Balasaravanan and Ayyanar Siva* · 2016-04-05 · Synthesis, Characterization and Aggregation Induced Emission Properties of Anthracene Based Conjugated Molecules Rajendiran

Fig.S11 1H NMR spectrum of compound 7a

Fig.S12 13C NMR spectrum of compound 7a

Page 9: Rajendiran Balasaravanan and Ayyanar Siva* · 2016-04-05 · Synthesis, Characterization and Aggregation Induced Emission Properties of Anthracene Based Conjugated Molecules Rajendiran

Fig.S13 1H NMR spectrum of compound 7b

Fig.S14 13C NMR spectrum of compound 7b

Page 10: Rajendiran Balasaravanan and Ayyanar Siva* · 2016-04-05 · Synthesis, Characterization and Aggregation Induced Emission Properties of Anthracene Based Conjugated Molecules Rajendiran

Fig.S15 1H NMR spectrum of compound 8a

Fig.S16 13C NMR spectrum of compound 8a

Page 11: Rajendiran Balasaravanan and Ayyanar Siva* · 2016-04-05 · Synthesis, Characterization and Aggregation Induced Emission Properties of Anthracene Based Conjugated Molecules Rajendiran

Fig.S17 1H NMR spectrum of compound 8b

Fig.S18 13C NMR spectrum of compound 8b

Page 12: Rajendiran Balasaravanan and Ayyanar Siva* · 2016-04-05 · Synthesis, Characterization and Aggregation Induced Emission Properties of Anthracene Based Conjugated Molecules Rajendiran

Fig.S19 1H NMR spectrum of compound C8-ant

Fig.S20 13C NMR spectrum of compound C8-ant

Page 13: Rajendiran Balasaravanan and Ayyanar Siva* · 2016-04-05 · Synthesis, Characterization and Aggregation Induced Emission Properties of Anthracene Based Conjugated Molecules Rajendiran

Fig.S21 1H NMR spectrum of compound C12-ant

Fig.S22 1H NMR spectrum of compound C12-ant

Page 14: Rajendiran Balasaravanan and Ayyanar Siva* · 2016-04-05 · Synthesis, Characterization and Aggregation Induced Emission Properties of Anthracene Based Conjugated Molecules Rajendiran

Fig.S23 1H NMR spectrum of compound PV-C12

Fig.S24 13C NMR spectrum of compound PV-C12

Page 15: Rajendiran Balasaravanan and Ayyanar Siva* · 2016-04-05 · Synthesis, Characterization and Aggregation Induced Emission Properties of Anthracene Based Conjugated Molecules Rajendiran

Fig.S25 MALDI-TOF Mass spectrum of compound C8-ant

Fig.S26 MALDI-TOF Mass spectrum of compound C12-ant

Page 16: Rajendiran Balasaravanan and Ayyanar Siva* · 2016-04-05 · Synthesis, Characterization and Aggregation Induced Emission Properties of Anthracene Based Conjugated Molecules Rajendiran

Fig.S27 MALDI-TOF Mass spectrum of compound PV-C12