Patent US4933410A successfully refreshed from Google Patents.
US4933410A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Covalent attachment of macromolecules on substrate surfaces
Assignee: Aventis Pharmaceuticals Inc
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Filing: 1989-03-29
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Granted: 1990-06-12
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Expires: 2009-03-29
Abstract
Abstract Uncrosslinked polystyrene surfaces are derivatized under Friedel-Crafts conditions in a tetramethylenesulfone solvent using a substituted N-hydroymethyl acetamide derivatizing agent. The substitutent is subject to nucleophilic substitution to allow for the binding of a wide variety of molecules, particularly specific binding pair members, to the surface. Clarity is maintained for monitoring observation of events on the surface through the polystyrene.
Inventors
- 👤 David Okrongly
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 17:49
CPC Classifications
G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/53; G01N33/543; G01N33/54353; C; C08; C08F; C08F8/00; C08F8/30
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
114 words
A method for functionalizing a polystyrene surface, wherein said polystyrene is clear and at least substantially uncrosslinked to provide a high density of functional groups for covalently linking a moiety of interest to said surface, said method comprising: contacting said polystyrene surface with an α-substituted N-(Y-methyl) acetamide in tetramethylenesulfone in the presence of a Lewis acid catalyst for sufficient time for displacement of Y by the benzene rings of said polystyrene to produce an acetamido substituted surface with retention of clarity, wherein said α-substituted group is a displaceable group by a nucleophilic substituent and Y is a group capable of electrophilic displacement by an aryl group in the presence of a Lewis acid catalyst.
Claim 2
Independent Claim
114 words
A method for functionalizing a polystyrene surface, wherein said polystyrene is clear and at least substantially uncrosslinked to provide a high density of functional groups for covalently linking a moiety of interest to said surface, said method comprising: contacting said polystyrene surface with an α-substituted N-(Y-methyl) acetamide in tetramethylenesulfone in the presence of a Lewis acid catalyst for sufficient time for displacement of Y by the benzene rings of said polystyrene to produce an acetamido substituted surface with retention of clarity, wherein said α-substituted group is a displaceable group by a nucleophilic substituent and Y is a group capable of electrophilic displacement by an aryl group in the presence of a Lewis acid catalyst.
Claim 3
Dependent Claim
14 words
A method according to claim 1, wherein said acidic catalyst is a protonic catalyst.
Claim 4
Dependent Claim
13 words
A method according to claim 2, wherein said acid catalyst is trifluoromethylsulfonic acid.
Claim 5
Dependent Claim
14 words
A method according to claim 1, wherein said α-substituent is a halogen or pseudohalogen.
Claim 6
Dependent Claim
22 words
A method according to claim 1, wherein said contacting is at a temperature in the range of about 0° to 40° C.
Claim 7
Independent Claim
136 words
A method for functionalizing a polystyrene surface, wherein said polystyrene is clear and at least substantially uncrosslinked, to provide a high density of a moiety of interest covalently linked to said surface, wherein said moiety of interest comprises a group capable of nucleophilic substitution, said method comprising: contacting said polystyrene surface with an α-substituted N-hydroxymethyl acetamide in tetramethylenesulfone in the presence of an acid catalyst for sufficient time for said N-hydroxymethyl acetamide to react with the benzene rings of said polystyrene to produce an acetamido substituted surface with retention of clarity, wherein said α-substituted group is a displaceable group by a nucleophilic substituent; removing said tetramethylenesulfone solution; and contacting said acetamido substituted surface with said moiety of interest in a polar solvent, whereby said nucleophilic group becomes covalently bound to said surface at a high density.
Claim 8
Independent Claim
136 words
A method for functionalizing a polystyrene surface, wherein said polystyrene is clear and at least substantially uncrosslinked, to provide a high density of a moiety of interest covalently linked to said surface, wherein said moiety of interest comprises a group capable of nucleophilic substitution, said method comprising: contacting said polystyrene surface with an α-substituted N-hydroxymethyl acetamide in tetramethylenesulfone in the presence of an acid catalyst for sufficient time for said N-hydroxymethyl acetamide to react with the benzene rings of said polystyrene to produce an acetamido substituted surface with retention of clarity, wherein said α-substituted group is a displaceable group by a nucleophilic substituent; removing said tetramethylenesulfone solution; and contacting said acetamido substituted surface with said moiety of interest in a polar solvent, whereby said nucleophilic group becomes covalently bound to said surface at a high density.
Claim 9
Dependent Claim
14 words
A method according to claim 6, wherein said α-substituent is a halogen or pseudohalogen.
Claim 10
Dependent Claim
12 words
A method according to claim 6, wherein said moiety is a protein.
Claim 11
Dependent Claim
12 words
A method according to claim 8, wherein said protein is an antibody.
Claim 12
Dependent Claim
11 words
A polystyrene surface prepared according to the method of claim 1.
Claim 13
Dependent Claim
8 words
A polystyrene surface prepared according to claim 6.
Claim 14
Dependent Claim
8 words
A polystyrene surface prepared according to claim 9.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1993-06-11 | 1993-12-11 | 1994-06-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-06-11 | 1997-12-11 | 1998-06-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-06-11 | 2001-12-11 | 2002-06-12 | $7700.00 | Window Closed / Lapsed |