2020
DOI: 10.1016/j.scp.2020.100319
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Towards bio-based plasticizers with reduced toxicity: Synthesis and performance testing of a 3-methylphthalate

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Cited by 6 publications
(11 citation statements)
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“…This stands in sharp contrast to the dramatic effect, which we could recently show for the formal insertion of a methyl group into DEHP. [19] Furthermore, in case of 1 (and also for the reference compound 3) the bicyclic structure seems to have a beneficial effect on the solution temperature in comparison with the standard plasticizer DEHP.…”
Section: Resultsmentioning
confidence: 98%
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“…This stands in sharp contrast to the dramatic effect, which we could recently show for the formal insertion of a methyl group into DEHP. [19] Furthermore, in case of 1 (and also for the reference compound 3) the bicyclic structure seems to have a beneficial effect on the solution temperature in comparison with the standard plasticizer DEHP.…”
Section: Resultsmentioning
confidence: 98%
“…When realizing these synthetic concepts in our laboratory, the initial Diels-Alder reaction of 2-methylfuran (4) with maleic anhydride ( 5) was carried out analogously to our previous studies and literature under solvent-free conditions. [19,23,24] Without isolating the formed Diels-Alder adduct 6, subsequent hydrogenation at 80 bar of H 2 in the presence of 2 wt% of Pd/C as a catalyst and 2-methylfuran as a solvent (leading to a substrate concentration of 2.5 M) gave anhydride 7 in 52 % yield after recrystallization. This intermediate 7 was then further converted with alcohol 8 to the desired methyl-substituted bicyclic exo-type diester 1, which was obtained after a straightforward work-up (for details, see Supporting Information) in 58 % yield and with a purity of 96 % according to GC analysis (Scheme 3).…”
Section: Resultsmentioning
confidence: 99%
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“…Additives have historically been largely unregulated [ 74 ], and many are not required to be disclosed or labeled. While certain additives have shown to be biodegradable [ 75 ], many are not, as many products seek to be anti-microbial.…”
Section: Discussionmentioning
confidence: 99%