Copolymers of (a) aminimides and (b) vinyl pendant primary halomethy monomers useful for affinity chromatography

• US 4,162,355 A
• Filed: 06/30/1976
• Issued: 07/24/1979
• Est. Priority Date: 06/30/1976
• Status: Expired due to Term

• Current Assignee: University of Florida (State University System of Florida)
• Original Assignee: State of Florida Board of Regents
• Inventors: Tsibris, John C. M.
• Primary Examiner(s): Lilling, Herbert J.
• Application Number:
  US05/701,410
• Time in Patent Office: 1,119 Days
• Field of Search: 526/293, 526/304, 526/307, 526/312
• US Class Current: 526/293
• CPC Class Codes: B01D 15/3804 Affinity chromatography
• CPC Class Codes: B01J 20/264 derived from different types of monomers, e.g. linear or branched copolymers, block copolymers, graft copolymers
• CPC Class Codes: B01J 20/285 based on polymers
• CPC Class Codes: B01J 20/286 Phases chemically bonded to a substrate, e.g. to silica or to polymers
• CPC Class Codes: B01J 20/3204 Inorganic carriers, supports or substrates
• CPC Class Codes: B01J 20/3276 Copolymers
• CPC Class Codes: B01J 2220/52 Sorbents specially adapted for preparative chromatography
• CPC Class Codes: C07D 231/12 with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
• CPC Class Codes: C07D 233/56 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
• CPC Class Codes: C07D 249/08 1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
• CPC Class Codes: C07J 41/0005 the nitrogen atom being directly linked to the cyclopenta(a)hydro phenanthrene skeleton
• CPC Class Codes: C08F 220/52 Amides or imides
• CPC Class Codes: C08F 8/32 by reaction with amines

Abstract

A polymer suitable for use in affinity chromatography comprising a polymerf an aminimide and a vinyl compound having at least one pendant halo-methyl group and the said polymer wherein an amine ligand which affords sites for binding in affinity chromatography is coupled to the polymer by reaction with a portion of the pendant halo-methyl groups and the remainder of said pendant halo-methyl groups are reacted with an amine containing a pendant hydrophilic group.

The invention also comprises a method of coating a substrate with the above polymer and a method of fractionating mixtures by affinity chromatography employing the above polymer as an adsorbent.

Claims

1. A polymer suitable for use in affinity chromatography comprising an addition copolymer of (1) at least one aminimide of the structural formula:

##STR8## wherein R₁ and R₂ are the same or different and represent lower alkyl;

R₃ represents an organic group, and

Z represents the residue of a polymerizable vinyl compound,

and (2) a vinyl compound having at least one pendant primary halomethyl group.

2. The polymer of claim 1 wherein said aminimide is 1,1-dimethyl-1-(2-hydroxyoctyl)amine methacrylimide and said vinyl compound is a chloromethyl styrene.