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Title: pH-sensitive methacrylic copolymers and the production thereof

Abstract

The present invention provides novel multi-functional methacrylic copolymers that exhibit cationic pH-sensitive behavior as well as good water solubility under acidic conditions. The copolymers are constructed from tertiary amine methacrylates and poly(ethylene glycol) containing methacrylates. The copolymers are useful as gene vectors, pharmaceutical carriers, and in protein separation applications.

Inventors:
; ; ;
Publication Date:
Research Org.:
Iowa State University Research Foundation, Ames, IA (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1176067
Patent Number(s):
7,160,971
Application Number:
11/284,502
Assignee:
Iowa State University Research Foundation (Ames, IA) OSTI
DOE Contract Number:
W-7405-ENG-82
Resource Type:
Patent
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Mallapragada, Surya K., Anderson, Brian C., Bloom, Paul D., and Sheares Ashby, Valerie V. pH-sensitive methacrylic copolymers and the production thereof. United States: N. p., 2007. Web.
Mallapragada, Surya K., Anderson, Brian C., Bloom, Paul D., & Sheares Ashby, Valerie V. pH-sensitive methacrylic copolymers and the production thereof. United States.
Mallapragada, Surya K., Anderson, Brian C., Bloom, Paul D., and Sheares Ashby, Valerie V. Tue . "pH-sensitive methacrylic copolymers and the production thereof". United States. doi:. https://www.osti.gov/servlets/purl/1176067.
@article{osti_1176067,
title = {pH-sensitive methacrylic copolymers and the production thereof},
author = {Mallapragada, Surya K. and Anderson, Brian C. and Bloom, Paul D. and Sheares Ashby, Valerie V.},
abstractNote = {The present invention provides novel multi-functional methacrylic copolymers that exhibit cationic pH-sensitive behavior as well as good water solubility under acidic conditions. The copolymers are constructed from tertiary amine methacrylates and poly(ethylene glycol) containing methacrylates. The copolymers are useful as gene vectors, pharmaceutical carriers, and in protein separation applications.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Tue Jan 09 00:00:00 EST 2007},
month = {Tue Jan 09 00:00:00 EST 2007}
}

Patent:

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  • The present invention provides novel multi-functional methacrylic copolymers that exhibit cationic pH-sensitive behavior as well as good water solubility under acidic conditions. The copolymers are constructed from tertiary amine methacrylates and poly(ethylene glycol) containing methacrylates. The copolymers are useful as gene vectors, pharmaceutical carriers, and in protein separation applications.
  • The present invention provides novel gel forming methacrylic blocking copolymers that exhibit cationic pH-sensitive behavior as well as good water solubility. The copolymers are constructed by polymerization of a tertiary amine methacrylate with either a (poly(ethylene oxide)-b-poly(propylene oxide)-b-poly(ethylene oxide) polymer, such as the commercially available Pluronic.RTM. polymers, or a poly(ethylene glycol)methyl ether polymer. The polymers may be used for drug and gene delivery, protein separation, as structural supplements, and more.
  • The present invention provides novel non-immunogenic, hydrophilic/cationic block copolymers comprising a neutral-hydrophilic polymer and a cationic polymer, wherein both polymers have well-defined chain-end functionality. A representative example of such a block copolymer comprises poly(N-(2-hydroxypropyl)methacrylamide) (PHPMA) and poly(N-[3-(dimethylamino)propyl]methacrylamide) (PDMAPMA). Also provided is a synthesis method thereof in aqueous media via reversible addition fragmentation chain transfer (RAFT) polymerization. Further provided are uses of these block copolymers as drug delivery vehicles and protection agents.
  • Graft copolymers having desirable properties may be prepared by mixing a poly(alkylacrylate) (the polymer reactant) with a monomer and exposing to high- energy radiation to a total dose of 5 x 10/sup 5/ to 2 x 10/sup 6/ rep. The polymer reactant must be one in which the alkyl portion contains no more than 8 carbon atoms and does not have a tertiary carbon atom attached directly to the adjacent oxygen atom, and it should have an average molecular weight of 10/sup 4/ to 10/sup 6/. Examples of monomers that may be used in the above manner are methyl acrylate,more » acrylonitrile, acrylic acid, styrene, etc. The proportion of the polymer and monomer should be 35 to 65 wt. % of either one, and the reaction preferably should be carried out in the anaerobic condition and at a temperature between 0 and 70 deg C. (D.L.C.)« less