{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,15]],"date-time":"2025-10-15T17:16:20Z","timestamp":1760548580991,"version":"build-2065373602"},"reference-count":43,"publisher":"Wiley","issue":"11-12","license":[{"start":{"date-parts":[[2023,11,2]],"date-time":"2023-11-02T00:00:00Z","timestamp":1698883200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":["analyticalsciencejournals.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Electrophoresis"],"published-print":{"date-parts":[[2024,6]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>In this work, brush\u2010type chiral stationary phases (CSPs) with <jats:italic>O<\/jats:italic>\u20109\u2010(2,6\u2010diisopropylphenylcarbamoyl)\u2010modified quinidine (DIPPCQD\u2010brush\/\u2010SH) and <jats:italic>O<\/jats:italic>\u20109\u2010(2,6\u2010diisopropylphenylcarbamoyl)\u2010modified quinine (DIPPCQN\u2010brush\/\u2010SH) were prepared as benchmarks for comparison with new corresponding polymeric CSPs with more stable bonding chemistry. These polymeric CSPs were prepared by coating a thin poly(3\u2010mercaptopropyl)\u2010methylsiloxane film together with the chiral selector onto vinyl\u2010modified silica. In a second step, immobilization of the quinine\/quinidine derivatives as well as cross\u2010linking of the polysiloxane film to the vinyl\u2010silica is achieved by a double thiol\u2010ene click reaction. The polymeric CSPs exhibited similar enantioselectivity as the corresponding brush phases, but showed lower chromatographic efficiencies. Chiral acidic substances were separated into enantiomers (e.g., <jats:italic>N<\/jats:italic>\u2010protected amino acids, herbicides like dichlorprop) in accordance with an enantioselective anion\u2010exchange process. Oxidation of residual thiol groups of the polymer DIPPCQN\u2010CSP introduced sulfonic acid co\u2010ligands on the silica surface, which resulted in greatly reduced retention times. Acting as immobilized counterions, they allowed to reduce the concentration of counterions in the mobile phase, which is favorable for liquid chromatography (LC)\u2013electrospray ionization\u2013mass spectrometry application. Ibuprofen showed a single peak under ambient column temperature. However, application of cryogenic cooling of the column enabled to achieve baseline separation at \u201320\u00b0C column temperature. It can be explained by an enthalpically dominated separation, which leads to an increase in separation factors when the temperature is reduced. While it is quite uncommon to work at subzero degree column temperature, this work illustrates the potential to exploit such temperature regime for optimization of LC enantiomer separations.<\/jats:p>","DOI":"10.1002\/elps.202300182","type":"journal-article","created":{"date-parts":[[2023,11,2]],"date-time":"2023-11-02T07:39:20Z","timestamp":1698910760000},"page":"989-999","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Cross\u2010linked polysiloxane\u2010coated stable bond <i>O<\/i>\u20109\u2010(2,6\u2010diisopropylphenylcarbamoyl)quinine and quinidine chiral stationary phases as well as application in enantioselective cryo\u2010HPLC"],"prefix":"10.1002","volume":"45","author":[{"given":"Ulrich","family":"Woiwode","sequence":"first","affiliation":[{"name":"Institute of Pharmaceutical Sciences, Pharmaceutical (Bio\u2010)Analysis University of T\u00fcbingen  T\u00fcbingen Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Adrian","family":"Sievers\u2010Engler","sequence":"additional","affiliation":[{"name":"Institute of Pharmaceutical Sciences, Pharmaceutical (Bio\u2010)Analysis University of T\u00fcbingen  T\u00fcbingen Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1318-0974","authenticated-orcid":false,"given":"Michael","family":"L\u00e4mmerhofer","sequence":"additional","affiliation":[{"name":"Institute of Pharmaceutical Sciences, Pharmaceutical (Bio\u2010)Analysis University of T\u00fcbingen  T\u00fcbingen Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2023,11,2]]},"reference":[{"key":"e_1_2_9_2_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9673(00)00532-X"},{"key":"e_1_2_9_3_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2009.10.022"},{"key":"e_1_2_9_4_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.trac.2019.115639"},{"key":"e_1_2_9_5_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.trac.2019.115628"},{"key":"e_1_2_9_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.1c00846"},{"key":"e_1_2_9_7_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2012.10.033"},{"key":"e_1_2_9_8_1","doi-asserted-by":"publisher","DOI":"10.1002\/jssc.201800724"},{"key":"e_1_2_9_9_1","doi-asserted-by":"publisher","DOI":"10.1002\/jssc.200800174"},{"key":"e_1_2_9_10_1","doi-asserted-by":"publisher","DOI":"10.1007\/978-1-4939-9438-0_11"},{"key":"e_1_2_9_11_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2016.07.049"},{"key":"e_1_2_9_12_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.trac.2021.116511"},{"key":"e_1_2_9_13_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jpba.2018.06.045"},{"key":"e_1_2_9_14_1","doi-asserted-by":"publisher","DOI":"10.1002\/9781119802280.ch11"},{"key":"e_1_2_9_15_1","doi-asserted-by":"publisher","DOI":"10.1016\/B978-0-08-095167-6.00821-1"},{"key":"e_1_2_9_16_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.analchem.1c04585"},{"key":"e_1_2_9_17_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.trac.2014.06.026"},{"key":"e_1_2_9_18_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2023.464032"},{"key":"e_1_2_9_19_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-022-34031-z"},{"key":"e_1_2_9_20_1","doi-asserted-by":"publisher","DOI":"10.1002\/jssc.202100334"},{"key":"e_1_2_9_21_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00330a057"},{"key":"e_1_2_9_22_1","doi-asserted-by":"publisher","DOI":"10.1002\/chir.23426"},{"key":"e_1_2_9_23_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2012.09.071"},{"key":"e_1_2_9_24_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2021.462418"},{"key":"e_1_2_9_25_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9673(00)01230-9"},{"key":"e_1_2_9_26_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2016.01.058"},{"key":"e_1_2_9_27_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.trac.2019.115709"},{"key":"e_1_2_9_28_1","doi-asserted-by":"publisher","DOI":"10.1002\/jssc.201701264"},{"key":"e_1_2_9_29_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja9631458"},{"key":"e_1_2_9_30_1","doi-asserted-by":"publisher","DOI":"10.1002\/jssc.200900165"},{"key":"e_1_2_9_31_1","doi-asserted-by":"publisher","DOI":"10.1021\/ac203252u"},{"key":"e_1_2_9_32_1","doi-asserted-by":"publisher","DOI":"10.15583\/jpchrom.2020.011"},{"key":"e_1_2_9_33_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja9941779"},{"key":"e_1_2_9_34_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp0272926"},{"key":"e_1_2_9_35_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2014.07.097"},{"key":"e_1_2_9_36_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo016397m"},{"key":"e_1_2_9_37_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9673(97)00681-X"},{"key":"e_1_2_9_38_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9673(97)01063-7"},{"key":"e_1_2_9_39_1","doi-asserted-by":"publisher","DOI":"10.1007\/BF02536648"},{"key":"e_1_2_9_40_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetasy.2007.11.037"},{"key":"e_1_2_9_41_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9673(99)00803-1"},{"key":"e_1_2_9_42_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2018.04.061"},{"key":"e_1_2_9_43_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2017.04.054"},{"key":"e_1_2_9_44_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.aca.2019.06.006"}],"container-title":["ELECTROPHORESIS"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/analyticalsciencejournals.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/elps.202300182","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,15]],"date-time":"2025-10-15T16:53:05Z","timestamp":1760547185000},"score":1,"resource":{"primary":{"URL":"https:\/\/analyticalsciencejournals.onlinelibrary.wiley.com\/doi\/10.1002\/elps.202300182"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2023,11,2]]},"references-count":43,"journal-issue":{"issue":"11-12","published-print":{"date-parts":[[2024,6]]}},"alternative-id":["10.1002\/elps.202300182"],"URL":"https:\/\/doi.org\/10.1002\/elps.202300182","archive":["Portico"],"relation":{},"ISSN":["0173-0835","1522-2683"],"issn-type":[{"type":"print","value":"0173-0835"},{"type":"electronic","value":"1522-2683"}],"subject":[],"published":{"date-parts":[[2023,11,2]]},"assertion":[{"value":"2023-08-18","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2023-10-13","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2023-11-02","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}