Fluorescent polymeric coating film for medical devices

A fluorescent polymeric coating film visible in near-infrared light for coating a medical device, said coating film being a single layer or multiple layers of hydrophobic polymer, and at least one polymeric layer comprising a fluorescent dye and a counterion,

• said fluorescent dye being represented by Formula I
• wherein—:
• R8 and R9 are the same or different and independently selected from a group consisting of—:
• an hydrogen, or
• a group chosen from a (C1-C20)alkyl, a cyclo(C3-C20)alkyl, a (C2-C20)alkenyl, a (C2-C20)alkynyl, a heterocyclic group, a cyclo(C3-C20)alkenyl, a heterocyclo(C2-C20)alkenyl, an aryl, a heteroaryl, a hetero(C1-C20)alkyl, a (C1-C20)alkylaryl, or a (C1 C20)alkylheteroaryl, said group being unsubstituted or substituted by one or two substituents chosen from a (C1-C5) alkyl, an aryl, or —COOR11, R11 being a (C1-C20) alkyl, or
• a group of formula E-R10, wherein E is chosen from —O—, —S—, —Se—, —NH—, —CH2—;
• R10 is chosen from a (C1-C20)alkyl, a cyclo(C3-C20)alkyl, a (C2-C20)alkenyl, a (C2-C20)alkynyl, a heterocyclic group, a cyclo(C3-C20)alkenyl, a heterocyclo(C2-C20)alkenyl, an aryl, a heteroaryl, a hetero(C1-C20)alkyl, a (C1-C20)alkylaryl, a (C1-C20)alkylheteroaryl, R10 being unsubstituted or substituted by one to three substituents chosen from a (C1-C5) alkyl, an aryl, or —COOR11, R11 being a (C1-C20) alkyl
• A1 is
• and A2 is
• or A1 is
• and A2 is
• wherein:
• R2 and R4 are independently selected from the group consisting of hydrogen, halogen, (C1-C10)alkyl, —OR5, —NR5R6, —NO2, —CF3, —CN, —SR5, —N3, —C(═O)R5, —OC(═)OR5, —C(═O)NR5R6, —NR5C(═O)R6, wherein R5 and R6 are independently selected from hydrogen, unsubstituted (C1-C10)alkyl, unsubstituted (C2-C10)alkenyl, unsubstituted (C2-C10)alkynyl, cyclo(C3-C10)alkyl, heterocyclic group, cyclo(C3-C10)alkenyl, heterocyclo(C2-C10)alkenyl, aryl, heteroaryl, aryl(C1-C10)alkyl, hetero(C1-C10)alkyl, (C1-C10)alkylaryl, (C1-C10)alkylheteroaryl;
• R1 and R3 are independently selected from the group consisting of a (C1-C20)alkyl eventually substituted by a hydrophobic group, a cyclo(C3-C20)alkyl eventually substituted by a hydrophobic group, a (C2-C20)alkenyl eventually substituted by a hydrophobic group, a (C2-C20)alkynyl, a heterocyclic group eventually substituted by a hydrophobic group, a cyclo(C3-C20)alkenyl eventually substituted by a hydrophobic group, a heterocyclo(C2-C20)alkenyl eventually substituted by a hydrophobic group, an aryl eventually substituted by a hydrophobic group, a heteroaryl eventually substituted by a hydrophobic group, a hetero(C1-C20)alkyl eventually substituted by a hydrophobic group, a (C1-C20)alkylaryl eventually substituted by a hydrophobic group, a (C1-C20)alkylheteroaryl eventually substituted by a hydrophobic group, said hydrophobic group being selected from methyl, ethyl, methoxy, ethyloxy;
• said hydrophobic polymer is chosen from poly(methyl methacrylate), poly(ethyl methacrylate), poly(propyl methacrylate), poly(butyl methacrylate), poly(methyl methacrylate-co-methacrylic acid), poly(lactide-co-glycolide), polylactic acid, polyglycolic acid, polycaprolacton, cellulose triacetate, nitrocellulose, polydimethylsiloxane, poly(ethylene terephthalate), polycarbonate, polyethylene, ethylene vinyl acetate copolymer, polyurethane, polystyrene, and copolymers thereof with poly(ethylene glycol).