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Title: Preparation of metallic cation conducting polymers based on sterically hindered phenols containing polymeric systems

Abstract

The present invention relates to ion-conducting solvent-free polymeric systems characterized as being cationic single ion conductors. The solvent-free polymer electrolytes comprise a flexible polymer backbone to which is attached a metal salt, such as a lithium, sodium or potassium salt, of a sterically hindered phenol. The solid polymer electrolyte may be prepared either by (1) attaching the hindered phenol directly to a flexible polymeric backbone, followed by neutralization of the phenolic OH's or (2) reacting the hindered phenol with a polymer precursor which is then polymerized to form a flexible polymer having phenolic OH's which are subsequently neutralized. Preferably the hindered phenol-modified polymeric backbone contains a polyether segment. The ionic conductivity of these solvent-free polymer electrolytes has been measured to be in the range of 10[sup [minus]4] to 10[sup [minus]7] S cm[sup [minus]1] at room temperature.

Inventors:
; ;
Publication Date:
OSTI Identifier:
7020407
Patent Number(s):
US 4882243; A
Application Number:
PPN: US 7-275013
Assignee:
Polytechnic Univ., Brooklyn, NY (United States); Associated Universities, Inc., Washington, DC (United States) PTO; EDB-94-116983
DOE Contract Number:
AC02-76CH00016
Resource Type:
Patent
Resource Relation:
Patent File Date: 22 Nov 1988
Country of Publication:
United States
Language:
English
Subject:
36 MATERIALS SCIENCE; SOLID ELECTROLYTES; FABRICATION; IONIC CONDUCTIVITY; LITHIUM COMPOUNDS; PHENOLS; POLYMERS; POTASSIUM COMPOUNDS; SODIUM COMPOUNDS; ALKALI METAL COMPOUNDS; AROMATICS; ELECTRIC CONDUCTIVITY; ELECTRICAL PROPERTIES; ELECTROLYTES; HYDROXY COMPOUNDS; ORGANIC COMPOUNDS; PHYSICAL PROPERTIES; 360601* - Other Materials- Preparation & Manufacture; 360606 - Other Materials- Physical Properties- (1992-)

Citation Formats

Skotheim, T.A., Okamoto, Yoshiyuki, and Lee, H.S.. Preparation of metallic cation conducting polymers based on sterically hindered phenols containing polymeric systems. United States: N. p., 1989. Web.
Skotheim, T.A., Okamoto, Yoshiyuki, & Lee, H.S.. Preparation of metallic cation conducting polymers based on sterically hindered phenols containing polymeric systems. United States.
Skotheim, T.A., Okamoto, Yoshiyuki, and Lee, H.S.. 1989. "Preparation of metallic cation conducting polymers based on sterically hindered phenols containing polymeric systems". United States. doi:.
@article{osti_7020407,
title = {Preparation of metallic cation conducting polymers based on sterically hindered phenols containing polymeric systems},
author = {Skotheim, T.A. and Okamoto, Yoshiyuki and Lee, H.S.},
abstractNote = {The present invention relates to ion-conducting solvent-free polymeric systems characterized as being cationic single ion conductors. The solvent-free polymer electrolytes comprise a flexible polymer backbone to which is attached a metal salt, such as a lithium, sodium or potassium salt, of a sterically hindered phenol. The solid polymer electrolyte may be prepared either by (1) attaching the hindered phenol directly to a flexible polymeric backbone, followed by neutralization of the phenolic OH's or (2) reacting the hindered phenol with a polymer precursor which is then polymerized to form a flexible polymer having phenolic OH's which are subsequently neutralized. Preferably the hindered phenol-modified polymeric backbone contains a polyether segment. The ionic conductivity of these solvent-free polymer electrolytes has been measured to be in the range of 10[sup [minus]4] to 10[sup [minus]7] S cm[sup [minus]1] at room temperature.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = 1989,
month =
}
  • The present invention relates to ion-conducting solvent-free polymeric systems characterized as being cationic single ion conductors. The solvent-free polymer electrolytes comprise a flexible polymer backbone to which is attached a metal salt, such as a lithium, sodium or potassium salt, of a sterically hindered phenol. The solid polymer electrolyte may be prepared either by (1) attaching the hindered phenol directly to a flexible polymeric backbone, followed by neutralization of the phenolic OH's or (2) reacting the hindered phenol with a polymer precursor which is then polymerized to form a flexible polymer having phenolic OH's which are subsequently neutralized. Preferably themore » hindered phenol-modified polymeric backbone contains a polyether segment. The ionic conductivity of these solvent-free polymer electrolytes has been measured to be in the range of 10.sup.-4 to 10.sup.-7 S cm.sup.-1 at room temperature.« less
  • Complexes of VO(II) with salicylaldimines obtained from derivatives of salicylaldehyde and 2,6-di-tert-butyl-4 aminophenol have been synthesized. The spectroscopic (IR, ESR, and optical) and magnetic properties have been studied. The IR spectra of the complexes display stretching vibrations of OH, C=N, and V=O groups at 3625-3640, 1608-1615, and 985-990 cm/sup -1/, respectively. The electronic spectra in THF, in contrast to the case of CHCl/sub 3/, do not show a band with a frequency corresponding to 590 nm, and they show a shift to longer wavelengths at 930 nm, apparently due to the interaction of the complexes with THF molecules. The parametersmore » of the spin Hamiltonian have been determined from the ESR spectra. The values found for the magnetic moments (1.66-1.83 Bohr magnetons) indicate that weak ferromagnetism is observed in the polycrystalline stage in cases of disubstituted compounds. When the complexes are oxidized with PbO/sub 2/ in solutions in toluene and CHCl/sub 3/, a decrease in the intensity of the ESR signal of the vanadyl ions and the formation of free phenoxyl radicals are observed.« less
  • The selective removal of H/sub 2/S gas from a normally gaseous mixture containing H/sub 2/S and CO/sub 2/ is accomplished by contacting the gaseous mixture with an absorbent solution comprising a di-secondary aminoether wherein each amino group has a severely sterically hindered secondary amino moiety whereby H/sub 2/S is selectively absorbed from the mixture.
  • The condensation of hydrochloric salts of omega-aminomethyl aryl ketones with diphenic anhydride or with the diacid chloride of diphenic acid and subsequent cyclodehydration of the condensation products formed give sterically hindered mono- and bis(2,5-diaryloxazoles) containing the biphenyl system. The spectroluminescent properties of these compounds were studied. Comparison of the absorption spectra of 2,2'-di(5-phenyloxazolyl-2)biphenyl and 2,5-diphenyloxazole indicates the complete lack of conjugation between the diphenyloxazole fragments, their independent behavior, and their retention of the spatial configuration of 2,5-diphenyloxazole. 2,2'-Di(5-phenyloxazolyl-2)biphenyl has a large Stokes shift. Steric hindrance is also found in 2-carboxy-2'-(5-phenyloxazolyl-2)biphenyl molecules.
  • Mutagenic properties of primarily inactive carcinogenic polycyclic aromatic hydrocarbons (PAH) are manifested after metabolic oxidation by microsomal enzymes. It has been established that activation of carcinogens in biological systems is accompanied by intensification of free-radical processes, effective inhibition of which is achieved by sterically hindered phenols (SHP). The authors studied the effect of SHP on the mutagenic activity of benzo(a)pyrene (BP) using estimation of induced direct gene mutation at the locus for hypoxanthine-guanine-phosphoribosyl transferase (HGPRT) in somatic Chinese hamster cells of line V-79 cultured in vitro and with estimation of the induction of micronuclei in polychromatophilic erythrocytes of mouse bonemore » marrow in vivo. The reference mutagen was BP from Fluka and the following SHP were used: dibunol, F-800, and F-804. Genetic activity of each substance tested and their combination was studied in an in vitro system under conditions of metabolic activation by mouse liver microsomes and in vivo according to induction of micronuclei in polychromatophilic bone marrow erythrocytes in (CBA x C57B1/6J)F/sub 1/ mice 60-80 days old, which reflects gross defects of chromosomes at the erythroblast stage. In order to establish optimal time for recording the frequency of induction of micronuclei, bone marrow samples were taken from the animals, 24, 48, 72, and 96 h after a single intraperitoneal injection of the agents. The BP was dissolved in sunflower oil and used in a concentration constituting 1/3 of the lowest lethal dose in mice. The SHP was then dissolved in water or dimethyl sulfoxide and administered in a ratio with BP of 1:1 or 1:0.5. The smears were then stained in methanol, washed with twice-distilled water, and stained in 7% Giemsa solution.« less