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US4882243A Expired / Lapsed US ⏱️ 0.0 years remaining

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

Assignee: POLYTECHNIC UNIVERSITY 333 JAY STREET BROOKLYN NY 11201
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Filing: 1988-11-22
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Granted: 1989-11-21
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Expires: 2008-11-22
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Abstract

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 -4 to 10 -7 S cm -1 at room temperature.

Inventors

  • 👤 Terje A. Skotheim
  • 👤 Yoshiyuki Okamoto
  • 👤 Hung S. Lee

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 10:55
CPC Classifications
H; H01; H01M; H01M10/00; H01M10/05; H01M10/052; C; C08; C08G; C08G18/00; C08G18/02; G; G02; G02F; G02F1/00; G02F1/01; G02F1/15; G02F1/1514; G02F1/1523; G02F1/1525; H01B; H01B1/00; H01B1/06; H01B1/12; H01B1/122; H01M10/056; H01M10/0564; H01M10/0565; Y; Y02; Y02E; Y02E60/00; Y02E60/10

Claims Analysis

Total Claims: 27
Claim 1
Independent Claim 12 words
A solvent-free polymer electrolyte containing a sterically hindered phenol metal ion salt.
Claim 2
Dependent Claim 12 words
A solvent-free polymer electrolyte containing a sterically hindered phenol metal ion salt.
Claim 3
Dependent Claim 16 words
The solvent-free polymer electrolyte of claim 1, wherein the sterically hindered phenol is a 2,6-substituted phenol.
Claim 4
Dependent Claim 26 words
The solvent-free polymer electrolyte of claim 2, wherein the sterically hindered phenol is selected from the group consisting of 2,6-alkyl substituted phenols and 2,6-alkoxy substituted phenols.
Claim 5
Dependent Claim 15 words
The solvent-free polymer electrolyte of claim 3, wherein the sterically hindered phenol is 2,6-di-t-butyl-4-methoxy phenol.
Claim 6
Dependent Claim 15 words
The solvent-free polymer electrolyte of claim 3, wherein the sterically hindered phenol is 2,6-di-t-butyl-4-vinyl phenol.
Claim 7
Dependent Claim 15 words
The solvent-free polymer electrolyte of claim 2, wherein the sterically hindered phenol is 2,6-di-t-butyl-4-isocyanato phenol.
Claim 8
Dependent Claim 18 words
The solvent-free polymer electrolyte of claim 1, wherein the polymer comprises a structure having an oligo(oxyalkylene) segment therein.
Claim 9
Dependent Claim 16 words
The solvent-free polymer electrolyte of claim 7, wherein said structure also has a siloxane segment therein.
Claim 10
Dependent Claim 15 words
The solvent-free polymer electrolyte of claim 8, wherein the polymer comprises a siloxane-ethylene oxide copolymer.
Claim 11
Dependent Claim 15 words
The solvent-free polymer electrolyte of claim 9, wherein the sterically hindered phenol comprises 2,6-di-t-butyl-4-vinyl phenol.
Claim 12
Dependent Claim 22 words
The solvent-free polymer electrolyte of claim 1, wherein the metal ion is selected from the group consisting of lithium, sodium and potassium.
Claim 13
Dependent Claim 35 words
A process for making a solvent-free polymer electrolyte, comprising the steps of: reacting a sterically hindered phenol with an oligo(oxyalkylene)-containing polymer; and neutralizing the phenol OH of the resulting polymer with a metal ion compound.
Claim 14
Dependent Claim 35 words
A process for making a solvent-free polymer electrolyte, comprising the steps of: reacting a sterically hindered phenol with an oligo(oxyalkylene)-containing polymer; and neutralizing the phenol OH of the resulting polymer with a metal ion compound.
Claim 15
Dependent Claim 20 words
The process of claim 12, wherein the metal ion is selected from the group consisting of lithium, sodium and potassium.
Claim 16
Dependent Claim 18 words
The process of claim 12, wherein the metal ion compound is an alkoxide of lithium, sodium or potassium.
Claim 17
Dependent Claim 65 words
A process of making a solvent-free polymer electrolyte, comprising the steps of: reacting a sterically hindered phenol with a polymer precursor which can be polymerized to form a flexible polymeric backbone; further reacting the resulting product with an oligo (oxyalkylene)-containing compound to form a polymeric product having phenolic OH groups; and neutralizing the phenol OH groups of the polymeric product with a metal ion compound.
Claim 18
Dependent Claim 65 words
A process of making a solvent-free polymer electrolyte, comprising the steps of: reacting a sterically hindered phenol with a polymer precursor which can be polymerized to form a flexible polymeric backbone; further reacting the resulting product with an oligo (oxyalkylene)-containing compound to form a polymeric product having phenolic OH groups; and neutralizing the phenol OH groups of the polymeric product with a metal ion compound.
Claim 19
Dependent Claim 20 words
The process of claim 15, wherein the metal ion is selected from the group consisting of lithium, sodium and potassium.
Claim 20
Dependent Claim 18 words
The process of claim 15, wherein the metal ion compound is an alkoxide of lithium, sodium or potassium.
Claim 21
Dependent Claim 109 words
A process for preparing a solvent-free ion conducting polymer, which comprises: reacting in the presence of a solvent a polymer having a glass transition temperature range of about -50° C. to -150° C., and a hindered phenol having the Formula I or II ##STR3## wherein each R 1 , independently, is selected from i-propyl, t-butyl, t-pentyl, methoxy, ethoxy and propoxy, and R 2 is selected from hydroxy, alkyl, alkoxy, aryl, vinyl, hydroxyalkylene and isocyanato; PG,20 neutralizing the phenolic OH's of the resulting polymer with an alkali metal alkoxide selected from the group consisting of lithium, sodium and potassium alkoxide; and removing any residual solvent from the resulting neutralized polymer.
Claim 22
Dependent Claim 109 words
A process for preparing a solvent-free ion conducting polymer, which comprises: reacting in the presence of a solvent a polymer having a glass transition temperature range of about -50° C. to -150° C., and a hindered phenol having the Formula I or II ##STR3## wherein each R 1 , independently, is selected from i-propyl, t-butyl, t-pentyl, methoxy, ethoxy and propoxy, and R 2 is selected from hydroxy, alkyl, alkoxy, aryl, vinyl, hydroxyalkylene and isocyanato; PG,20 neutralizing the phenolic OH's of the resulting polymer with an alkali metal alkoxide selected from the group consisting of lithium, sodium and potassium alkoxide; and removing any residual solvent from the resulting neutralized polymer.
Claim 23
Dependent Claim 142 words
A process for preparing a solvent-free polymer electrolyte, comprising the steps of: (a) heating polymethylhydrosilane and 2,6-di-t-butyl 4-vinylphenol in the presence of a solvent, to a temperature in the range from about 40° to about 70° C.; (b) cooling the mixture obtained in step (a), to a temperature in the range of about 0° C. to about room temperature; (c) adding ω-allyl methoxy hepta (oxyethylene) to the cooled mixture obtained in step (b); (d) heating the mixture obtained in step (c) to a temperature in the range from about 40° to about 70° C. to obtain a polymer product having phenolic OH groups attached thereto; (e) neutralizing the phenolic OH groups of the polymer product obtained in step (d) with sodium t-butoxide; (f) removing the solvent and t-butyl alcohol formed in the neutralizing step (e); and (g) completely drying the resulting polymer.
Claim 24
Dependent Claim 142 words
A process for preparing a solvent-free polymer electrolyte, comprising the steps of: (a) heating polymethylhydrosilane and 2,6-di-t-butyl 4-vinylphenol in the presence of a solvent, to a temperature in the range from about 40° to about 70° C.; (b) cooling the mixture obtained in step (a), to a temperature in the range of about 0° C. to about room temperature; (c) adding ω-allyl methoxy hepta (oxyethylene) to the cooled mixture obtained in step (b); (d) heating the mixture obtained in step (c) to a temperature in the range from about 40° to about 70° C. to obtain a polymer product having phenolic OH groups attached thereto; (e) neutralizing the phenolic OH groups of the polymer product obtained in step (d) with sodium t-butoxide; (f) removing the solvent and t-butyl alcohol formed in the neutralizing step (e); and (g) completely drying the resulting polymer.
Claim 25
Dependent Claim 16 words
A high energy density battery containing the solvent-free polymer electrolyte as set forth in claim 1.
Claim 26
Dependent Claim 16 words
A high energy density battery containing the solvent-free polymer electrolyte as set forth in claim 7.
Claim 27
Dependent Claim 16 words
A high energy density battery containing the solvent-free polymer electrolyte as set forth in claim 19.

References Cited (Backward Citations)

US4471037A Cited
US4556615A Cited
US4737422A Cited
US4654279A Cited
US4798773A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-11-20 1993-05-22 1993-11-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-11-20 1997-05-22 1997-11-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-11-20 2001-05-22 2001-11-21 $7700.00 Window Closed / Lapsed

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