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US4365051A Expired / Lapsed US ⏱️ 0.0 years remaining

Polyurethane prepared from diamine and prepolymer

Assignee: Goodyear Tire and Rubber Co
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Filing: 1981-04-03
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Granted: 1982-12-21
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Expires: 2001-04-03
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Abstract

Abstract A polyurethane prepared by reacting specifically identified substituted aromatic diamines with isocyanate-terminated prepolymer. Prepolymer is prepared by reacting polyisocyanate with polymeric polyol. Diamines are required to be selected from specified substituted butylbenzoates, benzonitriles or benzoates. The diamine curative is taught to enhance the processing of the prepolymer/diamine mixture for commercial application.

Inventors

  • 👤 Daniel A. Chung
  • 👤 John P. Lawrence

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 17:30
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/10

Claims Analysis

Total Claims: 5
Claim 1
Independent Claim 207 words
A polyurethane prepared by reacting at least one substituted aromatic diamine with an isocyanate terminated prepolymer prepared by reacting a polyisocyanate having an isocyanato functionality of 2 to 3, with a polyol comprised of about 80 to about 100 weight percent polymeric polyols selected from polyester polyols, polyether polyols and hydroxyl terminated unsaturated polymeric polyols and correspondingly, about 20 to about 0 weight percent monomeric hydrocarbon diols having 3 to 8 carbon atoms, where the ratio of isocyanato groups to hydroxyl groups of the polyol, or polyol mixture, is in the range of about 1.3/1 to about 5/1, and where the ratio of amino groups of said diamine to excess isocyanato groups of said hydroxyl groups is in the range of about 0.5/1 to about 1.1/1; characterized in that said substituted aromatic diamine is selected from at least one of the groups consisting of (I) cyclohexyl-3,5-diamino-4-tert-butylbenzoate and/or phenyl-3,5-diamino-4-tert-butylbenzoate; (II) a 3,5-diamino-4-tert.-alkylbenzonitrile of the formula ##STR6## wherein R 1 is selected from butyl, tertiary amyl and tertiary hexyl radicals; and (III) an alkylene bis(3-amino-4-tert.-alkylbenzoate) of the following formula: ##STR7## wherein R 1 is selected from tertiary butyl, tertiary amyl and tertiary hexyl radicals and R 3 is selected from straight chain saturated alkylene radicals containing 2-10 carbon atoms.
Claim 2
Dependent Claim 207 words
A polyurethane prepared by reacting at least one substituted aromatic diamine with an isocyanate terminated prepolymer prepared by reacting a polyisocyanate having an isocyanato functionality of 2 to 3, with a polyol comprised of about 80 to about 100 weight percent polymeric polyols selected from polyester polyols, polyether polyols and hydroxyl terminated unsaturated polymeric polyols and correspondingly, about 20 to about 0 weight percent monomeric hydrocarbon diols having 3 to 8 carbon atoms, where the ratio of isocyanato groups to hydroxyl groups of the polyol, or polyol mixture, is in the range of about 1.3/1 to about 5/1, and where the ratio of amino groups of said diamine to excess isocyanato groups of said hydroxyl groups is in the range of about 0.5/1 to about 1.1/1; characterized in that said substituted aromatic diamine is selected from at least one of the groups consisting of (I) cyclohexyl-3,5-diamino-4-tert-butylbenzoate and/or phenyl-3,5-diamino-4-tert-butylbenzoate; (II) a 3,5-diamino-4-tert.-alkylbenzonitrile of the formula ##STR6## wherein R 1 is selected from butyl, tertiary amyl and tertiary hexyl radicals; and (III) an alkylene bis(3-amino-4-tert.-alkylbenzoate) of the following formula: ##STR7## wherein R 1 is selected from tertiary butyl, tertiary amyl and tertiary hexyl radicals and R 3 is selected from straight chain saturated alkylene radicals containing 2-10 carbon atoms.
Claim 3
Dependent Claim 11 words
The polyurethane of claim 1 wherein said substituted diamine is cyclohexyl-3,5-diamino-4-tert-butylbenzoate.
Claim 4
Dependent Claim 11 words
The polyurethane of claim 1 where said substituted diamine is phenyl-3,5-diamino-4-tert-butylbenzoate.
Claim 5
Dependent Claim 43 words
The polyurethane of claim 1 where said diamine is of the formula (III): ##STR8## wherein R 1 is selected from tertiary butyl, tertiary amyl and tertiary hexyl radicals and R 3 is selected from straight chain saturated alkylene radicals containing 2-10 carbon atoms.

References Cited (Backward Citations)

US3681290A Cited
US3929863A Cited
US3991023A Cited
US4054556A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-12-20 1986-06-21 1986-12-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-12-20 1990-06-21 1990-12-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-12-20 1994-06-21 1994-12-21 $7700.00 Window Closed / Lapsed

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