PMID- 35926216 OWN - NLM STAT- PubMed-not-MEDLINE LR - 20220816 IS - 1520-5827 (Electronic) IS - 0743-7463 (Linking) VI - 38 IP - 32 DP - 2022 Aug 16 TI - Solubilization of Aldehydes and Amines in Aqueous C(i)E(j) Surfactant Aggregates: Solubilization Capacity and Aggregate Properties. PG - 10022-10031 LID - 10.1021/acs.langmuir.2c01463 [doi] AB - Hydroformylation of olefins to aldehydes and subsequent reductive amination of aldehydes to amines takes place in an aqueous system using a water-soluble catalyst. It is limited to short-chain molecules due to an insufficient solubility of long-chain molecules in water. A promising approach to increase the solubility of long-chain aldehydes and amines is the addition of surfactants to the aqueous phase. In this work, we thus determined the solubilization capacity (SC) of different nonionic C(i)E(j) surfactants (C(8)E(6), C(10)E(6), and C(10)E(8)) toward long-chain aldehydes and amines. We used static and dynamic light scattering techniques to investigate the influence of both the surfactant and solute molecular structures on the SC as well as on the aggregation number (N(agg)) and hydrodynamic radius (R(h)) of mixed aggregates. Our data reveals that an optimum ratio of hydrophobic to hydrophilic chain length of C(i)E(j) surfactants exists where the SC toward long-chain aldehydes and amines possesses a maximum. Further, the size of the aggregates (N(agg), R(h)) passes through a minimum upon amine solubilization, while upon aldehyde solubilization, the aggregate size increases gradually. The results shown in this work give valuable insights to the solubilization of aldehydes and n-amines into nonionic C(i)E(j) surfactants and facilitate the search of suitable surfactants for hydroformylation and reductive amination as "green" solvents based on the detailed knowledge about the aggregate structure. FAU - Kroll, Peter AU - Kroll P AUID- ORCID: 0000-0001-9924-3261 AD - Laboratory of Thermodynamics, Department of Biochemical and Chemical Engineering, TU Dortmund University, Emil-Figge-Strasse 70, 44227 Dortmund, Germany. FAU - Sadowski, Gabriele AU - Sadowski G AUID- ORCID: 0000-0002-5038-9152 AD - Laboratory of Thermodynamics, Department of Biochemical and Chemical Engineering, TU Dortmund University, Emil-Figge-Strasse 70, 44227 Dortmund, Germany. FAU - Brandenbusch, Christoph AU - Brandenbusch C AUID- ORCID: 0000-0003-3338-9211 AD - Laboratory of Thermodynamics, Department of Biochemical and Chemical Engineering, TU Dortmund University, Emil-Figge-Strasse 70, 44227 Dortmund, Germany. LA - eng PT - Journal Article DEP - 20220804 PL - United States TA - Langmuir JT - Langmuir : the ACS journal of surfaces and colloids JID - 9882736 SB - IM EDAT- 2022/08/05 06:00 MHDA- 2022/08/05 06:01 CRDT- 2022/08/04 17:12 PHST- 2022/08/05 06:00 [pubmed] PHST- 2022/08/05 06:01 [medline] PHST- 2022/08/04 17:12 [entrez] AID - 10.1021/acs.langmuir.2c01463 [doi] PST - ppublish SO - Langmuir. 2022 Aug 16;38(32):10022-10031. doi: 10.1021/acs.langmuir.2c01463. Epub 2022 Aug 4.