Coloplast A/s

Lambson Limited

Christian B Nielsen

Niels Joergen Madsen

David George Anderson

Petr Sehnal

Carsten Hoej

Christina Maj Joergensen

Bo Rud Nielsen

Niels Jorgen Madsen

Carsten Hoj

Niels Jørgen Madsen

Petr Sehnel

A polyalkylether photoinitiator of the general formula I, R(A)-(R(A)-O)&#x2014;(R(A)-O)&#x2014;R(A)I, wherein R, R, R, Rand m, n, o, p, r and s are as defined herein and A, A, Aand Aare identical or different photoinitiator moieties.

Polymeric photoinitiators

The invention provides a method for the manufacture of a gel, said method comprising the steps of: providing a matrix composition comprising a polymeric photoinitiator of the general formula (I): Polymer-[CR&#x2014;CHR-Spacer(PI)](I) curing the matrix composition by exposing it to UV radiation and exposing the matrix composition to a swelling medium. The invention also relates to gels obtainable via the above method. The invention provides a hydrophilic gel precursor manufactured from the polymeric photoinitiator of Formula (I). Medical devices comprising the gels and hydrophilic gel precursors of the invention are provided. The invention also provides the use of a polymeric photoinitiator in the manufacture of a gel.

Hydrophilic gels derived from grafted photoinitiators

A polyacrylate is obtained by radical polymerization of at least one acrylate monomer (Ac) in the presence of a polymeric photoinitiator. The polymeric photoinitiator is a co-polymer of at least one photoinitiator monomer (A) with at least one monomer (B), and optional additional monomers (C). Rapid polymerization of the acrylate monomer is provided. A method produces a polyacrylate using the polymeric photoinitiator as described, and a polymeric photoinitiator is used as the photoinitiator of radical polymerization of acrylate monomers.

Routes to polyacrylates

The invention relates to a polymer (P) comprising at least one photoinitiator moiety (PI) and at least one dye moiety (DYE), wherein said at least one photoinitiator moiety (PI) and at least one dye moiety (DYE) are covalently linked to said polymer (P). Additionally, the invention relates to said polymer (P) being end-functionalized with optionally substituted acryloyi groups. The fact that both of these moieties are tightly bonded within the polymer, and the cross-linked polymer, means that the opportunities for leaching/migration of these components is reduced or even eliminated. Inks comprising at least one of said polymers are also provided. Methods for the manufacture of the polymers, and for printing are provided.

Polymers comprising photoinitiator moieties and dye moieties

The invention provides a method for producing a polymeric photoinitiator of the general formula I: Polymer-[CR2-CHR-Spacer (PI)], (I) wherein m is an integer from 1-5000; n is a real number above 0 and below 5; each R group, independently, is a substituent independently selected from hydrogen, C1-C25 linear alkyl, C3-C25 branched alkyl, C3-C25 cycloalkyl, aryl, heteroaryl, &#x2014;OH, &#x2014;CN, halogens and amines and PI is a photoinitiator moiety. The method comprises grafting one or more photoinitiator moieties (PI), each of which comprises at least one activated alkene functional group, onto the polymer. Polymeric photoinitiators are also provided.

Grafted photoinitiators

The present invention provides novel photoinitiators for polyurethane formation, in which a photoinitiator moiety and a tertiary amine are incorporated into the photoinitiator structure, and thus the polyurethane polymer.

Photoinitiators

A polymeric photoinitiator, most suitably a polyurethane photoinitiator, is obtained by step-growth co-polymerization of at least one monomer (A) with at least one monomer (B). Monomer (A) includes a photoinitiator moiety, while monomer (B) is a monomer reactive with monomer (A) to form a polymer. A method produces the polymeric photoinitiator, a method cross-links the polymeric photoinitiator, and the polymeric photoinitiator is used as a photoinitiator of radical polymerization.

The invention provides a method for the manufacture of a catheter comprising a hydrophilic gel. The method comprising the steps of combining a polymeric photoinitiator of the general formula (I):R(A)-(R(A)-O)&#x2014;(R(A)-O)&#x2014;R(A)&#x2003;&#x2003;(I)with one or more gel-forming polymers and/or gel-forming monomers to form a matrix composition, curing the matrix composition by exposing it to UV radiation, exposing the matrix composition to a swelling medium and incorporating the hydrophilic gel into a catheter.

Hydrophilic gels from polyalkylether-based photoinitiators

A polyalkylether photoinitiator of the general formula I, R(A)-(R(A)-O)&#x2014;(R(A)-O)&#x2014;R(A)I wherein R, R, R, Rand m, n, o, p, r and s are as defined herein and A, A, Aand Aare identical or different photoinitiator moieties.

The present invention relates to the use of polymeric photoinitiators based on polyalkyletherurethane backbones in the production of hydrophilic gels, in particular hydrogels. The invention relates to methods for manufacturing hydrophilic gels using said polymeric photoinitiators, and the hydrophilic gels thus obtained.

Hydrophilic gels from polyurethane-based photoinitiators

Novel photoinitiators provide for polyurethane formation, in which a photoinitiator moiety and a tertiary amine are incorporated into the photoinitiator structure, and thus the polyurethane polymer.

The application discloses a method for the preparation (by extruding, injection molding or powder coating and subsequent cross-linking by irradiation with UV or visible light) of a medical device element involving a coating composition comprising: a) as the only polymer constituent(s), at least 50% by weight of poly(ethylene oxide)(s) optionally in combination with non-thermoplastic hydrophilic polymer(s), and b) low molecular weight scaffold(s) having a plurality of photo-initiator moieties covalently linked thereto and/or covalently incorporated therein, wherein the photo-initiator moieties constitute 0.01-20% by weight of the combined amount of the poly(ethylene oxide)(s), any non-thermoplastic hydrophilic polymers and the low molecular weight scaffolds. The application further discloses such extruded, injection molded or powder coated medical devices having thereon a layer of a covalently cross-linked coating composition of a poly(ethylene oxide) (PEO), optionally a non-thermoplastic hydrophilic polymer and a low molecular weight scaffold having a plurality of residues of photo-initiator moieties.

Coatings prepared from poly(ethylene oxide) and photo-initator-containing scaffolds

The invention provides a method for the manufacture of a catheter comprising a hydrophilic gel. The method comprising the steps of combining a polymeric photoinitiator of the general formula (I):R(A)-(R(A)-O)&#x2014;(R(A)-O)&#x2014;R(A)&#x2003;&#x2003;(I)with one or more gel-forming polymers and/or gel-forming monomers to form a matrix composition, curing the matrix composition by exposing it to UV radiation, exposing the matrix composition to a swelling medium and incorporating the hydrophilic gel into a catheter. The invention also provides autocuring of the polymeric photoinitiator (I) to provide a gel precursor, a hydrophilic gel and a catheter comprising or coated with the hydrophilic gel of the invention.

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Dragoer, Denmark

Christian B Nielsen