Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – From silicon reactant having at least one...
Patent
1997-12-22
1999-08-31
Moore, Margaret Glass
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
From silicon reactant having at least one...
526279, 528 26, 528 28, 528 29, 528 38, 351160R, 264136, 264 26, 523107, 428421, 428447, 428422, 623 5, C08G 7724
Patent
active
059454989
DESCRIPTION:
BRIEF SUMMARY
The present invention describes a free-radical-polymerizable macromer of the formula (I) based on an unsubstituted or symmetrically substituted perfluoroalkyl ether; a polymer comprising the product of the polymerization of a novel macromer, alone or together with at least one vinylic comonomer; a process for the preparation of a macromer and a polymer; mouldings, contact lenses, corneal implants and biomedical articles made from a polymer; and articles coated with a macromer of the formula (I) or a polymerization product thereof.
Contact-lens materials having a high fluorine content and a high siloxane content are known and proven since they generally have the high oxygen permeability necessary for a contact-lens material and in addition are mostly resistant to deposits of proteins and lipids from tear fluid, and are frequently also resistant to bacterial infestation. However, the following disadvantageous properties frequently have to be accepted: loss of comfort for the contact-lens wearer owing to mechanical rigidity, reduction in oxygen permeability if the water content of the material used is relatively high, and an excessively low refractive index for good optical properties. Contact-lens materials having relatively low refractive indices are thicker than those having relatively large refractive indices and are thus also less comfortable to wear. Furthermore, suction cup effects can occur on the lenses, restricting mobility on the eye.
Japanese Patent Application 04-168 116 (JSR) describes, for example, the preparation of oxygen-permeable polymers comprising the product of the copolymerization of, for example, methyl methacrylate with a macromer built up from a perfluoroalkyl ether, which may be bonded at each end to an unsaturated polymerizable group via one or more siloxanyl units and a plurality of bivalent hydrocarbon radicals. It is stated that these polymers can be used as ophthalmic material.
EP 0 379 462 describes ethylenically substituted macromers which contain perfluoroalkyl ether and polyalkyl ether segments and are used for the production of polymers and ophthalmic devices, such as intraocular implants and contact lenses, and furthermore crosslinked polymers with vinyl monomers.
It has been found that a novel and balanced composition gives a macromer which can be polymerized, if desired together with at least one vinylic comonomer (a), to give a material which is substantially free from the undesired properties indicated above.
The present invention relates to a macromer of the formula (I) --(Y).sub.m --P.sub.1 (I) free-radical-polymerizable group; each Y, independently of the others, is --CONHCOO--, --CONHCONH--, --OCONHCO--, --NHCONHCO--, --NHCO--, --CONH--, --NHCONH--, --COO--, --OCO--, --NHCOO-- or --OCONH--; m and p, independently of one another, are 0 or 1; each L, independently of the others, is a divalent radical of an organic compound having up to 20 carbon atoms; each X.sub.1, independently of the others, is --NHCO--, --CONH--, --NHCONH--, --COO--, --OCO--, --NHCOO-- or --OCONH--; and Q is a bivalent polymer fragment consisting of the segments CF.sub.2).sub.y --OCF.sub.2 --Z--(E).sub.k --, where x+y is a number in the range from 10 to 30; each Z, independently of the others, is a divalent radical having up to 12 carbon atoms or a bond; each E, independently of the others, is --(OCH.sub.2 CH.sub.2).sub.q --, where q has a value of from 0 to 2, and where the link --Z--E-- represents the sequence --Z--(OCH.sub.2 CH.sub.2).sub.q --; and k is 0 or 1; ##STR1## where n is an integer from 5 to 100; Alk is alkylene having up to 20 carbon atoms; 80-100% of the radicals R.sub.1, R.sub.2, R.sub.3 and R.sub.4, independently of one another, are alkyl and 0-20% of the radicals R.sub.1, R.sub.2, R.sub.3 and R.sub.4, independently of one another, are alkenyl, aryl or cyanoalkyl; and to 20 carbon atoms, and each X.sub.2, independently of the others, is --NHCO--, --CONH--, --NHCONH--, --COO--, --OCO--, --NHCOO-- or --OCONH--; it; and each segment (c) has a segment (a) or (b) attached to it.
The
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Domschke Angelika
Hopken Jens
Lohmann Dieter
Lee Michael U.
Moore Margaret Glass
Novartis AG
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