STILBENE-BASED REACTIVE COMPOUNDS, POLYMERIC MATRICES FORMED THEREFROM, AND ARTICLES VISUALIZABLE BY FLUORESCENCE

摘要

The invention is directed to latent reactive and polymerizable derivatives of fluorescent stilbene-based compounds. The compounds can be used to provide articles with a fluorescence property, such as medical devices (e.g., catheters). The fluorescent compounds can be used in association with polymers, or can be incorporated into polymers, and the polymers used in a coating composition on the article surface. The compounds allow for visual or machine inspection of coating properties such as uniformity of coverage.

主权项

1. A compound of Formula I: wherein RA1, RA1′, RA2, RA2′ and are independently selected from the group consisting of H and —SO3R1; and wherein R1 is independently selected from the group consisting of H, monovalent, and divalent metal cations; wherein, in subformula Ia, RB is and RB′ is wherein R2, R2′, R3 and R3′ are with R6 and R7 being independently selected from the group consisting of H, R8R23R9, R8R10, phenyl, and substituted phenyl: wherein R11 and R11′ are selected from the group consisting of H, hydrocarbyl groups, and —SO3R1, with the proviso that both R6 and R7 are not H; wherein R8 is a —(a covalent bond) or a C1-C8 hydrocarbylene group optionally containing one or more heteroatoms; wherein R23 is selected from the group consisting of a covalent bond, —C(O)—, —CH2NHC(O)—, —CH2OC(O)O—, —CH2NHC(S)NH—, —CH2OC(S)NH—, —CH2NHC(O)O—, —CH2NHC(O)NH—, —CH2OC(O)—, and —C(O)O—; with the proviso that R8 and R23 are not both covalent bonds; wherein R9 is selected from a photochemically reactive diaryl ketone group optionally ring substituted, a thermochemically reactive group selected from the group consisting of aryl azides, acyl azides, azido formats, phosphoryl azides, diazoalkanes, diazoketones, diazirines, ketenes, dialkyl peroxides, diacyl peroxides, and peroxyesters, or a free radical polymerizable group selected from acrylate, methacrylate, hydroxyethyl methacrylate, hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxypropyl methacrylate, glyceryl acrylate, glyceryl methacrylate, acrylamino, methacrylamino, alkyl(meth)acrylamino, aminoalkyl(meth)acrylamino, vinyl ether, and vinyl ester; and wherein R10 is selected from the group consisting of —H, —OH, —NH2, —C(O)NH2, —C(O)OR1 wherein R1 is as defined herein; and where, in R2, R2′, R3, and R3′, at least one of R6 and/or R7 includes R9; with the proviso that R6 and R7 are not both —H; or in subformula Ib, wherein RA1, RA1′, RA2, RA2′ are as described above; wherein RB and RB′ are wherein R14 and R15 are independently selected from H and R23R9 wherein R23 and R9 are as described herein and at least one of R14 or R15 is R23R9, with the proviso that both R14 and R15 are not H; or in subformula Ic: wherein RB and RB′ are selected from the group consisting of:R16R9, and R16R21R9, wherein R16 and R9 are as described herein and R21 is a C1-8 hydrocarbylene group optionally substituted with one or more heteroatoms.