PMID- 36741189 OWN - NLM STAT- PubMed-not-MEDLINE LR - 20230207 IS - 2046-2069 (Electronic) IS - 2046-2069 (Linking) VI - 13 IP - 4 DP - 2023 Jan 11 TI - Sustainable solvents for beta-diketone extraction from wheat straw wax and their molecular self-assembly into nano-structured tubules for hydrophobic coatings. PG - 2427-2437 LID - 10.1039/d2ra07581d [doi] AB - Nonpolar, nonperoxide forming, sustainable and potentially bio-based solvents, namely 2,2,5,5-tetramethyloxolane (TMO) and 2,5-diethyl-2,5-dimethyloxolane (DEDMO), were utilized as an alternative to toxic petroleum-based hydrocarbon solvents for extraction of hentriacontane-14,16-dione from waste wheat straw waxes. This work is the first to report the application of DEDMO as a solvent for the extraction of natural products. The sustainable methodology developed in this research provided considerable advantages over previously reported systems in terms of high extraction yields, excellent selectivity towards the beta-diketones and low amounts of waste generated. DEDMO provided the highest recovery yield for all the sustainable solvents investigated, recovering 23.7% of the wax (which is a 68.8% yield of the beta-diketone). The extracted lipophilic hentriacontane-14,16-dione was utilised in combination with the sustainable solvents TMO or DEDMO to facilitate the creation of highly hydrophobic coatings. Moreover, the use of DEDMO was found to aid in the self-assembly of nano-structured tubule formation of both the unrefined wax and isolated beta-diketone. Green metric evaluation using process mass intensity (PMI), E-factor, solvent intensity (SI), and water intensity (WI) demonstrated that the described extraction procedure for hentriacontane-14,16-dione was highly sustainable and safer than the previous methodology. This sustainable manufacturing process may create the potential to valorise agricultural wastes as part of a holistic biorefinery. CI - This journal is (c) The Royal Society of Chemistry. FAU - Noppawan, Pakin AU - Noppawan P AUID- ORCID: 0000-0002-6940-9045 AD - Department of Chemistry, Faculty of Science, Mahasarakham University Maha Sarakham 44150 Thailand. FAU - Sangon, Suwiwat AU - Sangon S AD - Materials Chemistry Research Center, Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Khon Kaen University Khon Kaen 40002 Thailand andrew@KKU.ac.th. FAU - Chatsiri, Petcharaphorn AU - Chatsiri P AD - Materials Chemistry Research Center, Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Khon Kaen University Khon Kaen 40002 Thailand andrew@KKU.ac.th. AD - Vidyasirimedhi Institute of Science and Technology (VISTEC) Rayong 21210 Thailand. FAU - Khunmood, Nutnicha AU - Khunmood N AD - Materials Chemistry Research Center, Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Khon Kaen University Khon Kaen 40002 Thailand andrew@KKU.ac.th. AD - Agilent Technologies, 22nd Floor, U Chu Liang Bldg Rama IV Road Bangrak Bangkok 10500 Thailand. FAU - Aintharabunya, Suphatta AU - Aintharabunya S AD - Materials Chemistry Research Center, Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Khon Kaen University Khon Kaen 40002 Thailand andrew@KKU.ac.th. FAU - Supanchaiyamat, Nontipa AU - Supanchaiyamat N AUID- ORCID: 0000-0002-5031-4281 AD - Materials Chemistry Research Center, Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Khon Kaen University Khon Kaen 40002 Thailand andrew@KKU.ac.th. FAU - Hunt, Andrew J AU - Hunt AJ AUID- ORCID: 0000-0003-3983-8313 AD - Materials Chemistry Research Center, Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Khon Kaen University Khon Kaen 40002 Thailand andrew@KKU.ac.th. LA - eng PT - Journal Article DEP - 20230117 PL - England TA - RSC Adv JT - RSC advances JID - 101581657 PMC - PMC9844676 COIS- There are no conflicts to declare. EDAT- 2023/02/07 06:00 MHDA- 2023/02/07 06:01 PMCR- 2023/01/17 CRDT- 2023/02/06 03:26 PHST- 2022/11/29 00:00 [received] PHST- 2022/12/19 00:00 [accepted] PHST- 2023/02/06 03:26 [entrez] PHST- 2023/02/07 06:00 [pubmed] PHST- 2023/02/07 06:01 [medline] PHST- 2023/01/17 00:00 [pmc-release] AID - d2ra07581d [pii] AID - 10.1039/d2ra07581d [doi] PST - epublish SO - RSC Adv. 2023 Jan 17;13(4):2427-2437. doi: 10.1039/d2ra07581d. eCollection 2023 Jan 11.