benzoxazole based styryl dyes with DFT study Photophysical and thermal properties of ... ·...

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Photophysical and thermal properties of novel solid state fluorescent

benzoxazole based styryl dyes with DFT study

Urmiladevi Narad Yadava, Haribhau Shantaram Kumbhar a, Saurabh Satish

Deshpandea, Suban Kumar Sahoob,, Ganapati Subray Shankarlinga,*

aDyestuff Technology Department, Institute of Chemical Technology, Matunga,

Mumbai 400 019, India

bDepartment of Applied Chemistry, SV National Institute of Technology (SVNIT),

Surat-395007, India.

*Corresponding author (Dr. GS Shankarling) E-mail addresses:

gsshankarling@gmail.com, gs.shankarling@ictmumbai.edu.in Tel.: +91 2233612708;

fax: +91 22 33611020.

Table of Contents

1. Absorbance and emission spectra of compounds 6a-6e (Fig. S1-Fig. S5)…................................................................................................Page 2-5

2. Photochemical stability study spectra (Fig. S6)…….………....Page 5-63. FT-IR spectra……………………………………………...…….Page 7-9 4. HR-MS spectra…………………………………………………..Page 9-115. 1H-NMR spectra…………………………………………………Page 12-186. C13-NMR spectra………………………………………………...Page 18-20

Electronic Supplementary Material (ESI) for RSC Advances.This journal is © The Royal Society of Chemistry 2015

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1. Absorbance and emission spectra of compounds 6a-6e

Figure S1(a). Absorption studies of dye 6a in different solvents.

Figure S1(b). Emission studies of dye 6a in different solvents.

Figure S2(a). Absorption studies of dye 6b in different solvents.

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Figure S2(b). Emission studies of dye 6b in different solvents.

Figure S3(a) Absorption studies of dye 6c in different solvents.

Figure S3(b). Emission studies of dye 6c in different solvents.

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Figure S4(a). Absorption studies of dye 6d in different solvents.

Figure S4(b). Emission studies of dye 6d in different solvents.

Figure S5(a). Absorption studies of dye 6e in different solvents.

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Figure S5(b). Emission studies of dye 6e in different solvents.

2. Photochemical stability study spectra of compounds 6a-6e

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Figure S6. Uv-vis spectra of photostability study for dye 6a-6e.

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3. FT-IR spectra

CNNC

N

O

O

NC

N

O

NH2

H

8

O

NC

N

O

O

NC

H

N

SO

N

6e

9

4. HR-MS Spectra

CNNC

N

O

NC

H

N

NH

O

N

10

O

NC

N

O

NH2

O

NC

N

O

O

11

NC

H

N

NH

O

N

NC

H

N

SO

N

6e

12

5. 1H NMR spectra

CNNC

N

O

CNNC

N

O

13

O

NC

N

O

NH2

CNNC

N

O

14

O

NC

N

O

NH2

O

NC

N

O

NH2

15

O

NC

N

O

O

O

NC

N

O

O

16

NC

H

N

SO

N

6e

O

NC

N

O

O

17

NC

H

N

NH

O

N

NC

H

N

NH

O

N

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C13 -NMR spectra

0102030405060708090100110120130140150160170180f1 (ppm)

28.0

1

32.0

4

39.2

0

42.9

6

79.6

0

110.

6211

2.49

113.

26

120.

1312

4.50

124.

7812

5.45

127.

8512

7.92

128.

1413

0.88

135.

5413

8.54

142.

12

150.

7915

3.05

162.

30

168.

93

O

NC

N

O

NH2

CNNC

N

O

19

O

NC

N

O

O

NC

H

N

SO

N

6e

20

0102030405060708090100110120130140150160170f1 (ppm)

104.

438

111.

553

116.

390

120.

566

125.

593

126.

517

128.

392

128.

952

130.

743

136.

089

141.

950

144.

332

147.

633

150.

802

161.

822

NC

H

N

NH

O

N