In　this　work,　an　organic-inorganic　hybrid　boronate　affinity　monolithic　column　was　prepared　via　“one-pot”　process　using　4-vinylphenylboronic　acid　as　organic　monomer　and　divinylbenzene　as　cross-linker.　The　effects　of　reaction　temperature,　solvents　and　composition　of　organic　monomers　on　the　column　properties　(e.g.　morphology,　permeability,　and　mechanical　stability)　were　investigated.　A　series　of　test　compounds　including　small　neutral　molecules,　aromatic　amines,　and　cis-diol　compounds　were　used　to　evaluate　the　retention　behaviors　of　the　prepared　hybrid　monolithic　column.　The　results　demonstrated　that　the　prepared　hybrid　monolith　exhibited　mixed-interactions　including　hydrophilicity,　cation　exchange,　and　boronate　affinity　interaction.　The　run-to-run,　day-to-day　and　batch-to-batch　reproducibilities　of　the　prepared　hybrid　monolith　for　thiourea＇s　retention　time　were　satisfactory　with　the　relative　standard　deviations　(RSDs)　less　than　0.09,　1.45　and　4.05%　(n = 3),　respectively,　indicating　the　effectiveness　and　practicability　of　the　proposed　method.　©　2018　WILEY-VCH　Verlag　GmbH　&　Co.　KGaA,　Weinheim