Effect of the Monomer Ratio on the Properties of Melt-Polymerized Polycarbonate

Byung Hoon Lim; Jin Woo Yi; O Ok Park

Macromolecular Research, Vol.27, No.12, 1221-1228, December, 2019

DOI10.1007/s13233-019-7169-2 Export Citation

Effect of the Monomer Ratio on the Properties of Melt-Polymerized Polycarbonate

Byung Hoon Lim^{1, 2}, Jin Woo Yi³, and O Ok Park^{1, †}

¹Department of Chemical and Biomolecular Engineering (BK21+ Graduate Program), Korea Advanced Institute of Science and Technology (KAIST), 291 Daehak-ro, Yuseong-gu, Daejeon 34141, Korea
²Lotte Chemical Research Institute, 115 Gajeongbuk-ro, Yuseong-gu, Daejeon 34110, Korea
³Carbon composite department, Composites Research Division, Korea Institute of Materials Science (KIMS), 797 Changwon-daero, Changwon 51508, Korea

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In this study, the effects of bisphenol A (BPA) and diphenyl carbonate (DPC) molar ratio, on the properties of melt-polymerized polycarbonate (PC) were investigated. The molecular size distribution theory proposed by Flory was applied, to melt polymerization of PC to predict physical properties, affected by the molar ratio of BPA and DPC. A terminal OH group affected the viscosity of PC at high temperatures, leading to instability during processing. With increase in the DPC/BPA molar ratio, terminal OH content decreased, albeit different from the theoretical predicted value, because of the volatilization of DPC. Additionally, BPA residual amount was affected by BPA and DPC molar ratio. BPA is regulated in countries because of its similarity to estrogen, and BPA residues can be predicted and managed by using the Flory equation.

Keywords:polycarbonate;melt polymerization;molecular size distribution;hydroxyl end;BPA residue

[References]

King JA, LeGrand DG, Bendler JT, Handbook of Polycarbonate Science and Technology, Marcel Dekker, New York, Chap. 2, 2000.
Schnell H, Chemistry and Physics of Polycarbonates, Wiley, New York, Chap. 3, 1964.
Schnell H, Bottenbruch L, Krimm H, US Patent 3028365 (1962).
Fox DW, General Electric Company, US Patent 3153008 (1964).
Fox DW, General Electric Company, US Patent 3148172 (1964).
Fox DW, Polycarbonates, in Kirk-Othmer Encyclopedia of Chemical Technology, 3rd ed., John Wiley and Sons, New York, Vol. 18, p 479 1982.
Sakashita T, Shimoda T, GE Plastics Japan, European Patent A3511168 (1988).
Fukuoka S, Fukawa I, Tojo M, Green Chem., 5, 497 (2003)
Krishnan AV, Stathis P, Permuth SF, Tokes L, Feldman D, Endocrinology, 132, 2279 (1993)
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Inoue K, General Electric Company, US Patent 6022943A (1999).
Flory PJ, J. Am. Chem. Soc., 58, 1877 (1936)
Flory PJ, J. Am. Chem. Soc., 64, 2205 (1942)
Shaefgen JR, Flory PJ, J. Am. Chem. Soc., 70, 2709 (1948)
Flory PJ, Principles of Polymer Chemistry, Cornell Univ. Press, Ithaca, New York, Chap 8, 1953.
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[1] King JA, LeGrand DG, Bendler JT, Handbook of Polycarbonate Science and Technology, Marcel Dekker, New York, Chap. 2, 2000.

[2] Schnell H, Chemistry and Physics of Polycarbonates, Wiley, New York, Chap. 3, 1964.

[3] Schnell H, Bottenbruch L, Krimm H, US Patent 3028365 (1962).

[4] Fox DW, General Electric Company, US Patent 3153008 (1964).

[5] Fox DW, General Electric Company, US Patent 3148172 (1964).

[6] Fox DW, Polycarbonates, in Kirk-Othmer Encyclopedia of Chemical Technology, 3rd ed., John Wiley and Sons, New York, Vol. 18, p 479 1982.

[7] Sakashita T, Shimoda T, GE Plastics Japan, European Patent A3511168 (1988).

[8] Fukuoka S, Fukawa I, Tojo M, Green Chem., 5, 497 (2003)

[9] Krishnan AV, Stathis P, Permuth SF, Tokes L, Feldman D, Endocrinology, 132, 2279 (1993)

[10] Vrooman LA, Oatley JM, Griswold JE, Hassold TJ, Hunt PA, PLOS Genetics, 11, 1 (2015)

[11] Han C, Hong YC, Curr. Hypertens. Rep., 18, 11 (2016)

[12] https://www.fda.gov/food/food-additives-petitions/bisphenol-bpause-food-contact-application.

[13] Danish Ministry of Environment, Migration of Bisphenol A from Polycarbonate Plastic of Different Qualities, Environmental Project No. 1710 (2015).

[14] Lemus D, The Regulation of Bisphenol A in Denmark and Norway: How the Problem of Chemical Safety is Framed and Addressed Amidst Scientific Uncertainty, Norwegian Univ. of Life Science, Master Thesis (2015).

[15] Inoue K, General Electric Company, US Patent 6022943A (1999).

[16] Flory PJ, J. Am. Chem. Soc., 58, 1877 (1936)

[17] Flory PJ, J. Am. Chem. Soc., 64, 2205 (1942)

[18] Shaefgen JR, Flory PJ, J. Am. Chem. Soc., 70, 2709 (1948)

[19] Flory PJ, Principles of Polymer Chemistry, Cornell Univ. Press, Ithaca, New York, Chap 8, 1953.

[20] Kim J, Gracz HS, Roberts GW, Kiserow DJ, Polymer, 49(2), 394 (2008)

[21] Hersh SN, Choi KY, J. Appl. Polym. Sci., 41, 1033 (1990)

[22] Kim Y, Choi KY, J. Appl. Polym. Sci., 49, 747 (1993)