Global Patent Index - EP 3781698 A2

EP 3781698 A2 20210224 - SYNTHESIS AND POLYMERIZATION OF ISOSORBIDE-BASED MONOMETHACRYLATES

Title (en)

SYNTHESIS AND POLYMERIZATION OF ISOSORBIDE-BASED MONOMETHACRYLATES

Title (de)

SYNTHESE UND POLYMERISATION VON MONOMETHACRYLATEN AUF ISOSORBIDBASIS

Title (fr)

SYNTHÈSE ET POLYMÉRISATION DE MONOMÉTHACRYLATES À BASE D'ISOSORBIDE

Publication

EP 3781698 A2 20210224 (EN)

Application

EP 19722803 A 20190417

Priority

  • GB 201806402 A 20180419
  • GB 201807794 A 20180514
  • EP 2019060005 W 20190417

Abstract (en)

[origin: WO2019202038A2] Isosorbide-5-methacrylate was obtained by enzymatic catalysis with Lipozyme RM IM in a highly regioselective manner in up to 87% yield. The process uses readily available acyl donors (methacrylic anydride or vinyl methacrylate), is easily scalable and chromatography free. Simple extractive workup followed by decoloration and filtration affords the monomer with up to > 99% purity. In addition, the developed enzymatic strategy was applied for the synthesis of a series of isosorbide 5- and 2-methacrylate derivatives. All the sythesized isosorbide monomethacrylates were radically polymerized with AIBN. The properties of these polymers with different side groups in either endo or exo configuration in the isosorbide structure was examined. The methacrylic isosorbide derivatives with OH-group were found to have very high glass transition temperature (Tg = 167 °C) and good thermal stability (at 5% weight loss under N2, Td,95 = 240 °C). The highest molecular weight (Mn = 80.6 kg/mol) was determined for the polymethacrylate with Ac-substitute.

IPC 8 full level

C12P 41/00 (2006.01); C07D 493/04 (2006.01); C08F 124/00 (2006.01); C12P 7/62 (2006.01); C12P 17/18 (2006.01)

CPC (source: EP)

C07D 493/04 (2013.01); C08F 120/28 (2013.01); C12P 7/62 (2013.01); C12P 17/18 (2013.01); C12P 41/00 (2013.01); C08F 220/283 (2020.02)

Citation (search report)

See references of WO 2019202038A3

Designated contracting state (EPC)

AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

Designated extension state (EPC)

BA ME

DOCDB simple family (publication)

WO 2019202038 A2 20191024; WO 2019202038 A3 20191212; EP 3781698 A2 20210224

DOCDB simple family (application)

EP 2019060005 W 20190417; EP 19722803 A 20190417