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Supporting Information Environmentally Benign Synthesis of Vinyl Ester Resin from Biowaste Glycerin Priyank N. Shah,* ,† Namjoon Kim, Zhuangrong Huang, Mahesh Jayamanna, Akshay Kokil, Alex Pine, Jarvin Kaltsas, Edwin Jahngen, David K. Ryan, Seongkyu Yoon, Robert F. Kovar and Yongwoo Lee *,† Department of Chemistry, University of Massachusetts Lowell, One University Avenue, Lowell, Massachusetts 01854, United States Maine Standard Biofuels, 51 Ingersoll Dr. Portland, Maine 04103, United States Department of Chemical Engineering, University of Massachusetts Lowell, One University Avenue, Lowell, Massachusetts 01854, United States R.F. Kovar & Associates, 203 Beach Street, Wrentham, MA 02093-1513 * Corresponding Authors: e-mail: Priyank N. Shah; email- [email protected]; Phone No- 978-934-3734 Yongwoo Lee; email- [email protected], Phone No- 978-934-3792 Electronic Supplementary Material (ESI) for RSC Advances. This journal is © The Royal Society of Chemistry 2015

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Page 1: Supporting Information - Royal Society of Chemistry · Supporting Information Environmentally Benign Synthesis of Vinyl Ester Resin from Biowaste Glycerin Priyank N. Shah,*,† Namjoon

Supporting Information

Environmentally Benign Synthesis of Vinyl Ester Resin from Biowaste Glycerin

Priyank N. Shah,*,† Namjoon Kim,‡ Zhuangrong Huang,‡ Mahesh Jayamanna,† Akshay Kokil,† Alex Pine, Jarvin Kaltsas, Edwin Jahngen,† David K. Ryan,† Seongkyu Yoon,‡ Robert F. Kovar∬ and Yongwoo Lee*,†

†Department of Chemistry, University of Massachusetts Lowell, One University Avenue, Lowell, Massachusetts 01854, United States Maine Standard Biofuels, 51 Ingersoll Dr. Portland, Maine 04103, United States ‡Department of Chemical Engineering, University of Massachusetts Lowell, One University Avenue, Lowell, Massachusetts 01854, United States∬R.F. Kovar & Associates, 203 Beach Street, Wrentham, MA 02093-1513* Corresponding Authors: e-mail: Priyank N. Shah; email- [email protected]; Phone No- 978-934-3734Yongwoo Lee; email- [email protected], Phone No- 978-934-3792

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

Page 2: Supporting Information - Royal Society of Chemistry · Supporting Information Environmentally Benign Synthesis of Vinyl Ester Resin from Biowaste Glycerin Priyank N. Shah,*,† Namjoon

Figure S1: FT-IR of column separated Bisphenol A (BPA).

Figure S2: 13C NMR of column separated BPA.

Page 3: Supporting Information - Royal Society of Chemistry · Supporting Information Environmentally Benign Synthesis of Vinyl Ester Resin from Biowaste Glycerin Priyank N. Shah,*,† Namjoon

Figure S3: FTIR of glycerol carbonate and glycidol. (Purple: Glycerol Carbonate, Red: Glycerin)

Figure S4: 13C NMR of glycerol carbonate.

Page 4: Supporting Information - Royal Society of Chemistry · Supporting Information Environmentally Benign Synthesis of Vinyl Ester Resin from Biowaste Glycerin Priyank N. Shah,*,† Namjoon

Figure S5: 13C NMR of glycidol.

Figure S6: FT-IR and image of vinyl ester monomer synthesized using bisphenol A. (Blue: Vinyl Ester Resin, Red: Bisphenol A)

Page 5: Supporting Information - Royal Society of Chemistry · Supporting Information Environmentally Benign Synthesis of Vinyl Ester Resin from Biowaste Glycerin Priyank N. Shah,*,† Namjoon

Figure S7: 13C NMR of Glycidyl Methacrylate.

Figure S8: 13C NMR of Vinyl Ester Resin.

Page 6: Supporting Information - Royal Society of Chemistry · Supporting Information Environmentally Benign Synthesis of Vinyl Ester Resin from Biowaste Glycerin Priyank N. Shah,*,† Namjoon

7.25 7.00 6.75 6.50

First Fraction

(BPA)

ppm

Third Fraction

(Pure VER)

Second Fraction

(Monofuncational BPA)

Figure S9: Enlarged 1H NMR of Vinyl Ester Resin between 7.25-6.50 ppm.

Page 7: Supporting Information - Royal Society of Chemistry · Supporting Information Environmentally Benign Synthesis of Vinyl Ester Resin from Biowaste Glycerin Priyank N. Shah,*,† Namjoon

Figure S10. Chromatogram of a first fraction isolated during column purification of the VER-monomer.

Page 8: Supporting Information - Royal Society of Chemistry · Supporting Information Environmentally Benign Synthesis of Vinyl Ester Resin from Biowaste Glycerin Priyank N. Shah,*,† Namjoon

Figure S11. Chromatogram of a second fraction isolated during column purification of the VER-monomer.

Page 9: Supporting Information - Royal Society of Chemistry · Supporting Information Environmentally Benign Synthesis of Vinyl Ester Resin from Biowaste Glycerin Priyank N. Shah,*,† Namjoon

Figure S12. Chromatogram of a third fraction isolated during column purification of the VER-monomer.