Bisphenol hypersorbents for enhanced detection of, or protection from, hazardous chemicals
AssigneeThe Government of the United States of America, as represented by the Secretary of the Navy
InventorsR. Andrew McGill, Courtney A. Roberts
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Abstract
The invention relates to strong hydrogen-bond acidic sorbents. The sorbents may be provided in a form that limits or eliminates intramolecular bonding of the hydrogen-bond acidic site between neighboring sorbent molecules, for example, by providing steric groups adjacent to the hydrogen-bond acidic site. The hydrogen bond site may be a phenolic structure based on a bisphenol architecture. The sorbents of the invention may be used in methods for trapping or detecting hazardous chemicals or explosives.
Claims1
A method for forming a polymeric article having a reduced risk of endocrine disruption, the method comprising:
- forming a polymeric article by polymerization of a reaction mixture comprising a bisphenol monomer of formula A or formula B,
- wherein X and X′ are selected from the group consisting of hydrogen, methyl, benzyl, trifluoromethyl, ethyl, phenyl, or taken together may form dichloroethene, sulfone, propylbenzene, or an optionally alkyl-substituted cyclic alkyl group;
- R1 is selected from the group consisting of prop-1-en-2-yl;-dimethyl(phenyl)silyl;
- trimethylsilyl;
- diphenylmethyl;
- methylthio;
- prop-2-enyl;
- benzyl;
- ethylthio;
- cyclopropyl;
- 2-(trimethylsilyl)ethyl;
- 2,2-dimethylpropyl;
- 2-methylpropyl;
- phenylethyl;
- propyl;
- butyl;
- sec-butyl;
- pentyl;
- heptyl;
- propan-2-yl;
- cyclopentyl;
- cyclohexyl;
- cyclobutyl;
- 3-ethylpentan-3-yl;
- ethyl;
- 1,1-dimethylpropyl;
- (trimethylsilyl)methyl;
- trifluoromethyl;
- and fluoro;
- and
- R2 is selected from the group consisting of, methyl;
- tert-butyl;
- prop-1-en-2-yl;
- dimethyl(phenyl)silyl;
- trimethylsilyl;
- diphenylmethyl;
- methylthio;
- prop-2-enyl;
- benzyl;
- ethylthio;
- cyclopropyl;
- 2-(trimethylsilyl)ethyl;
- 2,2-dimethylpropyl;
- 2-methylpropyl;
- phenylethyl;
- propyl;
- butyl;
- sec-butyl;
- pentyl;
- heptyl;
- propan-2-yl;
- cyclopentyl;
- cyclobutyl;
- 3-ethylpentan-3-yl;
- ethyl;
- 1,1-dimethylpropyl;
- (trimethylsilyl)methyl;
- trifluoromethyl;
- and fluoro;
- and
- wherein the formed polymeric article comprises free bisphenol monomer of Formula A or Formula B, and wherein upon leaching out of the polymeric article the free bisphenol monomer of Formula A or Formula B causes a reduced level of endocrine disruption as compared to conventional bisphenol molecules that leach out of polymeric articles formed by polymerizing a reaction mixture comprising conventional bisphenol monomers selected from the group consisting of bisphenol S (CAS 80-09-1), bisphenol C2 (CAS 14868-03-2), bisphenol A (CAS 80-05-7), bisphenol AP (CAS 1571-75-1), bisphenol B (CAS 77-40-7), bisphenol BP (CAS 1844-01-5), bisphenol C (CAS 79-97-0), bisphenol E (CAS 2081-08-5), bisphenol F (CAS 620-92-8), bisphenol G (CAS 127-54-8), bisphenol M (CAS 13595-25-0), bisphenol P (CAS 2167-51-3), bisphenol TMC (CAS 129188-99-4), and bisphenol Z (CAS 843-55-0).
Dependencies are inferred from the claim text.