Non thrombogenic polymers containing quaternary ammonium groups to which molecules of heparin are bonded

Abstract

Abstract A NON-THROMBOGENIC POLYMER IS PROVIDED CONSISTING ESSENTIALLY OF A MACROMOLECULAR CHAIN CONTAINING QUATERNARY AMMONIUM GROUPS TO WHICH GROUPS MOLECULES OF HEPARIN ARE BONDED, THE MACROMOLECULAR CHAIN CONTAINING 0.01 TO 0.80 QUATERNARY AMMONIUM GROUP PER 100 G., AND CONSISTING ESSENTIALLY OF M RECURRING UNITS OF FORMULA: -A-NH-COO-B-OOC-NH- AND N RECURRING UNITS OF FORMULA: -A-NH-CO-Z-NH- IN WHICH: A IS DIVALENT ORGANIC RADICAL WHICH IS A STRAIGHT OR BRANCHED-CHAIN ALKYLENE RADICAL CONTAINING FROM 3 TO 10 CARBON ATOMS, A CYCLOALKYLENE RADICAL HAVING 5 OR 6 RING CARBON ATOMS OR A PHENYLENE RADICAL WHICH IS UNSUBSTITURED OR SUBSTITURED BY ONE OR TWO LOWER ALKYL RADICALS OR CONSISTS OF TWO CYCLOALKYLENE OR PHENYLENE JOINED TOGETHER BY A DIVALENT HYDROCARBON RADICAL OF 1 TO 4 CARBON ATOMS OR BY AN OXYGEN, SULPHUR OR NITROGEN ATOM; B IS A DIVALENT RADICAL OBTAINED BY REMOVAL OF THE TERMINAL HYDROXYL GROUPS FROM A POLYESTER OF FORMULA HO-(B1-OOC-B2-COO)P-B1-OH IN WHICH B 1 IS A LINEAR OR BRANCHES, SATURATED OR ETHYLENICALLY OR ACETYLENICALLY UNSATURATED, ALIPHATIC HYDROCARBON RADICAL CONTAINING 2 TO 12 CARBON ATOMS, WHICH IS UNSUBSTITUTED OR SUBSTITUTED BY ONE OR TWO LOWER ALKYL RADICALS OR BY A DIALKYLAMINO RADICAL OPTIONALLY CONTAINING AN INTERMEDIAE ALKYLIMINO RADICAL; B2 IS A HYDROCARBON CHAIN CONTAINING 2 TO 12 CARBON ATOMS, A DIVALENT HYDROCARBON RING HAVING 5 OR 6 CARBON ATOMS, OR A DIVALENT NITROGEN-CONTAINING HETEROCYCLIC STRUCTURE WITH 5 OR 6 RING ATOMS OF WHICH 1 OR 2 ARE NITROGEN ATOMS, THE SAID HYDROCARBON CHAINS AND RINGS BEING SATURATD OR UNSATURATED, UNSUBSTITUTED OR SUBSTITUTED BY ONE OR TWO LOWER ALKYL RADICALS OR BY A DIALKYLAMINO RADICAL OR BY A NITROGEN-CONTAINING HETEROCYCLIC STRUCTURE WITH 5 OR 6 RING ATOMS ATTACHED BY A NITROGEN ATOM, IT BEING POSSIBLE FOR TWO OF THE CHAINS OR RINGS TO BE JOINED TOGETHER BY AN ALKYLIMINO GROUP; AND THE SAID HETEROCYCLIC STRUCTURES BEING UNSUBSTITUTED OR SUBSTITUTED BY A LOWER ALKYL RADICAL; P IS A NUMBER SUCH THAT THE MOLECULAR WEIGHT OF THE POLYESTER IS BETWEEN 300 AD 10,000; Z IS A SIMPLE BOND OR A DIVALENT RADICAL WHICH HAS THE FORMULA: -NH-NH-CO-, -N(-R1)-D-N(-R2)-CO-, OR -O-M-OOC- IN WHICH: EACH OF R1 AND R2, WHICH MAY BE THE SAME OR DIFFERENT, IS A HYDROGEN ATOM OR A LOWER ALKYL RADICAL; D IS A DEFINED UNDER B2, AND M IS AS DEFINED UNDER B1; M AND N ARE NUMBERS SUCH THAT THE POLYMER HAS A SPECIFIC VISCOSITY, MEASURED AT 20*C. ON A 2 G./1. SOLUTION IN DIMETHYLFORMAMIDE, BETWEEN 0.05 AND 0.9, THE RATIO M/N BEING FROM 0.5 TO 10, AND AT LEAST ONE OF THE RADICALS B, D AND M CONTAINS AT LEAST ONE QUATERNARY AMMONIUM GROUP.

Inventors

• 👤 Y Bonin
• 👤 C Gigou

Bibliographic Details