Matches in SemOpenAlex for { <https://semopenalex.org/work/W2905297998> ?p ?o ?g. }
- W2905297998 endingPage "133" @default.
- W2905297998 startingPage "126" @default.
- W2905297998 abstract "Bio-derived cyclic carbonates are of significant research interest as building blocks for non-isocyanate polyurethanes (NIPUs). Cyclic carbonates from limonene are bio-renewable monomers for the production of fully bio-based polymers from citrus waste; however, there are currently very few reports on their synthesis. This work reports the synthesis of five-membered cyclic carbonates from bio-based limonene oxide (LO) and CO2 catalysed by commercially available inexpensive, tetrabutylammonium halides (TBAX). The cycloaddition of CO2 with commercial LO mixture of cis/trans-isomers (40:60) is highly stereoselective and the trans-isomer exhibits considerably higher conversion than the cis-isomer. Therefore, a stereoselective method of (R)-(+)-limonene epoxidation was performed to achieve a significantly higher yield of the trans-isomer (87 ± 2%) than cis-isomer, which leads to high conversion and yield to the corresponding cyclic carbonates. The catalytic effect of halide anions (X¯) and the influence of operational reaction parameters such as temperature, pressure, and catalyst amount were studied. High conversion (87%) was obtained after 20 h at 120 °C, 40 bar CO2 using 6 mol% tetrabutylammonium chloride (TBAC) catalyst. A detailed study of the reaction kinetics revealed the reaction to be first-order in epoxide (LO), CO2 and catalyst (TBAC) concentrations. Moreover, the temperature dependence of the reaction was studied using Arrhenius and Eyring equations. The activation energy (Ea) of the reaction was calculated to be 64 kJ mol–1. The high positive value of Gibbs free energy (ΔG‡ = 102.6 kJ mol–1) and negative value of activation entropy (ΔS‡ = –103.6 J mol–1) obtained as result of the thermodynamic study, indicate that the reaction was endergonic and kinetically controlled in nature." @default.
- W2905297998 created "2018-12-22" @default.
- W2905297998 creator A5002650953 @default.
- W2905297998 creator A5031996384 @default.
- W2905297998 creator A5035140337 @default.
- W2905297998 creator A5048092380 @default.
- W2905297998 date "2019-01-01" @default.
- W2905297998 modified "2023-10-16" @default.
- W2905297998 title "Highly selective, sustainable synthesis of limonene cyclic carbonate from bio-based limonene oxide and CO2: A kinetic study" @default.
- W2905297998 cites W1510168266 @default.
- W2905297998 cites W1778012245 @default.
- W2905297998 cites W1838351295 @default.
- W2905297998 cites W1904096655 @default.
- W2905297998 cites W1915198374 @default.
- W2905297998 cites W1915962847 @default.
- W2905297998 cites W1964539379 @default.
- W2905297998 cites W1970269685 @default.
- W2905297998 cites W1972345643 @default.
- W2905297998 cites W1972581319 @default.
- W2905297998 cites W1974485231 @default.
- W2905297998 cites W1975706184 @default.
- W2905297998 cites W1976881666 @default.
- W2905297998 cites W1985861407 @default.
- W2905297998 cites W1987121931 @default.
- W2905297998 cites W1987201694 @default.
- W2905297998 cites W1990727323 @default.
- W2905297998 cites W1992300523 @default.
- W2905297998 cites W1992871983 @default.
- W2905297998 cites W1995595415 @default.
- W2905297998 cites W1998062017 @default.
- W2905297998 cites W2002752790 @default.
- W2905297998 cites W2003135711 @default.
- W2905297998 cites W2008371036 @default.
- W2905297998 cites W2009990400 @default.
- W2905297998 cites W2017928980 @default.
- W2905297998 cites W2018729843 @default.
- W2905297998 cites W2019499123 @default.
- W2905297998 cites W2022194464 @default.
- W2905297998 cites W2029357977 @default.
- W2905297998 cites W2031387851 @default.
- W2905297998 cites W2035559468 @default.
- W2905297998 cites W2035903417 @default.
- W2905297998 cites W2048754015 @default.
- W2905297998 cites W2051469691 @default.
- W2905297998 cites W2055992729 @default.
- W2905297998 cites W2059029479 @default.
- W2905297998 cites W2060045114 @default.
- W2905297998 cites W2060406819 @default.
- W2905297998 cites W2060975977 @default.
- W2905297998 cites W2064574760 @default.
- W2905297998 cites W2067693715 @default.
- W2905297998 cites W2075880526 @default.
- W2905297998 cites W2077451616 @default.
- W2905297998 cites W2085881347 @default.
- W2905297998 cites W2089408526 @default.
- W2905297998 cites W2094413778 @default.
- W2905297998 cites W2105634484 @default.
- W2905297998 cites W2111920806 @default.
- W2905297998 cites W2121600007 @default.
- W2905297998 cites W2125274876 @default.
- W2905297998 cites W2127539487 @default.
- W2905297998 cites W2133548137 @default.
- W2905297998 cites W2142433498 @default.
- W2905297998 cites W2142476184 @default.
- W2905297998 cites W2150450460 @default.
- W2905297998 cites W2156343052 @default.
- W2905297998 cites W2168248307 @default.
- W2905297998 cites W2168646362 @default.
- W2905297998 cites W2169211003 @default.
- W2905297998 cites W2171826049 @default.
- W2905297998 cites W2235357184 @default.
- W2905297998 cites W2253681589 @default.
- W2905297998 cites W2314724646 @default.
- W2905297998 cites W2315038845 @default.
- W2905297998 cites W2322788072 @default.
- W2905297998 cites W2323831472 @default.
- W2905297998 cites W2331198214 @default.
- W2905297998 cites W2344816868 @default.
- W2905297998 cites W2345700910 @default.
- W2905297998 cites W2437377606 @default.
- W2905297998 cites W2556792966 @default.
- W2905297998 cites W2604533121 @default.
- W2905297998 cites W2608475628 @default.
- W2905297998 cites W2608505597 @default.
- W2905297998 cites W2618247614 @default.
- W2905297998 cites W2622186511 @default.
- W2905297998 cites W2765971612 @default.
- W2905297998 cites W2794199059 @default.
- W2905297998 cites W2951999921 @default.
- W2905297998 cites W4237993817 @default.
- W2905297998 cites W4255261020 @default.
- W2905297998 doi "https://doi.org/10.1016/j.jcou.2018.12.001" @default.
- W2905297998 hasPublicationYear "2019" @default.
- W2905297998 type Work @default.
- W2905297998 sameAs 2905297998 @default.
- W2905297998 citedByCount "39" @default.
- W2905297998 countsByYear W29052979982019 @default.
- W2905297998 countsByYear W29052979982020 @default.