Chemistry:Tetramethyl bisphenol F
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| Preferred IUPAC name
4,4′-Methylenebis(2,6-dimethylphenol) | |
| Other names
tetramethyl bisphenol F, valPure V70
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| Properties | |
| C17H20O2 | |
| Molar mass | 256.345 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Tetramethyl bisphenol F (TMBPF) is a new coating intended as a safer replacement for bisphenol A and bisphenol F to use in epoxy linings of aluminium cans and steel cans. It was previously suggested as an insulator in electronic circuit boards.[1]
Polymerisation of tetramethyl bisphenol F occurs with epichlorohydrin when heated between 40 and 70 °C using an alkali as a catalyst to form the resin used as a coating.
Health and Environmental Effects
Causes serious eye irritation. May cause respiratory and skin irritation. Very toxic to aquatic life.[2]
Human Endocrine Effects
According to tests TMBPF does not have any effect on the endocrine system; it does not leach out of cans because unlike BPA it is fully polymerized when deposited on the metal, so there is no free chemical to leach out.[1] Tetramethyl bisphenol F was tested on rats to see if there were effects like male or female hormones. It had almost no effects like this.[3] However, a different study did find effects.[4]
References
- ↑ 1.0 1.1 Cornwall, Warren (23 January 2020). "To replace controversial plastic additive BPA, a chemical company teams up with unlikely allies". Science. doi:10.1126/science.aba9956. https://www.science.org/content/article/replace-controversial-plastic-additive-bpa-chemical-company-teams-unlikely-allies. Retrieved 8 December 2020.
- ↑ "Safety Data Sheet". Toronto Research Chemicals Inc.. October 11, 2019. https://www.trc-canada.com/prod-img/MSDS/M304433MSDS.pdf.
- ↑ Maffini, Maricel V.; Canatsey, Ryan D. (January 2020). "An expanded toxicological profile of tetramethyl bisphenol F (TMBPF), a precursor for a new food-contact metal packaging coating". Food and Chemical Toxicology 135: 110889. doi:10.1016/j.fct.2019.110889. PMID 31629790.
- ↑ "TMBPF as BPA alternative for coating epoxies | Food Packaging Forum". https://www.foodpackagingforum.org/news/tmbpf-as-bpa-alternative-for-coating-epoxies.
- ↑ "Preparation method of tetramethyl bisphenol F epoxy resin". Google Patents. https://patents.google.com/patent/CN104479105A/en.
- ↑ Szafran, Adam T.; Stossi, Fabio; Mancini, Maureen G.; Walker, Cheryl L.; Mancini, Michael A. (2017-07-13). "Characterizing properties of non-estrogenic substituted bisphenol analogs using high throughput microscopy and image analysis". PLOS ONE 12 (7): e0180141. doi:10.1371/journal.pone.0180141. PMID 28704378. Bibcode: 2017PLoSO..1280141S.
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