Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – Mixing of two or more solid polymers; mixing of solid...
Patent
1992-09-23
1995-06-06
Lipman, Bernard
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
Mixing of two or more solid polymers; mixing of solid...
5253288, 5253297, 5253304, 525340, 525452, 525459, 536 551, 536 56, 536 58, 536 85, C08F 840
Patent
active
054224020
DESCRIPTION:
BRIEF SUMMARY
The present invention relates to the treatment of synthetic polymers to improve their ocular, haemo and biocompatibility and to polymeric materials having a surface thus treated.
Synthetic polymers are widely employed in a variety of biologically applications such as hard, soft and intraocular lenses, blood contact and blood filtration applications and in biological separation systems. However, it is widely recognized that the performance of synthetic polymers in biological systems can be compromised by the adsorption of proteins and cells at polymer surfaces. This can result in a variety of problems such as reduction of the gas permeability and patient discomfort with polymeric lens devices, the activation of intrinsic and extrinsic blood clotting pathways in blood contacting materials and a reduction in specificity, as a result of non-specific protein deposition and fouling, in separation systems.
The present invention relates to synthetic polymer coating treatments which are simple and employ economical and readily available materials. The coating produced is permanent and results in reduced protein and cell deposition at polymer surfaces.
The invention therefore provides a process for treating suitable synthetic polymers comprising the steps of
a) where appropriate, activating the surface to be treated, and, if necessary, providing spacer groups thereon; and
b) treating the surface with a compound of formula (I): ##STR2## where Y is --(CH.sub.2).sub.p X, --(CH.sub.2).sub.a --Ar--(CH.sub.2).sub.b X, --(CH.sub.2 CH.sub.2 O).sub.c X or ##STR3## wherein the groups R may be the same or different and each is a straight or branched C.sub.1-4 alkyl group,
n is from 1 to 4
p is from 1 to 30, preferably 1 to 22, for instance 1 to 6,
Ar is a para- or meta-disubstituted aryl or heteroaryl group,
a and b are the same or different and each is from 0 to 5, and a+b is from 1 to 10;
c is from 1 to 20, preferably 1 to 8; and
X is a group which reacts with functional groups on the polymer, with the proviso that when Y is --(CH.sub.2).sub.p X or --(CH.sub.2 CH.sub.2 O).sub.c X and c is 1, then, X is: an epoxide group;
a group ##STR4## where z is C.sub.1-4 straight or branched alkyl optionally substituted with one or more electron withdrawing groups or Z is an optionally substituted aromatic or heteroaromatic ring system;
a group ##STR5## where T is a straight chain alkyl of 1 to 4 carbon atoms optionally substituted by alkyl or alkoxy or 1 to 4 carbon atoms or halogen or an optionally substituted aromatic or heteroaromatic ring system;
a group ##STR6## where D is an optionally substituted aromatic or heteroaromatic ring system or an N-substituted imide derivative;
a group ##STR7## where E is a halogen atom, or an N-substituted nitrogen-containing heteroaromatic ring system; or
a group of formula ##STR8## where R' is a group ##STR9## where R, n, a, b, c, and p are as hereinbefore defined, or R' is an alkyl group, optionally substituted by alkyl or alkoxy of 1 to 4 carbon atoms or halogen or is an optionally substituted aromatic or heteroaromatic ring system.
Preferably R is methyl, ethyl, n-propyl or n-butyl. Preferably all R groups are the same and most preferably all R groups are methyl.
Where Y is a group of formula --(CH.sub.2).sub.a --Ar--(CH.sub.2).sub.b X preferably Ar is an aromatic group which comprises one aromatic ring or two fused aromatic rings, eg. a phenyl or naphthyl group, which is optionally further substituted by alkyl or alkoxy of 1 to 4 carbon atoms, halogen, nitro, amino or mono- or dialkylamino wherein the alkyl substituents each contain 1 to 4 carbon atoms, or Ar is a heteroaromatic group which comprises a five, six or seven membered heteroaromatic ring, optionally fused with a futher five, six or seven membered aromatic or heteroaromatic ring, which ring or rings contain from one to three oxygen, nitrogen or sulphur atoms and are optionally further substituted by alkyl or alkoxy of 1 to 4 carbon atoms, halogen, nitro, amino or mono- or dialkylamino wherein the alkyl substituents each contain 1 to 4
Bowers Roderick W. J.
Driver Michael J.
Jones Stephen A.
Straford Peter W.
Biocompatibles Limited
Lipman Bernard
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