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US 9,629,945 B2Granted
Stilbene-based reactive compounds, polymeric matrices formed therefrom, and articles visualizable by fluorescence
AssigneeSurModics, Inc.
InventorsAleksey V. Kurdyumov, Dale G. Swan, Nathan A. Lockwood, Bruce M. Jelle
Life of this patent
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Abstract
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.
Claims6
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 RB and RB′ are
- wherein R14 and R15 are independently selected from H, R23R9, and R16R9, and at least one of R14 or R15 is R23R9 or R16R9, with the proviso that both R14 and R15 are not H,
- 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—;
- wherein R16 is selected from the group consisting of a covalent bond, —C(O)—, —NHC(O)—, —OC(O)O—, —NHC(S)NH—, —OC(S)NH—, —NHC(O)O— and —NHC(O)NH—, —C(O)O—, —OC(O)—, and —C(O)NH;
- and
- 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)acryl amino, aminoalkyl(meth)acryl amino, vinyl ether, and vinyl ester.
5 more elements
Dependencies are inferred from the claim text.