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Rapid Commun."],"published-print":{"date-parts":[[2023,2]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>A 3\u2010benzylmorpholine\u20102,5\u2010dione monomer is synthesized from the natural amino acid <jats:sc>l<\/jats:sc>\u2010phenylalanine and characterized by means of nuclear magnetic resonance and infrared spectroscopy, electrospray ionization mass spectrometry, and elemental analysis. Subsequent to preliminary polymerization studies, a well\u2010defined poly(ester amide) homopolymer is synthesized via ring\u2010opening polymerization using a binary catalyst system comprising\u00a01,8\u2010diazabicyclo[5.4.0]undec\u20107\u2010ene (DBU) and a 1\u2010(3,5\u2010bis(trifluoromethyl)phenyl)\u20103\u2010cyclohexylthiourea (TU) cocatalyst with a feed ratio of M\/I\/DBU\/TU = 100\/1\/1\/10. Kinetic studies reveal high controllability of the dispersities and molar masses up to conversions of almost 80%. Analysis by mass spectrometry hints toward excellent end\u2010group fidelity at these conditions. In consequence, utilization of hydroxyl\u2010functionalized poly(ethylene glycol) and poly(2\u2010ethyl\u20102\u2010oxazoline) as macroinitiators results in amphiphilic block copolymers. Bulk miscibility of the building blocks is indicated by differential scanning calorimetry investigations. As more and more promising new drugs are based on hydrophobic molecules featuring aromatic moieties, the novel polyesteramides seem highly promising materials to be used as potential drug delivery vehicles.<\/jats:p>","DOI":"10.1002\/marc.202200651","type":"journal-article","created":{"date-parts":[[2022,11,22]],"date-time":"2022-11-22T21:29:35Z","timestamp":1669152575000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":8,"title":["Organocatalyzed Ring\u2010Opening Polymerization of (<i>S<\/i>)\u20103\u2010Benzylmorpholine\u20102,5\u2010Dione"],"prefix":"10.1002","volume":"44","author":[{"given":"Natalie E.","family":"G\u00f6ppert","sequence":"first","affiliation":[{"name":"Laboratory of Organic and Macromolecular Chemistry (IOMC) Friedrich Schiller University Jena  Humboldtstr. 10 07743 Jena Germany"},{"name":"Jena Center for Soft Matter (JCSM) Friedrich Schiller University Jena  Philosophenweg 7 07743 Jena Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Michael","family":"Dirauf","sequence":"additional","affiliation":[{"name":"Laboratory of Organic and Macromolecular Chemistry (IOMC) Friedrich Schiller University Jena  Humboldtstr. 10 07743 Jena Germany"},{"name":"Jena Center for Soft Matter (JCSM) Friedrich Schiller University Jena  Philosophenweg 7 07743 Jena Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Phil","family":"Liebing","sequence":"additional","affiliation":[{"name":"Institute for Inorganic and Analytical Chemistry (IAAC) Friedrich Schiller University Jena  Humboldtstr. 8 07743 Jena Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Christine","family":"Weber","sequence":"additional","affiliation":[{"name":"Laboratory of Organic and Macromolecular Chemistry (IOMC) Friedrich Schiller University Jena  Humboldtstr. 10 07743 Jena Germany"},{"name":"Jena Center for Soft Matter (JCSM) Friedrich Schiller University Jena  Philosophenweg 7 07743 Jena Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4978-4670","authenticated-orcid":false,"given":"Ulrich S.","family":"Schubert","sequence":"additional","affiliation":[{"name":"Laboratory of Organic and Macromolecular Chemistry (IOMC) Friedrich Schiller University Jena  Humboldtstr. 10 07743 Jena Germany"},{"name":"Jena Center for Soft Matter (JCSM) Friedrich Schiller University Jena  Philosophenweg 7 07743 Jena Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2022,12,11]]},"reference":[{"key":"e_1_2_7_1_1","doi-asserted-by":"publisher","DOI":"10.3390\/pharmaceutics10030086"},{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1002\/wnan.1446"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.msec.2021.112198"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1039\/C6PY01783E"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.progpolymsci.2022.101547"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.1002\/macp.200900521"},{"key":"e_1_2_7_7_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.polymer.2016.10.033"},{"key":"e_1_2_7_8_1","doi-asserted-by":"publisher","DOI":"10.1002\/pola.1994.080320608"},{"key":"e_1_2_7_9_1","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-3935(19990601)200:6<1506::AID-MACP1506>3.0.CO;2-T"},{"key":"e_1_2_7_10_1","doi-asserted-by":"publisher","DOI":"10.1002\/1616-5195(20010301)1:2<66::AID-MABI66>3.0.CO;2-M"},{"key":"e_1_2_7_11_1","doi-asserted-by":"publisher","DOI":"10.1002\/pola.20775"},{"key":"e_1_2_7_12_1","doi-asserted-by":"publisher","DOI":"10.1021\/ma0619381"},{"key":"e_1_2_7_13_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr068415b"},{"key":"e_1_2_7_14_1","doi-asserted-by":"publisher","DOI":"10.1002\/marc.201800433"},{"key":"e_1_2_7_15_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.macromol.8b02498"},{"key":"e_1_2_7_16_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.macromol.0c00940"},{"key":"e_1_2_7_17_1","doi-asserted-by":"publisher","DOI":"10.1016\/0014-5793(70)80313-1"},{"key":"e_1_2_7_18_1","doi-asserted-by":"publisher","DOI":"10.1055\/s-2001-14661"},{"key":"e_1_2_7_19_1","doi-asserted-by":"publisher","DOI":"10.1002\/pola.23456"},{"key":"e_1_2_7_20_1","unstructured":"F.\u2010N.Fung R. 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