Tetramethyl bisphenol F
![]() | |
Names | |
---|---|
Preferred IUPAC name
4,4′-Methylenebis(2,6-dimethylphenol) | |
Other names
TMBPF, TM-BFP, tetramethyl bisphenol F, valPure V70
| |
Identifiers | |
3D model (JSmol)
|
|
ChEMBL | |
ECHA InfoCard | 100.023.980 |
EC Number |
|
PubChem CID
|
|
UNII | |
CompTox Dashboard (EPA)
|
|
| |
| |
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).
|
Tetramethyl bisphenol F (TMBPF) is a new coating intended as a safer replacement[1] 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.[2]
Polymerization 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.[3]
Health and environmental effects
[edit]Causes serious eye irritation. May cause respiratory and skin irritation. Very toxic to aquatic life.[4]
Human endocrine effects
[edit]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.[2] 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.[5] However, a different study did find effects.[6]
References
[edit]- ^ 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. Bibcode:2017PLoSO..1280141S. doi:10.1371/journal.pone.0180141. PMC 5509144. PMID 28704378.
- ^ a b 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. S2CID 213508417. Retrieved 8 December 2020.
- ^ "Preparation method of tetramethyl bisphenol F epoxy resin". Google Patents. Google Patents. Retrieved 2020-08-11.
- ^ "Safety Data Sheet" (PDF). Toronto Research Chemicals Inc. October 11, 2019. Retrieved 8 December 2020.
- ^ 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". www.foodpackagingforum.org. 30 November 2018.