Figure S 4: HOMO-LUMO optimized structure of the trans-conformer of the polymer P(PIOH-IPI) (5)Figure S5 A: Tetramer structures and PBC models of P(PI-IPI)

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Supplementary information

Investigation of the Electronic and pH-Sensing Properties of Hydroxyl-Functionalized Imine- Linked Polymers via the UV-vis Absorption Spectra and the Density Functional Theory (DFT) Calculations

Ibtesam Y. Aljaafreh^ǂ, Suha S. Altarawneh^ǂ*, Mohammed Alomari, Alaa M. Almaabreh and Muna M. Al amelat.

Department of Chemistry and Chemical Technology, Tafila Technical University

Corresponding Author Emails: [email protected], [email protected]

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Figure S1: (A) IR spectra of the polymer P(PI-IPI) and its monomers, (B) IR spectra of the polymer P(PIOH-IPI) and its monomers

3500 3000 2500 2000 1500 1000 500

0 1 2 3 4 5 6 7 8

C2

C1

DAH Tph-CHO

3500 3000 2500 2000 1500 1000 500 Wavenumber (cm^-1)

P(PIOH-IPI)

(B)

3500 3000 2500 2000 1500 1000 500

0 1 2 3 4 5 6 7 8

C2

C1

DAB Tph-CHO

P(PI-IPI)

3500 3000 2500 2000 1500 1000 500 Wavenumber (cm^-1)

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Figure S2: UV-vis absorption spectra of the polymers P(PI-IPI) and P(PIOH-IPI) and their corresponding monomers in (A) DMSO, (B) DMF

Table S1 : The λ max and band gaps of the polymers P(PI-IPI) and P(PIOH-IPI).

PH P(PI-IPI) P(PIOH-IPI)

λ max (nm) Band gap (eV) λ max (nm) Band gap (eV)

1 332.2 2.52 312.3 2.73

4 332.2 2.57 313.0 2.31

7 359.7 2.79 310.0 2.33

10 360.4 2.86 307.5 2.28

13 360.5 2.88 309.9 2.39

1 M HCl 334.8 2.55 310 2.30

4 M NaOH

363.7 2.89 310.8 2.38

The band gap determined from the onset of the absorption band as mentioned in figure 3.

Table S2: The calculated maximum wavelengths and band gaps of the cis- and trans-conformers of the polymers P(PI-IPI) and P(PIOH-IPI).

Polymer λmax Cis-conformation λmax Trans-conformation Band gap (eV) Gas-phase DMSO Gas-phase DMSO Cis Trans

P(PI-IPI) 362.4 377.7 368.3 382.7 3.62 ---

300 350 400 450 500 550

0.0 0.2 0.4 0.6 0.8 1.0

Absorbance

Wavelength (nm)

DAB DAHQ TPh-CHO P(PI-IPI) P(PIOH-IPI)

(A) Solvent: DMSO

300 350 400 450 500 550

0.0 0.2 0.4 0.6 0.8 1.0

Absorbance

Wavelength (nm)

DAB DAHQ Tph-CHO P(PI-IPI) P(PIOH-IPI)

(B) Solvent: DMF

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P(PIOH-IPI) 342.1 417.5

353.9 431.1

336.9 393.0

348.7 409.1

3.24 3.41

Figure S 3: Structural conformations of the polymers, (A) cis- P(PI-IPI), B) trans- P(PI-IPI) , (C) cis- P(PIOH-IPI and (D) trans- P(PIOH-IPI).

Figure S 4: HOMO-LUMO optimized structure of the trans-conformer of the polymer P(PIOH-IPI)

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Figure S5 A: Tetramer structures and PBC models of P(PI-IPI).

Figure S5 B: Tetramer structures and PBC models of P(PIOH-IPI).

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Graphical Abstract

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