PMID- 38333201 OWN - NLM STAT- PubMed-not-MEDLINE LR - 20240210 IS - 2168-0485 (Print) IS - 2168-0485 (Electronic) IS - 2168-0485 (Linking) VI - 12 IP - 5 DP - 2024 Feb 5 TI - Small-Angle Neutron Scattering Insights into 2-Ethylhexyl Laurate: A Remarkable Bioester. PG - 1816-1821 LID - 10.1021/acssuschemeng.3c04736 [doi] AB - Commercial (protiated) samples of the "green" and biodegradable bioester 2-ethylhexyl laurate (2-EHL) were mixed with D-2-EHL synthesized by hydrothermal deuteration, with the mixtures demonstrating bulk structuring in small-angle neutron scattering measurements. Analysis in a polymer scattering framework yielded a radius of gyration (R(g)) of 6.5 A and a Kuhn length (alternatively described as the persistence length or average segment length) of 11.2 A. Samples of 2-EHL dispersed in acetonitrile formed self-assembled structures exceeding the molecular dimensions of the 2-EHL, with a mean aggregation number (N(agg)) of 3.5 +/- 0.2 molecules across the tested concentrations. We therefore present structural evidence that this ester can function as a nonionic (co)surfactant. The available surfactant-like conformations appear to enable performance beyond the low calculated hydrophilic-lipophilic balance value of 2.9. Overall, our data offer an explanation for 2-EHL's interfacial adsorption properties via self-assembly, resulting in strong emolliency and lubricity for this sustainable ester-based bio-oil. CI - (c) 2024 The Authors. Published by American Chemical Society. FAU - Hammond, Oliver S AU - Hammond OS AUID- ORCID: 0000-0002-5612-9343 AD - Department of Biological and Chemical Engineering and iNANO, Aarhus University, Aarhus C 8000, Denmark. AD - Department of Materials and Environmental Chemistry, Stockholm University, Stockholm 114 18, Sweden. FAU - Morris, Daniel C AU - Morris DC AUID- ORCID: 0000-0002-8078-7848 AD - School of Chemical Engineering, University of New South Wales, Sydney 2052, Australia. FAU - Bousrez, Guillaume AU - Bousrez G AUID- ORCID: 0000-0002-0265-7431 AD - Department of Biological and Chemical Engineering and iNANO, Aarhus University, Aarhus C 8000, Denmark. AD - Department of Materials and Environmental Chemistry, Stockholm University, Stockholm 114 18, Sweden. FAU - Li, Sichao AU - Li S AD - Division of Surface and Corrosion Science, School of Engineering Sciences in Chemistry, Biotechnology and Health, KTH Royal Institute of Technology, Stockholm 100 44, Sweden. FAU - de Campo, Liliana AU - de Campo L AD - Australian Centre for Neutron Scattering, ANSTO, Lucas Heights, New South Wales 2234, Australia. FAU - Recsei, Carl AU - Recsei C AUID- ORCID: 0000-0001-8169-5921 AD - National Deuteration Facility, ANSTO, Lucas Heights, New South Wales 2234, Australia. FAU - Moir, Michael AU - Moir M AD - National Deuteration Facility, ANSTO, Lucas Heights, New South Wales 2234, Australia. FAU - Glavatskih, Sergei AU - Glavatskih S AUID- ORCID: 0000-0002-8738-0047 AD - Department of Engineering Design, KTH Royal Institute of Technology, Stockholm 100 44, Sweden. AD - Department of Electromechanical, Systems and Metal Engineering, Ghent University, Ghent 9052, Belgium. AD - School of Chemistry, University of New South Wales, Sydney 2052, Australia. FAU - Rutland, Mark W AU - Rutland MW AD - Division of Surface and Corrosion Science, School of Engineering Sciences in Chemistry, Biotechnology and Health, KTH Royal Institute of Technology, Stockholm 100 44, Sweden. AD - School of Chemistry, University of New South Wales, Sydney 2052, Australia. AD - Laboratoire de Tribologie et Dynamique des Systemes, Ecole Central de Lyon, Lyon 69130, France. FAU - Mudring, Anja-Verena AU - Mudring AV AUID- ORCID: 0000-0002-2800-1684 AD - Department of Biological and Chemical Engineering and iNANO, Aarhus University, Aarhus C 8000, Denmark. AD - Department of Materials and Environmental Chemistry, Stockholm University, Stockholm 114 18, Sweden. LA - eng PT - Journal Article DEP - 20240122 PL - United States TA - ACS Sustain Chem Eng JT - ACS sustainable chemistry & engineering JID - 101608852 PMC - PMC10848283 COIS- The authors declare no competing financial interest. EDAT- 2024/02/09 06:42 MHDA- 2024/02/09 06:43 PMCR- 2024/02/07 CRDT- 2024/02/09 03:55 PHST- 2023/07/28 00:00 [received] PHST- 2023/11/17 00:00 [revised] PHST- 2023/11/17 00:00 [accepted] PHST- 2024/02/09 06:43 [medline] PHST- 2024/02/09 06:42 [pubmed] PHST- 2024/02/09 03:55 [entrez] PHST- 2024/02/07 00:00 [pmc-release] AID - 10.1021/acssuschemeng.3c04736 [doi] PST - epublish SO - ACS Sustain Chem Eng. 2024 Jan 22;12(5):1816-1821. doi: 10.1021/acssuschemeng.3c04736. eCollection 2024 Feb 5.