arulraj arulkashmir, manik e bhosale, kothandam ... · arulraj arulkashmir, manik e bhosale,...

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S1 Supporting Information Cleavable and removable polymer for organic field effect transistor packaging Arulraj Arulkashmir, Manik E Bhosale, Kothandam Krishnamoorthy* O + H 2 N S S NH 2 N S S N OH OH OH OH N S - - S N OH OH OH OH Scheme S1. Preparation of polymer thermosets Fig. S1 Gel permeation chromatogram of epoxy resin GSH Electronic Supplementary Material (ESI) for RSC Advances This journal is © The Royal Society of Chemistry 2013

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Page 1: Arulraj Arulkashmir, Manik E Bhosale, Kothandam ... · Arulraj Arulkashmir, Manik E Bhosale, Kothandam Krishnamoorthy* O + H 2N S S NH 2 N S S N HO H OH OH N S--S N HO H OH OH. Scheme

S1

Supporting Information

Cleavable and removable polymer for organic field effect transistor packaging

Arulraj Arulkashmir, Manik E Bhosale, Kothandam Krishnamoorthy*

O

+

H2NS

S NH2

N

SS

N

OHOH

OH OH

N

S--S

N

OHOH

OH OH Scheme S1. Preparation of polymer thermosets

Fig. S1 Gel permeation chromatogram of epoxy resin

GSH

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

Page 2: Arulraj Arulkashmir, Manik E Bhosale, Kothandam ... · Arulraj Arulkashmir, Manik E Bhosale, Kothandam Krishnamoorthy* O + H 2N S S NH 2 N S S N HO H OH OH N S--S N HO H OH OH. Scheme

S2

Fig. S2 1H-NMR spectrum of epoxy resin (200 MHz, Acetone-d6)

Fig. S3. Cartoon showing the experimental setup for mechanical analysis of PTs.

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

Page 3: Arulraj Arulkashmir, Manik E Bhosale, Kothandam ... · Arulraj Arulkashmir, Manik E Bhosale, Kothandam Krishnamoorthy* O + H 2N S S NH 2 N S S N HO H OH OH N S--S N HO H OH OH. Scheme

S3

Fig. S4. ATR IR spectra of thermosets PT1, PT3 and PT5.

Fig. S5 ATR IR spectra of PT1 as a function of time

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

Page 4: Arulraj Arulkashmir, Manik E Bhosale, Kothandam ... · Arulraj Arulkashmir, Manik E Bhosale, Kothandam Krishnamoorthy* O + H 2N S S NH 2 N S S N HO H OH OH N S--S N HO H OH OH. Scheme

S4

Fig. S6. ATR IR spectra of thermosets PT1 as a function of temperature.

Fig. S7. Thermo gravimetric analysis showing the percentage weight loss as a function of temperature for various polymer thermoset mixtures (PT1 to PT5).

a e

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

Page 5: Arulraj Arulkashmir, Manik E Bhosale, Kothandam ... · Arulraj Arulkashmir, Manik E Bhosale, Kothandam Krishnamoorthy* O + H 2N S S NH 2 N S S N HO H OH OH N S--S N HO H OH OH. Scheme

S5

Fig. S8. Scanning electron microscopic (SEM) image showing before and after removal of PT1 layers from Cu (a and b), glass (c and d) and plastic (e and f) substrates without destroying the surface. After removal of PTs, the surfaces are cleaner due to washing effect.

Fig. S9. Energy dispersive X-ray spectroscopic analysis (EDX) showing the elemental composition of normal device surface.

c

b d f

a e

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

Page 6: Arulraj Arulkashmir, Manik E Bhosale, Kothandam ... · Arulraj Arulkashmir, Manik E Bhosale, Kothandam Krishnamoorthy* O + H 2N S S NH 2 N S S N HO H OH OH N S--S N HO H OH OH. Scheme

S6

Fig. S10. Energy dispersive X-ray spectroscopic analysis (EDX) showing the elemental composition of polymer thermoset cleaved FET substrate.

Fig. S11. Output (a) and Transfer (b) characteristic I-V curve for P3HT thin films with PMMA layer (After cleaving the thermoset layers).

a b

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

Page 7: Arulraj Arulkashmir, Manik E Bhosale, Kothandam ... · Arulraj Arulkashmir, Manik E Bhosale, Kothandam Krishnamoorthy* O + H 2N S S NH 2 N S S N HO H OH OH N S--S N HO H OH OH. Scheme

S7

Fig. S12. Output (a) and Transfer (b) characteristic I-V curve for P3HT thin films (After removing the PMMA and thermoset layers).

Fig. S13. Total resistance (RT) as a function of channel length (L) for P3HT films.

b a

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

Page 8: Arulraj Arulkashmir, Manik E Bhosale, Kothandam ... · Arulraj Arulkashmir, Manik E Bhosale, Kothandam Krishnamoorthy* O + H 2N S S NH 2 N S S N HO H OH OH N S--S N HO H OH OH. Scheme

S8

Fig. S14. Total resistance (RT) as a function of channel length (L) for P3HT films with PMMA coating.

Fig. S15. Total resistance (RT) as a function of channel length (L) for P3HT films with PMMA and thermoset layers.

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

Page 9: Arulraj Arulkashmir, Manik E Bhosale, Kothandam ... · Arulraj Arulkashmir, Manik E Bhosale, Kothandam Krishnamoorthy* O + H 2N S S NH 2 N S S N HO H OH OH N S--S N HO H OH OH. Scheme

S9

Fig. S16. Total resistance (RT) as a function of channel length (L) for P3HT films with PMMA (After cleaving the thermoset layers).

Fig. S17. Total resistance (RT) as a function of channel length (L) for P3HT films (After removing the PMMA and thermoset layers).

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013

Page 10: Arulraj Arulkashmir, Manik E Bhosale, Kothandam ... · Arulraj Arulkashmir, Manik E Bhosale, Kothandam Krishnamoorthy* O + H 2N S S NH 2 N S S N HO H OH OH N S--S N HO H OH OH. Scheme

S10

Fig. S18. Output (a) and Transfer (b) Characteristic I-V curves for P3HT devices coated with PT and PT cleaved recycled devices. Table S1. Mechanical and thermal properties of polymer thermosets

S. No Thermoset

Ratio Cys : Epoxy

λ % Weight loss at temperatures

0% 25% 50% 75% 100%

1 2 3 4 5

PT1

PT2

PT3

PT4

PT5

1:1

1:1.5

1:2

1:2.5

1:3

4.6 x 105

2 .0x 106

6.0 x 106

6.0 x 106

6.0 x 106

233

202

209

218

220

298

266

259

260

274

353

342

341

339

346

400

396

392

390

392

446

439

433

439

440

b a

Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2013