EP0124676A1
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A surface modified solid substrate and a method for its preparation
Assignee: Ird-Biomaterial AB
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Filing: 1983-05-04
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Granted: —
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Expires: 2003-05-04
Abstract
Abstract A surface modified substrate, wherein the substrate carries a complex adsorbed thereto, which complex is of a polymeric cationic surfactant that contains primary amino nitrogens as well as secondary and/or tertiary amino nitrogens, and a dialdehyde that has 1-4 carbon atoms between the two aldehyde groups. To said complex there may additionally be bonded an anionic compound and optionally altematingly additional cationic and anionic compounds. The modification primarily means that positive or negative charges can be imparted to the original substrate. Secondly, however, the point may beto utilize reactive groups in bonded cationic or anionic compounds. The surface modified substrate is prepared by contacting the substrate with the polymeric cationic surfactant and the dialdehyde at such conditions that a complex is formed, which is absorbed onto the substrate surface, and optionally continuing the ionic bonding with an anionic compound and possibly also altematingly additional cationic and anionic compounds. The polymeric cationic surfactant and the dialdehyde are preferably utilized, separately or together, dissolved in a polar solvent, preferably water. The formation of the complex takes place at a pH-value above 8, whereupon the charges are preferably created at a pH-value below 7.
Inventors
- 👤 Carl-Gustaf Gölander
- 👤 Rolf Larsson
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-10-23 13:53
CPC Classifications
A; A61; A61L; A61L33/00; A61L33/0005; A61L33/0011; A61L33/0029; A61L33/06; A61L33/08
Claims Analysis
Total Claims: 40
Claim 1
Independent Claim
91 words
A surface modified solid substrate, especially a hydrophobic material, e.g. a polymeric material, characterized in that the substrate carries a complex adsorbed thereto which complex is of a polymeric cationic surfactant, that contains primary amino nitrogens as well as secondary and/or tertiary amino nitrogens, and a dialdehyde, that has 1-4 carbon atoms between the two aldehyde groups, and that there are optionally bonded to said complex, via ionic binding, an anionic compound and optionally alternatingly additional cationic and anionic compounds, whereby the modified substrate surface may be positively or negatively charged.
Claim 2
Dependent Claim
91 words
A surface modified solid substrate, especially a hydrophobic material, e.g. a polymeric material, characterized in that the substrate carries a complex adsorbed thereto which complex is of a polymeric cationic surfactant, that contains primary amino nitrogens as well as secondary and/or tertiary amino nitrogens, and a dialdehyde, that has 1-4 carbon atoms between the two aldehyde groups, and that there are optionally bonded to said complex, via ionic binding, an anionic compound and optionally alternatingly additional cationic and anionic compounds, whereby the modified substrate surface may be positively or negatively charged.
Claim 3
Dependent Claim
61 words
A surface modified solid substrate, especially a polymeric material, the original non-modified substrate being electrically charged, characterized in that the non-modified substrate carries adsorbed thereto a polymeric cationic surfactant that contains primary amino nitrogens as well as secondary and/or tertiary amino nitrogens and optionally ionically bonded to said surfactant a polymeric anionic compound, preferably of the polysaccharide type, most preferably heparin.
Claim 4
Dependent Claim
61 words
A surface modified solid substrate, especially a polymeric material, the original non-modified substrate being electrically charged, characterized in that the non-modified substrate carries adsorbed thereto a polymeric cationic surfactant that contains primary amino nitrogens as well as secondary and/or tertiary amino nitrogens and optionally ionically bonded to said surfactant a polymeric anionic compound, preferably of the polysaccharide type, most preferably heparin.
Claim 5
Dependent Claim
76 words
A surface modified solid substrate, especially a polymeric material, the original non-modified substrate being electrically charged, characterized in that the non-modified substrate carries adsorbed thereto a polymeric cationic surfactant that contains primary amino nitrogens as well as secondary and/or tertiary amino nitrogens, the modified surface carrying amino groups having such bonding properties that electrostatic bonding is essentially avoided if said primary amino groups are intended for covalent bonding of substances with a structurally related biological activity.
Claim 6
Dependent Claim
76 words
A surface modified solid substrate, especially a polymeric material, the original non-modified substrate being electrically charged, characterized in that the non-modified substrate carries adsorbed thereto a polymeric cationic surfactant that contains primary amino nitrogens as well as secondary and/or tertiary amino nitrogens, the modified surface carrying amino groups having such bonding properties that electrostatic bonding is essentially avoided if said primary amino groups are intended for covalent bonding of substances with a structurally related biological activity.
Claim 7
Dependent Claim
28 words
A surface modified substrate according to anyone of claims 1-3, characterized in that the polymeric cationic surfactant contains at least two primary amino groups in each polymer molecule.
Claim 8
Dependent Claim
23 words
A surface modified substrate according to anyone of the preceding claims, characterized in that the polymeric cationic surfactant is a polyimine or polyamide.
Claim 9
Dependent Claim
16 words
A surface modified substrate according to claim 5, characterized in that the polyimine is a polyalkyleneimine.
Claim 10
Dependent Claim
31 words
A surface modified substrate according to anyone of the preceding claims, characterized in that the polymeric cationic surfactant has 1-6 carbon atoms between the amino nitrogen atoms in the polymer molecule.
Claim 11
Dependent Claim
18 words
A surface modified substrate according to claim 6 or 7, characterized in that the polyalkyleneimine is a polyethyleneimine.
Claim 12
Dependent Claim
18 words
A surface modified substrate according to anyone of the preceding claims, characterized in that the dialdehyde is glutardialdehyde.
Claim 13
Dependent Claim
36 words
A surface modified substrate according to anyone of the preceding claims, characterized in that the substrate is stainless steel, glass or a polymeric material selected from polyvinylchloride, polyurethanes, silicon rubber, polytetrafluoroethylene, polystyren, and polyolefins, especially polyethylene.
Claim 14
Dependent Claim
91 words
A surface modified substrate according to anyone of the preceding claims, characterized in that there is ionically bonded to the adsorbed complex of polymeric cationic surfactant and dialdehyde a polymeric anionic compound, preferably of the polysaccharide type, and that optionally additional layers of the polymeric anionic compound are ionically bonded to the surface by means of intermediate ionically bonded layers of said complex of the polymeric cationic surfactant and the dialdehyde or of the polymeric cationic surfactant alone, which contains primary amino nitrogens as well as secondary and/or tertiary amino nitrogens.
Claim 15
Dependent Claim
71 words
A surface modified substrate according to anyone of claims 1-10, characterized in that there is ionically bonded to the adsorbed complex of polymeric cationic surfactant and dialdehyde a polymeric anionic compound, preferably of the polysaccharide type, and thereupon, ionically bonded as well, said complex of the polymeric cationic surfactant and the dialdehyde, or the polymeric cationic surfactant alone, which contains primary amino nitrogens as well as secondary and/or tertiary amino nitrogens.
Claim 16
Dependent Claim
28 words
A surface modified substrate according to anyone of claims 11 and 12, characterized in that the polysaccharide is selected from heparin, dextran sulphate, hyaluronic acid and sulphated polyxylan.
Claim 17
Dependent Claim
15 words
A surface modified substrate according to claim 13, characterized in that the polysaccharide is heparin.
Claim 18
Dependent Claim
20 words
A surface modified substrate according to anyone of claims 11 and 12, characterized in that the polysaccharide is dextran sulphate.
Claim 19
Independent Claim
113 words
A method of surface modifying a solid substrate, especially a hydrophobic material, e.g. a polymeric material, by introducing ionic charges onto the substrate surface, characterized by contacting the substrate with a polymeric cationic surfactant that contains primary amino nitrogens as well as secondary and/or tertiary amino nitrogens, and a dialdehyde that contains 1-4 carbon atoms between the two aldehyde groups, at such conditions that a complex of the polymeric cationic surfactant and the dialdehyde is formed, which is adsorbed to the substrate surface, and if additional surface modification is required, ionically bonding an anionic compound to said complex exhibiting positive charges and optionally continuing the ionic bonding with alternating cationic and anionic compounds.
Claim 20
Independent Claim
113 words
A method of surface modifying a solid substrate, especially a hydrophobic material, e.g. a polymeric material, by introducing ionic charges onto the substrate surface, characterized by contacting the substrate with a polymeric cationic surfactant that contains primary amino nitrogens as well as secondary and/or tertiary amino nitrogens, and a dialdehyde that contains 1-4 carbon atoms between the two aldehyde groups, at such conditions that a complex of the polymeric cationic surfactant and the dialdehyde is formed, which is adsorbed to the substrate surface, and if additional surface modification is required, ionically bonding an anionic compound to said complex exhibiting positive charges and optionally continuing the ionic bonding with alternating cationic and anionic compounds.
Claim 21
Independent Claim
79 words
A method of surface modifying an electrically charged solid substrate, especially a polymeric material, characterized by contacting the substrate at a pH of less than 7, preferably within the range of 3-4, with a polymeric cationic surfactant that contains primary amino nitrogens as well as secondary and/or tertiary amino groups and optionally ionically bonding thereto, at a pH of less than 7, preferably within the range of 2-4, a polymeric anionic compound, preferably of the polysaccharide type, especially heparin.
Claim 22
Independent Claim
79 words
A method of surface modifying an electrically charged solid substrate, especially a polymeric material, characterized by contacting the substrate at a pH of less than 7, preferably within the range of 3-4, with a polymeric cationic surfactant that contains primary amino nitrogens as well as secondary and/or tertiary amino groups and optionally ionically bonding thereto, at a pH of less than 7, preferably within the range of 2-4, a polymeric anionic compound, preferably of the polysaccharide type, especially heparin.
Claim 23
Independent Claim
86 words
A method of surface modifying an electrically charged solid substrate, especially a polymeric material, characterized by contacting the substrate at a pH above 8, preferably within the range of 8-10, with a polymeric cationic surfactant that contains primary amino nitrogens as well as secondary and/or tertiary amino groups, whereby a substrate surface is obtained which has amino groups having- such bonding properties that electrostatic bonding is essentially avoided if said primary amino groups are intended for covalent bonding of substances with a structurally related biological activity.
Claim 24
Independent Claim
86 words
A method of surface modifying an electrically charged solid substrate, especially a polymeric material, characterized by contacting the substrate at a pH above 8, preferably within the range of 8-10, with a polymeric cationic surfactant that contains primary amino nitrogens as well as secondary and/or tertiary amino groups, whereby a substrate surface is obtained which has amino groups having- such bonding properties that electrostatic bonding is essentially avoided if said primary amino groups are intended for covalent bonding of substances with a structurally related biological activity.
Claim 25
Dependent Claim
103 words
A method according to claim 16, characterized by performing the first contact with the substrate while using the polymeric cationic surfactant and the dialdehyde dissolved separately or together in a polar solvent, preferably water, and at a pH-value higher than 8, the treatment being carried out with separate solutions in two steps or with a mixture in one step, and then making a rinsing operation with the polar solvent, preferably adjusted to a pH of less than 7, or, if additional surface modification is required, ionically bonding the compound dissolved in a polar solvent, preferably water, at a pH-value of less than 7.
Claim 26
Dependent Claim
49 words
A method according to claim 19, characterized by choosing as the pH-value higher than 8 a value within the range of 8-12, especially 8-10, most preferably about 9, and choosing as the pH-value of less than 7 a value within the range of 1-7, especially 2-4, preferably about 3.
Claim 27
Independent Claim
26 words
A method according to anyone of claims 16-20, characterized in that the polymeric cationic surfactant contains at least two primary amino groups in each polymer molecule.
Claim 28
Independent Claim
20 words
A method according to anyone of claims 16-21, characterized in that the polymeric cationic surfactant is a polyimine or polyamide.
Claim 29
Dependent Claim
14 words
A method according to claim 22, characterized in that the polyimine is a polyalkyleneimine.
Claim 30
Independent Claim
28 words
A method according to anyone of claims 16-23, characterized in that the polymeric cationic surfactant has 1-6 carbon atoms between the amino nitrogen atoms in the polymer molecule.
Claim 31
Dependent Claim
15 words
A method according to claim 23 or 24, characterized in that the polyalkyleneimine is polyethyleneimine.
Claim 32
Independent Claim
15 words
A method according to anyone of claims 16-25, characterized in that the dialdehyde is glutardialdehyde.
Claim 33
Independent Claim
33 words
A method according to anyone of claims 16-26, characterized in that the substrate is stainless steel, glass or a polymeric material selected from polyvinylchloride, polyurethanes, silicon rubber, polytetrafluoroethylene, polystyren and polyolefines, especially polyethylene.
Claim 34
Independent Claim
44 words
A method according to anyone of claims 17-27, characterized in that the concentration of the solution in respect of the polymeric cationic surfactant is 0.0001-1, preferably 0.0001-0.5, per cent by weight, and in respect of the dialdehyde 0.01-2, preferably 0.1-1, per cent by weight.
Claim 35
Independent Claim
40 words
A method according to anyone of claims 17-28, characterized by adding NaCl to the solution of the anionic compound to make up for a final concentration of 0.01-1 M, preferably about 0.15 M, to increase the polarity of the solution.
Claim 36
Independent Claim
91 words
A method according to anyone of claims 16 or 19-29, characterized by ionically bonding a polymeric anionic compound, preferably of the.polysaccharide type, to the complex of the polymeric cationic surfactant and the dialdehyde adsorbed to the substrate surface, and optionally continuing the ionic bonding of the polymeric anionic compound to make up for additional layers, said complex of the polymeric cationic surfactant and the dialdehyde or solely the polymeric cationic surfactant that contains primary amino nitrogens as well as secondary and/or tertiary amino nitrogens being ionically bonded between the anionic layers.
Claim 37
Dependent Claim
71 words
A method according to claim 30, characterized by ionically bonding dextran sulphate to the complex of the polymeric cationic surfactant and the dialdehyde adsorbed to the substrate surface, and than ionically bonding merely the polymeric cationic surfactant at a pH of less than 7, preferably within the range of 3-4, and subsequently ionically bonding the polymeric anionic compound at a pH of less than 7, preferably within the range of 2-4.
Claim 38
Independent Claim
70 words
A method according to anyone of claims 16 or 19-29, characterized by ionically bonding to the complex of the polymeric cationic surfactant and the dialdehyde, an anionic compound, preferably a polysaccharide, such as dextran sulphate, to the surface, and subsequently performing additional ionic bonding, at a pH within the range of 2-10, with solely the polymeric cationic surfactant containing primary amino nitrogens as well as secondary and/or tertiary amino nitrogens.
Claim 39
Independent Claim
22 words
A method according to anyone of claims 30-32, characterized by selecting the polysaccharide among heparin, dextran sulphate, hyaluronic acid and sulphated polyxylan.
Claim 40
Dependent Claim
13 words
A method according to claim 33, characterized in that the polysaccharide is heparin.
References Cited (Backward Citations)
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