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Sustainable synthesis and characterization of a bisphenol A-free polycarbonate from a six-membered dicyclic carbonate

Wang, Pengrui; Park, Ji Hoon; Sayed, Mahmoud LU ; Chang, Tae Sun; Moran, Amy; Chen, Shaochen and Pyo, Sang Hyun LU (2018) In Polymer Chemistry 9(27). p.3798-3807
Abstract

A bisphenol A (2,2-bis(4-hydroxyphenyl)propane, BPA)-free polycarbonate (PC) from a six-membered di-cyclic carbonate, di-trimethylolpropane di-cyclic carbonate (DTMPC), was developed as a new type of PC by ring opening homo-polymerization. The polymerization was controlled by using metal-free organic-based catalyst systems. The results indicated that the conversion rate depends on the basicity of the catalyst in the order of 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD), 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), 4-dimethylaminopyridine (DMAP), and triethylamine (TEA) from high to low. Over 99% conversion of DTMPC was obtained at 130 °C within 15 min by TBD, DBU and DMAP. The resulting PC as a homo-polymer showed high optical transparency... (More)

A bisphenol A (2,2-bis(4-hydroxyphenyl)propane, BPA)-free polycarbonate (PC) from a six-membered di-cyclic carbonate, di-trimethylolpropane di-cyclic carbonate (DTMPC), was developed as a new type of PC by ring opening homo-polymerization. The polymerization was controlled by using metal-free organic-based catalyst systems. The results indicated that the conversion rate depends on the basicity of the catalyst in the order of 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD), 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), 4-dimethylaminopyridine (DMAP), and triethylamine (TEA) from high to low. Over 99% conversion of DTMPC was obtained at 130 °C within 15 min by TBD, DBU and DMAP. The resulting PC as a homo-polymer showed high optical transparency and hardness, low swelling property in organic solvents, and thermal stability at temperatures as high as 200 °C. A high cell viability and cyto-compatibility of C3H 10T1/2 cells seeded directly on the surface of PC films were obtained. This implied that PC is a viable material for biomedical and consumer products applications where safety is an important consideration.

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author
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Polymer Chemistry
volume
9
issue
27
pages
10 pages
publisher
Royal Society of Chemistry
external identifiers
  • scopus:85049913911
ISSN
1759-9954
DOI
10.1039/c8py00676h
language
English
LU publication?
yes
id
779f54c7-f334-412d-8e2c-744a185d8242
date added to LUP
2018-08-20 10:44:25
date last changed
2019-04-23 04:37:15
@article{779f54c7-f334-412d-8e2c-744a185d8242,
  abstract     = {<p>A bisphenol A (2,2-bis(4-hydroxyphenyl)propane, BPA)-free polycarbonate (PC) from a six-membered di-cyclic carbonate, di-trimethylolpropane di-cyclic carbonate (DTMPC), was developed as a new type of PC by ring opening homo-polymerization. The polymerization was controlled by using metal-free organic-based catalyst systems. The results indicated that the conversion rate depends on the basicity of the catalyst in the order of 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD), 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), 4-dimethylaminopyridine (DMAP), and triethylamine (TEA) from high to low. Over 99% conversion of DTMPC was obtained at 130 °C within 15 min by TBD, DBU and DMAP. The resulting PC as a homo-polymer showed high optical transparency and hardness, low swelling property in organic solvents, and thermal stability at temperatures as high as 200 °C. A high cell viability and cyto-compatibility of C3H 10T1/2 cells seeded directly on the surface of PC films were obtained. This implied that PC is a viable material for biomedical and consumer products applications where safety is an important consideration.</p>},
  author       = {Wang, Pengrui and Park, Ji Hoon and Sayed, Mahmoud and Chang, Tae Sun and Moran, Amy and Chen, Shaochen and Pyo, Sang Hyun},
  issn         = {1759-9954},
  language     = {eng},
  month        = {07},
  number       = {27},
  pages        = {3798--3807},
  publisher    = {Royal Society of Chemistry},
  series       = {Polymer Chemistry},
  title        = {Sustainable synthesis and characterization of a bisphenol A-free polycarbonate from a six-membered dicyclic carbonate},
  url          = {http://dx.doi.org/10.1039/c8py00676h},
  volume       = {9},
  year         = {2018},
}