2003
DOI: 10.1002/app.12936
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Viable utilization of polycarbonate as a phosgene equivalent illustrated by reactions with alkanedithiols, mercaptoethanol, aminoethanethiol, and aminoethanol: A solution for the issue of carbon resource conservation

Abstract: ABSTRACT:Methods for the chemical recycling of polycarbonate (PC) wastes in the forms of bisphenol A (BPA) and cyclic heterocarbonates, such as 1,3-dithiolan-2-one (DTO), 1,3-dithiane-2-one (DTA), and cyclic unsymmetric heterocarbonates, were investigated to prove that PC can be utilized as a phosgene equivalent for industrial purposes. Treatment of PC pellets or waste PC compact discs with 1,2-ethanedithiol and a catalytic amount of base (e.g., 1.5 mol % NaOH) in dioxane for a short period at 40°C produced DT… Show more

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Cited by 34 publications
(29 citation statements)
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References 28 publications
(32 reference statements)
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“…By way of contrast, the existing methods include stoichiometric use of mercuric acetate (Challenger et al, 1953), mercuric oxide/acetic anhydride (Overberger and Bonsignore, 1958), polymer-supported selenoxide and telluroxide reagents (Hu et al, 1986), dimethyl sulfate followed by acid hydrolysis (Degani et al, 1994), epoxycyclohexane (Barbero et al, 1996) and potassium permanganate under phase transfer conditions (Aitken et al, 1997c). Compound 2 is long known to be a convenient precursor for synthesis of the useful unsaturated heterocycles 3 and 4 (Mayer and Gebhardt, 1964), and there have been various recent applications of the product 2 including as a component of the electrolyte in high-temperature batteries (Ihara et al, 2008), as a key intermediate in the chemical recycling of waste polycarbonate (Hata et al, 2003), and as a precursor for binuclear iron-sulfur carbonyl complexes (Lagadec et al, 1987; Xiao et al, 2017).…”
Section: Introductionmentioning
confidence: 99%
“…By way of contrast, the existing methods include stoichiometric use of mercuric acetate (Challenger et al, 1953), mercuric oxide/acetic anhydride (Overberger and Bonsignore, 1958), polymer-supported selenoxide and telluroxide reagents (Hu et al, 1986), dimethyl sulfate followed by acid hydrolysis (Degani et al, 1994), epoxycyclohexane (Barbero et al, 1996) and potassium permanganate under phase transfer conditions (Aitken et al, 1997c). Compound 2 is long known to be a convenient precursor for synthesis of the useful unsaturated heterocycles 3 and 4 (Mayer and Gebhardt, 1964), and there have been various recent applications of the product 2 including as a component of the electrolyte in high-temperature batteries (Ihara et al, 2008), as a key intermediate in the chemical recycling of waste polycarbonate (Hata et al, 2003), and as a precursor for binuclear iron-sulfur carbonyl complexes (Lagadec et al, 1987; Xiao et al, 2017).…”
Section: Introductionmentioning
confidence: 99%
“…This way a huge amount of synthetic polycarbonate has been introduced to our ecosystem. 6,7 In order to avoid toxic organic solvents in this process, supercritical water 8 and ethanol 9 was used for depolymerization of PC. Therefore, polymer recycling methods are of high importance in the present time where environment protection is at priority.…”
Section: Introductionmentioning
confidence: 99%
“…In a previous study, we examined the low-temperature CRAC of PC for coproducing BPA and organic carbonates without losing any chemical components. [2][3][4][5][6] In the present study, along the same conceptual lines, we chose carbohydrates (CHs) as biomass-based polyols, in expectation of their solvolytic behavior, as the reservoir of the carbonyl unit of PC. Among typical carbohydrates, we chose glycerol (Gly) initially and then glucose (Glu) (Figs.…”
Section: Introductionmentioning
confidence: 99%
“…In view of this change in manufacturing method, it is clear that the recycling technology for PC must be synchronized with the manufacturing technology to achieve the highest atom economy, i.e., the carbonate unit of PC must be recycled as the counterpart monomer of BPA. [2][3][4][5][6] Thus, with reproduced BPA and carbonate such as diaryl or dialkyl carbonate, the chemical recycling of PC fi nally composes a closed circuit.…”
Section: Introductionmentioning
confidence: 99%