{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,20]],"date-time":"2025-10-20T00:29:03Z","timestamp":1760920143046,"version":"build-2065373602"},"reference-count":28,"publisher":"Wiley","issue":"24","license":[{"start":{"date-parts":[[2020,11,8]],"date-time":"2020-11-08T00:00:00Z","timestamp":1604793600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["analyticalsciencejournals.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["J of Separation Science"],"published-print":{"date-parts":[[2020,12]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>A precursor carboxy\u2010silica support was introduced for grafting retentive ligands for use in high\u2010performance liquid chromatography. This support was prepared by sequentially reacting 5\u00a0\u03bcm silica particles with vinyltrimethoxysilane and then thioglycolic acid. The carboxy\u2010silica thus obtained was subsequently functionalized with octadecylamine, 2\u2010naphthylamine, or 2\u2010aminoanthracene by on\u2010column reactions via a carbodiimide conjugation reaction. The carbodiimide with its zero\u2010length carboxyl\u2010to\u2010amine coupling ability works by activating the surface carboxyl groups of the precursor support for direct reaction with the primary amines of octadecylamine, 2\u2010naphthylamine, or 2\u2010aminoanthracene via amide bond formation. These reactions series, which are applied for the first time in high\u2010performance liquid chromatography column fabrication, yielded the octadecyl\u2010, naphthyl\u2010, and anthracenyl\u2010silica columns. The three columns were evaluated for their reversed\u2010phase chromatography retention properties with alkylbenzenes, alkylphenyl ketones, nitroalkanes, benzene and toluene derivatives, polyaromatic hydrocarbons, and nitro\u2010substituted amino acids. The naphthyl\u2010 and anthracenyl\u2010silica exhibited a good selectivity and efficiency toward most of the aromatic analytes when compared to the octadecyl\u2010silica. Nitro\u2010substituted amino acids containing electron withdrawing groups showed greater selectivity than other analytes on the aromatic\u2010based columns than the C<jats:sub>18<\/jats:sub> column. This is because of the ability of the \u03c0 electron system of the analyte to accept electrons from the aromatic\u2010based stationary phase (a Lewis base).<\/jats:p>","DOI":"10.1002\/jssc.202000844","type":"journal-article","created":{"date-parts":[[2020,10,20]],"date-time":"2020-10-20T10:55:53Z","timestamp":1603191353000},"page":"4424-4433","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":7,"title":["Precursor carboxy\u2010silica for functionalization with interactive ligands. I. Carbodiimide\u2010assisted preparation of silica\u2010bonded stationary phases with octadecyl, naphthyl, and anthracenyl ligands: Comparison of their selectivity and retentivity"],"prefix":"10.1002","volume":"43","author":[{"given":"Nilushi","family":"Paranamana","sequence":"first","affiliation":[{"name":"Department of Chemistry Oklahoma State University  Stillwater Oklahoma USA"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8018-6244","authenticated-orcid":false,"given":"Ziad","family":"El Rassi","sequence":"additional","affiliation":[{"name":"Department of Chemistry Oklahoma State University  Stillwater Oklahoma USA"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2020,11,8]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja983046p"},{"key":"e_1_2_8_3_1","first-page":"9","volume-title":"Methods in Molecular Biology","author":"Aguilar MI","year":"2004"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9673(98)00655-4"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9673(00)82036-1"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/ac00111a010"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9673(96)00682-6"},{"key":"e_1_2_8_8_1","doi-asserted-by":"crossref","first-page":"489","DOI":"10.1007\/BF02261399","article-title":"Comparison of two anthryl modified silica stationary phases for the HPLC separation of PAHs and nitro\u2010PAHs","volume":"29","author":"GroBe\u2010Rhodel C","year":"1990","journal-title":"Chromatographia"},{"key":"e_1_2_8_9_1","doi-asserted-by":"crossref","first-page":"43","DOI":"10.1016\/j.chroma.2004.05.096","article-title":"Investigations on the chromatographic behavior of hybrid reversed\u2010phase materials containing electron donor\u2010acceptor systems; II. Contribution of \u03c0\u2010\u03c0 interactions","volume":"1045","author":"Horak J","year":"2005","journal-title":"J Chromatogr A"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1093\/chromsci\/20.5.203"},{"volume-title":"Organic Chemistry","year":"1987","author":"Morrison RT","key":"e_1_2_8_11_1"},{"key":"e_1_2_8_12_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9673(99)00253-8"},{"key":"e_1_2_8_13_1","doi-asserted-by":"publisher","DOI":"10.1002\/jssc.201300150"},{"key":"e_1_2_8_14_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.talanta.2017.11.062"},{"key":"e_1_2_8_15_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2017.05.060"},{"key":"e_1_2_8_16_1","first-page":"113","volume-title":"Reversed\u2010Phase Chromatography","author":"Melander WR","year":"1980"},{"key":"e_1_2_8_17_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2015.07.069"},{"key":"e_1_2_8_18_1","doi-asserted-by":"publisher","DOI":"10.1007\/BF02274581"},{"key":"e_1_2_8_19_1","doi-asserted-by":"publisher","DOI":"10.1002\/elps.200900700"},{"key":"e_1_2_8_20_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2005.08.028"},{"key":"e_1_2_8_21_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9673(01)94234-7"},{"volume-title":"Organic Chemistry","year":"2008","author":"Solomons GTW","key":"e_1_2_8_22_1"},{"key":"e_1_2_8_23_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9673(98)00721-3"},{"key":"e_1_2_8_24_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9673(00)00598-7"},{"key":"e_1_2_8_25_1","doi-asserted-by":"crossref","first-page":"479","DOI":"10.1365\/s10337-003-0072-0","article-title":"Liquid chromatographic determination of glutamine in cerebrospinal fluid using 2\u2010hydroxynaphthaldehyde derivatizing reagent","volume":"58","author":"Khuhawar MY","year":"2003","journal-title":"Chromatographia"},{"key":"e_1_2_8_26_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9673(98)01023-1"},{"key":"e_1_2_8_27_1","doi-asserted-by":"publisher","DOI":"10.1134\/S1070427211060103"},{"key":"e_1_2_8_28_1","doi-asserted-by":"publisher","DOI":"10.1016\/0003-2697(88)90111-X"},{"key":"e_1_2_8_29_1","doi-asserted-by":"publisher","DOI":"10.1042\/bj0390507"}],"container-title":["Journal of Separation Science"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/jssc.202000844","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/jssc.202000844","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/analyticalsciencejournals.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/jssc.202000844","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,19]],"date-time":"2025-10-19T10:33:24Z","timestamp":1760870004000},"score":1,"resource":{"primary":{"URL":"https:\/\/analyticalsciencejournals.onlinelibrary.wiley.com\/doi\/10.1002\/jssc.202000844"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2020,11,8]]},"references-count":28,"journal-issue":{"issue":"24","published-print":{"date-parts":[[2020,12]]}},"alternative-id":["10.1002\/jssc.202000844"],"URL":"https:\/\/doi.org\/10.1002\/jssc.202000844","archive":["Portico"],"relation":{},"ISSN":["1615-9306","1615-9314"],"issn-type":[{"type":"print","value":"1615-9306"},{"type":"electronic","value":"1615-9314"}],"subject":[],"published":{"date-parts":[[2020,11,8]]},"assertion":[{"value":"2020-08-02","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2020-10-17","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2020-11-08","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}