Supplementary Material Synthesis, Characterization, and ... · Environmental Research Laboratory,...

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10.1071/CH20153_AC CSIRO 2021 Australian Journal of Chemistry 2021, 74(3), 165-172 Supplementary Material Synthesis, Characterization, and Determination of Physical Properties of New Two-Protonic Acid Ionic Liquid and its Catalytic Application in the Esterification Zohreh Shahnavaz, A Lia Zaharani, A Nader Ghaffari Khaligh, A,C Taraneh Mihankhah, B and Mohd Rafie Johan A A Nanotechnology and Catalysis Research Center,3rd Floor, Block A, Institute of Postgraduate Studies, University of Malaya, 50603, Kuala Lumpur, Malaysia. B Environmental Research Laboratory, Department of Water and Environmental Engineering, School of Civil Engineering, Iran University of Science and Technology, 16765-163, Tehran, Iran. C Corresponding author. Email: [email protected] Figure S1. The product image of [TMDPH 2 ][SO 4 ] after reaction (left) and crystallization from methanol (right).

Transcript of Supplementary Material Synthesis, Characterization, and ... · Environmental Research Laboratory,...

Page 1: Supplementary Material Synthesis, Characterization, and ... · Environmental Research Laboratory, Department of Water and Environmental Engineering, School of Civil Engineering, Iran

10.1071/CH20153_AC

CSIRO 2021

Australian Journal of Chemistry 2021, 74(3), 165-172

Supplementary Material

Synthesis, Characterization, and Determination of Physical Properties of New Two-Protonic Acid Ionic Liquid and its Catalytic Application in the Esterification

Zohreh Shahnavaz,A Lia Zaharani,A Nader Ghaffari Khaligh,A,C Taraneh Mihankhah,B and Mohd Rafie JohanA ANanotechnology and Catalysis Research Center,3rd Floor, Block A, Institute of Postgraduate Studies, University of Malaya, 50603, Kuala Lumpur, Malaysia. BEnvironmental Research Laboratory, Department of Water and Environmental Engineering, School of Civil Engineering, Iran University of Science and Technology, 16765-163, Tehran, Iran.

CCorresponding author. Email: [email protected]

Figure S1. The product image of [TMDPH2][SO4] after reaction (left) and crystallization from methanol (right).

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Figure S2. 1H NMR of new ionic liquid in DMSO-d6.

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Figure S3. 1H NMR of new ionic liquid in D2O.

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Figure S4. 13C NMR of new ionic liquid in DMSO-d6.

Figure S5. 13C NMR of new ionic liquid in D2O.

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Figure S6. 1H,1H-COSY spectrum of new ionic liquid.

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Figure S7. 1H and 13C NMR of TMDP+SA at a ratio of 1:1 in DMSO-d6.

a

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b

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Figure S8. 1H NMR of TMDP+SA at a ratio of 1:1 in DMSO-d6 after adding 1.0 equivalent (a) and 2.0 equivalents (b) of sulfuric acid (98%) to the NMR tube.

a

b

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Figure S9. 1H NMR of sulfuric acid (98%) in DMSO-d6.

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12 Figure S10. FTIR of new ionic liquid (neat).

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Figure S11. ESI mass spectra of [TMDPH2][SO4] in positive ion (A) and negative ion (B) modes. A

B

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14 Figure S12. DSC of the new ionic liquid at nitrogen atmosphere.

Figure S13. TGA/DTA of the new ionic liquid at nitrogen atmosphere.